Homes for Sale in Winter Garden

Whether you’re looking to move-up or downsize, Winter Garden has the perfect living space for you. Winter Garden’s active downtown, with an award-winning farmer’s market, bike trail, and brewery, has been a favorite of locals for years. Buyer’s can choose homes located next to the 22-mile West Orange trail, countless restaurants in the historic downtown or in new communities of the surrounding suburbs.

As Winter Garden’s top Buyer’s Agent, the Erica Diaz Team has the experience to find what you’re looking for; find your Winter Garden Home using the filter below, or explore what else Winter Garden has to offer.

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$596,740

16554 POINT ROCK DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
38Picture(s)
2,494Sqft
Under Construction. In the Waterleigh Community, The Clearden is a 4 bedroom/3.5 bath home with the master bedroom, 2 guest bedrooms, and a loft area upstairs. There is also a guest suite downstairs. The upstairs master bathroom features double sink with granite tops and a large walk in closet.

$604,900

14821 PORTER ROAD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
42Picture(s)
2,773Sqft
Beautiful KB built home in Summerlake subdivision. 3 bedroom and 2 1/2 bathrooms plus a den/office. Great view of Disney's fireworks from the upstairs bonus loft. Kitchen is open to the dinning and living room. Laundry room with washer and dryer are located on the second floor for convenience.

$465,000

15413 BLACKBEAD STREET
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
27Picture(s)
1,720Sqft
Summerlake Townhome! This 2-story property offers 3 bedrooms, 2.5 bathrooms, and a 2-car rear-loading garage. All bedrooms and full bathrooms are upstairs with the interior laundry, while the open-concept common areas and guest half bath are downstairs. This floor plan allows personal spaces to stay tucked away for privacy whether you’re entertaining or just need a moment to yourself.

$772,581

18326 OLIVER TWIST WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
48Picture(s)
3,228Sqft
Under Construction. Located in our Waterleigh Community, The Torrey home is a beautiful 4 bedroom 3.5 bath home with a spacious entry featuring tray ceilings. Formal dining room or possible flex space for entertaining. Gourmet kitchen features stainless steel appliances, stone counter tops, and glass tile back splash, as well a convenient butler’s pantry.

$550,270

17826 SHARP PUMMELO ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
11Picture(s)
2,148Sqft
Under Construction. Welcome to Northlake at Ovation! Gorgeous brand new home located in the highly desirable Horizon West area of Winter Garden. This beautiful two story home has an open kitchen with plenty of upgrades such as beautiful 42 inch White Shaker cabinets, all stainless steel appliances including stove, dishwasher, and microwave.

$777,876

18380 OLIVER TWIST WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
27Picture(s)
3,334Sqft
Under Construction. Located in our Waterleigh Community, The Sea Cliff home is a beautiful 4-bedroom 3.5 bath home with a spacious entry featuring tray ceilings. Formal dining room or possible flex space for entertaining. Gourmet kitchen features stainless steel appliances, stone counter tops, and glass tile back splash, as well a convenient butler’s pantry.

$530,355

17832 SHARP PUMMELO ALLEY
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
11Picture(s)
1,937Sqft
Under Construction. Welcome to Northlake at Ovation! Gorgeous brand new home located in the highly desirable Horizon West area of Winter Garden. This beautiful two story home has an open kitchen with plenty of upgrades such as beautiful 42 inch White Shaker cabinets, all stainless steel appliances including stove, dishwasher, and microwave.

$299,900

1050 MAXEY DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
1Bathroom(s)
20Picture(s)
888Sqft
SINGLE-FAMILY PROPERTY LOCATED IN THE DESIRED WINTER GARDEN AREA. PROPERTY JUST COMPLETED WITH A FULL RENOVATIONS. HOUSE IS A 3 BEDROOM/1.5 BATHROOM WITH 888 SQFT. CALL WITH ANY QUESTIONS.

$299,900

145 SHONGI AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
20Picture(s)
1,260Sqft
Fantastic opportunity for a first-time homer. This residence features three bedrooms and two bathrooms, situated near the turnpike. The interior boasts tile flooring throughout, and the fenced yard includes a generously sized backyard. Across the street, a park enhances the neighborhood's appeal. The open floor plan creates a welcoming atmosphere.

$395,000

1452 SCARLET OAK LOOP
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
45Picture(s)
1,552Sqft
One or more photo(s) has been virtually staged. Welcome to your new residence within the exclusive gated enclave of Tucker Oaks, situated in the scenic Winter Garden! Positioned just a brief drive from Winter Garden Village and downtown Winter Garden, this 3-bedroom, 2.5-bathroom, 2-car garage home is strategically placed for easy travel across Central Florida.

$1,191,800

912 LANDRUM DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
10Picture(s)
2,784Sqft
Under Construction. This custom built home in the Oakland Park community will be available December 20, 2023. There are 4 Bedrooms, 3 Baths and 2784 SF under a/c. No Carpeting! Coastline Collection engineered hardwood (Clearwater Oak color) throughout the home except for the baths and laundry room.

