luxury real estate for sale Woods Hole, United States

Nestled along the edge of Beebe Woods, this exceptional five-bedroom residence offers a rare blend of privacy, space, and access to some of Falmouth's most treasured outdoor amenities. Thoughtfully designed for comfortable living and effortless entertaining, the main level features a gracious living room with fireplace, private office, formal dining room, spacious kitchen, inviting family room, laundry area, and sliders leading to a beautiful screened porch and expansive deck overlooking nature. The second floor is anchored by a serene primary suite complete with double vanities and private access to a newly rebuilt upper-level deck--an ideal retreat for enjoying morning coffee or peaceful woodland views. Four additional bedrooms and a full bath provide ample accommodations for family and guests. The walkout lower level offers finished overflow space and flexible options for recreation, hobbies, or extended guest stays. Outdoor enthusiasts will appreciate direct access to the extensive trail network of Beebe Woods, while association amenities include a deeded private beach, tennis and pickleball courts, and easy access to the Shining Sea Bikeway just 1.5 miles away. A rare opportunity to enjoy the best of Cape Cod living, where nature, recreation, and coastal lifestyle come together in one exceptional setting.

Nestled in sought-after Sippewissett Highlands, this extraordinary custom home offers seasonal water views across Buzzards Bay to Marion, Mattapoisett, and Cleveland Ledge Lighthouse. Thoughtfully renovated from 2022-2026, the 6,331 sq ft residence blends timeless architecture with modern luxury and exceptional craftsmanship. Designed for multigenerational living, the home features 4 bedrooms including two ensuite bedrooms, one on the main level and a luxurious second-floor primary retreat with spa bath, sitting room, private balcony, and loft office. Elevator access services all floors. The custom kitchen showcases a 5' x 10' walnut island, Thermador refrigerator, Bosch induction cooktop and dishwasher, double American Range ovens, and walk-in pantry with additional dishwasher. Elegant entertaining spaces include a sunken living room with fireplace, paneled library, formal dining room, and enclosed sunroom with mini-split. Outdoor living features 60+ feet of decks, stone terrace with custom made authentic Forno Bravo pizza oven, private pond, native landscaping, tennis/pickleball court and deeded beach rights. Exceptional coastal living in one of Falmouth's premier neighborhoods.

Welcome to this inviting year-round Cape Cod home, perfectly situated in one of Falmouth's most convenient neighborhoods. Tucked away, this warm and comfortable residence offers the ideal blend of privacy, character, and accessibility. Inside, you'll find sun-filled living spaces designed for everyday living and effortless entertaining. Hardwood floors, custom built-ins, a cozy wood stove, and a fireplace create a welcoming atmosphere in every season, while multiple gathering areas provide flexibility. Expansive decks overlook the private yard, extending your living space outdoors for summer barbecues or quiet morning coffee. The versatile floor plan offers comfortable accommodations with bedrooms on both levels, making it well suited for year-round living, vacation getaways, or hosting. Located just minutes from downtown Falmouth, you'll enjoy easy access to charming shops, restaurants, beaches, the Shining Sea Bikeway, medical facilities, schools, and all the amenities that make Falmouth one of Cape Cod's most desirable communities. Whether you're looking for a primary residence or a place to enjoy every season on the Cape, your at home.

Just steps from downtown Falmouth, Main Street and the Island Queen, this lovely end unit condo offers the perfect blend of convenience and coastal charm. Located in Marine Park, the complex has recently undergone a complete exterior renovation, while the interior has been beautifully maintained and is ready for its next owner. Featuring 2 bedrooms and 2.5 baths, this turnkey home puts shopping, dining, beaches, and ferry access right at your doorstep.

