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18 Wood Duck Way, Oak Bluffs MA 02557

LINK ID: 44018
Town: OAK BLUFFS  |  Click here for all Oak Bluffs listings
Address: 18 Wood Duck Way, Oak Bluffs MA 02557
Type: Single Family Residence
Lot Size: 0.81 Acres / 35,284 sq.ft.
$1,800,000.00

Your opportunity in Sengekontacket! Being sold turnkey. This modern home has four bedrooms and three full baths. Large windows and high vaulted ceilings, the home lets in bright natural light. The first floor has three bedrooms and a full bath with double sinks. Beautiful oak and maple floors comple...

Property Details

79 Beach Road # B14, Vineyard Haven MA 02568

LINK ID: 44193
Town: VINEYARD HAVEN  |  Click here for all Vineyard Haven listings
Address: 79 Beach Road # B14, Vineyard Haven MA 02568
Type: Commercial
$1,799,000.00

TISBURY MARKETPLACE offers an active and well-established setting for this beloved eatery. The year 'round destination hub draws proven foot traffic and a healthy commercial environment. Rocco’s Pizzeria anchors the corner of the water view plaza with sustained history and a devoted following. Ope...

Property Details

487 Lamberts Cove Road, West Tisbury MA 02575

LINK ID: 44918
Town: WEST TISBURY  |  Click here for all West Tisbury listings
Address: 487 Lamberts Cove Road, West Tisbury MA 02575
Type: Single Family Residence
Lot Size: 2.44 Acres / 106,286 sq.ft.
$1,795,000.00

This sweet four-bedroom home has fantastic energy and captures the effortless feeling of summer on Martha’s Vineyard. Set high on 2.4 acres along beloved Lamberts Cove Road, the property is just a short walk to Ice House, Lamberts Cove Beach, and Seth’s Pond. Designed for easy enjoyment, the hom...

Property Details

99 Old Purchase Road, Edgartown MA 02539

LINK ID: 44556
Town: EDGARTOWN  |  Click here for all Edgartown listings
Address: 99 Old Purchase Road, Edgartown MA 02539
Type: Single Family Residence
Lot Size: 0.71 Acres / 30,927 sq.ft.
$1,775,000.00

Set at the end of a cul-de-sac, this property offers a peaceful setting on .71 acres, with easy access to more than 25 acres of Land Bank conservation land. Morning Glory Farm is just a short distance away, offering a wonderful connection to the seasonal beauty and character of the Island. The bike ...

Property Details

8 Pequot Avenue, Oak Bluffs MA 02557

LINK ID: 45003
Town: OAK BLUFFS  |  Click here for all Oak Bluffs listings
Address: 8 Pequot Avenue, Oak Bluffs MA 02557
Type: Single Family Residence
Lot Size: 0.06 Acres / 2,613 sq.ft.
$1,775,000.00

Set just across from iconic Inkwell Beach in Oak Bluffs’ historic Copeland District, 8 Pequot Avenue offers a rare combination of architectural character, water views and an exceptional in-town location. Built in 1870, this distinctive Victorian retains many of the period details that make this ne...

Property Details

NEW LISTING

2 Great Rock Road, Oak Bluffs MA 02557

LINK ID: 44054
Town: OAK BLUFFS  |  Click here for all Oak Bluffs listings
Address: 2 Great Rock Road, Oak Bluffs MA 02557
Type: Single Family Residence
Lot Size: 1.53 Acres / 66,646 sq.ft.
$1,765,000.00

Ready - Set - Go! This gorgeous centrally located private 1.5 acre wooded property is ready for you to complete. The Town approved this property to accommodate a 9 bedroom septic system, 20' x 40' in-ground pool, a 7 bedroom main house, garage and a 2 bedroom accessory dwelling unit. The town buildi...

