Sold
Last Sold Price
5 beds9,002 sqft
104 Hillspoint Rd, Westport, CT 06880
Single FamilyProperty Type
1.09 acresLot Size
2014Year Built
$439/sq ftPrice per sq ft
3 carsParking Spaces

Description

Discover this contemporary craftsman style home with a charming cottage nestled in the backyard. Beautifully appointed, the main residence features high-quality, tasteful finishes and offers an open floor plan, perfect for entertaining guests or for everyday living. The chef's kitchen is truly a dream, with professional grade appliances, breakfast bar, walk-in pantry + ample storage. There's also a screened porch for relaxing + enjoying a morning cup of coffee or evening cocktail. Work from home...Discover this contemporary craftsman style home with a charming cottage nestled in the backyard. Beautifully appointed, the main residence features high-quality, tasteful finishes and offers an open floor plan, perfect for entertaining guests or for everyday living. The chef's kitchen is truly a dream, with professional grade appliances, breakfast bar, walk-in pantry + ample storage. There's also a screened porch for relaxing + enjoying a morning cup of coffee or evening cocktail. Work from home in the paneled office/library, handsomely designed with a fireplace + separate bathroom. The family room is equally impressive with a wood-burning fireplace, vaulted ceilings, french doors + an adjacent study center. The home features ensuite bedrooms, including a first-floor guest bedroom or primary bedroom, providing flexibility + convenience for all types of living situations. The lower-level recreation spaces are standout features of the home, including a fireplace, wet bar, wine cellar + storage galore. The best in class accessory cottage is a true gem and a perfect example of the owner's commitment to excellence. The full kitchen, loft + garden level bedrooms, family + dining rooms, and a private patio complete the cottage making it ready for guests, home office or investment income. Unwind in the tranquil backyard oasis with pool, fire pit + serene landscaping. Don't miss out on this Westport treasure, located minutes from Compo Beach, commuting options + all town amenities.

