1. Connecticut
2. Westport
3. 216 Hillspoint Road

216 Hillspoint Road, Westport, CT 06880

• 5 beds |
• 5 baths |
• 4,669 sqft

Property Description

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.

Listing Status:

Active

Date Added:

October 16, 2025 at 02:17AM

Listing Office:

William Raveis Real Estate : (203) 762-8300

Listing Agent:

Sarah Fair : (203) 858-6301

MLS ID:

24133642

Interior

• General: Auto Garage Door OpenerCable - AvailableSecurity System
• Rooms: FoyerLaundry Room
• Appliances: Gas RangeWall OvenMicrowaveRange HoodFreezerSubzeroDishwasherWasherDryer
• Laundry: Main Level
• Basement: FullUnfinishedStorageInterior Access
• A/C: Central AirHeat PumpZoned
• Heating: Heat PumpHot WaterRadiantZonedOilPropane
• Fireplace: Fireplaces: 5

Exterior

• General: SidewalkTerraceAwningsGuttersGarden AreaStone WallFrench DoorsPatio
• Style: Colonial
• Parking: Parking spaces: 5

Construction

• Roofing: Wood Shingle

Location

• County: Fairfield

Lot

• Driveway: PrivatePavedAsphalt
• Zoning: B999999999

Utilities

• Water: Public Water Connected
• Sewer: Public Sewer In Street

Financial

• Exclusions: See Inclusion/Exclusion Addendum.

This listing courtesy of Sarah Fair, William Raveis Real Estate