Location: Winter Garden
Keyword(s): Lakeview Middle
Keyword(s) Middle School: Lakeview Middle
Do Not Show Listings
720 LAKE BRIM DR, WINTER GARDEN, FL 34787
$1,825,00067 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: $208 Tax: $14,831 (2025)Community: Oakland ParkSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$14,831
Elementary School: Tildenville Elem
High School: West Orange High
Tax Year: 2025
Middle School: Lakeview Middle
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)
1164 PRADO LN, WINTER GARDEN, FL 34787
$2,210,0006 Days on yellowkey MLS ID: O6403024
0 Days Off yellowkey (back on 5/6/2026)
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4204 Built: 2026Monthly Fee: $150 Tax: $399 (2025)Community: Grove/OaklandSingle Family
Taxes:$399
Remarks: Pre-Construction. To be built. Welcome to one of the most anticipated new builds at Grove at the Harvest District — the Sunburst Plan by Davila Homes, a luxury new construction masterpiece designed for those who prioritize space, style, and lifestyle. Spanning 4,204 livable square feet with 5,665 total square feet, this stunning 5-bedroom, 5.5-bath estate is thoughtfully designed from the ground up to blend elevated living with effortless entertaining. Every inch reflects Davila Homes' signature commitment to superior craftsmanship, custom finishes, and exceptional attention to detail. Step inside and discover a floor plan built for the way you actually live — an executive office for focused work, a versatile loft for flexible living, and a gracious layout that flows naturally from the heart of the home to the outdoors. The second-floor covered terrace invites year-round relaxation with a front-row view of your private retreat below, where a custom pool and fully equipped summer kitchen set the stage for unforgettable gatherings. The three-car garage rounds out a home that delivers on every level — from daily functionality to that rare feeling of arriving somewhere truly special. Located within the coveted Grove at the Harvest District, this is more than a home — it's a legacy address in one of Central Florida's new communities.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Alexis Anderson (561-670-5901)
243 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,398,50054 Days on yellowkey MLS ID: O6391909
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3097 Built: 2004Monthly Fee: $58 Tax: $6,565 (2025)Community: Lakeview Reserve 46/149Single Family
Taxes:$6,565
Remarks: Refined Waterfront Living in Winter Garden’s Coveted Golf Cart District! Set within one of Downtown Winter Garden’s most desirable gated enclaves, this exceptional waterfront residence offers a rare blend of sophistication, privacy, and effortless Florida living—perfectly positioned in the highly sought-after golf cart district. Designed to maximize light and livability, the interiors are bright and inviting. Recent enhancements include new exterior paint (2026), a tankless water heater (2026), and a added ensuite bathroom (2026) making two primary suites on the second floor. Generous storage is thoughtfully integrated with expansive closet space, while a whole-home water softener and purification system, including an under-sink filter, ensures elevated everyday comfort. At the heart of the home, the gourmet kitchen is both functional and beautifully appointed, featuring dual sinks, a dedicated prep island, and upgraded soft-close cabinetry. The oversized three-car garage provides ample room for vehicles, storage, or recreational needs. Outdoors, the lifestyle truly unfolds. A recently resurfaced covered boat dock—complete with lift, lighting, fan, and sink—offers direct access to one of Florida’s largest spring-fed lakes, part of the Harris Chain and extending to the St. Johns River and Atlantic Ocean. The expansive grounds are enriched by mature, fruit-bearing trees including mango, avocado, star fruit, and citrus, creating a lush, private retreat. Surrounded by natural beauty, the property attracts an impressive array of wildlife. Unforgettable sunrises and sunsets can be enjoyed from multiple vantage points, including the living spaces, patio, dock, and three north-facing bedrooms with water views. This is a home that seamlessly balances elegance and ease—offering a rare opportunity to experience serene waterfront living in one of Winter Garden’s most iconic settings.
