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. FEATURES THAT SET THIS LISTING APART: (1) 2 car ATTACHED garage with 240V EV charging station; (2) Room for a pool; (3) Water views from several rooms; (4) Natural Gas Hook Up; (5) Lot Size (.33 acres) and square footage of home (+/-4600 sq ft); (6) Across from Old Mill Beach, steps from Compo Beach, Longshore Club; (7) Minutes to Westport Train Stations, Saugatuck Village, downtown Westport; (8) Enjoy top-rated schools and vibrant local amenities including Levitt Pavilion, Westport Playhouse, Farmers Market; (9) TURN KEY. Move in and enjoy Westport's breathtaking beach community . Set on a .33-acre lot with mature landscaping and PRIVACY. Perfectly positioned, this home offers an unparalleled lifestyle where luxury, history and coastal living converge. Live where the beach meets timeless sophistication. Welcome to Compo Beach living at its finest. Ask listing agent for details on additional land available.
Sold for $2,995,000
$2,995,000
216 Hillspoint Road, Westport, CT 06880
5beds
4,669sqft
Single Family Residence
Built in 1795
0.33 Acres Lot
$4,584,300 Zestimate®
$641/sqft
$7,495 Estimated rent
Home value
$4,584,300
$3.94M - $5.41M
$7,495/mo
Zestimate® history
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List your homeWhat's special
Beautiful fireplacesWater viewsCustom millworkExposed beamsMature landscapingHigh-end finishes and craftsmanshipFinished open-plan third floor
Zillow last checked:
Listing updated:
Listed by:
The Fair Team of William Raveis Real Estate,
Sarah Fair (203)858-6301,
William Raveis Real Estate 203-762-8300
Bought with:
Kelly Loucas, RES.0773357
Compass Connecticut, LLC
Source: Smart MLS,MLS#: 24133642
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry
Primary bedroom
- Features: Dressing Room, Stall Shower, Steam/Sauna, Hardwood Floor
- Level: Upper
Bedroom
- Features: Beamed Ceilings, Fireplace, Full Bath, Walk-In Closet(s), Hardwood Floor, Stall Shower
- Level: Upper
Bedroom
- Features: Beamed Ceilings, Fireplace, Hardwood Floor
- Level: Main
Bedroom
- Features: Beamed Ceilings, Hardwood Floor
- Level: Upper
Bedroom
- Features: Bookcases, Ceiling Fan(s), Full Bath, Wide Board Floor, Tub w/Shower
- Level: Other
Bathroom
- Features: Tile Floor
- Level: Main
Bathroom
- Features: Double-Sink, Tub w/Shower, Tile Floor
- Level: Upper
Dining room
- Features: Beamed Ceilings, Fireplace, Wood Stove, Hardwood Floor
- Level: Main
Family room
- Features: Hardwood Floor
- Level: Main
Kitchen
- Features: Granite Counters, Dining Area, Kitchen Island, Patio/Terrace, Sliders, Wide Board Floor
- Level: Main
Living room
- Features: Beamed Ceilings, Fireplace, Hardwood Floor
- Level: Main
Office
- Features: Beamed Ceilings, Fireplace, Hardwood Floor
- Level: Main
Heating
- Heat Pump, Hot Water, Radiant, Zoned, Oil, Propane
Cooling
- Central Air, Heat Pump, Zoned
Appliances
- Included: Gas Range, Oven, Microwave, Range Hood, Freezer, Subzero, Dishwasher, Washer, Dryer, Electric Water Heater, Water Heater
- Laundry: Main Level
Features
- Entrance Foyer, In-Law Floorplan
- Doors: Storm Door(s), French Doors
- Windows: Storm Window(s)
- Basement: Full,Unfinished,Storage Space,Interior Entry
- Attic: Storage,Floored,Walk-up
- Number of fireplaces: 5
Interior area
- Total structure area: 4,669
- Total interior livable area: 4,669 sqft
- Finished area above ground: 4,669
Property
Parking
- Total spaces: 5
- Parking features: Attached, Paved, Driveway, Garage Door Opener, Private, Asphalt
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Terrace, Patio
- Exterior features: Sidewalk, Awning(s), Rain Gutters, Garden, Stone Wall
- Fencing: Wood
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Walk to Water, Beach Access, Water Community
Lot
- Size: 0.33 Acres
- Features: Additional Land Avail., Dry, Landscaped, In Flood Zone
Details
- Parcel number: 999999999
- Zoning: B
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Cedar
- Foundation: Concrete Perimeter, Stone
- Roof: Wood
Condition
- New construction: No
- Year built: 1795
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Green energy
- Energy efficient items: Insulation, Ridge Vents, Doors, Windows
Community & HOA
Community
- Features: Golf, Health Club, Library, Medical Facilities, Pool, Public Rec Facilities, Shopping/Mall, Tennis Court(s)
- Security: Security System
- Subdivision: Compo Beach
HOA
- Has HOA: No
Location
- Region: Westport
Financial & listing details
- Price per square foot: $641/sqft
- Tax assessed value: $1,284,900
- Annual tax amount: $24,233
- Date on market: 10/16/2025
- Exclusions: See Inclusion/Exclusion Addendum.
