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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.

10 Shore Road Plymouth MA 02360

Plymouth, MA10 Shore Road

Price$1,200,000

Est. Mortgage: $/month

Open House

MLS Number 73540436

  • Residential
  • Next Open House: Thu 06/25 4:30 pm. to 6:00 pm.
  • Bedrooms 2
  • Bathroom 6
  • Square Feet 3,066

What if every summer day started like this? Morning paddles, sunset boat rides, afternoons spent fishing, swimming & enjoying one of Plymouth's most sought-after settings. Welcome to 10 Shore Road on Great Herring Pond, where the water is more than the view, it's part of everyday life. This thoughtfully designed home offers a private dock, new septic, new furnace & central air, full-house auto generator & beautiful indoor-outdoor living spaces.The main house features Brazilian cherry hardwood floors, 1st floor laundry, an impressive stone fireplace & multiple bonus areas perfect for unwinding after a day in the sun. Above the garage, the separate guest quarters offers flexibility for company, extended stays or an inspiring work-from-home retreat. An additional private-entry space creates the perfect option for a dedicated home office, gym or quiet escape. With convenient access to all that the South Shore has to offer, come see why waterfront living feels unforgettable in every season.

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

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$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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110 Fairview Lane Plymouth MA 02360

Plymouth, MA110 Fairview Lane

Price$1,025,000

Est. Mortgage: $/month

Open House

MLS Number 73540394

  • Residential
  • Next Open House: Thu 06/25 4:00 pm. to 6:00 pm.
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,177

Set on 3 private acres in desirable Clark Estates, this luxury Cape-style home offers privacy, presence, and an elevated Plymouth lifestyle just across from Pinehills dining, shops, and clubs. Soaring ceilings in the main living area create an impressive sense of space, while the first-floor primary suite offers comfort, privacy, and direct access to an amazing screened-in porch overlooking the peaceful setting. A welcoming farmer's porch adds timeless curb appeal. A first-floor office/den offers flexibility for work, hobbies, or guest space, while the 4-bedroom septic system offers potential for future use. The lower level adds a unique entertaining element with a dedicated wine storage room, and the large 2nd-floor bonus room offers space for media, music, or play. Thoughtful recent updates and improvements add peace of mind, with a detailed list available. Close to Route 3 yet surrounded by privacy, this Clark Estates home offers space to gather, unwind, and live beautifully.

Listed by Ellen Johnson of Coldwell Banker Realty - Plymouth

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$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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24 Wickertree Plymouth MA 02360

Plymouth, MA24 Wickertree, Pinehills

Price$1,195,000

Est. Mortgage: $/month

MLS Number 73540255

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,318

Beautifully renovated and ideally situated on the 5th hole of the Nicklaus Course, this beautiful Chilton-style home in The Pinehills offers the perfect blend of luxury, comfort, and location. Hardwood floors throughout the main level and luxury vinyl plank flooring in the lower level. 1st with everything you need, plus an office/den/music room. Elegant dining room for entertaining and cozy kitchen nook, a perfect place to start your day. Primary suite with incredible vaulted ceiling, magnificent transom window, custom walk-in closet, and primary bath featuring a double vanity and perfectly sized tiled shower. Two bedrooms and a full bath upstairs with loft area. Additional bath in the lower level. Enjoy the screened porch, covered deck, and patio while taking in nature and views of the Nicklaus Course. Located at the end of a lightly traveled street with walking trails just steps from your driveway. A bright and airy, light-filled sanctuary to call home.

Listed by Pinehills Resale team and Stacy Gerry of Pinehills Brokerage Services LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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185 Black Cat Road Plymouth MA 02360

Plymouth, MA185 Black Cat Road

Price$1,300,000

Est. Mortgage: $/month

MLS Number 73539663

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,323

This one of a kind contemporary cabin is perched high on a hilltop, offering five acres & spectacular water views of Briggs Reservoir. Tucked away in complete privacy & located across from Billington Sea & just minutes to shopping, & the Historic Plymouth Waterfront/Downtown, this property offers the perfect blend of seclusion & convenience. The main home is a stunning rusticPost & Beam with an open concept layout, living room, dining area, new kitchen, full bath, & laundry. A spiral staircase leads upstairs to a full bath, two spacious bedrooms, one that has a private outdoor deck, perfect spot to take in peaceful surroundings. The detached wooden barn offers a workshop below & a studio living space above, ideal for guests, creative space, or an office. The metal barn includes a rear paddock, side access for farm equipment, car enthusiasts, contractors. Surrounded by conservation land with walking trails, gated driveway, you have endless possibilites!

