2049 Wintermere Pointe Dr, Winter Garden, FL 34787
Home value
$585,700
$533,000 - $638,000
$3,888/mo
Owner options
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Zillow last checked:
Listing updated:
Joseph Doher 407-203-0007,
BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY 407-203-0007
Mickey Jordan, 3410778
BRIGHT REALTY

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Family Room
Primary bedroom
- Features: Walk-In Closet(s)
- Level: Second
- Area: 405 Square Feet
- Dimensions: 15x27
Bedroom 2
- Features: Built-in Closet
- Level: Second
- Area: 180 Square Feet
- Dimensions: 12x15
Bedroom 3
- Features: Ceiling Fan(s), Built-in Closet
- Level: Second
- Area: 132 Square Feet
- Dimensions: 11x12
Bedroom 4
- Features: Ceiling Fan(s), Built-in Closet
- Level: Second
- Area: 121 Square Feet
- Dimensions: 11x11
Bedroom 5
- Features: Walk-In Closet(s)
- Level: First
- Area: 143 Square Feet
- Dimensions: 11x13
Dining room
- Level: First
- Area: 132 Square Feet
- Dimensions: 11x12
Family room
- Features: Ceiling Fan(s)
- Level: First
- Area: 414 Square Feet
- Dimensions: 18x23
Kitchen
- Level: First
- Area: 196 Square Feet
- Dimensions: 14x14
Living room
- Level: First
- Area: 165 Square Feet
- Dimensions: 11x15
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: None
- Laundry: Electric Dryer Hookup, Laundry Room, Upper Level, Washer Hookup
Features
- Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Thermostat, Tray Ceiling(s), Walk-In Closet(s)
- Flooring: Carpet, Laminate, Tile, Vinyl
- Doors: Sliding Doors
- Has fireplace: No
Interior area
- Total structure area: 4,023
- Total interior livable area: 2,892 sqft
Property
Parking
- Total spaces: 3
- Parking features: Driveway, Garage Door Opener
- Attached garage spaces: 3
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 20x30
Features
- Levels: Two
- Stories: 2
- Patio & porch: Patio, Screened
- Exterior features: Rain Gutters, Sidewalk
- Has private pool: Yes
- Pool features: Deck, In Ground
Lot
- Size: 0.25 Acres
- Features: Sidewalk
Details
- Parcel number: 272302845600260
- 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: 2000
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Electricity Connected, Water Connected
Community & HOA
Community
- Features: Gated Community - No Guard, Playground, Sidewalks, Tennis Court(s)
- Pet fee: $0 monthly
- Subdivision: WINTERMERE POINTE
HOA
- Has HOA: Yes
- Amenities included: Gated, Playground, Tennis Court(s)
- Services included: Common Area Taxes, Recreational Facilities, Security
- HOA fee: $90 monthly
- HOA name: Bobby Pizzuti - Extreme Management Team
- HOA phone: 352-366-0234
Location
- Region: Winter Garden
Financial & listing details
- Price per square foot: $201/sqft
- Tax assessed value: $533,371
- Annual tax amount: $7,722
- Date on market: 8/29/2025
- Cumulative days on market: 75 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 12/17/2025 | Sold | $580,000+0.9%$201/sqft |
Source: | ||
| 11/12/2025 | Pending sale | $574,900$199/sqft |
Source: | ||
| 11/4/2025 | Price change | $574,900-3.5%$199/sqft |
Source: | ||
| 10/17/2025 | Price change | $595,900-4%$206/sqft |
Source: | ||
| 9/25/2025 | Price change | $620,900-2.4%$215/sqft |
Source: | ||
| 8/29/2025 | Listed for sale | $635,900+86.5%$220/sqft |
Source: | ||
| 10/10/2019 | Listing removed | $2,645$1/sqft |
Source: 4 Rent Management Group Report a problem | ||
| 10/8/2019 | Listed for rent | $2,645+8.2%$1/sqft |
