Vintage homes for sale & real estate in 02445, MA

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OPEN SAT, 12PM TO 1:30PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 02445, MA:
Open House Wed & Sat 12-1:30. Beautiful brick Brookline single-family was fully-renovated by well-known local builder. Timeless curb appeal w/ all-new systems & high-end designer-selected finishes throughout. The interior features a thoughtful modern layout w/ 4 bedrooms, 3.5 bathrooms, a large bonus space & full walkout lower level, providing exceptional flexibility for living, entertaining & working from home. Set on a corner, fenced-in lot w/ plenty of parking, the property enjoys unmatched access to outdoor amenities. Directly beside the newly renovated Margaret E. Robinson Playground, w/ plenty of green space, dog-friendly Green Dog Program & multi-use cou

$2,250,000

4 beds3.5 baths2,332 sq ft

209 High St, Brookline, MA 02445

Green space • Fully renovated • Multi use courts

ABOUT THIS HOME
Vintage Home for sale in 02445, MA:
Attention developers, investors and end-users alike! Unlock the rare opportunity of this brick two-family that sits on a large lot in a convenient Chestnut Hill location. Both units feature two good sized bedrooms and one bathroom. Beautiful hardwood floors throughout and a fireplace in each unit’s living and dining areas. The kitchens lead to screened-in balconies which overlook the backyard. The lower-level boosts laundry, plenty of storage and two garage parking spaces. Easy access to The Street, the MBTA Green D line, Brookline Reservoir, Longwood Medical Area, and everything Brookline has to offer. Recently rented as furnished units, the property to be delivered without tenants.

$1,999,999

4 beds2 baths1,920 sq ft

675 Chestnut Hill Ave, Brookline, MA 02445

Brick two-family • Large lot • Backyard

ABOUT THIS HOME
Vintage Home for sale in 02445, MA:
A one of one in Brookline – immerse yourself in this sun-filled penthouse that seamlessly blends timeless character with modern luxury. Upon entering, one is instantly impressed by the ultra-high ceilings, grand staircase, exposed brick wall, and modern lighting fixture. The open-concept layout provides a spacious living, dining, and kitchen area. The fully renovated kitchen features an oversized island, stainless steel appliances, quartz countertops, and a wine fridge. The recently renovated bathroom features an oversized steam shower, timeless vanity, and in-unit laundry. The two bedrooms offer custom closets, high ceilings, and storage space. A private roof deck—complete with

$1,157,000

2 beds1 bath1,157 sq ft

1778 Beacon St #302, Brookline, MA 02445

Grand staircase • Ultra-high ceilings • Exposed brick wall

OPEN SUN, 12PM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in 02445, MA:
Beautifully renovated 3rd-floor condo in prime Brookline! High ceilings, open layout, exposed brick, recessed lighting, and just refinished oak hardwood floors. The modern eat-in kitchen shines with brand-new stainless-steel appliances, quartz countertops, and a striking quartz backsplash. Newly renovated bathroom with updated vanity and fixtures. Bright living and dining area with a spacious bedroom. Professionally managed building with heat and hot water included in low condo fee. Laundry on-site. Ideally located at Beacon & Englewood with easy access to the Green C Line, shops, restaurants, parks, playgrounds, Washington Square, Coolidge Corner, and Longwood Medical Area. Englewood

$529,000

1 bed1 bath680 sq ft

3 Englewood Ave #9, Brookline, MA 02445

Quartz backsplash • Quartz countertops • Renovated bathroom

ABOUT THIS HOME
Vintage Home for sale in 02445, MA:
Elegant “Manhattan-style” floor-through Penthouse condominium offering 4 bedrooms, 2 full baths, and 2,276 sq ft of sun-filled living space. A gracious foyer with decorative fireplace opens to a bright living room with built-in seating and flows into a spacious family room featuring a fireplace and custom bookcases. The banquet-sized dining room showcases wainscoting and a built-in china cabinet, perfect for entertaining. A large eat-in kitchen with decorative fireplace provides wonderful everyday living space, The hallway leading to the bedrooms is graced by classic archways that enhance the home’s sense of character and flow. Enjoy the year-round sunroom and common rook

