Homes with Pools for Sale in Martha's Vineyard, MA

Home with a Pool for sale in Martha's Vineyard, MA:

Secluded island retreat nestled above the trees! Located in the desirable Sengekontacket Association, this four-bedroom, three-bathroom home offers stunning views of acres of conservation land, Sengekontacket Pond, and Nantucket Sound. Perched on a hillside, the house provides utmost privacy from all rooms while being just a short walk from the Association boat ramp and kayak storage. The main level features a living area with a wood-burning fireplace, a spacious kitchen, and a screened-in porch with cathedral ceilings, perfect for dining while enjoying the beautiful views. The primary suite is situated on the second floor and boasts French doors that open to a small deck, allowing you to t

Home with a Pool for sale in Martha's Vineyard, MA:

This beautifully renovated gambrel-style home in Vineyard Haven seamlessly blends classic charm with modern luxury. This pristine residence is nestled within a private, hedge-lined yard in one of Vineyard Haven's most quiet and quaint neighborhoods. With the new heated salt-water pool, outdoor shower, lovely plantings, and beautiful gardens, no detail has been overlooked. The property also features a renovated garage with a finished second level, perfect for a creative studio. Inside, the home exudes warmth and elegance, with wide pine flooring, custom craftsmanship, and intricate wood detailing on the ceilings. The spacious living room, centered around a gas fireplace, is both inviting and

Home with a Pool for sale in Martha's Vineyard, MA:

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 b

Home with a Pool for sale in Martha's Vineyard, MA:

Find yourself at home in Chilmark with this inviting multi-unit property! Set conveniently on a quiet lot just moments from Chilmark General Store, Squibnocket, Menemsha, and Lucy Vincent Beach, this property has been thoughtfully upgraded for year round use by the current owners with new metal roof, shingles/siding, solar, mini-split AC, and more. The layout of the home includes a three bedroom dwelling on the main level that opens out to a sunny and private backyard. The walkout apartment was recently gut-renovated, features one bedroom plus office/den, and is accessed privately on the opposite side of the house. Both dwellings feature full kitchens and their own laundry. With a superb Ch

Home with a Pool for sale in Martha's Vineyard, MA:

Ocean views - Nestled on a quiet corner lot, this classic beach house offers a reverse floor plan and distant views of the Atlantic Ocean over the Katama Plain . The upper level features the common living space including the dining area, kitchen, living room with fireplace, and large powder room. The lower level is where you find the more private spaces, including the primary bedroom suite plus an 2 additional bedrooms and full bathroom. For 30 years the property has been a generational meeting place for the owners, their family, and friends, and now they are passing the baton on to its future owners. Enjoy it ''as is'' or put your vision to work to create a brand new Katama beach house to

Home with a Pool for sale in Martha's Vineyard, MA:

Located in a desirable Oak Bluffs neighborhood, surrounded by mature plantings and attractive colorful landscaping, this property offers a pleasantly appointed 3-bedroom, 2.5-bath home and a recently renovated 1-bedroom, 1-bath apartment above the 2-car garage. The first floor features a spacious living room with a pellet stove and a fabulous great room with a wood-burning stove. French doors lead to a large deck, perfect for outdoor entertaining. The open kitchen and dining room are at the back of the house and enjoy direct deck access. There is a half bath off the living room. The primary suite with a full bath, and 2 additional bedrooms that share a full bath, complete the second floor.

Home with a Pool for sale in Martha's Vineyard, MA:

Sited on a pleasantly landscaped lot in sought-after Edgartown Estates, this desirable Katama location is equidistant between the Village and South Beach, with easy access to the bike path and proximity to Morning Glory Farm. 87 Schoolhouse Road is a charming gem with two large primary suites, loads of natural sunlight, a cathedral-ceiling living room, and slider doors off the kitchen to a patio for outdoor enjoyment. This pristine move-in ready home with a full basement and AC has been lovingly maintained with many new updates including a new roof, shingling, a new furnace, new irrigation and professional landscaping. This fabulous offering enjoys all the components of a Vineyard dream hom

Home with a Pool for sale in Martha's Vineyard, MA:

Oak Bluffs location that is central to everything down Island. Situated on a 1/3 acre lot this ranch home with a finished basement has been recently renovated. With a large open kitchen, dining area, and living room with plenty of room for a large gatherings. The primary bedroom has a bathroom ensuite. Another bedroom has easy access to the hall bath. The finished basement could have an additional bedroom if you install the correct window in the bedroom. Presently there is a 3 bedroom septic installed. The large yard has a lot of potential. Close to the Oak Bluffs school and town center.

