luxury houses with pool for sale Edgartown, United States

This enchanting artist-designed property is tucked away on 2.9 private acres in West Tisbury, a thoughtfully composed retreat with pastoral meadows, mature landscaping, and an unmistakable sense of intention and sophisticated taste. The two-bedroom, two-bathroom Main House is complemented by a spacious Studio with fireplace. A gunite swimming pool, gardens, expansive lawn areas, outdoor shower, and one-car garage complete the setting. Renovated in 2013 and equipped with central air conditioning, the property feels wonderfully secluded while remaining centrally located for convenient access to both up and down Island destinations. The current septic system meets all regulations and is designed for four bedrooms. Converting the Studio into an ADU is possible, and the permitting path forward has been identified by the building inspector. Enjoy effortless access to Lambert’s Cove Beach, 7a Foods, State Road Restaurant, and all the iconic West Tisbury landmarks.

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.

This gorgeous Contemporary Cape offers an exceptional open floor plan with spacious rooms and a spectacular outdoor entertaining area featuring an in-ground pool and separate cabana. The first floor features a dramatic great room with a fireplace, cathedral ceilings, and a breakfast nook that opens to the large center island kitchen. The living and dining area offers sliders leading directly to the pool. The first-floor primary suite boasts a cathedral ceiling, a spacious bath with custom built-ins, and ample closet space. Also on the main level are a powder room, a welcoming tiled foyer, and a convenient laundry room. The second floor includes a private guest suite over the garage, two additional guest bedrooms, and a third full bathroom. The finished lower level offers a large family room, providing additional living and recreation space. Outside, enjoy the approximately 20' x 40' vinyl-lined, fenced in-ground swimming pool surrounded by a private backyard that abuts protected conservation land. The detached cabana is an entertainer's dream, complete with an indoor/outdoor bar, powder room, sitting room, and outdoor shower. Numerous updates including roof, HVAC, and more.

Set within one of Mashpee’s most desirable waterfront enclaves, this extraordinary 2026 new construction on Monomoscoy Road offers a rare chance to create a legacy coastal estate designed for luxury living and multigenerational enjoyment. A grand gated entry introduces a refined architectural presence, with thoughtfully curated finishes that blend timeless coastal elegance with modern sophistication. Expansive interiors are designed to maximize water views and seamless indoor-outdoor living. For boating enthusiasts, the deepwater dock provides direct access to Nantucket Sound and open water, ideal for larger vessels and island excursions. Outside, a private pool and beautifully planned grounds create a resort-like setting, with potential for a guest house, ADU, or boathouse for future expansion. Located within the coveted Monomoscoy waterfront community, this is a rare offering where lifestyle, design, and location align beautifully.

Tucked away on a beautifully landscaped 1.72-acre lot and surrounded by hundreds of acres of protected open space and conservation land, this 3,276 sq ft contemporary colonial offers 4 bedroom, 2.5 baths with an exceptional blend of privacy, recreation, and refined living. With direct access to the extensive Falmouth Land Trust trail system, this property is a true retreat. Designed for both comfortable everyday living and effortless entertainment, the home features a light-filled family room centered around a wood-burning fireplace, with expansive glass doors opening to the deck and in-ground pool. The thoughtfully designed kitchen flows seamlessly into the main living spaces, while additional formal and flexible gathering areas provide room for dining, working, and relaxing. The second floor offers four bedrooms and 2 baths, including a spacious primary suite designed for comfort and privacy. Throughout the home, quality construction and thoughtful upgrades enhance both convenience and peace of mind. Outside, mature landscaping creates a private, park-like setting with peach and cherry trees, blueberries, raspberries, perennial gardens, and seasonal blooms. Additional features include a generator transfer switch, irrigation, fire suppression system, radon mitigation system, security system, built-in speakers, and central vacuum. A cleared and approved site for a future Accessory Dwelling Unit (ADU), with septic design available, provides a rare opportunity for expansion, guest accommodations, or multigenerational living. A truly special offering where nature, privacy, and convenience come together with easy access to Falmouth's award-winning schools, town amenities, and downtown Portland. SHOWINGS BEGIN Monday, June 15th. OPEN HOUSE: Saturday, June 20th 3PM-5PM & Sunday, June 21st 10AM-12PM.

