Martha's Vineyard, MA Homes

/36
$12,500,000
- 5 Beds
- 3.5 Baths
- 3,700 Sq Ft
18 Spruce Gate Rd, Chilmark, MA 02535

Welcome to an extraordinary ocean view coastal sanctuary set within the exclusive gates of Squibnocket Farm--a 450+ acre private community with access to over 2 miles of oceanfront, 1.5 miles of pond frontage, and 300+ acres of conservation land. Set on a peaceful, pastoral landscape abutting 17 acres of preserved land, this stately home was designed and built by Soikkeli & Company, one of the

Alyssa Halisky Wallace & Co. Sotheby's International Realty

18 Spruce Gate Rd, Chilmark, MA 02535
/2
$10,000 total monthly price
- 6 Beds
- 3.5 Baths
- 2,100 Sq Ft
- House for Rent
15 Crowell Lane Wt119, West Tisbury, MA 02575

THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!!!!Seven Gates Farm. This property has three ponds, overlooks rolling meadows and is very charming. Located in Seven Gates Farm association, the property affords access to association tennis and two miles of private beach as well as miles of walking trails. Bookings for tennis are available at the office for a slight fee.There is a $25 trash charge per

Karen Overtoom Karen M. Overtoom R.E.

15 Crowell Lane Wt119, West Tisbury, MA 02575
/35
$2,025,000 Sold Sep 30, 2025
- 3,009 Sq Ft
- $673/SF
- 5 Days On Market
- 6 Beds
- 3 Baths
- Built 1853
1 Rowland Ave, Oak Bluffs, MA 02557

This ideally located property is the tasteful blend of old world Victorian charm and 21st century convenience. From your expansive front porch, you look directly onto Lakeside Park, which extends from Rowland Avenue all the way to Sunset Lake. From the serenity of your elevated perch you overlook all the fascinating attractions of Oak Bluffs, without being in the middle of the activity. In 2015,

Lynn Buder Sandpiper Realty Inc

1 Rowland Ave, Oak Bluffs, MA 02557

/37
Est $2,086,250 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,097 Sq Ft
24 Pulpit Ln, Edgartown, MA 02539

24 Pulpit Ln, Edgartown, MA 02539

/15
$625,000
- 2 Beds
- 1 Bath
- 704 Sq Ft
124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568

MOVE RIGHT IN! This sunny end unit is being offered furnished! Spacious living area opens to an eat-in kitchen with a new Bosch dishwasher. Bedroom number one has a queen bed. Bedroom two has two single beds. Conveniently located within close proximity to Main Street shops, the ferry and bus terminal, and the scenic bike path that extends across the island. At the bottom of the hill you will find

Rene Jackson Island Real Estate

124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568
/25
$13,600 total monthly price
- 2 Beds
- 2 Baths
- 792 Sq Ft
- House for Rent
64 Bartimus Luce Road Wt125, West Tisbury, MA 02575

THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!!!!!!!Idyllic location right above a sandy private beach on the North Shore. This beach cottage affords views of the Sound and the Elizabeth Islands with a front row seat on unrivaled sunsets. It is rustic and cozy with a large screened porch overlooking the view. Have a getaway like in days of yore when life was simple and the beach at your doorstep.Take

Karen Overtoom Karen M. Overtoom R.E.

64 Bartimus Luce Road Wt125, West Tisbury, MA 02575
/20
$975,000 Sold Sep 30, 2025
- 836 Sq Ft
- $1,166/SF
- 29 Days On Market
- 3 Beds
- 2 Baths
- Built 1920
32 Beach Rd, Oak Bluffs, MA 02557

Tucked along a main road in Oak Bluffs, this small yet cozy year-round cottage offers a charming Vineyard lifestyle with surprising touches of serenity. While compact in size, the home lives larger than expected with its inviting layout, warm interiors, and thoughtful use of space. A standout feature: peeks of the Lagoon and Vineyard Haven harbor, offering glimmers of coastal beauty to brighten

Bonnie Pierce Wallace & Co. Sotheby's International Realty

32 Beach Rd, Oak Bluffs, MA 02557

/33
Est $4,817,671 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,807 Sq Ft
62 S Water St, Edgartown, MA 02539

