Location: Winter Garden , 34787
Do Not Show Listings
15161 CANOE PL, WINTER GARDEN, FL 34787
$1,200,00025 Days on yellowkey MLS ID: O6398949
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3816 Built: 2019Monthly Fee: $385 Tax: $13,235 (2025)Community: Lakeshore Preserve Ph 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$13,235
Elementary School: Panther Lake Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Welcome to this beautifully appointed home in the highly desirable Lakeshore community in Winter Garden, offering an exceptional combination of space, comfort, and location. Situated in a prime area close to top-rated schools, shopping, dining, and major roads, this residence is ideal for buyers seeking both convenience and an outstanding lifestyle. This spacious home features 5 bedrooms, 4 full bathrooms, and 1 half bath, with a highly functional and attractive floor plan. Upon entry, you are welcomed by a private first-floor suite, perfect for guests, in-laws, or a home office with added privacy. Upstairs, you will find the remaining bedrooms, including the generous primary suite, along with a huge loft that offers endless possibilities for a media room, playroom, second living area, or home workspace. The home also features a formal dining room, while the kitchen, breakfast area, and family room flow seamlessly together in an open-concept layout that is ideal for both everyday living and entertaining. Step outside to enjoy the brand-new outdoor gourmet area, creating the perfect setting for gatherings, weekend barbecues, and relaxed Florida living. Residents of Lakeshore enjoy access to excellent community amenities, including a well-appointed clubhouse, fitness center, and playground, all contributing to a vibrant and welcoming neighborhood atmosphere. This is a rare opportunity to own a spacious, well-located home in one of Winter Garden’s most attractive communities.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Maqueli Gewehr (863-258-5656)
17162 INGRAM BLUFF DR, WINTER GARDEN, FL 34787
$699,97025 Days on yellowkey MLS ID: G5110993
0 Days Off yellowkey (back on 4/14/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3122 Built: 2026Monthly Fee: $122Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model by Dream Finders Homes. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Above the garage hosts a wonderful apartment with a private entrance. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
7550 SPRING VALLEY ST, WINTER GARDEN, FL 34787
$701,34025 Days on yellowkey MLS ID: G5110990
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2515 Built: 2026Monthly Fee: $122Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model by Dream Finders Homes. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.
5401 BOWMAN DR, WINTER GARDEN, FL 34787
$1,250,00028 Days on yellowkey MLS ID: O6390128
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4044 Built: 2015Monthly Fee: $214 Tax: $9,108 (2025)Community: Overlook At HamlinSpa: YesSingle Family
Taxes:$9,108
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to Horizon West living at its finest in the highly sought-after Overlook at Hamlin community, home of top-rated schools. This exceptional pool home is perfectly positioned on a premium oversized lot offering over 4k SF with lake views in the front and fireworks views in the back. The thoughtfully designed living space has a northwest-facing orientation, allowing you to enjoy breathtaking sunrise views from your backyard oasis and stunning sunset views from the front. This luxurious and meticulously maintained upgraded home features 4 to 6 bedrooms, 3.5 bathrooms, and a highly desirable first-floor primary suite designed for comfort and privacy. The open-concept floor plan is enhanced by a spacious loft and multiple flex spaces, including dedicated offices or additional bedrooms on both levels, each with elegant French doors. The expansive living area is anchored by a custom 20-foot entertainment wall complete with built-ins, a fireplace, and integrated sound, creating the perfect setting for both relaxation and entertaining. The chef’s kitchen is a true showpiece, upgraded with brand-new commercial-style Café luxury appliances (2026), gas cooktop, custom cabinetry with soft-close features, designer backsplash, upgraded lighting, and an oversized custom pantry with a butler’s area. Multiple dining spaces, including a formal dining room and eat-in kitchen, offer versatility for gatherings both large and intimate. Additional major upgrades provide peace of mind and modern efficiency; two brand-new Carrier AC systems (2026) with a 10-year warranty, whole-house water purification and softener system, and