Welcome to effortless Cape Cod living in Seacoast Shores! Completely reimagined inside and out, this beautifully renovated 3-bedroom, 2-bath home combines the ease of one-level living with the relaxed coastal lifestyle buyers come to Falmouth to find. A welcoming farmer's porch sets the tone, while the light-filled interior offers a fresh, coastal feel and an easy flow for everyday living and entertaining. Thoughtful updates throughout make this a truly turnkey opportunity—simply arrive and begin enjoying your Cape escape. Set in the desirable Seacoast Shores community, where days are meant to be spent on the water and evenings enjoyed outdoors, this property offers an appealing option for a year-round residence, summer getaway, or investment. At $950,000, 245 Edgewater Drive East presents an opportunity to own a completely renovated Cape Cod home without taking on the time, expense, and uncertainty of a renovation. Your Falmouth lifestyle is ready and waiting.

Privately set on 1.95 beautifully landscaped acres in the coveted Gansett neighborhood of Woods Hole, this distinguished 1930 Colonial estate captures the essence of refined Cape Cod living. Days unfold between the heated saltwater pool, expansive lawns, private association beach overlooking Quissett Harbor, and deeded access to Little Gansett Beach, while the restaurants, cafés, waterfront, and village life of Woods Hole are nearby. Rich in architectural character and thoughtfully expanded over time, the property offers an exceptional combination of privacy, gracious entertaining spaces, and effortless access to the water. Offering more than 8,500 square feet of living space, nine bedrooms, seven full baths, and one half bath, the residence provides remarkable flexibility for family and guests. At the heart of the main house is a chef's kitchen appointed with a Wolf range and Sub-Zero appliances, complemented by a charming breakfast nook, formal dining room with fireplace, laundry room, and mudroom. A first-floor primary suite provides gracious single-level living, while a handsome den, fire placed living room, and sunroom offer beautifully proportioned spaces for intimate gatherings and larger-scale entertaining. Upstairs, a second primary suite enjoys water views, a walk-in closet, and private bath. A second-floor library, two additional bedrooms sharing a full bath, three smaller bedrooms with another shared bath, and an original telephone closet preserve the home's distinctive character and 1930s heritage. A substantial addition creates an exceptional second living environment, anchored by a dramatic cathedral-ceiling great room with fireplace and an adjoining sitting room. A galley kitchen appointed with Gaggenau appliances, one bedroom, two baths, and a lower-level office provide exceptional flexibility for extended family and guests. This wing also includes a generous bonus family room—ideal for game nights, movie evenings, or memorable gatherings—as well as an additional room accessed from the exterior patio, offering even more versatile guest space. French doors open to a private patio and firepit, seamlessly extending the living and entertaining areas outdoors. The grounds are equally impressive, with mature professional landscaping framing the heated saltwater pool, koi pond, sweeping lawns, and multiple areas for outdoor entertaining and relaxation. Ownership includes access to a private association beach overlooking picturesque Quissett Harbor, with dinghy drop-off and pick-up privileges along with dedicated kayak and paddleboard storage. The property also enjoys deeded rights to Little Gansett Beach, offering yet another treasured connection to the water. Rarely does a Woods Hole property combine this level of scale, privacy, architectural character, coastal access, and proximity to the village. Designed for generations of family and friends, this is an extraordinary Cape Cod estate equally suited to quiet summer mornings, days on the water, and unforgettable gatherings that continue long into the evening.

Tucked within the desirable Greengate community, this 4-bedroom, 4-bath shingle-style home is designed for easy Cape Cod living and memorable gatherings. Set on nearly an acre of privacy, the property is wrapped in lush, mature plantings that create a sense of retreat the moment you arrive. At its heart lies the showpiece: a sparkling 50 foot gunite pool and expansive patio. This is where life slows and memories are made--sun drenched summer afternoons, dinners under the stars, and lively celebrations with family and friends. Inside, the inviting layout includes two first-floor bedrooms, open and comfortable living and dining areas, and seamless access to the pool and patio. Upstairs, two additional bedrooms offer space for family and visiting friends, while the partially finished lower level extends the possibilities--whether it's a game room, creative studio, or space for overflow guests. From this location, everyday living feels like a getaway. Bike the neighborhood Shining Sea Bikeway, explore the charm of Woods Hole, wander through vibrant downtown Falmouth, or catch a ferry to Martha's Vineyard on a whim--all just moments away. This is a home where outdoor living meets coastal lifestyle, a true oasis awaiting new owners to experience the best that Falmouth has to offer.

