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37 School Street Weston — Photo 1 of 32

37 School Street Weston — Photo 1 of 32

$1,575,000

Investment Analysis — 37 School Street

Weston, MA 02493

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 4-bedroom in 02493 carries an estimated $4,010/mo in gross rent — about a 1.48% cap rate and $23,254/yr in estimated NOI at the $1,575,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

4

Baths

3

SqFt

2,840

Style

Single Family

Built

1953

Beautifully sited on over 2 private acres, this 8-room, 4-bed, 3-bath home offers comfort, charm, and room to grow. The spacious living room features a fireplace and hardwood floors, flowing into a formal dining room with two classic corner cabinets and a sun-filled kitchen with white cabinetry, stainless appliances, and center island. Two generous bedrooms and a full bath complete the first floor; Upstairs are two more spacious bedrooms including one with oversized closet and built ins and another full bath. The finished lower level includes a family and game room, kitchenette, laundry, full bath, and ample storage, a possible guest or au pair suite. Enjoy the huge, level, fenced-in yard. 2 car garage. Sidewalks to Weston’s top schools, library, vibrant town center, Memorial Pool, Weston Golf Club & Land’s Sake Farm. 15 miles to Boston and close to all major routes and the commuter rail. A rare opportunity in a premier location to renovate, expand or move right in!

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 2,840 sq ft principal dwelling). Lot size: 95,284 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.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

Property Details

Financials

Original Price$1,575,000
Annual Taxes$13,317

Parking

Garage2
Off-Street10

Interior Specifications

Total Rooms8
Fireplaces2
FlooringTile, Hardwood, Laminate
BasementFinished, Walk-Out Access, Interior Entry

Climate & Utilities

HeatingBaseboard, Natural Gas, Fireplace
CoolingNone
WaterPublic
SewerPrivate Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter
ZoningSFR

Property & Lot

Acres2.19
SqFt Lot95,284
Lot FeaturesWooded

Amenities & Appliances

Gas Water Heater • Range • Dishwasher • Refrigerator • Washer • Dryer

Neighborhood

Public Transportation • Pool • Tennis Court(s) • Walk/Jog Trails • Bike Path • Conservation Area

Geography

Floorplan Breakdown

Structural Layout

Second
Primary BedroomBedroom 2Bathroom 2
First
Living RoomDining RoomKitchenBedroom 3Bedroom 4Bathroom 1
Basement
Family RoomBathroom 3
Living Room
Lvl First

20 x 15

Flooring - Hardwood

Dining Room
Lvl First

12 x 12

Closet/Cabinets - Custom Built, Flooring - Hardwood

Kitchen
Lvl First

12 x 14

Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access, Stainless Steel Appliances

Family Room
Lvl Basement

15 x 14

Flooring - Laminate, Recessed Lighting

Primary Bedroom
Lvl Second

13 x 16

Closet, Flooring - Hardwood, Beadboard

Bedroom 2
Lvl Second

13 x 16

Bedroom 3
Lvl First

13 x 14

Closet, Flooring - Hardwood

Bedroom 4
Lvl First

13 x 12

Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood

Bathroom 1
Lvl First

Bathroom - Full, Bathroom - Tiled With Tub & Shower

Bathroom 2
Lvl Second

Bathroom - Full, Bathroom - With Tub & Shower, Beadboard

Bathroom 3
Lvl Basement

Bathroom - Full, Bathroom - With Shower Stall

Property History

Listed
$1,575,000

Sep 13, 2026

MLS® 73576394

Expired
$1,575,000

Aug 31, 2026

MLS® 73494838

Listed
$1,575,000

Apr 1, 2026

MLS® 73494838

Terminated
$1,675,000

Dec 1, 2025

MLS® 73372527

Listed
$1,675,000

May 9, 2025

MLS® 73372527

Listing Provided By

Listing Agent: Denise Mosher

Listing Office: Coldwell Banker Realty - Weston

MLS® Number: 73576394