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$2,995,000

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,669 Sq. Ft.
  • 2 Car Garage
  • Updated 7 days ago
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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.

Full Property Details for 216 Hillspoint Rd

General

  • Sold For: $2,995,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24133642
  • Added to Site: 94 day(s) ago

Interior

  • Number of Rooms: 11
  • Rooms/Areas: Foyer, Laundry Room
  • Interior Features: Auto Garage Door Opener, Cable - Available, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 5
  • Appliances: Gas Range, Wall Oven, Microwave, Range Hood, Freezer, Subzero, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Full Bath: Double-Sink, Tub w/Shower, Tile Floor, Upper
  • Partial Bath: Tile Floor, Main

Bedrooms

  • Total Bedrooms: 5
  • Primary Suite: Dressing Room, Stall Shower, Steam/Sauna, Hardwood Fl, Upper
  • Bedroom 1: Bedroom - Beams, Fireplace, Hardwood Floor, Main
  • Bedroom 2: Bedroom - Book Shelves, Ceiling Fan, Full Bath, Wide Board Floor, Tub w/Shower, Other
  • Bedroom 3: Bedroom - Beams, Hardwood Floor, Upper
  • Bedroom 4: Bedroom - Beams, Fireplace, Full Bath, Walk-In Closet, Hardwood Floor, Stall Shower, Upper

Other Rooms

  • Living Room: Living Room - Beams, Fireplace, Hardwood Floor, Main
  • Family Room: Family Room - Hardwood Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - Granite Counters, Dining Area, Island, Patio/Terrace, Sliders, , Main
  • Formal Dining Room: Formal Dining Room - Beams, Fireplace, Wood Stove, Hardwood Floor, Main
  • Office: Office - Beams, Fireplace, Hardwood Floor, Main
  • Laundry: Main Level
  • In-Law/Au Pair Suite: Yes

Exterior

  • Exterior Features: Sidewalk, Terrace, Awnings, Gutters, Garden Area, Stone Wall, French Doors, Patio
  • Color: Light Grey

Parking

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

Location

  • County: Fairfield
  • Neighborhood: Compo Beach
  • Driving Directions: GPS Friendly.

School Information

  • Elementary School: Greens Farms
  • Middle School: Bedford
  • High School: Staples

Community

  • Community Name: Compo Beach

Heating & Cooling

  • Cooling Type: Central Air, Heat Pump, Zoned
  • Heating Type: Heat Pump, Hot Water, Radiant, Zoned, Oil, Propane
  • Heating Fuel: Oil, Propane
  • Water Heater: Electric, Domestic

Utilities

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

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Shingle, Cedar
  • Basement Desc.: Full, Unfinished, Storage, Interior Access
  • Roof: Wood Shingle
  • Attic: Yes
  • Square Feet: 4,669
  • Above Ground: 4,669 Sq. Ft.
  • Year Built: 1795

Lot Features

  • Lot Size (Acres): 0.33
  • Driveway/Sidewalk: Private, Paved, Asphalt
  • Zoning: B
  • Lot Description: Fence - Wood, Additional Land Avail., Dry, Professionally Landscaped, Water View

Water Features

  • Water Front Desc.: Walk to Water, Beach Rights, Water Community, View

Green Features

  • Energy Features: Extra Insulation, Ridge Vents, Storm Doors, Storm Windows

Financial Considerations

  • Assessment Amount: $1,284,900
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: See Inclusion/Exclusion Addendum.
  • Flood Zone: Yes
  • Property ID: 999999999

Listed by William Raveis Real Estate, The Fair Team of William Raveis Real Estate, Sarah Fair
Sold by Compass Connecticut, LLC, Westport Luxury Properties Team at Compass, Kelly Loucas

Listing agent

— 216 Hillspoint Rd —

  • Sarah Fair

    William Raveis Real Estate

Agent Contact: (203) 858-6301 Office Contact: (203) 762-8300

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 216 Hillspoint Rd

School District:Westport School District
NameGradesDistance
Green's Farms School
17 Morningside Drive South, Westport, CT 06880
K-52 mi
Bedford Middle School
88 North Avenue, Westport, CT 06880
6-83.2 mi
Staples High School
70 North Avenue, Westport, CT 06880
9-122.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 216 Hillspoint Rd

Date
Details
Price
Change
Source
1/09/2026
Sold
$2,995,000
—
MLS
10/15/2025
Listed
$2,995,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by William Raveis Real Estate, The Fair Team of William Raveis Real Estate, Sarah Fair
Sold by Compass Connecticut, LLC, Westport Luxury Properties Team at Compass, Kelly Loucas

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216 Hillspoint Road, Westport, CT 06880 (MLS# 24133642) is a Single Family property that was sold at $2,995,000 on January 09, 2026. Want to learn more about 216 Hillspoint Road? Do you have questions about finding other Single Family real estate for sale in Westport? You can browse all Westport real estate or contact a Coldwell Banker agent to request more information.