OFF MARKET

Off Market Nov 2024 for $3.2M

$3,845,860

•

7,094

sq ft

8 Winston Rd, Lexington, MA 02421

About this home

A masterpiece by local developer known for innovation. This home will showcase architectural brilliance, luxury finishes & a carefully designed floor plan that caters to both entertaining & comfortable living. Oversized windows will create an abundance of natural light on all 3 levels. A foyer w/ a soaring ceiling, floating staircase & innovative design sets the tone for the rest of the home. A chef's kitchen and huge FR will overlook a deck & expansive backyard, providing seamless transition between indoor & outdoor living. There is also a spacious dining room, living room, BR/office, & 2 baths. Upstairs, you will find 4 BR's, including a primary suite that spans the entire back of the home. The lower level will feature a theater, gym, additional FR w/ wet bar, BR & full bath. Situated on a level 1/2 acre in the desirable Woodhaven neighborhood, this remarkable home offers the very best of Lexington & is walking distance to all schools.

Single-familyProperty Type

2024Year Built

0.54 acresLot Size

$542Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Robert Cohen • Coldwell Banker Realty - Lexington

Bought with Ning Sun & Wenny Fu Team • Phoenix Real Estate

Redfin checked: 2 minutes ago

•Source:MLS PIN #73285943

Redfin Estimate

$3,845,860

$586K since sold in November 2024$124K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13% higher than the average sale price ($3.40M) of 6 comparable homes.

SOLD AUG 31, 2026
$3,980,000
A
6 beds6.5 baths6,050 sq ft
22 Nickerson Rd, Lexington, MA 02421
SOLD AUG 25, 2026
$3,000,000
B
6 beds6.5 baths5,074 sq ft
17 Prospect Hill Rd, Lexington, MA 02421
SOLD AUG 17, 2026
$3,438,000
C
6 beds6 baths6,557 sq ft
92 Hill St, Lexington, MA 02421
SOLD JUL 10, 2026
$2,575,000
D
5 beds7 baths6,687 sq ft
22 Fairbanks Rd, Lexington, MA 02421
SOLD JUN 29, 2026
$3,819,000
E
5 beds6.5 baths6,538 sq ft
9 Pelham Rd, Lexington, MA 02421
SOLD APR 21, 2026
$3,600,000
F
6 beds6.5 baths5,481 sq ft
27 Normandy Rd, Lexington, MA 02421

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Earn from this home

Sell

$1,129,259

Est. take-home

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Rent

$8,613/mo

Redfin rental estimate

List your home for rent

Market trends in 02421, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.2%

1.2% MoM

Median sale price

$1.7M

$57K MoM

Avg. days on market

25d

3 days MoM

Recently sold homes

2 MoM

New listings for sale

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$1,379,000
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OPEN TODAY, 12PM TO 1:30PM
$1,875,000
5 beds4.5 baths3,644 sq ft
5 Tavern Ln, Lexington, MA 02421
OPEN SAT, 12PM TO 2PM
$1,149,000
4 beds2 baths1,507 sq ft
46 Grapevine Ave, Lexington, MA 02421
OPEN TODAY, 5PM TO 6PM
$1,949,000
4 beds4 baths3,904 sq ft
154 Old Spring St, Lexington, MA 02421
$3,495,000
5 beds5.5 baths6,776 sq ft
21 Chadbourne Rd, Lexington, MA 02421
OPEN SAT, 12PM TO 2PM
$1,298,000
4 beds2 baths1,660 sq ft
11 Stratham Rd, Lexington, MA 02421
$4,780,000
6 beds6.5 baths8,000 sq ft
15 John Poulter Rd, Lexington, MA 02421
OPEN TODAY, 5:30PM TO 7PM
$1,198,000
3 beds2 baths1,790 sq ft
22 Harbell St, Lexington, MA 02421
OPEN TODAY, 11AM TO 1PM
$3,649,000
6 beds5 baths6,390 sq ft
4 Eliot Rd, Lexington, MA 02421
EARLY ACCESS
$1,950,000
4 beds4 baths2,684 sq ft
9 Richard Rd, Lexington, MA 02421
See all

