216 Hillspoint Road Westport, CT $ 2,995,000
216 Hillspoint Road
$ 2,995,000
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216 Hillspoint Road

Westport, CT, 06880
$ 2,995,000
Bedrooms5 Baths4.1 Sq 4,669

Monthly Estimate*

$ 18,685

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Single Family Home for sale in Westport, CT

for $2,995,000 with 5 bedrooms and 4 full baths, 1 half bath. This 4,669 square foot home was built in 1795 on a lot size of 0.33.

A rare opportunity in the heart of Compo Beach! This beautifully rebuilt updated 5BR, 4.5BA home offers over 4,600 sq ft of living space on a spacious and private .33-acres-uncommon scale for the neighborhood. Just steps from Old Mill and Compo Beaches, enjoy the privacy of a tucked-away residence with the convenience of in-town living and coastal beach access right across the street. Built with character by ship captain William Sherwood in the early 1800s, the home retains its historic charm and has been thoughtfully rebuilt, structurally reinforced, and expanded-preserving its architectural essence while introducing high-end finishes and craftsmanship. Timeless character blends with modern comfort featuring wide-plank floors, exposed beams, and custom millwork warmth, while natural light fills every room. From the inviting family rooms to the formal living and dining rooms, each centered around beautiful fireplaces that add depth and atmosphere. The chef's kitchen with cherry cabinetry and high-end appliances opens to stone patios and lush gardens-perfect for entertaining. Ideal as a spacious year-round family residence or weekend guest retreat, the flexible layout includes a serene primary suite with spa bath and dressing room, three additional bedrooms, and a finished open-plan third floor with water views and full bath-perfect for guests, office, or studio. The lower level showcases steel beam construction and meticulous care. FEATURES THAT SET THIS LISTING APART: (1) 2 car ATTACHED garage with 240V EV charging station; (2) Room for a pool; (3) Water views from several rooms; (4) Natural Gas Hook Up; (5) Lot Size (.33 acres) and square footage of home (+/-4600 sq ft); (6) Across from Old Mill Beach, steps from Compo Beach, Longshore Club; (7) Minutes to Westport Train Stations, Saugatuck Village, downtown Westport; (8) Enjoy top-rated schools and vibrant local amenities including Levitt Pavilion, Westport Playhouse, Farmers Market; (9) TURN KEY. Move in and enjoy Westport's breathtaking beach community . Set on a .33-acre lot with mature landscaping and PRIVACY. Perfectly positioned, this home offers an unparalleled lifestyle where luxury, history and coastal living converge. Live where the beach meets timeless sophistication. Welcome to Compo Beach living at its finest. Ask listing agent for details on additional land available.

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Single Family Contingent

Price

$ 2,995,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 24,233

Style

Lot Size

0.33

Year Built

1795

Town/City

Westport

MLS | Web ID

24133642

Features
General
Zoning B
Neighborhood Compo Beach
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Under Contract
Acres 0.33
Directions GPS Friendly.
High School Staples
City Westport
Elementary School Greens Farms
Sq Ft Total 4669
DOM 9
Year Built 1795
Exclusions See Inclusion/Exclusion Addendum.
Style Colonial
Year Built Source Public Records
Energy Features Extra Insulation Ridge Vents Storm Doors Storm Windows
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Interior
Cooling System Central Air Heat Pump Zoned
Total Rooms 11
Basement Description Full Unfinished Storage Interior Access
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Exterior
Water Source Public Water Connected
Lot Description Fence - Wood Additional Land Avail. Dry Professionally Landscaped Water View
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* Excluded Features
List By
Sarah Fair

Listing Agent

William Raveis Real Estate

Broker

sarah.fair@raveis.com

Email

Affordability Calculator

$20,704
Per Month
90%
10%
0%
Monthly Principal & Interest
$18,685
Monthly Property Taxes
$2,019
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
2060353 Elementary School
1967866 Middle School
Staples High School High School
Pricing History
DatePricePrice ChangeDescription
10/16/2025$2,995,000 Listed Price

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216 Hillspoint Road, Westport, CT, 06880 is a Single Family Home for sale at $2,995,000 with 4,669 sqft and a lot size of 0.33. 216 Hillspoint Road has 5 bedrooms, 4.1 baths, and was built in 1795. The property's zip code is 06880 which is in Westport, CT