OFF MARKET

Off Market Dec 2017 for $1.4M

$2,228,730

Est. refi paymentEst. refi $317/mo

•

4,531

sq ft

27 Surrey Rd, Winchester, MA 01890

About this home

Located on a serene West Side neighborhood abutting conservation land sits this terrific family home. Custom designed with the perfect combination of a traditional colonial with contemporary flair and located in a neighborhood where many homes are selling over 2-3M. This home was specifically designed and situated on the lot to enjoy great views from every window, the interior is perfect for today’s lifestyle with a versatile floor plan featuring 5 bedrooms and 4 full baths. The 1st floor features a formal dining room, cathedral ceiling living room & a newer kitchen plus a 1st floor bedroom. On the 2nd floor there are 3 bedrooms & 2 full bths with an open concept design overlooking the 1st floor. The fully finished lower-level is a true walk-out with a large playroom, 5th bedroom and a full second kitchen perfect for the extended family or au-pair quarters. ~Open House Sunday Oct 1st 12:00-1:30~

Single-familyProperty Type

1991Year Built

0.49 acresLot Size

$492Est. Price/Sq.Ft.

2 garage spacesParking

Listed by The Synergy Group • RE/MAX Leading Edge

Bought with The Synergy Group • RE/MAX Leading Edge

Redfin checked: a minute ago

•Source:MLS PIN #72232644

Redfin Estimate

$2,228,730

$799K since sold in December 2017$22K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.3% higher than the average sale price ($2.02M) of 6 comparable homes.

SOLD JUL 21, 2026
$2,793,000
A
5 beds4.5 baths4,581 sq ft
74 Wedgemere Ave, Winchester, MA 01890
SOLD JUN 29, 2026
$1,700,000
B
5 beds3 baths3,271 sq ft
29 Pilgrim Dr, Winchester, MA 01890
SOLD AUG 21, 2026
$1,775,000
C
5 beds3 baths3,315 sq ft
8 Hawthorne Rd, Winchester, MA 01890
SOLD MAY 18, 2026
$1,810,000
D
6 beds4.5 baths3,833 sq ft
12 Wincrest Dr, Winchester, MA 01890
SOLD SEP 25, 2025
$1,950,000
E
5 beds3.5 baths4,378 sq ft
4 Fieldstone Dr, Winchester, MA 01890
SOLD MAR 19, 2026
$2,100,000
F
5 beds4.5 baths3,191 sq ft
10 Hawthorne Rd, Winchester, MA 01890

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Earn from this home

Sell

$1,181,274

Est. take-home

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Est. cash available

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Rent

$6,167/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.9%

0.2% MoM

Median sale price

$1.6M

$175K MoM

Avg. days on market

19d

0 days MoM

Recently sold homes

17 MoM

New listings for sale

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OPEN TODAY, 2PM TO 3PM
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See all

Provided by Redfin

Sale history for 27 Surrey Rd

Year

Property tax

Land + Additions

Assessment*

2025

$19,546 (+12.4%)

$900,700 + $861,800

$1,762,500

2023

$17,393 (−0.9%)

$828,700 + $801,400

$1,630,100

2022

$17,545 (+4.2%)

$630,700 + $771,800

$1,402,500

2021

$16,839 (+3.5%)

$540,700 + $771,800

$1,312,500

2020

$16,262 (+5.2%)

$540,700 + $771,800

$1,312,500

2019

$15,458 (+16.9%)

$504,700 + $771,800

$1,276,500

2018

$13,218 (+1.6%)

$464,200 + $620,100

$1,084,300

2017

$13,012 (+7.1%)

$464,200 + $595,400

$1,059,600

2016

$12,147 (+4.6%)

$464,200 + $575,800

$1,040,000

2015

$11,618 (−1.9%)

$404,800 + $552,200

$957,000

2014

$11,838 (+5.0%)

$387,700 + $547,400

$935,100

2013

$11,276 (+1.8%)

$351,700 + $531,300

$883,000

2012

$11,082 (+5.2%)

$351,700 + $531,300

$883,000

2011

$10,531 (+3.9%)

$351,700 + $518,600

$870,300

2010

$10,133 (+2.1%)

$351,200 + $529,200

$880,400

2009

$9,922

$351,200 + $529,200

$880,400

Tax history for 27 Surrey Rd

Year

Property tax

Land + Additions

Assessment*

2025

$19,546 (+12.4%)

$900,700 + $861,800

$1,762,500

2023

$17,393 (−0.9%)

$828,700 + $801,400

$1,630,100

2022

$17,545 (+4.2%)

$630,700 + $771,800

$1,402,500

2021

$16,839 (+3.5%)

$540,700 + $771,800

$1,312,500

2020

$16,262 (+5.2%)

$540,700 + $771,800

$1,312,500

2019

$15,458 (+16.9%)

$504,700 + $771,800

$1,276,500

2018

$13,218 (+1.6%)

$464,200 + $620,100

$1,084,300

2017

$13,012 (+7.1%)

$464,200 + $595,400

$1,059,600

2016

$12,147 (+4.6%)

$464,200 + $575,800

$1,040,000

2015

$11,618 (−1.9%)

$404,800 + $552,200

$957,000

2014

$11,838 (+5.0%)

$387,700 + $547,400

$935,100

2013

$11,276 (+1.8%)

$351,700 + $531,300

$883,000

2012

$11,082 (+5.2%)

$351,700 + $531,300

$883,000

2011

$10,531 (+3.9%)

$351,700 + $518,600

$870,300

2010

$10,133 (+2.1%)

$351,200 + $529,200

$880,400

2009

$9,922

$351,200 + $529,200

$880,400

*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

Stories

Lot width

—

Lot depth

—

Lot size

21,136

Year renovated

2023

Sq. Ft.

