39 Cottage St, Wellesley, MA 02482
OFF MARKET

$3,326,300

Trulia Estimate
  • 5 Beds
  • 6 Baths
  • 3,926 sqft (on 0.60 acres)

39 Cottage St, Wellesley, MA 02482

Est. Refi. Payment $19,722/mo*
Refinance Your Home
Currently Off Market - Sold Oct 23, 2009 for $1,275,000

Home Value

Trulia Estimate
$3.33M
Since last month
Decreased$113K (-3.3%)
Since last year
Increased$15K (+0.4%)
Since last sale
Increased$2M (+160.8%)
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 +71% in the last 10 years
MonthEstimated value
2026
August 2026$3.33M
August 2026$3.32M
July 2026$3.44M
June 2026$3.56M
May 2026$3.51M
April 2026$3.37M
March 2026$3.41M
February 2026$3.26M
January 2026$3.16M
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
29 Denton Rd, Wellesley, MA
0.14
Single-Family Home
$1,520,000
10/16/25
4
2.5
2,956
78 Denton Rd, Wellesley, MA
0.20
Single-Family Home
$2,450,000
04/10/26
6
3.5
3,642
11 Sterling Rd, Wellesley, MA
0.44
Single-Family Home
$2,200,000
08/07/26
5
3.5
2,840
16 Denton Rd, Wellesley, MA
0.18
Single-Family Home
$2,400,000
06/11/26
5
2.5
3,176
18 Benvenue St, Wellesley, MA
0.29
Single-Family Home
$1,700,000
08/20/26
5
3.5
2,802
2 Kenilworth Rd, Wellesley, MA
0.47
Single-Family Home
$3,100,000
10/15/25
5
3.5
4,375
3 Midland Rd, Wellesley, MA
0.21
Single-Family Home
$1,405,000
03/30/26
5
3
2,630
10 Cartwright Rd, Wellesley, MA
0.51
Single-Family Home
$2,535,000
10/31/25
4
4
4,282
24 Radcliffe Rd, Wellesley, MA
0.59
Single-Family Home
$3,050,000
07/27/26
5
4.5
3,773
58 Leighton Rd, Wellesley, MA
0.09
Single-Family Home
$1,925,000
07/16/26
3
2.5
2,433

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
27 Appleby Rd, Wellesley, MA 02482
0.06
$2,497,300
4
3.5
2,986
Off Market
29 Cottage St, Wellesley, MA 02482
0.04
$1,675,000
4
4
2,086
For Sale
26 Cottage St, Wellesley, MA 02482
0.06
$2,641,600
5
3.5
3,468
Off Market
12 Appleby Rd #2L, Wellesley, MA 02482
0.08
$1,040,000
3
1.5
1,533
Recently Sold
58 Leighton Rd, Wellesley, MA 02482
0.09
$1,925,000
3
2.5
2,433
Recently Sold
52 Denton Rd, Wellesley, MA 02482
0.08
$2,032,100
4
2.5
2,244
Off Market
6 Appleby Rd, Wellesley, MA 02482
0.11
$2,031,000
5
3.5
3,068
Off Market
57 Cottage St, Wellesley, MA 02482
0.13
$1,525,000
3
1.5
1,522
Recently Sold
24 Birch Rd, Wellesley, MA 02482
0.14
$2,941,300
5
4.5
4,580
Off Market
60 Denton Rd #3, Wellesley, MA 02482
0.12
$588,000
2
1
906
Recently Sold
58 Cottage St, Wellesley, MA 02482
0.14
$2,251,600
4
2.5
2,873
Off Market
17 Midland Rd, Wellesley, MA 02482
0.16
$3,960,500
4
3.5
2,539
Off Market

Local Information

  • Map ViewExplore the area around 39 Cottage St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1896
Lot Size
0.6 acres
Living Area
3,926 sqft
Price/Sqft
$847
Parking
Garage

About this House

Much admired Cottage Street property. Truly spectacular "double" lot of 26,000+ sq ft for gorgeous flat, open yard with new landscaping, pool, and fence. Turn of the century gem has undergone major rehab to systems, exterior, and interior updates. Walk to everything location - enjoy all that in town Wellesley Square living offers. Rare opportunity to own one of Wellesley's most coveted properties.
39 Cottage St, Wellesley, MA 02482 is a 5 bedroom, 6 bathroom, 3,926 sqft single-family home built in 1896. It last sold for $1,275,000 on Oct 23, 2009. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,326,300, with a rent estimate of $7,953/month.

Home Details for 39 Cottage St

Interior Features

Interior Details
BasementNumber of Rooms: 12
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 3
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1896Year Updated: 2011
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Exterior Features

Exterior Home Features
Exterior: Wood
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached, Off Street

Community

Units in Building: 1

Lot Information

Lot Area: 0.60 acres

Price and Tax history

DateEventPrice
Oct 23, 2009
Source: N/A
Sold
$1,275,000
May 29, 2008
Source: Agent Provided
ListingRemoved
$1,895,000
May 11, 2008
Source: Agent Provided
Listed For Sale
$1,895,000
Feb 20, 2007
Source: N/A
Sold
$650,500

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 39 Cottage St

  • What is 39 Cottage St estimated to be worth?
    Trulia's estimated value for 39 Cottage St in Wellesley, MA is $3,326,300.
  • What is the price history for 39 Cottage St?
    39 Cottage St in Wellesley, MA last sold for $1,275,000 in October 2009.
  • 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 39 Cottage St have a pool?
    Yes, 39 Cottage St in Wellesley, MA has a pool.
  • How big is the lot at 39 Cottage St?
    The lot at 39 Cottage St in Wellesley, MA is about 0.60 acres (26,131 sq ft).

Explore by feature - Pet Friendly

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