2157 Wintermere Pointe Drive, FL2157 Wintermere Pointe Drive, FL2157 Wintermere Pointe Drive, FL
Stellar MLS
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$795,000

2157 Wintermere Pointe Drive

Winter Garden, FL 34787

Listing updated: August 20, 2026 at 6:17 PM ET

Active
Stellar MLSListing courtesy of South Earth Realty Llc · Ting Li · MLS #TB8532509 · Active · 813-418-0030
5
Beds
4
Baths
3,197
Sq Ft
0.29
Acres
1999
Built
$249/sqft360° tour
Single Family Residence

Property type

1999

Year built

12,521 sqft

Lot size

$249

Price / sq ft

$92/mo

HOA dues

0

Days on market

2

Garage spaces

X

Flood zone

About this home

Welcome to this beautifully renovated residence with an additional den, approximately 3,197 square feet of living space, and a two-car garage. Situated on an oversized 0.29-acre lot in the gated Wintermere Pointe community, this impressive home combines generous living areas with stylish contemporary upgrades. Upon entering, you are welcomed by a bright, open interior featuring fresh neutral colors, crown molding, updated lighting, and attractive flooring throughout the main living areas. The spacious floor plan provides multiple areas for entertaining, dining, working from home, or simply relaxing. The centerpiece of the home is the completely redesigned kitchen. It features extensive shaker-style cabinetry, dramatic stone countertops, a subway-tile backsplash, under-cabinet lighting, stainless-steel appliances, double wall ovens, a contemporary range hood, and an oversized waterfall island offering abundant workspace and storage. A built-in window seat and additional cabinetry add both character and functionality. A separate beverage area with cabinetry, a wine rack, and beverage refrigerators provides an ideal space for entertaining. 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 provide convenient access to the outdoor living area and spacious backyard. The first-floor den offers flexible space that may be used as a home office, study, media room, or guest retreat. The home’s four bedrooms and three bathrooms provide comfortable accommodations, while the thoughtfully designed layout offers both privacy and versatility. Additional highlights include updated stair finishes, recessed lighting, modern ceiling fans, decorative wall accents, generous storage, a long driveway, and an attached two-car garage. The mature landscaping, palm trees, well-maintained lawn, and attractive stucco exterior create excellent curb appeal. Conveniently located near Winter Garden Village, shopping, dining, entertainment, and major roadways—including State Road 429, Florida’s Turnpike, and State Road 408—this move-in-ready home offers space, style, and accessibility in one of Winter Garden’s established gated communities. Schedule your private showing and experience everything this beautifully updated Winter Garden home.

Estimated monthly payment

Principal & interest$4,020
Property taxes$772
Home insurance (est.)$364
HOA dues$92

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history0 days on market

  1. Status: Active
    Aug 20, 2026
  2. Listed$795,000
    Aug 20, 2026
  3. Price increased$795,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
0
Subdivision
Wintermere Pointe
County
Orange
Year built
1999
Living area
3,197 sq ft
Price/sq ft
$249
Building area
3,894 sq ft (Public Records)
Lot size
12,521 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X (12095C0215H)
Garage
2 spaces
Annual taxes
$9,260 (2025)
Parcel #
02-23-27-8456-00-120
Zoning
R-1
MLS #
TB8532509

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Interior Details

Bedrooms
5
Full bathrooms
3
Half bathrooms
1
Flooring
Vinyl
Appliances
Built-In Oven, Cooktop, Dishwasher, Microwave, Range Hood, Refrigerator, Wine Refrigerator
Interior features
Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Walk-In Closet(s)
Laundry
Laundry Room
Stories / Levels
Two
Direction faces
West

Heating & Cooling

Heating
Central
Cooling
Central Air, Attic Fan

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

HOA fee
$1,100 / Annually
Monthly HOA
$92/mo
Total monthly fees
$92/mo
Total annual fees
$1,100
HOA name
Shelby Hercules
CDD
No
Homestead exemption
Yes
Min lease term
8-12 Months
Listing terms
Cash, Conventional, FHA
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Please contact HOA to verifying
Approval process
Please contact HOA to verifying

Exterior & Construction

Exterior features
French Doors, Private Mailbox, Sidewalk
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Block
Road surface
Asphalt, Concrete

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Public

Community

Pets allowed
Yes

Room Details

RoomLevelDimensions
Primary BedroomFirst
Primary BathroomFirst
Bathroom 1First
Bedroom 1First
Bedroom 2Second
Bedroom 3Second
Bedroom 4Second
Bedroom 5Second
Bathroom 2Second
Bathroom 3Second
Living RoomFirst
KitchenFirst

Listing Details

Listing date
2026-08-20
On market date
2026-08-20
Original list price
$795,000
Occupant type
Vacant
MLS area
34787 - Winter Garden/Oakland
Listing AOR
Suncoast Tampa
Status changed
2026-08-20
Tax legal description
WINTERMERE POINTE 40/88 LOT 12

Flood risk

Minimal riskFEMA Zone XPanel 12095C0215H

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

From Winter Garden Vineland Road, turn into Wintermere Pointe, turn right, house is on the right

Property sale history

Public records

2157 WINTERMERE POINTE DR, Winter Garden 34787

  • Jan 2024$535,000

3,197 sq ft · Built 1999 · 0.2874 acres

Sale data from Florida public records (Department of Revenue / county property appraiser). Deemed reliable but not guaranteed; may not reflect current market or MLS status. Not Stellar MLS data.

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Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of August 20, 2026 at 6:17 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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