Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
Beds: 4 to 4
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Winter Garden - 262 properties found
15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787
$594,00085 Days on yellowkey MLS ID: S5143009
0 Days Off yellowkey (back on 5/1/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2695 Built: 2016Monthly Fee: $241 Tax: $8,470 (2024)Community: Summerlake Pd Ph 2C 2D 2ESingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,470
Elementary School: Summerlake Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Hamlin Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 3.5-bath home located in the desirable Winter Garden area. This spacious residence offers a well-designed floor plan with generous living areas, ideal for both everyday living and entertaining. The home features a bright and open layout with abundant natural light, a large kitchen with ample cabinetry and counter space, and a seamless flow into the dining and living areas. The primary suite offers a private retreat with an en-suite bathroom and walk-in closet. Upstairs and/or additional bedrooms provide flexibility for guests, a home office, or multigenerational living. The 3.5 bathrooms ensure comfort and convenience for family and visitors alike. Enjoy outdoor living with a private backyard space perfect for relaxing or hosting gatherings. Conveniently located near major highways, shopping, dining, and entertainment, this property offers easy access to everything Winter Garden, and surrounding areas.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ceila Morales (888-883-8509)
5211 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
$819,000112 Days on yellowkey MLS ID: O6373067
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2909 Built: 2023Monthly Fee: $165 Tax: $9,990 (2024)Community: Silverleaf Reserve/Hamlin Ph 2Single Family
Taxes:$9,990
Elementary School: Hamlin Elementary
Remarks: Welcome to this exceptional Barret floor plan in the exclusive Silverleaf Reserve by Meritage Homes, offering 4 spacious bedrooms, a versatile bonus room, a dedicated office, and an additional flex space currently used as a music room. Positioned on one of the best lots in the community, this home features stunning lake views, unmatched privacy, and a thoughtfully designed layout for both comfort and functionality. This residence is loaded with upgrades: luxury vinyl flooring throughout, elegant quartz countertops, soft-close cabinetry, designer glass-front cabinets, and beautiful under-cabinet lighting that adds charm and sophistication to the kitchen. The master bedroom is located on the second floor, making it perfect for families with young. On the first floor, a guest suite is conveniently located near the entrance, ideal for visitors or elderly family members. The home also includes a stylish powder room (half bath) for added convenience. The bonus room provides endless flexibility, whether as a media room, playroom, or additional lounge space, while the office is perfect for working from home. The unique music/flex room adds character and versatility to the home. Located in Winter Garden’s prime area, Silverleaf Reserve offers not only a premium lifestyle but also the convenience of two highly rated public schools (elementary and middle) right inside the community, along with easy access to shopping, dining, and major highways. This property is the perfect combination of modern design, luxury finishes, and an unbeatable location — a rare opportunity in the heart of Winter Garden.
Listing is courtesy of: MCO REALTY GROUP LLC (407-747-3822)
Listing Agent: Tiago Fernandez Pllc (407-747-3476)
615 LAKE COVE POINTE CIR, WINTER GARDEN, FL 34787
$849,9507 Days on yellowkey MLS ID: O6402551
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2465 Built: 2014Monthly Fee: $94 Tax: $8,422 (2025)Community: Lake Cove Pointe Ph 2Spa: YesSingle Family
Taxes:$8,422
Elementary School: Dillard Street Elem
High School: West Orange High
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to the Downtown Winter Garden Golf Cart District where lifestyle and location just make sense. This 4 bedroom, 2 bath pool home blends thoughtful upgrades with a layout that actually works for real life. From the moment you walk in, the natural light and open flow stand out. The main living spaces connect seamlessly, creating an easy, inviting feel whether you are hosting or just enjoying a night in. Throughout the home you will notice custom woodworking details that add warmth and character. From built ins to trim work, these touches elevate the space and give it a more intentional, finished look you do not see in every home. The kitchen offers a clean, updated feel with modern finishes, refreshed cabinetry, and functional space that opens directly into the dining and living areas. It is designed to be both practical and a place people naturally gather. One of the biggest advantages of this home is the fully paid off whole home solar system paired with multiple battery backups. This means lower monthly costs and added reliability during storms or outages, something that continues to matter more and more. Step outside and you get your own private backyard setup. The pool and spa create a true stay at home retreat. Whether it is weekends with friends or a quiet evening, the space is set up to be enjoyed year round. The three car garage is a rare find in this area and gives you