OFF MARKET

Off Market Jan 2024 for $1.2M

$1,367,435

Est. refi paymentEst. refi $784/mo

•

3,174

sq ft

23 Winwood Rd, Sutton, MA 01590

About this home

OFFER DEADLINE ESTABLISHED: TUESDAY (11/14) AT 5:00 - THANK YOU!! 100' of Frontage on "Fully Recreational" Lake Singletary w/ Breathtaking Views ~1.21 Beautiful Treelined Acres & a Tastefully Stylish Home! Large Eat-in Kitchen w/ Granite & Stainless ~Open Living Room w/ Stone Fireplace & Double Sliders to the Upper Deck & Sitting Room ~Master Suite w/ Walk-in Closet, En Suite Bath & its own Sitting Room ~2 Secondary Bedrooms w/ Walk-in Closets & a Full Bath ~Finished Lower Level has a Second Eat-in Kitchen ~Family Room w/ Stone Fireplace & Double Sliders to the Lower Deck ~2 Additional Secondary Bedrooms w/ Walk-in Closets & a 3rd Full Bath ~Patio w/ Outdoor Fireplace ~Boat House w/ Electrical & its own Relaxing Deck ~28ft Quality Dock ~New Propane Heating System ~Hardwoods Throughout ~Loads of Storage ~Generous Closets ~2-Car Garage ~Storage Shed ~Fabulous Location Close to Purgatory Chasm & Other Hiking Trails ~Convenient to Popular Commuter Routes including the MA Pike!

Single-familyProperty Type

1987Year Built

1.21 acresLot Size

$431Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Karen Thibodeau • ERA Key Realty Services

Bought with Debora Harrington • RE/MAX Vision

Redfin checked: a few seconds ago

•Source:MLS PIN #73179339

Redfin Estimate

$1,367,435

$167K since sold in January 2024$21K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 97.7% higher than the average sale price ($692K) of 6 comparable homes.

SOLD JAN 29, 2026
$765,000
A
4 beds2.5 baths2,464 sq ft
19 Wildflower Dr, Sutton, MA 01590
SOLD AUG 12, 2026
$775,000
B
4 beds3 baths2,744 sq ft
61 Beach St, Millbury, MA 01527
SOLD AUG 10, 2026
$785,000
C
4 beds2.5 baths2,661 sq ft
387 West Main 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 JUN 26, 2026
$650,000
E
3 beds2.5 baths2,694 sq ft
16 Herricks Ln, Millbury, MA 01527
SOLD JUL 31, 2026
$735,000
F
4 beds3 baths2,700 sq ft
112 Elm St, Auburn, MA 01501

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Sell

$384,665

Est. take-home

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Est. cash available

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Rent

$3,506/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

Redfin agents who toured

Impressive, updated raised ranch with incredible views overlooking Lake Singletary on just under 1.25 acres. Roughly 100 ft of water frontage with boat house, private dock, and ramp. Rolling stone walls and extensive landscaping lead down from the...
8 years ago• May not reflect the current state of the home
Brian Connelly
Redfin Premier agent

