Off Market Jul 2010 for $1.1M

$2,121,491

Est. refi paymentEst. refi $3,482/mo

•

4,500

sq ft

21 Winwood Rd, Sutton, MA 01590

About this home

This magnificent 3.45 acre waterfront estate on Lake Singletary offers an exceptional country setting yet is within minutes to city life. One of the most unique lakefront properties on the market, this rare offering boasts 235 feet of private lake frontage with expansive dock for boating, fishing and swimming. A contemporary cape with floor to ceiling stone fireplace, 5 bdrms, 3.5 baths, master bdrm on 1st floor with bath. 1.88 privacy lot, ski boat and party boat are negotiable in the sale.

Single-familyProperty Type

1970Year Built

3.45 acresLot Size

$471Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Mary Myrick • Kalstar Realty Services

Bought with John Demac • Tina Bilazarian, Inc.

Redfin checked: a minute ago

•Source:MLS PIN #71095202

Redfin Estimate

$2,121,491

$946K since sold in July 2010$49K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 200.8% higher than the average sale price ($705K) of 6 comparable homes.

SOLD JUN 18, 2026
$575,000
A
5 beds2.5 baths2,596 sq ft
25 Elm Ct, Millbury, MA 01527
SOLD JUL 31, 2026
$675,000
B
4 beds2.5 baths2,921 sq ft
29 Winchester Ave, Auburn, MA 01501
SOLD AUG 12, 2026
$775,000
C
4 beds3 baths2,744 sq ft
61 Beach St, Millbury, MA 01527
SOLD JUN 29, 2026
$440,000
D
5 beds3.5 baths2,376 sq ft
2 Granite St, Millbury, MA 01527
SOLD AUG 10, 2026
$630,000
E
4 beds3 baths5,569 sq ft
186 Eight Lots Rd, Sutton, MA 01590
SOLD JUL 15, 2026
$1,136,000
F
3 beds2 baths2,159 sq ft
18 Sunset Dr, Millbury, MA 01527

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Sell

$1,445,350

Est. take-home

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Rent

$4,206/mo

Redfin rental estimate

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Market trends in 01590, MA

Last updated July 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.7%

1.4% MoM

Median sale price

$570K

$60K MoM

Avg. days on market

27d

17 days MoM

Recently sold homes

3 MoM

New listings for sale

OPEN SAT, 10:30AM TO 12PM
$599,000
3 beds2 baths1,148 sq ft
10 Burnap Rd, Sutton, MA 01590
OPEN SUN, 11AM TO 12:30PM
$799,000
3 beds2.5 baths2,976 sq ft
73 Main St, Sutton, MA 01590
OPEN SAT, 10:30AM TO 12:30PM
$525,000
2 beds2.5 baths2,179 sq ft
28 Coldspring Dr Unit C, Sutton, MA 01590
3D WALKTHROUGH
$1,195,000
2 beds3.5 baths3,111 sq ft
182 Manchaug Rd, Sutton, MA 01590
OPEN SAT, 10AM TO 12PM
$720,000
3 beds2.5 baths1,830 sq ft
118 Mendon Rd, Sutton, MA 01590
OPEN SAT, 10AM TO 11:30AM
$740,000
3 beds2 baths2,208 sq ft
33 Putnam Hill Rd, Sutton, MA 01590
$579,900
3 beds2 baths1,716 sq ft
22 Purgatory Rd, Sutton, MA 01590
$599,900
3 beds1.5 baths1,550 sq ft
60 Burbank Rd, Sutton, MA 01590
See all

Provided by Redfin

Sale history for 21 Winwood Rd

Date

Event

Price

CCIMLS #21005967

Jul 28, 2010

Sold

$1,175,000

$261/sq ft

Jun 14, 2010

Listed

$1,250,000

$278/sq ft

Located in Sutton, MA this magnificent 3.45 acre waterfront estate on Lake Singletary offers an exceptional country setting yet is within minutes to city life. One of the most unique lakefront properties on the market, this rare offering boasts 235 feet of private lake frontage with expansive dock for boating, fishing and swimming. A contemporary cape with floor to ceiling stone fireplace, 5 bdrms, 3.5 baths, master bdrm on 1st floor with bath. In addition, there is an 800 sq. ft. barn with second story walk-up and gardner's shed. 1.88 privacy lot, ski boat and party boat are negotiable in the sale.