Property Details

188 Vineyard Meadow Farms Road, West Tisbury MA 02575

LINK ID: 43626
Town: WEST TISBURY  |  Click here for all West Tisbury listings
Address: 188 Vineyard Meadow Farms Road, West Tisbury MA 02575
Type: Single Family Residence
Lot Size: 1.40 Acres / 60,983 sq.ft.
$1,760,000.00

House & Guesthouse near Long Point Beach! The Island's coveted south shore is just minutes from this charming West Tisbury compound, where the connection to nature is seamless. The main house sits high atop the trees and overlooks a park-like, fenced-in backyard, perfect for kids and dogs. The yard ...

Property Details

CONTINGENT OFFER
STILL SHOWING
Contingent
17th September 2026

68 Front Street, Oak Bluffs MA 02557

LINK ID: 44938
Town: OAK BLUFFS  |  Click here for all Oak Bluffs listings
Address: 68 Front Street, Oak Bluffs MA 02557
Type: Single Family Residence
Lot Size: 0.34 Acres / 15,000 sq.ft.
$1,755,000.00

Located on a quiet street in Oak Bluffs, this beautifully expanded Cape offers just over 2,800 square feet of living space, plus an additional 700+ square feet of newly finished recreation space above the two-car garage, with its own private entrance and second-floor deck. The inviting first floor i...

Property Details

14 Donaldbin Close, Edgartown MA 02539

LINK ID: 44846
Town: EDGARTOWN  |  Click here for all Edgartown listings
Address: 14 Donaldbin Close, Edgartown MA 02539
Type: Single Family Residence
Lot Size: 0.84 Acres / 36,590 sq.ft.
$1,750,000.00

Tucked into a quiet neighborhood and surrounded by mature trees, this home sits elevated on a 0.84-acre lot. With an open floorplan, the kitchen, dining, and living areas flow comfortably together, enhanced by vaulted ceilings, a stone gas fireplace, and French doors that bring in abundant natural ...

Property Details

11 Beach Road, Oak Bluffs MA 02557

LINK ID: 44641
Town: OAK BLUFFS  |  Click here for all Oak Bluffs listings
Address: 11 Beach Road, Oak Bluffs MA 02557
Type: Single Family Residence
Lot Size: 0.22 Acres / 9,583 sq.ft.
$1,745,000.00

Wake up to breathtaking ocean views and the soothing rhythm of waves from this charming two-bedroom oceanfront cottage on East Chop. Set on approximately .21 acres of waterfront property with more than 50 feet of shoreline, this special retreat offers a rare opportunity to own a true piece of the is...

Property Details

21 Schoolhouse Road, Edgartown MA 02539

LINK ID: 44164
Town: EDGARTOWN  |  Click here for all Edgartown listings
Address: 21 Schoolhouse Road, Edgartown MA 02539
Type: Single Family Residence
Lot Size: 0.50 Acres / 21,780 sq.ft.
$1,696,000.00

Located in the heart of Katama between South beach and Edgartown Village. Biking or walking distance along the the shared use path to beach or town. With 2 first floor bedrooms along with a full bath for one floor living. Second floor has 2 more bedrooms, bath along with a loft area for extra bed sp...

Property Details

33 Vineyard Avenue, Oak Bluffs MA 02557

LINK ID: 44349
Town: OAK BLUFFS  |  Click here for all Oak Bluffs listings
Address: 33 Vineyard Avenue, Oak Bluffs MA 02557
Type: Multi Family
Lot Size: 0.12 Acres / 5,183 sq.ft.
$1,695,000.00

33 Vineyard Avenue Oak Bluffs offers immense investment and flexible living opportunity with TWO UNITS on a fully irrigated appx 5200 sq ft lot. Fully gut renovated with all BRAND NEW; electric, plumbing, roof, septic system, and structural engineering - highlighted by elevated finishes, classic ae...

