Massachusetts Homes for Sale with Private Pool

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  /10

  $995,000

  • 4 Beds
  • 3 Baths
  • 2,370 Sq Ft

  19 Harvest Ln, Hingham, MA 02043

  Lovely 2,370 sq ft home with open foyer, high ceilings, hardwood floors and abundant natural light. The oversized living room with fireplace flows into a formal dining room. Adjacent to the large kitchen is a bright spacious family room with a fireplace. The kitchen slider opens to a screened porch overlooking the in-ground pool, deck and private yard. The lower level includes a full bath,

  Darin Thompson Stuart St James, Inc.

  19 Harvest Ln, Hingham, MA 02043
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  /23

  $2,750,000

  • 7 Beds
  • 4.5 Baths
  • 5,306 Sq Ft

  372 Ocean Ave, Marblehead, MA 01945

  Historic Elegance Meets Modern Luxury on Marblehead Neck. Set along prestigious Ocean Avenue, directly across from iconic Castle Rock, this magnificent 1880 Gambrel blends timeless character with thoughtful modern updates. Lovingly held by the same family for generations, the home has been expanded to offer over 5,300 square feet of gracious living space, featuring 7 bedrooms and 4.5 baths, plus

  Paul Whaley Coldwell Banker Realty - Boston

  372 Ocean Ave, Marblehead, MA 01945
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  /37

  $529,000

  • 5 Beds
  • 2.5 Baths
  • 1,976 Sq Ft

  15 Briarwood Rd, Rutland, MA 01543

  Welcome Home! If you’ve been searching for more space, this may be the perfect fit. This spacious home offers room for everyone and a flexible layout ideal for today’s lifestyle. The main level features a bright living room with a cozy wood-burning fireplace, formal dining room, full bathroom, and a versatile fifth bedroom perfect for a home office or guest space. Hardwood floors run throughout

  Leonidas Dosreis Property Investors & Advisors, LLC

  15 Briarwood Rd, Rutland, MA 01543
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  /32

  $9,500,000

  • 7 Beds
  • 8 Baths
  • 9,500 Sq Ft

  355 Buckminster Rd, Brookline, MA 02445

  Magnificent estate on one of Brookline’s most beautiful residential streets, blending timeless architecture with modern luxury. Expansive first floor features elegant period details, grand entertaining rooms, an impressive foyer, custom chef’s kitchen, and spacious family room, with a covered porch and large deck extending the living space outdoors. The home offers a palatial primary suite with

  Samantha Stumpo Serhant

  355 Buckminster Rd, Brookline, MA 02445
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  /39

  $625,000

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  24 Starlight Dr, Marstons Mills, MA 02648

  Discover the perfect blend of coastal charm and modern convenience in this 3 bedroom, 2 bath ranch situated on a level 1/2-acre lot in Marston Mills. From the moment you arrive, the manicured grounds and peaceful atmosphere welcome you home. The heart of the house is an impeccably updated kitchen, featuring contemporary finishes and a thoughtful layout that flows seamlessly to the living area

  Derouen Levinson Group Keller Williams Realty

  24 Starlight Dr, Marstons Mills, MA 02648
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  /24

  $240,000

  • 1 Bed
  • 1 Bath
  • 305 Sq Ft

  132 Shore Rd Unit 7, Truro, MA 02652

  Welcome to 132 Shore Road, Unit 7, in beautiful North Truro! This Braemar condo has been tastefully renovated with new kitchen and upgraded cabinetry, modern flooring, and fresh paint. The open layout creates a comfortable and inviting atmosphere. Fantastic amenities include a large outdoor pool, laundry for owners, and storage cage. A new slider opens to a deck for lounging, with a sweeping lawn

  Sherri Simms Christie's International Real Estate Atlantic Brokerage

  132 Shore Rd Unit 7, Truro, MA 02652
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  /42

  $719,900

  • 3 Beds
  • 2 Baths
  • 2,403 Sq Ft

  16 Brigham Rd, Paxton, MA 01612

  Rich in timeless character, this Iconic farmhouse backs up to Moore state park. Offers 3 acres of scenic views. The first floor has a family room overlooking a patio with beautiful gardens and breathtaking landscaping. It flows into the laundry room with a pellet stove. Kitchen is filled with an abundance of cabinets . Center Island and ss appliances. Main bedroom, dining room, living room have

