luxury real estate for sale Woods Hole, United States

Welcome to this wonderful Contemporary home in Falmouth! With the main living space on the second floor, you are able to maximize the spectacular views of Vineyard Sound. The open floor plan seamlessly connects the kitchen to the dining and living space with sliders out to the outdoor deck. A perfect layout for entertaining your guests. The kitchen boasts granite countertops, stainless appliances, and a center island. Gleaming hardwood floors, raised ceilings, built-in bookcases and a gas fireplace are all added features on this floor. Two bedrooms with a shared bath, a sitting area, laundry and the primary en suite with double vanity sinks and a walk-in closet, are on the lower level. All bedrooms with beautiful morning ocean views. Enjoy summer fun at the beach across the street, a scenic ride at the nearby bike path, and a short stroll to Falmouth village shops and restaurants. Come and make your own Cape Cod memories here at 19 Bywater Court!

Perfectly situated in one of Falmouth Village's most desirable locations, 110 Mariners Lane offers an exceptional blend of classic Cape Cod charm and modern luxury. Just steps from Surf Drive Beach and a short stroll to the vibrant shops and restaurants of Main Street, this 3-bedroom, 2.5-bath residence spans 2,213 sq ft and delivers an unmatched coastal lifestyle. From the moment you arrive, the home's quintessential Cape Cod curb appeal captivates, enhanced by beautifully updated white cedar siding and meticulous landscaping. Inside, a comprehensive 2016-2017 renovation transformed the interior, thoughtfully reimagining the layout to suit today's living. The first-floor primary suite is a standout, offering comfort and privacy, while the inviting living room features a gas fireplace insert that adds warmth and ambiance. Upstairs, the addition of dormers has expanded the bedrooms, creating bright, airy spaces filled with natural light. Designed for both relaxation and entertaining, the backyard is a private retreat featuring a paver patio and a wood-burning fire pit, perfect for summer evenings after a day at the beach. A whole-house generator provides added peace of mind. Outdoor enthusiasts will appreciate being just around the corner from the Shining Sea Bikeway, ideal for scenic rides to Woods Hole. Nearby ferry access makes spontaneous trips to Oak Bluffs and Edgartown effortless. This is a rare opportunity to own a beautifully renovated home in a premier Falmouth Village location, where timeless coastal elegance meets everyday convenience.

Built in 1972 and thoughtfully cared for and enjoyed by the same family, it is now being offered together with the adjacent 0.38 acre lot, creating a rare opportunity for added privacy, space and expansion possibilities. Set against the peaceful backdrop of Little Sippewissett Marsh, the home was intentionally designed to capture its ever changing beauty and coastal wildlife. The views are a daily reminder of the natural setting that defines this special location. Offering over 3,600 square feet of living space (inclusive of lower level), the home features four bedrooms, an office, a recreation room and three full baths, with a layout that also supports comfortable first floor living. The main living areas are open and generous in scale, creating an easy flow for both everyday living and larger gatherings. Walls of windows frame the marsh views from most rooms, drawing the outdoors in and filling the space with natural light. The living room's large French doors open to an expansive deck merging the indoor and outdoor living spaces. A lower level walkout provides additional flexibility for guests, recreation, or work-from-home options. The home has been freshly painted inside, a new 13KW generator was installed in 2024 and the roof was re-shingled in 2022. Take the Sippewissett Place neighborhood path to the Shining Sea Bikeway and spend an afternoon riding from Woods Hole to North Falmouth and beyond. With close proximity to downtown Falmouth, Falmouth Harbor, and Wood Neck Beach right around the corner, there are options for fun and adventure abound. Whether this will be your full-time residence or summer escape, this home is ready for new generation of owners to create lasting memories and embrace the best that Falmouth has to offer from this sought after location.

Welcome home to this lovingly cared for Colonial in a fantastic in-town location close to restaurants, shopping, Goodwill Park, and the scenic Shining Sea Bikeway for miles of walking and biking enjoyment. Filled with warmth and natural sunlight, this inviting home offers an oversized living room with a cozy gas fireplace, an eat-in kitchen, and a screened porch with a gas stove--perfect for enjoying cooler days and evenings. The private backyard is ideal for relaxing or entertaining, featuring a charming brick firepit, multiple decks, and peaceful surroundings with the sounds of birds all around. A double storage shed provides plenty of room for landscaping tools, while the impressive workshop with electricity offers endless possibilities for hobbies or projects. Additional highlights include convenient second-floor laundry, generous living space, and a finished lower level perfect for a home office, gym, or entertainment area. This special home has been filled with wonderful memories and is ready for its next chapter. Flexible layout with potential for an in-law suite or ADU with proper permitting and approvals.