Source: 4 Rent Management Group Report a problem | ||
| 2/11/2017 | Listing removed | $2,445$1/sqft |
Source: Pathlight Property Management Report a problem | ||
| 1/30/2017 | Listed for rent | $2,445$1/sqft |
Source: Pathlight Property Management Report a problem | ||
| 1/21/2016 | Sold | $341,000-2.3%$118/sqft |
Source: Stellar MLS #G4815350 Report a problem | ||
| 11/11/2015 | Price change | $349,000-1.7%$121/sqft |
Source: Keller Williams - Clermont #G4815350 Report a problem | ||
| 9/30/2015 | Price change | $355,000-2.7%$123/sqft |
Source: Keller Williams - Clermont #G4815350 Report a problem | ||
| 9/3/2015 | Price change | $365,000-1.1%$126/sqft |
Source: Keller Williams - Clermont #G4815350 Report a problem | ||
| 8/7/2015 | Price change | $369,000-2.6%$128/sqft |
Source: Keller Williams - Clermont #G4815350 Report a problem | ||
| 7/31/2015 | Price change | $379,000+2.7%$131/sqft |
Source: Keller Williams - Clermont #G4815350 Report a problem | ||
| 7/11/2015 | Price change | $369,000-2.9%$128/sqft |
Source: Owner Report a problem | ||
| 6/30/2015 | Price change | $379,900-2.6%$131/sqft |
Source: Owner Report a problem | ||
| 6/9/2015 | Price change | $389,900-2.5%$135/sqft |
Source: Owner Report a problem | ||
| 5/27/2015 | Listed for sale | $399,900+21.7%$138/sqft |
Source: Owner Report a problem | ||
| 10/29/2013 | Sold | $328,500-1.9%$114/sqft |
Source: Public Record Report a problem | ||
| 9/20/2013 | Price change | $334,900-4.3%$116/sqft |
Source: Main Street Associates #O5164526 Report a problem | ||
| 9/6/2013 | Price change | $349,900-1.4%$121/sqft |
Source: Main Street Associates #O5164526 Report a problem | ||
| 9/5/2013 | Price change | $354,900-1.4%$123/sqft |
Source: Main Street Associates #O5164526 Report a problem | ||
| 7/22/2013 | Listed for sale | $359,900+85.1%$124/sqft |
Source: Main Street Associates #O5164526 Report a problem | ||
| 12/14/2000 | Sold | $194,400+437%$67/sqft |
Source: Public Record Report a problem | ||
| 9/1/2000 | Sold | $36,200$13/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $7,722 +8.4% | $450,462 +10% |
| 2023 | $7,125 +10.8% | $409,511 +10% |
| 2022 | $6,429 +16.8% | $372,283 +10% |
| 2021 | $5,505 +2.6% | $338,439 +3.4% |
| 2020 | $5,368 +3.6% | $327,408 +5.3% |
| 2019 | $5,182 +2.8% | $311,027 +4.1% |
| 2018 | $5,039 | $298,785 +1.7% |
| 2017 | $5,039 +2.1% | $293,672 +2% |
| 2016 | $4,934 +22.2% | $287,858 +3.6% |
| 2015 | $4,039 -1.7% | $277,808 +2.9% |
| 2014 | $4,110 +32% | $269,935 +19.3% |
| 2013 | $3,114 +1.3% | $226,177 +7.6% |
| 2012 | $3,073 -3.1% | $210,113 -2.2% |
| 2011 | $3,171 -7.3% | $214,890 -8.8% |
| 2010 | $3,421 | $235,577 +1.2% |
| 2009 | -- | $232,847 -23.7% |
| 2008 | $2,912 -3.6% | $305,015 -12% |
| 2007 | $3,019 -7.7% | $346,537 +12.5% |
| 2006 | $3,271 +0% | $308,057 +36.1% |
| 2005 | $3,270 +4.7% | $226,376 +9.4% |
| 2004 | $3,124 +3.1% | $206,840 +2% |
| 2003 | $3,030 +2.8% | $202,758 +3.9% |
| 2002 | $2,946 -1.2% | $195,205 +6.3% |
| 2001 | $2,981 | $183,554 |
Neighborhood: 34787
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Nearby schools
GreatSchools rating
- 10/10Lake Whitney Elementary SchoolGrades: PK-5Distance: 1.9 mi
- 8/10SunRidge Middle SchoolGrades: 6-8Distance: 2 mi
- 7/10West Orange High SchoolGrades: 9-12Distance: 2.4 mi
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.
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- Florida
- Orange County
- Winter Garden
- 34787
- 2049 Wintermere Pointe Dr