Homes, values and local insight for Brookline, Norfolk County, Massachusetts. Typical home value $1,123,000.
Reviewed and updated October 3, 2026 by Ryan and Megan Winslow, Winslow Homes
Live listings open in a new tab, highest price first. Or type exactly what you want in the search bar.

Brookline borders Boston and is known for Coolidge Corner, its busy retail heart at Harvard and Beacon Streets. It is the birthplace of President John F. Kennedy and home to Fairsted, the office of landscape architect Frederick Law Olmsted. Olmsted Park, part of the Emerald Necklace, is split between Brookline and Boston.
Settlers from Boston grazed cattle along the Muddy River, and a cart bridge crossed it in 1639. By 1650, 25 families lived in the Muddy River area, and Washington Street was laid out in 1657. Beacon Street was built in 1851 and widened in the late 1880s when trolley service began, which set off rapid growth in north Brookline. North Brookline mixes busy commercial squares, Green Line stops and blocks of older apartment buildings. South Brookline feels rural, with winding roads, stone walls and large wooded lots.
The commercial heart of Brookline at Harvard and Beacon Streets, marked by the S.S. Pierce building tower and a Green Line stop. Nearby streets hold single-family homes built in the 1890s and 3- and 4-story apartment buildings from around 1920. ( source )
The town's oldest settled area near the old Muddy River crossing, with Town Hall, the main library and a Green Line stop. Shops and restaurants line Washington Street. ( source )
A commercial node where Beacon and Washington Streets meet at the base of Aspinwall Hill and Corey Hill. Former orchard land now holds homes and apartment buildings on the surrounding hills. ( source )
An area that began around a train station and spans Brookline, Newton and Brighton. It grew as a neighborhood of country houses for wealthy Boston families, starting with Francis Lee in the 1850s. ( source )
A 240-foot glacial drumlin above the Fisher Hill reservoir with turn-of-the-century homes, large trees and curving lanes. Much of it is protected by a Local Historic District and a National Register District. ( source )
Neighborhoods built on land David Sears II bought starting in the 1820s. Both are on the National Register of Historic Places, and Cottage Farm is also a Local Historic District. ( source )
A hill between Brookline Village and Jamaica Pond overlooking Leverett Pond, with homes designed by well-known Boston architects. It earned its name from the many doctors who lived there. ( source )
The most rural part of town, with winding roads, mossy stone walls and large estates on wooded lots. Large holdings include golf courses, a park, schools and Brookline's only working farm. ( source )
Breakfast, brisket, corned beef, latkes and matzo ball soup, from breakfast through dinner ( source )
Crepes and cafe · 278 Harvard Street, Coolidge CornerSweet and savory crepes with early morning and late evening hours ( source )
Bakery · 421 Harvard StreetKnown for bagels and challah since 1978 ( source )
Sandwich shop · 280 Washington Street, Brookline VillageLunch spot for crafted sandwiches, seasonal soups and homemade cookies ( source )
Spanish · 999 Beacon Street, near St. Mary's StreetTapas, paella, Spanish wines and sherry, plus a flower-filled patio ( source )
Spanish tapas and wine bar · 1700 Beacon Street, Washington SquareTapas, a deep wine list, weekday happy hour and weekend brunch ( source )
Bakery cafe · 1003 Beacon StreetPastries, coffee and cafe meals near Coolidge Corner ( source )
Artisan bakery · 178 Thorndike StreetHearth-baked French, Italian and German breads and pastries made here since 1982 ( source )
Nonprofit art house cinema showing films since 1933, with six screens, Big Screen Classics, Science on Screen and kids' shows. ( source )
Independent bookstore in Coolidge Corner with a Used Book Cellar, book clubs and frequent author events. ( source )
Neighborhood tavern with a 12-seat bar, outdoor seating and late-night food on weekends. ( source )
Clubhouse grill overlooking the 18th green of the town-run Robert T. Lynch Municipal Golf Course in Putterham. ( source )
Three branches in Brookline Village, Coolidge Corner and Putterham with programs for kids and adults. ( source )
Puzzle and game shop at 1355 Beacon Street that also makes custom jigsaws and runs game events. ( source )
Coolidge Corner bookstore at 279 Harvard Street selling new books, used books, gifts and staff picks. ( source )
Open-air shopping and dining district at 33 Boylston Street in the Newton side of Chestnut Hill. ( source )
Large grocery store at 200 Boylston Street with prepared foods and a pharmacy, open 6am to midnight. ( source )
A scenic 64-acre town park that is home to the Larz Anderson Auto Museum in the historic Carriage House. ( source )
in town64-acre Emerald Necklace park shared with Boston, with Leverett, Wards, Willow and Spring Ponds, woodland trails and ball fields. ( source )
about 1 mileA 68-acre, 50-foot-deep pond, the largest natural body of water in Boston, with a boathouse and walking path. ( source )
about 2 milesHarvard's 281-acre arboretum, established in 1872 and free and open daily, with more than 15,000 woody plants. ( source )
about 10 milesDCR state reservation of more than 7,000 acres with 125 miles of trails and the summit of Great Blue Hill. ( source )
about 8 miles to the ferryNational Park Service islands in Boston Harbor, with public ferries to Spectacle, Georges and Peddocks Islands and campsites. ( source )
about 18 milesBattlefields and historic structures tied to the opening battle of the Revolution on April 19, 1775. ( source )
JFK's birthplace home at 83 Beals Street, recreated by Rose Kennedy. Open seasonally for tours. ( source )
Olmsted's home and office at 99 Warren Street, base of the first landscape architecture firm in the country from 1883 to 1979. Guided tours on Fridays and Saturdays. ( source )
Home of America's Oldest Car Collection, which started with an 1899 Winton Runabout. Hosts themed lawn events. ( source )
One of Brookline's oldest colonial buildings, at 347 Harvard Street, run by the Brookline Historical Society. ( source )
Puppet theater at 32 Station Street in Brookline Village with family shows, adult shows and puppetry classes. ( source )
Themed car shows on the museum lawn, such as Japanese Car and Motorcycle Day in October. ( source )
NovemberAn evening of short-form puppetry for adults and teens 16 and up at Puppet Showplace Theater. ( source )
summer (June to August)Monthly Sunday open house tours of the colonial Devotion House. ( source )
year-roundClassic films on the big screen, some paired with seminars from local film educators. ( source )
Baker School (PreK-8), Driscoll School (PreK-8), Roland Hayes School (PreK-8), Lawrence School (PreK-8), Lincoln School (PreK-8), Pierce School (PreK-8), Ridley School (PreK-8), Runkle School (PreK-8)
MiddleMiddle grades are served by the PreK-8 schools
HighBrookline High School
PrivateThe Park School, Dexter Southfield School, Maimonides School, Beaver Country Day School
Listed for reference, not ranked. Confirm school zoning for any address with the district. ( source )
Route 9 (Boylston Street), Beacon Street, Harvard Street and Washington Street, with quick access to I-90 (Mass Pike) and the Jamaicaway. The MBTA Green Line B, C and D branches serve the town.
AirportsBoston Logan International Airport, about 20 to 30 minutes by car depending on traffic
Downtown Boston: about 15 to 25 min Cambridge: about 15 to 20 min Newton: about 10 min Worcester: about 50 minRyan and Megan Winslow, broker owners of Winslow Homes. REALTOR® since 2009, 3,000+ homes sold, broker in FL, MA, CT and RI, U.S. Army Retired.
Call 386-690-5858 Email Ryan and Megan Get pre-approvedResearched and verified 2026-09-28. Businesses change; call ahead.
The typical home in Brookline is worth $1,123,000, 45% above the Norfolk County typical value of $773,000 and 70% above the Massachusetts typical value of $662,000.
Zillow Home Value Index for Brookline, August 2026. The middle of the market for single family homes and condos.
Home values in Brookline moved -0.6% over five years and +18.6% over ten.
Median gross rent in Brookline. Useful for investors running rental numbers.
Share of occupied homes in Brookline lived in by the owner.
Older homes often need inspection focus on roof, systems and windows.
Median household income in Brookline.

Ryan and Megan are mortgage bankers with The Federal Savings Bank, lending in all 50 states. You get the home and the loan from one team. On a typical Brookline home of $1,123,000:
Ryan and Megan price Brookline homes from recent sales, not guesses. Send your address and you get a free market analysis, with no obligation.

Typical value $1,509,000 · 90,700 residents
Area guide →Typical value $819,000 · 35,985 residents
Area guide →Typical value $1,032,000 · 121,186 residents
Area guide →Typical value $924,000 · 82,149 residents
Area guide →Typical value $1,447,000 · 27,442 residents
Area guide →Typical value $765,000 · 25,485 residents
Area guide →See the full Norfolk County real estate guide or the Massachusetts real estate guide.
The Zillow Home Value Index for Brookline was $1,123,000 in August 2026, -5.4% over the past year.
Brookline is in Norfolk County, Massachusetts.
About 63,925 people as of the 2024 Census Bureau estimate, up from 63,165 in 2020.
Ryan and Megan Winslow of Winslow Homes have sold over 3,000 homes since 2009 and are licensed in Florida, Massachusetts, Connecticut and Rhode Island. Call or text 386-690-5858.
Apply at www.winslowloan.com. Ryan and Megan are mortgage bankers with The Federal Savings Bank and lend in all 50 states, including FHA, VA and conventional loans.
46% of occupied homes in Brookline are owner occupied, based on the 2019 to 2023 American Community Survey.
17 years, over 3,000 homes sold, and one team for the home and the loan. Call or text 386-690-5858.
Sources: U.S. Census Bureau 2024 population estimates and 2019 to 2023 American Community Survey; Zillow Home Value Index, August 2026. Numbers update as new data is released. Talk to Ryan and Megan for current sold prices on your street.
No in-person meeting or phone call needed for most addresses. See your estimated value, price range and value trend in seconds.
Get coming-soon homes, pocket listings and price drops in Brookline, MA before they hit the big home search sites.
The typical home in Brookline is worth $1,226,859 as of August 2026, across 3 ZIP codes ranging from $1,040,123 in 02446 to $1,243,883 in 02445. Values moved -1.5% over the last 12 months at the middle ZIP code.
| ZIP | Typical value | 12 months | 5 years | Median sale, Mar to May 2026 | Days on market |
|---|---|---|---|---|---|
| 02445 | $1,243,883 | -1.5% | +4.0% | ||
| 02446 | $1,040,123 | -6.8% | -3.2% | $1,340,000 | 17 |
| 02467 | $1,226,859 | +3.6% | +21.7% |
Sources: Zillow Home Value Index through August 2026 and the Redfin Data Center ZIP code tracker, March to May 2026. Ask Ryan and Megan for a value for your own home.