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13228 Tollcross Way, Winter Garden
$1,450,000
5 Beds ⋅ 5 Baths ⋅ Westhaven/Ovation SubDv. ⋅ 34787 Zip Code
Nestled in the enclave of Westhaven at Ovation, this executive two-story residence boasts over $200K in upscale upgrades, blending architectural elegance, expansive design, and transitional luxury. Offering 3,849 square feet of interior living space on an oversized 12,921-square-foot lot, this 5-bedroom, 4.5-bathroom estate delivers an unparalleled indoor-outdoor lifestyle in prestigious Winter Garden. From the moment you approach the manicured exterior highlighted by a paved driveway and elegant architectural detailing crisp contemporary lines set a grand stage. Step through the entry into a light-filled hallway featuring high-end tile flooring, crisp recessed lighting, custom wainscoting/picture-frame molding, and refined lighting fixtures. At the heart of the home lies a light-filled open-concept interior designed for grand-scale entertaining and comfortable living. With over $200,000 in premium upgrades throughout, the home features: * Elegant, wide-plank tile flooring throughout the main walk areas and hardwood stairs leading to the second level? * Detailed millwork and classic wall trim packages enhancing the main hallways? * A gourmet chef’s kitchen featuring high-end finishes, stone countertops, premium appliances, and a spacious walk-in pantry? * Expansive living space lined with windows and glass sliding doors that fill the area with natural light? * Huge TV Panel * Elegant Wall Paper * Sophisticated Window Treatment and much more. * Main Level Guest Suite: Ideal for guests or multi-generational living, offering complete privacy with an adjacent bath.? * Primary Owner’s Sanctuary: Situated upstairs for optimal seclusion, complete with double vanities, a deep soaking tub, a frameless glass shower, and oversized walk-in closets.? * Additional Bedrooms & Loft: Three additional well-appointed bedrooms offer generous closet space,centered around a versatile upper-level bonus room or loft, perfect for a private media center, game room, or home office.? Set on an expansive 0.3-acre lot with black metal perimeter fencing installed along the rear, the grounds offer privacy and space. Relax on the covered lanai or design your dream backyard oasis—with room to add a resort-style pool, outdoor kitchen, and fire pit area. * Over $200K in Upgrades: Premium custom finishes, upgraded millwork, flooring, and light fixtures.? * Spacious 2-Story Floorplan: Optimized layout featuring zoned sleeping quarters and main-floor living space.? * Oversized Lot: 12,921 sq. ft. lot with rear fencing and room for a pool.? * Prime Location: Minutes from Horizon West Town Center, golf courses, top rated Orange County public and private schools, and quick access to Walt Disney World and major Orlando highways. Schedule your private, exclusive tour today and experience sophistication firsthand!

13228 Tollcross Way, Winter Garden

11371 Bourbon Rose Circle, Winter Garden
$1,000,000
6 Beds ⋅ 6 Baths ⋅ Esplanade At Mckinnon Groves SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Loft | Oversized Lot | 1st Floor Primary Suite. New Construction - February Completion! Welcome to the Waikiki at 11371 Bourbon Rose Circle in Esplanade at McKinnon! This spacious two-story floor plan offers an ideal blend of comfort and flexibility. The open-concept kitchen features a large island, butler pantry, and walk-in pantry, flowing seamlessly into the casual dining area and expansive great room. A private primary suite on the first floor provides a relaxing retreat with a spacious bathroom and oversized walk-in closet, while a separate first-floor bedroom suite with a full bathroom is perfect for guests. Upstairs, a generous loft is surrounded by four additional bedrooms, including two secondary suites with private bathrooms. Enjoy outdoor living on the covered lanai, and ample storage with the three-car garage. Additional Highlights Include: tray ceiling package, whole house metal stair spindles, whole house 8' interior doors, and 80 AMP Pool/Spa Prewire. MLS#O6454960 Esplanade at McKinnon Groves offers resort-style living in a gated Winter Garden community surrounded by natural beauty. Planned amenities include a fitness center, movement studio, resort pool and spa, Bahama Bar, pickleball, tennis, and bocce courts. Residents will also enjoy yoga lawns, a Bark Park, rose garden, scenic trails, concierge services, and year-round events. Zoned for Lake County schools, it blends everyday convenience with an active lifestyle.

