Location: Winter Garden
Do Not Show Listings
14102 LOCHEND WAY, WINTER GARDEN, FL 34787
$935,00017 Days on yellowkey MLS ID: O6411646
REDUCED by $43,800 (4.5%) on 06/19/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3606 Built: 2024Monthly Fee: $77 Tax: $11,605 (2025)Community: Westhaven At OvationSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,605
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: This beautifully maintained Toll Brothers Delray floor plan is 2 years new and sits on one of the community’s most desirable lots, directly overlooking the scenic community park. With excellent curb appeal, a covered front porch, and a long brick paver driveway, the home welcomes you from the moment you arrive. Step inside the dramatic two-story foyer and discover an open, light-filled floor plan with thoughtfully chosen upgrades, neutral colors, and high-end finishes throughout. The heart of the home is the expansive kitchen featuring a large prep island, built-in ovens, vented cooktop, walk-in pantry, and abundant cabinetry for all your storage needs. A convenient downstairs bedroom with a full bath offers ideal space for guests or multigenerational living. Upstairs, a spacious bonus room provides flexible living options, while the impressive primary suite steals the show with two walk-in closets, a luxurious garden bath, oversized shower, and dual vanities. Every bedroom is generously sized, giving family members their own private retreats. Just around the corner, the brand-new community clubhouse with its modern contemporary design is scheduled to open in July, bringing a state-of-the-art fitness center and sparkling community pool within easy walking distance. Perfectly located just minutes from Disney, major highways, top-rated shopping, and dining, this home is also zoned for highly sought-after K-12 schools. Why wait to build when you can move into this like-new Delray now and settle in before the new school year begins? A rare opportunity to own an upgraded Toll Brothers home in an unbeatable location.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
14540 SUNBRIDGE CIR, WINTER GARDEN, FL 34787
$675,0002 Days on yellowkey MLS ID: O6416033
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2800 Built: 2019Monthly Fee: $180 Tax: $9,815 (2025)Community: Bradford CreekSingle Family
Taxes:$9,815
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Virtually Staged. Welcome to luxury living in the exclusive gated community of Bradford Creek in Winter Garden. Built in 2019, this beautifully designed one story residence offers 4 bedrooms, 4 full bathrooms, 2 car garage, high ceilings, and an abundance of natural light. The open floor plan is perfect for everyday living and entertaining, showcasing elegant tile flooring throughout main living areas. The spacious family room flows seamlessly into the gourmet kitchen, which comes with a gas cooktop, premium cabinetry, and generous counter space. A separate formal dining room provides an elegant setting for gatherings and special occasions. Owner's suite features a luxurious spa inspired bathroom, an oversized walk in closet, and the convenience of direct access to the laundry room. All 3 additional bedrooms come with its own private bathrooms. Enjoy Florida outdoor living on the covered lanai overlooking the fenced backyard, with no rear neighbors for added privacy. Additional highlights include a Tesla NEMA 14-50 outlet for convenient EV charging, mature landscaping, and a quiet, beautifully maintained neighborhood atmosphere. Conveniently located just minutes from SR429, this home offers easy access to downtown Winter Garden, Winter Garden Village, Orlando Health facilities, shopping, dining, entertainment, and major commuter routes. Please call today for a private showing!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Priscilla Chan, Pa (407-588-8867)
12390 CLEAR SAPPHIRE, WINTER GARDEN, FL 34787
$764,99082 Days on yellowkey MLS ID: O6394850
1 Days Off yellowkey (back on 6/19/2026)
REDUCED by $5,000 (0.6%) on 06/16/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2552 Built: 2026Monthly Fee: $96Community: Osprey RanchSingle Family
Taxes:$0
Elementary School: None
High School: None
Tax Year: 2026
Middle School: None
Remarks: Under contract-accepting backup offers. Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
9606 WOODCRANE DR, WINTER GARDEN, FL 34787
$525,00029 Days on yellowkey MLS ID: O6410113
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2101 Built: 2017Monthly Fee: $164 Tax: $5,079 (2025)Community: Watermark Ph 2BSingle Family
Taxes:$5,079
Elementary School: Panther Lake Elementary
Middle School: Hamlin Middle
Remarks: Prime corner lot home in the highly sought-after Horizon West community of Watermark in Winter Garden with no front neighbors and peaceful water views. Ideally located just a short walk to the community amenity center and The Mark shopping center featuring Starbucks, New York Beer Project, 7-Eleven, Walgreens, dining, entertainment, and more. Enjoy nightly Disney fireworks views right from the front porch, living room or loft sofa. Conveniently located near State Road 429, Hamlin Town Center, top-rated schools, Orange County National Golf Center, and Walt Disney World. This home offers the perfect blend of lifestyle, convenience, and location in the heart of Horizon West.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
