Home / Recently Sold / Westport
Closed · For Sale
$2,995,000
Sold 2026-01-09

216 Hillspoint Road, Westport, Connecticut 06880

5 beds 5 baths 4,669 sq ft Single Family For Sale Built 1795
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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.

Status
Closed
Type
Single Family For Sale
Price
$2,995,000
Beds
5
Baths
5
Interior
4,669 sq ft
Lot
0.33 ac
Year Built
1795
MLS #
24133642
ZIP
06880
Days on Market
9
Heat
Oil, Propane · Heat Pump, Hot Water, Radiant, Zoned
Cooling
Central Air, Heat Pump, Zoned
Water
Public Water Connected
Sewer
Public Sewer In Street
Parking
Attached Garage, Paved, Driveway (2-car)
Laundry
Main Level — With Sink/Storage/Pantry
Flood Zone
Yes

Flood risk: check the FEMA flood map for this address.

Schools

Elementary
Greens Farms
Middle / Jr High
Bedford
High School
Staples

Taxes

Property tax
$24,233 (July 2025-June 2026)
Assessed value
$1,284,900

Interior

Appliances
Gas Range, Wall Oven, Microwave, Range Hood, Freezer, Subzero, Dishwasher, Washer, Dryer
Basement
Full, Unfinished, Storage, Interior Access
Attic
Storage Space, Floored, Walk-up
Fireplaces
5
Total rooms
11

Building & Exterior

Style
Colonial
Roof
Wood Shingle
Siding
Shingle, Cedar
Exterior features
Sidewalk, Terrace, Awnings, Gutters, Garden Area, Stone Wall, French Doors, Patio
Foundation
Concrete, Stone
New construction
No/Resale

Lot & Land

Zoning
B
Lot
Fence - Wood, Additional Land Avail., Dry, Professionally Landscaped, Water View
Waterfront
Walk to Water, Beach Rights, Water Community, View

Energy

Energy features
Extra Insulation, Ridge Vents, Storm Doors, Storm Windows

What's nearby

Grocery
Trader Joe's1.79 mi away
Also nearby
Whole Foods Market2.0 mi away
Pharmacy
CVS Pharmacy1.83 mi away
Train
Westport Station1.33 mi awayMetro-North Railroad
Elementary
Greens Farms
Middle
Bedford
High school
Staples
~1.5 miTrader Joe's — 1.79 miWhole Foods Market — 2.0 miCVS Pharmacy — 1.83 miWestport — 1.33 mi
This homeGroceryPharmacyTrain

Real streets from OpenStreetMap; distances are straight-line from the property, not driving routes.

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

2026-01-09Sold — $2,995,000 (this listing)MLS 24133642

Public record

From the Westport assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built1795
Living area4,669 sq ft
Total rooms11
Lot size0.45 acres
Stories2.25
HeatHydroAir
ExteriorWood Shingle
Assessed value$1,284,900
Town appraisal$1,835,571
Last recorded sale1990 — $362,500
Listing courtesy of William Raveis Real Estate — Sarah Fair · (203) 762-8300

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