514 DUNBAR AVE, WINTER GARDEN, FL 34787
$295,00041 Days on yellowkey MLS ID: O6394414
0 Days Off yellowkey (back on 4/3/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1162 Built: 2006 Tax: $2,616 (2025)Community: Joe Louis ParkSingle Family
Taxes:$2,616
Elementary School: Maxey Elem
Remarks: Under contract-accepting backup offers. Welcome to this charming and beautifully updated 3-bedroom, 2-bath bungalow located minutes from the heart of highly desirable Winter Garden! This move-in ready home offers the perfect blend of character, comfort, and modern upgrades—including a brand-new roof for peace of mind. Step inside to discover a warm and inviting layout with stylish updates throughout, creating a light and airy feel that’s perfect for both everyday living and entertaining. The cozy bungalow design offers functionality and charm, making it an ideal primary residence, second home, or investment opportunity. Living in Winter Garden means enjoying one of Central Florida’s most sought-after communities, known for its historic downtown, vibrant lifestyle, and strong sense of community. Just minutes away, you’ll find the award-winning Winter Garden Farmers Market, held every Saturday and featuring over 100 vendors, live music, and a lively, family-friendly atmosphere . Stroll along the charming brick-lined streets of downtown, filled with boutique shops, local dining, and cultural attractions. Don’t miss your opportunity to own this adorable, updated bungalow in one of Central Florida’s most beloved communities—schedule your private showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Tara Heard (407-637-4634)
1112 JUNIPER HAMMOCK CT, WINTER GARDEN, FL 34787
$520,00063 Days on yellowkey MLS ID: O6388013
REDUCED by $5,000 (1.0%) on 04/01/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2545 Built: 2002Monthly Fee: $44 Tax: $6,455 (2024)Community: Fullers Crossing Ph 02 49 31Spa: NoSingle Family
Taxes:$6,455
Elementary School: Dillard Street Elem
High School: Ocoee High
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautiful and spacious 4-bedroom, 2-bath home located in the desirable Fullers Crossing Community in charming Winter Garden. This well-maintained residence has over 2,500 square feet of comfortable living space, perfect for families and those who love to entertain. Step inside to discover a bright open floor plan featuring generous living and dining areas, a large kitchen with plenty of cabinet space, and a welcoming family room that flows seamlessly for everyday living. Conveniently located just minutes from shopping, dining, major highways, and the historic downtown district of Winter Garden, known for its popular farmers market, scenic trails and vibrant community events. You couldn't miss this incredible opportunity to own a beautiful home in one of the Central Florida's most sought-after areas. Contact agent to request your showing today! Some photos have been virtually staged.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Dulce Moise (407-697-4754)
15316 OAK APPLE CT #B, WINTER GARDEN, FL 34787
$339,99933 Days on yellowkey MLS ID: O6397688
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1544 Built: 2008 Tax: $4,738 (2025)Community: Tucker OaksCondo
Taxes:$4,738
Elementary School: SunRidge Elementary
Remarks: Welcome to your new dream home! Located in the gated community of Tucker Oaks, this 2-story townhome offers 3 bedrooms, 2.5 bathrooms, and 1,544 square feet of comfortable, thoughtfully designed living space. As a corner unit backing to a peaceful conservation area, you’ll enjoy added privacy and tranquil views with no rear neighbors! Step inside to an open-concept first floor where high ceilings, recessed lighting, and natural light create a warm and inviting atmosphere. The layout is ideal for both everyday living and entertaining, with a seamless flow between the living, dining, and kitchen spaces. A conveniently located half bath downstairs adds ease and privacy when hosting guests. The kitchen is designed for functionality and style, featuring stainless steel appliances, crown-molded cabinetry, ample counter space, and a breakfast bar that’s perfect for quick meals or morning coffee. Upstairs, all bedrooms and full bathrooms are tucked away for optimal privacy. The primary suite offers a spacious retreat with a large closet and a private en suite bath complete with a generous vanity and a roomy shower, making it perfect for starting your day or winding down in the evening. Additional bedrooms provide comfortable space for family, guests, or a home office setup. Beyond the home, Tucker Oaks offers amenities including a community pool, playground, dog park, and sidewalks for enjoying the outdoors. The location places you just minutes from major highways, making commuting simple, while also being close to downtown Winter Garden where you can explore local farmers markets, community events, and boutique shopping. The nearby West Orange Trail offers even more ways to stay active and enjoy the Florida sunshine. With theme parks like Walt Disney World and Universal Studios just 25 minutes away, this home combines convenience, comfort, and lifestyle all in one. Don't wait on this amazing opportunity, schedule your private showing TODAY!!!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Daniel Deluca (407-916-9780)