Sale history for 23 Winwood Rd

Date

Event

Price

MLS PIN #73179339

Jan 8, 2024

Sold

$1,200,000

$378/sq ft

Nov 10, 2023

Listed

$1,200,000

$378/sq ft

MLS PIN #72286062

Dec 3, 2018

Sold

$641,000

$202/sq ft

Oct 25, 2018

Pending

—

Oct 24, 2018

Relisted

—

Oct 20, 2018

Contingent

—

Oct 5, 2018

Pending

—

Jul 17, 2018

Price Changed

$750,000

$236/sq ft

Jun 7, 2018

Price Changed

$799,000

$252/sq ft

Apr 20, 2018

Price Changed

$849,900

$268/sq ft

Apr 20, 2018

Price Changed

$849,000

$267/sq ft

Apr 19, 2018

Price Changed

$849

$0/sq ft

Feb 14, 2018

Listed

$899,900

$284/sq ft

+18

Motivated Sellers will consider all reasonable offers.Chance of a lifetime lake front property on lake Singletary1.21 acres,100 ft of water frontage, boat house with private dock and ramp. This home boasts the best views of the lake with the privacy of your own retreat. Rolling stone walls and landscaping can be found throughout this property. The first floor open floor plan with large kitchen, granite counter tops, hardwood throughout, custom fieldstone fireplace, master suite, reading Rm, dining Rm, office, family Rm with double sliders leading out to an expansive deck with amazing views of the lake. Lower level includes a full in-law featuring a brick fireplace, kitchen, one bedroom, full bathroom, exercise Rm, laundry Rm, mud Rm, two more sliders leading out to a second expansive deck with built in seating,two car garage and plenty of expansion with this property. Open house Sunday June 24th 12- 2

Public Records

Apr 15, 1987

Sold

$125,000

$39/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$12,072 (+8.2%)

$419,700 + $451,900

$871,600

2022

$11,162 (+4.4%)

$334,696 + $400,600

$735,296

2021

$10,693 (+2.9%)

$334,700 + $333,600

$668,300

2020

$10,387 (+0.8%)

$334,700 + $320,200

$654,900

2019

$10,304 (+2.6%)

$334,700 + $289,000

$623,700

2018

$10,043 (+5.9%)

$334,700 + $272,100

$606,800

2017

$9,481 (+0.7%)

$295,800 + $278,800

$574,600

2016

$9,416 (+2.5%)

$295,800 + $268,700

$564,500

2015

$9,189 (+1.0%)

$295,800 + $255,100

$550,900

2014

$9,097 (+8.6%)

$301,900 + $237,000

$538,900

2013

$8,375 (+6.6%)

$309,800 + $228,100

$537,900

2012

$7,853 (+5.5%)

$319,700 + $220,800

$540,500

2011

$7,444 (+2.0%)

$319,700 + $242,100

$561,800

2010

$7,298 (+3.5%)

$343,600 + $248,800

$592,400

2009

$7,053

$361,200 + $252,100

$613,300

Tax history for 23 Winwood Rd

Year

Property tax

Land + Additions

Assessment*

2023

$12,072 (+8.2%)

$419,700 + $451,900

$871,600

2022

$11,162 (+4.4%)

$334,696 + $400,600

$735,296

2021

$10,693 (+2.9%)

$334,700 + $333,600

$668,300

2020

$10,387 (+0.8%)

$334,700 + $320,200

$654,900

2019

$10,304 (+2.6%)

$334,700 + $289,000

$623,700

2018

$10,043 (+5.9%)

$334,700 + $272,100

$606,800

2017

$9,481 (+0.7%)

$295,800 + $278,800

$574,600

2016

$9,416 (+2.5%)

$295,800 + $268,700

$564,500

2015

$9,189 (+1.0%)

$295,800 + $255,100

$550,900

2014

$9,097 (+8.6%)

$301,900 + $237,000

$538,900

2013

$8,375 (+6.6%)

$309,800 + $228,100

$537,900

2012

$7,853 (+5.5%)

$319,700 + $220,800

$540,500

2011

$7,444 (+2.0%)

$319,700 + $242,100

$561,800

2010

$7,298 (+3.5%)

$343,600 + $248,800

$592,400

2009

$7,053

$361,200 + $252,100

$613,300

*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

1.21 Acres

Year renovated

—

Sq. Ft.

