George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
Westport, CT / SOLD
5 Windy Hill RoadWestport, CT 06880
The buyer could have saved $52,500 in brokerage fees*
When you buy with Cress, we give you back a portion of the brokerage commission we receive.
See how the commission rebate works ↗*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.
Sale Price$4,200,000ClosedDecember 2, 2024
Open house
At a glance
Closed · MLS #24046072- Bedrooms
- 6
- BathroomsBaths
- 5 full / 2 half
- Square feet
- 7,908
- Year built
- 2007
- Acres
- 1.01
- Property taxes
- $29,699
July 2024-June 2025
Read the full listing description
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.
Schools
- Elementary
- Long Lots
- Middle
- Bedford
- High
- Staples
Schools as reported by SmartMLS. Confirm attendance assignments with the district.
Price history
| Date | Event | Price |
|---|---|---|
| Closed price | $4,200,000 | |
| Original list price | $3,999,000 |
Intermediate price changes and previous listings may not be included.
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*Estimate: $4,200,000 closed price × assumed 2.5% buyer-agent commission × 50% rebate = $52,500. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation. This is a hypothetical estimate, not a rebate paid on this sale.
Listed by Coldwell Banker Realty
Joni Usdan
SmartMLS · Listing #24046072 · Closed
Listing data checked: Sep 25, 2026, 5:37 PM EDT.
Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.
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