Property Details

174 Middle Road, Chilmark MA 02535

LINK ID: 43364
Town: CHILMARK  |  Click here for all Chilmark listings
Address: 174 Middle Road, Chilmark MA 02535
Type: Single Family Residence
Lot Size: 1.00 Acres / 43,560 sq.ft.
$1,695,000.00

Nestled in Chilmark, this four-bedroom home blends classic Vineyard charm with modern comfort. The sunlit eat-in kitchen features dual ovens, granite countertops, and custom cherry built-ins, flowing seamlessly to a living room with a Vermont Castings wood stove and access to a covered porch and spa...

Property Details

CONTINGENT OFFER
STILL SHOWING
Contingent
5th October 2026

41 & 0 Cook Road, Vineyard Haven MA 02568

LINK ID: 44557
Town: VINEYARD HAVEN  |  Click here for all Vineyard Haven listings
Address: 41 & 0 Cook Road, Vineyard Haven MA 02568
Type: Single Family Residence
Lot Size: 0.69 Acres / 30,020 sq.ft.
$1,690,000.00

Included in the asking price are two separate parcels: a beautifully updated 3-bedroom home and an adjacent 16,000 square foot buildable lot. No subdivision is required. The lot is ready for your plans or may be sold separately after closing, offering exceptional flexibility for a family compound, s...

Property Details

63 Division Road, Edgartown MA 02539

LINK ID: 44439
Town: EDGARTOWN  |  Click here for all Edgartown listings
Address: 63 Division Road, Edgartown MA 02539
Type: Unimproved Land
Lot Size: 1.57 Acres / 68,389 sq.ft.
$1,650,000.00

LOT #4 - The last lot available in this 5-lot Edgartown subdivision! Division Road is located between Meshacket and Meetinghouse Way, less than 1 mile from the center of town. This concept was thoughtfully and creatively developed in an effort to create a new and upcoming neighborhood. The new resid...

Property Details

17 John Wesley Avenue, Oak Bluffs MA 02557

LINK ID: 44267
Town: OAK BLUFFS  |  Click here for all Oak Bluffs listings
Address: 17 John Wesley Avenue, Oak Bluffs MA 02557
Type: Single Family Residence
Lot Size: 0.12 Acres / 5,227 sq.ft.
$1,650,000.00

Welcome to this year-round East Chop Victorian Gingerbread home, close to Oak Bluffs Harbor, Jetty Beach, and downtown. The amazing wrap-around porch is perfectly designed for spending lazy summers with friends and family. Many a party has been hosted on this generous porch, made more enticing by a...

Property Details

43 North Slope Lane, Chilmark MA 02535

LINK ID: 44067
Town: CHILMARK  |  Click here for all Chilmark listings
Address: 43 North Slope Lane, Chilmark MA 02535
Type: Single Family Residence
Lot Size: 3.50 Acres / 152,460 sq.ft.
$1,649,000.00

Set on a private 3.5-acre wooded parcel surrounded by conservation land, this 3-bedroom, 2-bath single-family home offers the ultimate Martha’s Vineyard retreat. Nestled among mature trees and protected open space, the property provides exceptional privacy and a peaceful natural setting, while rem...

Property Details

31 Dodgers Hole Road, Edgartown MA 02539

LINK ID: 44919
Town: EDGARTOWN  |  Click here for all Edgartown listings
Address: 31 Dodgers Hole Road, Edgartown MA 02539
Type: Single Family Residence
Lot Size: 0.51 Acres / 22,215 sq.ft.
$1,625,000.00

Dodgers Hole - Delightful contemporary cape style home, centrally located, suitable for seasonal or year-round use. The privately sited half acre lot features a first floor primary bedroom with en-suite bath, a light filled eat-in kitchen, central A/C, full unfinished basement, a detached 18'x24' s...

Property Details

60A Davis Look Road, West Tisbury MA 02575

LINK ID: 44552
Town: WEST TISBURY  |  Click here for all West Tisbury listings
Address: 60A Davis Look Road, West Tisbury MA 02575
Type: Unimproved Land
Lot Size: 5.15 Acres / 224,334 sq.ft.
$1,600,000.00

Over five acres of privacy in one of the Island's most sought-after settings. This 5.15-acre parcel offers a rare opportunity to build a primary residence and accessory structure on old farmland surrounded by large, mature trees. Idyllic stonewalls run along some of the property lines. Large parcel...

