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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.

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135 Milton Street Milton MA 02186

MLS Number 73519240

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,149
  • High School Milton High School

A rare and private Blue Hills retreat set on 2.6 wooded acres abutting conservation land, approached by a winding drive. Designed for those who value privacy and refined living, this exceptional property offers a peaceful escape just minutes from Boston and major routes. The beautifully renovated residence features 4 bedrooms and 2.5 baths, including a luxurious first-floor primary suite with a spa-style bath, custom cabinetry/closets and attached sunroom, perfect for quiet mornings and serene evenings. Elevated finishes and craftsmanship are showcased throughout, highlighted by a chef's kitchen with Wolf double oven, built-in Miele coffee machine and striking marble and custom concrete countertops. Three bedrooms upstairs offer flexibility. The estate includes a detached 3-car barn-style garage with game room, plus a newly built garage connected by a slate-accented portico. A heated in-ground pool and cabana complete this private, resort-like setting. A truly exceptional offering.

Listed by Kim Powers of Coldwell Banker Realty - Milton

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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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24 Holmes Avenue Kingston MA 02364

Kingston, MA24 Holmes Avenue

Price$1,599,900

Est. Mortgage: $/month

MLS Number 73518390

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,154

24 Holmes Ave presents an extraordinarily rare opportunity to own what is arguably one of the most coveted properties on Rocky Neck Point. This remarkable oceanfront retreat offers direct ocean access, sweeping water views, and an expansive porch perfectly positioned to capture the beauty of the shoreline from sunrise to sunset. Designed for exceptional coastal living and entertaining, the property also features an in-ground pool, patio area, and an incredible amount of outdoor space rarely found in waterfront homes. Inside, the residence offers 3 bedrooms, including a primary suite with a private bath, along with brand-new kitchen appliances that make everyday living effortless. Owned and fully paid-off solar panels add efficiency and long-term value. Properties of this caliber, setting, and presence rarely become available, making this a truly special offering in one of the area's most sought-after waterfront locations.

Listed by Melanie Lentini of Leading Edge Real Estate

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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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107 E. Water Street Rockland MA 02370

Rockland, MA107 E. Water Street

Price$400,000

Est. Mortgage: $/month

MLS Number 73514330

  • Residential
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,196

Timeless charm meets opportunity in this traditional Colonial, cherished by the same family for nearly 50 years and now ready for someone new to bring in fresh ideas and updates to make it their own. Located close to the center of town, this 3-bedroom, 1-bath home offers 1,196 square feet of comfortable living space. The first floor features a kitchen large enough for an eat-in area, a dining room, living room, and a first-floor bedroom for added flexibility. Upstairs, you'll find two more bedrooms, a full bath, and a storage closet. Step outside to your own private retreat. The fenced-in backyard includes an in-ground pool, a patio for outdoor cooking and dining, and plenty of space to relax, garden, or entertain. A great opportunity in a convenient location. Come take a look and make it your own!

Listed by Joan Sullivan of Keller Williams Realty Signature Properties

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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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5 Seal Cove Lane Hingham MA 02043

MLS Number 73513914

  • Residential
  • Bedrooms 4
  • Bathroom 7
  • Square Feet 5,617

Tucked away on a private cul-de-sac in Hingham's prestigious World's End, 5 Seal Cove Lane is a beautifully appointed residence thoughtfully designed for both leisure and lifestyle. Seconds to Seal Cove Beach, the property offers seamless indoor and outdoor living, architectural interest through coffered ceilings, custom cabinetry and cozy nooks, sun-drenched living spaces, a serene primary ensuite with dual walk-in closets and a versatile guest ensuite for dedicated home office, extended family or caretaker quarters. Surrounded by private, professionally landscaped grounds, the property offers exceptional spaces for outdoor dining, relaxation or play, complemented by an in-ground pool and fully equipped pool house with full kitchen, gas fireplace, built-in grill, outdoor shower, powder bath, retractable screens and storage, easily accommodating skiffs or additional recreational equipment. Rare opportunity to own an exceptional property in one of Hingham's most coveted locations.

