Dukes, MA Homes

/32
$3,150,000
- 4 Beds
- 3.5 Baths
- 2,566 Sq Ft
28 Marthas Rd, Edgartown, MA 02539

Nestled on a generous corner lot in one of Edgartown’s sought-after neighborhoods, this beautifully maintained 4BD, 3.5BA home offers the perfect blend of comfort, convenience, and classic Vineyard charm. The home features a spacious and versatile floor plan, ideal for both year-round living and summer getaways. The light-filled living areas, anchored by a floor to ceiling wood burning fireplace,

Stacy Ickes Donnelly + Co.

28 Marthas Rd, Edgartown, MA 02539
/15
$40,000 per month
- 6 Beds
- 3 Baths
- 1,704 Sq Ft
- House for Rent
120 Eastville Ave Ob520, Oak Bluffs, MA 02557

THIS IS A SUMMER RENTAL ONLY. Watch the boats come and go from the harbor while you picnic and relax on your beach. This fabulous waterfront three bedroom main house and three bedroom guest house also offers your own dock and mooring.

Karen Overtoom Karen M. Overtoom R.E.

120 Eastville Ave Ob520, Oak Bluffs, MA 02557
/52
$2,470,000 Sold Feb 28, 2025
- 2,351 Sq Ft
- $1051/SF
- 180 Days On Market
- 4 Beds
- 4 Baths
- Built 1760
2 Green Ave, Edgartown, MA 02539

CHARMING VINTAGE HOME IN THE HEART OF EDGARTOWN VILLAGE. Nestled within lush perennial gardens and surrounded by hedges and a classic picket fence, the Charles W. Crowell House is a delightful antique home that captures the essence of a bygone era. With its origins dating back to 1760, the home boasts beams crafted from trees that once grew on the property. These timeless timbers are prominently

Wendy Harman Compass | Point B

2 Green Ave, Edgartown, MA 02539

/30
Est $1,535,358 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,464 Sq Ft
88 Hopps Farm Rd, Vineyard Haven, MA 02568

88 Hopps Farm Rd, Vineyard Haven, MA 02568

/36
$5,450,000
- 5 Beds
- 4 Baths
- 2,913 Sq Ft
122 Old Farm Rd, Chilmark, MA 02535

An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The original section of this 3000 sq ft home dates from the late 1700s and is on Chilmark's register of historic homes, but it has been expanded with new additions to create a thoroughly modern

Mark Jenkins Wallace & Co. Sotheby's

122 Old Farm Rd, Chilmark, MA 02535
/15
$30,000 per month
- 3 Beds
- 3 Baths
- 2,888 Sq Ft
- House for Rent
101 Peasepoint Way Ed324, Edgartown, MA 02539

THIS IS A SUMMER RENTAL ONLY. This grand and stately home is located in Starbuck Point in Edgartown. The home is elegantly furnished with traditional charm . The Captain's house is surrounded by neatly manicured lawns and the ocean is at the end of the street. It is a five minute walk to the Edgartown Village and Harbor for shopping, dining or theater.

Karen Overtoom Karen M. Overtoom R.E.

101 Peasepoint Way Ed324, Edgartown, MA 02539
/10
$550,000 Sold Feb 28, 2025
- Land
- 0.33 Acre
- $1,666,667 per Acre
- 70 Days On Market
0 Shawanue Ave Unit 32400336, Oak Bluffs, MA 02557

Secluded lot in a prime Oak Bluffs location, offering both privacy and convenience. Just moments from public access points to the sandy shores of Lagoon Pond and the vibrant downtown area, this property provides the perfect setting for your dream home. With engineering plans already in place for a 2-bedroom residence, you have the opportunity to create a custom-built home tailored to your vision.

