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33 Headlands Drive, Plymouth
$285,000
3 Beds ⋅ 2 Baths ⋅ 73547617 MLS
Welcome home to Long Pond Village, a small 55 plus community conveniently located just minutes from Shaw's, CVS, restaurants, coffee shops, golf, Cape Cod canal and Routes 3, 6 & 495. Be sure to compare the look and feel of this village neighborhood to other modular home communities in the area. The homes are well separated from each other. The streets are small and include mature landscaping. This spacious 3 bedroom 2 bath home boasts a front to back cathedral ceiling living room, dining room, nicely appointed kitchen w/plenty of cabinet storage, stainless steel appliances and pantry closet in the hall. Two guest bedrooms or use one as an office or den plus laundry room, deck overlooking private rear yard area, huge storage shed w/electricity and lighting. Great spot within the community at the end of a peaceful cul-de-sac. Updates include roof, central air, flooring and interior painting. Community clubhouse where you'll enjoy the company of fellow residents. Perfect spot for downsizers or snowbirds. Come take a look!

33 Headlands Drive, Plymouth

111 Rocky Pond Rd, Plymouth
$599,900
4 Beds ⋅ 2 Baths ⋅ 73546935 MLS
Looking for a home with a LEGAL IN-LAW? This is the one! Welcome to 111 Rocky Pond Road! This beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of space, flexibility & natural light. Featuring a brand-new roof and a versatile layout, this property is ideal for a variety of living arrangements. The main level offers 3 bedrooms, while the beautifully remodeled lower level features a modern 1-bedroom legal in-law suite, perfect for multi-generational living, extended family or guests. The spacious sunroom is a standout feature, offering a bright & inviting space to relax or entertain. Step outside onto the expansive deck overlooking the generous .49-acre lot, providing plenty of room for gardening, outdoor gatherings or simply enjoying your own backyard. Tucked away in a peaceful, wooded setting, this property offers a sense of privacy and tranquility while remaining conveniently close to shopping, dining, major highways & all that Plymouth has to offer. Don't miss this opportunity!

111 Rocky Pond Rd, Plymouth

132 South Rd, Chilmark
$1,600,000
3 Beds ⋅ 3 Baths ⋅ 73546774 MLS
Nestled on a private, 1.9-acre lot along historic South Road in Chilmark, this charming New England retreat offers an exceptional sense of tranquility and classic Martha's Vineyard living. Built in 1950, Vineyard Home offers 2 bedrooms and 2 full bathrooms great light, cozy additional living spaces and fireplace. Multiple patios and gardens seamlessly connecting the living spaces to the surrounding natural landscape. In addition there is a one bedroom one bath guest cottage. The property features extensive parking and serene, tree-lined privacy back from the main road, serving as a peaceful getaway, investment property or year-round island home. Bring your personal updates and creative touch or begin anew and make this classic Chilmark estate your very own island legacy.

132 South Rd, Chilmark

92 Herring Pond Rd, Plymouth
$839,000
3 Beds ⋅ 3 Baths ⋅ 73543565 MLS
Don't let the address fool you! This is a 5-home private side street w/ footpath to adjacent Kara Way nbhd. Two year young home w/ lots of upgrades on over 1.5 acres -- 2-story foyer, hardwood floors throughout, large, gorgeous kitchen w/ quartz counters, island, walk-in custom pantry, 2nd pantry closet, stainless appliances -- opens to separate dining area. Sliders lead to patio area & large, level back yard. Oversized 2-C garage w/ epoxy flrs & interior access to mudroom w/built-ins off kitchen area. Gas fireplace in living room with shiplap. Crown molding throughout 1st floor. Formal DR could be used as a den or office. 1st floor laundry in half bath wrapped in shiplap. Primary BR w/ vaulted shiplap ceiling, custom walk-in closet, fully tiled shower and double vanity. Second full bath w/ double vanity & two generous sized guest BR's complete the 2nd floor. Five homes share a wide private way w/ a walking path that leads to abutting neighborhood -- it's like living on a dead-end street. Property overlooks a rolling pasture; very private setting yet close to highway and Sagamore Bridge.

