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no property photo
$619,000
3 Beds ⋅ 3 Baths ⋅ O6455077 MLS
Timeless Craftsman Charm Meets the Best of Winter Garden Living! Welcome to this inviting Craftsman-style home in the highly desirable Winter Oaks community, where small-town charm meets the convenience of modern Florida living. Located in a golf-cart-friendly neighborhood and within minutes of Historic Downtown Winter Garden, this home provides an opportunity to enjoy everything this sought-after area has to offer and more! From the welcoming double front porches to the spacious, thoughtfully designed interior, this home combines character, comfort, and functionality. The kitchen features beautiful quartz countertops, wood cabinetry, stainless steel appliances, a gas range, and a versatile island with additional storage and seating. Absolutely perfect for everyday living and entertaining! The first-floor's open concept, high ceilings and abundant natural light is an ideal way to be welcomed inside. The primary suite, also located on the first floor, is a private retreat, complete with a walk-in closet and an en-suite bathroom featuring dual vanities, a jetted soaking tub, and a separate shower. The second story, also full of character and charm, is an amazing space for loved ones and/or valued guest. Step outside to enjoy the screened lanai, fenced backyard, and separate patio ideal for friends and family gatherings, weekend barbecues or simply relaxing in the Florida sun. Residents of Winter Oaks enjoy community activities & amenities including a swimming pool, cabana, and playground. The location is equally impressive, offering convenient access to the West Orange Trail, shopping, dining, and the unique shops, restaurants, and year-round activities of Historic Downtown Winter Garden. Hurry, as this opportunity has too many amenities to list! Call today before it's gone tomorrow!

925 Butter Oaks Court, Winter Garden

Courtesy of SOUTHERN HERITAGE REALTY, INC

no property photo
$1,675,000
5 Beds ⋅ 5 Baths ⋅ O6453112 MLS
Lakefront living with room to spread out. Welcome to 14253 Country Estate Drive. Set on nearly three acres along Black Lake, this two-story brick pool home pairs timeless character with expansive water views in an established community of custom homes. Mature oaks frame the circular driveway, creating a welcoming arrival to a residence offering approximately 5,504 square feet, five bedrooms, four full baths, and one half bath. Lake views greet you from the foyer and draw you into the soaring great room, where a wood-burning stone fireplace, tall windows, and French doors create an inviting setting for everyday living and entertaining. The spacious kitchen features a generous center island, extensive cabinetry, and adjoining casual dining, while a separate formal dining room provides space for larger gatherings. The main-floor primary suite offers its own screened lanai, a quiet place to start the day overlooking the grounds. An office with a closet provides flexibility for a potential fifth bedroom, and two upstairs bonus rooms offer additional space for recreation, hobbies, or working from home. Outside, the pool, lanai, and expansive backyard make the waterfront setting the centerpiece of the home. Enjoy afternoons by the water, outdoor dining, or time on Black Lake boating, fishing, paddleboarding, and jet skiing. A side-entry three-car garage completes the property. Conveniently located near the shopping and dining at Winter Garden Village at Fowler Groves, with access to SR 429, SR 408, and Florida’s Turnpike, this home brings together spacious interiors, generous grounds, and the Florida lakefront lifestyle.

14253 Country Estate Drive, Winter Garden

Courtesy of ONE LUXURY INTERNATIONAL LLC

15579 Hamlin Blossom Avenue, Winter Garden
$995,000
5 Beds ⋅ 4 Baths ⋅ O6455492 MLS
Virtually Staged. Welcome to this beautiful two-story residence in Hickory Hammock at Johns Lake, a gated community in Winter Garden offering an exceptional blend of comfort, space, and Florida lifestyle. Featuring 5 bedrooms, 4 full bathrooms, a spacious loft, and a versatile game room, this home offers approximately 3,585 square feet of living space designed to accommodate a variety of needs. The thoughtfully designed interior features an open-concept living area, an oversized kitchen with a large T-shaped island, 42-inch upgraded cabinetry, built-in double wall ovens, a cooktop, and elegant solid-surface countertops. The spacious layout provides multiple areas for entertaining, relaxing, and spending time together. Step outside to enjoy your private pool and spa, creating the perfect setting for outdoor gatherings and year-round Florida enjoyment. The fenced backyard adds privacy and functionality to the outdoor space. Residents of Hickory Hammock enjoy an impressive selection of community amenities, including a resort-style zero-entry pool, clubhouse, fitness center, tennis courts, sand volleyball court, playgrounds, dog park, walking trails, and community access to the beautiful Johns Lake area. Conveniently located near Winter Garden Village, Hamlin Town Center, shopping, dining, entertainment, major roadways, and the attractions of Central Florida, this property offers an excellent opportunity to enjoy the Winter Garden lifestyle. Whether you are looking for a spacious primary residence or an investment opportunity, this home is worth exploring! Schedule your showing today

