OFF MARKET

Off market oct 2025 for $3.6M

$3,813,596

Est. refi paymentEst. refi $16,926/mo

•

5,000

sq ft

37 Glen Rd, Westport, MA 02790

About this home

Welcome to 37 Glen Road, a spectacular waterfront retreat set atop a private peninsula with sweeping views of the Westport River. This picturesque 5,000+ sq ft home is sited on 11.3 acres of rolling lawns, mature woods, landscaped gardens and features a pond, stream, and private dock. Thoughtfully renovated in 2010, the expanded one-level Cape features 3 bedrooms, a timeless kitchen and scullery, fireplaced library with custom bookshelves, family sitting room, dining room, fireplaced living room and an overall flowing layout that captures water views from nearly every room. In addition, a 1,000+/- sq ft studio/guest suite is located above the attached three-bay garage, ideal for visitors or home office. Expansive decks, stone patios, and granite benches offer quiet places to take in the natural beauty, abundant wildlife, and rare dual river views—both across and downriver. This dynamic, peaceful setting is truly one of a kind.

Single-familyProperty Type

1978Year Built

11.3 acresLot Size

$763Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Team MCM • Gibson Sotheby's International Realty

Bought with Team MCM • Gibson Sotheby's International Realty

Redfin checked: 2 minutes ago

•Source:MLS PIN #73389676

Redfin Estimate

$3,813,596

$214K since sold in October 2025$78K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 181% higher than the average sale price ($1.36M) of 6 comparable homes.

SOLD OCT 20, 2026
$1,000,000
A
4 beds3.5 baths4,049 sq ft
332 Division Rd, South Dartmouth, MA 02748
SOLD SEP 16, 2026
$1,603,000
B
4 beds3.5 baths2,992 sq ft
665 Horseneck Rd, South Dartmouth, MA 02748
SOLD JUL 31, 2026
$1,050,000
C
4 beds3 baths4,582 sq ft
847 Division Rd, Westport, MA 02790
SOLD MAY 22, 2026
$1,350,000
D
4 beds3 baths3,900 sq ft
25 Quail Trl, Westport, MA 02790
SOLD SEP 28, 2026
$2,015,551
E
4 beds4 baths5,027 sq ft
23 High Meadow Rd, Little Compton, RI 02837
SOLD SEP 15, 2026
$1,125,000
F
4 beds2.5 baths3,644 sq ft
2 Olin Howland Way, Westport, MA 02790

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Earn from this home

Sell

$795,594

Est. take-home

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Est. cash available

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Rent

$4,511/mo

Redfin rental estimate

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Market trends in 02790, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

98.6%

0.3% MoM

Median sale price

$694K

$7K MoM

Avg. days on market

36d

10 days MoM

Recently sold homes

9 MoM

New listings for sale

OPEN SUN, 12PM TO 1:30PM
$749,000
3 beds2 baths1,862 sq ft
37 Bluebird Ln, Westport, MA 02790
$850,000
3 beds0.5 baths834 sq ft
654 Old Harbor Rd, Westport, MA 02790
OPEN SAT, 11AM TO 1PM
$1,100,000
4 beds2.5 baths4,655 sq ft
141 Charlotte White Rd Ext, Westport, MA 02790
$494,900
3 beds2 baths1,608 sq ft
33 Johnson St, Westport, MA 02790
OPEN SUN, 12PM TO 1:30PM
$335,900
2 beds1 bath832 sq ft
102 Robert St #102, Westport, MA 02790
$659,000
3 beds2 baths1,604 sq ft
170 Briggs Rd, Westport, MA 02790
$960,000
3 beds1.5 baths1,514 sq ft
444 River Rd, Westport, MA 02790
OPEN SAT, 9AM TO 11AM
$589,900
3 beds1 bath1,200 sq ft
92 Benoit St, Westport, MA 02790
See all