62 S Water St, Edgartown, MA 02539

/30
$999,000
- 2 Beds
- 1 Bath
- 1,232 Sq Ft
28 Barling Ave, Vineyard Haven, MA 02568

Oak Bluffs: Home Sweet HomeSituated on over a quarter acre of beautifully landscaped, level grounds with colorful perennial plantings and mature trees, this sun-filled ranch offers a perfect blend of comfort and charm. The open kitchen, dining, and living areas feature cathedral ceilings, classic vertical knotty pine walls, and a cozy brick fireplace. Enjoy a convenient first-floor bedroom

Alan Schweikert Ocean Park Realty Inc

28 Barling Ave, Vineyard Haven, MA 02568
/18
$10,000 total monthly price
- 3 Beds
- 2 Baths
- 1,439 Sq Ft
- House for Rent
24 Nat's Farm Lane Wt113, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Charming three bedroom home located in a private neighborhood close to bike path, walking trails and public tennis courts. Just a short drive to Lambert's Cove Beach, West Tisbury Village and down island restaurants and shops.Amenities include High definition TV, wifi

Karen Overtoom Karen M. Overtoom R.E.

24 Nat's Farm Lane Wt113, West Tisbury, MA 02575
/28
$2,075,000 Sold Sep 29, 2025
- 2,638 Sq Ft
- $787/SF
- 372 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1998
24 Dark Woods Rd, Edgartown, MA 02539

Welcome to 24 Dark Woods Road, a beautifully maintained 3-bedroom, 3.5-bath Contemporary Colonial nestled in an upscale, tranquil neighborhood. This spacious residence abuts acres of Sheriffs Meadow conservation land, offering miles of trails, serene pond views and peaceful privacy at the end of a quiet road, yet is just a mile from the beach and closer to Edgartown Village. This association

Stephanie Burke Portfolio Real Estate, Inc.

24 Dark Woods Rd, Edgartown, MA 02539

/56
Est $3,790,555 Not Listed For Sale
- 7 Beds
- 5.5 Baths
- 4,875 Sq Ft
6 Beach Plum Way, Aquinnah, MA 02535

6 Beach Plum Way, Aquinnah, MA 02535

/29
$1,200,000
- 3 Beds
- 2 Baths
- 1,120 Sq Ft
34 Pine Ln, Vineyard Haven, MA 02568

One level living! This ranch-style home has a great layout and some sweet, unexpected features. The living spaces are opened up to each other allowing the wall of sliders in the living room to flood the rooms with light - and these sliders give access out to the deck with serene views of the woodlands beyond; where Stoney Hill Path bounds the entire south side of the property. The primary suite

Candy DaRosa Feiner Real Estate

34 Pine Ln, Vineyard Haven, MA 02568
/39
$46,000 total monthly price
- 6 Beds
- 4.5 Baths
- 3,800 Sq Ft
- House for Rent
99 Pond Road Wt104, West Tisbury, MA 02575

THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!! Beautiful bright sunny home with open concept living. Main floor features a gourmet kitchen with stainless appliances, breakfast bar and formal dining table to seat 10. Large glass sliders open up to expansive views of the deck, pool and pasture beyond. Also on the main level is a separate living area with large screen TV, powder room, and den with twin

Karen Overtoom Karen M. Overtoom R.E.

99 Pond Road Wt104, West Tisbury, MA 02575
/27
$1,735,000 Sold Sep 29, 2025
- 2,526 Sq Ft
- $687/SF
- 2 Days On Market
- 3 Beds
- 4 Baths
- Built 1996
56 Bridle Path Rd, Vineyard Haven, MA 02568

POOL & LUSH GARDENS — Nestled on 3 acres beside 25 acres of conservation land, this 2,500+ sq. ft. home offers tranquility and convenience. The sun-filled living room with fireplace flows to the kitchen, dining area, screened porch, and sunny deck—perfect for enjoying serene views. The main floor hosts a spacious primary suite with en-suite bath; upstairs offers two large bedrooms, a full bath,

Tina Miller Donnelly + Co.