1253 BRANDY LAKE VIEW CIR, WINTER GARDEN, FL 34787
$474,9008 Days on yellowkey MLS ID: O6404570
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1702 Built: 1998Monthly Fee: $89 Tax: $3,024 (2025)Community: Brandy CreekSingle Family
Taxes:$3,024
Remarks: This stunning home is waiting just for you! Nestled in the gated community of Brandy Creek, this beautifully maintained 3 bedroom, 2 bathroom home offers a seamless blend of inviting living spaces and everyday functionality. A manicured front lawn, spacious driveway, and covered front patio set the tone for the warm welcome waiting inside. Step through the entry and you’re greeted by soaring ceilings, abundant natural light, and an open layout that effortlessly connects each living space. To one side, a formal living area offers flexibility as a home office or quiet retreat, while the formal dining room on the opposite side creates the perfect setting for hosting dinners and celebrations. At the center of the home, the kitchen shines as both a gathering place and a functional workspace. Featuring a large island with breakfast bar seating, stainless steel appliances, and generous counter space, it’s designed to handle everything from quick mornings to full-scale entertaining. Overlooking the family room, the layout ensures you’re always part of the moment. Just beyond, a cozy dinette with a partial bay window offers a peaceful spot to enjoy your morning coffee while looking out over the backyard. The split floor plan provides privacy for everyone, with the primary suite tucked away on one side of the home. This spacious retreat features a large closet, a private en suite bath with dual vanities, a garden tub, and a separate shower, plus its own direct access to the backyard. Additional bedrooms are bright, well-sized, and versatile for family, guests, or hobbies. Outside, the fenced backyard offers a private escape with a covered patio perfect for al fresco dining, weekend barbecues, or simply soaking up the Florida sunshine. It’s a space designed for both relaxation and play, with room for everyone to enjoy. Living in Brandy Creek means more than just a beautiful home, it also means you’ll also have access to a scenic lake and a dock/fishing pier for quiet moments outdoors. Just minutes away, you can explore the charm of downtown Winter Garden with its farmers markets, live music, boutique shopping, and local dining. With easy access to the Turnpike and FL-429, getting around Central Florida is simple and convenient. Don't miss out on this gorgeous home, schedule a private showing TODAY!!
Listing Agent: Lindsay Grosshans (407-202-2954)
512 GARDEN HEIGHTS DR, WINTER GARDEN, FL 34787
$564,900102 Days on yellowkey MLS ID: S5142675
REDUCED by $13,000 (2.2%) on 05/04/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1700 Built: 1974 Tax: $3,743 (2024)Community: Garden HeightsSingle Family
Taxes:$3,743
Remarks: Price Improvement! Exceptional new value. Seller motivated. Welcome to this beautifully maintained 4-bedroom, 2-bathroom single-family home located in the highly desirable Garden Heights community of Winter Garden, offering a prime location with NO HOA. Recently improved in price, this home now presents an even stronger opportunity in today’s market, combining location, upgrades, and value in one of Winter Garden’s most sought-after areas.Thoughtfully designed with a functional split floor plan, this residence offers 1,700 sq ft of living space filled with natural light and two separate living areas that provide both comfort and flexibility. Sliding glass doors open to a brand-new screened patio (2025), creating the perfect indoor-outdoor lifestyle for relaxing or entertaining.The interior features a beautifully updated kitchen and bathrooms, luxury vinyl plank flooring throughout, and modern upgrades including a whole-house water filtration system.Set on an expansive 0.29-acre lot, the property offers city water and sewer, along with ample space to add a pool or design a custom outdoor retreat. Conveniently located just minutes from Downtown Winter Garden, Lake Apopka, the Historic Old Winter Garden Golf District, shopping, top-rated schools, and easy access to SR-429. Homes with this combination of location, updates, and improved pricing are rarely available. Seller motivated—don’t miss this opportunity.