11371 Bourbon Rose Circle, Winter Garden

243 Zachary Wade Street, Winter Garden
$1,150,000
5 Beds ⋅ 4 Baths ⋅ Lakeview Reserve 46/149 SubDv. ⋅ 34787 Zip Code
RARE WATERFRONT OPPORTUNITY IN WINTER GARDEN | DIRECT LAKE APOPKA ACCESS | PRIVATE BOAT DOCK Welcome to Lakeview Reserve, one of Winter Garden's desirable gated communities, where waterfront living meets the charm and convenience of Historic Downtown Winter Garden. This impressive 5-bedroom, 3.5-bathroom home offers approximately 3,097 square feet of living space and a feature that is becoming increasingly hard to find: direct access to Lake Apopka with your own covered boat dock and boat lift. Inside, the home offers spacious living areas, a beautifully appointed gourmet kitchen with upgraded cabinetry, soft-close drawers, dual sinks, a large island with prep sink, and a pot filler. The home has been freshly painted throughout, and the bathrooms have been renovated, giving the interior a fresh, updated feel. Two ensuite bedrooms upstairs provide additional comfort and flexibility for family and guests. The outdoor space is just as special. Step into your backyard and enjoy the waterfront setting, complete with a covered private dock and boat lift, making it easy to enjoy boating, fishing, and everything Lake Apopka has to offer. The backyard also features an assortment of fruit-bearing trees, including mango, avocado, star fruit, and citrus, adding a special touch to this Florida retreat. Additional features include an oversized three-car garage, tankless water heater, and whole-house water softener and purification system. Location is another highlight, with golf cart access to Historic Downtown Winter Garden, where you can enjoy local restaurants, boutique shopping, the popular farmers market, and year-round community events. A rare opportunity to enjoy the space, privacy, and convenience of a gated community with the added luxury of direct Lake Apopka access. Come experience what makes this Winter Garden property so special!

243 Zachary Wade Street, Winter Garden

Killarney Cove Drive, Oakland
$20,000
34787 Zip Code
Vacant residential lot on Killarney Cove Drive in the Oakland / Winter Garden 34787 area (unincorporated Orange County), approximately 0.28 acre. This is the last lot at the end of the street of three adjacent lots (Tax ID 19-22-27-0000-00-072). The seller strongly prefers to sell all three lots together as one package (see MLS O6456035) but will consider offers on individual lots. Zoning is A-1. A single-family home is a permitted use, but one lot alone is below the A-1 minimum lot size and width, so at least two adjoining lots are expected to be needed for a residential build; Orange County generally requires adjoining commonly owned lots to be combined. Property is in FEMA flood zone AE. Well and septic (or utility extension) must be verified. Buyer to verify all zoning, flood, survey, access, utilities, septic, and building requirements with Orange County and their own professionals.

Killarney Cove Drive, Oakland

Killarney Cove Drive, Oakland
$20,000
34787 Zip Code
Vacant residential lot on Killarney Cove Drive in the Oakland / Winter Garden 34787 area (unincorporated Orange County), approximately 0.28 acre. This is the middle lot of three adjacent lots (Tax ID 19-22-27-0000-00-052). The seller strongly prefers to sell all three lots together as one package (see MLS O6456035) but will consider offers on individual lots. Zoning is A-1. A single-family home is a permitted use, but one lot alone is below the A-1 minimum lot size and width, so at least two adjoining lots are expected to be needed for a residential build; Orange County generally requires adjoining commonly owned lots to be combined. Property is in FEMA flood zone AE. Well and septic (or utility extension) must be verified. Buyer to verify all zoning, flood, survey, access, utilities, septic, and building requirements with Orange County and their own professionals.

Killarney Cove Drive, Oakland

Killarney Cove Drive, Oakland
$20,000
34787 Zip Code
Vacant residential lot on Killarney Cove Drive in the Oakland / Winter Garden 34787 area (unincorporated Orange County), approximately 0.28 acre. This is the first lot on the left of three adjacent lots (Tax ID 19-22-27-0000-00-043). The seller strongly prefers to sell all three lots together as one package (see MLS O6456035) but will consider offers on individual lots. Zoning is A-1. A single-family home is a permitted use, but one lot alone is below the A-1 minimum lot size and width, so at least two adjoining lots are expected to be needed for a residential build; Orange County generally requires adjoining commonly owned lots to be combined. Property is in FEMA flood zone AE. Well and septic (or utility extension) must be verified. Buyer to verify all zoning, flood, survey, access, utilities, septic, and building requirements with Orange County and their own professionals.

Killarney Cove Drive, Oakland

Killarney Cove Drive, Oakland
$60,000
34787 Zip Code
Three adjacent vacant residential lots on Killarney Cove Drive in the Oakland / Winter Garden 34787 area (unincorporated Orange County), offered together as one package. Combined approximately 0.84 acre; each lot is approximately 0.28 acre. Quiet Killarney location near Hull Island and Lake Apopka. Zoning is A-1. A single-family home is a permitted use, but each lot alone is below the A-1 minimum lot size and width, and Orange County generally requires adjoining commonly owned lots to be aggregated. Portions of the package are in FEMA flood zone AE. Well and septic (or utility extension) must be verified. Priced to reflect lot-size, flood, and site constraints. Buyer to verify all zoning, flood, survey, access, utilities, septic, and building requirements with Orange County and their own professionals.