15579 Hamlin Blossom Avenue, Winter Garden

Courtesy of PRISTINE INTERNATIONAL REALTY LLC

13151 Calming Breeze Way, Winter Garden
$489,900
3 Beds ⋅ 3 Baths ⋅ O6455019 MLS
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

Courtesy of REDFIN CORPORATION

15316 Oak Apple Court Unit B, Winter Garden
$285,000
3 Beds ⋅ 3 Baths ⋅ O6455495 MLS ⋅ 15316 BLDG.
MOTIVATED SELLER! ALL OFFERS WILL BE CONSIDERED! Imagine coming home to a quiet corner of Winter Garden, where your backyard view is filled with greenery instead of another row of homes. Tucked inside the gated community of Tucker Oaks, this 3 bedroom, 2.5 bathroom townhome offers 1,544 square feet of living space, a thoughtfully designed floor plan, and something that's becoming increasingly difficult to find: privacy with no rear neighbors. Being a corner unit overlooking a conservation area makes this home feel a little different from the typical townhome. There's more natural light, a peaceful backdrop, and a sense of separation from the homes around you. Inside, the main living area brings everything together. Tall ceilings, recessed lighting, and an open layout connect the kitchen, dining, and living spaces, making it just as comfortable for a quiet night at home as it is for having friends over. The kitchen features stainless steel appliances, crown molding on the cabinetry, generous counter space, and a breakfast bar that will probably become your favorite spot for morning coffee. Head upstairs, and you'll find all three bedrooms, including a spacious primary suite with a private bathroom and large closet. The additional bedrooms offer flexibility for guests, a home office, or whatever life calls for next. But what makes this property particularly appealing is everything waiting outside the front door. Living in Tucker Oaks in Winter Garden, Florida, means access to a community pool, playground, dog park, and neighborhood sidewalks. You're also a short drive from Historic Downtown Winter Garden, where weekends can mean grabbing coffee on Plant Street, browsing the farmers market, or spending an afternoon exploring the local shops and restaurants. The West Orange Trail is nearby for biking, running, or enjoying the outdoors, while convenient highway access keeps the rest of Central Florida within reach. Walt Disney World and Universal Orlando are approximately 25 minutes away, depending on traffic. Whether you're purchasing your first home, relocating to Central Florida, or simply looking for a low maintenance lifestyle in a gated Winter Garden community, this property deserves a closer look. Sometimes finding the right home isn't about having the most square footage. It's about finding the right combination of location, privacy, convenience, and everyday comfort. This one brings all four together. With a motivated seller ready to consider offers, now is the time to explore this Winter Garden opportunity. Schedule your private showing today!

15316 Oak Apple Court Unit B, Winter Garden

Courtesy of COMPASS FLORIDA LLC

215 S Woodland Street, Winter Garden
$425,000
4 Beds ⋅ 2 Baths ⋅ O6455445 MLS
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

Courtesy of HOMEVEST REALTY

3249 Sailing Pier Avenue, Winter Garden
$675,000
4 Beds ⋅ 4 Baths ⋅ G5119939 MLS
Virtually Staged. WELCOME HOME to the highly sought-after GATED COMMUNITY OF LAKEVIEW PRESERVE in Winter Garden! Featuring $125,000 IN UPGRADES AND IMPROVEMENTS, this beautifully maintained home offers 4 BR, 3.5 BA, 2,964 SFT, a 2-car garage, and an exceptional floor plan! Impressive curb appeal begins with an upgraded stone elevation, designer glass and wrought-iron front door, extended paver driveway, and freshly painted exterior (2025). Inside, a spacious formal living room with French doors makes an ideal home office or den, while the OPEN-CONCEPT GREAT ROOM flows seamlessly into the beautifully appointed kitchen featuring white cabinetry, matte black hardware, QUARTZ COUNTERTOPS, and generous entertaining space. Extensive upgrades include HIGH-END PORCELAIN TILE FLOORING throughout the downstairs and bathrooms, upgraded wood stair treads with wrought-iron balusters, plantation shutters, and quartz countertops throughout. The spacious FIRST-FLOOR PRIMARY SUITE features a stylish barn door leading to a luxurious bath with soaking tub, oversized glass-enclosed shower, dual vanities, and a large walk-in closet with custom built-ins. A convenient half bath and laundry room with extensive cabinetry and sink complete the first floor. Upstairs offers a LARGE BONUS ROOM with luxury vinyl plank flooring, a spacious SECOND ENSUITE BEDROOM with private full bath, and two additional bedrooms sharing a full hallway bath. Additional improvements include upgraded carpeting, custom cabinetry and storage, enhanced lighting and electrical features, professionally coated garage floor, and an EXTENDED 10' x 26' SCREENED LANAI perfect for relaxing or entertaining. Residents enjoy RESORT-STYLE AMENITIES including a clubhouse, fitness center, zero-entry pool, splash pad, playground, walking trails, picnic areas, and KAYAK LAUNCH WITH ACCESS TO JOHNS LAKE for kayaking, canoeing, and fishing. LOW HOA OF JUST $152/MONTH AND NO CDD FEE! Ideally located minutes from SR 429, Downtown Winter Garden, Winter Garden Village, Clermont, shopping, dining, entertainment, and major Central Florida highways. This exceptional home combines extensive upgrades, flexible living spaces, and an outstanding location in one of Winter Garden's most desirable gated communities. Schedule your private showing today!

