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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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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: 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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26 Woody Nook Plymouth MA 02360

Plymouth, MA26 Woody Nook, Pinehills

Price$1,259,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73537011

  • Residential
  • 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

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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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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

$
$
%
$/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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9 Clare Road Plymouth MA 02360

Plymouth, MA9 Clare Road, Ellisville

Price$3,499,000

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

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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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140 Drew Road Plymouth MA 02360

Plymouth, MA140 Drew Road

Price$3,895,000

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.

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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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92 Lookout Point Road Plymouth MA 02360
Under Agreement

MLS Number 73529891

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,078

Ellisville Location! Deeded rights to sandy beach ~ no stairs just steps away. Contemporary home offers a serene coastal setting surrounded by the natural beauty of Ellisville Harbour. A true nature lover's paradise, enjoy peaceful walks, bird watching just moments from your door. The flexible floor plan w/ bedrooms on each level provides ideal options for multigenerational living, a vacation retreat, or a rental / investment opportunity and ADU potential. Secret gardens, hardscape patios, firepit & mature landscaping create a private, tranquil sanctuary for outdoor relaxation & entertaining. Inside, the approximately 3000 + square foot home has an abundance of natural light, beautiful hardwood flooring, custom gas fireplace, and a fully appointed guest suite with 2nd kitchen, Discover the charm & versatility of this unique coastal property, where privacy, comfort, & nature come together in perfect harmony. New 3 Bedroom Septic (2025), Outdoor shower /lav, Oversized shed with power

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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141 Stage Point Road Plymouth MA 02360

Plymouth, MA141 Stage Point Road

Price$2,400,000

Est. Mortgage: $/month

MLS Number 73527399

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,758

Set at the end of a private dead-end road in Plymouth, 141 Stage Point Road offers a rare coastal setting with privacy, scale, and water views on both sides. Sited on nearly two acres, the property enjoys ocean views to the front and a peaceful pond backdrop to the rear, with a wraparound porch, inground pool, basketball court, landscaped grounds, and generous outdoor space. Inside, the 25x25 great room captures the ocean view through a full wall of sliding glass doors and is anchored by a stone fireplace. The first floor also includes a spacious kitchen, dining room, family room, and a large ocean-facing room with potential for a future first-floor primary suite or flexible living space. Upstairs are four bedrooms and two full baths. A partially finished lower level adds additional space for recreation, office, media, or overflow. Detached heated three-car garage, whole-house generator, central heat, central air, private well and septic. Title V passed. NEW septic ( 2026)

Listed by Susana Murphy of ALANTE 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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10 Owls Nest Plymouth MA 02360
Under Agreement

MLS Number 73527223

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

One of two remaining Winchester Manchester homes at Owls Nest. With an open layout featuring soaring ceilings, a large kitchen features a center island, and casual dining area, open to the fireplaced two story great room that includes a gas fireplace. The luxurious primary bedroom suite includes, a walk in closet, a large private bathroom with a walk in shower and marble seat, dual sink vanity and a linen closet. This home also includes private space for guests with a secondary bedroom, and bathroom, dedicated office, and main floor laundry. Additional features include a second floor bedroom, bathroom and loft. A full unfinished walkout basement, two car garage, weekly lawn care, snow removal, and brand new private clubhouse and pool. Work with our team of professionals and choose from todays popular flooring, tile, appliances, home technology and more.

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.

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2 Seabiscuit Drive Plymouth MA 02360
Contingent

MLS Number 73526741

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,688

Welcome to South Plymouth! Built just two years ago, this custom Cape is in excellent, move-in-ready condition and features a sought-after first-floor primary suite. Located on a private cul-de-sac acre lot, the property offers a fenced backyard, full irrigation system, professional landscaping, and a wide driveway. Inside, you'll find custom tile work, detailed woodwork, and a flexible floor plan with an in-law-ready area on the second floor. Two laundry locations, one on each floor, add everyday convenience. With modern construction, quality finishes, and a private setting, this home offers a great combination of comfort, functionality, and style.

Listed by Stephen Webby of Vaux Realty,LLC

$
$
%
$/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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48 Briarwood Plymouth MA 02360

Plymouth, MA48 Briarwood, Pinehills

Price$1,875,000

Est. Mortgage: $/month

MLS Number 73526335

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 4,647

From the moment you step through the door, sweeping views of the Jones Course immediately command your attention, setting the tone for a truly exceptional lifestyle. Uniquely customized, the home is tucked at the end of a quiet road overlooking the 9th green & surrounded by peaceful woodlands - offering a rare blend of privacy, luxury and refined recreational living. Step out your back door to the course, perfect your short game on the private putting green, or relax in the hot tub. Ideally located, the home is just a short stroll to the Club, Village Green, The Market, restaurants and services. The open-concept main level features a dramatic two-story family room, kitchen and dining area with expansive sliders opening to outdoor living. First-floor primary suite plus guest bedroom and full bath offer flexible one-level living, while the upper and lower levels provide ideal space for guests, entertaining or extended stays. This property delivers the very best of The Pinehills lifestyle

Listed by Kim Sweeney of Engel & Volkers,South Shore

$
$
%
$/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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5 Morning Stroll Plymouth MA 02360

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

$
$
%
$/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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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

$
$
%
$/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

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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