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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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39 Highview Road Plymouth MA 02360

Plymouth, MA39 Highview Road

Price$1,100,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73538343

  • Residential
  • 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: 6.66% 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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190 Bay Shore Drive Plymouth MA 02360

Plymouth, MA190 Bay Shore Drive

Price$1,888,000

Est. Mortgage: $/month

Under Agreement

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

$
$
%
$/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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26 Woody Nook Plymouth MA 02360

Plymouth, MA26 Woody Nook, Pinehills

Price$1,259,000

Est. Mortgage: $/month

Contingent

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

$
$
%
$/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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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: 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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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: 6.66% 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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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: 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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818 Long Pond Road Plymouth MA 02360
Under Agreement

MLS Number 73530107

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,572
  • High School Plymouth South High

Set on 2.23 private acres w/stunning views from nearly every room, this pond front retreat offers the ultimate waterfront lifestyle. Enjoy swimming, fishing, kayaking, sailing, and paddle boarding on the beautiful 98-acre kettle pond, part of the Six Ponds Association, right from your private dock and swimming raft. Relax on 4 expansive decks overlooking the water and flower gardens. Enjoy the peach, pear, and apple fruit trees in the orchard on the hill. Extensively renovated in 2024, the home features cathedral ceilings, walls of glass, a great room with gas fireplace, chef's kitchen with granite counters, stainless appliances, skylights with solar shades, and a spacious first-floor primary w/ensuite. The walk-out lower level offers 4 bedrooms/office space, family room, and 2 new full baths, perfect for entertaining. Additional highlights: new furnace systems, central air, sprinklers for flower beds, 3-car garage, and easy access to the highway, golf, dining, fitness, and shopping.

Listed by Cody Rohland and Christopher Rohland of The Firm

$
$
%
$/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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92 Lookout Point Road Plymouth MA 02360

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

$
$
%
$/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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141 Stage Point Road Plymouth MA 02360

Plymouth, MA141 Stage Point Road

Price$2,700,000

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

$
$
%
$/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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2 Seabiscuit Drive Plymouth MA 02360

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: 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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48 Briarwood Plymouth MA 02360

Plymouth, MA48 Briarwood, Pinehills

Price$1,950,000

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: 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 Vinal Avenue Plymouth MA 02360

Plymouth, MA11 Vinal Avenue, Manomet

Price$1,450,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73523332

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,827
  • High School Plymouth North Hs

SUNDAY OPEN HOUSE CANCELLED DUE TO ACCEPTED OFFER. rare opportunity to own a beautifully crafted coastal home in one of Plymouth's most desirable seaside neighborhoods, just steps from beautiful Manomet Beach. Every single space has been customized to perfection and thoughtfully designed with high-end finishes and exceptional craftsmanship throughout. Featuring a stunning chef's kitchen with Wolf appliances double wall (speed)oven, 8' island, abundant cabinetry,, and a striking designer backsplash. The luxurious primary bedroom offers high ceilings and a spa-inspired bathroom with heated tile floors, a soaking tub, glass walk-in shower, and private water closet with touchless Toto bidet. Enjoy the bonus/media room complete with a custom wet bar. perfect for entertaining. Granite patios and walkways are beautifully accented by lush, professionally designed landscaping. Only three homes from the ocean, this is more than a home - it's a lifestyle defined by luxury & transquility.

Listed by The Welch and LaBrecque Team, Catherine LaBrecque and Kristi Welch of Compass

$
$
%
$/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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