Edgartown, MA Homes for Sale with Pool

/27
$389,000

$139K PRICE DROP
- 1 Bed
- 1.5 Baths
- 590 Sq Ft
21 Island Inn Rd Unit 38 G, Oak Bluffs, MA 02568

Welcome to Unit 38G at the Island Inn, offering resort-style living in an exceptional Oak Bluffs location just steps from the beach. This desirable ground-floor end unit features a large glass slider opening to the patio, with stairs leading to the heated outdoor pool just a few feet away. Accommodating up to six guests, the unit features one bedroom with a queen bed, a separate sleeping area

Rene Ben David

Ocean Park Realty, Inc.

21 Island Inn Rd Unit 38 G, Oak Bluffs, MA 02568
/41
$287,500
- 1 Bed
- 1 Bath
- 388 Sq Ft
27 Island Inn Rd Unit 9C, Oak Bluffs, MA 02568

Welcome to 27 Island Inn, Unit 9C, an inviting Martha’s Vineyard retreat offering the perfect combination of personal enjoyment and rental opportunity. This comfortable studio accommodates up to four guests with two double beds, a full bath, kitchenette with a 2-burner cooktop, cable TV and free WiFi. A unique opportunity is adjoining Unit 10C, a separate 1-bedroom, 1-bath suite accommodating up

Rene Ben David

Ocean Park Realty Inc

27 Island Inn Rd Unit 9C, Oak Bluffs, MA 02568
/32
$310,000
- 1 Bed
- 1 Bath
- 419 Sq Ft
27 Island Inn Rd Unit 10C, Oak Bluffs, MA 02568

Welcome to 27 Island Inn, Unit 10C, a comfortable one-bedroom, one-bath Martha’s Vineyard retreat offering an ideal combination of personal enjoyment and rental opportunity. Accommodating up to four guests, 10C features a queen bedroom, sofa bed, cozy living area, well-equipped kitchenette. A unique feature is the adjoining door to Unit 9C, a studio with two double beds, full bath and

Rene Ben David

Ocean Park Realty Inc

27 Island Inn Rd Unit 10C, Oak Bluffs, MA 02568
/20
$9,495,000
- 4 Beds
- 6 Baths
- 4,605 Sq Ft
29 Slough Cove Rd, Edgartown, MA 02539

Timeless architect-designed Katama retreat made for summer living. Privately set at the end of a long drive on 1.53 acres near South Beach, this Patrick Ahearn-designed estate offers 4,605 square feet of refined Vineyard living. Built in 2022, the home blends award-winning coastal architecture with vaulted ceilings, custom shiplap, millwork, antique rough-hewn beams, Rubio Monocoat floors,

Wendy Harman

Compass

29 Slough Cove Rd, Edgartown, MA 02539
/16
$287,500
- 1 Bed
- 1 Bath
- 388 Sq Ft
27 Island Inn Rd Unit 9C, Oak Bluffs, MA 02568

Welcome to 27 Island Inn, Unit 9C, an inviting Martha's Vineyard retreat offering the perfect combination of personal enjoyment and rental opportunity. This comfortable studio accommodates up to four guests with two double beds, a full bath, kitchenette with a 2-burner cooktop, cable TV and free WiFi. A unique opportunity is adjoining Unit 10C, a separate 1-bedroom, 1-bath suite accommodating up

Rene Ben David

Ocean Park Realty, Inc.