all the room you need for a golf cart, bikes, storage or hobbies. Living here is where this home really stands out. Hop on your golf cart and head straight into downtown Winter Garden, one of the most loved small town districts in Central Florida. If exercise is your thing you're just a short distance to pickleball and tennis courts, baseball fields and the outstanding West Orange Bike Trail!! You are minutes away from a nationally recognized farmers market, the Crooked Can Brewery, the splash pad, Plant Street Market and a full calendar of events throughout the year. From live music and seasonal festivals to outdoor dining and boutique shopping, there is always something happening. The entire area has that walkable, charming feel that makes it feel like a Hallmark town brought to life. You are also close to Horizon West, major highways, top rated schools, downtown Orlando and the theme parks, giving you the perfect mix of convenience and small town charm. Homes like this in this location do not come up often. If you are looking for a home with character, smart upgrades, and a lifestyle that people move here for, this is it.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787
$635,5006 Days on yellowkey MLS ID: O6403063
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2692 Built: 2017Monthly Fee: $215 Tax: $8,922 (2025)Community: Waterside/Johns Lake Ph 2ASingle Family
Taxes:$8,922
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this beautiful, well-maintained home located in the Waterside Community at 17059 Harbor Oak Parkway. This inviting property features a spacious living area with modern finishes and newly installed luxury vinyl plank (LVP) flooring great for both everyday living and entertaining.The open-concept layout flows seamlessly into a stylish kitchen equipped with stainless steel appliances, including a newly installed range, along with updated shelving, blinds, and lighting throughout (2024). The first floor also features an additional bedroom, for guests or a home office; whatever suites your needs. Upstairs, you’ll find a versatile loft area great for cozy movie nights, a playroom, or a secondary living space. The primary suite serves as a relaxing retreat, complete with a fully updated master bathroom (2025). Two additional bedrooms provide ample space for family or visitors. Step outside to enjoy the patio, great for entertaining, along with a newly installed fence (2024) that adds both privacy and charm. Conveniently located in a community with A-rated schools and school bus transportation available right on your street. Less than a 2 minute walk to your community pool and gym, with 2 playgrounds and a dock located within the community. This home places you just minutes from the best of Florida living including Disney Resorts, Universal theme parks, and Historic Downtown Winter Garden (award winning Farmers Market) all within a 20-minute drive. With convenient access to Highway 429, commuting and travel throughout Central Florida are a breeze. Plus, you’re less than an hour away from Florida’s beautiful beaches and natural springs.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
14039 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787
$819,900465 Days on yellowkey MLS ID: O6274785
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3801 Built: 2006Monthly Fee: $141 Tax: $11,068 (2024)Community: Bay Isle 48 17Single Family
Taxes:$11,068
Remarks: Under contract-accepting backup offers. Fully Renovated 4BR Luxury Home | Bay Isle Gated | Private Cinema | Grand Primary Suite | Corner Lot Fully renovated 4-bedroom, 3.5-bath plus additional upstairs half bath, home located in the desirable Bay Isle gated community in Winter Garden. Residents enjoy access to a private lake, park, sidewalks, and gated security. HOA covers landscaping, private roads, amenities, and security. This premium corner-lot property features an oversized paved courtyard with ample space for a future pool and custom outdoor living area, ample parking, irrigation system, rain gutters, and a whole-house water filtration system (owned, no lease). Spacious layout includes open kitchen/family room, living/dining room combo, extended loft, private cinema room with reclining theater seating, 120” screen, short-throw projector, and surround sound system, and enclosed lanai ideal for entertaining. Interior features include porcelain tile flooring in main living areas and kitchen, high ceilings, crown molding, solid wood cabinetry, solid surface countertops, walk-in closets, and showers in all full bathrooms. The grand primary suite on the main level features a spa-style bathroom with jetted soaking tub and dual shower, along with two walk-in closets and an exceptional bonus area with three separate rooms and independent entrance, currently used as additional closets, offering flexible potential for a home office, gym, studio, or private retreat. Recent updates include roof replaced in 2021 and three A/C units (one brand new) for enhanced efficiency and reliability. The floor plan offers: • Primary suite on the main level • Upstairs private suite with bathroom and walk-in closet • Two additional upstairs bedrooms with shared full bathroom • Additional upstairs half bath (powder room) Prime location near Winter Garden Village, new hospital, and just minutes from charming Downtown Winter Garden, with easy access to major highways, theme parks, and Orlando International Airport.