MLS PIN #71095202

Jul 28, 2010

Sold

$1,175,000

$261/sq ft

Jul 4, 2010

Contingent

—

Jun 13, 2010

Listed

$1,250,000

$278/sq ft

MLS PIN #30093922

Jul 12, 1996

Sold

$631,500

$140/sq ft

Jun 12, 1996

Listing Removed

—

Mar 15, 1996

Listed

$685,000

$152/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$23,613 (+10.2%)

$457,400 + $1,247,500

$1,704,900

2022

$21,424 (−1.6%)

$368,400 + $1,042,900

$1,411,300

2021

$21,776 (+4.0%)

$368,400 + $992,600

$1,361,000

2020

$20,948 (+6.9%)

$368,400 + $952,400

$1,320,800

2019

$19,594 (+4.1%)

$368,400 + $817,700

$1,186,100

2018

$18,829 (+2.5%)

$368,400 + $769,300

$1,137,700

2017

$18,366 (+1.6%)

$324,400 + $788,700

$1,113,100

2016

$18,081 (+3.7%)

$324,400 + $759,600

$1,084,000

2015

$17,436 (−4.5%)

$324,400 + $720,900

$1,045,300

2014

$18,256 (+10.4%)

$333,900 + $747,600

$1,081,500

2013

$16,529 (+5.4%)

$342,100 + $719,500

$1,061,600

2012

$15,681 (+4.9%)

$352,100 + $727,100

$1,079,200

2011

$14,951 (+17.2%)

$352,100 + $776,300

$1,128,400

2010

$12,754 (+4.2%)

$378,100 + $657,100

$1,035,200

2009

$12,241

$398,100 + $666,300

$1,064,400

Tax history for 21 Winwood Rd

Year

Property tax

Land + Additions

Assessment*

2023

$23,613 (+10.2%)

$457,400 + $1,247,500

$1,704,900

2022

$21,424 (−1.6%)

$368,400 + $1,042,900

$1,411,300

2021

$21,776 (+4.0%)

$368,400 + $992,600

$1,361,000

2020

$20,948 (+6.9%)

$368,400 + $952,400

$1,320,800

2019

$19,594 (+4.1%)

$368,400 + $817,700

$1,186,100

2018

$18,829 (+2.5%)

$368,400 + $769,300

$1,137,700

2017

$18,366 (+1.6%)

$324,400 + $788,700

$1,113,100

2016

$18,081 (+3.7%)

$324,400 + $759,600

$1,084,000

2015

$17,436 (−4.5%)

$324,400 + $720,900

$1,045,300

2014

$18,256 (+10.4%)

$333,900 + $747,600

$1,081,500

2013

$16,529 (+5.4%)

$342,100 + $719,500

$1,061,600

2012

$15,681 (+4.9%)

$352,100 + $727,100

$1,079,200

2011

$14,951 (+17.2%)

$352,100 + $776,300

$1,128,400

2010

$12,754 (+4.2%)

$378,100 + $657,100

$1,035,200

2009

$12,241

$398,100 + $666,300

$1,064,400

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

3.45 Acres

Year renovated

—

Sq. Ft.

5,453

Year built

1970

Style

Single Family Residential

County

Worcester County

APN

3795017

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: 12
AttachedGarageYN: Yes
Parking Features: Attached, Heated Garage, Storage, Workshop in Garage, Paved Drive, Off Street

Interior

Master Bedroom Information
Level: First
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Wall to Wall Carpet,Hot Tub / Spa,Closet/Cabinets - Custom Built

Bedroom #2 Information
Level: Second
Features: Flooring - Wall to Wall Carpet,Closet/Cabinets - Custom Built

Bedroom #3 Information
Level: Second
Features: Walk-In Closet(s),Flooring - Wall to Wall Carpet,Closet/Cabinets - Custom Built,Window(s) - Picture

Bedroom #4 Information
Level: Second
Features: Flooring - Wall to Wall Carpet,Closet,Closet/Cabinets - Custom Built

Bedroom #5 Information
Level: Second
Features: Bathroom - Full,Flooring - Wall to Wall Carpet,Closet,Window(s) - Picture

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

Bathroom #1 Information
Level: First

Bathroom #2 Information
Level: Second

Bathroom #3 Information
Level: Second

Living Room Information
Level: First
Features: Cathedral Ceiling(s),Flooring - Wall to Wall Carpet,Window(s) - Picture