Property Details

528 Main Street, Vineyard Haven MA 02568

LINK ID: 44816
Town: VINEYARD HAVEN  |  Click here for all Vineyard Haven listings
Address: 528 Main Street, Vineyard Haven MA 02568
Type: Single Family Residence
Lot Size: 0.57 Acres / 24,829 sq.ft.
$1,600,000.00

Expanded cottage with in-law suite, garage, and detached studio. On the way to West Chop, it is equidistant to Downtown Vineyard Haven, the flagpole at West Chop, Mink Meadows Golf Club, and Vineyard Haven Yacht Club. This 4 bedroom, 4 bathroom property offers a flexible floor plan, including a priv...

Property Details

26 Union Court # 7, Vineyard Haven MA 02568

LINK ID: 43064
Town: VINEYARD HAVEN  |  Click here for all Vineyard Haven listings
Address: 26 Union Court # 7, Vineyard Haven MA 02568
Type: Condominium
$1,599,000.00

Waterview Condo in the Heart of Downtown Vineyard Haven. Experience the best of in-town living with this newly built, thoughtfully designed 2-bedroom condo offering beautiful harbor views and luxurious modern finishes. The first level welcomes you with a primary suite featuring a full bath with a t...

Property Details

CONTINGENT OFFER
STILL SHOWING
Contingent
30th September 2026

26 Union Court # 7, Vineyard Haven MA 02568

LINK ID: 44294
Town: VINEYARD HAVEN  |  Click here for all Vineyard Haven listings
Address: 26 Union Court # 7, Vineyard Haven MA 02568
Type: Single Family Residence
$1,599,000.00

Waterview Condo in the Heart of Downtown Vineyard Haven. Experience the best of in-town living with this newly built, thoughtfully designed 2-bedroom condo offering beautiful harbor views and luxurious modern finishes. The first level welcomes you with a primary suite featuring a full bath with a t...

Property Details

CONTINGENT OFFER
STILL SHOWING
Contingent
30th September 2026

501 West Tisbury Road, Edgartown MA 02539

LINK ID: 43281
Town: EDGARTOWN  |  Click here for all Edgartown listings
Address: 501 West Tisbury Road, Edgartown MA 02539
Type: Unimproved Land
Lot Size: 2.00 Acres / 87,120 sq.ft.
$1,595,000.00

Prime 2-acre parcel situated close to the bike path, state forest, Morning Glory Farm and Edgartown village. Per Edgartown BOH, this lot is approved to support a 5-bedroom home with a standard septic system. Additionally, with an advanced treatment system and a variance, the potential exists to expa...

Property Details

CONTINGENT OFFER
STILL SHOWING
Contingent
22nd October 2025

20 Hidden Cove Road, Oak Bluffs MA 02557

LINK ID: 44691
Town: OAK BLUFFS  |  Click here for all Oak Bluffs listings
Address: 20 Hidden Cove Road, Oak Bluffs MA 02557
Type: Single Family Residence
Lot Size: 0.29 Acres / 12,632 sq.ft.
$1,595,000.00

Hidden Cove Retreat — Water Access, Tennis & Pickleball Set within the sought-after Hidden Cove community, a 65-acre private enclave with direct access to Sengekontacket Pond, this contemporary retreat offers an exceptional Martha’s Vineyard lifestyle. Residents enjoy a private community boat d...

Property Details

26 Flint Hill Road, West Tisbury MA 02575

LINK ID: 44135
Town: WEST TISBURY  |  Click here for all West Tisbury listings
Address: 26 Flint Hill Road, West Tisbury MA 02575
Type: Unimproved Land
Lot Size: 3.32 Acres / 144,619 sq.ft.
$1,575,000.00

Stop Searching. Start Building. You've toured dozens of homes. Nothing feels right. What if your dream home on Martha's Vineyard simply hasn't been built yet? This rare 3.32-acre West Tisbury hilltop is the blank canvas you've been waiting for. Glacial boulders, open pasture, and cathedral oaks with...

