Homes for Sale in Wellesley, MA
165 listings available right now — swipe to find your perfect match.
Updated daily ·
165
Active Listings
$2,694,640
Avg. Price
$599,000
Starting From
$9,250,000
Up To
How much do homes cost in Wellesley?
The median home price in Wellesley is $2,299,000, with listings ranging from $599,000 to $9,250,000. Buyers can expect to pay around $687/sqft on average. Homes typically spend 61 days on market.
Price Distribution
Recent Price Drops in Wellesley
14 Wellesley homes dropped price in the last 30 days · average drop -4.2%.
6 Willow St
$1,295,000 → $1,198,000 · 2026-05-12
200 Pond Rd
$7,495,000 → $6,950,000 · 2026-05-09
122 Great Plain Ave
$2,399,000 → $2,249,000 · 2026-05-04
12 Winding River Cir
$5,250,000 → $4,999,000 · 2026-05-15
151 Oakland St
$4,195,000 → $3,995,000 · 2026-05-07
201 Lowell Rd
$4,195,000 → $3,995,000 · 2026-05-11
And 8 more — sorted by largest drop first.
Featured Listings in Wellesley
Swipe all 165 →
$2,495,00019 Dunedin Rd
Wellesley, MA
$4,870,000179 Oakland St
Wellesley, MA
$2,600,000148 Weston Rd Apt 304
Wellesley, MA
$829,00011 Oak St Unit 45
Wellesley, MA
$1,350,00024 College Rd
Wellesley, MA
$1,400,00065 Grove St Apt 444
Wellesley, MA
$1,150,00083 Seaver St
Wellesley, MA
$1,398,00041-A Hunnewell St
Wellesley, MA
$1,595,00044 Windemere Rd
Wellesley, MA
$2,395,00033 Linden St
Wellesley, MA
$2,550,000141 Hampshire Rd
Wellesley, MA
$5,395,00022 Valley Rd
Wellesley, MA
$3,295,00043 Amherst Rd
Wellesley, MA
$5,450,00043 Bristol Rd
Wellesley, MA
$3,200,00027 Garrison Rd
Wellesley, MA
$1,945,0002 Woodlawn Oval
Wellesley, MA
$1,285,00096 Washburn Ave
Wellesley, MA
$3,295,00053 Chesterton Rd
Wellesley, MA
$2,395,00015 Standish Cir
Wellesley, MA
$2,695,000345 Linden St
Wellesley, MA
$1,350,00016 Intervale Rd
Wellesley, MA
$2,598,000368 Worcester St
Wellesley, MA
$1,599,000127 Prospect St
Wellesley, MA
Best Value Picks in Wellesley
Wellesley homes priced below $687 per square foot — the city average. Sorted by lowest $/sqft.
$2,495,00028% below avg19 Dunedin Rd
Wellesley, MA
$493/sqft
$3,200,00021% below avg27 Garrison Rd
Wellesley, MA
$540/sqft
$3,295,00017% below avg53 Chesterton Rd
Wellesley, MA
$570/sqft
$2,395,00016% below avg15 Standish Cir
Wellesley, MA
$577/sqft
$1,150,00016% below avg83 Seaver St
Wellesley, MA
$579/sqft
Browse all 165 Wellesley homes on the map
Open map →Top-Rated Schools in Wellesley
Schools serving multiple Wellesley listings, rated 7+ on a 10-point scale.
Wellesley High School
Sprague Elementary School
Hunnewell Elementary School
Joseph E. Fiske Elementary School
John D. Hardy Elementary School
Natick High School
Wellesley Middle School
Schofield Elementary School
What types of homes are for sale in Wellesley?
Wellesley listings average 4.4 bedrooms, 4.4 bathrooms, and 4,102 square feet. The average year built is 1970. Single Family homes are the most common property type, making up 82% of available inventory.
Popular Neighborhoods in Wellesley
Find Your Dream Home in Wellesley
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Start Swiping in WellesleyAbout Living in Wellesley, Massachusetts
Right now there are 165 homes for sale across Wellesley. Asking prices run from $599,000 to $9,250,000, landing on a $2,299,000 median, averaging $687 per square foot. The dominant property type is single family (82% of inventory). Condo (16%) and Multi-Family (1%) round out the mix.
Expect 4.4 bedrooms, 4.4 bathrooms, 4,102 square feet on an average listing in Wellesley. Average year built: 1970. Homes typically go under contract after 61 days on market.
Most of the current inventory in Wellesley is concentrated in Cliff Estates, Wellesley Hills, Wellesley Farms, Linden Square. These neighborhoods differ sharply on price, style, and commute profile, so it pays to compare before narrowing.
HomeSwipr turns Wellesley home hunting into a swipe-based feed. Pass on what's wrong, save what's right, and let the AI figure out your real criteria faster than you could write them down.
Frequently asked questions about homes for sale in Wellesley
How many homes are for sale in Wellesley, MA?
There are 165 homes for sale in Wellesley, MA right now, with prices ranging from $599,000 to $9,250,000. Inventory is refreshed daily from live listing feeds.
What is the median home price in Wellesley?
The median home price in Wellesley is $2,299,000, with an average of $2,694,640. Prices span $599,000 to $9,250,000 across 165 current listings.
What is the average price per square foot in Wellesley?
The average price per square foot in Wellesley is $687 based on current listings. Per-sqft varies meaningfully by neighborhood and property type within the city.
What types of homes are for sale in Wellesley?
Single Family homes dominate Wellesley inventory at 82% of listings. Condo (16%) and Multi-Family (1%) round out the mix.
What does a typical Wellesley home look like?
A typical Wellesley listing offers 4.4 bedrooms, 4.4 bathrooms, and 4,102 square feet, with an average year built of 1970.
Which neighborhoods have the most listings in Wellesley?
Active inventory in Wellesley is concentrated in Cliff Estates, Wellesley Hills, Wellesley Farms, Linden Square. Each neighborhood differs on price and property type, so comparing across them usually surfaces more range than a single one.
How long do Wellesley homes stay on the market?
Wellesley homes have been on the market an average of 61 days. Newer listings (under 7 days) typically indicate fresh inventory worth early attention.
Narrow Your Wellesley Search
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