32789 Zip Code FL 3 Bedroom Real Estate, Homes, Condos for Sale

3 Beds ⋅ 2 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

Rare opportunity to own a beautifully upgraded lakefront property on half acre in one of Winter Park's most desirable locations. This homesite offers the perfect setting to enjoy the current residence or build your future dream home! When you step inside you'll find a thoughtfully updated kitchen featuring high-end appliances, custom cabinetry, and designer finishes. The home boasts new windows that fill the space with natural light and frame serene lake views, as well as a brand new roof and AC offering peace of mind for years to come. Split floor plan with 3 large bedrooms and each has a walk-in closet. Step outside and take in the beautifully landscaped yard, complete with mature trees and plenty of space and privacy. Whether you’re sipping coffee by the water or hosting friends for a sunset BBQ, this home is made for living the good life! Zoned for A rated schools. Situated on a quiet street yet just minutes from Winter Park and Baldwin Park dining, shopping, parks and culture. Call today before it's gone!

2823 Wright Avenue, Winter Park

$1,225,000

3 Beds ⋅ 3 Baths ⋅ Osceola Heights SubDv. ⋅ 32789 Zip Code

This new residence, thoughtfully designed by Michael Wenrich, captures the timeless elegance and refined simplicity reminiscent of the iconic coastal architecture of Alys Beach. Clean architectural lines, graceful curves, and abundant natural light combine to create a home that feels sophisticated and inviting. Inside, gorgeous chevron-patterned wood floors flow throughout the main living areas, setting a warm and elegant tone. The open-concept floor plan is designed for everyday living and effortless entertaining, with expansive windows allowing natural sunlight to pour into every space. At the heart of the home is a beautifully designed kitchen that blends classic style with modern functionality. A stunning quartz waterfall island anchors the space, complemented by custom cabinetry and a suite of high-end appliances including an ILVE induction range with six elements and Café French door refrigerator, dishwasher and microwave. Designer-grade lighting and refined finishes elevate the kitchen into a centerpiece of the home. The dining room is filled with light and character, featuring three sets of French doors that open to a charming private front and side courtyard, an ideal setting for morning coffee or intimate outdoor dining. In the living room, a dramatic wall of sliding glass doors connects the interior to the brick patio and backyard, creating a seamless indoor-outdoor lifestyle. The first-floor primary suite offers a peaceful retreat, complete with a spacious walk-in closet and a spa-inspired bath featuring a large glass-enclosed shower, separate soaking tub and dual vanities. Additional conveniences on the main level include a beautifully appointed powder bath, a dedicated laundry room and a generous storage room tucked neatly beneath the staircase. Upstairs, a versatile loft provides additional living space ideal for a media area, office or lounge. Two additional bedrooms are also on the second floor, each featuring custom built-in closets, beautiful designer lighting and abundant natural light. Built with quality and efficiency in mind, the home includes numerous upgrades such as a slate roof, Trane air-conditioning system, Rheem tankless water heater and a two-car attached garage. Ideally just minutes from the renowned shopping and dining of Park Avenue and charm of downtown Winter Park, this exceptional home also offers convenient access to major roadways, Orlando International Airport, leading hospitals, and top-rated public and private schools, bringing together style, comfort and location in one remarkable new construction opportunity.

1870 Walker Avenue, Winter Park

$1,300,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code

Luxury Lakeview Townhome in Winter Park! Experience elevated living in this newly built 3-bedroom, 3.5-bath residence with over 2,300 sq ft and breathtaking direct views of Lake Killarney. A dramatic 17-ft foyer welcomes you into a bright, open-concept great room featuring 11-ft ceilings and floor-to-ceiling windows that capture stunning water and nature views. The designer kitchen is built for entertaining with quartz countertops, Wolf and Sub-Zero appliances, double-stacked soft-close cabinetry, a walk-in pantry, and custom lighting. Motorized window shades add comfort and convenience throughout. Step outside to the 22-ft oversized lanai surrounded by lush landscaping—perfect for outdoor living. Upstairs, a versatile loft/office space leads to a private balcony with cocktail kitchen and panoramic lake views. The luxurious primary suite features floor-to-ceiling windows, dual closets, and a spa-inspired bath with designer tile, dual vanities, private water closet, and oversized frameless glass shower. Two additional bedrooms each include private en-suite baths, with a conveniently located laundry room. Additional highlights include a two-car garage with epoxy floor, EV charging plug, and extra storage. BONUS OPTION - Impossible to find boat slip on Lake Killarney available for purchase with this unique townhome. Located in one of Central Florida’s most sought-after communities, this exceptional home combines modern luxury, scenic lake views, and an unbeatable Winter Park location. Schedule your private showing today and experience luxury lakefront living at its finest.

1780 Mondrian Circle, Winter Park

$410,000

3 Beds ⋅ 2 Baths ⋅ Howell Heights SubDv. ⋅ 32789 Zip Code

Rare opportunity in the heart of 32789 — priced under $500K, this 3-bedroom, 2-bathroom Winter Park home delivers the location, lot, and bones that buyers in this zip code rarely find at this price point. Zoned for Dommerich Elementary and Winter Park High School and situated on a generous 0.23-acre lot, this is the one worth moving quickly on. Upon entry, a sun-drenched living room leads to a formal dining room, which connects to a secondary living area perfect for entertaining. The open kitchen features granite countertops, stainless steel appliances, and a casual eat-in area, while refinished terrazzo floors run throughout the home adding character and easy-care durability that's quintessentially Florida. 2021 roof and HVAC mean the big-ticket items are already done. Step outside to a large screened-in patio overlooking a spacious backyard with plenty of room to add a pool or expand. One or more photo(s) was virtually staged. Minutes from Park Avenue and Downtown Winter Park's incredible restaurants and fantastic shopping, Rollins College, UCF, AdventHealth Winter Park, Downtown Orlando, and more.

2779 Sanbina Street, Winter Park

$560,000

3 Beds ⋅ 2 Baths ⋅ Orange Terrace SubDv. ⋅ 32789 Zip Code

Come see this charming pool home on a desirable corner lot near Lake Killarney in Winter Park. This beautifully maintained mid-century residence features 3 bedrooms and 2 baths with warm wood floors and timeless character throughout. The private, fully fenced backyard is turfed for low maintenance and perfect for relaxing and entertaining. Major updates provide peace of mind, including new windows (2019) a renovated primary bedroom and bath (2019), new septic drainfield (2023), tankless water heater (2019), new refrigerator (2024) and in ground pool converted to saltwater in 2023. A rare opportunity to own a classic Winter Park home in beautiful condition with modern improvements and exceptional outdoor living. Walk to Hunger Street Tacos, Lombardi’s Seafood and Creative Jane Art Studio while being conveniently located near 1-4, College Park and Winter Park. Come see this gem!

218 Orange Terrace Drive, Winter Park

$1,099,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code

Virtually Staged. Step into refined lakeside living at the exclusive Lake Killarney Townhomes, where contemporary elegance meets everyday convenience. This ultra-private corner unit boasts one of the community’s most desirable floor plans—perfectly positioned in a peaceful enclave just steps from the vibrant heart of Winter Park Village and mere minutes from I4, offering seamless access to downtown Orlando and beyond. Designed for the modern lifestyle, this stunning residence features an open-concept layout with soaring ceilings, oversized windows, and luxury finishes throughout. The sleek chef’s kitchen anchors the space, showcasing dramatic gray cabinetry, a bold black center island, and a high-end Samsung appliance package, complete with a natural gas cooktop and built-in wall oven. Quartz countertops and a full-height backsplash give a seamless, refined look, while a spacious walk-in pantry adds everyday convenience. Upstairs, three generously sized bedrooms each pair with a spa inspired bathroom deliver elevated comfort. Each bath is thoughtfully designed with floating vanities, designer porcelain tile, and custom closet systems—bringing a boutique hotel aesthetic to your personal retreat. Enjoy quiet mornings or golden-hour gatherings on the expansive private terrace, framed by glass railings and pre-plumbed for a future summer or cocktail kitchen—perfect for effortless indoor-outdoor entertaining. Residents enjoy exclusive access to lakefront pavilion, and an array of watersport amenities including kayak, paddleboard, and canoe storage. With everything Winter Park has to offer just moments away, this location offers the perfect blend of serenity and connectivity.

1768 Mondrian Circle, Winter Park

$500,000

3 Beds ⋅ 2 Baths ⋅ Carver Town SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This home can be purchased with NO INCOME VERIFICATION needed! Welcome to 720 W Webster Avenue, a beautifully renovated home in the heart of historic Carver Town in Winter Park—one of the most sought-after locations in Central Florida. Just a short walk to downtown Winter Park, this charming residence blends modern updates with timeless character while offering the lifestyle people move here for. This 3-bedroom, 2-bathroom home contains 1,356 square feet of thoughtfully updated living space designed for both comfort and style. From the moment you step inside, you'll notice the clean, modern feel created by zero carpet throughout the entire home, giving every room a fresh, cohesive look while making maintenance simple and practical. At the center of the home is the fully updated kitchen, featuring beautiful granite countertops, ample cabinetry, and a functional layout perfect for everyday living or entertaining guests. The kitchen serves as the heart of the home, separating the spacious living room from the formal dining room, creating a natural flow between gathering spaces while maintaining distinct areas for relaxing and hosting. Both bathrooms have been fully renovated, showcasing modern finishes that complement the home's updated aesthetic. Each bedroom offers comfortable space, natural light, and flexibility for a primary suite, guest room, or home office. Convenience continues with the laundry closet featuring a newer stackable washer and dryer, maximizing space while keeping everyday tasks simple and efficient. Step outside and you'll find a fully fenced backyard, providing privacy and plenty of room for pets, outdoor gatherings, or simply enjoying Florida’s beautiful weather. The property also includes an oversized covered carport, offering generous parking and protection from the elements. For electric vehicle owners, the carport is already equipped with a Tesla charger, making daily charging effortless and future-ready. What truly sets this property apart is its unbeatable location. Situated in historic Carver Town, you're just minutes from the charm and vibrancy of downtown Winter Park. Enjoy easy access to Park Avenue’s award-winning restaurants, boutique shopping, art galleries, and cultural attractions. Spend weekends exploring the Winter Park Farmers Market, taking a scenic boat tour on the Winter Park Chain of Lakes, or strolling through Central Park’s shaded oak-lined paths. Whether you're looking for a primary residence, a stylish Winter Park retreat, or a home close to everything that makes this city special, 720 W Webster Avenue delivers the perfect combination of location, updates, and lifestyle. Opportunities to own a fully renovated home this close to downtown Winter Park are rare. Schedule your private showing today and experience everything this exceptional property and location can provide!

720 W Webster Avenue, Winter Park

$574,900

3 Beds ⋅ 2 Baths ⋅ Metzingers Add SubDv. ⋅ 32789 Zip Code

Virtually Staged. Fabulous location in Winter Park! Completely remodeled from top to bottom this stunning home blends modern design with everyday comfort in a highly desirable Winter Park location. Thoughtfully updated with stylish and contemporary finishes throughout this home offers a bright and open feel that’s perfect for today’s lifestyle. The beautifully renovated interior features a modern kitchen, quartz countertops, soft-close shaker cabinets overlooking the dining room & family room. The updated bathrooms and fresh finishes throughout create a move-in ready home that feels brand new! The spacious layout flows seamlessly into the outdoor living area where you’ll find a large fenced-in backyard with a pavered patio and a cozy fireplace perfect for entertaining, relaxing or enjoying Florida evenings. Located just minutes from shopping, dining, parks, and top Winter Park amenities this property is an excellent opportunity for first-time homebuyers or investors looking for a turnkey home in a prime location. A rare opportunity to own a fully updated home with modern style and a spacious backyard in the heart of Winter Park!

1354 Indiana Avenue, Winter Park

$899,000

3 Beds ⋅ 3 Baths ⋅ H Vanwies Sub SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Experience high-end luxury and effortless convenience in one of the most central locations in Winter Park. Built by Makeur Homes and thoughtfully updated by SMRS Design, this stunning Modern Mediterranean detached townhome showcases light-filled interiors and carefully curated custom finishes. Offering 3 bedrooms and 2.5 bathrooms across 1,884 square feet, the home features a desirable first-floor primary suite and elevated design details, including Level 4 drywall, engineered oak floors, Bosch appliances, LED mirrors, and a Lutron Caséta lighting and Triathlon shade system. A Calacatta Gold porcelain slab electric fireplace serves as a striking focal point in the living room. The open-concept floor plan is both functional and inviting, filled with natural light and offering views of a private paved patio and fenced backyard—ideal for relaxing or entertaining. Enjoy a low-maintenance, lock-and-leave lifestyle within an intimate four-unit community tucked along a picturesque, tree-lined brick street. Additional highlights include a private two-car garage with EV charging port, guest parking, and close proximity to premier dining, shopping, and daily conveniences, including Publix and AdventHealth. A rare opportunity to own a design-forward residence in an exceptional location.

1405 Miller Avenue, Winter Park

$975,000

3 Beds ⋅ 3 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Experience the FLAGSHIP LIFESTYLE of Winter Park, where COASTAL INSPIRATION MEETS TIMELESS CHARM. This beautiful 3-bedroom, 3-bath residence offers a thoughtfully designed floor plan with inviting living spaces downstairs and all bedrooms upstairs for added privacy. Built in 2004 with solid concrete block construction and a metal roof, this home perfectly balances durability with style. The LOCATION IS TRULY EXCEPTIONAL. Just 1 1/2 BLOCKS FROM FAMED PARK AVENUE, you can stroll along brick-lined sidewalks and explore vibrant boutiques, charming cafés, and cultural venues that define this beloved destination. Minutes away, Hannibal Square offers its own eclectic mix of dining and shopping. Weekends can be spent enjoying local favorites such as the Winter Park Farmers’ Market, scenic cruises aboard the Winter Park Boat Tour, or a relaxing round at the Winter Park Golf Course. Nearby Winter Park Station, including Amtrak service, keeps you conveniently connected throughout the state and beyond. From the moment you arrive at 456 Carolina Ave, you are welcomed by a brick-paved walkway and charming front sitting porch. Inside, a warm and inviting living and dining area awaits. The kitchen overlooks the main living space and features granite countertops, newer cabinetry, and a newer refrigerator. Plantation shutters, French doors, crown moulding and surround sound add character and sophistication throughout. Upstairs, the primary suite offers a spacious CUSTOM WALK-IN CLOSET and an ensuite bath complete with dual sinks, a soaking tub, and a walk-in shower. UPSTAIRS SITTING PORCHES provide the perfect spot to unwind at the end of the day. Out back, enjoy a screened patio that can accomodate casual outdoor seating and a dining table. The SUMMER KITCHEN comes equipped with a propane grill, sink, and refrigerator, making this whole space ideal for effortless entertaining. A PRIVATE ELECTRIC ENTRY GATE leads from the front of the home to the detached garage, and the property is FULLY FENCED for added privacy. Above the garage, you’ll find an AIR-CONDITIONED BONUS SPACE (~303sf),perfect for a home office, game room or creative retreat. A comfortable, connected lifestyle awaits in the heart of Winter Park. Schedule your private showing today. Video here:

456 Carolina Avenue, Winter Park

$690,000

3 Beds ⋅ 2 Baths ⋅ Lake Forest Park Rep SubDv. ⋅ 32789 Zip Code

Sold data entry.

2904 Parkland Drive, Winter Park

$135,000

3 Beds ⋅ 2 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Located in the heart of Winter Park, this charming condo stands ready to welcome you home. This three-bedroom, two-bathroom sanctuary offers a blend of comfort and modern elegance, perfect for those who cherish both relaxation and entertaining. As you step inside, the spacious living and dining areas greet you with an abundance of natural light, creating a warm and inviting atmosphere. Imagine hosting friends and family in this expansive space, where laughter and memories will fill every corner. The heart of this home is undoubtedly the fully upgraded kitchen, featuring stunning quartz countertops, sleek new cabinets, and stainless steel appliances. Each meal becomes a culinary adventure in this thoughtfully designed area. Retreat to any of the large bedrooms, designed to be your personal oasis. Each room offers generous space, allowing for restful nights and peaceful mornings. A dedicated laundry room, complete with a washer and dryer, adds convenience to your daily routine, while ample storage throughout the unit ensures that everything has its place. Step outside onto your private balcony, where a serene courtyard unfolds below. Picture yourself sipping morning coffee or enjoying an evening breeze as you overlook the tranquil scene of benches, a sparkling pool, and a welcoming clubhouse—perfect for gathering with neighbors or unwinding after a busy day. This pet-friendly community understands that your fur babies deserve a home too, so bring them along for this new adventure! Plus, enjoy the benefits of the HOA, which includes cable TV and high-speed internet, making it easy to stay connected. With a prime location just a short walk from a variety of shopping and dining options, you’ll find everything you need right at your fingertips. And with quick access to I-4, the beautiful beaches and thrilling theme parks are just minutes away. This isn't just a condo; it’s a lifestyle filled with comfort, convenience, and community. Welcome to your new home in Winter Park! Schedule your private tour today.

