South Shore Homes with In-Ground Pools

MLS Number 73588815

• Residential
• Bedrooms 3
• Bathroom 3
• Square Feet 2,925
• High School Rockland High

Classic character meets exceptional entertaining space in this distinctive Colonial. Original tin ceilings, custom millwork, hardwood floors, and dining room built-ins bring warmth throughout. The kitchen offers stone countertops, a gas range, and a peninsula opening to adjoining living space. A sitting room with a gas log stove, four-season room, and a spacious game room with a wet bar provide inviting places to gather. Upstairs, the generous primary suite features vaulted ceilings, a spacious closet, and a private bath, alongside two additional bedrooms and a home office. Enjoy an in-ground pool, hot tub, composite decking, and patio, with underground utilities and the rail trail nearby. The attached two-story barn/garage includes heated parking, workshop and storage areas, plus additional upstairs space offering possibilities for future expansion. With distinctive architectural details, versatile spaces, and an outdoor setting designed for entertaining, this home offers something special in every season.

Listed by Samuel Horton of Boston Connect Real Estate

MLS Number 73588533

• Residential
• Bedrooms 5
• Bathroom 4
• Square Feet 3,574

Welcome to 4 Stratford Lane- an exceptional 4 bedroom, 2.5 bath home privately situated on a wooded cul-de-sac in one of Easton’s premier neighborhoods! The main level offers a spacious family room with a gas fireplace, a stately formal dining room with French doors, a home office and hardwood floors throughout. The eat-in kitchen is complete with granite counters, a walk-in-pantry, first-floor laundry, and French doors leading to a bright 4-season room overlooking the beautiful inground pool. The primary suite features a private ensuite bath complete with a steam shower. This home includes A SEPARATE, SECONDARY SUITE with its own entrance that includes a bedroom, kitchen, dining/living area, and full bath—ideal for extended family or guests! Enjoy the charm of a quintessential wraparound porch complete with a swing, along with the convenience of a spacious two-car garage and irrigation throughout the property. The backyard is an entertainer’s dream, featuring an in-ground pool and a versatile shed/pool house equipped with a HALF BATH and finished flex space. A spacious two-level shed provides plenty of additional storage for all your needs! Situated on a 40,500 square foot lot PLUS an additional 16,117 square foot parcel known as 137 Allen Road, this lot has a grand total of 56,000+sqft. This home has been METICULOUSLY MAINTAINED and is a MUST SEE!

Listed by Denise Papagno and Alexa Weinstein of Coldwell Banker Realty - Easton

MLS Number 73588230

• Residential
• Bedrooms 3
• Bathroom 4
• Square Feet 3,352

SELLER FINANCING AVAILABLE! An opportunity to explore financing directly with the seller, with flexible terms and monthly payment options considered depending on the offer. Set on over 2 acres, this property offers space to spread out, inside and out. Enjoy an in-ground pool, a new Trex composite back deck and a garden area, with room to explore future possibilities, including a potential ADU, subject to buyer due diligence and applicable approvals. The approximately 3,300 SF home offers 3 bedrooms, 4 full baths and multiple living areas, giving everyone room to spend time together or enjoy space of their own. The flexible layout works well for hosting guests, working from home or having a separate spot to watch a movie and unwind. Ductless mini splits provide heating and cooling. Convenient to highways, shopping and restaurants, with nearby recreation at the Jack Medeiros Memorial Recreation Area, trails at Myles Standish State Forest and golf at Crosswinds. Plymouth’s downtown shops, waterfront restaurants and beaches offer even more to enjoy.

Listed by Alan Nguyen of Choose Boston,LLC

MLS Number 73585890

• Residential
• Bedrooms 3
• Bathroom 1
• Square Feet 1,728
• High School Canton Sr

Welcome to desirable 15 Trudy Terrace! This charming three-bedroom ranch offers comfortable single-level living with a bright, open floor plan. The spacious living room flows seamlessly into the kitchen, creating an inviting space for everyday living and entertaining. A standout family room features vaulted ceilings, recessed lighting, and a ceiling fan, providing the perfect place to relax and unwind.Beautiful hardwood floors have been newly refinished, and fresh paint throughout gives the home a crisp, move-in-ready feel. The lower level offers two additional bonus rooms, ideal for a home office, playroom, gym, or hobby space, along with plenty of storage.Step outside to a fully fenced backyard featuring an in-ground pool—perfect for summer entertaining and outdoor enjoyment. Conveniently located close to town, the commuter rail, shopping, dining, and everyday amenities. A wonderful opportunity to enjoy one-level living in a desirable location!

