Edgartown, MA Homes

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  /21

  $869,000

  • 1 Bed
  • 1 Bath
  • 797 Sq Ft

  37 Circuit Ave Unit 5, Oak Bluffs, MA 02557

  In the heart of Downtown Oak Bluffs Restless Winds Unit #5 comes with an amazing roof top deck shared with only one other condo (unit #4). You're in the middle of it all with this great location, yet you have easy access to a private and peaceful deck overlooking the town of Oak Bluffs and the surrounding waters. This incredible space takes you to another level of relaxation and a birds eye view

  

  Lisa Lucier

  Anchor Realty of Martha's Vineyard

  (508) 544-0253

  37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
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  /29

  $64,000 Per Month

  • 4 Beds
  • 7 Baths
  • 3,600 Sq Ft
  • House for Rent

  385 Barnes Rd Ob534, Oak Bluffs, MA 02557

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $18,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This is a beautiful waterfront home with a pool on the Lagoon. Enter through the impressive foyer with water views over the pool and lawn. There is a large living room with cathedral ceilings and dining area on the main level. There is a gourmet kitchen with eat-in

  Karen Overtoom Karen M. Overtoom R.E.

  385 Barnes Rd Ob534, Oak Bluffs, MA 02557
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  /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
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  /41

  Not Listed For Sale

  3A Magnolia Way, Edgartown, MA 02539

  • 4 Beds
  • 5 Baths
  • 2,150 Sq Ft
  • Built 2007

  3A Magnolia Way, Edgartown, MA 02539

  Last Sold Summary

  • $953/SF
  • 268 Days On Market

  • Last Sold Price $2,050,000
  • Mar 24, 2023

  Last Listing Agent Dawn Bellante-Holand Sandpiper Realty
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  /6

  $1,125,000

  • Land
  • 10,018 Sq Ft
  • $4,891,304 per Acre

  15 Chapman La, Edgartown, MA 02539

  Opportunity Abounds - This conforming parcel offers a great opportunity to build with close proximity to Edgartown Village! This adjoining lot offers ability to connect to Town Water and Sewer creating the perfect setting for your custom dream home or next investment. Located just moments from shops, restaurants, parks, and everyday conveniences, this is a chance to enjoy all the benefits of

  

  Wendy Harman

  Compass

  (508) 625-9227

  15 Chapman La, Edgartown, MA 02539
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  /12

  $5,500 Per Month

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • House for Rent

  2 Fishermans Knot Rd Ed309 Unit 1, Edgartown, MA 02539

  THIS PROPERTY IS A WEEKLY VACATION RENTAL PROPERTY. The home’s timeless interior offers a sitting room with a wood-burning fireplace, a hallway opening to a large, bright, modern kitchen featuring a Viking range and large dining table. Ample counter space and a wall of built-ins are the perfect complement to family and friends that enjoy cooking together. A gas grill and outdoor seating are only

  Karen Overtoom Karen M. Overtoom R.E.

  2 Fishermans Knot Rd Ed309 Unit 1, Edgartown, MA 02539
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  /28

  $1,350,000 Sold Nov 20, 2025

  16 Majors Cove Ln, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,965 Sq Ft
  • Built 1986

  Last Sold Summary

  • 26% Below List Price
  • $687/SF
  • 156 Days On Market

  Current Estimated Value $1,436,329

  Last Listing Agent Stephanie Roache Donnelly + Co

  16 Majors Cove Ln, Edgartown, MA 02539
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  /16

  Not Listed For Sale

  38 N Water St Unit R-2, Edgartown, MA 02539

  • 2 Beds
  • 2 Baths
  • 795 Sq Ft
  • Built 1890

  38 N Water St Unit R-2, Edgartown, MA 02539

  Last Sold Summary

  • $315/SF
  • 8 Days On Market

  • Last Sold Price $250,500
  • Feb 03, 2015

  Last Listing Agent Dawn Bellante-Holand Sandpiper Realty
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  /24

  $899,000

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft

  37 Circuit Ave Unit 4, Oak Bluffs, MA 02557

  In the heart of Downtown Oak Bluffs- Restless Winds Condominium Unit #4 comes with an amazing roof top deck that is only shared with one other condo (#5). This spacious unit just under 1,000 sq. ft. has a ships feel with custom wood features and a ships ladder leading to the roof top deck. This condo packs a lot in with a full kitchen, living and dining area, a guest bedroom, a tiled bathroom

