Dukes, MA Homes

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  /11

  $1,350,000

  • 3 Beds
  • 1.5 Baths
  • 1,496 Sq Ft

  44 Iron Hill Rd, Oak Bluffs, MA 02557

  Drive past bucolic horse pastures and Duartes Pond to a sweet neighborhood near the Alpaca Farm. This property at the end of a cul de sac on Iron Hill Road is filled with possibilities. This 1.6-acre has 60,000 sq ft+ and can therefore accommodate up to 6 bedrooms with the 10,000 sq ft per bedroom rule. Intended to be a guest house to a future-built main house, the current home is 3-bedrooms

  Cheri Mason LandVest MV

  44 Iron Hill Rd, Oak Bluffs, MA 02557
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  /9

  $10,800 per month

  • 4 Beds
  • 2 Baths
  • 702 Sq Ft
  • House for Rent

  141 N Rd Ch202, Chilmark, MA 02535

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,700. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Chilmark Cottage Perfection!!! You will love this quaint Vineyard Style Cottage that has been meticulously designed to include all the amenities one could imagine. This vintage charmer really boasts a lot of Style. Inside you will find really beautiful hardwood floors, a

  Karen Overtoom Karen M. Overtoom R.E.

  141 N Rd Ch202, Chilmark, MA 02535
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  /34

  $980,000 Sold Mar 26, 2025

  • 1,608 Sq Ft
  • $609/SF
  • 191 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1969

  11 Fairway Dr, Oak Bluffs, MA 02557

  In the well established residential neighborhood of Sea Glen, turn in onto the second street on the right. At the soft curve of the road, just on the other side of the low natural stone wall, the land gently slopes down toward the house where you will find this understated rustic one level home nestled in the midst of lovely seasonal flower beds surrounding the house with mature trees along the

  Sandra Grymes Portfolio Real Estate, Inc.

  11 Fairway Dr, Oak Bluffs, MA 02557
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  /39

  Est $1,655,856 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,740 Sq Ft

  68 Tower Ln, Edgartown, MA 02539

  68 Tower Ln, Edgartown, MA 02539
• 

  

  

  /16

  $1,350,000

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft

  44 Iron Hill Rd, Vineyard Haven, MA 02568

  Drive past bucolic horse pastures and Duartes Pond to a sweet neighborhood near the Alpaca Farm. This property at the end of a cul de sac on Iron Hill Road is filled with possibilities. This 1.6-acre has 60,000 sq ft+ and can therefore accommodate up to 6 bedrooms with the 10,000 sq ft per bedroom rule. Intended to be a guest house to a future-built main house, the current home is 3-bedrooms

  Cheri Mason Landvest MV

  44 Iron Hill Rd, Vineyard Haven, MA 02568
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  /16

  $30,000 per month

  • 4 Beds
  • 2.5 Baths
  • 1,988 Sq Ft
  • House for Rent

  45A Buttonwood Farm Wt121, West Tisbury, MA 02575

  THIS IS A SUMMER RENTAL ONLY. This stunning sanctuary offers a unique balance of simplicity and sophistication. There is a lot of room for family and friends to enjoy both indoors and out. Nestled about midway between Tisbury and West Tisbury, here you will find yourself close to two of Martha's Vineyard's town centers. Enjoy ping pong in the retro style game room or a fire in the fire pit. This

  Karen Overtoom Karen M. Overtoom R.E.

  45A Buttonwood Farm Wt121, West Tisbury, MA 02575
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  /111

  $4,300,000 Sold Mar 24, 2025

  • 4,797 Sq Ft
  • $896/SF
  • 241 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 2024

  18 Bold Meadow Rd, Edgartown, MA 02539

  EDGARTOWN - NEW CONSTRUCTION - Just about complete!! Welcome to this exceptionally stylish home with wonderful curb appeal! Luxurious 4 bedroom, 6 bathroom home with timeless features such as black windows, inside and out, complimented by an elegant neutral decor filled with unique features, peppered with lovely details throughout. Abuts 32 acres of Common land which abuts 5,300 acres of State

  Alisan Lohan-Conway Alisan Lohan-Conway Properties

  18 Bold Meadow Rd, Edgartown, MA 02539
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  /32

  Est $1,695,676 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  261 W Tisbury Rd, Edgartown, MA 02539