new LED lighting in the pool. The home also includes 2 tankless gas water heaters and features high-end finishes throughout, including commercial-grade luxury vinyl flooring, premium carpeting, fresh interior paint, designer lighting, and smart home enhancements such as remote-controlled window treatments and extensive wall-mounted TV connections. Step outside to your private resort-style retreat, featuring a custom 600-square-foot saltwater pool with marble decking, sun shelf, waterfall features, and panoramic screened enclosure designed to maximize views of Disney fireworks. A separate spa, added in 2024, creates the ultimate relaxation experience. The outdoor living space is complete with a fully equipped summer kitchen, built-in bar, tongue-and-groove ceilings, and professionally designed landscaping with privacy hedges and palm trees. With no direct rear neighbors and a dry retention pond behind, this home offers exceptional privacy and serene surroundings. Additional exterior highlights include an extended driveway, oversized two-car garage with space for a golf cart, full fencing with multiple access points, exterior lighting, gutters, and security features, including cameras and motion lighting. Located just a half-mile from Hamlin Town Center, this home is accessible via walking trails, golf cart, or a 1-minute drive to shopping, dining, and entertainment. Residents of the Overlook community enjoy resort-style amenities, including a clubhouse, fitness center, community pool with splash area, walking trails, dog park, playgrounds, fishing pier, and private boat ramp access to Lake Hancock. This is a rare opportunity to own a move-in-ready luxury home in one of Winter Garden’s most desirable locations, where you can experience elevated Florida living at its best. Set up a showing today before it's gone.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Sharon Brandt (407-310-3623)
14501 GROVE RESORT AVE #1310, WINTER GARDEN, FL 34787
$230,00031 Days on yellowkey MLS ID: O6397317
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1265 Built: 2016Monthly Fee: $608 Tax: $6,200 (2025)Community: Grove Resort And Spa Hotel CondoCondo
Taxes:$6,200
Remarks: Fully Furnished & Turn-Key Ready! Welcome to your dream vacation retreat at the highly sought-after Grove Resort & Spa—a full-service luxury resort just 10 minutes from Disney World! This spacious 2-bedroom, 2-bathroom Jasmine Model is located on the 3rd floor and offers 1,265 sqft of comfortable living space, including a screened-in balcony with serene views. Enjoy the ultimate resort lifestyle with incredible on-site amenities: a full water park with dual water slides, a FlowRider® double surf simulator, lazy river, splash zones, multiple pools, private cabanas, restaurants, spa, fitness centers, arcade game room, mini golf, walking trails, and more. The resort also features a convenient alfresco market and offers complimentary shuttle service to Disney for your added ease. The unit is fully furnished with a king-sized bed in the primary suite and a queen bed in the secondary bedrooms—perfect for families or guests. Located just off I-192, you’re minutes from shopping, dining, and all of Orlando’s top attractions. Truly turn-key and resort living at its best—call today to schedule your private showing!
Listing Agent: Vinny Apolinario (407-371-2227)
1209 CASTLEPORT RD, WINTER GARDEN, FL 34787
$664,90056 Days on yellowkey MLS ID: O6390760
REDUCED by $10,090 (1.5%) on 04/14/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2001Monthly Fee: $243 Tax: $4,030 (2025)Community: Stoneybrook WestSpa: NoSingle Family
Taxes:$4,030
Elementary School: Whispering Oak Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Welcome to 1209 Castleport Rd — your next chapter in Stoneybrooke West, a gorgeous golf-course community where everyday feels like a getaway. From the moment you arrive you’ll love the manicured fairways, peaceful walking paths, and neighborhood pride that make this community stand out. Step inside and imagine family mornings and movie nights in the bright, open living spaces. This home offers 5 spacious bedrooms and 3 full bathrooms — plenty of room for guests, a home office, or a hobby room. Thoughtful finishes and flexible room spaces make entertaining effortless and daily life comfortable. Location is everything: you’re minutes from theme parks, with fast highway connections for stress-free commutes and weekend escapes, plus easy access to shopping, dining, and services. Whether you’re teeing off on the greens, grabbing dinner nearby, or heading out for a day at the parks, 1209 Castleport Rd combines comfort, convenience, and that warm, community feel you’ve been looking for.
Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)
Listing Agent: Angela Magac (407-744-5557)
14168 LARKSPUR LAKE DR, WINTER GARDEN, FL 34787
$2,999,990227 Days on yellowkey MLS ID: O6346469
REDUCED by $333,389 (10.0%) on 04/14/2026
Bed: 6 Bath: 7.0 Gar: 4 Liv Area Sq Ft: 6442 Built: 2025Monthly Fee: $112 Tax: $6,673 (2024)Community: Shorefront CoveSingle Family
Taxes:$6,673
Tax Year: 2024
Remarks: Exquisite Luxury Estate in Shorefront Cove at Horizon West. Presenting a rare opportunity to own a premier residence in the sought-after Shorefront Cove community of Winter Garden’s Horizon West. This elegant two-story estate offers 6,442 square feet of impeccably designed living space, showcasing refined luxury, modern convenience, and breathtaking views of Huckleberry Lake. Boasting 6 spacious bedrooms, 6 full bathrooms, and 2 half baths, this home features dual primary suites, one on the main level and one on the upper level, bonus room, wet bar, theater, large lanai, and 4-car garage offering ample storage and convenience. This residence provides easy access to major highways, premier shopping, dining, entertainment, and top-rated schools, all within one of Central Florida's most desirable communities.
Listing is courtesy of: PARK SQUARE REALTY (844-774-4636)
Listing Agent: Suresh Gupta (844-774-4636)
15312 GILLIGAN CT, WINTER GARDEN, FL 34787
$1,150,000107 Days on yellowkey MLS ID: O6372954
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3652 Built: 2020Monthly Fee: $102 Tax: $9,787 (2024)Community: Winding Bay Ii LlcSpa: YesSingle Family
Taxes:$9,787
Elementary School: Water Spring Elementary
Remarks: Set within one of Winter Garden’s most loved communities, this thoughtfully designed two-story home offers a lifestyle shaped by ease, connection, and everyday enjoyment in Winter Garden, Florida. Morning walks along sidewalks, friendly neighbors, nearby parks, and resort-style amenities create a rhythm that feels relaxed yet vibrant. With top-rated schools, convenient access to shopping and dining, and Walt Disney World Resort just minutes away, the location blends Central Florida convenience with the feeling of being tucked into something special. From the moment you step inside, the home invites you to slow down and take it all in. Natural light fills the space, drawing your eye through the open living area to peaceful pond views and the private pool. Beyond the pond, a wooded area owned by Disney provides a protected natural backdrop that will never be built on, preserving privacy and tranquility. Oversized white tile spans the first floor, creating an open, airy atmosphere that feels clean and welcoming. At the center of the home, the kitchen is designed for real life and real gatherings. White cabinetry, granite countertops, a double oven, and a statement range hood anchor a space that works effortlessly for weeknight dinners or hosting friends. A large walk-in pantry keeps everything organized and within reach. Just beyond, the family room feels warm and grounded, with a stone accent wall, electric fireplace, and custom shelving creating a comfortable place to relax. The first floor offers flexibility to suit your lifestyle. A dedicated den or home office provides a quiet place to focus, while a formal dining room invites shared meals and conversation. A drop zone near the garage keeps daily routines running smoothly. Toward the back of the home, a spacious downstairs bedroom with a full en suite bath offers privacy, ideal for guests or multi-generational living. Upstairs, an open loft serves as a central gathering space for movie nights or game days, enhanced by a stone wall and theater-style seating. The owner’s suite feels like a true retreat with a tray ceiling, spa-inspired bath featuring a rain shower, dual sinks, generous storage, and two oversized walk-in closets. A private balcony overlooks the pond and wooded preserve, offering a peaceful place to enjoy morning coffee or unwind. Three additional upstairs bedrooms provide ample space for family or guests. Two share a hall bath, while one enjoys its own en suite for added comfort and privacy. Outside, the backyard feels like a private Central Florida escape. A resort-style saltwater pool with a lounging platform and in-water loungers overlooks the serene pond, creating an inviting setting for relaxing afternoons or entertaining. The screened enclosure allows for year-round enjoyment, and the community dog park directly across the street adds everyday convenience for pet lovers. With fresh interior paint and plantation shutters throughout, this move-in ready single-family home is ready for its next chapter. Community amenities include a resort-style pool, oversized cabana, sports fields, playground, sidewalks, and a dog park. This is more than a house — it is a place to settle in, build memories, and truly feel at home in Winter Garden.
Listing is courtesy of: REAL ESTATE HOUSE FL INC (407-484-0005)
Listing Agent: Gretchen Carlson (407-484-0005)
17156 INGRAM BLUFF DR, WINTER GARDEN, FL 34787
$606,44052 Days on yellowkey MLS ID: G5109791
0 Days Off yellowkey (back on 3/18/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $140Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 15' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.