Listed by Britta Reissfelder Group and Britta S. Reissfelder of Coldwell Banker Realty - Canton

MLS Number 73585030

• Residential
• Bedrooms 4
• Bathroom 2
• Square Feet 2,304
• High School Pembroke High School

Welcome to 263 Edgewater Drive, a spacious 4-bedroom, 2-bath Garrison Colonial set in a desirable, established North Pembroke neighborhood. Built in 1984 and lovingly maintained by its original owner, this home offers plenty of room for everyday living and entertaining. The first floor features a living room, fireplaced family room, dining room, and updated kitchen with granite countertops and generous workspace. An inviting three-season room extends the living space and opens to a newer 18' x 12' deck overlooking the in-ground pool, perfect for summer gatherings, morning coffee, or relaxing at the end of the day. Hardwood floors, central air, updated windows and sliders, generously sized rooms and a two-car garage add to the home's appeal. Upstairs are four bedrooms and a full bath, while the walkout lower level includes finished space offering additional flexibility. A new septic system was installed in 2020. A new hot water tank was installed in July 2026. The pool liner was replaced five years ago. The pool will be closed for the season soon! Convenient to shopping, restaurants, schools and Route 3, this well-loved home offers space, location and a wonderful setting to make your own.

Listed by Linda MacDonald of Keller Williams Realty Colonial Partners

MLS Number 73584417

• Residential
• Bedrooms 4
• Bathroom 2
• Square Feet 3,112

Welcome home to the historic Captain Adams House, an elegant 3,112 sq. ft. antique residence set on 2.6 picturesque acres extending all the way to the Jones River. Rich in character and history, this distinctive property offers 4 spacious bedrooms, 2 full bathrooms, a living room, parlor/den, kitchen, private office, 5 fireplaces, custom built-ins, and period details throughout. A pottery studio in the basement provides additional space for creative pursuits. Outside, the expansive grounds are designed for both relaxation and entertaining, featuring a 40' x 20' in-ground pool, detached 2-story 2-car garage/barn, screened-in gazebo, pool house, wood shed, and an outdoor patio surrounded by established gardens filled with perennials, dogwoods, and Rose of Sharon. A private wooded path winds through the rear of the property to approximately 200 feet of frontage along the Jones River, creating a peaceful waterfront retreat. The detached garage/barn and home office at the rear of the house offer exciting possibilities for future customization, including potential ADU or investment opportunities, subject to applicable approvals. Another special feature is the property's memorial flagpole, dedicated by members of the community to the previous owners, after the loss of their son in 911. The home's history is equally remarkable. Jazz trombonist, vocalist, and bandleader Pee Wee Hunt purchased the property in 1956 following a career that spanned from the late 1920s through the 1950s. Earlier, Rev. Courtland Y. DeNormandie of First Parish Church purchased the home in 1872 with his wife from Nathaniel Adams, son of original owner Captain Charles Adams, who arranged for the home's construction. Offering historic character, substantial acreage, waterfront, recreational amenities, and tremendous potential, the Captain Adams House presents a rare opportunity to reimagine an exceptional property in one of Massachusetts' great historic communities.

Listed by John Westlund of Coldwell Banker Realty - Plymouth

MLS Number 73584412

• Residential
• Bedrooms 3
• Bathroom 3
• Square Feet 3,218

Welcome to this exceptional Cape Cod inspired residence, offering 3,218 square feet of thoughtfully designed living space on a private one-acre lot. Originally built in 2004, this home blends timeless architectural character with modern comfort and impressive amenities.This home offers plantation shutters & custom shades through out. The chef's kitchen is the heart of the home, featuring top-grade appliances, a double oven, stone countertops, abundant cabinetry, and a large center island that flows seamlessly into the spacious sitting and living areas. Decorative columns add architectural distinction while subtly defining the open-concept spaces. The inviting family room features a fireplace, while the elegant dining room provides the perfect setting for both formal entertaining and casual family gatherings. A separate living room offers a comfortable retreat, and a convenient half bath & Laundry area completes the main level. Perfect bonus room above the 2 car garage offers additional office space or additional family room area. Upstairs, three spacious bedrooms include a luxurious primary suite with its own fireplace, sitting area, walk-in closet, and spa-like bath featuring a double vanity, walk-in steam shower, and multi-head shower system. Step outside to your private backyard oasis, complete with professional landscaping, composite deck, patio, porch, heated in-ground pool, hot tub, built-in fire pit, dedicated outdoor dining area, and outdoor shower. Whether entertaining guests or enjoying a quiet evening at home, this property offers an exceptional combination of indoor elegance and outdoor enjoyment.The basement offers wood flooring and abundant potential for additional living space waiting to be finished, while the attached two-car garage provides ample storage, rubber finished flooring for easy maintenance & wiring for an electric car charger. Located in Marshfield, Plymouth County, this distinctive Massachusetts home offers a rare combination of privacy, luxury, and resort-style amenities in a highly sought-after South Shore community.

