Homes with Pools for Sale in Roslindale, MA

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ABOUT THIS HOME
Home with a Pool for sale in Roslindale, MA:
Gracious living awaits in this beautifully restored Victorian condo offering all the modern amenities while preserving the charm of yesteryear. Plenty of room to spread out: every room is generously sized with good storage, high ceilings, lovely period woodwork (including working pocket doors), and hardwood floors. Abundant outdoor space too: the gorgeous wraparound front porch and private enclosed back porch are exclusive to this unit, plus there is a lovely shared backyard. Enjoy all the comforts of modern life such as a primary suite with updated full bath, renovated eat-in kitchen, central air, ample basement storage, and off-street parking. So much to explore in the neighborhood, too!

$625,000

2 beds2 baths1,106 sq ft

22 Hewlett St #1, Roslindale, MA 02131

Working pocket doors • Central air • $277 HOA

OPEN SUN, 11AM TO 12PM

ABOUT THIS HOME
Home with a Pool for sale in Roslindale, MA:
Set just over the JP line, rarely does a home come along that brings together thoughtful design, private outdoor space, and everyday livability quite like this. This beautifully designed 3-bedroom, 2.5-bath townhouse offers a comfortable three-level layout with spaces that feel open, bright, and connected to the outdoors. The main level is where life naturally comes together. The open living and dining areas feature polished concrete floors and recessed lighting, while the well-appointed kitchen offers stone countertops, a generous island and breakfast bar, and plenty of room to cook, gather, and enjoy everyday meals. A moving glass wall opens directly to the private patio and fenced garden

$875,000

3 beds2.5 baths1,657 sq ft

66 Catherine St #66, Boston, MA 02131

Moving glass wall • Leed platinum rating • Raised garden beds

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Roslindale, MA:
City Dwellers Single Family Dreams do come true in beloved Rozzie (Roslindale) Square. Inviting colonial tucked away on a quiet private street awaits your vision. Welcoming front porch opens unto sizable living room with bay windows that flows into a proper dining room with built in hutch plus access to the 2 tiered back yard. Separate considerably sized garage for winter parking and enough room for storage. Three bedrooms on the 2nd level, one bath and in unit laundry on first floor. Minutes to cafes, highly reviewed eateries, bakery, ice cream, farmers market and theatre. Commuter rail under 20 mins to downtown. Why pay condo fees when you can live in a single family house and own land. H

$599,900

3 beds1 bath1,340 sq ft

3 Wilkins Pl, Roslindale, MA 02131

Built in hutch • 2 tiered back yard • Proper dining room

ABOUT THIS HOME
Home with a Pool for sale in Roslindale, MA:
Just outside West Roxbury's vibrant center sits this stately federal-style colonial, built in the early 1900s and full of character, charm and potential. Situated on a nearly 10,000-square-foot lot in a residential-two-family zoned neighborhood, this home offers just shy of 2,000 square feet of living area, including three bedrooms - two on the second level and one on the first level, one full and two half-baths, a spacious open area easily 'reimagined' as an eat-in kitchen and living space, and a beautiful living room featuring a carved wood mantle and flooded with natural light, plus a lower-level family room for additional living space. Freshly refinished hardwood floors and newly painte

$999,000

3 beds2 baths1,913 sq ft

1646 Centre St, Boston, MA 02132

Private rear yard • Under-house garage • Spacious driveway

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ABOUT THIS HOME
Home with a Pool for sale in Roslindale, MA:
For the discerning buyer, this architecturally exquisite home was custom-built in the 1880s and has been custom renovated to preserve and celebrate its late Aesthetic and early Craftsman heritage. From soaring coffered ceilings and intricate paneling to custom fireplaces, original built-ins, stained glass and exquisite spandrel fretwork, every room reveals craftsmanship rarely found in today’s homes. The stunning kitchen exemplifies modern functionality, offering abundant custom cabinetry, quartz countertops, an oversized island and an externally vented induction cooktop. French doors open directly to the mahogany deck, creating an effortless connection to the outdoors—perfect f

