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$1,500,000
7 Beds 4 Baths Lakeside Estates SubDv. 32792 Zip Code
Waterfront dream home in the exclusive, gated community of Lakeside Estates on beautiful Garden Lake. This exquisite 7-bedroom plus office, 4-bath “Del Rio” model offers over 5,000 sq. ft. and has been COMPLETELY RENOVATED in 2025 with high-end finishes, designer lighting, and modern upgrades throughout. Situated in a gated, quiet cul-de-sac community, this property features the largest yard (.5 ACRE) in the neighborhood and direct lakefront access, perfect for adding a dock, pool, or basketball court. Accordion doors lead to an expansive brick paver patio with a covered lanai, yard with fruit trees and breathtaking sunsets over Garden Lake High ceilings, all interiors painted, new porcelain tile, custom lighting, 7-inch baseboards, dual HVAC units and a stunning new glass-and-wood staircase. The gourmet kitchen showcases a new technological refrigerator, new upper cabinetry, granite countertops, stainless steel appliances, butler’s pantry, and custom shelving. Entertain in style with two custom wet bars, fireplace, and a new home theater complete with 7 recliners, surround sound, projector, and subwoofers. Two luxurious primary suites-one on each level offer spa-like bathrooms, custom vanities, and lake views. Additional highlights include Nest thermostats, four high-end automatic bidet toilets, custom closets, and a new laundry room with ceiling-height cabinetry, sink, and mudroom built-ins. The three-car tandem garage provides extra storage and convenience in addition to the extra space brick paved driveway. Enjoy the private lakefront lifestyle with stunning sunsets, community pier, playground, and dock for kayaks and paddleboards. Conveniently located near Winter Park, Oviedo, UCF, and top-rated Seminole County schools. Trinity Prep, Geneva School, Circle Christian and more plus shopping very close by. This home combines modern luxury, comfort, and waterfront living in one unforgettable property. FURNISHED PRICES and more details available upon request.

1460 Via Sangro Place, Winter Park

$295,000
3 Beds 3 Baths Winter Green SubDv. 32792 Zip Code
Updated 3-Bedroom, 3-Bath Townhouse in Winter Green Community – Move-In Ready! Welcome to this beautifully updated 3-bedroom, 3-bath townhouse located in the desirable Winter Park community in Florida. This spacious and well-maintained home features modern upgrades throughout, including granite countertops, neutral interior colors, and an inviting open layout that's perfect for both everyday living and entertaining. Enjoy the convenience of a move-in ready home with access to fantastic community amenities, including a sparkling pool and clubhouse. Ideally situated near shopping, dining, and just minutes from UCF, this location offers both comfort and connectivity. Co-List Agent related to Seller

1509 Winter Green Boulevard, Winter Park

$458,000
4 Beds 3 Baths Bel-Aire Pines, Unit Two SubDv. 32792 Zip Code
Virtually Staged. Stunning Two-Floor Home in Coveted Winter Park School District Immaculately maintained and truly move-in ready, this unique two-story residence features distinct living quarters with private entrances to both levels. The main floor offers a spacious split-bedroom layout with three bedrooms and two full baths, including a primary suite with an en-suite bathroom and generous walk-in closet. The fully equipped kitchen boasts newer appliances and opens to a bright living area. The expansive 800 sq. ft. upper level functions as a self-contained living unit, ideal for multi-generational arrangements, home offices, or rental income potential. This versatile space includes one bedroom, a full bathroom, a private balcony, and a full open-concept living and dining area complete with a full-size refrigerator and stove. Located in the highly rated Winter Park School District, this home offers the perfect blend of top-tier education and Central Florida lifestyle. Residents enjoy easy access to world-class entertainment, situated just 26 miles (approx. 35 minutes) from Walt Disney World. Additional features include a large two-car garage with washer/dryer hookups, ample driveway parking, fresh interior paint, and a brand-new roof with a transferrable warranty. All major systems are well-maintained and in excellent working condition.

3312 Heartwood Avenue, Winter Park

$699,450
4 Beds 2 Baths Greenview At Winter Pines SubDv. 32792 Zip Code
**Multiple offers received*** Please submit highest and best by 10/20/2025 at 4:00 pm This beautifully maintained golf course home offers effortless living in an established Winter Park neighborhood. As you drive along the charming tree-lined streets, the home greets you with impeccable landscaping and timeless curb appeal. Step inside the foyer and discover a bright, open floor plan that seamlessly connects the dining area, kitchen, and living room. Soft natural finishes create a breezy, relaxed feel, while the cozy fireplace anchors the living space, which is perfect for gathering with loved ones. The kitchen is both stylish and functional, featuring stainless steel appliances, stone countertops, a farmhouse sink, and refinished cabinetry. The stylish island provides casual dine-in seating, and the custom pantry and laundry room offer exceptional storage, plus a convenient folding counter and hanging space. Your private primary suite is tucked away to the left of the kitchen, offering serene views and sliding doors that open to the screened lanai overlooking lush, mature landscaping. The walk-in closet provides generous storage, and the updated ensuite bath includes a walk-in shower with both handheld and fixed showerheads. A split floor plan offers three additional bedrooms and an updated guest bath with a tub and glass enclosure perfect for guests. Relax on the screened lanai and enjoy peaceful golf course views and privacy. The brand-new roof provides peace of mind, and the widened paver driveway offers both style and convenience. The garage is equipped with a workbench and built-in shelving for all your storage needs, plus an additional shed and fenced side yard create more outdoor space to enjoy. Located within the Winter Park school district, this home offers the perfect blend of privacy and convenience — just 8 minutes from Lake Baldwin Park, 10 minutes to Corrine Drive’s shopping and dining, 12 minutes to Park Avenue, and 20 minutes to Downtown Orlando.

