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Orlando Luxury Homes for Sale By Gary Berkson, RealtorOrlando Luxury Homes for Sale By Gary Berkson, Realtor

GARY BERKSON, REALTOR® | (407) 920-0206 | Email Me

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Winter Garden, FL Homes for Sale

Just Listed Homes for Sale in Winter Garden


Click on the homes below to see the newest homes for sale in Winter Garden listed in the last 7 days.

One or more photo(s) has been virtually staged. **WINTER GARDEN WONDER** Lakefront luxury with that true “WOW” factor—this furnished former model by Jones Homes USA sits on Hickory Nut Lake, showcases every builder upgrade imaginable and had a recent refresh for a turnkey, move-in ready experience. Enjoy panoramic water views from both levels, an oversized .36-acre lot with lush landscaping, resort-style pool & spa, and a private dock with power boat lift and seating area. Seamless indoor/outdoor living features retractable screens, a covered outdoor kitchen, and expansive sliders that open to all 4 patio spaces. Inside, discover custom millwork, glass-enclosed wine room, gourmet kitchen with oversized island, a flexible bonus room, spacious loft with wet bar, luxurious primary suite with balcony access, and SO MUCH MORE! Premier location near top-rated schools, Disney, and Winter Garden Village. Home is being sold as-is with all existing furniture and décor included. Schedule your showing today! $2,375,000 Active

9080 Morgana Court Winter Garden, Florida

5 Beds 5 Baths 5,390 SqFt 0.36 Acres

In the sought-after Cypress Reserve community of Winter Garden, this six-bedroom, four-bathroom residence embodies the art of living beautifully. With two primary suites, a theater and media room, an upstairs library/homework room  that could easily serve as a seventh bedroom, and an expansive loft, the layout delivers effortless flexibility for how modern families gather, work, and unwind.
Set on an angled conservation lot for enhanced privacy, the home’s stone-accented façade and manicured landscaping create timeless curb appeal. Inside, natural light fills the open-concept plan anchored by a chef’s kitchen featuring GE appliances, a gas cooktop, double ovens, quartz countertops, and a spacious island ideal for both prep and entertaining. A front office offers a polished workspace, while a cozy formal living room and motorized blinds in the main living area elevate both comfort and design.
The thoughtful layout includes a primary suite and guest suite on the first floor, each designed for ease and privacy. Upstairs, another primary suite joins three additional bedrooms, the loft, library or den, and dedicated theater room, ensuring there’s a perfect place for every part of daily life.
In the family room, triple pocket sliders open fully to merge indoor and outdoor living, creating a seamless transition to the resort-style backyard. The panoramic-screened enclosure frames unobstructed conservation views, offering a serene backdrop for your heated pool and spa. The outdoor kitchen, complete with grill, sink, and refrigerator, sets the stage for effortless entertaining from sunrise to sunset.

Function meets finesse with solar panels to offset utility costs and a three-car tandem garage equipped with full air conditioning, insulated doors, and a mini-split system for year-round climate control, ideal for a gym, studio, or workshop.
Situated within minutes of SunRidge Elementary and Middle Schools, the Winter Garden Farmers Market, Downtown Winter Garden, and Winter Garden Village, this location balances convenience and calm with easy access to the Turnpike and 429 for seamless commutes.
Life here blends luxury, privacy, and connection and where every sunset reminds you, you’ve arrived. $1,049,000 Active

14085 Jomatt Loop Winter Garden, Florida

6 Beds 4 Baths 4,857 SqFt 0.3 Acres

One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Discover this beautiful 4-bedroom, 3-bathroom townhome nestled in the highly sought-after Highlands of Summerlake Groves community. Featuring a smart and spacious layout, this home offers both comfort and versatility.
The first floor includes a bedroom and full bath — perfect for guests, a home office, or anyone preferring single-level living. Upstairs, the second floor boasts a generous master suite, two additional bedrooms, a full bathroom, and a versatile loft area ideal for a playroom, media room, or lounge space.
Step outside to enjoy your private backyard, an inviting space for family gatherings, weekend barbecues, or quiet relaxation. The roof and exterior paint were updated in 2025, offering peace of mind and modern curb appeal.
Located just minutes from Disney World theme parks, premier shopping, dining, movie theaters, and entertainment venues, this property combines convenience with resort-style living.
Residents enjoy access to exceptional community amenities, including a sparkling swimming pool, tennis courts, and access to fantastic schools in the area.
Don’t miss this incredible opportunity to make this beautiful home yours. Schedule your private showing today! $450,000 Active