27 Island Inn Rd Unit 9C, Oak Bluffs, MA 02568
/27
$260,000
- 1 Bed
- 1 Bath
- 319 Sq Ft
33 Island Inn Rd Unit 25F, Oak Bluffs, MA 02568

Welcome to 27 Island Inn, Unit 25F, a comfortable studio offering the perfect combination of a Martha’s Vineyard getaway and rental opportunity. Accommodating up to four guests, this inviting unit features two double beds, one full bath, a convenient kitchenette, cable TV and free WiFi. Island Inn is a seasonal resort, open April through October, offering a relaxed, pet-friendly setting with a

Rene Ben David

Ocean Park Realty Inc

33 Island Inn Rd Unit 25F, Oak Bluffs, MA 02568
/22
$260,000
- 1 Bed
- 1 Bath
- 319 Sq Ft
33 Island Inn Rd Unit 25 F, Oak Bluffs, MA 02568

Welcome to 27 Island Inn, Unit 25F, a comfortable studio offering the perfect combination of a Martha's Vineyard getaway and rental opportunity. Accommodating up to four guests, this inviting unit features two double beds, one full bath, a convenient kitchenette, cable TV and free WiFi. Island Inn is a seasonal resort, open April through October, offering a relaxed, pet-friendly setting with a

Rene Ben David

Ocean Park Realty, Inc.

33 Island Inn Rd Unit 25 F, Oak Bluffs, MA 02568
/43
$389,000

$139K PRICE DROP
- 1 Bed
- 1.5 Baths
- 590 Sq Ft
21 Island Inn Rd Unit 38G, Oak Bluffs, MA 02568

Welcome to Unit 38G at the Island Inn, offering resort-style living in an exceptional Oak Bluffs location just steps from the beach. This desirable ground-floor end unit features a large glass slider opening to the patio, with stairs leading to the heated outdoor pool just a few feet away. Accommodating up to six guests, the unit features one bedroom with a queen bed, a separate sleeping area

Rene Ben David

Ocean Park Realty Inc

21 Island Inn Rd Unit 38G, Oak Bluffs, MA 02568
/8
$310,000
- 1 Bed
- 1 Bath
- 783 Sq Ft
27 Island Inn Rd Unit 10C, Oak Bluffs, MA 02568

Welcome to 27 Island Inn, Unit 10C, a comfortable one-bedroom, one-bath Martha's Vineyard retreat offering an ideal combination of personal enjoyment and rental opportunity. Accommodating up to four guests, 10C features a queen bedroom, sofa bed, cozy living area, well-equipped kitchenette. A unique feature is the adjoining door to Unit 9C, a studio with two double beds, full bath and

Rene Ben David

Ocean Park Realty, Inc.

27 Island Inn Rd Unit 10C, Oak Bluffs, MA 02568
/41
$7,250,000
- 4 Beds
- 5.5 Baths
- 3,282 Sq Ft
96 S Summer St, Edgartown, MA 02539

Located in the heart of Edgartown Village, this exceptional turnkey home offers timeless New England architecture, modern luxury, and an unbeatable in-town lifestyle. Built by a renowned Island builder, the thoughtfully designed residence features beautifully finished living spaces, four bedrooms, four full baths, and a powder room. The chef's kitchen opens to inviting living and dining areas

Patricia Lyman Compass

96 S Summer St, Edgartown, MA 02539
/20
$2,425,000
- 2 Beds
- 2 Baths
- 895 Sq Ft
131 N Water St Unit 62, Edgartown, MA 02539

LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 62 at 131 N. Water Street is a beautifully appointed 865± sq. ft., second-floor condominium featuring 2 bedrooms and 2 baths in the heart of Edgartown. This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel’s renowned amenities and services.

Mitzi Lawlor Corcoran Property Advisors

131 N Water St Unit 62, Edgartown, MA 02539
/21
$1,975,000
- 2 Beds
- 2 Baths
- 730 Sq Ft
131 N Water St Unit 94, Edgartown, MA 02539

LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 94 at 131 N. Water Street is a beautifully appointed 730± sq. ft., second-floor condominium featuring 2 bedrooms and 2 baths in the heart of Edgartown.This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel's renowned amenities and services.

