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$925,000

2491 Prairie View Drive

Winter Garden, FL 34787

Listing updated: August 26, 2026 at 1:53 PM ET

Active
Stellar MLSListing courtesy of Compass Florida Llc · Ahmad Hassan, PA · MLS #O6436619 · Active · 407-203-9441
5
Beds
3
Baths
3,739
Sq Ft
0.26
Acres
2004
Built
Private poolFireplace3-car garage$247/sqft
Single Family Residence

Property type

2004

Year built

11,475 sqft

Lot size

$247

Price / sq ft

$92/mo

HOA dues

0

Days on market

3

Garage spaces

X

Flood zone

About this home

5 bedrooms. 3 full baths. Nearly 3,740 SF. 3-car garage. Private screened pool. Gated community. Newer roof and A/C. Minutes from Winter Garden Village, AdventHealth, SR-429, the Florida Turnpike, Historic Downtown Winter Garden, and convenient to Walt Disney World. This is the combination buyers spend months trying to find. Set behind the gates of Wintermere Pointe, 2491 Prairie View Drive brings together a flexible five-bedroom floor plan, multiple living and entertaining spaces, private outdoor living, and a connected Winter Garden location with shopping, dining, healthcare, major roadways, and entertainment within easy reach. Step inside and the scale is immediately apparent. Soaring ceilings rise above formal living and dining rooms, leading to a spacious family room anchored by a striking dual staircase. Large sliding glass doors frame the greenery and blue waters of the pool beyond. At the center of the home, the updated gourmet-style kitchen offers stainless steel appliances, abundant cabinetry and counter space, a prep island, casual seating, and views toward the pool and backyard — creating a natural flow between cooking, gathering, and outdoor entertaining. A first-floor bedroom and nearby full pool bath provide valuable flexibility for guests, extended family, multigenerational living, or a private office. Upstairs, two separate loft areas provide space for a media room, game room, second living area, or quiet retreat. The larger opens directly onto an expansive second-story balcony overlooking the pool. An oversized bonus bedroom above the garage, incorporated as a builder upgrade, joins two additional bedrooms and a shared full bath. The naturally bright primary suite features dual walk-in closets and an ensuite with separate vanities, soaking tub, and walk-in shower. Outside, the Florida lifestyle takes over. A private screened pool and covered lanai extend the living space outdoors, with additional yard beyond the enclosure and the second-story balcony above. A generous driveway and three-car garage provide valuable parking and storage, while a newer roof and A/C add two significant improvements already in place. Wintermere Pointe offers the privacy of an established gated community with Winter Garden Village, AdventHealth, shopping, dining, and everyday conveniences nearby. Quick access to SR-429 and the Florida Turnpike keeps Central Florida connected, with Historic Downtown Winter Garden and Walt Disney World conveniently accessible. What makes this home compelling isn't any one feature. It's how rarely they come together. Nearly 3,740 SF. Five bedrooms. First-floor guest space. Two lofts. Oversized bonus bedroom. Expansive balcony. Private screened pool and lanai. Three-car garage. Newer roof and A/C. Gated community. Prime Winter Garden location. You don't have to choose between space and location, indoor and outdoor living, or rooms for everyone and places to come together. It's already here. If this is the combination you've been waiting to find, 2491 Prairie View Drive deserves to be seen.

Estimated monthly payment

Principal & interest$4,677
Property taxes$440
Home insurance (est.)$424
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 26, 2026
  2. Listed$925,000
    Aug 26, 2026
  3. Price increased$925,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
0
Subdivision
Wintermere Pointe Ph 02 46/141
County
Orange
Year built
2004
Living area
3,739 sq ft
Price/sq ft
$247
Building area
5,412 sq ft (Public Records)
Lot size
11,475 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X (12095C0215H)
Garage
3 spaces
Pool
Private pool
Annual taxes
$5,275 (2025)
Parcel #
02-23-27-9154-00-170
Zoning
R-1
MLS #
O6436619

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Interior Details

Bedrooms
5
Full bathrooms
3
Flooring
Luxury Vinyl, Wood
Appliances
Convection Oven, Dishwasher, Microwave
Interior features
Kitchen/Family Room Combo, Split Bedroom, Tray Ceiling(s), Walk-In Closet(s)
Laundry
Inside, Laundry Room
Stories / Levels
Two
Direction faces
North
Fireplace
Yes

Heating & Cooling

Heating
Electric
Cooling
Central Air

Parking

Garage spaces
3
Attached garage
Yes

HOA & Financial

HOA fee
$550 / Semi-Annually
Monthly HOA
$92/mo
Total monthly fees
$92/mo
Total annual fees
$1,100
HOA name
Extreme Management Team/Shelby Hercules
CDD
No
Homestead exemption
Yes
Min lease term
1-2 Years
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Verify any and all lease restrictions with HOA
Approval process
Board of Directors have to approve lease. $100 fee for review. Up to 30 day review process. No more than 10% of homes in Wintermere Pointe may be leased at one time

Exterior & Construction

Exterior features
Balcony, Lighting
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Slab
Pool
Private pool
Road surface
Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Electricity Connected, Public, Sewer Connected, Water Connected

Community

Pets allowed
Yes

Schools

ElementaryALake Whitney ElemGreatSchools ↗
MiddleASunRidge MiddleGreatSchools ↗
High SchoolAWest Orange HighGreatSchools ↗

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
KitchenFirst
Great RoomFirst
Primary BedroomSecond

Listing Details

Listing date
2026-08-25
On market date
2026-08-26
Original list price
$925,000
Occupant type
Owner
MLS area
34787 - Winter Garden/Oakland
Listing AOR
Osceola
Status changed
2026-08-26
Tax legal description
WINTERMERE POINTE PH 2 46/141 LOT 17

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 SR-429, exit Winter Garden Vineland Rd (CR 535) and head south approximately 0.5 miles to Tilden Rd. Turn into Wintermere Pointe at the gated entrance on Wintermere Pointe Dr. Proceed through the gate and follow to Prairie View Dr. Home is on the right.

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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 August 26, 2026 at 1:53 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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