216 Hillspoint Rd

Westport, CT 06880

$2,995,000
Last Sold Price
5
Beds
4,669 Sq. Ft.
$641 / Sq. Ft.
4,669
Sq. Ft.
$641
per Sq. Ft.
Closed 1/9/26Virtual Tour
Closed 1/9/26Virtual Tour

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...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.
  1. Listed by Sarah Fair • William Raveis Real Estate
    P: (203)-858-6301 C: (203)-858-6301 sarah.fair@raveis.com

Property Details for 216 Hillspoint Road

Basement Description
Full, Unfinished, Storage, Interior Access
Direct Waterfront
No
Garages Number
2
Neighborhood
Compo Beach
Style
Colonial
Garage Parking Info
Attached Garage, Paved, Driveway
Swimming Pool
No
LISTING UPDATED: 01/09/2026 08:04 PM

Property Details for 216 Hillspoint Road

StatusClosed
MLS #24133642
Days on Market9
Taxes$24,233 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1795
Lot Size0.33 AC / 14,374 SF
CountyFairfield County

Location

Listing Courtesy of William Raveis Real Estate, Sarah Fair

Sold By Compass Connecticut, LLC, Kelly Loucas

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Building Information for 216 Hillspoint Road

Stories-Year Built1795Building Size-Lot Size0.33 AC / 14,374 SF

Payment Calculator

$16,617 per month

30 year fixed, 6.15% Interest

Principal and Interest

$14,597

Property Taxes

$2,019

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 216 Hillspoint Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS Friendly.
  • Elementary School: Greens Farms
  • Flood Zone: Yes
  • High School: Staples
  • Latitude: 41.114329
  • Longitude: -73.34636
  • Middle Jr High School: Bedford
  • Neighborhood Amenities: Golf Course, Health Club, Library, Medical Facilities, Public Pool, Public Rec Facilities, Shopping/Mall, Tennis Courts
  • State: Connecticut
Parking
  • Parking Total Spaces: 5
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $24,233
Interior and Exterior Features
Exterior Features
  • Exterior Features: Sidewalk, Terrace, Awnings, Gutters, Garden Area, Stone Wall, French Doors, Patio
  • Waterfront Description: Walk to Water, Beach Rights, Water Community, View
Interior Features
  • Appliances Included: Gas Range, Wall Oven, Microwave, Range Hood, Freezer, Subzero, Dishwasher, Washer, Dryer
  • Attic Description: Storage Space, Floored, Walk-up
  • Cooling System: Central Air, Heat Pump, Zoned
  • Heat Type: Heat Pump, Hot Water, Radiant, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 5
  • Interior Features: Auto Garage Door Opener, Cable - Available, Security System
  • Laundry Room Info: Main Level
  • Laundry Room Location: With Sink/Storage/Pantry
  • Rooms Additional: Foyer, Laundry Room
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Family Room
Room 2
  • Room Entry Order: 10
  • Room Features: Double-Sink,Tub w/Shower,Tile Floor
  • Room Level: Upper
  • Room Type: Full Bath
Room 3
  • Room Entry Order: 11
  • Room Features: Beams,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 4
  • Room Entry Order: 12
  • Room Features: Book Shelves,Ceiling Fan,Full Bath,Wide Board Floor,Tub w/Shower
  • Room Level: Other
  • Room Type: Bedroom
Room 5
  • Listing Key: 41257C5F5FD173A7E063E201100ABB71
  • Room Entry Order: 2
  • Room Features: Granite Counters,Dining Area,Island,Patio/Terrace,Sliders,Wide Board Floor
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 6
  • Room Entry Order: 3
  • Room Features: Beams,Fireplace,Wood Stove,Hardwood Floor
  • Room Level: Main
  • Room Type: Formal Dining Room
Room 7
  • Room Entry Order: 4
  • Room Features: Beams,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 8
  • Room Entry Order: 5
  • Room Features: Beams,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Office
Room 9
  • Listing Key: 41257C5F5FD173A7E063E201100ABB71
  • Room Entry Order: 6
  • Room Features: Tile Floor
  • Room Level: Main
  • Room Type: Half Bath
Room 10
  • Room Entry Order: 7
  • Room Features: Dressing Room,Stall Shower,Steam/Sauna,Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary BR Suite
Room 11
  • Room Entry Order: 8
  • Room Features: Beams,Fireplace,Full Bath,Walk-In Closet,Hardwood Floor,Stall Shower
  • Room Level: Upper
  • Room Type: Bedroom
Room 12
  • Room Entry Order: 9
  • Room Features: Beams,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: Light Grey
  • Construction Description: Frame, Steel, Other
  • Driveway Type: Private, Paved, Asphalt
  • Elevation Certificate: Yes
  • Exclusions: See Inclusion/Exclusion Addendum.
  • Exterior Siding: Shingle, Cedar
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Wood Shingle
  • Year Built: 1795
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Upper Level
  • In Law Apartment: Yes
  • Sq Ft Description: 4669 square feet on three levels
Lot Information
  • Lot Description: Fence - Wood, Additional Land Avail., Dry, Professionally Landscaped, Water View
  • Parcel Number: 999999999
  • Sq Ft Est Heated Above Grade: 4669.0
  • Sq Ft Total: 4669.0
  • Zoning: B
Utilities
  • Energy Features: Extra Insulation, Ridge Vents, Storm Doors, Storm Windows
  • Heat Fuel Type: Oil, Propane
  • Hot Water Description: Electric, Domestic
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Public Sewer In Street
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 216 Hillspoint Road

DateEvent & SourcePriceAppreciation
Apr 6, 1990

Closed (Public Record)

Public Record #91307774

$362,500—
DateEvent & SourcePrice
04/06/1990

Closed (Public Record)

Public Record #91307774

$362,500

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 216 Hillspoint Road

Taxable ValueLand$722,200Additions$562,700Total$1,284,900
Tax Record2024$24,233 ($2,019 / month)
Home Facts
Baths3.5Total Finished SqFt4,669 SqFtAbove Grade Finished SqFt4,669 SqFtStories2Lot Size19,602 SqFtStyleDuplexYear Built1795ZoningBCountyFAIRFIELDAPNWPRT M:E04 L:052-000Fireplace TypeHas Fireplace

Schools near 216 Hillspoint Road

This home is within Westport School District.
Rating
School
Type
Grades
Distance
Green's Farms School
Public - K to 5
Bedford Middle School
Public - 6 to 8
Staples High School
Public - 9 to 12
King's Highway Segregated
Public - 1 to 5
Rating
School
Distance
Green's Farms School
PublicK to 5

Bedford Middle School
Public6 to 8

Staples High School
Public9 to 12

King's Highway Segregated
Public1 to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Raveis Real Estate, Sarah Fair

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.