Listed by Stacey Ballerino of Real Broker MA,LLC

MLS Number 73576077

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 1,685

Welcome to 40 High Pine Drive, where thoughtful updates, flexible living space and a convenient Plymouth location come together. This 3-bedroom, 2-bath home has been refreshed with a beautiful new kitchen, fresh interior paint, new deck, updated banister, and new gutters and fascia-creating a move-in-ready foundation for its next chapter. The main level offers comfortable, light-filled living and dining spaces, while the lower level provides additional space and an exciting opportunity to customize to suit your lifestyle. Outside, enjoy nearly a half-acre of land and an in-ground pool area ready for a new owner's vision. Whether you envision creating a backyard retreat, entertaining space or simply enjoying the privacy of your own outdoor oasis, there is plenty of potential here. Beyond the property, enjoy all that Plymouth living has to offer-from beaches and boating to golf, trails, shopping, dining and the historic Plymouth waterfront. Spend days along the coast, explore nearby parks and recreation, or head downtown for waterfront dining, shops and year-round events. Convenient access to major routes makes it easy to enjoy both the South Shore and Cape Cod. A wonderful opportunity to enjoy a home with many of the major cosmetic updates already completed while still offering room to make it your own.

Listed by Susan Gillis of William Raveis R.E. & Homes Services

MLS Number 73581897

• Residential
• Bedrooms 4
• Bathroom 3
• Square Feet 2,994

Your own private sanctuary awaits! Hidden from the road and surrounded by 6.34 wooded acres, this distinctive contemporary offers the rare combination of privacy, space and a resort-inspired backyard designed for unforgettable staycations and entertaining. Spend summer days beside the in-ground pool, gather on the patio or beautiful composite decks overlooking nature's beauty, and enjoy the peace of a setting that feels worlds away. Inside, natural light pours through skylights and soaring vaulted ceilings, creating a dramatic yet inviting living room centered around a Vermont Castings wood stove. The updated kitchen features granite countertops, upgraded cabinetry and beautiful rosewood floors, while the family room, dining room and Four Seasons sunroom provide room to relax, entertain and enjoy the surrounding views. Two primary bedrooms-one on each level, the main level has a newly renovated private bath-offer exceptional flexibility for multigenerational living, guests or convenient main-level living. Three generously sized bedrooms are located upstairs, including one with a cedar closet. Hardwood floors, an impressive circular staircase with oak treads, first-floor laundry, multi-zone heat, whole-house fan, security system and attached two-car garage add comfort and character. With interior and exterior access, the massive unfinished basement presents tremendous potential for expanded living space, a home gym, studio, recreation rooms or possible ADU or multigenerational suite, subject to town approval. All this in desirable Easton, with convenient access to shopping, dining, major commuter routes and the Mansfield commuter rail, plus local favorites including Borderland State Park, Sheep Pasture, golf courses and the historic charm of North Easton. This is more than a home-it is a private retreat and lifestyle unlike anything else on the market!

Listed by Kimberly Gravel of Conway - Mansfield

MLS Number 73581598

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

Come take a fresh look at 901 Randolph Ave. At its new price, this beautifully updated Milton home offers an exceptional combination of space, lifestyle and value. Inside, you'll find a truly move-in-ready home with a beautifully updated kitchen featuring a 12-foot island, quartz countertops, Thermador appliances and an open floor plan. All three full baths have been fully renovated. Outside, extensive improvements include new windows, siding, garage doors and roof. But what truly sets this property apart is what awaits out back: more than an acre of land, a gorgeous deck, in-ground pool, built-in outdoor kitchen and a spectacular setting overlooking the 12th hole of Wollaston. Whether entertaining a crowd, spending summer afternoons by the pool or simply enjoying the view, this is a backyard designed to be enjoyed. With 4,772 SF and nothing left to do, this home offers an opportunity that deserves another look. The main-road location is balanced by a remarkably private backyard retreat, where the pool, outdoor kitchen and sweeping views of Wollaston create something truly special.

Listed by Beth Rooney and Kimberly Ruiz of eXp Realty LLC - Corporate Office

MLS Number 73581201

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 1,964
• High School Braintree

The perfect opportunity to make new memories in one of Braintree's most sought-after neighborhoods. For decades, one family taught their children to ride bikes, walked them to Liberty Elementary and then South Middle School, and now the time has come for a new beginning. With cascading light throughout, each room has great energy and is conducive to a growing family. The private backyard is truly an oasis, featuring an in-ground pool perfect for relaxing, entertaining, and enjoying warm summer days. Set up a swing set in your fenced in backyard and watch from the kitchen window as baby steps become cartwheels. Features include 3+ bedrooms, 2 full bathrooms, tons of living space, gleaming hardwood floors, stainless steel appliances, lots of closets, cabinets, bonus rooms in the lower level and a two car garage. Nestled in on a quiet street, within a mile from the Red Line, Routes 3, 24 and 128. Stop by today and bring your ideas for this wonderful home's next chapter.

Listed by Dino Confalone of Gibson Sotheby's International Realty