Homes with Pools for Sale in Massachusetts, MA

3,856 homes + 11 early access

Sort:

Recommended

Boston
Newton
Cambridge
Lexington
Quincy
Brookline
Arlington
Needham
Wellesley
Natick
Waltham
Belmont
Braintree
Winchester
Melrose

ABOUT THIS HOME
Home with a Pool for sale in Massachusetts, MA:
There are exceptional homes, and then there are properties conceived on an entirely different scale. 55 Singletree is the latter. Perched atop a secluded hill on more than two private acres in Brookline, adjacent to the reservoir, this extraordinary estate offers a rare sense of privacy and tranquility just minutes from Boston. Its elevated position and naturally sheltered setting create remarkable seclusion, with no neighboring homes overlooking the pool or private outdoor spaces. Years of vision, craftsmanship, and investment have been brought to life through an extensive two-phase construction project by Thoughtforms, one of New England’s most respected custom home builders. The re

$34,000,000

7 beds13 baths19,138 sq ft

55 Singletree Rd, Chestnut Hill, MA 02467

Private acres • Rooftop terrace • Private tennis court

OPEN SUN, 11:30AM TO 1PMVIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Massachusetts, MA:
An oasis of calm awaits at 103 Puritan Way in Sudbury, MA. This true mid-century modern Deck House features spectacular walls of windows, vaulted beamed ceilings, and an open floor plan designed to inspire and bring the outside in! Beautifully sited on 1.5+ acres, the mature, private lot offers complete serenity and abundant sunshine for gardening. With nine rooms, four bedrooms and two full bathrooms, this home effortlessly accommodates modern family living. Classic Deck House details shine throughout, including signature mahogany stairs, mahogany custom trim and a fabulous entertainment-sized screened porch perfect for three-season gatherings. The main level invites you to curl up with a

$1,200,000

4 beds2 baths2,420 sq ft

103 Puritan Ln, Sudbury, MA 01776

Open floor plan • Walls of windows • Mature private lot

OPEN TODAY, 11AM TO 1PM

ABOUT THIS HOME
Home with a Pool for sale in Massachusetts, MA:
Nestled in the highly desirable Bates neighborhood, this beautiful Colonial offers timeless charm, generous living spaces, and an exceptional Wellesley lifestyle. With 3 spacious bedrooms, 2.5 baths, and approximately 2,593 square feet, the home is thoughtfully designed for both everyday living and effortless entertaining. A light-filled addition creates an inviting, open connection between the kitchen and family room, while hardwood floors and classic architectural details add warmth and character throughout. A serene primary suite offers a private retreat, complemented by generously sized bedrooms and versatile bonus space ideal for a home office or playroom. Outdoors, a deck and fenced b

$1,549,000

3 beds2.5 baths2,592 sq ft

11 Martin Rd, Wellesley, MA 02481

Private primary bath • Near perrin park • Deck

OPEN SUN, 12PM TO 1PM

ABOUT THIS HOME
Home with a Pool for sale in Massachusetts, MA:
Charming Cape on over 3 acres of luscious grounds, . This 4 bedroom home offers versatile/open floor plan with gorgeous hardwood floors and updated windows and elevated lighting plan including many lights on dimmers. Enchanting flat stone walkway meanders to front door. Gracious entry with coat closet for guests. Formal living room with classic fireplace and picture window. Home office with vaulted ceilings and french doors. Mudroom with exterior access and garage. Washer/dryer hook up on main level and in basement. First floor bedroom and full bath. Dining room connects to centrally located kitchen with granite countertops with seating, stainless steel appliances, and eat-in-kitchen area,

$1,599,000

4 beds3 baths2,964 sq ft

306 Merriam St, Weston, MA 02493

Flat stone walkway • Over 3 acres • Dining room

OPEN TODAY, 11AM TO 12:30PM

ABOUT THIS HOME
Home with a Pool for sale in Massachusetts, MA:
Reimagine or restore this distinctive mid-19th-century home and create something truly special. This classic New England residence offers the generous proportions and character of a bygone era, with Italianate influences, tall ceilings, an abundance of windows, a welcoming front porch, and a beautifully proportioned façade. Inside, the 9-room home offers more than 2,400 square feet of living space across three full floors, with 5–6 bedrooms and 2 full baths. The flexible layout provides plenty of room to create a spacious primary suite, home office, guest rooms, or additional living areas. Updated kitchen and baths provide a starting point for the next owner to restore, renovat

