Martha's Vineyard Homes with Pool

Below are current listings for homes with a swimming pool on Martha's Vineyard.

Homes with a Pool for Sale on Martha's Vineyard

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39 Stonegate Circle

Vineyard Haven, MA39 Stonegate Circle

Price$2,495,000

Est. Mortgage: $/month

MLS ID 39031

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathrooms 5
  • Acreage 1.85

STYLISH STONEGATE COMPOUND - Set on nearly two acres in one of the most picturesque and sought-after island neighborhoods, this classic New England style home offers a private and bucolic setting with easy access to beaches and walking trails at Wilfred's Pond and Lake Tashmoo, as well as in and around Vineyard Haven Village. This classic beauty features two floors of ample and inviting living spaces beginning with the open-designed Great Room with vaulted ceilings, gleaming hardwood floors and a handsome brick fireplace with enamel wood stove insert. The sunny Dining Area features a bank of windows and the gourmet cook's Kitchen features a center island with counter seating plus beautiful stone countertops and high-end stainless appliances. The smartly designed floor plan expands indoor and outdoor living to a charming screened porch and a spacious mahogany deck with picturesque views across a rolling landscape and there is plenty of room to add an in-ground pool. There is a first-floor bedroom with an adjacent full bath plus three additional bedrooms with two full baths, including a luxurious Master Bedroom suite plus an en suite bath, on the second floor. The detached two-car garage includes office or living space with a full bathroom above -- and a 6-bedroom septic system provides room for expansion. This beautiful home is ideal for gathering family and friends and making treasured Vineyard memories for years to come. You'll feel worlds away from everything however access to Vineyard Haven shops, restaurants and ferries are just minutes away!

Listed by Wendy Harman of Point B Realty LLC

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$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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39 Dodgers Hole Road

Edgartown, MA39 Dodgers Hole Road

Price$1,250,000

Est. Mortgage: $/month

MLS ID 38989

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.52

DODGERS HOLE – Let the sun shine in and marvel at the beautiful wooded views. Move right into this custom-built home featuring walls of windows, wide French doors and skylights thoughtfully designed to bring the outdoors in and highlight the peaceful setting. A pea stone drive curves among the oaks to welcome you home – once inside, the large entryway leads you to the bright open living space with a soaring cathedral ceiling, gleaming wood floors and skylights. French doors open to the wide wrap-around mahogany deck with dining and lounge areas for outdoor entertaining and enjoyment. A sunny bay window is the focal point in the kitchen and the perfect spot for a potted herb garden. Another delightful detail for a true island lifestyle, a second sink for shucking oysters, or fresh Morning Glory corn. Centrally located, the shellfish beds of Sengekontacket Pond or the Morning Glory farmstand are close at hand, as are bike paths, VTA routes, miles of trails in the State Forest and connections to other island towns. A convenient first floor bedroom opens into a shared bath and onto the deck with outdoor shower. There are many other universal design elements throughout the first floor such as a ramp entry, wide hallways, accessible light switches and plugs plus roll-under counter tops, and ship rail grab bars in the bath. Up a grand central staircase, beadboard accents the second floor loft, a flexible space for a home office, lounge area or overflow guest space. A large second bedroom and the third bedroom share a bath on this floor. Just beyond the deck, there are lawns, a serene landscape of oak trees, mature shrubs, flowering hydrangea and a cottage-style garden shed with shutters and stone wall to enjoy. A four bedroom septic is located to accommodate a pool and sized for expansion with proper permitting.

Listed by Dawn Bellante Holand,508.524.1601 of Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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15 Beach Plum Meadows

Edgartown, MA15 Beach Plum Meadows

Price$5,495,000

Est. Mortgage: $/month

MLS ID 38976

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathrooms 5.5
  • Acreage 1.64

A spectacular generational estate designed with entertaining in mind. This private 1.64-acre property is located at the end of one of the most sought-after streets in Katama: Beach Plum Meadows. The main residence features three floors all of which have ultra-high ceilings and a ton of natural light. The first floor offers three large bedrooms, two full bathrooms, laundry, and an office. All of the rooms have sliding doors out to the expansive deck / porch. The second floor offers spectacular sunsets and has an open floor plan with a chef's kitchen, two dining areas, a living room with a gas fireplace, and a full bathroom. There are multiple sliding doors out to the wrap-around deck where one will enjoy the Katama breeze and fabulous sunsets. The walk-out lower level has a large bedroom, full bathroom, additional laundry room, a gym, and sports court! Each floor has elevator access. The detached structure features a three-car garage, large office, full bathroom, and deck with sunset and farm views. There is an oversized three-car garage for all your storage needs. The property comes with recently purchased and installed solar panels which not only completely cover the electric bill but also produce a surplus of energy / credit. The property features beautiful landscaping and an open lawn that offers plenty of space for a pool.