1346 Golfside Drive, Winter Park

$627,000
4 Beds 3 Baths Kenilworth Shores Sec 03 SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Income-Producing Opportunity! Welcome to this versatile Winter Park POOL HOME! At present, this property is split into two separate living quarters with the main house offering 3 bedrooms & 2 bathrooms and the adjoining guest suite offering 1 bedroom & 1 bathroom. Each living quarter has its own kitchen, laundry, climate control & outdoor living space. Rent out the guest suite, share an address with an independent someone, or use the adjoining door to make one fluid space. There are tile floors throughout all areas and a 2-car carport with long driveway in front of both front doors. The heated, chlorine pool is nestled inside a fenced backyard and can be accessed by both living quarters; however, there is an outdoor retractable privacy divider to separate the outdoor spaces if so wished. The property holds 2 sheds; the larger, cottage-style shed is fully powered and insulated, and has a shelving unit on a swing hinge to create a bar at the shed’s double doors for outdoor entertaining. The propane firepit stays and is ready for your housewarming party! Notable updates include 2019 ROOF, 2022 main house A/C, 2024 pool pump & filter, 2025 pool heater. This home has been repiped, rewired, and has updated windows. A breaker box expansion was completed to provide power to the pool heater & cottage shed. The guest suite has a built-in mini split a/c, dehumidifier, water filtration under the kitchen sink & a murphy bed plus armoire storage which will stay. This corner lot property proudly stands a quarter mile to Ward Park and slightly over a mile to Lake Baldwin Park for a sample of the city’s plentiful recreation opportunities. Come explore this opportunity before it’s gone!

428 Selkirk Drive, Winter Park

$427,500
3 Beds 2 Baths Eastbrook Sub Unit 15 SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Price ENHANCEMENT! The best value in the area. Do not miss out on the opportunity to be the next owner of Conifer Avenue! This POOL home is amazing in every way and is truly a must see! Original Owner with incredible pride of ownership. Brand NEW Roof, Brand NEW Water Heater 2025, HVAC 2020, entire replumb and newer windows throughout. Nestled in the highly coveted community of Eastbrook in Winter Park. A perfect location just minutes to everything. This residence boasts an array of desirable features. As you stroll down the beautiful walkway into the stunning foyer with striking chandelier, you are mesmerized by the beauty and flow of home. Separate formal dining room and expansive formal living area creating a stylish, classic feel. Three bedrooms and two full baths with oversized primary bedroom inviting French Doors leading you to garden and pool deck. Large kitchen-family combo. Kitchen centered between airy family room and spacious formal dining room. Striking stainless steel appliances. Gorgeous tile flooring throughout combining durability and elegance. Beautiful French Doors leading out to lanai porch and open swimming pool with large deck. Close to a quarter acre of land completely fenced for your fury family. Very large, screened in lanai with fabulous swimming pool. Oversized 2 car garage with an abundant of storage options both inside and out. Comes with washer and dryer. This is the ideal entertainment home. What more could you ask for…I-4 and 417 minutes away for Disney or a day at the Beach. Offering supermarket, restaurants, shopping and so much more. Close to Historical Downtown Winter Park and desired Park Avenue with weekly Farmer’s Market. Then you have the convenient SunRail taking you around Central Florida. Excellent A-Rated Seminole County Schools. Location, Location, Location. Welcome Home!!!

