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

137 homes

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$1,099,000

4 beds2 baths1,306 sq ft

113 Leonard Cir, Vineyard Haven, MA 02568

0.23 acre lot • 4 parking spots • Built 1997

ABOUT THIS HOME
Home with a Pool for sale in Martha's Vineyard, MA:
Tucked back from the road on scenic Lake Street, this one-of-a-kind home offers privacy and charm on a beautifully landscaped 0.7 acre lot accented by mature trees and a classic stone wall. Inside, rich wood detailing, exposed beams, and high ceilings create a warm and inviting atmosphere. The home's four-level design provides exceptional character and flexibility. The main level features a spacious kitchen with a center island that opens to a dining area. A sunken living room with floor-to-ceiling windows overlooks the surrounding tree canopy, filling the space with natural light. Just off the living room, a large screened porch offers a peaceful setting for relaxing outdoors. Two bedrooms

$2,595,000

5 beds4 baths3,329 sq ft

159 Lake St, Vineyard Haven, MA 02568

Spacious kitchen • Sunken living room • Classic stone wall

ABOUT THIS HOME
Home with a Pool for sale in Martha's Vineyard, MA:
Charming Ranch-Style Cottage nestled on an 8,438 sq ft lot, this cozy ranch-style cottage offers easy, single-story living, ideal for those seeking the simplicity and charm of island life. The bright and open-concept kitchen and living area features a breakfast bar, creating a warm and welcoming space for everyday living or entertaining. The home includes two comfortable bedrooms and one full bath. Enjoy seamless indoor-outdoor living from the expansive wrap-around deck. After a day at the beach, rinse off in the convenient outdoor shower. A spacious, barn-style shed provides ample storage or potential workshop space. Located in the R1 zoning district and also in Zone 2, the property is sub

$799,000

2 beds1 bath624 sq ft

60 -R Carol Ln, Oak Bluffs, MA 02557

Open-concept kitchen • Barn-style shed • Wrap-around deck

ABOUT THIS HOME
Home with a Pool for sale in Martha's Vineyard, MA:
Experience the quintessential Martha's Vineyard lifestyle at this charming residence nestled in a private, convenient Katama location. This inviting 3 BR plus loft, 2 BA home is on a . 52-acre lot, providing ample privacy and outdoor enjoyment. Step inside the light-filled interior featuring multiple windows and skylights that invite the sunshine in. Convenience is key with two well-appointed bathrooms inside, plus the highly coveted outdoor shower, perfect for rinsing off after a day at the beach! Savor the peace and tranquility of a very private spot, yet enjoy the convenience of being just 1.5 miles from the charming center of Edgartown with its picturesque harbor, vibrant shops, and del

$1,950,000

3 beds2 baths2,238 sq ft

10 Duende Ln, Edgartown, MA 02539

Outdoor shower • Private location • 0.52 acre lot

ABOUT THIS HOME
Home with a Pool for sale in Martha's Vineyard, MA:
27 SEVENTH STREET NORTH, EDGARTOWN offers NEW CONSTRUCTION, with an anticipated completion date in MARCH of 2026; just in time to bring in the 2026 SPRING/SUMMER SEASON! The first floor entry offers an inviting two story foyer which opens to the living room which has a gas fireplace and wall of glass slider doors. Flowing from the living room is the open kitchen area which offers an island with seating for four. The kitchen sports Bosch appliances, an island with a built in drawer microwave, quartz countertops and an easy layout for cooking and entertaining. The kitchen then opens to a separate dining room. A half bath off the living room and a first floor primary bedroom with a luxurious p

