Active
84 Days on market
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)$667/sqft
5% 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,First14.7 x 19.6
Bathroom - Half, Closet, Flooring - Hardwood, Exterior Access, Open Floorplan, Recessed Lighting, Crown Molding
Dining Room
Lvl Main,First13.11 x 14.2
Flooring - Hardwood, Exterior Access, Open Floorplan, Recessed Lighting, Crown Molding
Kitchen
Lvl Main,First10.1 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,First11.1 x 14.2
Flooring - Hardwood, Open Floorplan, Recessed Lighting, Crown Molding
Master Bedroom
Lvl Second9.7 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 Second12.7 x 13.9
Bedroom 3
Lvl Third12.6 x 13.9
Closet, Flooring - Hardwood, Recessed Lighting
Bedroom 4
Lvl Third13.1 x 17.4
Closet, Flooring - Hardwood, Recessed Lighting
Bedroom 5
Lvl Third12 x 12.1
Walk-In Closet(s), Flooring - Hardwood, Recessed Lighting
Bathroom 1
Lvl Main,First5.7 x 5.1
Bathroom - Half, Flooring - Stone/Ceramic Tile
Bathroom 2
Lvl Second9.7 x 12.9
Bathroom - Tiled With Shower Stall, Closet - Linen, Walk-In Closet(s), Flooring - Stone/Ceramic Tile, Double Vanity
Bathroom 3
Lvl Second8.7 x 8.1
Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile, Dryer Hookup - Electric, Washer Hookup
Property History
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
Terminated
$2,598,000
May 28, 2026
MLS® 73518691
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.
Listing Provided By
Listing Agent: John Saleh
Listing Office: Centre Realty Group
MLS® Number: 73526041
Related Insights
Real Estate
Jul 11, 2026
Wellesley 40B Denial: Appeal, Revise, or Litigate
Real Estate
May 27, 2026
May’s Sub-$2.5M Bidding Wars: Why Wellesley Sellers Still Hold the Edge
Real Estate
Aug 15, 2026
Massachusetts Home Buyer Aid After the Window Closed
Real Estate
May 30, 2026
The Sale-to-List Tell: Massachusetts’ ZIP-by-ZIP Soft Top
Browse More Homes in Wellesley
Explore other active listings in the area.
