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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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95 Little Herring Pond Road Plymouth MA 02360

MLS Number 73557389

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,508

A distinguished custom-built New England-style home by Karbott Construction. Designed for those who appreciate a harmonious blend of privacy and accessibility. Featuring 4 well-appointed bedrooms, 2.5 baths, a grand owner's suite with a cathedral ceiling, 2nd-floor flex space, and hardwood floors. The first floor offers an abundance of natural light and an open yet defined layout, with a bright, spacious home office, family room, and formal dining room used as a den. All of this is situated on a double lot of 2.2 acres that adjoins David E. Alper Preserve with walking trails. Plenty of room for an ADU or a potential house lot (buyer to do due diligence). The back of the lot extends to Carter's River, with access to 90-acre Little Herring Pond, or a stroll to Triangle Pond, both perfect for kayaking, skating & swimming. Fully recreational 376-acre Great Herring Pond is just down the street. Nature lovers' paradise. Fully landscaped front & back with rock walls & mature plantings, two connected deck areas, and a large, level, private backyard ideal for entertaining. Walk-out basement with private entrance; future expansion possibility. Two-car garage with EV charging station. Whole-house generator! Minutes to Cape Cod Canal, beaches, and area golf. We invite you to schedule your private viewing to fully appreciate the distinctive qualities of this remarkable property.

Listed by Michele Monteiro of Keller Williams Elite

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$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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60R Sandwich Road Plymouth MA 02360

MLS Number 73556046

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,166

Amazing 8 acre property in Chiltonville with views of the Gurnet lighthouse & the Atlantic Ocean from high atop Sandwhich Rd hill. This large contemporary boasts a spacious gourmet kitchen, high-end 6 burner stove, rotisserie, griddle, granite countertops, island seating, pantry, breakfast nook & stunning views out to the mahogany deck overlooking a private estate. Formal dining room, front to back living room & charming fireplace. Main bedroom suite, walk-in closet & private bath, 2 additional bedrooms & huge room over the garage. 1st floor laundry, freshly painted inside & out, irrigation, propane generator with auto back up, Seller owned solar panels, wood stove in basement, dog kennel, well water, new purifier, ductless mini splits AC & heat pump, security sys, vegetable garden, grapevine pergola, wooded trails, beautiful lawn & gardens, 2 car garage, overhead door for walkout basement. So much land to admire & wildlife for your family to enjoy. Don't miss this rare opportunity to own a piece of property this size in the heart of desirable Chiltonville. 2mi to Plymouth Beach, 4mi to downtown Plymouth, seconds to rte 3.

Listed by Nathan Meyer of eXp Realty LLC

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$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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34 Nautical Way Plymouth MA 02360

Plymouth, MA34 Nautical Way

Price$1,350,000

Est. Mortgage: $/month

MLS Number 73555510

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,950

FIRST OPEN HOUSE 8/16 11-1:30 34 Nautical Way in Plymouth's highly sought-after Ship Pond Estates is ready for you to call home! This exceptional property delivers the perfect blend of comfortable indoor living and a thoughtfully designed outdoor living area. On the first floor, a huge eat-in kitchen opens seamlessly to the living room, creating an inviting space for everyday living and entertaining. The first floor also features a primary suite and a huge walk-in closet, complete with an attached bathroom. There is also an additional bathroom and dedicated laundry room! Upstairs, you'll find three more large bedrooms and two full bathrooms, one of which is en-suite. Expansive additional living space above the garage offers an open area ideal for gathering with family and friends. Downstairs, the finished basement provides flexible living space perfect for a rec room, home gym, media space, or guest quarters-and it already features a built-in bar!Step outside to the property's standout feature: a massive addition that includes a beautiful pool and dedicated pool house, creating your own private backyard oasis. Enjoy complete privacy and security with the fully fenced-in yard, supported by a professional retaining wall. A dedicated irrigation system keeps the landscaping lush and low-maintenance, while outdoor audio sets the perfect soundtrack for poolside entertaining. A whole-home generator provides reliable backup power and peace of mind year-round. Located just minutes from the ocean, this home offers coastal living at its finest with upgrades that truly set it apart. Don't miss this rare opportunity!

Listed by Kyle Walker of RE/MAX Vantage

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$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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1029 Old Sandwich Road Plymouth MA 02360
Contingent

MLS Number 73554387

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 944

Pondfront retreat setting estate totaling 10.45 acres of land consisting of 3.15 acre kettle pond - Cotton Pond is approx 20 +/ - feet deep with 7.3 acres surrounding. Bordered by protective conservation (WildlandsTrust) & Town of Plymouth land. Frontage on Historic Old Sandwich Rd & Ship Pond Rd. Property has been approved & registered for 3 total Pondfront lots. Seasonal dock & floating dock included. One lot consists of the 944 sq ft year round rustic vibe ranch w/ panoramic views, spacious living room w/ wood stove, 2 bedrooms w/ closets, small study, den, laundry area w/ pantry & built- ins, full bath, open galley kitchen, 3 season porch w/ walls of glass to maximize the views. 2 storage sheds w/ electricity. Updates include - electrical 2021, gas stove, whole house propane generator, 2 mini split HVAC, hot water tanks, roof 2018. Rare property with various uses, serene estate, family compound w/ 3 houses, investment. Nature lovers paradise, kayak, fish from your private beach.