Listing is courtesy of: SUMMERHILL REALTY GROUP LLC (407-963-8083)
Listing Agent: Kelly De Lima Perez (407-501-3896)
7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787
$650,00011 Days on yellowkey MLS ID: O6401040
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2605 Built: 2018Monthly Fee: $64 Tax: $5,661 (2025)Community: Highlands/Summerlake Grvs Ph 2Spa: NoSingle Family
Taxes:$5,661
Remarks: Under contract-accepting backup offers. Welcome to your beautifully upgraded home in the heart of Winter Garden! This spacious 4-bedroom, 2.5-bath residence offers the perfect blend of comfort, style, and functionality, complete with a versatile flex room ideal for a home office, study, or playroom. From the moment you step inside, you’ll notice the thoughtful upgrades throughout—enhanced cabinetry, a stylish backsplash, upgraded appliances, and modern light fixtures that elevate the living space. The first-floor flooring has been fully updated, and the front door adds a fresh, inviting touch to the home’s curb appeal. Fresh interior paint (2026) keeps everything feeling clean and move-in ready. The kitchen is equipped with a gas range and flows seamlessly into the main living areas, perfect for everyday living and entertaining. Upstairs and throughout, you’ll appreciate the well-designed layout offering both privacy and open gathering spaces. The Harry Potter closet has been repurposed as a reading nook equipped with a chalk board for young ones to stay entertained. Major system updates provide peace of mind, including a newer HVAC system (approx. 8 years), roof (approx. 8 years), water heater, upgraded HVAC blower motor, and garage door opener mechanism. A tankless water heater, Tesla charger, and security system add modern convenience and efficiency. Step outside to enjoy the fenced backyard with a sprinkler system, and a location that’s tucked away—not on a main road—offering added privacy while still being close to everything. The home is also just a short distance from the community playground. The low HOA covers your cable bill and enhances your lifestyle with access to amenities including a pool, dog park, two playgrounds, and clubhouse, all while maintaining the community’s beautifully kept common areas. Perfectly positioned just minutes from world-renowned attractions like Walt Disney World and Universal Orlando, this home offers unbeatable access to the best of Central Florida’s theme parks. Enjoy the convenience of nearby grocery stores, shopping centers, and everyday essentials just minutes from your doorstep, making errands and retail therapy effortlessly accessible. Don’t miss your opportunity to own this well-maintained, thoughtfully upgraded home in one of Winter Garden’s most desirable areas!
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Jennifer Micheli (321-229-3704)
117 STEINBECK ST, WINTER GARDEN, FL 34787
$625,0006 Days on yellowkey MLS ID: O6402187
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1928 Built: 2001Monthly Fee: $45 Tax: $2,212 (2025)Community: Traditions SubSingle Family
Taxes:$2,212
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bathroom pool home located in one of Winter Garden’s most sought-after neighborhoods! Just minutes from the charm and energy of Downtown Winter Garden, you’ll enjoy easy access to local shops, dining, the weekly farmers market, and the scenic West Orange Trail. Roof 2017. This home offers the perfect blend of comfort and Florida living, featuring a spacious layout ideal for both everyday living and entertaining. Step outside to your private backyard oasis complete with a sparkling pool—perfect for relaxing weekends or hosting friends and family year-round. With its prime location, desirable community, functional floor plan, and inviting outdoor space, this home is a rare opportunity to enjoy the best of Winter Garden living. Don’t miss your chance to make it yours!