$975,000

5 beds2 baths2,430 sq ft

330 Washington St, Melrose, MA 02176

Flexible layout • Updated kitchen • 0.53 acre lot

Property at 6 Rowe St, Milton, MA 02186, 3 beds, 1 bath

$799,000

3 beds1 bath1,576 sq ft

6 Rowe St, Milton, MA 02186

Property at 5 Juniper Ln, Medfield, MA 02052, 4 beds, 3.5 baths

$1,395,000

4 beds3.5 baths3,346 sq ft

5 Juniper Ln, Medfield, MA 02052

Property at 4 Hawthorn Rd, Milton, MA 02186, 4 beds, 2.5 baths

$1,379,000

4 beds2.5 baths2,552 sq ft

4 Hawthorn Rd, Milton, MA 02186

Property at 415 Washington St #6, Brookline, MA 02446, 3 beds, 2 baths

$1,275,000

3 beds2 baths1,655 sq ft

415 Washington St #6, Brookline, MA 02446

Property at 22 Spring St, Cohasset, MA 02025, 4 beds, 3.5 baths

$1,550,000

4 beds3.5 baths3,672 sq ft

22 Spring St, Cohasset, MA 02025

Property at 2075 Washington St, Canton, MA 02021, 4 beds, 2 baths

$599,900

4 beds2 baths1,978 sq ft

2075 Washington St, Canton, MA 02021

Property at 120 Rawson Rd, Brookline, MA 02445, 5 beds, 3.5 baths

$4,250,000

5 beds3.5 baths6,313 sq ft

120 Rawson Rd, Brookline, MA 02445

Property at 44 Pequot Rd, Wayland, MA 01778, 3 beds, 3 baths

$1,225,000

3 beds3 baths2,585 sq ft

44 Pequot Rd, Wayland, MA 01778

Property at 6 Peter Porcaro Dr, Hopkinton, MA 01748, 4 beds, 3 baths

$1,369,900

4 beds3 baths4,604 sq ft

6 Peter Porcaro Dr, Hopkinton, MA 01748

Property at 57 Green, Melrose, MA 02176, 3 beds, 1.5 baths

$829,900

3 beds1.5 baths1,435 sq ft

57 Green, Melrose, MA 02176

Property at 40 Mann St, Braintree, MA 02184, 3 beds, 1.5 baths

$649,900

3 beds1.5 baths1,434 sq ft

40 Mann St, Braintree, MA 02184

Property at 24 Crossbow Ln, North Andover, MA 01845, 4 beds, 3 baths

$1,035,000

4 beds3 baths3,538 sq ft

24 Crossbow Ln, North Andover, MA 01845

Property at 1028 Webster St, Needham, MA 02492, 3 beds, 2.5 baths

$1,295,000

3 beds2.5 baths2,761 sq ft

1028 Webster St, Needham, MA 02492

Property at 55 Captain Miles Ln, Concord, MA 01742, 6 beds, 6.5 baths

$6,795,000

6 beds6.5 baths11,500 sq ft

55 Captain Miles Ln, Concord, MA 01742

Property at 113 South Meadow Rd, Plymouth, MA 02360, 3 beds, 4 baths

$828,900

3 beds4 baths3,352 sq ft

113 South Meadow Rd, Plymouth, MA 02360

Property at 76 Carroll Dr, Foxboro, MA 02035, 4 beds, 2.5 baths

$1,199,000

4 beds2.5 baths4,244 sq ft

76 Carroll Dr, Foxboro, MA 02035

Property at 6 Donald Rd, South Hamilton, MA 01982, 4 beds, 1.5 baths

$965,000

4 beds1.5 baths2,228 sq ft

6 Donald Rd, South Hamilton, MA 01982

Property at 356 Linwood Ave, Newton, MA 02460, 5 beds, 5 baths

$1,699,000

5 beds5 baths3,191 sq ft

356 Linwood Ave, Newton, MA 02460

Property at 230 Orchard St, Watertown, MA 02472, 4 beds, 1.5 baths

$1,189,999

4 beds1.5 baths2,455 sq ft

230 Orchard St, Watertown, MA 02472

Property at 344 Temple St, Duxbury, MA 02332, 3 beds, 2 baths

$989,000

3 beds2 baths1,698 sq ft

344 Temple St, Duxbury, MA 02332

Property at 172 Country Dr, Weston, MA 02493, 6 beds, 5.5 baths

$3,295,000

6 beds5.5 baths5,354 sq ft

172 Country Dr, Weston, MA 02493

Property at 179 Vernon St, Rockland, MA 02370, 3 beds, 3 baths

$849,000

3 beds3 baths2,925 sq ft

179 Vernon St, Rockland, MA 02370

Property at 169 Sumner St, Quincy, MA 02169, 4 beds, 3.5 baths

