216 Hillspoint Road, Westport, Connecticut

$2,995,000

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5

Beds

5

Baths

4,669

Square feet

0.33

Acres

About 216 Hillspoint Road

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 of 216 Hillspoint Road

MLS® # 24133642
Price $2,995,000
Bedrooms 5
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 4,669
Acres 0.33
Type Single Family For Sale
Style Colonial
Status Active

Community Information

Address 216 Hillspoint Road
Area Compo Beach
City Westport
County Fairfield
State Connecticut
Zip Code 06880

Amenities

Features Extra Insulation, Ridge Vents, Storm Doors, Storm Windows
Parking Spaces 5
Parking Attached Garage, Paved, Driveway
# of Garages 2
Is Waterfront No
Waterfront Walk to Water, Beach Rights, Water Community, View
Has Pool No

Interior

Interior Features Auto Garage Door Opener, Cable - Available, Security System
Appliances Gas Range, Wall Oven, Microwave, Range Hood, Freezer, Subzero, Dishwasher, Washer, Dryer
Heating Heat Pump, Hot Water, Radiant, Zoned, Oil, Propane
Cooling Central Air, Heat Pump, Zoned
Fireplace Yes
# of Fireplaces 5
Has Basement Yes
Basement Full, Unfinished, Storage, Interior Access

Exterior

Exterior Shingle, Cedar
Exterior Features Sidewalk, Terrace, Awnings, Gutters, Garden Area, Stone Wall, French Doors, Patio
Lot Description Fence - Wood, Additional Land Avail., Dry, Professionally Landscaped, Water View
Roof Wood Shingle
Foundation Concrete, Stone

School Information

Elementary Greens Farms
Middle Bedford
High Staples

Additional Information

Date Listed October 16th, 2025
Days on Market 1
Zoning B
RE / Bank Owned No

Listing Details

OfficeWilliam Raveis Real Estate

Listing Map

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