Property Details

8 Rumpus Ridge, Chilmark MA 02535

LINK ID: 44657
Town: CHILMARK  |  Click here for all Chilmark listings
Address: 8 Rumpus Ridge, Chilmark MA 02535
Type: Single Family Residence
Lot Size: 0.50 Acres / 21,780 sq.ft.
$1,550,000.00

Escape to your own getaway with mature landscaped gardens and privacy in the heart of Chilmark. Walk to the Chilmark Store, library, Chilmark Community Center, Beetlebung Farm and bank. Access to Chilmark beaches - Lucy Vincent and Squibnocket - and Menemsha Public Beach are a plus. This four bedroo...

Property Details

22 Trinity Park, Oak Bluffs MA 02557

LINK ID: 45021
Town: OAK BLUFFS  |  Click here for all Oak Bluffs listings
Address: 22 Trinity Park, Oak Bluffs MA 02557
Type: Single Family Residence
$1,550,000.00

Rare Oak Bluffs Offering: TWO Detached Gingerbread Cottages which are historic jewels in the heart of Martha’s Vineyard Camp Meeting Association, (MVCMA). Located at 22 Trinity Park, this exceptional property offers a front-row view of the historic Tabernacle and its legendary festivities. The Pri...

Property Details

NEW LISTING

8 Melrose Avenue, Oak Bluffs MA 02557

LINK ID: 44931
Town: OAK BLUFFS  |  Click here for all Oak Bluffs listings
Address: 8 Melrose Avenue, Oak Bluffs MA 02557
Type: Single Family Residence
Lot Size: 0.25 Acres / 10,890 sq.ft.
$1,539,000.00

Incredible opportunity for workforce housing, live in one/rent the other, or multi generational family living. Main house has 4 levels of living space. Main floor living/kitchen/dining/full bath and laundry. 2nd floor has two bedrooms and full bath. 3rd floor is a large finished bonus room. The full...

Property Details

150 Field View Lane, West Tisbury MA 02575

LINK ID: 44685
Town: WEST TISBURY  |  Click here for all West Tisbury listings
Address: 150 Field View Lane, West Tisbury MA 02575
Type: Single Family Residence
Lot Size: 2.00 Acres / 87,120 sq.ft.
$1,525,000.00

A pastoral country road leads to this enchanting wood-shingled Cape-style home, offering three bedrooms and a welcoming blend of comfort and charm. The open-concept kitchen flows into a sunken living and dining area, creating an inviting space for everyday living and entertaining. A desirable first-...

Property Details

8 Pip'n Circle, Edgartown MA 02539

LINK ID: 44783
Town: EDGARTOWN  |  Click here for all Edgartown listings
Address: 8 Pip'n Circle, Edgartown MA 02539
Type: Single Family Residence
Lot Size: 3.04 Acres / 132,422 sq.ft.
$1,500,000.00

CHAPPAQUIDDICK – Opportunity awaits on this conforming 3-acre parcel, featuring a year-round home with a 5-bedroom septic system, offering exceptional potential for future expansion, including a guest house. Privately tucked away off the main road, yet conveniently located just minutes from the Ch...

Property Details

36 Pine Street, Edgartown MA 02539

LINK ID: 44891
Town: EDGARTOWN  |  Click here for all Edgartown listings
Address: 36 Pine Street, Edgartown MA 02539
Type: Unimproved Land
Lot Size: 0.48 Acres / 21,056 sq.ft.
$1,500,000.00

Imagine creating your own Vineyard retreat on this almost half-acre parcel, ideally located within walking distance to downtown Edgartown. This property offers the opportunity to build a custom home within a designated building envelope, while a protected no-build area provides an added sense of pri...