3249 Sailing Pier Avenue, Winter Garden

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY

1414 Portmoor Way, Winter Garden
$640,000
4 Beds ⋅ 3 Baths ⋅ O6455589 MLS
Video is virtually staged. Enjoy the best of both worlds in this beautiful pool home overlooking the Stoneybrook West Golf Course, where peaceful surroundings, beautiful views, and an abundance of community amenities create the perfect lifestyle. With NO REAR NEIGHBORS and a location OVERLOOKING THE GOLF COURSE on quiet Portmoor Way, you can relax while having plenty of opportunities to stay active, socialize, and connect with neighbors. The curb appeal is welcoming as is the spacious foyer, tall ceilings, and WOOD FLOORS. The well-appointed kitchen features QUARTZ countertops, tile backsplash, stainless steel appliances, and a WALK-IN PANTRY. Enjoy the breakfast nook that opens to the family room, creating a comfortable gathering space with beautiful views of the SCREENED-IN POOL and golf course. The spacious primary suite is conveniently located downstairs and offers a large walk-in closet, an updated vanity with double sinks, a garden tub, separate shower, and linen closet. Upstairs, you'll find AIRY LOFT, laundry room with cabinet storage, three additional bedrooms, and a hall bathroom with double sinks. Additional interior highlights include a formal dining room, a PRIVATE OFFICE with stylish barn doors, and an attractive staircase with iron railing and an accent wall. The home also offers valuable updates, including a NEW ROOF (2022), AC (2019), upgraded light fixtures, tile flooring in the garage, and rain gutters. One of the greatest benefits of living in Stoneybrook West is the incredible lifestyle included with your HOA! SPECTRUM CABLE AND INTERET ARE INCLUDED IN THE HOA DUES. Spend sunny afternoons at the Olympic-sized COMMUNITY POOL and splash pad, meet neighbors at the clubhouse and FITNESS CENTER, or enjoy friendly competition on the BASKETBALL, PICKELBALL, VOLLEYBALL and TENNIS courts. For those who love the water and outdoors, the community also offers a BOAT RAMP, limited BOAT STORAGE, and a FISHING pier. Stoneybrook West is conveniently located near highly regarded schools, restaurants, shopping, major roadways including the 429, Turnpike and 408, historic downtown Winter Garden, and Central Florida's world-famous theme parks.

1414 Portmoor Way, Winter Garden

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY

271 Daniels Pointe Drive, Winter Garden
$355,000
3 Beds ⋅ 2 Baths ⋅ O6455616 MLS
Virtually Staged. Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the desirable Daniels Crossing community of Winter Garden! Featuring a bright, open floor plan, fresh modern finishes, and a comfortable living and dining area, this home offers the perfect blend of style and functionality. Enjoy peaceful pond views from your backyard, creating a relaxing setting to unwind and enjoy Florida living. The split-bedroom layout provides added privacy, while the attached 2-car garage offers convenience and extra storage. Residents can also enjoy the community pool. Conveniently located near shopping, restaurants, major roadways, and the popular Winter Garden Village, this home offers both comfort and an excellent location. Don't miss the opportunity to make this home yours!