Welcome to 24 Montgomery Court, a rare opportunity in the heart of highly desirable Falmouth Heights. Set on an oversized lot rarely found in this neighborhood, this expansive custom Cape offers exceptional flexibility—enjoy it as a well-maintained, character-filled home or update and modernize to create a coastal retreat. Warm details, generous room sizes, and an easy seaside feel make everyday living feel like summer. The lot provides excellent outdoor potential with space for gardens, entertaining, or the possible addition of a garage (buyer to verify with the town). The location defines the Falmouth Heights lifestyle—just moments to Falmouth Heights Beach, the park, local eateries, downtown Falmouth, and the ferry to Martha's Vineyard. The home offers 1,890 sq ft of living space plus a full 1,080 sq ft unfinished basement. The first floor features a front-to-back fireplaced living room, large eat-in kitchen with pantry, full bath, first-floor bedroom, and sunroom with deck access. Upstairs are two spacious bedrooms and a full bath. Estate sale subject to probate court approval.

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.

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.

Welcome to this beautifully upgraded, turnkey coastal retreat. This sun-drenched, 4-bedroom, 2-bath home features a desirable southern exposure that fills the main living areas with warm, natural light. Inside, you'll find modern upgrades throughout, creating a stylish and comfortable living space. The private backyard is perfect for relaxing or entertaining. Located close to the beach, a convenient boat ramp, and local shopping, this property offers the ultimate in effortless coastal living.

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.

LOOK HOW CLOSE YOU ARE TO BEACH! If you’ve dreamed of endless beach days & relaxing evenings under the stars, this Cape Cod gem is for you. Just seconds! to the sand, this 5-bedroom beauty pairs classic coastal charm w/ a backyard built for entertaining. Huge sunny inviting living room w/ a brick fireplace, hardwood floors & a lounging window seat. Tons of cabinets and countertops in the kitchen. Main-level bedroom w/ adjacent full bath great for guests or single-floor living. Four Large additional bedrooms upstairs, perfect for family or hosting. Two full bathrooms. Hardwood floors, fresh paint & central A/C throughout. Additional rooms in basement. Ample parking driveway & shed for storage. Gorgeous full patio in the backyard and a Built-in outdoor kitchen w/ grill, sink Microwave, fridge. perfect for meals outside or gathering by the fire. Outdoor shower to rinse off after day at beach. Minutes to the ferries, to the island

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.

Live the Cape Cod lifestyle at 36 Portside Circle in sought-after Great Harbors, one of Falmouth's most desirable private waterfront communities. This well-maintained 3 bedroom, 2.5 bath ranch offers comfortable living, recreational amenities, and classic coastal appeal. The kitchen updates create an open floor plan leading out to a large deck and patio. This design is perfect for entertaining, seamlessly blending the interior and exterior living spaces. The fenced backyard features an outdoor shower for rinsing off after a day at the beach or boating. The finished lower level offers additional living space and a full bath, ideal for guests or recreation. Enjoy access to the exceptional amenities of the Great Harbors Residents Association, with two pools (including a kiddie pool), tennis and pickleball courts, dock slips, basketball, beach volleyball, playground, ball field, clubhouse facilities, and over three miles of scenic walkable property. If you're looking for a vacation getaway, year-round Cape escape, or investment property, this home offers comfort, flexibility, and access to one of Falmouth's favorite coastal communities.

Built in 2016 by Squash Meadow Builders, this exceptional five-bedroom Colonial is ideally situated just moments from the sandy shores of Tashmoo Beach on Vineyard Sound. Thoughtfully designed across four levels of living, the home seamlessly blends timeless architecture with modern comfort. The main level offers an inviting open floor plan with a spacious living room with gas fireplace anchored by a gourmet kitchen with custom built-ins and charming bench seating. The kitchen blends effortlessly into a light-filled sunroom, creating the perfect setting for relaxed coastal living. A generous first floor primary suite provides privacy and convenience. The second level features bedroom suite with a private bath and three well-appointed guest bedrooms share a full bath with recently updated modern tile and vanity. The finished third level offers an expansive bunk room, ideal for extended family or guests. The finished lower level is designed for entertainment and wellness, featuring a media room, home gym, and ample storage. Indoor and outdoor living connect beautifully where the new sunroom opens to a pergola-covered stone patio overlooking a saltwater pool framed by a classic stone wall. The backyard is a private oasis, complete with an outdoor stone fireplace and lush landscaping accented by blue hydrangeas, perennials, and native sea grass. Additional highlights include a one-car garage and solar panels for energy efficiency. A turnkey Martha’s Vineyard retreat offering comfort, style, and effortless summer living near one of the island’s most beloved beaches.