$1,440,000

4 beds2 baths2,276 sq ft

487 Boylston St #3, Brookline, MA 02445

Wainscoting • Custom bookcases • Decorative fireplace

Property at 20 Rice St #2, Brookline, MA 02445, 3 beds, 1 bath

$770,000

3 beds1 bath978 sq ft

20 Rice St #2, Brookline, MA 02445

Property at 540 Chestnut Hill Ave, Brookline, MA 02445, 5 beds, 4.5 baths

$5,000,000

5 beds4.5 baths6,419 sq ft

540 Chestnut Hill Ave, Brookline, MA 02445

Property at 3 Gorham Ave #5, Brookline, MA 02445, 1 bed, 1 bath

$849,900

1 bed1 bath1,131 sq ft

3 Gorham Ave #5, Brookline, MA 02445

Property at 55 Leicester St, Brookline, MA 02445, 7 beds, 9.5 baths

$7,695,000

7 beds9.5 baths8,921 sq ft

55 Leicester St, Brookline, MA 02445

Property at 1763 Beacon St Unit A, Brookline, MA 02445, 1 bed, 1 bath

$499,900

1 bed1 bath585 sq ft

1763 Beacon St Unit A, Brookline, MA 02445

Property at 14 Linden St #8, Brookline, MA 02445, 3 beds, 1 bath

$750,000

3 beds1 bath987 sq ft

14 Linden St #8, Brookline, MA 02445

Property at 81 Glen Rd Unit S2, Brookline, MA 02445, 3 beds, 2 baths

$999,000

3 beds2 baths1,340 sq ft

81 Glen Rd Unit S2, Brookline, MA 02445

Property at 16 Garrison Rd #7, Brookline, MA 02445, 5 beds, 2 baths

$880,000

5 beds2 baths1,413 sq ft

16 Garrison Rd #7, Brookline, MA 02445

Property at 12 Goodwin Pl Unit 12-1, Brookline, MA 02445, 4 beds, 3.5 baths

$2,690,000

4 beds3.5 baths3,381 sq ft

12 Goodwin Pl Unit 12-1, Brookline, MA 02445

Property at 17 Strathmore Rd #2, Brookline, MA 02445, 3 beds, 2 baths

$1,089,000

3 beds2 baths1,329 sq ft

17 Strathmore Rd #2, Brookline, MA 02445

Property at 84 Winthrop Rd, Brookline, MA 02445, 10 beds, 9 baths

$5,797,999

10 beds9 baths7,898 sq ft

84 Winthrop Rd, Brookline, MA 02445

Property at 324 Tappan St #1, Brookline, MA 02445, 4 beds, 3.5 baths

$2,279,000

4 beds3.5 baths1,920 sq ft

324 Tappan St #1, Brookline, MA 02445

Property at 21 Sargent Crossway, Brookline, MA 02445, 5 beds, 6.5 baths

$8,000,000

5 beds6.5 baths5,772 sq ft

21 Sargent Crossway, Brookline, MA 02445

Property at 84 Winthrop #1, Brookline, MA 02445, 5 beds, 4.5 baths

$2,798,000

5 beds4.5 baths3,898 sq ft

84 Winthrop #1, Brookline, MA 02445

Property at 324 Tappan #2, Brookline, MA 02445, 4 beds, 3.5 baths

$2,695,000

4 beds3.5 baths2,045 sq ft

324 Tappan #2, Brookline, MA 02445

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ABOUT THIS HOME
Vintage Home for sale in 02445, MA:
Welcome home to this gorgeous 2-bedroom, 1-bath condominium nestled in the heart of Jamaica Plain, one of Boston’s most vibrant and sought-after neighborhoods. This bright and inviting home features beautiful hardwood floors throughout and an abundance of natural light that creates a warm, airy atmosphere in every room. The thoughtfully designed layout offers comfortable living and dining spaces, perfect for both relaxing and entertaining. Spacious bedrooms provide flexibility for a home office, guest room, or personal retreat. Common roof deck and bike storage add to the the buildings appeal. Enjoy all that Jamaica Plain has to offer right outside your door, including the scenic Emer