$1,539,000

5 beds2.5 baths3,117 sq ft

41- Brown Ave, Roslindale, MA 02131

Coffered ceilings • Mahogany deck • Built-in window seat

Property at 15 S Fairview St #3, Roslindale, MA 02131, 3 beds, 1 bath

$549,500

3 beds1 bath1,475 sq ft

15 S Fairview St #3, Roslindale, MA 02131

Property at 69 Cummins Hwy #102, Roslindale, MA 02131, 2 beds, 2 baths

$650,000

2 beds2 baths1,075 sq ft

69 Cummins Hwy #102, Roslindale, MA 02131

Property at 15 Marion St Unit F, Roslindale, MA 02131, 3 beds, 2.5 baths

$499,000

3 beds2.5 baths1,731 sq ft

15 Marion St Unit F, Roslindale, MA 02131

Property at 37 Cedrus Ave #37, Roslindale, MA 02131, 3 beds, 2 baths

$675,000

3 beds2 baths1,403 sq ft

37 Cedrus Ave #37, Roslindale, MA 02131

Property at 4294 Washington St #2, Boston, MA 02131, 3 beds, 1.5 baths

$569,000

3 beds1.5 baths980 sq ft

4294 Washington St #2, Boston, MA 02131

Property at 4294 Washington St, Roslindale, MA 02131, 9 beds, 4.5 baths

$1,500,000

9 beds4.5 baths3,738 sq ft

4294 Washington St, Roslindale, MA 02131

Property at 95 Hewlett St #1, Roslindale, MA 02131, 3 beds, 1 bath

$675,000

3 beds1 bath1,180 sq ft

95 Hewlett St #1, Roslindale, MA 02131

Property at 50 Bradeen #2, Roslindale, MA 02131, 2 beds, 2 baths

$699,000

2 beds2 baths1,129 sq ft

50 Bradeen #2, Roslindale, MA 02131

Property at 10-12 Colgate Rd #2, Roslindale, MA 02131, 2 beds, 1 bath

$535,000

2 beds1 bath1,102 sq ft

10-12 Colgate Rd #2, Roslindale, MA 02131

Property at 16-18 Yale Ter #2, Jamaica Plain, MA 02130, 3 beds, 3 baths

$950,000

3 beds3 baths1,296 sq ft

16-18 Yale Ter #2, Jamaica Plain, MA 02130

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ABOUT THIS HOME
Home with a Pool for sale in Roslindale, MA:
Unlock serious equity with this versatile Hyde Park three-decker! Perfectly positioned near the vibrant energy of Cleary Square, 968 River Street offers a rare chance to anchor your investment portfolio or off-set your mortgage payment as an owner-occupant. Each of the three spacious units features a 3BR/1BA layout with generous windows and classic charm, including front and side porches. The heavy lifting is done with significant recent updates: revamped electrical (2021), two brand-new heating systems (2026), and updated hot water heaters (2021, 2023). This turnkey peace of mind is a major win for any savvy buyer. Adding even more value is the convenience of off-street parking for three v

$999,999

9 beds3 baths3,942 sq ft

968 River St, Hyde Park, MA 02136

Recent updates • Strong curb appeal • Three-decker

ABOUT THIS HOME
Home with a Pool for sale in Roslindale, MA:
Modern luxury. Exceptional craftsmanship. A connected Boston lifestyle. Welcome to OAK 34, Hyde Park’s boutique collection of just 14 beautifully designed condominiums, ready for immediate occupancy and now 50% occupied. With limited-time developer incentives available, including special financing options and potential credits toward condo fees and closing costs, this is an exciting opportunity to make your move. Developed by N6 Properties, OAK 34 brings a fresh perspective to modern condominium living, with meticulous construction, carefully selected materials, and sophisticated finishes throughout. Each residence is thoughtfully designed to combine style, comfort, and everyda

$625,000

2 beds2 baths1,062 sq ft

34 Oak St #102, Hyde Park, MA 02136

Custom cabinetry • Quartz countertops • Sleek lg appliances

ABOUT THIS HOME
Home with a Pool for sale in Roslindale, MA:
DISCOVER A TRULY EXCEPTIONAL OPPORTUNITY IN PRIME MOSS HILL. This elegant, sun-drenched spilt entry colonial boasts a thoughtfully designed, versatile floor plan spanning four expansive levels of living space. On the main level, an inviting fireplace-warmed living room leads to a cozy den w/ skylights, a newer full bathroom w/ walk in shower, and a luminous, spacious kitchen equipped with skylights and generous counter space. The adjoining dining area features its own cozy fireplace and a captivating wall of windows, seamlessly transitioning to a deck—ideal for basking in morning light or hosting evening gatherings. The second floor offers 3 spacious bedrooms, including a flexible ens

$1,395,000

4 beds4.5 baths2,458 sq ft

130 Moss Hill Rd, Jamaica Plain, MA 02130

Newer full bathroom • Cozy fireplace • Walk in shower

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Roslindale, MA:
Bright, spacious and full of possibilities, this home offers the kind of space that’s becoming harder to find. Filled with natural light, this 3-bedroom, 1.5-bath home offers 1,739 sq. ft. of living space on an expansive, level . 43 acre lot. Step inside to freshly painted interiors and beautifully refinished hardwood floors. The bright and inviting living room features a gas fireplace and flows into the dining room, creating a comfortable space for everyday living and entertaining. The eat-in kitchen includes a brand-new refrigerator, range and dishwasher and opens to a sun-filled mudroom, providing a convenient everyday entry and transition space. A first-floor half bath with laundr