Home with a Pool for sale in Martha's Vineyard, MA:

Coveted Down Harbor! This 3-bedroom 2-bath home sits in the Down Harbor association in a prime Katama location. This charming home is an entertainer's delight with a spacious yard, a large deck, an outdoor kitchen, pool, and recently built pool house with 2 outdoor showers, 1/2 bath and a storage shed. This home features vaulted ceilings, exposed beams, and a bright kitchen with a breakfast bar open to the dining area. The living room is bathed in natural light with 2 oversized sliding doors to the deck overlooking the pool and outdoor kitchen. A bonus loft offers additional living space. The current homeowners have gone through the approval process for an attached garage with room above, f

Home with a Pool for sale in Martha's Vineyard, MA:

This beautifully designed and built home is privately sited on 12.23 acres overlooking a pastoral setting with amazing ocean views and bordered by stone walls. The spacious entry hall steps into a formal living and dining room with oversized windows that take in the amazing North Shore ocean views, tall ceilings, a field stone fireplace and concrete floors heated by radiant heat. French doors take you out to a stone patio overlooking a meadow and distant ocean views. The well equipped eat-in kitchen is sun-filled with a center island, granite counters, top of the line appliances, a butlers pantry and a stone fireplace. The spacious family room is privately tucked away and features nice buil

Home with a Pool for sale in Martha's Vineyard, MA:

Site of the original Rainbow Farm, this 8.05-acre parcel is one of the most beautiful pieces of land in West Tisbury. The warm and convivial 5,000 sq ft home with its 4 bedrooms looks out onto a setting that is as if from a bygone era, the vast fields stretching into the distance. The spring-fed pond is a centerpiece of the pastoral view. The home itself has many surprising and charming design details. There is a stunning swimming pool area as well as detached guest quarters. The property was once part of an equestrian estate and there is an 8-stall barn with turnout shed that is the subject of a Stan Murphy painting. Privacy to the north is assured thanks to many dozens of acres of conserv

Home with a Pool for sale in Martha's Vineyard, MA:

In the heart of Katama, close to south beach and all that the area has to offer, is this traditional 3 bedroom cape with updates. The bright kitchen and dining area offer a modern space, perfect for entertaining. A vaulted ceiling makes the living room light and bright. Three bedrooms, one downstairs and two upstairs, share bathrooms on each level. An outdoor shower, screened porch and outdoor decks make the indoor / outdoor transition comfortable. This property has an excellent rental history, or make it your island getaway or year round home. Sold turnkey and as is.

Home with a Pool for sale in Martha's Vineyard, MA:

Welcome to a modern oasis nestled in the lovely community of Tower Ridge. This exquisite residence offers generous living space, perfectly designed for comfort and style. Step inside to discover a beautifully renovated kitchen, featuring sleek finishes and modern appliances, ideal for culinary enthusiasts. The open floor plan seamlessly connects indoor and outdoor living, providing ample space for both relaxation and entertainment. The home boasts a huge primary bedroom, offering a serene retreat with ample natural light and luxurious finishes. The additional bedrooms are spacious, providing versatility for guests or a home office. 5 bedroom septic system offers expansion possibilities. Sit

Home with a Pool for sale in Martha's Vineyard, MA:

The Spirit of '76 is a lovely Campground cottage nestled in to the landscape for privacy and shade. Just a couple of blocks to the beach, town center, shops, and restaurants. A fabulous wrap around porch with various seating areas. Built in 1876 this wonderful throwback of yesteryear features some original furnishings included in the sale. With a classic front parlor, dining room, and kitchen, a utility room, and three bedrooms located on the second floor, One bedroom has a half bath and the front bedroom has a private balcony. This cottage has convenient parking on site with extra parking available to lease if needed.