15693 Kinnow Mandarin Lane Winter Garden, Florida

4 Beds 3 Baths 2,033 SqFt 0.06 Acres



Quick Facts

Population (2019): 43,648
Zip Codes: 34778, 34787
Median Listing Price: $500,600
Median Closing Price: $484,000
County: Orange County
School District: Orange County Public Schools

Travel & Commute Times

Lake Mary: 42 mins
Lake Nona: 34 mins
Longwood: 38 mins

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Winter Garden FL Real Estate Market Data

Pricing your property to sell right in today’s market is an important process. Our market analysis includes data on recent sales and current market trends as well as local demographics. Click the full report to get the full details on Winter Garden and sign up for a monthly report to be delivered to right to your email inbox.


Virtual Open Houses in Winter Garden

Explore upcoming Virtual Open Houses in Winter Garden by clicking the images below.


About Winter Garden, FL

Winter Garden, just 14 miles outside of Downtown Orlando, used to be called Beulah – but it’s come a long way since its founding in 1857. This beautiful community, on the south end of Lake Apopka, is known as the commercial and cultural capital of West Orange County. It’s teeming with amenities, including the Garden Theatre, the SoBo Gallery and Art Center, numerous museums and all the shopping and dining experiences you need. Known for its “old Florida” charm and its historic downtown area, this community is a wonderful place to live.

Commute Time to Orlando and Nearby Cities

Winter Garden is 15 miles west of Orlando, and it’s 25 miles northwest of the Orlando International Airport. It’s also close to a number of other communities, including:

  • 7 miles from Windermere
  • 22 miles from Mount Dora
  • 26 miles from Longwood
  • 29 miles from Lake Nona
  • 30 miles from Lake Mary
  • 37 miles from Sanford

Winter Garden Homes for Sale

Explore the newest Winter Garden homes for sale by clicking on the images below.

One or more photo(s) has been virtually staged. **WINTER GARDEN WONDER** Lakefront luxury with that true “WOW” factor—this furnished former model by Jones Homes USA sits on Hickory Nut Lake, showcases every builder upgrade imaginable and had a recent refresh for a turnkey, move-in ready experience. Enjoy panoramic water views from both levels, an oversized .36-acre lot with lush landscaping, resort-style pool & spa, and a private dock with power boat lift and seating area. Seamless indoor/outdoor living features retractable screens, a covered outdoor kitchen, and expansive sliders that open to all 4 patio spaces. Inside, discover custom millwork, glass-enclosed wine room, gourmet kitchen with oversized island, a flexible bonus room, spacious loft with wet bar, luxurious primary suite with balcony access, and SO MUCH MORE! Premier location near top-rated schools, Disney, and Winter Garden Village. Home is being sold as-is with all existing furniture and décor included. Schedule your showing today! $2,375,000 Active

9080 Morgana Court Winter Garden, Florida

5 Beds 5 Baths 5,390 SqFt 0.36 Acres

In the sought-after Cypress Reserve community of Winter Garden, this six-bedroom, four-bathroom residence embodies the art of living beautifully. With two primary suites, a theater and media room, an upstairs library/homework room  that could easily serve as a seventh bedroom, and an expansive loft, the layout delivers effortless flexibility for how modern families gather, work, and unwind.
Set on an angled conservation lot for enhanced privacy, the home’s stone-accented façade and manicured landscaping create timeless curb appeal. Inside, natural light fills the open-concept plan anchored by a chef’s kitchen featuring GE appliances, a gas cooktop, double ovens, quartz countertops, and a spacious island ideal for both prep and entertaining. A front office offers a polished workspace, while a cozy formal living room and motorized blinds in the main living area elevate both comfort and design.
The thoughtful layout includes a primary suite and guest suite on the first floor, each designed for ease and privacy. Upstairs, another primary suite joins three additional bedrooms, the loft, library or den, and dedicated theater room, ensuring there’s a perfect place for every part of daily life.
In the family room, triple pocket sliders open fully to merge indoor and outdoor living, creating a seamless transition to the resort-style backyard. The panoramic-screened enclosure frames unobstructed conservation views, offering a serene backdrop for your heated pool and spa. The outdoor kitchen, complete with grill, sink, and refrigerator, sets the stage for effortless entertaining from sunrise to sunset.

