Homes In Orlando For Sale Search

Winter Garden FL Single Family Homes for Sale

15522 Shorebird Lane, Winter Garden
$2,700,000
7 Beds ⋅ 7 Baths ⋅ Lakeshore Preserve Ph 4 SubDv. ⋅ 34787 Zip Code
Welcome to an extraordinary estate in Lakeshore Preserve, this exceptional lakefront estate represents a rare convergence of scale, sophistication, and resort-inspired living. Crafted by Toll Brothers, this expanded Santa Bella model stands as one of the largest and most distinguished residences in the community, offering over 6,400 square feet, 7 bedrooms, and 6.5 bathrooms. A stately tile roof crowns the home, enhancing its timeless architectural presence. A grand sense of arrival gives way to interiors defined by volume, light, and intentional design. Formal and informal living spaces flow effortlessly, anchored by an expansive dining area and a showpiece gourmet kitchen. Outfitted with stacked cabinetry, striking quartz surfaces, a natural gas cooktop with pot filler, and an oversized walk-in pantry, the kitchen is designed to perform as beautifully as it presents. The great room is both inviting and dramatic, centered around a natural gas fireplace and framed by expansive glass sliders that dissolve the boundary between indoors and out—revealing a private outdoor setting designed for both grand entertaining and quiet retreat. The floor plan is curated for both elegance and flexibility. The main level hosts the primary suite along with the home’s core living spaces, creating a refined yet functional everyday experience. A private multi-generational suite offers its own living area, kitchenette, full bath, and spacious bedroom—ideal for extended family or long-term guests. A well-appointed laundry room with dual washers and gas dryers adds an additional layer of convenience. Upstairs, the home extends its sense of scale and comfort, offering generously sized secondary bedrooms, a versatile bonus space, and a dedicated theater room—perfectly suited for elevated leisure and entertainment. Outdoors, a true resort-style environment unfolds. The lakefront backdrop sets the stage for a custom pool with cascading waterfall, an 8-person spa, and an expansive covered lanai adorned with coffered ceilings. Lounging and dining areas invite both vibrant gatherings and serene, private moments—all framed by tranquil water views. This home also offers nightly views of Walt Disney World Resort fireworks—an iconic backdrop to your private outdoor retreat. Residents of Lakeshore Preserve enjoy an amenity-rich lifestyle with access to a state-of-the-art clubhouse, fitness center, activity spaces, zero-entry pool, kayaking and paddleboarding, beach volleyball, playgrounds, and scenic parks. HOA includes full lawn and landscaping maintenance along with 1-gig high-speed internet. Enjoy unmatched convenience with quick access to Walt Disney World and Universal Studios, along with championship golf at Orange County National Golf Center and the vibrant atmosphere of Downtown Winter Garden. Families benefit from a premier school zone, including Horizon High School just across the community, Panther Lake Elementary School a short walk away, and Water Spring Middle School nearby. With exceptional scale, thoughtful design, and a premier setting, this home stands as a true expression of luxury living and distinction. Private showings available by appointment.

15522 Shorebird Lane, Winter Garden

10174 Merrymeeting Bay Drive, Winter Garden
$899,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2c-2 & 2c-3 SubDv. ⋅ 34787 Zip Code
*****LAKEFRONT!!!Welcome to 10174 Merrymeeting Bay Dr — a gorgeous 4-bedroom, 3.5-bath home in the heart of Winter Garden that checks all the boxes and then some. Step inside and you'll notice the open floor plan right away. Tile floors run through the main living areas with cozy carpet in the bedrooms. The kitchen is a dream with quartz counters, stainless appliances, wood cabinets, and a walk-in pantry. The primary suite features tray ceilings and a custom feature wall, while the bathroom offers a large shower, double sinks, and a fully built-out walk-in closet. Laundry is conveniently located inside the house too. Now let's talk about the backyard — this is where things get really good. You've got 60 feet of lakefront and a screened lanai with roll-up screens that's an absolute show-stopper. Think full summer kitchen with a fridge, grill, sink, ceiling fans, and a large island. Oh, and you can catch the Disney fireworks right from your front porch. Not bad, right? A transfer switch has been added to accommodate a generator, so you're covered when storms roll through. The community itself is loaded with amenities like a pool, tennis courts, and volleyball. Atwater Bay Elementary is right inside the neighborhood, and Horizon High School is just minutes away. Publix sits right at the front of the community, and Lakeshore Private Park is close by for extra outdoor fun.