2152 Conifer Avenue, Winter Park

$660,000
4 Beds 2 Baths Williamsburg SubDv. 32792 Zip Code
Welcome to this well-maintained Winter Park home, proudly cared for by its original owner. With a BRAND NEW ROOF and BRAND NEW AC system, this property combines peace of mind with long-term value. Set on a spacious quarter-acre lot with NO HOA, it offers flexibility, privacy, and convenience in one of Central Florida’s most desirable locations. This home features a durable roof with a 10-year transferable warranty, engineered to withstand winds of up to 130 mph for lasting protection and peace of mind. Step inside through the front entry into a light-filled formal living room, where large windows set a warm and welcoming tone. Just to the right, the formal dining room provides the perfect space for family gatherings or entertaining. Flowing naturally into the main family room, you’ll find a cozy fireplace that anchors the space and creates an inviting setting for everyday living. The kitchen is designed for function with all appliances included, ample counter space, and a thoughtful connection to the laundry room, which features generous storage and everyday convenience. Off the family room, the Florida room is bright and versatile—ideal for a home office, reading nook, or playroom. One of the standout features is the expansive 483 sq. ft. bonus room, offering endless possibilities as a game room, studio, or additional living space to suit your lifestyle. Outdoors, a screened-in porch overlooks the fenced backyard, providing a comfortable spot to relax, garden, or host gatherings. An included shed adds extra storage for tools and equipment. Each bedroom is well-sized, offering comfort and practicality, with bathrooms that have been cared for and maintained with attention to detail. The thoughtful layout balances privacy and community spaces, making it both functional and inviting. Location is key, and this home delivers. Just a few minutes’ walk takes you to the scenic Cady Way Trail, Winter Park Pines Golf Course, and Winter Park High School. Nearby parks, shopping, dining, and top-rated schools add to the convenience, while downtown Winter Park, Orlando attractions, and major highways are only a short drive away. Perfect for buyers seeking a primary residence, an Orlando relocation home, or a smart Central Florida real estate investment, this property is a rare find. With only one owner since construction and NEW major systems in place, this Winter Park gem is ready for its next chapter. Contact us today for a private tour or more details on this exceptional opportunity.

2421 Summerfield Road, Winter Park

$335,000
3 Beds 2 Baths Eastbrook Sub Unit 09 SubDv. 32792 Zip Code
Are you looking for a great house set on an incredible piece of land? Well look no further because this house sits in the subdivision Eastbrook. This split floorplan has a large open kitchen with a large area for eating breakfast and a separate dining room. The master boasts of a walk in closet and an remodeled master bath. While this house still has a lot of it's original charm, it has been loving maintained and you would make home owner number 3! The main bathroom has an a completely remodeled shower and easily accessible for any age! The size of the lot of yard has endless potential whether you want to add a pool, playground or even an additional room it is up to you! Oh and the AC unit is from 2020 and the hot water heater is new too! This property is as is/where is.

3525 Baxter Drive, Winter Park

$684,000
3 Beds 4 Baths Kawilla Crest SubDv. 32792 Zip Code
BEAUTIFULLY RENOVATED CUSTOM HOME IN WINTER PARK. THIS STUNNING 3 BEDROOM 3.5 BATH CUSTOM HOME BLENDS STYLE, COMFORT, AND CONVENIENCE IN ONE OF WINTER PARK'S MOST DESIRABLE NEIGHBORHOODS. ENJOY A NEW ROOF, RECENTLY RENOVATED KITCHEN AND MAIN LIVING AREA, CATHEDRAL CEILINGS THAT FILL THE HOME WITH NATURAL LIGHT. THE OPEN FLOOR PLAN IS PERFECT FOR FAMILY LIVING AND ENTERTAINMENT, WITH SEAMLESS FLOW TO RECENTLY UPDATED POOL WITH OUTDOOR FULL POOL BATH. BEAUTIFULLY LANDSCAPED FULLY FENCED BACKYARD. WITH SPACIOUS BEDROOMS AND LUXURIOUS PRIMARY BEDROOM SUITE WITH SITTING ROOM AND POSSIBLE OFFICE, AND LARGE BATHROOM WITH WALK IN CLOSET. THIS HOME HAS PLENTY OF ROOM FOR EVERYONE TO UNWIND. LOCATED NEAR TOP WINTER PARK SCHOOLS, SHOPPING AND DINING. THIS HOME COMBINES MODERN UPDATES WITH TIMELESS APPEAL. PERFECT FOR FAMILIES LOOKING TO ENJOY THE BEST OF WINTER PARK LIVING.

1909 Cyril Court, Winter Park

$205,000
2 Beds 2 Baths Wrenwood Condominium SubDv. 32792 Zip Code
Welcome to this beautifully updated condo (that lives like a townhouse) in Winter Park! **One or more photos have been virtually staged** Move-in ready and designed for comfort and convenience, this home offers a functional two-story layout with modern upgrades throughout. Recent improvements include new Luxury Vinyl Plank flooring, fresh interior and exterior paint, a 2022 roof, and a 2019 HVAC system, ensuring peace of mind for years to come. Plus the HOA takes care of ALL major repairs & improvements including the roof, exterior maintenance, pest control and all common areas... and water/sewer/trash is also covered in the monthly dues! The main level features an inviting open-concept living and dining area, perfect for entertaining or relaxing. The updated kitchen boasts stylish finishes, and a closet pantry. A spacious half bath with linen closet completes the downstairs. Upstairs, you’ll find two generous bedrooms and a full shared bath. The primary suite offers a dressing/vanity area and a walk-in closet, providing a comfortable retreat and great storage! This well-maintained community offers a variety of amenities, including a community pool, tennis and pickleball courts, pet stations, and an on-site laundry facility. Enjoy easy access to shopping, dining, and entertainment, with close proximity to Full Sail University, Advent Health Orlando International Airport, All Major Attractions, and of course excellent shopping and dining options! Conveniently located near major roadways such as SR 436, 417, and University Blvd... making commuting to downtown Orlando or UCF a breeze. Whether you’re a first-time buyer, downsizing, or searching for an investment opportunity, this property offers the perfect blend of location, lifestyle, and low-maintenance living.