Listed by Kevin Caulfield of Compass

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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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130 Popes Lane Hingham MA 02043

MLS Number 73512972

  • Residential
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 7,100
  • High School Hingham High

EXCEPTIONAL custom 7,000 sf ESTATE set on 8 private acres, offering large scale, seclusion, and prime in-town location just moments to top rated East Elementary, world class library, and vibrant downtown. Beautifully landscaped grounds showcase sweeping lawns, mature trees, and stunning in-ground pool perfect for outdoor entertaining. Expansive first floor features chef's eat-in kitchen with premium appliances, seamlessly opening to sun-filled family room and elegant dining room. Grand living room and richly paneled library/study provide refined spaces for both relaxation and work-from-home needs. Upstairs, four generously sized bedrooms include three en suite baths. Luxurious primary suite offers spa-like bath and walk-in closet. Finished walk-out lower level adds flexible space for recreation, fitness, and media. Additional highlights include a 1,000 sq ft bonus space above the garage, three-bay garage, and thoughtful craftsmanship throughout. Rare Central Hingham Estate living!

Listed by Alice Pierce of Coldwell Banker Realty - Hingham

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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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25 Gloversbrook Road Randolph MA 02368

Randolph, MA25 Gloversbrook Road

Price$749,999

Est. Mortgage: $/month

MLS Number 73510910

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,881

Start checking off the boxes! Oversized and overbuilt split-entry offering nearly 2,900 sq ft of versatile living space on a third of an acre lot in a highly desirable neighborhood. The main level features hardwood floors, 3 bedrooms, and 2 full baths including a primary suite. Open living and dining areas flow into an expansive kitchen and vaulted family room with skylights, fireplace, and access to the deck. The finished lower level adds flexible space with a second fireplace, half bath, and direct garage access (ideal layout for entertaining, work, or extended living). Fenced in yard with in-ground pool and ample outdoor space. Additional features include: Gas heat, central air, and a 2-car garage. Location: Highly desirable neighborhood walking distance to the high school and downtown Randolph with shopping, restaurants, and more. And just minutes to the train station. Schedule you showing today!!

Listed by Adam Stivaletta of The Agency Boston

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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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25 Lakeview Avenue Holbrook MA 02343

Holbrook, MA25 Lakeview Avenue

Price$749,000

Est. Mortgage: $/month

MLS Number 73509277

  • Residential
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,178

Step inside this thoughtfully updated home designed for comfortable everyday living. The renovated kitchen features shaker cabinetry, quartz counters, stainless appliances and oversized pantries flowing into open dining & living spaces. Andersen windows bring in natural light while a Harman pellet stove warms the family room. Enjoy year-round comfort with heated bathroom floors, a whole-house fan and water filtration system, remote skylights, and a heated/cooled garage-ideal for storage, projects, or a home office. A bright lower-level ADU/in-law suite offers two bedrooms and a private entrance, perfect for guests or rental income. Outside, enjoy a sun-filled backyard with an in-ground pool, gardening area and insulated workshop shed with electricity. Ideally located just a five-minute walk to the commuter rail, this move-in-ready home provides easy access to Quincy and Boston, offering the perfect balance of convenience and lifestyle-so you can spend your summers unwinding poolside.

Listed by Amanda Kimball of Michelle Larnard Real Estate Group LLC

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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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112 River Road Hanover MA 02339

Hanover, MA112 River Road

Price$3,250,000

Est. Mortgage: $/month

Open House

MLS Number 73505584

  • Residential
  • Next Open House: Sat 06/13 11:00 am. to 1:00 pm.
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 7,540

Unique waterfront residence set in a private estate setting along the North River. This exceptional home offers an inviting open floor plan designed for both everyday living & effortless entertaining. Chef's kitchen with large island, quartz countertops, double ovens, coffee station & 2 sinks flows into a spacious family room with stunning river views & access to a patio overlooking a heated in-ground pool with waterfall.Elegant dining room & living room with coffered ceiling & fireplace open to a sun-filled sunroom with water views. Expansive primary suite with deck & spa-like baths with soaking tub & steam shower. 2 additional bedrooms, den, full bath & laundry complete the 2nd floor. Walk-out river level offers game room, full kitchen/bath/laundry, bedroom & office with sliders to deck & fire pit. Additional features include 3-car garage, generator, dock & outbuilding great for studio or ADU. A rare opportunity to enjoy luxury waterfront living in a serene and picturesque setting.

Listed by Joanne Conway of William Raveis R.E. & Home Services

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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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901 Randolph Avenue Milton MA 02186

MLS Number 73500894

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,772
  • High School Milton High

DRAMATIC NEW PRICE! Experience unparalleled scale & scenic views in this reimagined, nearly 5,000 sq ft Split-Colonial masterpiece. Set on a rare, private 1-acre corner lot, this estate offers effortless commuting access while transitioning into a secluded, tranquil sanctuary the moment you step inside.Massive high-efficiency windows flood the home with natural light, offering a lush private buffer in summer that opens to spectacular, seasonal vistas of the Wollaston Golf Club landscape & pond in fall & winter. Fully renovated within 5 years, the exterior shines with premium Hardie Board siding & a new roof. Inside, a chef's kitchen features a 12ft waterfall quartz island & Thermador appliances. The layout integrates a sun-drenched Great Room & expansive family room. Enjoy Sonos speakers, a wet bar, & gym. The backyard resort boasts an in-ground pool, paver patio, fire pit, & 30ft Trex deck with a built-in Weber grill. Minutes to Blue Hills & top schools. Turn-key luxury!

Listed by Kimberly Ruiz of eXp 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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15 Saddle Lane Hanover MA 02339

Hanover, MA15 Saddle Lane

Price$1,789,000

Est. Mortgage: $/month

MLS Number 73502625

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,577

A striking custom Nantucket Colonial blending timeless coastal elegance with Hanover's serene pastoral setting. This 4,500 sq ft home offers 5 spacious bedrooms and 3.5 baths. The luxurious primary suite features a large walk-in closet and spa-like bath with double vanities, soaking tub, and steam shower. Additional bedrooms offer expansive closets, including two with a Jack & Jill bath and one with a private en suite. Light-filled interiors, refined craftsmanship, and French doors throughout create a seamless layout ideal for everyday living and entertaining. Enjoy a secluded, fenced backyard with an in-ground pool. Set in a boutique neighborhood overlooking picturesque horse farm views, this property is a nature and horse enthusiasts dream, offering rare privacy just minutes from dining, shopping, and major routes.

Listed by Nancy Wiley of Berkshire Hathaway HomeServices Verani Realty

$
$
%
$/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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180 Chestnut Street Duxbury MA 02332

Duxbury, MA180 Chestnut Street

Price$1,950,000

Est. Mortgage: $/month

MLS Number 73491266

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,440
  • High School Duxbury

If you are seeking space, privacy, and effortless living you have found your home. Set in one of Duxbury's most sought-after locations, just moments to Duxbury Bay and the heart of the village a rare combination of privacy and location. Expansive one-level living offering a seamless indoor-outdoor connection. Designed to capture the beauty of its surroundings, walls of glass overlook professionally landscaped grounds and a stunning in-ground pool, natural light fills this home throughout the day. A dramatic entry with cathedral ceiling sunken living room w/floor-to-ceiling brick fireplace, entertainment-sized kitchen opens to vaulted family room all thoughtfully connected leading to outdoor terraces and gardens.The home features four bedrooms, each with its own private bath, a spacious and secluded primary suite.The walk-out lower level adds exceptional flexibility with large recreation and mud rooms, full guest suite and or office. Pack your bags, you're home.

Listed by Liz Bone Team and Kristin J. Coppola of South Shore Sotheby's International 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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9 Juniper Circle Rockland MA 02370

Rockland, MA9 Juniper Circle

Price$330,000

Est. Mortgage: $/month

MLS Number 73452279

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,456

NEW PRICE!! Motivated Seller!! Welcome to this highly updated and desirable 3 bed 2 bath home located at the end of a quiet cul-de-sac in Leisurewoods-a premier 55+ community nestled in the heart of Rockland. Enjoy single-level living at its finest with spacious, well-designed rooms and countless updates throughout. New flooring throughout, new paint, newer solid wood ramp, whole house generator provides peace of mind, & brand new roof. This home offers exceptional comfort and convenience, featuring ample storage and two inviting outdoor areas perfect for entertaining or simply relaxing. Community fees include property taxes, curbside trash pickup, a courtesy van, and access to outstanding amenities such as the clubhouse with a function room, full kitchen, billiards, library, and a sparkling in-ground pool. Experience the perfect blend of privacy, community, and easy living in this beautiful Leisurewoods home. Home to be sold as-is. Some photos are digitally enhanced.

Listed by Kim Nguyen of Shore Real Estate 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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