Listing is courtesy of: SHAHRAM SONDI + CO. (407-718-6160)
Listing Agent: Brian Masih Das (407-920-7135)
16126 PARKWYN ST, WINTER GARDEN, FL 34787
$609,00053 Days on yellowkey MLS ID: O6389811
REDUCED by $16,000 (2.6%) on 05/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2372 Built: 2021Monthly Fee: $127 Tax: $7,291 (2025)Community: Hawksmoor Ph 2Single Family
Taxes:$7,291
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: """Motivated seller open to negotiating concessions, including closing cost credits and an interest rate buy-down. Bring your offers.""" Beautiful Two-Story Home with Designer Features in Winter Garden Welcome to this stunning two-story residence located in the highly desirable area of Winter Garden, Florida. This beautifully maintained home offers 4 bedrooms and 3 full bathrooms, combining modern design, comfort, and thoughtful upgrades throughout. From the moment you arrive, you are welcomed by a charming front porch and landscaped entrance, creating a warm and inviting first impression. Large windows throughout the home allow abundant natural light, enhancing the bright and airy feel of the interior. The first floor features high-quality luxury vinyl flooring and a spacious open-concept layout that seamlessly connects the living room, dining area, and gourmet kitchen — perfect for everyday living and entertaining. The kitchen is a true highlight, featuring stainless steel appliances, elegant wood cabinetry, and generous counter space, ideal for cooking and gathering with family and friends. The living area showcases a stunning custom wood accent wall with built-in shelving and ambient lighting, creating a sophisticated focal point around the entertainment space and modern electric fireplace. An elegant additional seating area completes the room, offering the perfect place for conversation or relaxation. Also on the first floor, you will find one bedroom and a full bathroom, ideal for guests, multi-generational living, or a private home office. Upstairs, the remaining bedrooms offer comfortable carpet flooring and spacious closets, while the expansive primary suite provides a peaceful retreat with a large walk-in closet and a private bathroom featuring dual sinks. This home also includes several valuable upgrades, such as: Whole-house water filtration system Custom-made window treatments Attached two-car garage Step outside to enjoy the beautifully upgraded backyard, where a custom landscaping project created a stylish and low-maintenance outdoor space. The backyard features high-quality artificial turf and elegant in-ground lighting, perfect for relaxing evenings or entertaining guests. Residents of the community enjoy fantastic amenities, including: Clubhouse Resort-style pool Park and playground Sidewalks throughout the neighborhood The location is another standout feature. The property is just minutes from Hamlin Town Center, offering a wide variety of shopping, restaurants, and entertainment options. It also provides convenient access to Walt Disney World Resort, as well as major highways leading to **Orlando and surrounding areas. This exceptional home offers the perfect combination of modern upgrades, elegant design, and prime location. Schedule your private showing today and discover everything this beautiful home has to offer.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Viviane Rocha (407-558-1180)
720 LAKE BRIM DR, WINTER GARDEN, FL 34787
$1,825,00059 Days on yellowkey MLS ID: O6387519
REDUCED by $25,000 (1.4%) on 04/30/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3781 Built: 2020Monthly Fee: $203 Tax: $14,831 (2025)Community: Oakland ParkSpa: NoSingle Family
Taxes:$14,831
Elementary School: Tildenville Elem
Remarks: Experience refined Florida living in the heart of Winter Garden, where timeless architecture, thoughtful design, & an unbeatable location come together in this exceptional custom-built residence. Situated on an expansive corner lot (~1/4 of an acre) overlooking one of the community’s most beloved PARKS, this four-bedroom (w/ room for a 5th & office), four-bath luxury HEATED POOL home offers privacy, space, & picturesque views. You’re moments from stunning sunsets, a walk by the LAKE, multiple parks & playgrounds, the community clubhouse, & direct access to the scenic WEST ORANGE TRAIL— a 22-mile paved trail ideal for biking, jogging, & casual strolls. From the moment you arrive, the stunning brick-accented front porch sets the tone, offering a welcoming space to relax while enjoying tranquil park views. Inside, rich wood flooring flows throughout the main living areas, complementing the home’s elevated finishes, such as crown molding, wainscoting, trim work, & custom built-ins. At the heart of the home, the chef’s kitchen is a true showpiece. Outfitted with premium Thermador & JennAir appliances, QUARTZITE counters, custom cabinetry, designer fixtures, a walk-in pantry, & spacious gathering space, this kitchen was designed for both everyday living & elegant entertaining. The adjacent dining & living areas are bathed in natural light, enhanced by multiple French doors that frame panoramic views of the pool and backyard retreat. The indoor-outdoor connection is simply spectacular. Step outside to your private oasis featuring a sparkling resort-style pool (runs with an ozonator) with travertine decking, generous covered lanai, & an outdoor kitchen equipped with a mini fridge & 48 inch griddle. Each of the four bedrooms is generously sized, offering comfort & versatility for