Discover the Westport lifestyle at its best. Set on nearly two private acres within walking distance of the Westport YMCA and Mahackeno trails, this spacious and flexible ranch feels like a private retreat yet remains close to town. With five bedrooms, four full baths, and an outdoor powder room off the garden patio, the home is designed for comfort and easy living. The main level features four bedrooms, three baths, and an updated kitchen that opens to bright, inviting spaces. The fully legal finished walkout lower level adds nearly 1,300 sq. ft. and includes a private apartment with its own kitchen, bath, mudroom/laundry, and entrance ideal for guests, extended family, an au pair, or income-producing use. A major home addition and full renovation in 2015 expanded the living space, upgraded all systems, and added a Trex deck along with a chair lift connecting both levels perfect for anyone who prefers to avoid stairs (or easily removable if not needed). Recent updates include a new HVAC system (2023), whole-house generator (2022), modern irrigation, new driveway (2024), and fresh exterior painting (2025). Earlier improvements include a new roof, windows, septic system, radon mitigation, and dual-system central air with heat pump. Outdoor living shines with a spacious patio, Trex deck, motorized awnings, and remote-controlled shades below. An outdoor powder room adds convenience for gatherings. A complete list of improvements is available in the attachments
Sold for $1,475,000
$1,475,000
259 Wilton Road, Westport, CT 06880
5beds
3,589sqft
Single Family Residence
Built in 1940
1.93 Acres Lot
$1,492,400 Zestimate®
$411/sqft
$7,784 Estimated rent
Home value
$1,492,400
$1.34M - $1.66M
$7,784/mo
Zestimate® history
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List your homeWhat's special
Zillow last checked: 7 hours ago
Listing updated: December 19, 2025 at 01:51pm
Listed by:
Inna Agujen (917)607-6385,
Coldwell Banker Realty 203-227-8424
Bought with:
Chris Peters, RES.0799528
Houlihan Lawrence
Source: Smart MLS,MLS#: 24133203
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Primary bedroom
- Level: Main
Bedroom
- Level: Main
Bedroom
- Level: Main
Bedroom
- Level: Main
Bedroom
- Level: Lower
Bathroom
- Level: Main
Bathroom
- Level: Main
Bathroom
- Level: Main
Bathroom
- Level: Lower
Bathroom
- Level: Lower
Dining room
- Level: Main
Kitchen
- Level: Main
Kitchen
- Level: Lower
Living room
- Features: Hardwood Floor
- Level: Main
Study
- Level: Lower
Heating
- Hot Water, Electric, Oil
Cooling
- Central Air, Ductless, Heat Pump
Appliances
- Included: Gas Cooktop, Convection Range, Oven/Range, Convection Oven, Microwave, Range Hood, Refrigerator, Freezer, Subzero, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Lower Level, Main Level, Mud Room
Features
- Wired for Data, In-Law Floorplan, Smart Thermostat
- Doors: Storm Door(s), French Doors
- Windows: Thermopane Windows
- Basement: Full,Heated,Apartment,Cooled,Interior Entry,Liveable Space
- Attic: Storage,Floored,Walk-up
- Number of fireplaces: 2
Interior area
- Total structure area: 3,589
- Total interior livable area: 3,589 sqft
- Finished area above ground: 2,186
- Finished area below ground: 1,403
Property
Parking
- Total spaces: 4
- Parking features: Attached, Paved, Off Street, Driveway, Garage Door Opener, Private, Asphalt
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: Accessible Bath, Bath Grab Bars, Stair Lift, Lever Door Handles, Multiple Entries/Exits
Features
- Patio & porch: Patio, Deck
- Exterior features: Rain Gutters, Lighting, Outdoor Grill, Awning(s), Garden
- Fencing: Partial
- Waterfront features: Beach Access
Lot
- Size: 1.93 Acres
- Features: Few Trees, Dry
Details
- Additional structures: Shed(s)
- Parcel number: 410392
- Zoning: AA
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Shake Siding
- Foundation: Block, Concrete Perimeter, Raised
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1940
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Green energy
- Energy efficient items: Insulation, Thermostat, Doors, Windows
Community & neighborhood
Security
- Security features: Security System
Community
- Community features: Basketball Court, Near Public Transport, Health Club, Library, Park, Playground, Private School(s)
Location
- Region: Westport
- Subdivision: Old Hill
Price history
| Date | Event | Price |
|---|---|---|
| 12/19/2025 | Sold | $1,475,000$411/sqft |
Source:  Smart MLS #24133203 Report a problem | ||
| 11/5/2025 | Pending sale | $1,475,000$411/sqft |
Source: Smart MLS #24133203 Report a problem | ||
| 10/13/2025 | Listing removed | $7,900$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 10/13/2025 | Listed for sale | $1,475,000+120.1%$411/sqft |
Source: Smart MLS #24133203 Report a problem | ||
| 8/16/2025 | Price change | $7,900-7.1%$2/sqft |
Source: Zillow Rentals Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $9,639 +1.3% | $511,100 |
| 2024 | $9,517 +1.5% | $511,100 |
| 2023 | $9,379 +1.5% | $511,100 |
Find assessor info on the county website
Neighborhood: Old Hill
Nearby schools
GreatSchools rating
- 9/10King's Highway Elementary SchoolGrades: K-5Distance: 1.5 mi
- 9/10Coleytown Middle SchoolGrades: 6-8Distance: 1.9 mi
- 10/10Staples High SchoolGrades: 9-12Distance: 2.4 mi
Schools provided by the listing agent
- Elementary: Kings Highway
- Middle: Coleytown
- High: Staples
Source: Smart 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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$1,492,400
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With Zillow Showcase(estimated)
$1,522,248
- Connecticut
- Fairfield County
- Westport
- 06880
- Old Hill
- 259 Wilton Road