Provided by Redfin

Sale history for 8 Winston Rd

Date

Event

Price

MLS PIN #73285943

Nov 25, 2024

Sold

$3,260,000

$460/sq ft

Oct 20, 2024

Contingent

—

Oct 16, 2024

Price Changed

$3,275,000

$462/sq ft

Sep 5, 2024

Listed

$3,495,000

$493/sq ft

MLS PIN #73095607

May 22, 2023

Sold

$1,150,000

$162/sq ft

Apr 11, 2023

Contingent

—

Apr 6, 2023

Listed

$998,000

$141/sq ft

+33

Experience charm and convenience with this well-maintained 4-bedroom, 2 bath Cape on a 1/2 acre lot. Step inside and be welcomed by the warm and inviting living room, complete with a cozy fireplace, perfect for relaxing with family and friends. The oversized dining room offers plenty of room for holidays & entertaining, while the kitchen is complete with natural gas stove, new stainless steel refrigerator and plenty of cabinet space. The mudroom provides ample storage, keeping the rest of the house clutter-free.The first floor also features two generously-sized bedrooms & an updated full bath, creating a versatile layout. The second floor has two large bedrooms with skylights and enormous windows with nature views. There is also another full bath and spacious cedar closet. With hardwood floors throughout, central air, many newer windows, new patio & hardscape, a walkout basement, and plenty of room to expand, just move in and enjoy all that Lexington has to offer!

MLS PIN #71934766

Feb 1, 2016

Sold

$729,000

$103/sq ft

Nov 25, 2015

Pending

—

Nov 20, 2015

Listed

$698,500

$98/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$36,536 (+7.2%)

$952,000 + $2,016,000

$2,968,000

2025

$34,085 (+179.1%)

$752,000 + $2,035,000

$2,787,000

2024

$12,213 (+4.4%)

$716,000 + $281,000

$997,000

2023

$11,700 (+4.2%)

$651,000 + $249,000

$900,000

2022

$11,233 (+0.2%)

$592,000 + $222,000

$814,000

2021

$11,210 (+2.4%)

$564,000 + $215,000

$779,000

2020

$10,945 (+4.2%)

$564,000 + $215,000

$779,000

2019

$10,505 (+9.2%)

$537,000 + $207,000

$744,000

2018

$9,624 (+0.6%)

$490,000 + $183,000

$673,000

2017

$9,563 (+6.3%)

$477,000 + $183,000

$660,000

2016

$8,994 (+8.8%)

$455,000 + $161,000

$616,000

2014

$8,267 (+4.4%)

$391,000 + $142,000

$533,000

2013

$7,919 (+3.1%)

$384,000 + $137,000

$521,000

2012

$7,680 (+6.0%)

$376,000 + $137,000

$513,000

2011

$7,243 (+3.9%)

$366,000 + $137,000

$503,000

2010

$6,972 (+6.4%)

$366,000 + $137,000

$503,000

2009

$6,550

$368,000 + $137,000

$505,000

Tax history for 8 Winston Rd

Year

Property tax

Land + Additions

Assessment*

2026

$36,536 (+7.2%)

$952,000 + $2,016,000

$2,968,000

2025

$34,085 (+179.1%)

$752,000 + $2,035,000

$2,787,000

2024

$12,213 (+4.4%)

$716,000 + $281,000

$997,000

2023

$11,700 (+4.2%)

$651,000 + $249,000

$900,000

2022

$11,233 (+0.2%)

$592,000 + $222,000

$814,000

2021

$11,210 (+2.4%)

$564,000 + $215,000

$779,000

2020

$10,945 (+4.2%)

$564,000 + $215,000

$779,000

2019

$10,505 (+9.2%)

$537,000 + $207,000

$744,000

2018

$9,624 (+0.6%)

$490,000 + $183,000

$673,000

2017

$9,563 (+6.3%)

$477,000 + $183,000

$660,000

2016

$8,994 (+8.8%)

$455,000 + $161,000

$616,000

2014

$8,267 (+4.4%)

$391,000 + $142,000

$533,000

2013

$7,919 (+3.1%)

$384,000 + $137,000

$521,000

2012

$7,680 (+6.0%)

$376,000 + $137,000

$513,000

2011

$7,243 (+3.9%)

$366,000 + $137,000

$503,000

2010

$6,972 (+6.4%)

$366,000 + $137,000

$503,000

2009

$6,550

$368,000 + $137,000

$505,000

*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

6.5

Stories

Lot width

—

Lot depth

—

Lot size

0.54 Acres

Year renovated

—

Sq. Ft.

4,450

Year built

2023

Style

Single Family Residential

County

Middlesex County

APN

2353558S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 10, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 3
# of Covered Spaces: 3
Parking Spaces: 6
AttachedGarageYN: Yes
Parking Features: Attached, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 578
Length: 17
Width: 34
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Closet/Cabinets - Custom Built,Flooring - Hardwood,Double Vanity,Dressing Room,Recessed Lighting

Bedroom #2 Information
Area: 198
Length: 18
Width: 11
Level: Second
Features: Flooring - Hardwood

Bedroom #3 Information
Area: 169
Length: 13
Width: 13
Level: Second
Features: Flooring - Hardwood

Bedroom #4 Information
Area: 156
Length: 12
Width: 13
Level: Second
Features: Flooring - Hardwood

Bedroom #5 Information
Area: 216
Length: 18
Width: 12
Level: Basement

Bathroom Information
# of Bathrooms (Full): 6
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 35
Length: 5
Width: 7
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Area: 60
Length: 10
Width: 6
Level: First
Features: Bathroom - 3/4

Bathroom #3 Information
Level: Second
Features: Bathroom - Full

Living Room Information
Area: 221
Length: 17
Width: 13
Level: Main,First
Features: Flooring - Hardwood,Open Floorplan,Recessed Lighting

Family Room Information
Area: 285
Length: 19
Width: 15
Level: Main,First
Features: Flooring - Hardwood,Cable Hookup,Exterior Access,Open Floorplan,Recessed Lighting,Slider

Dining Room Information
Area: 204
Length: 17
Width: 12
Level: Main,First
Features: Flooring - Hardwood,Open Floorplan,Lighting - Overhead

Kitchen Information
Area: 494
Length: 19
Width: 26
Level: First
Features: Flooring - Hardwood,Pantry,Kitchen Island,Open Floorplan,Recessed Lighting

Office Room Information
Area: 221
Length: 13
Width: 17
Level: First
Features: Flooring - Hardwood

Basement Information
Basement: Full, Finished, Sump Pump, Radon Remediation System

Laundry Information
Laundry Dimen: 8X8
Laundry Features: Bathroom - 1/4, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Recessed Lighting, Second Floor

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

Interior Features
# of Rooms (Total): 13
Window Features: Screens
Flooring: Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
Interior Features: Recessed Lighting, Cable Hookup, Bathroom - Full, Wet Bar, Home Office, Media Room, Exercise Room, Bonus Room, Wet Bar

Exterior

Building Information
Building Area (Total): 7,094
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Owner
Year Built Details: Actual
Color: white
Lead Paint: None

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck, Patio
Exterior Features: Deck, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Screens

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

Lot Information
Lot Size (Acres): 0.54
Frontage Length: 106
Road Surface Type: Paved

Financial

Tax Information
Tax Annual Amount: $1
Tax Year: 2023

Utilities

Utility Information
Utilities: for Gas Range
Sewer: Public Sewer
Water Source: Public

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

Location

Location Information
Directions: Grassland Street or Hudson Street to Winston Road.
UnparsedAddress: 8 Winston Road, Lexington MA 02421

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School

Public facts

Beds: 6
Baths: 6.5
Sq. Ft.: 4,450
Stories: 2.0
Lot Size: 0.54 acres
Style: Single Family Residential
Year Built: 2023
Year Renovated: —
County: Middlesex County
APN: 2353558S

Home facts updated by county records on Sep 10, 2026

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Bridge Elementary School

Public K-5 • Assigned • 0.5mi

10/10

Jonas Clarke Middle School

Public 6-8 • Assigned • 0.6mi

10/10

Lexington High School

Public 9-12 • Assigned • 0.9mi

10/10

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

5/10 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

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Lexington, MA • 02421

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

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.65M – $4.42M

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Home values near 8 Winston Rd

Data from public records.

Address	Redfin Estimate
4 Winston Rd, Lexington, MA 3 Beds \| 2.5 Baths \| 2032 Sq. Ft.	$1,439,412
12 Winston Rd, Lexington, MA 4 Beds \| 3 Baths \| 2188 Sq. Ft.	$1,442,614

Address	Redfin Estimate
6 Winston Rd, Lexington, MA 3 Beds \| 1 Baths \| 1168 Sq. Ft.	$990,551
9 Winston Rd, Lexington, MA 4 Beds \| 3 Baths \| 2904 Sq. Ft.	$1,532,033

Address	Redfin Estimate
10 Winston Rd, Lexington, MA 4 Beds \| 2 Baths \| 2081 Sq. Ft.	$1,259,228
7 Winston Rd, Lexington, MA 4 Beds \| 2 Baths \| 1823 Sq. Ft.	$1,183,306

Property information provided by MLS PIN when last listed in 2024. 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 02421, MA

Sale history for 8 Winston Rd

Tax history for 8 Winston Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02421

Home values near 8 Winston Rd

More real estate resources