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.
For sale
$925,000
2491 PRAIRIE VIEW DRIVE, WINTER GARDEN, FL 34787
5beds
3,739sqft
Single Family Residence
Built in 2004
0.26 Acres Lot
$892,000 Zestimate®
$247/sqft
$92/mo HOA
What's special
Private screened poolPrep islandCasual seatingFirst-floor bedroomStriking dual staircaseTwo separate loft areasUpdated gourmet-style kitchen
- 2 days
- 304
- 20
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Ahmad Hassan, PA 718-641-9358,
COMPASS FLORIDA LLC 407-203-9441
Source: Stellar MLS,MLS#: O6436619
Originating MLS: Osceola

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Family Room, Dining Room, Living Room, Utility Room, Loft
Primary bedroom
- Features: Walk-In Closet(s)
- Level: Second
Great room
- Level: First
Kitchen
- Level: First
Heating
- Electric
Cooling
- Central Air
Appliances
- Included: Convection Oven, Dishwasher, Microwave
- Laundry: Inside, Laundry Room
Features
- Kitchen/Family Room Combo, Split Bedroom, Tray Ceiling(s), Walk-In Closet(s)
- Flooring: Luxury Vinyl, Hardwood
- Has fireplace: Yes
- Fireplace features: Family Room
Interior area
- Total structure area: 5,412
- Total interior livable area: 3,739 sqft
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Garage - Attached
- Attached garage spaces: 3
Features
- Levels: Two
- Stories: 2
- Patio & porch: Enclosed, Patio
- Exterior features: Balcony, Irrigation System, Lighting
- Has private pool: Yes
- Pool features: In Ground, Screen Enclosure
Lot
- Size: 0.26 Acres
- Features: City Lot
Details
- Parcel number: 022327915400170
- Zoning: R-1
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 2004
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected, Public, Sewer Connected, Street Lights, Water Connected
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: WINTERMERE POINTE PH 02 46/141
HOA
- Has HOA: Yes
- HOA fee: $92 monthly
- HOA name: Extreme Management Team/Shelby Hercules
- HOA phone: 352-366-0234
Location
- Region: Winter Garden
Financial & listing details
- Price per square foot: $247/sqft
- Tax assessed value: $668,220
- Annual tax amount: $5,275
- Date on market: 8/26/2026
- Cumulative days on market: 2 days
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Estimated market value
$892,000
$847,000 - $937,000
$4,438/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/26/2026 | Listed for sale | $925,000+988.2%$247/sqft |
Source: | ||
| 7/25/2025 | Sold | $85,000-80.2%$23/sqft |
Source: Public Record Report a problem | ||
| 6/16/2016 | Listing removed | $429,000$115/sqft |
Source: HOMEXPO REALTY INC #O5418039 Report a problem | ||
| 2/2/2016 | Listed for sale | $429,000+7.3%$115/sqft |
Source: HOMEXPO REALTY INC #O5418039 Report a problem | ||
| 2/14/2015 | Listing removed | $399,900+5.3%$107/sqft |
Source: Sunstar Realty LLC Report a problem | ||
| 12/13/2012 | Listing removed | $379,700$102/sqft |
Source: MIZZ REALTY GROUP, INC #G4686270 Report a problem | ||
| 9/16/2012 | Price change | $379,700-1.4%$102/sqft |
Source: MIZZ REALTY GROUP, INC #G4686270 Report a problem | ||
| 8/17/2012 | Listed for sale | $384,900+3.2%$103/sqft |
Source: MIZZ REALTY GROUP, INC #G4686270 Report a problem | ||
| 9/7/2004 | Sold | $373,000$100/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $5,012 +3.7% | $354,021 +3% |
| 2023 | $4,833 +3% | $343,710 +3% |
| 2022 | $4,692 +1.5% | $333,699 +3% |
| 2021 | $4,625 +0.8% | $323,980 +1.4% |
| 2020 | $4,590 +0.9% | $319,507 +2.3% |
| 2019 | $4,548 +0.9% | $312,324 +1.9% |
| 2018 | $4,508 | $306,500 -18.1% |
| 2017 | $4,508 +2.7% | $374,345 +2.2% |
| 2016 | $4,391 +0.2% | $366,116 +0.7% |
| 2015 | $4,382 -2.4% | $363,537 +0.7% |
| 2014 | $4,490 +2.3% | $361,123 +18.6% |
| 2013 | $4,387 +1.3% | $304,425 +8.5% |
| 2012 | $4,333 -3.4% | $280,610 -2.6% |
| 2011 | $4,485 -6.9% | $288,130 -8.8% |
| 2010 | $4,819 | $316,073 -14.8% |
| 2009 | -- | $371,063 -19.7% |
| 2008 | $4,862 -1% | $461,959 -8.5% |
| 2007 | $4,909 -7.8% | $505,138 +23.5% |
| 2006 | $5,326 -0.1% | $409,047 +28.1% |
| 2005 | $5,332 +750.9% | $319,228 +812.1% |
| 2004 | $627 -1.9% | $35,000 |
| 2003 | $639 +0.1% | $35,000 |
| 2002 | $639 | $35,000 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 34787
Nearby schools
Schools provided by the listing agent
- Elementary: Lake Whitney Elem
- Middle: SunRidge Middle
- High: West Orange High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.