92 Herring Pond Rd, Plymouth

16 Pine View Dr, Barnstable
$650,000
3 Beds ⋅ 2 Baths ⋅ 73546124 MLS
Looking for a home in a Cotuit neighborhood? Check out this charming 3-bedroom, 2-bath ranch offers comfortable one-level living with thoughtful updates throughout. The renovated bathrooms and stainless-steel appliances provide a modern touch, while the spacious floor plan is designed for everyday living and entertaining. The large family room serves as the heart of the home, featuring ample space to gather with family and friends with direct access to the outdoor living area. Step outside to the patio or relax near the firepit --perfect for summer evenings, outdoor dining, and year-round enjoyment. Conveniently located near Cotuit's shops, village amenities, and just a short drive to the beach. Located just of Rt 28 with easy access to Mashpee or Hyannis and all that Cape Cod has to offer. This home is ready to welcome its next owners.

16 Pine View Dr, Barnstable

96 Hammett Ln, Chilmark
$3,795,000
3 Beds ⋅ 4 Baths ⋅ 73545525 MLS
Beautifully designed and built Post & Beam style home is tastefully thought out and meticulously maintained. The open living, dining and kitchen feature custom built-ins, a wood burning fireplace and a fabulous gourmet kitchen with Wolfe 8 burner professional style stove, Sub Zero refrigerator, Boshe dishwasher, soapstone counters and a butlers pantry with extra cupboards, shelving and a wine refrigerator. There are sliders that take you to an oversized deck and stairs to a blue stone patio and beautiful gardens. The screened-in porch off the living room steps out to the side yard, patio and outdoor shower. First floor Primary with walk-in closet, access to the deck and a private en-suite bathroom with beautiful tiled steam shower and large soaking tub. Second floor includes a loft with sitting room, 2 spacious bedrooms that share a full bath with shower and office, all with cathedral beamed ceilings. Many nice features throughout include white oak random width floors, marble and tile.

96 Hammett Ln, Chilmark

4 Kettle View, Plymouth
$1,949,000
3 Beds ⋅ 6 Baths ⋅ 73545481 MLS
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.

4 Kettle View, Plymouth

179 Sheaffer Rd, Barnstable
$569,999
3 Beds ⋅ 2 Baths ⋅ 73539853 MLS
**PRICE IMPROVEMENT** A meticulously maintained property built in 1972, offering 1500+ square feet of living space. This inviting home, is currently in ready-to-move-in condition, embodies a lifestyle of comfort and refined ease. The ranch-style architecture provides a seamless flow throughout the interior. The residence encompasses three well-proportioned bedrooms, offering versatile living arrangements for all. The property features one full bathroom, thoughtfully appointed with a walk-in shower, providing both convenience and a touch of modern design. Additionally, a half bathroom enhances the functionality of the home. A full basement offers extensive potential for storage or future customization, while the private yard provides an exclusive outdoor retreat for relaxation or entertaining. Back deck was replaced in June 2026. Hot water heater and HVAC replaced in 2025. (Motivated Sellers!!)

179 Sheaffer Rd, Barnstable

300 Falmouth Rd Unit 9E, Mashpee
$370,000
2 Beds ⋅ 2 Baths ⋅ 73545059 MLS
Beautifully located less than a 5-minute drive to shopping, entertainment, and multiple nature preserves, this inviting 2-bed, 2-bath, 1,080 sqft home offers a peaceful retreat where comfort meets tranquility. Inside, natural light spills across glowing hardwood floors, creating welcoming living spaces. The kitchen shines with bright white cabinetry, stainless steel appliances, and an effortless flow to the private patio, creating the perfect spot for morning coffee or quiet evenings. Two spacious bedrooms and two well-appointed baths provide comfortable living, while abundant storage adds everyday convenience. Community amenities, including a pool and tennis courts, complete the carefree lifestyle. Surrounded by natural beauty yet moments from everything you need, this light-filled haven is ready to welcome you home. Come view today!

