216 Hillspoint Road, Westport, CT 06880
Local realty services provided by:CENTURY 21 Shutters & Sails
216 Hillspoint Road,Westport, CT 06880
$2,995,000
- 5 Beds
- 5 Baths
- 4,669 sq. ft.
- Single family
- Pending
Listed by: sarah fair(203) 858-6301
Office: william raveis real estate
MLS#:24133642
Source:CT
Price summary
- Price:$2,995,000
- Price per sq. ft.:$641.46
About this home
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.
Contact an agent
Home facts
- Year built:1795
- Listing ID #:24133642
- Added:59 day(s) ago
- Updated:December 11, 2025 at 08:25 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Living area:4,669 sq. ft.
Heating and cooling
- Cooling:Central Air, Heat Pump, Zoned
- Heating:Heat Pump, Hot Water, Radiant, Zoned
Structure and exterior
- Roof:Wood Shingle
- Year built:1795
- Building area:4,669 sq. ft.
- Lot area:0.33 Acres
Schools
- High school:Staples
- Middle school:Bedford
- Elementary school:Greens Farms
Utilities
- Water:Public Water Connected
Finances and disclosures
- Price:$2,995,000
- Price per sq. ft.:$641.46
- Tax amount:$24,233 (July 2025-June 2026)
New listings near 216 Hillspoint Road
- New
$1,500,000Active3 beds 3 baths2,107 sq. ft.5 Over Rock Lane, Westport, CT 06880
MLS# 24144372Listed by: William Pitt Sotheby's Int'l - New
$790,000Active3 beds 2 baths1,080 sq. ft.29 Guyer Road, Westport, CT 06880
MLS# 24142691Listed by: Brown Harris Stevens - Open Sun, 12 to 2pmNew
$5,750,000Active5 beds 6 baths5,199 sq. ft.24 Compo Parkway, Westport, CT 06880
MLS# 24141695Listed by: Compo Point Properties
$825,000Pending3 beds 2 baths1,656 sq. ft.115 Valley Road, Westport, CT 06880
MLS# 24143421Listed by: Higgins Group Bedford Square
$999,000Pending4 beds 3 baths2,133 sq. ft.4 Woods Grove Road, Westport, CT 06880
MLS# 24142924Listed by: RE/MAX Heritage- Open Sun, 1 to 3pmNew
$1,625,000Active2 beds 3 baths1,416 sq. ft.785 Post Road East #204, Westport, CT 06880
MLS# 24139074Listed by: Boost Real Estate Group
$2,800,000Active4 beds 4 baths4,000 sq. ft.53 Cross Highway, Westport, CT 06880
MLS# 24142641Listed by: Philips Real Estate
$1,995,000Active4 beds 4 baths3,716 sq. ft.15 Cross Highway, Westport, CT 06880
MLS# 24137765Listed by: Compass Connecticut, LLC
$1,999,000Active3 beds 3 baths2,844 sq. ft.24 Warnock Drive, Westport, CT 06880
MLS# 24141029Listed by: William Raveis Real Estate
$1,899,000Pending4 beds 3 baths4,237 sq. ft.5 Willow Walk, Westport, CT 06880
MLS# 24140916Listed by: Brown Harris Stevens