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Luxury Homes for Sale in Plymouth, MA

Plymouth, MA offers a wide range of luxury homes, from coastal retreats to expansive properties with modern upgrades and premium finishes. Many listings feature spacious layouts, refined design elements, and access to beaches, golf courses, walking trails, and local amenities. The community’s historic character, waterfront advantages, and convenient location near major routes make it appealing for those seeking elevated living with versatile lifestyle options. Contact Lindo Realty Group for expert market guidance, or create an account to save searches and receive listing alerts.

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17 Saddleback Plymouth MA 02360

Plymouth, MA17 Saddleback, Pinehills

Price$1,150,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73525161

  • Residential
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 3,576

Welcome to 17 Saddleback, a "Bayhill" masterpiece tucked at the end of the street a short ride to the Village Green. This property has been transformed. The moment you step in, the open floor plan pulls you toward a kitchen that will inspire your inner chef. You'll find upgraded appliances, a gorgeous farmer's sink, and expanded cabinets that flow into a built-in wine fridge. The living room brings a touch of Tuscan warmth with an accent wall that makes the space feel cozy and sophisticated. When you're ready to unwind, the primary suite is a sanctuary, complete with a massive walk-in closet and a spa like ensuite. The main level is rounded out by an office, a comfortable guest room and adjacent bath. Downstairs, the walk-out lower level is an entertainer's dream, featuring a large bonus room, a bar, putting green and two rooms perfect for extended stay guests. Finally, step out back to the brand-new patio. It's the ultimate spot to kick back with a morning coffee under the pines!

Listed by Seagate Properties, Shawn Costa and Leon Lopes of Compass

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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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11 Winding Way Plymouth MA 02360
Under Agreement

MLS Number 73525078

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,813
  • High School Pcns

Beautiful custom Garrison in sought-after Chiltonville offering 5 bedrooms, 3 full and 2 half baths with over 3,800 sq ft on a private .58-acre lot. A dramatic cathedral foyer welcomes you inside, leading to spacious formal living and dining rooms, a charming sunroom, and a warm, inviting family room with fireplace. This updated home features a stunning custom kitchen with new appliances, renovated baths, and new flooring. Other upgrades include windows and sliders, newly installed HVAC and hardscape. Also includes a first-floor office, and luxurious primary suite. Outdoor oasis features hardscape patios, professional landscaping, and in-ground pool with new liner and equipment. Mudroom entry from the attached 2-car garage. Upstairs, you'll find five generously sized bedrooms including a spectacular primary suite complete with dressing room, walk-in closet, and full bath. Convenient to beaches, golf, shopping, and downtown Plymouth.

Listed by Kevin Lewis and Daniel Arnao of Coldwell Banker Realty - Hingham

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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47 Clifford Road Plymouth MA 02360

Plymouth, MA47 Clifford Road

Price$1,375,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73524516

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,199

Nestled in the heart of Plymouth's highly sought-after Chiltonville neighborhood, 47 Clifford Road is a rare offering-an extraordinary circa-1750 riverfront estate that blends historic New England charm with modern comfort. This charming 5-bed, 2.5-bath Gambrel home features wide-pine floors, multiple fireplaces, and flexible living spaces filled with historic character. Set on 2.3+ acres enjoy serene views of the scenic Eel River, rolling lawns, mature plantings this property provides a rare blend of privacy and charm just minutes from downtown Plymouth, beaches, and Route 3 for easy commuting.A standout feature is the spacious detached multi-vehicle garage with a full second story-perfect for storage, a workshop, or future expansion. With 6+parking spaces and classic wood-shingle exterior, the property maintains its historic character while offering modern convenience.First showings Open house

Listed by Tara Iula D'Angelo of Coldwell Banker Realty - Duxbury

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$
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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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11 Kevin Avenue Plymouth MA 02360

