2157 WINTERMERE POINTE DRIVE
WINTER GARDEN, FL, 34787
$795,000
5 Beds
3.5 Baths
3,197 SqFt
0.29 Acres
Add
MLS #TB8532509 image #0
Open House Aug 29, 2026
10:30 – 01:00
Welcome to this beautifully renovated residence offering an additional den, approximately 3,197 square feet of comfortable living space, and a two-car garage. Set on an oversized 0.29-acre lot in the gated Wintermere Pointe community, this home blends generous living areas with thoughtful, contemporary upgrades. Inside, you’re greeted by a bright, open layout finished with fresh neutral colors, crown molding, updated lighting, and attractive flooring throughout the main living areas. The floor plan provides multiple spaces for entertaining, dining, working from home, or simply relaxing. The completely redesigned kitchen serves as the heart of the home, featuring:Extensive shaker-style cabinetry, Dramatic stone countertops, Classic subway-tile backsplash, Under-cabinet lighting, Stainless-steel appliances, Double wall ovens, Contemporary range hood, Oversized waterfall island with abundant workspace and storage, built-in window seat with additional cabinetry, Separate beverage area with wine storage and beverage refrigerators. The kitchen opens naturally to the expansive living and dining areas, creating an inviting atmosphere for everyday living and gatherings. Large windows and sliding glass doors bring in natural light and offer easy access to the outdoor living space and spacious backyard. The first-floor den provides a versatile area that can serve as a home office, study, media room, or guest retreat. With five bedrooms and four bathrooms, the home offers comfortable accommodations and a layout designed for both privacy and flexibility. The upstairs layout includes a spacious bonus area that can easily be converted into a movie theater room. With existing built-in cabinetry and space for a refrigerator or beverage center, it’s an ideal setup for a private entertainment space, gaming room, or family media lounge. This home is located in one of Winter Garden’s highly regarded school zones, serving: Lake Whitney Elementary School, SunRidge Middle School, West Orange High School. Families appreciate the strong academic reputation and convenient proximity to these schools. This area is Prime Winter Garden Location. Just minutes from Winter Garden Village, shopping, dining, entertainment, and major roadways—including SR 429, Florida’s Turnpike, and SR 408—this move-in-ready home offers space, style, and accessibility in one of Winter Garden’s established gated communities. Schedule Your Private Showing
Come experience the comfort, upgrades, and welcoming atmosphere of this beautifully updated Winter Garden home.

Property Details

Price:
$795,000
MLS #:
TB8532509
Status:
Active
Beds:
5
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINTERMERE POINTE
Neighborhood:
34787wintergardenoakland
Listed Date:
Aug 20, 2026
Finished Sq Ft:
3,197
Total Sq Ft:
3,894
Lot Size:
12,521 sqft / 0.29 acres (approx)
Year Built:
1999
Primary Bedroom Main Floor34787 – Winter Garden/oakland34787wintergardenoaklandWintermere PointePlease Contact Hoa To Verifying8-12 MonthsPets Allowed

Ask a Question

See this Listing

Send
  

Schools

Interior

Appliances
Built-In Oven, Cooktop, Dishwasher, Microwave, Range Hood, Refrigerator, Wine Refrigerator
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Vinyl
Heating
Central
Interior Features
Attic Fan, Ceiling Fan(s), High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Walk-In Closet(s)
Laundry Features
Laundry Room
Levels
Two

Exterior

Attached Garage YN
1
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
West
Exterior Features
French Doors, Irrigation System, Private Mailbox, Sidewalk
Garage Spaces
2
Roof
Shingle

Financial

HOA Fee
$1,100
HOA Fee Frequency
Annually
HOA Name
Shelby Hercules
HOA Phone
3523660234ext166
Tax Year
2025
Taxes
$9,260

Map

Community

Market Summary

Current real estate data for Single Family in WINTER GARDEN as of Aug 29, 2026
827
Single Family Listed
112
Avg DOM
279
Avg $ / SqFt
$758,711
Avg List Price

Property Summary

    Located in the WINTERMERE POINTE subdivision, 2157 WINTERMERE POINTE DRIVE WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $795,000 and features 5 beds, 4 baths, and has approximately 3,197 square feet of living space, and was originally constructed in 1999. The current price per square foot is $249. The average price per square foot for Single Family listings in WINTER GARDEN is $279. The average listing price for Single Family in WINTER GARDEN is $758,711. To schedule a showing of MLS#tb8532509 at 2157 WINTERMERE POINTE DRIVE in WINTER GARDEN, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.

Similar Listings Nearby

broker reciprocity
MLS# O6383546broker reciprocity
8236 PROCIDA ISLE LANE
WINDERMERE, FL

$1,030,000

4.9 miles away

broker reciprocity
MLS# G5110664broker reciprocity
14371 CREST PALM AVENUE
WINDERMERE, FL

$1,029,990

4.4 miles away

broker reciprocity
MLS# G5111542broker reciprocity
14353 CREST PALM AVENUE
WINDERMERE, FL

$1,029,990

4.4 miles away

broker reciprocity
MLS# O6411589broker reciprocity
16104 SANDHILL ROAD
WINTER GARDEN, FL

$1,020,000

2.7 miles away

broker reciprocity
MLS# O6399227broker reciprocity
13536 SUNSET LAKES CIRCLE
WINTER GARDEN, FL

$999,900

0.5 miles away

broker reciprocity
MLS# O6433103broker reciprocity
289 CRYSTAL WOOD DRIVE
WINTER GARDEN, FL

$999,270

1.6 miles away

broker reciprocity
MLS# O6346461broker reciprocity
11162 LEDGEMENT LANE
WINDERMERE, FL

$995,000

3.7 miles away

broker reciprocity
MLS# O6435494broker reciprocity
1243 DINGENS AVENUE
WINDERMERE, FL

$990,000

3.9 miles away

broker reciprocity
MLS# G5113803broker reciprocity
15154 TEA TREE DRIVE
WINTER GARDEN, FL

$989,990

3.8 miles away

broker reciprocity
MLS# O6405130broker reciprocity
403 WINTER GROVE BOULEVARD
WINTER GARDEN, FL

$989,961

1.6 miles away

2157 WINTERMERE POINTE DRIVE
WINTER GARDEN, FL