1142 DUNBROOKE ST, WINTER GARDEN, FL 34787
$515,0002 Days on yellowkey MLS ID: O6417527
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2068 Built: 2005Monthly Fee: $53 Tax: $4,251 (2025)Community: Chapin StationSingle Family
Taxes:$4,251
Elementary School: Maxey Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: Virtually staged. Welcome to Chapin Station! On an almost quarter-acre lot, this four-bedroom, three-bath home offers a light and spacious split-bedroom open floor plan designed for comfort and functionality. Go inside to find soaring ceilings and an open layout featuring a formal dining room, a large family room and a bright breakfast nook overlooking the kitchen. Double-pane windows provide added energy efficiency throughout the home. The living areas seamlessly connect to the expansive covered rear patio and private backyard, creating the ideal setting for everyday living and entertaining. The thoughtfully designed split floor plan provides privacy for all. The primary suite features vaulted ceilings, dual walk-in closets and an en-suite bath with double vanities, a garden tub and a separate shower. On the opposite side of the home, two secondary bedrooms share a full bath, while a separate guest suite and additional bath offer ideal accommodations for visitors or multigenerational living. The oversized backyard provides ample space to create your dream outdoor oasis, whether you envision a pool, play area, garden or outdoor entertainment space. The large covered patio is ideal for grilling, relaxing, and gathering with family and friends. In the sought-after Chapin Station community, this well-maintained home offers easy access to the West Orange Trail, historic downtown Winter Garden, major highways, hospitals, shopping, dining and Central Florida's world-famous theme parks.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Naresh Mistry (321-356-7882)
1610 BEULAH RD, WINTER GARDEN, FL 34787
$450,0001 Day on yellowkey MLS ID: O6418153
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2210 Built: 1998Monthly Fee: $44 Tax: $2,189 (2025)Community: Orange CoveSingle Family
Taxes:$2,189
Remarks: Welcome to 1610 Beulah Road, a custom built home in one of Winter Garden's most convenient locations. Situated directly across from West Orange High School, this exceptional property offers the perfect blend of privacy, tranquility, and accessibility. Just five minutes from Historic Downtown Winter Garden and Plant Street Market, you'll enjoy easy access to award winning dining, boutique shopping, the popular Farmers Market, Crooked Can Brewing Company, and countless community events throughout the year. Designed with comfort and quality in mind, this custom residence is nestled against protected wooded wetlands, creating a peaceful backdrop rarely found so close to town. Relax and unwind from the screened rear patio while taking in the serene views and natural beauty of the private backyard setting. With no rear neighbors and lush conservation views, this home offers a quiet retreat that feels worlds away. Commuters will appreciate the easy access to State Road 429 and the Florida Turnpike, providing convenient connections to Downtown Orlando, Lake County, and major employment centers throughout Central Florida. Whether you're searching for a home near Downtown Winter Garden, top rated schools, or a property with privacy and scenic views, 1610 Beulah Road delivers an unbeatable combination of location, craftsmanship, and lifestyle. Experience the best of Winter Garden living with the perfect balance of convenience and natural beauty.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
2022 BOSS HEWETT ST, WINTER GARDEN, FL 34787
$679,0002 Days on yellowkey MLS ID: O6417697
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2281 Built: 2022Monthly Fee: $171 Tax: $7,948 (2025)Community: Hull Island/Oakland Ph 2Single Family
Taxes:$7,948
Elementary School: Tildenville Elem
Remarks: This turnkey, better-than-new single-story home offers an elegant and modern retreat within Oakland’s highly desirable waterfront community of Hull Island. Nestled in a friendly neighborhood surrounded by nature, the property immediately welcomes you with tasteful customizations, upgraded lighting, and stylish accent walls that bring warmth and character to the entire layout. The thoughtfully crafted split floor plan features four bedrooms and three bathrooms, maximizing both privacy and efficiency for daily living and entertaining. Right off the foyer, a comfortable guest bedroom boasts its own ensuite bath, creating an ideal setup for visitors or multi-generational families. The main living area flows seamlessly into a beautifully upgraded kitchen equipped with quartz countertops, under-cabinet lighting, a tile backsplash, and premium stainless steel appliances including a cooktop with a hood and a built-in oven and microwave. Tucked