A New Standard for Coastal Living in Sippewissett. Set on nearly an acre in a quiet cul-de-sac with access to the Shining Sea Bike Path, this newly constructed Farmer's Porch Cape blends timeless New England architecture with elevated craftsmanship--minutes from Wood Neck Beach and downtown Falmouth. Inside, 5' white oak floors, 10' ceilings, and a dramatic two-story great room with gas fireplace and custom built-ins anchor the main level. The Woodpecker Customs kitchen features premium appliances, a large island, beverage station, and walk-in pantry. The first-floor primary suite offers a spa-inspired marble bath with soaking tub and oversized shower, complemented by a private office, mudroom, laundry room, and curated lighting package. Upstairs are three bedrooms, a sun-filled loft, two full baths, and 2 expansive bonus rooms. Marble and natural stone surfaces, Kohler fixtures, and refined millwork elevate every space. Basement boasts 9' ceilings and 3 full size trimmed windows in 1800 sq ft allow for easy expansion. Outdoors, Ipe decking, a patio, outdoor shower, and landscaped grounds create a coastal oasis with room for a future pool.

Directly across from the iconic Heights Beach, sits this beautifully appointed Cape style residence offering the quintessential Falmouth coastal lifestyle. Perfectly positioned to capture sparkling water views and cooling ocean breezes, the home enjoys a front-row seat to one of Cape Cod's most beloved beaches, known for its expansive sandy shoreline, Vineyard Sound vistas, and vibrant summer atmosphere. Inside, sun-filled living spaces are designed for comfort and gathering, while classic architectural details create a timeless coastal retreat. Expansive windows frame water views, and the inviting ocean view porch is the perfect place to enjoy morning coffee, afternoon sea breezes, or spectacular evening sunsets. Just moments from Falmouth Village, the Island Queen ferry to Martha's Vineyard, restaurants, shops, and the finish line of the renowned Falmouth Road Race, this exceptional property places the very best of Cape Cod at your doorstep. Enjoy the celebrated 4th of July fireworks from the comfort of your front porch. Whether as a year-round residence, summer getaway, or investment opportunity, this is a rare chance to own a home in one of Falmouth's most coveted locations.

Located in Falmouth's desirable Davis Straits corridor, this charming bungalow at 83 Davis Straits offers a rare opportunity for both residential and commercial use. Situated in the Business 2 (B2) zoning district, the property provides flexibility for a variety of uses, including a year-round residence, second home, or potential office/retail space. The home features classic bungalow character and benefits from strong visibility and accessibility, making it well-suited for a live/work setup or boutique business. This property is on town sewer and offers 4 bedrooms and 2 baths. The one car garage is best suited for storage. Great yard for recreation or parking. An additional opportunity exists to purchase the neighboring property at 87 Davis Straits, currently leased as an eye doctor's office, offering immediate income potential. Together, the properties create a compelling mixed-use or investment opportunity. Conveniently located near Falmouth's downtown, beaches, and major routes, this is a versatile offering in a prime location.

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.

Over 3 acres in the West Tisbury section of Makonikey. This buildable lot is a short distance from the Lower Makonikey Association beach. The prime home site on this property was recently cleared to reveal beautifully contoured land with several ancient white oak trees. The property is situated in an area of several multimillion-dollar homes and will accommodate a house, a guesthouse, and a swimming pool. Note: The lot is most easily accessed via Chappaquiddick Ave, where the cleared area is easily visible on the left.

New Price...Charming Maravista Coastal Retreat with views of Great Pond. Located in the highly desirable Maravista neighborhood this inviting home offers the perfect blend of coastal charm and convenience. Set on the street one house away from Great Pond, the property captures the essence of relaxed seaside living. The Main house features 3 bds and 1 bath, ideal for summer getaways or year-round living. Sunlight fills the living spaces, creating a warm and welcoming atmosphere throughout. A standard feature is the detached Studio perfect for guests, extended family, adding flexibility and value. Enjoy the peaceful setting, gentle water views, and close proximity to beaches, boating, kayaking, dining, and all that the area has to offer. Whether you're looking for a vacation escape, investment opportunity, or a cozy year-round home, this Maravista gem is not to be missed. Information herein is not guaranteed or warranted and should be verified by any person who is looking at this property to purchase.