10174 Merrymeeting Bay Drive, Winter Garden

9354 Meadow Hunt Way, Winter Garden
$525,000
3 Beds ⋅ 3 Baths ⋅ Watermark SubDv. ⋅ 34787 Zip Code
Located in Watermark, one of Horizon West's most sought-after resort-style communities, this TURN-KEY, ENERGY-EFFICIENT home offers the perfect blend of modern upgrades, flexible living space, and an unbeatable location just minutes from Hamlin Town Center, Walt Disney World, top-rated schools, shopping, dining, and major highways. Offered for the first time by the original owner, this beautifully maintained 3-bedroom, 2.5-bath home with a spacious LOFT offers over 2,000 square feet of thoughtfully designed living space. Need a fourth bedroom? The oversized loft can easily be converted into a 4TH BEDROOM, home office, media room, or play space to fit your lifestyle. The bright, open-concept floor plan is designed for both everyday living and entertaining. At the center of the home, the gourmet kitchen features DOUBLE OVENS, a cooktop, designer backsplash, under-cabinet lighting, abundant cabinetry, and an oversized island that seamlessly connects to the dining and living areas. Designer upgrades throughout include wood flooring in the main living areas, oak tread stairs with wood spindles, upgraded baseboards, eight-foot first-floor doors, and double French doors leading to the covered lanai for effortless indoor-outdoor living. The spacious primary suite is a private retreat featuring a tray ceiling, TWO WALK-IN CLOSETS, and a spa-inspired bath with dual vanities, an extended countertop, walk-in shower with dual shower heads, linen closet, and private water closet. Two additional bedrooms also feature walk-in closets, providing excellent storage and flexibility. Additional highlights include SPRAY FOAM INSULATION, DOUBLE-PANE WINDOWS, and a 9-PANEL SOLAR SYSTEM designed to help reduce monthly utility costs. Watermark residents enjoy RESORT-STYLE AMENITIES including two community pools, splash pad with water slides, fitness center, clubhouse, tennis and basketball courts, food truck nights, community events, and a rooftop observation deck with breathtaking views of Disney's nightly fireworks. With everyday conveniences, restaurants, Starbucks, parks, and trails just minutes away, this MOVE-IN READY home offers the lifestyle buyers are searching for in the heart of Horizon West. Furniture is negotiable. Schedule your private showing today.

9354 Meadow Hunt Way, Winter Garden

925 Bainbridge Loop, Winter Garden
$790,000
4 Beds ⋅ 4 Baths ⋅ Covington Park SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to Covington Chase, one of Winter Garden's most sought after communities, where this beautiful home now features a brand new AC system that was just installed, giving you one less major expense to worry about. Just minutes from the charm and energy of Historic Downtown Winter Garden, this exceptional 4 bedroom, 4 full bathroom home sits on an oversized 0.38 acre lot and offers the perfect blend of space, comfort, and flexibility. The expansive backyard provides endless possibilities for entertaining, gardening, relaxing, or creating your own outdoor oasis. With nearly four tenths of an acre, there is plenty of room to enjoy the outdoors and make the space your own. A long driveway and spacious 3 car garage offer ample parking, extra storage, and even room for a golf cart so you can fully enjoy life in Winter Garden's popular golf cart district. Designed with everyday living in mind, the thoughtfully planned layout offers flexibility for a variety of lifestyles. The first floor features a spacious primary suite tucked away for privacy, complete with two walk in closets and a generously sized bathroom. A dedicated office provides the perfect space for working from home, hobbies, or a quiet retreat. You'll also find a convenient Jack and Jill bedroom and bathroom setup on the main level, adding even more versatility to the home's layout. Upstairs, a large loft offers the ideal space for movie nights, a game room, fitness area, or additional living space. A private bedroom and full bathroom complete the second floor, creating a comfortable retreat with added privacy. Recent updates add even more value, including the brand new AC system and a roof that was replaced just a few years ago, offering peace of mind for years to come. The location is just as impressive as the home itself. Only minutes away is the Historic Downtown Winter Garden District, where you'll enjoy locally owned restaurants, coffee shops, boutiques, live events, and the award winning weekly farmers market. Spend weekends exploring the nearby 22 mile West Orange Trail, perfect for biking, walking, or simply enjoying Florida's beautiful weather. Living in the golf cart district makes it easy to head downtown for dinner, festivals, or an evening out without needing to drive. Opportunities like this are rare. An oversized lot, versatile floor plan, downstairs primary suite, dedicated office, multiple living spaces, private upstairs retreat, 3 car garage, brand new AC system, and an unbeatable location near downtown Winter Garden make this home an exceptional opportunity to enjoy the best of Central Florida living.

925 Bainbridge Loop, Winter Garden

14005 Aldford Drive, Winter Garden
$627,000
3 Beds ⋅ 3 Baths ⋅ Latham Park North SubDv. ⋅ 34787 Zip Code
Welcome to 14005 Aldford Drive in Winter Garden, a beautifully designed two-story home built by Ashton Woods, known for its modern architecture, creative floor plans, and thoughtful design. This inviting residence offers 3 bedrooms, 2 full baths, and 1 half bath, with a layout that blends everyday comfort with welcoming indoor and outdoor living spaces. Inside, the home features a bright and functional flow with living areas designed for both daily routines and effortless entertaining. The two-story layout creates a comfortable separation between gathering spaces and private retreats, while the bedroom arrangement provides flexibility for a variety of lifestyles. The primary suite offers a relaxing place to unwind, and the additional bedrooms are well suited for family, guests, or a home office setup. Step outside and enjoy a screened and covered patio that extends the living space and creates the perfect setting for outdoor dining, morning coffee, or unwinding at the end of the day. The fully fenced backyard provides privacy and plenty of room to relax, play, garden, or create your own outdoor oasis. Adding to the home's unique appeal, this desirable lot is situated next to a community green space, offering additional open views and only one direct neighboring home. On select evenings, you can even enjoy views of Disney fireworks in the distance from your own backyard retreat. Adding to the home's functionality is a detached 2-car garage equipped with an electric vehicle charger, providing convenient parking, extra storage, and modern-day convenience. The garage's detached design also enhances curb appeal and maximizes backyard usability. Even more valuable, the home is equipped with solar panels that will be paid off at closing, allowing the new owner to enjoy the benefits of renewable energy, increased efficiency, and potential savings on monthly utility costs without assuming a solar loan. Located in Winter Garden, this home is set in an area known for its blend of neighborhood charm and everyday convenience. Residents enjoy access to shopping, dining, parks, and major roadways, while the surrounding area adds to the home's appeal with a welcoming residential feel and the lifestyle benefits that make Winter Garden such a desirable place to call home. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**