Alyssa Halisky Wallace & Co. Sotheby's International Realty

0 Shawanue Ave Unit 32400336, Oak Bluffs, MA 02557

/22
Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,250 Sq Ft
33 Summer St, Vineyard Haven, MA 02568

33 Summer St, Vineyard Haven, MA 02568

/42
$4,600,000
- 3 Beds
- 6 Baths
- 3,171 Sq Ft
15 Old Farm Rd, Chilmark, MA 02535

CHILMARK BLISS- 15 Old Farm Rd, sits on over 3 beautiful acres, blends refined architecture with serene natural beauty. Reimagined in 2020 by Peter Breese and crafted by Doug Best, this timeless retreat offers open-concept living, anchored by a stunning kitchen, large pantry, screen porch, and a stone fireplace, with seamless indoor-outdoor flow. The main level includes a sunny primary suite

Tina Miller Compass

15 Old Farm Rd, Chilmark, MA 02535
/13
$27,000 per month
- 4 Beds
- 3.5 Baths
- 1,962 Sq Ft
- House for Rent
20 Bay Lot Circle Ed323, Edgartown, MA 02539

THIS IS A SUMMER RENTAL ONLY. Vacation by the beach in a relaxed contemporary home offering fabulous panoramic views of Edgartown Harbor, Chappiquidick, Katama Bay and South Beach. Our Katama Bay home is located off of Edgartown Bay Road at the quiet cul-de-sac,close to the beaches and boat launch access. For those who love the ocean breezes and sandy beaches, there is great sunbathing,

Karen Overtoom Karen M. Overtoom R.E.

20 Bay Lot Circle Ed323, Edgartown, MA 02539
/3
$750,000 Sold Feb 27, 2025
- 1,100 Sq Ft
- $682/SF
- 0 Days On Market
- 1 Bath
- Built 2021
2 Union St Unit A, Tisbury, MA 02568

Commercial Condo Not listed in LINK

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2 Union St Unit A, Tisbury, MA 02568

/44
Est $4,915,949 Not Listed For Sale
- 6 Beds
- 7 Baths
- 5,034 Sq Ft
59 Hagerty Dr, Vineyard Haven, MA 02568

59 Hagerty Dr, Vineyard Haven, MA 02568

/34
$5,450,000
- 5 Beds
- 4.5 Baths
- 2,913 Sq Ft
124 Old Farm Rd Unit 122, 116, Chilmark, MA 02535

An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The original section of this 3000 sq ft home dates from the late 1700s and is on Chilmark's register of historic homes, but it has been expanded with new additions to create a thoroughly modern

Mark Jenkins Wallace & Co. Sotheby's International Realty

124 Old Farm Rd Unit 122, 116, Chilmark, MA 02535
/13
$14,000 per month
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
- House for Rent
88 Quenames Rd, Chilmark, MA 02535

THIS IS A SUMMER RENTAL ONLY. This bright and cheerful, wooded retreat is truly tranquil, yet just a little over a mile from West Tisbury village, with its General Store (Alley's), Farmer's Market, Artisan's Festivals and Flea Market. This home has been recently updated by its new owners. They have chosen the loveliest colors and simple, appropriate cottage touches. There is a new expansive deck

Karen Overtoom Karen M. Overtoom R.E.

88 Quenames Rd, Chilmark, MA 02535
/23
$1,575,000 Sold Feb 25, 2025
- 4,306 Sq Ft
- $366/SF
- 3 Days On Market
- 4 Beds
- 6 Baths
- Built 1980
79 Watcha Path, Edgartown, MA 02539

The spacious home is located in a peaceful private setting on a quiet road. This house is directly across the road from 138 acres of protected land owned by Sheriffs Meadow Foundation. Perfectly situated on 3 beautiful open and slightly forested acres of land, you will find this open concept home that might have the opportunity for further bedroom expansion. Current septic is 6 Bedrooms.

