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357 Monomoscoy Rd, Mashpee
$4,165,000
4 Beds ⋅ 4 Baths ⋅ 73539150 MLS
Where home and horizon merge, this waterfront estate on Monomoscoy Island offers an unrivaled boating lifestyle. Tucked away on a private drive, the property features a private deep-water dock with no bridges between your slip and the open waters of Waquoit Bay and Nantucket Sound. The main residence showcases superior craftsmanship and modern luxury. At its heart, a gourmet kitchen anchors the open-concept living space, featuring a professional gas range and a stunning waterfall-edge stone island. Retreat to the primary suite sanctuary, a private haven boasting a water-view deck, cozy gas fireplace, and a spa-inspired ensuite. The coastal compound includes a striking carriage house with custom mahogany doors. Above, find a sun-drenched guest apartment with a kitchenette; below, a massive garage with a 12-foot door is purpose-built for boat storage and gear. Outside, expansive composite decks and a cobblestone patio provide the perfect vantage point to enjoy magnificent sunsets.

357 Monomoscoy Rd, Mashpee

Listing courtesy of Listing Agent: Diana Lucivero from Listing Office: Compass.
353 Simons Narrows Road, Mashpee
$3,850,000
4 Beds ⋅ 4 Baths ⋅ 73490467 MLS
Spectacular new construction on Shoestring Bay! This elegant waterfront home blends timeless Cape Cod architecture with modern luxury in one of Mashpee's most picturesque coastal settings. Set on the water's edge with scenic bay views, the property includes a 50% ownership of a private dock, offering direct boating access to Nantucket Sound. The designer kitchen features state-of-the-art appliances, a statement island, custom cabinetry, and a separate service kitchen. The vaulted great room with gas fireplace opens to a spacious deck with bay views, ideal for al fresco dining and entertaining. Offering comfort and convenience, the first-floor primary suite enjoys a spa-like bath and a private balcony overlooking the water. The upper levels feature well-appointed guest bedrooms and a spacious bonus room, all easily accessed by elevator. Complete with a red cedar roof, attached garage, and manicured grounds, this magnificent waterfront retreat is ready to be enjoyed.

353 Simons Narrows Road, Mashpee

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
15 Seconsett Point Rd, Mashpee
$3,575,000
5 Beds ⋅ 6 Baths ⋅ 73489948 MLS
Experience the ultimate in Cape Cod waterfront living at this exceptional Waquoit Bay retreat. Set on its own private sandy beach with sweeping, west facing views, this home delivers unforgettable sunsets, effortless access to the water, and a lifestyle defined by relaxation, recreation, and natural beauty. Tucked on exclusive Seconsett Island, this property offers over 5,200 sq. ft. of remodeled living space. Step outside to swim in warm saltwater, launch your kayak, or use the local marina to head out to Vineyard Sound--perfect for sailing or powerboating. Settle onto your deck and take in the panoramic views stretching from Waquoit Bay and Washburn Island to Martha's Vineyard. Inside, the home is designed for both gathering and privacy.

15 Seconsett Point Rd, Mashpee

Listing courtesy of Listing Agent: Cindy Caldwell from Listing Office: Sotheby's International Realty.
68 The Heights, Mashpee
$2,336,000
4 Beds ⋅ 5 Baths ⋅ 73419753 MLS
Situated on one of the premiere lots in Willowbend, tucked back off the street w/ plenty of privacy and lush landscaping is this lovely home on the golf course. 68 The Heights offers beautiful architectural details, custom made cabinetry, an open and bright floor plan perfect for entertaining, first floor primary suite, office and laundry room. 3 generous guest suites and large loft area on the second floor. The screened porch overlooks the large outdoor living space, ideal for an inground pool. The golf cart garage makes getting around the property fun and easy! Don't miss the opportunity to view one of the prettiest homes in Willowbend! Updates include: 3 new furnaces, new Serena & Lily & Visual Comfort interior light fixtures, Serena & Lily wallpaper, as well as a new washer, dryer and microwave and more! Home is available partially furnished.

