$2,950,000
18 Surrey Road
Winchester, MA, 01890
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.
Property Details
Price:
$2,950,000
MLS #:
73592433
Status:
Active
Beds:
6
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Oct 19, 2026
Finished Sq Ft:
4,752
Total Sq Ft:
4,752
Lot Size:
20,908 sqft / 0.48 acres (approx)
Year Built:
1983
Schools
Interior
Above Grade Finished Area
4752
Appliances
Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer
Bathrooms
4 Full Bathrooms
Below Grade Finished Area
1282
Cooling
Central Air
Fireplaces Total
1
Flooring
Wood
Heating
Forced Air
Interior Features
Bedroom, Office, Bonus Room
Laundry Features
Second Floor
Exterior
Architectural Style
Colonial
Attached Garage YN
1
Covered Spaces
2
Garage Spaces
2
Lot Features
Sloped
Open Parking Spaces
6
Parking Features
Under, Garage Door Opener, Heated Garage, Off Street
Parking Spots
8
Parking Total
8
Financial
Tax Year
2026
Taxes
$20,455
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Winchester as of Oct 26, 2026
65
Single Family Listed
66
Avg DOM
566
Avg $ / SqFt
$2,179,412
Avg List Price
Community
- Address18 Surrey Road Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- 18 Surrey Road Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $2,950,000 and features 6 beds, 4 baths, and has approximately 4,752 square feet of living space, and was originally constructed in 1983. The current price per square foot is $621. The average price per square foot for Single Family listings in Winchester is $566. The average listing price for Single Family in Winchester is $2,179,412. To schedule a showing of MLS#73592433 at 18 Surrey Road in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Property Central Inc.. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
18 Surrey Road
Winchester, MA











































