Single Family Residence at 18 Surrey Road, Winchester MA 01890
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$2,950,000

18 Surrey Road, Winchester MA 01890
Winchester, MA 01890
Listed by Mary Kelly
Bedrooms
6
Bathrooms
4
Living area
4,752 sqft
Year built
1983

About this home

Spacious seven-bedroom, four-bath home in one of the area's most sought-after neighborhoods, thoughtfully designed with the flexible living space today's lifestyles demand. Whether accommodating a multigenerational household, extended family, long-term guests, or creating dedicated work and hobby spaces, this home offers exceptional versatility. The main level features an oversized living room with an open-concept layout flowing seamlessly into the dining area and kitchen, creating the perfect gathering space for everyday living and entertaining. French doors open to a large deck, extending the living space outdoors. Two first-floor bedrooms and a full bath provide convenient options for guests, family members, or a home office. Upstairs, you'll find four additional bedrooms, including a spacious primary suite with its own private balcony, a peaceful retreat to begin and end the day. The finished lower level adds even more flexibility with a generous family room, an additional bedroom or office, and direct access to the heated three-car garage. With abundant space to grow, gather, and adapt to changing needs, this exceptional home is ready to welcome its next chapter.

Highlights

Fireplace

Property details

MLS
MLS Property Information Network
MLS #
73592433
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
2
On market date
October 19, 2026
Stories
N/A
Total bathrooms
4
Garage spaces
2
Parking spaces
8
Lot size
0.48 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Lynch Elementary
0.62 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
506
Student:teacher ratio
11.8:1
District
Winchester
Middle
McCall Middle
1.42 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,059
Student:teacher ratio
11.8:1
District
Winchester
High
Winchester High School
1.36 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,349
Student:teacher ratio
13.8:1
District
Winchester

Walkability

Blended score for Winchester's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

66
Walkable
out of 100
EPA National Walkability Index
12.0 / 20 -- Above average walkable
Google Places amenity density
75 / 100
Restaurants & cafes8
Grocery stores2
Parks10
Schools9
Transit stops20
Pharmacies1

Market position

How this listing compares to current activity in Winchester, from live MLS data.

On the market 2 days -- 81 fewer days than Winchester's current average of 83 days.
For reference, the median list price across 176 active listings in Winchester right now is $799,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$17,915/mo
$590,000 down
$2,360,000 loan
Principal & interest$15,307
Property tax (est.)$2,458
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 2 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.