family & guests. One generously sized bedroom is downstairs, which has access to the pool & park through French doors. The primary suite serves as a luxurious retreat with a spa-like bath & dual closets, while all four baths (three en-suite) are thoughtfully designed with quality finishes (marble upstairs, quartzite downstairs). Need an elevator? There's space for the addition! A well-appointed MUDROOM adds everyday convenience & organization, seamlessly blending practicality with style. Additional FEATURES: whole house water filtration system, in-ceiling speakers in the living room, the lanai by the pool, & front porch, tankless water heaters, hard wired cameras inside/out, ample storage, landscape lighting, Cat 6 wiring w/ WiFi access points, & an OVERSIZED garage (~2 1/2). Just a short GOLF CART ride away, you’ll find the charm & vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, community connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks. Custom built POOL homes are RARE to market in Oakland Park. Make this DREAM home your reality today!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Ashley Boyd (321-209-5540)
18029 CIDER MILL LN, WINTER GARDEN, FL 34787
$724,99080 Days on yellowkey MLS ID: O6382363
1 Days Off yellowkey (back on 5/1/2026)
REDUCED by $6,876 (0.9%) on 04/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 2025Monthly Fee: $250 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Bellmore. This amazing one-story Emerald Series home has an elevated designed with elegant exteriors and high-end features. This spacious all concrete block construction single-family home features 4 bedrooms and 3 baths. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This gourmet kitchen features a Quartz countertops stainless steel appliances, spacious pantry and crown molding cabinetry. Bedroom one, located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with double bowl vanity, and spacious shower/tub space as well as a spacious walk in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall a drop zone welcomes you from the garage where you will find a fourth bedroom and full bathroom. This home features a space to fit all your needs. Like all homes in Waterleigh, the Bellmore includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *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)
650 MEDORA WAY, WINTER GARDEN, FL 34787
$1,152,1904 Days on yellowkey MLS ID: O6403543
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2902 Built: 2026Monthly Fee: $155 Tax: $993 (2025)Community: Lakeview Village EstatesSingle Family
Taxes:$993
Remarks: Under Construction. Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Cypress floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully designed open-concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Fernanda Negromonte (407-592-1744)
642 MEDORA WAY, WINTER GARDEN, FL 34787
$1,140,1504 Days on yellowkey MLS ID: O6403542
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3109 Built: 2026Monthly Fee: $155 Tax: $993 (2025)Community: Lakeview Village EstatesSingle Family
Remarks: Under Construction. Under Construction. Welcome to Lakeview Village, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Palmetto floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully designed open-concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.
264 BLUE STONE CIR, WINTER GARDEN, FL 34787
$725,0006 Days on yellowkey MLS ID: O6402597
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2538 Built: 1996Monthly Fee: $68 Tax: $5,063 (2025)Community: Westfield LakesSpa: YesSingle Family
Taxes:$5,063
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: LOCATION, LOCATION, LOCATION! Welcome to 264 Blue Stone Cir in the highly desirable Winter Garden, FL; where elegance meets modern comfort without compromise. This beautifully reimagined CORNER LOT residence offers a rare opportunity to own a LUXURIOUS, FULLY RENOVATED HOME designed for effortless living. From the moment you arrive, the CURB APPEAL and premium corner positioning set this home apart, offering added privacy, space, and presence. Inside, you’ll appreciate the attention to detail and refined finishes throughout. The home features ALL-NEW FLOORING that flows seamlessly, creating a clean and sophisticated aesthetic. The heart of the home boasts a COMPLETELY REMODELED KITCHEN with sleek cabinetry, premium STAINLESS STEEL APPLIANCES, and a layout perfect for both everyday living and entertaining. Retreat to the PRIMARY SUITE where the FULLY RENOVATED PRIMARY BATH delivers a spa-like experience with elevated finishes and modern design. Every major component has been thoughtfully upgraded, including a NEW AC SYSTEM, UPDATED AIR DUCTS, NEW WATER HEATER, and a WHOLE-HOME WATER FILTRATION SYSTEM, providing comfort, efficiency, and peace of mind for years to come. Step outside to your PRIVATE BACKYARD OASIS featuring a SPARKLING POOL WITH SPA, perfect for relaxing evenings or entertaining guests in true Florida style. Perfectly positioned just minutes from DOWNTOWN WINTER GARDEN and WINTER GARDEN VILLAGE, this home offers unmatched convenience to shopping, dining, entertainment, and community events. You are also ideally located near surrounding sought-after cities including Windermere, Ocoee, and Clermont. If you are looking for LOCATION; LOOK NO MORE. Don’t miss your chance to own a TURN-KEY, MOVE-IN READY CORNER LOT HOME WITH POOL AND SPA in one of Central Florida’s most desirable areas. Schedule your private showing today.