14241 COLONIAL POINTE DR, WINTER GARDEN, FL 34787
$1,390,00093 Days on yellowkey MLS ID: O6379808
3 Days Off yellowkey (back on 4/14/2026)
Bed: 7 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5001 Built: 2017Monthly Fee: $215 Tax: $9,308 (2024)Community: Overlook 2 At HamlinSpa: YesSingle Family
Taxes:$9,308
Elementary School: Independence Elementary
Remarks: Under contract-accepting backup offers. Experience refined Florida living in this exceptional 7-BEDROOM POOL HOME located in the prestigious West Lake Hancock Estates, perfectly positioned on an OVERSIZED CORNER LOT. The light-filled interior showcases a modern, open-concept floor plan with expansive living and gathering spaces ideal for both everyday comfort and elevated entertaining. At the heart of the home is the gourmet DOUBLE-ISLAND kitchen, offering generous prep space, abundant cabinetry, and a layout designed to host with ease. A rare and highly desirable feature, this home offers TWO PRIMARY SUITES on the FIRST FLOOR, each complete with private en-suite bathrooms and spacious walk-in closets, providing exceptional flexibility for multi-generational living, extended guests, or a private home retreat. The additional bedrooms are generously sized and thoughtfully placed, offering versatility for guest accommodations, a home office, fitness room, or creative space. Step outside to your private backyard oasis, where a sparkling POOL and OUTDOOR KITCHEN create the ultimate setting for relaxing, entertaining, and enjoying Florida’s year-round sunshine. Whether hosting summer gatherings or quiet evenings at home, this outdoor space is designed for elevated living. Additional highlights include a 3-car attached garage, ample storage throughout, and a pet-friendly neighborhood. Residents of West Lake Hancock Estates enjoy access to resort-style amenities, including a stunning clubhouse overlooking Lake Hancock, community pool, fitness center, playground, amphitheater, scenic walking and biking trails, canoe access, and a full calendar of organized social activities. Ideally located just off SR-429, this home offers convenient access to downtown Orlando, major highways, shopping, dining, and entertainment—while still providing the tranquility of an upscale, lake-centered community.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jason Asa (407-337-7702)
14788 FIELD DAISY DR, WINTER GARDEN, FL 34787
$617,50026 Days on yellowkey MLS ID: O6398754
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1992 Built: 2026Monthly Fee: $229Community: Harvest At OvationSingle Family
Remarks: Under Construction. What's Special: Game Room | Dedicated Study | Covered Lanai | North Facing Lot. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Ashwood at 14788 Field Daisy Drive in Harvest at Ovation! This welcoming new home blends spacious living with thoughtful design, featuring a bright great room that flows seamlessly into a beautifully appointed kitchen with quartz countertops and designer kitchen cabinets. Luxury vinyl plank flooring runs throughout the main living area, creating a warm and cohesive feel that is easy to enjoy every day. Just off the kitchen, the lanai extends your living space outdoors, while a versatile flex room and convenient powder room sit near the foyer. Upstairs, the primary suite offers a comfortable retreat with an en-suite bath and a large walk-in closet, alongside two secondary bedrooms that share a full bathroom and an upstairs laundry room. The rear two-car detached garage includes stairs leading to a spacious game room complete with a wet bar, full bathroom, and walk-in closet, giving you even more room to live and entertain. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: Bedroom in place of loft, game room, wet bar at game room, full bathroom at game room, 8' interior doors, oak treads and painted risers. Photos are for representative purposes only. MLS#O6398754
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
16563 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787
$414,99071 Days on yellowkey MLS ID: O6386283
2 Days Off yellowkey (back on 4/14/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1567 Built: 2025Monthly Fee: $205 Tax: $1,424 (2025)Community: WaterleighSpa: NoTownhouse
Taxes:$1,424
Remarks: Under Construction. Charming townhome in Waterleigh with 3 bedrooms, 2.5 baths, smart home technology, and a gourmet kitchen. Features an open living area, spacious bedrooms, and a versatile loft space. Offers modern living with creative and personalized options. It’s also located in a desirable community for tranquility and convenience. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
14006 FRASIER STREET, WINTER GARDEN, FL 34787
$659,00026 Days on yellowkey MLS ID: O6398760
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2098 Built: 2023Monthly Fee: $100 Tax: $8,274 (2025)Community: Highland RidgeSingle Family
Taxes:$8,274
Remarks: Stunning Corner Lot Home Welcome to this beautifully designed, home situated on a desirable corner lot in the sought-after Highland Ridge community in Winter Garden, FL. Built by Meritage Homes, this residence offers the perfect blend of modern style, comfort, and energy efficiency. The open-concept first floor features a spacious great room and dining area that flow seamlessly together, creating an ideal space for entertaining and everyday living. The gourmet kitchen is the heart of the home, complete with a large island overlooking the main living areas and patio—perfect for gatherings with family and friends. Upstairs, the private primary suite offers a relaxing retreat with an oversized walk-in closet, dual vanities, and a sleek walk-in shower. Thoughtfully designed throughout, the home showcases professionally curated finishes, including elegant granite or quartz countertops and stylish tile flooring. Additional highlights include a detached two-car garage, ample natural light, and smart, energy-efficient features designed to provide long-term savings, improved comfort, and healthier living. Located in a vibrant community with top-rated schools and convenient access to major employment centers, shopping, and dining, this home truly offers the best of modern Florida living. Furnishings may be negotiable, offering a convenient, move-in-ready opportunity for buyers.
