Off market may 2022 for $3.3M

$4,002,546

Est. refi paymentEst. refi $16,994/mo

•

1,775

sq ft

244 Hillspoint Rd, Westport, CT 06880

About this home

Imagine waking up to endless water views of the sparkling Long Island Sound and being only steps to Westport’s finest sandy beaches. A rare sliver of gold and slice of heaven, this legacy property can never be realized again and is Fully FEMA compliant. Private Oversized rear Terrace with custom heated plunge Pool, built-in BBQ Kitchen with Dining area and outdoor Fireplace makes this home a true model for living and entertaining in the epicenter of all the amenities that Westport has to offer. This seamless indoor and outdoor lifestyle spares no expense on features and location. Step inside and be greeted by beautiful pristine sun drenched rooms and mesmerizing blue water views. Finished on 3 levels, this home offers flexible interior spaces for everyone including 3 bedrooms, 2 full baths, 3 gathering rooms, a spacious glass railed outdoor balcony and a 1.5 car garage. Impeccable attention to detail with mahogany floors and millwork throughout. Begin each day with breathtaking sunrises over the peaceful water tides. Escape for a jog along the water’s edge or a quick sail with soothing sound breezes. Spend relaxing beach time, then a cool dip in your backyard pool, and as evening draws near enjoy dinner alfresco on the beachfront or in the privacy of your own backyard. Property is equipped with whole house generator, security system, indoor and outdoor sound system, landscape lighting, irrigation and more. Truly a one-of-a-kind package and lifestyle.

Single-familyProperty Type

2003Year Built

3,049 sq ftLot Size

$2,255Est. Price/Sq.Ft.

2 car garageParking

Listed by Carol Cutler • Higgins Group Bedford Square

Bought with Mary Ellen Gallagher • Compass Connecticut, LLC

Source:Smart MLS #170473662

Redfin Estimate

$4,002,546

$690K since sold in May 2022$39K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 257.4% higher than the average sale price ($1.12M) of 6 comparable homes.

SOLD MAR 30, 2026
$1,100,000
A
3 beds2 baths1,183 sq ft
65 W Parish Rd, Westport, CT 06880
SOLD MAY 20, 2026
$1,105,000
B
3 beds2 baths1,882 sq ft
7 Hale St, Westport, CT 06880
SOLD SEP 17, 2026
$725,000
C
3 beds2 baths1,510 sq ft
8 Country Club Rd, Norwalk, CT 06851
SOLD SEP 23, 2026
$1,230,000
D
3 beds1 bath1,764 sq ft
209 Compo Rd S, Westport, CT 06880
SOLD SEP 2, 2026
$1,850,000
E
3 beds3.5 baths2,294 sq ft
18 Vani Ct, Westport, CT 06880
SOLD JUN 4, 2026
$710,000
F
3 beds1.5 baths1,578 sq ft
11 Hale St, Westport, CT 06880

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Earn from this home

Sell

$1,340,715

Est. take-home

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Refinance

Est. cash available

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Rent

$2,786/mo

Redfin rental estimate

List your home for rent

Market trends in 06880, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

104.6%

0.1% MoM

Median sale price

$2.5M

$29K MoM

Avg. days on market

33d

1 days MoM

Recently sold homes

125

11 MoM

New listings for sale

$1,999,999
2 beds1.5 baths1,206 sq ft
33 Bridge St, Westport, CT 06880
NEW 26 HRS AGO
$1,199,000
3 beds2.5 baths1,936 sq ft
280 Main St, Westport, CT 06880
OPEN SAT, 3PM TO 4:30PM
$2,895,000
3 beds3.5 baths1,841 sq ft
79 Riverside Ave, Westport, CT 06880
OPEN SAT, 1PM TO 4PM
$1,699,000
4 beds3.5 baths2,301 sq ft
4 Lookout Ln, Westport, CT 06880
OPEN SAT, 11AM TO 2PM
$1,990,000
7 beds4.5 baths4,125 sq ft
11 Turkey Hill Cir, Westport, CT 06880
$4,299,000
5 beds4.5 baths5,981 sq ft
191 Bayberry Ln, Westport, CT 06880
OPEN SAT, 12PM TO 3PM
$995,000
2 beds2.5 baths1,202 sq ft
1 Sunrise Rd Unit B, Westport, CT 06880
OPEN SAT, 1PM TO 3PM
$2,049,000
3 beds3 baths2,091 sq ft
7 Marsh Rd, Westport, CT 06880
OPEN SAT, 1PM TO 4PM
$2,050,000
5 beds4.5 baths5,806 sq ft
1 Melon Patch Ln, Westport, CT 06880
$2,500,000
5 beds4.5 baths4,017 sq ft
23 Punch Bowl Dr, Westport, CT 06880
See all

Provided by Redfin

Sale history for 244 Hillspoint Rd

Date

Event

Price

SMARTMLS #24032801

Aug 29, 2024

Rental Removed

$15,000

$8/sq ft

Aug 13, 2024

Listed for Rent

$15,000

$8/sq ft

Smart MLS #170473662

May 16, 2022

Sold

$3,313,000

$1,866/sq ft

Mar 23, 2022

Contingent

—

Mar 18, 2022

Listed

$2,875,000

$1,620/sq ft

Mar 16, 2022

Coming Soon

$2,875,000

$1,620/sq ft

Public Records

Jun 9, 2021

Sold

$2,325,000

$1,310/sq ft

Smart MLS #170394535

May 15, 2021

Contingent

—

May 14, 2021

Listed

$2,300,000

$1,296/sq ft

Public Records

Jan 5, 2012

Sold

$1,850,000

$1,042/sq ft

Smart MLS #98520276

Nov 11, 2011

Listed

$1,995,000

$1,124/sq ft

Public Records

Nov 10, 2011

Sold

$1,950,000

$1,099/sq ft

Smart MLS #98514574

Sep 15, 2011

Listed

$1,995,000

$1,124/sq ft

Public Records

Aug 25, 2006

Sold

$2,425,000

$1,366/sq ft

Smart MLS #98283603

May 12, 2006

Listed

$2,695,000

$1,518/sq ft

Smart MLS #98198655

May 20, 2004

Listed

$2,450,000

$1,380/sq ft

Public Records

May 30, 2003

Sold

$1,100,000

$620/sq ft

Smart MLS #98134688

Jun 28, 2002

Listed

$1,148,000

$647/sq ft

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Year

Property tax

Land + Additions

Assessment*

2023

$27,808 (+1.6%)