$1,190,000

4 beds3.5 baths2,574 sq ft

169 Sumner St, Quincy, MA 02169

Property at 48 Hawthorn Rd, Milton, MA 02186, 4 beds, 1.5 baths

$979,000

4 beds1.5 baths1,768 sq ft

48 Hawthorn Rd, Milton, MA 02186

Property at 64 Sterling Pl, West Boylston, MA 01583, 3 beds, 1.5 baths

$494,900

3 beds1.5 baths2,168 sq ft

64 Sterling Pl, West Boylston, MA 01583

Property at 699 Pleasant St, Norwood, MA 02062, 4 beds, 2.5 baths

$725,000

4 beds2.5 baths2,430 sq ft

699 Pleasant St, Norwood, MA 02062

Property at 62 Forest St, Duxbury, MA 02332, 4 beds, 2.5 baths

$1,195,000

4 beds2.5 baths2,448 sq ft

62 Forest St, Duxbury, MA 02332

Property at 320 Western Ave, Sherborn, MA 01770, 4 beds, 2.5 baths

$1,385,000

4 beds2.5 baths3,076 sq ft

320 Western Ave, Sherborn, MA 01770

Property at 208 Dutton Rd, Sudbury, MA 01776, 4 beds, 3.5 baths

$1,099,000

4 beds3.5 baths3,103 sq ft

208 Dutton Rd, Sudbury, MA 01776

Property at 1 Summit Dr #57, Reading, MA 01867, 2 beds, 2 baths

$414,900

2 beds2 baths1,076 sq ft

1 Summit Dr #57, Reading, MA 01867

Property at 290 East St, Westwood, MA 02090, 5 beds, 1.5 baths

$799,900

5 beds1.5 baths1,419 sq ft

290 East St, Westwood, MA 02090

Property at 107 Arbutus Ave, Braintree, MA 02184, 4 beds, 1.5 baths

$795,000

4 beds1.5 baths2,421 sq ft

107 Arbutus Ave, Braintree, MA 02184

Property at 35 Sandy Pond Rd, Lincoln, MA 01773, 4 beds, 4.5 baths

$2,880,000

4 beds4.5 baths4,811 sq ft

35 Sandy Pond Rd, Lincoln, MA 01773

Property at 675 Oak St, Franklin, MA 02038, 3 beds, 2 baths

$599,900

3 beds2 baths1,629 sq ft

675 Oak St, Franklin, MA 02038

Property at 11 Granite Rd, Peabody, MA 01960, 4 beds, 2 baths

$699,900

4 beds2 baths1,750 sq ft

11 Granite Rd, Peabody, MA 01960

Property at 93 Ames St, Quincy, MA 02169, 4 beds, 3 baths

$874,900

4 beds3 baths2,576 sq ft

93 Ames St, Quincy, MA 02169

Viewing page 19 of 95

The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than Redfin are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated Sat Oct 31 2026. Neither the listing broker nor Redfin shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. The Broker providing this data believes it to be correct but advises interested parties to confirm any item before relying on it in a purchase decision. All properties are subject to prior sale, changes, or withdrawal. © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Homes with Pools for Sale in Massachusetts

There are currently 3866 homes with pools for sale in Massachusetts. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in Massachusetts every 15 minutes.

Find your dream homes with pools in Massachusetts 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 Massachusetts are local experts and are ready to answer your questions about properties , neighborhoods, schools, and the newest listings for sale in Massachusetts. If you're looking to sell your home in the Massachusetts area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Massachusetts with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

Homes with Pools for Sale in Massachusetts, MA

Homes with Pools for Sale in Massachusetts

Popular Cities in Massachusetts

Popular Searches in Massachusetts, MA