$2,400,000

3 beds3.5 baths1,883 sq ft

27 7th St, Edgartown, MA 02539

New construction • Bosch appliances • Gas fireplace

Property at 42 Deacon Vincent Way, Edgartown, MA 02539, 3 beds, 3 baths

$2,490,000

3 beds3 baths2,830 sq ft

42 Deacon Vincent Way, Edgartown, MA 02539

Property at 111 Charles Neck Way, West Tisbury, MA 02575, 3 beds, 2 baths

$1,599,000

3 beds2 baths1,562 sq ft

111 Charles Neck Way, West Tisbury, MA 02575

Property at 50 Lantern Ln, Vineyard Haven, MA 02568, 3 beds, 1.5 baths

$1,193,000

3 beds1.5 baths1,040 sq ft

50 Lantern Ln, Vineyard Haven, MA 02568

Property at 40 Scotchmans Ln, West Tisbury, MA 02575, 4 beds, 2 baths

$1,495,000

4 beds2 baths1,332 sq ft

40 Scotchmans Ln, West Tisbury, MA 02575

Property at 76 Washque Ave, Edgartown, MA 02539, 4 beds, 2.5 baths

$2,575,000

4 beds2.5 baths1,910 sq ft

76 Washque Ave, Edgartown, MA 02539

Property at 25 Lelands Path, Edgartown, MA 02539, 6 beds, 7.5 baths

$9,995,000

6 beds7.5 baths7,205 sq ft

25 Lelands Path, Edgartown, MA 02539

Property at 174 Middle Road Rd, Chilmark, MA 02535, 4 beds, 3.5 baths

$1,895,000

4 beds3.5 baths2,061 sq ft

174 Middle Road Rd, Chilmark, MA 02535

Property at 70 Carol Ln, Oak Bluffs, MA 02557, 2 beds, 2.5 baths

$1,200,000

2 beds2.5 baths1,500 sq ft

70 Carol Ln, Oak Bluffs, MA 02557

Property at 33 Lagoon Pond Rd, Vineyard Haven, MA 02568, 3 beds, 3 baths

$2,150,000

3 beds3 baths1,680 sq ft

33 Lagoon Pond Rd, Vineyard Haven, MA 02568

Property at 4 Canonicus Ave, Oak Bluffs, MA 02557, 6 beds, 4 baths

$5,325,000

6 beds4 baths2,890 sq ft

4 Canonicus Ave, Oak Bluffs, MA 02557

Property at 6 Janes Cove Rd, Edgartown, MA 02539, 6 beds, 6.5 baths

$8,250,000

6 beds6.5 baths6,927 sq ft

6 Janes Cove Rd, Edgartown, MA 02539

Property at 15 Old Farm Rd, Chilmark, MA 02535, 3 beds, 5 baths

$4,250,000

3 beds5 baths3,171 sq ft

15 Old Farm Rd, Chilmark, MA 02535

Property at 31 Lamberts Cove Rd, Vineyard Haven, MA 02568, 6 beds, 7.5 baths

$6,250,000

6 beds7.5 baths5,732 sq ft

31 Lamberts Cove Rd, Vineyard Haven, MA 02568

Property at 1/3/5 Louis Field Rd, Edgartown, MA 02539, 11 beds, 8.5 baths

$8,995,000

11 beds8.5 baths6,289 sq ft

1/3/5 Louis Field Rd, Edgartown, MA 02539

Property at 47 Winemack St, Oak Bluffs, MA 02557, 2 beds, 1 bath

$1,199,000

2 beds1 bath742 sq ft

47 Winemack St, Oak Bluffs, MA 02557

Property at 124 Skiff Ave Unit A-11, Vineyard Haven, MA 02568, 2 beds, 1 bath

$599,000

2 beds1 bath725 sq ft

124 Skiff Ave Unit A-11, Vineyard Haven, MA 02568

Property at 14 Trapps Pond Rd, Edgartown, MA 02539, 7 beds, 7 baths

$10,850,000

7 beds7 baths12,051 sq ft

14 Trapps Pond Rd, Edgartown, MA 02539

Property at 108 Bay View Ave, Edgartown, MA 02539, 2 beds, 0.5 baths

$1,700,000

2 beds0.5 baths601 sq ft

108 Bay View Ave, Edgartown, MA 02539

Property at 58 Road to The Plns, Edgartown, MA 02539, 4 beds, 2 baths

$1,750,000

4 beds2 baths1,342 sq ft

58 Road to The Plns, Edgartown, MA 02539

Property at 71 Sixth St N, Edgartown, MA 02539, 3 beds, 2.5 baths

$1,695,000

3 beds2.5 baths2,236 sq ft

71 Sixth St N, Edgartown, MA 02539

Property at 71 Stoney Hill Road Rd, Vineyard Haven, MA 02568, 5 beds, 5 baths

$4,500,000

5 beds5 baths5,598 sq ft

71 Stoney Hill Road Rd, Vineyard Haven, MA 02568

Property at 15 Tamarack Ln, Oak Bluffs, MA 02557, 6 beds, 5.5 baths

$4,999,000

6 beds5.5 baths3,214 sq ft

15 Tamarack Ln, Oak Bluffs, MA 02557

Property at 8 Old Purchase Way, Edgartown, MA 02539, 4 beds, 2.5 baths

$2,150,000

4 beds2.5 baths2,547 sq ft

8 Old Purchase Way, Edgartown, MA 02539