Nestled on a rare, ultra-private 0.9-acre lot in New Seabury, this magnificent estate seamlessly merges grand entertaining spaces with cutting-edge eco-efficiency. As one of the area's most energy-efficient luxury homes, it boasts over $250,000 in recent premium upgrades, including a spectacular finished lower level, natural gas whole-house generator and a 49-panel owned solar system that keeps electric costs near zero. Inside, beautiful hardwood floors guide you through a striking two-story living room, past a private first-floor office, and into a spectacular formal dining room with soaring vaulted ceilings. The heart of the home is a premium chef's kitchen equipped with a Sub-Zero refrigerator/freezer, a professional Wolf gas stove, a walk-in pantry, and a dedicated butler's pantry. The kitchen flows effortlessly into a large family room, making it the perfect hub for daily living. Four fireplaces are placed throughout the residence, adding incredible warmth and ambiance. Designed for ultimate privacy and flexibility, the home features two distinct bedroom wings. The west wing is anchored by a luxurious second-floor primary suite, a private sanctuary featuring a spacious spa-inspired ensuite bath, alongside a generously sized second guest suite with its own private bath. The east wing offers exceptional accommodations for family and guests, including a first-floor guest suite with a private ensuite bath and two additional second-floor bedrooms sharing a beautifully appointed full bathroom. This layout provides an ideal balance of comfort for daily living and multi-generational flexibility. The finished lower level serves as the ultimate entertainment hub, contributing an additional 1,200 square feet of living space. It comes complete with a spacious TV room, a fully equipped bar with appliances, a full bath, and two versatile bonus rooms ideal for a gym, office, or guest overflow. Comfort is guaranteed year-round with natural gas heat and central AC throughout. Outside, a backyard paradise awaits with a pristine gunite swimming pool enveloped by lush, mature landscaping. Designed for seamless indoor-outdoor living, the home offers a gracious wraparound deck along the front and side elevations, complemented by an expansive rear deck spanning the full width of the residence for sweeping views of the pool. Ample parking is provided by a gracious circular front driveway for guests, alongside an expansive rear driveway leading to the attached two-car garage. Experience unparalleled resort living in Mashpee's most coveted community.

A truly exceptional estate offering unparalleled luxury and resort-style living. This custom-built, 3-bedroom home boasts a captivating open-concept floor plan highlighted by soaring vaulted ceilings, gleaming hardwood floors, creating a bright and expansive atmosphere. The exquisite primary suite offers a private sanctuary on the 1st level as well as 2 other large, carpeted bedrooms both with ensuite bath. Beyond the main house, discover a 3-car garage with a private, fully appointed guest suite above, ideal for visitors or extended family. Step outside to your personal oasis, featuring a heated in-ground pool and bubbling hot tub, all nestled within a meticulously landscaped .7-acre lot adorned with charming stone walls and mature planting for extra privacy. A separate pool house provides ultimate convenience, complete with a kitchenette, full bath, laundry & AC. For the avid golfer or entertainer, the lower level reveals a professional 9-hole putt-putt course offering endless enjoyment. Adjacent to this unique amenity, a dedicated TV/ping pong playroom provides additional recreation space. Schedule your private tour today to experience this remarkable find. Total square footage includes lower level, Guest Suite over garage and pool house.

Welcome to the Captain Weston Swift House, built circa 1800 and now listed on the National Register of Historic Places. The impeccably renovated Swift House is a rare blend of history and modern comfort. Previously operated as the renowned Coppage Inn and now a private residence, the 4,456 sq. The main house features 5 bedrooms (3 en suites, including a primary bath with a steam shower), 6 fireplaces, wood floors, custom built-ins, and myriad architectural accents. Modern updates include a renovated kitchen, marble/tile bathrooms, and elegant lighting. Designed for entertaining and everyday living, the layout offers a sun-filled living room, formal dining room, and patios overlooking a private acre of landscaped grounds. A brick courtyard, a bluestone patio with a pergola, and a large cedar wood deck enhance outdoor living. The centerpiece of the home is an indoor, heated, saltwater swimming pool for year-round enjoyment. The pool house holds 2 bathrooms; a laundry; and a hot rocks sauna. The pool house is 1,984 additional sq. ft. and is not included in the total square footage. The Carriage House includes 1,178 sq ft of finished space with a 2-bedroom, 1-bath apartment (dedicated septic), an oversized heated garage/workshop, and renovated studio/office/living space with its own full bathroom. Rich in character and updated for today's lifestyle, this legacy property is truly one of a kind in the heart of Cape Cod. Part of the Waquoit Historic District. 0.5 miles to Waquoit Public Landing.

