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
$4,453,600 Zestimate®
$531/sqft
$20,364 Estimated rent
Home value
$4,453,600
$3.96M - $4.99M
$20,364/mo
Zestimate® history
Loading...
Owner options
List your home for rent
$20,364/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
Learn more$20,364/mo
Rent Zestimate®
Refinance and save
$29,415/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
See today's rates$29,415/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked: 7 hours ago
Listing updated: December 03, 2024 at 08:56am
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
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 & neighborhood
Security
- Security features: Security System
Community
- Community features: Near Public Transport, Golf, Library, Paddle Tennis, Playground, Public Rec Facilities, Putting Green, Tennis Court(s)
Location
- Region: Westport
- Subdivision: In-Town
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 |
Find assessor info on the county website
Neighborhood: Staples
Nearby schools
GreatSchools rating
- 9/10Long Lots SchoolGrades: K-5Distance: 1.3 mi
- 8/10Bedford 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.
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$4,453,600
2% more
+$89,072
With Zillow Showcase(estimated)
$4,542,672
- Connecticut
- Fairfield County
- Westport
- 06880
- Staples
- 5 Windy Hill Road