Tashmoo Farm, one of Martha’s Vineyard’s iconic properties, a take-your-breath-away landmark on Lamberts Cove Road! This country estate of over 10 acres is within close proximity of the village of Vineyard Haven with its boutiques and bourgeoning restaurant scene, and yet feels secluded and remote. For 3 centuries it has been a beloved year-round residence and at times a sought-after vacation home for a client list that included Lady Diana Spencer. The historic main house has been completely modernized. There are 6 bedrooms spread out over almost 6000 square feet, a detached pool house, swimming pool, and Har-Tru tennis court. Wherever you are in this gracious home you will be blessed with sweeping views of the open fields, stone walls, and horses in the neighboring farm, a scene as if from a painting done in a previous century. Included within the 10 acres is a separate 3.3-acre parcel of land that will accommodate a full-size home. The property is part of the Tashmoo Farm Association which includes deeded access to the association dock on Lake Tashmoo and tennis courts.

Lovingly cared for by the same owner for over 30 years, this inviting Gambrel-style post-and-beam home blends timeless character with a coveted West Falmouth Village setting. Offering three bedrooms and 2.5 baths, the home features a welcoming living room, dining area, and a bright kitchen with granite countertops and generous cabinet storage. A screened porch creates the perfect place to unwind on warm summer evenings. Two bedrooms on the second level share a full bath, while the primary suite includes a walk-in closet and additional storage and full bathroom. The second floor also offers a separate office and sitting room--ideal for remote work, reading, or a quiet retreat. An attached two-car garage with 11 ft ceilings, outdoor shower, and storage shed add convenience for year-round or seasonal living. Perfectly situated just 0.2 miles from the Shining Sea Bike Path and less than 0.5 miles to Chapoquoit Beach, this home places you moments from the best of West Falmouth Village, including the harbor, village shops, and scenic coastal beauty.

Nestled at 5 Pinetree Lane, Vineyard Haven, MA, this single-family residence in Dukes County presents a unique opportunity to own a piece of classic American architecture. Built in 1927, this home offers a blend of vintage charm and comfortable living. The residence features three full bathrooms, providing convenience and privacy for all occupants. Imagine mornings where everyone can prepare for the day without the rush, and evenings where relaxation is never compromised. The thoughtful design ensures that personal space is always readily available. With four bedrooms, this home provides ample space for rest and rejuvenation. Envision each room becoming a personalized sanctuary, tailored to individual preferences and needs. Whether it's a tranquil space for sleep, a vibrant area for hobbies, or a practical room for remote work, these bedrooms offer the flexibility to adapt to any lifestyle. The 2730 square feet of living area unfolds to provide a comfortable and inviting environment.

Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and contemporary comfort. Inside, a thoughtfully designed floor plan welcomes you with generous living spaces. At the heart of the home is a chef’s kitchen featuring custom cabinetry, high-end appliances, and stylish finishes—perfect for both everyday living and entertaining. The open-concept living and dining areas flow seamlessly, enhanced by updated systems and central air conditioning for year-round comfort. Upstairs, the primary suite provides a serene escape with a spa-like tile bath and soaking tub. Two additional guest bedrooms share a beautifully appointed full bath that also includes convenient laundry. Unique details like a compass rose stained glass window add a distinctive nautical touch. The finished lower level offers even more living space, including a large bedroom—ideal for guests or extended family. Outdoors, a stunning mahogany deck overlooks the newly landscaped backyard, complete with an outdoor shower and perfect areas for entertaining. With close proximity to downtown Vineyard Haven and the beaches of Vineyard Sound, this exceptional home captures the essence of island living—timeless, refined, and move-in ready.

