652 houses for sale in Oak Bluffs town

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

Experience luxury waterfront living in this new custom home with a private deep-water dock and stunning views. Features include five en-suite bedrooms, 10' first-floor ceilings, and 9' ceilings on the second floor and walkout garden level. The gourmet kitchen offers custom cabinetry, an accent island, Wolf/Sub-Zero appliances, and a designer pantry. The garden level is built for entertaining with a theater, fitness room, wine display, bar, and game area. Outdoors includes a custom kitchen with built-in BBQ and stone surround. The property is pre-approved for a pool and designed for a future elevator. Additional highlights include a three-car garage, gas fireplace, detailed trim, coffered ceilings, shiplap, beadboard, and a first-floor primary suite with dual closets and a spa-like bath. The private dock provides direct access to Nantucket Sound and the islands, minutes from Willowbend and Mashpee Commons

Located on Upper Main Street in Edgartown's BII zoning district, this versatile property is currently home to Lucky Hank's restaurant. Set on a desirable lot with a large private parking area, and in a coveted high-visibility location. The building offers a turnkey restaurant space and thriving business complete with a fully equipped commercial kitchen on the first floor. Upstairs, you'll find one bedroom with an ensuite full bathroom, currently being used as the office. There is also an additional room being used for restaurant storage. With the flexibility to convert the property back to residential use, if desired, this is a rare opportunity in a prime location that should not be overlooked! This offering is for the real estate and the business. Please inquire with listing agent for additional details and information

A Rare Opportunity in Falmouth VillageNow offered at $2,000,000, 276 Shore Street presents an exceptional opportunity to own in one of Cape Cod's most desirable locations.Ideally situated just moments from Surf Drive Beach, the Shining Sea Bikeway, and Falmouth's vibrant Main Street, this property offers an outstanding combination of location, lifestyle, and potential.Whether you're searching for a year-round residence, a seasonal retreat, or a property to renovate and make your own, this home presents a rare opportunity in a highly sought-after village setting

On sheltered Eel Pond, with a large, licensed deepwater dock and direct access to Vineyard Sound and Buzzards Bay, this waterfront property presents a rare opportunity to create your own Woods Hole compound. Originally dating back to the 1820s, this classic New England home spans three separate dwellings - each with sweeping water views: a main 5-bedroom residence with a separate guest suite, plus two year-round cottages (one 2-bedroom and one 1-bedroom). Located on the village doorstep, with ample off-street parking and seclusion, you are moments from restaurants, shops, ferries, beaches, the vibrant harbor and renowned marine science institutions. Position, potential and provenance - and available for the first time in 70 years - this is a once-in-a-lifetime chance to establish your own Woods Hole legacy in a premium Cape Cod waterfront community

Located on a quiet street just minutes from Edgartown Village, this versatile compound offers privacy, flexibility, and close proximity to the Island's best outdoor amenities. Set on over half an acre, the property includes a main house and detached guest house with separate driveways and mature landscaping.The main home features an open kitchen and dining area, sunken living room, and three bedrooms, plus a finished lower level for added living space. Outdoor highlights include a deck, heated pool, patio, pool house, and outdoor shower.The guest house was built in 2011 and provides additional living space, multiple baths, a garage, and its own private setting. Near conservation land and water access, and just 1.5 miles to town, this property offers strong rental potential and exceptional versatility

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

A rare offering on a storied West Falmouth lane, where classic Cape Cod homes meet the beauty of Buzzards Bay just moments away. With a private association beach only two houses from your door, this exceptional property captures the essence of coastal waterfront living. Lovingly held by the same family for over forty years, this custom-built residence offers more than 3,800 square feet of thoughtfully designed living space, set among peaceful surroundings with sweeping water views and unforgettable sunset skies. Expansive living and gathering areas are oriented to embrace the ever-changing seascape, creating a seamless backdrop for both entertaining and quiet retreat. The home features four generous bedrooms and four full baths, along with a spacious kitchen and dining area, sunroom, formal dining room, and living room, all positioned to take advantage of the scenic vistas. A walkout lower level and attached garage provide excellent storage, game room and flexibility for beach gear, bi

A rare legacy offering in the heart of Edgartown Village, this extraordinary in-town compound is among the largest on Martha's Vineyard. Originally built in 1835 and masterfully renovated, it blends historic character with refined modern luxury just moments from Edgartown Harbor, dining, and shopping. Spanning two lots, the property features 10 bedrooms and 14 baths, designed for elegant entertaining and everyday living. The main residence showcases oak floors, nickel board walls, premium appliances, and seamless indoor-outdoor flow with a screened patio. The chef's kitchen includes dual dishwashers, a Miele coffee bar, and wine storage, while a custom bar can convert to a secondary kitchen. Highlights include multiple living areas, en-suite bedrooms, a luxurious primary suite, bunk room, and a finished lower level with media room and wine cellar. Outdoors, a pool, spa, cabana, and carriage house create a private coastal retreat

Fresh, stylish, and fun best describe this inviting four-bedroom Edgartown home with a newly completed pool! Thoughtfully renovated from top to bottom, the interior offers warm, functional living spaces where every detail has been carefully considered. The same level of attention carries outdoors to a true backyard oasis, complete with a heated saltwater pool, multiple patios, a pergola, and an expansive lawn perfect for entertaining or relaxing. Connected to town sewer, the property is approved for up to seven bedrooms-offering exceptional flexibility for future expansion and added value. The location affords both privacy and convenience, with all downtown amenities and South Beach within easy reach. Whether for personal enjoyment or as an investment opportunity, this turn-key property checks all the boxes

Welcome to this newly built custom home tucked away on a cul-de-sac located in South Cape Beach Estates, one of Mashpee's most desirable waterfront communities. Enjoy access to the neighborhood's association docks and beach access, providing a peaceful spot for kayaking, paddle boarding, or simply relaxing by the water. Offering privacy, flexibility, and coastal convenience, this home checks every box. The main residence features quality craftsmanship, an open and inviting floor plan, and abundant natural light throughout. Thoughtfully designed for everyday living and entertaining, the layout flows beautifully from the living spaces to the outdoor areas. A standout feature is the separate ADU above the two-car garage - perfect for guest overflow or rental income. Just minutes to South Cape Beach, Mashpee Commons, and New Seabury Country Club with the option to join for golf, beach, fitness, and pool. Whether you're looking for a year-round residence, vacation retreat, or investment opp

This cherished seaside home is on the market for the first time, offering a rare opportunity for its next owners. Experience waterside living in this charming mid-century modern Colonial, which seamlessly blends classic architecture with modern coastal comfort. The residence features 2,560 square feet of immaculate living space, including four bedrooms and 2.5 bathrooms. The first floor offers a versatile layout with a living room, dining room, kitchen, den, and library. Upstairs, you will find four bedrooms, including a primary suite with a private full bath and direct access to a spacious upper deck. A large second-floor family room provides additional living space with convenient stairs leading down to the den. Notable features include hardwood floors throughout most rooms and an attached two-car garage. Situated on a half-acre lot with mature landscaping, the outdoor space is ideal for entertaining, featuring a large deck and a gazebo. Your next summer adventures begin here!

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, th

Beautifully remodeled 3-bedroom, 2-bath home set along the Dunes Golf Course in New Seabury, offering privacy, serenity, and exceptional indoor-outdoor living. Sun-filled main living areas capture peaceful golf course views, opening to an upper-level deck-perfect for relaxing or entertaining overlooking the fairway. The finished walkout lower level significantly expands the home beyond the stated square footage, featuring three sets of sliders and full-size windows that lead to a private patio and fire pit-creating a bright, seamless extension of the living space. The backyard is designed for both enjoyment and function, with a custom bocce court, outdoor shower, and a newly built shed with a dedicated golf cart bay. A versatile upstairs bonus room offers flexible use as a home office, media room, or additional gathering space. Set on nearly half an acre in a tranquil golf course setting, this home is a must see!

NEWLY BUILT 4-BEDROOM HOME WITH POOL - 10-Minute WALK TO TOWN, Enjoy modern living in this beautifully furnished, recently built 4-bedroom home featuring a heated saltwater pool and a stylish 20' x 30' entertainment barn-all just a short walk to downtown Edgartown.The home offers two floors of bright, elegant living space with 3.5 beautifully designed bathrooms, an open kitchen and family room, a dining area overlooking the pool, and two laundry areas for added convenience. The sleeping arrangements include an upstairs primary suite with a king bed and an ensuite bathroom with both a tub and a shower. Also upstairs are a front bedroom with two twin beds and a middle bedroom with full-size bunk beds and a trundle. The first-floor guest suite provides added privacy with a queen bed and an ensuite bathroom. The home includes two ensuite bathrooms, a shared upstairs bathroom between the secondary bedrooms, and a convenient main-floor powder room. The open family room, complete with a firep

Built in 1900, this beautiful South Water Street home is ideally located where the road begins its gentle rise up the hill. The original street-facing portion of the residence showcases classic Victorian architecture, complete with a charming covered front porch that reflects its timeless character. Thoughtfully expanded over the years, the home now offers five bedrooms and three bathrooms, providing generous living space while maintaining its historic appeal. Perfectly positioned on a large, beautifully landscaped lot, the property features expansive lawn areas, a majestic shade tree, and glimpses of Edgartown Harbor. A detached garage with a guest house adds flexibility for visitors or extended family, while ample off-street parking enhances convenience. The home is well maintained and presents an exceptional opportunity for thoughtful updates, with plenty of room to add a swimming pool if desired. This is a rare offering that combines historic charm, an outstanding location, and exc

This stunning custom-built waterfront estate offers sweeping views of Edgartown Harbor and exceptional craftsmanship throughout. Set on a private Chappaquiddick compound, the property features a beautifully designed main house, a separate one-bedroom guest house, a pool and spa, and expansive outdoor living spaces perfect for entertaining. Inside, warm wood finishes complement the home's comfortable scale, while the gourmet kitchen, spacious living room with a stone fireplace, and walls of windows showcase the spectacular harbor views. The second floor includes two queen suites, a bunkroom, and breathtaking water views from nearly every room. The finished lower level features a home theater and recreation room. A private path leads to the property's beach and deep-water dock, while a barn across the meadow offers a fitness center, guest suite, and basketball court. Cruise to Main Street Edgartown by skiff or take the nearby Chappy Ferry. This exceptional waterfront retreat offers the p

Perched high to capture sweeping views of Buzzards Bay, this beautifully renovated West Falmouth home seamlessly blends timeless New England character with modern living. Thoughtful improvements honor the home's historic charm while delivering today's most sought-after amenities. At the heart of the home is an updated kitchen, designed for both everyday living and entertaining, flowing to both the dining area and living room. The multiple decks are perfect for morning coffee, sunset gatherings or simply enjoying the salty sea breeze. A desirable first-floor primary suite offers comfort and is ideal for single-level living. An oversized two-car garage provides storage and functionality, while the expansive great room above adds versatile living space-ideal as a media room, home office, or guest retreat. Close to beaches, village amenities, and the Shining Sea Bicycle path, this distinctive property offers a rare opportunity to own a classic Cape Cod home with space, updates, and views

Set against roughly ten acres of undeveloped meadow, this beautifully renovated Colonial delivers a coveted Vineyard experience: countryside privacy just minutes from the heart of Edgartown. Bike to Main Street or coast down to Morning Glory Farm, then return to the calm of a home wrapped in open field and mature plantings, as inviting in the quiet of winter as it is at the height of summer. A Hutker Architects design built by Stedman Construction, the home was extensively renovated and expanded, adding over 1,000 square feet along with a new roof, windows, hardwood floors, central air, and fresh cedar shingles. At its center, a sunlit kitchen anchored by an oversized island, made for gathering, opens to a family room wrapped in windows, flowing to the gardens and patio beyond. Three wood-burning fireplaces, in the family room, living room, and primary suite, carry warmth through the seasons. A gracious dining room, elegant living room, and a first-floor office, laundry, and full bath

Welcome to one of New Seabury's most extraordinary waterfront offerings. Perfectly positioned on a private, oversized lot, 8 Bowsprit Point delivers the ultimate Cape Cod lifestyle with a coveted 50-foot, shore-powered deep-water dock offering direct access to Nantucket Sound. Whether you're setting out for a day on the water or returning for sunset cocktails, boating has never been more effortless. Designed for exceptional indoor-outdoor living, the expansive grounds showcase a heated gunite pool, spa, generous entertaining patios, and sprawling lawn surrounded by mature landscaping for remarkable privacy. Inside, more than 6,000 square feet have been thoughtfully reimagined with a spacious, open layout that captures panoramic water views through soaring walls of glass, creating an elegant yet comfortable retreat for everyday living and grand entertaining alike. Nestled on one of New Seabury's most desirable streets, this is a rare opportunity to own a legacy waterfront estate where l

New Price! Nestled in the serene Lower Davisville neighborhood of East Falmouth, this waterfront gem offers 1.8 acres of coastal bliss with direct frontage on Bourne's Pond, a saltwater inlet flowing to Vineyard Sound. Perfect for kayaking, small craft sailing, or simply soaking in the tranquil views. The home boasts one level living in the main residence with 3 spacious bedrooms, 2 full baths, and separate laundry, with sunlit interiors that seamlessly connect to the stunning natural surroundings. Adding to its allure, the property includes a remarkable detached two-story art studio, complete with an open living and dining area, full bath, and lofted bedroom. Whether you envision it as a creative workspace, a private guesthouse, or even a rental opportunity, it's a unique feature that sets this property apart. Less than one mile from Menauhant Beach and Green Pond Yacht Club, this home offers peaceful seclusion with easy access to East Falmouth's coastal attractions

Location, location, location! Fabulous 1920s bungalow set in the heart of Falmouth Village in turnkey condition. Set on a quiet side street with beautiful mature plantings, directly across from the Mullen Hall Nature Path on Shivericks Pond, putting you within a very short walk to all the attractions of Main Street in Falmouth, from the Cape's premier public library to a wonderful variety of independent shops and restaurants. Solidly constructed with the craftsmanship of yesteryear, this home is rich in character, with original hardwood floors, built-ins, and a wood-burning fireplace. Easy first-floor living, intrinsic to the bungalow style, includes three bedrooms, one full bath, and a charming kitchen with delightful built-ins and nooks. Two decks offer space to entertain, beautiful gardens to admire, and plenty of storage between the one-car garage - currently an art studio - and the full basement, with great potential as a walkout workshop. This is truly a rare offering: in the Vil

CUSTOM BUILT EXPANDED CAPE IN A QUIET EDGARTOWN NEIGHBORHOOD. Set on 1/2 acre, this pristine and meticulously maintained home has quality features throughout, including beautiful wide pine floors and top-quality appliances. Enter into this charming home to the first-floor open living space that includes a living room, dining area both with custom built-ins and a large kitchen with premium quartz Caesarstone counters and breakfast bar. The Living Area has a wall of sliding glass doors that open out to a spacious deck overlooking the professionally maintained yard and grounds. The first floor Master Bedroom Suite features vaulted ceilings and a private bathroom with glass shower and His and Hers vanities. Also located on the first floor is a Laundry Room and a Half Bathroom. The second floor consists of two spacious bedrooms and a shared bathroom with a combination tub and shower. The partially finished basement is currently set up for a TV / Game / Exercise Room. Solar panels provi

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 180

Come see this contemporary home and be amazed at the peaceful, private setting on nearly 3 acres, abutting the Coonamessett River. The home has 3 bedrooms, 2 baths and a bonus room, and has been renovated and well maintained. The main level features updated kitchen and baths, cathedral ceiling, skylights and a sunroom. French doors lead to a deck overlooking the river. Additional space is found in the finished, walk-out lower level. Two wood stoves - one on each level - provide efficient supplemental heating, complementing the gas heat. Septic was updated in 2021. Town water for domestic use and private wells for irrigation. Passing Title V in hand