quietly away at the back of the home, the primary suite serves as a private oasis with an expansive spa-like bathroom featuring separate vanities, sleek quartz counters, a large shower, and dual walk-in closets with custom storage systems. The remaining bedrooms are equally impressive, offering ample space, custom closets, and electronic shades. The sophisticated interior transitions smoothly to a private backyard retreat where a covered lanai, extensive pavers, and a full screen enclosure set the perfect stage for relaxed Florida outdoor living. Practical needs are also effortlessly met in the two-car garage, which showcases durable epoxy flooring and a modern electric vehicle charger. Beyond the property lines, the Hull Island community provides an exceptional lifestyle centered around outdoor recreation and convenience. Residents enjoy access to a resort-style pool, a playground, a dog park, and a scenic boardwalk that winds its way to a community dock and fishing pier on Lake Apopka. Nature lovers will appreciate the neighborhood's private entrance to the 120-acre Oakland Nature Preserve, as well as close proximity to the famous 22-mile West Orange Trail, local golf courses, and pickleball courts. Complete with fast access to the Turnpike, 408, and 429, this location connects you quickly to excellent shopping, dining, and the charming downtown districts of Winter Garden, Clermont, and Oakland, while keeping Orlando’s theme parks and international airport within easy reach.
Listing is courtesy of: BALDWIN PARK REALTY LLC (407-986-9800)
Listing Agent: Brian Cirillo (321-231-1068)
13092 SUNRISE HARVEST DR, WINTER GARDEN, FL 34787
$850,0002 Days on yellowkey MLS ID: O6417386
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2993 Built: 2024Monthly Fee: $140 Tax: $9,934 (2025)Community: Harvest/OvationSpa: NoSingle Family
Taxes:$9,934
Remarks: Prepare to be impressed by this exceptional pool home in the highly sought-after Harvest at Ovation! Offering 4 bedrooms, 3.5 bathrooms, and nearly 3,000 square feet of thoughtfully designed living space, this stunning two-story residence combines luxurious finishes with incredible indoor and outdoor living. Situated on a corner lot, the home immediately captivates with its beautiful exterior, split two-car garage, and charming front porch, along with a dedicated electric vehicle charger conveniently located in the garage. Inside, you’ll immediately notice the designer touches and high-end finishes throughout. The open-concept layout effortlessly connects the living room, dining area, and kitchen, creating a space that is equally suited for entertaining and everyday living. At the heart of the home, the gourmet kitchen features Samsung appliances, including a Smart Technology refrigerator, gas cooktop, range hood, and a modern tile backsplash. The inviting living room is enhanced by a custom accent wall and expansive three-panel sliding glass doors that fill the space with natural light. The first-floor primary suite is a true retreat, featuring a spa-inspired bathroom with dual vanities, a soaking tub, separate walk-in shower, and a custom walk-in closet. Upstairs features a spacious loft with a built-in desk and shelving, offering versatile additional living space. Two secondary bedrooms are also located on this level, including one with a private en suite bath. The backyard is nothing short of spectacular. A screened lanai overlooks the brand-new inground pool, paver patio, and fenced backyard, creating your own private oasis. Residents enjoy access to community amenities, including a pool and playground. Ideally located near shopping, dining, major highways, Downtown Orlando, Orlando International Airport, and just minutes from Walt Disney World, this remarkable home truly has it all.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: David Bollet (407-927-4595)
15591 PANTHER LAKE DR, WINTER GARDEN, FL 34787
$1,395,0002 Days on yellowkey MLS ID: O6416459
Bed: 5 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3932 Built: 2017Monthly Fee: $431 Tax: $11,631 (2025)Community: Lakeshore Preserve Ph 1Single Family
Taxes:$11,631
Remarks: Welcome to 15591 Panther Lake Drive, a stunning 5-bedroom, 3.5-bath Mediterranean-inspired waterfront residence in the highly sought-after Lakeshore Preserve community of Winter Garden. Showcasing exceptional craftsmanship and timeless architectural elegance, this home offers the perfect blend of luxury, comfort, and Florida lifestyle living. Outstanding curb appeal features a bright stucco exterior, terracotta tile roof, rich wood garage doors, decorative arches, tropical landscaping, and a paver driveway. Additional highlights include two 2-car garages, dual HVAC systems (2024), and a tankless water heater. Inside, a grand two-story foyer and dramatic staircase welcome guests with soaring ceilings, elegant finishes, abundant natural light, and beautiful water views. Rich wood-look tile flooring flows throughout the main living areas. The chef-inspired kitchen features custom cabinetry, granite countertops, apron-front sink, under-cabinet lighting, premium stainless steel appliances, gas cooking, an