Martha's Vineyard, MA Homes

/42
$10,995,000 Pending
- 7 Beds
- 3.5 Baths
- 2,957 Sq Ft
117 N Water St, Edgartown, MA 02539

Classic Captain's Home With Deep Water Dock On Edggatown Harbor - Located on prestigious North Water Street in the heart of historic Edgartown Village, this premier harbor front home combines the best of in-town and waterfront living, with deep water dock. On the harbor front side of the home, there are 2 decks with panoramic views across the harbor. There are a total of 7 Bedrooms making the

Wendy Harman

Compass

(508) 715-6592

117 N Water St, Edgartown, MA 02539
/21
$7,000 total monthly price
- 4 Beds
- 3.5 Baths
- 3,000 Sq Ft
- House for Rent
27 Beach Plum Ln, Chilmark, MA 02535

weekly rental rate negotiable, cost $400-$975 per night depending on season and month 3 night min stay The "Grapevine" is located on a private road next door to the Beach Plum Inn, It was completely rebuilt . it has 3 generous size bedrooms all with private baths, 2 of the bedrooms are located on the second floor, 1 bedroom is located on the first floor as well as the Open concept living with a

Bryan Hummel Commonwealth Realty Group

27 Beach Plum Ln, Chilmark, MA 02535
/44
$1,900,000 Sold Feb 07, 2025

28 Roger's Way, Oak Bluffs, MA 02557
- 3 Beds
- 3.5 Baths
- 2,420 Sq Ft
- Built 2024
Last Sold Summary
- 10% Below List Price
- $785/SF
- 563 Days On Market
Current Estimated Value $1,653,559

Last Listing Agent Michele Casavant Vineyard Village Realty

28 Roger's Way, Oak Bluffs, MA 02557

/2
Est $1,723,242 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,200 Sq Ft
10 Combra Way, Oak Bluffs, MA 02557

10 Combra Way, Oak Bluffs, MA 02557

/22
$1,199,000
- 2 Beds
- 1 Bath
- 742 Sq Ft
47 Winemack St, Oak Bluffs, MA 02557

Oak Bluffs -East Chop-Close to the ocean. Two cottages on one lot. Stay in one and rent the other, the possibilities are great with this amazing opportunity to own close to the beach and just a mile to Oak Bluffs center. The front house is two bedrooms 1 bath: freshly painted with new flooring. The second home nestled in the back of the lot is an open floor plan with one bedroom, one bath, and a

Lisa Lucier

Anchor Realty of MV

(508) 403-9601

47 Winemack St, Oak Bluffs, MA 02557
/21
$9,500 total monthly price
- 4 Beds
- 2 Baths
- 1,579 Sq Ft
- House for Rent
155 Skiff Ave, Vineyard Haven, MA 02568

**SUMMER RENTAL ONLY** RATE IS WEEKLY** Enjoy the serenity of a four bedroom, two full bathroom peaceful oasis complete with private in-ground pool. Close to lively dining and boutiques of downtown Vineyard Haven. Unwind at neighborhood beaches; Eastville, Owen Park, Tashmoo beaches all just a few minutes drive from your vacation retreat.This lovely home spread over 1600ft of living area provides

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

155 Skiff Ave, Vineyard Haven, MA 02568
/46
$3,120,000 Sold Sep 16, 2025

140 Pond Rd, Vineyard Haven, MA 02568
- 4 Beds
- 3 Baths
- 3,669 Sq Ft
- Built 1993
Last Sold Summary
- 10% Below List Price
- $850/SF
- 84 Days On Market
Current Estimated Value $4,101,962

Last Listing Agent Jon Hartzband Martha's Vineyard Island-Wide Realty

140 Pond Rd, Vineyard Haven, MA 02568

/46
Not Listed For Sale
- 3 Beds
- 2 Baths
- 788 Sq Ft
14 Forest Hill Ave, Oak Bluffs, MA 02557

14 Forest Hill Ave, Oak Bluffs, MA 02557

/42
$1,498,000 Pending
- 3 Beds
- 4 Baths
- 2,105 Sq Ft
10 Peases Point Way N, Edgartown, MA 02539

ICONIC EDGARTOWN VILLAGE BEAUTY with elevated style just one block from Main Street! Recent renovations and upgrades give this 1840's classic a fresh and modern vibe for easy maintenance in-town living. Gracious bluestone terrace bordered with hydrangeas provides a private and serene setting for outdoor living and entertaining. Other notable features include: 3-minute walk to the heart of Main

Wendy Harman

Compass

(508) 691-7503

10 Peases Point Way N, Edgartown, MA 02539
/41
$13,500 total monthly price
- 5 Beds
- 5.5 Baths
- 3,000 Sq Ft
- House for Rent
14 Bernard Cir, Vineyard Haven, MA 02568

