Pristine and stately 8000 s.f. classic on highly-desirable, central cul de sac, in the heart of Westport, with picturesque, private yard, stunning pool and outdoor amenities. So many recent improvements inside and out, including new cedar roof & top of the line mechanical systems. Four luxurious levels of living -- main floor's lovely formal rooms have an open flow, and include spacious formal dining room & formal living room w/fireplace, large coffered family room, paneled library, sleek white gourmet kitchen/breakfast room w/Viking range, butlers pantry, expansive four-season porch & large mudroom leading to 3-car garage. Professionally-landscaped property with pergola-covered stone patio & outdoor kitchen, fabulous pool & extensive hardscape, w/lush gardens and charming wooded footpath. The upper level features an opulent primary suite w/gleaming spa bath, fireplace, separate sitting room & dressing room, the secondary bedrooms w/en suite updated baths & Jack/Jill, and finished third floor bonus space. The bright, newly-carpeted walkout lower level has large au pair, full bath and large gym. Sewer, city water and city gas offer convenient, easy living. Full-house oversized generator & int/ext audio too. This home has it all, and is located in one of the truly quiet, and most sought after close-to-town locations -- just moments to beach, schools, parks, downtown shopping/dining & Metro North.
Sold for $4,200,000
$4,200,000
5 Windy Hill Road, Westport, CT 06880
6beds
7,908sqft
Single Family Residence
Built in 2007
1.01 Acres Lot
$4,687,500 Zestimate®
$531/sqft
$6,761 Estimated rent
Home value
$4,687,500
$4.27M - $5.11M
$6,761/mo
Zestimate® history
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List your homeWhat's special
Au pairOpulent primary suiteStunning poolFour-season porchSitting roomPaneled libraryFamily room
Zillow last checked:
Listing updated:
Listed by:
Bross Chingas Bross Team at Coldwell Banker,
Joni Usdan 203-216-7654,
Coldwell Banker Realty 203-227-8424
Bought with:
Suzette B. Kraus, RES.0802916
Compass Connecticut, LLC
Source: Smart MLS,MLS#: 24046072
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 7
- Full bathrooms: 5
- 1/2 bathrooms: 2
Rooms
- Room types: Laundry, Sitting Room
Primary bedroom
- Features: Dressing Room, Fireplace, French Doors, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: Full Bath
- Level: Upper
Bedroom
- Features: Full Bath
- Level: Upper
Bedroom
- Features: Jack & Jill Bath
- Level: Upper
Bedroom
- Features: Jack & Jill Bath
- Level: Upper
Bedroom
- Features: High Ceilings, Full Bath
- Level: Lower
Dining room
- Level: Main
Family room
- Features: Fireplace
- Level: Main
Kitchen
- Level: Main
Library
- Level: Main
Living room
- Features: Fireplace, French Doors
- Level: Main
Rec play room
- Features: Wall/Wall Carpet
- Level: Lower
Sun room
- Level: Main
Heating
- Forced Air, Zoned, Natural Gas
Cooling
- Central Air, Zoned
Appliances
- Included: Oven/Range, Microwave, Range Hood, Subzero, Dishwasher, Disposal, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Upper Level
Features
- Wired for Data, Central Vacuum, Open Floorplan, Entrance Foyer
- Basement: Full,Heated,Sump Pump,Cooled,Partially Finished,Liveable Space
- Attic: Walk-up
- Number of fireplaces: 3
Interior area
- Total structure area: 7,908
- Total interior livable area: 7,908 sqft
- Finished area above ground: 6,308
- Finished area below ground: 1,600
Property
Parking
- Total spaces: 3
- Parking features: Attached, Paved, Driveway, Garage Door Opener, Private
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Features
- Patio & porch: Porch, Terrace, Patio
- Exterior features: Outdoor Grill, Lighting, Stone Wall, Underground Sprinkler
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground
- Fencing: Wood,Partial
- Waterfront features: Beach Access, Water Community
Lot
- Size: 1.01 Acres
- Features: Secluded, Few Trees, Cul-De-Sac, Landscaped, Rolling Slope
Details
- Parcel number: 413391
- Zoning: AA
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Concrete Perimeter
- Roof: Wood
Condition
- New construction: No
- Year built: 2007
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Green energy
- Energy efficient items: Insulation
Community & HOA
Community
- Features: Near Public Transport, Golf, Library, Paddle Tennis, Playground, Public Rec Facilities, Putting Green, Tennis Court(s)
- Security: Security System
- Subdivision: In-Town
HOA
- Has HOA: No
Location
- Region: Westport
Financial & listing details
- Price per square foot: $531/sqft
- Tax assessed value: $1,595,000
- Annual tax amount: $29,699
- Date on market: 10/14/2024
- Exclusions: Per Incl/Excl Addendum
Price history
| Date | Event | Price |
|---|---|---|
| 12/3/2024 | Sold | $4,200,000+5%$531/sqft |
Source:  Smart MLS #24046072 Report a problem | ||
| 10/14/2024 | Listed for sale | $3,999,000+73.9%$506/sqft |
Source: Smart MLS #24046072 Report a problem | ||
| 8/21/2012 | Sold | $2,300,000-16.4%$291/sqft |
Source: Smart MLS #98543501 Report a problem | ||
| 8/21/2007 | Sold | $2,750,000+167.8%$348/sqft |
Source: Smart MLS #98321379 Report a problem | ||
| 3/31/2006 | Sold | $1,027,000$130/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $30,436 +2.5% | $1,613,780 +1.2% |
| 2024 | $29,699 +1.5% | $1,595,000 |
| 2023 | $29,268 +1.5% | $1,595,000 |
| 2022 | $28,822 +1.5% | $1,595,000 +1.5% |
| 2021 | $28,397 +2.2% | $1,571,500 -5.5% |
| 2020 | $27,777 -0.9% | $1,662,300 |
| 2019 | $28,026 | $1,662,300 |
| 2018 | $28,026 | $1,662,300 |
| 2017 | $28,026 +1.8% | $1,662,300 +1.8% |
| 2016 | $27,539 | $1,633,400 |
Find assessor info on the county website
Neighborhood: Staples
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Nearby schools
GreatSchools rating
- 9/10Long Lots SchoolGrades: K-5Distance: 1.2 mi
- 9/10Bedford Middle SchoolGrades: 6-8Distance: 1.2 mi
- 10/10Staples High SchoolGrades: 9-12Distance: 1 mi
Schools provided by the listing agent
- Elementary: Long Lots
- Middle: Bedford
- 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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- Connecticut
- Fairfield County
- Westport
- 06880
- Staples
- 5 Windy Hill Road
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