oversized center island, and an expansive walk-in pantry with floor-to-ceiling shelving. A convenient mudroom connects to the laundry room. The spacious family room showcases a tray ceiling with stained wood accents, a gas fireplace, and large sliding glass doors that seamlessly connect indoor and outdoor living spaces. The first-floor primary suite offers tray ceilings, large walk-in closets, and a spa-inspired bath. A dedicated first-floor office provides an ideal work-from-home space. Upstairs, the expansive loft and oversized bonus room offer endless flexibility for a media room, game room, fitness area, home theater, or additional living space. Secondary bedrooms are generously sized, including a private guest suite with an ensuite bath featuring a granite vanity and tiled walk-in shower. Enjoy Florida living from the oversized screened lanai overlooking tranquil water views and green space. Brick pavers, multiple ceiling fans, and generous covered seating areas create the perfect outdoor retreat. The backyard offers ample room for a future custom pool, spa, and summer kitchen. Lakeshore Preserve residents enjoy resort-style amenities including a waterfront community pool, sun shelf, cabanas, walking trails, weekly lawn maintenance, and access to Lake Panther via a community launch for canoes, kayaks, and other non-motorized watercraft. Conveniently located near SR-429, Walt Disney World, Hamlin Town Center, and historic Downtown Winter Garden, this exceptional home delivers luxury living in one of Central Florida's premier communities.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
15121 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787
$824,9009 Days on yellowkey MLS ID: O6416065
REDUCED by $50,000 (5.7%) on 06/19/2026
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4042 Built: 2016Monthly Fee: $180 Tax: $552 (2024)Community: Signature Lakes Ph 3B-4Single Family
Taxes:$552
Elementary School: Independence Elementary
High School: Windermere High School
Tax Year: 2024
Middle School: Bridgewater Middle
Remarks: Welcome to 15121 Evergreen Oak Loop, a stunning 6-bedroom, 4-bathroom home offering over 4,200 square feet of thoughtfully designed living space in one of Winter Garden's most desirable communities. Situated on an oversized homesite with no rear neighbors, this exceptional property combines space, comfort, and privacy with beautiful conservation views and breathtaking Florida sunsets. The heart of the home is the expansive gourmet kitchen featuring stainless steel appliances, a large center island, abundant cabinetry, and an open-concept design that flows seamlessly into the main living areas—perfect for entertaining family and friends. Flexible living spaces include a first-floor bedroom and full bath, ideal for guests, a home office, or multigenerational living. Upstairs, you'll find a spacious theater room complete with reclining theater seating, projector, screen, and surround sound system—all included with the home—creating the ultimate space for movie nights, sporting events, and gaming. The luxurious primary suite serves as a private retreat with a spa-inspired bath, dual vanities, soaking tub, separate shower, and oversized walk-in closet. Step outside to enjoy peaceful conservation views from multiple outdoor living spaces, offering a level of privacy rarely found in Horizon West. Whether you're enjoying your morning coffee or winding down in the evening, this home provides the perfect backdrop for Florida living. Location is everything, and this home delivers. Just minutes away is the newly opened Horizon West Regional Park, a 215-acre recreational destination featuring an inclusive playground, walking and biking trails, picnic pavilions, athletic fields, open green space, and recreational facilities. Future phases are planned to bring additional trails, expanded recreational amenities, and nature-focused areas, adding even more value to this already exceptional location. Residents enjoy convenient access to top-rated schools, shopping, dining, major highways, Disney attractions, and everything that makes Horizon West one of Central Florida's most sought-after places to live. Offering an ideal combination of size, functionality, entertainment, and location, this is a rare opportunity to own a truly special home in the heart of Winter Garden.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Adam Jackson (407-572-6252)
13037 SERENE GLADE RD, WINTER GARDEN, FL 34787
$559,9904 Days on yellowkey MLS ID: G5113926
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1836 Built: 2026Monthly Fee: $160Community: Serenade At OvationSingle Family
Remarks: Virtually Staged. Under Construction. Discover the charm of the Brantley Floor Plan, a bungalow perfect for families and entertaining. This plan features 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The gourmet kitchen boasts top-end designer finishes and flows seamlessly into the living areas, ideal for gatherings. An extra-large corner pantry provides ample storage for bulk purchases, enhancing functionality. Check out the Brantley today and imagine your life in the beautifully designed home!