Listing is courtesy of: MARCILLO REAL ESTATE LLC (954-297-3636)
Listing Agent: Maria Barrios Tovar (407-600-4040)
1408 SPRING RIDGE DR, WINTER GARDEN, FL 34787
$459,00060 Days on yellowkey MLS ID: O6390610
2 Days Off yellowkey (back on 4/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1614 Built: 1991Monthly Fee: $25 Tax: $1,722 (2025)Community: Crown Point SpgsSingle Family
Taxes:$1,722
Remarks: One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bathroom single-story home in highly desirable Winter Garden, Florida! This light and bright residence features an inviting open floor-plan with soaring high ceilings that create a spacious and airy feel throughout. The cozy wood-burning fireplace serves as a beautiful focal point in the main living area—perfect for relaxing evenings at home. The property sits on a spacious corner lot with a fully fenced backyard, offering privacy and plenty of room for outdoor entertaining, pets, or play. A large storage shed (10x16) designed to match the home provides excellent space for tools, hobbies, or additional storage. Located within Winter Garden’s popular golf-cart district, you’ll enjoy easy access to the vibrant historic downtown area. Cruise over to the shops, restaurants, and the beloved weekly farmers market, or take part in the many community festivals and events that make Winter Garden such a special place to live. With its desirable location, open layout, and charming features, this home offers the perfect blend of comfort, convenience, and small-town charm. Call today as these opportunities tend to go fast!
Listing is courtesy of: SOUTHERN HERITAGE REALTY, INC (407-877-6928)
Listing Agent: Jim Kernohan (407-450-3861)
156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787
$1,200,00068 Days on yellowkey MLS ID: O6384801
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3170 Built: 2018Monthly Fee: $188 Tax: $7,979 (2024)Community: Stanton EstatesSingle Family
Taxes:$7,979
Remarks: Welcome to Golf Cart Life in Historic Downtown Winter Garden! Nestled within Stanton Estates — an exclusive enclave of just 45 luxury homes — this stunning contemporary masterpiece is perfectly positioned in Winter Garden's coveted Golf Cart District. Built in 2018, this one-story multigenerational estate delivers 3,170 square feet of refined living on a nearly 1/3-acre lot, just a short golf cart ride from Plant Street, the Crooked Can Brewery, the weekly farmer's market, and the West Orange Trail. Inside, soaring 12-foot ceilings and abundant natural light flow through an open, flexible floor plan with four bedrooms, four full bathrooms, and a large private office. The gourmet kitchen is the heart of the home — featuring solid wood cabinetry, quartz countertops, an oversized center island, walk-in pantry, and a full suite of KitchenAid Professional appliances with a natural gas cooktop. The primary suite impresses with a recessed ceiling, expansive custom walk-in closet, and a spa-inspired oversized bath. Step outside through fully retractable sliding glass doors to a covered lanai wrapped in mature, professionally designed landscaping and privacy fencing — your own Florida retreat. Premium finishes throughout include smart home technology, motorized shades, whole-home water filtration, 8-foot solid core interior doors, colonial-style trim, custom cabinetry, a three-car tandem garage with brick paver driveway, and a brand-new tankless gas water heater (2025). Minutes from Disney, Universal, and SeaWorld, with seamless access to SR-429, the Turnpike, and 408 — this is one of Central Florida's most desirable addresses. Opportunities like this in Stanton Estates are rare. Welcome home.
Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)
Listing Agent: Joe Thomas, Jr (813-724-1922)
1021 TEMPLE GROVE PL, WINTER GARDEN, FL 34787
$1,895,00069 Days on yellowkey MLS ID: O6387876
REDUCED by $100,000 (5.0%) on 04/25/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3185 Built: 2020 Tax: $17,100 (2025)Community: Emerald AcresSingle Family
Taxes:$17,100
Remarks: LUXURY LAKEFRONT ESTATE – Minutes from Historic Downtown Winter Garden! Experience elevated waterfront living in this beautiful 4-bedroom, 4.5-bath lakefront pool residence on just under 1 acre, ideally located just minutes from the heart of Winter Garden and the charm of Plant Street. Built in 2020 and situated within the coveted GOLF CART DISTRICT near Historic Downtown, this property offers the rare combination of private lakefront serenity and walkable convenience. RECENT CUSTOM UPGRADES with designer millworker throughout, new wide plank oak wood floors, entire property custom fenced and designer hardscape and landscape with lakefront hot tub and lakefront sauna house! Inside, gorgeous hardwood floors flow throughout the thoughtfully designed single-story layout. The open-concept living spaces are warm yet modern, highlighted by a cozy electric fireplace and seamless indoor-outdoor connection. A distinctive wine and bourbon room adds a refined touch—perfect for entertaining or curating your private collection. The primary suite is positioned to capture sweeping lake views and features a spa-inspired bath and generous walk-in closet. Each additional bedroom includes ensuite bath access, while a private guest cottage provides flexible space for visitors, extended family, or a studio retreat. Step outdoors to your personal resort-style setting. Enjoy the screened salt water heated pool and spa, summer kitchen, and private dock for boating and sunset cruises. A detached private sauna house offers a true at-home wellness experience, while the outdoor fire pit overlooking the lake creates an unforgettable gathering space framed by panoramic water views. OWNED and FULLY PAID SOLAR PANELS with extremely low utilities cost. With upscale finishes, distinctive amenities, and an unbeatable lakefront location just moments from dining, shopping, and the vibrant downtown district, this exceptional property delivers the ultimate Florida lifestyle—where luxury meets laid-back lakeside living. Schedule your private showing and discover one of Winter Garden’s most compelling lakefront opportunities.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Nicole Rader (407-484-4743)
131 OAK LAUREL DR, WINTER GARDEN, FL 34787
$834,000116 Days on yellowkey MLS ID: O6374501
REDUCED by $35,000 (4.0%) on 05/01/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1906 Built: 2019Monthly Fee: $475 Tax: $10,586 (2025)Community: Park Place/Winter GardenTownhouse
Taxes:$10,586
High School: None
Remarks: 131 Oak Laurel Drive is a stunning, modern townhome built in 2019 in the highly desirable Park Place community in the heart of historic Winter Garden, Florida. This beautifully designed three-story home offers 3 bedrooms, 3.5 bathrooms, and 1,906 square feet of heated living space. Each bedroom features its own en-suite bathroom, providing privacy and comfort for all. This home includes an elevator that conveniently connects the first and second floors along with an oversized rear-entry two-car garage, a small balcony, and a convenient in-unit laundry closet. Inside, the open-concept main level boasts a gourmet kitchen with stainless steel appliances, a large island, and ample cabinetry. Premium finishes throughout include wood-look tile flooring, crown molding, and plantation shutters. The primary suite offers generous closet space and a spa-inspired bath with dual vanities, a soaker tub, and a walk-in shower. Thoughtful design and quality craftsmanship combine with a prime location just steps from downtown Winter Garden’s restaurants, shops, and the Plant Street Market, making this property an exceptional opportunity to enjoy upscale living in one of the area’s most sought-after neighborhoods.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
650 MEDORA WAY, WINTER GARDEN, FL 34787
$1,152,19012 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
$1,140,15012 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.
