160 Hillspoint Road - Westport, CT

$6,500

Beds

4.00

Baths

3,051

SqFt

0.41

Acres

Pricing Insight: Originally listed for $7,500, the price was last adjusted to $6,500 on February 11, 2026, a –$1,000 (13.3%) change, approximately 0 days ago. This property has been on the market for approximately 148 days.

160 Hillspoint Road, Westport, CT is a 4-bed, 4-bath, 3,051 square foot home built in 1790 , featuring antique architecture.

This home is within the Westport school district. Local, with nearby schools including Greens Farms.

MLS #: 24126918

Offered Price: $6,500

Residence Type: Residential Rental

Architectural Style: Antique

Living Area: 3,051 Sq. Ft.

Lot Size: 0.41 Acres

Neighborhood: Compo Beach

County: Fairfield

Year Built: 1790

Design & Construction: N/A

Heating: Steam

Cooling: Split System

Garage Spaces: 0

Price per Sq Ft as listed: $2

Estimated Tax: $0

Days on Market: 148

$4,495,000

3 Beds · 4 Baths · 3,236 Sq Ft

32 Edgewater Hillside, Westport

$5,999,000

6 Beds · 7 Baths · 6,100 Sq Ft

9 Pond Edge Road, Westport

$6,500

4 Beds · 3 Baths · 2,084 Sq Ft

5 Inwood Lane, Westport

$7,500

4 Beds · 3 Baths · 1,542 Sq Ft

18 Hales Road, Westport

Home Automation: Not specified

Energy Features: Active Solar

Solar Contract: Not specified

Heating Fuel: Natural Gas

Fuel Type: Steam

Fuel Tank Location: Not specified

Cooling System: Split System

Hot Water System: Natural Gas, Tankless Hotwater

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $2 / Sq. Ft.

Tax assessed value: $0

Estimated Tax: $0

Architectural Style: Antique

Design & Construction: N/A

Residence Type: Residential Rental

Year Constructed: 1790

Living Area: 3,051 Sq. Ft.

Lot Size: 0.41 Acres

Fuel: Natural Gas

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AUTOMATED VALUATION ESTIMATE

Note: Computer-generated estimate, not an appraisal.

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Understanding This Valuation

The RPR AVM considers:

Recent sales of comparable properties
Property characteristics and location
Market trends in Westport
Statistical modeling algorithms

Local Market Context

Active Listings: 99

Average Price: $2,212,804

Average DOM: 148 days

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Step back in time and experience the warmth of history at 160 Hillspoint Road, a Sherwood-built masterpiece dating back to 1790. This rare gem blends the timeless character of an antique home with the modern conveniences today's lifestyle demands. Perched high on the hill with sweeping views of Old Mill Beach and just a short stroll to Compo Beach, this residence offers an enviable coastal location in one of Westport's most beloved neighborhoods. The welcoming entrance foyer opens seamlessly into the inviting living room with a working fireplace, flowing naturally into the dining room and kitchen. Both the front and rear porches invite you to slow down, relax, and take in the beauty of New England's ever-changing seasons. A study, library, and half bath complete the first floor, offering spaces for both quiet reflection and entertaining. Upstairs, you'll find four bedrooms and two full baths, thoughtfully designed to balance the home's antique charm with comfort. Modern updates include all new mechanical systems and the addition of solar panels, keeping energy costs remarkably low. This homestead is more than just a residence-it's a welcoming retreat filled with hospitality, ready to host future holidays and gatherings for years to come. Living in Westport means enjoying the best of both worlds: the rich history and community spirit of a classic New England town, paired with vibrant culture, culinary, and recreational opportunities. This is an antique treasure!

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Flood Risk Assessment Water Body Detected Nearby

Water Proximity Detected: This property exhibits indicators suggesting nearby or referenced water features

Location Analysis:

Water features noted

Water Proximity:

Near water body

Topography:

Standard terrain • 0.4 acres

Water Indicators Found:

Water-related features referenced in listing details

Recommendations:

Professional flood assessment advised
Based on identified water-related indicators, flood insurance may warrant consideration
Consult FEMA Flood Maps for zone verification
Evaluate drainage systems
Review local flood history

Risk Level: Moderate

Property near water bodies. Consider flood insurance.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

Dining & Café Access: Low to Moderate
Daily Services: Limited
Recreational Space: Limited Nearby

How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

99

Homes For Sale

$2,212,804

Average List Price

Mechanicals & Utilities: Steam • Natural Gas • Split System • Public Water Connected water • 3 fireplaces

Exterior Features

Exterior Construction: Shingle

Driveway: Gravel

Garage: Off Street Parking,Driveway

Parking: 6 Total

Patio/Deck: Porch-Enclosed,Porch,Gutters,Lighting

Utilities: Water: Public Water Connected

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Steve Simos

Real Estate Advisor

Westport • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

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(800) 555-0003

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Good afternoon Steve, I'm interested in
160 Hillspoint Road, Westport, Connecticut

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Good afternoon. Welcome to 160 Hillspoint Road, Westport, CT