4928 Tangerine Ave, Winter Park

$899,000
4 Beds 3 Baths Greenview At Winter Pines SubDv. 32792 Zip Code
Discover elevated living in this stunning 4 bedroom, 2.5 bathroom pool home, perfectly situated overlooking a tranquil pond and Winter Park 18 hole golf course. Surrounded by a lush tropical backyard oasis, this residence blends modern sophistication with effortless comfort, creating a serene retreat that’s ideal for that perfect start to the morning with a cup of coffee or a relaxing wind down at sunset with a glass of wine. Inside, vaulted wood-trimmed ceilings and a wood-burning fireplace set a warm, inviting tone across 2,455 sq. ft. of thoughtfully designed space. The kitchen features contemporary cabinetry paired with quartz and butcher block wood countertops and a designer tile backsplash. Stainless steel appliances, including a beverage refrigerator, add a professional touch, while a built-in banquette provides seating for six—perfect for entertaining and everyday living. The primary suite offers wood floors, a walk-in closet, and a spa-like bath with dual floating vanity, soaking tub, and seamless glass shower. Enjoy outdoor living at its finest with pergola-covered sitting areas, outdoor shower, fire pit, and sparkling pool. Situated on a private tree-lined cul-de-sac, this home is located in a prime location just minutes from Cady Way Trail, Cady Way pool & courts, Winter Park Pines Golf Course, Crosby Center for Health and Wellbeing, Ward Park, Showalter Athletic Complex, Advent Health Winter Park Hospital and less than 10 minutes to Historic Park Avenue fine dining and shopping. Don’t miss your chance to own this rare Winter Park gem—schedule your showing today! ROOF - 2016 HVAC - 2023(2) PLUMBING - 2020 ELECTRICAL - 2021 WATER HEATER - 2020

1648 Cypress Point Lane, Winter Park

$1,234,800
5 Beds 5 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
Welcome to this Meritage Homes Kerrville II model in the highly sought-after gated community of Hawks Crest in Winter Park. Built for both comfort and sophistication, this impressive 5-bedroom, 4.5-bath residence offers 4,307 sq. ft. of beautifully designed living space and more than $186,000 in upgrades. Situated on a premium lot backing to conservation and Lake Howell, this home seamlessly blends energy efficiency with exceptional indoor and outdoor living. As you enter through the front door, you’re welcomed into a spacious open foyer that sets the tone for elegance. To your left is a formal living room, perfect for quiet conversation or reading. To the right, a large formal dining room easily accommodates gatherings of family and friends. Continue into the expansive great room and gourmet kitchen, where entertaining is effortless thanks to the built-in speaker system that fills the family, dining, living, and game rooms—as well as outdoor areas—with rich sound. The gourmet kitchen is a chef’s dream, featuring a large island with breakfast bar, stainless appliances, granite countertops, and abundant cabinet space. The first floor also includes a private guest suite with full bath ideal for multi-generational living or overnight guests. A half bath and pool bath provide easy access for visitors and outdoor entertaining. Upstairs, the luxurious primary suite offers a serene retreat with conservation views, walk-in closets, and a spa-like bath with soaking tub, glass-enclosed shower, and dual vanities. The upper level also features three additional bedrooms and two full baths, providing plenty of space for family or guests. Movie nights will never be the same in the custom home theater, equipped with KEF speakers, dual 18-inch subwoofers (1,400 watts per channel), sound treatment panels, and projector wiring—all designed to deliver a cinematic experience at home. Outdoor living is where this home truly shines. Step outside to a 20' × 10' saltwater pool featuring a wading ledge and automated self-cleaning system for low-maintenance enjoyment. The paver patio and outdoor kitchen create the perfect setting for entertaining or unwinding. Upgrades include a Tesla solar system with 48 panels and two inverters, a new 3-ton A/C unit for upstairs, a variable-speed pool pump, and an upgraded Wi-Fi–controlled irrigation system. These thoughtful enhancements combine cutting-edge efficiency with exceptional comfort. Additional features include a three-car garage, spacious laundry room, and beautifully maintained landscaping with full irrigation. Residents of Hawks Crest enjoy resort-style amenities including a clubhouse, fitness center, pool, splash pad, playgrounds, dog park, and private dock on Lake Howell—perfect for kayaking, paddleboarding, or relaxing at sunset. The community’s prime location provides easy access to top-rated schools, boutique shopping, fine dining, and all that Winter Park offers. This is more than a home—it’s a statement of style, sophistication, and energy-smart living. Don’t miss your opportunity to own one of Hawks Crest’s most impressive properties. Schedule your private showing today and experience the perfect blend of design, technology, and Florida luxury living.