15442 ENCHANTED MELODY WAY, WINTER GARDEN, FL 34787
$609,85049 Days on yellowkey MLS ID: S5146095
REDUCED by $3,050 (0.5%) on 04/13/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2420 Built: 2024Monthly Fee: $95 Tax: $8,065 (2025)Community: Osprey Ranch Ph ISingle Family
Taxes:$8,065
Remarks: Welcome to this stunning corner-lot residence located within the exclusive Osprey Ranch community in Winter Garden, just minutes from Walt Disney World and surrounded by fine dining, premium shopping, upscale hotels, and top-rated schools. This beautifully appointed home offers 2,420 sqft of refined living space, featuring 4 spacious bedrooms and 3 full bathrooms, thoughtfully curated to deliver both comfort and sophistication. A standout feature of this residence is the first-floor bedroom with a full bathroom, ideal for multigenerational living, guests seeking privacy, or a flexible office space. Designed for a seamless indoor-outdoor lifestyle, this home showcases: • A fully private fenced backyard, offering both security and tranquility • Custom-designed window treatments, adding a refined designer touch • Expansive bedrooms filled with natural light and generous proportions • A charming private courtyard, perfect for outdoor dining, BBQs, and entertaining Positioned on a premium corner lot, this residence offers enhanced privacy, abundant natural light, and a distinguished presence within the community. Located within a top-rated school district and in one of Central Florida’s most desirable growth corridors, this property seamlessly blends luxury, functionality, and long-term value. An exceptional residence that blends sophistication, comfort, and an elevated way of living.
Listing is courtesy of: A & V FLORIDA REALTY GROUP LLC (786-641-7923)
Listing Agent: Edgar Brito (786-641-7923)
14058 FRASIER ST, WINTER GARDEN, FL 34787
$459,00078 Days on yellowkey MLS ID: V4947394
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1996 Built: 2023Monthly Fee: $110 Tax: $7,893 (2024)Community: Highland RdgSingle Family
Taxes:$7,893
Remarks: Welcome to 14058 Frasier Street in the heart of Winter Garden, Florida—where modern comfort meets small-town charm! Located in one of Central Florida’s most sought-after communities, this beautifully maintained home offers the perfect blend of style, space, and convenience. Step inside to discover an inviting open-concept floor plan filled with natural light, high ceilings, and thoughtfully designed living spaces ideal for both everyday living and entertaining. The spacious kitchen serves as the centerpiece of the home, featuring ample cabinetry, generous counter space, and a seamless flow into the dining and living areas—perfect for hosting family and friends. The primary suite provides a private retreat with a well-appointed en-suite bath and generous closet space. Additional bedrooms are comfortably sized and versatile, ideal for guests, a home office, or a growing family. Every detail has been carefully maintained to create a move-in-ready opportunity. Enjoy Florida living year-round with a private backyard space perfect for relaxing evenings, weekend barbecues, or creating your own outdoor oasis. Whether you envision a garden, play area, or custom patio retreat, the possibilities are endless. If you’re looking for a home that offers comfort, location, and lifestyle all in one—14058 Frasier Street is ready to welcome you home. Schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ali Partovi (386-295-5115)
15324 GILLIGAN CT, WINTER GARDEN, FL 34787
$950,00044 Days on yellowkey MLS ID: O6393498
0 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2794 Built: 2020Monthly Fee: $102 Tax: $641 (2025)Community: Winding Bay Ph 1BSingle Family
Taxes:$641
