34 Upwey Rd, Wellesley, MA 02481
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Property image
OFF MARKET

34 Upwey Rd
Wellesley, MA 02481

  • 4 Beds
  • 3.5 Baths
  • 3,286 sqft (on 0.34 acres)

$2,291,100

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $13,776/mo*
Refinance Your Home

$2,291,100

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $13,776/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,286 sqft
(on 0.34 acres)

Local Information

  • Map ViewExplore the area around 34 Upwey Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1993
Lot Size
0.34 acres
Living Area
3,286 sqft
Price/Sqft
$697
Parking
2 Car Garage

About this House

Beautifully designed center entrance colonial in highly desirable location. A gracious foyer welcomes you to this 4 bedroom 3.5 bathroom home featuring high ceilings, amazing flow and plenty of natural light. A white kitchen with dine-in area & top tier appliances overlooks a beautiful yard. A formal & spacious dining room lead to wonderful, fireplaced living room. An open family room connects to a home office/den completing the first floor. Upstairs includes a private, primary suite with marble bath, 3 family bedrooms, a double vanity bath + laundry. The lower level offers plenty of flexible living space including a media/play room with recessed movie screen and built-in projector, full bath, gym area and mud room leading to 2 car garage. Walk to shopping, trains and schools. This one checks all the boxes!
34 Upwey Rd, Wellesley, MA 02481 is a 4 bedroom, 4 bathroom, 3,286 sqft single-family home built in 1993. It last sold for $1,950,000 on Nov 15, 2023 (1% above the $1,925,000 asking price). It is currently off market. The Trulia Estimate is $2,291,100, with a rent estimate of $7,206/month.

Home Details for 34 Upwey Rd

Interior Features

Interior Details
Basement: Full,Finished,Walk-Out Access,Garage AccessNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3286 Square Feet
Appliances & Utilities
Utilities: for Gas RangeAppliances: Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, DryerDishwasherDisposalDryerLaundry: Flooring - Stone/Ceramic Tile,Electric Dryer Hookup,Washer Hookup,Second FloorMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural Gas,Fireplace(s)Has CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 3Fireplace: Family Room, Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: Insulated WindowsDoor: Insulated Doors, Storm Door(s)Flooring: Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
Levels, Entrance, & Accessibility
Accessibility: NoFloors: Flooring Stone Ceramic Tile, Flooring Wall To Wall Carpet

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck - Composite, PatioExterior: Deck - Composite, Patio, Rain Gutters, Sprinkler SystemFoundation: Concrete PerimeterSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Under,Paved Drive
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1993
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Dining Room ChandelierParcel Number: M:097 R:037 S:B, 260475

Price & Status

Price
List Price: $1,925,000
Status Change & Dates
Off Market Date: Sat Sep 30 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Wellesley
School Information
Elementary School: SpragueJr High / Middle School: WmsHigh School: Whs

Building

Building Area
Building Area: 3286 Square Feet

Community

Community Features: Public Transportation, Shopping, Tennis Court(s), Walk/Jog Trails, Bike Path, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.34 acres

Miscellaneous

BasementMls Number: 73164271

Additional Information

Public TransportationShoppingTennis Court(s)Walk/Jog TrailsBike PathPublic School
Last check for updates: about 11 hours ago
Listed by Janet Giesser, (617) 308-7762
Rutledge Properties, (781) 235-4663
Bought with: Coleman Group, (617) 548-3987, William Raveis R.E. & Home Services, (781) 861-9600
Source: MLS PIN, MLS#73164271

Price History for 34 Upwey Rd

DatePriceEventSource
11/15/2023$1,950,000Sold
MLS PIN #73164271
09/27/2023$1,925,000Listed For SaleMLS PIN #73164271
10/15/2002$1,150,000Sold
N/A
08/26/1993$505,000Sold
N/A

Market trends in Wellesley

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.99M
$300KMoM
Sale-to-List Price
100.1%
1.4%MoM
Price per sq ft
$649
$56MoM
Available listings
112
1MoM
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Property Tax and Assessment

