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South Shore Homes with In-Ground Pools

Browse homes with in-ground swimming pools on the South Shore of Massachusetts. Contact Lindo Realty Group for more information about a specific property, or if you'd like to schedule a private showing. Create an account to save your favorite listings and we'll send you an email when similar properties become available.

Homes For Sale with Pools South Shore MA

Homes with in-ground pools offer a luxurious oasis for homeowners, blending relaxation and recreation right in their own backyards. These properties, ranging from cozy single-family homes to expansive estates, provide an ideal setting for entertaining guests or enjoying quiet time. The South Shore, known for its charming communities and scenic landscapes, enhances the appeal of these homes, combining the tranquility of suburban living with the convenience of proximity to Boston's cultural and economic hubs. You may also be interested in viewing homes with big yards.

71 Sportsmans Trail Whitman MA 02382

Whitman, MA71 Sportsmans Trail

Price$539,900

Est. Mortgage: $/month

Open House

MLS Number 73531645

  • Residential
  • Next Open House: Sat 06/13 10:00 am. to 12:00 pm.
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,195

Lovingly maintained by the same family for generations, this desirable single-level ranch offers quality, comfort & thoughtful updates throughout. Hardwood & tile flooring span the home, highlighted by a custom kitchen featuring upgraded maple cabinetry, Caesarstone countertops & recessed lighting. The updated spa-inspired bath includes radiant heated floors, a jetted tub & tiled shower. A spacious family room w/ tile floors provides seamless access to the backyard retreat. Designed for entertaining, the private outdoor oasis showcases a heated 16x32 in-ground pool, tasteful hardscaping, beautiful mature landscaping & a versatile shed w/ loft storage & electricity. 3 bedrooms all w/ hardwood flooring & closets. An attached one-car garage provides added convenience, storage & everyday functionality. Major updates include roof & gutters(2025), furnace & oil tank(2010), water heater(2020), windows(2024). A rare opportunity to own a meticulously cared-for home in a sought after location.

Listed by David Michael of Conway - Lakeville

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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20 Copperfield Avenue Easton MA 02356

Easton, MA20 Copperfield Avenue

Price$1,299,999

Est. Mortgage: $/month

MLS Number 73530969

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,582

Welcome to nature's paradise! Contemporary style home set in a private oasis bordering on the edge with Borderland! Entertaining kitchen is filled with sun and offers marble & stainless steel counters , cherry cabinetry, and cutting-edge appliances. Vaulted ceiling, wood fireplace, and views of the front yard from the picture window are located in the sunken living area. Great room will be perfect for watch parties with the wine bar, pellet stove and Brazilian cherry flooring. Primary suite provides dream walk-in closet, double vanity, slipper soaking tub & rainfall showerhead. Two additional generous size bedrooms are found on the second level. Lower-level game room offering wet bar and billiards! Trek composite decking and a 4Season sunroom compliments with the saltwater, 20x40 heated in-ground pool! 30x22 3-stall barn currently being used for storage(w/electricity)- the possibilities are endless! Basketball court! Many updates to list! Close to restaurants, Easton Village, and more

Listed by Kim Davis of Keller Williams Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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244-244A Holmes Street Halifax MA 02338

Halifax, MA244-244A Holmes Street

Price$749,000

Est. Mortgage: $/month

Open House

MLS Number 73530144

  • Residential
  • Next Open House: Sat 06/13 11:00 am. to 1:00 pm.
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,188

Open house canceled accepted offer.!Welcome home to this inviting Halifax property, conveniently located near the commuter rail. The main level features an open kitchen with cherry cabinets, hardwood floors granite countertops with backsplash and island which is open to a tiled entry area that could also serve as a dining room, and a warm living room with hardwood floors and a pellet stove. Upstairs, you'll find three generous bedrooms, all with hardwood floors, along with a tiled full bath. The finished lower-level family room offers walk-out access to a fenced-in backyard designed for entertaining, complete with an in-ground pool, cabana, and a custom-built pergola with recessed lighting patio, deck.and outdoor shower. In-law is above the two car heated garage with work area which feature a large bedroom/living area, full bath with private entry and balcony. This home is set on a private acre lot with extra parking.Perfect home for an extended family!