Killarney Cove Drive, Oakland

1351 & 1359 Avalon Road, Winter Garden
$265,000
34787 Zip Code
***2 PARCELS / 1 SALE – PRIME WINTER GARDEN LOCATION!*** Build your DREAM HOME OR INVESTMENT PROPERTY on this 0.46-ACRE residential property along Avalon Rd (CR 545)! Zoned R-2, these two parcels offer over 140 feet of ROAD FRONTAGE and approximately 140 feet of depth. Partially cleared with mature trees, FLOOD ZONE X, and ALL PUBLIC UTILITIES AVAILABLE NEARBY. The WETLAND DELINEATION has been COMPLETED (see survey). A previous home demolished in 2006 may qualify for impact fee credits (buyer to verify). Located in a rapidly growing area near Beazer Homes’ WINDHAM PARK community, and a SHORT WALK form the proposed COLONIAL GARDENS SHOPPING CENTER. Additional planned SR 50 retail developments and the approved OAKLAND VILLAGE shopping and dining destination are other exciting new projects nearby. Minutes from Florida’s Turnpike, Historic Downtown Winter Garden, and Winter Garden Village, these 2 parcels are a GREAT OPPORTUNITY TO BUILD OR INVEST! ~Both parcels are being sold together~

1351 & 1359 Avalon Road, Winter Garden

14501 Grove Resort Avenue Unit 3221, Winter Garden
$169,900
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
This stunning 2-bedroom, 2-bathroom condo-hotel in Orlando, Florida, offers the perfect blend of luxury, comfort, and convenience. Located just minutes from the world-famous theme parks, this fully furnished unit is an excellent choice for both personal use and investment. The condo features a spacious open floor plan with modern finishes, a fully equipped kitchen with stainless steel appliances, and a private balcony with breathtaking views. The master suite boasts a luxurious en-suite bathroom, while the second bedroom and bath provide ample space for guests. Enjoy resort-style amenities, including a sparkling swimming pool, fitness center, full-service spa, on-site dining, concierge services, and a shuttle to major attractions. With its prime location near shopping, dining, and entertainment, this condo-hotel is an exceptional opportunity for those looking to experience the best of Orlando!

14501 Grove Resort Avenue Unit 3221, Winter Garden

645 Autumn Oaks Loop, Winter Garden
$599,900
4 Beds ⋅ 3 Baths ⋅ Winter Oaks SubDv. ⋅ 34787 Zip Code
Enjoy a spacious backyard and two covered porches at this Craftsman-style home in the Winter Oaks community of Winter Garden. This two-story home features 4 bedrooms, 2.5 bathrooms, solar panels, and a rear-entry two-car garage. The covered front porch opens to a formal living and dining area with hardwood floors and a vaulted ceiling. The eat-in kitchen features granite countertops, 42-inch cabinets, stainless steel appliances, and a pantry. The adjoining family room leads to a screened back porch overlooking the backyard. The first-floor primary suite includes a walk-in closet and a private bath with dual sinks, a soaking tub, and a separate shower. A half bath and laundry room are also on the main level. Upstairs, three additional bedrooms, a full bath with dual sinks, and an open loft offer plenty of space for a home office, playroom, or media area. Winter Oaks offers a community pool, cabana, playground, and scenic pond. Enjoy easy access to historic downtown Winter Garden, the Plant Street Market, local restaurants and shops, and the West Orange Trail. Schedule your private showing today!The seller is motivated and is offering $10,000 toward closing costs.

645 Autumn Oaks Loop, Winter Garden

15928 Citrus Knoll Drive, Winter Garden
$1,549,000
6 Beds ⋅ 6 Baths ⋅ Hickory Hammock Ph 1d SubDv. ⋅ 34787 Zip Code
Virtually Staged. LUXURY LAKEFRONT LIVING AT ITS FINEST! Welcome to 15928 Citrus Knoll Drive, Winter Garden, FL 34787, an exceptional lakefront residence offering an impressive combination of elegance, space, and an extraordinary natural setting. Situated along the shores of Lake Burnett, a private conservation lake surrounded by majestic old oak trees draped in beautiful Spanish moss, this remarkable property offers a peaceful and picturesque backdrop for luxury living. Featuring 6 spacious bedrooms, and 5 1/2 bathrooms, this expansive home is thoughtfully designed for entertaining and comfortable everyday living. The interior showcases ceramic tile flooring throughout the entire first floor, elegant crown molding, and freshly painted walls in a neutral palette. The chef-inspired kitchen is sure to impress, featuring GE stainless steel appliances, a double oven, vent hood, and expansive counter space and storage, ideal for preparing meals and entertaining. Formal living and dining spaces provide an elegant setting for special occasions, while an additional butler's bar offers even more room to entertain. The luxurious primary suite offers a private retreat, complete with a screened-in balcony overlooking the majestic oak trees and serene waters of Lake Burnett. Enjoy your morning coffee or unwind in the evening while taking in the beautiful natural surroundings. The spacious primary bath features dual vanities, a large walk-in shower, and a relaxing soaking tub. The thoughtfully designed bedroom layout offers exceptional flexibility, including a convenient first-floor guest bedroom with en-suite bathroom access, ideal for visitors or multigenerational living. Two additional bedrooms feature private en-suite bathrooms and walk-in closets, providing comfort and privacy for family members and guests alike. The expansive bonus room, complete with its own bar area, creates the ultimate entertainment destination and offers endless possibilities as a game or media room. Beyond the home, enjoy an exceptional gated community lifestyle which Hickory Hammock offers, with amenities including a community fishing dock, tennis courts, clubhouse, and fitness center. The crown jewel of this property is undoubtedly its setting on Lake Burnett, where mature oak trees, graceful Spanish moss, and the peaceful conservation lake create a truly special Florida lifestyle. A rare opportunity to experience elegant lakefront living, generous entertaining spaces, and exceptional community amenities in desirable Winter Garden. This is more than a home—it's a lifestyle! (Roof 2015, A/C 2015/2025, Water Heaters 2023).