14005 Aldford Drive, Winter Garden

13212 Social Lane, Winter Garden
$575,000
4 Beds ⋅ 3 Baths ⋅ Regency Oaks F SubDv. ⋅ 34787 Zip Code
Virtually Staged. SEVERAL PHOTOS HAVE BEEN VIRTUALLY STAGED !Welcome to this beautifully updated 4-bedroom, 2.5-bath home in the highly sought-after Regency Oaks community. Thoughtfully upgraded for long-term peace of mind, this residence features a newly replaced roof, a 2023 HVAC system (both indoor and outdoor units), and a 2023 water heater—major improvements that add exceptional value and confidence for the next owner. Step inside to discover a bright, open floor plan with luxury vinyl flooring throughout, offering durability, modern style, and easy maintenance. The remodeled kitchen showcases sleek modern cabinetry and quartz countertops, creating a fresh, contemporary space perfect for everyday living and entertaining. The spacious primary suite provides a comfortable retreat, complemented by three additional bedrooms ideal for family, guests, or a home office. With two full bathrooms and a convenient half bath, the layout is designed for both functionality and comfort. Enjoy Florida living at its best with a screen-enclosed patio and a fully paved backyard, offering a low-maintenance outdoor oasis perfect for gatherings, grilling, or quiet relaxation. Located just 15 minutes from Universal Studios and Disney Parks and less than a 2-minute walk to AdventHealth, this home is perfectly positioned for both families and professionals. Regency Oaks offers resort-style amenities including a sparkling pool, clubhouse, tennis courts, playground, and a scenic park—enhancing the lifestyle experience beyond your front door. This move-in-ready home combines modern upgrades, unbeatable convenience, and exceptional community features—an outstanding opportunity to enjoy the best of Winter Garden and Orlando living.

13212 Social Lane, Winter Garden

2202 Romanum Drive, Winter Garden
$520,000
3 Beds ⋅ 2 Baths ⋅ Alexander Ridge SubDv. ⋅ 34787 Zip Code
Upgraded Turnkey Welcome to your next home in the heart of Winter Garden, where location, lifestyle, and upgrades come together seamlessly. This beautifully updated 3-bedroom, 2-bathroom home with an additional 135-square-foot flex space is perfectly positioned just 20 minutes from Disney, 15 minutes from Downtown Winter Garden, and only 10 minutes to Winter Garden Village, giving you easy access to everything Central Florida has to offer. Step inside to find brand-new luxury vinyl flooring, fresh exterior paint (2024), and a bright, open feel that makes the home both inviting and functional. The additional 135-square-foot living space under air conditioning, complete with elegant French doors, offers endless possibilities as a home office, playroom, fitness room, or second living area. Out back, enjoy your own private putting green, ideal for unwinding or entertaining guests. And with HOA-maintained landscaping, you can say goodbye to yard work and hello to low-maintenance living. Major updates bring peace of mind, including a new roof (2024), new AC unit (2025), and new gutters (2024). Additional features include a garage with epoxy flooring, a hybrid hot water heater, and a sleek GE Slate appliance package that adds a modern touch to the kitchen. A washer and dryer are also included and come with a 3-year warranty, so the home is truly move-in ready from day one. This home checks all the boxes: location, upgrades, and lifestyle. Schedule your private showing today and experience it for yourself.