68 The Heights, Mashpee

Listing courtesy of Listing Agent: Team Willowbend from Listing Office: Southworth Willowbend Real Estate, LLC.
386 Mashpee Neck Rd, Mashpee
$1,837,500
3 Beds ⋅ 3 Baths ⋅ 73411732 MLS
Situated directly on scenic Popponesset Bay, this 3 bedroom, 2 bath contemporary Cape style home offers panoramic water views from nearly every room. Enjoy direct access to the bay with your own private dock, located just steps from Mashpee Neck Marina and the Pirates Cove boat landing, perfect for boating enthusiasts. Surrounded by natural beauty, the home is just minutes from the Mashpee River conservation trails, the charming village of Cotuit, and Willowbend Country Club. Whether you're seeking serenity or adventure, this location offers both. Conveniently located near Mashpee Commons, and under 10 miles to Hyannis and Falmouth, you'll have easy access to shopping, dining, hospitals, beaches, airport, and bus transportation. Experience the best of Cape Cod living in this unique waterfront retreat. All parties to verify information contained herein.

386 Mashpee Neck Rd, Mashpee

Listing courtesy of Listing Agent: Jamie Regan III from Listing Office: Keller Williams Realty.
131 Dunrobin Road, Mashpee
$1,660,000
3 Beds ⋅ 4 Baths ⋅ 73520019 MLS
Set behind the gates of one of Cape Cod’s premier resort communities, this exceptional home blends privacy, natural beauty, and modern luxury with scenic golf course views throughout. A formal living room opens through glass doors to the outdoors, while the family room with a gas fireplace anchors the home beside a gourmet kitchen with Wolf and Sub-Zero appliances. The first-floor primary suite offers a spacious bath, two walk-in closets, and direct outdoor access. A formal dining room and guest bedroom complete the main level, with an additional en suite bedroom upstairs. Outdoor living is effortless with expansive entertaining space, al fresco dining areas, and a large yard overlooking the course. Additional highlights include a 2-car garage, a 4-seat golf cart with club attachment, and a whole-house generator. Offered furnished at buyer's discretion. Willowbend members enjoy championship 27 holes of golf, tennis, pickleball, fitness center, Olympic-size pool, fine dining, and more.

131 Dunrobin Road, Mashpee

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
35 Punkhorn Point Rd, Mashpee
$1,425,000
4 Beds ⋅ 5 Baths ⋅ 73515088 MLS
Welcome to 35 Punkhorn Point Rd. A stunning custom built one owner home. Lightly lived in contemporary home designed for both elegant and relaxed coastal enjoyment.4 BR/4.5 bath residence offers first floor living, paired with thoughtfully designed spaces throughout. The dramatic living room offers a stone fireplace, cathedral ceilings, skylights that flood the space with natural light. The open flow of the home opens to the entertainment sized gourmet kitchen with large island perfect for gatherings and chefs helpers! there are 2 pantrys, large open dining area with bowed seating overlooking the natural landscaping and water views. There is a cozy de, first floor primary bedroom, large laundry room with mud room and an ab abundance storage. 2nd flr. with 3 BRs. 2 baths and a lower level famliyrm. w/bath and sliders. There is an outside shower, a necessity on the cape! 2 car garage, association dock and more! Being offered furnished with a few exceptions. Buyers reps. to verify all inf

35 Punkhorn Point Rd, Mashpee

Listing courtesy of Listing Agent: Priscilla Stolba from Listing Office: Priscilla Stolba RE.
16 Quinns Way Unit 16, Mashpee
$985,000
2 Beds ⋅ 3 Baths ⋅ 73481850 MLS ⋅ ['The Residences At South Cape Beach'] BLDG.
Experience the pinnacle of coastal living at 16 Quinns Way, an exquisite end-unit condominium at the coveted Residences at South Cape Beach. This home masterfully balances architectural elegance with low-maintenance luxury, offering sweeping views of the adjacent golf course. The interior is defined by impeccable craftsmanship, featuring hardwood floors, refined crown moldings, and a gourmet kitchen with a center island. A see-through gas fireplace connects the kitchen to a great room that's ideal for entertaining. The first-floor primary suite serves as a private sanctuary with soaring ceilings and a large walk-in closet. The upper level boasts an en suite bedroom and a lounge highlighted by a tray ceiling with ambient uplighting, while the walkout lower level is finished with a seven-seat media room. Perfectly positioned just a stroll from The Club at New Seabury, South Cape Beach and a short drive to the boutiques at Mashpee Commons.