Remarks: Under contract-accepting backup offers. Winter Garden’s finest — a spacious 4-bedroom, 3.5-bathroom home with a 3-car garage, pool, outdoor kitchen, and breathtaking pond views. This exceptional home is filled with custom upgrades throughout, including custom beams, a striking stone entry wall, built-in dining seating, an expanded drop zone with additional cabinetry, and a custom bar area complete with a wine refrigerator. The gourmet kitchen features 42-inch white cabinets, stainless steel appliances, a large farmhouse sink, and an oversized pantry/storage area. A first-floor den/office offers the perfect flex space for work or relaxation. Upstairs, the primary suite is a true retreat with a custom-designed bath, wood-trimmed tray ceiling, private balcony overlooking the pond, and custom built-ins in the walk-in closet. The adjacent bedroom has been transformed into a dream walk-in closet with shoe storage and a lighted vanity, but can easily be converted back into a bedroom upon request. Two additional bedrooms complete the second floor, including one with its own private ensuite, while the open loft with custom beams creates the perfect setting for a cozy movie night. A second-floor laundry room adds everyday convenience. Step outside into your private resort-style oasis, featuring stunning pond views, a tongue-and-groove stained ceiling, built-in seating, and a fully equipped outdoor kitchen with sink, grill, pizza oven, refrigerator, and stainless hood. The heated UV-filtered pool, connected to the home’s water softener system, is enhanced by a beautiful stone waterfall. A sauna and cold plunge complete this extraordinary outdoor retreat — truly an at-home resort experience. Lush landscaping surrounds the patio and pool area, creating a tropical and private escape, complemented by thoughtfully added rock garden beds and light paver stone walkways along the side of the home that enhance both beauty and functionality. Beyond the pond, a wooded area owned by Disney provides a protected natural backdrop that will never be developed, preserving both privacy and tranquility. The 3-car garage is equally impressive with custom built-ins, overhead storage racks, and a metallic epoxy floor. New exterior painting is currently in progress. Life here extends beyond the home. Morning walks along tree-lined sidewalks, friendly neighbors, nearby parks, and resort-style community amenities create a rhythm that feels both relaxed and vibrant. Residents enjoy access to a resort-style pool, oversized cabana, sports fields, playground, sidewalks, and two dog parks. Located in an area known for top-rated schools, with convenient access to shopping and dining, and just minutes from Walt Disney World Resort, this home perfectly blends Central Florida convenience with the feeling of being tucked into something truly special. More than a house — this is a place to settle in, build memories, and truly feel at home in Winter Garden.
15508 BLACKBEAD ST, WINTER GARDEN, FL 34787
$430,000122 Days on yellowkey MLS ID: O6371455
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1754 Built: 2017Monthly Fee: $313 Tax: $6,652 (2025)Community: Summerlake Pd Ph 2C-2ETownhouse
Taxes:$6,652
Elementary School: Summerlake Elementary
Middle School: Horizon West Middle School
Remarks: One or more photo(s) has been virtually staged. If you’re looking for low-maintenance living without giving up space, convenience, or community, 15508 Blackbead Way is worth a closer look. This 3-bedroom, 2.5-bath townhome is located in Summerlake, a well-established Winter Garden neighborhood known for its amenities and everyday ease. The main floor features an open, fluid layout designed for both entertaining and day-to-day living, complete with a convenient half bath. The open kitchen flows naturally into the dining and living spaces, creating a connected feel that works just as well for hosting as it does for quiet nights at home. Upstairs, all bedrooms are thoughtfully positioned alongside a centrally located laundry room, keeping everything right where you need it. The generous primary suite offers comfortable separation from the secondary bedrooms and includes a large walk-in closet. One of the most unique features of this home is the oversized driveway—a rare find for a townhome and a direct result of the lot’s placement. It offers exceptional parking and flexibility, and as an added bonus, you can enjoy views of the Magic Kingdom fireworks right from the driveway—an unexpected and special touch that truly sets this home apart. Summerlake residents enjoy a resort-style pool, fitness center, walking trails, parks, playgrounds, and a true sense of community, including Food Truck Thursdays held on the third Thursday of each month. With easy access to shopping, dining, major roadways, and nearby schools, this is an opportunity to enjoy Winter Garden living with comfort, connection, and less upkeep.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Hilary Hall (407-902-9311)
