Grand and masterfully crafted, this exceptional residence sits on a private road abutting the Fells conservation land, offering rare privacy and natural surroundings. The spacious home features 6 bedrooms and 6 bathrooms, beginning with a stunning foyer that opens to a sprawling first floor. Sun-filled rooms showcase exquisite custom craftsmanship throughout. The gourmet kitchen is equipped with top-of-the-line appliances and flows seamlessly into generously sized living and entertaining spaces. A private home office with custom built-ins provides the ideal work-from-home setting. Five bedrooms and a convenient laundry room are located on the second floor. The third floor offers a perfect in-law or au pair suite with generous living space, a large bedroom, and a private full bath. The recently finished basement adds approximately 1,400 square feet, including open recreation space, a full bath, and an exercise room.
Winchester Highlands, located between the Middlesex Fells Reservation and Winchester Center, is a residential and wooded Winchester neighborhood with hillside streets and pocket parks. The neighborhood’s character concentrates around the Cambridge Street and Main Street junction, where small storefronts, cafés, and everyday errands cluster in a compact, walkable strip. Book Ends and the Winchester Community Music School act as cultural touchstones, with Wright-Locke Farm adding a seasonal, local-food rhythm nearby. Housing reads as classic New England—Colonial and Cape silhouettes, mature trees, and stone walls along curving roads. Trails and overlooks in the Fells shape the daily backdrop, while the town center’s civic buildings and shops keep the pace grounded.
Provided by Walk Score and Local Logic
Historical weather
Winchester, MA • 01890
Average low and high temperatures (°F)
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39
24
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Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
2/10 Fire Factor
0.00% chance of being in a wildfire in next 30 years
5/10 Heat Factor
7 hot days expected this year, 14 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
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.
This property is priced $7,032 above the rental estimate.
Asking rent
$13,000
Rental estimate
$5,968
Nearby comparable rentals
The Rental Estimate uses 0 recent nearby rental.
Sale and tax history for 52 N Border Rd
Sale History
Tax History
Date
Event
Price
MLSPIN #73473111
Feb 1, 2026
Listed for Rent
$13,000
$2/sq ft
MLSPIN #73328492
Aug 27, 2025
Rental Removed
$11,000
$2/sq ft
Jan 22, 2025
Listed for Rent
$11,000
$2/sq ft
MLS PIN #70487859
Jan 31, 2007
Sold
$619,000
$99/sq ft
Nov 9, 2006
Listing Removed
—
Nov 6, 2006
Listed
$619,000
$99/sq ft
This is a pristine custom ranch in impeccable condition situated on a beautiful oversized corner lot across the street from the Fells Reservation.Lovingly maintained.Flagstone three season porch,Fp Lr, Rec Rm in the basement and central air are just a few of the extra amenities.Move right in!
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Listing agent: Dylan Archambault (9788210410)
The property listing data and information, or the Images, 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, and the Images, 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, or as to the accuracy of any of the Images, set forth herein.
Last Updated: 2026-08-18T11:47:56.207Z
52 N Border Rd is a 6400 square foot property with 6 bedrooms and 5.5 bathrooms. We estimate that 52 N Border Rd would rent between $5,968 / mo.52 N Border Rd is located in Winchester, the 01890 zipcode, and the Winchester School District.