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Single family home for sale at 2157 Wintermere Pointe Dr, Winter Garden, FL 34787 | MLS# TB8532509 | Listing updated on 2026-10-09
Photo 1 of Single family home for sale at 2157 Wintermere Pointe Dr, Winter Garden, FL 34787 | MLS# TB8532509 | Listing updated on 2026-10-09
Photo 2 of Single family home for sale at 2157 Wintermere Pointe Dr, Winter Garden, FL 34787 | MLS# TB8532509 | Listing updated on 2026-10-09
Photo 3 of Single family home for sale at 2157 Wintermere Pointe Dr, Winter Garden, FL 34787 | MLS# TB8532509 | Listing updated on 2026-10-09
Photo 4 of Single family home for sale at 2157 Wintermere Pointe Dr, Winter Garden, FL 34787 | MLS# TB8532509 | Listing updated on 2026-10-09
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$765,000

Monthly Est:$3,808

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,197sqft

2157 Wintermere Pointe Dr, Winter Garden, FL 34787

$3,808/moEst:

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  • Single Family Residence

  • Built in 1999

  • $91.67/mo HOA

  • 12,521 sqft lot

  • $239/sq.ft

Description

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.

  • Houzeo last checked: 6 hours ago
  • Listing updated: October 9, 2026 at 3:30 pm
  • Listing Provided by: Ting Li (321) 316-9346 | SOUTH EARTH REALTY LLC (813) 418-0030
  • Source: Stellar MLS-FL | MLS#: TB8532509 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Orange County

  • City

    Winter Garden

  • Neighborhood

    --

  • Year Built

    1999

  • HOA Fees

    $91.67/mo

  • Finished Area

    3,197 sqft

  • Lot Size

    12,521 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    TB8532509

  • MLS Status

    Active

  • Days on Market

    63

  • Cumulative Days on Market

    50

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Location

HOA Management

Shelby Hercules

HOA Fees

$1,100/ Annually

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 4

  • Primary Bedroom

    Level: First

  • Primary Bathroom

    Level: First

  • Bathroom 1

    Level: First

  • Bedroom 1

    Level: First

  • Bedroom 2

    Level: Second

  • Bedroom 3

    Level: Second

  • Bedroom 4

    Level: Second

  • Bedroom 5

    Level: Second

  • Bathroom 2

    Level: Second

  • Bathroom 3

    Level: Second

  • Living Room

    Level: First

  • Kitchen

    Level: First

Interior

  • Exterior Features

    Private Mailbox, Sidewalk

  • Heating

    Central

  • Sewer

    Public Sewer

  • Cooling

    Central Air, Attic Fan

  • Flooring

    Vinyl

  • 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)

  • Appliances

    Built In Oven, Cooktop, Dishwasher, Microwave, Range Hood, Refrigerator, Wine Refrigerator

Construction

  • Year Built

    Year Built: 1999

  • Home type

    Single Family Residence

  • Foundation Details

    Block

  • Construction Materials

    Block, Stucco

  • Roof

    Shingle

Utilities & Energy

  • Utilities

    Public

  • Laundry Features

    Laundry Room

  • Water Source

    Public

Other Features

  • Subdivision Name

    Wintermere Pointe

Price History

DateEventPrice

08/20/2026

Source: mls_logoStellar MLS-FL #MFRTB8532509

Listed for Sale

$795,000 +3.92%

$249/sqft

08/20/2026

Source: mls_logoStellar MLS-FL #MFRTB8532509

Price Increased

$765,000 +42.99%

$239/sqft

02/06/2024

Source: mls_logoStellar MLS-FL #MFRS5093881

Price Decreased

$535,000 -2.55%

$167/sqft

12/08/2023

Source: mls_logoStellar MLS-FL #MFRS5093881

Sold

$549,000

$172/sqft

Nearby Homes

Based on information from Stellar MLS® through Oct 22, 2026, 03:45PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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