15928 Citrus Knoll Drive, Winter Garden

17152 Arrowhead Boulevard, Winter Garden
$449,000
4 Beds ⋅ 2 Baths ⋅ Arrowhead Lakes SubDv. ⋅ 34787 Zip Code
Spectacular fully renovated Mother-in-Law suite in 2026, with lake views! 4 bedrooms, 2 bathrooms total, completely independent from each other. Full renovation: brand new walls, floors, ceilings and bathrooms. All plans completed by a certified engineer and all inspections approved by Orange County, including the final inspection, move-in ready with zero worries! The property is divided into two units: each with 2 bedrooms, 1 bathroom, its own kitchen, laundry, A/C and individual water heater. Both units feature a private entrance, independent access to the backyard and their own driveway. No HOA, no restrictions, total freedom. Park your trailer, boat or work vehicle without asking anyone for permission. Perfect for a large or extended family, multi-generational living, or investors looking for a turnkey property with flexible use potential. Located in Winter Garden, just 11 minutes from Walt Disney World and with easy access to SR-429 and I-4, the best of peaceful lakeside living, with everything nearby. An opportunity that won't come around again!

17152 Arrowhead Boulevard, Winter Garden

17706 Marsh Road, Winter Garden
$1,300,000
3 Beds ⋅ 2 Baths ⋅ Lake Avalon Groves Rep SubDv. ⋅ 34787 Zip Code
LOCATION, ACREAGE, AND ENDLESS POSSIBILITIES! Discover an exceptional opportunity to own 4.98 acres (approximately 216,929 square feet) of prime real estate in the highly desirable and growing Winter Garden area! Whether you are looking for a private residential estate, an agricultural property, an equestrian retreat, or land with future development potential, this unique property offers tremendous possibilities for homeowners, investors, builders, and developers. EXCELLENT POTENTIAL FOR FUTURE DEVELOPMENT! Currently zoned A-1 Agricultural, this expansive parcel offers the opportunity to explore subdivision into up to three individual parcels, subject to Orange County review and approval. Buyers may also investigate the possibility of rezoning for commercial, residential, or other permitted uses through the appropriate application and approval process with Orange County. This flexibility makes the property especially attractive to investors and developers seeking land for future projects in Central Florida. AN ADDED BONUS – AN EXISTING HOME ON THE PROPERTY! The property features a charming single-story residence offering 3 bedrooms, 2 bathrooms, and approximately 1,440 square feet of living space. The home includes tile flooring throughout, granite kitchen countertops, a tile roof, and comfortable living areas. The property also features a pole barn, additional outbuildings, storage sheds, fenced pasture areas, and beautiful mature trees, creating an inviting country atmosphere with plenty of room to enjoy. Retreat to the inviting primary bedroom, featuring elegant marble-look tile flooring, abundant natural light, recessed lighting, and a contemporary ceiling fan. The spacious layout offers room for a desk or sitting area, while generous closet space provides convenient storage. The adjoining bathroom showcases striking marble-look wall and floor tile, a double-sink vanity with cabinetry, gold-tone faucets, and an illuminated mirror. A soaking tub and separate glass-enclosed shower with a rainfall showerhead create a relaxing retreat, complemented by dramatic dark tile accents. THE BEST OF BOTH WORLDS – COUNTRY LIVING WITH CITY CONVENIENCE! Enjoy the privacy, space, and freedom of acreage living while remaining conveniently located near Winter Garden's expanding residential communities, shopping, dining, major roadways, and Central Florida attractions, including Walt Disney World. LIVE, INVEST, OR EXPLORE FUTURE DEVELOPMENT! The existing residence provides immediate residential utility while the surrounding acreage offers opportunities for agricultural activities, equestrian use, a private estate, or potential future development. DON'T MISS THIS OPPORTUNITY TO OWN NEARLY FIVE ACRES IN WINTER GARDEN! Large parcels with an existing home and multiple potential uses are worth exploring. Bring your vision and discover what this exceptional property could become!

17706 Marsh Road, Winter Garden

226 Charlotte Street, Winter Garden
$449,999
3 Beds ⋅ 2 Baths ⋅ East Garden Manor Rep SubDv. ⋅ 34787 Zip Code
UNIQUE PROPERTY OPPORTUNITY!! Nearly of an 1/4 ACRE with NO HOA!! Welcome to this charming 3-bedroom, 2-bathroom home in the heart of Winter Garden! Situated on an oversized lot, this property offers added space and flexibility rarely found in many communities. Inside, enjoy a cozy fireplace, a unique wood accent wall, and an updated kitchen featuring custom cabinetry and convenient hidden storage. Ceramic tile and bamboo flooring, double-pane windows, and a screened front porch add to the home's appeal. The spacious backyard offers two storage sheds, offering plenty of room for outdoor enjoyment, hobbies, and additional storage. Hot water tank 2 years old. Conveniently located walking distance to Downtown Winter Garden, the West Orange Trail. This home combines charm, functionality, and the freedom of homeownership without HOA restrictions!

