52 N Border Rd, Winchester, MA 01890
Property image
Property image
OFF MARKET

$2,848,800

Trulia Estimate
as of Sep 26, 2026
  • 6 Beds
  • 5.5 Baths
  • 6,400 sqft

52 N Border Rd, Winchester, MA 01890

Home Highlights

Single-Family Home
6,400 sqft
$445/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 52 N Border Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Recently finished basementSprawling first floorGourmet kitchenConvenient laundry roomStunning foyerSun-filled rooms
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.

Unfurnished occupancy only. Tenant pays for all utilities separately metered to the house. No smoking.
52 N Border Rd, Winchester, MA 01890 is a 6 bedroom, 6 bathroom, 6,400 sqft single-family home. It last sold for $619,000 on Feb 1, 2007 (4,662% above the $13,000 asking price). More recently, it was listed as a rental in January 2026 with an asking price of $13,000 per month. That rental listing was removed on September 25, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,848,800, with a rent estimate of $9,301/month.

Home Details for 52 N Border Rd

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Year

Interior Features

Appliances & Utilities
DryerWasher
Heating & Cooling
Air ConditioningCooling System: Air Conditioner, Central Air
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Parking & Garage
GarageParking: Attached Garage Off Street, On Site

Comparable Sales for 52 N Border Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Abby Rd, Winchester, MA
0.22
Single-Family Home
$2,895,000
10/30/25
5
4.5
5,716 sqft
21 Bellevue Ave, Winchester, MA
0.18
Single-Family Home
$2,650,000
07/17/26
5
4
5,950 sqft
14 Grant Rd, Winchester, MA
0.24
Single-Family Home
$2,250,000
12/11/25
6
4.5
4,200 sqft
2 Abby Rd, Winchester, MA
0.24
Single-Family Home
$2,575,000
05/14/26
4
4.5
5,614 sqft
211 Forest St, Winchester, MA
0.15
Single-Family Home
$2,125,000
08/04/26
5
3.5
3,474 sqft
19 Laurel Hill Ln, Winchester, MA
0.27
Single-Family Home
$2,400,000
12/18/25
5
4.5
3,700 sqft
24 Hinds Rd, Winchester, MA
0.24
Single-Family Home
$1,750,000
07/09/26
4
3
2,814 sqft
7 Appalachian Rd, Winchester, MA
0.45
Single-Family Home
$2,150,000
02/02/26
4
4.5
3,263 sqft
112 Highland Ave, Winchester, MA
0.63
Single-Family Home
$2,400,000
08/31/26
6
3.5
5,121 sqft
162 Forest St, Winchester, MA
0.20
Single-Family Home
$1,280,000
10/03/25
4
1.5
1,900 sqft

Nearby homes

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Rental Market Trends in Winchester

Last updated Sep 2026
Trulia Rent Estimate$9,301/mo
Average rent
$3.45K
$50MoM
Available listings
40
View rental market trends in Winchester, MA

Around this home

What Locals Say about Winchester

At least 93 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 88 % Say yards are well-kept

  • 87 % Say people would walk alone at night

  • 85 % Say parking is easy

  • 79 % Say there are sidewalks

  • 79 % Say car is needed

  • 77 % Say it's walkable to restaurants

  • 77 % Say kids play outside

  • 75 % Say streets are well-lit

  • 74 % Say there's holiday spirit

  • 67 % Say they plan to stay for at least 5 years

  • 67 % Say there's wildlife

  • 66 % Say neighbors are friendly

  • 65 % Say it's walkable to grocery stores

  • 64 % Say it's quiet

  • 54 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Diana P.
    "Winchester is the cutest town, perfect for families. There is Town Say, and Enka, and everything is very family oriented. We even have great pubs/restaurants as well as sub shops, Greek food, nail salons, anything you could want in a home town!"
    7
    Flag
  • Dominic
    "Phenomenal public school system beginning from Kindergarten and extremely welcoming to new residents transferring in."
    0
    Flag
  • Stacie
    "Very family oriented. Not a great neighborhood if you don’t have children. Great, easy commute into the city. Not enough good restaurants that aren’t overpriced though. "
    0
    Flag
  • Yjchoi7
    "Very safe neighborhood.there are often summer events on the common. Teenagers can take train into Boston area fairly easily as there are two stops within Winchester. Fells is a great place for summer walks. "
    2
    Flag
  • Luis B.
    "perfect for my family It is livable stores Closer to me Barbershop computer store Restaurants I will love to buy a house in this area "
    2
    Flag
  • Yjchoiyjchoi
    "It’s very quiet and safe generally. Yet it’s close to Boston and Cambridge city life within a few stops of the commuter from Winchester. "
    0
    Flag
  • Tara
    "I have lived in this neighborhood for 25 years. I love it. Everybody is friendly and kind. The crime is minimal and it’s very quiet. "
    2
    Flag
  • Katie41287
    "I’m not afraid to walk home at 11pm, the town is clean and has plenty of events around town, the people are friendly and it is near public transportation. "
    1
    Flag
  • Anna S.
    "Excellent school Easy commute to Boston Downtown Great parks and pond nearby"
    0
    Flag
  • tod g.
    "Lovely town with easy access to Boston and easy getaway to northern New England."
    0
    Flag
  • jfrancis6
    "Family community built around three streets that form a circle that only has traffic of residents. The area borders the Town of Winchester forest that is great for walks and snow shoeing in winter. All homes are large and attract families were children can safely play and bike in the neighborhood. Many homes have residents who grow up in the neighborhood as children and returned to raise their families. A short walk 4/10 of a mile to train station for those who work in Boston a trip that takes 12 minutes with only one stop. Schools in Winchester are among the best in Massachusetts, a primary attraction to the Town. The Town center is only one mile away and has an addition train station there as well. The Mystic lakes are just beyond the train station with a Town beach and boating opportunities. The Town also borders a 2500 acre forest known as the Fells consisting of the Town water supply and miles of hiking or mountain biking."
    0
    Flag
  • marta3467
    "Can see kids playing ball in street; people walking their dog and Horn Pond and several nice restaurants all within walking distance"
    1
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Sep 25, 2026
Source: Zillow Rentals
ListingRemoved
$13,000
Jan 31, 2026
Source: Zillow Rentals
Listed For Rent
$13,000
Mar 6, 2024
Source: Zillow Rentals
ListingRemoved
Jan 24, 2024
Source: Zillow Rentals
PriceChange
$9,000
Price decreased by 10%
Jan 22, 2024
Source: Zillow Rentals
Listed For Rent
$10,000

Frequently asked questions about 52 N Border Rd

  • What is 52 N Border Rd estimated to be worth?
    Trulia's estimated value for 52 N Border Rd in Winchester, MA is $2,848,800.
  • What is the price history for 52 N Border Rd?
    52 N Border Rd in Winchester, MA last sold for $619,000 in February 2007.
  • Is Winchester a buyer's or seller's market?
    Winchester is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Winchester?
    Residents describe Winchester, MA as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Winchester, MA.
  • Does 52 N Border Rd have air conditioning?
    Yes, 52 N Border Rd in Winchester, MA has air conditioning.
  • Does 52 N Border Rd have laundry facilities?
    Yes, 52 N Border Rd in Winchester, MA has in-unit laundry.

Homes for rent near 52 N Border Rd

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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