56 Bridle Path Rd, Vineyard Haven, MA 02568

/42
Est $3,243,254 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,090 Sq Ft
16 Mill St, Edgartown, MA 02539

16 Mill St, Edgartown, MA 02539

/63
$5,000,000
- 6 Beds
- 3.5 Baths
- 3,312 Sq Ft
31 Josiah Sachem Way, Vineyard Haven, MA 02568

An inspirational Oasis - come unwind and behold what this secluded multi-home compound has to offer. With two driveways and an open wildflower field bordered with plantings, the main house, studio barn, guesthouse and in-ground pool area at this private retreat are beautifully positioned and landscaped. Each structure is available for year-round use with abundant parking and unique charms.

Helena Kirschenbaum Studio Realty

31 Josiah Sachem Way, Vineyard Haven, MA 02568
/34
$12,000 total monthly price
- 3 Beds
- 2.5 Baths
- 2,240 Sq Ft
- House for Rent
267 Great Plains Road Wt117, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Large spacious home with open concept living and dining area. This house has gorgeous hardwood floors throughout, separate media room, and loads of natural sunlight. It also features an exceptionally large master bedroom with en-suite bath, and private deck. There is

Karen Overtoom Karen M. Overtoom R.E.

267 Great Plains Road Wt117, West Tisbury, MA 02575
/39
$2,500,000 Sold Sep 29, 2025
- 1,350 Sq Ft
- $1,852/SF
- 124 Days On Market
- 3 Beds
- 2 Baths
- Built 1988
31 The Blvd, Edgartown, MA 02539

Waterfront Charmer on Sengekontacket Pond - Perched on the shoreline, this contemporary cottage is enveloped by stone walls, lush gardens, and stunning water views. Inside, a bright, airy living space features an open dining area and a well-appointed kitchen. The all-white interior is complemented by hardwood floors, vaulted ceilings, skylights, air conditioning, and ceiling fans. Three sliding

Wendy Harman Compass

31 The Blvd, Edgartown, MA 02539

/36
Est $1,807,104 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,200 Sq Ft
2 Fishermans Knot Rd, Edgartown, MA 02539

2 Fishermans Knot Rd, Edgartown, MA 02539

/22
$970,000
- 2 Beds
- 0.5 Baths
- 953 Sq Ft
50 Canonicus Ave, Oak Bluffs, MA 02557

Rare Opportunity to Be in a Special Location and Neighborhood! Loved by generations, this quintessential Vineyard cottage has been in the same family since its creation in 1900. Step back in time and enjoy easy cottage living of yesteryear with modern updates including newer windows and electrical. Nestled under mature trees and just .3 mile to Inkwell Beach, join this close-knit neighborhood and

Michele Moore Island Real Estate

50 Canonicus Ave, Oak Bluffs, MA 02557
/41
$14,500 total monthly price
- 5 Beds
- 5.5 Baths
- 3,392 Sq Ft
- House for Rent
76 School House Lane Wt101, West Tisbury, MA 02575

THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!! An elegant, whimsical house full of color, quality and artistic touches. The grounds are sumptuous, nature at its apotheosis. There is gentle movement in the landscape with flowering trees and shrubs everywhere replete with a babbling brook flowing into a pond bordering the garden behind the house. The stonework is finely crafted with balanced

Karen Overtoom Karen M. Overtoom R.E.

76 School House Lane Wt101, West Tisbury, MA 02575
/2
$505,000 Sold Sep 26, 2025
- Land
- 1.3 Acres
- $388,462 per Acre
- 120 Days On Market
02 John Hoft Rd Unit 2, Tisbury, MA 02568

A nicely treed lot that gradually rises to an uplifting elevation, and is near to the wonderful 90+ acres of Ripley's Field Preserve. The town's zoning allows for a sizable house, a detached garage, and probably an in-house apartment or Accessory Dwelling Unit ("ADU"), and a pool--though a special permit would probably be required for that. Of course, confirm the aforesaid with the Town of

Tony Tobia Tobia Real Estate, LTD

02 John Hoft Rd Unit 2, Tisbury, MA 02568

/29
Est $2,183,627 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,552 Sq Ft
22 Kitts Field Cir, Edgartown, MA 02539

22 Kitts Field Cir, Edgartown, MA 02539

/7
$400,000
- Land
- 0.2 Acre
- $2,000,000 per Acre
99 Cygnet Way Unit 103, Chilmark, MA 02535

