Active
3 Days on market
5 South Main St. Sherborn — Photo 1 of 34

5 South Main St. Sherborn — Photo 1 of 34

$799,000

Investment Analysis — 5 South Main St.

Sherborn, MA 01770

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 3-bedroom in 01770 carries an estimated $3,500/mo in gross rent — about a 1.48% cap rate and $11,855/yr in estimated NOI at the $799,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

3

Baths

2.5

SqFt

2,238

Style

Single Family

Built

1999

BUYERS TAKE NOTICE—5 South Main Street—a unique Sherborn property at an incredible price! Admired by all who pass by, this eye-catching, charming, expanded and renovated Cape with views of mature trees from every window also includes a 3-story antique BARN adding to it’s appeal. As part of Leland Farms, an ALL AGES townhouse development in the heart of downtown Sherborn, this turn-key property delivers all the convenience of MAINTENANCE FREE living while looking and feeling entirely like a standalone single-family home. Sun-filled and move-in ready, the home spans three levels with versatile, multi-functional spaces to suit a variety of lifestyle. Warm hardwood floors flow through-out the main level, where a cozy see-through gas fireplace and custom built-in cabinetry tastefully frame both the living room and first-floor home office (or 1st floor, 4th bedroom). The updated eat-in kitchen with white cabinets, granite countertops, stainless steel appliances and a peninsula with seating, opens seamlessly to a spacious dining area. A sunlit, perfectly sized family room with private front entrance and direct access to a large back deck adds to the home’s versatility. All bathrooms are beautifully updated and the finished walk-out lower level offers a generous recreation room alongside two large storage/utility rooms. Modern comforts include CENTRAL A/C and NATURAL GAS heating/cooking. Located just steps from the town library, playground, tennis courts, ball fields, local dining and shopping, this ideal commuter location is also just minutes from the high-speed train to South Station. Live in Sherborn and take full advantage of top-ranked public schools and one of the region's best places to live (Boston.com 2026). COME SEE!

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.

Open Houses

Property Details

Financials

Original Price$799,000
Annual Taxes$10,346
HOA Fee$809.93

Parking

Garage0
Off-Street6

Interior Specifications

Total Rooms8
Fireplaces1
FlooringTile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
BasementPartially Finished, Walk-Out Access

Climate & Utilities

HeatingNatural Gas, Fireplace(s)
CoolingCentral Air
WaterWell, Private
SewerPrivate Sewer

Building & Exterior

Construction--
RoofShingle
FoundationConcrete Perimeter
ZoningEA

Property & Lot

Acres--
SqFt Lot--
Lot FeaturesCorner Lot, Wooded

Amenities & Appliances

Range • Dishwasher • Microwave • Refrigerator

Neighborhood

Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Stable(s)

Geography

Floorplan Breakdown

Structural Layout

Second
Primary BedroomBedroom 2Bedroom 3Bathroom 2Bathroom 3
First
Living RoomDining RoomKitchenOfficeFamily RoomBathroom 1
Living Room
Lvl First

Closet/Cabinets - Custom Built, Flooring - Hardwood

Dining Room
Lvl First

Flooring - Hardwood, Open Floorplan

Kitchen
Lvl First

Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Peninsula, Lighting - Pendant

Office
Lvl First

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

Family Room
Lvl First

Flooring - Hardwood, Exterior Access

Primary Bedroom
Lvl Second

Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Flooring - Wall to Wall Carpet

Bedroom 2
Lvl Second
Bedroom 3
Lvl Second

Flooring - Wall to Wall Carpet

Bathroom 1
Lvl First

Bathroom - Half, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid

Bathroom 2
Lvl Second

Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid

Bathroom 3
Lvl Second

Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid

Property History

Listed
$799,000

Sep 22, 2026

MLS® 73580793

Listed
$799,000

Sep 22, 2026

MLS® 73580792

Listing Provided By

Listing Agent: Laura Mastrobuono

Listing Office: Compass

MLS® Number: 73580793