2202 Romanum Drive, Winter Garden

11243 Pixie Mandarin Court, Winter Garden
$815,000
4 Beds ⋅ 3 Baths ⋅ Northlake At Ovation Phase 1 SubDv. ⋅ 34787 Zip Code
Stunning Home in Winter Garden – Prime Location! Welcome to this beautiful and meticulously maintained home located in the highly desirable Winter Garden area. This exceptional property offers the perfect blend of comfort, elegance, and modern convenience, with premium upgrades throughout. Featuring 4 bedrooms and 3 full bathrooms, the home is thoughtfully designed for both everyday living and entertaining. As you arrive, you are welcomed by a charming front porch with a landscaped garden, creating a warm and inviting first impression. Upon entering, a long hallway leads you into a spacious open-concept living area where the kitchen, dining, and living room flow seamlessly together. The kitchen is equipped with appliances, wood cabinetry, and a breakfast bar, offering both functionality and style. This home stands out with numerous upgrades, including a whole-house water filtration system, installed window treatments throughout, and automated blinds in the primary suite and master bathroom, adding both comfort and sophistication. All bathrooms feature glass shower enclosures, enhancing the modern feel of the home. The primary suite serves as a true retreat, offering dual sinks with quartz countertops, a soaking tub, and a beautifully tiled walk-in shower, complemented by the added convenience of automated shades. Step outside through large sliding glass doors to your private outdoor oasis. The fully fenced, oversized lot ensures maximum privacy and backs onto a protected conservation area with no rear neighbors, while also offering stunning, unobstructed lake views. The outdoor space is designed for entertaining, featuring a fully equipped summer kitchen with barbecue, perfect for gatherings or relaxing evenings. Additional features include a laundry room with built-in cabinetry and an extra water tank conveniently located in the garage, providing added efficiency. The property also features a leased solar panel system, which will be transferred to the new owner, delivering energy efficiency and potential savings on utility costs. Residents enjoy access to excellent HOA amenities, including a resort-style pool, playground, and scenic sidewalks throughout the community, perfect for outdoor activities. Ideally located near Walt Disney World, Hamlin Town Center, Horizon West, top-rated schools, and major highways, this home offers both a vibrant lifestyle and easy accessibility. Don’t miss this rare opportunity to own a highly upgraded home with breathtaking lake and conservation views in one of Central Florida’s most sought-after communities. Schedule your private showing today!

11243 Pixie Mandarin Court, Winter Garden

15161 Canoe Place, Winter Garden
$1,065,000
5 Beds ⋅ 5 Baths ⋅ Lakeshore Preserve Ph 2 SubDv. ⋅ 34787 Zip Code
OVERSIZED CORNER LOT • 3-CAR GARAGE • NEW OUTDOOR GOURMET AREA • FIRST-FLOOR SUITE • HUGE LOFT • POOL INCENTIVE Welcome to this beautifully appointed Toll Brothers residence in the highly desirable Lakeshore Preserve community. Offering 5 bedrooms, 4 full bathrooms, 1 half bathroom, and 3,816 square feet of thoughtfully designed living space, this home combines comfort, functionality, and an elevated Florida lifestyle. The first floor features a private guest suite with a full bathroom, ideal for visitors, a home office, or multigenerational living. The open-concept kitchen and living areas create a bright and inviting space for everyday living and entertaining. Upstairs, you will find the spacious primary suite, additional bedrooms, and an oversized loft that can be used as a media room, playroom, second living area, or workspace. Outside, enjoy the oversized corner lot and the newly completed outdoor gourmet area, ready for gatherings and year-round entertaining. The three-car garage provides exceptional storage and parking flexibility. For buyers interested in adding a pool, a custom pool design and proposal have already been prepared specifically for this property. The seller is offering a $5,000 incentive toward the pool project if the buyer chooses to move forward with the company that created the existing design. The pool is not included in the sale price, and the buyer will contract separately with the pool company after closing. Incentive is subject to the terms of an acceptable offer and lender approval, if applicable. Lakeshore Preserve offers premium resort-style amenities, including a lakefront clubhouse, fitness center, community pool, beach volleyball, playgrounds, and access to kayaking and paddleboarding on Panther Lake. Conveniently located near Disney, Horizon West shopping, dining, schools, and major roadways.

15161 Canoe Place, Winter Garden

14006 Frasier Street, Winter Garden
$655,500
4 Beds ⋅ 3 Baths ⋅ Highland Ridge SubDv. ⋅ 34787 Zip Code
Stunning Corner Lot Home Welcome to this beautifully designed, home situated on a desirable corner lot in the sought-after Highland Ridge community in Winter Garden, FL. Built by Meritage Homes, this residence offers the perfect blend of modern style, comfort, and energy efficiency. The open-concept first floor features a spacious great room and dining area that flow seamlessly together, creating an ideal space for entertaining and everyday living. The gourmet kitchen is the heart of the home, complete with a large island overlooking the main living areas and patio—perfect for gatherings with family and friends. Upstairs, the private primary suite offers a relaxing retreat with an oversized walk-in closet, dual vanities, and a sleek walk-in shower. Thoughtfully designed throughout, the home showcases professionally curated finishes, including elegant granite or quartz countertops and stylish tile flooring. Additional highlights include a detached two-car garage, ample natural light, and smart, energy-efficient features designed to provide long-term savings, improved comfort, and healthier living. Located in a vibrant community with top-rated schools and convenient access to major employment centers, shopping, and dining, this home truly offers the best of modern Florida living. Furnishings may be negotiable, offering a convenient, move-in-ready opportunity for buyers.