Property at 5 Pinetree Ln, Vineyard Haven, MA 02568, 4 beds, 3 baths

$1,999,999

4 beds3 baths2,730 sq ft

5 Pinetree Ln, Vineyard Haven, MA 02568

Property at 33 Goethals Way, Vineyard Haven, MA 02568, 5 beds, 2.5 baths

$12,500,000

5 beds2.5 baths2,794 sq ft

33 Goethals Way, Vineyard Haven, MA 02568

Property at 16 Atlantic Ave, Oak Bluffs, MA 02557, 5 beds, 2.5 baths

$2,495,000

5 beds2.5 baths2,577 sq ft

16 Atlantic Ave, Oak Bluffs, MA 02557

Property at 139 Main St, Vineyard Haven, MA 02568, 5 beds, 6.5 baths

$3,750,000

5 beds6.5 baths4,372 sq ft

139 Main St, Vineyard Haven, MA 02568

Property at 43 Peases Point Way S, Edgartown, MA 02539, 4 beds, 6 baths

$9,499,000

4 beds6 baths5,458 sq ft

43 Peases Point Way S, Edgartown, MA 02539

Property at 108 Bay Vw, Edgartown, MA 02539, 2 beds, 0.5 baths

$1,700,000

2 beds0.5 baths601 sq ft

108 Bay Vw, Edgartown, MA 02539

Property at 12 & 14 Maple Ave, Oak Bluffs, MA 02557, 4 beds, 4 baths

$1,830,000

4 beds4 baths1,600 sq ft

12 & 14 Maple Ave, Oak Bluffs, MA 02557

Property at 21 Woodlawn Ave, Vineyard Haven, MA 02568, 4 beds, 3 baths

$2,495,000

4 beds3 baths2,562 sq ft

21 Woodlawn Ave, Vineyard Haven, MA 02568

Property at 124 Old Farm Rd Unit 122, 116, Chilmark, MA 02535, 5 beds, 4.5 baths

$4,950,000

5 beds4.5 baths3,413 sq ft

124 Old Farm Rd Unit 122, 116, Chilmark, MA 02535

Property at 7 Upper Meadow Ln, Oak Bluffs, MA 02557, 4 beds, 2.5 baths

$1,850,000

4 beds2.5 baths3,268 sq ft

7 Upper Meadow Ln, Oak Bluffs, MA 02557

Property at 34 Massasoit Ave, Oak Bluffs, MA 02557, 6 beds, 2.5 baths

$2,250,000

6 beds2.5 baths1,666 sq ft

34 Massasoit Ave, Oak Bluffs, MA 02557

Property at 157 Ben Chase Rd, West Tisbury, MA 02575, 4 beds, 2.5 baths

$2,250,000

4 beds2.5 baths2,982 sq ft

157 Ben Chase Rd, West Tisbury, MA 02575

Property at 96 Machester Ave, Oak Bluffs, MA 02557, 3 beds, 2 baths

$1,149,000

3 beds2 baths1,596 sq ft

96 Machester Ave, Oak Bluffs, MA 02557

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The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than Redfin are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated Thu Dec 04 2025. Neither the listing broker nor Redfin shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. The Broker providing this data believes it to be correct but advises interested parties to confirm any item before relying on it in a purchase decision. All properties are subject to prior sale, changes, or withdrawal. © 2025 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Homes with Pools for Sale in Martha's Vineyard

There are currently 137 homes with pools for sale in Martha's Vineyard at a median listing price of $2M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Martha's Vineyard stay on the market for 144 days. Popular neighborhoods include Edgartown Village Historic District, Chappaquiddick, Upper Cape, and East Chop. This map is refreshed with the newest listings in Martha's Vineyard every 15 minutes.

In the past month, 13 homes have been sold in Martha's Vineyard. In addition to houses in Martha's Vineyard, there were also 10 condos, 2 townhouses, and 6 multi-family units for sale in Martha's Vineyard last month. Find your dream home in Martha's Vineyard using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Martha's Vineyard are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Martha's Vineyard. If you're looking to sell your home in the Martha's Vineyard area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Martha's Vineyard with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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