Listed by Courtney Gomes of Amaral & Associates RE

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$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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39 Highview Road Plymouth MA 02360

Plymouth, MA39 Highview Road

Price$1,100,000

Est. Mortgage: $/month

Open House

MLS Number 73538343

  • Residential
  • Next Open House: Thu 06/25 5:00 pm. to 6:00 pm.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,532

Privately set on 1 acre with peaceful seasonal views of the surrounding Beaver Dam Brook conservation land, this custom single-level home offers the rare combination of privacy, lifestyle, and convenience. Designed for true one-floor living, the home features 2,532 sq. ft., 4 bedrooms, 3 full baths, dramatic 10 ft. ceilings, oversized windows, hickory hardwood floors, crown molding, wainscoting, and a warm, character-rich design throughout. The thoughtful split-bedroom layout creates comfortable separation, while the detached-style casita, connected by a beautiful breezeway and courtyard, offers exceptional flexibility for guests, extended stays, a home office, studio, or private retreat. The main living area features a floor-to-ceiling stone gas fireplace, open living and dining spaces, and access to a covered porch overlooking the private backyard and nature views. Minutes to White Horse Beach, The Pinehills, golf, dining, shopping, Route 3, and back-road access to Downtown Plymouth.

Listed by Susana Murphy of ALANTE Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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190 Bay Shore Drive Plymouth MA 02360

Plymouth, MA190 Bay Shore Drive

Price$1,888,000

Est. Mortgage: $/month

MLS Number 73539303

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,951

Nestled along the pristine shoreline, this remarkable OCEANFRONT residence offers uninterrupted ocean views from every room, sophisticated finishes, and an elite culinary workspace designed for both everyday living and unforgettable entertaining. Custom-built excellence, designer-driven architecture with premium materials and finishes. Open-concept living areas that maximize natural light, views, and flow. Gourmet kitchen w high-end appliances, custom cabinetry, large entertaining island, and Butler's Pantry. French doors from the dining room lead to the adjacent porch and mature garden terraces inspired by classic English design with seasonal color palettes, specimen trees, and fragrant blooms. Gated yard, full irrigation, generous outdoor lighting, walkout basement and direct ocean access with private stairs. Feel the breeze, catch the sunrise, and hear the waves!

Listed by Jennifer Churchill of William Raveis R.E. & Homes Services

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$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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26 Woody Nook Plymouth MA 02360

Plymouth, MA26 Woody Nook, Pinehills

Price$1,325,000

Est. Mortgage: $/month

Open House

MLS Number 73537011

  • Residential
  • Next Open House: Sat 06/27 2:30 pm. to 3:30 pm.
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,130

Stunning home in the sought-after Vista Point community in The Pinehills. This home captivates you both inside and out. Enter through the dramatic two-story foyer. There is a front office, a guest bedroom, a full bath & laundry room, all tastefully appointed. Beautifully designed kitchen w/custom cabinets, large island, stove top hood vented to outside and tiled backsplash, & nook with slider to the spectacular outdoors w/extended deck and patio. A two-story living room has plenty of space for extended family gatherings around the fireplace & opens to the dining room. The primary bedroom has 2 walk-in closets & a large primary bathroom. The second story has a generous sized family room w/ full bath, guest bedroom & bonus storage room. A walkout unfinished basement for a workshop & a slider to backyard. This home has it all! The neighborhood HOA includes lawnmowing, snow and trash removal, a club house with an exercise facility, function rooms, outdoor pool, firepit and bocce.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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8 Owls Nest Plymouth MA 02360

MLS Number 73536772

  • Residential
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,913
  • High School Plymouth

Still time to make interior design selections! The popular Westford Manchester features a gracious foyer and formal dining room.The open layout kitchen and fireplaced great room lead to an included composite deck.The well-appointed kitchen is complete with a center island that will be a favorite gathering place. The Primary suite includes a light filled bathroom, with a large tiled walk in shower, frameless glass shower door and marble seat, dual sink vanity, linen and walk in closet. A secondary bedroom offers privacy for guests with an additional bathroom, other features include an office, bright finished walkout basement with full bathroom, two car garage and more. Enjoy resort style living with a brand new private pool and clubhouse for residents! work with our team of professioals to choose from todays popular cabinetry,flooring, appliances, home technology 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: 6.47% last updated on Jun 18, 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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9 Clare Road Plymouth MA 02360