14006 Frasier Street, Winter Garden

16197 Wind View Lane, Winter Garden
$528,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 1b SubDv. ⋅ 34787 Zip Code
Welcome to the highly desirable Horizon West community of Waterleigh – Marina Bay, where lifestyle, convenience, and a true sense of community come together in one of Central Florida’s most sought-after neighborhoods. This beautifully upgraded south-facing Cordale model is move-in ready and thoughtfully designed, offering a perfect blend of style, comfort, and functionality for modern living. From the moment you arrive, you’ll appreciate the effortless curb appeal with HOA-included landscaping, allowing you to enjoy a pristine exterior year-round without the maintenance. Inside, the home immediately impresses with a clean, modern aesthetic and ZERO carpet throughout. Ceramic tile spans the main living areas, laundry room, and bathrooms, while matching hardboard vinyl plank flooring flows seamlessly through all bedrooms, the upstairs loft, and even the staircase, creating a cohesive and elevated look. Designed with both everyday living and entertaining in mind, the open-concept layout creates a warm and inviting atmosphere. The living room features a stunning modern accent wall that serves as a stylish focal point, while the primary suite offers its own beautifully designed accent wall, creating a private retreat with a touch of luxury. The kitchen is both functional and upgraded, complete with an enhanced stove and custom pantry shelving, while additional custom closet shelving throughout the home provides exceptional organization and storage. Step outside to your screened-in lanai and fully fenced backyard, perfect for relaxing evenings, entertaining guests, or creating a safe and enjoyable space for family and pets. Just outside your front door, a charming park offers a peaceful setting to unwind and even catch nightly fireworks from Walt Disney World, adding a little extra magic to your everyday life. Waterleigh offers an unmatched resort-style lifestyle, with amenities including a community pool, fitness center, scenic trails, clubhouse, dock, volleyball court, community garden, dog park, playground, and more. Residents also enjoy access to additional amenities throughout the greater Waterleigh community, along with a full calendar of events that bring neighbors together year-round. Location is everything, and this home delivers with quick access to FL-429, making commuting a breeze while keeping you close to top-rated dining, shopping, and everyday conveniences. Zoned for highly sought-after A-rated schools, this home is an exceptional opportunity for families looking to combine comfort, style, and community in one perfect place. This is more than just a home, it’s a lifestyle opportunity in one of Horizon West’s most vibrant communities. Don’t miss your chance to own this beautifully upgraded, move-in ready home in Waterleigh. Schedule your private tour today!

16197 Wind View Lane, Winter Garden

14050 Fairway Willow Lane, Winter Garden
$649,000
3 Beds ⋅ 2 Baths ⋅ Woodbridge On Green SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained home in the highly sought-after Woodbridge on the Green community, overlooking West Orange Country Club and perfectly situated in the hub of Winter Garden. This waterfront home offers a blend of comfort, style, and convenience—ideal for anyone looking to enjoy the best of Central Florida living. Step inside to an inviting, light-filled layout featuring spacious living areas, high ceilings, and thoughtfully designed spaces that make everyday living effortless. The kitchen offers generous counter space, ample cabinetry, and a functional layout perfect for cooking, entertaining, or gathering with family. The primary suite provides a peaceful retreat with a well-appointed bathroom and plenty of closet space. Additional bedrooms are comfortably sized and versatile—ideal for guests, a home office, or a growing household. Outside, enjoy a very large private backyard on the pond, with room to relax, garden, or entertain. New concrete tile roof was installed in 2023. Woodbridge on the Green is known for its mature landscaping (fully HOA maintained), quiet streets, and welcoming atmosphere; the HOA also covers house painting on a rotating schedule and also yard lawncare, helping to ensure an immaculate community aesthetic. Located just minutes from Windermere, top-rated schools, major highways, and the charming Historic Downtown Winter Garden, this home offers unmatched convenience with shopping, dining, and entertainment right at your fingertips. This is a wonderful opportunity to own a home in one of Winter Garden’s most desirable neighborhoods—move-in ready and full of potential.

14050 Fairway Willow Lane, Winter Garden

16933 Oakboro Street, Winter Garden
$560,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 3a SubDv. ⋅ 34787 Zip Code
Waterleigh! In this master planned community lies this beautiful two story, with all new exterior paint, three bedroom, two and a half bathroom, and a second-floor den/flex space, which is perfect for a home office or kid’s space! The spacious kitchen features stainless steel appliances, stone countertops, new backsplash and a large island/breakfast bar. This open plan has a large living room/dining room combo with crown molding and a sliding glass door which opens up to the covered lanai area. The master bedroom is on the first floor and has a new tile floor. The owners bath features a walk-in shower, double sinks and stone countertop, as well as a walk in closet and a separate linen closet for convenience and extra storage. The laundry area is located on the first floor. Upstairs, you will find two additional bedrooms, and a full bath. This home features an attached rear 2 car garage entrance with convenient drop zone with extra cabinets for storage and granite countertop. Residents have access to four incredible amenity centers with resort-style pools, offering 2 stunning clubhouses with fitness centers, putt-putt golf, beach volleyball, tennis, BBQ/picnic areas, and playground. Even better, LANDSCAPING IS INCLUDED in the HOA, allowing you to spend less time on yard work and more time enjoying the community. This property is conveniently located nearby to shopping, grocery stores, restaurants, and hospitals, alongside being close to Walt Disney World, which makes it a magical place to live! This Home is available to view at your convenience, just a call ahead and come take a look. The Seller is open to work with buyers on closing costs, and /or participate in loan buy down programs.

