Set on over an acre of beautifully landscaped grounds abutting acres of woodland, this extensively renovated Contemporary Cape offers exceptional privacy and a peaceful connection to nature. A thoughtfully designed open floor plan features hardwood floors, a fireplaced living room, elegant dining room, and a beamed-ceiling family room adjoining the remodeled kitchen with stone counters, stainless appliances, and island. A private great room off the foyer, with windows on three walls and a slider to the spacious deck, offers a wonderful retreat. French doors open to the expansive deck overlooking the fenced backyard and wooded surroundings. Upstairs, four bedrooms include a primary suite with custom closets and private bath. The finished walkout lower level offers flexible space for a home office, gym, or guests, with separate entrance and full bath. Stone walls, mature landscaping, a long private driveway, and two-car garage complete this exceptional home.
Single-familyProperty Type
1984Year Built
1.02 acresLot Size
$468Price/Sq.Ft.
2 garage spacesParking
Listed by Anne Spry• Barrett Sotheby's International Realty
Listed by • Barrett Sotheby's International Realty
West Side, located between the Aberjona River and the Middlesex Fells Reservation, is a residential and commuter-friendly Winchester neighborhood with leafy side streets and trail-forward green space. The neighborhood’s character concentrates around the Winchester Center area at Main Street and Church Street, where independent cafes, small shops, and the commuter rhythm of the station set the pace. Community pillars include the Winchester Community Music School, the Winchester Unitarian Society’s historic campus, and the Jenks Center. Housing reads as classic New England—Colonial Revivals, Victorians, and well-kept mid-century homes—on walkable blocks with stone walls and mature trees. The Fells’ trailheads and reservoirs shape daily routines, while the river corridor adds a quieter, tucked-away geography. A short ride to the station keeps Boston-bound schedules in view without turning the streetscape into a thoroughfare.
Provided by Walk Score and Local Logic
Market insights
30 Surrey Rd · $1,985,000
SALE-TO-LIST
100.8%
Most homes are selling 1% above list price.
LIST PRICE
$1,985,000
Median sale price in this area is $843,256. (58% lower than this home)
PRICE DROP
0 price drops
22% of homes in this area have had a price drop in the past month.
Property details
Interior
Exterior
Finance
Interior features
Open floor plan
Crown molding
Recessed lighting
Central vacuum
French doors
Screens
Exercise room
Home office with separate entry
Great room
Foyer
Beadboard
Chair rail
Cathedral ceilings
One fireplace in the living room
Bedrooms
Four bedrooms, all on the second floor
Bathrooms
Three full bathrooms and one half bathroom
One bathroom on the main floor
Primary bathroom with tiled shower, skylight, custom cabinetry, stone counters, double vanity, and recessed lighting
Full bathroom with tiled shower on the second floor
Full bathroom with tub and shower, skylight, stone counters, and whirlpool soaking tub
Half bathroom with pedestal sink
Kitchen
Kitchen island
Dining area
Bay/bow/box window
Stone counters
Oven
Range
Dishwasher
Disposal
Trash compactor
Microwave
Refrigerator
Stainless steel appliances
Icemaker connection
Laundry & utility
Washer and dryer
Washer hookup
Electric dryer hookup
Flooring
Hardwood
Stone and ceramic tile
Heating & cooling
Forced-air heating
Oil and electric heating
Central air conditioning
Whole-house fan
Exterior features
Deck and porch
Fenced yard
Professional landscaping
Sprinkler system
Rain gutters
Stone wall
Home design
Single-family residence
Parking
Attached garage with two spaces
Eight open parking spaces
Paved driveway
Off-street parking
Garage door opener
Garage workshop
Security
Security system
Construction
Frame construction
Concrete perimeter foundation
Shingle roof
Utilities
Public water
Public sewer
Circuit breakers
200+ amp electrical service
HOA & community
Near public transportation, shopping, tennis courts, parks, walking and jogging trails, golf, medical facilities, bike paths, conservation areas, highway access, houses of worship, and schools
Electricity and solar
View estimated energy costs and solar savings for this home
SPACIOUS,WARM CUSTOM BUILT HOME ON OVER ONE ACRE LOT 46' DECK OVERLOOKING WOODED PRIVATE YARD. POCKET DOORS ALL NATURAL WOODWORK, CUSTOM CHERRY KITCHEN, SPECIAL ATTENTION TO DETAIL.2 ADDITIONAL BEDROOMS UNFINISHED, CENTRAL VAC
Public Records
Aug 18, 1983
Sold
$42,000
$10/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$18,682 (+3.5%)
$1,055,500 + $630,600
$1,686,100
2025
$18,046 (+12.9%)
$1,015,500 + $611,700
$1,627,200
2023
$15,990 (−2.3%)
$935,500 + $608,600
$1,544,100
2022
$16,366 (+5.6%)
$714,100 + $594,100
$1,308,200
2021
$15,501 (+3.5%)
$614,100 + $594,100
$1,208,200
2020
$14,970 (+5.8%)
$614,100 + $594,100
$1,208,200
2019
$14,147 (+5.1%)
$574,100 + $594,100
$1,168,200
2018
$13,458 (+15.0%)
$529,100 + $574,900
$1,104,000
2017
$11,702 (+6.7%)
$529,100 + $423,800
$952,900
2016
$10,963 (+5.6%)
$529,100 + $409,500
$938,600
2015
$10,386 (−1.9%)
$463,100 + $392,400
$855,500
2014
$10,586 (+5.7%)
$444,100 + $392,100
$836,200
2013
$10,018 (+1.8%)
$404,100 + $380,400
$784,500
2012
$9,845 (+3.7%)
$404,100 + $380,400
$784,500
2011
$9,492 (+3.3%)
$404,100 + $380,400
$784,500
2010
$9,191 (+2.1%)
$403,500 + $395,000
$798,500
2009
$8,999
$403,500 + $395,000
$798,500
Public record
Beds
4
Baths
3
Stories
2
Lot width
—
Lot depth
—
Lot size
1.02 Acres
Year renovated
—
Finished Sq. Ft.
4,241
Unfinished Sq. Ft.
—
Total Sq. Ft.
4,241
Year built
1984
Style
Single Family Residential
County
Middlesex County
APN
2762298S
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 16, 2026.
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 hot days expected this year, 15 days in 30 years
Wind Factor
We're working on getting current and accurate wind risk information for this home.
Air Factor
We're working on getting current and accurate air risk information for this home.
Provided by First Street
Historical weather
Winchester, MA • 01890
Average low and high temperatures (°F)
34
20
36
21
51
32
60
40
69
51
80
61
84
66
80
60
75
56
64
46
53
36
39
24
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
87/ 100
Very good sunlight
Sunscore
This home receives average direct sun exposure in Winchester. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
8.9 hrs
4.5 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 30 Surrey Rd
There isn’t enough information to generate an accurate estimate at this time. Learn More
More resources
Rental earnings
Est. $6,002 per month, based on comparable rentals
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