1421 CHESTNUT AVENUE, WINTER PARK, FL 32789
Home value
$674,900
$621,000 - $729,000
$2,815/mo
Owner options
$2,815/mo
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$5,004/mo
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Zillow last checked:
Listing updated:
Barry Sanford PA 407-694-5598,
CHARLES RUTENBERG REALTY ORLANDO 407-622-2122
Nancy Bagby, 203894
FANNIE HILLMAN & ASSOCIATES

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Primary bedroom
- Features: Built-in Closet
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Heating
- Electric
Cooling
- Central Air
Appliances
- Included: Range
- Laundry: Other
Features
- Ceiling Fan(s)
- Flooring: Hardwood
- Has fireplace: Yes
- Fireplace features: Living Room
Interior area
- Total structure area: 1,980
- Total interior livable area: 1,325 sqft
Property
Parking
- Total spaces: 1
- Parking features: Garage
- Garage spaces: 1
Features
- Levels: One
- Stories: 1
- Exterior features: Sidewalk
Lot
- Size: 7,441 Square Feet
Details
- Parcel number: 322130453601250
- Zoning: R-1A
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Crawlspace
- Roof: Shingle
Condition
- New construction: No
- Year built: 1952
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Public
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: LAKE KNOWLES TERRACE
HOA
- Has HOA: No
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $509/sqft
- Tax assessed value: $481,415
- Annual tax amount: $1,881
- Date on market: 9/18/2026
- Cumulative days on market: 5 days
- Listing terms: Cash
- Ownership: Fee Simple
- Total actual rent: 0
- Road surface type: Brick
Price history
| Date | Event | Price |
|---|---|---|
| 10/22/2026 | Sold | $675,000-10%$509/sqft |
Source: | ||
| 9/18/2026 | Listed for sale | $750,000+6975.5%$566/sqft |
Source: | ||
| 2/27/1989 | Sold | $10,600$8/sqft |
Source: Agent Provided Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $1,801 +5.5% | $144,932 +3% |
| 2023 | $1,707 +13.8% | $140,711 +3% |
| 2022 | $1,500 +1.9% | $136,613 +3% |
| 2021 | $1,472 +0.3% | $132,634 +1.4% |
| 2020 | $1,468 +1.3% | $130,803 +2.3% |
| 2019 | $1,448 +1.1% | $127,862 +1.9% |
| 2018 | $1,432 | $125,478 -54.9% |
| 2017 | $1,432 +1.6% | $278,087 +2.4% |
| 2016 | $1,410 +2.4% | $271,666 +11.9% |
| 2015 | $1,377 -3% | $242,873 +27.7% |
| 2014 | $1,420 +2.9% | $190,178 +20.3% |
| 2013 | $1,380 +1.7% | $158,139 +12% |
| 2012 | $1,358 +4.1% | $141,223 -9.5% |
| 2011 | $1,304 +6.4% | $156,022 -12.7% |
| 2010 | $1,226 | $178,810 -18.3% |
| 2009 | -- | $218,893 -15.4% |
| 2008 | $1,103 -13.5% | $258,751 -13.1% |
| 2007 | $1,274 -6% | $297,894 +16.2% |
| 2006 | $1,355 +0.7% | $256,414 +18.1% |
| 2005 | $1,346 +5.3% | $217,135 +40.6% |
| 2004 | $1,278 +6.1% | $154,460 +0.9% |
| 2003 | $1,204 +3.4% | $153,083 +18.3% |
| 2002 | $1,165 +0.9% | $129,425 +10.3% |
| 2001 | $1,155 +3.3% | $117,384 +1.3% |
| 2000 | $1,118 | $115,878 |
Neighborhood: 32789
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Nearby schools
GreatSchools rating
- 9/10Lakemont Elementary SchoolGrades: K-5Distance: 0.6 mi
- 7/10Maitland Middle SchoolGrades: 6-8Distance: 1.5 mi
- 6/10Winter Park High SchoolGrades: 9-12Distance: 2.1 mi
Get a cash offer in 3 minutes
$674,900
Get a cash offer in 3 minutes
$674,900
- Florida
- Orange County
- Winter Park
- 32789
- 1421 CHESTNUT AVENUE