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
1219 SADDLEBACK DR, WINTER GARDEN, FL 34787
$1,050,00015 Days on yellowkey MLS ID: O6412381
0 Days Off yellowkey (back on 6/18/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2667 Built: 2022Monthly Fee: $215 Tax: $11,474 (2025)Community: Oakland Parkb-1Spa: NoSingle Family
Taxes:$11,474
Remarks: Welcome to what may be the most impeccably maintained and beautifully upgraded home in Oakland Park! This stunning 4-bedroom, 3.5-bath residence showcases designer-inspired finishes throughout, featuring soaring ceilings, modern color palettes, and countless custom enhancements that make it truly one of a kind. Built just four years ago and nestled on a quiet street directly across from green space, this exceptional David Weekley Seaside model offers the perfect blend of elegance, comfort, and convenience. The thoughtfully designed floor plan features a luxurious first-floor owner's retreat complete with a spacious spa-like bath, while the additional bedrooms, study, dining area, and generous living spaces provide room for everyone to spread out and enjoy. No detail has been overlooked. The current owners have invested extensively in premium upgrades, including custom wood trim and accent walls, designer wallpaper, upgraded lighting throughout, custom Zebra window shades, professionally designed closets in the owner's suite, secondary bedroom, and laundry room, plus a water softener, gutters, epoxy-coated garage floors, updated landscaping, and an inviting paver patio. Both the interior and exterior have been freshly painted, creating a truly move-in-ready experience. Step outside to the screened rear porch, where you'll enjoy peaceful mornings, evening breezes, and endless opportunities for birdwatching and outdoor dining. The spacious 3-car garage provides ample storage and functionality for today's lifestyle. Beyond the home itself, Oakland Park offers an award-winning lifestyle unlike any other. This celebrated Parade of Homes community is known for its charming streetscapes, abundant green spaces, waterfront gathering areas, parks, and strong sense of community. Golf-cart-friendly and ideally located just minutes from the West Orange Trail, you'll also enjoy the convenience of walking or riding into vibrant downtown Winter Garden for exceptional dining, shopping, entertainment, and year-round events. This is more than a home—it's a lifestyle defined by luxury, connection, recreation, and the timeless charm of Winter Garden Living.
Listing is courtesy of: CENTRAL FLORIDA PRIME REAL ESTATE LLC (407-404-4041)
Listing Agent: Lynette Piontek (407-222-4310)
121 W MAPLE ST, WINTER GARDEN, FL 34787
$1,725,0003 Days on yellowkey MLS ID: O6417649
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3243 Built: 1999 Tax: $10,572 (2025)Community: G T Smith Sub 2Spa: YesSingle Family
Taxes:$10,572
Remarks: Welcome to 121 West Maple Street…a Downtown Winter Garden one-of-a-kind statement home spanning nearly 5,500 square feet of indoor & outdoor living space. Originally constructed in 1999 and thoughtfully expanded in 2019…yet this special residence has the heart & soul of a time long ago when character, craftsmanship and attention to details mattered. Private Pool & Spa. Poolhouse. Drawing Room & Study. Courtyard with Fountain. Renovated Kitchen & Bathrooms. 10’ Ceilings. Wood Floors. Handmade (USA) Solid Wood Doors. Custom Wood Trim Throughout. Three-Car Garage with Carriage House. Three Fireplaces. Natural Gas. Custom Built Wood Fence with Copper Caps. Located on one of the few remaining brick roads just TWO BLOCKS from Plant Street, this home with spectacular curb appeal is situated on a rare corner double lot with extensive landscaping & beautiful mature trees…including the incredible Southern Live Oak in front that is part of the Winter Garden Heritage Trees project & walking tour. Enjoy historical charm appropriate for the location...yet live without the pains & aches of owning an old historic home. The