  261 W Tisbury Rd, Edgartown, MA 02539
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  /91

  $1,895,000 Open Fri 10AM - 12PM

  • 3 Beds
  • 3 Baths
  • 1,406 Sq Ft

  17 John Wesley Ave, Vineyard Haven, MA 02568

  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 an open-plan first floor with a large kitchen, living room, and dining area. The first floor

  kyle Neyer Tea Lane Associates

  17 John Wesley Ave, Vineyard Haven, MA 02568
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  /11

  $12,500 per month

  • 4 Beds
  • 1.5 Baths
  • 1,413 Sq Ft
  • House for Rent

  11 Wamsutta Ave Ob540, Oak Bluffs, MA 02557

  THIS IS A SUMMER RENTAL ONLY. This antique Vineyard home is thoughtfully styled with classic country-chic interior decor. The wraparound porch has plenty of room to enjoy people watching or sipping ice cold tea, perfect for a hot summer day. Alternatively, you can enjoy peering down the street from the master bedroom which opens up to a charming porch with plenty of room for two to enjoy

  Karen Overtoom Karen M. Overtoom R.E.

  11 Wamsutta Ave Ob540, Oak Bluffs, MA 02557
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  /30

  $1,175,000 Sold Mar 20, 2025

  • 1,389 Sq Ft
  • $846/SF
  • 173 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  12 W Farm Rd, West Tisbury, MA 02575

  Welcome to 12 West Farm Road, a delightful classic cape nestled among beautiful mature evergreens in the Coffins Field neighborhood of West Tisbury. This well-kept home features 3 bedrooms and 2 bathrooms, offering 1,389 square feet of cozy and inviting living space. Skylighted ceilings and an open first-floor living/cooking/dining area combination provide a spacious feeling for everyday

  Carson Crissman Compass | Point B

  12 W Farm Rd, West Tisbury, MA 02575
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  /12

  Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 2,892 Sq Ft

  9 Dunes Rd, Edgartown, MA 02539

  9 Dunes Rd, Edgartown, MA 02539
• 

  

  /35

  $12,500,000

  • 5 Beds
  • 2.5 Baths
  • 2,794 Sq Ft

  33 Goethals Way, Vineyard Haven, MA 02568

  A rare opportunity -- a Vineyard harbor front property with a Victorian gambrel cottage restored to its original grandeur of a century ago, an expansive front yard, 180 degree commanding views of the active harbor, private sandy beach, and unmatched serenity. You have the opportunity to own one of the finest estates gracing the Vineyard Haven harbor front -- so admired by all visitors to the

  Lynn Buder Sandpiper Realty Inc

  33 Goethals Way, Vineyard Haven, MA 02568
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  /9

  $6,500 per month

  • 3 Beds
  • 3 Baths
  • 1,645 Sq Ft
  • House for Rent

  23 Ocean Ave Unit OB539, Edgartown, MA 02539

  THIS IS A SUMMER WEEKLY RENTAL ONLY. PRICES ARE WEEKLY NOT MONTHLY. Victorian Cottage located on Ocean Park in the heart of Oak Bluffs with fully equipped and updated kitchen, five bedrooms and three baths, cozy living spaces and multiple amenities will accommodate your family and friends. Smell the sea air and watch the waves break from your front porch. This charming beach house is steps away

  Karen Overtoom Karen M. Overtoom R.E.

  23 Ocean Ave Unit OB539, Edgartown, MA 02539
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  /34

  $1,136,250 Sold Mar 19, 2025

  • 1,152 Sq Ft
  • $986/SF
  • 239 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1999

  41 Towanticut Ave, Oak Bluffs, MA 02557

  What a wonderful opportunity to own a Contemporary Ranch style home on this beautiful Island of Martha’s Vineyard. It is well maintained with three bedrooms, two full baths, central a/c, and a full unfinished basement. Ideal location in a very quiet neighborhood, just a short distance to bike path, Town, ferry, restaurants, beaches, shops all that you could ask for. Living room is light, bright

  JoJo Lambert Island Home Realty Inc.