Function meets finesse with solar panels to offset utility costs and a three-car tandem garage equipped with full air conditioning, insulated doors, and a mini-split system for year-round climate control, ideal for a gym, studio, or workshop.
Situated within minutes of SunRidge Elementary and Middle Schools, the Winter Garden Farmers Market, Downtown Winter Garden, and Winter Garden Village, this location balances convenience and calm with easy access to the Turnpike and 429 for seamless commutes.
Life here blends luxury, privacy, and connection and where every sunset reminds you, you’ve arrived. $1,049,000 Active

14085 Jomatt Loop Winter Garden, Florida

6 Beds 4 Baths 4,857 SqFt 0.3 Acres

One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Discover this beautiful 4-bedroom, 3-bathroom townhome nestled in the highly sought-after Highlands of Summerlake Groves community. Featuring a smart and spacious layout, this home offers both comfort and versatility.
The first floor includes a bedroom and full bath — perfect for guests, a home office, or anyone preferring single-level living. Upstairs, the second floor boasts a generous master suite, two additional bedrooms, a full bathroom, and a versatile loft area ideal for a playroom, media room, or lounge space.
Step outside to enjoy your private backyard, an inviting space for family gatherings, weekend barbecues, or quiet relaxation. The roof and exterior paint were updated in 2025, offering peace of mind and modern curb appeal.
Located just minutes from Disney World theme parks, premier shopping, dining, movie theaters, and entertainment venues, this property combines convenience with resort-style living.
Residents enjoy access to exceptional community amenities, including a sparkling swimming pool, tennis courts, and access to fantastic schools in the area.
Don’t miss this incredible opportunity to make this beautiful home yours. Schedule your private showing today! $450,000 Active

15693 Kinnow Mandarin Lane Winter Garden, Florida

4 Beds 3 Baths 2,033 SqFt 0.06 Acres

You can also search all Winter Garden homes for sale.

Find Winter Garden New Construction Homes for Sale

Explore Winter Garden new construction homes by scrolling through the images below.

Under Construction. Waterleigh presents the Bellake. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. The kitchen overlooks the dining and great room, while having view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen features an island with bar seating, plentiful cabinet and counter space and  stainless steel appliances, making entertaining a breeze. The first floor also features a flex room that provides an area for work or play and half bathroom. As we head up to the second floor, we are greeted with Bedroom one which includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well. This home features a two car garage located at the rear of the home complete with drop zone as you enter the home. Like all homes in Waterleigh, the Bellake includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. 

*Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.* $574,065 Active

16857 Hobe Soubnd Court Winter Garden, Florida

3 Beds 3 Baths 2,216 SqFt 0.12 Acres

Under Construction. All photos and videos shown are of model homes. All homes are sold unfurnished. Del Webb Oasis offers the famous 55+ lifestyle and a location just minutes away from world-famous Orlando attractions! This world-class, resort-style luxurious boutique community features natural gas single-family and villa homes nestled in wooded conservation. Del Webb Oasis offers an abundance of resort-style amenities with social events and activities centered in the clubhouse and planned by a full-time Lifestyle Director. The amenities include a resort-style zero-entry pool with lap lanes and sun shelf, private poolside cabanas, a spa and outdoor fire pits with fireworks views, a community fitness center, tennis and pickleball courts, a walking trail with exercise stations, and more! Get spoiled at Del Webb Oasis - after all, this is your time. Del Webb Oasis’s exclusive resort amenities and prime location make this the ideal neighborhood and a perfect location to call home.  Your dream home awaits at Del Webb Oasis – visit us today!
The spacious, single-story Palmary dream home by Del Webb showcases a Florida Mediterranean exterior with stone masonry, offering 2 bedrooms, an enclosed flex room, 2 bathrooms, a covered lanai, and a 2-car garage. At the heart of the home, the gourmet kitchen is a standout feature, equipped with 42" white cabinetry, quartz countertops, a decorative tile backsplash, stainless steel single-bowl sink, and upgraded faucet. Built-in Whirlpool stainless steel appliances, including a natural gas cooktop, complete this culinary haven. The open-concept living area, flooded with natural light from expansive windows and highlighted by tall ceilings creates an airy, welcoming space perfect for relaxing or entertaining. The covered lanai blends your living space with the outdoors, making it ideal for seamless gatherings. The private owner's suite offers a luxurious retreat, featuring a spa-like bathroom with a walk-in shower with a built-in bench, dual vanities with quartz countertops, enclosed toilet, linen closet, and a spacious walk-in closet. At the front of the home, the spare bedroom, bathroom, and versatile flex room provide ample space for guests or personal use. Designer-curated selections elevate this home with pendant pre-wiring and under cabinet lighting in the kitchen, comfort-height toilets, 2” faux wood blinds, 8' interior doors, wood-look luxury vinyl plank flooring throughout, and tile in the bathrooms and laundry room. For modern convenience, this home is equipped with a smart thermostat, smart doorbell, and LED down lights. Blending luxury, comfort, and cutting-edge connectivity, this home is designed for today’s lifestyle. Schedule an appointment to see it today! $747,070 Active