Robin Perschel Feiner Real Estate

79 Watcha Path, Edgartown, MA 02539

/15
Est $1,182,406 Not Listed For Sale
- 3 Beds
- 2 Baths
- 966 Sq Ft
73 Leonard Cir, Vineyard Haven, MA 02568

73 Leonard Cir, Vineyard Haven, MA 02568

/18
$945,000
- 1 Bed
- 1 Bath
- 960 Sq Ft
1 Onondaga Ave, Oak Bluffs, MA 02557

Charming Single Story Cottage on a Beautiful Oak Bluffs Lot - Perfect for Your Vineyard Retreat! Discover the timeless appeal of this cozy 1-bedroom, 1-bath home nestled on a spacious 0.31-acre lot in the heart of Oak Bluffs. Built in 2000 and lovingly owned by the same family since its inception, this property offers a fantastic opportunity for both comfortable living and future expansion.

Leslie Floyd Portfolio Real Estate Inc.

1 Onondaga Ave, Oak Bluffs, MA 02557
/12
$12,500 per month
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
- House for Rent
138 South Rd, Chilmark, MA 02535

THIS IS A SUMMER RENTAL ONLY. This newly remodeled 3 bedroom 2 bath has a spacious master bedroom suite, cozy sun room and updated kitchen. It has a great yard with garden landscaping, a perfect spot for outdoor dining. 1.5 miles from Alley's store. 3.3 miles to Lucy Vincent Beach.The bathrooms are fully remodeled. An easy, comfortable house in a central location. Three ceiling fans and 3

Karen Overtoom Karen M. Overtoom R.E.

138 South Rd, Chilmark, MA 02535
/34
$8,250,000 Sold Feb 21, 2025
- 3,596 Sq Ft
- $2294/SF
- 95 Days On Market
- 4 Beds
- 5 Baths
- Built 1978
93 Edgartown Bay Rd, Edgartown, MA 02539

Waterfront home located on Edgartown Bay Road, one of Martha’s Vineyard’s most desirable streets. This four-bedroom, four-and-a half bath Katama Bay property boasts an open floor plan that offers spectacular natural light and flows seamlessly. The first floor features a large family room overlooking Katama Bay and the Atlantic Ocean. The renovated chef's kitchen opens to the family room, dining

Jarrett Hurwitz Keller Williams Realty

93 Edgartown Bay Rd, Edgartown, MA 02539

/16
Est $1,625,480 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,380 Sq Ft
44 Jeremiah Rd, Edgartown, MA 02539

44 Jeremiah Rd, Edgartown, MA 02539

/41
$3,400,000
- 5 Beds
- 4 Baths
- 3,361 Sq Ft
735 Franklin St, Vineyard Haven, MA 02568

Welcome to this stunning 4-bedroom, 3-bathroom primary residence along with a 1-bedroom studio apartment over the one-car garage, ideally located in West Chop! Together, they include approximately 3,871 square feet of beautifully renovated living space (an additional 510 sqft of living space on the 3rd floor in the main house is not included on the town assessment). Situated on a .99-acre lot,

Emily Flake Viewpoints

735 Franklin St, Vineyard Haven, MA 02568
/8
$56,000 per month
- 4 Beds
- 2.5 Baths
- 3,000 Sq Ft
- House for Rent
337 Barnes Rd Ob526, Oak Bluffs, MA 02557

THIS IS A SUMMER RENTAL ONLY. This home offers a spacious open floor plan providing a comfortable yet elegant retreat, truly an upscale surprise, perfect for relaxing or entertaining. With an expansive mahogany wraparound deck, sweeping views and a screened-in porch, enjoying the evening sunsets while grilling and dining al fresco or try a nearby bistro or 5 star restaurant----the choice is

Karen Overtoom Karen M. Overtoom R.E.

