8 Upland Rd #8, Wellesley, MA 02482
Bedroom/Play
Property image
OFF MARKET

8 Upland Rd #8
Wellesley, MA 02482

  • 5 Beds
  • 4 Baths
  • 2,773 sqft

$2,257,600

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $13,422/mo*
Refinance Your Home

$2,257,600

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $13,422/mo*
Refinance Your Home
5 Beds
4 Baths
2,773 sqft

Home Value

Trulia Estimate
$2.26M
Since last month
Increased$71K (+3.2%)
Since last year
Increased$86K (+3.9%)
Since last sale
Increased$902K (+64.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +54% in the last 10 years
MonthEstimated value
2026
August 2026$2.31M
July 2026$2.24M
June 2026$2.29M
May 2026$2.3M
April 2026$2.22M
March 2026$2.28M
February 2026$2.19M
January 2026$2.14M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
16 Wiswall Cir #16, Wellesley, MA
0.34
Condo
$1,250,000
06/30/26
3
2.5
1,732
85 Grove St #203, Wellesley, MA
0.34
Condo
$1,365,000
04/15/26
3
2
1,816
58 Oak St, Wellesley, MA
0.83
Condo
$1,150,000
09/05/25
3
3
1,532
75 Grove St #132, Wellesley, MA
0.34
Condo
$1,755,000
11/24/25
3
2
1,811
85 Grove St #311, Wellesley, MA
0.34
Condo
$1,397,500
04/21/26
2
2
1,854
65 Grove St #152, Wellesley, MA
0.06
Condo
$1,185,000
06/11/26
1
1.5
1,243
65 Grove St #444, Wellesley, MA
0.38
Condo
$1,550,000
07/20/26
2
2
1,892
85 Grove St #306, Wellesley, MA
0.34
Condo
$1,320,000
06/30/26
2
2
1,528
75 Grove St #124, Wellesley, MA
0.34
Condo
$1,340,000
10/09/25
2
2
1,468
75 Grove St #228, Wellesley, MA
0.34
Condo
$1,300,000
11/13/25
2
2
1,522

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
16 Upland Rd, Wellesley, MA 02482
0.05
$3,767,600
6
6
4,960
Off Market
65 Grove St #152, Wellesley, MA 02482
0.06
$1,185,000
1
1.5
1,243
Recently Sold
12 Leighton Rd, Wellesley, MA 02482
0.10
$2,250,000
8
3
3,994
Recently Sold
3 Midland Rd, Wellesley, MA 02482
0.17
$1,405,000
5
3
2,630
Recently Sold
17 Midland Rd, Wellesley, MA 02482
0.17
$3,960,500
4
3.5
2,539
Off Market
6 Appleby Rd, Wellesley, MA 02482
0.16
$2,050,400
5
3.5
3,068
Off Market
2 Roanoke Rd, Wellesley, MA 02482
0.20
$2,715,500
5
2.5
3,584
Off Market
12 Appleby Rd #2L, Wellesley, MA 02482
0.17
$1,040,000
3
1.5
1,533
Recently Sold
11 Roanoke Rd, Wellesley, MA 02482
0.23
$2,581,600
5
5.5
5,386
Off Market
24 Birch Rd, Wellesley, MA 02482
0.22
$2,978,100
5
4.5
4,580
Off Market
12 Cottage St, Wellesley, MA 02482
0.20
$1,800,000
3
2
2,056
Recently Sold
6 Cottage St, Wellesley, MA 02482
0.20
$2,800,700
5
3.5
3,981
Off Market

Local Information

  • Map ViewExplore the area around 8 Upland Rd #8.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
1910
Living Area
2,773 sqft
Price/Sqft
$814

About this House

Expansive 5 bedroom Townhouse in quiet cut-de-sac neighborhood, conveniently located to all the best Wellesley has to offer, town center, schools, train, Wellesley College, Brook Path, Lake Waban and more. Gracious & Sunny condo brimming with charm and architectural details....high ceilings, turned staircase from 1st to 3rd floor, built-ins, & gleaming hardwood floors throughout. A lovely, sun-splashed living room with fireplace and built-ins. A generous eat-in kitchen with a desk area and mudroom. 2nd Floor with 3 bedrooms including a master bedroom suite with a fireplace, walk-in closet and private bath. The spacious 3rd floor with two bedrooms, full bath and home office offers offers great options for use. A full basement with fantastic storage and expansion opportunities. A rare opportunity to have the best of urban living in the suburbs!
8 Upland Rd #8, Wellesley, MA 02482 is a 5 bedroom, 5 bathroom, 2,773 sqft condo built in 1910. It last sold for $1,405,000 on Oct 9, 2020. More recently, it was listed as a rental in July 2018 with an asking price of $4,575 per month. That rental listing was removed on September 13, 2018. It is currently off market. The Trulia Estimate is $2,257,600, with a rent estimate of $7,702/month.

Home Details for 8 Upland Rd #8

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Interior Details
Number of Rooms: 9Types of Rooms: Walk In Closet, Dining Room, Family Room, Master Bath, Office, Pantry
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: SlateExterior: Stucco
Parking & Garage
Parking Spaces: 4Parking: Off Street

Property Information

Year Built
Year Built: 1910Year Updated: 2000
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 2

Lot Information

Lot Area: 0.27 acres

Price and Tax history

DateEventPrice
Jun 3, 2022
Source: MLS PIN #72803473
ListingRemoved
Aug 4, 2021
Source: MLS PIN #72803473
ListingRemoved
$1,368,000
May 11, 2021
Source: MLS PIN #72803473
Pending
$1,368,000
Mar 24, 2021
Source: MLS PIN #72803473
Listed For Sale
$1,368,000
Oct 24, 2020
Source: Agent Provided
ListingRemoved
$886,000

Market trends in Wellesley

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.15M
$161KMoM
Sale-to-List Price
100.6%
0.4%MoM
Price per sq ft
$666
$18MoM
Available listings
87
25MoM

Around this home

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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 8 Upland Rd #8

  • What is 8 Upland Rd #8 estimated to be worth?
    Trulia's estimated value for 8 Upland Rd #8 in Wellesley, MA is $2,257,600.
  • What is the price history for 8 Upland Rd #8?
    8 Upland Rd #8 in Wellesley, MA last sold for $1,405,000 in October 2020.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Wellesley?
    The median sale price in Wellesley is $2.15M. That is up $161K from the prior month.
  • Does 8 Upland Rd #8 have air conditioning?
    Yes, 8 Upland Rd #8 in Wellesley, MA has air conditioning.
  • Does 8 Upland Rd #8 have laundry facilities?
    Yes, 8 Upland Rd #8 in Wellesley, MA has in-unit laundry.

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

7 rentals with an outdoor space in Wellesley, MA

Apartments for Rent

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Off Market Homes Near 8 Upland Rd #8

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