Year2025
Tax$19,121
Assessment$1,860,000
Home facts updated by county records

Comparable Sales for 34 Upwey Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
345 Linden St, Wellesley, MA
0.15
Single-Family Home
$2,600,000
05/29/26
4
3.5
4,016
4 Arnold Rd, Wellesley, MA
0.15
Single-Family Home
$1,750,000
09/23/25
4
2.5
3,156
15 Clifton Rd, Wellesley, MA
0.24
Single-Family Home
$1,635,650
04/16/26
4
2.5
2,112
35 Arnold Rd, Wellesley, MA
0.29
Single-Family Home
$2,525,000
06/26/26
4
3.5
3,497
45 Kingsbury St, Wellesley, MA
0.25
Single-Family Home
$1,913,000
05/20/26
6
3
2,980
42 Calvin Rd, Wellesley, MA
0.34
Single-Family Home
$1,930,000
12/05/25
5
4
2,962
15 Barnstable Rd, Wellesley, MA
0.35
Single-Family Home
$2,500,000
08/14/25
4
4
3,097
500 Worcester St, Wellesley, MA
0.42
Single-Family Home
$1,340,000
08/28/25
4
2.5
3,257
79 Alba Rd, Wellesley, MA
0.27
Single-Family Home
$2,450,000
06/04/26
4
4
4,676
25 Shaw Rd, Wellesley, MA
0.20
Single-Family Home
$1,825,000
03/06/26
5
4.5
4,580

Nearby homes

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Assigned Schools

These are the assigned schools for 34 Upwey 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 Wellesley

At least 124 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 87 % Say parking is easy

  • 85 % Say people would walk alone at night

  • 84 % Say yards are well-kept

  • 80 % Say car is needed

  • 79 % Say there are sidewalks

  • 76 % Say kids play outside

  • 75 % Say there's holiday spirit

  • 74 % Say streets are well-lit

  • 73 % Say there's wildlife

  • 72 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 67 % Say it's walkable to restaurants

  • 66 % Say neighbors are friendly

  • 65 % Say there are community events

  • 63 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Mike Holiday
    "Everyone walks their dogs and lets their dogs say hello, most often. People know each other. It’s a great community"
    0
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  • Emilyperrottet
    "Nothing. It’s a changing neighborhood with a mix of old and new homes. Most of the homes are old and run down. "
    0
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  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
    0
    Flag
  • Trulia User
    "Lots of trails and other dogs in the area, many pet stores in the area as well. Dogs are well behaved and friendly. "
    0
    Flag
  • Shirley L.
    "The walking paths and yearly town celebrations are wonderful! A great sense of community and great schools. "
    0
    Flag
  • Sdipietro369
    "I am a visitor to this area. The neighborhood seems very nice with Babson College right around the corner. Shops within a close distance. "
    3
    Flag
  • Katrina C.
    "You feel you're kids are safe here in town. Everyone is friendly and we're all neighbors. It's a lovely town with a community feeling. "
    2
    Flag
  • Jamie.solomon1
    "I lived in Weston for two years and it’s a delightful town, with gorgeous land and large houses. Usually at least an acre"
    1
    Flag
  • Cmt138
    "Great access to commuter rail from either Wellesley Square or Wellesley Hills. Easy 10-15 min walk. Better parking from Wellesley Square. Usually takes about 1/2 hour to Back Bay. Driving into Boston can take a little more time with traffic to cross town to Mass Pike."
    2
    Flag
  • Laura M.
    "There are lots of dogs in our neighborhood- people walk them all the time. Dogs are welcome at Morse’s pond in the off season. "
    1
    Flag
  • Bruce C.
    "Lots of other dog owners who walk their dogs all the time. Also plenty of space to run with dogs on a trail or away from streets. "
    1
    Flag
  • Keith S.
    "Lots of trails and public spaces. Nationally acclaimed colleges. Variety of great shops and restaurants."
    0
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  • Srodousakis
    "Wellesley is a beautiful but very privileged neighborhood. It is very safe and people are friendly. Schools are great! There is a cute downtown and generally it’s a great place to raise kids. "
    0
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  • Molly R.
    "i love my neighborhood. everyone is so kind and welcoming. we often times have little gatherings or block parties. everyone knows each other and we are a very close community. "
    0
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  • Victoria V.
    "That I live on route 16 and nobody lets me out of my driveway in the morning and I have to leave for work an hour early just because of that."
    0
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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 34 Upwey Rd

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Off Market Homes Near 34 Upwey 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.