32789 Zip Code FL 1/4 Acre Real Estate, Homes for Sale

2 Beds ⋅ 1 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Affordable 2-bedroom, 1-bath home in Winter Park with easy access to Downtown Winter Park, College Park, and the Dubsdread community. This spotless residence features fresh interior paint, an updated kitchen with granite countertops, a beautifully renovated shower bath, and continuous travertine flooring throughout for a clean, cohesive look. Major updates include a new roof (2023) and a recently replaced hot water heater for added peace of mind. Out back, you’ll find a detached unfinished bonus building—perfect for a future home office, workshop, art studio, or workout room. Washer and dryer are conveniently located inside this space.

765 Baffie Avenue, Winter Park

$405,000

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

WELCOME HOME to this rare Winter Park opportunity! Live minutes away Park Avenue in one of Winter Park’s most convenient hidden pockets. Rarely does a home become available on this quiet cul-de-sac directly across from Lake Bell — and this charming 2 bedroom, 2 bathroom bungalow delivers on location, character, and updates. Less than 5 minutes to Whole Foods, Winter Park Village, Trader Joe’s, and Life Time Fitness, and approximately 7 minutes to Park Avenue dining and shopping, you’re positioned in the heart of Winter Park. Inside, beautiful hardwood floors, abundant natural light, and a spacious living area create an inviting first impression. The updated kitchen features granite countertops, 42” white cabinetry, stainless steel appliances, and stylish terrazzo-inspired tile flooring. A versatile flex space offers options for a home office, formal dining room, or playroom. The enclosed sunroom provides additional square footage that could function as a den, secondary living space, or potential third bedroom. Both bathrooms have been fully remodeled with updated showers and modern vanities. The home sits on a generously sized lot and includes a storage shed for added convenience. Homes in this location rarely come to market — schedule your private showing today.

1028 Lake Bell Drive, Winter Park

$750,000

2 Beds ⋅ 1 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Sold Data Entry.

1441 Palm Avenue, Winter Park

$820,000

4 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Winter Park home.

664 Balmoral Road, Winter Park

$475,000

2 Beds ⋅ 1 Baths ⋅ Seville Park SubDv. ⋅ 32789 Zip Code

Virtually Staged. Welcome to 1036 Aragon Avenue, a charming Winter Park bungalow perfectly positioned in one of Central Florida’s most sought-after locations. Nestled along picturesque cobblestone roads and surrounded by mature, tree-lined streets, this move-in ready home captures the character and warmth that make Winter Park real estate so desirable. Located just one mile from Park Avenue, SunRail, and Rollins College, and only half a mile from Hannibal Square, local parks, and the Winter Park Library, this property offers an unbeatable blend of convenience, walkability, and lifestyle. As you step inside, you are greeted by a modern open floor plan enhanced with luxury vinyl plank flooring that flows seamlessly throughout the home. The spacious living and dining areas create an inviting environment ideal for both everyday living and entertaining. The updated kitchen serves as the heart of the home, featuring stainless steel appliances, granite countertops, and timeless white shaker cabinetry. Its thoughtful layout allows for easy conversation and connection while preparing meals, making it as functional as it is stylish. The oversized great room provides flexibility for relaxing, hosting guests, or creating a dedicated workspace. Both bedrooms are generously sized, offering comfort and versatility. The owner’s bedroom is especially appealing, complete with a custom closet organizer and direct access to a private paver patio—an ideal setting to enjoy Florida’s year-round sunshine. The bathroom has been tastefully updated with granite countertops and a shower/tub combination accented by classic white subway tile, creating a clean and timeless aesthetic. Outdoors, the secluded backyard offers privacy and future potential, with room to expand or customize according to your vision. Whether you are searching for a primary residence, a downsizing opportunity, or an investment in the heart of Winter Park, this property presents a rare chance to own a beautifully updated home in a prime location. Experience the charm, convenience, and lifestyle that 1036 Aragon Avenue has to offer. Schedule your private showing today.

1036 Aragon Avenue, 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

$850,000

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

Sold Data Entry.

1351 Mayfield Avenue, Winter Park

$1,200,000

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

Discover refined, modern living in the heart of Winter Park. Built in 2020, this beautifully designed four-bedroom, 2.5-bath pool home offers over 2,500 square feet of thoughtfully curated living space and is zoned for A-rated Audubon Park schools, combining newer construction, location, and top-tier education in one exceptional opportunity. The first floor offers an open, light-filled layout with a natural flow that feels both comfortable and functional. A sleek contemporary kitchen anchors the space with clean lines, generous storage, and a large island that naturally becomes the gathering point. It flows seamlessly into the main living and dining areas, creating an effortless environment for entertaining or everyday life. Upstairs, the primary suite feels like a true retreat, complete with a spacious en-suite bath and ample closet space. Three additional bedrooms provide flexibility for guests, a home office, or growing families. A versatile loft at the top of the stairs adds even more usable space, perfect for an office or secondary lounge. Beyond the doors, a private, fenced yard surrounds your pool, offering a seamless indoor-outdoor flow that’s ideal for weekend entertaining or everyday relaxation. Live steps from everything that makes Winter Park special, in a location that also provides fast access to I-4 for effortless connectivity throughout the city.

950 Aragon Avenue, Winter Park

$820,000

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

*Ask about a lender provided credit up to $12,500 on this home!*1927 Eland Avenue is a rare single family home for sale in Winter Park FL 32789, located on a quiet dead end street with no rear neighbors. This Winter Park home features a main residence plus a detached in law suite ADU built in 2022, offering exceptional flexibility for multi generational living, guest accommodations, or rental income potential. The main home offers three bedrooms and two bathrooms with real wood floors, Spanish Colonial architectural details, abundant natural light, and a functional open living layout. The primary bedroom and bathroom offer the opportunity to be expanded, allowing a future owner to customize and enhance the suite to their needs. Interior features include a wood beamed dining room, fireplace, and a built in bar with mini fridge, making this home ideal for entertaining and everyday living. Major updates include a 2015 roof, 2018 windows, and a 2022 HVAC system, providing added peace of mind for buyers seeking an updated home in Winter Park Florida. The detached in law suite cottage includes two bedrooms and one bathroom, along with a modern eat in kitchen featuring white cabinetry, butcher block countertops, and contemporary finishes. The guest house also offers its own laundry area and skylights that enhance the bright, open feel. A private brick paver patio creates a separate outdoor living space exclusively for the ADU. This ADU has the ability to be separately metered from the main house and can have its own independent address if desired. The main home’s outdoor living area includes an outdoor kitchen, brick paver patio, and a private backyard designed for relaxing and gatherings. Conveniently located near Lee Road, State Road 17-92, and Interstate 4, this property provides easy access to Winter Park, Maitland, College Park, and downtown Orlando. Buyers searching for a Winter Park home near Park Avenue, Rollins College, Winter Park Village, Trader Joe’s, SunRail, and the Winter Park Farmers Market will appreciate the central location and walkable lifestyle. This is a rare opportunity to own a versatile single family home with an in law suite ADU in one of the most desirable neighborhoods in Winter Park FL.

1927 Eland 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

$735,000

4 Beds ⋅ 4 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Seller may consider buyer concessions if made in an offer ~ Beautiful upgrades, a versatile layout, and the best of Winter Park at your doorstep! With Dubsdread Golf Course just around the corner and Fairbanks Avenue minutes away, this 4-bedroom, 3.5-bath CUSTOM BUILT HOME puts you in the center of it all – NO HOA required! Major systems have been well maintained; including a NEW A/C UNIT with UV lights (2025), FRESH INTERIOR PAINT, NEWER WATER HEATER (2021), double-pane windows, and the aerobic septic system was recently serviced (2022). All that is left is to move in and enjoy the lifestyle! This home’s flexible floor plan delivers TWO PRIMARY SUITES – one on the first floor and another upstairs – making it ideal for multi-generational living, in-laws, long-term guests, or simply room to grow. The downstairs suite features a spa-like en-suite bath with dual sinks, a SOAKING TUB, large glass shower, and a WALK-IN/THROUGH CLOSET that connects directly to the main floor laundry. Upstairs, the second suite offers a private bath and direct access to a balcony. The SECOND LAUNDRY ROOM upstairs and huge 30x11 BONUS/UTILITY ROOM provide even more convenience and space. At the heart of the home you will find a GOURMET KITCHEN, crafted with the home chef in mind offering an LG STUDIO REFRIGERATOR, INDUCTION COOKTOP, DOUBLE WALL OVEN, sleek stone counters and a complementary backsplash, upgraded cabinetry, and a large ISLAND with bar seating and chic pendant lighting. The kitchen flows seamlessly into the OPEN LIVING AND DINING AREAS, making everyday living or hosting family and friends a breeze. The LOFT at the top of the stairs delivers additional flexible living space and includes a wet bar with fridge, perfect for a casual hangout space, movie room, office space or anything else you or your family might need. TILE AND WOOD FLOORS, crown molding, and an abundance of natural light give the interior a modern yet timeless feel. Outside you will enjoy stylish curb appeal with a paver driveway – plus a COVERED LANAI overlooking a FENCED BACKYARD, and the spacious lot offers plenty of room for outdoor living. From golf, fine and casual dining to shopping, top-rated schools like Princeton Elementary, and easy access to I-4, 426, and 436, everything you love about Winter Park is right at your fingertips! This home offers the upgrades, the space, and the location you have been waiting for. Call today to schedule a tour and fall in love with your new HOME SWEET HOME!

675 Overspin Drive, 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

$389,900

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Turnkey living at its finest in Winter Park Gardens! This stunning first-floor, corner 2-bedroom, 2-bath residence has been fully renovated including a new ac and water heater in 2025! Enjoy peaceful views of the pool, pond, and lush 8.1-acre garden with walking paths right outside your door. Located in a welcoming 55+ community (open to younger owners), this home offers effortless living just 5 minutes to downtown Orlando and just a short drive to Park Avenue, Rollins College, Winter Park Tennis Center and Mead Gardens. A perfect blend of location, lifestyle, and low-maintenance luxury.

700 Melrose Avenue Unit M4, Winter Park

$290,000

2 Beds ⋅ 3 Baths ⋅ Sandlewood Creek Condo Ph 10 SubDv. ⋅ 32789 Zip Code

Tucked inside one of Winter Park's most sought-after zip codes, this FULLY RENOVATED two-story condo lives like a townhome — and feels like new construction. The main floor flows from a beautifully updated kitchen with new stainless appliances, contemporary finishes, and butcher block bar top into a bright open living space, with a convenient half bath for guests. Upstairs, both bedrooms are true primary suites — each with its own private en-suite bath, large closet, and oversized window. Major systems have all been replaced: new roof, new plumbing, new hot water heater, and new in-unit Maytag washer and dryer. Step outside to your screened patio just steps from the community pool. Walk to Park Avenue's celebrated restaurants, shops, and cafés. Zoned for Dommerich Elementary (9/10 GreatSchools) and Winter Park High School. This one is genuinely move-in ready — nothing to do but move in.