Listed by Paula Howland of RE/MAX Real Estate Center

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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82 Concetta Drive Bridgewater MA 02324

Bridgewater, MA82 Concetta Drive

Price$725,000

Est. Mortgage: $/month

MLS Number 73527788

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,488
  • High School Bridgewater Raynham

****OFFER DEADLINE Please submit all offers by Tuesday 6/8 @ 5 pm.**** Move-in ready & beautifully maintained, this Bridgewater home offers the perfect blend of comfort, flexibility, & exceptional outdoor living. Set on a meticulously cared-for lot, the backyard feels like a private retreat with an inviting in-ground pool, expansive patio space, & mature landscaping ideal for relaxing or entertaining. Inside, enjoy a bright and welcoming layout with thoughtfully maintained living spaces & versatile lower-level space offering excellent potential for guests, home office, hobbies, or extended living arrangements. Pride of ownership is evident throughout. Conveniently located with easy access to Route 24, I-495, commuter rail, and major routes to Boston and Providence, this home combines everyday convenience with a peaceful residential setting. A rare opportunity offering move-in-ready condition, flexible living space, and resort-style outdoor enjoyment in a desirable Bridgewater location.

Listed by Deirdre Hecht of RE/MAX Professionals of Newport

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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24 Meadow Lane Hanson MA 02341

Hanson, MA24 Meadow Lane

Price$849,900

Est. Mortgage: $/month

MLS Number 73528813

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,561

Beautiful Cape-style home with a farmer's porch, nestled in a desirable residential neighborhood near the commuter rail. This well-maintained home features 3 bedrooms, 2 full bathrooms and two half bathrooms, and an oversized 2-car garage with an additional bonus room above, offering endless possibilities for a home office, playroom, or guest space.The spacious eat-in kitchen boasts maple cabinetry, hardwood floors, a center island, and a built-in wine refrigerator - perfect for entertaining. The primary bedroom suite includes a private bath and a large walk-in closet. The finished walk-out lower level leads to a fenced in-ground pool and patio area, creating the ideal outdoor space for summer gatherings and relaxation. Low-maintenance vinyl siding and windows add to the home's appeal. Enjoy summer living at its best - poolside in this wonderful home.

Listed by Cheryl Marquardt of Trufant Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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104 Short Street Easton MA 02375

Easton, MA104 Short Street

Price$799,800

Est. Mortgage: $/month

MLS Number 73528712

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,137

Beautifully laid out 3-bedroom, 2.5-bath home featuring an open-concept kitchen and living area designed for both effortless everyday living and seamless entertaining. The luxurious primary suite is privately situated above the two-car garage-offering a quiet, tucked-away retreat. Downstairs, the finished basement provides incredible flexible space for a playroom, home gym, or media room, with a separate mechanical area keeping the main space clean and quiet. Step outside onto the expansive deck overlooking a privately fenced-in oasis and in-ground pool-a backyard you'll actually use that feels like a true extension of your living space. Enjoy top-rated Easton schools and a prime commuter location just minutes to Rts. 24 & 495, with both Boston and Providence under 30 miles away. Move-in ready with the space, privacy, and outdoor amenities that are incredibly rare at this price point.

Listed by Angelo Savino of Twisted Spoke Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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71 Forest Street Bridgewater MA 02324

Bridgewater, MA71 Forest Street

Price$624,900

Est. Mortgage: $/month

MLS Number 73527860

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,313
  • High School Brrhs

Classic Cape charm meets country farmhouse warmth in this beautifully maintained home featuring exposed beams, coffered ceilings & timeless character throughout. The eat-in kitchen offers granite countertops & opens to a sunken family room with vaulted ceiling, lower-level access & direct access to the backyard. Inviting living room showcases hardwood floors, custom built-ins & a wood-burning fireplace. Convenient first-floor bedroom features French doors leading to a bright sunroom overlooking the backyard oasis. Upstairs offers 2 additional bedrooms & a full bath. Partially finished lower level includes new flooring, wood stove & flexible space for work, play or recreation. Step outside to enjoy the stunning backyard complete with a 20x40 in-ground pool, vegetable & herb garden, & plenty of space to relax or entertain. A truly special property filled with charm, character & comfort.

Listed by David Michael of Conway - Lakeville

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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610 Harland Street Milton MA 02186

Milton, MA610 Harland Street

Price$14,500,000

Est. Mortgage: $/month

MLS Number 73527740

  • Residential
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 11,315

Introducing the Alexander Forbes Mansion, a magnificent estate set on 6 beautiful acres in the historic and highly desirable Scott's Woods district of Milton. This exceptional home showcases every modern amenity and has been meticulously renovated inside and out to the highest standards. The main level features a grand foyer, striking staircase, dramatic floor-to-ceiling windows and doors, formal living and dining rooms, an open kitchen and family room, solarium, home office, and a mudroom with access to the 3-car garage. On the 2nd floor, 5 bedroom suites include the luxurious primary suite with a spa-like bath and separate dressing rooms. The impeccably landscaped grounds offer a private utopia, featuring a heated in-ground pool, multiple patios and seating areas, garden area, grill, fire pit, tennis court, and a carriage house. Located at the foot of the Blue Hills, this outstanding home is minutes from top schools including Milton Academy and just eight miles from downtown Boston.

