$490,000
SOLD JAN 16, 2026

2237 Wintermere Pointe Dr Winter Garden, FL 34787

4 Beds
2 Baths
1,950 Sq Ft
15,682 Sq Ft Lot

Recently Sold

$251 Per Sq Ft

1% Below List Price

1 Day on Market

Highlights

  • Gated Community
  • Main Floor Primary Bedroom
  • Mature Landscaping
  • Lake Whitney Elementary School Rated A
  • Corner Lot
  • Family Room Off Kitchen

About This Home

As of January 2026

Welcome to this one-story 4 bed/2 Bath home, located on over 1/4 acre (0.36 acres) CORNER LOT within the CITY LIMITS of the Historical town of Winter Garden, Florida. This Ryland and Rutenburg built home, completed in 2000, has been well maintained over the years. Upon entering you are welcomed with beautiful laminate wood flooring and FRESHLY PAINTED WALLS throughout. Natural light is infused throughout the home as you walk through your Formal Dining and Living Rooms. Your kitchen is nestled in the heart of the home with an island for additional counter space, and a peninsula overlooking your Family Room. A great open floor plan for both entertaining and relaxing. Centrally located just outside of your main living areas is where you will find your screened patio and OVERSIZED FENCED YARD. This backyard can accommodate both a large pool and still have enough space to create your own OASIS in the remaining yard space! Back indoors your will find your Primary Suite offering Dual Sinks, Dual Walk-In Closets, WALK -IN SHOWER, and three additional bedrooms. ADDITIONAL UPGRADES INCLUDE: Gutters, Recently Painted Interior AND Exterior, NEW HVAC (2024), Roof (2016). NEIGHBORHOOD AMENITIES include: GATED COMMUNITY, Tennis Courts and Playground for only $92 MONTHLY. Don't miss your opportunity to live in this amazing community just moments away from shopping, hospitals, and major highways. Schedule your showing today!

Last Agent to Sell the Property

Tara Pintor

CLOCK TOWER REALTY Brokerage Phone: 407-362-6246 License #3464936 Listed on: 12/17/2025

Last Buyer's Agent

Algenib Tobar

NOVA REAL ESTATE SERVICES INC License #3481789

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $3,855

Year Built

  • Built in 2000

Lot Details

  • 0.36 Acre Lot
  • Northwest Facing Home
  • Vinyl Fence
  • Mature Landscaping
  • Corner Lot
  • Oversized Lot

HOA Fees

  • $92 Monthly HOA Fees

Parking

  • 2 Car Attached Garage
  • Garage Door Opener
  • Driveway

Home Design

  • Slab Foundation
  • Shingle Roof
  • Block Exterior
  • Stucco

Interior Spaces

  • 1,950 Sq Ft Home
  • Ceiling Fan
  • Blinds
  • Family Room Off Kitchen
  • Combination Dining and Living Room

Kitchen

  • Eat-In Kitchen
  • Cooktop
  • Microwave
  • Dishwasher
  • Solid Wood Cabinet

Flooring

  • Carpet
  • Laminate

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Primary Bedroom on Main
  • 2 Full Bathrooms

Laundry

  • Laundry Room
  • Dryer
  • Washer

Home Security

  • Fire and Smoke Detector
  • Fire Sprinkler System

Eco-Friendly Details

  • Reclaimed Water Irrigation System

Outdoor Features

  • Screened Patio
  • Rain Gutters
  • Rear Porch

Schools

  • Lake Whitney Elementary School
  • Sunridge Middle School
  • West Orange High School

Utilities

  • Central Heating and Cooling System
  • 1 Septic Tank

Listing and Financial Details

Community Details

Overview

  • Extreme Management Team / Shelby Association, Phone Number (352) 366-0234
  • Visit Association Website
  • Built by Ryland and Rutenburg
  • Wintermere Pointe Subdivision

Recreation

  • Community Playground

Security

  • Gated Community

Home Details

Home Type

Single Family

Est. Annual Taxes

$3,855

Year Built

Built in 2000

Lot Details

0.36 Acres

HOA Fees

$92 per month

Parking

2

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Construction Materials: Block, Stucco
  • Fireplace: No
  • Living Area: 1950
  • Lot Size Acres: 0.36
  • New Construction: No
  • Year Built: 2000
  • Building Area Total: 2635
  • Lot Size Sq Ft: 15780
  • Status: Sold
  • Ownership: Fee Simple
  • Building Area Total Srch Sq M: 244.80
  • Escrow City: Ocoee
  • Escrow State: FL
  • Escrow Street Name: Moore Rd
  • Minimum Lease: 7 Months
  • RATIO Current Price By Calculate: 251.28
  • Total Acreage: 1/4 to less than 1/2
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • Attribution Contact: 407-362-6246
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Carpet, Laminate
  • Full Bathrooms: 2
  • Interior Amenities: Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets
  • Appliances Included: Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer
  • Foundation Details: Slab
  • Total Bedrooms: 4
  • Levels: One
  • Other Equipment: Irrigation Equipment
  • Window Features: Blinds
  • Living Area Meters: 181.16