  Pamela Kelley Janice Mitchell R.E., Inc

  16 Brigham Rd, Paxton, MA 01612
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  /42

  $2,725,000

  $75K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,936 Sq Ft

  171 Pine Hill Rd, Westport, MA 02790

  Welcome to Stone Pony Gardens, a stunning 2 parcel lot consisting of a 24.5-acre estate set on Everett Cove Point on the Westport River, offering rare privacy and a potential buildable lot. This beautifully designed home features over 2,600 SF of living space with high-end finishes throughout. Home features 4 bedrooms, 2 full and 2 half baths, exceptional entertaining spaces, sunroom and a bonus

  Jennifer DaPonte Keller Williams Coastal

  171 Pine Hill Rd, Westport, MA 02790
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  /42

  $360,000

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  101 Frontenac St, Chicopee, MA 01020

  Impeccable 4-bedroom Cape offering a flexible & inviting floor plan designed for comfortable living & exceptional entertaining! This move-in condition home features an open layout w/ a remodeled kitchen, granite countertops, & wonderful flow into the dining area & large living room addition. Sliders open to an newer composite deck w/awnings, creating the perfect indoor-outdoor lifestyle for

  Paris A. Morley Skye Mountain Realty, Inc.

  101 Frontenac St, Chicopee, MA 01020
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  /39

  $998,000

  • 3 Beds
  • 2.5 Baths
  • 3,237 Sq Ft

  179 South St, Upton, MA 01568

  Magnificent and truly one-of-a-kind, this privately set Mid-Atlantic–style custom estate spans 5+ acres of landscaped grounds, featuring perennial gardens, mature plantings, and handcrafted stone walls. Meticulously maintained with a new septic system and water filtration, the home blends timeless elegance with modern updates. The fireplaced kitchen offers granite countertops, a custom wood

  Rich Hills Media Realty Group Inc.

  179 South St, Upton, MA 01568
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  /42

  $720,000

  $30K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 2,556 Sq Ft

  154 Dudley Oxford Rd, Dudley, MA 01571

  Spacious and beautifully updated, this impressive 5-bedroom with 1st floor bedroom, 4 full bath home offers the perfect combination of comfort, style, and outdoor living. Room above garage could be a Bonus room,Teen Suite or Primary Suite! Featuring recessed lighting & hardwood flooring throughout every room on main level. The interior feels bright, modern, and welcoming. A New Roof adds peace of

  Lori Berry The Neighborhood Realty Group

  154 Dudley Oxford Rd, Dudley, MA 01571
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  /42

  $575,000

  • 3 Beds
  • 2 Baths
  • 2,134 Sq Ft

  194 Grove Ave, Somerset, MA 02726

  Beautifully maintained one-level home blending warmth, character, and thoughtful updates throughout. Offering 3 bedrooms and 2 full bathrooms, this home features a spacious and functional layout ideal for everyday living and entertaining. The updated kitchen offers modern finishes, ample cabinetry, and an open flow into the main living areas. Updated bathrooms include tasteful finishes and a

  Alycia Almeida Marble House Realty, Inc.

  194 Grove Ave, Somerset, MA 02726
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  /37

  $675,000

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 3,462 Sq Ft

  235 James St, Ludlow, MA 01056

  Storybook charm meets standout design in this one of a kind home featuring a striking turret and custom winding staircase. This home offers 3 beds, 2 baths, a showstopper backyard with an inground pool, plus an open concept living space with tons of flexibility. Upgrades include roof, ac, floors, windows, siding, solar, etc, too many to name! Enter to find a gorgeous vaulted family room with a