4,531

Year built

1991

Style

Single Family Residential

County

Middlesex County

APN

3433717S

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

—

Last updated by owner on Jun 15, 2022.

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: Attached, Garage Door Opener, Off Street, Paved

Interior

Master Bedroom Information
Area: 240
Length: 16
Width: 15
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Ceiling Fan(s),Closet,Flooring - Hardwood

Bedroom #2 Information
Area: 165
Length: 15
Width: 11
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #3 Information
Area: 143
Length: 13
Width: 11
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #4 Information
Area: 180
Length: 15
Width: 12
Level: First
Features: Closet,Flooring - Hardwood

Bedroom #5 Information
Area: 169
Length: 13
Width: 13
Level: Basement
Features: Closet,Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 4
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 99
Length: 11
Width: 9
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Jacuzzi / Whirlpool Soaking Tub

Bathroom #2 Information
Area: 64
Length: 8
Width: 8
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower

Bathroom #3 Information
Area: 54
Length: 9
Width: 6
Level: First
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower

Living Room Information
Area: 391
Length: 23
Width: 17
Level: First
Features: Skylight,Cathedral Ceiling(s),Flooring - Hardwood,French Doors

Family Room Information
Area: 224
Length: 16
Width: 14
Level: First
Features: Flooring - Hardwood

Dining Room Information
Area: 187
Length: 17
Width: 11
Level: First
Features: Flooring - Hardwood,Balcony / Deck,Exterior Access,Slider

Kitchen Information
Area: 264
Length: 22
Width: 12
Level: First
Features: Flooring - Stone/Ceramic Tile,Window(s) - Bay/Bow/Box,Balcony / Deck,Countertops - Stone/Granite/Solid,Breakfast Bar / Nook,Stainless Steel Appliances

Basement Information
Basement: Full, Finished, Interior Entry, Garage Access, Concrete

Laundry Information
Laundry Features: Second Floor

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

Interior Features
# of Rooms (Total): 11
Door Features: French Doors
Flooring: Tile, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Interior Features: Closet, Bathroom - Tiled With Tub & Shower, Entrance Foyer, Play Room, Kitchen, Bathroom

Exterior

Building Information
Building Area (Total): 4,531
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Owner
Year Built Details: Actual
Color: Beige
Lead Paint: Certified Treated

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck, Patio, Covered
Exterior Features: Deck, Patio, Covered Patio/Deck, Rain Gutters, Professional Landscaping

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.49
Lot Features: Gentle Sloping
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $13,012
Tax Year: 2017

Utilities

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

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

Location

Location Information
Directions: Saint Thomasmore Dr to Wainwright Rd to Surrey Rd
UnparsedAddress: 27 Surrey Rd, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Conservation Area, Highway Access

Public facts

Beds: 5
Baths: 4.0
Sq. Ft.: 4,531
Stories: 2.0
Parking Spaces: 6
Basement: Yes
Accessible: No
Lot Size: 0.49 acres
Style: Single Family Residential
Year Built: 1991
Year Renovated: 2023
County: Middlesex County
APN: 3433717S
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on Jun 15, 2022

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
StandardStatus: Closed

Around this home

Schools

Vinson-Owen Elementary School

Public PreK-5 • Assigned • 0.8mi

9/10

McCall Middle School

Public 6-8 • Assigned • 1.4mi

9/10

Winchester High School

Public 9-12 • Assigned • 1.4mi

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 98° expected this year, 15 days in 30 years

6/10 Wind Factor

54% 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

Winchester, MA • 01890

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

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.12M – $2.56M

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Home values near 27 Surrey Rd

Data from public records.

Address	Redfin Estimate
18 Surrey Rd, Winchester, MA 7 Beds \| 4 Baths \| 4752 Sq. Ft.	—
26 Surrey Rd, Winchester, MA 4 Beds \| 3 Baths \| 4500 Sq. Ft.	$1,997,216

Address	Redfin Estimate
22 Surrey Rd, Winchester, MA 5 Beds \| 3.5 Baths \| 4831 Sq. Ft.	$2,098,410
28 Surrey Rd, Winchester, MA 5 Beds \| 5.5 Baths \| 5763 Sq. Ft.	$3,813,437

Address	Redfin Estimate
24 Surrey Rd, Winchester, MA 6 Beds \| 6 Baths \| 6200 Sq. Ft.	$2,354,932
30 Surrey Rd, Winchester, MA 5 Beds \| 3.5 Baths \| 4241 Sq. Ft.	$1,983,625

Property information provided by MLS PIN when last listed in 2017. This data may not show owner updates. Learn more.

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