  41 Towanticut Ave, Oak Bluffs, MA 02557
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  /18

  Est $1,136,676 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1 Sq Ft

  10 Canterbury Ln, Vineyard Haven, MA 02568

  10 Canterbury Ln, Vineyard Haven, MA 02568
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  /29

  $1,150,000

  • 3 Beds
  • 2 Baths
  • 1,398 Sq Ft

  324 Greenwood Ave, Vineyard Haven, MA 02568

  Charming Cape-style home offering 3 bedrooms and 2 full bathrooms on a .28-acre lot. This inviting property features a renovated kitchen and renovated bathrooms, new appliances, energy-efficient splits for heating and cooling, and a thoughtful layout that blends comfort and functionality. The first floor includes an open kitchen and dining area, creating a perfect space for both everyday

  Emily Flake Viewpoints

  324 Greenwood Ave, Vineyard Haven, MA 02568
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  /11

  $21,000 per month

  • 3 Beds
  • 2 Baths
  • 1,481 Sq Ft
  • House for Rent

  24 Deer Run Rd Unit OB521, Vineyard Haven, MA 02568

  THIS IS A SUMMER RENTAL ONLY. Centrally located to Edgartown, Vineyard Haven and Oak Bluffs. Just a short drive will take you to any of the town beaches and the Sailing Camp Park is a quick bike ride away. The home is located on over a 1/2 acre of landscaped property in a beautiful, private, neighborhood, with private roads great for biking and is wonderful for families, friends or even a

  Karen Overtoom Karen M. Overtoom R.E.

  24 Deer Run Rd Unit OB521, Vineyard Haven, MA 02568
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  /22

  $1,115,000 Sold Mar 14, 2025

  • 1,286 Sq Ft
  • $867/SF
  • 212 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1955

  496 Lamberts Cove Rd, Vineyard Haven, MA 02568

  Two peaceful acres on coveted Lamberts Cove Road with access to Lamberts Cove Beach and proximity to West Tisbury Center and Conservation Land. This property boasts mature plantings, various trees, and much Mother Nature offers, including a small pond. The home has been completely renovated and enjoys hardwood floors, skylights, a wood stove, and other special features such as antique

  Stephanie Roache Donnelly + Co

  496 Lamberts Cove Rd, Vineyard Haven, MA 02568
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  /32

  Est $1,319,395 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,118 Sq Ft

  58 Hagerty Dr, Vineyard Haven, MA 02568

  58 Hagerty Dr, Vineyard Haven, MA 02568
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  /30

  $1,175,000 Open Sat 10AM - 12PM

  • 2 Beds
  • 2 Baths
  • 1,323 Sq Ft

  4 Quail Run Unit 2, Oak Bluffs, MA 02557

  FULLY FURNISHED Ready to live in or rent~ COASTAL CHIC CONDO in a TERRIFIC LOCATION with WATERFRONT ACCESS ~Meticulously crafted and exceptionally appointed, this end unit condo/townhouse has been architecturally designed with style. Featuring 2 bedrooms, a flexible third-floor loft flex room, and 1.5 bathrooms, this stylish 1,323 sq. ft. residence blends designer touches with top-tier appliances

  Marilyn Moses Ocean Park Realty Inc

  4 Quail Run Unit 2, Oak Bluffs, MA 02557
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  /14

  $20,000 per month

  • 3 Beds
  • 1 Bath
  • 1,629 Sq Ft
  • House for Rent

  67 New York Ave Unit OB536, Oak Bluffs, MA 02557

  THIS IS A SUMMER RENTAL ONLY. 1900 Oak Bluffs Victorian. Ten minute walk to Nancy’s restaurant/downtown OB and 1/2 mile walk to Jetty beach in East Chop. The house was purchased empty in 2018 so all furnishings are new and the house is freshly painted. On the second floor, there are 3 bedrooms and a full bathroom, which connects to hall and master bedroom. Two bedrooms include queen beds and

  Karen Overtoom Karen M. Overtoom R.E.