184 Sandlewood Trail Unit #2, Winter Park

$300,000

2 Beds ⋅ 1 Baths ⋅ Carver Town SubDv. ⋅ 32789 Zip Code

Discover a rare opportunity in the heart of Winter Park, where classic charm meets modern potential. Situated on one of the area’s most coveted streets, this residence is just minutes from Park Avenue, Rollins College, and Winter Park Village. The home features a light-filled, thoughtful layout with hard-to-find character. Offering incredible flexibility, buyers may choose to renovate and expand the existing structure to preserve its architectural heritage or start fresh and design a custom home from the ground up. Whether for a primary residence, a well-appointed second home, or an investment opportunity, this property represents exceptional potential in the core of Winter Park.

600 W Webster Avenue, Winter Park

$450,000

2 Beds ⋅ 1 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

Welcome to this charming 1935 Winter Park bungalow that blends timeless character with smart, modern upgrades in one of the city’s most walkable locations. This 2-bedroom, 1-bath home offers 1,002 square feet of thoughtfully updated living space, including a remodeled kitchen and bathroom (2021), newer ROOF (2021), Carrier A/C (2020), new flooring, and a tankless EcoSmart water heater. As you arrive, you’re welcomed by a charming old brick walkway with positive sayings painted along the bricks, adding warmth and personality to the curb appeal. The enclosed front porch creates a cozy bonus space with a swing—perfect for morning coffee or evening relaxation. The home features a separate dining area—a rare bonus in a bungalow this size—along with a surprisingly spacious kitchen offering abundant storage, modern appliances, butcher block counter, an over-the-stove microwave, and a space-saving 3-in-1 sink dishwasher. The bathroom showcases a luxury shower panel system with rainfall shower head and handheld spray. Additional upgrades include a GE electrical panel, ceiling fans in the living areas, and an interior utility room for added convenience. Walk to Hannibal Square, Park Avenue, Rollins College, SunRail, the Winter Park Library, and Rollins baseball field, with Trader Joe’s nearby and quick access to I-4. Whether you’re seeking a move-in-ready residence, income-producing investment, or a premium lot ideal for future luxury construction, this property offers exceptional flexibility and long-term value. Motivated seller—schedule your private showing today.

764 W Comstock 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

$470,000

2 Beds ⋅ 1 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Nice 2BR/1Bath plus office/nursery in the heart of Orwin Manor.

1564 Cavendish Road, Winter Park

$620,000

2 Beds ⋅ 2 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

Charming Mid-Century Winter Park bungalow with tremendous potential * Not ready to build a new home but would like to have that option someday? This property provides the unique opportunity of being move-in ready and not overvalued for the neighborhood * The majority of the homes on this quiet tree lined street are brand new or recently built. There is value in being one of the only remaining homesites to be rebuilt * Ready to either owner-occupy or lease ($2,095 per month lease just completed) while you take the appropriate amount of time to create your custom plans. Step inside to find beautiful, exposed hardwood floors with timeless warmth and elegance, while the updated kitchen and baths ensure the home is move-in ready for your convenience. The large, fenced backyard offers plenty of room for outdoor living, providing the perfect spot to relax or entertain * The carport features a laundry/storage area, adding even more functionality to the property * House has a durable metal roof, further enhancing its appeal and longevity. For those looking to create a custom masterpiece, the existing structure offers the option for redevelopment, allowing you to build a home that perfectly suits your vision * Owner painted the exterior, replaced the microwave and hot water heater last year * Located just off N Park Avenue and a short distance from Winter Park's main attractions, you'll enjoy proximity to Downtown Winter Park, Winter Park Farmers Market, Whole Foods, Winter Park Village, and Rollins College. Shopping, dining, and entertainment are all just moments away, making this an unbeatable location * Don’t miss the chance to make this rare find your own! Currently zoned for Lakemont Elementary, Maitland Middle and Winter Park High School *

1137 Oaks Boulevard, Winter Park

$168,500

1 Beds ⋅ 1 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

Welcome to Chateaux du Lac, a lakefront community in the heart of Winter Park, FL, offering an active and convenient lifestyle. Residents enjoy an impressive array of amenities including a heated community pool, clubhouse, lakefront community deck, BBQ area, resident-only boat ramp, community laundry facilities, and two on-site saunas. This second-floor one-bedroom, one-bath apartment features laminate flooring throughout, creating a modern and cohesive living space. The unit is ideally located close to shopping, dining, and everyday conveniences, making daily living easy and enjoyable. With lake access just steps away, you can take in the serene waterfront setting while still being minutes from everything Winter Park has to offer. Lawn care is included, ensuring a well-maintained and picturesque community year-round. Don’t miss this opportunity to enjoy lakefront living with resort-style amenities in one of Central Florida’s most desirable areas.

1500 Gay Road Unit 5, 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

$237,500

2 Beds ⋅ 2 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

DRAMATIC PRICE ADJUSTMENT! Million Dollar Lakefront View of Lake Killarney from Private Balcony and multiple Rooms in the Unit and View of Courtyard with it's Gracious Old Tree and Meandering Walkways from second Private Balcony. Once in a lifetime opportunity to own this meticulously maintained and updated Mid-Century Modern Character that says "Home" when you walk through the Door! Kitchen has been improved with raised Ceilings and expansive Wood Cabinets, Corian Sink and Countertops, Stainless Steel Appliances and expanded Pass-through Opening/Bar to Dining Room. Spacious Living and Dining Rooms with Lakeview. French Doors to Second Bedroom/Office with closets. Master Bedroom with en-suite Bath. Beautiful Cork Floors installed in all Living Areas. Tile in Kitchen and Baths. Ventless Washer and Dryer installed in Unit. Newer Double-Paned Energy-Efficient Windows. Unit has been replumbed. approximately 5 years ago. A/C and Water Heater new in 2025. Electric Panel replaced in 2019. You will love this close-in Winter Park Lakefront Community with all it's amenities, including Boat Ramp, 12 Boat Slips with Docks available for Lease to Owners, Waterfront Gazebo, Pool and. Clubhouse. Close to Shopping, Restaurants, Movie Theaters, Trader Joe's, Downtown Winter Park and Farmer's Market. Easy Access to I-4. Don't miss another Sunset! Call for a Private showing today!

2500 Lee Road Unit 229, Winter Park

$1,535,000

4 Beds ⋅ 4 Baths ⋅ Lake Killarney Shores SubDv. ⋅ 32789 Zip Code

Designed for elevated living in the heart of Winter Park, this custom-built pool home on the largest interior lot in the community combines timeless craftsmanship, modern comfort, and an unbeatable location just steps from premier shopping and dining. Featuring 4 bedrooms, 3.5 bathrooms, a private pool, and a spacious backyard, this stunning home is thoughtfully designed for both comfortable living and effortless entertaining. The open-concept floor plan is filled with natural light and showcases impressive attention to detail throughout. The chef’s kitchen anchors the main living space with 42" designer cabinetry, quartz countertops with tile backsplashes, an oversized butcher block island, and a farmhouse sink. A gourmet Viking stainless steel appliance package includes a gas range with hood, French-door refrigerator, top-control dishwasher, and a microwave drawer. The main level features a full guest suite with a walk-in closet and direct pool access, along with a welcoming family room highlighted by a gas fireplace and a wall of sliding glass doors overlooking the expansive backyard. Upstairs, the primary suite serves as a luxurious retreat with a generous walk-in closet and a spa-inspired en-suite bath featuring a soaking tub, custom-tiled glass shower, and a dual-sink vanity. An upstairs loft offers flexible bonus space ideal for movie nights, a play area, or casual gatherings. Outdoor living shines with a covered lanai perfect for dining and relaxing, a fully fenced private yard, and a 10’ x 25’ pool with a sun shelf, creating a true backyard oasis. Located in Lake Killarney Shores, a community of thoughtfully designed custom homes with private lake access via a resident-only boat ramp, giving access to one of the cleanest lakes in Orlando. This property is within walking distance to Winter Park Village and minutes from Trader Joe’s, Hillstone, Bulla, and other sought-after Winter Park destinations

507 Country Club Drive, Winter Park

$450,000

2 Beds ⋅ 1 Baths ⋅ Capens Add SubDv. ⋅ 32789 Zip Code

This Winter Park property offers exceptional potential in one of the most desirable and rapidly evolving areas of Central Florida. Zoned R-3, this parcel opens the door to redevelopment possibilities for builders, investors, or end users looking to create something special. Ideally located just minutes from Park Avenue and within walking distance to Winter Park Village, you’ll enjoy easy access to premier dining, shopping, entertainment, and lifestyle amenities. The property is also conveniently situated near Orlando Avenue, providing quick connectivity to surrounding areas. The existing structure is being sold as-is, and the true value lies in the land, zoning, and prime location. With ongoing redevelopment nearby and strong demand for new construction, this is an ideal opportunity to build a custom residence or explore allowable uses under current zoning (buyer to verify all development potential with the City of Winter Park). Whether you’re a builder, investor, or buyer with vision, this is your chance to secure a property in a high-demand corridor with long-term upside.Cash buyers and builders welcome. No HOA. City water and sewer. 32789 zip code.

841 W Swoope Avenue, Winter Park

$475,000

2 Beds ⋅ 3 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code

Lakefront townhome in desirable Killarney Bay directly on Lake Killarney, offering 2 bedrooms, 2.5 baths, and a one-car carport. This spacious residence features an open living and dining area that flows to a screened porch, perfect for relaxing and enjoying tranquil lake views in a well-maintained complex. Both bedrooms are upstairs for privacy, each with its own bath. A convenient half bath is on the main level for guests. Enjoy community amenities including a swimming pool and a waterfront deck just 30 feet away, ideal for soaking in sunsets and lakeside breezes. All of this in an unbeatable location, just minutes from Winter Park Village, Trader Joe’s, Whole Foods, Park Avenue, dining, and shopping, with easy access to major roads for commuting.