226 Charlotte Street, Winter Garden

505 N Boyd Street, Winter Garden
$618,000
3 Beds ⋅ 2 Baths ⋅ Winter Garden Shores Rep SubDv. ⋅ 34787 Zip Code
CHARMING VINTAGE HOME IN DOWNTOWN WINTER GARDEN — NO HOA! Huge double lot offers more space for all your dreams! Welcome to the heart of Downtown Winter Garden! This well-maintained, vintage-style 3-bedroom, 2-bath home offers timeless character, a cozy atmosphere, and an incredible location in Winter Garden’s highly desirable Golf Cart District. Inside, you’ll find a warm and inviting living room featuring a real wood-burning brick fireplace, a comfortable living and dining combination, and a convenient pass-through to the kitchen. The spacious, covered, screened-in room provides the perfect setting for entertaining guests, enjoying your morning coffee, or relaxing from the Florida sunshine. There are actually two primary suite bedrooms and a large home office or third bedroom. The home is situated on a corner, double lot so there is room for growth. The home is being offered for purchase AS IS. Enjoy the best of downtown living, where you can stroll or hop on your golf cart to explore the popular Plant Street Market, local restaurants, charming boutiques, cozy cafés, and the beloved Winter Garden Farmers Market. Take a short ride to Veterans Memorial Park for a game of pickleball, enjoy a swim at Farnsworth community pool, stroll or bike along the scenic West Orange Trail, or discover the natural beauty of nearby Lake Apopka and Newton Park. Historic downtown Winter Garden is an official Hallmark Christmas Town for 2026! Come experience the beauty of this friendly town. With NO HOA, a sought-after downtown location, and easy access to major highways, this home offers a wonderful opportunity to enjoy the unique blend of small-town charm and modern convenience that makes Winter Garden so special. Orlando’s attractions, including Walt Disney World, Universal, SeaWorld and multiple water parks are also within convenient driving distance. Only 30 minutes to Orlando airport (MCO). Don’t miss your opportunity to own a home in one of Central Florida’s most loved downtown communities! Schedule your private showing today and experience the charm and lifestyle of Downtown Winter Garden!

505 N Boyd Street, Winter Garden

13151 Calming Breeze Way, Winter Garden
$489,900
3 Beds ⋅ 3 Baths ⋅ Serenade/Ovation Ph 1 SubDv. ⋅ 34787 Zip Code
NEWER CONSTRUCTION. SHOWS LIKE A MODEL HOME + BUILT IN 2024 + SCREENED LANAI + FULLY FENCED BACKYARD + MINUTES FROM DISNEY! Welcome to 13151 Calming Breeze Way, a beautifully maintained 3-BEDROOM, 2.5-BATH HOME offering 2,096 SQ FT of stylish living space in the desirable SERENADE AT OVATION community of Horizon West in Winter Garden! With its modern finishes, thoughtfully designed OPEN-CONCEPT FLOOR PLAN, and exceptional attention to detail, this home offers the appeal of newer construction with valuable upgrades already completed by the current owners! Inside, experience the bright, inviting atmosphere created by HIGH CEILINGS, LUXURY VINYL FLOORING, and spacious living areas designed for both everyday comfort and entertaining. The beautiful GOURMET-STYLE KITCHEN is the heart of the home, featuring STONE COUNTERTOPS, A LARGE CENTER ISLAND, generous cabinetry, and an effortless connection to the dining and gathering areas. The open bungalow-style layout creates a welcoming space for hosting friends or simply relaxing at home. Upstairs, the spacious PRIMARY SUITE offers a comfortable private retreat with a walk-in closet and en-suite bathroom. Two additional generously sized bedrooms provide flexibility for guests, a HOME OFFICE, or additional living space. One of this home's standout features is its beautifully enhanced outdoor living area! Unlike many newer homes where these improvements are still on the wish list, the current owners have already invested in a SCREENED-IN COVERED LANAI AND PRIVACY FENCING, creating an inviting backyard retreat. Enjoy morning coffee, outdoor dining, or relaxing evenings in your own private space. Additional upgrades include WINDOW BLINDS AND CEILING FANS, adding comfort and convenience from day one. LOCATION, LOCATION, LOCATION! Situated in the thriving HORIZON WEST / WINTER GARDEN area, this home offers exceptional convenience to WALT DISNEY WORLD, with Disney's theme parks, resorts, dining, and entertainment just a short drive away. Enjoy easy access to FL-429, nearby shopping, restaurants, and everyday essentials, along with the charm of Historic Downtown Winter Garden. Even better, SERENADE AT OVATION OFFERS A LOW HOA AND NO CDD FEE, making this an attractive opportunity for buyers seeking newer construction in one of Central Florida's most desirable and growing locations. Why wait for new construction when you can enjoy a beautifully finished, MOVE-IN READY HOME with the outdoor upgrades already in place? SELLER OFFERING $10,000 TOWARDS BUYERS CLOSING COSTS. Schedule your private showing and see for yourself why this home truly shows like a model! Mortgage savings may be available for buyers of this listing. Ask for details.