Listing Agent

  1. Karen Scott

    Karen Scott

    Listing Agent

    Compass Connecticut, LLC

    P: (203) 613-9200

    M: (203) 613-9200

Listing closed: 06/30/2023 12:00 AM • Source: SMARTMLS, MLS#: 170559640

Recent comparable sales

Median sold price

$4,225,000

Avg days on market

88

Sale-to-list ratio

102.5%

Westport, CT

9 comparable properties found

a front view of a house with a yard and trees
1

$4,500,000

Sold 07/05/26

5
Bedrooms
8,364
Square Feet
1.01
Acres
a front view of a house with a garden
2

$3,450,000

Sold 09/04/26

5
Bedrooms
9,819
Square Feet
2
Acres
$4,200,000 | 3 Plunkett Place, Westport, CT 06880
3

$4,200,000

Sold 06/30/25

5
Bedrooms
8,837
Square Feet
1.07
Acres
$4,300,000 | 1 Sleepy Hollow Road, Westport, CT 06880
4

$4,300,000

Sold 05/09/25

5
Bedrooms
7,853
Square Feet
1
Acres
$4,225,000 | 49 Hillspoint Road, Westport, CT 06880
5

$4,225,000

Sold 06/12/26

5
Bedrooms
8,550
Square Feet
1.03
Acres
$3,655,000 | 4 Michele Lane, Westport, CT 06880
6

$3,655,000

Sold 01/21/25

5
Bedrooms
9,240
Square Feet
2.11
Acres
$3,879,000 | 19 Center Street, Westport, CT 06880
7

$3,879,000

Sold 08/15/25

6
Bedrooms
7,861
Square Feet
0.49
Acres
$6,219,419 | 5 Brookside Drive, Westport, CT 06880
8

$6,219,419

Sold 10/31/25

5
Bedrooms
8,350
Square Feet
0.71
Acres
$5,050,000 | 19 High Point Road, Westport, CT 06880
9

$5,050,000

Sold 11/01/24

5
Bedrooms
9,280
Square Feet
1.03
Acres

Location

Sold By Coldwell Banker Realty, Erica Acheychek

Add your commute

Payment Calculator

$23,998 per month

30 year fixed, 7.03% Interest

Principal and Interest

$21,087

Property Taxes

$2,910

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 104 Hillspoint Road

Property Details
  • Taxes: $34,924 / year
  • MLS Type: Residential
  • Basement Description: Full
  • Direct Waterfront: No
  • Garages Number: 3
  • Neighborhood: Hillspoint
  • Style: Colonial
  • Garage Parking Info: Attached Garage
  • Swimming Pool: Yes
Building Information
  • Year Built: 2014
  • Lot Size: 1.09 AC / 47,480 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Hillspoint Road, near pre-school
  • Elementary School: Saugatuck
  • Flood Zone: No
  • High School: Staples
  • Latitude: 41.125557
  • Longitude: -73.345961
  • Middle Jr High School: Bedford
  • Neighborhood Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Playground/Tot Lot, Public Rec Facilities, Public Transportation
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Special Association Assessment: No
  • Tax Year: July 2023-June 2024
  • Property Tax: $34,924
Virtual Tour
  • Virtual Tour: No
Interior and Exterior Features
Exterior Features
  • Exterior Features: Guest House, Gutters, Lighting, Patio, Porch, Porch-Screened, Stone Wall, Underground Sprinkler, Underground Utilities
  • Pool Description: Spa, Heated, Salt Water, Safety Fence, Vinyl
  • Waterfront Description: Water Community, Beach Rights
Interior Features
  • Appliances Included: Oven/Range, Microwave, Subzero, Dishwasher, Washer, Dryer
  • Attic Description: Walk-up, Floored, Storage Space
  • Cooling System: Central Air
  • Heat Type: Hydro Air, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 3
  • Interior Features: Audio System, Cable - Available, Open Floor Plan
  • Laundry Room Info: Main Level, Upper Level
  • Laundry Room Location: Mudroom & 2nd Floor
  • Rooms Additional: Foyer, Laundry Room, Mud Room, Wine Cellar
  • Room Count: 12
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Breakfast Bar,Dining Area,Hardwood Floor,Pantry,Sliders
  • Room Level: Main
  • Room Type: Kitchen
Room 2
  • Room Entry Order: 10
  • Room Features: Ceiling Fan,Full Bath,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 11
  • Room Features: Ceiling Fan,Vaulted Ceiling
  • Room Level: Upper
  • Room Type: Great Room
Room 4
  • Room Entry Order: 12
  • Room Features: Built-Ins,Ceiling Fan,Fireplace,Half Bath,Wet Bar
  • Room Level: Lower
  • Room Type: Rec/Play Room
Room 5
  • Listing Key: F87A243EB87657C2E0531401100A09D8
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 6
  • Room Entry Order: 3
  • Room Features: Ceiling Fan,Fireplace,Hardwood Floor,Sliders,Vaulted Ceiling
  • Room Level: Main
  • Room Type: Family Room
Room 7
  • Room Entry Order: 4
  • Room Features: Built-Ins,Hardwood Floor,Vaulted Ceiling
  • Room Level: Main
  • Room Type: Study
Room 8
  • Room Entry Order: 5
  • Room Features: 9 ft+ Ceilings,Fireplace,Full Bath,Hardwood Floor
  • Room Level: Main
  • Room Type: Office
Room 9
  • Listing Key: F87A243EB87657C2E0531401100A09D8
  • Room Entry Order: 6
  • Room Features: 9 ft+ Ceilings,French Doors,Full Bath,Hardwood Floor,Walk-In Closet
  • Room Level: Main
  • Room Type: Bedroom
Room 10
  • Room Entry Order: 7
  • Room Features: Ceiling Fan,Full Bath,Hardwood Floor,Vaulted Ceiling,Walk-In Closet
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 11
  • Room Entry Order: 8
  • Room Features: Ceiling Fan,Full Bath,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 12
  • Room Entry Order: 9
  • Room Features: Ceiling Fan,Full Bath,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: Cape Cod Gray
  • Construction Description: Concrete
  • Driveway Type: Paved, Asphalt
  • Elevation Certificate: No
  • Exclusions: Discuss with list agent
  • Exterior Siding: Shake, Cedar
  • Foundation Type: Concrete
  • Fuel Tank Location: Non Applicable
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 2014
  • Year Built Source: Owner
  • Bank Owned Property: No
  • In Law Access: Detached
  • In Law Apartment: Yes
  • Sq Ft Est Heated Below Grade: 3000
Lot Information
  • Lot Description: Dry, Level Lot, Fence - Partial, Fence - Stone, Professionally Landscaped
  • Parcel Number: 414470
  • Sq Ft Est Heated Above Grade: 6002.0
  • Sq Ft Total: 9002.0
  • Zoning: AA
Utilities
  • Energy Features: Generator, Geothermal Heat
  • Heat Fuel Type: Geothermal
  • Hot Water Description: Domestic
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 104 Hillspoint Road

DateEvent & SourcePriceAppreciation
Jun 30, 2023

Closed (Public Record)

Public Record #1514303517

$3,950,000

+8.2% / yr

Sep 11, 2007

Closed (Public Record)

Public Record #227279504

$1,145,000—
DateEvent & SourcePrice
06/30/2023

Closed (Public Record)

Public Record #1514303517

$3,950,000

+8.2% / yr

09/11/2007

Closed (Public Record)

Public Record #227279504

$1,145,000

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

Public Records for 104 Hillspoint Road

Taxable ValueLand$505,500Additions$1,401,400Total$1,906,900
Tax Record2025$35,964 ($2,997 / month)
Home Facts
Beds0Lot Size47,480 SqFtStyleSingle Family ResidenceZoningAACountyWESTERN CONNECTICUTAPNWPRT M:E07 L:002-000

Schools near 104 Hillspoint Road

This home is within Westport School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Saugatuck Elementary School
PublicK to 5

Bedford Middle School
Public6 to 8

Staples High School
Public9 to 12

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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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 104 Hillspoint Road, Westport, CT 06880
$3,950,000
5
9,002
47,480
–
5
5
2,786
75,359
$3,300,000
5
6,027
55,756
$647,500
4
2,400
48,787
$440,000
2
1,690
17,424
$1,835,000
5
5,546
43,560

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

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.