630 Killarney Bay Court Unit 3, Winter Park

$1,380,000

4 Beds ⋅ 4 Baths ⋅ Sylvan Heights SubDv. ⋅ 32789 Zip Code

Welcome to 1751 Goodrich Ave, a beautifully designed residence in the heart of Winter Park! This 4-bedroom, 3.5-bath home showcases thoughtful contemporary architecture with 10' ceilings on both floors, and an open-concept layout that effortlessly blends style and function. With large double paned windows throughout, this home is drenched with an abundance of natural light. High-end finishes continue through the home with a level 5 finish on all walls, spray foam insulation, solid-wood doors, designer shades on every window, and custom closet systems. The showstopping chef-inspired kitchen was designed to entertain with an expansive island, seating 6, and premium finishes- including custom cabinetry, quartz countertops, soft close cabinets and drawers, a concealed Bosh dishwasher, a 48" Thermidor 6-burner gas range, and a Viking Refrigerator. The kitchen seamlessly flows into the living room and dinning space, and also offers easy access for indoor/outdoor entertaining with the telescoping sliding glass door. Outside, you will find the extended patio with plenty of room for hosting friends and family under the bistro-lighting while cooking at the summer kitchen (grill, fridge, range hood). Back inside, you will find a laundry room, half bathroom, and downstairs bedroom with an ensuite offering flexibility to the first floor. Upstairs, you are greeted with a small loft space, 2 bedrooms with a Jack-and-Jill bathroom, and an exquisite primary suite. The primary suite is a true retreat with a large balcony, his and her walk-in closets, and a spacious primary ensuite, featuring a beautiful soaking tub, designer tile, quartz countertops, and great natural light. All upstairs bedrooms are also equipped with motorized black-out shades. This residence is modern, refined, and impeccably curated, offering elevated indoor-outdoor living just minutes from Park Avenue, AdventHealth Winter Park, Rollins College, museums, dining, shopping, and all that Winter Park has to offer! Reach out to schedule your private tour today.

1751 Goodrich Avenue, Winter Park

$315,000

4 Beds ⋅ 2 Baths ⋅ Olympia Heights Annex SubDv. ⋅ 32789 Zip Code

Back on Market — Buyer’s financing fell through. This well-maintained Dubsdread District home is ready for its next owner! Previously under contract within 10 days, the property is back on the market due to a change in the buyer’s ability to secure finances — NO fault of the home. Featuring over 1,500 sq ft on a generous .22-acre lot across from the 5th tee at Dubsdread Golf Course, this updated 4-bedroom residence offers a 2023 rear addition, screened porch, and Florida room, along with major system upgrades including a 2020 roof, 2023 tankless water heater, new windows with transferrable warranty (2023), and updated electrical and plumbing. Move-in ready!! This is a rare opportunity to own a golf-adjacent home in one of Winter Park/College Park's most desirable neighborhoods—don’t miss it! — schedule your showing today. Seller welcomes clean, straightforward offers and is motivated to move efficiently.

2249 Minnesota Avenue, Winter Park

$669,000

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

Well-maintained and beautifully upgraded, this exceptional home is located in the highly desirable Dubsdread Heights neighborhood of Winter Park. Offering 4 bedrooms and 2.5 baths (with the 4th bedroom downstairs currently used as an office/den), every detail of this residence has been thoughtfully enhanced. Recent major upgrades include a new roof (2024), new HVAC systems (2024/2025), and upgraded flooring throughout. The gourmet open kitchen features solid cabinetry, a tile backsplash, NEW French Door Refrigerator and an oversized island that flows seamlessly into the inviting family room, highlighted by a stunning gas fireplace. Architectural details abound, including framed windows, 8-foot solid core doors, custom crown molding, and a triple set of French doors that enhance the home’s character and charm. The oversized primary suite is a true retreat, featuring a spa-like bath with an extra-large double vanity, walk-in closet, jetted tub, spacious shower with steamer, and a private covered Juliet balcony. A large downstairs office/study/den with French doors offers flexibility for work or additional living space. The pavered driveway leads to a detached, oversized 2-car garage with air conditioning and an insulated garage door. Outdoors, the backyard is a private oasis with brand-new vinyl fencing and a generous covered patio—perfect for relaxing or entertaining. Ideally located near Dubsdread Golf Course and just minutes from I-4, Winter Park, and College Park shopping, dining, and professional services, this home offers luxury, comfort, and convenience in one exceptional package. Fireplace has never been operated nor is a propane tank on site.

681 Overspin Drive, Winter Park

$154,000

1 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

Stunning 1 bedroom 1 bathroom GROUND FLOOR condo in sought after Lakeside Manor. The spacious and open floor plan has been completely updated and features luxury vinyl floors in main living areas and updated tile in kitchen and bathroom. The kitchen features newer wood cabinets, stone counters and stainless steel appliances and a gorgeous designer backsplash. The condo windows have been updated and also feature custom shutters for a designer touch and privacy. Lakeside Manor is a Lakefront community that offers private access to Lake Killarney a 239 acre spring fed lake, private boat ramp, residents will enjoy access to boat slips (based on availability, charge is $35/month), community pool, guest parking, extra parking $35 if available, community laundry room, outdoor grill and picnic tables. Lakeside Manor is located minutes from Winter Park Village, shopping, dinning and has easy access to Rollings College, UCF, Valencia Downtown Campus, I-4 and Downtown Orlando and Park Ave shopping district.

2500 Lee Road Unit 110, Winter Park

$1,650,000

5 Beds ⋅ 7 Baths ⋅ Orange Grove Sub SubDv. ⋅ 32789 Zip Code

PRICE IMPROVEMENT! This exceptional custom residence, built by Meridian Homes and designed by Zero Latitude, offers a rare combination of thoughtful architecture, high-end finishes, and modern functionality. Interior design by Lauren Ayers Interiors sets a refined tone throughout, complemented by curated details such as Rifle Paper wallpaper, accent walls, and wide-plank hardwood flooring by Britannia Flooring. The home features five bedrooms, five full baths, and two half baths, including a first-floor primary suite with a spacious walk-in closet and a spa-inspired bathroom showcasing upgraded imported tile and a large walk-in shower. The main level also includes a powder room, laundry room, a private home office with doors, and a guest suite—ideal for multigenerational living or overnight guests. At the center of the home is a chef’s kitchen with an abundance of custom white cabinetry by Monarch Kitchens and Bath, paired with a striking oversized blue island with seating for four plus additional space for a dining table. Premium appliances include a Wolf oven, GE Café double oven/microwave, refrigerator, and beverage fridge, along with a Thermador dishwasher. The kitchen flows seamlessly into the family room, which features an electric fireplace and custom built-ins, creating an inviting space for everyday living and entertaining. Upstairs, three additional bedrooms each offer private baths featuring custom cabinetry, fixtures, and tile, along with generous closet space, plus a versatile bonus area-ideal as a second family room or media space. Outdoor living is equally impressive. A covered rear lanai overlooks a heated saltwater pool and hot tub, complemented by a summer kitchen with a high-end built-in, vented gas grill, sink, and under-counter refrigerator. An outdoor shower and pool-half-bath complete this resort-style setting. Additional highlights include: floor-to-ceiling imported tile in every bathroom, Custom wrought iron stair railings, Custom wood plantation shutters on all windows, an Automatic driveway gate, a Built-in surround sound system, and a “Control4” whole-house smart system with integrated security, as well as a 2-car garage. This meticulously designed home delivers uncompromising quality, comfort, and convenience in a warm, quiet setting, making it ideal for both everyday living and entertaining. Ideally located in the heart of Winter Park, close to the area's top-rated schools, parks, the YMCA, the boutiques and restaurants on Park Ave, and also minutes from Rollins College and downtown Orlando. Do not miss this opportunity to live in this sophisticated, luxurious home. Schedule your private appointment today.

1861 Taylor Avenue, Winter Park

$237,500

2 Beds ⋅ 2 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

Attention lake enthusiasts! This is your opportunity to enjoy true waterfront living without the cost or maintenance typically associated with it. Located on beautiful Lake Killarney in sought-after Winter Park you will enjoy an array of amenities including a private boat ramp, a large open boat dock where you can feed the fish and turtles, picnic areas, clubhouse and resort style community pool overlooking the water. This rare 2-bedroom, 2-bath residence offers stunning lake views from the living room, bedroom, and private balcony, creating a peaceful retreat you’ll love coming home to. The home features thoughtful upgrades throughout, including a beautifully updated kitchen with upgraded appliances, induction range with air fryer, soft-close cabinetry and drawers, and a large pantry closet. Crown molding and recessed lighting enhance the space and highlight the luxury vinyl plank flooring throughout. Additional improvements include a new A/C system and tankless water heater, helping to keep the home energy efficient. The community also offers two on-site laundry facilities with private storage units for added convenience. Perfectly situated in highly desirable Winter Park, you’re just minutes from shopping, dining, and everyday essentials. This quiet lakeside community is only steps away from your favorite coffee shop or a casual evening drink. Wake up to lake views, unwind on your private balcony, and enjoy the relaxed Winter Park lifestyle you’ve been dreaming of. Opportunities like this are rare—schedule your private showing today and experience Lake Killarney living for yourself.

2500 Lee Road Unit 228, 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

$1,750,000

4 Beds ⋅ 3 Baths ⋅ Sylvan Heights SubDv. ⋅ 32789 Zip Code

Under Construction. NEW CONSTRUCTION – Under Construction. Welcome to Winter Park! This stunning modern residence is meticulously designed and ideally located near everything. This beautifully crafted home features 4 bedrooms, 2.5 bathrooms, and 2,350 square feet of living space, plus an additional 1,247 square feet of terraces and lanai. The open-concept kitchen showcases quartz countertops, custom cabinetry, and stainless steel appliances, perfect for both everyday living and entertaining. Step outside to the private lanai, where you can enjoy a summer kitchen, pool, and lushly landscaped backyard, creating an ideal indoor-outdoor lifestyle. From the moment you enter, the home is filled with warm natural light and high-quality finishes throughout, creating a welcoming atmosphere. The primary bedroom is conveniently located on the first floor, offering privacy and comfort along with an inviting, functional layout. The second floor features three additional bedrooms, two bathrooms, and two expansive terraces, perfect for relaxation or entertaining. Located just minutes ( 1.25 Miles ) from Park Avenue Restaurants and shopping district, 15 min from Downtown Orlando, and an array of fine dining, boutique shopping, museums, and local cafés, this exceptional home offers modern luxury in an unbeatable location.

1840 Anzle Avenue, 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

$955,000

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

Beautifully updated 4BD/3.5BA townhome in highly sought-after Virginia Heights, just steps from Park Ave, Rollins College and zoned for AudubonK-8! This spacious 2,824 SF home features two primary suites—one on each level—ideal for guests or multi-gen living. Gorgeous hardwood liketile floors throughout, high ceilings, crown molding, and two fireplaces add timeless elegance. The chef’s kitchen includes cherry cabinetry, solid-surface counters, stainless steel appliances, and gas range. Upstairs bonus room is perfect for office or den. There are so many recent updatesincluded, but not limited to: roof (2022), water heater (2023), and HVAC (2021) Enjoy the outdoors from the covered deck, or private balcony.Low-maintenance yard with irrigation 1-car garage, upstairs laundry, and and optional HOA that includes access to private Lake Virginia park.Don’t miss this move-in-ready gem in the heart of Winter Park!