Listed by Jarrett Hurwitz of Keller Williams Realty

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$
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$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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219 Herring Creek Road

MLS ID 38913

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathrooms 3.5
  • Acreage 1.5

IDYLLIC COUNTRY LIVING NEAR LAKE TASHMOO AND VINEYARD SOUND BEACHES. Set on 1.5 rolling acres and surrounded by beautiful stone walls, lush gardens and landscaping, this handsome compound with a 4-bedroom Main House and a 2-bedroom Guest House offers an idyllic and private island retreat. The MAIN HOUSE is post-and-beam construction and boasts rustic charm throughout four levels of living space. Oversized windows flood the home with golden sunlight and there is a covered wraparound porch and spacious mahogany deck, perfect for indoor-outdoor living and entertaining during the summer months. The detached GUEST HOUSE is privately sited with its own parking area and features an open Living/Dining/Kitchen area with vaulted ceilings and sliding glass doors that out onto a second-story deck -- plus two bedrooms and a full bath. There is also a loft and walk-out lower level that offers additional bonus and storage space. This charming country compound is less than a mile to Tashmoo Town Beach and nearby boat launch as well as Wilfrid's Pond Preserve and Tashmoo Preserve, both with access to walking trails and Vineyard Sound beaches. Mink Meadows Golf Course and Vineyard Haven shops, restaurants and ferries are also just a short drive away. This special property offers a myriad of possibilities as a retreat for gathering family and friends and/or a wonderful rental investment property (rental income history available). The expansive, level and beautiful backyard would also be ideal for an in-ground pool!

Listed by Wendy Harman of Point B Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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15 Tilton Way

Edgartown, MA15 Tilton Way

Price$7,750,000

Est. Mortgage: $/month

MLS ID 38768

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathrooms 4.5
  • Acreage 0.2303

Edgartown Village - One block from Main Street sits an impeccable home constructed with the finest craftsmanship and materials! The entry foyer is spacious with high ceilings and a winding staircase to the second floor. A coat closet and powder room are appropriately located here. The dining room, living room with wood burning fireplace and French doors lead to a comfortable, covered patio complete with another beautiful wood burning fireplace overlooking the pool, spa and gardens. The handsome paneled library is adjacent to the living room and allows for more intimate seating and conversations. Antique wide pine flooring and wooden beams throughout the home enhance the coziness of the living spaces. The gourmet kitchen with large center island, butler's pantry and sunken sunroom provide a casual place to relax. Two bedroom suites and two additional guest rooms are located on the second floor with a fifth bedroom en suite on the lower level. Also on the lower level is a family room, billiards room for rainy days, a large laundry room and a meticulous mechanical room. A must see!

Listed by Courtney Marek of Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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375 Barnes Road

Oak Bluffs, MA375 Barnes Road

Price$2,500,000

Est. Mortgage: $/month

Pending

MLS ID 38836

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathrooms 1.5
  • Acreage 1

RARE WATERFRONT OPPORTUNITY! With over 130’ of frontage on the Lagoon, enjoy a private sandy beach, perfect for swimming, kayaking or just sitting in the sun. Overlooking the Lagoon, the home, built and owned by one family for more than 50 years, offers spectacular views of wildlife and all that happens on the water as well as breathtaking sunsets. This year-round three-bedroom, one and a half bath home is set on a full acre of mature trees and flowering shrubs, which offer privacy but easy access to all the Island has to offer. Sourati Engineering Group has been engaged to design and obtain Town approvals for a three-bedroom sewerage disposal system and a comprehensive existing conditions site plan reflecting environmental areas. Sellers will contribute $35,000 at closing to the execution of the new Title V compliant system and elimination of the old cesspool.

Listed by Stephanie Roache of Donnelly + Co

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$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5 Farm Path

Oak Bluffs, MA5 Farm Path

Price$1,299,900

Est. Mortgage: $/month

MLS ID 38957

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 0.6485

Beautifully and well maintained cape, located right at the center of the island on a large lot with enough room and capacity for an EXPANSION AND A POOL. Septic system was just upgraded (2021) to legally accommodate a 6 bedroom home. You could potentially build a GARAGE, and a GUEST HOUSE. As you walk in the home you will find an open floor plan with Brazilian cherry flooring throughout the house, a beautiful kitchen with white cabinets, with quartz countertops and stainless steel appliances. Some of the recent upgrades this year include a new irrigation system, and a new water heater. Exterior shingles and all windows were replaced in 2019, both bathrooms were upgraded in 2017. Come and see what this house has to offer.

