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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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901 Randolph Avenue Milton MA 02186

Milton, MA901 Randolph Avenue

Price$2,150,000

Est. Mortgage: $/month

MLS Number 73500894

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

Welcome to 901 Randolph Avenue, a beautifully renovated estate set on over an acre overlooking Wollaston Country Club. Offering nearly 5,000 square feet of thoughtfully designed living space, this 4-bedroom, 3-bath home blends luxury, comfort, and functionality. The chef's kitchen features premium Thermador appliances, custom cabinetry, quartz countertops, and a stunning 12-foot island. Multiple living areas, three fireplaces, a dedicated office, gym space, and flexible bonus rooms provide room for every lifestyle. Step outside to your private backyard retreat featuring a in-ground pool, expansive Trex deck, outdoor grilling area, fire pit, and professional hardscaping. Recent updates include new windows, doors, HVAC, roof, flooring, Hardie Board siding, and designer finishes throughout. A rare opportunity to enjoy luxury living in one of Milton's most desirable locations.

Listed by Kimberly Ruiz of eXp Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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: 6.55% last updated on Jul 16, 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 3,200
  • 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: 6.55% last updated on Jul 16, 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.

Virtual TourSave 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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