512 Clarendon Avenue, Winter Park

$1,005,000

4 Beds ⋅ 3 Baths ⋅ Osceola Court SubDv. ⋅ 32789 Zip Code

Set in one of Winter Park’s most sought-after locations, this 1940 home delivers something that’s hard to recreate: walkability, character, and flexibility. Just steps from Downtown Winter Park, iconic Park Avenue, and Rollins College, with private access to Lake Osceola, the location alone sets this property apart. The home offers the charm of a historic build without the restrictions of a historic designation, giving the next owner freedom to update, expand, or personalize as they choose. Inside, you’re welcomed by a proper foyer with original hardwood floors (currently painted white and able to be refinished) and crown molding throughout. A thoughtfully used desk nook sits beside the staircase, making great use of the space. To the left, the formal living room features a true masonry, natural gas fireplace and flows into a bright dining room that connects to a cozy family room—an enclosed former porch with French doors opening to the screened porch beyond. The renovated kitchen is stunning, featuring Carrara marble countertops, stainless steel appliances including a gas range, a pantry with custom storage, breakfast bar, and dry bar. The primary suite is located on the first floor and was formerly a garage conversion, now offering high ceilings, an en suite bath, built-in dressers, a walk-in closet with stackable washer and dryer, and French doors leading to a charming private courtyard. Upstairs are three additional bedrooms and a full bath with double sinks, subway tile and bead-board accents. The largest upstairs bedroom, once the original primary, includes a half bath, generous space for a seating area or desk, and French doors opening to a covered balcony. The fourth bedroom includes access to a full-size walk-in attic with ventilation and heat removal system—offering future expansion potential. Outdoor living is just as inviting, with a screened porch complete with natural gas grill hookup and sink, plus a fully fenced backyard featuring artificial turf, a circular paver patio, and an adorable shed designed to match the home. Major updates include a metal roof (2020), updated plumbing, electrical, windows, and doors (2012), tankless gas water heater, and whole-house generator. Additional perks include a transferable termite bond and covered parking pad. A rare opportunity to own a true Winter Park home where location, charm, and long-term potential come together. Motivated Seller!! Call today to schedule your private showing.

244 Osceola Court, Winter Park

$200,000

2 Beds ⋅ 1 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

Investor Special – Fixer Upper Opportunity in Winter Park / College Park Area. Rare opportunity to acquire a true fixer-upper in the desirable Winter Park area of College Park. This 2 bedroom, 1 bathroom property needs a full renovation and is being sold as a shell—perfect for investors or builders looking for their next project. Situated on an oversized lot at the end of a quiet dead-end street, the location offers both privacy and strong potential. Conveniently located near I-4, Park Avenue, restaurants, shopping, and popular area attractions. With its prime location and generous lot size, this property presents an excellent opportunity to renovate, rebuild, or reimagine. Ideal for investors seeking value-add potential in a highly sought-after area.

1996 Indiana Avenue, Winter Park

$1,449,999

5 Beds ⋅ 4 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

BRAND NEW CONSTRUCTION COMPLETED APRIL 2026, MOVE-IN READY. 2-year builders' warranty! This 3,164 sqft home at 1523 Miller Ave, Winter Park, FL 32789 combines modern design, high-end finishes, and an unbeatable central location. Featuring 5 bedrooms, 4 full bathrooms, and a private salt-water pool, the home is designed for both everyday comfort and effortless entertaining. The open L-shaped living, kitchen, and dining area is filled with natural light and anchored by a 4-panel grand pocket slider that fully retracts, opening the entire living space to the covered patio for true indoor-outdoor living. The chef’s kitchen overlooks the main living area and flows seamlessly outside to a fully equipped outdoor kitchen with grill, sink, and fridge, complemented by a spacious seating area and pool—ideal for hosting year-round. Additional highlights include a shingle roof with metal accents, a pergola accenting the front of the garage, and clean architectural lines that elevate the curb appeal. The floor plan offers flexibility with generous bedroom sizes and well-appointed full baths, while the backyard retreat centers around the sparkling salt-water pool. Location is a major advantage—2 minutes to I-4, 4 minutes to Mills Avenue, 5 minutes to Park Avenue, 10 minutes to Downtown Orlando, and approximately 20 minutes to Disney, placing dining, shopping, nightlife, and major employers all within easy reach. A rare opportunity to own a brand-new construction home in one of Winter Park’s most connected neighborhoods.

1523 Miller Avenue, 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

$350,000

Lawndale SubDv. ⋅ 32789 Zip Code

Great buildable lot centrally located close to I-4 for easy access. Please consult the zoning and planning Dept. for info and guidelines for building. The lot has single family homes on both sides of it and faces a retention pond area across the street. Front half of the lot is cleared. Back half of the lot is wooded. Paved road frontage. Sign on the property. Bring your offers. Seller will not hold mortgage note.

2002 Indiana Avenue, Winter Park

$1,115,000

4 Beds ⋅ 4 Baths ⋅ Temple Estates SubDv. ⋅ 32789 Zip Code

In the heart of Winter Park, this extensively renovated modern farmhouse offers exceptional value for the location. A circular drive and inviting front porch welcome you into light-filled living spaces enhanced by all-new energy-efficient windows, custom millwork and designer finishes throughout. The functional layout includes a first-floor guest suite, additional well-appointed bedrooms and updated baths. The kitchen is updated, featuring custom cabinetry, stone countertops and stainless appliances. The family room flows to a covered lanai and summer kitchen, overlooking a paver deck, pool, fire pit and putting green, ideal for year-round entertaining. The fully fenced backyard offers privacy and access to a detached garage with additional storage. Upstairs, the primary suite features a private balcony, a sitting area, a walk-in closet, and a spa-inspired bath with a freestanding tub and an oversized shower. An additional upstairs fourth bedroom en suite, used as a gym, offers flexibility for a home office or nursery. Renovated with quality and intention, including updated systems and recent roofs. Ideally, across from Phelps Park and just a few blocks from Interlachen Country Club and Winter Park Racquet Club.

1673 Mayfield 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

$184,900

1 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

Lakefront Lifestyle in Winter Park—Under $200K! Live the resort life for less! This stunning, move-in ready retreat in the heart of Winter Park offers rare, direct access to the 239-acre, spring-fed Lake Killarney. Enjoy exclusive resident-only amenities, including a private boat launch, boat slips, an updated dock, and a tranquil lakefront gazebo. Perfectly located just minutes from the world-class shopping and dining of Winter Park Village, this home provides the ultimate balance of peaceful lakeside serenity and city convenience. The interior is just as impressive as the location. This charming, sun-drenched unit features an open-concept layout with gorgeous engineered wood flooring and a sleek kitchen upgraded with granite countertops. It’s a smart, stylish, and incredibly rare find that’s perfectly priced to sell. Whether you are looking for a low-maintenance home or a serene weekend getaway, this property delivers. Don't let this opportunity slip away—schedule your private showing today!

2500 Lee Rd. Unit 222, Winter Park

$459,900

Golfview SubDv. ⋅ 32789 Zip Code

Ready to build your dream home or invest in one of Winter Park’s most desirable locations? This oversized, one-of-a-kind lot is ideally situated just across from Dubsdread Golf Course and only minutes from Park Avenue, Winter Park Village, dining, shopping, and entertainment. Enjoy convenient access to major roads while still being nestled in a highly sought-after neighborhood. Located within a top-rated school district, including Princeton Elementary. A rare opportunity in Winter Park—don’t wait to make this exceptional property yours.

3601 Midiron Drive, 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

$899,000

Fairbanks Park SubDv. ⋅ 32789 Zip Code

Rare corner lot with stunning views of Lake Midget, located in the heart of Winter Park within an area of modern new-construction homes. This build-ready property offers an exceptional opportunity to create a custom residence in one of the city’s most desirable neighborhoods. Just minutes from Park Avenue and Winter Park Village, with easy access to premier dining, shopping, and entertainment. Lots like this are seldom available. Whether you’re envisioning a custom residence or an investment in one of Central Florida’s most desirable neighborhoods, this is a truly rare opportunity in the heart of Winter Park.

731 Midget Drive, Winter Park

$2,600,000

6 Beds ⋅ 7 Baths ⋅ Lake Killarney Shores SubDv. ⋅ 32789 Zip Code

Completed in 2020, this exceptional Winter Park lakefront estate blends refined architecture, thoughtful design, and effortless indoor-outdoor living on Lake Killarney. Beyond the gated courtyard-style entrance, the main residence offers 5 bedrooms, 4 full baths, and 2 half baths, complemented by a detached in-law studio ideal for guests, extended family, or a private home office, with a full bath, walk-in closet, and a dry bar with a mini refrigerator. Behind the home, the rear lawn stretches down to the lake where an oversized boat dock provides direct access to Lake Killarney for watersports or breathtaking sunset cruises. Enjoy a large deck, and an upgraded boat lift with 2 motors and a high-capacity cradle to accommodate a variety of boats. Throughout the home, a timeless neutral palette creates a warm and inviting space with modern elegance. An impressive open dining area greets you with soaring 2-story ceilings accented by exposed beams, and is adjoined to the kitchen by a well-appointed butler’s pantry for seamless hosting, complete with a dry bar and wine refrigerator, and a walk-in pantry. The kitchen is a true showpiece, with exceptional floor-to-ceiling cabinetry, 48” natural gas range with dual convection ovens, 2 dishwashers, and a built-in coffee/espresso machine. Anchoring the space, a large quartz-covered island offers 2 faucets plus a filtered water dispenser, and a butcher block prep space. The light-filled living room impresses with dramatic ceilings, a striking gas fireplace, and 10’ sliding glass doors that stack open to the covered lanai. A true extension of the home, the outdoor living experience is exceptional, featuring a summer kitchen, pool bath with an outdoor shower, and remote-controlled screens for year-round enjoyment. The resort-style pool and spa includes a sun shelf, all wrapped in travertine decking, overlooking the lake to provide a tranquil setting for relaxing with friends & family. Completing the main level is a private downstairs guest suite or home office, with a full bath and walk-in closet. Upstairs, the split-bedroom plan is separated by a versatile loft/bonus area with a dry bar and beverage fridge, ideal for a secondary living room, playroom, or study. Designed to embrace the home’s exceptional lakefront setting, the spacious primary retreat captures lake views through expansive glass doors, from the private balcony, and from the en-suite bath. The primary bath is luxurious, and thoughtfully designed to be a true sanctuary, with a freestanding soaking tub positioned to enjoy lake views, and a large glass-enclosed steam shower. Enjoy a very generous walk-in closet, with extensive built-ins and a center island that create a boutique-style dressing experience. The upper level also includes three additional bedrooms with wood floors, high ceilings, and easy access to 2 full bathrooms, plus a functional laundry room conveniently located off the bonus area. Perfectly positioned in Winter Park, with shopping, dining, and everyday conveniences just blocks away at the new and improved Winter Park Village, and the vibrant energy of the famed Park Avenue only minutes from your door, this lakefront home delivers the rare combination of newer construction and exceptional waterfront living—without compromise.