Listed by Antulio Goncalves of Downey Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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28 Beach Road

Oak Bluffs, MA28 Beach Road # 28

Price$4,500,000

Est. Mortgage: $/month

MLS ID 38934

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathrooms 2.5
  • Acreage 0.99

A Coup d' Ville in Oak Bluffs! This property is built across 6 lots spanning about .99 acres of land. Newly constructed in 2017 perched upon concrete pillars with breakaway walls that serve as added garage space or entertainment space beneath the home. The home is perfectly located with spectacular, unobstructed views of the Harbor and Lagoon. Relaxing on the multi level deck while watching the sailboats and ferries come and go is sensational - watching the sunsets are a daily activity and something to boast about on a nightly basis. The sound and shatter proof windows allows the experience of the beautiful island scenery while affording the luxury of personal privacy at the same time. The lot is spacious enough to add another structure or the possibility of a privately fenced in ground pool . The Bedrooms are all oversized with the master featuring a walk in closet and suite bathroom . The views of the Harbor and Lagoon can be accessed from 90% of the home on both levels - There is 1800 sqft of living space with an additional 800 sqft of deck space big enough to enjoy lunch or dinner outdoors while taking in the views from all angles. Ash hardwood makes up the flooring throughout the home with open floor space to enjoy modern living. Central Air, propane fire place , electrical heat pump controlled with gas cooking add to the comfortability. The exterior boast enclosed out side shower , a garden aligned with beautiful flowering that surround decking for outside grilling with plenty of space left for yard games. The irrigation system keeps the yard plush and green .... The State is building a bike path that goes directly down beach road past the home .The project is expected to increase the value and visibility. A privacy fence can be added to the lot to enrich the property without obstructing its nature or views while increasing the rental value through such exposure. From an investment prospective the property produced over 150k in rental income over 6-7 month period in 2021. The property is fully booked from August 1, 2022 through September 17th , 2022 at a rate over 65K . The property rents all season long as we enjoyed rental income each month of the year . We take advantage of enjoying the property when not rented and strike the perfect balance of earning passive income while enjoying our home at the same time. The sale of this property is subject to Seller going into contract for another property that is currently in negotiations.

Listed by Scott Lewis of Lewis Real Estate Services,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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68 Twentieth Street South

Edgartown, MA68 Twentieth Street South

Price$1,600,000

Est. Mortgage: $/month

MLS ID 38917

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 0.62

TURN KEY- READY TO MOVE RIGHT IN. Sometimes you get lucky in life, and find a house that is perfect for you and your family. If you are looking for a house that has four bedrooms, two of the bedrooms are ensuite', another full bathroom, a living room, and a large family room, a two car garage, and a basement that is clean and dry with a ping pong table, but it is waiting to be finished. AND room for a pool, and a 900 sq ft guest house, AND in Edgartown that is affordable. I think maybe you just got lucky!! If you like to hike and enjoy the peacefulness of being in Nature, Pennywise Preserve is a stone's throw away. The house has been well taken care of by the present owners, having installed a new heating system, a new water heater and a few new pieces of furniture. This property is convenient to all the down-island towns and beaches. At the end of the street is the bike path and a bus stop so you can bike or ride into the village of Edgartown. For the current owners, this property has been a great rental property. This past year, using 3 weeks during the summer themselves, the owners rented 6 weeks at $4200 a week. Renting during the shoulder seasons would bring in more income. Don't miss taking a tour at this great property!!

Listed by Carol McManus of C McManus Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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96 Great Plains Road

West Tisbury, MA96 Great Plains Road

Price$1,175,000

Est. Mortgage: $/month

Pending

MLS ID 38830

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathrooms 2.5
  • Acreage 0.86

Delightful West Tisbury! The welcoming farmers porch sets the pace for this lightly used, never rented, post and beam home tucked into a roomy lot in central West Tisbury. Perfectly proportioned, open concept with appealing wood floors, doors and trim - plus abundant closets, a gas fireplace and a first floor master suite. Beautifully planned with first floor laundry, guest half bathroom and sliders out to the new back deck. This year 'round home offers a large open second floor den and two additional bedrooms all with ceiling fans and tons of windows. Community setting includes access to association pool and tennis courts, close to nearby bike path and walking trails as well as Vineyard-favorite beaches Lambert’s Cove to the north and Long Point to the south. Efficient systems, terrific condition and a truly lovely setting!

Listed by Helena Kirschenbaum of RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

"Based on information submitted to MA_LINKMV as of November 30, 2021 . All data is obtained from various sources and has not been, and will not be, verified by broker or MA_LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing."