OFF MARKET

Off Market Dec 2024 for $1.1M

$1,317,179

•

3,838

sq ft

37 Flagg Rd, Southborough, MA 01772

About this home

Fabulous architectural modern masterpiece on a peaceful FIVE ACRE lot well off the desirable country road for the ultimate privilege of privacy*The epitome of mid-century flair can be yours on an irreplaceable maturely landscape parcel*Open concept floor plan with an abundance of natural light from extensive windows*Sense of arrival entry foyer with double doors opens up to this spacious home*Showpiece of the home is the grand salon with soaring ceilings, fireplace and a breathtaking floor-to-ceiling window wall showcasing the grounds and stunning heated inground pool*Kitchen with custom cabinets*Formal Dining Room with vintage light fixture*1st floor bedroom or office with full bath*Follow the custom staircase to the 2nd floor, which offers Romantic Primary Suite & two nicely sized bedrooms plus large office or game room*How will you enhance the extraordinary design aesthetic provided with your personal touches? Huge unfinished lower level for possible future expansion*

Single-familyProperty Type

1971Year Built

4.97 acresLot Size

$343Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Kristine Wingate Shifrin • Andrew J. Abu Inc., REALTORS®

Bought with Brittany Palmerino • Andrew J. Abu Inc., REALTORS®

Redfin checked: a minute ago

•Source:MLS PIN #73307484

Redfin Estimate

$1,317,179

$192K since sold in December 2024$41K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 17.5% higher than the average sale price ($1.12M) of 6 comparable homes.

SOLD JUL 8, 2026
$949,900
A
4 beds3.5 baths3,758 sq ft
44 Gilmore Rd, Southborough, MA 01772
SOLD AUG 14, 2026
$1,500,000
B
4 beds4 baths3,577 sq ft
8 Leeds Way, Southborough, MA 01772
SOLD SEP 29, 2025
$1,126,250
C
4 beds3 baths3,432 sq ft
22 High St, Southborough, MA 01772
SOLD AUG 6, 2026
$976,000
D
4 beds3 baths2,858 sq ft
2 Foley Dr, Southborough, MA 01772
SOLD APR 23, 2026
$1,283,000
E
4 beds2.5 baths3,808 sq ft
14 Sarsen Stone Way, Southborough, MA 01772
SOLD AUG 18, 2026
$890,000
F
3 beds3 baths3,069 sq ft
1 Tara Rd, Southborough, MA 01772

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Sell

$379,900

Est. take-home

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Rent

$4,713/mo

Redfin rental estimate

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Market trends in 01772, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.6%

0.3% MoM

Median sale price

$976K

$4K MoM

Avg. days on market

21d

6 days MoM

Recently sold homes

9 MoM

New listings for sale

OPEN TODAY, 11AM TO 2PM
$1,899,900
4 beds4.5 baths6,026 sq ft
6 Watkins Ln, Southborough, MA 01772
$6,250,000
5 beds7.5 baths12,329 sq ft
31 Sears Rd, Southborough, MA 01772
See all

Provided by Redfin

Sale history for 37 Flagg Rd

Year

Property tax

Land + Additions

Assessment*

2020

$13,083 (+7.2%)

$318,100 + $654,500

$972,600

2018

$12,207 (−1.6%)

$232,700 + $523,600

$756,300

2016

$12,403 (+1.7%)

$226,800 + $557,200

$784,000

2015

$12,201 (+4.9%)

$212,000 + $549,600

$761,600

2014

$11,632 (+0.8%)

$199,800 + $519,100

$718,900

2013

$11,538 (+1.7%)

$211,500 + $486,100

$697,600

2012

$11,346 (+4.9%)

$207,200 + $495,800

$703,000

2011

$10,819 (+5.6%)

$196,700 + $497,700

$694,400

2009

$10,243

$222,000 + $506,500

$728,500

Tax history for 37 Flagg Rd

Year

Property tax

Land + Additions

Assessment*

2020

$13,083 (+7.2%)

$318,100 + $654,500

$972,600

2018

$12,207 (−1.6%)

$232,700 + $523,600

$756,300

2016

$12,403 (+1.7%)

$226,800 + $557,200

$784,000

2015

$12,201 (+4.9%)

$212,000 + $549,600

$761,600

2014

$11,632 (+0.8%)

$199,800 + $519,100

$718,900

2013

$11,538 (+1.7%)

$211,500 + $486,100

$697,600

2012

$11,346 (+4.9%)

$207,200 + $495,800

$703,000

2011

$10,819 (+5.6%)

$196,700 + $497,700

$694,400

2009

$10,243

$222,000 + $506,500

$728,500

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

4.97 Acres

Year renovated

—

Sq. Ft.