560 Country Club Drive, Winter Park

$195,000

2 Beds ⋅ 1 Baths ⋅ Aragon Condo SubDv. ⋅ 32789 Zip Code

Welcome to 851 Miles Ave #13, a beautifully renovated 2-bedroom, 1-bathroom second-floor condo in the heart of charming Winter Park, FL 32789! Meticulously updated since 2023, this home blends modern luxury with effortless comfort and is truly move-in ready. As you step inside, you’ll be greeted by elegant porcelain tile flooring throughout—offering both durability and a look that’s easy to maintain. The heart of the home, the kitchen, has been completely reimagined with sleek granite countertops, fresh cabinetry, and contemporary finishes that make cooking and entertaining a joy. The bathroom has also received a full renovation, featuring granite countertops and updated fixtures that enhance both style and function. With thoughtful design at every turn, this condo feels fresh, bright, and uniquely yours. Situated on the second floor for added privacy and natural light, this unit provides a peaceful retreat while still being close to all that Winter Park has to offer. Enjoy being minutes from Park Avenue, with its array of boutique shopping, acclaimed restaurants, art galleries, and outdoor markets. Explore scenic parks, lakeside boat tours, cultural attractions, and community events that make Winter Park one of Central Florida’s most desirable places to live. Whether you’re searching for your next home or an exceptional investment opportunity, 851 Miles Ave #13 showcases stylish updates, quality finishes, and a location you’ll love. Don’t miss your chance — schedule a showing today!

851 Miles Avenue Unit 13, 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

$630,000

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

SELLER MOTIVATED!! Potential of an extra one percent for closing costs, just ask your agent!! A FULLY MODERNIZED 5-bedroom, 3-bathroom home offering Modern style, flexibility, and comfort and its own ATTACHED 2bed/1 Bath IN-LAW SUITE!!! Step inside to an open and airy layout featuring Luxury vinyl plank flooring, fresh neutral paint, and large windows that fill the home with natural light. The upgraded kitchen is a true showstopper — boasting shaker cabinets, quartz countertops, subway tile backsplash, and stainless steel appliances with stylish hardware accents. Located just a 10 minute walk to Lake Killarney and a 3 minute walk to Killarney Elementary School! What is even more fantastic is the distance to I-4 is literally just 2 minutes away for fast and convenient travel to and from downtown Orlando and just 10 minutes from Park Avenue Winter Park!! So many restaurants, parks, local shops and family activities, Especially during the holidays!! Come see this home with potential income and your own private 3/2 as well. This home includes a versatile 2-bedroom, 1-bath in-law suite with its own private entrance, perfect for extended family, guests, or rental potential. Enjoy extra living space in the spacious Florida room, ideal for entertaining, relaxing, or creating the perfect indoor-outdoor flow. With its thoughtful upgrades and multi-generational layout, this home blends functionality with timeless design — truly move-in ready and waiting for you to make it your own!

2612 Roxbury Road, Winter Park

$1,575,000

4 Beds ⋅ 4 Baths ⋅ Tangerine Court SubDv. ⋅ 32789 Zip Code

Welcome to 1780 Mizell Avenue, a masterpiece where timeless charm meets modern luxury. This 4-bedroom, 4-bathroom plus office single-family residence offers 2,743 square feet of finely curated living space designed for the discerning buyer who values sophistication, comfort, and convenience. Perfectly positioned just moments from downtown Winter Park’s boutique shopping, fine dining, and Chain of Lakes; this home embodies the best of upscale Florida living. Step inside and experience the 10-foot ceilings, level 5 walls, hardwood flooring and upgraded designer lighting that set an elegant tone throughout. The first-floor master suite is a serene retreat featuring a custom walk-in closet and a spa-inspired bath with wall-to-wall tile, a frameless glass shower enclosure, Kohler three-way shower system, and a freestanding soaking tub. The chef’s kitchen is a masterpiece in itself, equipped with a Viking range, paneled Fisher & Paykel refrigerator, wine fridge, and granite countertops, all framed by sleek custom cabinetry and sophisticated finishes. Dual Trane HVAC systems with Nest smart thermostats ensure year-round comfort with effortless control. The home office, adorned with custom millwork and direct pool access, provides an inspiring space for work or study, ideal for today’s lifestyle. Outdoor living is equally impressive. Entertain in style with a 9-foot stainless-steel summer kitchen, outdoor shower, and a spacious backyard perfect for gatherings or quiet relaxation. Additional highlights include a two-car garage with an epoxy-coated floor, pre-wired EV charger, glass stair railing, and a cozy electric chimney feature adding warmth and character to the main living area. Located in one of Winter Park’s most established neighborhoods residents enjoy top-rated schools, tree-lined streets, and proximity to award-winning restaurants and the Chain of Lakes, all within walking distance. This is more than a home, it’s a statement of luxury, design, and lifestyle. Offered exclusively at 1780 Mizell Avenue, Winter Park, FL where sophistication meets everyday comfort.

1780 Mizell Avenue, Winter Park

$445,000

4 Beds ⋅ 2 Baths ⋅ Blk C Pt Rep 02 SubDv. ⋅ 32789 Zip Code

Back on the market after buyer was unable to obtain financing; inspection was completed and seller has addressed multiple items identified during the inspection process. Exceptional opportunity This 4-bedroom, 2-bath property offers approximately 1,450 square feet of living space features a spacious backyard and is ideally located just minutes from Downtown Winter Park, within the highly desirable 32789 zip code. It is within close distance to Mead Botanical Garden and just over one mile from Rollins College. With ongoing redevelopment in the area this property presents strong upside potential amid Winter Park’s continued revitalization.

1347 Orchid Avenue, 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

$899,000

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

Nestled on the shores of private, skiable Lake Killarney, this beautifully updated and absolutely adorable 2-bedroom, 2-bath home offers a rare opportunity to enjoy true lakefront living without the upkeep of a large estate. Perfect as a full-time residence, a weekend lake escape, a snowbird retreat, or even an income-producing short-term rental (as previously used by the current owners), this charming property delivers the ultimate blend of convenience, recreation, and Winter Park lifestyle. Wake up to serene water views, spend your days boating across crystal-clear Lake Killarney, and end each evening with breathtaking sunsets on the water. From your private dock, you can cruise straight over to Hillstone for happy hour or pull up to Trader Joe’s for a quick grocery run—the kind of effortless, magical living that only this lake can offer. Located just minutes from Park Avenue’s boutique shops, fine dining, and cultural attractions, this home feels worlds away while keeping you close to everything you love. Whether you're wanting to downsize and have low maintenance, a seasonal resident seeking a warm-weather sanctuary, or a local looking for the perfect weekend getaway to store your boat, this home delivers a lifestyle unlike anything else in Winter Park. A unique location, a turn-key home, and an unmatched lake experience; this Lake Killarney gem is a must-see and you won’t want to miss it.

560 Ololu Drive, Winter Park

$420,000

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

32789 Zip Code! Welcome Home to 1847 Azalea Ave! Discover the charm and convenience of this beautiful one-story home located in the heart of Winter Park. The home is complete with 4 Bedrooms, 2.5 Bathrooms, and 1,477 square feet of living space. This recently renovated property offers brand new features throughout and is move-in ready, ideal for a first time home buyer or investor. Park Ave is minutes away plus close proximity to all of Winter Park's local shops, entertainment, and restaurants. Roof (2022) A/C (2020). Don’t miss the opportunity to own this move-in ready home, call today to schedule your private showing!

1847 Azalea Avenue, Winter Park

$1,150,000

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

Prime Location! Step into the charm of Old Winter Park in this uniquely designed one story, four bedroom, three bath home located off the Via’s in Lake Knowles Terrace. Built in 1951 and thoughtfully renovated in 1998, this home offers soaring ceilings, generous light from skylights, and a layout that embraces both privacy and togetherness. Enjoy two spacious en-suite bedrooms, ideal for multi-generational living or hosting guests. The open-concept living area flows into a large lanai with a cathedral ceiling and a screened-in lush garden courtyard featuring a fish pond, creating a seamless indoor-outdoor experience perfect for year-round entertaining. The lanai brings the total square footage of living space to over 3000 sf. Take in tranquil views of Lk Wilbar, nestled in a quiet, established neighborhood just a mile away from everything: Park Avenue shopping and dining, top-rated hospitals, the YMCA and two well known country clubs. This property of 9, 787 sf has endless opportunities to make it the perfect home for you and your family. Call to schedule a tour today!

1611 Walnut Avenue, 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

$622,500

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

Welcome to 1835 Jessica Court in Winter Park’s highly desired Waterbridge community. This beautifully maintained 2-bedroom, 2-bath residence offers a spacious, well-designed interior and a private pool, creating an exceptional blend of comfort, quality, and effortless Florida living. Recent enhancements include Roof 2023, A/C 2024, Pool Pump 2023, Pool Filter 2024, new flooring, fresh interior paint, upgraded baseboards, and an updated vanity in the guest bathroom, giving the home a refined and refreshed feel throughout. The open layout provides flexible living and dining spaces suited for a variety of lifestyles, while the 2-car garage adds convenience and valuable storage. A screened back patio extends the living area and offers a comfortable outdoor space overlooking the private pool, designed for serene enjoyment with minimal upkeep. Waterbridge residents enjoy access to community tennis courts and walkable surroundings. Centrally located between Park Avenue, Baldwin Park, and Audubon Park, this home provides quick access to dining, boutique shopping, local markets, and outdoor recreation. Nearby schools include Brookshire Elementary, Glenridge Middle School, and Winter Park High. This property delivers a rare combination of updates, location, and ease in one of Winter Park’s most convenient and sought-after neighborhoods.