1695 Lee Road Unit E215, Winter Park

$795,000

3 Beds ⋅ 2 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

This 1-story home on a corner lot offers easy living in one of Winter Park’s most convenient locations! Enter through a covered front porch and inviting foyer with slate tile floors to discover a desirable split-bedroom floorplan. Off to the right, the spacious primary wing (later addition) serves as a true retreat, with vaulted ceilings, hand-carved wood floors, a cozy window seat wrapped in a bay window, and French doors that lead to the private outdoor living spaces. The large primary bath has dual vanities, a soaking tub, huge walk-in shower, and a custom walk-in closet....This primary retreat is a HUGE surprise! On the opposite side of the front entrance, the home’s original, refinished hardwood floors stretch throughout the living room, kitchen, and large secondary bedrooms. The kitchen features stainless steel appliances, a wine refrigerator, and a dinette area with a precious greenhouse window, perfect for growing fresh herbs and potted plants. The kitchen/dinette area open up to the window-lined living room, with plantation shutters. French doors off the adjacent dining room lead to a newly PVC-fenced rear courtyard with brick pavers and a soothing fountain. The left side of the property includes a screened patio with terracotta tile and a vaulted, wood-plank ceiling, while the right side offers a fully-fenced space for pets, gardening, or play. Enjoy an impeccably landscaped yard with Zoysia grass and a private well for irrigation, plus an enormous 2-car garage that was thoughtfully added on, with a large, sunny laundry area with a double utility sink, and plenty of room for storage or a workbench area. Block construction and updated double-pane windows & doors make the home remarkably quiet inside, and the circular front drive and expanded driveway makes life on Palmer a breeze! Just across the street, Phelps Park provides a playground, tennis, pickleball courts, and additional parking for your larger gatherings. Located just a block from the YMCA, minutes from Publix, Sprouts, Walgreens, and numerous restaurants, and less than 2 miles from Park Avenue, this home is where convenience meets comfort.

1680 Palmer Avenue, Winter Park

$1,500,000

3 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Set on an oversized 1/3-acre lot in the heart of Winter Park, this one-owner home was custom built in 1997 and has been meticulously maintained ever since. Solid block construction, timeless stone accents, and mature landscaping give it great curb appeal from the moment you arrive. Step inside to a spacious foyer with hardwood floors that carry through most of the main living areas. To the right, the living room features built-in shelving and a bay window that fills the space with natural light. It flows into the formal dining room, also with hardwood floors, plantation shutters, and plenty of room to host. A conveniently located powder bath serves this side of the home. To the left is the heart of the house - a generously sized kitchen with abundant white cabinetry, stone countertops, a center island, double ovens, a built-in pantry with pull-out storage, and a breakfast bar. The separate eat-in area overlooks the backyard and opens to the screened porch through French doors. The kitchen connects to a large family room with coffered ceilings, a gas fireplace, built-ins, and additional French doors leading outside. The home offers a three-way split floor plan for privacy. The primary suite sits on its own wing and is very spacious, featuring crown molding, a bay window, and French doors to the patio. The en-suite bath includes double vanities, large "His & Hers" walk-in closets with custom closet systems, a soaking tub, separate shower, and private water closet. On the opposite side of the home, you’ll find a generously sized secondary bedroom with its own en-suite bathroom and walk-in closet. Toward the back of the house is a third bedroom with a built-in desk, French doors to the exterior, and an en-suite Jack-and-Jill bath that also serves the family room. The first floor also includes an indoor laundry room with ample cabinetry and a utility sink. Upstairs, a huge bonus room offers incredible flexibility - game room, media room, office, or potential fourth bedroom. There is also space to add a bathroom if desired. Out back, a large screened porch with high ceilings overlooks a peaceful, lushly landscaped yard with plenty of room to enjoy Florida living. Additional features include plantation shutters throughout, a spacious two-car garage, and an unbeatable location just minutes from Park Avenue’s shopping and dining. Zoned for highly rated Dommerich Elementary, Maitland Middle, and Winter Park High. Call today to schedule your private showing!

1340 Place Picardy, Winter Park

$850,000

3 Beds ⋅ 2 Baths ⋅ Temple Heights SubDv. ⋅ 32789 Zip Code

Sold Data Entry.

1351 Mayfield Avenue, Winter Park

$516,000

3 Beds ⋅ 3 Baths ⋅ Las Casas De Indiana SubDv. ⋅ 32789 Zip Code

Welcome to 1781 Indiana Avenue, Unit A, a beautifully appointed three-bedroom, two and a half bathroom townhouse nestled in the heart of Winter Park. This inviting residence offers the perfect blend of comfort and convenience, featuring a spacious two-car garage and a private courtyard ideal for morning coffee, outdoor dining, or relaxing in the Florida sunshine. Inside, the thoughtfully designed floor plan provides generous living spaces, well-proportioned bedrooms, and an effortless flow for everyday living and entertaining. Located just minutes from Winter Park’s renowned shopping, dining, parks, and top-rated schools, this home presents an exceptional opportunity to enjoy low-maintenance living in one of Central Florida’s most desirable neighborhoods.

1781 Indiana Avenue Unit A, Winter Park

$1,155,000

3 Beds ⋅ 3 Baths ⋅ Edgewood Sub SubDv. ⋅ 32789 Zip Code

Built in 2017 by renowned Winter Park builder Clarkson Concepts, this stunning transitional contemporary residence offers an exceptional blend of modern design, thoughtful craftsmanship, and high-end finishes throughout. The open-concept floor plan features 3 bedrooms and 2.5 baths, ideal for both everyday living and effortless entertaining. At the heart of the home is a show-stopping chef’s kitchen highlighted by a 12’6” quartz island with Clarkson’s signature hidden pop-up outlets, premium Thermador appliances including a 48” refrigerator, 48” six-burner gas range with griddle and double ovens, and a built-in dishwasher. A striking concrete tile backsplash and the custom “Clarkson Pantry,” complete with base cabinetry and 42” upper cabinets, provide both style and functionality. The spacious laundry room is conveniently located just off the pantry. The kitchen seamlessly flows into the dining area and family room, where a sleek gas fireplace with remote and lighting options creates a warm focal point. Surround sound and expansive stacking sliding doors open to a covered lanai and grilling area, enhanced with retractable screens for seamless indoor-outdoor living. The first-floor primary suite offers a private retreat with a generously customized walk-in closet and a spa-inspired en-suite bath featuring a dual-sink vanity and oversized shower with multiple shower heads. Upstairs, two well-sized bedrooms share a beautifully upgraded designer bathroom. Additional highlights include a camera security system, tankless gas water heater, Nest thermostats, Ring doorbell, and abundant natural light throughout. Ceiling heights soar at 10 feet on the main level and 9 feet upstairs. The unique garage layout offers two separate single-car garages flanking the entry foyer, providing privacy and convenience for each vehicle. Situated on a professionally landscaped lot, this exceptional home is ideally located within walking distance to Corrine Drive’s popular shops and restaurants and is zoned for highly sought-after Audubon K-8.

1934 Hammerlin Avenue, Winter Park

$1,200,000

3 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Experience lakefront living in the heart of Winter Park. One of only two residences in The Cloisters with soaring 9-foot ceilings, this first-floor, three-bedroom, two-bath home offers a rare blend of privacy, scale and panoramic Lake Osceola views. Just two blocks from Park Avenue and adjacent to the Alfond Inn, this condominium lives like a private residence with unmatched access to boutique shopping, fine dining and cultural landmarks. Designed for elegant everyday living and entertaining, the open floor plan showcases a chef’s kitchen with granite countertops, solid wood cabinetry, and an island for prep and serving. The spacious dining and living areas are enhanced by hardwood flooring, crown molding and a marble-trimmed wood-burning fireplace. More than 20 feet of sliding glass doors open to an expansive, L-shaped terrace that brings in natural light and offers breathtaking lake vistas. The oversized primary suite offers serene lake views and includes an en-suite bath with dual vanities, built-in closets and a walk-in shower. Additional features include a rare laundry and utility room with a full-size washer, dryer and sink, updated electrical and plumbing, and upgraded water heater and HVAC system. Just two blocks from Park Avenue, this residence places you in the heart of downtown Winter Park’s sought-after lifestyle. Enjoy effortless access to fine dining, boutique shopping, world-class museums, Rollins College and year-round cultural events, all in an accessible, lakefront setting. Whether going to the Saturday farmers market, dining alfresco along the avenue or taking in the scenic views of Lake Osceola from your private residence, this property offers a seamless blend of luxury and urban elegance.

106 S Interlachen Avenue Unit 118, Winter Park

$999,000

3 Beds ⋅ 2 Baths ⋅ Lake Virginia SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Virtually Staged. Beautifully renovated home in the heart of highly desirable Winter Park, surrounded by multi-million-dollar properties. Move-in ready and thoughtfully updated throughout. Set on an expansive lot approximately 79 x 152 (11,305 square feet) provides plenty of space to build your future dream home! This light-filled home features wide-plank flooring, recessed lighting, and all new modern fixtures. The entryway features comfortable seating, built in cabinets with an electric fireplace and wine refrigerator. The sleek, updated kitchen offers a gas range, stylish finishes and a functional layout perfect for everyday living and entertaining. Retreat to the spacious primary bedroom with a fabulous ensuite bath, complete with a soaking tub, dual vanities, a large separate shower, and a generous walk-in closet. A split-bedroom floor plan provides added privacy and comfort. The fully fenced backyard offers plenty of room for a pool and includes private parking for a boat on the side of the home. Whether you enjoy the home as it is or choose to build your dream residence, the possibilities are endless. New roof installed in 2022.

1836 Grinnell Terrace, Winter Park

$1,595,000

3 Beds ⋅ 2 Baths ⋅ Tuscany Terrace SubDv. ⋅ 32789 Zip Code

Exceptional opportunity in the heart of Winter Park — a truly premier and irreplaceable homesite offering rare scale, privacy, and extraordinary future build potential. The primary value is in the land, presenting an unparalleled canvas for a custom luxury residence, with virtually no comparable vacant land available in the immediate vicinity. Set on a tranquil small lake that provides remarkable serenity and picturesque water views, this property combines peaceful natural surroundings with unbeatable walkability. Ideally positioned just steps from the Racquet Club, moments to Park Avenue’s renowned dining, boutiques, and cultural venues, and within easy reach of the Winter Park Chain of Lakes. The location also offers the distinct prestige of residing within the coveted “Vias” of Winter Park, a collection of streets long regarded as one of the city’s most established and desirable residential enclaves. The existing residence is perfectly livable and has benefited from numerous upgrades, offering flexibility for immediate occupancy while planning a future custom build. The home also presents excellent rental potential. Please note the interior is currently being utilized for storage and does not reflect its full presentation potential, providing an opportunity for cosmetic refresh or personalization. Whether envisioned as a modern architectural statement or an elegant estate home, this site delivers the location, setting, and versatility sought by discerning builders, investors, and end¦users alike — a rare chance to secure one of Winter Park’s most desirable land offerings in a highly established neighborhood.

1113 Via Del Mar, Winter Park

$599,900

3 Beds ⋅ 2 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

TRANSFERABLE TERMITE BOND INCLUDED. Welcome home to the charm and character of the bygone days. This 3-bedroom, 2-bathroom home offers 2,556 square feet, with the historic main home originally built in 1922. Featuring original antique wood floors, a classic fireplace, and a one of a kind upstairs loft, there's nothing quite like it! A charming front porch welcomes you into the living room with a fireplace. A front room currently used as a formal parlor or sitting room doubles as the third bedroom, also ideal for entertaining or reading. Two additional bedrooms and full baths are located down the hall. The dining room sits just off the main living space, with French doors opening into the hallway. The kitchen is positioned toward the back of the home with a tucked away laundry closet. Accessed by an interior staircase off the kitchen, the HIGHLIGHT of the home is the handcrafted upstairs loft with design in a class of itself. Currently used as an exquisite billiards room and library, this flexible space can serve as a library, office, or creative retreat, and features a balcony with views of Lake Killarney. Additional features include 42-inch kitchen cabinets, stone countertops, a roof replaced in 2018, AC replaced in 2019. Wind mitigation passed April 2024, septic pumped October 2025, and on top of it all, no HOA! Conveniently located minutes from Downtown Winter Park, Park Avenue, Rollins College, and just minutes from I-4, this is a truly unique property offering craftsmanship and character rarely found today.

1951 Staunton Avenue, Winter Park

$625,000

3 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Welcome to this beautifully renovated historic home in the heart of Orwin Manor, one of Winter Park’s most treasured neighborhoods. Thoughtfully updated while preserving its timeless character, this 3 bedroom 1 and a half bath home blends classic architectural charm with today’s modern conveniences. Major system improvements include updated plumbing and electrical, a new roof in 2025, new HVAC in 2025, exterior painting completed in 2024, original hardwood floors, hot water heater within the last two years, and much more offering true peace of mind for years to come. The inviting renovated kitchen features updated cabinetry, granite surfaces, stainless steel appliances, and a spacious island perfect for everyday living and entertaining. A generous 18’ x 16’ screened porch expands the living space and overlooks a lush, beautifully curated garden, creating a serene indoor-outdoor retreat. All bedrooms are spacious outfitted with built-in closets, beautiful updated windows and blinds. An added bonus is the electric vehicle charging station with driveway privacy gate, ideal for modern lifestyles. This property is individually registered on the City of Winter Park Historic Registry, a rare distinction that celebrates its architectural significance and heritage. The home has been meticulously cared for and retains the warmth and craftsmanship that make historic properties so special. Orwin Manor offers an unbeatable location between Winter Park, College Park, and Downtown Orlando just minutes from AdventHealth, Loch Haven Park, the Orlando Museum of Art, Orlando Science Center, and multiple theaters. Enjoy easy access to Park Avenue, Ivanhoe Village, and Mills Park, all filled with exceptional dining and boutique shopping, with convenient routes that avoid I-4 when desired. A true blend of history, beauty, and modern living, this is a home you’ll fall in love with the moment you arrive. Schedule your private showing to experience this beautiful home today!

1500 Berkshire Avenue, Winter Park

$125,000

3 Beds ⋅ 2 Baths ⋅ Waterfall Cove/Winter Park SubDv. ⋅ 32789 Zip Code

Lovely 3 bedroom 2 bathroom second floor unit at Waterfall Cove in the heart of Winter Park, close to shopping, restaurants, schools and major roadways. This end unit features a nice open floorplan with lots of natural light. The kitchen is spacious and has lots of cabinet storage and countertop space it overlooks the large living room with sliding glass doors that lead out to the balcony with a treetop view. The primary bedroom is a nice size and has an en-suite bathroom along with a large closet. The other two bedrooms are good sized and share a hallway bathroom. The HOA fee includes CABLE & INTERNET!!! Do not miss your opportunity to own this unit today.

1695 Lee Road Unit B216, Winter Park

$630,000

3 Beds ⋅ 2 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

This lovely updated mid-century modern home is waiting for you to make it your own! The home is located on a large corner lot, boasts three bedrooms two baths, has hand scraped wood laminate floors throughout, with an open spacious living area separated by a small step down that can accommodate your family room or den, the master bedroom en-suite features a modern glass barn door that opens up to your bath complete with marble floors and custom glass shower enclosure. All new appliances in the kitchen, separate laundry room with storage. It has a large fenced in yard to make your own, for entertaining and relaxing! Zoned for Winter Park's A-rated schools including Audubon K-8, and Winter Park High School. It is located directly behind East End Market in Winter Park, with easy access to walk the eclectic Corrine Dr. and discover quaint shops, eateries and coffee houses. Conveniently located a short drive to Baldwin Park, Park Ave, Mills 50, downtown Orlando and a stone's throw from East End Market, this location can't be beat! Roof, Ac/Ductwork, Windows and Plumbing, are all approximately 10 years old. Buyers should verify room sizes.

2805 Northwood Boulevard, Winter Park

$368,500

3 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge First Add SubDv. ⋅ 32789 Zip Code

Welcome to 958 Dupont Ave, a home that exudes charm and functionality. The kitchen is a chef's dream, boasting all stainless steel appliances that add a sleek, modern touch. Step outside to a spacious, fenced-in backyard, perfect for privacy and outdoor activities. Enjoy leisurely afternoons or entertain on the covered patio, a delightful extension of the living space. A storage shed provides ample room for your tools and outdoor equipment. Inside, fresh interior paint gives the home a clean, updated feel. This property is a perfect blend of comfort and convenience, waiting for you to make it your own. Included 100-Day Home Warranty with buyer activation

958 Dupont Avenue, Winter Park

$3,800,000

3 Beds ⋅ 5 Baths ⋅ Park Hill SubDv. ⋅ 32789 Zip Code

A refined, custom brownstone with an exclusive Park Avenue address, offering an unparalleled Winter Park lifestyle enhanced by the finest designer selections throughout. The timeless brick elevation and expansive windows evoke the charm of a favorite city street while preserving the tranquility of this sought-after setting. This three-story townhouse offers 4,237 square feet of thoughtfully designed living space, featuring three en-suite bedrooms, three full baths, two half baths, and a private elevator. Offered fully furnished for the most discerning buyer, the residence welcomes you through a hand-forged iron gate, gas lanterns, and a brick walkway. The open living, dining, and kitchen areas are ideal for entertaining and flow seamlessly to a private open-air courtyard filled with natural light. Custom lighted built-ins with glass shelving, an entertainment bar, and an antique glass entertainment center with sliding doors allow the space to beautifully showcase art or conceal the television. Designer window treatments include exquisite drapery and plantation shutters, complemented by beautiful backsplashes, countertops, fine wallpaper, and detailed trimwork throughout. An exquisite lighting package features designer fixtures and ambient lighting. The chef’s kitchen is equipped with Wolf and Sub-Zero appliances, a center island with ample prep and serving space, and a walk-in pantry, blending perfectly with the dining area and courtyard for effortless entertaining. The private primary suite is appointed with a morning station, dual closets, and a luxurious bath featuring floor-to-ceiling windows, double marble vanities, a spacious glass-enclosed steam shower, and a luxury bathtub. The intimate third-floor rooftop terrace offers a gathering space and exterior half bathroom for convenience. Additional features include a Control4 home automation system, an upscale air-conditioned garage with ceiling storage and custom cabinetry, newer third-floor HVAC and condenser, newer mini-split in the upstairs exterior bath, three-story block construction with soundproof floors, five AC units, and three tankless gas water heaters.