  Stephanie Lachapelle Compass

  235 James St, Ludlow, MA 01056
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  /41

  $779,900

  • 3 Beds
  • 2.5 Baths
  • 4,480 Sq Ft

  13 Bow Dr, Acushnet, MA 02743

  Wonderful location for this spacious Gambrel home offering an incredible floor plan designed for entertaining & comfort. The stunning family room features cathedral ceilings, skylights, beautiful mantel, & pellet stove, flowing seamlessly into the spacious kitchen & out to the deck overlooking the above-ground pool. With over 3,000 sq ft plus finished basement space, this home offers exceptional

  Sherrell Prefontaine Conway - Mansfield

  13 Bow Dr, Acushnet, MA 02743
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  /36

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,585 Sq Ft

  153 Hickory Hill Cir, Osterville, MA 02655

  This 4 bedroom home, nestled in one of Osterville's most coveted neighborhoods, is perfect for both relaxation and entertaining, offering a blend of comfort and space for creating unforgettable memories. The fantastic layout connects the sun-filled living room, kitchen, and dining area, with a slider leading to a deck featuring an awning for shade. There's also a spacious family room with gas

  Amanda Kundel Kinlin Grover Compass

  153 Hickory Hill Cir, Osterville, MA 02655
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  /38

  $500,000

  • 3 Beds
  • 2 Baths
  • 1,864 Sq Ft

  609 Willard St, Leominster, MA 01453

  Charming 3-bedroom, 2-bath Cape located on a well-maintained lot in Leominster. This home offers a flexible layout with spacious living areas, abundant natural light, and classic character throughout. Skylights in the bedrooms and master bathroom bring in great natural light, while mini splits in the living room and bedroom provide year-round comfort. Enjoy summer days in the inground pool with

  Yuri Beato RE/MAX Diverse

  609 Willard St, Leominster, MA 01453
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  /22

  $489,900

  • 5 Beds
  • 1 Bath
  • 1,614 Sq Ft

  48 Irene St, New Bedford, MA 02745

  Welcome to 48 Irene st , when you enter this home it has a great open layout with hardwood floors throughout, two bedrooms and one bathroom on the main level and the slider leads to the deck that over looks the inground pool . Head down to the lower level and theres an additional three bedrooms all newly carpeted and a storage area with laundry hookups .

  Ronald Oliveira RE/MAX Vantage

  48 Irene St, New Bedford, MA 02745
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  /27

  $799,900

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft

  51 James St, Tewksbury, MA 01876

  Don’t miss this rare opportunity to own a two-family home in desirable Tewksbury, set on nearly 2 acres of land abutting conservation area. This property features a detached two-car garage, a spacious driveway accommodating up to six vehicles, and a partially finished basement with a full bathroom offering added flexibility.Both units offer hardwood flooring, gas heating, and two bedrooms. Enjoy

  Marcos Doliver Prime Choice Real Estate

  51 James St, Tewksbury, MA 01876
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  /39

  $23,000,000

  • 9 Beds
  • 14 Baths
  • 18,000 Sq Ft

  100 Patten Ln, Duxbury, MA 02332

  Goose Point Estate-This stunning 15-acre waterfront estate in Duxbury offers an unparalleled blend of natural beauty and luxurious amenities. The property features a spacious main house with sweeping views of the water, complemented by a charming dock house and private pier equipped with five moorings & 600 ft of water frontage-ideal for boating enthusiasts. A well designed barn includes a fully

  Joanna Dresser LandVest, Inc.

  100 Patten Ln, Duxbury, MA 02332
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  /30

  $880,000

  $49K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 2,330 Sq Ft

  42 Cliffside Dr Unit 42, Plymouth, MA 02360

  Discover the ultimate in country club living at White Cliffs, where breathtaking water views and luxurious amenities elevate your lifestyle. Tee off on the renowned Gary Player golf course, then unwind with a swim in the year-round heated pool, or enjoy a delicious meal at the private clubhouse restaurant. Play on pristine Har-Tru tennis courts, stay fit in the modern gym, and stroll along the

  Jean Cohen Engel & Völkers , South Shore

  42 Cliffside Dr Unit 42, Plymouth, MA 02360
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  /66

  $1,950,000

  • 5 Beds
  • 4 Baths
  • 3,404 Sq Ft

  415 Brewer Branch Rd, New Marlborough, MA 01259

  Set on 21.5 acres at the end of a long, winding private drive, this extraordinary residence is a true architectural gem--where art, landscape, and modern living converge. Originally designed by Robert McMahon and built by Lou Boxer and later reimagined through a contemporary project by Deborah Reiser of the award-winning RUR Architecture with Hird Design and Construction as the builder, the home