8275 BAYVIEW CROSSING DR DR, WINTER GARDEN, FL 34787
$565,00029 Days on yellowkey MLS ID: TB8496196
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2019 Built: 2017Monthly Fee: $312 Tax: $5,109 (2025)Community: Waterleigh Phase 1CSpa: YesSingle Family
Taxes:$5,109
Remarks: **New landscaping in progress with pictures to follow, expected by April month end** Welcome to Waterleigh Phase 1 in Horizon West, Winter Garden, one of the most desirable communities in the area, known for resort-style amenities, scenic lakes, and top-rated schools. This rare one-story Arbor floor plan offers an open-concept layout with a highly sought after private fenced backyard - perfect for relaxing, entertaining, and enjoying Florida living at its best. This home features an extended screened-in lanai & patio upgrade, private backyard with a hot tub, cozy electric fireplace, dedicated home gym space, tandem 3-car garage, fresh exterior and interior paint. This home is move-in ready with thoughtful upgrades. Minutes from Hamlin Town Center, shopping, dining, and entertainment, plus quick access to Disney and major highways. Please schedule a showing to come view this rare opportunity to own a single-story home in Waterleigh Phase 1.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Timothy Shepard (727-204-9618)
14501 GROVE RESORT AVE #2527, WINTER GARDEN, FL 34787
$270,000142 Days on yellowkey MLS ID: O6368187
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1544 Built: 2018Monthly Fee: $1,103 Tax: $8,868 (2024)Community: Grove Residence & Spa Hotel Condo IiCondo
Taxes:$8,868
Remarks: Short Sale. Short Sale Opportunity – Fully Furnished 3BR/3BA Condo at The Grove Resort – Vacation Rental Only / No Full-Time Residency Investor Alert! Rare opportunity to own a FULLY FURNISHED and equipped 3-bedroom, 3-bath condo in the sought-after The Grove Resort, one of Orlando’s top vacation-only condo-hotel communities, just minutes from Disney. Turnkey for immediate rental. Large balcony, modern kitchen, and in-unit washer/dryer. High occupancy potential through the on-site rental program. Resort Amenities (included for guests): Surfari Water Park, surf simulator, water slides, laser river. Multiple resort-style pools, hot tubs & cabanas. Lake Austin access with fishing and water sports. Fitness center, arcade, full-service spa, on-site restaurants, bars, market, and conference center, 24/7 front desk, concierge, and gated community security. Prime Location, located in Winter Garden, FL, just minutes to Walt Disney World® and major Orlando attractions. Close to shopping, dining, and major highways. This unit is part of a condo-hotel program: no full-time residency allowed. Short-term rentals only. SHORT SALE – priced to sell fast! A great chance to secure a unit below market value in a high-demand tourist location. Ideal for investors looking for short-term rental income with professional management available on-site. Not suitable for full-time occupancy. Contact us today to schedule a showing and take advantage of this exceptional income-generating property!
Listing Agent: Nayane Seabra (407-535-7815)
17006 SEVILLE ORANGE RD, WINTER GARDEN, FL 34787
$718,79937 Days on yellowkey MLS ID: TB8493597
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2224 Built: 2026Monthly Fee: $84 Tax: $2,363 (2025)Community: Northlake/Ovation Ph 1Single Family
Taxes:$2,363
Remarks: Under Construction. This stunning Plant II single-family home is located in the desirable Northlake at Ovation community. This popular one-story, open-concept layout features 4 bedrooms and 3 bathrooms, ideal for modern living. With finishes from the AW Collection Sapphire vibrant blues meet bright whites for a bold look. Enjoy a chef-inspired kitchen with 42" cabinets, quartz countertops, and large island overlooking the living and dining areas, perfect for entertaining. The home also includes luxury vinyl flooring, a private primary suite with walk-in closet, a covered lanai for outdoor living, and a spacious 2-car garage. Conveniently located in Winter Garden near shopping, dining, major roadways, and top-rated schools. Community amenities include pool, clubhouse, playground areas and dog park.
Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)
Listing Agent: Reed Williams (813-918-4491)
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