Listed by Lynne Morey of Coldwell Banker Realty - Plymouth

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$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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32 College Pond Road Plymouth MA 02360

Plymouth, MA32 College Pond Road

Price$1,100,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73550292

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,782
  • High School Pnhs

Stunning custom built home on 1.41 acres has many extras. Step into the Family room with radiant heat and Maple floors which is open to the kitchen and dining room. The Kitchen boasts beautiful Cherry cabinets with built ins, and stainless appliances. A Large dining room for family gatherings. There is a fireplaced living room with custom mantle and built ins as well as a Den or Office. Also a 1st floor full bath and foyer. Walk upstairs to the impressive Main Bedroom with wood floors, and walk in closet. The main bath features Quarts counters, radiant heat, and a beautiful shower. There are 3 other rooms on the 2nd floor that can be used as bedrooms, office or exercise rooms as well as another full bath and laundry room. There is an accessory apartment including kitchen, living room, bedroom, full bath, office and private deck above the 3 car heated garage. The outside oasis has an in ground heated pool, cabana, water garden and fenced yard. A 3 room workshop and Quonset Hut out back

Listed by Wm. Dwayne Stefano of Options 153,Mullen & Partners

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$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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22 Loons Call Plymouth MA 02360
Under Agreement

MLS Number 73550236

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 2,133
  • High School Plymouth

One of few remaining homes at Owls Nest. The popular Lexington one level home features an open layout connecting the kitchen, casual dining, and great room, soaring 12' ceilings, a gas fireplace and sliding glass door leading to the deck and stairs to the rear yard. The generous primary bedroom suite includes a light filled bathroom with a large walk in shower, marble seat, dual sink vanity, and walk in closet. Guests will enjoy a secondary bedroom with a walk in closet and bathroom, this home also includes a flex room\den, dedicated work space, mud room and main floor laundry room. Additional features of this home include a bright finished walkout basement with a glass door leading to the rear yard and a full bathtroom. Work with our team of professionals to select from today's popular finishes, home automation, technology and outdoor living. move into this brand new home March 2027.

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

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$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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60 Robbins Road Plymouth MA 02360

Plymouth, MA60 Robbins Road, Unit 25

Price$1,200,000

Est. Mortgage: $/month

Open House

MLS Number 73547295

  • Residential
  • Next Open House: Sat 10/3 10:30 am. to 12:00 pm.
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 2,453

Motivated Sellers - Sellers to Credit Buyer 12 months of HOA fees at closing! OCEAN VIEWS! Experience elevated living at Robbins Wharf, a premier waterfront residence offering seamless access to the water's edge & sandy beach. Perfect for your active lifestyle, you can kayak from the beach to the inner harbour or Long Beach. The property abuts 26 acres of lush conservation land & The Seaside Grace Trail, a scenic one-mile path ideal for walking or biking to downtown Plymouth for shopping, fine dining & entertainment. Spanning 2,450 sq. ft., this home features three balconies & a private patio to soak in the coastal vistas. The first floor includes a flexible family room, bedroom, full bath & gym/home office w/ direct outdoor access. Ascend to the main level, where expansive windows flood the space w/ light. Enjoy a refined living room w/ a corner gas fireplace, a gourmet kitchen, dining area, office nook, powder room, laundry & pantry. The luxurious primary suite features a private balcony & spa bath. Complete w/ a one-car garage, this is luxury coastal living at its finest! Price per SF significantly lower than 3 recent sales.

Listed by Kristin Dewey of Kornerstone Real Estate Brokerage

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$
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$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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4 Kettle View Plymouth MA 02360

Plymouth, MA4 Kettle View, Pinehills

Price$1,949,000

Est. Mortgage: $/month

Open House

MLS Number 73545481

  • Residential
  • Next Open House: Sat 10/3 11:30 am. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 6
  • Square Feet 5,967

Once a Pinehills model home, this exceptional custom-built home showcases the outstanding craftsmanship of Kistler & Knapp Builders. Offering nearly 6,000 sq. ft., the property features a main residence and private guest house connected by a heated floating bridge, ideal for extended family or multigenerational use. Two beautifully appointed kitchens with Wolf and Sub-Zero appliances, custom cabinetry, soaring ceilings, abundant natural light, and two fieldstone fireplaces (one gas, one wood-burning) create warm, inviting spaces for everyday living and entertaining. The finished lower level includes a media room, bonus room, cedar closet, and flexible recreation space. Beautifully landscaped grounds offer a welcoming front porch, expansive deck with fire pit, bluestone patio, koi pond and an outdoor kitchen. Enjoy the exceptional lifestyle of The Pinehills, with championship golf, scenic walking trails, restaurants, shops, and a vibrant community just moments from your door.