637 N Park Avenue, Winter Park

$1,250,000

3 Beds ⋅ 3 Baths ⋅ Morseland Sub SubDv. ⋅ 32789 Zip Code

Experience the charm and endless convenience of Beloit Avenue, one of Winter Park’s most coveted streets! Just steps from the WP-9 Golf Course, and 2 blocks from the lively, renowned Park Avenue, this 3-bedroom/2.5-bath residence presents a unique opportunity for reimagination in a location that is simply unmatched. The 1-story home provides the ideal framework for function yet stylish living, with the existing open floorplan, detailed crown molding, and timeless hardwood floors. French doors off the rear family room lead to an open side courtyard, offering plenty of space to create an outdoor oasis that's perfect for relaxing or entertaining, all wrapped in a masonry wall for added privacy. Access the rear-facing two-car garage from a private brick-paved alley exclusive to Beloit homeowners. Combining charm, convenience, and the added perks of natural gas and a 4-year-old roof, this opportunity is a rare find in the very heart of Winter Park.

359 Beloit Avenue, Winter Park

$369,900

3 Beds ⋅ 2 Baths ⋅ Temple Terrace SubDv. ⋅ 32789 Zip Code

MULTIPLE OFFER SITUATION - Welcome to this classic ranch home offering 3 bedrooms, 2 baths, and a wonderfully livable floor plan designed for everyday comfort, work-from-home flexibility, and easy entertaining. With 1,584 sqft of living space this home lives large and offers generous room sizes, plenty of storage, and a layout that simply makes sense. From the big front patio, step inside to a bright living area with cathedral ceilings and natural light, leading into an updated kitchen featuring granite countertops and newer cabinetry. Stacked bedroom layout, and the bathrooms feature tile finishes and oak cabinetry. Flooring includes tile throughout most of the home, wood laminate in the primary bedroom, and carpet in two bedrooms. The home also features updated double-pane insulated windows. Some of the highlights of this home are the expansive screened-in Florida room, perfect for relaxing, dining outdoors, or hosting friends —while enjoying fresh air. Outside, you'll find a huge, fully fenced backyard with mature oaks, palms, bananas, flowering cactus, and an aloe garden. There’s ample room for a pool, future expansion, and RV / trailer storage. A storage shed with electric adds even more convenience. The location truly can’t be beat — centrally located near downtown Winter Park, Maitland, Casselberry, restaurants, theaters, lakes, bike paths, museums, five golf courses, and endless shopping and recreation. Zoned for highly regarded schools including Dommerich Elementary, Maitland Middle, and Winter Park High, this is a setting many buyers specifically seek out. The neighborhood is on city utilities; this home currently uses septic which may not function properly and may need to be connected to city sewer which is already on the street. This is a conventional and cash-only sale and is being offered As-Is, with buyers responsible for their due diligence including verifying fees, taxes, and property details.

1816 Azalea Avenue, Winter Park

$409,000

3 Beds ⋅ 2 Baths ⋅ Magnolia Gardens Sub SubDv. ⋅ 32789 Zip Code

RARE OPPORTUNITY TO OWN A GREAT HOME IN WINTER PARK! MOTIVATED SELLER! Check out this spacious 3 bedroom, 3 bathroom home almost 1800 sq. ft. The home offers a great layout with abundant natural light, comfortable living spaces and timeless design elements. Enjoy central Florida living in one of Winter Park's most established neighborhoods, walking distance to dining, shopping, parks and top-rated schools. If you are an investor looking for a rare gem this will be a GREAT opportunity for you!

900 Carver Street, Winter Park

$615,000

3 Beds ⋅ 2 Baths ⋅ Orangewood Park SubDv. ⋅ 32789 Zip Code

Mid-Century Modern architecture meets modern comfort in this beautifully updated Winter Park home. Clean lines, open sightlines, and warm architectural details create a timeless aesthetic that feels both stylish and inviting from the moment you arrive. Inside, the home features an open-concept layout with multiple living areas—ideal for entertaining or everyday living. The renovated kitchen is the heart of the home, showcasing sleek cabinetry, stainless steel appliances, modern lighting, generous counter space, and a large island that flows seamlessly into the dining and living areas. Natural light fills each room, highlighting the home’s thoughtful design and functional layout. Step outside from the large, cozy family room into your private backyard oasis—an entertainer’s dream. The resurfaced pool (Dec 2025) and updated pool equipment (Dec 2025) provide worry-free enjoyment, while expansive patio areas, string lighting, and multiple seating areas create the perfect setting for relaxing or hosting gatherings. The outdoor space is both private and versatile, delivering true Florida living year-round. Garden enthusiasts will love the raised garden beds, established landscaping, and fruit trees, including mango, peach, fig, and Meyer lemon—perfect for anyone who enjoys homegrown produce and sustainable living. A charming garden pathway adds character and connects the outdoor spaces beautifully with a garden shed for your tools. Additional highlights include modern flooring throughout, updated bathrooms, flexible living spaces, and a layout that balances comfort with architectural character. Centrally located just minutes from Park Avenue, Rollins College, dining, shopping, downtown, and major roadways, this home offers the perfect blend of style, location, and lifestyle. A rare opportunity to own a Mid-Century Modern home with a private backyard setting and a gardener’s paradise in one of Winter Park’s most desirable areas. This is a welcoming, connected community where neighbors know one another and come together for festive street events throughout the holidays, creating a warm and inviting atmosphere.

2811 Eastern Parkway, Winter Park

$625,000

3 Beds ⋅ 3 Baths ⋅ Mc Intyre Place Condo SubDv. ⋅ 32789 Zip Code

Experience the ease of townhome living with the feel of a single-family residence. Nestled on a picturesque brick street shaded by mature trees, this well-maintained home offers prime access to Rollins College, Park Avenue, and the best of Winter Park. With 2,015 square feet of living space, the home offers three generously sized bedrooms and two and a half baths in a smart, comfortable layout. Step inside to a spacious living room featuring built-ins, soaring ceilings, a fireplace, and large windows with French doors that fill the room with natural light. Off the living room, enjoy the first of two serene patios—perfect for relaxing or entertaining. The living room flows seamlessly into the dining room and the kitchen, which includes a cozy breakfast nook and abundant storage. From the nook, step out onto the second patio to enjoy your morning coffee or an evening cocktail. Upstairs, the primary suite is a true retreat. It boasts its own fireplace and ample space for a desk, workout area, or sitting area. The ensuite bath includes dual vanities, a garden tub, a separate shower, and an impressive dressing area with extensive mirrored closet space. Down the hall, two additional bedrooms share a Jack-and-Jill bathroom. Zoned for Audubon K–8 and Winter Park High School, and just moments from Winter Park’s vibrant lifestyle amenities, this home blends comfort and convenience. Schedule your private showing today!

785 Mcintyre Avenue Unit 785, Winter Park

$1,130,000

3 Beds ⋅ 3 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Discover refined elegance in this meticulously updated 3-bedroom, 2.5-bath two-story residence in sought-after Winter Park. Offered at $1,200,000, this stunning home seamlessly blends modern luxury with thoughtful design. The heart of this home features a customized chef's kitchen with top-of-the-line Signature Kitchen Suite appliances, including both induction and electric ranges plus propane gas cooking. Sophisticated touches include in-cabinet and drawer lighting, a dedicated coffee station, and wine cooler—perfect for the culinary enthusiast. Enjoy main-floor living with a spacious primary bedroom suite featuring a spa-inspired ensuite bath with jetted tub and separate shower. Throughout this beautifully appointed home, you'll find 11-foot ceilings, fresh paint inside and out, new porcelain flooring on the main level, and designer light fixtures. A gas fireplace adds warmth and ambiance, while plantation shutters and custom draperies provide elegant window treatments. The second floor offers two generous bedrooms with charming Juliet balconies, connected by a convenient Jack and Jill bath. The versatile loft/bonus room features a built-in entertainment center with surrounding bookcases and beverage center—ideal as a media room, home office, or recreation space. A detached two-car garage opens to a private patio and backyard—perfect for entertaining. The unbeatable location offers walkability to the YMCA and Phelps Park. This turnkey residence represents the perfect blend of luxury, location, and lifestyle in Winter Park's vibrant community.

1600 Palmer Avenue, Winter Park

$895,000

3 Beds ⋅ 3 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

Situated in the highly sought-after Winter Park area and surrounded by tree-lined streets, this stunning move-in ready home is waiting for its new owner. Set on one of the largest lots in the neighborhood, the property greets you with style and charm. Professional landscaping leads you to an inviting open floor plan designed for both family life and entertaining. The living room provides flexible space for formal gatherings or relaxed moments. The upgraded kitchen features newer stainless steel appliances, quartz countertops, and a wet bar complete with a wine refrigerator and extra cabinetry. The spacious dinette area can accommodate a larger dining table if desired. The owner’s suite is generously sized, featuring an updated bath with a glass-enclosed shower and modern sink. One secondary bedroom offers an en-suite bath, while a third full bath off the family room is perfect for guests. There's also an office or den with French doors that could easily be converted into a fourth bedroom. The family room, highlighted by accent ceiling beams, is ideal for watching games or spending time with friends and opens up to a remarkable backyard oasis. The expansive, fenced backyard is a rare gem—it boasts a beautiful pool, gazebo, and ample space for play and pets. Additional features include engineered hardwood floors throughout, a newer AC system, upgraded yard drainage, a two-car garage with tons of built in storage and ample driveway parking. Conveniently located a short distance from the YMCA, an A-rated elementary school, and just a short drive from Park Ave and other amenities, this location truly can't be beat.

1802 Arbor Park Drive, Winter Park

$540,000

3 Beds ⋅ 2 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

Beautifully situated on an elevated 50-by-106-foot lot in the Waterbridge community, this spacious single-story home enjoys a quiet cul-de-sac setting overlooking a small neighborhood park and is adjacent to a green space that enhances privacy. The property has wonderful curb appeal with mature trees, a wide driveway, an oversized two-car garage, and an inviting entrance courtyard that creates a sheltered transition into the home. Inside, the floor plan offers generous room sizes and excellent flow, beginning with a large foyer that opens to both the formal living room and the formal dining room. The 17’ x 12’ living room features a vaulted ceiling and large-format windows. The formal dining room is spacious and opens through sliding glass doors to a private side courtyard ideal for container gardening or quiet outdoor seating. The kitchen is sizable and well designed, with extensive counter space and abundant cabinetry, and offers convenient access to the side courtyard. The kitchen opens to the family room, allowing easy interaction between the two spaces, and extends into the Florida room beyond. The Florida room is one of the most charming areas of the home, with a brick façade along one wall, sliding glass doors, and views of the brick-covered and maturely landscaped backyard. This light-filled space is perfect for casual dining, a reading nook, or year-round indoor–outdoor living. The bedroom wing is thoughtfully spaced away from the main living areas. The primary suite is generously proportioned at roughly 21’ x 17’, with a vaulted ceiling, walk-in closet, and a spacious bathroom that includes a standalone tub, separate shower, long vanity with significant counter space, and a dedicated makeup area. Two additional bedrooms are comfortable in size with reach-in closets and share a full hallway bath with a long vanity and a tub-shower combination. Closet space and storage are abundant throughout the home, including hall storage, bedroom closets, built-ins, and a deep garage with workshop potential. Outdoor living is a highlight of the property. In addition to the front entrance courtyard and the private dining courtyard, the home features a lovely brick-paved backyard framed by mature landscaping, planting beds, and established greenery. The space is low-maintenance and provides multiple areas for seating, gardening, and relaxation. Recent updates include replacement of the electrical panels, which is set for final permit closing inspection; a 2017 HVAC; and a 2018 full home replumb. A current four-point inspection is available and will be updated to reflect the electrical panel replacement once the permit is closed. With its cul-de-sac location, elevated lot, multiple courtyards, flexible living areas, and desirable proximity to Park Avenue, Baldwin Park, the Cady Way Trail, the nearby dog park, and Downtown Orlando, the home enjoys an exceptional setting within a highly regarded Winter Park school zone. Meticulously maintained and built on excellent bones, it offers the uncommon opportunity to move right in or renovate with vision and create something extraordinary.

1817 Jessica Court, Winter Park

$2,000,000

3 Beds ⋅ 3 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code

Once closed, call LA for Effective sales price. Totally traditional luxury single-story home is located in the desirable Sevilla neighborhood in Winter Park. Sitting high and dry on approximately a half-acre beautifully landscaped lot. Original home was mostly gutted down to the studs in 2011-2012 and COMPLETELY re-done. Multi-generational potential as this home has a complete attached guesthouse. Interior layout boasts formal living with bay window and tall ceilings, dining room with antiqued mirror set into extensive moldings and trim, plus a library/den with a tongue and groove wood vaulted ceiling and a wall of bookshelves and built-ins. The spacious family room with a white-washed brick, wood-burning fireplace wall and vaulted ceiling is all open to the breakfast area and kitchen. The gourmet kitchen features custom inset cabinet drawers and doors, white marble slab backsplashes, Kohler farmhouse sink and a large island with a deep prep sink. The kitchen is a chef’s delight with a 48-inch Viking gas range, Viking warming drawer, Jenn-Air refrigerator, wine refrigerator and a Bosch dishwasher. The kitchen also has amazing storage and two large pantries. There are a total of four bedrooms (the 4th is currently the living room of the in-law suite suite) and three full baths. Throughout the home are beautiful real ¾-inch-thick and 5-inch-wide plank walnut floors, beam and coffered ceilings, French doors, oversized picture windows and designer accents lighting. French doors off the family room open to seamlessly blend indoor and outdoor living, leading to a covered lanai with travertine stone tile overlooking a resort and entertaining backyard. Huge swimming pool and a 30-by-15-foot pergola with Bistro lighting, which is a wonderful spot to relax, dine and play, all on a tiny pebble surface, like an Italian driveway! French garden fountain, rose garden and synthetic turf for pets make the backyard a haven. The home’s floor plan offers a desirable layout with huge primary bedroom with a generously sized un-suite bath with dual sink counters, amazing Roman walk-in shower, jetted tub with bubblers and two large walk-in closets. Guest wing features a spacious bedroom and bath and the West Wing is a full In-law apartment, including a bedroom, handicapped bath, full kitchen and its living room (which would be easy to be converted back into the 4th bedroom - plans available). Imagine having a wonderful space for in-laws or an adult family member that needs space of their own. Just a short drive or bike ride from Park Avenue, this open and inviting home has easy access to downtown Winter Park, AdventHealth, downtown Orlando and is zoned for A-rated schools. Surround sound through most of the house and CAT 6 wiring throughout. Recent additional remodeling and updating have taken place including all new windows, paint inside and out, as well as a new roof and gutters in 2022. A detailed list of all renovations is available upon request.

1624 Barcelona Way, Winter Park

$750,000

3 Beds ⋅ 2 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Sold data entry.

1681 Woodland Avenue, Winter Park

$800,000

3 Beds ⋅ 4 Baths ⋅ Virginia Heights Rep SubDv. ⋅ 32789 Zip Code

Welcome to this rare find in the heart of Winter Park — a beautifully updated 3-bedroom, 3.5-bath townhome that lives like a single-family home, and best of all, there’s no HOA. Step inside to soaring 20-foot ceilings in the foyer and living room, complemented by elegant hardwood floors, crown molding, and expansive windows that fill the space with natural light. The open-concept design is both spacious and versatile, offering seamless flow and plenty of room to relax, entertain, and enjoy the Florida lifestyle. At the center of the home is a chef-inspired kitchen featuring crisp white cabinetry, solid granite countertops, stainless steel appliances, and a central island with built-in outlets and custom pull-out storage. The light-filled living room opens effortlessly into the dining area, where French doors lead out to a wood deck and a fully landscaped backyard oasis. Mature trees, curated garden beds, and decorative stone walkways create a peaceful retreat — perfect for indoor-outdoor entertaining. Upstairs, the generous primary suite is a true sanctuary, complete with double entry doors, a spa-like bath with jetted tub and shower, a walk-in closet, and a private balcony ideal for morning coffee or evening relaxation. Two additional guest suites each include their own ensuite bath, providing comfort and privacy for family, visitors, or a home office. A conveniently located upstairs laundry room completes the second floor. Additional Features: • Underground propane tank powering the stove, fireplace, BBQ grill, and new (2023) hot water heater • New roof (2022), new carpet (Nov. 2025) • Upstairs A/C replaced in 2023 • Tesla car charging station • Long private driveway with ample parking • No HOA — enjoy added freedom and low-maintenance living. Prime Location: Situated in Virginia Heights, one of Winter Park’s most coveted neighborhoods just minutes from Park Avenue’s renowned dining, shopping, and Central Park, along with Seven Oaks Park, Mead Botanical Garden, and Azalea Lane Tennis Center with adjacent kiddie park. Zoned for top-rated Audubon K–8 and Winter Park High School. Call today to schedule your private tour of this exceptional home in a premier Winter Park location. Floor Plan Attached!