Property Details

455 State Road # 8, Vineyard Haven MA 02568

LINK ID: 43832
Town: VINEYARD HAVEN  |  Click here for all Vineyard Haven listings
Address: 455 State Road # 8, Vineyard Haven MA 02568
Type: Commercial
$1,500,000.00

Prime commercial opportunity in Vineyard Haven, Martha’s Vineyard’s vibrant year-round community! This 2,614± sq. ft. corner commercial condominium in popular Woodland Center Marketplace —one of the largest in a well-managed association—offers outstanding visibility and versatile space. Cur...

Property Details

393 Lighthouse Road, Aquinnah MA 02535

LINK ID: 44338
Town: AQUINNAH  |  Click here for all Aquinnah listings
Address: 393 Lighthouse Road, Aquinnah MA 02535
Type: Single Family Residence
Lot Size: 1.00 Acres / 43,560 sq.ft.
$1,499,000.00

Ranch style home & Guest camp situated on 1+/- acre lot. The Main House offers distant views of Lobersterville beach and the Vineyard Sound beyond. Located in the desirable Lighthouse Road area, which offers walkable/close-by beach access and quiet roads. The view can be enjoyed from the Kitchen/Liv...

Property Details

CONTINGENT OFFER
STILL SHOWING
Contingent
25th September 2026

22 Old Lighthouse Road, Vineyard Haven MA 02568

LINK ID: 43800
Town: VINEYARD HAVEN  |  Click here for all Vineyard Haven listings
Address: 22 Old Lighthouse Road, Vineyard Haven MA 02568
Type: Single Family Residence
Lot Size: 0.34 Acres / 14,636 sq.ft.
$1,499,000.00

This spacious 5-bedroom, 3-bathroom home is located in a quiet enclave off Main Street, Vineyard Haven. Just half a mile to the vibrant restaurant and shopping scene in the village, and even closer to the library, Owen Little Beach, and Yacht Club. Thoughtfully designed across three finished levels ...

Property Details

40 Hidden Cove Road Unit 2, Oak Bluffs MA 02557

LINK ID: 44469
Town: OAK BLUFFS  |  Click here for all Oak Bluffs listings
Address: 40 Hidden Cove Road Unit 2, Oak Bluffs MA 02557
Type: Condominium
$1,495,000.00

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, m...

Property Details

40 Hidden Cove Road Unit 2, Oak Bluffs MA 02557

LINK ID: 44671
Town: OAK BLUFFS  |  Click here for all Oak Bluffs listings
Address: 40 Hidden Cove Road Unit 2, Oak Bluffs MA 02557
Type: Single Family Residence
$1,495,000.00

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, m...

Property Details

110 Clover Hill Drive, Vineyard Haven MA 02568

LINK ID: 44254
Town: VINEYARD HAVEN  |  Click here for all Vineyard Haven listings
Address: 110 Clover Hill Drive, Vineyard Haven MA 02568
Type: Single Family Residence
Lot Size: 0.52 Acres / 22,651 sq.ft.
$1,495,000.00

Minutes to downtown and the ferry, this updated year-round home checks every box buyers are asking for right now: space, flexibility, and a move-in ready setup in a highly convenient location. 3 bedrooms, 4 bathrooms, and over 3,000 sq ft of living space, including a private lower-level apartment id...

Property Details

10 Ploughshare Lane, Oak Bluffs MA 02557

LINK ID: 45002
Town: OAK BLUFFS  |  Click here for all Oak Bluffs listings
Address: 10 Ploughshare Lane, Oak Bluffs MA 02557
Type: Single Family Residence
Lot Size: 13,068.00 Acres / 569,242,080 sq.ft.
$1,489,000.00

A wonderful opportunity to enjoy island living within one of Oak Bluffs’ most desirable private communities. Set on over 65 acres, Hidden Cove offers the perfect combination of privacy, recreation, and easy Vineyard living. This contemporary three-bedroom and three bath home has been thoughtfully ...

