1506 Chestnut Ave, Winter Park, FL 32789
Home value
$2,471,200
$2.25M - $2.72M
$7,303/mo
Owner options
$7,303/mo
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$17,861/mo
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Zillow last checked:
Listing updated:
Alison Mosley 407-304-6458,
PREMIER SOTHEBY'S INTL. REALTY 407-644-3295
Alison Mosley, 639130
PREMIER SOTHEBY'S INTL. REALTY

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Dimensions: 13x19
Bedroom 1
- Features: Walk-In Closet(s)
- Level: Second
- Dimensions: 12.2x13
Bedroom 2
- Features: Walk-In Closet(s)
- Level: Second
- Dimensions: 12.4x13
Bedroom 3
- Features: Walk-In Closet(s)
- Level: Second
- Dimensions: 12.4x13
Bedroom 4
- Features: Walk-In Closet(s)
- Level: Second
- Dimensions: 12.4x13
Den
- Level: First
- Dimensions: 11.8x13
Kitchen
- Level: First
- Dimensions: 10x17
Living room
- Level: First
- Dimensions: 18.8x19
Heating
- Electric, Natural Gas
Cooling
- Central Air
Appliances
- Included: Bar Fridge, Oven, Cooktop, Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Range Hood, Refrigerator, Trash Compactor, Washer, Wine Refrigerator
- Laundry: Inside, Laundry Room
Features
- Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Sauna, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s), Wet Bar
- Flooring: Hardwood
- Doors: Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Sliding Doors
- Windows: Window Treatments
- Has fireplace: Yes
Interior area
- Total structure area: 5,131
- Total interior livable area: 3,545 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: Two
- Stories: 2
- Exterior features: Dog Run, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Sidewalk, Storage
- Has private pool: Yes
- Pool features: Heated, In Ground
- Has spa: Yes
- Spa features: Heated
- Fencing: Fenced
Lot
- Size: 9,061 Square Feet
- Features: City Lot, Sidewalk
Details
- Additional structures: Cabana
- Parcel number: 322130453602181
- Zoning: WP-R-1A
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Stucco
- Foundation: Block, Slab
- Roof: Metal,Shingle
Condition
- New construction: No
- Year built: 2021
Details
- Builder name: Bates Custom Homes
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Cable Connected, Propane, Street Lights, Underground Utilities
Community & HOA
Community
- Security: Fire Alarm, Security System Owned, Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: LAKE KNOWLES TERRACE
HOA
- Has HOA: No
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $705/sqft
- Tax assessed value: $1,534,638
- Annual tax amount: $18,908
- Date on market: 1/17/2025
- Cumulative days on market: 3 days
- Ownership: Fee Simple
- Total actual rent: 0
- Road surface type: Brick
Price history
| Date | Event | Price |
|---|---|---|
| 2/28/2025 | Sold | $2,500,000+0.2%$705/sqft |
Source: | ||
| 1/21/2025 | Pending sale | $2,495,000$704/sqft |
Source: | ||
| 1/17/2025 | Listed for sale | $2,495,000+831%$704/sqft |
Source: | ||
| 9/11/2019 | Listing removed | $1,795$1/sqft |
Source: HAMPTON & HAMPTON MGMT LEASING #O5802742 Report a problem | ||
| 8/1/2019 | Listed for rent | $1,795+4.1%$1/sqft |
Source: Hampton & Hampton Management & Leasing Inc. (SH 3297) Report a problem | ||
| 2/10/2015 | Listing removed | $1,725 |
Source: Hampton & Hampton Management & Leasing Inc. Report a problem | ||
| 2/6/2015 | Listed for rent | $1,725 |
Source: Hampton & Hampton Management & Leasing Inc. Report a problem | ||
| 3/12/2003 | Sold | $268,000+114.4%$76/sqft |
Source: Public Record Report a problem | ||
| 9/29/1998 | Sold | $125,000$35/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $18,981 +3.4% | $1,259,538 +3% |
| 2023 | $18,356 +3.5% | $1,222,852 +3% |
| 2022 | $17,733 +221.2% | $1,187,235 +239.2% |
| 2021 | $5,520 +3.7% | $350,000 +7.9% |
| 2020 | $5,325 +3.5% | $324,309 +10% |
| 2019 | $5,147 +3.5% | $294,826 +10% |
| 2018 | $4,971 | $268,024 -6.4% |
| 2017 | $4,971 +12.8% | $286,361 +0.7% |
| 2016 | $4,408 +4.7% | $284,272 +7.9% |
| 2015 | $4,211 +21.6% | $263,573 +24.9% |
| 2014 | $3,462 +18.7% | $211,030 +26.8% |
| 2013 | $2,917 +49.2% | $166,422 +11.9% |
| 2012 | $1,955 -12.7% | $148,664 -9.5% |
| 2011 | $2,240 -13% | $164,293 -12.8% |
| 2010 | $2,574 | $188,332 -18.2% |
| 2009 | -- | $230,359 -17.2% |
| 2008 | $2,411 -4.9% | $278,314 -15.8% |
| 2007 | $2,537 -6.3% | $330,584 +21.2% |
| 2006 | $2,708 +0.2% | $272,662 +16.1% |
| 2005 | $2,703 +4.8% | $234,858 +41.2% |
| 2004 | $2,579 +56.1% | $166,292 +4.8% |
| 2003 | $1,652 +3.1% | $158,735 +20.2% |
| 2002 | $1,602 +0.7% | $132,042 +8.7% |
| 2001 | $1,591 +3% | $121,443 +2.7% |
| 2000 | $1,545 | $118,238 |
Neighborhood: 32789
Nearby homes
- $652,5003 bd1 ba1.1k sqft1500 Chestnut Ave, Winter Park, FL 32789Off Market
- $1,174,7004 bd3 ba2.2k sqft1510 Chestnut Ave, Winter Park, FL 32789Off Market

- $1,095,0003 bd4 ba1.9k sqft1450 Chestnut Ave, Winter Park, FL 32789Sold

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- $1,902,8004 bd4 ba3.3k sqft1533 Wilbar Cir, Winter Park, FL 32789Off Market
- $477,7002 bd2 ba1.1k sqft1440 Chestnut Ave, Winter Park, FL 32789Off Market
- $597,8003 bd2 ba1.1k sqft1540 Chestnut Ave, Winter Park, FL 32789Off Market
- $605,0004 bd1 ba1.2k sqft1554 Sunset Dr, Winter Park, FL 32789Off Market
Nearby schools
GreatSchools rating
- 7/10Lakemont Elementary SchoolGrades: K-5Distance: 0.5 mi
- 6/10Maitland Middle SchoolGrades: 6-8Distance: 1.6 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 2.1 mi
Schools provided by the listing agent
- Elementary: Lakemont Elem
- Middle: Maitland Middle
- High: Winter Park 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 Park
- 32789
- 1506 Chestnut Ave