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Back 158 Hillspoint Rd
Off Market

158 Hillspoint Rd

Westport CT 06880

4
4
1
3076 sq. ft.
0.39 ac.
Single-Family
Last sold for $2,725,000
Karen Liss-UomolealeKaren Liss-Uomoleale, last sold this property on 29 September 2025 after 65 days on market.

Overview

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.

Features

4 bedrooms
4 bathrooms
1 carspace
1 garage space
3076 sq. ft. floor area
0.39 ac. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Westport over the last 12 months, the estimated median property value of 158 Hillspoint Rd is $2.03m.

Median value
$2.03m
Estimated value range
$625k - $7m
Median days on market
15
Estimated value trend
12%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Westport. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 158 Hillspoint Rd

2025
Sold
$2,725,000
29 Sep 2025 by Karen Liss-Uomoleale, of William Raveis Real Estate
2015
Sold
$1,795,000
13 Jul 2015 by Maryann Levanti, of Higgins Group Bedford Square
2015
Sold
$900,000
13 Feb 2015 by Karen Liss-Uomoleale, of William Raveis Real Estate

Happy sellers in Westport

90%
90% of sellers in Westport reported that their sale price either exceeded or met their price expectations.

Westport stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 6 reviews in Westport over the last 12 months.

Local market activity for 4 bedroom single-family properties in Westport

In the last 12 months, 103 four-bedroom single-family properties similar to 158 Hillspoint Rd, have been sold.

This represents a 13% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Westport

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Hyleri Katzenberg

Sellers who recommend Hyleri Katzenberg have praised them for being local expert, responsive, patient, supportive, great negotiation, reliable, and dedicated

  •   5   (62 reviews)
  •  5 Reviews in Westport
  •  5 Sales in Westport
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Judy Michaelis

Sellers who recommend Judy Michaelis have praised them for being local expert, responsive, supportive, clear communication, reliable, great negotiation, and strategic

  •   5   (74 reviews)
  •  3 Reviews in Westport
  •  9 Sales in Westport
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Tony Salerno

Tony Salerno is a recommended agent for Westport.  They have 2 local sales and collected 1 local review across the last 12 months.

  •   5   (23 reviews)
  •  1 Review in Westport
  •  2 Sales in Westport
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Jessica Kolomondos

Jessica Kolomondos is a recommended agent for Westport.  They have 2 local sales and collected 1 local review across the last 12 months.

  •   5   (5 reviews)
  •  1 Review in Westport
  •  2 Sales in Westport
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