Home with a Pool for sale in Martha's Vineyard, MA:

With easy access to the West Tisbury Village, this lovely 4 bedroom, 3.5 bath home is privately sited on 1.4 acres overlooking a protected pasture. Many nice features include open living spaces, a well equipped kitchen with stainless steel appliances, a center island and granite. The sun-filled great room with oversized windows offer peaceful views of the meadow, a cathedral ceiling and sliders to a wrap around deck for outdoor entertaining and enjoyment. The dining room features a butlers pantry, comfortable living room with many custom built-in shelving, fireplace and sliders to another spacious deck There is a first floor primary with en-suite bathroom and walk-in closet. Some of the man

Home with a Pool for sale in Martha's Vineyard, MA:

Spend your time on the Vineyard as a homeowner, not a renter. You haven't missed the boat. And if you live here, you will never miss the boat. This fully furnished, classic Vineyard-style home can be your home in time for spring. This beautifully restored 3-bedroom, 2-bath home has touches from the old Vineyard—a sun porch for napping or reading, a large yard with magnificant magnolia tree, and a detached garage for your Island car. You will never have to worry about steamship reservations again. You're within walking distance of everything you need—markets with locally grown food, fish, and meats; coffee shops, restaurants, galleries, and you can walk to the Steamship Authority

Home with a Pool for sale in Martha's Vineyard, MA:

Year-round living nestled in the Martha's Vineyard Camp Meeting Association, this cottage, just steps from the historic Tabernacle, is a beautifully renovated gem that balances proximity and privacy. The recent major renovation opens space by removing the wall between the living room and kitchen with added countertop for seamless flow. New features include stainless steel appliances, including a refrigerator, stove, dishwasher, and sink, with cabinets for ample storage. The finished wooden floors throughout the cottage exude warmth and charm, while insulation in the ceilings and floors add comfort. This home features 3 mini splits for efficient heating and cooling. The master bedroom boast

Home with a Pool for sale in Martha's Vineyard, MA:

nter into an impressive foyer that leads to a grand living room with coffered ceilings and expansive windows overlooking a large gunite pool. The gourmet kitchen is a chef's delight, equipped with top-of-the-line appliances, custom cabinetry and a spacious island for culinary creations. The dining area offers an elegant setting for hosting guests, while a separate den provides a tranquil retreat. Additionally, a guest or primary suite with a private bath adds convenience and comfort to this exceptional living space. Laundry room adds practicality to this elegant and refined living environment.

Home with a Pool for sale in Martha's Vineyard, MA:

Ideal Tashmoo Woods Association, located adjacent to Mink Meadows Golf Course and minutes from downtown Vineyard Haven. This location offers private association beach on Vineyard Sound, access to Lake Tashmoo and association dock, heated pool, tennis courts, basketball court and playground, all on 100+ acres of association land. Well loved through the years, this unit is ideal for year-round living or as an investment opportunity. The first floor living room is full of windows, bringing natural light into the rooms. Open floor plan design connects the main living area with the cathedral ceiling and fireplace to the dining room, mini bar and eat-in kitchen. There is a separate den with Frenc

Home with a Pool for sale in Martha's Vineyard, MA:

These twin houses built in 1909 in the historic subdivision of East Chop Highlands offer most of the modern conveniences of today with the old world charm and decorative craftmanship style. Both houses are separately deeded so that they could be owned separately or together. These houses are fully winterized and have been occupied for the past 30 years. Each house has 2 bedrooms with bathrooms en suite. An open floor plan with a kitchen, dining area, and living room #12 has a bonus room presently used as an office. Both houses have 2 heating systems, both forced hot-air central heat, and air pump heating and air conditioning for energy efficiency. One is heated with oil and the other with p

Home with a Pool for sale in Martha's Vineyard, MA:

Rare opportunity to own waterfront property in the highly sought after Ocean Heights area of Edgartown. Sitting directly on the shoreline of Sengekontacket Pond, this fully air-conditioned property has ample parking, is surrounded with stone walls, beautiful landscaping, a cobblestone courtyard, and a wrap-around Mahogany deck with amazing views across Sengekontacket Pond to Nantucket Sound. The first floor is bright and airy with an open layout and vaulted ceilings. The living room, dining room and kitchen are all connected forming a perfect area for entertaining or just enjoying some quality family time together. There are two bedrooms on the first floor, a full bath and laundry area. The