$475,000

2 beds1 bath790 sq ft

10 Jamaicaway #8, Jamaica Plain, MA 02130

Common roof deck • Natural light • Bike storage

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 02445, MA:
1-Bed Garden-Level Condo | 502 Sq Ft | Cleveland Circle. PRICED FOR COMPLETE RENOVATION. Yes it needs everything: full kitchen, bathroom, flooring, heating radiators, windows, lighting, and paint. Prime Cleveland Circle location, Green Line, BC, restaurants, Street parking with rental spots often available across the street. Well-managed 130-unit complex with in-ground pool, on-site laundry, professional management. THE NUMBERS: Recent sale 2025 Unit-2 (537 sq ft, beautifully renovated) sold $374,000. Budget $40K-$50K+ for renovations. Assessed $333,000.Create your vision in a desirable location at a realistic price. This is an Estate Sale on behalf of an incapacitated person subject to obt

$295,000

1 bed1 bath502 sq ft

30 Kinross Rd #1, Brighton, MA 02135

In-ground pool • On-site laundry • $437 HOA

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 02445, MA:
Don't miss this rare opportunity! Nestled in a prime JP location this charming condo has TONS of potential! Features an open layout kitchen with gas stove and dishwasher, open living and dining area, spacious bedroom and large full bathroom with tub and shower. Recently building upgrades include 2 recently replaced water tanks (2024 & 2025), 2022 rubber roof; and building heat recently converted to gas boiler. Monthly condo fee includes heat, hot water, common area electric and master insurance. PHENOMINAL location - close proximity to local JP hot spots and shops on Main Centre, and easy MBTA access with #39 Bus to Longwood/Forest Hills and Orange Line at Stonybrook close by. Propert

$320,000

1 bed1 bath548 sq ft

48 Robinwood Ave Unit W2, Jamaica Plain, MA 02130

Dishwasher • Gas stove • Open layout kitchen

ABOUT THIS HOME
Vintage Home for sale in 02445, MA:
Located within a beautifully maintained courtyard setting, this top floor penthouse welcomes you with a gracious entry foyer, ideal for a library, home office, or comfortable sitting area. Beyond the foyer, an expansive living and dining room offers an open and versatile layout. The residence includes an eat-in kitchen, two well-proportioned bedrooms, and a full bathroom. Additional features include deeded storage, convenient in-building laundry, and one assigned parking space. Enjoy easy access to the Longwood Medical Area, public transportation, including direct bus service to Harvard Square, plus nearby T-stations, shopping, cafés, and local restaurants. A sunfilled inviting setti

$929,000

2 beds1 bath1,136 sq ft

100 Sewall Ave #5, Brookline, MA 02446

In-building laundry • Courtyard setting • Entry foyer

ABOUT THIS HOME
Vintage Home for sale in 02445, MA:
143 Hillside Street is a three family building located in the sought after Mission Hill Submarket which consistently is one of the strongest rental markets in the entire city of Boston. This property consists of (1) 3 Bedroom/1 Bathroom unit and (2) Four Bedroom/One Bathroom units. The building is currently 100% occupied and leased through the fall of 2026. This commuter location provides easy access to Northeastern, Wentworth, MASSart and Longwood Medical. The Green Line MBTA is a short walk from the property.

$2,385,000

11 beds1 bath3,462 sq ft

143 Hillside, Roxbury, MA 02120

Commuter location • 2,178 sq ft lot • Built 1900

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 02445, MA:
Trophy Location! 43 Boylston Street is a rare Victorian 2-family with a bonus top-floor in-law apartment and a 2-car garage in one of Jamaica Plain’s most sought-after neighborhoods! Perfectly situated between the vibrant shops and restaurants of Centre Street and the Stony Brook Orange Line! All three units will be delivered vacant—ideal for an owner-occupant, condo conversion, or investor/1031 exchange opportunity. Unit 1 offers a flexible 5-room layout with 2 bedrooms including spacious living & dining rooms, soaring ceilings, oversized windows, and a large eat-in kitchen + full bath. Unit 2 is a bright and airy 2/3-bedroom, 1 bath unit featuring a modern kitchen and f

