85 Woodside Ave, Wellesley, MA 02482
Property image
Property image
OFF MARKET

85 Woodside Ave
Wellesley, MA 02482

  • 2 Beds
  • 2 Baths
  • 1,540 sqft (on 0.29 acres)

$1,242,900

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $7,390/mo*
Refinance Your Home

$1,242,900

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $7,390/mo*
Refinance Your Home
2 Beds
2 Baths
1,540 sqft
(on 0.29 acres)

Home Value

Trulia Estimate
$1.24M
Since last month
Decreased$8K (-0.6%)
Since last year
Increased$74K (+6.3%)
Since last sale
Increased$550K (+79.5%)
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 +62% in the last 10 years
MonthEstimated value
2026
August 2026$1.24M
July 2026$1.25M
June 2026$1.28M
May 2026$1.28M
April 2026$1.26M
March 2026$1.25M
February 2026$1.21M
January 2026$1.21M
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 Peterson Rd, Natick, MA
0.26
Single-Family Home
$713,000
01/27/26
3
1.5
1,358
17 Overbrook Ter, Natick, MA
0.31
Single-Family Home
$700,000
11/14/25
3
2
1,615
16 Sunnyside Ave, Wellesley, MA
0.22
Single-Family Home
$1,180,000
08/11/26
3
1.5
1,743
11 Ingleside Rd, Natick, MA
0.29
Single-Family Home
$850,000
07/02/26
3
1.5
1,770
115 Parker Rd, Wellesley, MA
0.13
Single-Family Home
$1,320,000
11/21/25
4
1.5
1,694
45 Mayo Rd, Wellesley, MA
0.35
Single-Family Home
$1,270,000
01/08/26
3
2
1,581
149 Oak St, Natick, MA
0.43
Single-Family Home
$722,000
07/02/26
3
2
1,182
7 Westwood Rd, Natick, MA
0.31
Single-Family Home
$690,000
06/01/26
3
2
1,760
107 Overbrook Dr, Wellesley, MA
0.17
Single-Family Home
$1,400,000
08/03/26
3
2.5
2,274
3 Sunnyside Ave, Wellesley, MA
0.22
Single-Family Home
$1,120,000
03/06/26
3
2.5
2,388

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
3 Colby Rd, Wellesley, MA 02482
0.06
$2,460,400
4
4.5
3,161
Off Market
99 Parker Rd, Wellesley, MA 02482
0.06
$2,315,000
4
3
4,799
Recently Sold
92 Parker Rd, Wellesley, MA 02482
0.08
$1,784,200
3
2.5
1,812
Off Market
98 Parker Rd, Wellesley, MA 02482
0.08
$1,826,000
3
3
2,495
Off Market
112 Woodside Ave, Wellesley, MA 02482
0.08
$1,946,100
4
2.5
2,856
Off Market
25 Upson Rd, Wellesley, MA 02482
0.11
$1,888,700
4
3.5
2,956
Off Market
14 Princeton Rd, Wellesley, MA 02482
0.12
$2,906,000
5
4.5
4,950
Off Market
67 Overbrook Dr, Wellesley, MA 02482
0.10
$2,276,700
5
4.5
4,270
Off Market
77 Parker Rd, Wellesley, MA 02482
0.15
$1,554,500
4
2.5
2,390
Off Market
4 High Ledge Ave, Wellesley, MA 02482
0.11
$1,615,000
3
1.5
2,096
Off Market
115 Parker Rd, Wellesley, MA 02482
0.13
$1,320,000
4
1.5
1,694
Recently Sold
55 High Ledge Ave, Wellesley, MA 02482
0.14
$2,137,300
4
3.5
4,090
Off Market

Local Information

  • Map ViewExplore the area around 85 Woodside Ave.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1905
Lot Size
0.29 acres
Living Area
1,540 sqft
Price/Sqft
$807

About this House

Prepare to fall in love with this delightfully different and private 2 bedroom 2 bath home. This is the perfect retreat for nature and architecture enthusiasts alike. The moment you enter this charming cottage you are greeted by a one of a kind octagonal family room complete with fireplace and hand carved wood staircase. Continue through the living room to the renovated kitchen with island, lots of storage and handsome dark granite countertops. Enjoy unparalleled views of nature from the back sunroom or two level deck. The second floor allows for a spacious master bedroom plus bonus room just waiting for your creativity, you can add a walk in closet or master bathroom, the possibilities are endless! All this plus an additional second floor bedroom, detached guest space, 1st floor office, and two full bathrooms all close to major routes, a close walk to local parks, and Reeds Pond.
85 Woodside Ave, Wellesley, MA 02482 is a 2 bedroom, 2 bathroom, 1,540 sqft single-family home built in 1905. It last sold for $692,000 on Dec 22, 2017. It is currently off market. The Trulia Estimate is $1,242,900, with a rent estimate of $4,333/month.

Home Details for 85 Woodside Ave

Interior Features

Heating & Cooling
Heating: Forced Air, OilHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile
Interior Details
Number of Rooms: 7
Appliances & Utilities
DishwasherDryerRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: OtherPatio
Parking & Garage
Parking Spaces: 4Parking: Off Street

Property Information

Year Built
Year Built: 1905
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.29 acres

Price and Tax history

DateEventPrice
Dec 22, 2017
Source: N/A
Sold
$692,000
Oct 25, 2017
Source: Agent Provided
Pending
$719,000
Oct 17, 2017
Source: Agent Provided
PriceChange
$719,000
Price decreased by 5%
Sep 7, 2017
Source: Agent Provided
Listed For Sale
$759,000
May 11, 2008
Source: Agent Provided
ListingRemoved
$499,000

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 85 Woodside Ave

  • What is 85 Woodside Ave estimated to be worth?
    Trulia's estimated value for 85 Woodside Ave in Wellesley, MA is $1,242,900.
  • What is the price history for 85 Woodside Ave?
    85 Woodside Ave in Wellesley, MA last sold for $692,000 in December 2017.
  • 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 85 Woodside Ave have laundry facilities?
    Yes, 85 Woodside Ave in Wellesley, MA has laundry facilities.
  • How big is the lot at 85 Woodside Ave?
    The lot at 85 Woodside Ave in Wellesley, MA is about 0.29 acres (12,632 sq ft).

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