115 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$496,000185 Days on yellowkey MLS ID: O6356997
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1780 Built: 2001Monthly Fee: $58 Tax: $5,467 (2024)Community: Lakeview Reserve 46/149Spa: NoSingle Family
Taxes:$5,467
Remarks: One or more photo(s) has been virtually staged. In the heart of Winter Garden’s beloved Golf Cart District just moments from the charm of Plant Street where the scent of roasted coffee drifts through the air and neighbors wave as they roll past on their way to the Saturday morning Farmers Market lies a hidden gem tucked inside the gated lakeside community of Lakeview Reserve. The West Orange Trail echoes just beyond the gates guiding joggers, cyclists, and families toward the beating heart of historic downtown. Behind the oaks and quiet streets stands a home that tells a story of balance between small town charm and modern comfort Its open layout flows effortlessly kitchen with stainless steel appliances to a warm, inviting living room that opens onto a screened in back porch, blending indoor comfort with outdoor serenity. The setting offers a backdrop of calm that feels a world away from the bustle yet you’re still close enough to hop on your golf cart and be downtown for dinner in minutes. As you move through the home every space seems to adapt and invite. A flexible office with double doors makes the perfect work from home retreat while a cozy bonus area can transform into a playroom, fitness space, or second lounge. The primary suite was designed for rest and renewal featuring a garden tub dual sinks and a generous walk in closet all framed by thoughtful updates like a 2017 ROOF replacement, 2023 Electrical Panel updated, 2017 Vinyl Fence and fresh interior paint. Step outside and you’ll find what truly defines Florida living and gentle lake breeze that seems to whisper peace. Here every detail speaks relaxation every sunset feels like a private showing and every golf cart ride into town reconnects you to the pulse of this growing yet timeless community from the laughter spilling out of Crooked Can Brewery to the soft music drifting beneath the twinkle lights of Plant Street. And as night falls and the air cools, you’ll realize that isn’t just a home it’s a rare piece of Winter Garden’s soul waiting for its next chapter to be written.
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Carmelo Nuccio (321-441-6951)
261 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,699,000191 Days on yellowkey MLS ID: O6357233
REDUCED by $46,000 (2.6%) on 04/30/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3728 Built: 2005Monthly Fee: $67 Tax: $15,019 (2024)Community: Lakeview ReserveSpa: NoSingle Family
Taxes:$15,019
Remarks: COMPLETELY REMODELED WATERFRONT HOUSE WITH PRIVATE DOCK AND BOAT LIFT ON THE LAGERST LAKE IN CENTRAL FLORIDA!!! Price can be reduced by $40,000 if the buyer is willing to assume a solar panel loan at 3.49%! Experience the ultimate LAKEFRONT living with this stunning, turnkey home on Lake Apopka in Winter Garden, in the heart of a highly desirable GOLF CART DISTRICT. Boasting over 3,700 sq. ft. of beautifully remodeled living space, this 4-bedroom, 3.5-bathroom residence combines modern luxury with waterfront charm, offering breathtaking sunrise and sunset views every day. Every inch of this home has been meticulously upgraded, creating a move-in-ready oasis with high ceilings, spacious open-concept living, and designer finishes throughout. Gorgeous porcelain tile and hardwood floors flow seamlessly across two stories, complemented by abundant natural light from all-new, upgraded windows. The gourmet kitchen is a chef’s dream, featuring quartz countertops, a large island with built-in cabinetry, stainless steel appliances, a backlit quartz