Opportunity awaits in the most desirable neighborhood! Buyers have cold feet. Nestled in the Elizabeth’s Walk subdivision in the highly coveted Windsong community of Winter Park, this renovated four-bedroom, four-bathroom pool home offers exceptional privacy and refined updates. Quiet interior street and mature landscaping the home feels secluded. Recent improvements include a new roof (2023), two new AC systems 4-ton Carrier Infinity downstairs and a 2.5-ton Trane upstairs (2025) and fresh exterior and interior paint in the kitchen and bathroom. The updated kitchen features a butcher block island and new cabinetry hardware. Beautiful wine storage room to showcase your finest wines. The newly redesigned powder bath includes hidden storage and a full shower. The living areas are open and welcoming, highlighted by recessed ceilings in the informal living room with distinctive wood beams in the family room giving the home character. The primary suite features dual closets plus a linen closet, fresh paint, new mirrors, tv, lighting, and UV film on doors to keep the suite very cool and save on electrical. The nursery showcases new paint, custom wallpaper, drapes, and remote shades, basically every detail thoughtfully considered. Upstairs, a generous loft serves perfectly as a playroom, exercise room or home office, along with two ensuite bedrooms and a large AC storage room. Outdoor living is private and inviting, with a newly refinished PebbleTec pool finish, new pool coping, gas fireplace, new screen enclosure and professionally updated landscaping (2024). The backyard feels like a personal retreat -quiet, enclosed, and perfect for both relaxing and entertaining. Other features include new insulation (2024), custom aluminum privacy gates with locks, Wi-Fi-enabled Schlage front door lock, touchscreen garage access, Ring cameras, and new thermostats. Living in Windsong offers a sense of community, exclusivity with access to the Winter Park Chain of Lakes, pools, a kids water park area, and playgrounds. Pontoon boat available for residents use. Just minutes from Park Avenue’s shops and restaurants, Baldwin Park, and top-rated schools including Brookshire Elementary, Glenridge Middle, Winter Park High. Great location for private schools- Lake Highland Prep and Trinity Prep.
Sold for $1,475,000
$1,475,000
1408 Chapman Cir, Winter Park, FL 32789
4beds
3,237sqft
Single Family Residence
Built in 2003
8,059 Square Feet Lot
$1,486,500 Zestimate®
$456/sqft
$6,926 Estimated rent
Home value
$1,486,500
$1.37M - $1.62M
$6,926/mo
Zestimate® history
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List your homeWhat's special
Butcher block islandNew pool copingHidden storageBeautiful wine storage roomNewly redesigned powder bathNew screen enclosureFull shower
Zillow last checked:
Listing updated:
Listed by:
Jennifer Sloan 407-810-8333,
COMPASS FLORIDA LLC 407-203-9441
Bought with:
Nicole Rader, 657686
MAINFRAME REAL ESTATE
Source: Stellar MLS,MLS#: O6357486
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 4
Rooms
- Room types: Attic
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 255 Square Feet
- Dimensions: 17x15
Bedroom 2
- Features: Walk-In Closet(s)
- Level: First
- Area: 150 Square Feet
- Dimensions: 15x10
Bedroom 3
- Features: En Suite Bathroom, Walk-In Closet(s)
- Level: Second
- Area: 169 Square Feet
- Dimensions: 13x13
Bedroom 4
- Features: Walk-In Closet(s)
- Level: Second
- Area: 221 Square Feet
- Dimensions: 17x13
Primary bathroom
- Features: Water Closet/Priv Toilet
- Level: First
- Area: 143 Square Feet
- Dimensions: 13x11
Balcony porch lanai
- Level: First
- Area: 924 Square Feet
- Dimensions: 28x33
Bonus room
- Features: Storage Closet
- Level: Second
- Area: 276 Square Feet
- Dimensions: 12x23
Family room
- Level: First
- Area: 400 Square Feet
- Dimensions: 20x20
Kitchen
- Features: Pantry
- Level: First
- Area: 168 Square Feet
- Dimensions: 12x14
Living room
- Level: First
- Area: 195 Square Feet
- Dimensions: 15x13
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Oven, Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator
- Laundry: Inside, Laundry Room
Features
- Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Thermostat, Tray Ceiling(s), Walk-In Closet(s)
- Flooring: Carpet, Tile, Hardwood
- Doors: French Doors, Outdoor Grill, Sliding Doors
- Windows: Shutters, Window Treatments
- Has fireplace: Yes
- Fireplace features: Gas, Outside
Interior area
- Total structure area: 3,717
- Total interior livable area: 3,237 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage Door Opener, Garage Faces Side
- Attached garage spaces: 2
- Details: Garage Dimensions: 21x23
Features
- Levels: Two
- Stories: 2
- Patio & porch: Patio, Screened, Side Porch
- Exterior features: Irrigation System, Lighting, Outdoor Grill, Sidewalk
- Has private pool: Yes
- Pool features: In Ground