Home with a Pool for sale in Martha's Vineyard, MA:

This expansive historic compound in the heart of Edgartown village offers the perfect blend of old-world charm and modern luxury. Just steps away from Edgartown's finest restaurants and shops, this stunning property has been completely renovated by SternMcCafferty Architecture + Interiors, showcasing a harmonious balance of contemporary design and traditional architectural details. Upon entering, you'll be greeted by a sophisticated interior with open-plan living spaces designed for easy entertaining. The mainlevel features sleek modern furnishings, flowing from the kitchen and dining area through French doors to a beautifully landscapedoutdoor patio, ideal for al fresco dining and relaxati

Home with a Pool for sale in Martha's Vineyard, MA:

Loved by generations, this quintessential Vineyard cottage has been in the same family since its creation in 1900. Step back in time and enjoy easy cottage living of yesteryear with modern updates including newer windows and electrical. Nestled under mature trees and just . 3 mile to Inkwell Beach, join this close-knit neighborhood and make this house your island home. Close to the beach, town, bike path, and more, this home sits in a special location. It is also part of both the Cottage City and Copeland Districts. The property is over 100 years old but not on the MACRIS registry. Buyers should research the process for making major renovations. Septic is a cesspool and will need to be upgr

Home with a Pool for sale in Martha's Vineyard, MA:

Welcome to 12 West Farm Road, a delightful classic cape nestled among beautiful mature evergreens in the Coffins Field neighborhood of West Tisbury. This well-kept home features 3 bedrooms and 2 bathrooms, offering 1,389 square feet of cozy and inviting living space. Skylighted ceilings and an open first-floor living/cooking/dining area combination provide a spacious feeling for everyday relaxation or special occasion entertaining. An elevated rear deck off the dining area allows for nearby grilling while enjoying the outdoor greenery, blue skies, and sunshine. The main level includes two conveniently located bedrooms for easy accessibility. Upstairs, you'll find a spacious loft area and an

Home with a Pool for sale in Martha's Vineyard, MA:

Experience the serene beauty of this 4-bedroom, 3.5-bathroom pond-front home in the Sengekontacket Community. Nestled on a hillside overlooking a freshwater pond, this home offers the perfect island retreat. Lush garden beds and wildflowers greet you as you make your way to the pond, where you can enjoy swimming or paddling. The well-appointed kitchen seamlessly connects to the dining room and deck, all with stunning pond views. The first-floor primary bedroom features a private bath and a spacious closet, with sliding doors to the back deck. Upstairs, another ensuite bedroom awaits, along with an open loft ideal for an office or a game room. The finished lower level opens to a bluestone pa

Home with a Pool for sale in Martha's Vineyard, MA:

Welcome to 2 Nahomon St. , Oak Bluffs, MA! Set on a private 1/4-acre level lot at the end of a quiet cul-de-sac, this home offers tranquility and convenience. The first floor features an ensuite bedroom for easy single-level living. Recent upgrades include a new septic system, upgraded electrical panel, new washer and dryer, and an outdoor shower. The spacious bonus room has potential to become a 4th bedroom. Within close proximity (1 mi) to Oak Bluffs Harbor, restaurants, attractions, and beautiful beaches, this home is perfect for enjoying everything Martha’s Vineyard offers. Plentiful parking and a cozy gas fireplace complete the picture, making it an ideal year-round residence. Un

Home with a Pool for sale in Martha's Vineyard, MA:

KATAMA CONDOMINIUM IN MEETINGHOUSE VILLAGE - A bright and sunny center unit with an open floor plan, vaulted ceilings, skylights, and windows that fill the space with natural light. This home is in excellent condition, showing the pride of ownership. The wide-open kitchen with a breakfast bar offers a wonderful space for cooking and entertaining. Accommodations include a first-floor bedroom with a full bath and a second-floor primary suite. Outside, you will find a private back deck, beautiful garden and open lawn. The newly appointed Association swimming pool is close by. Located in the highly desirable Katama area, this home sits less than two miles from South Beach and even closer to Edg

Home with a Pool for sale in Martha's Vineyard, MA:

MEADOW VIEW FARM/OAK BLUFFS - Owned by the same family for over 30 years, this sun-drenched, contemporary reverse-style home is located in Meadow View Farms. Well-maintained over those years, this 3 bedroom, 2 full and 2 half baths multi-level home has so much to offer and boundless potential. The second-level features a bright, open floor plan with cathedral ceilings and 3 sliding doors that take you out to the upper deck. Open the sliders to the expansive deck and you almost double the living space on the upper level. There is also a powder room on the upper level. The first floor features the primary suite with bath, walk-in closet, air conditioning, and sliders that open to the first-f

Home with a Pool for sale in Martha's Vineyard, MA:

Mattakesett units continue to be in high demand and Unit B2 is the latest to hit the market! Take advantage of all the WinnetuResort amenities and a robust rental program which covers your fees and provides great revenue! This unit offers abundant viewsof the farm fields out front, open common space next to and behind, and is a short walk or bike to South Beach! There are 3bedrooms, 2.5 baths and the bonus of a finished loft. With over 1,400 sq ft of living space this is one of the larger units. The outdoorrear deck offers additional space for dining or relaxing after a day at the beach. Offered fully furnished. Showings can take placeduring rental turnovers on Thursdays between 12-2pm.

Home with a Pool for sale in Martha's Vineyard, MA:

Rare Opportunity: Water View Retreat In Down Harbor With Private Beach, Dock And Mooring Access – Seize the opportunity to own one of the few water view properties in the prestigious Down Harbor neighborhood -- a true gem for boaters and beach enthusiasts as residents enjoy exclusive deeded access to a sandy association beach, plus the opportunity to keep a boat or dinghy on the association dock or in the mooring field on Katama Bay. This unique distinction makes Down Harbor one of the most coveted neighborhoods on the island and one that is undergoing significant change. The home has been beautifully updated in 2022and features an open-designed and sunny Living/Dining Room and Kitche

Home with a Pool for sale in Martha's Vineyard, MA:

Embrace the history and character of this delightful 1870's Oak Bluffs cottage. Formerly the Laura Thomas Smith House, it was relocated from the Vineyard Highlands area, nestled in a quaint neighborhood close to the center of town and the harbor. It was documented in a 1978 Oak Bluffs Historical Survey and has been in the same family for 98 years. This cottage features a sun-filled living room, vintage kitchen, one bath and mudroom on the first floor, with all 3-bedrooms on the second floor. The cottage radiates timeless appeal, with its painted pine floors, exposed beams, inviting covered front porch, and a second-floor deck to take advantage of the summer breezes. The home was upgraded wi

Home with a Pool for sale in Martha's Vineyard, MA:

Nestled in a private neighborhood in Vineyard Haven conveniently located to the ferry and town for plenty of shopping and dining, this renovated home is move-in ready and sited on 1.5 generous acres. There are two entrances to the home. Offering separation from the main part of the home is a dramatic cathedral-ceiling Great Room with a wood-burning stove where you will occupy most of your time. There is an office area set aside in this room and a cleverly designed spiral staircase with a loft perfect for overflow. Entering the opposite side of the home you will enjoy the open floor plan with a fully renovated kitchen, dining room, and living room with another wood-burning stove. A renovated

Home with a Pool for sale in Martha's Vineyard, MA:

NEW PRICE. Enjoy the fabulous amenities in the well-established Hidden Cove community, including the heated pool, tennis courts, and a boat launch for easy access to Sengekontacket. This is what a vacation home is all about! This unit offers abundant natural light, a comfortable floor plan, and pleasant meadow views with a peek of water. The kitchen, dining, and living rooms are on the main floor with sliders to the deck. The spacious primary suite occupies the entire upper level, and two bedrooms and a full bath occupy the lower level with access to a patio. There is also a 1-car garage that includes additional storage for bikes and outdoor furniture. This is an opportunity to design and c

Home with a Pool for sale in Martha's Vineyard, MA:

East Chop-Near Oak Bluffs Center. This antique bungalow was lovingly restored to a modern year-round home by a Island craftsman. Completely rewired, replumbed, and insulated from the walls in and between the ceiling and roof. This fully winterized and roomy 2 bedroom 2 bathroom home has a complete basement below with finished rooms and separate laundry room. The fenced property provides privacy and outdoor comfort. with a garden back deck * * Sister property next door also for sale. * *