1251 Arlington Place, Winter Park

$1,690,000

3 Beds ⋅ 5 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Discover a fresh take on modern living in one of Winter Park's most admired neighborhoods - the "Tree Streets." This custom three-story LunDev home marries modern minimalism with subtle Dutch Colonial influences, creating a distinctive and inviting retreat. The carefully curated neutral palette sets a relaxed tone throughout, blending timeless design elements with contemporary sophistication—indoors and out. Step into an open-concept layout bathed in natural light that highlights generous room sizes and thoughtful transitions from space to space. The welcoming foyer flows into a great living area and gourmet kitchen featuring a premium Thermador appliance package, including a commercial gas range and double under-counter refrigerator drawers. Adjacent to the kitchen, a stylish powder bath and mudroom with abundant storage lead to a convenient two-car attached garage. The main level is anchored by a luxurious primary suite that features a spa-inspired bath and an expansive walk-in closet with dedicated laundry facilities, perfectly suited for busy lifestyles. From the great room, large garden doors open to a back lanai pool area, seamlessly integrating indoor and outdoor living. Enjoy extended entertaining options in the cabana pool house, complete with a TV and fireplace. Upstairs, two additional bedrooms, each with an ensuite and custom walk-in closet, share a beautifully appointed bonus room with a dramatic raked ceiling and a second laundry area, offering flexibility to suit your needs. The versatile third level features a private studio that can easily serve as a fourth bedroom, guest suite, or private home office, complete with a built-in closet and full ensuite bathroom. LunDev has masterfully created a residence that exudes sophistication and casual luxury, making this property a standout gem. Located near parks, lakes, and premier shopping at Park Avenue, Winter Park Village, and Whole Foods, this home offers an exceptional lifestyle opportunity. Schedule your private tour today to experience the allure of this exquisite Winter Park residence.

1630 Chestnut Avenue, Winter Park

$1,000,500

3 Beds ⋅ 2 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Desired Winter Park address. A 1950s bungalow on a spacious lot surrounded by multi-million-dollar homes, this is the last untouched original home left on this block. Short distance to Lake Sue, Winter Park schools and many parks in the area. The value is in the land.

210 E Rockwood Way, Winter Park

$1,430,000

3 Beds ⋅ 3 Baths ⋅ Palmer Park SubDv. ⋅ 32789 Zip Code

Location, Location, Location... Mid-Century Modern that's walking distance to Park Avenue and located in that very special Golden Triangle that is so desirable. This is a smart investment combined with a great lifestyle and ready to move in and enjoy. Open kitchen to living area, a family room that opens to a spacious deck and landscaped large private yard.

1011 Mckean Circle, Winter Park

$2,232,000

3 Beds ⋅ 4 Baths ⋅ Perle Du Lac SubDv. ⋅ 32789 Zip Code

Imagine waking, relaxing, and entertaining with serene lakefront views in this elegant ground-floor Perle du Lac residence. The refined 2,714-square-foot design includes hardwood and travertine flooring, ten-foot-high ceilings, and extensive millwork. The expansive open-plan living and dining room lets you configure your furniture however you’d like. A bank of glass doors leads to your covered lakefront patio, where you can enjoy al fresco meals and admire your boat in its personal covered slip with electric lift. The spacious kitchen offers new cabinetry, under-cabinet lighting, hardwood countertops, and a farmhouse sink. Built-in appliances include a Sub-Zero® Refrigerator, a Wolfe® Gas Cooktop, Dacor® Ovens, and a Bosch® Dishwasher. From the kitchen, you have access to the sizable adjacent library, with its wall-to-wall bookcases. Configure it as your office or a family room if you wish. A wall of glass doors and windows makes the lake a focal point in your primary bedroom suite. The en-suite bathroom features a jacuzzi bathtub, walk-in shower, two separate vanities, and a secluded Toto®-equipped water closet. A large walk-in closet completes the suite. Two more spacious bedrooms are on the opposite end of the residence. One includes its own en-suite full bathroom. Both share an outdoor patio space. Additionally, you’ll find a third full bathroom and a powder bathroom. The laundry room includes a Miele® washing machine and dryer set. In the secured garage, you have two assigned parking spaces and a sizeable storage room. Perle du Lac residents enjoy exclusive community amenities, including a heated swimming pool, hot tub, beautifully maintained grounds, and double-gated security for peace of mind. All of this is minutes from Park Avenue, Rollins College, and everything that makes downtown Winter Park famous.

660 Osceola Avenue Unit 101, Winter Park

$1,850,000

3 Beds ⋅ 4 Baths ⋅ Virginia & Morse Brownstones SubDv. ⋅ 32789 Zip Code

Experience refined townhome living in the heart of Winter Park. Designed by renowned architect Phil Kean, this three-bedroom, three-and-a-half-bath residence spans more than 3,000 square feet and delivers a seamless blend of privacy, luxury and convenience. A private elevator offers access to all levels, including a rooftop terrace designed for elevated outdoor living. The ground floor features a spacious office and a guest suite with a private bath. On the second level, the open-concept living area includes a designer kitchen appointed with Wolf and Sub-Zero appliances, a 36-inch gas range, quartz countertops, custom cabinetry, and a dry bar with wine refrigerator. The third-floor primary suite offers two walk-in closets, a private balcony, and a Carrara marble bath with a soaking tub and a frameless glass shower. An additional bedroom on this level features a private balcony, walk-in closet and en-suite bath. Additional enhancements include California Closets, custom built-ins, designer lighting and a Control 4 security system. The rooftop terrace, complete with an outdoor television, provides a private setting to enjoy Florida sunsets. Ideally near Park Avenue, Hannibal Square and Winter Park Farmers Market, this townhome offers a lock-and-leave lifestyle with proximity to premier dining, shopping and cultural attractions.

419 W Morse Boulevard, Winter Park

$2,500,000

3 Beds ⋅ 7 Baths ⋅ Camwood Sub SubDv. ⋅ 32789 Zip Code

Set across Lake Maitland on a street where every home is an architectural gem, this Award-winning Villa Toscana blends Old-World craftsmanship with timeless architectural elegance in one of Winter Park’s most coveted enclaves. Built in 2009 and named “Best of Show” in the Parade of Homes, this 5,483 sq ft estate offers 3 bedrooms, 7 bathrooms, and 7 versatile bonus rooms, including a private guest casita and a fully finished basement. Total area including outdoor spaces: 6,821 sq ft. The exterior showcases a stone façade, barrel-tile roof, wrought-iron detailing, and lush courtyards. A gated entry with outdoor fireplace leads to the guest casita with full bath, ideal for extended family, live-in support, or private office use. Inside, arched walkways, travertine floors, and soaring ceilings define the main level. The formal dining room, executive office, and great room flow seamlessly to the resort-style pool and lanai. The chef’s kitchen features dual Sub-Zero refrigerators, separate freezer, hidden walk-in pantry, Dacor 6-burner gas range, double ovens, Sharp drawer microwave, and built-in Miele coffee station. A butler’s hallway, half bath, and custom laundry suite add function and refinement. The primary suite on the main level features marble flooring, French doors to a private courtyard, a spa bath with soaking tub, dual-entry shower, and boutique-style custom closet. Upstairs offers two bedrooms, each with en-suite bath and custom closets, plus two open seating areas/lofts and a half bath. One suite opens to arched French doors overlooking the courtyard, stone architecture, and partial Lake Maitland views. The finished basement completes the 7 bonus rooms, providing flexible space for a home theater, gym, game room, or recreation lounge. Outdoor living includes a heated pool and spa, summer kitchen (installed 2021) with gas grill, beer tap, coolers, hibachi station, and a full cabana bath with accent shower on astro turf. Roof 2024. Three SEER 22 high-efficiency HVAC units (2020). Perfectly positioned on the Winter Park side of Lake Maitland within the renowned Chain of Lakes, Villa Toscana offers exceptional privacy and timeless appeal. This exclusive address places you just five minutes from Park Avenue’s fine dining, boutiques, and cultural attractions, while surrounded by some of Central Florida’s most distinguished waterfront estates. With access to the Winter Park Chain of Lakes, top-rated schools, and the charm of the city’s historic brick streets, Villa Toscana embodies the essence of refined Winter Park living.

1401 Green Cove Road, Winter Park

$567,500

3 Beds ⋅ 2 Baths ⋅ Seville Park SubDv. ⋅ 32789 Zip Code

Welcome to this charming 3 bedroom, 2 bathroom home in desirable Winter Park, Florida. With over 1450 square feet of living space, this property is perfect for families or individuals looking for a cozy yet spacious place to call home.Upon entering, you'll be greeted by bright and airy living spaces that flow seamlessly between the dining area, kitchen, and sunken living room. The updated kitchen features stainless steel appliances, granite counter tops, and pendant accent lighting over the bar. In this SPLIT floor plan, the master bedroom boasts an en-suite bathroom with ample closet space, while the two bedrooms are perfect for guests and/or a home office. The home is just steps away from Park Ave, Hannibal Square, Seven Oaks Park, and Mead Gardens. With so many dining and entertainment options right outside your front door, you'll be able to take advantage of everything Winter Park has to offer. All of these amazing features and amenities are also linked to Winter Park's highly sought after public schools.

1010 Aragon Avenue, Winter Park

$520,000

3 Beds ⋅ 2 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

Mid-Century Modern Charm in the City of Winter Park! Enjoy living in one of the most sought after neighborhoods in Winter Park, adjacent to Baldwin Park and Audubon Park. This home blends timeless design with today’s updates—just minutes from shopping, dining, parks, and top-rated schools. Make this stylish retreat your own and experience the best of Winter Park living! Enjoy the comfort of this updated Mid-Century Modern home ready for you to make it your own! Featuring an oversized updated kitchen with a sleek black and stainless designed cabinet combination with frosted glass upper cabinets, and lots of granite countertops—perfect for entertaining or everyday living. All inclusive stainless steel appliances with a five-burner gas stove and hood and a breakfast bar with seating that flows into the bright and open great room. There the floor-to-ceiling windows make the room so special. The huge primary suite has double closets for lots of storage, room for a sitting area to relax and read or watch a show. The updated ensuite bath has a walk-in shower with beveled glass door and built-in shower seat. Other sought after features include an oversized walk-in pantry, large combined laundry/storage room, and covered carport. Newer double paned windows and sliders allow the home to be flooded with natural light, while a tankless water heater and recent AC adds modern efficiency.

3025 Northwood Boulevard, Winter Park

$417,500

3 Beds ⋅ 2 Baths ⋅ 0000137281 SubDv. ⋅ 32789 Zip Code

Located in the desirable Winter Park area, this newly listed 3-bedroom, 2-bathroom home at 2148 Blossom Lane offers excellent value and investment potential. This well-maintained house features 1,685 square feet of comfortable living space, perfect for families or investors looking for a solid opportunity. The home's prime location puts you just minutes from Winter Park Village, with easy access to shopping, restaurants, and major roadways. Theme park enthusiasts will appreciate the convenient proximity to Orlando's world-famous attractions, making this an ideal choice for vacation rentals or permanent residence. Inside, you'll find a thoughtful layout with three bedrooms, including a spacious primary bedroom, and two full bathrooms. The 1,685 square feet provides plenty of room for comfortable living and entertaining. The property's practical design makes it move-in ready for new owners. The location truly sets this property apart, offering the perfect balance of suburban comfort and urban convenience. Whether you're looking for a family home or an investment property, this Winter Park house delivers on both fronts. With shopping, dining, and entertainment options nearby, plus quick access to major transportation routes, daily life becomes effortless. This is a great opportunity to own in one of Central Florida's most sought-after communities.

2148 Blossom Lane, Winter Park

$1,050,000

3 Beds ⋅ 2 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Incredible opportunity to rebuild on this 95’ x 125’ prime Winter Park corner lot in Timberlane Shores. Surrounded by multi-million dollar homes, and across the street from Lake Virginia! This property will have lake views from the second story of your future new home! A+ location that will not last long!

620 Virginia Drive, Winter Park

$975,000

3 Beds ⋅ 3 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

Nestled in the heart of Winter Park, this exquisite 3-bedroom, 2.5-bath residence offers 2,557 square feet of beautifully designed living space along with a spacious 2-car garage. Situated on a charming, tree-lined brick street just minutes from Park Avenue, the home’s first level includes a welcoming living room, versatile bonus/flex space, dining room with built-ins, a well-appointed kitchen, and a laundry room with ample storage.The centrally located designer kitchen features a herringbone tile backsplash, custom wood-wrapped hood, decorative island, and an adjacent dining room with a built-in buffet. A double-sided wood-burning fireplace serves as a striking centerpiece, separating a flexible space with a wet bar from the spacious living room, which offers built-in cabinetry and French doors leading to the manicured backyard. The second level features the primary suite and two additional guest bedrooms. The primary suite impresses with vaulted ceilings, a wood-burning fireplace, a wall of custom built-ins offering abundant closet storage. The luxurious en-suite bath includes a walk-in closet, dual vanities, a freestanding clawfoot soaking tub, and a walk-in shower with a seamless glass enclosure. The two additional bedrooms share a Jack-and-Jill updated bathroom. The vinyl-fenced backyard with mature landscaping and a brick paver patio is perfect for outdoor entertaining. Additional features: 2024 roof, Rheem 80-gallon electric water heater (2008), Carrier heat pump AC system (2011). 2024 exterior paint, seamless gutters, garage door and opener. Located within close proximity to the golf course, Winter Park Village, and Park Avenue, this home offers direct access to upscale shopping, dining, art galleries, and cultural events in a vibrant, historic setting. Zoned for A-rated schools and offering convenient access to major roadways, this residence provides an exceptional blend of style, comfort, and location in one of Winter Park’s most desirable neighborhoods.

1150 Kenwood Avenue, Winter Park

$879,000

3 Beds ⋅ 3 Baths ⋅ Virginia Heights Pt Rep SubDv. ⋅ 32789 Zip Code

Experience the best of Winter Park living at 451 Fairfax Avenue, an exceptional townhouse in the sought-after Virginia Heights neighborhood. This elegant residence offers timeless style and the rare advantage of no HOA. Designed for comfort and convenience, this home features three spacious bedrooms, three full baths and a private two-car garage. Upon entry, you are greeted by an open-concept living and dining area that flows seamlessly into the well-appointed kitchen, creating the perfect space for everyday living and entertaining. A bedroom and full bath on the main level provide flexible living options for guests. The main level also features a well-equipped laundry room with a sink, ice maker and generous storage. A bright sunroom with abundant natural light offers a versatile space for an office, reading nook or cozy sitting area. Upstairs, the primary suite features a spacious bath and walk-in closet, along with a secondary suite with its own en-suite bath. Beyond its inviting spaces, this home has been meticulously maintained, with new landscaping and drip-line irrigation for all patio planters. Enhancements include a tankless gas water heater, newer windows and doors with transferable warranties, new air-conditioner heat pumps (2024 and 2025), interior/exterior painting, and honeycomb roll shades throughout. In one of Winter Park’s most desirable neighborhoods, you’re a short distance from Lake Virginia, Mead Botanical Garden, and the Winter Park Tennis Center. Stroll to Rollins College or enjoy the boutiques and dining along Park Avenue, all less than a mile away. A rare opportunity to own a low-maintenance, luxury residence in the heart of Winter Park. Zoned for Audubon K-8 and WP High School. Schedule your private showing today to experience 451 Fairfax Avenue for yourself.

451 Fairfax Ave., Winter Park

$470,000

3 Beds ⋅ 2 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Live the Winter Park dream in this freshly updated 3-bedroom, 2-bath home—just steps from Lake Killarney and minutes to I-4, boutique shopping, and top dining spots. The interior has been freshly painted, creating a bright and welcoming feel throughout. The updated kitchen shines with white shaker cabinets, quartz countertops, a subway-tile backsplash, and stainless-steel appliances. It’s perfect for everyday cooking and effortless entertaining. Wood-look laminate floors flow through the spacious living and dining rooms and into the bedrooms, while the family room offers wood-look tile, a cozy fireplace, and sliding doors that open to the screened patio. Outside, a long driveway extends beyond the fenced yard to a side-entry oversized two-car garage with workshop area. Surrounded by mature trees, the backyard is a private retreat with a cozy firepit, utility shed, and a versatile concrete pad—ideal for basketball games or weekend gatherings under the stars. Zoned R-1A, the property also allows for an accessory structure such as a guest suite or studio (no kitchen permitted) Thoughtful updates, generous outdoor space, and an unbeatable location near Lake Killarney make this home a rare find. Come experience comfort, character, and convenience in the heart of Winter Park.

2381 Roxbury Road, Winter Park

$630,000

3 Beds ⋅ 2 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

"NEW PRICE" ON THIS MOVE-IN READY, 3-BED, 2-FULL BATHS, SINGLE FAMILY HOME WITH "NO HOA" & LARGE PRIVATE YARD, WINTER PARK, FL 32789. The Seller has already relocated and willing to work with a "Fully Pre-Qualified" Buyer to get this home sold quickly. AWESOME LOCATION just off Corrine Drive. WALKING DISTANCE to East End Market. TOP-RATED Audubon Park (K-8) & Winter Park High (Magnet Program) Schools. The Owners completed a HOME ADDITION & UPDATE in 2020 w/over $115,000.00 of improvements, including a NEW Roof, NEW Primary Bath, EXPANDED Great Room, NEWLY Enclosed Entry way w/mudroom & pantry, along with mechanical & finishing upgrades. Enter the home through a fully ENCLOSED FOYER which allows easy access to the new MUDROOM, as well as the ENORMOUS GREATROOM, which features an open Family & Dining Room area featuring a Wood Burning Fireplace, Decorative Shiplap Niche, Vaulted Ceiling and a dual French Doors leading to the HUGE Patio & Back yard. The CHEF'S KITCHEN was redesigned to include 42" Wood Upper & Lower SHAKER CABINETS w/Soft Close Drawers, Quartz Countertops, HUGE FARM-STYLE Deep Sink, Custom Tile Backsplash, "LG" Stainless Package including a French Style Refrigerator, Flat-Top Range, Microwave, Dishwasher, Wine Refrigerator, Decorative Shelves & a Mid-Century Modern Bungalow Pendant. The Primary Suite is the perfect COUPLES RETREAT which includes a Large Bedroom, Vaulted Ceiling, and a HUGE 14' LONG WALK-IN CLOSET w/Customizable Organizers to store all your Clothes & Accessories. The Primary Bathroom includes HIS & HERS Matching Vanities with Quartz Countertops, Recessed Sinks, Dual Mirrors & Hardware. Enjoy the luxury of a custom jetted soaking tub—ideal for unwinding after a long day or for families with young children, complete with a Tile Backsplash. The "WALK-IN SHOWER" features Frameless Glass, Custom Wall & Floor Tile and an OVERHEAD RAIN SHOWER. Finally, the bathroom features oversized 24"x24" Custom Floor Tile to complete the design features. Do you ENJOY OUTDOOR SPACE & like to Entertain? Do you need a SPACIOUS KIDS AREA for them to safely play? If so, you will FALL-IN-LOVE” with the fully fenced & enclosed back yard featuring two HUGE 12'x21' and 15'x27' OPEN PAVER PATIO areas perfect for all your outdoor furniture & equipment. Also enjoy your own PRIVATE TAVERN with an 8'x12' Bar designed with Corrugated Metal Panels, a Bar Top, Shelving & Concrete Floor. The Bar is OPEN FOR YOUR FRIENDS & FAMILY. The Backyard also includes (2) Separate Gate Entrances which will accommodate & secure your Boat, Trucks, Trailers, Work Equipment, etc. In addition, there is an 8'x8' and 5'x8' Storage Rooms. Addl Features: NEW Roof (2025), NEW Interior & Exterior Paint (2025), Tankless Water heater, Carrier HVAC System (2019), Updated Electric Panel (2019), Updated PEX Plumbing (2019), Newer 8"x36" Custom Tile Flooring, Newer Double Paned Windows (2019), NEW Drain field (2024), Block Construction, HUGE Laundry & Storage Room wCustom Organizers, 6" Baseboards, Window Treatments, Ceiling Fans & Lights, Open Carport (13'x21'), Covered Carport perfect for a Golf Cart (8'x17'), Irrigation System, Gutters & Downspouts, Decorative Bamboo & much more. Just minutes to Park Avenue, Fine Dining, Leu Gardens, Downtown Orlando, Municipal & OIA Airports, Hwy 436, 408, 418, Turnpike, UCF & the Beaches. Call for more info or to schedule your private showing.

3018 Northwood Boulevard, Winter Park

$490,000

3 Beds ⋅ 2 Baths ⋅ Shores Lake Killarney Sec 02 SubDv. ⋅ 32789 Zip Code

No HOA! Fully Renovated Home with Deeded Lake Access to Lake Killarney in Prime Winter Park Location! Welcome to this move-in ready gem nestled in one of Winter Park’s most coveted neighborhoods. This solid concrete block home has been thoughtfully updated with timeless finishes, featuring a brand-new kitchen with freshly painted cabinetry, quartz countertops, stainless steel appliances and a custom paver driveway. The layout is filled with natural light, showcasing refinished flooring and modern bathrooms with stylish upgrades. Key improvements include: new roof and AC (2019), re-piping (2005) and energy-efficient windows (2010). Enjoy the charming front porch, lush landscaping and unbeatable location, just minutes from I-4, Park Avenue, and Winter Park Village. Whether you’re looking for a primary residence or a smart investment, this home checks all the boxes. **This property also qualifies for a closing cost credit of up to 1% of the loan amount through the Seller’s preferred lender.** Schedule your showing today and make it yours!

259 Blossom Lane, Winter Park

$800,000

3 Beds ⋅ 2 Baths ⋅ Golfview Heights SubDv. ⋅ 32789 Zip Code

Rare opportunity in the heart of Winter Park! This property sits on a double lot (0.29 acres) — a true rarity in this highly desirable location. The existing 1953 concrete-block home (3 bed / 2 bath) with an attached garage apartment (studio + bath) and shared 2-car carport offers little to no current value and would require a complete renovation. Property will be sold as-is with no repairs. Furniture removal prior to closing is negotiable. The real value is in the land. With privacy at the end of a quiet street, and a doctor’s office next door, the property is ideally located steps from AdventHealth Winter Park Hospital, Lakemont Center, and just 5 minutes from Rollins College and Park Avenue’s shopping and dining. The property features a large tree-lined backyard, city water and sewer, cable, and electricity already available. Whether you choose to restore a solid 1950s block home or tear down and build your dream estate while saving on impact fees, this is a prime investment opportunity in one of Central Florida’s most sought-after areas.

1822 Greenwich Avenue, Winter Park

$505,000

3 Beds ⋅ 2 Baths ⋅ Villa View Park SubDv. ⋅ 32789 Zip Code

Winter Park home for sale

1651 N Park Avenue, Winter Park

$555,000

3 Beds ⋅ 3 Baths ⋅ Park Shore SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Modern Comfort in the Heart of Winter Park! Built in 2019, this 3-bedroom, 2-bath, 1,798sf townhome offers the perfect blend of convenience and contemporary style in a private 12-unit community. Light and bright with high ceilings and tile floors, the open-concept living area features a quartz island kitchen with Samsung appliances, solid wood cabinetry, and a retractable sliding door that opens to a walled courtyard—ideal for dining and entertaining. Upstairs, you’ll find the spacious primary suite, two additional bedrooms, a secondary bath, and a laundry room. Additional features include a downstairs custom closet, upgraded sound system with subwoofer and speakers throughout the main living areas and patio, central vacuum, security system, and an attached two-car garage. Enjoy low-maintenance living close to I-4, College Park, Park Avenue, shopping, and dining.

1267 Michigan Avenue, Winter Park

$359,900

3 Beds ⋅ 2 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Fantastic Opportunity / Dubsdread Heights in Winter Park! Do not miss out on this great opportunity to own a home in the desirable College Park area located in Dubsdread Heights. This charming 3-bedroom, 2-bath residence sits on an oversized 50 x 140 lot and offers 1,283 sq. ft. of air-conditioned living space. Featuring a split-bedroom floor plan, the home includes hardwood floors in several rooms, a spacious kitchen with tile flooring and wood cabinetry, and a dining room enhanced by a beautiful tongue-and-groove wood ceiling.The primary bedroom boasts wood floors, a tongue-and-groove wood ceiling, a wall closet, and an en-suite bath with dual sinks, a shower, and a laundry closet with a washer and dryer. The two additional bedrooms share a bright hall bath with a tub/shower combo. Just off the kitchen, a 12 x 16 enclosed porch overlooks the expansive backyard, which includes an adjacent patio and two storage sheds that convey with the property. Updates Include New Roof (August 2017), New Electrical Panel (August 2023), Septic System Fully Cleaned and Serviced (Early 2025) & HVAC System (2018) Located just one block from the Dubsdread Golf Course, this home is ideally situated minutes from I-4, Downtown Winter Park, Park Avenue, College Park, AdventHealth Hospital, and Downtown Orlando. Perfect as a primary residence or an excellent investment opportunity in a prime location.

780 Baffie Avenue, Winter Park

$375,000

3 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge Add 02 SubDv. ⋅ 32789 Zip Code

Welcome to your next chapter at 1007 Early Ave in Winter Park, a charming 3-bedroom, 2-bathroom home. Thoughtfully maintained, this home combines character with modern comfort. Step inside to find inviting living spaces and enjoy peace of mind with a roof replaced in 2019. The spacious backyard is perfect for entertaining, gardening, or simply relaxing under the Florida sun. With plenty of room to play, it’s a rare find in Winter Park and offers potential for future outdoor upgrades or expansion. Located just minutes from downtown Winter Park, you’ll have easy access to top-rated dining, boutique shopping, and cultural attractions. Whether you’re a first-time homebuyer, a growing family, or looking for a smart investment in Central Florida’s thriving market, this home checks all the boxes! Schedule your showing today!

1007 Early Avenue, Winter Park

$414,000

3 Beds ⋅ 2 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Welcome to this fully remodeled, move in ready home perfectly situated on a spacious corner lot in Winter Park, just blocks from the Dubsdread Golf Course and close to the shops, restaurants, and charm of College Park and downtown Winter Park. Every inch of this 3 bedroom, 2 bath home has been thoughtfully updated to blend modern comfort with timeless style. Step inside to find a bright, open layout with beautiful tile flooring throughout for a clean, cohesive look. The spacious living and dining areas flow seamlessly together, creating an inviting space that’s ideal for entertaining or relaxing at home. The updated kitchen is a showstopper, featuring shaker cabinets, quartz countertops, a farmhouse sink, stainless steel appliances, and elegant finishes that make it both stylish and highly functional. Whether cooking a weekday dinner or hosting friends, this kitchen will quickly become the heart of the home. The primary suite includes a modern barn door entry to the walk in closet and a renovated bathroom with fresh, contemporary finishes. Two additional bedrooms and another updated full bathroom complete the interior, providing comfortable accommodations for family, guests, or a home office. Step outside and enjoy your private backyard retreat, fully enclosed with Vinyl Fencing for privacy. Entertain under the gazebo or relax on the paver patio. Take advantage of the 10x15 shed with power, perfect for a workshop, studio, or extra storage. Major system updates ensure peace of mind for years to come including double pane windows throughout, a 2020 AC unit and a 2016 roof. With its prime location, modern upgrades, and turnkey condition, this home is priced to sell and ready for its next owner. Schedule your private showing today!

740 Baffie Avenue, Winter Park

$745,000

3 Beds ⋅ 2 Baths ⋅ Northwood - Winter Park Oasis SubDv. ⋅ 32789 Zip Code

An incredible location close to Park Avenue, this freshly renovated home exudes modern style and the walkable lifestyle that Winter Park is known for. This timeless Florida ranch features one-level living and is in a charming downtown neighborhood that is fresh and turnkey. Experience an open living concept with seamless flooring and designer selections throughout creating great spaces and function. The kitchen features clean-lined, neutral-toned cabinetry with a large island topped with quartz counters and bar seating with gold-toned, oversized pendants that take center stage. The adjacent bar area includes a built-in pantry, open shelving and a wine refrigerator, adding a touch of luxury to your everyday life. Just beyond the kitchen/living room, you'll discover a fantastic dining area and two well-appointed bedrooms. The shared bath is fully renovated with current selections, making it a retreat for family and guests. A desirable split plan with owner's suite is on opposite side of the home, adorned with beautiful light and airiness. A space-saving built-in wardrobe lines one wall, while the en-suite bath showcases stunning design elements, including a walk-in shower, dual sinks and a private water closet. The backyard invites you out through clear glass sliders to a charming backyard with a brick patio and a fully fenced backyard, lined with bamboo, which offers the privacy you desire. Entertain with shaded dining and lounging on sunny days with newer retractable awning (2021) controlled by a convenient remote. Additional features that make this home stand out include a newer roof (2020), newer air conditioner (2020), plumbing updated 2018, electrical panel update (2023), new backyard sod and irrigation (2025), freshly painted, a two-car garage with a new electric car charger (2022), a custom workbench and storage cabinets added in 2021. And let's not forget the incredible location, a couple of blocks from Winter Park 9 Golf Course, Park Avenue, Winter Park Village and Saturday farmers market, with Whole Foods, Publix and the Enzian just minutes away, this home is your private oasis in the heart of Winter Park.

630 Northwood Circle, Winter Park

$360,000

3 Beds ⋅ 2 Baths ⋅ Killarney Circle SubDv. ⋅ 32789 Zip Code

RARE FIND! MUST SEE! PRIME LOCATION! NO HOA! Check out this 3 bedroom 2 bath gem in the heart of beautiful Winter Park. This home is conveniently located close to shopping, dining, medical. Only minutes from Downtown Orlando and only a short drive to any of the Orlando amusment parks and airport. Home has been used as a rental for many years. Roof is 2020. HVAC replaced 2021. Whether you are looking to occupy or an investor looking for your next investment, this is it! Schedule your showing now!

611 Ololu Drive, Winter Park

$1,129,000

3 Beds ⋅ 3 Baths ⋅ Winter Park Residential SubDv. ⋅ 32789 Zip Code

RARE OPPORUNITY to Experience refined living in the heart of Winter Park with this exceptional and spacious 3-bedroom, 3-bath END UNIT residence at the highly sought Douglas Grand. This unit INCLUDES A DEEDED STORAGE UNIT AND 3 PARKING SPACES. Combining timeless elegance with modern comfort, this spacious home features high ceilings, an open-concept design, and exquisite finishes throughout. The gourmet kitchen is perfect for entertaining, offering custom cabinetry, stone countertops, premium stainless-steel appliances. The primary suite is a serene retreat with a spa-style bath, dual vanities, a soaking tub, and an expansive walk-in closet. Two additional bedrooms provide ample space for guests, an office, or a den. Enjoy the convenience of three designated parking spaces and a deeded storage unit, providing both practicality and peace of mind to store those holiday accessories and more. Residents of The Douglas Grand enjoy secure building access and maintenance-free living just steps from Park Avenue’s upscale shops, fine dining, and cultural attractions. Building is very well maintained with newer roofs recently completed in the last few years. This rare offering captures the essence of Winter Park luxury — convenient and perfectly located.

100 S Virginia Avenue Unit 314, Winter Park

$475,000

3 Beds ⋅ 3 Baths ⋅ Orange Terrace SubDv. ⋅ 32789 Zip Code

What a great location - Ready for move in before the holidays! Don’t miss this impeccable classic Florida ranch, 3/2 with hardwood floors, PLUS bonus bath in utility! Large sunny living room with wood burning fireplace, dining room, renovated kitchen with granite counters and wood cabinetry. Large bedrooms with great closets and good storage. Updated hall bathrooms with tub/shower and pedestal sink and primary suite bath with stall shower. Lovely landscaped fenced yard with screened porch and large gazebo for entertaining! 2 car garage, plus workbench and large utility room with access to rear and side yard. Perfectly located in Winter Park near Lake Killarney with easy access to I-4, College Park, Maitland and Downtown Orlando. Bonus - Walk to E-Tennis for those tennis and pickleball enthusiasts!

260 Orange Terrace Drive, Winter Park

$920,000

3 Beds ⋅ 3 Baths ⋅ Timberlane SubDv. ⋅ 32789 Zip Code

Nestled on a quiet street in one of Winter Park's most desirable neighborhoods, this home blends timeless elegance with modern comfort. This stunning residence offers a perfect combination of sophistication and functionality, making it the ideal place to call home. Boasting three bedrooms, three baths and plenty of flex space, this residence spans over 2,500 square feet and sits on a generous .27-acre lot, offering room to grow and make it your own. The open-concept floor plan seamlessly connects the living, dining and kitchen areas, creating a welcoming atmosphere for entertaining. The large primary suite offers a walk-in closet, dual sinks, a standalone shower and garden tub. Step outside to to discover multiple outdoor living spaces, including a patio ideal for al fresco dining, a spacious backyard with mature landscaping and plenty of room for a private pool. Located in one of the areas most sought-after school districts, including Audubon K-8 and Winter Park High School. it's located just steps from East End Market, Kelly's Homemade Ice Cream, the Audubon Park Farmers Market, and several nearby restaurants with easy access to Park Avenue, Baldwin Park and downtown Orlando. The home features a metal roof (2020), water heater (2020), white vinyl fencing (2018), HVAC 1 (2018), HVAC 2 (2025) and plantation shutters throughout. This home is more than just a place to live, it's a place to create lasting memories.

2129 Fosgate Drive, Winter Park

$850,000

3 Beds ⋅ 3 Baths ⋅ Temple Terrace SubDv. ⋅ 32789 Zip Code

Custom built in 2023, this Winter Park home has it all. Enjoy this quiet pocket of 32789 less than 3 miles from Park Avenue. This single story block home still feels brand new and has been meticulously maintained. It is full of natural light and has been professionally designed with high-end finishes. The floor plan is efficient for modern living, including 3 bedrooms and a dedicated office with beautiful french doors. A mudroom off the garage serves as the perfect drop zone. The kitchen is equipped with high-end KitchenAid appliances and a beautiful farmhouse sink. The open floor plan overlooks an oversized patio and triple-sliding glass door, leading you to a huge backyard, fully fenced in and with plenty of room for a pool. All bedroom closets are walk-in, and the primary suite is complete with an oversized shower with two shower heads. Several detailed upgrades make this home a dream: the kitchen includes a direct plumbing line for your coffee machine, and in-drawer outlets to charge all of your devices out of sight. The soffit has convenient outlets for your Christmas and holiday lighting. There is a whole-house water softener in the garage. The garage door is connected to Wi-fi and can be accessed via your phone, so you’ll always have peace of mind knowing that you didn’t forget to close it. It is zoned for Dommerich Elementary, Maitland Middle and Winter Park High School. There is also a custom home currently under construction around the corner – now is your chance to get in on this great neighborhood in Winter Park!