16 Quinns Way Unit 16, Mashpee

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
120 Degrass Road, Mashpee
$860,000
3 Beds ⋅ 3 Baths ⋅ 73500411 MLS
Nestled just moments from the serene shores of Ockway Bay, South Cape Beach, and scenic walking trails, this exceptional property offers unparalleled access to the area's natural beauty. Boating enthusiasts will love the nearby boat ramps, while shopping, dining, and entertainment at Mashpee Commons are just a quick drive away.Step inside to find soaring high ceilings and exquisite crown moldings that set a tone of refined sophistication. The spacious living room, anchored by a cozy fireplace, flows seamlessly into a sunlit solarium—your new favorite spot for morning coffee or evening relaxation. The primary bedroom is a true retreat, featuring an en suite bathroom and each bedroom boasts walk-in closets for all your storage needs.The finished lower level offers endless possibilities. Outside, a private oasis awaits with a sparkling pool and inviting hot tub, perfect for both summertime fun and year-round unwinding. 120 Degrass Rd is more than a home—it’s a lifestyle.

120 Degrass Road, Mashpee

Listing courtesy of Listing Agent: Coastal Castles Group from Listing Office: Compass.
109 Great Pines Dr, Mashpee
$822,000
3 Beds ⋅ 3 Baths ⋅ 73458764 MLS
Rare opportunity in highly desirable Greenwood! This spacious, beautifully maintained 3-bed, 2.5-bath home offers over 3,000 SQF of flexible living space on a private corner lot. The inviting living area features a cozy wood-burning fireplace, while the bright kitchen with walk-in pantry flows seamlessly into the dining area and heated sunroom overlooking the backyard. Step outside to your private outdoor retreat featuring a fenced yard, mature landscaping, deck, gazebo, and pergola-perfect for the ultimate entertaining space. The residence offers 1st floor bedroom or office and laundry, plus 2 generously sized bedrooms upstairs. Don’t miss the incredible bonus space above the heated 2 car garage. Added features: a pellet stove, irrigation system, 2nd driveway, storage shed, and passing Title V. Greenwood residents enjoy access to pool, playground and tennis/pickleball/basketball courts. Conveniently located--this is the Cape lifestyle you have been waiting for! Come see it today!

109 Great Pines Dr, Mashpee

Listing courtesy of Listing Agent: Sarah Rock from Listing Office: Keller Williams Realty.
41 Great Pines Dr, Mashpee
$750,000
3 Beds ⋅ 3 Baths ⋅ 73440343 MLS
Welcome to this beautifully maintained Cape-style home in the coveted Greenwood! Step inside to discover an inviting layout—perfect for gatherings or simply relaxing at home. Enjoy the desirable first-floor master suite with two additional bedrooms upstairs. Enjoy the convenience of first-floor laundry and a finished lower level including office space, den, playroom, and abundant storage options to help keep things organized. Significant updates: new roof (Oct 2025), a reliable whole-house Kohler generator (2022), an efficient heating system (2019), a gas hot water tank (2018), central AC and a full irrigation system for easy lawn care. Passing Title V. Greenwood amenities, including a pool, playground, tennis/pickleball courts, and beautifully maintained common areas—all for just $500 per year. Just minutes from South Cape Beach, Mashpee Commons, and local nature trails. Don't miss your chance to make this your forever home!