Property Details

NEW LISTING

7 Boylston Drive, Edgartown MA 02539

LINK ID: 44920
Town: EDGARTOWN  |  Click here for all Edgartown listings
Address: 7 Boylston Drive, Edgartown MA 02539
Type: Single Family Residence
Lot Size: 0.53 Acres / 23,087 sq.ft.
$1,475,000.00

Well-maintained three-bedroom, two-bath home set on a quiet road in a convenient Edgartown location. The property is bordered by more than 100 acres of conservation land, offering a peaceful setting and added privacy while remaining close to Edgartown Village, beaches, bike paths, and everyday ameni...

Property Details

39 Chickawaukee  Street, Oak Bluffs MA 02557

LINK ID: 43374
Town: OAK BLUFFS  |  Click here for all Oak Bluffs listings
Address: 39 Chickawaukee Street, Oak Bluffs MA 02557
Type: Single Family Residence
Lot Size: 0.12 Acres / 5,227 sq.ft.
$1,475,000.00

Renovated Cape style home in the desirable East Chop neighborhood of Oak Bluffs, offering the perfect combination of coastal charm, modern updates and an exceptional location. This bright and inviting 3-bedroom, 2-bath home features a spacious open floor plan, coastal-inspired décor throughout, and...

Property Details

21 West Spring Street, Vineyard Haven MA 02568

LINK ID: 44737
Town: VINEYARD HAVEN  |  Click here for all Vineyard Haven listings
Address: 21 West Spring Street, Vineyard Haven MA 02568
Type: Single Family Residence
Lot Size: 0.58 Acres / 25,100 sq.ft.
$1,450,000.00

Charming Property in the Heart of Vineyard Haven. A rare opportunity to own a beautifully maintained main house and guest house nestled on a generous 25,100 square foot lot in Tisbury. This special offering combines charm, privacy and versatility, surrounded by a stunningly landscaped yard with irri...

Property Details

4 Lagrange Avenue, Oak Bluffs MA 02557

LINK ID: 43835
Town: OAK BLUFFS  |  Click here for all Oak Bluffs listings
Address: 4 Lagrange Avenue, Oak Bluffs MA 02557
Type: Single Family Residence
Lot Size: 0.18 Acres / 7,704 sq.ft.
$1,450,000.00

New listing tucked away on a dead end road in Oak Bluffs ~Enjoy the best of Vineyard living from this beautifully renovated Oak Bluffs home, ideally located just a short walk from a private Lagoon beach—perfect for swimming, kayaking, paddleboarding and all your favorite water activities. The invi...

Property Details

70 Edgartown Vineyard Haven Road, Vineyard Haven MA 02568

LINK ID: 44839
Town: VINEYARD HAVEN  |  Click here for all Vineyard Haven listings
Address: 70 Edgartown Vineyard Haven Road, Vineyard Haven MA 02568
Type: Single Family Residence
Lot Size: 0.24 Acres / 10,454 sq.ft.
$1,429,900.00

Classic Vineyard Charm Meets Effortless Island Living! Brimming w/original character and timeless appeal, this delightful 3-bedroom, 3-bath home w/1BR, 1BA ADU offers a perfect blend of historic charm + thoughtful updates in one of Martha’s Vineyard’s most sought-after communities. Original hard...

Property Details

1 Mariners Way # A, Edgartown MA 02539

LINK ID: 44956
Town: EDGARTOWN  |  Click here for all Edgartown listings
Address: 1 Mariners Way # A, Edgartown MA 02539
Type: Commercial
$1,399,000.00

A standout commercial offering in Edgartown, combining striking contemporary design with exceptional flexibility. Located just outside the historic district and just shy of 2,000 square feet, this commercial condominium offers a beautifully finished, thoughtfully designed interior that feels anythin...