13151 Calming Breeze Way, Winter Garden

215 S Woodland Street, Winter Garden
$425,000
4 Beds ⋅ 2 Baths ⋅ Fries Survey Of Winter Garden SubDv. ⋅ 34787 Zip Code
Virtually Staged. LOCATION, LOCATION, LOCATION! Just ONE BLOCK SOUTH OF PLANT STREET in the heart of historic Downtown Winter Garden, this is the kind of opportunity that doesn’t come around every day! With a 6,933-square-foot lot, an existing four-bedroom, two-bathroom home, and a mother-in-law suite, this property offers something increasingly difficult to find: a prime downtown address with incredible possibilities for the future. In real estate, you can change almost anything about a property, but you can never change its location. And this one is exceptional! Situated just steps from the charm, character, and energy of Downtown Winter Garden, you’ll find yourself surrounded by some of Central Florida’s most beloved restaurants, coffee shops, boutiques, breweries, and community gathering spots. Spend your Saturday mornings exploring the award-winning Winter Garden Farmers Market, enjoy an afternoon along the West Orange Trail, or take an evening stroll down Plant Street for dinner and live entertainment. This is the walkable, golf-cart-friendly downtown lifestyle so many buyers dream about! The existing residence offers 1,685 square feet of living space with four bedrooms, two bathrooms, and the added flexibility of a mother-in-law suite. Whether you’re looking for a home with room for extended family, a property to personalize, or a place to establish your roots in one of Central Florida’s most desirable communities, there’s plenty of opportunity to make this address your own. But perhaps the most exciting feature isn’t just what’s standing on the property today. It’s the LAND and the LOCATION! With approximately 6,933 square feet just one block from Plant Street, this parcel presents a compelling opportunity for buyers who recognize the long-term appeal of owning property in the heart of Downtown Winter Garden. Bring your creativity, explore renovation possibilities, or investigate future improvements and redevelopment options, subject to city zoning and approval requirements. As Downtown Winter Garden continues to attract buyers seeking character, convenience, and a true sense of community, opportunities to secure property this close to the center of it all are especially appealing. Whether you’re a homeowner with a vision, an investor seeking a desirable location, or someone who’s always dreamed of living steps from Plant Street, this property deserves your attention. THE LOCATION IS ALREADY PERFECT. THE POSSIBILITIES ARE YOURS TO EXPLORE. Don’t miss your opportunity to own a piece of Downtown Winter Garden!

215 S Woodland Street, Winter Garden

Seidel Road, Winter Garden
$3,900,000
34787 Zip Code
We are pleased to offer a developer a Rare opportunity to acquire 1.88+/- acres zoned as Neighborhood Center for 20,000/SF of prime commercial real estate, signalized corner cut, in the most sought after area of Winter Garden known as Horizon West. Horizon West is a large Master-planned community in Orange County, Florida, encompassing several villages and a town centers located Northwest of Walt Disney World The community is known for its mix of residential neighborhoods, commercial areas, and recreational spaces. Winter Garden is one of the largest zip codes in the Orlando Metro area and is closely associated with Horizon West. Horizon West is indeed one of the fastest-growing communities in the United States. 2025 population of 69,744, is currently growing at a rate of 5.63% annually and its population has increased by 50.95% since the most recent census, which recorded a population of 46,204 in 2020.

Seidel Road, Winter Garden

704 Caterpillar Run, Winter Garden
$675,000
4 Beds ⋅ 3 Baths ⋅ Mcallister Lndg SubDv. ⋅ 34787 Zip Code
Don't miss this one-of-a-kind, move-in-ready corner home featuring 4 bedrooms, 3 full baths, a dedicated office, and a 3-car attached garage, all on one level! Built in 2019, this spacious 3,000+ sq. ft. home offers an open, functional floor plan with vinyl flooring throughout, ceramic tile in wet areas, window treatments that convey and high ceilings. The home features separate living and dining areas, a spacious family room, and an open kitchen with granite countertops, center island, stainless steel appliances, and built-in oven and cooktop. The primary suite offers a large walk-in closet, double vanity, walk-in shower, separate soaking tub, and sliding glass door access to the oversized screened lanai. Additional bedrooms include a convenient guest suite with private bath. Enjoy the extended, full-length screened lanai with two ceiling fans, perfect for relaxing or entertaining. The sellers have made numerous improvements, including gutters, exterior paint (2022), epoxy-coated garage floor, built-in workbench, wall storage systems, and four overhead storage racks. The outdoor space features paver walkways and grilling pad, artificial turf with stepping stones, and a variety of fruit trees, including avocado, papaya, grapefruit, orange, and key lime, along with raised garden beds and an underground irrigation system. A transferable termite bond adds peace of mind. This beautifully maintained home offers space, functionality, and numerous upgrades. Schedule your private showing today!