1835 Jessica Court, Winter Park

$415,000

2 Beds ⋅ 2 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

Don't miss this rare opportunity to own a slice of historic Hannibal Square! This 2 bed 2 bath bungalow showcases an open floorplan with high-vaulted ceilings in the main living areas, plenty of natural light, and a separate indoor laundry room. The paver patio on the side of the home offers a nice added space for dining and entertainment. It is one out of only a handful of lots to have a view of MLK Park, made even better by our Florida sunsets, which can be seen right from the kitchen window! This home is perfect for anyone seeking a high-convenience and low-maintenance lifestyle. The location puts you right in the heart of town with scenic walks to Winter Park's famous Park Avenue, Hannibal Square, Winter Park Village, The WP9 Golf Course, Rollins College, and plenty more. There are endless options for shopping, entertainment, events, and dining. As the saying goes, "LOCATION, LOCATION, LOCATION!" Home Facts: Metal Roof (2019). AC (2018). Water Heater (2024). Vinyl Flooring (2025). Repiped supply and drain lines. Freshly painted living space. Washer and Dryer included. Spray foam insulation in attic to reduce energy bills. Turnkey and ready for her new Owner!

875 W Lyman Avenue, Winter Park

$290,000

2 Beds ⋅ 1 Baths ⋅ Lake Killarney Condo SubDv. ⋅ 32789 Zip Code

Welcome to Lake Killarney Living ... Where Winter Park charm meets everyday convenience. Furniture negotiable, offering added flexibility for buyers or investors. Discover this beautifully appointed 2-bedroom, 1-bath condo in the highly sought-after Lake Killarney Condo Community, perfectly positioned just steps from Winter Park Village, dining, shopping, and the peaceful waters of Lake Killarney. Inside, you’ll find a bright, natural light–filled living space with an intimate, inviting feel. The efficient galley kitchen flows seamlessly into the living and dining area, making the home feel larger than its square footage. A rare bonus for condo living, the home includes a separate laundry room, offering added convenience and additional storage. Step outside to your private patio space, perfect for morning coffee, quiet evenings, or creating your own cozy outdoor retreat. There’s even room for a foosball table, making it a great spot to unwind, entertain, or simply grab a Coke and smile as you enjoy the Florida breeze. Residents enjoy an impressive list of community amenities, including a sparkling private pool, lush green spaces, and access to Lake Killarney’s private community dock, ideal for launching kayaks and paddleboards, fishing, or taking in serene lakefront views. Enjoy evening sunset strolls, weekend boating, or a relaxing afternoon by the pool. The community also offers convenient on-site laundry facilities, beautifully maintained grounds, and a welcoming neighborhood atmosphere. With strong rental appeal, an unbeatable location, and timeless Winter Park charm, 151 N Orlando Ave #115 is an ideal choice for first-time buyers, downsizers, or investors seeking long-term value in one of Central Florida’s most desirable lakefront communities. Schedule your private showing today and experience the lifestyle waiting for you at Lake Killarney.

151 N Orlando Avenue Unit #115, Winter Park

$810,000

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

Lovely Orwin Manor home with custom pool and spa in the heart of Winter Park. Backyard oasis features a detached guest house (ADU) with a kitchenette, bathroom and two built-in murphy beds.

1314 Canterbury Road, Winter Park

$325,000

2 Beds ⋅ 2 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code

PRICED TO SELL! Nestled in the heart of Winter Park, this updated 2 bedroom, 2 bath second floor corner unit offers the perfect blend of comfort and convenience. The renovated kitchen with its inviting counter seating seamlessly opens to the dining area and family room, highlighted by a cozy corner fireplace. The vaulted ceilings provide a generous feel to the living space. The spacious indoor laundry room adds practicality to your daily routine. The master suite impresses with a walk-in closet and a beautifully updated bathroom. The charming screened balcony off the second bedroom is perfect for enjoying the fresh air. The community features a refreshing pool that overlooks the picturesque Lake Killarney, along with a kayak and paddleboard rack providing easy access to enjoy adventures on the lake. EXCELLENT LOCATION! Walkable to Winter Park Village, Trader Joes and a variety of restaurants and shopping along the 17-92 corridor. Easy access to I.4 via Fairbanks or Lee Rds. This condo is not just a home; it’s a lifestyle waiting to be embraced. Don't miss out! Call today to schedule your showing!

520 Killarney Bay Court Unit 2, 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

$2,185,000

5 Beds ⋅ 5 Baths ⋅ Parklando SubDv. ⋅ 32789 Zip Code

Under Construction. Masterfully designed new construction by LUIH Luxury Homes, where architectural elegance and refined livability meet an unbeatable lifestyle. Located in the Audubon Park School District just a short stroll from the iconic East End Market. From its captivating façade to its meticulously curated interiors, every element of this residence has been crafted for those who expect the exceptional. Step through the grand entry and into a home where natural light, texture, and scale set the tone for unforgettable living. The heart of the home is a chef’s kitchen featuring Quartz countertops, custom cabinetry full Thermador appliance suite, and integrated LED underlighting. It opens seamlessly to the dining and living rooms, creating a layout that makes everyday living feel elevated and hosting feel natural. The primary suite is not simply a bedroom, but a place to unwind at the end of the day. The primary bathroom features dual vanities, a freestanding soaking tub, a walk-in shower, and a spacious closet all crafted with a calming, spa-like atmosphere in mind. Beyond the interior, sliding glass doors reveal an outdoor sanctuary that unfolds like a private resort. A covered lanai expands into a summer kitchen built for lavish entertaining, while the pool and spa shimmer beneath Florida’s year-round sun. Positioned within the esteemed Audubon Park school district and mere steps from the iconic East End Market, the location offers a lifestyle that is both vibrant and intimate. Baldwin Park’s lakeside paths and cafés are minutes away, and Park Avenue Winter Park’s crown jewel of fine dining, boutiques, and culture is just a golf-cart ride from your front door. This is more than a home, it is a narrative of LUIH’s impeccable craftsmanship, elegance, and intentional design, crafted for those who understand that true luxury is not a statement, but a feeling.

2722 Eastern Parkway, 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

$2,195,000

5 Beds ⋅ 4 Baths ⋅ Lugano Terrace SubDv. ⋅ 32789 Zip Code

Located in highly desirable Lugano Terrace just steps from the shores of Lake Knowles, this stunning all new interiors, 5-bedroom, 3.5-bath brick home effortlessly blends timeless charm with extensive modern updates. Set on a beautifully oversized landscaped lot with a roundabout driveway. Winter Park’s most sought-after neighborhoods adjacent to the Vias, Winter Park Racquet Club and Dommerich Elementary. Inside, wide-plank engineered white pine flooring flows throughout, complementing vaulted ceilings, wood-burning fireplace in the living room, and a spacious open layout ideal for entertaining. The informal dining room overlooks the private backyard and resurfaced PebbleTec pool, while the chef’s kitchen impresses with dual islands, quartz countertops and full-height quartz backsplash, custom hood, Thermador appliances including a 48” six-burner gas range and French door refrigerator. The gorgeous, light filled family room showcases gas fireplace and a built-in bar with wine fridge. The expansive upstairs primary suite is a luxurious retreat, featuring a spa-like bath with a dual-entry shower with Infrared sauna, soaking tub, dual vanities with LED mirrors, expanded closets, and a sitting area. Also upstairs is a flexible loft or library space, an office/nursery with a private balcony, and a bonus exercise room or third closet. Three spacious bedrooms are located downstairs, including a second primary or guest suite with its own en-suite bath and pool access. Notable upgrades include a new roof (2021), PEX plumbing and water heater (2025), updated electrical panels, new propane tank, new AC supply grills and a new second AC system (2025). Additional features include Level 4 smooth drywall, custom trim and moldings, 8’ metal front and double back doors, custom wood interior doors, upgraded light switches and plugs, all-new designer light fixtures ( Regina Andrew, Visual Comfort, etc. ), fireplace surrounds, and custom metal and wood staircase. Black interior and exterior Anderson windows: Dual Pane Low-E Smart Sun Standard Argon Fill Simulated Divided Light (SDL). Outside, enjoy a fully fenced and gated backyard with turf and paver landscaping, updated pool coping, and a covered porch ideal for entertaining, new exterior paint and gas lanterns. The 2-car garage includes custom paneled doors, painted floor and workshop area. Located within walking distance to top-rated Dommerich Elementary, Maitland Middle, and Winter Park High, and just minutes from Park Avenue and the Winter Park Racquet Club and Interlachen Country Club, this home offers exceptional quality, location, and lifestyle. NEW April 2026 Black Steel doors windows with low e-dual pane glass ($150k value!).

1885 Temple Drive, Winter Park

$405,000

2 Beds ⋅ 1 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

Don’t miss this rare opportunity to own a professionally landscaped, beautifully maintained home in Winter Park, perfect as a primary residence or a smart investment property! This 1950s bungalow seamlessly blends modern convenience with the historic charm of Winter Park. This light-filled 2-bedroom, 1-bath home features a bonus room, ideal as an office or a dining area. It offers original wood flooring with tile in the kitchen and bath and plantation shutters throughout. The eat-in kitchen boasts a full accompaniment of stainless-steel appliances as well as ample cabinet space. Recent updates include a 2018 roof, 2018 windows, 2018 A/C, 2019 septic system and 2019 rear sliding doors; providing added peace of mind. Step outside to a spacious and low maintenance yard, fully fenced backyard, ideal for entertaining and relaxing. Choose to expand or add future improvements with this sizable lot. The oversized driveway provides generous off-street parking, adding to the home’s convenience. Nestled in a desirable, well-established neighborhood with easy access to I4, shopping, and dining on Park Avenue; this property combines vintage appeal, modern functionality, and a prime location. Whether you're looking to move right in or add to your portfolio, this is a gem of a property!

1872 Biscayne Drive, 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

$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

$1,475,000

4 Beds ⋅ 4 Baths ⋅ Windsong Elizabeths Walk 43/81 SubDv. ⋅ 32789 Zip Code

Opportunity awaits in the most desirable neighborhood! Buyers have cold feet. Nestled in the Elizabeth’s Walk subdivision in the highly coveted Windsong community of Winter Park, this renovated four-bedroom, four-bathroom pool home offers exceptional privacy and refined updates. Quiet interior street and mature landscaping the home feels secluded. Recent improvements include a new roof (2023), two new AC systems 4-ton Carrier Infinity downstairs and a 2.5-ton Trane upstairs (2025) and fresh exterior and interior paint in the kitchen and bathroom. The updated kitchen features a butcher block island and new cabinetry hardware. Beautiful wine storage room to showcase your finest wines. The newly redesigned powder bath includes hidden storage and a full shower. The living areas are open and welcoming, highlighted by recessed ceilings in the informal living room with distinctive wood beams in the family room giving the home character. The primary suite features dual closets plus a linen closet, fresh paint, new mirrors, tv, lighting, and UV film on doors to keep the suite very cool and save on electrical. The nursery showcases new paint, custom wallpaper, drapes, and remote shades, basically every detail thoughtfully considered. Upstairs, a generous loft serves perfectly as a playroom, exercise room or home office, along with two ensuite bedrooms and a large AC storage room. Outdoor living is private and inviting, with a newly refinished PebbleTec pool finish, new pool coping, gas fireplace, new screen enclosure and professionally updated landscaping (2024). The backyard feels like a personal retreat -quiet, enclosed, and perfect for both relaxing and entertaining. Other features include new insulation (2024), custom aluminum privacy gates with locks, Wi-Fi-enabled Schlage front door lock, touchscreen garage access, Ring cameras, and new thermostats. Living in Windsong offers a sense of community, exclusivity with access to the Winter Park Chain of Lakes, pools, a kids water park area, and playgrounds. Pontoon boat available for residents use. Just minutes from Park Avenue’s shops and restaurants, Baldwin Park, and top-rated schools including Brookshire Elementary, Glenridge Middle, Winter Park High. Great location for private schools- Lake Highland Prep and Trinity Prep.