271 Daniels Pointe Drive, Winter Garden

Courtesy of HOMEVEST REALTY

704 Caterpillar Run, Winter Garden
$675,000
4 Beds ⋅ 3 Baths ⋅ O6448901 MLS
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

Courtesy of EXP REALTY LLC

15032 Lebeau Loop, Winter Garden
$499,000
3 Beds ⋅ 3 Baths ⋅ O6454792 MLS
Like-new and just five years young, this beautifully cared-for home showcases thoughtful upgrades and attention to detail throughout. Featuring 3 bedrooms, 2.5 baths, and a dedicated office space, the inviting layout offers room to live, work, and unwind. The open kitchen features a gas range, spacious walk-in pantry, and adjacent dining area, making everyday meals and entertaining effortless. Upstairs, the generously sized primary bedroom includes a walk-in closet with custom built-ins for exceptional organization. Enjoy your own private retreat in the fenced backyard, thoughtfully enhanced with maintenance-free landscaping. A two-car garage with an EV charger, tankless gas water heater, and water softener system add everyday convenience. Community amenities include a pool, three playgrounds, two dog parks, and community mailboxes. Conveniently located near Flamingo Crossings Town Center for shopping, dining, and primary care/ER services, as well as Disney, this meticulously maintained home offers comfort, convenience, and thoughtful details inside and out.

15032 Lebeau Loop, Winter Garden

Courtesy of LAKESIDE REALTY WINDERMERE INC

427 Lake Amberleigh Drive, Winter Garden
$550,000
4 Beds ⋅ 2 Baths ⋅ O6455034 MLS
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

Courtesy of REAL BROKER, LLC

1388 Waverunner Lane, Winter Garden
$515,000
4 Beds ⋅ 3 Baths ⋅ O6455159 MLS
1% INTEREST RATE BUYDOWN for the first year, or up to a $6,000 Lender Credit—available through our preferred lender! UPGRADED CORNER LOT HOME IN THE CHARMING WATERSIDE COMMUNITY! Built in 2021, this 4 bedroom, 3 bathroom home features a thoughtfully designed floor plan, spacious fenced-in outdoor patio and backyard, and upgrades throughout. You are greeted by a welcoming covered front porch, the perfect spot to enjoy your morning coffee. Stepping inside, the OPEN-CONCEPT living space features wood-look tile flooring which flows effortlessly into the dining room and kitchen, creating a comfortable gathering place for family time and entertaining. The dining room has an ADDED BUILT-IN BAR area with dual-zone wine fridge, evergreen fog cabinets, butcher block countertop, and stylish backsplash. The kitchen features beautiful Silestone QUARTZ COUNTERTOPS, clean white cabinetry, under-cabinet lighting, and stainless-steel appliances, including an upgraded dishwasher (2024). Accentuating the bright kitchen are updated black pendant lights and handles. A bedroom conveniently located downstairs features a tasteful SHIPLAP accent wall, and adds incredible flexibility, easily serving as a guest room, home office, or playroom. Upstairs, the spacious primary suite offers a huge CUSTOM WALK-IN CLOSET, while the primary bathroom features a double-sink vanity and large WALK-IN TILED SHOWER. There are two spacious guest bedrooms upstairs that share their own separate bathroom, with its own shiplap feature wall, double sink vanity, and separate wet area for maximum convenience. Throughout the home you'll find additional thoughtful upgrades, including built-in desk and cabinets in the upstairs landing area, 9-foot ceilings, and a beautiful wrought-iron stair railing. Situated on a CORNER LOT, the property features a large wrought iron FENCED-IN backyard with plenty of room to play, relax, or gather with friends. The large back paver patio has an added SHADE SAIL, allowing for year-round enjoyment in the wonderful Florida weather. Community of Waterside residents enjoy access to a community clubhouse, pool, fitness center, two playgrounds, park, and a dock on Johns Lake. With seasonal community events and monthly food truck nights, there are plenty of opportunities to get to know your neighbors and enjoy everything the community has to offer. Conveniently located near Downtown Winter Garden, Hamlin, and Walt Disney World, you'll be close to a fantastic selection of restaurants, shops, and entertainment, plus top-rated schools and hospitals. Easy access to FL-429 and the Florida Turnpike makes commuting and exploring Central Florida a breeze. Set up your private showing of this updated home today!