Plymouth, MA11 Kevin Avenue

Price$1,275,000

Est. Mortgage: $/month

MLS Number 73523788

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,599

Perched above White Horse Beach with sweeping views of the Atlantic, this home delivers the lifestyle buyers dream about. Designed to capture the horizon from every level, this home features soaring 10-foot ceilings on the first floor, filling the living space with light and enhancing the expansive water views on the levels above. Outdoor living is exceptional, with a farmer's porch, beautiful stonework, a spacious patio, outdoor bar, and three separate decks, including one off the main level, a private deck off the primary suite, and a third-floor deck adjoining a bar and pool room with elevated panoramic views. The fully finished lower level offers flexible space for entertaining or extended stays, and your guests will thank you. The property is perfect for hosting summer gatherings or enjoying quiet mornings overlooking the Atlantic, this property offers a rare opportunity to own a true White Horse Beach retreat in one of Plymouth's most sought-after seaside neighborhood.

Listed by Julie Gallant & Jack Murphy Team and Jack Murphy of Plymouth Village,Inc.

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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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 Morning Stroll Plymouth MA 02360
Price Changed

MLS Number 73523322

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,389

Rare opportunity for a brand new home w/garage space for 3 vehicles, steps to all amenities of the Village Green at The Pinehills! Built by Barefoot Cottage Company, this last "flex" open floor plan home in popular Summerhouse Cottages features first floor home office, primary suite w/luxurious bath, first floor laundry, half bath, luxury wide plank flooring & gas fireplace! Vaulted custom channel gap ceiling in gourmet kitchen w/quartz countertops & island perfect for entertaining! 2 additional bedrooms, full bath & loft on second floor w/ample custom closets. Covered porch off dining area & front covered porch, plus beautiful landscaped stairs to rear yard. Lower level walkout offers endless possibilities w/separate street entrance & third garage-can be finished as additional independent living space for in-law, boomerang kid, or more! Love where you live & walk to morning coffee, afternoon gelato or evening craft brew at the beer garden! Some photos virtua

Listed by Andrea Suba of Pinehills Brokerage Services LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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87 Kestrel Heights Plymouth MA 02360
Under Agreement

MLS Number 73521329

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,442
  • High School Plymouth

Spectacular location, one of the last three new homes at Owls Nest Preserve. Still time to make interior design selections! The popular two story Winchester style home features three bedrooms, three bathrooms, soaring ceilings and more. From the two story foyer to the large kitchen with center island, open to the fireplaced great room including 18' ceilings, and a gas fireplace. Step through a glass door to the included screened deck with serene treed views and stairs to the rear yard. The luxurious first floor primary bedroom suite includes a light filled bathroom with a large walk in shower, dual sink vanity, linen and walk in closets. Also located on the main level, a secondary bedroom, private office, and laundry room. The second floor features privacy for guests with an additional bedroom, bathroom, loft and finished storage. Work with our team of professionals to choose from today's popular finishes, security, home automation and outdoor living

Listed by Christine Sweeney and Amy Heinrichs of Toll Brothers Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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 Jul 30, 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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42 Poet's Corner Plymouth MA 02360
Under Agreement

MLS Number 73517568

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,508

Stunning Custom Cottage in The Pinehills with first-floor primary suite has it all. Built by the highly reputable MacKenzie Brothers, every detail was thoughtfully considered. The inviting living room, with hardwood floors, a gas fireplace and built-in cabinets, opens to the dining room and gourmet kitchen, with quartz island, tile backsplash, stainless appliances, wall oven and hood. All overlook the welcoming front porch and park, and side patio. There is an office/den, mud room and laundry room with a built-in sink for convenience. The primary bedroom suite has a walk-in closet and built ins, a double vanity and a large shower all located on the first floor. The hardwood stairs take you to the second floor with large loft, 2 guest bedrooms and full bath. The exterior has Hardie Board siding for minimal maintenance. All located on a lovely neighborhood pocket park with walking trails to enjoy! HOA includes the Stonebridge Club amenities.