704 Caterpillar Run, Winter Garden

427 Lake Amberleigh Drive, Winter Garden
$550,000
4 Beds ⋅ 2 Baths ⋅ Amberleigh SubDv. ⋅ 34787 Zip Code
Welcome to 427 Lake Amberleigh Dr, a beautifully maintained, one-story home tucked inside the gated Amberleigh community of Winter Garden! Offering 4 bedrooms, 2 bathrooms, and 2,158 square feet of thoughtfully designed living space, this home combines timeless details with meaningful updates throughout. Step inside to high ceilings, crown molding, and wood look plank tile that flows throughout the home. Just off the entry, the formal dining room offers a welcoming space for gatherings, while the spacious living room makes a statement with an entire wall of custom white built-in shelving and sliding glass doors leading to the covered patio. The remodeled kitchen, completed in 2019, features soft gray shaker cabinetry, white countertops and backsplash, a breakfast bar with seating, and stainless steel appliances. Recent 2026 upgrades include a new double-oven range, dishwasher, and microwave. The kitchen opens seamlessly to a bright, inviting family room surrounded by windows, creating a comfortable space for everyday living and entertaining. The spacious primary suite features a tray ceiling and a beautifully remodeled ensuite bath with a freestanding soaking tub, frameless glass walk-in shower, and dual vanities. Three additional bedrooms offer flexibility for guests, family, or a home office, while the interior laundry room adds everyday convenience. The home has also seen several important improvements, including a roof and AC replacement in 2019, interior and exterior paint, and a whole-home water filtration and softener system. Additional 2026 upgrades include a new exterior electrical panel with whole-home surge protection, a 220V outlet in the two-car garage, and a new garage door opener. Outside, enjoy the fully fenced backyard with mature shade trees and an extended patio, offering plenty of room to relax, entertain, or enjoy the Florida sunshine.

427 Lake Amberleigh Drive, Winter Garden

17984 Adrift Road, Winter Garden
$899,000
5 Beds ⋅ 5 Baths ⋅ Waterleigh Ph 4b & 4c SubDv. ⋅ 34787 Zip Code
Virtually Staged. Stunning lake views set the tone for this upgraded 5-bedroom, 4.5-bath home in Waterleigh, one of Horizon West’s most sought-after communities. Offering 3,225 square feet of living space, this home goes well beyond the standard build. Upgraded cabinetry, countertops, appliances, and flooring create a refined, cohesive look, while custom office cabinetry delivers a polished, built-in workspace. Custom closets add smart, organized storage. Location makes it even better, with Water Spring Elementary and Water Spring Middle within walking distance. Waterleigh offers a resort-style lifestyle with two clubhouses, multiple pools, fitness centers, tennis, pickleball, beach volleyball, mini golf, dog parks, and walking trails. All of this comes with a lake view you’ll never get tired of. Schedule your private showing today.

17984 Adrift Road, Winter Garden

17906 Hither Hills Circle, Winter Garden
$560,000
4 Beds ⋅ 4 Baths ⋅ Lake Apopka Sound SubDv. ⋅ 34787 Zip Code
3.99 ASSUMABLE MORTGAGE OPPORTUNITY! Built in 2022, this four-bedroom home in Lake Apopka Sound offers single-story living, a three-car garage, and an open layout perfect for entertaining. The spacious kitchen features an oversized island, granite countertops, stainless steel appliances, and ample storage overlooking the inviting great room. A split-bedroom design provides privacy, while the primary suite includes dual vanities, a soaking tub, separate shower, and walk-in closet. Enjoy nearby outdoor adventures at the West Orange Trail and Oakland Nature Preserve, plus dining, boutiques, Plant Street Market, and the Saturday farmers market in historic Downtown Winter Garden. Shopping at Winter Garden Village and access to Florida’s Turnpike, SR 429, and Highway 50 add everyday convenience. Schedule your private showing today! Mortgage assumption subject to lender approval, buyer qualification, and applicable loan terms.

17906 Hither Hills Circle, Winter Garden

17778 Sedona Street, Winter Garden
$814,139
3 Beds ⋅ 4 Baths ⋅ Esplanade At Mckinnon Groves SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Deep Backyard | 1st Floor Primary Bedroom | Loft | Dedicated Study. New Construction – April Completion! Welcome to the Genoa at 17778 Sedona Street in Esplanade at McKinnon Groves! This thoughtfully designed two-story home offers a spacious and inviting layout with a stunning great room that flows seamlessly into the dining area, gourmet kitchen, and expansive lanai, perfect for everyday living and entertaining. The first floor features a private primary suite with large walk-in closet and well-appointed bath, a secondary bedroom suite, half bathroom, and a study, while upstairs includes a versatile loft, flex room, additional bedroom, and full bathroom. Additional Highlights Include: 10' ceilings at first floor, whole house 8' interior doors, door at primary closet to laundry room, outdoor kitchen rough-in, and whole house blinds. Photos are for representative purposes only. MLS#O6455189 Esplanade at McKinnon Groves offers resort-style living in a gated Winter Garden community surrounded by natural beauty. Planned amenities include a fitness center, movement studio, resort pool and spa, Bahama Bar, pickleball, tennis, and bocce courts. Residents will also enjoy yoga lawns, a Bark Park, rose garden, scenic trails, concierge services, and year-round events. Zoned for Lake County schools, it blends everyday convenience with an active lifestyle.