1388 Waverunner Lane, Winter Garden

Courtesy of COLDWELL BANKER REALTY

15543 Kinnow Mandarin Lane, Winter Garden
$648,000
3 Beds ⋅ 3 Baths ⋅ O6454543 MLS
Discover the best of Horizon West living in this beautifully maintained home nestled in the sought-after Highlands at Summerlake Groves in Winter Garden! Offering 3 bedrooms, 2.5 bathrooms, and a spacious open-concept design, this inviting residence blends modern comfort, thoughtful features, and exceptional indoor-outdoor living. Step inside to light-filled living spaces and an airy atmosphere that welcomes you home. The beautifully appointed kitchen features elegant quartz countertops, abundant cabinetry, and stainless steel appliances, opening seamlessly to the spacious great room, an ideal setting for entertaining or enjoying everyday moments. Walk upstairs to impressive high ceilings that adds to the home's open and spacious feel. The generous primary suite provides a peaceful retreat, complete with a walk-in closet and an en-suite bathroom featuring a relaxing Jacuzzi tub. The three additional generously sized bedrooms are conveniently located upstairs, offering guests and family members added privacy and comfortable personal space. This well-designed layout provides the perfect balance of togetherness and privacy for everyone to enjoy. Enjoy the added ease of natural gas service, 1 Gbps high-speed internet for streaming, working, and staying connected, and an attached two-car garage featuring a high-profile garage door and built-in storage shelving. Another appealing feature is the average monthly electric bill of approximately $150–$200, depending on usage and season. Take your Florida lifestyle outdoors in the private backyard retreat, where an inviting outdoor summer kitchen and natural gas fire pit create the perfect setting for weekend gatherings, evening relaxation, and entertaining family and friends. Both the outdoor kitchen and fire pit are plumbed directly to the home's natural gas supply for added convenience. Beautifully upgraded landscaping further enhances the home's curb appeal and outdoor setting. The Highlands at Summerlake Groves offers an outstanding array of community amenities, including a swimming pool, two tennis courts, dog park, two playgrounds, soccer field, and picnic areas with grills. Ideally situated near Orange County National Golf Center, Hamlin Town Center, shopping, restaurants, grocery stores, Orlando Health Hospital, major roadways including the 429, and local schools. Walt Disney World and the area's many attractions are also just a short drive away. With its desirable location, inviting living spaces, natural gas outdoor entertaining features, and wonderful community amenities, this home offers an exceptional opportunity to enjoy the very best of Winter Garden living. Come see all this beautiful home has to offer!

15543 Kinnow Mandarin Lane, Winter Garden

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY

17984 Adrift Road, Winter Garden
$899,000
5 Beds ⋅ 5 Baths ⋅ O6455453 MLS
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

Courtesy of HAMLIN REALTY

16431 Olive Hill Drive, Winter Garden
$560,000
3 Beds ⋅ 3 Baths ⋅ O6454787 MLS
Virtually Staged. Welcome Home to this immaculately maintained 3-bedroom, 3-bathroom two-story home located in the highly desirable Hawksmoor in Winter Garden. This home offers paid off solar and 240 outlet for EV charging. As you walk up you will take note of charming front porch perfect for sipping morning coffee. As you enter the foyer you will notice flex/office/den with French doors and ceramic tile throughout with thoughtfully designed interior. The homes first floor is perfect for entertaining with open concept kitchen family room with oversized dinette. The kitchen has a large center island with plenty of seating, stainless steal appliances, granite counters and water filtration system that overlooks the under roof covered screened in lanai perfect for an outdoor grill and outdoor entertaining area. Upstairs, the primary suite serves as a relaxing retreat with a tray ceiling, large walk-in closet, and private bath featuring dual sinks and granite counters. The guest bath upstairs has dual sinks bath tub and granite counters. Additional upgrades include new quiet garages door, first floor, fresh exterior paint and ample storage. Residents enjoy access to fantastic community amenities including a clubhouse, resort-style pool, park, playground, and sidewalks throughout the neighborhood. Conveniently located just minutes from Hamlin Town Center, golfing, shopping, dining, entertainment, Walt Disney World, and major highways with easy access to Orlando and surrounding areas. This exceptional home combines modern upgrades, energy-efficient features, functional living spaces, and an unbeatable location. Schedule your private showing today.