$904,400 + $611,000

$1,515,400

2022

$27,383 (+1.0%)

$904,400 + $611,000

$1,515,400

2021

$27,109 (+26.2%)

$904,400 + $595,800

$1,500,200

2020

$21,477 (−0.7%)

$944,400 + $340,900

$1,285,300

2019

$21,630

$944,400 + $338,500

$1,282,900

2018

$21,630

$944,400 + $338,500

$1,282,900

2017

$21,630

$944,400 + $338,500

$1,282,900

2016

$21,630 (+6.7%)

$944,400 + $338,500

$1,282,900

2014

$20,269

$762,100 + $367,700

$1,129,800

Tax history for 244 Hillspoint Rd

Year

Property tax

Land + Additions

Assessment*

2023

$27,808 (+1.6%)

$904,400 + $611,000

$1,515,400

2022

$27,383 (+1.0%)

$904,400 + $611,000

$1,515,400

2021

$27,109 (+26.2%)

$904,400 + $595,800

$1,500,200

2020

$21,477 (−0.7%)

$944,400 + $340,900

$1,285,300

2019

$21,630

$944,400 + $338,500

$1,282,900

2018

$21,630

$944,400 + $338,500

$1,282,900

2017

$21,630

$944,400 + $338,500

$1,282,900

2016

$21,630 (+6.7%)

$944,400 + $338,500

$1,282,900

2014

$20,269

$762,100 + $367,700

$1,129,800

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

3,049 Sq. Ft.

Year renovated

—

Sq. Ft.

1,447

Year built

2003

Style

Single Family Residential

County

Fairfield County

APN

414792

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 12, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 2

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 7
Interior Features: Audio System, Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan, Security System
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Gas Cooktop, Gas Range, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Chiller

Bathroom Information
# of Baths (Full): 2

Bedroom Information
Beds Total: 3

Room Information
Room Count: 10
Basement Description: Full, Fully Finished, Heated, Interior Access, Walk-out, Liveable Space
Has Attic
Attic Description: Access Via Hatch

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Shingle, Stone, Wood
Exterior Features: Balcony, Deck, Grill, Lighting, Patio, Shed, Terrace, Underground Sprinkler, Underground Utilities

Lot Information
Lot Description: Non Conforming Lot

Pool Information
Swimming Pool
Pool Description: In Ground Pool, Spa

Building Information
Foundation Type: Concrete
Construction Description: Frame

Property Information
Waterfront Description: Direct Waterfront, L. I. Sound Frontage, Beach, View
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1447
Driveway Type: Private, Paved

Financial

Assessments Information
Assessed Value: $1,500,200

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Public Sewer Connected
Hot Water Description: Natural Gas
Heat Type: Hydro Air
Heat Fuel Type: Gas In Street
Energy Features: Generator

Location

School Information
Middle Jr High School: Bedford
High School: Staples
Elementary School: Greens Farms

Location Information
State: Connecticut
Directions: Compo Road S to Hillspoint Road or Greens Farms Road to Hillspoint Road
Direct Waterfront
County: Fairfield

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,447
Stories: 2.0
Lot Size: 3,049 square feet
Style: Single Family Residential
Year Built: 2003
Year Renovated: —
County: Fairfield County
APN: 414792

Home facts updated by county records on Jul 12, 2023

Other

Documents & Disclosures
Supplement Count Public: 5

Around this home

Schools

Green's Farms School

Public K-5 • Assigned • 2.0mi

10/10

Bedford Middle School

Public 6-8 • Assigned • 3.2mi

9/10

Staples High School

Public 9-12 • Assigned • 3.0mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

4/10 Flood Factor

Estimated 14-22% chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

8/10 Air Factor

13 unhealthy days expected this year, 18 days in 30 years

Provided by First Street

Historical weather

Westport, CT • 06880

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.80M – $4.60M

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Home values near 244 Hillspoint Rd

Data from public records.

Address	Redfin Estimate
248 Hillspoint Rd, Westport, CT 5 Beds \| 3.5 Baths \| 4136 Sq. Ft.	$8,085,219
232 Hillspoint Rd, Westport, CT 4 Beds \| 2 Baths \| 2234 Sq. Ft.	$2,909,140

Address	Redfin Estimate
229 Hillspoint Rd, Westport, CT 2 Beds \| 2 Baths \| 1200 Sq. Ft.	$1,892,081
246 Hillspoint Rd, Westport, CT 2 Beds \| 1 Baths \| 695 Sq. Ft.	$2,425,197

Address	Redfin Estimate
236 Hillspoint Rd, Westport, CT 2 Beds \| 2 Baths \| 1530 Sq. Ft.	$2,541,080
227 Hillspoint Rd, Westport, CT 2 Beds \| 2 Baths \| 1436 Sq. Ft.	$2,735,006

Property information provided by Smart MLS when last listed in 2024. This data may not match . Learn more.

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