incredible drawing room & study (2019) was designed by the historical architect for the City of Charleston…twenty-nine windows, extensive trim work & built-ins, historically accurate sconces & lighting and automatic privacy shades. Live the Florida lifestyle outdoors in this incredible outdoor oasis with heated pebble tec saltwater pool & spa. Following a 2023 transformation with a cost of $225,000, the outdoor living space now features a custom poolhouse cabana with a gas fireplace, multiple seating areas, outdoor kitchen with island, built-in grill, burner and refrigerator, retractable screen to astroturf lawn, Trex decking, custom lighting, water features, extended covered lanai and SunBrite outdoor television. (Hayward Natural Gas Pool/Spa Heater - 2025; Hayward Tristar Pool Pump - 2023; Filter Unit - 2020; Salt Cell - 2020). Fantastic & FLEXIBLE floor plan...four bedrooms, three full bathrooms and one half bathroom. Primary suite on main floor. The carriage house above the garage features a separate staircase entrance with private bedroom, bathroom and walk-in closet with built-ins. Stunning kitchen renovation (2021) including custom cabinetry, backsplash, quartz countertops, farm sink, designer lighting, new appliances and an open-concept design that flows effortlessly into the family room. Roof -- July 2019. HVAC -- 2025 (upstairs); 2018 (downstairs - damper system). Tankless Gas Water Heater -- Dec 2015. Garage Epoxy Floor. Whole Home Natural Gas Generator. FULL UPGRADE & SPECIAL FEATURES LIST AVAILABLE. Furnishings and decor (inside & outside), golf cart & custom holiday decorations NEGOTIABLE. Zoned R-2. NO HOA...live without rules & restrictions. You COULD NOT be closer to enjoying the lifestyle of Central Florida's most desirable and growing historic downtown...GOLF CART LIFE, the West Orange Trail, HUGE weekly farmer's market, incredible annual festivals, shopping, dining, art gallery, the Crooked Can Brewery & Plant Street Market, parks & recreation...come JOIN THE FUN! Also conveniently located minutes from the Winter Garden Village shopping center and just minutes from HWY 429 with direct connect to the Turnpike and 408 for an easy commute to anywhere in Central Florida. This is THE ONE you have been waiting for in Downtown Winter Garden...DO NOT MISS your opportunity to own this one-of-a-kind dream home & property!
Listing is courtesy of: TARA MOORE REAL ESTATE (407-738-5588)
Listing Agent: Tara Moore (407-765-3700)
12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$592,000100 Days on yellowkey MLS ID: O6389532
REDUCED by $17,900 (2.9%) on 06/15/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2420 Built: 2024Monthly Fee: $96 Tax: $2,162 (2024)Community: Osprey Ranch-Ph 1Single Family
Taxes:$2,162
Remarks: PRICE IMPROVEMENT! PRICED TO SELL, SELLER WILLING TO CONTRIBUTE UP TO $7,500.00 TOWARDS CLOSING COSTS OR BUYER RATE BUY-DOWN! Welcome to 12566 Westhaven Oak Drive in the desireable Osprey Ranch community of Winter Garden. This beautifully designed 4-bedroom, 3-bath home offers the perfect blend of modern comfort and luxury finishes, featuring an open-concept layout ideal for everyday living and entertaining. The gourmet kitchen shines with quartz countertops, a spacious island and stylish cabinetry, flowing seamlessly into the main living and dining areas. The downstairs guest suite offers flexability for visitors or a home office, while the upstairs primary retreat provides a relaxing escape with a spa-like bathroom and generous walk-in closets. This home reflects over $10,000 in uprgrades including an extended fenced in lanai, frameless shower doors and more! Residents of Osprey Ranch enjoy a welcoming community athomsphere with a scenic walking paths, beautiful community pool and convenient access to Horizon West's shopping, dining, top-rated schools and world class attractions. Experience luxury, comfort and the best of the Winter Garden lifestyle in this exceptional home. Call to schedule a private tour today!
