Single Family Residence at 42 S Main Street, Brookline
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$314,900

Under contract
42 S Main Street
Brookline, NH 03033
Listed by Brad Bosse · EXP Realty
Bedrooms
3
Bathrooms
1.5
Living area
N/A
Year built
1894

About this home

A HISTORIC BROOKLINE NEW ENGLANDER TO MAKE YOUR OWN! Welcome to this charming New England home where timeless character meets everyday comfort. Built in 1894, this 3-bedroom, 1.5-bath home offers approximately 1,487 square feet of inviting living space on a beautifully sized 0.40-acre lot in the heart of picturesque Brookline. Step inside to discover the warmth and personality only a historic home can offer, with comfortable living spaces ready for your personal touch and care. There's so much opportunity here. The flexible floor plan provides room for gathering, working from home, or simply relaxing, while the spacious bedrooms offer comfortable accommodations for family and guests alike. Outside, the level yard provides plenty of space for gardening, entertaining, pets, or outdoor recreation. An attached breezeway and garage adds convenience and additional storage, while the home's classic New England architecture creates timeless curb appeal. Ideally located just minutes from the MA border, this property offers the perfect balance of small-town charm and commuter convenience, with easy access to Nashua, Milford, and surrounding communities. Enjoy nearby conservation land, local farms, walking trails, and the highly regarded Hollis-Brookline school district, all while experiencing the peaceful lifestyle Brookline is known for. Investment opportunities don't come like this every day, especially in Brookline. Whether you're searching for your first home, looking to downsize, or seeking a property filled with character and potential, this classic New England gem is ready to be brought to life with your personal touch. Bring your vision and make this historic Brookline home your own.

Property details

MLS
Prime MLS
MLS #
5099507
Property type
Single Family Residence
Subdivision
N/A
Status
Under contract
Days on market
4
On market date
N/A
Stories
N/A
Total bathrooms
1.5
Garage spaces
1
Parking spaces
N/A
Lot size
0.4 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Richard Maghakian Memorial School
1.65 mi away · Grades -1-3
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
335
Student:teacher ratio
13.4:1
District
Brookline School District
Middle
Captain Samuel Douglass Academy
0.7 mi away · Grades 4-6
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
248
Student:teacher ratio
10.8:1
District
Brookline School District
High
Hollis-Brookline High School
3.6 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
830
Student:teacher ratio
13.0:1
District
Hollis/Brookline Coop School District

Walkability

Blended score for Brookline's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

29
Car-dependent
out of 100
EPA National Walkability Index
7.2 / 20 -- Below average walkable
Google Places amenity density
18 / 100
Restaurants & cafes1
Grocery stores0
Parks1
Schools2
Transit stops0
Pharmacies0

Market position

How this listing compares to current activity in Brookline, from live MLS data.

On the market 4 days -- 86 fewer days than Brookline's current average of 90 days.
For reference, the median list price across 26 active listings in Brookline right now is $722,450.

Mortgage calculator

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Est. monthly payment
$2,046/mo
$62,980 down
$251,920 loan
Principal & interest$1,634
Property tax (est.)$262
Home insurance (est.)$150

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Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 07/17/26.