15514 Orchid Rose Court Winter Garden, Florida

2 Beds 2 Baths 1,943 SqFt 0.14 Acres

Under Construction. All photos and videos shown are of model homes. All homes are sold unfurnished. Del Webb Oasis offers the famous 55+ lifestyle and a location just minutes away from world-famous Orlando attractions! This world-class, resort-style luxurious boutique community features natural gas single-family and villa homes nestled in wooded conservation. Del Webb Oasis offers an abundance of resort-style amenities with social events and activities centered in the clubhouse and planned by a full-time Lifestyle Director. The amenities include a resort-style zero-entry pool with lap lanes and sun shelf, private poolside cabanas, a spa and outdoor fire pits with fireworks views, a community fitness center, tennis and pickleball courts, a walking trail with exercise stations, and more! Get spoiled at Del Webb Oasis - after all, this is your time. Del Webb Oasis’s exclusive resort amenities and prime location make this the ideal neighborhood and a perfect location to call home.  Your dream home awaits at Del Webb Oasis – visit us today! $442,090 Active

15831 Gem View Street Winter Garden, Florida

3 Beds 2 Baths 1,579 SqFt 0.09 Acres

Winter Garden Condos for Sale

Check out Winter Garden condos for sale by clicking on the images below.

One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Discover this beautiful 4-bedroom, 3-bathroom townhome nestled in the highly sought-after Highlands of Summerlake Groves community. Featuring a smart and spacious layout, this home offers both comfort and versatility.
The first floor includes a bedroom and full bath — perfect for guests, a home office, or anyone preferring single-level living. Upstairs, the second floor boasts a generous master suite, two additional bedrooms, a full bathroom, and a versatile loft area ideal for a playroom, media room, or lounge space.
Step outside to enjoy your private backyard, an inviting space for family gatherings, weekend barbecues, or quiet relaxation. The roof and exterior paint were updated in 2025, offering peace of mind and modern curb appeal.
Located just minutes from Disney World theme parks, premier shopping, dining, movie theaters, and entertainment venues, this property combines convenience with resort-style living.
Residents enjoy access to exceptional community amenities, including a sparkling swimming pool, tennis courts, and access to fantastic schools in the area.
Don’t miss this incredible opportunity to make this beautiful home yours. Schedule your private showing today! $450,000 Active

15693 Kinnow Mandarin Lane Winter Garden, Florida

4 Beds 3 Baths 2,033 SqFt 0.06 Acres

Step into life in the vibrant community of Summerlake where the best of Horizon West and Winter Garden surround you and every day feels like a vacation (minus the sand in the car). Imagine living in a place where neighbors wave like old friends and weekend plans include everything from yoga at the Homegrown Market to live music at Home State Brewing Co. Enjoy the beautiful Florida sunshine with a stroll along the scenic Hamlin Groves Trail or get your putt-putt game on at PopStroke. Imagine enjoying dinner at the Town Center instead of sitting in traffic. This is one of those rare places where convenience meets charm and somehow makes it look effortless.
Inside your new home, comfort meets character and upgrades shine in all the right places. From the moment you walk up to the inviting front porch you’ll feel the warmth that makes this place truly special. The home opens to upgraded luxury flooring that flows seamlessly throughout the main living areas, adding both style and durability. The heart of the home is the spacious kitchen, anchored by a generous oversized island that’s ready for everything from pancake mornings and homework sessions to holiday spreads and impromptu gatherings. With plenty of prep space and seating, it’s the kind of island everyone ends up around.
Just beyond the kitchen, you’ll find your own private getaway: a fully fenced courtyard patio. This thoughtfully designed outdoor space is ideal for grilling, relaxing, gardening, or letting pets roam safely. Whether you’re hosting friends or enjoying a quiet evening under the stars, this courtyard becomes an extension of your living area. All of the bedrooms and the laundry are upstairs for added privacy.
With its bright spaces, thoughtful upgrades, and inviting indoor–outdoor flow, this meticulously cared for townhome offers the best of low-maintenance living with high-style appeal. Enjoy the Florida lifestyle and comfortable living from day one! $425,000 Active