This spacious 5-bedroom, 3-bathroom home is located in a quiet enclave off Main Street, Vineyard Haven. Just half a mile to the vibrant restaurant and shopping scene in the village, and even closer to the library, Owen Little Beach, and Yacht Club. Thoughtfully designed across three finished levels featuring hardwood floors, a cozy fireplace, and a seamless layout, the home is ideal for entertaining. The design is casual but practical, evidenced by the well-appointed kitchen which offers direct access to the rear deck for an eat-in or eat-out option. With separate finished living quarters on the garden level, the home easily accommodates guests, or multi-generational living. The expansive deck invites morning coffee, summer gatherings, and peaceful evenings surrounded by nature. Mature plantings bloom on stone-scaped retaining walls and evergreen trees provide ultimate privacy. You are just moments from the harbor, shops, and ferry, and yet this property also offers seclusion and privacy - this is a rare combination in this price point.

Downtown Vineyard Haven with Harbor Views. Positioned between the energy of Main Street and the quiet prestige of West Chop, the location delivers a rare balance of downtown access, privacy, and harbor frontage. Built in 2015, the three-bedroom, two-bath modern ranch is designed for easy first-floor living with expansive water views. Wide, harbor-facing windows showcase the meadow and water beyond. Mornings start with sunrise over the water, while evenings slow as the light fades across the shoreline. The interior feels open, calm, and intentional, with spaces that flow naturally toward the outdoors and keep the focus where it belongs. Outside, the landscape opens gently toward the water. A private beach path sits immediately adjacent to the Vineyard Haven Yacht Club, offering sailing, tennis, dock access, and a café just steps away—an uncommon amenity pairing in such a peaceful, natural setting. Whether enjoyed as a personal escape or leveraged as an income-producing property, the home’s strong rental history reflects its wide appeal. A rare opportunity to own directly on Vineyard Haven Harbor, with a mooring available and the best of Martha’s Vineyard right outside your door.

Tucked back from the road on scenic Lake Street, this one-of-a-kind home offers privacy and charm on a beautifully landscaped 0.7 acre lot accented by mature trees and a classic stone wall. Inside, rich wood detailing, exposed beams, and high ceilings create a warm and inviting atmosphere. The home’s four-level design provides exceptional character and flexibility. The main level features a spacious kitchen with a center island that opens to a dining area. A sunken living room with floor-to-ceiling windows overlooks the surrounding tree canopy, filling the space with natural light. Just off the living room, a large screened porch offers a peaceful setting for relaxing outdoors. Two bedrooms, a full bath, and a laundry room complete this floor. Up the wood staircase, the second level includes a dramatic hallway that overlooks the living area below and leads to a generous primary suite with a spacious bathroom and additional laundry. The third level features a private guest bedroom with its own living area and full bath, ideal for visitors or extended stays. The finished lower level adds even more living space, offering a full bathroom, bedroom windows, and a walkout door to the side yard. A spacious garage provides added convenience and storage. Convenient to the public boat landing on Lake Tashmoo and the Lake Street tennis and pickleball courts, and just a short distance to Downtown, this is the ideal Vineyard Haven location.

Beautifully renovated and full of charm, this Vineyard Haven home combines stylish design with modern function in one of the island's most sought-after neighborhoods. Every space has been thoughtfully planned to offer flexibility, comfort, and light, while maintaining the relaxed character that defines Martha's Vineyard living. The result is a home that feels spacious yet inviting with elegant details inside and a picture-perfect outdoor setting ideal for entertaining or quiet enjoyment. AI has been used to enhance the exterior of the home and backyard to add spring color.