1065 Wading Waters Circle, Winter Park

$501,000
3 Beds 2 Baths Lost Creek SubDv. 32792 Zip Code
This is the Winter Park pool home you’ve been waiting to find in the small and upscale Lost Creek neighborhood. Beautiful custom low maintenance landscaping (no grass to mow) welcomes you as you walk up the front path to the covered porch. Soaring vaulted ceilings inside will impress as you enter this lovely 3 bed, 2 bath abode with pool and spa and over 1,900 sq ft of living space. Wood flooring is found in the formal dining and living rooms with views through the glass sliders out to the covered lanai and screen-enclosed pool and spa. Attractive neutral stone-look ceramic tile flows through the updated kitchen with all NEW stainless-steel appliances (Sept 2025), granite counter tops, and breakfast nook overlooking the pool. The family room is a causal place to spend time with its wood-burning fireplace with stacked stone surround and built-in bookshelves flanking each side. A split layout offers 2 guest bedrooms, full hall bath, and inside laundry room off the kitchen side of the home; while the spacious primary bedroom is separate, with a huge walk-in closet (10’ x 5’), double French doors leading to the lanai, separate en-suite with double vanities/sinks, private toilet room, and large walk-in shower. Imagine al fresco dining or lounging poolside under the covered lanai and screen-enclosed pool patio area, and there’s plenty of side yard space for a garden or dog run. Improvements to the home include all NEW kitchen appliances and hot water heater 2025; NEW garage door spring and mechanisms 2024; NEW barn door installed to primary bathroom 2020; NEW HVAC 2019; Roof 2015; plumbing CPVC. Zoned for fantastic Seminole County Schools. This is the house you’ve been waiting to find and call HOME.

1185 Valley Creek Run, Winter Park

$500,000
4 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Winter Park “Love Shack No More” – 4 Bedrooms, 2 Baths, and Plenty of Potential! When they said “happily ever after,” they didn’t mention drywall dust and half-finished projects! This 4-bedroom, 2-bath home in highly sought-after Winter Park comes straight from a divorce split, which means one lucky buyer gets the rare chance to finish what love couldn’t — a home with solid bones and serious potential. Some renovations are already underway — think new finishes, updated spaces, and the kind of promise that makes HGTV jealous — while a few projects are still waiting for someone handy (or just brave) enough to see them through. Set on a quiet street close to top-rated schools, charming boutiques, and Winter Park’s favorite restaurants, this property is ideal for anyone who can look past a little sawdust and see the dream beneath. Whether you’re a renovator, a romantic, or just someone who loves a good comeback story, this is your chance to turn “it’s complicated” into “move-in ready.” Sold As-Is — because closure never looked so good.

2758 Sandwell Drive, Winter Park

$340,000
2 Beds 3 Baths Vistas At Lake Howell SubDv. 32792 Zip Code
Welcome to this beautifully updated 2-bedroom, 2.5-bath townhome in the highly sought-after gated community of Vistas at Lake Howell in Winter Park. Offering the perfect blend of comfort, style, and convenience, this home is move-in ready and filled with thoughtful upgrades. Step inside to an open floor plan with clear sightlines from the living and dining areas to the inviting screened patio—ideal for relaxing or entertaining. The kitchen features Corian countertops, solid wood cabinetry, stainless steel appliances, and room for a cozy breakfast table. Upstairs, you’ll find two spacious bedrooms, each with custom walk-in closets. The primary suite includes a beautifully updated ensuite bath with Corian countertops, dual sinks, and a new walk-in shower with glass doors. The second bedroom has private access to the hall bath—perfect for guests. A large loft between the bedrooms offers the perfect spot for a home office, lounge, or flex space with lots of storage space, plus convenient upstairs laundry with a full-size washer and dryer. Recent upgrades include New Hurricane-grade Sliding Glass Doors, New wood plank laminate Flooring on the main level, a New Water Heater, New AC, New Refrigerator, and New Dishwasher. The HOA replaced the Roof in 2018. Located just minutes from Downtown Winter Park’s shopping, dining, and entertainment, this townhome combines low-maintenance living with high-end finishes in a prime location. Don’t miss your chance—schedule your private showing today!

1624 Florentino Lane, Winter Park

$285,000
2 Beds 2 Baths Cedarwood Village 1 SubDv. 32792 Zip Code
This is one of the largest floor plans in the community. Two bedrooms, two bathrooms, with a loft that can be used as a third bedroom, home office, or gym. Welcome to the well-established and well-maintained community of Cedarwood Village, located in highly desirable Winter Park! The TREE-LINED STREETS lead you to this two-story, BLOCK-CONSTRUCTED condominium offering 1,669 square feet of interior living space, which includes an enclosed lanai (under air), for extra living space. The enclosed lanai also has 2 storage closets. The open living and dining area features VAULTED CEILINGS, two skylights, creating a bright and inviting space. From here, enjoy serene views of lush green space beyond. A WET BAR adds a perfect touch for entertaining. Upstairs.... the loft has a skylight, ceiling fan and is carpeted. The kitchen is thoughtfully designed with a space for a charming eat-in nook that overlooks your PRIVATE COURTYARD and is accessible through sliding glass doors—perfect for grilling. For added convenience, the laundry closet with a WASHER AND DRYER is tucked right into the kitchen. The primary suite is a peaceful retreat, with a beautifully en-suite bathroom with a brand-new vanity with granite, featuring both a WALK-IN closet, and a shower enclosure. The second bedroom also features a walk-in closet and attached access to the second bathroom, offering privacy while still serving guests comfortably. Additionally, this home is located across from green space, has two designated parking spaces, and a private mailbox. Re-roofed and new skylights were installed in 2020; entire complex was recently painted. Upgrades include newer AC and painted interior in July 2026. LOW HOA dues, residents enjoy access to a sparkling community pool, clubhouse, tennis / pickleball courts, a FENCED DOG RUN / pet walk with waste stations. Monthly fees also cover roof and exterior building maintenance, pest control, and landscaping. This ideal Winter Park location is just minutes to Park Avenue, UCF, Rollins College, Full Sail University, shopping, restaurants, entertainment, and medical facilities.

