158 Hillspoint Rd

Westport, CT 06880

$2,725,000
Last Sold Price
4
Beds
3,076 Sq. Ft.
$886 / Sq. Ft.
3,076
Sq. Ft.
$886
per Sq. Ft.
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Closed 9/29/25
Closed 9/29/25

Description

Discover this exceptional, cozy abode nestled in a coveted location just a leisurely stroll away from the beach. Boasting its very own charming guest cottage and delightful in-ground pool, this residence offers unparalleled warmth and hospitality, and promises to be a haven of relaxation and entertainment for all who visit. Steeped in history dating back to 1803, and most recently updated in 2015, this residence seamlessly blends old-world charm with contemporary conveniences tailored for today's...Discover this exceptional, cozy abode nestled in a coveted location just a leisurely stroll away from the beach. Boasting its very own charming guest cottage and delightful in-ground pool, this residence offers unparalleled warmth and hospitality, and promises to be a haven of relaxation and entertainment for all who visit. Steeped in history dating back to 1803, and most recently updated in 2015, this residence seamlessly blends old-world charm with contemporary conveniences tailored for today's lifestyle. The main house boasts a gorgeous kitchen, sunken living room with original beams, 2 fplcs, wideboard flooring, four inviting bedrooms and three full baths, accompanied by a picturesque sunroom that offers captivating views of the tranquil pool area. Additionally, the separate cottage features its own full bath, presenting versatile opportunities as an in-law suite, private guest space, a serene home office, a tranquil yoga studio, or an inspiring artist workspace. Experience the epitome of Westport beach living in this unparalleled sanctuary, offering a unique blend of charm, comfort, and convenience. Welcome to your extraordinary new place to call home.
  1. Listed by Karen Liss-Uomoleale • William Raveis Real Estate
    P: (203)-227-4343 C: (203)-505-5255 karen.liss@raveis.com
  2. Listed by Armand Uomoleale • William Raveis Real Estate
    P: (203)-227-4343 C: (203)-505-5254 armand.uomoleale@raveis.com

Property Details for 158 Hillspoint Road

Basement Description
Crawl Space
Direct Waterfront
No
Garages Number
1
Neighborhood
Compo Beach
Style
Colonial, Antique
Garage Parking Info
Attached Garage
Swimming Pool
Yes
LISTING UPDATED: 09/29/2025 07:05 PM

Property Details for 158 Hillspoint Road

StatusClosed
MLS #24114401
Days on Market8
Taxes$20,559 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1803
Lot Size0.39 AC / 16,988 SF
CountyFairfield County
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Location

Listing Courtesy of William Raveis Real Estate, Karen Liss-Uomoleale; William Raveis Real Estate, Armand Uomoleale

Sold By Compass Connecticut, LLC, Leslie Clarke

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Building Information for 158 Hillspoint Road

Stories-Year Built1803Building Size-Lot Size0.39 AC / 16,988 SF

Payment Calculator

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$14,994 per month

30 year fixed, 6.15% Interest

Principal and Interest

$13,281

Property Taxes

$1,713

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 158 Hillspoint Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Hillspoint across from Edgewater Hillside.
  • Elementary School: Greens Farms
  • High School: Staples
  • Latitude: 41.11904
  • Longitude: -73.34593
  • Middle Jr High School: Bedford
  • Neighborhood Amenities: Basketball Court, Golf Course, Library, Paddle Tennis, Playground/Tot Lot, Public Rec Facilities, Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $20,559
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Gutters, Lighting, Guest House, Stone Wall, Underground Sprinkler, Patio
  • Pool Description: Pool House, In Ground Pool
  • Waterfront Description: Walk to Water, Beach Rights
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Range Hood, Refrigerator, Washer, Dryer, Wine Chiller
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air, Wall Unit
  • Heat Type: Gas on Gas, Wall Unit
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Interior Features: Auto Garage Door Opener, Security System
  • Laundry Room Info: Upper Level
  • Rooms Additional: Foyer
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Beams,Fireplace,Sunken,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Kitchen
Room 4
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Sun Room
Room 5
  • Listing Key: 3AB5C6B15B0879F4E063E201100ACD42
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Features: Fireplace,Full Bath
  • Room Level: Upper
  • Room Type: Primary BR Suite
Room 7
  • Room Entry Order: 7
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 8
  • Room Level: Upper
  • Room Type: Bedroom
Room 9
  • Listing Key: 3AB5C6B15B0879F4E063E201100ACD42
  • Room Entry Order: 9
  • Room Level: Main
  • Room Type: Family Room
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame, Concrete
  • Exclusions: Chandelier in round room. Ceiling fixture in guest room and ceiling light in rear entrance foyer. White chandelier in pool house.
  • Exterior Siding: Clapboard, Wood
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1803
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Detached
  • In Law Apartment: Yes
  • Sq Ft Description: Estimated heated above grade
  • Living Area SQFT Per Public Records: 0
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 418456
  • Sq Ft Est Heated Above Grade: 3076.0
  • Sq Ft Total: 3076.0
  • Zoning: AA
Utilities
  • Hot Water Description: Domestic
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 158 Hillspoint Road

DateEvent & SourcePriceAppreciation
Jun 24, 2015

Closed (Public Record)

Public Record #552614113

$1,795,000

+565.8% / yr

Feb 11, 2015

Closed (Public Record)

Public Record #488759368

$900,000

-3.3% / yr

Nov 2, 2004

Closed (Public Record)

Public Record #153768326

$1,275,000

+16.5% / yr

May 1, 1996

Closed (Public Record)

Public Record #91304223

$348,000—
DateEvent & SourcePrice
06/24/2015

Closed (Public Record)

Public Record #552614113

$1,795,000

+565.8% / yr

02/11/2015

Closed (Public Record)

Public Record #488759368

$900,000

-3.3% / yr

11/02/2004

Closed (Public Record)

Public Record #153768326

$1,275,000

+16.5% / yr

05/01/1996

Closed (Public Record)

Public Record #91304223

$348,000

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

Public Records for 158 Hillspoint Road

Taxable ValueLand$552,900Additions$537,200Total$1,090,100
Tax Record2024$20,559 ($1,713 / month)
Home Facts
Beds0Lot Size16,988 SqFtStyleSingle Family ResidenceZoningAACountyFAIRFIELDAPNWPRT M:E05 L:056-000Fireplace TypeHas Fireplace

Schools near 158 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, Karen Liss-Uomoleale; William Raveis Real Estate, Armand Uomoleale

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.