16933 Oakboro Street, Winter Garden

243 Zachary Wade Street, Winter Garden
$1,220,000
5 Beds ⋅ 4 Baths ⋅ Lakeview Reserve 46/149 SubDv. ⋅ 34787 Zip Code
Refined Waterfront Living in Winter Garden’s Coveted Golf Cart District! Set within one of Downtown Winter Garden’s most desirable gated enclaves, this exceptional waterfront residence offers a rare blend of sophistication, privacy, and effortless Florida living—perfectly positioned in the highly sought-after golf cart district. Designed to maximize light and livability, the interiors are bright and inviting. Recent enhancements include new exterior paint, a tankless water heater, and a added ensuite bathroom making two primary suites on the second floor. Generous storage is thoughtfully integrated with expansive closet space, while a whole-home water softener and purification system, including an under-sink filter, ensures elevated everyday comfort. At the heart of the home, the gourmet kitchen is both functional and beautifully appointed, featuring dual sinks, a dedicated prep island, and upgraded soft-close cabinetry. The oversized three-car garage provides ample room for vehicles, storage, or recreational needs. Outdoors, the lifestyle truly unfolds. A recently resurfaced covered boat dock—complete with lift, lighting, fan, and sink—offers direct access to one of Florida’s largest spring-fed lakes, part of the Harris Chain and extending to the St. Johns River and Atlantic Ocean. The expansive grounds are enriched by mature, fruit-bearing trees including mango, avocado, star fruit, and citrus, creating a lush, private retreat. Surrounded by natural beauty, the property attracts an impressive array of wildlife. Unforgettable sunrises and sunsets can be enjoyed from multiple vantage points, including the living spaces, patio, dock, and three north-facing bedrooms with water views. This is a home that seamlessly balances elegance and ease—offering a rare opportunity to experience serene waterfront living in one of Winter Garden’s most iconic settings.

243 Zachary Wade Street, Winter Garden

884 Klondike Street, Winter Garden
$372,500
4 Beds ⋅ 2 Baths ⋅ Loveless J S Add 01 SubDv. ⋅ 34787 Zip Code
Welcome to Historic Winter Garden, Florida. NO HOA! Where small-town charm, community, and modern living come together, and you keep more of what's yours with no HOA fees. Built in 2023, this beautifully designed 4-bedroom, 2-bath home with a 1-car garage offers the perfect blend of contemporary comfort and timeless neighborhood character. Start your mornings on the inviting front porch, the ideal spot for coffee, fresh air, and easy neighborhood conversations. Step inside to an open-concept layout that feels bright, spacious, and instantly welcoming, whether you're hosting friends or enjoying a quiet evening in. The modern kitchen impresses with granite countertops, sleek cabinetry, and a generous workspace that flows seamlessly into the main living areas. Laminate flooring throughout the main living spaces adds a clean, low-maintenance finish. Beyond your front door, downtown Winter Garden is just minutes away, a historic district one of Central Florida's most beloved. Spend your weekends at the popular Saturday Farmers Market, dining at local restaurants ranging from cozy cafés to fine-dining establishments, or soaking up the seasonal festivals and community events that give this area its unmistakable energy. Newer construction. Modern finishes. A welcoming, active community. And no HOA. This Winter Garden gem checks every box, so don't miss your chance to make it yours.

884 Klondike Street, Winter Garden

17588 Lake Star Road, Winter Garden
$1,185,000
5 Beds ⋅ 4 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code
Welcome to your piece of the magic! This spacious 5-bedroom, 4-bathroom home situated on Lake Star located in the highly desirable Horizon West area and minutes to Walt Disney World. The inviting entryway leads to a spacious, bright, and open-concept layout filled with abundant natural light and wood look plank tile flooring on the lower level. Custom built to include a downstairs 5th Bedroom/In-law suite. The gourmet kitchen features a neutral color palette, sleek quartz countertops, lots of cabinet storage, under cabinet lighting, a white farmhouse apron front single bowl sink, modern appliances, including a stainless-steel wall-mounted vent hood, smooth surface cooktop, built-in oven and microwave complemented by a tile backsplash. An open-concept design seamlessly connects the kitchen to the expansive family room, providing an ideal space for entertaining. The first-floor primary bedroom suite offers a tray ceiling and a luxurious bath featuring double vanities, garden tub and a walk in glass framed shower with multiple headed jets. Three additional well-appointed bedrooms upstairs provide ample space for family and guests. The home also features a formal dining room, a den, and a spacious game room, offering versatile living options. A beautiful, stained oak staircase with open stair rails. Elegant finishes, including plantation shutters on all the windows and neutral tones create a timeless aesthetic throughout the residence. Outdoors, the property boasts a well-maintained exterior, and a paver driveway leading to the two-car garage. The spacious lot includes a covered lanai with plumbing already in place to create a summer kitchen of your dreams. The community amenities include a clubhouse, a pool, a dog walk park, and a playground, offering convenient recreational opportunities. Conveniently located near shopping, dining, top-rated schools and world-famous Orlando attractions, including Disney parks, Downtown Winter Garden and 40 minutes to the Orlando International Airport. This home is also within minutes of Florida's Western Beltway 429, providing easy access to the area's major thoroughfares. Whether you are looking for a permanent residence with plenty of room to grow, or a private vacation getaway to make lifelong memories, this home delivers.