1,904

Year built

1987

Style

Single Family Residential

County

Worcester County

APN

3795018

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: 6
AttachedGarageYN: Yes
Parking Features: Under, Garage Door Opener, Storage, Workshop in Garage, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Level: First
Features: Bathroom - Full,Ceiling Fan(s),Walk-In Closet(s),Flooring - Hardwood

Bedroom #2 Information
Level: First
Features: Walk-In Closet(s),Flooring - Hardwood

Bedroom #3 Information
Level: Basement
Features: Walk-In Closet(s),Flooring - Hardwood

Bedroom #4 Information
Level: Basement
Features: Closet,Flooring - Wall to Wall Carpet

Bedroom #5 Information
Level: First
Features: Walk-In Closet(s),Flooring - Wall to Wall Carpet

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

Bathroom #1 Information
Level: First
Features: Bathroom - Full,Bathroom - With Shower Stall,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Lighting - Overhead

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

Bathroom #3 Information
Level: Basement
Features: Bathroom - Full,Bathroom - With Shower Stall,Countertops - Stone/Granite/Solid

Living Room Information
Level: First
Features: Skylight,Flooring - Hardwood,Slider,Half Vaulted Ceiling(s)

Family Room Information
Level: Basement
Features: Flooring - Hardwood,French Doors,Recessed Lighting,Slider,Half Vaulted Ceiling(s)

Dining Room Information
Level: First
Features: Flooring - Hardwood,Wainscoting,Lighting - Overhead

Kitchen Information
Level: First
Features: Skylight,Ceiling Fan(s),Closet,Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,Kitchen Island,Slider,Stainless Steel Appliances,Lighting - Overhead

Basement Information
Basement: Full, Finished, Walk-Out Access, Interior Entry, Garage Access

Laundry Information
Laundry Features: Flooring - Hardwood, Electric Dryer Hookup, Slider, Washer Hookup, Lighting - Overhead, In Basement

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

Interior Features
# of Rooms (Total): 13
Window Features: Window(s) - Bay/Bow/Box
Flooring: Flooring - Hardwood
Interior Features: Ceiling - Half-Vaulted, Kitchen Island, Recessed Lighting, Closet, Storage, Lighting - Overhead, Sitting Room, Kitchen, Mud Room

Exterior

Building Information
Building Area (Total): 3,174
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: White

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck - Composite, Patio
Exterior Features: Deck - Composite, Patio, Rain Gutters, Hot Tub/Spa, Storage

Pool Information
Has Spa
Spa Features: Private

Property Information
Accessibility Features: No
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat
Has Waterview
Lake

Lot Information
Lot Size (Acres): 1.21
Lot Features: Wooded
WaterfrontYN: Yes
Frontage Length: 100
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $12,072
Tax Year: 2023

Utilities

Utility Information
Utilities: for Electric Range, for Electric Dryer, Washer Hookup, Icemaker Connection, Generator Connection
Sewer: Private Sewer
Water Source: Private
Electric: Generator, Circuit Breakers, 200+ Amp Service, Generator Connection

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Propane
Cooling: Ductless

Location

Location Information
Directions: Singletary Ave to Winwood Rd
UnparsedAddress: 23 Winwood Rd, Sutton MA 01590

Community Information
Senior CommunityYN: No
Community Features: Shopping, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Bike Path, Conservation Area, Highway Access, Private School

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 1,904
Stories: 1.0
Lot Size: 1.21 acres
Style: Single Family Residential
Year Built: 1987
Year Renovated: —
County: Worcester County
APN: 3795018

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
Exclusions: A Portion Of The Dock
StandardStatus: Closed

Around this home

Schools

Sutton Early Learning

Public PreK-2 • Assigned • 1.5mi

Sutton Middle School

Public 6-8 • Assigned • 1.5mi

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

3/10 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

$1.30M – $1.57M

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Home values near 23 Winwood Rd

Data from public records.

Address	Redfin Estimate
15 Winwood Road Unit R, Sutton, MA 2 Beds \| 1 Baths \| 795 Sq. Ft.	$547,572
21 Winwood Road, Sutton, MA 5 Beds \| 3.5 Baths \| 4500 Sq. Ft.	$2,121,491

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

Address	Redfin Estimate
39 Winwood Road, Sutton, MA 3 Beds \| 2 Baths \| 2506 Sq. Ft.	$941,708
130 Singletary Avenue, Sutton, MA 3 Beds \| 2 Baths \| 2254 Sq. Ft.	$610,167

Property information provided by MLS PIN when last listed in 2023. This data may not match . Learn more.

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