Provided by Redfin

Sale history for 37 Glen Rd

Date

Event

Price

MLS PIN #73389676

Oct 10, 2025

Sold

$3,600,000

$720/sq ft

Sep 3, 2025

Contingent

—

Aug 8, 2025

Relisted

—

Aug 5, 2025

Contingent

—

Jul 12, 2025

Price Changed

$3,775,000

$755/sq ft

Jun 11, 2025

Listed

$3,895,000

$779/sq ft

RIS #1337673

Oct 20, 2023

Sold

$3,525,000

$705/sq ft

Sep 6, 2023

Pending

—

Aug 20, 2023

Contingent

—

Jun 14, 2023

Listed

$3,800,000

$760/sq ft

+37

From the moment you pass enchanted trees and a tranquil pond, the winding drive beckons you toward this waterfront home prominently located on the high point of the peninsula capturing 180 degree views of the Westport River. You know you are experiencing something very special. WELCOME TO 37 GLEN ROAD. The 11.3 acres incorporates a forest with running brook while manicured lawns and professionally designed garden beds surround the home. A major renovation in 2010 brought casual elegance to this one level expanded cape. Once inside you are surrounded by a high level of workmanship framing spectacular views in every direction. Every room cohesively flows yet design details single out each room's unique experience. A 1000 sq. ft work/studio located above the 3 car garage offers endless possibilities. The natural setting can be enjoyed from the spacious deck, private terrace, or your own dock. This is a once-in-a lifetime opportunity to own a truly extraordinary property.

MLS PIN #73124544

Oct 20, 2023

Sold

$3,525,000

$705/sq ft

Aug 20, 2023

Contingent

—

Jun 14, 2023

Listed

$3,800,000

$760/sq ft

+37

From the moment you pass enchanted trees and a tranquil pond, the winding drive beckons you toward this waterfront home prominently located on the high point of the peninsula capturing 180 degree views of the Westport River. You know you are experiencing something very special. WELCOMCE TO 37 GLEN ROAD. The 11.3 acres incorporates a forest with running brook while manicured lawns and professionally designed garden beds surround the home. A major renovation in 2010 brought casual elegance to this one level expanded cape. Once inside you are surrounded by a high level of workmanship framing spectacular views in every direction. Every room cohesively flows yet design details single out each room's unique experience. A 1000 sq. ft. work/studio located above the 3 car garage offers endless possibilities. The natural setting can be enjoyed from the spacious deck, private terrace, or your own dock. This is a truly extraordinary property to call home!

MLS PIN #70943191

Sep 1, 2009

Sold

$2,625,000

$525/sq ft

Aug 1, 2009

Contingent

—

Jul 6, 2009

Listed

$2,700,000

$540/sq ft

Public Records

Apr 14, 2000

Sold

$225,000

$45/sq ft

Public Records

Jun 25, 1997

Sold

$74,400

$15/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$17,635 (−2.4%)

$1,234,600 + $926,500

$2,161,100

2022

$18,060 (+10.0%)

$1,234,600 + $895,100

$2,129,700

2021

$16,422 (+3.6%)

$1,059,900 + $845,200

$1,905,100

2020

$15,849 (−2.2%)

$1,034,900 + $845,200

$1,880,100

2019

$16,213 (−7.3%)

$1,117,700 + $842,800

$1,960,500

2018

$17,485 (+2.4%)

$1,178,700 + $961,500

$2,140,200

2017

$17,074 (+3.5%)

$1,178,700 + $963,600

$2,142,300

2016

$16,500 (−4.9%)

$1,145,900 + $940,100

$2,086,000

2015

$17,343 (+3.3%)

$1,309,600 + $877,400

$2,187,000

2014

$16,781 (+4.2%)

$1,309,600 + $869,800

$2,179,400

2013

$16,106 (−9.2%)

$1,309,600 + $869,800

$2,179,400

2012

$17,745 (+7.6%)

$1,667,900 + $849,100

$2,517,000

2011

$16,495 (+33.2%)

$1,667,900 + $790,400

$2,458,300

2010

$12,385 (+18.7%)

$1,509,200 + $466,100

$1,975,300

2009

$10,431

$1,416,700 + $466,100

$1,882,800

Tax history for 37 Glen Rd

Year

Property tax

Land + Additions

Assessment*

2023

$17,635 (−2.4%)