$719,000

3 beds1.5 baths1,739 sq ft

49 Greenhood St, Dedham, MA 02026

Gas fireplace • Eat-in kitchen • Sun-filled mudroom

VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Roslindale, MA:
Welcome to 116 Running Brook Road, a well-maintained brick-front raised ranch on a corner lot in one of West Roxbury's most established neighborhoods. The open-concept main level features a living room and dining room with lovely hard wood floors, and a kitchen with stainless steel appliances, granite counters, and tile flooring. Sliders off the dining room lead to a sun-room/porch, perfect for morning coffee or easy access to the yard. Three bedrooms (all w/ hardwood floors) and a full bath complete the main level, which also enjoys central air. The lower level adds remarkable flexibility, with a large family room anchored by a fireplace with a pellet stove insert (ideal as a den, rec room

$829,000

4 beds2 baths1,726 sq ft

116 Running Brook Rd, West Roxbury, MA 02132

Tile flooring • Granite counters • Sun room porch

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Roslindale, MA:
Thoughtfully updated classic West Roxbury home with four bedrooms, great outdoor space, a two-car garage, and an impressive list of recent improvements. With more than 1,600 sq. ft. of living space, this home has the character you want in an older Boston home along with many of the big updates already taken care of. Step inside to beautiful hardwood floors and a warm, comfortable layout with plenty of room to spread out. The first floor offers a spacious living room with a fireplace, a dining room, a kitchen, and a bright sunroom that gives you flexible bonus space for an office, playroom, or a cozy place to relax. Upstairs are four bedrooms, giving you options for family, guests, or

$1,095,000

4 beds2.5 baths1,645 sq ft

8 Ardmore Rd, West Roxbury, MA 02132

Walk up attic • Two car garage • Bright sunroom

Property at 25 Ridlon Rd, Hyde Park, MA 02136, 3 beds, 2 baths

$689,000

3 beds2 baths1,400 sq ft

25 Ridlon Rd, Hyde Park, MA 02136

Property at 29 Westmore #29, Mattapan, MA 02126, 3 beds, 3.5 baths

$529,000

3 beds3.5 baths2,629 sq ft

29 Westmore #29, Mattapan, MA 02126

Property at 214 Allandale Rd Unit D, Chestnut Hill, MA 02467, 4 beds, 3.5 baths

$2,495,000

4 beds3.5 baths4,614 sq ft

214 Allandale Rd Unit D, Chestnut Hill, MA 02467

Property at 32 Vfw Pkwy, West Roxbury, MA 02467, 3 beds, 2 baths

$899,000

3 beds2 baths1,800 sq ft

32 Vfw Pkwy, West Roxbury, MA 02467

Property at 34 Oak St #202, Hyde Park, MA 02136, 2 beds, 2 baths

$645,000

2 beds2 baths1,064 sq ft

34 Oak St #202, Hyde Park, MA 02136

Property at 250 Arborway #3, Jamaica Plain, MA 02130, 3 beds, 1 bath

$699,000

3 beds1 bath1,000 sq ft

250 Arborway #3, Jamaica Plain, MA 02130

Property at 20 Walter St, Hyde Park, MA 02136, 4 beds, 2.5 baths

$960,000

4 beds2.5 baths2,283 sq ft

20 Walter St, Hyde Park, MA 02136

Property at 355 Brush Hill Rd, Milton, MA 02186, 3 beds, 3 baths

$1,225,000

3 beds3 baths3,182 sq ft

355 Brush Hill Rd, Milton, MA 02186

Property at 309 Wood Ave #3, Hyde Park, MA 02136, 3 beds, 2 baths

$499,999

3 beds2 baths1,110 sq ft

309 Wood Ave #3, Hyde Park, MA 02136

Property at 34 Oak St #304, Hyde Park, MA 02136, 2 beds, 1 bath

$550,000

2 beds1 bath785 sq ft

34 Oak St #304, Hyde Park, MA 02136

Property at 34 Oak St #101, Hyde Park, MA 02136, 2 beds, 2 baths

$599,000

2 beds2 baths976 sq ft

34 Oak St #101, Hyde Park, MA 02136

Property at 20 Massasoit St, Hyde Park, MA 02136, 6 beds, 2 baths

$1,199,000

6 beds2 baths3,732 sq ft

20 Massasoit St, Hyde Park, MA 02136

Property at 34 Oak St #103, Hyde Park, MA 02136, 1 bed, 1 bath

$475,000

1 bed1 bath665 sq ft

34 Oak St #103, Hyde Park, MA 02136

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

$2,595,000

8 beds2.5 baths3,996 sq ft

55 South St, Jamaica Plain, MA 02130

Homes with Pools for Sale in Roslindale

There are currently 15 homes with pools for sale in Roslindale at a median listing price of $727K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Roslindale stay on the market for 22 days and receive 4 offers. Popular neighborhoods include Hyde Park, Dorchester, Jamaica Plain, Chestnut Hill, and West Roxbury. This map is refreshed with the newest listings in Roslindale every 15 minutes.

In the past month, 15 homes have been sold in Roslindale. In addition to houses in Roslindale, there were also 68 condos, 8 townhouses, and 20 multi-family units for sale in Roslindale last month. Find your dream home in Roslindale 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 Roslindale are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Roslindale. If you're looking to sell your home in the Roslindale area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Roslindale with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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