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Kendra Wallace (407-457-7069)
17127 INGRAM BLUFF DR, WINTER GARDEN, FL 34787
$721,8203 Days on yellowkey MLS ID: G5113973
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2235 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Elementary School: Hamlin Elementary
Remarks: Virtually Staged. Under Construction. Sample Images The Anna Maria floor plan is a beautifully designed one-story home offering four bedrooms and two and a half bathrooms, thoughtfully arranged for comfortable everyday living. The open-concept layout features a spacious great room that flows effortlessly into the kitchen and dining area, creating an inviting space for entertaining or relaxing at home. The private primary suite includes a well-appointed ensuite bath and a generous walk-in closet. A covered patio extends the living space outdoors, while the two-car garage adds convenience and functionality. With 2,235 square feet of well-designed living space, the Anna Maria delivers both style and practicality.
17049 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$568,1913 Days on yellowkey MLS ID: G5113971
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: Virtually Staged. Pre-Construction. To be built. SAMPLE IMAGES The Amelia is a beautifully designed one-story offering three bedrooms and two baths, thoughtfully arranged for comfortable everyday living. The open concept layout features a spacious great room, dining room combo with no wasted space. 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.
17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787
$775,00031 Days on yellowkey MLS ID: O6409619
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2670 Built: 2026Monthly Fee: $82Community: Northlake At OvationSingle Family
Remarks: Under Construction. Luxury New Home by RockWell Homes, Now Selling! The Faulkner Plan on Homesite #267. Experience the ultimate in modern luxury with this stunning new home. This spacious 5 bedroom, 4-bathroom design offers the perfect combination of style, functionality, and comfort. The home features a 3-car garage, a covered front porch and a covered backyard lanai, ideal for outdoor relaxation or entertaining. The heart of the home is the chef-inspired kitchen, which includes solid surface countertops, an island, and high-end stainless steel gas appliances, such as a cooktop, oven, microwave, and dishwasher. The kitchen also features an undermount sink with a Delta faucet, a beautiful ceramic tile backsplash, upgraded 42-inch cabinets, Delta faucet and a huge walk-in pantry, providing ample storage and making it a dream space for any home chef. The spacious living area is designed with upgraded flooring and enhanced with natural light flowing in through dual-pane energy-efficient windows. These windows offer access to the covered backyard patio, seamlessly blending indoor and outdoor living spaces. The private primary suite is a true retreat, featuring dual sink vanities with Delta faucets, ceramic tile flooring, and a luxurious oversized shower with a glass enclosure. Additional features include a lighting package, towel bars, and a huge walk-in closet, offering plenty of storage and comfort. The secondary bedrooms are generously sized, each with its own walk-in closet and access to separate bathrooms. These bathrooms include ceramic tile flooring, ceramic tile tub/shower surrounds, Delta faucets, lighting packages, and towel bars, ensuring both style and functionality. Additional features of this exceptional new home include a full sprinkler system, a complete landscaping package, energy-efficient construction, a garage door opener, and a utility area with ceramic tile flooring. The home also boasts an 8-foot front door, a private backyard for added privacy, and a new home warranty for peace of mind. This luxury new home by RockWell Homes offers a perfect combination of upscale living, energy efficiency, and a beautifully designed layout. It’s ideal for those looking for both style and comfort in their next home.
Listing Agent: Abigail Belchick (407-967-3490)
17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787
$725,00053 Days on yellowkey MLS ID: O6402876
REDUCED by $2,000 (0.3%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2120 Built: 2026Monthly Fee: $82Community: Northlake At OvationSingle Family
Remarks: Under Construction. New Single-Story Home by RockWell Homes, Now Selling! The Hemingway Plan on Homesite #265. Introducing a beautifully designed, new single-story home perfect for modern living. This home offers 4 spacious bedrooms, 3 bathrooms, and a functional layout with a dining area, breakfast nook, and a 2-car garage. The inviting exterior includes a covered front porch and a covered backyard lanai, with multiple upscale design options to suit your style. Step inside to discover a thoughtfully designed kitchen featuring an eat-in island, solid surface countertops, and high-end stainless-steel appliances, including a cooktop, microwave, oven, dishwasher, and vent hood. The kitchen is further enhanced by upgraded 42-inch cabinets, a ceramic tile backsplash, an undermount sink, a Delta faucet, and a butler’s pantry for extra storage. A walk-in storage pantry provides ample space, while the lighting package adds a touch of elegance to the space. The primary suite serves as a private retreat, featuring a dual sink vanity, a ceramic tile shower with a glass enclosure, and ceramic tile flooring. Upgraded Delta faucets, a walk-in closet, stylish lighting, and towel bars complete this serene space. The two secondary bedrooms offer generous closet space and share a full bathroom that includes ceramic tile flooring, a ceramic tile tub/shower surround, Delta faucets, lighting, and towel bars for both style and convenience. Additional highlights of this new home include an 8-foot front door, dual-pane energy-efficient windows, a new home warranty, a full landscaping package, and a garage door opener. The utility area is also finished with durable ceramic tile, adding both function and style to the home. With its ideal blend of luxury, functionality, and energy efficiency, this single-story home by RockWell Homes offers the perfect space for comfortable, modern living.