Escape the crowds at Lucy Vincent and Squibnocket and take advantage of this very rare opportunity to own a private, 17 member, Atlantic Ocean beach lot at Thumb Cove (abuts Hancock Beach). Included in the sale of this property is a deeded .2 acres of sandy beach, a deeded parking spot at Chilmark Pond and the right to launch boats from a dock in the pond. Sail, kayak, row, swim(!) or motor

Russell Maloney Russell Maloney Real Estate

99 Cygnet Way Unit 103, Chilmark, MA 02535
/22
$3,000 total monthly price
- 4 Beds
- 2.5 Baths
- 2,703 Sq Ft
- House for Rent
41 Oak Lane Wt147, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Inside the front entrance is a large open living room with a comfortable L-shaped couch facing the floor to ceiling windows which look out onto the spacious tree lined back yard and a wall mounted flat screen television. Off the open concept living/dining room is a large

Karen Overtoom Karen M. Overtoom R.E.

41 Oak Lane Wt147, West Tisbury, MA 02575
/43
$1,775,000 Sold Sep 26, 2025
- 2,512 Sq Ft
- $707/SF
- 157 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1991
10 Bridge Ln, Vineyard Haven, MA 02568

This thoughtfully designed post and beam home blends craftsmanship with character, featuring artistic touches throughout that make it truly one-of-a-kind. The kitchen flows beautifully between the main living areas and an inviting dining space surrounded by windows offering access to one of several outdoor decks for effortless indoor-outdoor living. On the first floor, the primary suite includes

Jill Napior Tea Lane Associates

10 Bridge Ln, Vineyard Haven, MA 02568

/40
Est $2,210,201 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,008 Sq Ft
1 Old Squaw Cir, Edgartown, MA 02539

1 Old Squaw Cir, Edgartown, MA 02539

/27
$5,250,000
- 4 Beds
- 3.5 Baths
- 3,018 Sq Ft
9 Fowler Ave, Edgartown, MA 02539

Edgartown Waterfront - Classic New England architecture meets the timeless allure of Martha’s Vineyard. This exceptional waterfront estate is set on the edge of Sengekontacket Pond, offering a sandy shoreline, panoramic water views, and a private mooring — the perfect setting for boating, paddle boarding, fishing, and clamming.A gated entrance opens to a beautifully landscaped property

Andrew McElhinney Compass LLC

9 Fowler Ave, Edgartown, MA 02539
/22
$10,000 total monthly price
- 3 Beds
- 1.5 Baths
- 1,500 Sq Ft
- House for Rent
21 Leona Lane Wt115, West Tisbury, MA 02575

THIS IS A SUMMER RENTAL ONLY. This very charming post & beam home is the perfect getaway for those who appreciate West Tisbury's rural character. The home is very nicely furnished and equipped, has a lovely, big yard, and the location, adjacent to the bike path, is central to up-Island shopping and the fantastic sandy beaches of Lambert's Cove and Long Point Reservation. There is no land line

Karen Overtoom Karen M. Overtoom R.E.

21 Leona Lane Wt115, West Tisbury, MA 02575
/30
$3,375,000 Sold Sep 26, 2025
- 2,813 Sq Ft
- $1,200/SF
- 73 Days On Market
- 4 Beds
- 2 Baths
- Built 1982
179 Tisbury Ln E, West Tisbury, MA 02575

Seven Gates Farm: This warm and convivial home in one of the island’s most desirable communities is less than 1/10th of a mile to the private association beach. The house was designed to accentuate indoor-outdoor living; there is generous decking for morning or afternoon sun, and a screened porch which is the perfect place to enjoy shade and breeze after a day spent at one of the nearby beaches.