2573 Madeline Avenue, Winter Park

$750,000

3 Beds ⋅ 3 Baths ⋅ Casa Jardin Condo SubDv. ⋅ 32789 Zip Code

In the heart of Winter Park’s Virginia Heights neighborhood, just steps from Park Avenue and Seven Oaks Park, this Mediterranean-inspired townhome-style condominium offers refined living with exceptional walkability. Featuring three bedrooms, two and a half baths, and nearly 2,000 square feet under air, this residence combines architectural elegance and everyday functionality. Inside, soaring ceilings and dramatic design elements, including arched hallways, column-lined corridors, and a custom wrought-iron spiral staircase, create a grand yet welcoming ambiance. The second-floor primary suite impresses with cathedral ceilings, dual walk-in closets and a luxurious spa bath with a jetted tub, multi-head rain shower, dual vanities, a makeup area and a private water closet. Two additional bedrooms, one with Juliet balcony, share a full bath and are thoughtfully separated from the primary. The main living area features travertine and luxury vinyl plank floors, coffered ceilings, designer lighting and an open-concept layout. The chef’s kitchen includes solid wood cabinetry, granite counters, a walk-in pantry and a central island with seating. French doors from the living and dining areas lead to a screened, private courtyard ideal for alfresco entertaining. Additional features include a powder bath, a two-car garage with mudroom entry, plantation shutters and ceiling fans throughout. A third-floor rooftop terrace offers a secluded outdoor escape, while an adjacent walk-in attic presents a flexible bonus room or future conditioned space. Casa Jardin recently completed a full exterior refresh, including a new roof and new paint. Residents enjoy exclusive access to Lake Virginia and the Winter Park Chain-of-Lakes via College Point, featuring a lakefront area along with kayak and paddleboard storage. Enjoy walkability to Azalea Park, the Winter Park Tennis Center, Orange Avenue’s restaurants and boutiques and top-rated schools. This is Winter Park lifestyle at its finest.

1278 S Pennsylvania Avenue Unit 13, Winter Park

$360,000

3 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge First Add SubDv. ⋅ 32789 Zip Code

Welcome to this charming mid-century 3-bedroom, 2-bathroom ranch-style home located in the heart of Winter Park, Florida. This property offers timeless appeal blended with modern convenience. The single-level layout is both practical and inviting, with an open floor plan that seamlessly connects the living, dining and kitchen areas. Outdoors, the fully fenced yard creates a private retreat, perfect for pets, play, or simply relaxing under the Florida sun. With mature landscaping and plenty of room for gardening or gatherings, the yard adds to the home's livability. Ideally situated, this Winter Park residence provides quick access to major highways, making commutes to downtown Orlando, local shops, restaurants, and renowned schools incredibly convenient. Combining classic style, a central location, and everyday comfort, this mid-century ranch is an excellent choice for those seeking a true Winter Park lifestyle.

917 Dupont Avenue, Winter Park

$1,095,000

3 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Located in the coveted Tree Streets just a block and a half from Lake Knowles, this timeless Mediterranean home offers three bedrooms, three and a half bathrooms, and just under 2,000 square feet of beautifully finished living space framed by mature magnolias and manicured hedges. A brick driveway leads to a two-car garage with carriage-style doors, while a covered entry showcases a solid arched wood front door with classic peep hole, setting the tone for the craftsmanship inside. Step through the entry and discover a hidden laundry room with dark wood cabinetry, marble countertops, subway tile backsplash, and front-loading washer and dryer, along with a sophisticated powder bath featuring a floating marble-topped sink, wall-mounted chrome faucet, integrated mirror lighting, and detailed molding. Just beyond is a flexible room that functions as a dining room or formal living space, and through the next doorway the home opens to a large kitchen and great room designed for everyday living and entertaining. The kitchen combines dark wood perimeter cabinetry with accent glass fronts, a creamy white island with storage on both sides, marble countertops, and stainless appliances including a GE Monogram gas cooktop with vent hood, convection oven, refrigerator, dishwasher, and LG under-counter microwave, all anchored by a deep single-barrel undermount sink with extendable faucet. The great room features a gas fireplace with mosaic tile surround, clerestory windows, extensive crown molding, and hardwood floors, with new Anderson French doors that open to the private backyard where brick decking frames a cocktail pool with water features by Signature Landscape, surrounded by mature greenery and magnolias. The primary suite, tucked on the back right wing, also enjoys French doors to the pool terrace and includes new carpet, a customized floor-to-ceiling walk-in closet, and a bath with travertine floors, sunken glass-enclosed shower with built-in shelving, creamy white vanity topped with marble, satin nickel fixtures, dual Kohler undermount sinks, and mirrored walls with crown molding. Upstairs, two spacious bedrooms each feature ensuite baths and customized closets—the front with a built-in desk, marble chicklet tile flooring, creamy cabinetry, and tub/shower combo, the second with a walk-in closet and a bath finished with travertine flooring, a slightly larger vanity with consistent cream cabinetry, marble top, and glass-enclosed shower. Additional highlights include hidden storage under the stairs, unique iron stair railing, 8’ solid wood interior doors, 10’ ceilings, and block construction, while recent updates such as an Italian tile roof (2020), newer garage door and opener, and new HVAC air handler provide peace of mind. Just a short walk to the YMCA, Phelps Park, and Interlachen Country Club, 1450 Chestnut Avenue combines Mediterranean charm, thoughtful updates, and a sought-after Winter Park location for a lock and leave lifestyle with ease.

1450 Chestnut Avenue, Winter Park

$1,600,000

3 Beds ⋅ 3 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

825 Palmer Avenue, Winter Park | $1,799,000 - A Rare Venetian Canal Treasure Awaits Your Vision! Discover an extraordinary opportunity on one of Winter Park's most coveted waterways. This exceptional single-story estate on Palmer Avenue presents over 3,200 square feet of pure potential, perfectly positioned on an oversized .35-acre lot (85x173') with exclusive boathouse access to the prestigious Venetian Canal and Winter Park Chain of Lakes. Steps from the sophisticated boutiques and world-class dining of Park Avenue, this rare find offers the ultimate Winter Park lifestyle where luxury meets convenience. The thoughtfully designed open floorplan showcases expansive living spaces flooded with natural light from strategically placed skylights. Rich hardwood floors flow throughout, while French doors create seamless indoor-outdoor living. The dramatic great room captivates with distinctive brick flooring, copper-coated ceiling tiles, and an old-fashioned built-in bar—perfect for entertaining. The generously proportioned primary suite features an en suite with double sink vanity and walk-in shower. Two additional well-appointed bedrooms, each with full baths, provide comfort and privacy for the family and guests. The heart of the home centers on an expansive gourmet kitchen boasting dual sinks, premium stainless-steel appliances, solid wood cabinetry, and distinctive decorative tile countertops. A dedicated home office provides the perfect work-from-home sanctuary. Two inviting fireplaces create cozy gathering spaces throughout. The covered patio with ceiling fans extends living space outdoors, while the screened pool area offers private resort-style relaxation. The tile roof crowns this impressive estate with both beauty and durability. Whether you envision a stunning renovation showcasing the home's exceptional bones or a complete rebuild taking advantage of the prime waterfront location, this property represents a once-in-a-lifetime opportunity to create your Winter Park masterpiece.

825 Palmer Avenue, Winter Park

$630,000

3 Beds ⋅ 2 Baths ⋅ Bungalow Park SubDv. ⋅ 32789 Zip Code

Welcome home to this charming 3-bedroom, 2-bath Mediterranean bungalow perfectly situated on a quiet brick street in the heart of Winter Park. You’ll feel tucked away from it all, yet you’re just blocks from restaurants, city parks & tennis courts, grocery shopping, Park Avenue, and Rollins College. Step inside to a warm and inviting atmosphere featuring 9-foot ceilings, a desirable split-bedroom layout, and an open great room that seamlessly blends the kitchen, dining, and living areas. Beautiful hardwood parquet floors add timeless character throughout. The primary suite offers a relaxing retreat with a deep soaking tub, separate shower, and windows overlooking the backyard. A convenient interior utility room doubles as a practical workspace with a built-in desk, perfect for paying bills or setting up a family computer center. Additional highlights: Top-rated Winter Park schools: Audubon K–8 & Winter Park High School and strong Four-Point: Tile Roof (2012), A/C (2021), Water Heater (2020), Electrical & Plumbing (2012). Easy access to I-4 for quick trips west to Downtown Orlando, the attractions, Tampa & I-75, or east to the beaches & I-95. This Winter Park gem combines charm, comfort, and convenience — the perfect place to call home.

1015 Bungalow Avenue, Winter Park

$1,250,000

3 Beds ⋅ 3 Baths ⋅ Ellno Willo SubDv. ⋅ 32789 Zip Code

Amazing opportunity in the heart of Historic Winter Park! This charming home is full of potential and ready for your personal touch. Whether you're looking to renovate, restore, or re-imagine, this property offers a rare chance to create your dream home in one of Central Florida’s most sought-after neighborhoods. Enjoy tree-lined streets, top-rated schools, and close proximity to Park Avenue, Rollins College, and all that Winter Park has to offer. Don’t miss this unique opportunity to invest in a premier location!

1621 Hillcrest Avenue, Winter Park

$1,100,000

3 Beds ⋅ 3 Baths ⋅ Fairbanks Park SubDv. ⋅ 32789 Zip Code

Welcome home! Nestled in the heart of Winter Park this 3-bedroom, 2.5 bathroom residence offers a perfect blend of convenience, energy efficiency, and refined comfort. From the moment you enter, you'll be captivated by high ceilings and crown molding for a spacious and refined feel. The kitchen is a chef's dream featuring granite countertops, stainless steel appliances, a gas range and upgraded plumbing fixtures. Enjoy cozy evenings in the living room by the new gas fireplace or relax outside by the cocktail pool, perfect for entertaining and enjoying the Florida sunshine in a tropical setting. The primary suite includes a private balcony with serene views of Lake Midget park. The spacious master bathroom is a true oasis with a soaking tub and rainfall shower. Powered blackout roller shades in the primary suite and downstairs living area ensure restful sleep and complete privacy. Closet systems throughout the home add a layer of organization and luxury. Recent upgrades to the home include a new roof with architectural shingles (2023), energy efficient Pella Impervia windows (2024), an updated air conditioning/heat pump system (2022) and full flake epoxy garage floors with ultra quiet garage door openers. Enjoy low utility bills and energy efficiency with dual-zone A/C, tankless hot water system, R40 attic insulation & foamed block walls. Easy access to I-4 and just minutes from iconic Park Avenue, Downtown Orlando, Rollins College and Baldwin Park. Shopping, numerous restaurants and bars, tennis facilities, multiple parks and city facilities are just a short walk or drive away. Whether you're looking for the perfect place to call home or a stunning Winter Park retreat, this home delivers unmatched quality, location, and lifestyle.

930 S Kentucky Avenue, Winter Park

$429,999

3 Beds ⋅ 2 Baths ⋅ Sells Terrace SubDv. ⋅ 32789 Zip Code

Discover this beautifully updated 3-bedroom, 2-bathroom home in Winter Park, perfectly positioned to enjoy the best of both Winter Park and College Park living! From the moment you arrive, you’ll notice the professionally landscaped front and backyard (2022) with upgraded irrigation, gutters, and a spacious, durable back deck (2021). Step inside to find an inviting floor plan featuring crown molding, wood flooring, abundant natural light, and thoughtful updates throughout. The large living room with a cozy window bench flows seamlessly into the modernized kitchen, complete with granite countertops, wood cabinets, stainless steel appliances (including a double oven), and a custom-built island that conveys. Off the kitchen, you’ll find a convenient indoor laundry room and a versatile bonus/family room currently serving as a dining and entertainment space. This room boasts shiplap accents, updated lighting, tile floors, a mini split (2023), and backyard access. The primary suite overlooks the backyard and offers dual closets plus a renovated en-suite bathroom with a walk-in shower and dual-sink vanity. The additional bedrooms are spacious and bright, with the second bathroom also completely remodeled. Enjoy your private backyard oasis, perfect for relaxing or entertaining—grill on the deck, play cornhole, or simply unwind. Major updates include: Hot Water Heater (2024), AC (2023), Mini Split (2023), Re-Landscaping & Irrigation (2022), Spray Foam Attic Insulation in Florida Room(2022), Gutters (2021), Replumbed (2020), Roof (2016). This home is truly a charmer—move-in ready and waiting for its next owner! Schedule your private tour today.

105 Conrad Court, Winter Park

$502,000

3 Beds ⋅ 2 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

CHARMING 3 BEDROOM, 2 BATH IN THE HEART OF WINTER PARK! This home is located in a highly desirable neighborhood, ideally positioned between Baldwin Park, Audubon Park, Mills 50, and Park Avenue. Just steps from Blue Jacket Park, you’ll enjoy morning walks, weekend picnics, and easy access to the shopping, dining, and entertainment that make Winter Park so special. With so much potential, you can move right in, remodel to your taste, or build a custom home—just as many neighbors have already done. The property features comfortable living spaces, a bright kitchen, a large screened-in sun room, and a spacious backyard perfect for outdoor gatherings or future customization. Whether you’re looking to settle into a vibrant community or invest in a highly sought-after area, this home is a fantastic opportunity you won’t want to miss!

2308 Mulbry Drive, Winter Park

$771,000

3 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

You know it's going to be a winner when the primary walk-in-closet, alone, is 8'x10'! This beautiful Orwin Manor home has it all: 3 bedrooms, 2 bathrooms, and indoor laundry room, updated kitchen and baths, a detached 1 car garage, flex space for a playroom or office, and incredible systems updates like a 2018 roof, 2020 water heater, and 2022 HVAC. Once you get past the beautiful curb appeal, you'll step into a multifunctional living space with options for living and dining. You'll appreciate the split plan layout with two secondary bedrooms in one hallway and an expansive primary suite in the back of the home. All of the bedrooms have freshly cleaned carpet and the living spaces in the home are a versatile engineered hardwood. The kitchen, complete with dry bar and wine storage, is in the middle of the home making for easy entertaining and it's filled with convenient storage! Out back, enjoy the well-maintained yard space and 1 car garage for parking and/or storage. The location is ideal, as it's centrally located to the best of both Winter Park and Orlando. Less than a mile from Foxtail Coffee and Kelly's Ice Cream on Orange Ave, 1.5 miles from Rollins College, less than 2 miles from Publix, and so much more.

1340 Pelham Road, Winter Park

$1,740,000

3 Beds ⋅ 3 Baths ⋅ Morseland Sub SubDv. ⋅ 32789 Zip Code

Welcome to the timeless charm of Beloit Avenue, one of Winter Park’s most desired streets. This classic and elegant 3-bedroom, 2.5-bath residence offers nearly 3,000 square feet of thoughtfully designed living all on one level. Just two blocks from Park Avenue and a short stroll to the Winter Park Golf Course, the location is truly unmatched. Inside, high ceilings, detailed crown molding, hardwood floors, and an open kitchen create an inviting and livable flow. The screened patio extends the living space outdoors, offering a perfect setting to enjoy Florida living year-round. A private brick paver alley exclusive to Beloit homeowners provides access to a spacious two-car garage complete with built-in workbench and attic storage. Combining charm, convenience, and elegance, this traditional home is a rare find in the very heart of Winter Park.

443 Beloit Avenue, Winter Park

$1,079,000

3 Beds ⋅ 3 Baths ⋅ Winter Park Residential SubDv. ⋅ 32789 Zip Code

Experience the best of Winter Park living in this distinguished three-bedroom, three-bathroom condominium, located in the secure and sought-after Douglas Grand development—just one block from vibrant Park Avenue. Spanning an impressive 2,649 sq ft on a single level, this third-floor residence blends timeless architectural charm, quality construction, and everyday function. Step inside to an expansive living space enhanced by tall ceilings, extensive millwork, and natural light filtered through custom shutters. The open chef’s kitchen features premium Thermador stainless steel appliances, real wood cabinetry with under-cabinet lighting, granite countertops, travertine flooring, and a pantry. An oversized central island with seating for four provides eat-in convenience. The floor plan offers a seamless flow from the kitchen to dining to the family room, creating flexible and efficient space. Located off the general living space, there are two additional bedrooms and bathrooms. One bedroom includes an en suite bathroom, while the other is adjacent to a full hallway bath. The bathrooms include stone flooring, real wood vanities, granite countertops, large mirrors with quality light fixtures, and a mix of walk-in shower with glass enclosure and tub-shower combination. Relax and recharge in the luxurious primary suite with two walk-in custom-cabinetry closets and a spa-like bathroom offering an extended vanity with two sinks and an adjacent makeup vanity—all with granite countertops. A deep soaking tub, a sizable glass-enclosed shower, linen closet, and private water closet complete the primary bathroom features. The laundry room includes a Samsung front-loading washer and dryer, utility sink, and ample built-in storage. The current owner invested over $100,000 in all-new impact-rated windows, providing peace of mind, energy efficiency, and enhanced comfort. Additional building highlights include two deeded garage parking spaces in a secure garage and two secure lobbies with private elevator entry. The HOA provides on-site management, care for community grounds, a pet-friendly policy, proactive maintenance, and comprehensive coverage including building insurance, water, sewer, and trash—affording owners the convenience of a true lock-and-leave lifestyle. Don’t miss the rare opportunity to own a secure and spacious single-level condo that allows you to embrace the walkable lifestyle of Winter Park in a location steps from the restaurants and shops of Park Avenue or Hannibal Square, the SunRail, Farmers’ Market, and more.