  

  Lisa Lucier

  Anchor Realty of Martha's Vineyard

  (508) 546-9282

  37 Circuit Ave Unit 4, Oak Bluffs, MA 02557
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  /20

  $20,000 Per Month

  • 3 Beds
  • 3 Baths
  • House for Rent

  40 Hidden Cove Rd, Oak Bluffs, MA 02557

  THIS IS A WEEKLY SUMMER RENTAL ONLY.SEE WEB SITE FOR WEEKLY PRICING. Welcome to "Shangri-la" A beautiful townhouse condominium end unit with magnificent views. Located midway between Oak Bluffs and Edgartown. You can enjoy the beautiful pool or one of the close local beaches. You will want to sit and enjoy the water views on the deck. The townhouse has a great living room with views and bedrooms

  Karen Overtoom Karen M. Overtoom R.E.

  40 Hidden Cove Rd, Oak Bluffs, MA 02557
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  /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
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  /2

  Est $2,575,443 Not Listed For Sale

  28 Woodhaven Dr, Edgartown, MA 02539

  • 3 Beds
  • Built 2013

  28 Woodhaven Dr, Edgartown, MA 02539

  Last Sold Summary

  • 12% Above List Price
  • $662/SF
  • 6,292 Days On Market

  • Last Sold Price $2,300,000
  • Oct 13, 2021

  Last Listing Agent Stephanie Roache Donnelly + Co
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  /41

  $2,295,000

  • 4 Beds
  • 3.5 Baths
  • 3,016 Sq Ft

  3 Hidden Cove Rd, Oak Bluffs, MA 02557

  Hidden Cove Gem with Serene Pond Views And Coveted Water Access - Located in the desirable Hidden Cove enclave—a 65+ acre water-access community—this inviting contemporary home offers privacy and high-end finishes with direct access to Sengekontacket Pond and Nantucket Sound. Community amenities include a private boat dock, walking trails, pickleball and tennis, all near Oak Bluffs. The

  

  Wendy Harman

  Compass

  (508) 456-9911

  3 Hidden Cove Rd, Oak Bluffs, MA 02557
• 

  

  /22

  $20,000 Per Month

  • 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
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  /26

  $1,500,000 Sold Mar 30, 2026

  68 20th St S, Edgartown, MA 02539

  • 4 Beds
  • 3 Baths
  • 1,975 Sq Ft
  • Built 1997

  Last Sold Summary

  • 6% Below List Price
  • $759/SF
  • 28 Days On Market

  Current Estimated Value $1,598,800

  Last Listing Agent Carol Shore Donnelly + Co

  68 20th St S, Edgartown, MA 02539
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  /37

  Est $3,537,227 Not Listed For Sale

  149 Litchfield Rd, Edgartown, MA 02539

  • 3 Beds
  • 5 Baths
  • 4,417 Sq Ft
  • Built 2011

  149 Litchfield Rd, Edgartown, MA 02539

  Last Sold Summary

  • 13% Above List Price
  • $711/SF
  • 12 Days On Market

  • Last Sold Price $3,140,000
  • Jun 17, 2024

  Last Listing Agent Peyton Wallace Compass
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  /29

  $3,150,000

  • 4 Beds
  • 3.5 Baths
  • 2,791 Sq Ft

  8 Atwood Cir, Edgartown, MA 02539

  This charming and historic home is ideally situated at the head of Atwood Circle, a private neighborhood just off Dunham Road, and only a short stroll to town. Recently renovated, the residence blends classic character with modern comfort. The main level features a spacious living room, a cozy den with fireplace, a dining area, and an updated kitchen—perfect for both everyday living and

  Gerrett Conover Landvest MV

  8 Atwood Cir, Edgartown, MA 02539
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  /27

  $21,700 Per Month

  • 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
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  /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

  Current Estimated Value $2,894,117

  Last Listing Agent LINK Email Cache LINK

  1 Muskoday Way, Edgartown, MA 02539
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  /26

  Est $3,392,658 Not Listed For Sale

  53 Pinehurst Rd, Edgartown, MA 02539

  • 4 Beds
  • 5.5 Baths
  • 3,916 Sq Ft
  • Built 2018

  53 Pinehurst Rd, Edgartown, MA 02539

  Last Sold Summary

  • 5% Below List Price
  • $916/SF
  • 50 Days On Market

  • Last Sold Price $3,589,000
  • Dec 16, 2024

  Last Listing Agent Michele Casavant Vineyard Village Realty
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  /36