Listed by Kerri Wick of Sotheby's International Realty

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$
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$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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37 Wyndemere Court Plymouth MA 02360
Under Agreement

MLS Number 73545119

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,600
  • High School Pnhs

Enchantment thrives in this charismatic Estate! This attractive residence offers generous square footage, lovingly updated and maintained inside & out! The custom kitchen is at the heart of the home with a 10ft center island, granite counters, high-end stnlss appliances, builtin dbl ovens & wine cooler! C'est Magnifico for the culinary enthusiast! The open plan flows into a Cath fpl FRM & DRM, offset by refinished hardwood flrs. The 2nd floor is thoughtfully designed with 4 spacious bedrooms and a Walk-up attic! A pristine Main Brm offers an impressive MBath w/jacuzzi & tile shower! The exquisite outdoors hosts 2 stately Pergolas over a 16x54 Trex deck & patio. Encircling the 18x42' inground pool w/optic lighting, is a fieldstone fireplace & gazebo, perfect space to sit & relax! A custom 3 Car Garage with an epoxy floor support a lg fin Bonus Rm above! Cen Air, Whole house Generator, Irrigation, a Well & more adorn this lovely Estate-On private 1.42 acre against conservation land!

Listed by Beth Tassinari of Century 21 Tassinari & Assoc.

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$
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$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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29 Eagle Hill Drive Plymouth MA 02360
Under Agreement

MLS Number 73544360

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,168
  • High School Pshs

Great Herring Pondfront living at its best! Set on a private 0.76-acre lot with your own dock, this waterfront retreat offers DIRECT ACCESS to a fully recreational lifestyle-perfect for BOATING, kayaking, paddle-boarding, swimming & freshwater FISHING. Launch from your PRIVATE DOCK or enjoy the neighborhood beach and BOAT RAMP just across the road. This Colonial-style home offers approx. 3,168 sq ft of light-filled living space with stunning pond views throughout. The living room with wood floors and wood-burning fireplace flows into the kitchen and dining area with access to expansive decks overlooking the water, sunsets, and local wildlife. A flexible main-level room is ideal for an office, playroom, den, or potential FIRST-FLOOR BEDROOM. Upstairs features a spacious primary suite with walk-in closet and ensuite, plus two additional bedrooms, full bath & laundry. Walkout lower level, half bath, private HOT TUB & outdoor entertaining spaces complete this exceptional pondfront retreat!

Listed by Lynne Morey and Jessica Fernald of Coldwell Banker Realty - Plymouth

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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4 Owls Nest Plymouth MA 02360
Under Agreement

MLS Number 73542670

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,300
  • High School Plymouth

Don't miss this rare opportunity to purchase a Model Home sited on a rare end location! The popular Chatham Model Home at Owls Nest is now available, fully furnished, including designer furnishings, fixtures, custom wall treatments, lighting and one of a kind outdoor living. This spacious floor plan features a luxurious main floor primary bedroom suite, fireplaced great room, open to the stunning kitchen with Wolf and SubZero appliances, island with Waterfall edge and open to casual and formal dining spaces. Also on the main level an office, secondary bedroom, laundry room and access to the large two car garage. The second floor features a private guest bedroom, full bathroom and finished loft. A bright finished walkout basement features access to large patio, gas firepit and dining area. Also located in the finished lower level are a home gym, spa area, built in bar and full bathroom. This beautiful home has too many options to list!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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

10 Shore Road Plymouth MA 02360

Plymouth, MA10 Shore Road

Price$1,100,000

Est. Mortgage: $/month

Open House

MLS Number 73540436

  • Residential
  • Next Open House: Sat 10/3 11:30 am. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 6
  • Square Feet 3,066

Welcome to 10 Shore Road on Great Herring Pond, a distinctive waterfront home designed to make the most of its natural surroundings. The contemporary design creates an open, light-filled connection between the interior and the outdoors, with multiple levels and spaces that offer privacy, flexibility, and constantly changing views of the pond. In summer, mornings can begin with a paddle from the private dock, followed by boating and fishing in the afternoon. As the seasons change, oversized windows and skylights capture the surrounding landscape, while an impressive stone fireplace and gas fireplace stove provide inviting places to gather indoors.The main house includes three distinct living levels. The primary suite is privately situated on the lower level, with its own cozy sitting area and gas fireplace stove as well as a generous walk-in closet and en suite. The second bedroom is on the upper level, with its own en-suite bath. A loft on the upper level provides additional space for an office, sitting area, or guest sleeping area. The main level includes the kitchen, living and dining spaces, and first-floor laundry, with multiple sliders opening onto a deck overlooking the pond. Above the two-car garage is a private guest suite (3rd bed) with its own entrance, kitchenette, and ¾ bath. This versatile space offers an exceptional option for guests, a private home office, creative studio or ADU income (subject to local approvals). An additional bonus space next to the garage provides even more possibilities for a gym, office, or workshop. Major improvements include a new septic system, newer furnace and central air, a mini-split system in the studio, and a whole-property automatic generator. 10 Shore Road combines distinctive contemporary architecture, private waterfront living, and multiple flexible spaces in a home designed to adapt to the way you want to live.

Listed by Gabriella Fucillo-Jones of Coldwell Banker Realty - Plymouth

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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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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