1979 STANDING ROCK CIR, WINTER GARDEN, FL 34787
$520,00024 Days on yellowkey MLS ID: S5150723
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2082 Built: 2019Monthly Fee: $105 Tax: $8,301 (2025)Community: Oakland Trails Ph 2Single Family
Taxes:$8,301
Remarks: BUY THIS HOME WITH 100% FINANCING! LOCATION, LOCATION, LOCATION! Welcome to Your Trailside Oasis in Historic Oakland/Winter Garden! Nestled directly along the scenic West Orange Trail, this meticulously maintained, lightly lived-in bungalow offers the ultimate Florida lifestyle. Cycle straight into vibrant, historic downtown Winter Garden, or retreat to your own peaceful haven under the towering Live Oaks of Oakland Trails. Sophisticated Design Meets Modern Comfort...From the moment you arrive, the extended paver driveway and charming, shaded front porch welcome you home. Step inside to an airy, open-concept living area adorned with gleaming ceramic tile floors, quartz countertops, and upgraded builder finishes. Thoughtful, highly functional details elevate the main floor, including a stylish drop zone by the two-car garage, an under-stair coat closet, and a convenient powder room. High-end custom shades, luxury ceiling fans, and designer light fixtures make this residence completely turn-key and move-in ready. The second level opens into a versatile loft perfect for a media room, home office, or play space. The primary suite serves as a true sanctuary, boasting a grand double-door entrance, two spacious walk-in closets, and an ensuite bath with elegant quarts countertops. Two additional bright bedrooms and a dedicated upstairs laundry room complete this flawlessly designed upper level. Equipped with modern exterior lighting and a security camera system, this home offers total peace of mind. Outside your door, the vibrant Oakland Trails community features a resort-style pool, playground, dog park, and endless walking trails. Abundant dedicated street parking makes hosting family and friends effortless. Positioned perfectly between Clermont and Orlando, you will enjoy rapid access to the Florida Turnpike, 429, 408, and Highway 50. With Killarney Station right outside the neighborhood and the breathtaking Oakland Nature Preserve on the shores of Lake Apopka less than five minutes away, this is a dream destination for outdoor enthusiasts. Don't miss the chance to own this pristine, upgraded gem in one of Central Florida's most desirable trailside communities! Offering a lender credit towards costs or interest rate buy-down, when the client uses the preferred lender ACE Lending Group, ASK HOW.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ariel Vargas (407-558-5161)
231 DOE RUN DR, WINTER GARDEN, FL 34787
$500,00021 Days on yellowkey MLS ID: O6412284
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1972 Built: 2006Monthly Fee: $57 Tax: $3,202 (2025)Community: Deerfield Place A-GSingle Family
Taxes:$3,202
Remarks: Imagine coming home to a place where comfort, convenience, and community come together perfectly. Nestled in the highly desirable Deerfield Place neighborhood, this beautiful 4-bedroom, 2-bath home offers the space, style, and location today's buyers are searching for. From the moment you step inside, you'll appreciate the bright, open layout designed for making memories. The heart of the home is the spacious kitchen, featuring upgraded cabinetry, stainless steel appliances, and plenty of room to gather with family and friends. Whether you're hosting holiday celebrations, enjoying a quiet morning coffee, or helping with homework while preparing dinner, this home was designed for the moments that matter most. The private owner's retreat provides a peaceful escape at the end of the day, while the additional bedrooms offer flexibility for family, guests, a home office, or a fitness space. Step outside to your fully fenced backyard, perfect for weekend barbecues, pets, playtime, or simply relaxing under the Florida sunshine. What truly sets this home apart is its incredible Winter Garden location. Just minutes from Historic Downtown Winter Garden, the award-winning West Orange Trail, Winter Garden Village, top-rated schools, dining, shopping, and entertainment, you'll enjoy the best of Central Florida living right outside your door.
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: Rick Coles (321-299-4981)
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