Map location of 158 Hillspoint Road, Westport, CT 06880
$2,695,000
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158 Hillspoint Road, Westport, CT 06880

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4 Beds
4 Baths
3,076 Sq Ft

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.

Listing By: Karen Liss-Uomoleale - William Raveis Real Estate ctsmart Realty.com
  • MLS# 24114401
  • Date Listed07/25/2025
  • Bedrooms 4
  • Bathrooms 4 Full baths
  • Lot Size 0.39 acres (16,988 sq. ft)
  • Sewer Public Sewer
  • Property Type Single Family
  • County Fairfield
  • Year Built 1803
  • Water Public
  • Square Feet 3,076 sq. ft
  • Price Per Sq. Ft $876.14

Interior Features

  • Appliances Dryer, Gas Cooktop, Refrigerator, Oven, Washer, Range Hood, Wine Cooler
  • Cooling Wall Unit(s), Central Air

Exterior / Lot Features

  • Exterior Guest House, Shed(s), Pool House
  • Roof Asphalt
  • Lot Size Acres 0.39
  • Lot Size SQFT 16,988.40
  • Lot Features Level

Directions

Hillspoint across from Edgewater Hillside.

Financial Considerations

  • Tax Amount $20,559
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Naramake Elementary School

Public • PK - 5 • Serves this home

3.33 mi

Distance

Wolfpit School

Public • PK - 5

3.93 mi

Distance

Norwalk Early Childhood Center

Public • PK - PK

4.59 mi

Distance

Mill Hill School

Public • PK - 5

5.86 mi

Distance

Side By Side Charter School

Public • PK - 8

5.91 mi

Distance

Stepping Stones Preschool

Public • PK - PK

6.11 mi

Distance

Coleytown Elementary School

Public • PK - 5

6.11 mi

Distance

Columbus Magnet School

Public • PK - 7

6.31 mi

Distance

Riverfield School

Public • PK - 5

7.04 mi

Distance

Brookside Elementary School

Public • PK - 5

7.68 mi

Distance

Nathan Hale Middle School

Public • 6 - 8

4.08 mi

Distance

Bedford Middle School

Public • 6 - 8 • Serves this home

4.27 mi

Distance

West Rocks Middle School

Public • 6 - 8

4.96 mi

Distance

Tomlinson Middle School

Public • 6 - 8

6.81 mi

Distance

Ponus Ridge Middle School

Public • 6 - 8

7.1 mi

Distance

Roger Ludlowe Middle School

Public • 6 - 8

7.18 mi

Distance

Roton Middle School

Public • 6 - 8

7.46 mi

Distance

Fairfield Woods Middle School

Public • 6 - 8

10.14 mi

Distance

Staples High School

Public • 9 - 12 • Serves this home

3.32 mi

Distance

P-tech Norwalk

Public • 9 - 12

3.33 mi

Distance

Norwalk High School

Public • 9 - 12

3.33 mi

Distance

Fairfield Ludlowe High School

Public • 9 - 12

7.18 mi

Distance

Center For Global Studies

Public • 9 - 12

7.68 mi

Distance

Brien Mcmahon High School

Public • 9 - 12

7.68 mi

Distance

Pierrepont School

Private • KG - 12

2.12 mi

Distance

Greens Farms Academy

Private • KG - 12

2.71 mi

Distance

Winston Preparatory School

Private • 04 - 12

4.96 mi

Distance

Eagle Hill - Southport

Private • UG - UG

5.09 mi

Distance

Fairfield College Preparatory

Private • 09 - 12

8.31 mi

Distance

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in CT / 06880

Source: Walkscore

2/100

Car-Dependent

Walk Score ®

32/100

Bikable

Bike Score ®

Overview

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 22/100, Transit Score: 4/100, Bike Score: 28/100.

Property Change History

Points of Interest near 158 Hillspoint Road, Westport, CT 06880

Frequently Asked Questions for 158 Hillspoint Road

Source: Realty.com

158 Hillspoint Road, Westport, CT 06880 is a Single Family 3,076 sq. ft. home listed for sale. Realty.com has 38 photos available of this 4 bed, 4 bath house, listed at $2,695,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 38 photos of 158 Hillspoint Road.

Our records indicate that 158 Hillspoint Road was built in 1803.

The full address for this home is 158 Hillspoint Road, Westport, CT 06880.

158 Hillspoint Road has been listed on Realty.com since Fri July 25, 2025

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 22/100, Transit Score: 4/100, Bike Score: 28/100.

There are 3 schools assigned to this home. Check out the schools near 158 Hillspoint Road. Naramake Elementary School (Grades: PK - 5), Bedford Middle School (Grades: 6 - 8), Staples High School (Grades: 9 - 12)

Listing provided courtesy of: William Raveis Real Estate (tel: 203-227-4343)
Listing agent: Karen Liss-uomoleale (tel: 203-227-4343) (#10204)

This content last refreshed on 2025-11-29 00:40:23. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 158 Hillspoint Road, Westport, CT 06880 : MLS# 24114401

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