7 Upland Rd, Winchester, MA 01890
OFF MARKET

7 Upland Rd
Winchester, MA 01890

  • 3 Beds
  • 2 Baths
  • 1,810 sqft

$1,150,600

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $6,771/mo*
Refinance Your Home

$1,150,600

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $6,771/mo*
Refinance Your Home
3 Beds
2 Baths
1,810 sqft

Local Information

  • Map ViewExplore the area around 7 Upland Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Welcome to 7 Upland Rd, a captivating colonial-style home showcasing newly refinished hardwood floors throughout both levels. As you enter the home, you are welcomed by the enclosed porch and entry hallway. Step into the spacious living room, seamlessly connected to the dining room adorned with charming built-in cabinetry. The kitchen offers access to the backyard or down to the finished lower level, featuring a convenient kitchenette, washer/dryer, a full bathroom, and a walkout three season porch. On the second floor, discover three bright bedrooms, each offering double closets and a welcoming atmosphere. The second full bathroom boasts a spacious walk-in closet, providing plenty of extra storage space. Upland Rd is a lovely side street located close to the soon to be new Lynch School. The spacious, fenced in backyard with sprinkler system is the perfect place for gathering and outdoor activities.
7 Upland Rd, Winchester, MA 01890 is a 3 bedroom, 2 bathroom, 1,810 sqft single-family home built in 1929. It last sold for $890,000 on Feb 20, 2024 (10% below the $989,000 asking price). It is currently off market. The Trulia Estimate is $1,150,600, with a rent estimate of $4,199/month.

Home Highlights

Parking
4 Open Spaces
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 7 Upland Rd

Interior Features

Interior Details
Basement: Full,Finished,Partially Finished,Walk-Out Access,Interior Entry,ConcreteNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Master Bathroom, Bathroom 1, Bathroom 2, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1810 Square FeetFoundation Area: 650
Appliances & Utilities
Utilities: for Gas Range, for Gas Dryer, Washer HookupAppliances: Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Second Dishwasher, Gas CooktopDishwasherDisposalDryerLaundry: Gas Dryer Hookup,Washer Hookup,In BasementMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Steam,Natural GasNo CoolingAir Conditioning: Window Unit(s),NoneHas HeatingHeating Fuel: Steam
Fireplace & Spa
No FireplaceNo Spa
Gas & Electric
Electric: Fuses, Circuit Breakers, 60 Amps/Less
Windows, Doors, Floors & Walls
Window: Skylight, ScreensFlooring: Wood, Tile, Vinyl, Carpet, Flooring - Hardwood, Flooring - Vinyl, Flooring - Wall to Wall Carpet
Levels, Entrance, & Accessibility
Floors: Wood, Tile, Vinyl, Carpet, Flooring Hardwood, Flooring Vinyl, Flooring Wall To Wall Carpet

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch - Enclosed, PatioFencing: Fenced/Enclosed, FencedExterior: Porch - Enclosed, Patio, Rain Gutters, Storage, Sprinkler System, Screens, Fenced Yard, Stone WallFoundation: BlockSprinkler System
Parking & Garage
Open Parking Spaces: 4No GarageHas Open ParkingParking Spaces: 4Parking: Paved Drive,Off Street,Paved
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1929
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:014 B:0280 L:0, 898611

Price & Status

Price
List Price: $989,000
Status Change & Dates
Off Market Date: Fri Feb 02 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Winchester
School Information
Elementary School: LynchJr High / Middle School: MccallHigh School: Winchester Hs

Building

Building Area
Building Area: 1810 Square Feet

Community

Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, SidewalksNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 5001 sqft

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73192233

Additional Information

Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsMedical FacilityBike PathConservation AreaHighway AccessHouse of WorshipPrivate SchoolPublic SchoolT-StationSidewalks
Last check for updates: 1 day ago
Listed by Anne Spry, (781) 405-4730
Barrett Sotheby's International Realty, (781) 729-7900
Bought with: Arian Simaku, (857) 753-5683, Simaku Realty, LLC, (857) 753-5683
Source: MLS PIN, MLS#73192233

Price History for 7 Upland Rd

DatePriceEventSource
02/20/2024$890,000Sold
MLS PIN #73192233
01/29/2024$989,000ContingentMLS PIN #73192233
01/10/2024$989,000Listed For SaleMLS PIN #73192233

Market trends in Winchester

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.41M
Sale-to-List Price
101.7%
Price per sq ft
$571
Available listings
77
2MoM
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Property Tax and Assessment

Year2025
Tax$10,304
Assessment$929,100
Home facts updated by county records

Comparable Sales for 7 Upland Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
9 Sylvester Ct, Winchester, MA
0.03
Single-Family Home
$1,015,000
12/01/25
4
1.5
2,001
136 Sylvester Ave, Winchester, MA
0.10
Single-Family Home
$1,156,000
02/25/26
3
1.5
1,608
149 Horn Pond Brook Rd, Winchester, MA
0.10
Single-Family Home
$1,020,000
06/05/26
5
2
2,331
104 Wendell St, Winchester, MA
0.32
Single-Family Home
$1,100,000
05/28/26
3
1.5
1,675
76 Woodside Rd, Winchester, MA
0.30
Single-Family Home
$1,080,000
05/12/26
4
2
1,552
2 Maria Ct, Woburn, MA
0.32
Single-Family Home
$780,000
04/23/26
2
2
1,824
40 Pickering St, Winchester, MA
0.15
Single-Family Home
$1,330,000
04/14/26
4
2.5
2,454
198 Pond St, Winchester, MA
0.29
Single-Family Home
$1,070,000
05/20/26
4
1.5
1,917
70 Woodside Rd, Winchester, MA
0.30
Single-Family Home
$1,200,000
08/27/25
4
2.5
2,566
235 Cross St, Winchester, MA
0.64
Single-Family Home
$868,000
09/04/25
3
1.5
1,931

Nearby homes

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Assigned Schools

These are the assigned schools for 7 Upland Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

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Homes for sale near 7 Upland Rd

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Off Market Homes Near 7 Upland Rd

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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.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.