  Sheila Thunfors STONE HOUSE PROPERTIES, LLC

  415 Brewer Branch Rd, New Marlborough, MA 01259
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  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 3,239 Sq Ft

  8 Telegraph Hill Rd, Sandwich, MA 02563

  Welcome to this spacious Colonial located on a quiet dead-end road in the desirable Heritage Hills neighborhood of Sandwich. Offering 4 bedrooms, 3 full baths, and 1 half bath, this home features a flexible floor plan with a full finished walk-out basement ideal for extended living space, guests, or recreation. An attached 2-car garage provides added convenience and storage.Set on .96 private

  Susan Sullivan Realty Consultants of Cape Cod

  8 Telegraph Hill Rd, Sandwich, MA 02563
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  /33

  $1,999,999

  $300K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 5,422 Sq Ft

  2 Open Space Dr, Sandwich, MA 02563

  Nestled within the exclusive gated community of The Ridge Club, this spectacular 4-bedroom estate offers a rare blend of elegance and resort-style living. From the quintessential farmer's porch, enter an expansive foyer with soaring ceilings and hardwoods that flow throughout the main level. The sun-drenched living room, anchored by a cozy gas fireplace, features French doors that frame views of

  Mark Thompson New Seabury Sotheby's International Realty

  2 Open Space Dr, Sandwich, MA 02563
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  /37

  $249,900

  • 2 Beds
  • 1.5 Baths
  • 1,216 Sq Ft

  540 Granby Rd Unit 67, South Hadley, MA 01075

  This nicely appointed Townhouse is move-in ready with 2 bedrooms, 1.5 baths and a large private deck overlooking a serene wooded area. Freshly painted with new flooring, drywall, ceiling fans, and a completely renovated bathroom on the upper level, this unit is move-in ready! New replacement windows throughout the Townhouse are a major update. The first floor offers a half bath, a large open

  Kathleen Zeamer 5 College REALTORS®

  540 Granby Rd Unit 67, South Hadley, MA 01075
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  /39

  $6,975,000

  $975K PRICE DROP

  • 31 Beds
  • 29 Baths
  • 33,000 Sq Ft

  110 Valley Rd, Plymouth, MA 02360

  Welcome to Camp Bournedale!!! Great opportunity for year round camps/sports/weddings/VA camp (The function hall & cabins are Approved for 190 guests!). Potential of 17 lot condo/VA housing (15 cabins, 2 homes, 9900 sf function hall). This camp started in 1929 and has been under the watchful eye of its current management since 1939. The property has approximately 7.25 acres of land and is located

  John Volpe William Raveis R.E. & Home Services

  110 Valley Rd, Plymouth, MA 02360
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  /42

  $850,000

  $25K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,584 Sq Ft

  58 Minehan Ln, Marlborough, MA 01752

  Sun-filled, renovated, oversized home abutting approximately 650 acres of protected land with miles of trails, creating a private nature retreat. Set well back from the road in sought-after East Marlborough, this property offers privacy, usable acreage, and exceptional outdoor living with a 3-season porch, deck, heated in-ground pool and hot tub. Updated kitchen features quartz counters, subway

  The Tom And Joanne Team Gibson Sotheby's International Realty

  58 Minehan Ln, Marlborough, MA 01752
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  /41

  $2,225,000

  • 4 Beds
  • 6 Baths
  • 3,712 Sq Ft

  12 Beatty Ln, South Easton, MA 02375

  A rare offering of extraordinary scale and privacy, this one-of-a-kind equestrian estate spans over five meticulously curated acres at the end of a quiet dead-end street. A long gravel driveway extends beyond the home to a private sanctuary featuring a heated pool and combined pool house/barn with full bath, four interior stalls, two exterior stalls, and ADU or guest house potential. The grounds