Listing Agent: Ariel Vargas (407-558-5161)
6165 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$745,1309 Days on yellowkey MLS ID: G5111538
0 Days Off yellowkey (back on 4/25/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3038 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Biscayne, a spacious two-story single-family home designed with both style and functionality in mind. The 20-foot ceiling entryway creates a stunning first impression, leading into a bright and open main living area. A guest bedroom with full bath downstairs provides comfort and flexibility for visitors or multi-generational living. The beautifully extended kitchen cabinetry offers both storage and style, making the kitchen the heart of the home. Upstairs, the expansive owner’s suite serves as a private retreat, while the huge extended loft adds versatile space for entertaining, work, or play. Nestled in the brand-new Avalon Woods community, you’ll enjoy a boutique neighborhood in a prime location just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
3430 TURNINGWIND LN, WINTER GARDEN, FL 34787
$825,00011 Days on yellowkey MLS ID: G5111151
0 Days Off yellowkey (back on 4/28/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3358 Built: 2002Monthly Fee: $115 Tax: $6,001 (2024)Community: Windward Cay 48 125Spa: NoSingle Family
Taxes:$6,001
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Looking for a pool home in Winter Garden that offers privacy and space, in a peaceful gated community? Well, welcome home! This beautifully upgraded home is close to schools, shopping, dining, golf, and quick access to the 429. Featuring 4 bedrooms, 4 bathrooms, a private office, two versatile bonus rooms, a large screened pool with water features, and a 3-car garage, it offers space for everyone. The long driveway and oversized paver pad provide parking for eight or more vehicles. The screened pool is over 6 feet deep and opens to a newly renovated pool bath, creating the perfect space for relaxing and entertaining year-round. With no rear neighbors, the backyard oasis backs to a tranquil conservation area and is framed by a wrought-iron fence with fragrant climbing jasmine for added privacy, and provides a green space for your furry friends. Inside, you’ll find wood-grain tile and high-quality bamboo flooring throughout—no carpet—plus a dramatic staircase with soaring ceilings and an elegant light fixture. The open kitchen is perfect for everyday living and entertaining, featuring new quartz countertops, a new sink and disposal, a newer stainless steel stove, microwave, and dishwasher, and a walk-in pantry with stylish new doors, all flowing into spacious living and dining areas. Downstairs, French doors lead to the office, while bi-fold doors connect to a flex room ideal for a gym, playroom, or guest suite. Upstairs, you’ll find three bathrooms, and two of the four bedrooms feature custom Closets by Design, along with a versatile flex space, perfect for a theater or family room. The oversized primary suite offers dual walk-in closets, extra storage, and a spa-like bath with soaking tub, separate shower, split vanities, and a private water closet. Recent updates include a new roof (2023), refreshed pool deck, new pool pump (2022), and new electric pool heater (2025). Additional upgrades include new lighting, updated hardware, fresh baseboards, new outlets and switches, coach lights, mirrors, and crown molding in the office, dining room, and primary suite. This is a home where comfort, style, and Florida living come together—ready to welcome you home.