Price history
| Date | Event | Price |
|---|---|---|
| 1/9/2026 | Sold | $2,995,000$641/sqft |
Source:  Smart MLS #24133642 Report a problem | ||
| 10/25/2025 | Pending sale | $2,995,000$641/sqft |
Source: Smart MLS #24133642 Report a problem | ||
| 10/16/2025 | Listed for sale | $2,995,000-40.1%$641/sqft |
Source: Smart MLS #24133642 Report a problem | ||
| 10/15/2025 | Listing removed | $4,999,000$1,071/sqft |
Source: Smart MLS #24103439 Report a problem | ||
| 6/13/2025 | Listed for sale | $4,999,000+42.8%$1,071/sqft |
Source: Smart MLS #24103439 Report a problem | ||
| 5/31/2025 | Listing removed | $3,500,000$750/sqft |
Source: Smart MLS #24071002 Report a problem | ||
| 1/29/2025 | Listed for sale | $3,500,000$750/sqft |
Source: Smart MLS #24071002 Report a problem | ||
| 11/9/2024 | Listing removed | $3,500,000$750/sqft |
Source: Smart MLS #24057825 Report a problem | ||
| 11/7/2024 | Listed for sale | $3,500,000+40.3%$750/sqft |
Source: Smart MLS #24057825 Report a problem | ||
| 4/7/2021 | Listing removed | -- |
Source:  William Pitt and Julia B. Fee Sotheby's International Realty Report a problem | ||
| 3/19/2021 | Listed for sale | $2,495,000-28.6%$534/sqft |
Source: William Pitt and Julia B. Fee Sotheby's International Realty #170376378 Report a problem | ||
| 12/1/2020 | Listing removed | $3,495,000$749/sqft |
Source: The Greene Realty Group #170319917 Report a problem | ||
| 11/3/2020 | Price change | $3,495,000+45.9%$749/sqft |
Source: The Greene Realty Group #170319917 Report a problem | ||
| 1/24/2020 | Price change | $2,395,000-4%$513/sqft |
Source: The Greene Realty Group #170266445 Report a problem | ||
| 6/22/2019 | Listed for sale | $2,495,000+588.3%$534/sqft |
Source: Owner Report a problem | ||
| 4/6/1990 | Sold | $362,500$78/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $24,233 +1.3% | $1,284,900 |
| 2024 | $23,925 +1.5% | $1,284,900 |
| 2023 | $23,578 +1.6% | $1,284,900 |
| 2022 | $23,218 | $1,284,900 |
| 2021 | $23,218 +2.8% | $1,284,900 -5% |
| 2020 | $22,592 -0.9% | $1,352,000 |
| 2019 | $22,795 | $1,352,000 |
| 2018 | $22,795 | $1,352,000 |
| 2017 | $22,795 +10.3% | $1,352,000 +10.3% |
| 2016 | $20,674 | $1,226,200 |
Find assessor info on the county website
Neighborhood: Compo
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Nearby schools
GreatSchools rating
- 10/10Green's Farms SchoolGrades: K-5Distance: 1.9 mi
- 9/10Bedford Middle SchoolGrades: 6-8Distance: 3.2 mi
- 10/10Staples High SchoolGrades: 9-12Distance: 2.9 mi
Schools provided by the listing agent
- Elementary: Greens Farms
- Middle: Bedford
- High: Staples
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Fairfield County
- Westport
- 06880
- Compo
- 216 Hillspoint Road
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