37 Oakland St, Wellesley Hills, MA, 02481
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!
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 2026
Materials
- Foundation: Concrete Perimeter
- Roof: Shingle
- Construction materials: Frame
Type & Style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Gas Water Heater,Range,Dishwasher,Disposal,Microwave,Refrigerator
- Laundry features: Dryer Hookup - Electric,Washer Hookup,Bathroom - Full,Flooring - Stone/Ceramic Tile,Electric Dryer Hookup,In Basement
Basement
- Has basement: Yes
- Basement: Full,Finished
Bathroom1
- Features: Bathroom - Half, Flooring - Stone/Ceramic Tile
- Level: Main,First
- Area: 29.07
Bathroom2
- Features: Bathroom - Tiled With Shower Stall, Closet - Linen, Walk-In Closet(s), Flooring - Stone/Ceramic Tile, Double Vanity
- Level: Second
- Area: 125.13
Bathroom3
- Features: Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile, Dryer Hookup - Electric, Washer Hookup
- Level: Second
- Area: 70.469999999
Bedroom2
- Features: Closet, Flooring - Hardwood, Recessed Lighting
- Level: Second
- Area: 176.53
Bedroom3
- Features: Closet, Flooring - Hardwood, Recessed Lighting
- Level: Third
- Area: 175.14
Bedroom4
- Features: Closet, Flooring - Hardwood, Recessed Lighting
- Level: Third
- Area: 227.939999999
Bedroom5
- Features: Walk-In Closet(s), Flooring - Hardwood, Recessed Lighting
- Level: Third
- Area: 145.2
Bedrooms & Bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Dining Room
- Features: Flooring - Hardwood, Exterior Access, Open Floorplan, Recessed Lighting, Crown Molding
- Level: Main,First
- Area: 186.161999999
Family Room
- Features: Flooring - Hardwood, Open Floorplan, Recessed Lighting, Crown Molding
- Level: Main,First
- Area: 157.619999999
Features
- Bathroom - With Shower Stall,Closet,Wet bar,Recessed Lighting,Bathroom,Exercise Room,Media Room
- Window features: Insulated Windows
- Flooring: Hardwood,Flooring - Stone/Ceramic Tile,Flooring - Engineered Hardwood
- Fireplace features: Family Room
- Fireplace: Yes
- Finished area below ground: 595
- Finished area above ground: 3,005
Heating & Cooling
- Heating features: Central
- Cooling features: Central Air
Interior Area
- Total structure area: 3,600
- Total interior livable area: 3,600 sqft
Kitchen
- Features: 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
- Level: Main,First
- Area: 300.98
Living Room
- Features: Bathroom - Half, Closet, Flooring - Hardwood, Exterior Access, Open Floorplan, Recessed Lighting, Crown Molding
- Level: Main,First
- Area: 288.12
Master Bedroom
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Closet - Linen, Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Recessed Lighting, Crown Molding
- Level: Second
- Area: 125.13
Property
Details
- Zoning: SR10
Features
- Patio & porch: Porch,Patio
- Exterior features: Porch,Patio
- Fencing: Fenced/Enclosed
Lot
- Lot size: 0.31 Acres
- Features: Wooded
Parking
- Total spaces: 7
- Parking features: Detached,Paved Drive,Off Street,Stone/Gravel
- Has garage: Yes
- Attached garage spaces: 2
- Covered spaces: 2
- Has uncovered spaces: Yes
- Uncovered spaces: 5
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Ice Storm
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters Across Massachusetts Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $12,034 | $144,408 |
| Home Insurance * | $506 | $6,072 |
| Property Taxes | $2,023 | $24,276 |
| Electricity | $709 | $8,518 |
| Total | $15,272 | $183,264 |
Income You'd Need if You Spent...
Massachusetts FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
No zestimate history available
Price History
| Date | Event | Price |
|---|---|---|
| 2026-08-05 | Price change | $2,280,000 |
| 2026-07-16 | Price change | $2,380,000 |
| 2026-06-10 | Price change | $2,480,000 |
| 2026-06-03 | Price change | $2,548,000 |
| 2026-05-28 | Listed for sale | $2,598,000 |
| 2026-05-28 | Listing removed | $2,598,000 |
| 2026-05-14 | Listed for sale | $2,598,000 |
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