100 S Virginia Avenue Unit 319, Winter Park

$970,000

3 Beds ⋅ 2 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Winter Park Home.

207 E Kings Way, Winter Park

$1,770,000

3 Beds ⋅ 4 Baths ⋅ Park Grove SubDv. ⋅ 32789 Zip Code

Welcome to this picturesque 3 bedroom, 4 bath pool home nestled in the highly sought-after neighborhood of Park Grove. Overflowing with charm and character, this naturally light-filled home features white oak hardwood floors and plantation shutters throughout. Upon entry, a formal living room with a cozy wood-burning fireplace greets you, offering serene views of the sparkling heated pool and lush backyard oasis. The elegant formal dining room leads to a chef's kitchen adorned with marble countertops, wood cabinetry, a spacious island with seating, and top-of-the-line appliances. A well-appointed wet bar adds to the home's entertainment appeal, while an informal dining space flows seamlessly into the expansive family room, where floor-to-ceiling windows invite the beauty of the outdoors in. Step outside to a covered porch and summer kitchen- perfect for hosting. Enjoy al fresco dining under the shade of a covered pergola or relax by the glistening pool in complete privacy. The home features two secondary bedrooms, each with its own en-suite bath, and a full guest bath off the hallway. The primary suite is a true retreat, offering a private sitting area, his-and-hers closets, and a luxurious bath with dual vanities and a large walk-in shower. Located just minutes from the vibrant shops and fine dining of Park Avenue in downtown Winter Park, and zoned for top-rated schools- this home is an exceptional opportunity you won't want to miss!

690 Williams Drive, Winter Park

$600,000

3 Beds ⋅ 2 Baths ⋅ Orangewood Park SubDv. ⋅ 32789 Zip Code

In the heart of the Audubon Park Garden District you will find this updated mid-century modern home on a .17 acre homesite. A brick-paver driveway and front patio provide lots of curb appeal. Stepping inside you are greeted by warm bamboo flooring and tons of natural light thanks to updated windows (2013) throughout. The split floor-plan features 3 bedrooms and 2 bathrooms, both updated with newer tile and vanities. A 3-ton HVAC unit (2020) as well as a mini-split and ceiling fans keep the home comfortable throughout the Florida summer. When it's cooler, enjoy lounging in your fenced-in backyard on your rear lanai, accessible via a charming brick-paver path. Other notable features include upgraded kitchen cabinets, stainless LG appliances, blinds throughout and recessed lighting. An enclosed utility room provides tons of extra storage and convenience. The location of this home is less than 10 minutes to Park Avenue and just 2 blocks from Corrine Drive and all the wonderful shops and restaurants in Audubon Park. Enjoy walking to the East End Market to pick up some gourmet cheese, fresh baked bread and coffee on a Saturday morning! The highly desirable and award winning Audubon Park K8 School is also a mere 4 blocks away. The adjacent Baldwin Park neighborhood offers a plethora of parks, playgrounds, shopping, grocery and boutiques for your enjoyment. This home is also zoned for Winter Park High School, arguably one of the best high schools in the Orange County Public School district. The average home sale price in this neighborhood is $1.1 million, don't wait to become a part of this vibrant neighborhood. Schedule a showing today!

2812 Woodside Avenue, Winter Park

$1,168,000

3 Beds ⋅ 3 Baths ⋅ Golfview Heights SubDv. ⋅ 32789 Zip Code

Experience the epitome of modern luxury living—where location, design, and comfort converge in perfect harmony. This newly constructed modern farmhouse offers 3 bedrooms, 2.5 bathrooms, and 2,242 square feet of living space, thoughtfully designed to elevate everyday living. Upon entering, the grand foyer welcomes you with minimalist elegance, setting the tone for the entire home. The open-concept layout seamlessly blends spacious living areas, making them ideal for both relaxation and entertaining. Soft, cozy materials throughout the home create a warm, inviting atmosphere—every surface crafted to feel gentle and refined. The designer kitchen is a culinary centerpiece, featuring custom cabinetry, quartz countertops, high-end appliances, and a sleek island perfect for gatherings. The adjoining living room is bright and airy, anchored by an electric fireplace and enhanced by a striking custom bar wall with exposed brick, built-in shelving, and dual wine refrigerators. A dedicated office and a formal dining room on the main level provide functional flexibility for work and gatherings. The artful centerpiece of the home—the floating staircase—is framed by soaring windows and illuminated by a sculptural chandelier, making a bold architectural statement. Upstairs, the primary suite offers a true retreat with a spacious walk-in closet and a spa-like bath featuring dual vanities, a glass-enclosed double shower, and matte black fixtures. Two guest bedrooms and a dedicated laundry room with a stackable washer and dryer complete the upper level. Step outside to a professionally landscaped yard with a pavered semi-circular driveway and expansive green space, all set on a desirable corner lot. Nestled on a quiet, tree-lined street just minutes from Park Avenue, this home offers the best of Winter Park living. Zoned for A+ rated schools and conveniently located near Winter Park Hospital, Rollins College, fine dining, shopping, museums, and major highways—this is luxury living with lifestyle in mind. Schedule your private showing today and make this exceptional residence your own.

1785 Hollywood Avenue, Winter Park

$385,000

3 Beds ⋅ 2 Baths ⋅ Shores Lake Killarney Sec 02 SubDv. ⋅ 32789 Zip Code

Charming Winter Park Block Home with Deeded Access to Lake Killarney – Solid, Updated Systems & Priced for Your Personal Touch! Welcome to this well-built 3-bedroom, 2-bath cement block home in one of Winter Park’s most desirable and established neighborhoods. . . . . . Built in 1954 and lovingly cared by the same owner for almost 40 years, this home offers strong bones, a functional layout, and major system updates already completed—including roof (2019), AC (2019), re-piping (2005), window replacement (2010), and custom paver driveway (2005). . . . . . The kitchen was updated in 2008 and offers a great starting point for further personalization. This home is priced to reflect the need for cosmetic updates, giving buyers the opportunity to renovate and style the home to their taste, without worrying about costly behind-the-walls repairs. . . . . . Whether you're a first-time buyer, investor, or someone looking to downsize into a home you can make your own, this property is full of potential. The layout is warm and inviting, with plenty of natural light and the timeless durability of concrete block construction. . . . . . Located just minutes from top-rated schools, parks, shopping, dining, and major roadways, this home is perfectly positioned for convenience and community. . . . . . A wonderful opportunity to own in Winter Park—move in now, update at your pace, and build equity as you go!

259 Blossom Lane, Winter Park

$1,640,000

3 Beds ⋅ 4 Baths ⋅ Winter Park Residential SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This signature corner unit in the exclusive Douglas Grand, is perched on the top two floors, with panoramic views of downtown Winter Park, Hannibal’s Square and Rollins College all steps away. This spacious luxury unit includes a three-bedroom split plan and three-and-a-half en-suite baths, with two private balconies from bedrooms overlooking Central Park. Every convenience of the desirable Winter Park lifestyle is at your doorstep. A gated parking garage provides security for you and your guests. Step inside to discover the 3,174-square-foot perfectly renovated residence with gorgeous new blonde wood floors throughout the living room and bedrooms, and surrounded by windows that invite beautiful light in. Entertain with ease in the expansive gourmet kitchen, recently renovated with added cabinetry including a pantry, new quartz counters, custom back splash and top-of-the-line appliances. Bar seating at the counter peninsula still leaves room for an additional dine-in table if you desire. What makes this unit unique is the open-air two-story center atrium that connects all the living spaces together and adds secluded outdoor living for privacy with views to the stars. The primary bedroom enjoys treetop views, private balcony just recently tiled and generous space and closet. The primary bath suite includes updated dual vanities, separate shower and an indulgent jetted tub. Secondary bedrooms are private with one upstairs and the third bedroom suite, or office, offers versatility and function. Elevate your lifestyle with a host of modern amenities, including updated designer fixtures, recessed lighting and fans, some new Pella doors and windows, fresh paint, spacious walk-in closets that provide ample storage in every bedroom and a freshly painted interior and private laundry. Enjoy the added convenience of two deeded parking spaces in the gated-attached garage, with direct access to your floor and access door right next to your front door, so convenient. Every aspect of luxury living has been meticulously curated for your enjoyment. Indulge in the unparalleled convenience of strolling to nearby restaurants, coffee shops and boutiques. Rollins College is nearby, as well as fabulous events in Central Park and the bustling farmers market. Don’t miss your chance to experience the pinnacle of urban sophistication at The Douglas Grand.

101 S New York Avenue Unit 313, Winter Park

$1,050,000

3 Beds ⋅ 2 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Incredible location in the heart of Winter Park, situated on an oversized lot, on a brick street, close to Park Avenue.

2250 Forrest Road, Winter Park

$2,200,000

3 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Exuding timeless charm and Southern elegance, this gorgeous Charleston-style residence sits on a large lot overlooking the tranquil waters of Lake Knowles. Framed by a picturesque brick street lined with beautiful homes, the property boasts striking curb appeal, a 32-foot second-story porch with breathtaking sunset views, and classic architectural details that invite you in at every turn. A charming brick firepit area in the front yard offers a spot to gather on cool evenings while taking in peaceful lake vistas. Thoughtfully renovated, the home seamlessly blends modern comforts with preserved character, including gleaming hardwood floors, French doors, and a welcoming, light-filled layout. The front living room is anchored by the home’s original 1954 wood-burning fireplace, a timeless centerpiece flanked by built-in shelving. It's a spot to curl up with a good book, open all three sets of French doors, and enjoy the crisp air and sparkling views of Lake Knowles. Whether you're sipping cocktails on a winter evening or coffee on a quiet morning, the space offers a special setting. For over 50 years, residents have gathered to admire the beloved Lake Knowles Christmas tree, its colorful lights casting a magical glow across the water—just one of many traditions that make this location so cherished. A family room flows into the dining room, where French doors lead to a charming brick patio for effortless indoor-outdoor entertaining. The chef’s kitchen is a dream, featuring top-of-the-line appliances, a generous island with seating, a walk-in pantry, and a stylish dry bar that connects to the kitchen and living room. The first-floor primary suite offers a serene retreat with French doors opening to the patio, dual closets (including a walk-in), and a luxurious bath with a large glass shower, dual sinks, and a private water closet. Upstairs, two additional bedrooms and a cozy den or TV room provide inviting spaces for family and guests. The third bedroom includes a spacious walk-in closet and an en-suite bath, while the second-story porch offers an idyllic vantage point for sunset views over the lake. Outside, the backyard is an oasis with a sprawling lawn, mature landscaping, and plenty of room to add a pool. Just a short bike ride from Park Avenue’s boutiques, fine dining and Central Park, the home is also minutes from the weekly Farmer’s Market, top-rated schools, and major roadways for easy access to downtown Orlando, international and executive airports, and leading hospitals.

1554 Lake Knowles Circle, Winter Park

$825,000

3 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

BUYER GOT COLD FEET= YOUR OPPORTUNITY! Welcome to 1421 Sunset Drive – A Turnkey Gem in the Heart of Olde Winter Park! This is a rare opportunity to own a beautifully updated home on one of Olde Winter Park’s most charming, brick-lined, tree-canopied streets. Just steps from serene Lake Knowles and Lake Wilbar, and minutes from the vibrant dining, shopping, and cultural experiences of Park Avenue, this 3-bedroom, 3.5-bathroom residence offers the perfect blend of classic charm and modern convenience. Enjoy a low-maintenance lifestyle with eco-friendly landscaping and a thoughtfully designed floor plan featuring two spacious primary suites — one upstairs and one down — each with its own updated bathroom. Inside, the home boasts tall vaulted ceilings, warm wood plank LVT flooring, a cozy wood-burning fireplace, and multiple inviting living areas. The kitchen is a standout with sleek cabinetry, granite countertops, and stainless steel appliances, ideal for both daily living and entertaining. Step outside to enjoy Trex decking on both front and rear patios, a fenced backyard for privacy, and a convenient laundry/mudroom entry from the garage. Additional highlights include a standing seam metal roof, attached garage, and access to top-rated Winter Park schools. The home is also located near the YMCA, Interlachen Country Club, Winter Park Racquet Club, Rollins College, UCF, and AdventHealth Winter Park. This home is move-in ready and offers the very best of Winter Park living — schedule your private showing today!

1421 Sunset Drive, Winter Park

$637,500

3 Beds ⋅ 3 Baths ⋅ Mc Intyre Place Condo SubDv. ⋅ 32789 Zip Code

Back on Market- Buyer Financing fell through--Beautiful Winter Park townhome that feels like a single-family residence. Situated on a private lane with no through-traffic. Ten-minute walk to Park Avenue and Rollins, five-minute walk to Lake Virginia. This exquisite end-unit is part of a sought-after 10-unit community. Three Bedrooms and two and a half Baths, volume ceilings, pristine travertine marble floors and an abundance of natural light throughout. Enjoy green outlooks through every window. Eat-in kitchen with quartz countertops, separate coffee bar, and stainless-steel appliances. Formal dining room (or flex room) overlooking a patio/atrium. French doors expand the home onto two separate private and peaceful garden patios showcasing meticulous landscaping (with nighttime lighting), marble pavers and one with an updated screen enclosure. An upstairs master suite offers generous closet space with a skylit dressing area and bath with double sinks, soaking tub and walk-in shower. Jack & Jill Bath creates the perfect ensuite guest bedroom. Additional features include wood-burning fireplace, custom plantation shutters, and attached 2-car garage with ample built-in storage. Newer Roof (2021), HVAC (2024), Kitchen Cabinets renovated (2024), New Stove/Oven (2024), Exterior and Interior Paint (2025). Call and come see it!

595 Huntington Avenue Unit 4, Winter Park

$580,000

3 Beds ⋅ 3 Baths ⋅ Arbors/Aragon SubDv. ⋅ 32789 Zip Code

Nestled in a peaceful enclave near Park Avenue in Winter Park, this inviting 3 bedroom, 3 bathroom, 1,701 SF townhome offers classic Florida living with modern comforts. A welcoming entry opens to bamboo wood flooring that flows through the main living areas. The living room and adjacent dining space connect seamlessly to the gorgeous kitchen, featuring 42" wood cabinets, stainless appliances, granite countertops, and a breakfast bar, ideal for casual mornings or entertaining guests. Upstairs, the light-filled primary suite offers a peaceful retreat with double-vanity sinks, a garden tub with separate shower, a generous walk-in closet, and a private balcony. Two additional well-sized bedrooms and a hall bathroom provide space for family, guests, or a home office. The home rests on a corner lot with lush landscaping, a cozy front porch, and a 2 car garage. Step outside to discover a fully fenced backyard, perfectly sized for al fresco dining, gardening, or to enjoy a morning coffee in the Florida sunshine. Located just minutes from A-rated Winter Park schools, and close to Winter Park’s shops, restaurants, golf courses, and cultural attractions, this home offers an exceptional blend of convenience and community.

915 Aragon Avenue, Winter Park

$510,000

3 Beds ⋅ 2 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

Off market Sale

2804 Mulford Avenue, Winter Park

$610,000

3 Beds ⋅ 4 Baths ⋅ Na SubDv. ⋅ 32789 Zip Code

Welcome to 1620 Howell Branch Road—a beautifully reimagined 3-bedroom, 3-bath home that effortlessly blends timeless character with modern convenience. Thoughtfully remodeled from top to bottom, this residence retains much of its original architectural charm while offering the benefits of a full renovation. This gem is in the heart if Winter Park and allows all the amazing benefits of the community and top rated schools! Step inside to find spacious living areas, designer finishes, and a seamless flow that’s perfect for both everyday living and entertaining. The bright and airy layout extends into a lovely enclosed Florida room, offering the perfect retreat to enjoy your morning coffee or unwind in the evening breeze. Outside, you'll find a detached structure with its own full bath—ideal as a mother-in-law suite, guest house, home office, or workshop, giving you flexible space for whatever your lifestyle needs. While the home sits on a main road, it offers exceptional privacy and security, thanks to a fully fenced perimeter, an electronic front gate, and a rear gate providing easy access to the quiet neighborhood behind—great for walking, biking, or even extra guest parking. (Directly accessible on Verona Trail, through back yard gate) This unique property offers the rare combination of historic character and modern upgrades, with the peace of mind that comes from a full renovation. Conveniently located in Winter Park, you’re just minutes from top-rated schools, shops, parks, and dining. Don't miss this one-of-a-kind opportunity—schedule your showing today!