- Waterfront features: Lake Privileges
- Body of water: LAKE MIZELL
Lot
- Size: 8,059 Square Feet
- Features: City Lot, Sidewalk
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Parcel number: 172230937100690
- Zoning: PURD
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Mediterranean
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 2003
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected, Natural Gas Available, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected
Community & HOA
Community
- Features: Dock, Fishing, Water Access, Deed Restrictions, Playground, Pool, Sidewalks
- Pet fee: $0 monthly
- Subdivision: WINDSONG ELIZABETHS WALK 43/81
HOA
- Has HOA: Yes
- Amenities included: Playground, Pool
- Services included: Community Pool, Pool Maintenance
- HOA fee: $262 monthly
- HOA name: Greg Ashworth
- HOA phone: 407-447-9955
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $456/sqft
- Tax assessed value: $1,280,891
- Annual tax amount: $14,649
- Date on market: 11/4/2025
- Cumulative days on market: 81 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 |
|---|---|---|
| 3/16/2026 | Sold | $1,475,000-1.3%$456/sqft |
Source:  Stellar MLS #O6357486 Report a problem | ||
| 2/9/2026 | Pending sale | $1,495,000$462/sqft |
Source: Stellar MLS #O6357486 Report a problem | ||
| 1/21/2026 | Price change | $1,495,000-2%$462/sqft |
Source: Stellar MLS #O6357486 Report a problem | ||
| 1/9/2026 | Pending sale | $1,525,000$471/sqft |
Source: Stellar MLS #O6357486 Report a problem | ||
| 11/17/2025 | Price change | $1,525,000-1.5%$471/sqft |
Source: Stellar MLS #O6357486 Report a problem | ||
| 11/4/2025 | Listed for sale | $1,549,000+54.9%$479/sqft |
Source: Stellar MLS #O6357486 Report a problem | ||
| 2/18/2021 | Sold | $1,000,000+0.5%$309/sqft |
Source: Stellar MLS #O5916958 Report a problem | ||
| 1/20/2021 | Pending sale | $995,000$307/sqft |
Source: CREEGAN GROUP #O5916958 Report a problem | ||
| 1/20/2021 | Listed for sale | $995,000$307/sqft |
Source: CREEGAN GROUP #O5916958 Report a problem | ||
| 1/20/2021 | Pending sale | $995,000$307/sqft |
Source: Stellar MLS #O5916958 Report a problem | ||
| 1/18/2021 | Listed for sale | $995,000+13.7%$307/sqft |
Source: Stellar MLS #O5916958 Report a problem | ||
| 4/1/2019 | Sold | $875,000$270/sqft |
Source: Public Record Report a problem | ||
| 2/1/2019 | Listed for sale | $875,000-2.2%$270/sqft |
Source: MAXIM REALTY ORLANDO #S5012864 Report a problem | ||
| 8/8/2017 | Listing removed | $895,000$276/sqft |
Source: KELLY PRICE & COMPANY LLC #O5468323 Report a problem | ||
| 6/2/2017 | Price change | $895,000-2.2%$276/sqft |
Source: KELLY PRICE & COMPANY LLC #O5468323 Report a problem | ||
| 5/1/2017 | Price change | $915,000-2.7%$283/sqft |
Source: KELLY PRICE & COMPANY LLC #O5468323 Report a problem | ||
| 2/1/2017 | Price change | $940,000-3.6%$290/sqft |
Source: KELLY PRICE & COMPANY LLC #O5468323 Report a problem | ||
| 9/28/2016 | Listed for sale | $975,000-8%$301/sqft |
Source: KELLY PRICE & COMPANY LLC #O5468323 Report a problem | ||
| 6/19/2007 | Sold | $1,060,000+46.7%$327/sqft |
Source: Public Record Report a problem | ||
| 6/25/2003 | Sold | $722,400$223/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $14,649 +4.1% | $968,461 +3.5% |
| 2023 | $14,074 +4.4% | $935,399 +3% |
| 2022 | $13,475 +15.9% | $908,154 +23.8% |
| 2021 | $11,624 -2.2% | $733,567 -0.6% |
| 2020 | $11,887 +46.7% | $737,659 +38.6% |
| 2019 | $8,102 +0.5% | $532,345 +1.9% |
| 2018 | $8,059 | $522,419 -23.1% |
| 2017 | $8,059 +0.9% | $679,333 +1.7% |
| 2016 | $7,989 +2.1% | $667,858 +2.8% |
| 2015 | $7,828 -3.1% | $649,674 +5.6% |
| 2014 | $8,083 +2.2% | $615,126 +26.5% |
| 2013 | $7,912 -1.6% | $486,420 -0.8% |
| 2012 | $8,043 -5.3% | $490,304 -4.6% |
| 2011 | $8,493 -1.6% | $513,992 -4.4% |
| 2010 | $8,628 | $537,636 -28.1% |
| 2009 | -- | $747,699 -11.4% |
| 2008 | $13,246 +93.5% | $844,128 +16.5% |
| 2007 | $6,845 -6.5% | $724,402 +6% |
| 2006 | $7,322 -0.1% | $683,152 +10.2% |
| 2005 | $7,330 +4.4% | $619,860 +52.5% |
| 2004 | $7,021 +223.2% | $406,590 +238.8% |
| 2003 | $2,172 +0.1% | $120,000 |
| 2002 | $2,171 | $120,000 |
Find assessor info on the county website
Neighborhood: 32789
Nearby homes
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Nearby schools
GreatSchools rating
- 4/10Brookshire Elementary SchoolGrades: PK-5Distance: 1.3 mi
- 7/10Glenridge Middle SchoolGrades: 6-8Distance: 0.2 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 0.8 mi
Schools provided by the listing agent
- Elementary: Brookshire Elem
- Middle: Glenridge 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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Estimated market value
$1,486,500
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,486,500
- Florida
- Orange County
- Winter Park
- 32789
- 1408 Chapman Cir
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