2336 Sun Valley Circle Unit BLDG 20, Winter Park

$569,990
4 Beds 2 Baths Winter Woods Unit 03 SubDv. 32792 Zip Code
Welcome to your dream home in the heart of Winter Park! Nestled in a quiet and sought-after neighborhood, this beautifully maintained 4-bedroom, 2-bathroom pool home offers 1,889 square feet of comfortable living space and the perfect blend of privacy and convenience. Backing directly to the prestigious Interlachen Golf Course, you'll enjoy peaceful views with no rear neighbors — a rare find in such a prime location. Step inside to discover spacious living areas, an updated kitchen, and plenty of natural light throughout. The 2-car garage provides ample storage, while the home's layout offers both functionality and flow, making it ideal for everyday living and entertaining. Each of the four bedrooms is generously sized, and the two bathrooms are tastefully appointed, offering both style and comfort. Outside, the backyard is a true oasis. Lush, mature landscaping surrounds the sparkling pool, creating a serene and private retreat perfect for relaxing or hosting gatherings. Whether you're enjoying a morning coffee poolside or an evening under the stars, this outdoor space is a showstopper. All of this is just minutes from charming Park Avenue and vibrant downtown Winter Park, with shopping, dining, and entertainment right at your fingertips. Don’t miss this rare opportunity to own a slice of paradise in one of Central Florida’s most desirable communities! ROOF - 2020 AC - 2025

1561 Nottingham Drive, Winter Park

$725,000
5 Beds 3 Baths Preserve At Hawks Crest SubDv. 32792 Zip Code
NEW PRICE – $759,900 Welcome to elevated living in one of Winter Park’s most desirable gated communities. Now offered at $759,900, this 2019-built beauty delivers luxury, privacy, and lifestyle all in one. Perfectly positioned on a premium preserve lot, this home offers rare backyard privacy with no rear neighbors — just peaceful views from your private screened-in pool, ideal for morning coffee or sunset swims. Inside, you’ll find a light-filled, open-concept layout designed for modern living. The spacious kitchen flows seamlessly into the main living area, creating the perfect space for entertaining or everyday comfort. Generous bedrooms, thoughtful upgrades, and contemporary finishes throughout make this home truly move-in ready. Located in a gated community with resort-style amenities including a pool, clubhouse, fitness center, playgrounds, parks, and a scenic dock overlooking Lake Howell — this is more than a home, it’s a lifestyle. With a new improved price of $759,900, this is your opportunity to secure a pool home on a premium lot in Winter Park at exceptional value. Schedule your private showing today — homes with this combination of privacy, pool, and location do not last.

2215 Marsh Sedge Lane, Winter Park

$459,000
3 Beds 3 Baths Enclave At Hawks Crest SubDv. 32792 Zip Code
Now's your chance! Experience living in the sought-after gated community of Hawks Crest. This elegant 3-bedroom, 2.5-bathroom home offers 1,964 sq ft of thoughtfully designed living space with a 2-car garage. As you enter, natural light floods the spacious living room, highlighting the modern finishes and open layout. The gourmet kitchen is a chef’s dream—equipped with top-of-the-line stainless steel appliances, stone countertops, custom backsplash, and a generously sized center island perfect for casual dining or entertaining. A separate dining area and stylish half bath complete the main floor. Step outside to your covered patio overlooking a beautifully maintained yard and wooded area, ideal for relaxing or weekend barbecues. Upstairs, you’ll find the luxurious primary suite featuring tray ceilings, a spacious walk-in closet, and a well-appointed en suite bathroom for your comfort and privacy. Also upstairs you’ll find two large guest bedrooms, a full bath, a convenient laundry room, and a linen closet. Residents of Hawks Crest enjoy resort-style amenities, including a community pool, clubhouse with outdoor grills, and a playground—all in a prime location. This home is move-in ready. Don’t miss the opportunity to own in one of the area’s most desirable communities. Schedule your private showing today!