1408 Chapman Circle, Winter Park

$630,000

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

SELLER MOTIVATED!! Potential of an extra one percent for closing costs, just ask your agent!! Come view this NEXTGEN Home FULLY MODERNIZED 5-bedroom, 3-bathroom home offering flexibility, and comfort that Includes an Attached 2 Bed/1 Bath IN- LAW SUITE!! Step inside to an open and airy layout featuring Luxury plank flooring, fresh neutral paint, and large windows that fill the home with natural light. The upgraded kitchen is a true showstopper — boasting shaker cabinets, quartz countertops, subway tile backsplash, and stainless steel appliances with stylish hardware accents. Located just a 10 minute walk to Lake Killarney and a 3 minute walk to Killarney Elementary School! What is even more fantastic is the distance to I-4 is literally just 2 minutes away for fast and convenient travel to and from downtown Orlando and just 10 minutes from Park Avenue Winter Park!! So many restaurants, parks, local shops and family activities, Especially during the holidays!! Come see this home with potential income and your own private 3/2 as well. This home includes a versatile 2-bedroom, 1-bath in-law suite with its own private entrance, perfect for extended family, guests, or rental potential. Enjoy extra living space in the spacious Florida room, ideal for entertaining, relaxing, or creating the perfect indoor-outdoor flow. With its thoughtful upgrades and multi-generational layout, this home blends functionality with timeless design — truly move-in ready and waiting for you to make it your own!

2612 Roxbury Road, Winter Park

$2,295,000

4 Beds ⋅ 6 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

Introducing a stunning new custom home by Ellsworth Gallimore and Butler Ridge Development, ideally situated in a prime Winter Park neighborhood. This residence combines timeless elegance with modern luxury, showcasing exceptional design and craftsmanship throughout. The thoughtfully designed home features a marble front façade and professional landscaping. Inside, you’ll find an open, bright layout with high ceilings, wide-plank white oak floors, oversized picture windows, and refined crown molding. A welcoming flex space—perfect as a sitting room or den—greets you at the entry, across from another room ideal for a private office. The great room, at the center of the home, offers 12-foot ceilings, a sleek fireplace, and a full wall of sliding glass doors that open to the resort-style backyard. Designed for both entertaining and daily living, the open-concept kitchen, dining, and living areas flow seamlessly together. The chef’s kitchen impresses with a striking waterfall island, premium Thermador appliances, a dual-fuel range with a 6-burner gas cooktop, a third oven plus convection microwave, and an expansive custom pantry. A stylish mudroom and decorative laundry room complete the main level’s amenities. The primary suite on the first floor features direct access to the pool, a spa-inspired bath with a soaking tub, multi-spray shower, dual sinks with a large vanity, and a spacious custom walk-in closet. Upstairs, a loft-style bonus room connects to three additional bedroom suites, each with custom closets and ample storage. Outdoor living includes a saltwater pool with an elegant fountain feature, marble pavers, a summer kitchen with a built-in grill, sink, and beverage fridge, an outdoor bathroom, and a lush grassy area perfect for play or pets. Additional highlights include a two-car garage and zoning for top-rated schools—Lakemont Elementary, Maitland Middle, and Winter Park High. Walk to the Winter Park YMCA and Phelps Park, and enjoy being just minutes from vibrant downtown Winter Park. Elegant design, modern luxury, and a prime location—this exceptional new home offers the very best of Winter Park living.

1661 Palm Avenue, Winter Park

$266,000

2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

Beautifully updated and meticulously maintained. Improvements done in late 2020. Kitchen Ceiling raised and recessed lights installed, new Cabinets, Quart Counters, Stainless Steel Samsung Appliances including Counter-depth Refrigerator. Wall opened into Living Room and Breakfast Bar Installed. Updated Master Bath includes new Vanity, Mirror and Lights, Commode and beautiful new Shower, Barn Door installed for Privacy. Guest Bath also updated. Luxury Vinyl and Bathroom Tiles replaced throughout. New Double Paned Windows and Sliding Door, 6" Floor Moldings, Knock-down Ceilings and Decorator Paint. A/C and water Heater done with rest of updates. This 2 Bedroom 2 bath End Unit is centrally located in Lakefront Community with covered Patio in private Courtyard! Enjoy Sunsets on Lakefront Deck, Private Lakefront Ramp Access to skiable Lake Killarney, Heated Pool, Saunas and walking access to Shops, Restaurants, Movies and short distance to Park Avenue, Farmers Market and Downtown Art Festivals. Don't miss seeing this "little bit of heaven"! Call today for private viewing!

1500 Gay Road Unit 9B, 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

$250,000

2 Beds ⋅ 1 Baths ⋅ Stansbury Estates SubDv. ⋅ 32789 Zip Code

Unlock potential in one of Central Florida’s most desirable pockets! This centrally located Winter Park home shines with major updates already completed including a 2018 roof, 2022 HVAC, and fresh interior paint. Just bring a little extra love to elevate the finishes and create instant equity. Perfect as a long-term rental, short-term investment, or a future flip with strong resale appeal. Live minutes from Winter Park shopping & dining, beautiful golf courses, and vibrant Downtown Orlando. Commuting stays easy with quick access to top employers, schools, and major roadways. Whether you’re crafting your next investment win or dreaming up a place of your own, this home delivers value, location, and endless opportunity. Investors welcome — ask us about Hard Money lending options!

2009 Cornell 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

$775,000

Lakeview Terrace SubDv. ⋅ 32789 Zip Code

Discover a truly unique offering in the heart of Winter Park! 1770 Bryan Avenue is now on the market along with the adjoining lots at 1760 and 1780 Bryan Avenue, creating a rare opportunity to own three consecutive parcels in one of Central Florida’s most desirable communities. While each property is being sold and priced separately, buyers have the option to purchase one, two, or all three lots together — offering remarkable flexibility for future use. Together, these lots present endless possibilities: Combine all three to create a spacious 200' x 127' estate lot Split into two 100' x 127' homesites Develop individually as three 66.6' x 127' lots Use this prime location to build an estate-style residence, design a family compound, or develop multiple homes — the options are abundant. Whether you’re seeking a personal sanctuary or a high-potential investment, this offering delivers exceptional value and versatility. Ideally located just minutes from Phelps Park, Park Avenue’s shopping and dining, and top-rated schools, this property provides the perfect balance of convenience and exclusivity. Opportunities like this are exceptionally rare in Winter Park — don’t miss your chance to secure 1770 Bryan Avenue, with the option to expand your vision across all three premier lots.

1770 Bryan Avenue, 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

$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

$720,000

4 Beds ⋅ 3 Baths ⋅ Howell Forest SubDv. ⋅ 32789 Zip Code

Discover The Hills of Winter Park, a quiet, tree-lined community just minutes from Park Avenue. This beautifully updated single-family home offers 3,902 square feet of living space on a 0.20-acre lot. It features two spacious primary suites—one located upstairs with a vaulted shiplap ceiling, three walk-in closets, and a private balcony overlooking the pool and spa. The remodeled kitchen includes a 5’x10’ stone island, stainless steel appliances, a 42” Kenmore range, and opens to generous living and dining areas with a wood-burning fireplace. Additional highlights include a large recreation room with French doors leading to a screened lanai and private fenced backyard oasis, perfect for entertaining. Enjoy plenty of driveway and street parking, plus a dedicated area on the lot ideal for recreational storage—perfect for boats, trailers, or extra gear. While there is no garage, the home offers ample storage space throughout, including multiple walk-in closets and flexible indoor utility areas. Recent upgrades include a 2023 roof, indoor laundry room, and an American Home Shield warranty. A rare opportunity to live, work, and relax in the heart of Winter Park.

2955 Lolissa Lane, 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

$1,399,500

4 Beds ⋅ 5 Baths ⋅ Lake Killarney Shores SubDv. ⋅ 32789 Zip Code

NEW PRICE — NOW $1,399,500 — THE BEST DEAL IN WINTER PARK! Discover sophisticated modern living at 607 Ellen Drive — a brand-new construction masterpiece by the acclaimed Lazarus Homes, perfectly positioned in the heart of Winter Park. At this new price, it's simply unmatched value for new construction in this location. This impeccably designed 2,812-square-foot residence showcases striking contemporary architecture with clean lines, soaring ceilings, and natural light pouring in from every angle. The open floor plan flows effortlessly from space to space, creating the ultimate backdrop for everyday living and unforgettable entertaining. The chef's kitchen is nothing short of a showstopper — outfitted with top-of-the-line Monogram appliances, a sleek Ruvati sink, built-in oven and microwave, and a professional gas range. Show-stopping Taj Mahal Quartzite countertops bring both drama and durability, and you'll have the flexibility to add a full-height wine refrigerator or extra cabinetry to make the space truly your own. The living room delivers modern warmth with an electric fireplace and walls of glass sliders that open wide to a covered lanai and your own private pool — Florida indoor-outdoor living at its absolute best. Love to entertain? The home comes pre-stubbed for an optional outdoor kitchen, ready when you are. Retreat to the luxurious first-floor primary suite, a true private sanctuary with a spa-inspired en suite bath — double sink vanity, walk-in shower, soaking tub, and an oversized walk-in closet with custom built-ins and washer/dryer hookups. Upstairs, the impressive layout continues with a spacious bonus room, a striking loft framed in glass walls, three more bedrooms, two full baths, and a second laundry area for effortless convenience. A dedicated pool bath rounds things out for easy poolside enjoyment. Tucked into the sought-after Lake Killarney Shores community, this home is the ultimate blend of peaceful retreat and unbeatable location. Enjoy a low HOA, private boat launch access to Lake Killarney, and a walkable stroll to Winter Park's best restaurants, boutiques, and cultural hotspots. New construction, lake access, unbeatable location, and a brand-new price — this move-in-ready modern luxury home won't last long!