300 Falmouth Rd Unit 9E, Mashpee

25 Oyster Way, Barnstable
$8,800,000
5 Beds ⋅ 6 Baths ⋅ 73544944 MLS
Set behind the gates of Oyster Harbors, Cape Cod's most exclusive private golf and waterfront community, this extraordinary waterfront estate offers an exceptional blend of architectural elegance, privacy, and coastal luxury. Perfectly sited on 1.65 acres along the water's edge, the property enjoys sweeping water views, a deep-water dock, an in-ground pool, and meticulously landscaped grounds designed for both grand entertaining and quiet moments of retreat. Inspired by the timeless character of a European country estate, the residence encompasses 7,157 square feet of thoughtfully designed living space where sophisticated craftsmanship meets effortless comfort. A dramatic foyer introduces the home's remarkable interior, opening to an impressive great room with soaring vaulted ceilings, architectural columns, a custom fireplace, and expansive walls of glass that frame the ever-changing waterfront. Designed for both everyday living and elegant entertaining, the sun-filled dining room captures tranquil water views and flows seamlessly into a beautifully appointed chef's kitchen featuring a coffered ceiling, granite countertops, an oversized center island, and direct access to a spacious waterside terrace. The first-floor primary suite offers a luxurious private retreat, while four additional bedrooms--including a gracious guest suite above the attached three-car garage--provide exceptional accommodations for family and guests. Outdoor living is equally compelling. Expansive terraces and inviting gathering spaces overlook the pool, manicured gardens, and deep-water dock, creating an idyllic setting for waterfront entertaining or peaceful afternoons by the shore. Set within one of Cape Cod's most coveted private enclaves, where golf, boating, and an unmatched sense of privacy define the lifestyle, this exceptional estate represents a rare opportunity to own a legacy property in Oyster Harbors. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

25 Oyster Way, Barnstable

108 Marston Ave, Barnstable
$1,499,000
4 Beds ⋅ 3 Baths ⋅ 73540287 MLS
Designed for comfortable coastal living and entertaining in one of Cape Cod’s most coveted settings, this expansive residence offers over 3,000 sq ft of living space on a private, nearly one-acre lot within walking distance to beaches, the harbor, and village attractions. The first floor showcases a primary suite, second bedroom, family room, living room, dining room, kitchen, and half bath with laundry. Upstairs are two generously sized bedrooms and a full bath. The finished lower level offers flexible living space with a pool table, bonus room, and workshop/storage. Outdoor living is exceptional with a stone patio, firepit, expansive teak deck, hot tub, koi pond, shower, and mature landscaping. Additional highlights include a brand-new roof, central vacuum, irrigation, generator hookup, epoxy garage floor, town water/sewer, plus unfinished space above the garage offering expansion potential. Rare Hyannis Port offering in a premier location!

108 Marston Ave, Barnstable

181 Daniels Island Road, Mashpee
$6,795,000
5 Beds ⋅ 5 Baths ⋅ 73544632 MLS
A Place Where Dreams Are Made! Elevated coastal living awaits in this extraordinary waterfront residence nestled within the exclusive enclave of Daniels Island. Perfectly positioned to capture sweeping views of Popponesset Bay and Nantucket Sound, this exceptional home offers an unparalleled blend of elegance, comfort, and the timeless beauty. With impeccable attention to detail, this inviting home provides stunning views from nearly every room while having undergone extensive and tasteful remodeling throughout, as well as tremendous improvements to the outdoor living space, providing endless opportunity for entertaining family and friends. The main level offers an open kitchen/dining and sitting area with adjoining living room, a cozy den area as well as a guest ensuite.  A family room, two bedrooms and adjoining bath and primary suite with sitting room and new enlarged bath.   For additional privacy, a new guest area is located above the garage.

181 Daniels Island Road, Mashpee

64 Christiantown, West Tisbury
$3,495,000
4 Beds ⋅ 4 Baths ⋅ 73544561 MLS
This stunning 3,200 sq. ft. architectural home features a bright, open layout defined by vaulted ceilings and rich hardwood floors. The gourmet kitchen, appointed with high-end finishes including silestone countertops, flows seamlessly into both a cozy family room and an elegant living room, anchored by a gorgeous dual-sided brick fireplace. With 4 bedrooms, 4 full bathrooms, and 2 dedicated home offices, this residence offers perfect versatility for modern living—whether you require a quiet library or a remote workspace. Step outside onto the welcoming farmer’s porch to take in the beautifully manicured grounds, complete with lush perennial gardens supported by an irrigation system. The backyard serves as a true resort-style retreat, complete with an expansive in-ground pool and a hot tub spa, cabana as well as an enclosed outdoor shower. A cobblestone-lined circular driveway leads to ample guest parking and an attached two-bay garage. Combined with a full, versatile basement, this property is a rare find for the discerning buyer. Ideally situated just one mile from Up-Island Cronig's and local conveniences, you are also moments away from Cedar Tree Neck and the private town beauty of Lambert’s Cove Beach. Your sanctuary awaits. $3,495,000.