17588 Lake Star Road, Winter Garden

14321 Wabasso Loop, Winter Garden
$789,000
4 Beds ⋅ 4 Baths ⋅ Tilden Place SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully appointed 4-bedroom, 3.5-bath home located in a desirable gated community. Thoughtfully designed with modern finishes and custom details, this spacious residence offers the perfect combination of comfort, style, and functionality. The main level features sleek tile flooring throughout the living areas and a gourmet kitchen complete with quartz countertops, white cabinetry, a coordinating tile backsplash, stainless steel appliances, a wine cooler, and an oversized island. The adjoining dining area comfortably accommodates seating for up to 10, creating an ideal setting for gatherings and entertaining. A spacious walk-in pantry and large laundry room with a utility sink provide exceptional storage and convenience Custom carpentry elevates the main living space, highlighted by an impressive built-in entertainment wall featuring rich wood paneling and display shelving. Specially designed by the sellers, this distinctive millwork serves as the signature upgrade and focal point of the home. The primary suite is conveniently located on the first floor and offers a peaceful retreat with a spa-inspired bathroom and two generous walk-in closets. The light-filled living area opens to an expansive, beautifully landscaped backyard with plenty of room to relax, entertain, or create your ideal outdoor living space.Upstairs, an elegant wood staircase leads to a versatile loft that can serve as a media room, home office, playroom, or additional gathering space. Two secondary bedrooms share a well-appointed bathroom with dual sinks and a tub/shower combination. A second en-suite bedroom features a private bathroom with white cabinetry, a glass-enclosed shower, and refined finishes—perfect for guests or multigenerational living. Conveniently located near schools, parks, recreation, shopping, dining, and major roadways, this exceptional home delivers space, sophistication, and a prime Central Florida lifestyle. Schedule your private showing today!

14321 Wabasso Loop, Winter Garden

16788 Muskgrass Drive, Winter Garden
$1,550,000
4 Beds ⋅ 5 Baths ⋅ Lake Star At Ovation Phase 1b SubDv. ⋅ 34787 Zip Code
Stunning single-story luxury residence located in the highly desirable Lake Star at Ovation community in Winter Garden. Built in 2025 by M/I Homes, this expansive home offers over 4,700 sqft of heated living space with 5 bedrooms and 4.5 bathrooms, designed with a modern open-concept layout and high-end finishes throughout. The home features a spacious 3-car garage plus additional storage space, providing both functionality and convenience. The gourmet kitchen includes built-in appliances such as a cooktop, wall oven, microwave, dishwasher, range hood, and wine refrigerator, complemented by elegant stone countertops and a large island ideal for entertaining. Situated on a premium corner homesite, the property offers exceptional privacy with scenic pond views from both the backyard and side of the home. The backyard overlooks tranquil water followed by a conservation area and an additional lake beyond the tree line, creating a layered natural backdrop that ensures long-term privacy with no future construction directly behind the property. From the backyard and main living areas, residents can also enjoy seasonal views of the Disney fireworks in the distance. Located in one of Horizon West’s fastest-growing communities, close to top-rated Water Spring schools, Hamlin Town Center, major highways, and Walt Disney World, this home presents a rare opportunity to own a newer luxury residence with privacy, views, and an exceptional location. Private showings by appointment only. Please contact the listing agent directly to schedule a tour.

16788 Muskgrass Drive, Winter Garden

2450 Dahlgren Way, Winter Garden
$1,499,990
5 Beds ⋅ 5 Baths ⋅ Bronsons Lndgs F & M SubDv. ⋅ 34787 Zip Code
Rare Gated Lakefront Retreat with Grandfathered Boat Access on Lake Luntz Discover resort-style living in this one-of-a-kind gated lakefront home in the heart of Winter Garden. Nestled on a quiet, tree-lined cul-de-sac, this 5-bedroom, 5-bathroom, 4,365 Sq Ft home offers a smart layout designed for both everyday living and entertaining. The first-floor bedroom and full bath are ideal for guests or multi-generational living, while upstairs includes a loft, media room, and three additional bedrooms, including one en-suite and a Jack-and-Jill setup. Enjoy endless lake views from the screened pool with grotto seating and waterfall, or entertain indoors in the Florida Grill/Bar room featuring a refrigerator, freezer, deep fryer, griddle, bar sink, dishwasher, and full pool/guest bath. The primary suite is a true retreat with double walk-in closets, spa-style bath, garden tub, walk-in shower, and dual water closets. Lake enthusiasts will love the boathouse, covered dock, and boat lift, complete with power and water, along with multiple watercraft options including a pontoon slip (~20’), jet ski slip for 2, power lifts, and additional space for non-powered boats. Additional bonus spaces include a garage under air with a separate gym/rec room. Outdoor living abounds with a beachfront-style area, wood-burning fireplace, granite bar-top seating, and spectacular sunset views. This is a rare opportunity to own the only home on Lake Luntz with grandfathered boat access, offering a private lakefront lifestyle you won’t find anywhere else.