Listing is courtesy of: CENTURY 21 HANCOCK (352-708-5650)
Listing Agent: Lydia Wells (352-636-4867)
13259 SERENE GLADE RD, WINTER GARDEN, FL 34787
$778,53116 Days on yellowkey MLS ID: G5111211
0 Days Off yellowkey (back on 4/18/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2689 Built: 2026Monthly Fee: $160Community: Serenade At OvationSingle Family
Remarks: One or more photo(s) has been virtually staged. Under Construction. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly presents Serenade at Ovation. Nestled amidst picturesque lakes and pristine conservation areas, our collection of award-winning single-family homes and contemporary townhomes beckons you. Embracing the essence of classic Florida architectural styles, each residence seamlessly blends indoor and outdoor living. Enrich your life with Winter Garden's local history and charm, while relishing easy access to top-tier schools, Orlando's business hubs, delectable dining, iconic attractions, and endless entertainment. Whether indulging in nearby theme parks or exploring local shopping, your options are limitless. Within the community, relish leisurely walks to the pavilion, let the little ones thrive at the tot lot, and embrace tranquil evenings under the starlit sky. At Serenade at Ovation, a meticulously crafted home designed by experts eagerly awaits, ready to cocoon your cherished memories within the embrace of Florida living.“includes high speed fiber optic internet”
17416 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787
$784,49048 Days on yellowkey MLS ID: G5109744
0 Days Off yellowkey (back on 3/17/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2688 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria with Bonus floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage, all contributing to the 2688 square feet of carefully utilized living space.
11864 SHINE VIEW LN, WINTER GARDEN, FL 34787
$619,990167 Days on yellowkey MLS ID: O6361583
1 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2489 Built: 2025Monthly Fee: $190 Tax: $1,989 (2024)Community: WaterleighSpa: NoSingle Family
Remarks: Under Construction. Waterleigh presents the Clearden. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find a bedroom and downstairs powder room. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and all three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Clearden includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *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.*
18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$748,000396 Days on yellowkey MLS ID: O6280496
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2931 Built: 2023Monthly Fee: $250 Tax: $9,777 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$9,777
Remarks: *Motivated Seller* This 2023 built home has only had One-owner, highly upgraded luxury 4-bedroom, 3-bathroom home with 2-car garage, fenced-in oversized yard, and overhead storage in the highly desirable Waterleigh community—just minutes from Walt Disney World in the Top-Rated School zone. No lawn mower needed - the HOA maintains all lawn care in this beautiful community! This home is constructed Block on Block - top and bottom unlike many other builders who build wood frame on the second floor. Don't wait for a newly constructed home and pay $100,000 more for a similar home... this one is ready now and you can put your savings into a pool or in the bank! This well-appointed home features a downstairs guest suite, upgraded wood-look tile (no carpet on the first floor), and a gourmet kitchen with 42” cabinets, quartz countertops, custom backsplash, large island, under-cabinet lighting, and premium LG stainless steel appliances, including a French door refrigerator with craft ice and Instaview. Additional features include an EV charging station, smart switches, custom lighting and fans throughout, and a covered lanai overlooking a spacious backyard. Upstairs offers a generous loft, two secondary bedrooms with walk-in closets, a full bathroom with dual sinks, a laundry room with LG washer and dryer on pedestals, and a luxurious primary suite with a tray ceiling, a spa-style bath, a frameless glass shower, a soaking tub, and an oversized walk-in closet. Oversized yard has plenty of space to build your own pool or you could enjoy the Waterleigh resort-style amenities with 3 pools, clubhouses, fitness centers, tennis courts, dog parks, playgrounds, putt-putt golf, fishing pier, walking trails, rock climbing, pickleball ball and a full calendar of social events. Just a couple of streets away, the 4th pool is under construction and will be completed shortly. Zoned for top-rated schools and offering convenient access to 429, 417, and 408. Many homeowners enjoy golf cart living in this community, where you can enjoy an abundance of amenities, social events, drop your little ones off at school, or do your grocery shopping; there's a daycare, elementary, and middle school, and a Publix located inside the community. This is a rare opportunity to own a move-in-ready, upgraded home in one of Winter Garden’s most popular neighborhoods—with closing cost assistance included for rate buy down or other.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Sharon Brandt (407-310-3623)
12390 CLEAR SAPPHIRE #260, WINTER GARDEN, FL 34787
$819,99035 Days on yellowkey MLS ID: O6394850
0 Days Off yellowkey (back on 4/30/2026)
REDUCED by $30,000 (3.5%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2552 Built: 2026Monthly Fee: $96Community: Osprey RanchSingle Family
Tax Year: 2026
Remarks: Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
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