Exterior Features

  • Direction Faces: Northwest
  • Exterior Features: Rain Gutters
  • Roof: Shingle
  • Pool Private: No
  • Waterfront: No
  • Patio and Porch Features: Rear Porch, Screened
  • Road Surface Type: Paved
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes
  • Parking Features: Driveway, Garage Door Opener

Utilities

  • Utilities: Electricity Connected, Public, Sprinkler Recycled, Water Connected
  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: Inside, Laundry Room
  • Sewer: Septic Tank
  • Water Source: Public
  • Number Of Septics: 1

Condo/Co-op/Association

  • Community Features: Gated Community - No Guard, Irrigation-Reclaimed Water, Playground
  • Association Amenities: Gated, Playground
  • Association Fee: 550
  • Association Fee Frequency: Semi-Annually
  • Association Name: Extreme Management Team / Shelby
  • Phone: 3523660234 Ext 1
  • Association: Yes
  • Security: Fire Alarm, Fire Sprinkler System, Gated Community, Smoke Detector(s)
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 1
  • Pet Restrictions: Buyers to verify rules and regulations
  • Association Fee Requirement: Required
  • Association Email: Shelby@hoaemt.com
  • Association URL: www.wintermerepointe.com

Fee Information

  • Total Annual Fees: 1100.00
  • Total Monthly Fees: 91.67
  • Monthly HOA Amount: 91.67

Schools

  • Elementary School: Lake Whitney Elem
  • High School: West Orange High
  • Middle Or Junior School: SunRidge Middle

Lot Info

  • Zoning: R-1
  • Parcel Number: 02-23-27-8456-00-040
  • Additional Parcels: No
  • Fencing: Fenced, Vinyl
  • Lot Features: Corner Lot, City Limits, Oversized Lot, Sidewalk, Paved
  • Flood Zone Code: X

Building Info

  • Builder Name: Ryland and Rutenburg

Rental Info

  • Furnished: Unfurnished
  • Pets Allowed: Breed Restrictions
  • Lease Restrictions YN: 1
  • Additional Lease Restrictions: Buyers to verify rules and regulations

Tax Info

  • Tax Annual Amount: 3855
  • Tax Block: 88
  • Tax Book Number: 40
  • Tax Lot: 4

Multi Family

  • Approval Process: Buyers to verify rules and regulations

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Dec 17, 2025
Closed on
Jan 16, 2026
Sold by
Wiedenbeck Kurtis John and Wiedenbeck Paige
Bought by
Tobar Jose J and Tobar Algenib
Seller's Agent
Tara Pintor
CLOCK TOWER REALTY
Buyer's Agent
Algenib Tobar
NOVA REAL ESTATE SERVICES INC
List Price
$495,000
Sold Price
$490,000
Premium/Discount to List
-$5,000
-1.01%
Views
27

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
36.15%
Original Mortgage
$441,000
Outstanding Balance
$441,000
Interest Rate
6.22%
Mortgage Type
New Conventional
Estimated Equity
$61,246

Purchase Details

Closed on
Aug 26, 2016
Sold by
Matchett Timothy A and Matchett Cecelia K
Bought by
Wiedenbeck Kurtis and Stewart Paige

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$286,000
Interest Rate
3.42%
Mortgage Type
VA

Purchase Details

Closed on
Aug 11, 1999
Sold by
The Ryland Group Inc
Bought by
Matchett Timothy A and Matchett Cecelia K

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$172,278
Interest Rate
7.7%
Mortgage Type
VA
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Warranty Deed $490,000 Closing Agent
Warranty Deed $286,000 Attorney
Warranty Deed $169,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $441,000 New Conventional
Previous Owner $286,000 VA
Previous Owner $12,532 New Conventional
Previous Owner $173,698 No Value Available
Previous Owner $172,278 VA
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
01/16/2026 01/16/26 Sold $490,000 -1.0% $251 / Sq Ft
12/18/2025 12/18/25 Pending -- -- --
12/17/2025 12/17/25 For Sale $495,000 -- $254 / Sq Ft
Source: Stellar MLS

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $4,062 $303,373 -- --
2024 $3,711 $294,823 -- --
2023 $3,711 $278,169 $0 $0
2022 $3,596 $270,067 $0 $0
2021 $3,539 $262,201 $0 $0
2020 $3,369 $258,581 $0 $0
2019 $3,473 $252,767 $0 $0
2018 $3,438 $248,054 $58,000 $190,054
2017 $3,345 $242,968 $58,000 $184,968
2016 $1,464 $212,527 $58,000 $154,527
2015 $1,490 $201,301 $58,000 $143,301
2014 $1,498 $197,892 $55,000 $142,892
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Stellar MLS

MLS Number: O6368069

Stellar MLS

APN: 02-2327-8456-00-040

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