Mark Jenkins Wallace & Co. Sotheby's

179 Tisbury Ln E, West Tisbury, MA 02575

/34
Est $2,279,850 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,783 Sq Ft
338 Bigelow Rd, Vineyard Haven, MA 02568

338 Bigelow Rd, Vineyard Haven, MA 02568

/10
$2,450,000
- Land
- 5.37 Acres
- $456,238 per Acre
9 Maqua Way Unit 107.13, Edgartown, MA 02539

Chappaquiddick: Beautiful 5-acre parcel offering private frontage on Katama Bay. The generous-sized lot affords plenty of development flexibility, with the ability to capture the view from nearly any location. Located on Maqua Way, a quiet subdivision just off the paved road, the property is conveniently situated near all the Chappy favorites: beaches, trails, a community center, and Slip Away

Katie Donahue Sandpiper Realty

9 Maqua Way Unit 107.13, Edgartown, MA 02539
/21
$11,000 total monthly price
- 2 Beds
- 1.5 Baths
- 800 Sq Ft
- House for Rent
55 Dr Fisher Rd Unit 1, West Tisbury, MA 02575

THIS IS A SUMMER RENTAL ONLY. Nestled on a quiet country lane, this charming two BR guest house will enchant you with its inviting character and custom features throughout. From the cathedral living area and newly furnished interior to the covered front porch and expansive deck, this lovely cottage has it all. Privately situated , yet convenient to the village, bike path and local

Karen Overtoom Karen M. Overtoom R.E.

55 Dr Fisher Rd Unit 1, West Tisbury, MA 02575
/23
$1,500,000 Sold Sep 25, 2025
- 1,400 Sq Ft
- $1,071/SF
- 43 Days On Market
- 3 Beds
- 2 Baths
- Built 1995
190 Longview Rd, Vineyard Haven, MA 02568

Welcome to 190 Longview Road in the lovely Longview Association. **This FULLY FURNISHED home is just minutes away from the iconic and sought-after Lambert's Cove Beach to which access is granted by right of ownership here. This home is located on a hilltop with dappled sunlight and cooling breezes on a warm summer day. A minisplit in the main living area combined with ceiling fan keeps the living

Kathleen Kendrick Kendrick Real Estate

190 Longview Rd, Vineyard Haven, MA 02568

/29
Est $3,919,570 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,408 Sq Ft
26 Morse St, Edgartown, MA 02539

26 Morse St, Edgartown, MA 02539

/9
$2,450,000
- Land
- 5.37 Acres
- $456,238 per Acre
9 Maqua Way, Edgartown, MA 02539

Chappaquiddick: Beautiful 5-acre parcel offering private frontage on Katama Bay. The generous-sized lot affords plenty of development flexibility, with the ability to capture the view from nearly any location. Located on Maqua Way, a quiet subdivision just off the paved road, the property is conveniently situated near all the Chappy favorites: beaches, trails, a community center, and Slip Away

Katherine Donahue Sandpiper Realty Inc

9 Maqua Way, Edgartown, MA 02539
/15
$21,000 total monthly price
- 6 Beds
- 2 Baths
- 1,700 Sq Ft
- House for Rent
12 John Wesley Ave Ob519, Oak Bluffs, MA 02557

THIS IS A SUMMER RENTAL ONLY. EAST CHOP LOCATION!! Located across from the historic Baptist Temple Town Park. This charming 1885 Victorian cottage is original to days gone by and a significant part of the Vineyard Highlands. Six bedrooms and two full bathrooms allow for friends and family to visit along with a cozy, bright vintage kitchen. This is a house of distinctive "Carpenter Gothic"

Karen Overtoom Karen M. Overtoom R.E.

12 John Wesley Ave Ob519, Oak Bluffs, MA 02557
/42
$1,250,000 Sold Sep 25, 2025
- 2,210 Sq Ft
- $566/SF
- 137 Days On Market
- 4 Beds
- 3 Baths
- Built 1969
58 Weaver Ct, Vineyard Haven, MA 02568

Located near the Lagoon, hiking trails, downtown Vineyard Haven, and Steamship Authority. A private wooded sanctuary sited on 1.5 acres of land with backyard covered patio, covered front porch and new mahogany deck railings at each entry. Many recent updates include hardwood floors on the first floor, remodeled bathrooms, kitchen cabinets and countertops, baseboard trim, baseboard heat and

Skip Dostal, Jr Martha's Vineyard Real Estate

58 Weaver Ct, Vineyard Haven, MA 02568

/8
Not Listed For Sale
- 2 Beds
16 Forever Wild Way, Edgartown, MA 02539

16 Forever Wild Way, Edgartown, MA 02539

Showing Results 321 - 360, Page 9 of 18

Massachusetts Martha's Vineyard

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage