37 Oakland St Wellesley MA 02481 | MLS #73526041

37 Oakland St
Wellesley, MA, 02481
$2,280,000
5 Beds
4.5 Baths
3,600 SqFt
0.31 Acres
$2,280,000
37 Oakland St
Wellesley, MA, 02481
MLS #73526041 image #0
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!

Property Details

Price:
$2,280,000
MLS #:
73526041
Status:
Active
Beds:
5
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
May 28, 2026
Finished Sq Ft:
3,600
Total Sq Ft:
3,600
Lot Size:
13,289 sqft / 0.31 acres (approx)
Year Built:
2026
ColonialWoodedNewconstructionFiskWellesley Middle SchoolWellesley High

Schools

Elementary School:
Fisk
Middle School:
Wellesley Middle School
High School:
Wellesley High

Interior

Above Grade Finished Area
3005
Appliances
Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
595
Cooling
Central Air
Flooring
Hardwood, Flooring – Stone/Ceramic Tile, Flooring – Engineered Hardwood
Heating
Central
Interior Features
Bathroom – With Shower Stall, Closet, Wet bar, Recessed Lighting, Bathroom, Exercise Room, Media Room
Laundry Features
Dryer Hookup – Electric, Washer Hookup, Bathroom – Full, Flooring – Stone/Ceramic Tile, Electric Dryer Hookup, In Basement
Main Level Bathrooms
1

Exterior

Architectural Style
Colonial
Community Features
Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Highway Access, Private School, Public School, T-Station, University
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Porch, Patio
Fencing
Fenced/Enclosed
Garage Spaces
2
Lot Features
Wooded
Open Parking Spaces
5
Open Parking YN
1
Parking Features
Detached, Paved Drive, Off Street, Stone/Gravel
Parking Spots
7
Parking Total
7
Patio And Porch Features
Porch, Patio
Roof
Shingle
Window Features
Insulated Windows

Financial

Tax Year
2026
Taxes
$11,400
Need more info?
Ask a Question
Ready to go see it?
Schedule a Showing
Marie Andrews

Marie Andrews

Realtor®, Broker/Owner, GBREB, Notary Public

Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…

More About Marie

Mortgage Calculator

 

Map

Current real estate data for Single Family in Wellesley as of Sep 11, 2026
78
Single Family Listed
81
Avg DOM
690
Avg $ / SqFt
$3,034,058
Avg List Price

Community

Similar Listings Nearby

broker reciprocity
MLS# 73543931broker reciprocity
28 Kesseler Way
Newton, MA

$2,899,900

5.0 miles away

broker reciprocity
MLS# 73561458broker reciprocity
27 Gammons Rd
Newton, MA

$2,895,000

2.5 miles away

broker reciprocity
MLS# 73565867broker reciprocity
9 Morseland Ave
Newton, MA

$2,888,000

4.0 miles away

broker reciprocity
MLS# 73513553broker reciprocity
12 Sylvester Rd
Newton, MA

$2,880,000

3.8 miles away

broker reciprocity
MLS# 73569214broker reciprocity
28 Bogle
Weston, MA

$2,850,000

2.7 miles away

broker reciprocity
MLS# 73572600broker reciprocity
55 Rockwood Ln
Needham, MA

$2,850,000

3.7 miles away

broker reciprocity
MLS# 73552915broker reciprocity
265 Weston Rd
Wellesley, MA

$2,825,000

2.3 miles away

broker reciprocity
MLS# 73503275broker reciprocity
363 Brookline Street
Newton, MA

$2,799,999

4.5 miles away

broker reciprocity
MLS# 73568103broker reciprocity
315 Crafts St
Newton, MA

$2,799,000

4.2 miles away

broker reciprocity
MLS# 73542510broker reciprocity
231 Waverley Ave
Newton, MA

$2,795,000

5.0 miles away

Property Summary

    37 Oakland St Wellesley MA is a Single Family for sale in Wellesley, MA, 02481. It is listed for $2,280,000 and features 5 beds, 5 baths, and has approximately 3,600 square feet of living space, and was originally constructed in 2026. The current price per square foot is $633. The average price per square foot for Single Family listings in Wellesley is $690. The average listing price for Single Family in Wellesley is $3,034,058. To schedule a showing of MLS#73526041 at 37 Oakland St in Wellesley, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
37 Oakland St
Wellesley, MA