8105 Red Stopper Lane Winter Garden, Florida

3 Beds 3 Baths 1,725 SqFt 0.07 Acres

LUXURY END-UNIT TOWNHOME IN HORIZON WEST!
Move right in to this beautiful former model-home in the sought-after Highlands at Summerlake Groves community of Winter Garden. Offering 3 bedrooms, 2.5 baths, plus an office with French doors. This home features a bright, open floor plan and designer touches throughout. Enjoy a NEW Roof 2025, NEW A/C 2023, FRESH exterior paint 2025, NEW dishwasher and an “on demand” hot water heater.  Modern finishes include a beautiful custom beveled glass front door, upgraded lighting, architectural details throughout the home, crown molding, SONOS speakers on BOTH floors, ceiling fans, custom granite and custom drapes.  
The upstairs loft has plenty of space for game night, a play room or work out area plus, there is plenty of storage and a built-in work space.  The owner’s suite features a new custom closet and spa-inspired bath. 
The private and fenced courtyard is ideal for morning coffee or an afternoon BBQ.  The low HOA fee covers lawn care, landscaping and pest control.  Community amenities include a resort-style pool, clubhouse, tennis courts, playground, and dog park. Conveniently located near the 429, Orange County National Golf Course, top-rated schools, and just minutes from Disney—with nightly fireworks views from your own home! Discover the perfect blend of luxury, location and lifestyle in this exceptional Winter Garden home. $485,000 Active

15522 Murcott Blossom Boulevard Winter Garden, Florida

3 Beds 3 Baths 2,207 SqFt 0.09 Acres


Schools in Winter Garden

Kids living in Winter Garden are part of Orange County Public Schools. There are charter and private schools in the community, as well as in nearby communities, for families that want to pursue those routes.


Winter Garden Elementary Schools

  • Cavalry Christian School (private)
  • Cranium Academy (private)
  • Dillard Street Elementary
  • Family Christian School (private)
  • Foundation Academy (private)
  • Independence Elementary
  • Lake Whitney Elementary
  • Sunridge Elementary
  • Tildenville Elementary
  • UCP West Orange Charter
  • Whispering Oak Elementary
  • William S. Maxey Elementary

Winter Garden Elementary Schools

  • Cavalry Christian School (private)
  • Cranium Academy (private)
  • Dillard Street Elementary
  • Family Christian School (private)
  • Foundation Academy (private)
  • Independence Elementary
  • Lake Whitney Elementary
  • Sunridge Elementary
  • Tildenville Elementary
  • UCP West Orange Charter
  • Whispering Oak Elementary
  • William S. Maxey Elementary

Winter Garden High Schools

  • Calvary Christian School (private)
  • Esteem Academy
  • Foundation Academy (private)
  • Orange Technical College Westside Campus
  • Lillie V High School (private)
  • Vision Educational Learning Center (private)
  • West Orange High School

Dining, Shopping, and Entertainment in Winter Garden

You’ll find a handful of great restaurants in Winter Garden ranging from big chains to locally owned eateries. Whether you’re looking for a farm-fresh restaurant with classic American fare or international cuisine, there are several restaurants along West Colonial Drive, just off the turnpike, and along Plant Street. There are a number of great restaurants along the Daniel Webster Western Beltway, as well.

There are indoor and outdoor shopping malls in Winter Garden that carry all the big-name brands, including Winter Garden Village. You’ll also find Target, Walmart and Publix, as well as other major retailers, alongside locally owned stores and specialty boutiques. The farmers market convenes every Saturday morning, enabling you to buy locally grown produce, honey and a variety of homemade items as well.

The Cinéopolis Luxury Cinema, museums, libraries, and a number of other attractions are also located in Winter Garden. The community also holds several events throughout the year, including 4th of July festivities, parades and holiday celebrations during winter. In addition to indoor attractions, the area is teeming with outdoor recreational opportunities on and off Lake Apopka.


Restaurants in Winter Garden


Things to do in Winter Garden



Golf in Winter Garden

The West Orange Country Club and the Orange County National Golf Center and Lodge are located right in Winter Garden. There are several other noteworthy facilities, courses and clubs in the area, as well, including:

  • Sik Golf
  • Orange County National Driving Range
  • Forest Lake Golf Club
  • Isleworth Golf and Country Club
  • Golden Bear Club


Find Winter Garden Homes for Sale With an Area Expert Today

If you’re looking for a home for sale in Winter Garden, call us at 407-920-0206 or contact us online. We update our online listings every hour, as well, so please feel free to explore our site to look for your dream home. We’re here to help you find the perfect place to live in Winter Garden, so call us or reach out to us online today so we can start searching!

Contact Me Now

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(407) 920-0206
grberkson@gmail.com

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