** SUMMER WEEKLY RATE ** Private and luxurious BRAND NEW contemporary chic 5 BED 5.5 BATH home perfectly situated close to downtown Vineyard Haven yet set amongst a rural and peaceful WEST CHOP adjacent neighborhood. Indulge and unwind in the PRIVATE HEATED SALTWATER IN-GROUND POOL surrounded by opulent outdoor living and dining area highlighted by covered al-fresco kitchen, BBQ grill and bar -

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

14 Bernard Cir, Vineyard Haven, MA 02568
/3
$105,000 Sold Sep 05, 2025

00 Eliot Ave Unit 17, Chilmark, MA 02535
- Land
- 0.7 Acre
- $150,000 per Acre
Last Sold Summary
- 5% Below List Price
- 29 Days On Market
Last Listing Agent Julianna Flanders Flanders Real Estate

00 Eliot Ave Unit 17, Chilmark, MA 02535

/2
Est $2,360,647 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,368 Sq Ft
2 Bradford Ct, Oak Bluffs, MA 02557

2 Bradford Ct, Oak Bluffs, MA 02557

/2
$1,650,000 Pending
- 6 Beds
- 3.5 Baths
- 1,617 Sq Ft
34 Massasoit Ave, Oak Bluffs, MA 02557

Downtown Oak Bluffs located in the Copeland District this Victorian home combines historic charm with modern comfort. Offering 6 spacious bedrooms and 3.5 bathrooms, this home provides ample living space for family and guests. Also making an ideal rental property Sleeping 12 comfortably just a block to the restaurants and shops of Circuit Ave. and a couple of blocks to the beach it's the perfect

Lisa Lucier

Anchor Realty of MV

(508) 299-5240

34 Massasoit Ave, Oak Bluffs, MA 02557
/41
$8,750 total monthly price
- 4 Beds
- 2.5 Baths
- 1,811 Sq Ft
- House for Rent
11 High Meadow Ln, Vineyard Haven, MA 02568

**SUMMER WEEKLY RATE ** INQUIRE FOR LONG TERM OFFSEASON RATE**Discover the perfect summer retreat in this beautifully updated Meadow View Farms home. Nestled on a private hilltop and minutes from beaches, bike paths, Farm Neck Gand Downtown Oak Bluffs, this home offers a serene escape close to the island’s best attractions. 4 spacious bedrooms, first floor primary ensuite, shared secondary floor

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

11 High Meadow Ln, Vineyard Haven, MA 02568
/2
$10,189,494 Sold Nov 03, 2025

55 King Point Way, Edgartown, MA 02539
- 4 Beds
- 8 Baths
- 9,900 Sq Ft
- Built 2021
Last Sold Summary
- $1,029/SF
- 0 Days On Market
Last Listing Agent LINK Email Cache LINK

55 King Point Way, Edgartown, MA 02539

/3
Est $1,616,357 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,329 Sq Ft
18 Towanticut Ave, Oak Bluffs, MA 02557

18 Towanticut Ave, Oak Bluffs, MA 02557

/29
$1,395,000 Pending
- 4 Beds
- 2 Baths
- 2,184 Sq Ft
42 Road To the Plains, Edgartown, MA 02539

Classic Colonial - Located between Edgartown Village and Katama, this classically styled colonial features plenty of traditional charm as well as a world of possibilities for renovations and/or expansion. The main entrance opens up to a center staircase flanked by a formal Living Room and Dining Room and there is also a kitchen with breakfast bar PLUS a first-floor bedroom and full bath. The

Wendy Harman

Compass

(508) 978-3864

42 Road To the Plains, Edgartown, MA 02539
/27
$21,700 total monthly price
- 5 Beds
- 3 Baths
- 2,168 Sq Ft
- House for Rent
97 3rd St N, Edgartown, MA 02539

YOUR VINEYARD ESCAPE AWAITS! This sizable vintage rental with water views of Sengekontacket Pond and beyond is ideal for your island getaway. Boasting multiple levels of living and porches that take advantage of views, the main floor is awash in seaside tones. Display a raw bar on the center island and top off beverages in the kitchen before relaxing in the sunroom as you enjoy the painterly sky

Fine Homes Group Keller Williams Realty Boston-Metro | Back Bay

97 3rd St N, Edgartown, MA 02539
/30
$1,550,000 Sold Oct 16, 2025

251 State Rd, Vineyard Haven, MA 02568
- 3 Beds
- 2 Baths
- 1,986 Sq Ft
- Built 1986
Last Sold Summary
- 9% Below List Price
- $780/SF
- 114 Days On Market
Current Estimated Value $1,603,863

Last Listing Agent Meg Bodnar Tea Lane Associates

251 State Rd, Vineyard Haven, MA 02568

/36
Est $2,676,608 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,470 Sq Ft
28 Woodhaven Dr, Edgartown, MA 02539

