2131 Tall Oak Drive, FL
Stellar MLS

$890,000

2131 Tall Oak Drive

Winter Garden, FL 34787

Listing updated: June 2, 2026 at 11:27 AM ET

Pending
5
Beds
3
Baths
3,282
Sq Ft
0.28
Acres
2000
Built
Fireplace3-car garage$271/sqft360° tour
Single Family Residence

Property type

2000

Year built

12,028 sqft

Lot size

$271

Price / sq ft

$92/mo

HOA dues

51

Days on market

3

Garage spaces

X

Flood zone

About this home

Welcome to Wintermere Pointe, one of Winter Garden’s most established gated communities, and to a residence defined by scale, light, and thoughtful renovation. The home’s symmetrical facade and covered entry create a strong architectural presence, leading into a dramatic double-height foyer framed by expansive arched windows. Natural light reflects across Italian porcelain flooring, while a striking split-face stone accent wall extends vertically alongside the staircase, adding texture and depth to the open space. The fully renovated kitchen is both refined and functional, featuring waterfall quartz countertops, custom solid-wood cabinetry, marble designer backsplash, integrated wine storage, stainless steel appliances, under-cabinet lighting, and a contrasting island that anchors the room. The open layout connects seamlessly to the family room, where oversized windows overlook the fenced backyard and fill the space with natural light. Upstairs, luxury vinyl plank flooring replaces carpet entirely, creating continuity and durability throughout. According to public records, the home offers 5 bedrooms and 3 bathrooms, plus an additional bathroom added by the current owner. The primary suite combines comfort and modern elegance, offering tray ceilings, direct access to the backyard, and a spa-inspired bathroom finished with large-format marble-look tile, a walk-in shower, and a dedicated vanity area. A dedicated cinema room delivers a true theater experience, the perfect setting for movie nights and gatherings. It’s an exceptional feature for entertaining or quiet evenings at home. Situated on a .28-acre fenced lot with mature landscaping, the property includes a 3-car garage and an extended driveway accommodating up to six vehicles. Major improvements include the roof (2018), A/C unit (2025), and septic system (2020). Located minutes from SR-429 and Winter Garden Village, the home offers convenient access to shopping, dining, and everyday amenities while preserving the privacy of gated living.

Estimated monthly payment

Principal & interest$4,500
Property taxes$706
Home insurance (est.)$408
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 history51 days on market

  1. Status: Pending
    Apr 20, 2026
  2. Listed$890,000
    Feb 26, 2026
  3. Price increased$890,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Pending
Days on market
51
Subdivision
Wintermere Pointe
County
Orange
Year built
2000
Living area
3,282 sq ft
Price/sq ft
$271
Building area
4,411 sq ft (Public Records)
Lot size
12,028 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X (12095C0215H)
Garage
3 spaces
Annual taxes
$8,475 (2024)
Parcel #
02-23-27-8456-00-580
Zoning
R-1
MLS #
O6385247

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Interior Details

Bedrooms
5
Full bathrooms
3
Flooring
Tile
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Interior features
Ceiling Fans(s), Eat-in Kitchen, High Ceilings, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat
Laundry
Inside, Laundry Room
Stories / Levels
Two
Direction faces
West
Fireplace
Yes

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
3
Attached garage
Yes
Parking features
Garage Door Opener

HOA & Financial

HOA fee
$1,100 / Annually
Monthly HOA
$92/mo
Total monthly fees
$92/mo
Total annual fees
$1,100
HOA name
EXTREME MANAGEMENT TEAM/ Shelby Hercules
CDD
No
Min lease term
No Minimum
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No
Additional lease restrictions
Please, verify with HOA.
Approval process
Please, verify with HOA.

Exterior & Construction

Exterior features
Balcony, Lighting, Sidewalk, Sliding Doors
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Slab
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
BB/HS Internet Available, Cable Available, Electricity Available, Sewer Available, Water Available

Community

Pets allowed
Yes

Schools

ElementaryAWhispering Oak ElemGreatSchools ↗
MiddleASunRidge MiddleGreatSchools ↗
High SchoolAWindermere High SchoolGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Primary BedroomSecond
Bedroom 2Second
Bedroom 3First
Bedroom 4Second
Bedroom 5Second
Living RoomFirst
Dining RoomFirst
KitchenFirst
Media RoomSecond

Listing Details

Listing date
2026-02-24
On market date
2026-02-26
Original list price
$890,000
Occupant type
Owner
MLS area
34787 - Winter Garden/Oakland
Listing AOR
Orlando Regional
Status changed
2026-04-20
Tax legal description
WINTERMERE POINTE 40/88 LOT 58

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

Take S Boyd St and W Smith St to S Main St, Take Winter Garden Vineland Rd to Wintermere Pointe Dr, Follow Wintermere Pointe Dr to Tall Oak Dr.

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MLS GRID

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 June 2, 2026 at 11:27 AM 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.

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