  Emily Haddad Compass

  12 Beatty Ln, South Easton, MA 02375
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  /53

  $725,000

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft

  51 Jamie's Path, Plymouth, MA 02360

  Tucked away at the end of a peaceful, tree-lined street in Plymouth, this move-in ready home offers the perfect blend of privacy, comfort, and family-friendly living close to schools and shopping. Enjoy a quiet coffee on the front porch, or entertain in your private backyard with a spacious deck, in ground pool, and half basketball court.Inside, the first floor features a bright open-concept

  INSPIRE Team Keller Williams Realty

  51 Jamie's Path, Plymouth, MA 02360
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  /29

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  11 Stoney Brook Ln, South Dartmouth, MA 02748

  WATERFRONT!! Located on a picturesque dead end street with upper harbor views....Welcome to this Acorn Deck house situated on almost an acre of land. This modern style home offers 3 bedrooms, 2 baths and a fireplaced living and dining room overlooking your in-ground pool. Recently renovated, (2021), kitchen. Primary bedroom, laundry area, full bath and wet bar complete the first floor. The second

  Maureen Gardner Robert H. Gardner, Inc.

  11 Stoney Brook Ln, South Dartmouth, MA 02748
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  /40

  $800,000

  • 3 Beds
  • 3 Baths
  • 2,198 Sq Ft

  26 Portico Way Unit 26, Plymouth, MA 02360

  Picture Perfect charming Portico C style home located in Greengate at The Pinehills. Village location in a private setting overlooking trees in the front of the home with an enclosed paved spacious courtyard. Enjoy gleaming hardwood flooring in this beautiful open floor plan home. Kitchen features extended cabinets, newer granite counters, large island, pantry & stainless appliances. This lovely

  Pinehills Resale Team Pinehills Brokerage Services LLC

  26 Portico Way Unit 26, Plymouth, MA 02360
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  /27

  $10,900,000

  • 7 Beds
  • 7.5 Baths
  • 6,999 Sq Ft

  75 Winsor Rd, Bourne, MA 02559

  Rocky Island blends classic Cape charm with contemporary style. Fully renovated in 2014, this sun-drenched 7-bedroom, 8-bath home features designer finishes throughout, including custom impact glass and all new service connections (fiber, electric, water, gas). Connected to the mainland by a wooden bridge, the island offers exceptional privacy with effortless access. Sandy beachfront, seasonal

  Stewart Young LandVest, Inc.

  75 Winsor Rd, Bourne, MA 02559
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  /67

  $2,795,000

  • 4 Beds
  • 3.5 Baths
  • 5,035 Sq Ft

  2 Monomoy Ln, Orleans, MA 02653

  Modern Luxury Meets Coastal Charm in Orleans, Cape CodWelcome to an exclusive enclave of four newly constructed luxury homes in the heart of South Orleans, where timeless coastal charm meets sophisticated modern design. Nestled in a picturesque setting, each residence in this subdivision offers refined elegance, premium finishes, and a private pool--creating a sanctuary perfect for both

  LUXRECapeCod Gibson Sotheby's International Realty

  2 Monomoy Ln, Orleans, MA 02653
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  /92

  $4,799,999

  New Construction

  • 5 Beds
  • 8 Baths
  • 5,700 Sq Ft

  63 Kescayogansett Rd, Orleans, MA 02653

  This magnificent new Eastward home in Orleans' beloved Mayflower Point Association will be completed for Summer 2026. Sited privately on 1.4 acres of gracious lawn enveloped by native flora, the home epitomizes Eastward's commitment to luxurious detail and a classic New England aesthetic. 5700 sq ft finished over three levels with multiple gathering spaces. The coffered-ceiling great room beckons

  Jeff Cusack Cove Road Real Estate

  63 Kescayogansett Rd, Orleans, MA 02653
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  /42

  $700,000

  • 4 Beds
  • 3 Baths
  • 2,738 Sq Ft

  53 Highland Ln, West Springfield, MA 01089

  Experience comfort, style, and endless entertaining possibilities in this spacious home designed for modern living and feeling like you are on vacation all at the same time. A welcoming foyer opens to a dedicated office with direct access to the covered patio and heated in-ground pool area, creating the perfect indoor-outdoor flow. The first floor also features a dining room, open-concept kitchen