607 Ellen Drive, Winter Park

$645,000

2 Beds ⋅ 2 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Discover the timeless allure of this enchanting 2 bedroom, 1.5 bath home, built in 1936 and nestled in the heart of historic Winter Park steps from Lake Mizell. Located on one of the area's iconic brick-paved streets and surrounded by majestic oak trees, this Winter Park bungalow is a rare find. The home's classic design features original hard wood floors, original glass windows, a cozy wood-burning fireplace, and an abundance of natural light blending vintage charm with practical functionality. With its warm character and unbeatable location, this delightful property captures the essence of Winter Park living at its finest.

224 Overlook Road, 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

$1,850,000

4 Beds ⋅ 5 Baths ⋅ Flora Park 2nd Add SubDv. ⋅ 32789 Zip Code

Welcome home to 1612 Magnolia Avenue. Built by the renowned custom home builder Lundev, this beautifully crafted transitional residence blends thoughtful design with luxurious comfort. From its striking exterior to the serene backyard oasis, every detail is designed to impress even the most discerning buyer. Upon entry, a dedicated office sits just off the foyer with custom floor-to-ceiling cabinetry and dual workstations, perfect for working from home. Across the hall, the formal dining room offers an elegant setting for entertaining and connects to the kitchen through a temperature-controlled wine cellar with storage for more than 400 bottles. The chef’s kitchen is a culinary dream featuring top-of-the-line appliances, a spacious island ideal for food preparation and presentation, and an open concept that flows seamlessly into the family room. A cozy gas fireplace anchors the family room, which opens through French doors to the covered lanai. Enjoy year-round outdoor living with a fully equipped summer kitchen that includes a grill, Green Egg BBQ, refrigerator, and wraparound counter space for hosting while overlooking the sparkling pool. The backyard is a private sanctuary complete with a luxurious pool and a large cabana with a wood-burning fireplace. The first-floor primary suite offers peaceful views of the backyard and a spa-like bath with dual sinks, a soaking tub, and a separate shower leading to an oversized walk-in closet with built-in storage. A mudroom, laundry room, powder bath, and convenient pool bath complete the well-planned first floor. Upstairs, three additional bedrooms provide ample space for family or guests. Two bedrooms share a Jack and Jill bath, while the third enjoys its own private en suite. This home has been extensively upgraded, combining comfort, sophistication, and modern convenience. Ideally located on a tree-lined street in one of Winter Park’s most desirable neighborhoods, it is minutes from the Winter Park Racquet Club, Park Avenue’s shopping and dining, YMCA, top-rated hospitals, and excellent public and private schools. Do not miss this rare opportunity to own a home that truly has it all. Welcome to the best of Winter Park living.

1612 Magnolia Avenue, Winter Park

$1,599,900

5 Beds ⋅ 5 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

New Construction – Carefully Curated by SGC Conctruction. Discover Modern Luxury in Winter Park's Latest Neighborhood, Winter Park Grove! Step into a world of refined living with this breathtaking new construction pool home, located in the vibrant heart of Winter Park. Just moments away from the eclectic energy of Park Avenue, this modern masterpiece seamlessly blends sophistication, style, and convenience — all within walking or biking distance of premier restaurants, cafés, boutique shops, and entertainment venues. Designed for both daily comfort and elevated entertaining, the open-concept floor plan boasts thoughtful design and high-end finishes throughout. Luxury details abound, including engineered wood floors featuring an elegant herringbone pattern in the foyer, smooth finish Level 4 drywall, and a cozy electric fireplace that enhances the spacious great room, accentuated by LED mood lighting in the coffered ceiling. The expansive gourmet kitchen is a chef’s delight, equipped with ceiling-height cabinets for ample storage and premium Thermador appliances, including a 36” gas cooktop, wall oven, built-in microwave, French door refrigerator, and a wine fridge — all complemented by sleek cabinetry and contemporary details. A beautiful dry bar adjacent to the kitchen provides extra space for coffee, wine, or entertaining guests. Offering four generous bedroom suites, this home includes a luxurious primary suite on the main level, along with a versatile second suite on the first floor, ideal for use as an office or guest retreat. Upstairs, two additional suites are connected by a flexible bonus room — perfect for a home office, gym, second living area, or even a fifth bedroom. Step outside to your private outdoor oasis, featuring a covered lanai with a fully-equipped summer kitchen (complete with grill, sink, and refrigerator drawers), and a sparkling pool adorned with travertine decking — perfect for year-round Florida entertaining. The elegant exterior showcases outdoor lighting and lush landscaping, along with a gas generator to ensure your home is always prepared for storm season.Don’t miss your opportunity to own this exquisitely crafted home in one of Orlando’s most sought-after neighborhoods. Schedule your private showing today and experience the pinnacle of luxury living in Winter Park! There are special builder incentives available right now- Call for details!!

1510 Miller Avenue, Winter Park

$195,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Located in the historic Winter Park Gardens community, this condo has been meticulously maintained and updated. Featuring an open and inviting layout that flows seamlessly into a spacious living room, ideal for entertaining or relaxing.The kitchen boasts modern appliances, ample cabinetry, and plenty of counter space. The expansive sunroom serves as your personal oasis, overlooking the courtyard pond and lush gardens—perfect for morning coffee or evening unwinding with stunning floor-to-ceiling views. The spacious primary bedroom serves as a tranquil retreat, complemented by a full bathroom. Move-in ready with a renovated kitchen, bathroom, and new air conditioner. As part of the vibrant 55+ Winter Park Gardens community, you'll enjoy resort-like amenities including a community pool, walking paths, a courtyard with a pond and beautifully landscaped grounds. This condominium embodies refined, low-maintenance living with the HOA covering essentials like water, trash, pool upkeep, and common areas, allowing you to focus on what matters most—enjoying life. Just a short walk to the iconic Park Avenue with its world-class restaurants, boutique shops, and entertainment; Rollins College; Mead Botanical Garden for nature lovers; and downtown Winter Park. Easy access to I-4, and Orlando International Airport (13.7 miles).

700 Melrose Avenue Unit D21, Winter Park

$372,400

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

Welcome to 770 Carver Street in the highly sought after Winter Park, Florida! This charming three-bedroom, one-and-a-half-bath home offers nearly 1,300 square feet of versatile living space, brimming with potential. Whether you’re a potential homeowner or an investor/developer seeking your next opportunity, this property presents an ideal canvas to bring your vision to life. The home boasts a spacious layout with ample natural light throughout. The large, fenced-in backyard is a standout feature, offering the perfect foundation to create your own private oasis—whether you envision a tranquil garden, a play area, or an outdoor entertainment space. Located in one of Winter Park’s most sought-after neighborhoods, you’ll enjoy unparalleled convenience. The home is just minutes away from top-rated schools, shopping, dining, major highways, and world-renowned attractions. More photos coming soon! Don’t miss out on this incredible opportunity to own in a prime location with endless possibilities. Schedule your private showing today and make your home dreams a reality!

770 Carver Street, Winter Park

$775,000

Lakeview Terrace SubDv. ⋅ 32789 Zip Code

Discover a truly unique offering in the heart of Winter Park! This property, located at 1760 Bryan Avenue, is being offered along with the adjoining lots at 1770 and 1780 Bryan Avenue. While available together as a rare collection of three consecutive parcels, each lot is also being sold separately at individual prices, giving buyers the flexibility to purchase one, two, or all three. Together, these lots provide remarkable options for future use: Combine all three to create a spacious 200' x 127' estate lot Split into two 100' x 127' lots Or develop three individual 66.6' x 127' lots Use this premium property to build an estate-like home, design a family compound, or develop all three lots as spec homes—the possibilities are endless. Whether you’re envisioning a dream residence or an investment project, this is a rare chance in one of Winter Park’s most desirable neighborhoods. Ideally located just minutes from Phelps Park, Park Avenue’s shopping and dining, and top-rated schools, this offering combines convenience with exclusivity. Don’t miss the chance to secure one or more of these exceptional parcels in the heart of Winter Park.

1760 Bryan Avenue, Winter Park

$259,500

2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. ANOTHER PRICE REDUCTION! OWNER WILL CONSIDER ALL REASONABLE OFFERS! Highly Desirable Winter Park Lakefront Community on Skiable Lake Killarney. Enjoy Peaceful Water Views and Million-Dollar Sunsets on Lakefront Deck! Private Community Ramp, Heated Pool, Men's and Women's Saunas! Don't miss this! Beautifully Renovated 2 Bedroom 2 Bath End Unit. New Kitchen Cabinets and Quartz Counters, Stainless Steel Appliances, Raised Ceiling with Lighting, Kitchen Island/Bar! Enjoy the Ease of Luxury Vinyl Plank Flooring, Crown and Wide Floor Moldings, Plantation Shutters, Upgraded Energy Saving Windows and Sliding Glass Door. Modernized Master Bath with Raised Vanity, Open Layout with Spacious Shower with Seat and Barn Door for Privacy. Guest Bath also Updated with New Raised Vanity and Shower. Second Bedroom Walk-in Organized Closet. New Master Bedroom Carpet in 2025, New Water Heater in 8/2025 A/C replaced 4-5 years ago. Sit on Private Covered Patio and enjoy Pool Views and Landscaped Vistas. Walk to Shopping, Restaurants, Movies, Trader Joe's. Minutes from Park Avenue and Farmer's Market. Centrally located, close to I-4. One of Winter Park's "Best Kept Secrets"! Make an Appointment to view today!

1500 Gay Road Unit 24B, Winter Park

$312,500

1 Beds ⋅ 1 Baths ⋅ Virginia Heights Condo SubDv. ⋅ 32789 Zip Code

This beautifully updated 1-bedroom, 1-bath condo offers 823 sq. ft. of stylish living space in one of Central Florida’s most desirable neighborhoods. Located just steps from Park Avenue, you’ll be able to stroll to Winter Park’s best restaurants, boutique shops, and cafés—your new lifestyle is right outside your door. Inside, the open floor plan and soaring ceilings create a bright, spacious feel. Durable hard flooring throughout keeps things modern and low-maintenance, while the granite countertops and chic tile backsplash make the kitchen as functional as it is eye-catching. Step outside to your expansive private deck—perfect for entertaining, dining al fresco, or enjoying Florida sunshine in your own outdoor oasis. Since the unit is move-in ready, you can start living the Winter Park dream right away. Whether you’re a first-time buyer, an investor looking for a prime rental opportunity, someone seeking a low-maintenance lifestyle, or a snowbird wanting a lock-and-leave retreat, this condo checks every box. It is also just minutes from Rollins College, about 35 minutes to Disney, and only 30 minutes to Orlando International Airport (MCO). Convenience does not get much better. Homes this close to Park Avenue do not last long—schedule your showing today.

1308 S Pennsylvania Avenue Unit 3, Winter Park

32789 Zip Code 1/4 Acre Real Estate & Homes

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