1435 Broad Wing Lane, Winter Park

$550,000
4 Beds 3 Baths Enclave At Aloma SubDv. 32792 Zip Code
Located in the gated community of Enclave at Aloma, this immaculate 4-bedroom / 2.5-bath home impresses with a functional, 3-way split bedroom floorplan, screened rear lanai, and an additional sitting area/flex space off the Primary bedroom with (2) additional built-in closets that truly sets this home apart. Meticulously maintained, this fabulous home features tons of post-build upgrades and improvements, including a fully landscaped property with a private, fenced backyard, engineered hardwood flooring, plantation shutters, upgraded light fixtures and ceiling fans, and bright, neutral interior paint for a fresh and airy feel throughout. Enter to a cozy foyer that welcomes you with gorgeous, rich engineered hardwood floors, leading past a convenient powder bath and into the large living space at the rear of the home where a spacious kitchen/living/dining combo makes entertaining a breeze. The open kitchen features granite countertops and stainless steel appliances, with a newer (2023) GE refrigerator and upgraded Bosch dishwasher, plus a walk-in pantry, and an island with a breakfast bar for added seating & prep space. Large windows with timeless plantation shutters line the rear wall, framing views of the Magnolia trees and lush backyard, while French doors off the dining area offer easy access to the screened rear lanai for outdoor lounging. The large Primary Suite extends to include an extra sitting room, with access to the screened lanai and (2) additional built-in closets that make it perfect for a quiet office space or dressing area. The en-suite Primary bathroom offers a modern stone countertop with dual sinks, plus a private water closet, linen closet, and a large walk-in closet. Just left of the front foyer sits 2 secondary bedrooms and a full hall bath, and to the right you’ll find the 4th bedroom, great for guests or a private office, and a laundry room with an upgraded front-loading washer and dryer, built-in upper cabinets, and a pull-out drying rack. The 2-car garage with a handy utility sink is accessible off the foyer. Experience the perfect blend of privacy and convenience in this gated community, just minutes from 417 & 436, and around the corner from Target, Costco, and numerous shops and restaurants. Ask for a floorplan and list of improvements!

7864 Pleasant Pine Circle, Winter Park

$340,000
3 Beds 2 Baths Garden Grove SubDv. 32792 Zip Code
Welcome to Winter Park! Nestled in a cozy, established neighborhood with NO HOA, this charming 3-bedroom, 2-bath single-family ranch is ready for its next chapter. With a spacious fenced backyard, huge screened-in pool, and a covered patio, this home is perfect for relaxing or entertaining. Inside, you’ll find vaulted ceilings, ceiling fans, and plenty of natural light. The two-car garage provides storage and convenience, while the mature landscaping enhances the home’s curb appeal. This property is a true Winter Park gem and an excellent fixer-upper investment opportunity — ideal for buyers looking to add their own style, renovate, or create long-term rental income. Conveniently located just minutes from SR 417 and UCF. This home offers both comfort and a prime location. Come schedule a showing and find your next home to Bloom in!

5631 Garden Grove Circle, Winter Park

$749,900
4 Beds 4 Baths Landings At Hawks Crest SubDv. 32792 Zip Code
Stunning 4-Bedroom Taylor Morrison Home in a Premier Winter Park Community! Welcome to this beautifully appointed 4-bedroom, 3.5-bath, 2,582 sq. ft., nestled in one of Winter Park’s most desirable gated communities with resort-style amenities. Built just 4 years ago, this residence blends modern elegance with comfort and convenience. Step inside to find an open-concept design with luxury vinyl plank flooring throughout the main living areas and a gourmet kitchen featuring GE Café Series appliances, SS vent hood and an oversized quartz countertop with plenty of space for entertaining. A dedicated home office makes working from home effortless, while the upstairs loft and expansive media room offer flexible space for relaxation or play. The owner’s suite includes a spa-like bath and a custom built-in shelving system in the walk-in closet. Additional highlights include tile flooring in select areas, a screened-in lanai, and no rear neighbors for enhanced privacy. This smart home is equipped with modern upgrades, including a gutter system, paver driveway, tile roof for longevity, and a 2-car garage. With landscaping handled by the community, you’ll enjoy low maintenance living and more time to take advantage of the incredible amenities. Located in the heart of Winter Park, this property offers the perfect blend of luxury, convenience, and lifestyle.

1465 Lone Feather Trail, Winter Park

$195,000
2 Beds 2 Baths Winter Park Villas Condo SubDv. 32792 Zip Code
This beauty just got a Great NEW PRICE!!! Check out this stylish (and now even MORE Affordable) townhouse in beautiful Winter Park! Featuring both an upstairs AND a downstairs bedroom plus 2 FULL baths, a covered patio, and a fenced yard for added privacy and outdoor enjoyment. Conveniently located in Winter Park and just minutes to Full Sail University! Inside, you’ll find an open floor plan with vaulted ceilings and a cozy wood-burning fireplace. Along with an updated kitchen, updated bathrooms, and all solid-surface flooring (ceramic tile and luxury vinyl flooring) so no carpet anywhere! A versatile floor-plan with a large living/great room, separate dining room, kitchen with breakfast bar, spacious bedrooms and TONS of storage! Outside features a covered patio, with exterior storage, and a semi-private yard with fence. Additional highlights include a NEW barrel tile roof (replaced in 2021), fabulous community amenities which are literally just steps away including tennis/pickleball courts, community pool and pet stations throughout... ALL included and maintained by the HOA! This is the perfect blend of comfort, convenience, and Winter Park living - with easy access to all the best of Central Florida: 25 minutes to downtown, 30 minutes to the Airport, and less than 45 minutes to Disney/Universal/Epic Universe, etc... and local beaches!

