1752 Chestnut Ave, Winter Park, FL 32789
Home value
$1,893,200
$1.72M - $2.06M
$6,954/mo
Owner options
$6,954/mo
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$13,395/mo
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Zillow last checked:
Listing updated:
Nick McKee 407-913-0171,
KELLER WILLIAMS WINTER PARK 407-545-6430,
James Mitchell, PA 407-399-5870,
KELLER WILLIAMS WINTER PARK
Non-Member Agent
STELLAR NON-MEMBER OFFICE

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 204 Square Feet
- Dimensions: 17x12
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 143 Square Feet
- Dimensions: 13x11
Bedroom 3
- Features: Walk-In Closet(s)
- Level: Second
- Area: 156 Square Feet
- Dimensions: 13x12
Bedroom 4
- Features: Walk-In Closet(s)
- Level: Second
- Area: 165 Square Feet
- Dimensions: 15x11
Dining room
- Level: First
- Area: 144 Square Feet
- Dimensions: 12x12
Kitchen
- Level: First
- Area: 288 Square Feet
- Dimensions: 24x12
Living room
- Level: First
- Area: 396 Square Feet
- Dimensions: 22x18
Loft
- Level: Second
- Area: 228 Square Feet
- Dimensions: 19x12
Heating
- Heat Pump
Cooling
- Central Air
Appliances
- Included: Convection Oven, Dishwasher, Disposal, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Wine Refrigerator
- Laundry: Laundry Room
Features
- Built-in Features, Crown Molding, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
- Flooring: Engineered Hardwood, Tile
- Doors: Outdoor Kitchen, Outdoor Shower, Sliding Doors
- Has fireplace: No
Interior area
- Total structure area: 4,286
- Total interior livable area: 3,314 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: Two
- Stories: 2
- Exterior features: Irrigation System, Lighting, Outdoor Kitchen, Outdoor Shower, Rain Gutters
- Has private pool: Yes
- Pool features: Heated, In Ground, Lighting
- Has spa: Yes
- Spa features: Heated, In Ground
Lot
- Size: 9,438 Square Feet
Details
- Parcel number: 322130170802040
- Zoning: R-1A
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Brick, Stucco
- Foundation: Slab
- Roof: Metal,Shingle
Condition
- New construction: No
- Year built: 2021
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Street Lights, Water Connected
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: CONWILL ESTATES
HOA
- Has HOA: No
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $566/sqft
- Tax assessed value: $1,449,118
- Annual tax amount: $18,024
- Date on market: 7/31/2025
- Cumulative days on market: 95 days
- Listing terms: Cash,Conventional,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 1/1/2026 | Sold | $1,875,000-6%$566/sqft |
Source: | ||
| 11/22/2025 | Pending sale | $1,995,000$602/sqft |
Source: | ||
| 11/12/2025 | Listing removed | $1,995,000$602/sqft |
Source: | ||
| 10/28/2025 | Listed for sale | $1,995,000-5%$602/sqft |
Source: | ||
| 10/20/2025 | Listing removed | $2,099,000$633/sqft |
Source: | ||
| 9/24/2025 | Price change | $2,099,000-4.6%$633/sqft |
Source: | ||
| 7/31/2025 | Listed for sale | $2,199,999+63%$664/sqft |
Source: | ||
| 12/4/2024 | Listing removed | $1,350,000-1.1%$407/sqft |
Source: | ||
| 12/8/2021 | Sold | $1,365,000+1.1%$412/sqft |
Source: Public Record Report a problem | ||
| 9/23/2021 | Pending sale | $1,350,000+269.9%$407/sqft |
Source: | ||
| 4/23/2020 | Sold | $365,000-3.9%$110/sqft |
Source: Public Record Report a problem | ||
| 2/19/2020 | Pending sale | $379,900$115/sqft |
Source: VENTURE I PROPERTIES, INC. #O5843031 Report a problem | ||
| 2/10/2020 | Listed for sale | $379,900-4.3%$115/sqft |
Source: VENTURE I PROPERTIES, INC. #O5843031 Report a problem | ||
| 1/1/2020 | Listing removed | $397,000$120/sqft |
Source: VENTURE I PROPERTIES, INC. #O5740210 Report a problem | ||
| 7/20/2019 | Price change | $397,000-5.3%$120/sqft |
Source: VENTURE I PROPERTIES, INC. #O5740210 Report a problem | ||
| 6/7/2019 | Price change | $419,000-2.3%$126/sqft |
Source: VENTURE I PROPERTIES, INC. #O5740210 Report a problem | ||
| 4/5/2019 | Price change | $429,000-6.3%$129/sqft |
Source: VENTURE I PROPERTIES, INC. #O5740210 Report a problem | ||
| 10/18/2018 | Listed for sale | $458,000$138/sqft |
Source: VENTURE I PROPERTIES, INC. #O5740210 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $18,025 +3.5% | $1,185,788 +3% |
| 2023 | $17,409 +4.5% | $1,151,250 +3% |
| 2022 | $16,659 +277.2% | $1,117,718 +299.2% |
| 2021 | $4,416 +101.9% | $280,000 +58.9% |
| 2020 | $2,188 +1.1% | $176,193 +2.3% |
| 2019 | $2,164 +0.9% | $172,232 +1.9% |
| 2018 | $2,145 | $169,021 -47.8% |
| 2017 | $2,145 +1.3% | $323,900 +2.2% |
| 2016 | $2,118 +2.3% | $316,897 +8.4% |
| 2015 | $2,071 -3.1% | $292,237 +26.1% |
| 2014 | $2,136 +2.2% | $231,680 +7.1% |
| 2013 | $2,091 +1.4% | $216,267 +11.2% |
| 2012 | $2,062 +3.6% | $194,560 -9% |
| 2011 | $1,991 +5.8% | $213,908 -12.2% |
| 2010 | $1,881 | $243,693 -18.1% |
| 2009 | -- | $297,569 -13.9% |
| 2008 | $1,719 -8% | $345,511 -10.1% |
| 2007 | $1,869 -1.4% | $384,259 +33.9% |
| 2006 | $1,896 +0.4% | $287,078 +20.6% |
| 2005 | $1,888 +5% | $237,950 +26.7% |
| 2004 | $1,798 +5.9% | $187,745 +1% |
| 2003 | $1,698 +3.1% | $185,965 +17.9% |
| 2002 | $1,646 +0.7% | $157,700 +14.5% |
| 2001 | $1,635 +3% | $137,745 +3.1% |
| 2000 | $1,588 | $133,656 |
Neighborhood: 32789
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Nearby schools
GreatSchools rating
- 7/10Lakemont Elementary SchoolGrades: K-5Distance: 0.5 mi
- 6/10Maitland Middle SchoolGrades: 6-8Distance: 1.7 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 2 mi
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- Florida
- Orange County
- Winter Park
- 32789
- 1752 Chestnut Ave