16431 Olive Hill Drive, Winter Garden

Courtesy of HOMEVEST REALTY

557 Lake Cove Pointe Circle, Winter Garden
$2,249,999
5 Beds ⋅ 5 Baths ⋅ O6447759 MLS
Virtually Staged. Some homes are updated. Other are completely reimagined. Welcome to an extraordinary lakefront retreat in the highly sought-after golf cart district of historic Downtown Winter Garden where an extensive, designer-led transformation has brought fresh style, thoughtful functionality and an entirely new feel to this exceptional property. Offering 5 bedrooms, 4.5 bathrooms, a dedicated office, and a theater/loft area, this home delivers the space and flexibility to fit the way you live. The interior has been gutted and beautifully redesigned with light, bright airy living spaces and curated finishes that make an impression from the moment you walk through the door. The stunning kitchen is a true centerpiece: open, inviting and designed to bring everyone together, whether it's a relaxed weeknight dinner or a house full of guests. Beautifully renovated bathrooms carry the designer aesthetic throughout, creating a cohesive balance of comfort and sophistication. Every gathering space feels connected, yet the layout still provides plenty of places to find a little privacy. Two primary suites give this floor plan rare versatility for multigenerational living, visiting family or simply having room to spread out. The first-floor primary suite offers privacy and convenience, while the upstairs primary retreat features its own balcony overlooking the lake. Imagine starting the day with coffee and a waterfront views or watching the sunset from your private escape. the upstairs suite also has its own laundry and a separate custom laundry room with double washers and dryers keeps busy households running smoothly. Outside is where this home truly becomes a lifestyle. Your private waterfront setting features a swimming pool, poolside cabana, boathouse, dock and direct access to the lake. Spend your afternoons boating or fishing, host unforgettable gatherings by the pool and end the day relaxing by the water. Newly added electric service at the dock adds convenience for evenings spent enjoying the lakefront atmosphere. Whether you love being on the water or simply love looking out over it, the outdoor spaces invite you to slow down and enjoy where you live. There's room here for quiet mornings, lively weekends, and all the moments in between. The improvements extend well beyond the finishes. An upgraded 400-amp electrical service supports modern living, while the whole-home generator and solar panels offer added practicality and peace of mind. This thoughtful combination of beauty and meaningful infrastructure upgrades makes the renovation as functional as it is striking. And the location? It's one of Winter Garden's most loved. Hop in the golf cart and head downtown, then come home to your own peaceful lakefront haven. Few settings offer this kind of everyday convenience while still feeling like a private getaway. Extensively transformed, exceptionally located and ready for its next chapter, this is a rare chance to have the designer finished home you've been dreaming of without giving up the waterfront lifestyle that makes Winter Garden so special. From mornings on the balcony to evenings on the dock, every day here offers another reason to stay a little longer.

557 Lake Cove Pointe Circle, Winter Garden

Courtesy of HOMEVEST REALTY

17906 Hither Hills Circle, Winter Garden
$560,000
4 Beds ⋅ 4 Baths ⋅ O6454564 MLS
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

Courtesy of LPT REALTY, LLC

14501 Grove Resort Avenue Unit 2627, Winter Garden
$194,900
3 Beds ⋅ 3 Baths ⋅ O6455290 MLS ⋅ 2 BLDG.
This stunning 3-bedroom, 3-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 and third bedrooms 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 2627, Winter Garden

Courtesy of SUN CREST FLORIDA PROPERTIES

17778 Sedona Street, Winter Garden
$814,139
3 Beds ⋅ 4 Baths ⋅ O6455189 MLS
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

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC

1370 Portmoor Way, Winter Garden
$755,000
5 Beds ⋅ 4 Baths ⋅ O6452715 MLS
Nestled within the highly desirable golf course community of Stoneybrook West in Winter Garden, this beautifully renovated 5-bedroom, 4-bathroom residence offers a perfect blend of modern finishes, spacious living areas, and exceptional Florida living. Thoughtfully updated throughout, the home features a newer roof and HVAC system, fresh interior paint, new custom kitchen and bathroom cabinetry, luxury vinyl plank flooring, new bedroom carpeting, updated lighting and ceiling fans, and a newly re-screened enclosure. At the heart of the home, the stunning remodeled kitchen showcases custom cabinetry, all new stainless steel appliances, elegant quartz countertops, designer lighting, and an oversized breakfast bar ideal for gathering and entertaining. A charming breakfast nook provides the perfect spot for casual dining while enjoying picturesque views of the golf course. The inviting living spaces are enhanced by a beautiful double-sided fireplace, creating warmth and character throughout the home. A versatile downstairs flex room and bathroom offer endless possibilities for a home office, in-law suite, or playroom. Upstairs, a loft at the top of the stairs provides additional living space for relaxing, working, or entertaining. The private primary suite serves as a peaceful retreat, featuring a generous layout, a luxurious ensuite bathroom with an oversized walk-in shower, and a private balcony overlooking the golf course—an ideal place to enjoy your morning coffee or unwind at the end of the day. Four additional bedrooms provide flexibility for family, guests, or additional workspace. The thoughtfully designed outdoor living area includes a screened pool with spa, new pool equipment and a convenient fourth bathroom with a shower accessible from the pool area, making entertaining and enjoying Florida's year-round sunshine effortless. Beyond the home, Stoneybrook West offers an exceptional lifestyle with resort-style community amenities. The HOA includes access to the Olympic-sized community pool, splash pad, clubhouse with fitness center, basketball courts, tennis courts, and pickleball courts. Residents can also enjoy the community boat ramp, and fishing pier, providing even more opportunities for outdoor recreation and relaxation. Newer Roof and HVAC. Ideally located near excellent schools, shopping, restaurants, and everyday conveniences, Stoneybrook West is guard gated and offers easy access to the 429, Florida Turnpike, and 408, as well as historic downtown Winter Garden and Central Florida's world-famous theme parks. With its extensive renovations, golf course views, private pool, and outstanding community amenities, this exceptional home offers the perfect combination of comfort, style, and location. Schedule your showing today!