$459,490

16363 INGRAM HILLS ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
23Picture(s)
1,715Sqft
One or more photo(s) has been virtually staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. The PORTER Townhome on lot 3 Ready April 2024 offers 3 Bedrooms, Flex/Office space on the 1st floor and 3 Baths.

$464,990

16375 INGRAM HILLS ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
2Picture(s)
1,644Sqft
Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. The Harbour Ready April 2024 lot 1. HARBOR Townhome is an end unit offering 3 Bedrooms, 2.5 Baths with a large open first floor.

$453,990

16369 INGRAM HILLS ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
2Picture(s)
1,729Sqft
One or more photo(s) has been virtually staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. SAGE Townhome offers 3 Bedrooms, 2.5 Baths, and 2 Car Garage. Ready April 2024.

$649,900

470 REGAL DOWNS CIRCLE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
29Picture(s)
2,316Sqft
Energy-efficient custom home with numerous upgrades in the coveted Regal Pointe neighborhood, just one mile from downtown Winter Garden, FL. Perks of living in Winter Garden - Education Excellence: Access to top-notch schools, both public and private, with nearby colleges for further education.

$730,000

17196 OCEAN HILL DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
34Picture(s)
2,613Sqft
One or more photo(s) has been virtually staged. Welcome to your dream home in the Winter Garden community of Waterside! This beautifully maintained community is conveniently located just minutes away from Winter Garden Village, historic downtown Winter Garden, and Horizon West. The community of Waterside features a community pool, clubhouse, and a state-of-the-art fitness center.

$549,900

16226 FIREDRAGON DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
29Picture(s)
2,128Sqft
New Price! Motivated Seller! Ideal Family Living with Investment Potential (ROI). This spacious residence, boasting four bedrooms and two full baths, offers an enticing opportunity for large families and astute investors seeking remarkable returns.

$670,000

5312 LAKE VIRGINIA STREET
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
35Picture(s)
2,469Sqft
***PRICE TO SELL*** New Construction single-family home community. Don't miss the opportunity to own this beautiful 4 bedrooms, new home located very close to Hamlin, in Winter Garden. Welcome to this 4 bedroom, 3.5 bathroom house with Gourmet Kitchen, Luxury Vynil Plank flooring in Winter Garden. This amazing house, modern and move-in-ready newly built home by Dream Finders Homes in 2023.

$599,000

16837 ARROWHEAD BOULEVARD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
54Picture(s)
1,299Sqft
Discover luxury living ideal for PERSONAL residence, INVESTMENT portfolio, or AIRBNB this Disney Area gem boasts NO HOA fees and grants access to everything. Nestled on a private road leading to a charming neighborhood on Secret Lakes, this AirBNB-ready property offers a tranquil escape. Pamper yourself with the $650,000 valuation, featuring custom finishes throughout.

$989,990

13978 LANYARD WAY
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
80Picture(s)
3,610Sqft
One or more photo(s) has been virtually staged. Step into your dream residence! Perfect for those who cherish ample outdoor space for entertainment and future landscaping projects, this exquisite property boasts a sprawling backyard, complete with a summer kitchen ideal for barbecues.

$2,998,800

17326 PHIL C PETERS ROAD
WINTER GARDEN, Florida

4Bedroom(s)
5Bathroom(s)
86Picture(s)
10,907Sqft
One of a kind dream estate in the heart of Winter garden. This is something really special, a true LIVE,WORK, PLAY COMPOUND with no HOA. This PATRIOTS PARADISE graces almost 14 sprawling acres of excellence. Pull in your private gated entrance and enjoy your tree lined drive to the 4,657 htd sq ft Arthur Ruttenburg 4 BED 5 BATH Custom home loaded with high end finishes around every corner.

$258,900

398 DOUGLAS WAY
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
31Picture(s)
930Sqft
I'm pleased to bring you this super cute, super updated, cozy Winter Garden townhome for sale! Lots of upgrades in this condo.

$541,475

12289 BRACCO STREET
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
1Picture(s)
2,114Sqft
Pre-Construction. To be built. Brand new, energy-efficient home available by Feb 2024! Open first floor boasts a spacious great room and dining area that flow seamlessly together. Upstairs primary suite features an oversized walk-in closet, dual sinks, and a standing shower. Visit the Highland Ridge community and explore new bungalow homes for sale in Winter Garden, FL.

$523,865

12295 BRACCO STREET
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
1Picture(s)
1,788Sqft
Pre-Construction. To be built. Brand new, energy-efficient home available by Jan 2024! Beautiful open kitchen features a large island that overlooks the combo spacious dining area and family room. Upstairs loft offers extra space to be configured to best fit your family's needs. Visit the Highland Ridge community and explore new bungalow homes for sale in Winter Garden, FL.
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Who’s Your Winter Garden Buyer’s Agent?

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