Property Details

CONTINGENT OFFER
STILL SHOWING
Contingent
2nd October 2026

7 Ploughshare Lane, Oak Bluffs MA 02557

LINK ID: 44518
Town: OAK BLUFFS  |  Click here for all Oak Bluffs listings
Address: 7 Ploughshare Lane, Oak Bluffs MA 02557
Type: Single Family Residence
Lot Size: 0.30 Acres / 13,068 sq.ft.
$1,399,000.00

Nestled in a quiet cul-de-sac within the coveted Hidden Cove neighborhood, this delightful property offers an exceptional Island lifestyle. The association delivers rare water access via a private dock on Sengekontacket Pond, plus newly resurfaced tennis and pickleball courts. The open-concept layou...

Property Details

PRICE CHANGE

4 Lagoon Pond Road, Vineyard Haven MA 02568

LINK ID: 42148
Town: VINEYARD HAVEN  |  Click here for all Vineyard Haven listings
Address: 4 Lagoon Pond Road, Vineyard Haven MA 02568
Type: Single Family Residence
Lot Size: 0.09 Acres / 4,000 sq.ft.
$1,395,000.00

Located at the five corners, this rare commercial property presents an opportunity to set your future business venture up for success. This prime location captures the attention of every single vehicle disembarking the Vineyard Haven Ferry! There are 2.5 parking spots included. Please note that the ...

Property Details

17 Chapman Lane, Edgartown MA 02539

LINK ID: 44202
Town: EDGARTOWN  |  Click here for all Edgartown listings
Address: 17 Chapman Lane, Edgartown MA 02539
Type: Single Family Residence
Lot Size: 0.25 Acres / 11,104 sq.ft.
$1,395,000.00

OPPORTUNITY KNOCKS: Located within close proximity to Edgartown Village shops, restaurants, parks, and everyday conveniences, this fixer upper offers the rare chance to renovate in a location that truly shines. This property is full of potential for buyers, investors, or renovators looking to create...

Property Details

44 Prices Way, Edgartown MA 02539

LINK ID: 44466
Town: EDGARTOWN  |  Click here for all Edgartown listings
Address: 44 Prices Way, Edgartown MA 02539
Type: Single Family Residence
Lot Size: 0.76 Acres / 33,105 sq.ft.
$1,395,000.00

CONTEMPORARY ISLAND RETREAT. As a smart opportunity for Vineyard buyers seeking a low-maintenance Island home close to Edgartown Village, this contemporary home offers easy access to shopping, services, and the bicycle path connecting the three down-Island towns. Whether used as a year-round residen...

Property Details

95 Daggett Avenue, Vineyard Haven MA 02568

LINK ID: 44945
Town: VINEYARD HAVEN  |  Click here for all Vineyard Haven listings
Address: 95 Daggett Avenue, Vineyard Haven MA 02568
Type: Single Family Residence
Lot Size: 0.21 Acres / 9,256 sq.ft.
$1,395,000.00

Centrally located at the top of Daggett Avenue, just blocks from the harbor and town beach, sits this charming turn of the century Cape. The covered porch graces the front of the home welcoming friends and family. Light spills into the living room that stretches across the front of the house featuri...

Property Details

39 Ferro Way, Vineyard Haven MA 02568

LINK ID: 44398
Town: VINEYARD HAVEN  |  Click here for all Vineyard Haven listings
Address: 39 Ferro Way, Vineyard Haven MA 02568
Type: Single Family Residence
Lot Size: 0.36 Acres / 15,593 sq.ft.
$1,390,000.00

Tucked away on a quiet cul-de-sac, this beautifully maintained multi-family property offers the perfect blend of privacy, flexibility, and convenience. Built in 2020, the home encompasses 2,884 square feet of thoughtfully designed living space, featuring a total of 5 bedrooms and 4 full bathrooms. T...

Property Details

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ALISAN LOHAN-CONWAY PROPERTIES MARTHA'S VINEYARD
Martha's Vineyard Real Estate Sales and Rentals

PO Box 2670, Edgartown, MA 02539
Phone: 508.627.1858 Fax: 508.696.7648

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