41 Great Pines Dr, Mashpee

Listing courtesy of Listing Agent: Sarah Rock from Listing Office: Keller Williams Realty.
70 Great Pines Dr, Mashpee
$685,000
4 Beds ⋅ 2 Baths ⋅ 73486230 MLS
Well-maintained 4-bedroom Cape with a new roof (2025) in the desirable Greenwood Association in South Mashpee. Flexible floor plan with two first-floor bedrooms, including one ideal for a home office or den, an updated full bath, and an open living/dining area with wood-burning fireplace. Kitchen features granite countertops, tile backsplash, gas cooking, updated lighting, and newer stainless steel appliances. Upstairs offers two additional bedrooms, full bath, and laundry hookups. Major updates include: exterior paint (2025), ~80% replacement windows including bay windows, tankless water heater (2024), cherry hardwood flooring (2020) with updated flooring in upstairs bedrooms, and ceiling fans. Central air, gas heat, central vacuum, full basement, and detached one-car garage. Private .29-acre lot with deck and wooded backyard. Greenwood amenities include pool, tennis/pickleball courts, playground, and walking areas. Minutes to Mashpee Commons and South Cape Beach.

70 Great Pines Dr, Mashpee

Listing courtesy of Listing Agent: Stephanie Swanson from Listing Office: eXp Realty.
11 Dry Hollow Ln, Mashpee
$629,000
3 Beds ⋅ 2 Baths ⋅ 73490028 MLS
This charming well-maintained cape offers 3 BR's 2 full baths, and approx. 1400 sq.ft.of living space, ideal for a family, downsizers or a great CC getaway. as it is very close to the bay for boating and across from hundreds of acres of woodlands and walking trails. Bright functional living spaces flow seamlessly from the LR and open DR and beautifully updated kitchen. The layout provides comfortable bedroom separation with 2 full baths. There is an enclosed sun filled breezeway, garage and plenty of parking. Fabulous oversized deck and private yard. All agents and Buyer representatives are encouraged to verify all information. Sewerage coming in, more details coming.

11 Dry Hollow Ln, Mashpee

Listing courtesy of Listing Agent: Priscilla Stolba from Listing Office: Priscilla Stolba RE.
25 Rainbow Ln, Mashpee
$600,000
3 Beds ⋅ 2 Baths ⋅ 73480827 MLS
Purchased as a fixer-upper in 2019, by owners who then poured love and hard work into every space. Improvements were made with quality & long-term comfort in mind. The heart of the home is a brand-new kitchen feat. granite countertops, beautiful cabinetry, & an open flow into the living area, ideal for everyday living/entertaining. Year-round comfort provided by a wood stove and mini-split system. Also on main level: a flexible bedroom space (currently open, easily enclosed) and a full bath with first-floor laundry. Upstairs offers 2 bedrooms (one w/cathedral wood ceilings) and half bath. Enjoy a beautifully maintained lawn with in-ground sprinkler system, outdoor shower, fire pit, and dedicated outdoor cooking area. Seasonal photos show the yard in its full beauty. Store your boat in the side yard, as it is just 1.5 miles from the Mashpee Neck Boat Ramp! Add'l major upgrades new windows/flooring/siding/water heater & updated electrical panel, offering peace of mind for years to come..

25 Rainbow Ln, Mashpee

Listing courtesy of Listing Agent: Melissa Vaught from Listing Office: Compass.
16 Grey Hawk Dr Unit 16, Mashpee
$598,000
2 Beds ⋅ 3 Baths ⋅ 73480725 MLS ⋅ ['Southport'] BLDG.
Move-in ready! -Beautifully maintained Truro-style end-unit in Southport, 55+ active lifestyle community, offers ease and style.Thoughtfully designed with an open floor plan and filled with natural light from expansive windows and deck. The kitchen has granite counters, stainless steel appliances, and generous prep space, seamlessly connecting to the dining and living areas. Enjoy convenient main-level living with a spacious primary suite complete with private en-suite bath, main-floor laundry and an additional full guest bath. Wood floors add warmth and timeless appeal. The finished lower level provides exceptional versatility. Ideal for a home office, art studio or guest retreat—and includes an additional bathroom for added convenience. Enjoy resort-style amenities and a vibrant social scene, including golf, pools, pickleball, and more at the newly enhanced Village Center. Buyers to pay $4500 fee towards capital reserve fund at closing. Skinny pets only (must be <35 lbs)

16 Grey Hawk Dr Unit 16, Mashpee

Listing courtesy of Listing Agent: Jodi Freedman from Listing Office: Sotheby's International Realty.

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