28 Woodhaven Dr, Edgartown, MA 02539

/31
$1,799,999
- 3 Beds
- 2 Baths
- 1,540 Sq Ft
43 N Slope Ln, Chilmark, MA 02535

Set on private 3.5-acre wooded parcel, this 3-bedroom, 2-bath single-family home offers the ultimate Martha’s Vineyard retreat. Nestled among mature trees, the property provides exceptional privacy and a peaceful natural setting, while remaining conveniently located to island villages, beaches, and amenities. The home is thoughtfully positioned to blend into its surroundings, featuring

Barbara O'Hara

NorthStar Real Estate, LLC

(508) 850-0854

43 N Slope Ln, Chilmark, MA 02535
/22
$20,000 total monthly price
- 5 Beds
- 3 Baths
- 3,000 Sq Ft
- House for Rent
55 Samoset Ave, Oak Bluffs, MA 02557

Modernized 5 bed, 3 full bath Victorian in the heart of Downtown Oak Bluffs. Steps to restaurants, shopping, harbor, ferries and beaches. Accommodates 10 guests. Easy breezy outdoor living, dining, bluestone patio and BBQ grill. Relax on the covered porch surrounded by a lush flower garden or unwind in the outdoor shower. Updated stone and stainless kitchen. Formal dining for eight. A/C, WIFI and

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

55 Samoset Ave, Oak Bluffs, MA 02557
/29
$1,970,000 Sold Jun 26, 2025

493 Katama Rd Unit E2, Edgartown, MA 02539
- 3 Beds
- 2.5 Baths
- 1,410 Sq Ft
- Built 1973
Last Sold Summary
- 2% Below List Price
- $1,397/SF
- 0 Days On Market
Last Listing Agent Bonnie Pierce Wallace & Co. Sotheby's

493 Katama Rd Unit E2, Edgartown, MA 02539

/37
Est $3,681,124 Not Listed For Sale
- 3 Beds
- 5 Baths
- 4,417 Sq Ft
149 Litchfield Rd, Edgartown, MA 02539

149 Litchfield Rd, Edgartown, MA 02539

/27
$1,150,000
- 2 Beds
- 2.5 Baths
- 1,500 Sq Ft
70 Carol Ln, Oak Bluffs, MA 02557

Charming Renovated Ranch in the Heart of Oak Bluffs Discover the perfect blend of comfort, convenience, and coastal charm in this beautifully renovated ranch home, ideally located in a central Oak Bluffs neighborhood close to everything down-Island. Set on a spacious 1/3-acre lot, this property offers both privacy and proximity — just minutes from the Oak Bluffs School, town center, and all the

Lisa Lucier

Anchor Realty of Martha's Vineyard

(508) 456-5742

70 Carol Ln, Oak Bluffs, MA 02557
/29
$11,000 total monthly price
- 4 Beds
- 2 Baths
- 1,750 Sq Ft
- House for Rent
29 Mercier Way, Edgartown, MA 02539

**SUMMER RATE$ 9,500-$11,000 WEEKLY** Freshly remodeled 4 bed, 2 full bath coastal cape with all new furnishings, flawless finishes, large private yard, close to South Beach, bike path and downtown Edgartown. Large family room with vaulted ceiling and large TV , gorgeous kitchen with all new stainless appliances, vaulted ceilings, sky lights, custom blue stone countertop, island eatery, and wine

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

29 Mercier Way, Edgartown, MA 02539
/18
$4,250,000 Sold Sep 09, 2025

420 Lamberts Cove Rd, Vineyard Haven, MA 02568
- 5 Beds
- 3 Baths
- 4,125 Sq Ft
- Built 1900
Last Sold Summary
- 5% Below List Price
- $1,030/SF
- 21 Days On Market
Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International Realty

420 Lamberts Cove Rd, Vineyard Haven, MA 02568

/26
Est $3,608,623 Not Listed For Sale
- 4 Beds
- 5.5 Baths
- 3,916 Sq Ft
53 Pinehurst Rd, Edgartown, MA 02539

53 Pinehurst Rd, Edgartown, MA 02539

/9
$2,000,000
- Land
- 1.28 Acres
- $1,562,500 per Acre
5 Louis Field Rd, Edgartown, MA 02539

CREATE YOUR LEGACY ISLAND RETREAT IN THIS IDYLLIC LOCATION. Nestled within the entrance to Sweetened Water Farm, this 1.28-acre parcel represents a rare opportunity to create your own vision within one of Edgartown’s most sought-after settings. Located just one mile from the heart of historic Edgartown Village, this beautifully sited lot offers the ideal balance of privacy and proximity,