64 Christiantown, West Tisbury

7 Oxford Dr, Barnstable
$1,099,000
4 Beds ⋅ 3 Baths ⋅ 73544438 MLS
7 Oxford is within close proximity to the quaint village of Cotuit including beaches, King’s Grant tennis courts, Willowbend and provides a world of possibilities with its 3 first floor bedrooms including a primary suite plus a 4th bedroom upstairs with a beautiful full bath. A gracious living room opens up to an air-conditioned sunroom overlooking the fenced-in backyard and stone patio. A kitchen with newer appliances has both an eat-in kitchen plus a separate, spacious dining room. A room off the kitchen would make a great office, mud room or even butler’s pantry. The second floor presents a large family room loft style space with a view of the Santuit River that holds endless possibilities whether an entertainment/media room, an artist's studio, a reverse in-law suite or as the welcoming gathering space for family and friends. A 4th bedroom and bathroom offers a quiet space away from it all as well. This home offers ample closet space throughout, as well as a two-car garage.

7 Oxford Dr, Barnstable

70 Menauhant, Falmouth
$2,695,000
5 Beds ⋅ 4 Baths ⋅ 73544315 MLS
Spectacular water views from nearly every room! Breathtaking sunrises and sunsets overlooking Vineyard Sound, Bristol and Falmouth Heights Beaches, and Little Pond. This home offers one of the finest vantage points in town for enjoying the Fourth of July fireworks. Offered for the first time in over 100 years, this exceptional property combines timeless character with comfortable living. Rebuilt in 1992, two properties were combined and the structure was raised 14 ft., providing for a garage and basement. The convenience of one floor living is provided with an elevator, first-floor bedroom suite, and first floor laundry. Multiple living spaces are provided for entertaining family and friends. The sun-filled sunroom is the perfect place to start your morning. Additional features include a two-car garage, wrap-around deck, and a private yard ideal for summer enjoyment. Mechanicals on first and second floors. New 2000-gallon septic tank installed in 2026. Passing Title V in hand.

70 Menauhant, Falmouth

19 Wheelhouse Cir, Falmouth
$899,000
3 Beds ⋅ 3 Baths ⋅ 73544160 MLS
Welcome to this beautifully renovated home offering the perfect combination of style, comfort, and space for everyone. Featuring 3 bedrooms, 3 full baths, and multiple bonus rooms, this thoughtfully updated home provides exceptional flexibility for today's lifestyle.The stunning new kitchen serves as the heart of the home and opens to an expansive family room with endless possibilities for entertaining, relaxing, or gathering with friends and family. A separate living room with a welcoming fireplace creates the perfect place to unwind.The finished lower level offers even more living space, including an additional family room with sliding doors leading to a private patio and spacious backyard--ideal for outdoor entertaining, gardening, or simply enjoying the peaceful surroundings. Two additional bonus rooms provide excellent options for home offices, a fitness room, hobby space, or guest accommodations.North Falmouth School District

19 Wheelhouse Cir, Falmouth

18 Bonwood Dr. Unit 402, Mashpee
$549,000
2 Beds ⋅ 4 Baths ⋅ 73543948 MLS ⋅ ['Southport'] BLDG.
Welcome to Southport, the area's best 55+ community. Enjoy an active life playing golf, tennis, or pickleball, walking trails, hitting one of the clubhouses, the fitness center or one of two pools. This home overlooks the 6th fairway with a pond and fountain. Beautifully maintained and professionally managed, this townhouse offers the best comfort and ease-of-maintenance living on the Cape. The bright and open main level features high vaulted ceilings, skylights, and hardwood floors. The fireplaced living room opens to the dining area and updated kitchen, complete with granite countertops, stainless steel appliances, island seating, and breakfast nook. The first-floor primary suite is ideal along with laundry, a half bath, and direct garage access. The upstairs guest rooms include a full bath, an open loft with custom built-in workspace, and a bonus room. The expansive, finished walk-out lower level features another half bath with generous space for a media room, home gym and workshop.