  67 New York Ave Unit OB536, Oak Bluffs, MA 02557
• 

  

  /19

  $2,100,000 Sold Mar 14, 2025

  • 2,784 Sq Ft
  • $754/SF
  • 208 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2003

  30 Deacon Vincent Way, Edgartown, MA 02539

  Explore this colonial style home in the ideal Edgartown Estates neighborhood. The upside-down layout maximizes lush tree views and privacy. The main living area awaits—a bright cathedral-ceilinged room that seamlessly blends kitchen, dining, and lounging spaces. Two separate decks with sliding doors off dining and living area perfect for summer gatherings with a fireplace to anchor the open

  Tara Ledden Ledden Properties LLC

  30 Deacon Vincent Way, Edgartown, MA 02539
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  /35

  Est $3,432,477 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,407 Sq Ft

  5 Hillman Dr, Edgartown, MA 02539

  5 Hillman Dr, Edgartown, MA 02539
• 

  

  /26

  $1,597,500

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  190 Longview Rd, Vineyard Haven, MA 02568

  Ask listing office. This property is in West Tisbury, 02575 NOT Tisbury 02568

  Kathleen Kendrick Kathleen Kendrick

  190 Longview Rd, Vineyard Haven, MA 02568
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  /16

  $40,000 per month

  • 4 Beds
  • 3 Baths
  • 2,748 Sq Ft
  • House for Rent

  38 Farm Pond Ob524, Oak Bluffs, MA 02557

  THIS IS A SUMMER RENTAL ONLY. Gracious 4 bedroom home with private beach access and tennis. This home has a reverse design that has been fully renovated and thoughtfully decorated. There is a large deck overlooking gardens and a peep of the water. A separate studio is attached by the deck. You are a short distance from town, less than a mile to the public beach and a minutes to a beautiful

  Karen Overtoom Karen M. Overtoom R.E.

  38 Farm Pond Ob524, Oak Bluffs, MA 02557
• 

  

  /19

  $1,265,000 Sold Mar 11, 2025

  • 1,682 Sq Ft
  • $752/SF
  • 357 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2010

  62 Lagoon Pond Rd Unit B, Vineyard Haven, MA 02568

  A must see property located in the heart of Vineyard Haven. This three-bedroom, two bath, colonial style condo boasts expansive living spread over three floors. Completed in 2019, this energy efficient 1682 sq ft home includes a 5 KW solar PV system. The open layout of the first floor includes a modern, galley style kitchen with stainless steel appliances and extensive counter space. The three

  Allison Fisher Snowden Donnelly + Co

  62 Lagoon Pond Rd Unit B, Vineyard Haven, MA 02568
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  /42

  Est $4,296,903 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,467 Sq Ft

  8 Jennifer Way, Edgartown, MA 02539

  8 Jennifer Way, Edgartown, MA 02539
• 

  

  /39

  $5,325,000

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

  4 Canonicus Ave, Oak Bluffs, MA 02557

  With a striking presence overlooking Nantucket Sound and just moments from the vibrant pulse of downtown, this distinctive compound is infused with a laid-back West Coast spirit while honoring the vintage charm of Oak Bluffs. Airy and effortlessly elegant, the four-bedroom main house has been masterfully updated, introducing refined, contemporary comforts, designed for every season. Tucked to the

  Katherine Donahue Sandpiper Realty Inc

  4 Canonicus Ave, Oak Bluffs, MA 02557
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  /11

  $25,000 per month

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft
  • House for Rent

  61 Roadto Greatneck, West Tisbury, MA 02575

  THIS IS A SUMMER RENTAL ONLY. This lovely new build house features 3 bedrooms, and 3 bathrooms. There is a full gourmet kitchen, open to the dining, living and patio area. French doors off the living area open up to a beautiful blue stone patio complete with breath taking water views. All three bedrooms are located on the upstairs level including the master suite. Lambert's Cove Beach Access.

  Karen Overtoom Karen M. Overtoom R.E.