Plymouth, MA9 Clare Road, Ellisville

Price$3,900,000

Est. Mortgage: $/month

MLS Number 73536484

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,708
  • High School Plymouth South

Perched on approximately 2 private acres overlooking Cape Cod Bay, this exceptional custom-built MacKenzie Brothers residence offers panoramic water views stretching to Provincetown on clear days. Designed to capture breathtaking sunrises & sunsets, this luxury retreat blends timeless craftsmanship with modern convenience. Features include cherry hardwood floors, radiant heat, marble & stone baths, & a chef's kitchen with Brazilian granite, Thermador appliances, walk-in pantry, & a stunning handcrafted Santorini tile mural. The four-season sunroom showcases endless bay views, while resort-style amenities include an in-ground pool, hot tub, multi-mode infrared sauna, raised garden beds, & beautifully manicured grounds. A private path leads to a private Beach, offering effortless access to the shoreline & coastal lifestyle. Highlights include 3-car garage, 2 driveways, tiled lower level, solar panels, smart home technology/security systems. This property is an extraordinary sanctuary.

Listed by Selling South of Boston Team, Kimberly Dawes and Renee Weston of Keller Williams Realty Colonial Partners

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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 Arlington Road Plymouth MA 02360

MLS Number 73535587

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,184

Priscilla Beach location ~ this charming expanded New England Cape Cod-style home offers ocean views, timeless character, and a short stroll to one of Plymouth's most beloved sandy beaches. Privately set on .33 acres, the property features an in-ground pool, covered pergola, detached two car garage. Inside, the 2,100 + square foot home showcases custom craftsmanship throughout. A front-to-back living room with a wood-burning fireplace opens to a welcoming covered porch, while the dining room features sliders leading to an elevated deck perfect for capturing sea breezes. The expansive kitchen is appointed with custom cabinetry, skylights, and abundant natural light, flowing to an adjacent den with French doors. A first-floor bedroom & full bath provide flexible living options. Upstairs are two additional bedrooms, a full bath, and a home office/den. The finished lower level offers laundry & flex space. Recent upgrades ~ roof, windows, siding, porches and more. Perfect coastal setting

Listed by Lynne Morey of Coldwell Banker Realty - Plymouth

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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140 Drew Road Plymouth MA 02360

Plymouth, MA140 Drew Road

Price$3,995,000

Est. Mortgage: $/month

MLS Number 73532558

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,500

Experience unparalleled privacy in this gated, fully fenced 10-acre estate built in 2023, boasting over 600 feet of pristine water frontage on Great South Pond and abutting 40+ acres of protected conservation land with walking trails. Crafted with quality 2x6 framing, the main home features oak hardwood floors, quartz countertops, an open floor plan with a gas fireplace, a game room, and breathtaking views from every room. Enjoy a private sandy beach on crystal-clear, peaceful waters where gas-powered boats are restricted. A separate apartment above the three-car garage includes a full kitchen, bath, and laundry. Modern essentials include a generator, a Trex deck, and robust keypad security and video monitoring. An older waterfront guest cottage offers incredible potential. Located minutes from Pinehills Golf Club and under four miles from historic downtown Plymouth, this sanctuary perfectly blends secluded natural luxury with everyday convenience.

Listed by Mark Anderson of Redfin Corp.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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40 Acorn Trail Plymouth MA 02360

Plymouth, MA40 Acorn Trail

Price$1,150,000

Est. Mortgage: $/month

Contingent

MLS Number 73528070

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,696

Few homes in this price range offer the level of flexibility found at 40 Acorn Trail. Set in a private neighborhood setting, this custom home delivers comfortable main living with the added advantage of a full in-law apartment completed in 2020. With its own private entrance, kitchen, living room, and laundry, the in-law space is ideal for extended family, long-term guests, multigenerational living, or anyone needing true separation without sacrificing connection. The main home offers a warm, functional layout with generous living spaces, an inviting kitchen, and comfortable bedroom accommodations. Outside, the property provides privacy, mature surroundings, and a setting that feels tucked away while still being convenient to area amenities. A rare opportunity for buyers who need more than just bedrooms and square footage, this home offers options, independence, and long-term flexibility that are hard to find in today's market.

Listed by Susana Murphy of ALANTE Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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