337 Barnes Rd Ob526, Oak Bluffs, MA 02557
/24
$1,055,000 Sold Feb 21, 2025
- 875 Sq Ft
- $1206/SF
- 115 Days On Market
- 3 Beds
- 1 Bath
- Built 1870
18 Brunswick Ave, Vineyard Haven, MA 02568

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,

Cheri Mason LandVest MV

18 Brunswick Ave, Vineyard Haven, MA 02568

/33
Est $1,896,538 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 2,508 Sq Ft
163 Charles Neck Way, Vineyard Haven, MA 02568

163 Charles Neck Way, Vineyard Haven, MA 02568

/24
$2,150,000
- 3 Beds
- 3 Baths
- 2,126 Sq Ft
17 Oakdale Dr, Edgartown, MA 02539

17 Oakdale Drive is perfectly positioned between Edgartown Village and State Beach. This charming 3-bedroom, 3-bathroom residence offers refined Vineyard living in one of the island's most desirable locations. Sited on a beautifully landscaped 0.62-acre lot and abutting Edgartown Golf Club property on two sides, the setting offers a rare sense of privacy and open space. The 2,126 sq. ft. home is

Andrew McElhinney Compass Massachusetts, LLC

17 Oakdale Dr, Edgartown, MA 02539
/12
$13,200 per month
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- House for Rent
8 Lobsterville Rd, Aquinnah, MA 02535

Uniquely designed, 3-bedroom, 2 full bath contemporary home, divided between three floors and set upon an acre of lush grounds with waterviews overlooking Vineyard Sound and the Elizabeth Islands. Privacy enhanced with large tracts of conservation land nearby and walking distance to Lobsterville Beach.

Karen Overtoom Karen M. Overtoom R.E.

8 Lobsterville Rd, Aquinnah, MA 02535
/45
$990,000 Sold Feb 19, 2025
- 1,618 Sq Ft
- $612/SF
- 145 Days On Market
- 3 Beds
- 2 Baths
- Built 1999
5 Rock Pond Rd, Vineyard Haven, MA 02568

Fantastic opportunity to own a South Mountain designed and built home in the coveted Island Co-Housing community. House #5 sits back from the community road with a great side yard, patio and outdoor shower.3 Large Bedrooms include a downstairs master w/ensuite bath off the living room area with a mid-way access leading to a private patio. The entryway opens on the kitchen, with thick shaker style

Kerry Quinlan-Potter Breakwater MV

5 Rock Pond Rd, Vineyard Haven, MA 02568

/25
Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,826 Sq Ft
7 Curtis Ln, Edgartown, MA 02539

7 Curtis Ln, Edgartown, MA 02539

/41
$1,850,000
- 4 Beds
- 4 Baths
- 2,986 Sq Ft
1 Harpoon Hollow, Aquinnah, MA 02535

This extraordinary Red Oak Post and Beam country home, in the style of an Old English cottage mansion, comes with a great many attractive features and is sure to delight the most discerning buyer. A brick walk bordered by a lovely boxwood hedge leads to two separate entrances into the home. Throughout this intriguing, creatively designed, custom built home, you will notice the high quality and

Elaine Vanderhoop Beachcombers of MV

1 Harpoon Hollow, Aquinnah, MA 02535
/8
$12,000 per month
- 3 Beds
- 1.5 Baths
- 820 Sq Ft
- House for Rent
8 Beach Plum Path Ob525, Oak Bluffs, MA 02557

THIS IS A SUMMER RENTAL ONLY. This irresistible home is a 3-minute walk away from a deeded, sandy, sheltered beach and only a 5-minute drive to the center of Oak Bluffs and all the fun activities that Circuit Avenue has to offer. The casual getaway has wonderful ambiance enhanced by its soaring ceilings, a wood-burning fireplace, and delightful furnishings.

Karen Overtoom Karen M. Overtoom R.E.

