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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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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

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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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 Millhouse Avenue Randolph MA 02368

Randolph, MA20 Millhouse Avenue

Price$609,999

Est. Mortgage: $/month

MLS Number 73521842

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,603

NEW PRICE! Tucked away on a quiet cul-de-sac, this beautifully maintained split-entry offers approximately 1,603 sq. ft. of total living area as measured by CubiCasa, including a finished walkout lower level-providing significantly more finished space than reflected in public records. With 3 bedrooms, 2 full baths, a heated attached 2-car garage, in-ground pool, screened porch, and fully fenced backyard, this move-in-ready home delivers exceptional indoor and outdoor living.The sun-filled main level features gleaming hardwood floors, central air, an updated kitchen with abundant cabinetry, and an open living and dining area centered around a cozy fireplace. Upstairs are three bedrooms and a full bath, including a spacious primary bedroom with a private balcony overlooking the backyard.The approximately 551 sq. ft. finished lower level adds tremendous flexibility with a spacious recreation room, full bath, pellet stove, and direct walkout access-ideal for a family room, home office, gym, guest space, or additional entertaining area.Outside, enjoy summer days by the in-ground pool, relax in the screened porch with electricity, or entertain in the private fenced yard. Additional features include solar panels, whole-house water filtration, updated mechanicals, and a heated garage.Explore the Matterport 3D tour and professional CubiCasa floor plans to fully appreciate the home's layout and finished living space. Convenient to shopping, restaurants, commuter rail, Route 24, and I-93. A rare combination of space, amenities, location, and value-come see everything 20 Millhouse Ave has to offer!

Listed by Juan Morales and Michael Tetreault of The Tate Team

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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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

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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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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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: 6.66% last updated on Aug 27, 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

MLS Number 73518390

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

Imagine summer days spent on the water, morning coffee with an ocean breeze, and evenings gathered with family and friends as the sun goes down. Welcome to 24 Holmes Avenue on Rocky Nook Point, where the ocean is truly part of everyday life. The neighborhood sits on a small peninsula of land on Kingston Bay where the Jones River meets the Atlantic Ocean. This inviting waterfront home offers direct ocean access, a private mooring opportunity*, beautiful water views, and an in-ground pool with patio and generous yard space for relaxing and entertaining. The expansive porch is a favorite gathering place, with ocean views in every direction and plenty of room to settle in and enjoy the view. Inside, the home offers 3 bedrooms, including a primary suite with private bath, along with new kitchen appliances. Owned and fully paid-off solar panels add another thoughtful benefit. Whether it's a quiet morning by the water, an afternoon in the pool, or a summer evening with the people you love, 24 Holmes Avenue is a place to slow down, enjoy the coast, and make lasting memories.

Listed by Melanie Lentini of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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: 6.66% last updated on Aug 27, 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$729,900

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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 Country Farm Road East Bridgewater MA 02333

MLS Number 73496642

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,309
  • High School East Bridgewater

SUN-SOAKED and move-in ready, this spacious Colonial in sought-after Country Farm Estates is packed with potential and ready for its next chapter! A welcoming front porch leads into a bright interior featuring hardwood floors, a granite and stainless-steel kitchen open to the dining room, flexible first-floor office or bedroom, separate laundry room, and a dramatic vaulted fireplaced family room with skylights overlooking the backyard and in-ground pool. Upstairs are 3 spacious bedrooms, including a generous primary suite with its own full bath. The partially finished basement offers bonus space and excellent storage. Outside, enjoy a private backyard oasis with an in-ground pool and plenty of room for relaxing, entertaining, and enjoying the warmer months ahead.

Listed by Haschig Homes Group and David Haschig of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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$1,750,000

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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$300,000

Est. Mortgage: $/month

MLS Number 73452279

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

Back on market and easy to show!! 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. Motivated seller!

Listed by Kim Nguyen of Shore Real Estate LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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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