Listed by Pinehills Resale team, Karin Lynne Cruz Bianchi and Susan Sorrento of Pinehills Brokerage Services LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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106 Rocky Hill Road Plymouth MA 02360

Plymouth, MA106 Rocky Hill Road

Price$1,200,000

Est. Mortgage: $/month

Price Changed

MLS Number 73507590

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,425
  • High School Plymouth North

Panoramic Ocean Views & Modern Coastal Living. Welcome to your dream coastal retreat! This completely renovated 4-bedroom, 2.5-bath home offers breathtaking ocean views from nearly every room, which must be seen in person to take in. Perched in Plymouth's most sought-after neighborhoods, this property blends classic New England charm with contemporary finishes throughout. Step inside to find an open, airy layout filled with natural light. The brand-new kitchen features stainless steel appliances, quartz countertops, and custom cabinetry perfect for entertaining or quiet nights at home. Spacious bedrooms provide comfortable living, including a luxurious primary suite. Every detail, from flooring to fixtures, has been meticulously updated for style, comfort, and efficiency. Outside, enjoy coastal breezes and stunning sunsets from expansive decks. Don't miss this rare opportunity to own a turnkey Oceanview home just minutes from historic downtown Plymouth , Perfect for Airbnb or Adu

Listed by Dream Team, Matthew M. Jenkins, Emily La and Kim Nguyen of Shore Real Estate LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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44 Russell Street Plymouth MA 02360

MLS Number 73512792

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,180
  • High School Pnhs

Now offered at a lower price with even more recent updates! Historic charm meets modern improvements in a Downtown Plymouth location that's hard to beat - just 0.2 miles from Main Street, in the heart of downtown. This distinctive home has been refreshed with refinished hardwood floors and an updated kitchen featuring quartz countertops, freshly painted cabinetry, a new gas range, new lighting, and an oversized island with seating. Additional exterior improvements include a new driveway, irrigation system, and fence. Original details include wide-plank floors, intricate trim, and multiple fireplaces. The flexible layout offers four bedrooms and 2.5 baths, including a first-floor primary suite with a full bathroom, a formal dining room, an executive office, first-floor laundry, and a bright living space with abundant natural light and a vaulted ceiling. Outside, enjoy a spacious brick patio, professional landscaping, a fenced-in yard, irrigation, and a new driveway providing off-street parking. A rare opportunity to own a beautifully updated historic home offering character, space, and exceptional walkability!

Listed by Patrick Ryan of Ryan Realty Group LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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89 Kestrel Heights Plymouth MA 02360
Under Agreement

MLS Number 73507845

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,442
  • High School Plymouth

Don't Miss this spectacular home! Just released, final walkout end homesite at Owls Nest. The Winchester Manchester is designed with todays life style in mind. From the two story foyer to the large kitchen with a center island, and breakfast area, open to the fireplaced great room which includes 18' ceilings, a gas fireplace, expansive windows and a sliding glass door leading to the included deck. The luxurious first floor primary bedroom suite includes a light filled bathroom with a large walk in shower and marble seat, dual sink vanity, linen and walk in closets. Also located on the main level, a secondary bedroom, private office, and laundry room. The second floor features privacy for guests with an additional bedroom, bathroom, and loft. Additional features include a bright walkout basement, two car garage, gas fireplace and more. Work with our team of professionals to choose from today's popular finishes, security, home automation and outdoor living designs. Move in Spring 2027.

Listed by Christine Sweeney and Amy Heinrichs of Toll Brothers Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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28 Loons Call Plymouth MA 02360

MLS Number 73507831

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,323
  • High School Plymouth

One of few remaining homes at Owls Nest! The popular Chatham Modern Craftsman features main level living and private second floor space for guests. Still time to make designer selections to include appliances, tile, flooring, and countertops. This home includes a bright unfinished walkout lower level and more. The grand two story foyer leads to a spacious kitchen with island and casual dining, and is open to the great room with 12' ceilings, gas fireplace, and access to an included deck with treed views. A luxurious first floor primary bedroom suite includes a stunning bathroom with a large walk in shower, marble seat, dual sink vanity, and dual walk in closets. Also located on the main level, a secondary bedroom, flex room, and laundry room. The second floor features privacy for guests including a bedroom suite with walk in closet, full bathroom and finished loft space. Work with our team of professionals to select from today's popular finishes, home automation and outdoor living.

Listed by Christine Sweeney and Amy Heinrichs of Toll Brothers Real Estate

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