1620 Howell Branch Road, Winter Park

$245,900

3 Beds ⋅ 4 Baths ⋅ Sandalwood Creek Condo Ph 13 SubDv. ⋅ 32789 Zip Code

Your Dream Home Awaits in Winter Park! 3 Beds 3.5 baths! Discover the perfect blend of comfort and convenience in the heart of Winter Park at Sandlewood Creek! This charming townhome-style condo offers a rare opportunity to own a piece of paradise with no neighbors above or below, ensuring a peaceful living environment. Plus, enjoy a very low HOA! Key Features: Financing Made Easy: FHA, VA, and DPA approved, welcoming a wide range of buyers. Spacious Living: OVER 1,100 sq. ft. with an open floorplan, tile flooring, a large kitchen, and a convenient half-bath. Full sized washer dryer located inside. Private Retreat: A patio perfect for relaxation or entertaining. Community Perks: A sparkling pool and well-maintained grounds for a low-maintenance lifestyle. Prime Location: Minutes from Park Avenue, Downtown Maitland, and top shopping and dining spots. Zoned for top-rated schools: Dommerich Elementary, Maitland Middle, and Winter Park High. This move-in ready home is a rare find in Winter Park, offering unbeatable value. Don’t miss your chance to make your dreams a reality!

195 Sandlewood Trail Unit 2, Winter Park

$1,277,000

3 Beds ⋅ 4 Baths ⋅ Parklando SubDv. ⋅ 32789 Zip Code

Welcome to a truly exceptional residence nestled on a quiet, tree-lined street in one of Winter Park’s most desirable neighborhoods. This custom-built gem offers a blend of elegance, craftsmanship, and resort-style comfort, featuring 3 bedrooms, 3.5 baths, and 2,595 square feet of thoughtfully designed living space. As you enter, you'll be immediately drawn to the tranquil, resort-like ambiance created by the centerpiece of the home: a screened-in courtyard with a heated saltwater pool and spa, perfect for relaxing or entertaining year-round. Adjacent to this serene space is a private guest casita complete with a full bath and separate entrance, ideal for in-laws, visitors, or an independent-minded teen. Step into the main house, and you will be immediately captivated by the 15-foot Frank Lloyd Wright-inspired rock wall in the stunning Living Room. The 12-foot ceilings give the space a seemingly endless light and airy feel. Overlooking the great room is a fully equipped chef-inspired kitchen where creating meals will be a breeze with an abundance of cabinets, gleaming quartz counter tops, a large prep island,14 foot breakfast bar and newer top-of-the-line LG SS appliances, and a GE Profile cook top — ensuring that entertaining and meal prep are effortless. There is also a large dining room that can fit more than a large dinner party or family holiday gathering. Also, tucked away on the opposite side of the first floor is a guest suite, featuring a spa-inspired bath with beautiful cabinetry, exquisite tile work, and a large walk-in shower. Plus, the large laundry room with an abundance of storage and a utility sink to round out the main floor of this stunning home. Upstairs is the elegant private owner’s retreat, which also enjoys a quiet sitting area and an expansive custom walk-in closet. The spa-like bath will not disappoint with its large soaking tub, separate stall shower, and dual sinks with contemporary cabinetry and elegant tile throughout. Additional amenities include a large 2-car garage with an EV 30 amp outlet, plus an oversized over 300 square foot separate flex space that would make an excellent home office, home gym, or craft/hobby space. The home features tons of storage space, custom automated blinds with remotes, blackout blinds, a new AC unit, new lighting, new exterior paint, and a tankless water heater. This remarkable home is flooded with natural light and ambiance, with many floor-to-ceiling windows, while exuding a warm and cozy atmosphere. Zoned for some of the best public schools in the area, including Audubon K-8 and Winter Park HS, and conveniently located near Audubon Park/Corrine Drive shopping and restaurants, and of course easy access to Winter Park's Park Ave with its fine restaurants and shopping, and also close proximity to Blue Jacket Park/Baldwin Park, Downtown Orlando, Leu Gardens, the Mills 50 District and Rollins College. Don't miss your opportunity to own this exquisite Winter Park retreat, a perfect blend of luxury, privacy, and location. Florida living at its finest!

2728 Eastern Parkway, Winter Park

$458,000

3 Beds ⋅ 1 Baths ⋅ Bungalow Park SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Location, Location, Location! Nestled in the heart of highly sought-after Winter Park, this charming 3 bedroom home offers the perfect blend of vintage character and modern updates. Just steps away from Park Avenue, Hannibal Square, and the city’s historic district, you’ll enjoy walkable access to upscale shopping, fine dining, and everything Winter Park is known for. Step inside to a light-filled, spacious living room featuring beautiful wood flooring and timeless charm. The separate dining room also boasts wood floors and a large picture window, perfect for hosting intimate dinners or enjoying family meals. The kitchen retains some of its original charm while offering new stainless-steel appliances and ample cabinetry. One of the standout features of this home is the expansive bonus room formerly the garage highlighted by decorative wood beams and endless possibilities for a home office, studio, or entertainment space. The private, fenced backyard is ideal for outdoor living, with plenty of room for gatherings, BBQs, or relaxing under the stars. Situated on R-2 zoning, this property also presents additional future potential in one of Central Florida’s most desirable neighborhoods. Don’t miss the opportunity to own a home in one of Winter Park’s most iconic and walkable locations!!!

955 Minnesota Avenue, Winter Park

$5,225,000

3 Beds ⋅ 4 Baths ⋅ Galloway Place Rep SubDv. ⋅ 32789 Zip Code

An architectural triumph, this one-of-a-kind modern masterpiece was custom designed and built in 2023 by the award-winning Z Properties and is ideally sited on the shores of Lake Osceola, part of the Winter Park Chain of Lakes. Radiating bold sophistication and contemporary elegance, the residence is a curated work of art, where floor-to-ceiling glass walls and striking steel windows and doors flood the interiors with natural light and deliver unobstructed panoramic lake views from nearly every room. Enter through a dramatic 12-foot glass pivot door into a 21-foot-long art gallery foyer adorned with a sculptural linear chandelier and Venetian plaster walls and ceilings that lend a soft, refined texture. The open-concept living spaces are accentuated by terrazzo floors, 12-foot ceilings, and thoughtful spatial design—including a great room with a sitting area and dining space, a separate media room concealed behind custom 12-foot decorative doors, and a sleek galley-style kitchen outfitted with fully integrated Miele appliances and a secondary glass pivot door for seamless indoor-outdoor flow. Ascending one of two custom staircases, the second floor features warm hardwood floors and a showstopping primary suite that feels suspended above the lake, backyard and pool. This serene retreat offers an all-glass shower, spa-inspired soaking tub, beautifully finished bath cabinetry, and an upholstered wall that subtly conceals a walk-in closet and built-in storage. A second bedroom suite offers an inspired use of space with clever screen walls for privacy and flexibility. Detached from the main home, a third bedroom suite doubles as a guest house, home office, or gym, complete with an en-suite bath, custom built-ins and a wet bar. Outside, the terraced backyard is a tranquil oasis with a saltwater pool and spa, turf lawn for year-round perfection, dual staircases leading to a sundeck and a private, covered boat dock crowned by a glass-enclosed studio mirroring the home’s signature design. Bamboo privacy walls, soaring palms, and a Banyan tree imported from South Florida create a lush and artful landscape. The two-car garage includes epoxy flooring and dual EV charging stations. A singular residence in every sense, this home blends innovative architecture, luxurious finishes and thoughtful design into a rare offering unlike anything else in Winter Park. Built by Z Properties, celebrated in Florida Design and numerous design publications, this is a home for those who appreciate beauty, intention and the art of living well.

1333 Alberta Drive, Winter Park

$980,000

3 Beds ⋅ 3 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Nestled in the desirable Tree Streets of Winter Park, this stunning Mid-Century Modern residence offers timeless style, thoughtful updates, and effortless indoor-outdoor living. With over 2,100 square feet of beautifully designed space, this 3-bedroom, 2.5-bath home delivers modern functionality with elegant character—just minutes from the heart of Park Avenue. Inside, you'll find an open floor plan with engineered hardwood flooring, high ceilings, crown molding, and abundant natural light. The kitchen is a chef’s dream, featuring a convection oven, cooktop, range hood, and brand-new appliances—ideal for both daily living and entertaining. A wet bar with wine fridge, cozy sunroom, and custom closets in all three bedrooms elevate the home’s comfort and convenience. The primary suite is located upstairs, offering privacy and retreat. The backyard is a true Florida oasis, complete with a newly resurfaced saltwater pool, expansive artificial turf, a custom putting green, and a deck with a retractable awning—all within a fully fenced yard designed for privacy and year-round enjoyment. Additional upgrades include a new roof (2020), updated A/C system (2021), garage storage solutions, and lush front landscaping. With no HOA, a 2-car garage, and extended driveway parking for 4+ vehicles, this home offers both style and flexibility in one of Winter Park’s most coveted neighborhoods. A rare opportunity to own a turnkey home in a prime location—schedule your private showing today.

1610 Chestnut Avenue, Winter Park

$312,000

3 Beds ⋅ 2 Baths ⋅ Stansbury Estates SubDv. ⋅ 32789 Zip Code

$5K SELLER CONCESSION TOWARDS BUYER'S CLOSING COSTS AND PRE-PAIDS!!! Charming, Fully Renovated Bungalow in the Heart of Winter Park! Welcome to this beautifully upgraded bungalow that makes every square foot count! Nestled perfectly between Winter Park and College Park, this fully renovated gem blends modern upgrades with timeless charm. From the moment you arrive, the custom-built front pergola and all-new paver driveway invite you in with style. Step inside to discover a cozy yet efficient layout filled with thoughtful details: barn doors, built-ins, a cabinet pantry, and a linen closet in the guest bath that add character and storage throughout. The brand-new kitchen is compact but packed with quality—featuring granite countertops, stainless steel appliances, and custom cabinetry that maximizes function and charm. The spacious primary suite offers a walk-in closet and an en-suite bath with a very large walk-in shower. Other unique features include a charming barn door to separate the laundry area from the guest bath, optimizing flow and privacy, an extended and brand new paver driveway, along with a beautiful custom fence and storage sheds that provides added storage. This charming bungalow has been designed to live larger than its footprint. Don’t miss your chance to own this thoughtfully designed home in one of Central Florida’s most desirable locations!

1921 Dartmouth Avenue, Winter Park

$1,785,000

3 Beds ⋅ 3 Baths ⋅ Temple Estates SubDv. ⋅ 32789 Zip Code

This elegant one story home is located in highly desirable Winter Park on an oversized .28 acre lot with mature and lush landscaping and NO HOA. It has 10' ceilings and an open floor plan combining kitchen, dining, and living rooms with gorgeous wood floors and plenty of natural light overlooking the secluded & screened salt water pool with cascading water features, gas heated spa, and covered lanai. This home has a warm and welcoming atmosphere perfect for entertaining family & friends. The gourmet kitchen features an induction cook top, built in convection & microwave oven, stainless steel refrigerator, vented stainless steel hood system, wine refrigerator, bar station, and pantry. It also has custom designed kitchen cabinetry with abundant storage and pull out shelving plus a big island with designer pendant lights and eat in area for a large table and chairs. The laundry room next to the master bedroom has cabinetry and a sink. Adjacent to the living room is a room that could be used as a office or workout room AND a big multi functional room with half bathroom also overlooking the pool area. Sliders from the living room and the multi functional room are pocket sliders which really open up the home in cooler weather ! The huge master suite also opens to the pool and has his and hers walk in closets with built in custom closet organizers and the master bathroom has dual sinks, whirlpool garden tub, and big walk in shower. In addition, there are two guest bedrooms that share a hall bathroom. The backyard is fenced and very private and peaceful with a gravel walkway with low voltage lighting that leads to an arbor with a swing for an outdoor gathering or reflection. Other upgrades includes Plantation shutters, motorized shades on sliding doors, whole house built in audio system, and security system. Roof was installed in 2019 and new pool pump. Steps away is Phelps Park with playground, tennis and pickleball courts and the YMCA is nearby. Park Avenue and Downtown Winter Park with plenty of fine dining and upscale shopping options are a bike ride away or short drive !

1640 Mayfield Avenue, Winter Park

$439,900

3 Beds ⋅ 2 Baths ⋅ Lake Bell Terrace SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. ***BUY THIS HOME WITH AN FHA INTEREST RATE OF 5.375% WHEN USING THE SELLER'S PREFERRED LENDER*** You will fall in love with this mid-century Winter Park home across from Lake Bell in charming Lake Bell Terrace. This home offers 3 Bedrooms, 1 spa-like bathroom, and an en-suite half bath, a family room, living room, dining room, and a laundry room. Some of the renovations include a full kitchen redesign with fresh double-stacked white cabinetry, quartz countertops, stainless steel appliances, and sleek over-range hood. There are hardwood floors throughout the main living areas in the home & a hip hexagonal dark floor tile in the kitchen and dining room. Some of the upgrades include: a water softener system, whole house re-plumb 2021, energy efficient windows 2018/2019, A/C system (new condenser coil) A/C UV sanitation light 2019, upgraded electrical in 2023, and fresh insulation in the attic throughout the home. The spacious fenced-in backyard offers a beautiful hardscape area with a fire pit and a stunning pergola ideal for an outdoor lounge area or summer kitchen. As a bonus, the garden includes an avocado tree, ginkgo, young Anna, and pink lady apple trees, smoke bush, and lime trees. You won’t find a home better situated than this, conveniently located just one mile from I-4, this home offers easy access for your daily commute or a quick drive to catch your favorite Orlando Magic or Orlando City game. Downtown Orlando is just 12 minutes away and only 6 minutes to downtown Winter Park to enjoy all the fine dining and luxurious amenities. As for the Theme Parks, you are 35 minutes away from Disney World, Epic Universe/Universal, and less than an hour away from the nearest beach. Welcome home!

1945 Bering Avenue, Winter Park

$530,000

3 Beds ⋅ 2 Baths ⋅ Shores Lake Killarney SubDv. ⋅ 32789 Zip Code

Welcome to this beautiful home in highly sought-after Winter Park! This 3 bedroom 2 bath home in the desirable Shores of Lake Killarney will capture your attention for sure. It is well maintained and immaculately kept. Kitchen has plenty of cabinet and counter space, granite counter tops and tiled backsplash. The screened patio is cedar with stone flooring and has plenty of space to entertain! Open Mediterranean style patio is tucked in the back corner of the property. Circular, brick paved front driveway provides a nice touch on this corner lot. This home has a lot of space and is in a neighborhood with no HOA restrictions. You have plenty of room for entertaining and plenty of space to add a pool! It is within close proximity to shopping, restaurants, Sanford International Airport, the 417 and I-4. Deeded Lake Access to Lake Killarney. This seller is motivated so bring your offers!

212 Blossom Lane, Winter Park

$699,000

3 Beds ⋅ 2 Baths ⋅ Lakeview Terrace SubDv. ⋅ 32789 Zip Code

Rare find in Winter Park! This charming one-story pool home offers three bedrooms, two full baths, high ceilings, and an open floor plan—all at an incredible price point. The updated kitchen features gas appliances, a center island, breakfast bar, and a separate beverage fridge. Wood-look tile flooring runs throughout the home for a cohesive, modern feel. The spacious primary suite features French doors that open to a private patio with pool access. The en suite bathroom is oversized, with a large walk-in shower and double vanities. The garage has been temporarily enclosed and is air-conditioned, offering flexible bonus space that can easily be converted back. The home’s nearly 1,700 square feet do not include this additional area. Located just minutes from top-rated Winter Park schools, shopping, and dining. Don’t miss this opportunity!

1891 Bryan Avenue, Winter Park

$675,000

3 Beds ⋅ 2 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

LOCATION! LOCATION! LOCATION! EXPECT TO BE IMPRESSED IN THIS CHARMER LOCATED IN THE HEART OF WINTER PARK! Welcoming you and guests is an attractive curb appeal with walkways and pretty landscaping located on a nicely sized lot all fenced in for privacy. Sit back and relax in this easy, carefree, low maintenance home, desirably located in a peaceful & established community close to major highways. Breathe in some fresh air and walk to Park Avenue known for lots of shopping and delicious restaurants or open your front door & you’re invited into plenty of space to enjoy everyday living & entertaining in this generously sized 3 bedroom, 2 bath pool home offering 1,442 sq. ft. The charming kitchen delivers good looks with an eat in kitchen nook, plenty of storage and access to your outdoor patio made easy for grilling or relaxing. The family room open to the kitchen is light and bright allowing natural light in and creating a cozy atmosphere. Indoor and outdoor space combine perfectly, inviting you to enjoy delightful views and savor Florida living at its very best. Walk through the doors, sit on your enclosed porch, have a glass of wine and listen to the birds. Set on a generously sized homesite, this private backyard is bigger than most, offering a sparkling pool and plenty of room to throw a football & build a swing set. Thoughtfully set far from the busy family area, you'll find a nicely sized master suite with a walk in closet. Extra features include; a newer roof (2022) including new soffits and gutters! A thoughtful layout ensures that everyone will have their own personal space. COME SEE THIS CHARMING HOME LOVINGLY MAINTAINED AND MAKE IT YOURS TODAY!

2190 Temple Drive, Winter Park

32789 Zip Code 3 Bedroom Real Estate & Homes

Advanced Search

Map Search

Home Valuation

Browse All 32789 Zip Code FL 3 Bedroom Properties for Sale