17778 Sedona Street, Winter Garden

2827 Sanctuary Lane, Winter Garden
$2,349,000
3 Beds ⋅ 3 Baths ⋅ Lake Avalon Groves SubDv. ⋅ 34787 Zip Code
**BUILD YOUR DREAM HOME ON 9 ACRES IN BEAUTIFUL WINTER GARDEN, FLORIDA!** **A Rare Opportunity to Own Your Own Piece of Paradise!** Imagine waking up every morning surrounded by nature, privacy, and endless possibilities! This incredible **9-acre property in desirable Winter Garden, Florida**, offers the perfect opportunity to create the custom estate you've always dreamed of. Whether you envision a luxurious custom-built residence, a stunning modern farmhouse, a private family retreat, or a peaceful country estate, this expansive property provides the space to bring your vision to life. Enjoy the beauty and tranquility of spacious country living while remaining close to everything that makes Winter Garden one of Central Florida's most sought-after communities, including charming Downtown Winter Garden, shopping, dining, entertainment, and major highways. **9 ACRES. ENDLESS POSSIBILITIES. ONE INCREDIBLE OPPORTUNITY.** Land of this size in Winter Garden is a remarkable find. Don't settle for someone else's dream home when you can create your own masterpiece! **Your Dream. Your Land. Your Legacy.** Schedule your private showing today and discover the possibilities this extraordinary property has to offer!

2827 Sanctuary Lane, Winter Garden

16167 Barkly Ridge Court, Winter Garden
$1,099,999
4 Beds ⋅ 3 Baths ⋅ Avalon Ridge SubDv. ⋅ 34787 Zip Code
Welcome to Avalon Ridge, one of Winter Garden’s newest and most desirable communities. This thoughtfully designed single-story home sits at the end of a private cul-de-sac on an elevated lot with beautiful lake views, offering space, functionality, and modern finishes. A welcoming foyer leads to the bright, open-concept living area, with a dedicated home office conveniently located nearby. The spacious gathering room flows into a well-appointed kitchen featuring high-end cabinetry, sleek countertops, and a large island—perfect for everyday living and entertaining. The primary suite includes an en-suite bath with dual vanities, a walk-in shower, and an oversized closet. Three additional bedrooms provide flexibility for family and guests, along with a dedicated home office. Additional features include a 3-car garage with a 240V EV charger, offering ample space for vehicles, storage, or a workspace. Enjoy exceptional privacy and stunning lake views from this elevated cul-de-sac lot. Conveniently located near major highways, theme parks, shopping, dining, and top-rated schools.

16167 Barkly Ridge Court, Winter Garden

6129 Flowering Cherry Bend, Winter Garden
$748,018
4 Beds ⋅ 3 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
Under Construction. Welcome to a home designed for easy everyday living in Avalon Woods. This single-story Anna Maria, Elevation B, offers four bedrooms and three full bathrooms across 2,235 heated square feet. A welcoming covered front porch leads into an open layout where the family room, dining area and Gourmet Kitchen bring everyone together. Prepare a favorite meal at the spacious kitchen island, with a built-in oven, cooktop and range hood close at hand, then settle in for a relaxed evening with room to spread out. The primary suite offers a quiet retreat with a spa-style shower, while three additional bedrooms provide flexibility for guests, work or hobbies. Laminate flooring adds warmth to the main living areas, with carpeted bedrooms and tile in the bathrooms. Open the sliding glass doors to the covered rear lanai and enjoy a morning coffee or an unhurried weekend. A dedicated indoor laundry room and attached two-car garage add everyday convenience. Discover the comfort and possibilities of Avalon Woods in Winter Garden. Schedule a visit to the community model home. Sample Image.

6129 Flowering Cherry Bend, Winter Garden

12542 Encore At Ovation Way, Winter Garden
$669,000
4 Beds ⋅ 4 Baths ⋅ Encore/Ovation Ph 3 SubDv. ⋅ 34787 Zip Code
Fall in love with this 4-bedroom, 3.5-bath, 2,781 square foot home with 2-car ally-load garage. This versatile plan will wow you the minute you enter, with its impressive 2-story foyer. A bedroom with its own full bath is located up front, creating the perfect spot for guest, in-laws, or perhaps a home office. The chef of the home won’t feel ostracized in this kitchen; the family room, kitchen, and dining room are all open to each other, creating a perfect spot for family hangouts or weekend entertaining, keeping everyone in the mix. Enjoy a covered lanai located on the side of the home through the oversized sliding glass door. Head upstairs to find three more bedrooms and a loft. The loft is the perfect space for movie night, game day, or just a second hangout. It separates the owner’s suite in the back of the home from the secondary bedrooms, giving everyone the privacy, they deserve. The owner’s suite features two very impressive sized walk-in closets and a bathroom to match. You’ll be happy this Horizon West new home is built with features that meet the Energy Star® 3.1 home building requirements, saving you on the cost of ownership. It’s also backed by M/I Homes' industry leading 10-Year Transferable Warranty. Contact us today before it’s gone!

12542 Encore At Ovation Way, Winter Garden

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