18 Bonwood Dr. Unit 402, Mashpee

Sparrow Hill Rd, Mattapoisett
$330,000
73543739 MLS
Rare opportunity to build in the charming town of Mattapoisett on a desirable lot with access to town water and sewer. This recently sub-divided 0.38-acre parcel is ideally situated on a cul-de-sac and offers flexibility for your vision. The property includes an existing oversized 32' x 24' garage—equipped with heat (forced hot air by propane) —which can be incorporated into your future home, converted to an ADU or removed to suit your plans. A private well is also in place to service irrigation. Enjoy a convenient location just a short distance from Mattapoisett Village, where you’ll find the town wharf, boat ramp, beach, library, scenic harbor, Ned’s Point Lighthouse, and access to the popular Rail Trail. Bring your ideas and build within state and local requirements to create your ideal new home while taking advantage of all that Mattapoisett has to offer.

Sparrow Hill Rd, Mattapoisett

16 Westcliff Dr Unit 16, Plymouth
$339,000
2 Beds ⋅ 2 Baths ⋅ 73543609 MLS ⋅ ['White Cliffs Country Club'] BLDG.
2 bedroom, 1.5 bath GOLF COTTAGE now available in the highly sought-after WHITE CLIFFS community that overlooks the spectacular and breathtaking CAPE COD BAY. ENJOY all that White Cliffs Country Club has to offer this summer - from an exciting and challenging round of golf on the meticulously maintained Gary Player designed 18-hole course to a tennis match on one of the ever-popular Har-Tru courts - or maybe swim a few laps in the 4-season mineral-water pool (being constructed) or take a leisurely barefoot stroll along the gorgeous & private, sandy ocean beach (with tram access) to, if you're lucky, find a washed ashore treasure...or... just relax with a good book and while away the hours soaking up the sun and those refreshing, coastal breezes. Whatever you so choose, you will surely relish the lifestyle that only White Cliffs has to offer. ADD'L: Unlimited golf and tennis, numerous social functions & clubs, and an oceanfront restaurant serving casual to fine dining (indoors or out).

16 Westcliff Dr Unit 16, Plymouth

10 Village Green Circle, Mashpee
$570,000
2 Beds ⋅ 3 Baths ⋅ 73543240 MLS
Overlooking the village green, this charming end-unit townhouse offers a sweet Cape Cod retreat. Step onto the farmer's porch, and you'll feel right at home. The main level is designed for 1st floor living, offering a bedroom with en suite and laundry, large living room with cathedral ceilings and gas fireplace, plus a formal dining room and modern eat-in kitchen. Whether you're hosting a dinner party or enjoying a quiet morning coffee, you have the best of both worlds. This unit offers extra privacy, natural light, and a garage. The loft space upstairs outside the 2nd bedroom is perfect for a home office, playroom, reading nook, or media den. Discover an additional 340+ square feet of finished space with wet bar in the lower level, plus a handy second laundry area. With its prime location, flexible layout, and carefree condo lifestyle, this townhouse is ready to welcome you to the Cape. Amenities include: outdoor pool, tennis/pickleball, clubhouse and nature trail along Amos Pond.

10 Village Green Circle, Mashpee

63 Main Street, Barnstable
$8,625,000
7 Beds ⋅ 8 Baths ⋅ 73543017 MLS
Legacy estate set prominently on one of the highest Osterville bluffs delivers classic waterfront expectations with a superior dock and substantial dynamic views from the Vineyard to Hyannisport. The grand yesteryear home constructed in 1920 conveys the qualities of that oceanfront era, with higher ceilings, multiple great rooms, and the character of hidden porches, exclusive balconies, and romantic patios. Curving stone walls, terraced rock feature gardens, and stone patios complement the entire grounds. Across the river from your 200 feet of waterfront is Long Beach, a pristine barrier stretch of powdery white sand and privacy. The dock enjoys some of the deepest water of any house on this stretch, allowing for multiple boats and other recreational craft. The quaint conclusion to this fairytale setting is a larger detached apartment over the garage. The square footage of 9,011, seven bedrooms and seven-and-a-half bathrooms speak for themselves. This treasure is waiting for you.

63 Main Street, Barnstable

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. MLS Property Information Network, Inc. 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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