Active
104 Days on market
37 Oakland St Wellesley — Photo 1 of 37

37 Oakland St Wellesley — Photo 1 of 37

Recent Drop: $318,000

$2,598,000
$2,280,000

$2,280,000

37 Oakland St, Wellesley, MA 02481

Wellesley, MA 02481

Beds

5

Baths

4.5

SqFt

3,600

Style

Single Family

Built

2026

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!

Immersive Experience

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$633/sqft
Local Avg (Wellesley)$696/sqft
9% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Wellesley, MA.

Property Details

Financials

Original Price$2,598,000
Annual Taxes$11,400

Parking

Garage2
Off-Street7

Interior Specifications

Total Rooms10
FireplacesNone
FlooringHardwood, Flooring - Stone/Ceramic Tile, Flooring - Engineered Hardwood
BasementFull, Finished

Climate & Utilities

HeatingCentral
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter
ZoningSR10

Property & Lot

Acres0.31
SqFt Lot13,289
Lot FeaturesWooded

Amenities & Appliances

Gas Water Heater • Range • Dishwasher • Disposal • Microwave • Refrigerator

Neighborhood

Public Transportation • Shopping • Park • Walk/Jog Trails • Golf • Medical Facility

Geography

Floorplan Breakdown

Structural Layout

Third
Bedroom 3Bedroom 4Bedroom 5
Second
Master BedroomBedroom 2Bathroom 2Bathroom 3
Main,First
Living RoomDining RoomKitchenFamily RoomBathroom 1
Living Room
Lvl Main,First

14.7 x 19.6

Bathroom - Half, Closet, Flooring - Hardwood, Exterior Access, Open Floorplan, Recessed Lighting, Crown Molding

Dining Room
Lvl Main,First

13.11 x 14.2

Flooring - Hardwood, Exterior Access, Open Floorplan, Recessed Lighting, Crown Molding

Kitchen
Lvl Main,First

10.1 x 29.8

Flooring - Hardwood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Breakfast Bar / Nook, Exterior Access, High Speed Internet Hookup, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Wine Chiller, Gas Stove, Lighting - Pendant

Family Room
Lvl Main,First

11.1 x 14.2

Flooring - Hardwood, Open Floorplan, Recessed Lighting, Crown Molding

Master Bedroom
Lvl Second

9.7 x 12.9

Bathroom - Full, Bathroom - Double Vanity/Sink, Closet - Linen, Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Recessed Lighting, Crown Molding

Bedroom 2
Lvl Second

12.7 x 13.9

Bedroom 3
Lvl Third

12.6 x 13.9

Closet, Flooring - Hardwood, Recessed Lighting

Bedroom 4
Lvl Third

13.1 x 17.4

Closet, Flooring - Hardwood, Recessed Lighting

Bedroom 5
Lvl Third

12 x 12.1

Walk-In Closet(s), Flooring - Hardwood, Recessed Lighting

Bathroom 1
Lvl Main,First

5.7 x 5.1

Bathroom - Half, Flooring - Stone/Ceramic Tile

Bathroom 2
Lvl Second

9.7 x 12.9

Bathroom - Tiled With Shower Stall, Closet - Linen, Walk-In Closet(s), Flooring - Stone/Ceramic Tile, Double Vanity

Bathroom 3
Lvl Second

8.7 x 8.1

Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile, Dryer Hookup - Electric, Washer Hookup

Property History

Expired
$2,598,000

Aug 31, 2026

MLS® 73518691

Price Drop
$2,280,000

Was $2,380,000

Aug 5, 2026

MLS® 73526041

Price Drop
$2,380,000

Was $2,480,000

Jul 16, 2026

MLS® 73526041

Price Drop
$2,480,000

Was $2,548,000

Jun 10, 2026

MLS® 73526041

Price Drop
$2,548,000

Was $2,598,000

Jun 3, 2026

MLS® 73526041

Listed
$2,598,000

May 28, 2026

MLS® 73526041

Listed
$2,598,000

May 14, 2026

MLS® 73518691

Population

17,415

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$250K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

12.7%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Norfolk County

1,189 housing units permitted in the last 12 months (+21% vs the prior 12 months) — 706 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 3,600 sq ft principal dwelling). Lot size: 13,289 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Full Wellesley, MA market report ZIP 02481 market data
Listing Provided By

Listing Agent: John Saleh

Listing Office: Centre Realty Group

MLS® Number: 73526041

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