Family Room Information
Level: Main,First
Features: Flooring - Wall to Wall Carpet,Closet,Closet/Cabinets - Custom Built,Window(s) - Picture

Dining Room Information
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Laminate

Kitchen Information
Level: Main,First
Features: Dining Area,Pantry,Countertops - Stone/Granite/Solid,Kitchen Island,Flooring - Vinyl

Office Room Information
Level: First
Features: Bathroom - Half,Flooring - Wall to Wall Carpet

Laundry Information
Laundry Features: First Floor, Electric Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: Living Room

Appliances
Other Equipment: Intercom

Interior Features
# of Rooms (Total): 11
Door Features: Insulated Doors
Window Features: Window(s) - Picture, Insulated Windows, Screens
Flooring: Wood, Tile, Vinyl, Carpet, Hardwood, Flooring - Wall to Wall Carpet
Interior Features: Bathroom - Half, Play Room, Home Office, Exercise Room

Exterior

Building Information
Building Area (Total): 4,500
Foundation Details: Concrete Perimeter, Slab
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate

Exterior Features
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Balcony / Deck, Patio, Balcony, Cabana, Hot Tub/Spa, Storage, Barn/Stable, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens

Pool Information
Has Spa
Spa Features: Private

Property Information
PropertySubType: Single Family Residence
Security Features: Security System
Other Structures: Cabana, Barn/Stable

Lot Information
Lot Size (Acres): 3.45
Lot Features: Cleared
WaterfrontYN: Yes
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $12,754
Tax Year: 2010

Utilities

Utility Information
Utilities: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup, Icemaker Connection
Sewer: Private Sewer, Private Sewerage
Water Source: Private, Private Water

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Oil
Cooling: Central Air

Location

HOA Information
Homeowners Association Membership Not Required

Location Information
Directions: Singletary Ave. to Winwood Road.
UnparsedAddress: 21 Winwood Rd, Sutton MA 01590

Community Information
Senior CommunityYN: No
Community Features: Shopping, Walk/Jog Trails, Golf, Conservation Area, Highway Access, House of Worship, Public School

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 5,453
Stories: 2.0
Lot Size: 3.45 acres
Style: Single Family Residential
Year Built: 1970
Year Renovated: —
County: Worcester County
APN: 3795017

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
Exclusions: Carousel Light In Bedroom #3 Does Not Convey. Washer/Dryer Excluded From Sale.
StandardStatus: Closed

Around this home

Schools

Sutton Early Learning

Public PreK-2 • Assigned • 1.4mi

Sutton Middle School

Public 6-8 • Assigned • 1.4mi

7/10

Sutton High School

Public 9-12 • Assigned • 1.5mi

8/10

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 94° expected this year, 16 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

Sutton, MA • 01590

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

$2.02M – $2.44M

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New listings for sale in 01590

OPEN SAT, 10:30AM TO 12PM

$599,000

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10 Burnap Rd, Sutton, MA 01590

OPEN SUN, 11AM TO 12:30PM

$799,000

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OPEN SAT, 10:30AM TO 12:30PM

$525,000

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3D WALKTHROUGH

$1,195,000

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OPEN SAT, 10AM TO 12PM

$720,000

3 beds2.5 baths1,830 sq ft

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OPEN SAT, 10AM TO 11:30AM

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33 Putnam Hill Rd, Sutton, MA 01590

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Home values near 21 Winwood Rd

Data from public records.

Address	Redfin Estimate
15 Winwood Rd Apartment R, Sutton, MA 2 Beds \| 1 Baths \| 795 Sq. Ft.	$547,572
23 Winwood Rd, Sutton, MA 5 Beds \| 3 Baths \| 3174 Sq. Ft.	$1,367,435

Address	Redfin Estimate
34 Winwood Rd, Sutton, MA 3 Beds \| 1 Baths \| 1368 Sq. Ft.	$458,522
15 Winwood Rd, Sutton, MA 5 Beds \| 3.5 Baths \| 5457 Sq. Ft.	$1,623,662

Address	Redfin Estimate
39 Winwood Rd, Sutton, MA 3 Beds \| 2 Baths \| 2506 Sq. Ft.	$941,708
128 Singletary Ave, Sutton, MA 3 Beds \| 2 Baths \| 1700 Sq. Ft.	$581,525

Property information provided by MLS PIN when last listed in 2010. This data may not match . Learn more.

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