66 Prospect St, Wellesley, MA 02481
Property image
Property image
OFF MARKET

$1,126,600

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 1,600 sqft

66 Prospect St, Wellesley, MA 02481

Refinance Your Home
Currently Off Market - Sold Jun 25, 2004 for $471,000

Home Value

Trulia Estimate
$1.13M
Since last month
Decreased$18K (-1.6%)
Since last year
Increased$41K (+3.8%)
Since last sale
Increased$657K (+139.5%)
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 +64% in the last 10 years
MonthEstimated value
2026
August 2026$1.13M
July 2026$1.15M
June 2026$1.18M
May 2026$1.18M
April 2026$1.14M
March 2026$1.12M
February 2026$1.09M
January 2026$1.06M
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
8 Damien Rd, Wellesley, MA
0.16
Single-Family Home
$1,337,000
05/01/26
4
1.5
1,200
5 Grayson Ln, Newton, MA
0.44
Single-Family Home
$1,270,000
11/06/25
3
1.5
1,925
16 Intervale Rd, Wellesley, MA
0.48
Single-Family Home
$1,415,000
05/15/26
3
2.5
2,127
10 Brewster Rd, Wellesley, MA
0.72
Single-Family Home
$925,000
11/26/25
3
2
1,558
81 River St, Wellesley, MA
0.11
Single-Family Home
$1,300,000
11/17/25
6
2
2,816
289 Walnut St, Wellesley, MA
0.18
Single-Family Home
$2,025,000
11/20/25
3
3.5
2,721
28 Emerson Rd, Wellesley, MA
0.22
Single-Family Home
$2,325,000
06/17/26
3
2.5
2,897
19 Hastings St, Wellesley, MA
0.95
Single-Family Home
$860,000
06/05/26
3
1
1,053
45 Moulton St, Newton, MA
0.36
Single-Family Home
$1,300,000
12/11/25
4
3.5
2,541
11 Grayson Ln, Newton, MA
0.43
Single-Family Home
$1,400,000
11/26/25
4
2.5
2,685

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
62 Prospect St #62, Wellesley Hills, MA 02481
0.01
-
4
2
1,935
Off Market
62-64 Prospect St, Wellesley Hills, MA 02481
0.01
-
Studio
-
3,200
Off Market
64 Prospect St #64, Wellesley Hills, MA 02481
0.01
-
3
1.5
1,805
Off Market
53 Prospect St, Wellesley, MA 02481
0.04
$2,276,100
4
3.5
3,503
Off Market
73 Prospect St, Wellesley, MA 02481
0.02
$1,408,500
4
1.5
1,920
Off Market
5 Bow St, Wellesley, MA 02481
0.06
$1,290,100
3
2
2,003
Off Market
39 Prospect St, Wellesley, MA 02481
0.08
$1,649,000
5
3.5
2,692
Off Market
81 River St, Wellesley, MA 02481
0.11
$1,300,000
6
2
2,816
Recently Sold
225 Walnut St, Wellesley, MA 02481
0.07
$1,616,000
6
3.5
3,447
Recently Sold
1 Bow St, Wellesley, MA 02481
0.08
$1,346,300
3
2
1,650
Off Market
91 Prospect St, Wellesley, MA 02481
0.09
$2,104,700
4
2
1,500
Off Market
164 Walnut St, Wellesley, MA 02481
0.14
$1,392,400
3
2.5
1,876
Off Market

Local Information

  • Map ViewExplore the area around 66 Prospect St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1928
Living Area
1,600 sqft
Price/Sqft
$704

About this House

Beautiful single family home on a quiet tree lined street. With new windows, fresh paint, refinished hardwood floors and a new bathroom this home will be a pleasure to enjoy. All three bedrooms are well proportioned and there is a nice office/den to either work from home or use as a playroom, study, etc.....
66 Prospect St, Wellesley, MA 02481 is a 3 bedroom, 1 bathroom, 1,600 sqft single-family home built in 1928. It last sold for $471,000 on Jun 25, 2004. More recently, it was listed as a rental in July 2013 with an asking price of $2,499 per month. That rental listing was removed on September 13, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,126,600, with a rent estimate of $3,939/month.

Home Details for 66 Prospect St

Interior Features

Heating & Cooling
Heating: Forced Air, GasHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Interior Details
Number of Rooms: 6Types of Rooms: Dining Room, Office
Appliances & Utilities
Refrigerator
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1928
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
DeckExterior: Other, WoodLawnPatio
Parking & Garage
Parking Space: 1

Community

Units in Building: 1

Lot Information

Lot Area: 7666 sqft

Price and Tax history

DateEventPrice
Sep 13, 2013
Source: Agent Provided
ListingRemoved
$2,550
Aug 14, 2013
Source: Agent Provided
PriceChange
$2,550
Price increased by 2%
Jul 16, 2013
Source: Agent Provided
Listed For Rent
$2,499
Oct 24, 2012
Source: Agent Provided
ListingRemoved
$2,499
Sep 24, 2012
Source: Agent Provided
Listed For Rent
$2,499

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 66 Prospect St

  • What is 66 Prospect St estimated to be worth?
    Trulia's estimated value for 66 Prospect St in Wellesley, MA is $1,126,600.
  • What is the price history for 66 Prospect St?
    66 Prospect St in Wellesley, MA last sold for $471,000 in June 2004.
  • 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.
  • How big is the lot at 66 Prospect St?
    The lot at 66 Prospect St in Wellesley, MA is about 0.18 acres (7,666 sq ft).
  • Does 66 Prospect St have parking?
    Yes, 66 Prospect St in Wellesley, MA has on-site parking.

Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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