Mitzi Lawlor Corcoran Property Advisors

131 N Water St Unit 94, Edgartown, MA 02539
/18
$239,000
- 1 Bed
- 1 Bath
- 316 Sq Ft
33 Island Inn Rd Unit F 22, Oak Bluffs, MA 02568

Want to own a slice of Martha's Vineyard? As an owner of this studio style "Condo-tel", you will enjoy the convenience of worry free ownership. This unit has newer flooring, an updated bathroom, updated kitchenette and a cathedral ceiling. This is casual resort style living that includes association pool, 3 tennis courts, playground, and shared grilling area. This wonderful location borders Farm

Rene Jackson Island Real Estate

33 Island Inn Rd Unit F 22, Oak Bluffs, MA 02568
/17
$2,595,000
- 2 Beds
- 2 Baths
- 960 Sq Ft
131 N Water St Unit 22, Edgartown, MA 02539

LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 22 at 131 N. Water Street is a beautifully appointed 960± sq. ft., second-floor condominium featuring 2 bedrooms and 2 baths in the heart of Edgartown. This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel’s renowned amenities and services.

Mitzi Lawlor Corcoran Property Advisors

131 N Water St Unit 22, Edgartown, MA 02539
/32
$1,495,000

$100K PRICE DROP
- 3 Beds
- 3.5 Baths
- 2,739 Sq Ft
40 Hidden Cove Rd Unit 2, Oak Bluffs, MA 02557

Enjoy timeless summers at this Hidden Cove condo, where days begin with a paddle on Sengekontacket Pond, afternoons are spent between the pool and tennis courts, and evenings end on the deck after a day spent exploring the island. This three-bedroom unit has distant water views and offers an easy, multi-level floor plan with open living spaces, a private primary suite, two guest bedrooms, a

Rose Ryley Wallace & Co. Sotheby's International Realty

40 Hidden Cove Rd Unit 2, Oak Bluffs, MA 02557
/17
$2,875,000
- 3 Beds
- 3 Baths
- 1,061 Sq Ft
131 N Water St Unit 96, Edgartown, MA 02539

LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 96 at 131 N. Water Street is a beautifully appointed 1061± sq. ft., second and third-floor condominium featuring 3 beds and 3 baths in the heart of Edgartown.This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel’s renowned amenities and services.

Mitzi Lawlor Corcoran Property Advisors

131 N Water St Unit 96, Edgartown, MA 02539
/18
$250,000
- 1 Bed
- 1 Bath
- 331 Sq Ft
27 Island Inn Rd Unit D17, Oak Bluffs, MA 02568

Island Inn ....tucked behind the ever-popular Noman's Restaurant. Located off the Beach Road in Oak Bluffs. Fully furnished and updated 2nd floor studio. New: floors, appliances, television, mini-split AC and two double mattresses, Fully furnished galley kitchen. Use the convenient bike path to State Beach and then further on into Edgartown ...OR a short distance north to Oak Bluffs center, ferry

Patti Dean Wiggy's Pond Real Estate

27 Island Inn Rd Unit D17, Oak Bluffs, MA 02568
/42
$3,075,000
- 3 Beds
- 2 Baths
- 1,962 Sq Ft
21 Vickers St, Edgartown, MA 02539

Katama at its best! Set in one of Martha’s Vineyard’s most coveted locations, 21 Vickers Street is a classic beach home with an effortless connection to everything that makes Katama so special. Just one mile from South Beach, with the bike path, Katama General Store, and Edgartown Village close by, this updated, move-in-ready home puts the best of the Island within easy reach. A newly installed

Stephanie Roache Donnelly + Co.

21 Vickers St, Edgartown, MA 02539
/42
$2,590,000

$360K PRICE DROP
- 4 Beds
- 8 Baths
- 4,530 Sq Ft
15 21st St N, Edgartown, MA 02539

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

Jennifer O'hanlon Compass

15 21st St N, Edgartown, MA 02539
/42
$21,500,000
- 10 Beds
- 14 Baths
- 7,598 Sq Ft
56 N Summer St, Edgartown, MA 02539

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

Alyssa Halisky Wallace & Co. Sotheby's International Realty

56 N Summer St, Edgartown, MA 02539
/28
$1,495,000

$100K PRICE DROP
- 3 Beds
- 3.5 Baths
- 2,739 Sq Ft
40 Hidden Cove Road Unit 2 Unit 2, Oak Bluffs, MA 02557

Enjoy timeless summers at this Hidden Cove condo, where days begin with a paddle on Sengekontacket Pond, afternoons are spent between the pool and tennis courts, and evenings end on the deck after a day spent exploring the island. This three-bedroom unit has distant water views and offers an easy, multi-level floor plan with open living spaces, a private primary suite, two guest bedrooms, a

Rose Ryley Wallace & Co. Sotheby's International Realty

40 Hidden Cove Road Unit 2 Unit 2, Oak Bluffs, MA 02557
/41
$4,725,000
- 3 Beds
- 5 Baths
- 2,969 Sq Ft
149 Litchfield Rd, Edgartown, MA 02539

Set amongst beautifully landscaped grounds and vibrant gardens, this inviting Chappaquiddick retreat offers a wonderful sense of privacy and tranquility. Stunning hydrangeas frame the property, also complemented by mature trees, colorful blooms, and established gardens, creating a beautiful setting throughout the seasons. Multiple outdoor spaces invite relaxing and entertaining, with a heated

Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

149 Litchfield Rd, Edgartown, MA 02539
/42
$16,900,000
- 8 Beds
- 7.5 Baths
- 6,041 Sq Ft
114 N Water St, Edgartown, MA 02539

Edgartown Village Compound with Harbor Views: Positioned in the heart of Edgartown’s historic district, 114 North Water Street is a newly complete, move-in-ready property offering views of Edgartown Harbor. The offering includes eight bedrooms and seven-and-a-half baths across three thoughtfully designed structures: a six-bedroom, five-and-a-half bath main residence, a one-bedroom guest house

Erin Hegarty Donnelly + Co.

114 N Water St, Edgartown, MA 02539
/41
$7,950,000

New Construction
- 4 Beds
- 4.5 Baths
- 7,766 Sq Ft
2 Lexington Ave, Edgartown, MA 02539

NEW CONSTRUCTION: Experience modern Katama luxury in this thoughtfully designed home by Morgan Studio, a husband-and-wife-led boutique design firm. Created for effortless indoor-outdoor living, the residence features soaring ceilings, a flowing floor plan, oversized windows, and exceptional materials and finishes throughout. A private interior courtyard, envisioned as an edible garden, anchors

Peyton Wallace Studio Realty LLC

2 Lexington Ave, Edgartown, MA 02539
/37
$389,900
- 1 Bed
- 1.5 Baths
- 584 Sq Ft
21 Island Inn Rd Unit 35, Oak Bluffs, MA 02568

HERE'S YOUR CHANCE TO OWN A PIECE of the ISLAND!!! Live the beautiful Island Life with this gorgeous seasonal condo at the Island Inn Resort. AFFORDABLE & PRICED APPROX $100,000 less than an identical unit that Just Sold this summer!!Don't miss this delightful one and a half bedroom seasonal condo (sleeps 6) available for your families use. When you’re not here, the management team will rent

Susan Austin Austin R.E. Properties of MV

21 Island Inn Rd Unit 35, Oak Bluffs, MA 02568
/41
$14,500,000
- 11 Beds
- 13 Baths
- 9,500 Sq Ft
10 & 12 Boldwater Rd, Edgartown, MA 02539

A rare offering of extraordinary scale and architectural significance, this 22-acre Martha's Vineyard estate represents a category of ownership seldom available on the Island. Designed around privacy, natural beauty, and enduring craftsmanship, the living spaces encompass more than 9,500 square feet across multiple thoughtfully designed structures, creating an unparalleled setting for

Michael Carucci Serhant

10 & 12 Boldwater Rd, Edgartown, MA 02539

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