A rare offering on the shores of Menemsha Pond, this extraordinary contemporary waterfront estate redefines luxury living in Chilmark. Thoughtfully designed with striking modern architecture, walls of glass, and seamless indoor-outdoor living, this one-of-a-kind compound captures breathtaking water views from nearly every room. Set on 4.9 acres with a private 115-foot deep-water dock, the property represents an irreplaceable opportunity, as a waterfront estate of this scale and caliber could no longer be replicated today. The main residence features six luxurious ensuite bedrooms, including a spectacular first-floor primary suite with dual spa-inspired bathrooms. Two state-of-the-art kitchens appointed with top-tier appliances provide exceptional spaces for entertaining, while the dramatic main living area showcases soaring cathedral ceilings and panoramic pond views. A screened porch and expansive waterfront deck create effortless transitions between interior and exterior living spaces. Upstairs, a striking glass-lined hallway with a dramatic glass floor overlooks the water, leading to guest suites with private baths and access to a second-floor deck. Exceptional amenities include a private theater with massage seating, wine cellar, outdoor shower, and a hilltop writer’s cottage with sweeping waterviews. Set just beyond the main house is the pool house. The pool house is a private wellness retreat featuring a heated indoor pool, spa, sauna, cold plunge, steam room, wet bar, and spacious enclosed porch surrounded by retractable glass doors. The second floor includes a full guest suite with a bedroom, living room, laundry, and dual balconies overlooking Menemsha pond. The estate also includes an impressive 1,927 sq. ft. barn-style entertainment pavilion designed to complement the property’s contemporary aesthetic while offering exceptional recreational amenities. The upper level features a professionally designed fitness center with floor-to-ceiling windows overlooking the grounds and pond, alongside a sprawling recreation lounge with space for indoor basketball, billiards, ping pong, and additional sporting activities. Below, the structure houses an expansive six-car garage, ideal for luxury vehicle storage, boating equipment, and recreational gear. Completing this incomparable estate are a private tennis court and charming boathouse by the dock for paddleboards and waterfront equipment. An unparalleled modern retreat in one of Martha’s Vineyard’s most exclusive waterfront settings.

Spectacular waterfront property located in the exclusive village of Daniels Island inside of the resort community of New Seabury. This stately property sits high above Popponesset Bay which allows for panoramic views of the bay and distant views of Nantucket Sound. Highlights of this 6 bedroom home include an open first floor plan with water views from almost every room, great room with vaulted ceiling and fireplace, chef's kitchen with double Wolf gas range and oversized kitchen island, secluded 2nd floor Primary Suite with his & her baths/sitting area and private balcony that overlooks the heated pool, raised hot tub & Popponesset Bay. Other features of this property include separate guest/nanny quarters, home office, additional first floor bedroom and 2 additional bedrooms with shared bath upstairs using its own private staircase, 2 car garage and private dock located on the bay. The property is walking distance to the marina and a short drive to the shops, restaurants in New Seabury, The Country Club at New Seabury and the stores at Mashpee Commons.

Welcome to an extraordinary waterfront retreat, where luxury meets nature perfectly. This exclusive property offers unparalleled access to breathtaking views, serene landscapes, and the soothing sounds of water lapping against the shore. Squibnocket Farm Road is renowned for its unspoiled beauty and tranquility. This sophisticated gated community offers a sense of seclusion while remaining within a reasonable distance from essential amenities and entertainment options. Whether you're looking for a year-round residence or a vacation getaway, this waterfront home in Squibnocket is an idyllic sanctuary to create unforgettable memories with family and friends.

There is a town at the end of Martha's Vineyard. The road narrows, the houses thin, and the light changes. This is Aquinnah-the westernmost town, clay cliffs, a lighthouse, and one of the smallest year-round populations on the Vineyard. Compound-scale offerings rarely come to market here. 19 Locust Lane is one of them. Nearly 17 acres high above Vineyard Sound, with open water views to the Elizabeth Islands. A custom Dutch Colonial main residence and separate guest house, both built in 2005. Cedar shake. Stone walls. Built to belong to the landscape, not compete with it. Inside: over 6,000 square feet across six bedrooms. Wide-plank floors, an open-plan dining room, and a gourmet kitchen with a Tuscan oven. At its center, a great room with a cathedral ceiling, cedar trusses, and a floor-to-ceiling stone fireplace, facing the ridgeline and water beyond. Room to host, with the flexibility of two living spaces. Aquinnah has kept its character.