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.

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.

Snug Harbor sets the stage for this timeless 1930 shingled residence on Pine Island, spanning nearly one acre with a licensed private dock providing access to Buzzards Bay. Picturesque setting overlooking the tranquil harbor captures sweeping views, peaceful sunsets and established pier, ramp, and float for small craft access to explore West Falmouth harbor and beyond. Rich in character, the home showcases original architectural details, warm woodwork, wood floors and inviting living spaces filled with natural light. This is a rare waterfront setting with enduring appeal, whether enjoyed in its current form, thoughtfully renovated, or reimagined over time. The property presents a unique opportunity to secure a Snug Harbor waterfront with dock rights already in place. The first floor offers a primary bedroom, stone fireplace, and multiple gathering areas ideal for year-round or seasonal living. The second level features two additional bedrooms, great room with wet bar, fireplace, and an expansive deck designed to embrace endless harbor views and natural scenery. Thoughtful updates include a septic system in 2019, new roof in 2018, refreshed bathroom, new kitchen appliances, heat pump and wood floors in the kitchen and upstairs bedrooms. Sought after West Falmouth offers a quiet village setting just moments from the Shining Sea Bikeway, West Falmouth Market, Chapoquoit Beach, West Falmouth Library, Chapoquoit Grill and downtown Falmouth's dining and shops. A unique chance to create your West Falmouth retreat on Snug Harbor.

Tucked within the desirable lower Davisville area of Falmouth, this exceptional estate captures the essence of Cape Cod living. Set on over 2.5 acres of beautifully maintained grounds and just a short stroll to the beach, the property offers a rare combination of privacy, distinction, and classic charm. At the heart of the estate is a graciously renovated 2,500 sq ft, 4-bedroom, 2-bath Victorian, where period character and modern improvements exist in perfect balance. Light-filled interiors and soaring ceilings create a sense of warmth and elegance, with inviting living spaces designed for both everyday comfort and sophisticated entertaining. A charming three-season porch extends the living area, offering a tranquil setting for morning coffee or summer evenings overlooking the picturesque grounds. The dining room and kitchen have been freshly painted, enhancing the home's crisp, refreshed presentation. Beyond the main residence, a separate 1,800 sq ft guest house with two+ bedrooms and two baths provides a private retreat for visitors, extended family, or potential rental income. Recently updated with new carpeting, it offers comfort and flexibility while complementing the style and character of the main home. The grounds are a true highlight, lush and expansive, well-suited for entertaining on any scale. Whether hosting gatherings, enjoying outdoor games, or simply taking in the serene surroundings, the setting is both inviting and memorable. Both the main house and guest house are equipped with generators, and each residence had a new septic system installed in 2024. Blending history, acreage, proximity to the water, and versatile living options, this is a rare opportunity to own a legacy property in one of Falmouth's most treasured neighborhoods.

You will find this outstanding property at the end of a quiet country lane in West Tisbury nestled alongside hundreds of acres of conservation land and walking trails that extend all the way to Lamberts Cove Road. The setting is magical - 4 acres of rolling lawns with specimen trees and ponds. There are multiple structures to allow you to customize this compound to your personal needs. The main house was recently renovated by a top local contractor and the result is a rustic Vineyard vibe with a sophisticated twist. The cozy and comfortable kitchen and sitting room areas lead to the dramatic Great Room on the north end of the house - the 600 square foot space with its 26’-high ceilings is bathed in light thanks to the banks of windows and French doors. There are two bedroom suites upstairs with views of the main pond, one of them with a sundeck. The third floor loft area has also been used as a bedroom and is the perfect spot to accommodate younger guests and their friends. The detached two-story guest quarters continue the Vineyard country chic theme with a delightful bedroom with veranda overlooking a separate area of the property from the main house. In addition to the main house and detached guest bedroom, there is a barn with a large finished room and loft as well as a secluded writing studio. A new garage completes the compound. Note: Four-bedroom septic in place. Property currently has 3 bedrooms plus 1 loft sleeping space.