$1,395,000

6 beds3 baths2,691 sq ft

43 Boylston St, Jamaica Plain, MA 02130

Rare victorian • 2-car garage • Modern kitchen

Property at 1666 Commonwealth Ave #24, Brighton, MA 02135, 1 bed, 1 bath

$449,900

1 bed1 bath573 sq ft

1666 Commonwealth Ave #24, Brighton, MA 02135

Property at 1620 Beacon St, Brookline, MA 02446, 3 beds, 5 baths

$4,600,000

3 beds5 baths99,999 sq ft

1620 Beacon St, Brookline, MA 02446

Property at 1607 Commonwealth Ave #14, Brighton, MA 02135, 1 bath

$324,000

0 beds1 bath425 sq ft

1607 Commonwealth Ave #14, Brighton, MA 02135

Property at 114 Strathmore Rd #102, Brighton, MA 02135, 2 beds, 1 bath

$419,000

2 beds1 bath913 sq ft

114 Strathmore Rd #102, Brighton, MA 02135

Property at 390 Riverway #24, Boston, MA 02115, 1 bed, 1 bath

$489,000

1 bed1 bath555 sq ft

390 Riverway #24, Boston, MA 02115

Property at 20 Chapel St Unit B712, Brookline, MA 02446, 2 beds, 2 baths

$1,349,000

2 beds2 baths1,177 sq ft

20 Chapel St Unit B712, Brookline, MA 02446

Property at 55 South St, Jamaica Plain, MA 02130, 8 beds, 2.5 baths

$2,900,000

8 beds2.5 baths3,996 sq ft

55 South St, Jamaica Plain, MA 02130

Property at 757 Washington St Unit 2 - PH, Brookline, MA 02446, 5 beds, 4.5 baths

$3,150,000

5 beds4.5 baths3,838 sq ft

757 Washington St Unit 2 - PH, Brookline, MA 02446

Property at 11 Gay Head St, Jamaica Plain, MA 02130, 4 beds, 2.5 baths

$985,000

4 beds2.5 baths2,264 sq ft

11 Gay Head St, Jamaica Plain, MA 02130

Property at 23 Burr St, Jamaica Plain, MA 02130, 6 beds, 3 baths

$1,349,000

6 beds3 baths3,399 sq ft

23 Burr St, Jamaica Plain, MA 02130

Property at 142 Crafts Rd, Chestnut Hill, MA 02467, 8 beds, 6.5 baths

$8,750,000

8 beds6.5 baths9,400 sq ft

142 Crafts Rd, Chestnut Hill, MA 02467

Property at 26 Tower St, Jamaica Plain, MA 02130, 8 beds, 4 baths

$2,050,000

8 beds4 baths4,562 sq ft

26 Tower St, Jamaica Plain, MA 02130

Property at 39 Union St, Brighton, MA 02135, 9 beds, 3 baths

$2,099,000

9 beds3 baths3,615 sq ft

39 Union St, Brighton, MA 02135

Property at 15 Keswick St Unit B1, Boston, MA 02215, 1 bed, 1 bath

$419,999

1 bed1 bath436 sq ft

15 Keswick St Unit B1, Boston, MA 02215

Vintage Homes for Sale in 02445

There are currently 20 vintage homes for sale in 02445 at a median listing price of $1.26M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 02445 stay on the market for 74 days and receive 1 offers. This map is refreshed with the newest listings in 02445 every 15 minutes.

In the past month, 11 homes have been sold in 02445. In addition to houses in 02445, there were also 51 condos, 4 townhouses, and 2 multi-family units for sale in 02445 last month. 02445 is a fairly walkable zip code in Norfolk County with a Walk Score of 75. 02445 is home to approximately 22,198 people. Find your dream home in 02445 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 02445 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 02445. If you're looking to sell your home in the 02445 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 02445 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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