Wendy Harman

Compass

(508) 694-9959

5 Louis Field Rd, Edgartown, MA 02539
/30
$28,500 total monthly price
- 9 Beds
- 6.5 Baths
- 3,500 Sq Ft
- House for Rent
9 Tuckernuck Ave, Oak Bluffs, MA 02557

**SHORT TERM ONLY - WEEKLY RATE ADVERTISED ** Water view Victorian fronting Waban Park, steps to Inkwell Beach. Newly restored 9-bed, 6+ bath Main and Guest House houses 18 guests. Internet, A/C and cable TV. Coastal chic interior with all new furnishings. Large open floor plan, ample gathering and relaxation spaces. Dining for 10, Wet Bar, gourmet kitchen, gas range, stainless appliances and

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

9 Tuckernuck Ave, Oak Bluffs, MA 02557
/2
$3,300,000 Sold Dec 09, 2025

1 Muskoday Way, Edgartown, MA 02539
- 3 Beds
- 2 Baths
- 2,194 Sq Ft
- Built 1972
Last Sold Summary
- $1,504/SF
- 0 Days On Market
Last Listing Agent LINK Email Cache LINK

1 Muskoday Way, Edgartown, MA 02539

/5
Not Listed For Sale
0 Bridle Path Rd, Vineyard Haven, MA 02568

0 Bridle Path Rd, Vineyard Haven, MA 02568

/7
$700,000 Pending
- Land
- 0.1 Acre
- $7,000,000 per Acre
0 Massasoit Ave, Oak Bluffs, MA 02557

Commercial Land Downtown Oak Bluffs on Circuit Avenue. Explore the many potentials this commercial land has to offer in the desirable location in the heart of Oak Bluffs.

Lisa Lucier

Anchor Realty of MV

(508) 978-2876

0 Massasoit Ave, Oak Bluffs, MA 02557
/20
$6,000 total monthly price
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
- House for Rent
11 Hammett Ln, Chilmark, MA 02535

** WEEKLY SUMMER RATE** Welcome to 11 Hammett Lane in Chilmark, up-island on beautiful Martha's Vineyard. This sweet private cottage is designer done with gorgeous furnishings, comfortable touches, and a nod to all things local. Affectionately named 'The Blueberry House' by the original owners, this 2 bedroom, 2 bath, 2 story home with outdoor shower will quickly find a place in your heart. Prime

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

11 Hammett Ln, Chilmark, MA 02535
/48
$4,750,000 Sold Nov 21, 2025

36 Crocker Dr, Edgartown, MA 02539
- 3 Beds
- 3.5 Baths
- 4,131 Sq Ft
- Built 2024
Last Sold Summary
- 14% Below List Price
- $1,150/SF
- 84 Days On Market
Last Listing Agent Stephanie Roache Donnelly + Co.

36 Crocker Dr, Edgartown, MA 02539

/58
Est $6,536,251 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,945 Sq Ft
394 Lighthouse Rd, Aquinnah, MA 02535

394 Lighthouse Rd, Aquinnah, MA 02535

/34
$3,250,000
- 4 Beds
- 3 Baths
- 1,728 Sq Ft
6 Brewster Ave, Oak Bluffs, MA 02557

Enjoy sweeping ocean views from this beautifully updated East Chop Victorian, complete with a timeless guest cottage. Thoughtfully renovated in 2010, the main residence seamlessly blends historic character with modern comfort. The kitchen and bathrooms have been stylishly updated while preserving the home's original charm and character. The guest cottage, tucked to the rear of the property,

Katherine Donahue Sandpiper Realty Inc

6 Brewster Ave, Oak Bluffs, MA 02557
/10
$20,000 total monthly price
- 5 Beds
- 3 Baths
- 2,352 Sq Ft
- House for Rent
55 Samoset Ave Unit 1, Oak Bluffs, MA 02557

THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Newly renovated, Great for Family Gatherings, Corporate Retreats, Central Air & Heat, very close to Circuit Ave and Beach, 5 Bedrooms, 3 full baths, galley kitchen, new appliances, dining room, family room, Flat Screen TV, FREE Wifi, washer & dryer, bay window breakfast nook, Oak and Pine wood flooring, outdoor shower, wrap around porch, blue stone

Karen Overtoom Karen M. Overtoom R.E.

55 Samoset Ave Unit 1, Oak Bluffs, MA 02557
/38
$2,860,000 Sold Mar 10, 2025

49 William St, Vineyard Haven, MA 02568
- 5 Beds
- 4.5 Baths
- 3,752 Sq Ft
- Built 1836
Last Sold Summary
- 12% Below List Price
- $762/SF
- 290 Days On Market
Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International Realty

49 William St, Vineyard Haven, MA 02568

/38
Est $1,025,579 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,120 Sq Ft
287 County Rd, Vineyard Haven, MA 02568

287 County Rd, Vineyard Haven, MA 02568

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