bar, and a modern backsplash. Entertain effortlessly in the expansive dining room and living room, framing incredible LAKE APOPKA VIEWS, GORGEOUS SUNRISES AND BREATHTAKING SUNSETS! The master suite is a serene retreat with two walk-in closets, an oversized Jacuzzi bathroom, and stunning water vistas. Each bedroom boasts lake views, while a second-floor guest bedroom offers privacy, a separate bathroom, and noise-reducing flooring—perfect for another master bedroom, home theater or office. A dedicated office/den at the entrance is ideal for remote work or study. Outdoor living is exceptional with two enclosed and screened patios on the first and second floors, providing panoramic lake views. Boaters will love the expansive deep-water dock with a boat lift and the fun Margaritaville-themed bar. The backyard features a newly resurfaced saltwater pool with a new pump, new pool filter, a fully fenced private yard, fruit trees and mature, landscaped greenery creating a private oasis. Additional highlights include new windows, new HVAC, new SOLAR PANELS (keeping the monthly ELECTRIC BILL BELOW $50), smart thermostat, upgraded irrigation, and a two-car garage with built-ins. Located in a quiet, family-friendly gated community with golf-cart-friendly streets and direct access to the scenic West Orange Trail. Enjoy Winter Garden’s historic downtown just minutes away, with A-rated schools, shopping, dining, and the famous weekend farmers market. Only 20 minutes to Downtown Orlando and close to Disney, Universal, and major highways without the traffic. There are six highly rated Golf Clubs within a 5-mile radius. This is more than a home—it’s a boater’s and fisherman’s paradise, a lakefront retreat, and a perfect family haven all in one. Don’t miss this rare opportunity to own a completely remodeled luxury waterfront home with unmatched views and lifestyle amenities on Lake Apopka, offering over 30,000 acres of endless water fun!
Listing is courtesy of: KELLER WILLIAMS EAGLE REALTY (305-757-1700)
Listing Agent: Marina Kostic (240-421-6466)
236 DONALD DR, WINTER GARDEN, FL 34787
$465,00018 Days on yellowkey MLS ID: O6401940
2 Days Off yellowkey (back on 4/30/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1080 Built: 1930 Tax: $410 (2025)Community: Showalter ParkSingle Family
Taxes:$410
Remarks: Under contract-accepting backup offers. Calling all buyers, builders, and investors, this is a rare opportunity to secure land with no HOA in the heart of Downtown Winter Garden. Located within the highly sought after Golf Cart District, just 0.5 miles from the iconic Plant Street Market, seconds from the West Orange Trail, and with convenient access to the Florida's Turnpike, this spacious quarter acre lot offers the ultimate combination of freedom, location, and connectivity. Set on a private street, this property is the perfect canvas to build your custom dream home without restrictive guidelines or additional monthly fees. With an existing structure already on site, electricity, water, and essential utilities are already in place, making the building process significantly easier, faster, and more cost effective. Whether you envision a modern custom estate, a charming bungalow, or an investment opportunity, the flexibility here is unmatched. Enjoy the ability to walk, bike, or golf cart to everything downtown has to offer, while being positioned in an area experiencing exciting growth with new dining, retail, and commercial development continuing to expand throughout Winter Garden. Opportunities like this, a no HOA quarter acre lot in the Golf Cart District with prime access and growth around it, rarely come available. This is your chance to build exactly what you have been dreaming of in one of Central Florida’s most desirable and rapidly evolving communities.
Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)
Listing Agent: Lauren Bouchard (352-978-6837)
521 COPPERDALE AVE, WINTER GARDEN, FL 34787
$525,00014 Days on yellowkey MLS ID: O6402408
1 Days Off yellowkey (back on 4/30/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2328 Built: 2013Monthly Fee: $72 Tax: $4,040 (2025)Community: Covington ChaseSpa: NoSingle Family
Taxes:$4,040
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Fantastic opportunities like this are rare, especially in one of Winter Garden’s most sought-after locations! Perfectly positioned within the Covington Chase community inside the coveted DOWNTOWN WINTER GARDEN GOLF CART DISTRICT, this beautifully maintained 5 BEDROOM, 3 BATHROOM, SINGLE STORY HOME blends lifestyle, space, and value. Ideal for savvy buyers ready to personalize finishes to their own taste. Set on an expansive homesite, the property showcases a SPARKLING 14x28 SALTWATER SPORT STYLE POOL (2020) with a Pebble Tec finish, and fountain—creating a true backyard retreat. The 3 CAR GARAGE offers ample room for vehicles, wall & ceiling mounted storage racks, a mounted tv, and your golf cart, making it easy to enjoy the district’s signature lifestyle. Inside, the thoughtfully designed 3-way split floor plan provides both flexibility and privacy, including a 5th BEDROOM WITH EN-SUITE BATH near the front entry—perfect for MULTIGENERATIONAL LIVING or guests. The spacious primary suite features a private bath behind double doors with garden soaking tub, tiled shower, and generous walk-in closet. The heart of the home is a huge light filled GREAT ROOM room with vaulted ceilings and speaker pre-wiring, seamlessly connecting to the kitchen and extra spacious dining areas. A formal dining room off the foyer could be repurposed as a den if formal isn't your style. The kitchen is well appointed with 42" cabinetry, a large island, OVERSIZED WALK-IN PANTRY, and NEWER RANGE & MICROWAVE (2025) and a whisper quiet Bosch dishwasher. A Samsung Bespoke refrigerator (2025) is also negotiable with the right offer. Recent updates provide peace of mind, including a NEW ROOF (April 2026), 4-ton Trane 2-stage HVAC (2024), FRESH INTERIOR PAINT, NEW CARPET IN 3 BEDROOMS & HALLWAY, and NEW FAUCETS THROUGHOUT. Smoke/CO2 detectors were also replaced for added safety. Outdoors, enjoy Florida living year-round with a VINYL PRIVACY FENCED BACKYARD, screened lanai, and additional open patio with sail shade, simply perfect for entertaining or relaxing poolside. The lanai comes with a mounted tv for watching the Sunday game. The pool area is fully equipped and comes with two deck storage boxes, pool side seating, 3 patio umbrellas, pool maintenance equipment, plus a recently replaced salt cell (2025). Beyond the home, the location truly shines! Residents can walk to the Covington Chase/Park COMMUNITY POOL AND PLAYGROUND for some fun with your neighbors. There's also direct access to the 22 mile WEST ORANGE TRAIL for hiking/biking, or golf carting to Winter Garden's historic PLANT STREET to experience casual and upscale dining/bars, shopping, museums, the Saturday Farmer's Market, festivals, music, and year round special events. Offered at a competitive price, this home presents an exceptional opportunity to own in one of Central Florida’s most desirable communities. Don't sleep on this one!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Kim Blaylock (407-497-9321)
636 SIGLER DR, WINTER GARDEN, FL 34787
$614,50070 Days on yellowkey MLS ID: O6387125
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1634 Built: 2026Monthly Fee: $275 Tax: $993 (2025)Community: Lakeview Village EstatesTownhouse
Remarks: Under Construction. Under Construction. Welcome to Lakeview Village Estates — an exclusive new community by award-winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architecture, superior construction, and the quiet elegance of true exclusivity. Sophistication is built into Lakeview’s DNA. From the carefully selected finishes to the premium appliances that elevate every kitchen, each detail was chosen to enhance comfort, durability, and aesthetic excellence. The Gardenia floor plan, offering 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept layout. This residence showcases upgrades, including engineered hardwood flooring throughout, Calacatta countertops, and a chef’s kitchen designed for both functionality and style. Location is everything — and Lakeview Village Estates delivers. Perfectly situated in the heart of the Golf Cart District, you’re just steps from Plant Street, the Farmers Market, Crooked Can Brewery, and more. From vibrant farmers’ markets and celebrated dining to community parks and cultural centers — this is where quality of life effortlessly thrives. *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.
615 SIGLER DR, WINTER GARDEN, FL 34787
$899,84070 Days on yellowkey MLS ID: O6387120
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2432 Built: 2026Monthly Fee: $155 Tax: $99,279 (2025)Community: Lakeview Village EstatesSingle Family
Taxes:$99,279
Remarks: 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 Maple floor plan, offering 4 bedrooms, 3.5 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.
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