2450 Dahlgren Way, Winter Garden

15625 Sylvester Palm Drive, Winter Garden
$1,085,000
5 Beds ⋅ 5 Baths ⋅ Lakeshore Preserve Ph 1 SubDv. ⋅ 34787 Zip Code
WELCOME TO A TRULY EXCEPTIONAL HOME in the highly sought-after community of Lakeshore Preserve in Winter Garden, where luxury, comfort, and lifestyle come together seamlessly. This beautifully upgraded Toll Brothers Madeira floor plan offers 5 bedrooms, 4.5 bathrooms, and a 3-car tandem garage, and feels practically brand new, having been gently lived in by only a couple. This home features a private lot and a tranquil backyard, offering the peace and privacy many buyers desire while still enjoying all the benefits and conveniences of a vibrant community. From the moment you enter, the barrel ceiling foyer and soaring 10-foot ceilings create a grand yet inviting first impression. Natural light fills the open layout, drawing you into the heart of the home, a stunning gourmet kitchen designed for both everyday living and entertaining. Enjoy upgraded cabinetry, designer hardware and faucets, pull-out drawers, a wood plank backsplash accent wall, a spacious center island with breakfast bar, and a butler’s pantry for added functionality and elegance. The kitchen flows seamlessly into the family room, highlighted by a tray ceiling and pocket sliders that open to your private outdoor oasis. The extended screened lanai overlooks a gorgeous custom pool featuring a waterfall, LED illumination, and fully automated smart controls accessible from your phone, true resort-style living at home. The patio is pre-plumbed for an outdoor kitchen with water hookups, and the outdoor space is elevated with Shell Beach Tumbled Versailles Pattern pavers, a fully fenced yard, landscape lighting, a retaining wall, and an additional 10x10 paver patio for even more entertaining space. Downstairs, guests will appreciate a private bedroom and full bath, plus an additional half bath for convenience. Home theater speakers are pre-wired on both the first and second floors, adding built-in entertainment value. Upstairs, a spacious loft anchors the remaining bedrooms, creating the perfect second living area. The owner’s suite is a true retreat featuring dual vanities, a soaking tub, a glass-enclosed walk-in shower, and a custom built-in closet. Additional bedrooms include a Jack-and-Jill setup, a private en-suite, and a flexible room ideal for an office, gym, or craft space. Laundry is conveniently located upstairs. Bonus Magic: Enjoy nightly views of the Magic Kingdom fireworks right from your home. Families will appreciate the proximity to highly rated, A-rated schools, providing excellent educational opportunities just minutes away. Living in Lakeshore Preserve means access to resort-style amenities including a lakefront clubhouse, pool, fitness center, playgrounds, dog park, sand volleyball, canoeing, and community events: all in the heart of the Hamlin area, close to top shopping, dining, major highways, and everyday conveniences. This isn’t just a home: it’s a lifestyle!

15625 Sylvester Palm Drive, Winter Garden

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Winter Garden FL Single Family Homes for Sale

There are 409 single family homes for sale in Winter Garden, Florida as of 2026-10-04, at a median list price of $759,900 and a median of 77 days on market. Detached homes, which make up most of what is for sale here.

Winter Garden single family homes for sale at a glance

Active single family homes409
Share of the Winter Garden market64.3% of 636 listings
Median list price$759,900
Median price per square foot$275
Median size2,832 square feet
Median year built2019
Median days on market77
On market 60+ days230 (56.23%)

Source: Stellar MLS via the Bridge RESO feed, pulled 2026-10-04. Updated weekly.

How Winter Garden single family homes compare to the rest of the city

The median single family home in Winter Garden asks $759,900 against $584,950 for the city as a whole, and $275 per square foot against $259. Single Family Homes make up 64.3% of everything on the market here.

209 of them, 51.1%, are asking less than they did originally, at a median reduction of 3.85%. That is the size of a first concession, not a final one.

Winter Garden single family homes by price range

Under $250,00010.2%
$250,000 to $400,00092.2%
$400,000 to $600,00011127.1%
$600,000 and up28870.4%

Winter Garden single family homes by bedroom count

1 bedroom1
2 bedrooms8
3 bedrooms93
4 bedrooms176
5 bedrooms+131

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Zip codes

34787 (409)

Frequently asked questions

How many single family homes are for sale in Winter Garden, FL?

There were 409 active single family homes listed in Winter Garden as of 2026-10-04, 64.3% of the 636 residential listings in the city. That count comes from the Stellar MLS feed and is refreshed weekly.

What is the median price of a single family home in Winter Garden, FL?

The median asking price was $759,900 as of 2026-10-04, or about $275 per square foot. The median single family home on the market is 2,832 square feet and was built in 2019.

How long do single family homes take to sell in Winter Garden?

Median days on market was 77 as of 2026-10-04. 230 of the 409 active single family homes, 56.23%, have been listed 60 days or longer, and that is usually where the negotiating room is.

Are Winter Garden single family homes cheaper than houses in Winter Garden?

The median single family home asks $759,900 against $584,950 for all Winter Garden listings, and $275 per square foot against $259 citywide. Price per square foot is the fairer comparison.

The Homes In Orlando Team at NextHome Neighborhood Realty covers Orange, Seminole, Lake and Volusia counties. Call or text 407-616-9019 to see any Winter Garden listing on this page.