1370 Portmoor Way, Winter Garden

Courtesy of GRANDE REALTY GROUP LLC

2827 Sanctuary Lane, Winter Garden
$2,349,000
3 Beds ⋅ 3 Baths ⋅ O6454658 MLS
**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

Courtesy of GARCIA REALTY GROUP

15823 Shorebird Lane, Winter Garden
$924,900
4 Beds ⋅ 4 Baths ⋅ O6454777 MLS
Discover an exceptional opportunity to enjoy the Florida lifestyle in this beautiful Toll Brothers home in the sought-after Lakeshore Preserve community of Winter Garden. Offering 4 bedrooms, 4 full bathrooms, and 2,768 square feet, this thoughtfully designed residence combines elegant interior spaces with an outdoor living experience designed for entertaining. The heart of the home is its impressive kitchen, featuring an oversized 12-foot island, gas cooktop, convection oven, and stylish finishes. Multiple living spaces and abundant natural light create an inviting atmosphere throughout. The flexible floor plan includes a first-floor bedroom and full bathroom, additional upstairs bedrooms, a private junior suite, and a spacious primary retreat featuring tray ceilings, dual walk-in closets, two vanities, a soaking tub, and a separate walk-in shower. But the real highlight is outside. Enjoy your own private saltwater pool, beautifully appointed paver deck, and summer kitchen with natural gas. Whether hosting friends, enjoying a quiet afternoon by the pool, or making the most of Florida's beautiful weather, this outdoor space makes every day feel like a getaway. Lakeshore Preserve adds even more to the experience with its lakefront clubhouse, resort-style community pool, fitness center, barbecue area, and recreational amenities. Located in Winter Garden, this home offers an appealing combination of space, thoughtful design, outdoor entertaining, and community amenities. Come experience the home and the lifestyle for yourself.

15823 Shorebird Lane, Winter Garden

Courtesy of WRA BUSINESS & REAL ESTATE

16167 Barkly Ridge Court, Winter Garden
$1,099,999
4 Beds ⋅ 3 Baths ⋅ O6450927 MLS
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

Courtesy of BAIRD REALTY, LLC

17224 Old Country Lane, Winter Garden
$1,699,000
6 Beds ⋅ 4 Baths ⋅ O6453068 MLS
Some homes are impressive. Others have a way of making you imagine an entirely different life. Behind private electric gates, 2.38 acres of mature trees and open grounds set the stage for a home that has been completely transformed. The owners originally envisioned it as their forever home, and the work reflects that ambition. This wasn’t a matter of replacing finishes or updating a few rooms. The kitchen was relocated, living spaces were expanded, oversized windows were introduced, and the entire home was reconsidered from the ground up. What emerged is a beautifully reimagined residence that feels almost entirely new, with a warmth and character that make it equally inviting. Inside, 3,629 square feet of living space includes six bedrooms and three and a half bathrooms, all on one level. Wood beams, custom cabinetry, ZLINE appliances, a spacious pantry, and carefully selected finishes bring sophistication without sacrificing comfort. A newly created ensuite bedroom adds flexibility, while extensive improvements, including a 2025 roof, updated electrical, new flooring, and windows, speak to the depth of the transformation. The same attention carries outdoors, where a striking covered A-frame porch overlooks a newly built screened pool and spa. Beyond the enclosure, mature trees and expansive grounds offer exceptional privacy, while a separate 1,200-square-foot boat garage with two bay entries provides generous space for watercraft, recreational vehicles, and storage. Together, these outdoor spaces offer a level of versatility rarely found so close to everyday conveniences. And that’s perhaps the most remarkable part. All of this sits just minutes from Hamlin and Horizon West, with easy access to Historic Downtown Winter Garden, the West Orange Trail, and SR 429. No HOA, no need to trade convenience for acreage, and no major transformation left for the next owner to undertake. The owners’ plans ultimately changed. The home they set out to create is complete. And the opportunity to make it your own is now here.