  $5,325,000

  • 6 Beds
  • 4 Baths
  • 2,890 Sq Ft

  4 Canonicus Ave, Oak Bluffs, MA 02557

  Overlooking Nantucket Sound and just steps from the vibrant heart of downtown Oak Bluffs, this distinctive compound blends laid-back West Coast style with classic island charm. The light-filled four-bedroom main house has been thoughtfully updated with modern, year-round comforts. Privately set at the rear, the guest house known as The Nest offers a peaceful retreat with a private deck, outdoor

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  4 Canonicus Ave, Oak Bluffs, MA 02557
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  /17

  $48,000 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,675 Sq Ft
  • House for Rent

  9 Thaxter Lane Ed310, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Enjoy the pool with this Stunning custom designed and professionally decorated Tri Level contemporary home with open floor plan. Once inside you will be captivated by the dramatic open spaces, soaring ceiling and walls of glass. Located in a high end neighborhood within

  Karen Overtoom Karen M. Overtoom R.E.

  9 Thaxter Lane Ed310, Edgartown, MA 02539
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  /2

  $1,850,000 Sold Mar 31, 2026

  7 S Meadow Ln, Oak Bluffs, MA 02557

  • 4 Beds
  • 3 Baths
  • 3,142 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Above List Price
  • $589/SF
  • 74 Days On Market

  Current Estimated Value $2,021,820

  Last Listing Agent Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  7 S Meadow Ln, Oak Bluffs, MA 02557
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  /15

  Est $1,164,649 Not Listed For Sale

  15 14th St N, Edgartown, MA 02539

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 2018

  15 14th St N, Edgartown, MA 02539

  Last Sold Summary

  • 19% Above List Price
  • $923/SF
  • 55 Days On Market

  • Last Sold Price $975,000
  • May 02, 2025

  Last Listing Agent Mike Sawyer Sawyer Realty Group
• 

  

  /23

  $3,988,000 Under Contract

  • 7 Beds
  • 3.5 Baths
  • 2,461 Sq Ft

  69 School St, Edgartown, MA 02539

  Located in the heart of Edgartown Village, this circa 1840 Greek Revival residence offers a rare opportunity to own a piece of island history on a coveted block. The property features a total of seven bedrooms across the main house and carriage house, making it a superb destination for family and guests. The main house features wide plank hardwood flooring and bright and sunny spaces with five

  Peyton Wallace Studio Realty

  69 School St, Edgartown, MA 02539
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  /29

  $11,000 Per Month

  • 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
• 

  

  /24

  $3,300,000 Sold Sep 18, 2025

  28 Crocker Dr, Edgartown, MA 02539

  • 4 Beds
  • 6 Baths
  • 3,793 Sq Ft
  • Built 1960

  Last Sold Summary

  • 11% Below List Price
  • $870/SF
  • 139 Days On Market

  Current Estimated Value $3,298,713

  Last Listing Agent Jennifer O'hanlon Compass

  28 Crocker Dr, Edgartown, MA 02539
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  /38

  Est $986,343 Not Listed For Sale

  287 County Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1998

  287 County Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 16% Above List Price
  • $759/SF
  • 10 Days On Market

  • Last Sold Price $850,000
  • Dec 14, 2023

  Last Listing Agent Jill Napior Tea Lane Associates
• 

  

  /23

  $3,100,000

  • 1 Bed
  • 1 Bath
  • 1,250 Sq Ft

  114 Meeting House Way, Edgartown, MA 02539

  3 Acre Katama Building Lot with Existing Guest House. This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South Beach

  Rose Ryley Wallace & Co. Sotheby's International Realty

  114 Meeting House Way, Edgartown, MA 02539
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  /29

  $18,000 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,027 Sq Ft
  • House for Rent

  12 Cottle Lane Ed341, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This four bedroom Victorian home is located close to the Edgartown Village for shopping, theater or restaurants. Walk to Fulton Street Beach. All new appliances have been added recently as well as a number of room AC units throughout the house.

