Single Family Residence at 37 Oakland St, Wellesley MA 02481
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$2,280,000

37 Oakland St, Wellesley MA 02481
Wellesley, MA 02481
Listed by John Saleh
Bedrooms
5
Bathrooms
4.5
Living area
3,600 sqft
Year built
2026

About this home

MAJOR $100,000 PRICE IMPROVEMENT—SELLER MOTIVATED! Stunning new-construction-quality renovation offering exceptional value in Wellesley. This completely gut-renovated 5BR/4.5BA home features a sun-filled open floor plan, designer finishes, and a chef's kitchen with premium appliances. Enjoy a bright sunroom, spacious living and entertaining areas, and a fully finished lower level perfect for a family room, gym, or guest suite. A professionally installed perimeter French drain system provides added peace of mind with a dry basement. Relax or entertain on the expansive deck overlooking the fully fenced backyard. Conveniently located near shopping, dining, parks, and the Mass Pike. Move-in ready with luxury finishes, modern systems, and incredible value. With a dramatic $100,000 price reduction, this is one of the best opportunities in today's Wellesley market. Schedule your showing today—this exceptional home is priced to sell and won't last!

Highlights

Fireplace

Property details

MLS
MLS Property Information Network
MLS #
73526041
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
146
On market date
May 28, 2026
Stories
N/A
Total bathrooms
4.5
Garage spaces
2
Parking spaces
7
Lot size
0.31 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Schofield
0.83 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
335
Student:teacher ratio
12.4:1
District
Wellesley
Middle
Wellesley Middle
1.35 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,008
Student:teacher ratio
9.4:1
District
Wellesley
High
Wellesley Sr High
1.05 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,406
Student:teacher ratio
11.9:1
District
Wellesley

Walkability

Blended score for Wellesley's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

70
Walkable
out of 100
EPA National Walkability Index
12.7 / 20 -- Above average walkable
Google Places amenity density
80 / 100
Restaurants & cafes20
Grocery stores1
Parks20
Schools17
Transit stops4
Pharmacies1

Market position

How this listing compares to current activity in Wellesley, from live MLS data.

On the market 146 days -- 31 more days than Wellesley's current average of 115 days.
For reference, the median list price across 183 active listings in Wellesley right now is $1,747,200.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$13,880/mo
$456,000 down
$1,824,000 loan
Principal & interest$11,830
Property tax (est.)$1,900
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated August 22, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.