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216 Hillspoint RoadWestport, CT 06880

For Sale

$2,995,000

Smart Buyer Rebate $29,950

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.

Listed by Sarah Fair

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William Raveis Real Estate

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(203) 858-6301

Last updated October 19, 2025

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Source: SmartMLS #24133642

Listing Facts

  • TypeSingle-family
  • NeighborhoodCompo-Owenoke Historic District
  • Bedrooms5
  • Bathrooms5
  • Days on Prevu9
  • Taxes$24,233/year
  • Size4,669 sqft
  • Price per sqft$641

Location

Mortgage Calculator

Listing History

10/15/2025
Listed by William Raveis Real Estate
$2,995,000

Property Details for 216 Hillspoint Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Wood Shingle
  • Year Built: 1795
  • Year Built Details: Public Records
  • Architectural Style: Colonial
  • Construction Materials: Frame, Steel, Other
  • Exterior Features: Sidewalk, Terrace, Awnings, Gutters, Garden Area, Stone Wall, French Doors, Patio

Features

  • Waterfront Features: Walk to Water, Beach Rights, Water Community, View

Measurements

  • Lot Features: Fence - Wood, Additional Land Avail., Dry, Professionally Landscaped, Water View
  • Lot Size Acres: 0.33

Financial

Taxes

  • Parcel Number: 999999999
  • Tax Annual Amount: $24,233.00
  • Tax Year: 25

Interior

Features

  • Appliances: Gas Range, Wall Oven, Microwave, Range Hood, Freezer, Subzero, Dishwasher, Washer, Dryer
  • Fireplaces Total: 5
  • Interior Features: DROPEN, CABLE, SECURESY

Rooms

  • Basement: Full, Unfinished, Storage, Interior Access
  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 5
  • Rooms Total: 11

Other

General

  • Exclusions: See Inclusion/Exclusion Addendum.

Parking

Parking

  • Attached Garage: Attached Garage, Paved, Driveway
  • Garage Spaces: 2
  • Parking Total: 5

Schools

Elementary School

  • Elementary School: Greens Farms

High School

  • High School: Staples

Middle or Junior School

  • Middle Or Junior School: Bedford

Utilities

Equipment

  • Cooling: Central Air, Heat Pump, Zoned
  • Heating: Heat Pump, Hot Water, Radiant, Zoned
  • Laundry Features: Main Level
  • Sewer: Public Sewer In Street
  • Water Source: Public Water Connected

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Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.