Welcome to the beautiful village of Osterville on Cape Cod located in the heart of town, close to many stores & restaurants & only 1 mile to Dowses Beach. This newly built home was custom designed by Barnstable Harbor Builders including many high end features such as: quartz counters, Thermador appliances, red oak HW floors & custom trim detail, beadboard ceilings, & crown molding. The home is positioned seamlessly on a large .52 acre lot with a spacious back yard, a brand new vinyl saltwater pool, outdoor shower, a screened in porch, large patio area, & an outdoor pool cabana w/ a bathroom. This home is perfect for those special summer nights on Cape Cod sitting by the pool and relaxing. Each bedroom includes it's own full bathroom including the 1st floor primary suite bedroom. A few other features added by the builder: a whole house generator, gas fireplace, irrigation system, & a 1-year builder warranty as well. Come see your dream home today before it's too late!

Beautifully renovated, 23 & 27 Swift Avenue is a rare two-parcel Osterville offering totaling approximately 1.11 acres, moments from Osterville Village. The charming 3-bedroom residence sits on approximately .66 acre and is conveyed with an adjoining approximately .45-acre parcel, creating exceptional privacy and intriguing future potential. Recent improvements include a new roof and brand-new 4-bedroom septic system. Sun-filled interiors feature warm wood floors, classic Cape character and a beautifully appointed kitchen flowing to the dining and family areas. A first-floor primary suite with renovated bath, separate living room and powder room complete the main level, with two bedrooms and full bath upstairs. Outdoors, enjoy expansive lawns, mature landscaping, oversized spa, outdoor shower and stone fire pit. A detached 2-car garage offers temperature/humidity controls and epoxy flooring. Additional parcel offers future possibilities, subject to approvals.

Set across three private acres in Eel Point, 36 Warrens Landing Road is a rare Nantucket estate completed in 2017. This remarkable seven-bedroom compound pairs exceptional craftsmanship and sophisticated design with an extraordinary sense of scale, privacy, and connection to the landscape. Elevated views extend toward Madaket Harbor and the ocean, while expansive lawns, mature landscaping, and a resort-like pool and spa create an exceptional setting for island living. More than 3,900 square feet of meticulously designed outdoor entertaining space offers multiple settings for relaxation and gatherings. A gracious screened-in porch, covered porches, expansive decks, and a generous patio provide spaces for morning coffee, sunset cocktails, poolside gatherings, and elegant al fresco dining, all thoughtfully positioned to embrace Nantucket’s western views. The 6,488-square-foot main residence is complemented by a distinctive indoor/outdoor pool house with dual cabanas and an oversized two-car garage with a finished studio above. Thoughtfully orchestrated architecture and grounds create a private compound equally suited to intimate family gatherings and grand-scale entertaining. More than a residence, 36 Warrens Landing Road is an exceptional Nantucket retreat where architecture, landscape, and the island’s natural beauty converge.

Defined by panoramic views of the Atlantic Ocean, White Goose Cove, and a backdrop of protected conservation land, 8 Sheep Pond is an extraordinary coastal compound set on more than two acres. Featuring a five-bedroom main house, three-bedroom guest house, pool house studio, and an 18' x 36' swimming pool, the property is positioned to capture sweeping southwest-facing ocean views and unforgettable sunsets. Offered fully furnished, the compound underwent a comprehensive renovation in 2021 and was beautifully reimagined with warm earth tones, natural textures, and timeless materials, creating an atmosphere that is both refined and welcoming. Walls of windows frame the surrounding scenery from nearly every room, creating a seamless connection between indoor and outdoor living while showcasing the ever-changing beauty of the ocean, cove, and conservation land beyond. Whether entertaining on the decks, gathering around the pool, enjoying lawn games across the sprawling lawn, or simply taking in the water views, every aspect of the property has been designed to embrace its remarkable surroundings. Complementing its exceptional lifestyle appeal is a proven and substantial rental history, with seasonal rental income exceeding $400,000 in peak years. An opportunity to own one of Nantucket's most compelling coastal compounds, where natural beauty, timeless design, and an extraordinary connection to the surrounding landscape are seamlessly woven together in one unforgettable setting.