607 Saint Johns Ct Unit 607, Winter Park

$849,990
4 Beds 4 Baths Winter Park Pines SubDv. 32792 Zip Code
Stunning, one of kind, 4/4 Winter Park pool home loaded with upgrades! ROOF, AC & WATER HEATER (2020), NEW FLOORING, KITCHEN & BATHS (2025), QUARTZ COUNTER TOPS (2025) FRESH INTERIOR PAINT (2025) & EXTERIOR (2023). Enjoy NEW DRIVEWAY PAVERS, FRONT YARD IRRIGATION (2025), REPLACEMENT WINDOWS & FRENCH DOORS (2016). Largest old school POOL in the neighborhood (20x40) RESURFACED (2016) with NEW PUMP (2023). LED RECESSED LIGHTING (2025). Upgrading LED LIGHTING (2025) Rear addition (Man Cave) is perfect for entertaining with newly installed quartz counter top bar area. UPGRADED ELECTRICAL PANEL (2024) REPLUMBED (2016) Close to coveted Winter Park High, Aloma Elementary, Hospitals, SR 436, Full Sail University, Golfing, Dining and Entertainment. Move-in ready with modern finishes inside & out! Listing Agent is the owner of the property, SELLER may OFFER CONSESSIONS WITH AN ACCEPTABLE OFFER!

730 S Ranger Boulevard, Winter Park

$165,000
2 Beds 2 Baths Stratford A Winter Park Condo SubDv. 32792 Zip Code
Welcome to easy, low-maintenance living in the heart of highly sought-after Winter Park! This charming 2-bedroom, 2-bath second-floor condo features a smart, functional layout and an unbeatable location just minutes from everything Central Florida has to offer. Major updates include a 2019 water heater, HOA-completed roofing and plumbing improvements (2019), plus a whole-home warranty for added peace of mind. Step inside to bright, spacious living and dining areas filled with natural light—perfect for relaxing or entertaining. The covered balcony extends your living space outdoors, offering an ideal spot for morning coffee or unwinding in the evening. The primary bedroom includes a private en-suite bath, while the second bedroom is served by a full guest bathroom—great for a roommate, visitors, or a home office. In-unit laundry adds everyday convenience. The well-kept community provides plenty of amenities, including two sparkling pools, a clubhouse, and a fitness center, making it easy to enjoy a comfortable and active lifestyle. Ideally located just south of Howell Branch Road, you’ll be moments from shopping, dining, Park Avenue, Rollins College, and major highways—keeping the best of Central Florida right at your fingertips. Whether you're a first-time homebuyer, looking to downsize, or seeking a smart investment, this Winter Park condo offers the perfect blend of comfort, convenience, and value.

224 Lewfield Circle, Winter Park

$358,000
3 Beds 2 Baths Villas Of Casselberry Ph 3 SubDv. 32792 Zip Code
Welcome to this beautifully renovated 3-bedroom, 2-bath home in the Villas of Casselberry. Inside, you’ll find a bright and functional floor plan with comfortable living spaces, a convenient 1-car garage, and extra outside storage. Thoughtful updates throughout make this home move-in ready from day one. New roof 6/2025, new driveway, fenced in back yard, new kitchen with quartz countertops, vinyl flooring throughout. Step outside to enjoy the fully fenced backyard and private rear patio—ideal for gatherings, pets, or simply relaxing outdoors. With low HOA fees, this home is a fantastic opportunity for first-time buyers, downsizers, or investors. Perfectly located near top-rated Seminole County schools, UCF, Full Sail University, OIA, and the shops and dining of Winter Park’s Park Avenue, you’ll love the balance of convenience and comfort this home provides.

1827 Blaine Terrace, Winter Park

$285,000
2 Beds 2 Baths Fernbrook Trails Ph 3 SubDv. 32792 Zip Code
Completely Renovated 2 bedroom and 2 bath Townhome in Winter Park! Welcome to 7777 Fernbrook Way, a beautifully updated 2 bedroom, 2 bath home in the desirable Fernbrook Trails community. This move-in ready property has been fully renovated with high-end finishes, modern conveniences, and thoughtful upgrades throughout. Step inside to find tile flooring throughout (2023), freshly retextured ceilings, and energy-efficient LED lighting. The open kitchen features new cabinets with quartz waterfall countertops (2023), LG stainless steel appliances (2021), and updated LED spotlights. Bathrooms were refreshed with new vanities and toilets (2021), and all matching ceiling fans were installed in 2021. Major systems are updated for peace of mind, including a new AC (2021), new windows and sliding glass door (2024), and French drain with sump pump system (2025). Additional improvements include upgraded baseboards, matching blinds, new exterior LED lights, an added shed, and fresh sod in the backyard. The home also comes with a transferrable active termite bond. Roof 2021 Outside, enjoy a private backyard with mature landscaping and low-maintenance living in a well-kept community close to schools, shopping, and major roadways. This is truly a turnkey Winter Park home—every big-ticket upgrade has already been done for you. Don’t miss the opportunity to make it yours!

7777 Fernbrook Way, Winter Park