8 Beach Plum Path Ob525, Oak Bluffs, MA 02557
/44
$1,250,000 Sold Feb 14, 2025
- 1,781 Sq Ft
- $702/SF
- 101 Days On Market
- 5 Beds
- 3 Baths
- Built 1997
4 Lady Slipper Way, Vineyard Haven, MA 02568

This charming year round Colonial home, designed by island architect Tom Burke and stick built by Ridgewood Custom Homes, is located in the convenient Spring Hill Road Association offering close proximity to town, Tisbury's elementary school, post office, markets, Lake Tashmoo beach and town landing, Steamship ferry, and more. The main level includes eat-in kitchen with center island plus dining

June Flake Viewpoints

4 Lady Slipper Way, Vineyard Haven, MA 02568

/41
Est $4,069,861 Not Listed For Sale
- 5 Beds
- 6 Baths
- 4,521 Sq Ft
89 Pond Rd, Vineyard Haven, MA 02568

89 Pond Rd, Vineyard Haven, MA 02568

/36
$1,495,000
- 4 Beds
- 2 Baths
- 1,332 Sq Ft
40 Scotchmans Ln, Vineyard Haven, MA 02568

A home with history, built in the early 1800s this dwelling was originally built on a local farm and moved to its present location in the 1920's. The structure sits nestled amongst mature plantings and out buildings facing the Mill Brook. The studio and covered patio offer opportunities to entertain, relax and reflect. This 3.76 parcel was created from a larger parcel by the owner (see attached

Jim Osmundsen Donnelly + Co.

40 Scotchmans Ln, Vineyard Haven, MA 02568
/8
$7,900 per month
- 3 Beds
- 2.5 Baths
- 2,107 Sq Ft
- House for Rent
2 Paddock Cir, Chilmark, MA 02535

Karen Overtoom Karen M. Overtoom R.E.

2 Paddock Cir, Chilmark, MA 02535
/34
$950,000 Sold Feb 14, 2025
- 1,300 Sq Ft
- $731/SF
- 87 Days On Market
- 3 Beds
- 2 Baths
- Built 1978
2 Nahomon St, Oak Bluffs, MA 02557

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

Jarrod Smith Romano Real Estate

2 Nahomon St, Oak Bluffs, MA 02557

/20
Est $1,337,713 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,730 Sq Ft
225 Longview Rd, Vineyard Haven, MA 02568

225 Longview Rd, Vineyard Haven, MA 02568

/17
$1,750,000
- Land
- 3.08 Acres
- $568,182 per Acre
25 Ice Pond Ln Unit 43, Oak Bluffs, MA 02568

FARM NECK LOT FOR SALE*This land is in CONSERVATION AND UNBUILDABLE.Ownership of this lot grants you Stockholder Membership at Farm Neck Golf Club with Farm Neck approval— a true jewel of Martha’s Vineyard. The current waiting list to join spans 12–15 years. Enjoy the Farm Neck lifestyle and a championship-caliber, semi-private golf club that includes tennis facilities, an association dock on

Tina Miller Compass | Point B

25 Ice Pond Ln Unit 43, Oak Bluffs, MA 02568
/35
$112,000 per month
- 6 Beds
- 9 Baths
- 5,732 Sq Ft
- House for Rent
31 Lamberts Cove Road Vh434, Tisbury, MA 02568

Karen Overtoom Karen M. Overtoom R.E.

31 Lamberts Cove Road Vh434, Tisbury, MA 02568
/27
$1,500,000 Sold Feb 13, 2025
- 2,066 Sq Ft
- $726/SF
- 154 Days On Market
- 3 Beds
- 2 Baths
- Built 1954
37 Weeks Ln, Edgartown, MA 02539

Welcome to this FULLY RENOVATED Charming Cape style home. In 2020 the home was completely gutted down to the studs and a tasteful full renovation was begun which included new electric, plumbing, walls, flooring, cabinetry, new bathrooms, a new kitchen and new exterior decking. In 2021 an oversized detached two car garage with storage above was added to the property. The home offers an attractive

Michele Casavant Vineyard Village Realty

37 Weeks Ln, Edgartown, MA 02539

/2
Est $2,235,902 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,269 Sq Ft
59 Field View Ln, Vineyard Haven, MA 02568

59 Field View Ln, Vineyard Haven, MA 02568

Showing Results 401 - 440, Page 11 of 18

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