$1,234,600 + $926,500

$2,161,100

2022

$18,060 (+10.0%)

$1,234,600 + $895,100

$2,129,700

2021

$16,422 (+3.6%)

$1,059,900 + $845,200

$1,905,100

2020

$15,849 (−2.2%)

$1,034,900 + $845,200

$1,880,100

2019

$16,213 (−7.3%)

$1,117,700 + $842,800

$1,960,500

2018

$17,485 (+2.4%)

$1,178,700 + $961,500

$2,140,200

2017

$17,074 (+3.5%)

$1,178,700 + $963,600

$2,142,300

2016

$16,500 (−4.9%)

$1,145,900 + $940,100

$2,086,000

2015

$17,343 (+3.3%)

$1,309,600 + $877,400

$2,187,000

2014

$16,781 (+4.2%)

$1,309,600 + $869,800

$2,179,400

2013

$16,106 (−9.2%)

$1,309,600 + $869,800

$2,179,400

2012

$17,745 (+7.6%)

$1,667,900 + $849,100

$2,517,000

2011

$16,495 (+33.2%)

$1,667,900 + $790,400

$2,458,300

2010

$12,385 (+18.7%)

$1,509,200 + $466,100

$1,975,300

2009

$10,431

$1,416,700 + $466,100

$1,882,800

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

Public record

Beds

Baths

—

Stories

Lot width

—

Lot depth

—

Lot size

11.3 Acres

Year renovated

2010

Sq. Ft.

5,018

Year built

2010

Style

Single Family Residential

County

Bristol County

APN

3000971

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Has Garage
# of Garage Spaces: 3
# of Covered Spaces: 3
Parking Spaces: 6
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Workshop in Garage, Off Street, Stone/Gravel

Interior

Virtural Tour Information
Virtual Tour 1 (External Link)

Bedroom Information
Main Level Bedrooms: 1

Master Bedroom Information
Level: Main,First
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Wood,Window(s) - Bay/Bow/Box,Exterior Access,Slider,Window Seat

Bedroom #2 Information
Level: First
Features: Closet,Flooring - Wood,Crown Molding

Bedroom #3 Information
Level: First
Features: Bathroom - Half,Closet,Flooring - Wood

Bedroom #4 Information
Level: Second
Features: Bathroom - Half,Closet/Cabinets - Custom Built

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 3
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Tub,Bathroom - With Shower Stall,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Level: First
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile

Bathroom #3 Information
Level: First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile

Living Room Information
Level: First
Features: Flooring - Wood,Window(s) - Picture,French Doors,Crown Molding

Family Room Information
Level: First
Features: Vaulted Ceiling(s),Flooring - Wood,Window(s) - Bay/Bow/Box

Dining Room Information
Level: First
Features: Flooring - Wood,Wainscoting,Crown Molding

Kitchen Information
Level: First
Features: Flooring - Stone/Ceramic Tile,Dining Area,Countertops - Upgraded,Kitchen Island,Recessed Lighting,Stainless Steel Appliances,Gas Stove,Lighting - Pendant,Crown Molding

Basement Information
Basement: Full, Interior Entry, Bulkhead, Unfinished

Laundry Information
Laundry Features: Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, First Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2
Fireplace Features: Living Room

Interior Features
# of Rooms (Total): 9
Door Features: French Doors
Flooring: Wood, Tile, Flooring - Wood, Flooring - Stone/Ceramic Tile
Interior Features: Closet/Cabinets - Custom Built, Cathedral Ceiling(s), Ceiling Fan(s), Bathroom - Half, Library, Entry Hall, Sun Room, Bathroom, Walk-Up Attic

Exterior

Building Information
Building Area (Total): 5,000
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck, Patio
Exterior Features: Deck, Patio, Storage, Professional Landscaping, Sprinkler System, Garden, Outdoor Shower, Stone Wall

Property Information
PropertySubType: Single Family Residence
Security Features: Security System
Has Waterview
Dock/Mooring, Pond, River