Listed by Tracy Campion and Bill Gehan of Campion & Company Fine Homes Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11 Winding Way Plymouth MA 02360

MLS Number 73525078

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,813
  • High School Pcns

Beautiful custom Garrison in sought-after Chiltonville offering 5 bedrooms, 3 full and 2 half baths with over 3,800 sq ft on a private .58-acre lot. A dramatic cathedral foyer welcomes you inside, leading to spacious formal living and dining rooms, a charming sunroom, and a warm, inviting family room with fireplace. This updated home features a stunning custom kitchen with new appliances, renovated baths, and new flooring. Other upgrades include windows and sliders, newly installed HVAC and hardscape. Also includes a first-floor office, and luxurious primary suite. Outdoor oasis features hardscape patios, professional landscaping, and in-ground pool with new liner and equipment. Mudroom entry from the attached 2-car garage. Upstairs, you'll find five generously sized bedrooms including a spectacular primary suite complete with dressing room, walk-in closet, and full bath. Convenient to beaches, golf, shopping, and downtown Plymouth.

Listed by Kevin Lewis and Daniel Arnao of Coldwell Banker Realty - Hingham

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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48 Whiton Avenue Hingham MA 02043

Hingham, MA48 Whiton Avenue

Price$5,500,000

Est. Mortgage: $/month

MLS Number 73522494

  • Residential
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 6,341
  • High School Hingham High

Stately, sophisticated, and simply breathtaking, this extraordinary New England estate overlooking Hingham Harbor defines timeless coastal luxury living. From the sweeping wraparound porch to the resort-style grounds, every detail reflects elegance and craftsmanship. Inside, the dramatic great room with stone fireplace flows into a chef's kitchen, while the formal dining room, study, and living room capture stunning harbor views. The second floor offers five spacious bedrooms, three full baths, and beautiful water views from many rooms. The third-floor primary suite features panoramic harbor views, a spa-inspired bath, and a dressing room. The sun-filled walk-out lower level is ideal for entertaining. Outside, enjoy a stone patio, in-ground pool, built-in grill, and spectacular pool house with kitchen and indoor-outdoor fireplace. Ideally located across from North Beach and near the new Foster Elementary School. Coastal living at its finest.

Listed by Darleen Lannon of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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19 Ellisville Road Plymouth MA 02360

MLS Number 73520932

  • Residential
  • Bedrooms 3
  • Bathroom 5
  • Square Feet 2,739

With unobstructed ocean views from nearly every room, 19 Ellisville Road in Plymouth is a 3+ bedroom, 4.5 bathroom home with abundant natural light and seamless indoor and outdoor living spaces. First floor features formal dining and living rooms, kitchen and a fireplaced great room with vaulted ceilings and skylights. Second floor features a primary ensuite with two closets, a guest ensuite with option to access by a separate stair, two additional bedrooms and bonus room for home office or playroom. Third floor space features a walk-out balcony with sweeping views. Additional highlights include a two car garage, in-ground pool, ample storage, mature landscaping and privacy. Conveniently located to Route 3, Cape Cod and nearby shopping, dining and recreation.

Listed by Kevin Caulfield of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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55 Parkwood Drive Milton MA 02186

Milton, MA55 Parkwood Drive

Price$5,995,000

Est. Mortgage: $/month

MLS Number 73519804

  • Residential
  • Bedrooms 7
  • Bathroom 10
  • Square Feet 9,320

Experience the pinnacle of Milton living at this 1915 French Colonial masterpiece. Set on nearly three acres at the foot of the Blue Hills Reservation, this legacy estate offers a rare blend of privacy and prestige. The grounds are an entertainer's dream, featuring an in-ground pool, pool house, and a two-story, five-bay garage with an attached vintage greenhouse. Spanning 9,000+ sq. ft., the residence boasts seven bedrooms, ten bathrooms, and nine fireplaces. The main level offers grand formal spaces, including a mahogany-paneled library and a sophisticated office. The chef's culinary suite is a masterwork of marble and high-end gas ranges. Retreat to the palatial primary wing-a four-room haven with dual baths and expansive views. The finished lower level adds versatility with twin fitness studios and a private lounge and office. Located eight miles from Boston and Logan, enjoy a country-manor lifestyle near world-class Milton Academy. A rare architectural gem. Welcome home!

Listed by Kevin G. Keating of Keating Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

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