216 Hillspoint Road, Westport, CT 06880
Local realty services provided by:ERA Key Realty Services
216 Hillspoint Road,Westport, CT 06880
$2,995,000
- 5 Beds
- 5 Baths
- 4,669 sq. ft.
- Single family
- Active
Listed by:sarah fair
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:1 day(s) ago
- Updated:October 16, 2025 at 10:27 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
- Coming Soon$829,000Coming Soon2 beds 2 baths
4 Colony Road, Weston, CT 06880
MLS# 24133742Listed by: Compass Connecticut, LLC - New$3,750,000Active7 beds 9 baths10,104 sq. ft.
249 Greens Farms Road, Westport, CT 06880
MLS# 24132302Listed by: Compass Connecticut, LLC - Open Thu, 12:30 to 2:30pmNew$2,785,000Active4 beds 4 baths5,434 sq. ft.
6 Nutcracker Lane, Westport, CT 06880
MLS# 24133128Listed by: Coldwell Banker Realty - Open Thu, 11am to 2pmNew$2,999,999Active6 beds 5 baths5,325 sq. ft.
3 Country Road, Westport, CT 06880
MLS# 24132398Listed by: Douglas Elliman of Connecticut - New$1,699,900Active3 beds 2 baths3,171 sq. ft.
40 Maple Avenue North, Westport, CT 06880
MLS# 24129155Listed by: Nationwide Homes - Open Thu, 10am to 2pmNew$1,475,000Active5 beds 5 baths3,086 sq. ft.
259 Wilton Road, Westport, CT 06880
MLS# 24133203Listed by: Coldwell Banker Realty - Open Thu, 11am to 2pmNew$3,295,000Active5 beds 5 baths3,200 sq. ft.
26 Treadwell Avenue, Westport, CT 06880
MLS# 24132802Listed by: Compass Connecticut, LLC - Open Thu, 10am to 1pmNew$2,300,000Active5 beds 4 baths2,732 sq. ft.
5 Minard Drive, Westport, CT 06880
MLS# 24129810Listed by: William Pitt Sotheby's Int'l - Open Thu, 11am to 2pmNew$2,695,000Active4 beds 2 baths2,290 sq. ft.
33 Burnham Hill, Westport, CT 06880
MLS# 24130770Listed by: Higgins Group Bedford Square