Lot Information
Lot Size (Acres): 11.3
Lot Features: Wooded, Easements, Cleared, Sloped
ViewYN: Has View
View: Scenic View(s)
WaterfrontYN: Yes
Road Surface Type: Paved
Road Frontage Type: Private Road

Financial

Tax Information
Tax Annual Amount: $24,370
Tax Year: 2025

Utilities

Utility Information
Sewer: Private Sewer
Water Source: Private
Electric: Generator, Circuit Breakers

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Radiant, Propane, Hydro Air, Fireplace(s)
Cooling: Central Air, Ductless

Location

Location Information
Directions: Refer to GPS
UnparsedAddress: 37 Glen Road, Westport MA 02790

Community Information
Senior CommunityYN: No
Community Features: Shopping, Walk/Jog Trails, Conservation Area, Marina

Public facts

Beds: 4
Baths: —
Sq. Ft.: 5,018
Stories: 2.0
Lot Size: 11.3 acres
Style: Single Family Residential
Year Built: 2010
Year Renovated: 2010
County: Bristol County
APN: 3000971

Home facts updated by county records on Jul 19, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Westport Junior/Senior High School

Public 5-12 • Assigned • 4.3mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.62% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 94° expected this year, 16 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Westport, MA • 02790

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 8.9 hours in June and 4.6 hours in December, placing it below the U.S. average for solar exposure.

8.9 hrs

4.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.62M – $4.39M

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New listings for sale in 02790

OPEN SUN, 12PM TO 1:30PM

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37 Bluebird Ln, Westport, MA 02790

Open-concept kitchen • Vaulted ceilings • Hardwood floors

$850,000

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654 Old Harbor Rd, Westport, MA 02790

Loft sleeping area • Outdoor shower • Large front porch

OPEN SAT, 11AM TO 1PM

$1,100,000

4 beds2.5 baths4,655 sq ft

141 Charlotte White Rd Ext, Westport, MA 02790

Sunlit dining area • Bay window • Stone counters

$494,900

3 beds2 baths1,608 sq ft

33 Johnson St, Westport, MA 02790

Adu • Mixed use lot • 0.26 acre lot

OPEN SUN, 12PM TO 1:30PM

$335,900

2 beds1 bath832 sq ft

102 Robert St #102, Westport, MA 02790

Private deck • Spacious backyard • $150 HOA

$659,000

3 beds2 baths1,604 sq ft

170 Briggs Rd, Westport, MA 02790

Gas-insert fireplace • Four-season sunroom • 1.31 acre lot

$960,000

3 beds1.5 baths1,514 sq ft

444 River Rd, Westport, MA 02790

Fireplace • Full basement • Deeded right of way

OPEN SAT, 9AM TO 11AM

$589,900

3 beds1 bath1,200 sq ft

92 Benoit St, Westport, MA 02790

Remodeled kitchen • Remodeled bathroom • Updated plumbing

Home values near 37 Glen Rd

Data from public records.

Address	Redfin Estimate
30 Glen Road, Westport, MA - Beds \| - Baths \| 4184 Sq. Ft.	$1,135,103
85 Cummings Lane, Westport, MA 3 Beds \| - Baths \| 1871 Sq. Ft.	$1,183,241

Address	Redfin Estimate
34 Glen Road, Westport, MA 4 Beds \| 4 Baths \| - Sq. Ft.	$3,307,437
78 Shirley Street, Westport, MA 2 Beds \| 2 Baths \| 1962 Sq. Ft.	$1,451,702

Address	Redfin Estimate
99 Cummings Lane, Westport, MA 3 Beds \| 2.5 Baths \| 1862 Sq. Ft.	$1,881,836
82 Shirley Street, Westport, MA 2 Beds \| 1 Baths \| 1158 Sq. Ft.	$1,576,073

Property information provided by MLS PIN when last listed in 2025. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02790, MA

Sale history for 37 Glen Rd

Tax history for 37 Glen Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02790

Home values near 37 Glen Rd

More real estate resources