  Karen Overtoom Karen M. Overtoom R.E.

  12 Cottle Lane Ed341, Edgartown, MA 02539
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  $4,200,000 Sold Jan 15, 2026

  1 Wilsons Ln, Edgartown, MA 02539

  • 4 Beds
  • 3.5 Baths
  • 3,715 Sq Ft
  • Built 2025

  Last Sold Summary

  • $1,131/SF
  • 68 Days On Market

  Current Estimated Value $3,555,243

  Last Listing Agent Michele Casavant Vineyard Village Realty

  1 Wilsons Ln, Edgartown, MA 02539
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  /26

  Est $1,529,549 Not Listed For Sale

  19 Quantapog Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 3 Baths
  • 1,822 Sq Ft
  • Built 1988

  19 Quantapog Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 11% Above List Price
  • $757/SF
  • 177 Days On Market

  • Last Sold Price $1,380,000
  • Jan 23, 2014

  Last Listing Agent Leslie C. Floyd Portfolio Properties
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  $6,250,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,624 Sq Ft

  68 Turkeyland Cove Rd, Edgartown, MA 02539

  Nestled in one of Edgartown's most sought-after waterfront neighborhoods, Turkeyland Cove offers the best of both worlds: a tranquil, nature-immersed sanctuary that feels miles from anywhere, yet remains moments from everything Martha's Vineyard has to offer. This exclusive enclave strikes a perfect balance between natural beauty, sophisticated living, and convenient access to Island

  Emma Kennedy Sandpiper Realty

  68 Turkeyland Cove Rd, Edgartown, MA 02539
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  /40

  $16,400 Per Month

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • House for Rent

  20 Katama Bay Rd Ed350, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,100. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely Edgartown Bay Road area. This 3 bedroom newly decorated home is very close to South Beach. Easy access to town. Large grassy yard for the kids to play on.

  Karen Overtoom Karen M. Overtoom R.E.

  20 Katama Bay Rd Ed350, Edgartown, MA 02539
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  $1,500,000 Sold Sep 03, 2025

  37 Knoll Dr, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1972

  Last Sold Summary

  • 15% Below List Price
  • $1,218/SF
  • 158 Days On Market

  Current Estimated Value $1,551,812

  Last Listing Agent Josseph Barkett Compass

  37 Knoll Dr, Edgartown, MA 02539
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  /14

  Est $967,110 Not Listed For Sale

  51 Manchester Ave, Vineyard Haven, MA 02568

  • 2 Beds
  • 1 Bath
  • 1,024 Sq Ft
  • Built 1978

  51 Manchester Ave, Vineyard Haven, MA 02568

  Last Sold Summary

  • 1% Above List Price
  • $933/SF
  • 22 Days On Market

  • Last Sold Price $955,000
  • Aug 23, 2024

  Last Listing Agent Roy Cutrer LAER Realty Partners
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  /47

  $3,690,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,108 Sq Ft

  13 Plantingfield Way, Edgartown, MA 02539

  Set in the heart of Edgartown Village, this pristine Cape offers an exceptional combination of charm, comfort, and in-town convenience. Just moments from boutique shopping, acclaimed galleries, fine dining, and the scenic harbor, this four-bedroom, three-bath home captures the quintessential Vineyard lifestyle. Two entrances enhance the home’s functionality: a formal front entry leads directly to

  Stephanie Roache Donnelly + Co

  13 Plantingfield Way, Edgartown, MA 02539
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  /30

  $28,500 Per Month

  • 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

  $1,700,000 Sold Oct 20, 2025

  37 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

  • 5 Beds
  • 3 Baths
  • 1,803 Sq Ft
  • Built 1982

  Last Sold Summary

  • $943/SF
  • 0 Days On Market

  Last Listing Agent LINK Email Cache LINK

  37 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
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  Est $1,771,451 Not Listed For Sale

  38 Edgewood Dr, Edgartown, MA 02539

  • 3 Beds
  • 2.5 Baths
  • 2,576 Sq Ft
  • Built 1987

  38 Edgewood Dr, Edgartown, MA 02539

  Last Sold Summary

  • 4% Above List Price
  • $660/SF
  • 48 Days On Market

  • Last Sold Price $1,700,000
  • Jul 26, 2024

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

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