17224 Old Country Lane, Winter Garden

Courtesy of REAL BROKER, LLC

13900 Lanyard Way, Winter Garden
$769,650
5 Beds ⋅ 5 Baths ⋅ O6454639 MLS
Short Sale. Welcome to this spacious 5-bedroom, 5-bathroom home in the desirable Encore at Ovation community in Winter Garden! Featuring a rare dual primary suite layout, this home offers an open-concept design with an upgraded kitchen showcasing a natural gas stove, oversized island, farmhouse sink, and stainless-steel appliances. The kitchen flows seamlessly into the dining and family rooms, perfect for entertaining. The first floor includes a primary suite, private den/office, and additional full bathroom. Upstairs, enjoy a versatile loft, convenient laundry room, and luxurious second primary suite overlooking the conservation area, complete with dual sinks, soaking tub, separate shower, and oversized walk-in closet. Relax on the covered back porch overlooking a private backyard with no rear neighbors. Additional features include fiber-optic internet, surround sound speakers and prewiring for security cameras. All this plus the added benefit of solar panels to help with those electricity bills. Residents enjoy resort-style amenities including a pool, fitness center, playground, dog park, and yard maintenance. Conveniently located minutes from Walt Disney World and Flamingo Crossings, offering shopping, dining, and entertainment. A rare find combining space, privacy, and an unbeatable location!

13900 Lanyard Way, Winter Garden

Courtesy of CENTURY 21 CARIOTI

7723 Green Mountain Way, Winter Garden
$2,695,000
6 Beds ⋅ 7 Baths ⋅ O6453713 MLS
Set along the shores of Lake Hancock with approximately 80 feet of lake frontage, this exceptional Winter Garden residence offers private boating amenities and expansive indoor-outdoor living. A two-story dock with a boat lift and two Jet Ski lifts, a screened pool and spa, and sweeping lake views define this waterfront setting. Offering 6 bedrooms, 6.5 bathrooms, over 5,100 square feet, a 3-car garage, and two primary suites on separate floors, the flexible layout is ideal for multigenerational living. A paver driveway, tile roof, stone accents, and mature landscaping welcome you home. Inside, engineered hardwood floors lead past a formal dining room on the right, connected to the kitchen through a butler's pantry, and a dedicated office on the left. The impressive two-story living room features decorative wood beams, a cascading chandelier, and a floor-to-ceiling stacked-stone accent wall. Expansive sliding glass doors open to the covered lanai, seamlessly connecting indoor and outdoor living while framing views of the pool and Lake Hancock. An open staircase with wood treads and wrought-iron balusters overlooks the living area. Just off the living room, the first-floor primary suite offers direct lanai access, a walk-in closet, separate vanities, and an oversized tiled shower. The spacious kitchen features a center island, an expansive wraparound peninsula with a farmhouse-style sink, granite countertops, cream-colored cabinetry, stainless steel appliances, a natural gas cooktop with pot filler and vent hood, a built-in microwave and wall oven, decorative tile backsplash, and built-in wine storage. A separate casual dining area overlooks Lake Hancock. Beyond it are a second downstairs bedroom and adjacent full bathroom with pool access. Near the 3-car garage, the laundry room provides a utility sink, cabinetry, and counter space. A half bath completes the first floor. Upstairs, the second primary suite features a tray ceiling, French doors to a private lakeview balcony, two walk-in closets, and an ensuite bath with dual vanities, soaking tub, and glass-enclosed shower. Three additional bedrooms and three full bathrooms, including two ensuite bedrooms, offer flexible accommodations. An expansive bonus room with hardwood flooring, lake-facing windows, and French doors to a separate balcony makes an ideal second living area, game room, or media room. Outdoor living takes center stage on the spacious covered lanai, with separate dining and lounge areas, ceiling fans, and a summer kitchen featuring a stainless steel grill, vent hood, refrigerator, and countertop space. The screened pool and spa, surrounded by an expansive paver deck, overlook Lake Hancock. Beyond the shoreline, the private two-story dock features a shaded lower seating area, boat lift, two Jet Ski lifts, and an open-air upper observation deck with panoramic lake views. From the living room and upstairs balconies to the pool and dock, the water is part of everyday life here. Summerlake community amenities include a pool, fitness center, tennis courts, playgrounds, and walking paths. Convenient to Hamlin Town Center, major highways, and Central Florida's world-famous attractions, this home offers an exceptional Lake Hancock waterfront lifestyle.

7723 Green Mountain Way, Winter Garden

Courtesy of ALIGN REAL ESTATE LLC

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