Welcome to FalmouthPort, where resort style living meets everyday comfort. This two-story condominium offers 1,693 square feet of living space in a peaceful setting with a private patio - perfect for enjoying your morning coffee while taking in the natural surroundings. The first floor features a well-appointed kitchen and open concept living area with a gas fireplace that adds warmth and ambiance to the space. The second floor features a renovated primary suite, including redesigned closet space and a beautifully updated bathroom with walk-in tiled shower and a second bedroom with shared full bath. Completing the home is the finished lower-level offering a family room, home office and bonus room, perfect for overflow guests. Ideally located near the community pool, dock, and recently renovated clubhouse, this home provides convenient access to many of FalmouthPort's outstanding amenities. Begin your mornings with a walk along the association's 2.5 miles of scenic nature trails, spend summer afternoons relaxing by the pool, or launch a kayak from the dock on Great Pond to explore the surrounding shoreline. Tennis and pickleball enthusiasts will appreciate the community courts just moments away. This home is ready for its next owners to enjoy the exceptional lifestyle and natural beauty that make FalmouthPort one of Falmouth's most desirable communities.

Waterview Condo in the Heart of Downtown Vineyard Haven. Experience the best of in-town living with this newly built, thoughtfully designed 2-bedroom condo offering beautiful harbor views and luxurious modern finishes. The first level welcomes you with a primary suite featuring a full bath with a tub/shower combination and direct access to a private deck complete with an outdoor shower, perfect after a day at the beach. Also on this level is a comfortable guest bedroom with peaks of the harbor, a stylish full tile bath with a glass-enclosed shower, a cozy living area, and washer/dryer for convenience. Upstairs, cathedral ceilings and a gas fireplace create an inviting open-concept living space. The gourmet kitchen is outfitted with sleek Bosch appliances, a large center island ideal for entertaining, and an adjoining dining area. Enjoy panoramic water views of the harbor, passing ferry boats, and Vineyard Sound from the entire second floor, or step out onto your private deck, perfect for alfresco dining or morning coffee. Just steps from your door, a private path leads to the association’s sandy harbor beach where you can store your kayak or launch your boat. This condo also includes a dedicated parking space and an enclosed storage area under the house ideal for bikes, beach gear, or seasonal items. With easy access to downtown shops, restaurants, ferry terminal, and local beaches, this condo offers the ultimate combination of luxury, convenience, and island charm. A rare opportunity for carefree coastal living on Martha’s Vineyard.

Find your sweet spot in this charming starter home, ideally located on a quiet street yet within an effortless walk of everything. Forget the car and get your steps in! You're a short jaunt to essentials like Cronig's Market and Shirley's Hardware, AND local favorites including The Maker, Black Dog Cafe, Island Fresh Pizza, Pie Chicks, and Island Adventures Mini Golf. Also within walking distance is the newly renovated Tisbury School! The interior delivers classic warmth, showcasing mellow wide pine floors in the living areas. Enjoy the convenience of an efficient kitchen with deck access, a cheerful updated bathroom, and cozy carpeted bedrooms. Need more space? The full, dry basement is a blank canvas, offering massive potential. This is your affordable opportunity to settle on Martha's Vineyard! Schedule your showing now!

Life is simply better when the water is part of your everyday routine. Located in Falmouth's desirable Davisville neighborhood, this inviting townhouse community offers direct access to Bourne's Pond, perfect for sunrise paddleboarding, sunset kayaking, or clamming for a fresh batch of chowder. Less than a mile from Menauhant Beach and Green Pond Marina, you'll enjoy easy access to sandy shores and boating adventures. Community amenities include an in-ground pool, tennis and pickleball courts, all with a low monthly HOA fee. Inside, natural light fills the spacious living and dining areas, with sliders opening to a private patio and extended common space--ideal for cornhole, entertaining, or relaxing outdoors. The updated kitchen features granite countertops, stainless steel appliances, and a convenient half bath. Upstairs, the spacious primary bedroom offers abundant closet space and a private deck. A second bedroom with two closets and a window seat, plus a full bath, completes the level. The finished lower level provides flexible bonus space, a dedicated laundry room, and ample storage. Move right in and enjoy the Cape Cod lifestyle year-round. No rentals are allowed.