216 Hillspoint Rd Westport, CT, 06880

single family home
$ 2,995,000 Sold Oct 15, 2025
86 days on market, 100% sale-to-list ratio
  • 5 beds
  • 5 baths
  • 4,669 sq ft
  • 1795 year built
  • 2 cars garage

About the 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.

Rooms & Interior

5 bedrooms beds
4 full + 1 half baths
4,669 square feet sq ft

Room Details

  • Formal Dining Room (Main Level) Beams, Fireplace, Wood Stove, Hardwood Floor
  • Bedroom (Main Level) Beams, Fireplace, Hardwood Floor
  • Full Bath (Upper Level) Double-Sink, Tub w/Shower, Tile Floor
  • Bedroom (Upper Level) Beams, Hardwood Floor
  • Bedroom (Main Level) Beams, Fireplace, Hardwood Floor
  • Full Bath (Upper Level) Double-Sink, Tub w/Shower, Tile Floor
  • Bedroom (Upper Level) Beams, Hardwood Floor
  • Formal Dining Room (Main Level) Beams, Fireplace, Wood Stove, Hardwood Floor
  • Office (Main Level) Beams, Fireplace, Hardwood Floor
  • Half Bath (Main Level) Tile Floor
  • Bedroom (Other Level) Book Shelves, Ceiling Fan, Full Bath, Wide Board Floor, Tub w/Shower
  • Primary Br Suite (Upper Level) Dressing Room, Stall Shower, Steam/Sauna, Hardwood Floor
  • Family Room (Main Level) Hardwood Floor
  • Eat In Kitchen (Main Level) Granite Counters, Dining Area, Island, Patio/Terrace, Sliders, Wide Board Floor
  • Living Room (Main Level) Beams, Fireplace, Hardwood Floor
  • Bedroom (Upper Level) Beams, Fireplace, Full Bath, Walk-In Closet, Hardwood Floor, Stall Shower
  • Other Rooms Foyer, Laundry room

Home Features

Heating

  • Fireplaces: 5
  • Heating: heat pump, hot water, radiant, zoned
  • Heat fuel type: oil, propane
  • Fuel tank: in basement

Cooling

  • Central air
  • Heat pump
  • Zoned

Interior Features

  • Auto garage door opener
  • Cable - available
  • Security system

Appliances

  • Gas range
  • Wall oven
  • Microwave
  • Range hood
  • Freezer
  • Subzero
  • Dishwasher
  • Washer
  • Dryer

Attic

  • Storage space
  • Floored
  • Walk-up

Basement

  • Full
  • Unfinished
  • Storage
  • Interior access

Laundry

  • Location: with sink/storage/pantry
  • Main level

Energy Features

  • Extra insulation
  • Ridge vents
  • Storm doors
  • Storm windows

Exterior Features

  • Sidewalk
  • Terrace
  • Awnings
  • Gutters
  • Garden area
  • Stone wall
  • French doors
  • Patio

Property Details

Parking

  • Garage spaces: 2
  • Attached garage
  • Paved
  • Driveway

Waterfront

  • Walk to water
  • Beach rights
  • Water community
  • View
Waterfront Homes in Westport

Lot Details

  • Lot surface: 0.33 acres
  • Fence - wood
  • Additional land avail.
  • Dry
  • Professionally landscaped
  • Water view
  • Flood zone: Yes

Driveway

  • Private
  • Paved
  • Asphalt

Utilities

  • Water: public water connected
  • Sewage: pub. sewer in street

Near-by Amenities

  • Golf course
  • Health club
  • Library
  • Medical facilities
  • Public pool
  • Private rec facilities
  • Shopping/mall
  • Tennis courts

Construction Details

Style
colonial

Construction year
1795

Exterior Siding
shingle, cedar

Foundation
concrete, stone

Roof
wood shingle


Area & Town

This home is located in Compo Beach neighborhood, in the town of Westport.

Finance & Listing Info

Status Closed
Listing date October 15, 2025
Closed date January 09, 2026
Days on market 86 days
List price $ 2,995,000
Close price $ 2,995,000
Sale-to-list ratio 100%
Tax amount $ 24,233
Tax year july 2025-june 2026
Financing used Cash
MLS ID #24133642
List Agent Sarah Fair
List Office William Raveis Real Estate

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