  Karolina Podolska Naples Realty Group

  53 Highland Ln, West Springfield, MA 01089
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  /28

  $509,000

  • 2 Beds
  • 2 Baths
  • 1,371 Sq Ft

  20 N Stone Mill Dr Unit 1026, Dedham, MA 02026

  Nestled alongside the scenic Mother Brook Canal, this distinctive residence offers a tranquil, serene lifestyle in a highly sought-after setting. The two-bedroom, two-bathroom END unit is ideally positioned to capture picturesque river views and the beauty of a stunning waterfall. Inside, you’ll find high ceilings, oversized windows that fill the space with natural light, and a thoughtfully

  Maureen Johnson Coldwell Banker Realty - Weston

  20 N Stone Mill Dr Unit 1026, Dedham, MA 02026
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  /40

  $749,900

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,566 Sq Ft

  38 Oakland St, Medway, MA 02053

  Set gracefully on a beautiful, private lot, this sprawling 10-room Cape offers the perfect blend of space, character, and opportunity. From the moment you arrive, the home’s classic curb appeal is enhanced by a brand-new architectural roof, complete with a transferable warranty—providing both peace of mind & long-term value. Inside, you’ll find a thoughtfully designed layout with generous living

  Al Rao Berkshire Hathaway Home Services Commonwealth Real Estate

  38 Oakland St, Medway, MA 02053
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  /30

  $525,000

  • 2 Beds
  • 2 Baths
  • 1,199 Sq Ft

  49 Greenhill Ave, Attleboro, MA 02703

  Charming and move-in ready, this 2-bed, 2-bath ranch is tucked away on a quiet residential side street. This was originally a 3 bedroom but a wall was removed to make it a 2 bedroom(could easily be put back). Enjoy easy single-level living with a spacious layout featuring a cozy living room with hardwood floors and a classic stone fireplace(chimney liner replaced in 2024). Stay comfortable

  Karyn McMahon Keller Williams Realty

  49 Greenhill Ave, Attleboro, MA 02703
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  /29

  $2,795,000

  • 4 Beds
  • 4.5 Baths
  • 4,319 Sq Ft

  18 Middlesex St, Winchester, MA 01890

  This extraordinary European-inspired villa delivers the ambiance of a Tuscan retreat just 8 miles from Boston. Masterfully crafted with a blend of timeless elegance and modern design. A magnificent curved staircase welcomes you into the foyer, leading to sophisticated yet inviting spaces designed for everyday comfort and entertaining. At the heart of the home is a designer chef’s kitchen

  Tina Natale Luxury Living Real Estate

  18 Middlesex St, Winchester, MA 01890
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  /21

  $1,950,000

  • 4 Beds
  • 2.5 Baths
  • 3,816 Sq Ft

  9 Manor Way, Cohasset, MA 02025

  Enjoy the ultimate indoor-outdoor lifestyle in this beautiful custom-built home, ideally sited at the end of a vibrant neighborhood, just over a mile to Cohasset Village. Designed for today’s living, the open and airy floor plan features soaring ceilings and walls of windows that seamlessly connect to a screened porch and expansive deck overlooking more than 10 acres of conservation land.

  Betsy Cornell Corcoran Property Advisors

  9 Manor Way, Cohasset, MA 02025
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  /42

  $1,800,000

  Open Sat 12PM - 2PM

  • 4 Beds
  • 5 Baths
  • 4,400 Sq Ft

  908 Main St, Norwell, MA 02061

  Tucked behind a canopy of mature trees on 1.37 private acres, this stunning Cape Cod rambler delivers the space, style, and substance today's discerning buyer demands. With 4,400 sq. ft. of thoughtfully designed living space, 4 bedrooms, and 5 full baths, this home lives large — and the upgrades list is exceptional. The chef's kitchen anchors the main level, featuring a professional Wolf range

  Jim Aldred Keller Williams Realty Signature Properties

  908 Main St, Norwell, MA 02061

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