237 Oakland St
Wellesley, MA 02481
- 2 Beds
- 2 Baths
- 1,391 sqft (on 0.37 acres)
2 Beds
2 Baths
1,391 sqft
(on 0.37 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1953
Lot Size
0.37 acres
Living Area
1,391 sqft
Price/Sqft
$994
About this House
This single-family home is located at 237 Oakland St, Wellesley, MA. 237 Oakland St is in Wellesley, MA and in ZIP code 02481. This property has 2 bedrooms, 2 bathrooms and approximately 1,391 sqft of floor space. This property has a lot size of 0.37 acres and was built in 1953.
237 Oakland St, Wellesley, MA 02481 is a 2 bedroom, 2 bathroom, 1,391 sqft single-family home built in 1953. It last sold for $252,500 on Aug 2, 1990. It is currently off market. The Trulia Estimate is $1,383,100, with a rent estimate of $4,514/month.
Home Details for 237 Oakland St
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Heating & Cooling Heating: Other, GasHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2 |
Interior Details Number of Rooms: 6Types of Rooms: Recreation Room |
Fireplace & Spa Fireplace |
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Year Built Year Built: 1953 |
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod |
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Exterior Home Features Exterior: Wood |
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Units in Building: 1 |
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Lot Area: 0.37 acres |
Price History for 237 Oakland St
| Date | Price | Event | Source |
|---|---|---|---|
| 08/02/1990 | $252,500 | Sold | N/A |
Market trends in Wellesley
Last updated June 2026
Avg. sale price
$1.99M
$300KMoM
Sale-to-List Price
100.1%
1.4%MoM
Price per sq ft
$649
$56MoM
Available listings
112
1MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $12,542 |
| Assessment | $1,220,000 |
Home facts updated by county records
Comparable Sales for 237 Oakland St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.12 | Single-Family Home | $1,250,000 | 08/03/26 | 3 | 1.5 | 1,478 | |
0.10 | Single-Family Home | $1,625,000 | 06/04/26 | 3 | 2.5 | 1,996 | |
0.44 | Single-Family Home | $925,000 | 11/26/25 | 3 | 2 | 1,558 | |
0.45 | Single-Family Home | $1,500,000 | 11/12/25 | 3 | 2 | 2,154 | |
0.45 | Single-Family Home | $1,180,000 | 02/18/26 | 3 | 2 | 2,421 | |
0.69 | Single-Family Home | $1,065,000 | 11/12/25 | 3 | 2 | 1,780 | |
0.94 | Single-Family Home | $761,000 | 06/25/26 | 2 | 2 | 1,232 | |
0.34 | Single-Family Home | $860,000 | 06/05/26 | 3 | 1 | 1,053 | |
0.24 | Single-Family Home | $2,130,000 | 08/03/26 | 4 | 3.5 | 2,609 | |
0.50 | Single-Family Home | $1,525,000 | 08/03/26 | 3 | 2.5 | 2,290 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 237 Oakland St.
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.
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Apartments for Rent
Homes for sale near 237 Oakland St
Off Market Homes Near 237 Oakland St
Frequently asked questions about 237 Oakland St
- What is 237 Oakland St estimated to be worth?Trulia's estimated value for 237 Oakland St in Wellesley, MA is $1,383,100.
- What is the price history for 237 Oakland St?237 Oakland St in Wellesley, MA last sold for $252,500 in August 1990.
- 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 $1.99M. That is up $300K from the prior month.
- How big is the lot at 237 Oakland St?The lot at 237 Oakland St in Wellesley, MA is about 0.37 acres (16,117 sq ft).