3,838

Year built

1971

Style

Single Family Residential

County

Worcester County

APN

1663340

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 10
AttachedGarageYN: Yes
Parking Features: Attached, Heated Garage, Storage, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 320
Length: 16
Width: 20
Level: Second
Features: Bathroom - Full,Beamed Ceilings,Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet,Balcony - Exterior,Wet Bar,Cable Hookup,Dressing Room,Exterior Access,Slider

Bedroom #2 Information
Area: 280
Length: 14
Width: 20
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet,Closet - Double,Window Seat

Bedroom #3 Information
Area: 180
Length: 12
Width: 15
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet

Bedroom #4 Information
Area: 182
Length: 14
Width: 13
Level: First
Features: Bathroom - Full,Closet,Flooring - Wall to Wall Carpet,Window(s) - Picture

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 28
Length: 7
Width: 4
Level: First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Area: 96
Length: 12
Width: 8
Level: First
Features: Bathroom - Full,Bathroom - With Tub,Closet,Flooring - Stone/Ceramic Tile

Bathroom #3 Information
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - With Shower Stall,Closet - Linen,Flooring - Stone/Ceramic Tile,Jacuzzi / Whirlpool Soaking Tub,Bidet

Living Room Information
Area: 345
Length: 23
Width: 15
Level: First
Features: Cathedral Ceiling(s),Ceiling Fan(s),Beamed Ceilings,Flooring - Hardwood,Window(s) - Picture,Open Floorplan,Lighting - Overhead

Family Room Information
Area: 390
Length: 15
Width: 26
Level: First
Features: Wood / Coal / Pellet Stove,Beamed Ceilings,Flooring - Hardwood,Window(s) - Picture,Wet Bar,Exterior Access,Slider,Lighting - Sconce

Dining Room Information
Area: 182
Length: 13
Width: 14
Level: First
Features: Flooring - Wood,Window(s) - Picture

Kitchen Information
Area: 432
Length: 18
Width: 24
Features: Beamed Ceilings,Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,Kitchen Island,Exterior Access,Slider,Lighting - Overhead

Basement Information
Basement: Full, Walk-Out Access, Sump Pump, Concrete, Unfinished

Laundry Information
Laundry Dimen: 7X3
Laundry Features: Flooring - Stone/Ceramic Tile, First Floor

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

Interior Features
# of Rooms (Total): 9
Flooring: Wood, Tile, Carpet, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile
Interior Features: Closet/Cabinets - Custom Built, Attic Access, Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub, Closet - Linen, Study, Bathroom, Central Vacuum, Wet Bar

Exterior

Building Information
Building Area (Total): 3,838
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate

Exterior Features
Fencing: Fenced/Enclosed, Fenced
Roof: Shingle
Patio And Porch Features: Porch, Patio
Exterior Features: Porch, Patio, Balcony, Pool - Inground Heated, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, Garden

Pool Information
Has Private Pool
Pool Features: Pool - Inground Heated

Property Information
PropertySubType: Single Family Residence
Security Features: Security System

Lot Information
Lot Size (Acres): 4.97
Lot Features: Wooded, Level
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $14,592
Tax Year: 2024

Utilities

Utility Information
Sewer: Private Sewer
Water Source: Public
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Heating: Radiant, Electric

Location

Location Information
Directions: Deerfoot Road to Flagg Road or Turnpike Road to Flagg.
UnparsedAddress: 37 Flagg Road, Southborough MA 01772

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Tennis Court(s), Park, Walk/Jog Trails, Golf, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 3,838
Stories: 2.0
Lot Size: 4.97 acres
Style: Single Family Residential
Year Built: 1971
Year Renovated: —
County: Worcester County
APN: 1663340

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 12

Listing Information
StandardStatus: Closed

Around this home

Schools

Margaret Neary Elementary School

Public 4-5 • Assigned • 0.7mi

8/10

P. Brent Trottier Middle School

Public 6-8 • Assigned • 0.6mi

8/10

Algonquin Regional High School

Public 9-12 • Assigned • 3.6mi

9/10

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

27% 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

Southborough, MA • 01772

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 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.25M – $1.52M

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Home values near 37 Flagg Rd

Data from public records.

Address	Redfin Estimate
43 Flagg Rd, Southborough, MA 4 Beds \| 2.5 Baths \| 3054 Sq. Ft.	$1,123,994
31 Flagg Rd, Southborough, MA 3 Beds \| 1.5 Baths \| 1856 Sq. Ft.	$695,166

Address	Redfin Estimate
35 Flagg Rd, Southborough, MA 5 Beds \| 2.5 Baths \| 2875 Sq. Ft.	$940,613
30 Flagg Rd, Southborough, MA 4 Beds \| 2.5 Baths \| 3238 Sq. Ft.	$1,158,907

Address	Redfin Estimate
33 Flagg Rd, Southborough, MA 4 Beds \| 2.5 Baths \| 2532 Sq. Ft.	$905,533
28 Flagg Rd, Southborough, MA 3 Beds \| 2 Baths \| 1936 Sq. Ft.	$790,721

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

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