  61 Roadto Greatneck, West Tisbury, MA 02575
• 

  

  /25

  $917,500 Sold Mar 10, 2025

  • 1,898 Sq Ft
  • $483/SF
  • 140 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1983

  40 Hidden Cove Rd Unit 15, Oak Bluffs, MA 02557

  NEW PRICE. Enjoy the fabulous amenities in the well-established Hidden Cove community, including the heated pool, tennis courts, and a boat launch for easy access to Sengekontacket. This is what a vacation home is all about! This unit offers abundant natural light, a comfortable floor plan, and pleasant meadow views with a peek of water. The kitchen, dining, and living rooms are on the main floor

  Stephanie Roache Donnelly + Co

  40 Hidden Cove Rd Unit 15, Oak Bluffs, MA 02557
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  /17

  Est $1,422,592 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  2 Pond View Farm Rd, Vineyard Haven, MA 02568

  2 Pond View Farm Rd, Vineyard Haven, MA 02568
• 

  

  /56

  $2,189,000

  • 5 Beds
  • 3.5 Baths
  • 3,587 Sq Ft

  23 Crowell Ln, Vineyard Haven, MA 02568

  WEST CHOP! Farmhouse charm and comfortable elegance define this very spacious 5 Bedroom, 3,200 s/f home that is set on just over an acre on a private wooded lot. Hear the ferry, spot the osprey, and unwind on the back deck. This is your invitation to island living! The home welcomes you with an expansive front porch that overlooks a mature landscape that is framed with a stone wall and beautiful

  Sheila Morse Island Real Estate

  23 Crowell Ln, Vineyard Haven, MA 02568
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  /12

  $17,000 per month

  • 4 Beds
  • 3.5 Baths
  • 2,300 Sq Ft
  • House for Rent

  196 Vineyard Meadow Farms Wt130, West Tisbury, MA 02575

  THIS IS A SUMMER RENTAL ONLY. Well appointed Farmhouse Colonial, on two private acres on private road. Conveniently located in Vineyard Meadow Farms abutting the entrance to Long Point Beach, considered by many to be the best beach on the Island. Home was built for families in mind, with three bedrooms upstairs, master with queen bed and ensuite bathroom. In addition there are two bedrooms, each

  Karen Overtoom Karen M. Overtoom R.E.

  196 Vineyard Meadow Farms Wt130, West Tisbury, MA 02575
• 

  

  /24

  $917,500 Sold Mar 10, 2025

  • 1,898 Sq Ft
  • $483/SF
  • 138 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1983

  40 Hidden Cove Rd Unit 15, Edgartown, MA 02539

  NEW PRICE. Enjoy the fabulous amenities in the well-established Hidden Cove community, including the heated pool, tennis courts, and a boat launch for easy access to Sengekontacket. This is what a vacation home is all about! This unit offers abundant natural light, a comfortable floor plan, and pleasant meadow views with a peek of water. The kitchen, dining, and living rooms are on the main floor

  Stephanie Roache Donnelly + Co.

  40 Hidden Cove Rd Unit 15, Edgartown, MA 02539
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  /41

  Est $2,042,201 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,803 Sq Ft

  7 Tar Barrel Rd, Aquinnah, MA 02535

  7 Tar Barrel Rd, Aquinnah, MA 02535
• 

  

  /42

  $2,125,000

  • 3 Beds
  • 4 Baths
  • 2,558 Sq Ft

  35 Tower Ridge Rd, Oak Bluffs, MA 02557

  Thoughtfully designed post-and-beam home that blends character with modern comfort and flexible living in Tower Ridge. The open-concept main floor features spacious gathering areas, while the finished basement offers a quiet retreat for work, relaxation, or play. The outdoor living space is just as inviting, with an oversized deck overlooking mature plantings and a generous side yard--perfect for

  Katherine Donahue Sandpiper Realty Inc

  35 Tower Ridge Rd, Oak Bluffs, MA 02557
• 

  

  /21

  $13,000 per month

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • House for Rent

  14 Pulpit Rock Rd, Oak Bluffs, MA 02557

  PRICES ARE WEEKLY NOT MONTHLY. Located in Waterview Farms, this four bedroom home features a private beach on Sengekontacket Pond, private dock access to Land Bank boat launch and several walking trails. Just minutes to Farm Neck Golf Course, beaches and town.

  Karen Overtoom Karen M. Overtoom R.E.

  14 Pulpit Rock Rd, Oak Bluffs, MA 02557
• 

  

  /25

  $917,500 Sold Mar 10, 2025

  • 1,898 Sq Ft
  • $483/SF
  • 139 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1983

  40 Hidden Cove Rd, Edgartown, MA 02539

  NEW PRICE. Enjoy the fabulous amenities in the well-established Hidden Cove community, including the heated pool, tennis courts, and a boat launch for easy access to Sengekontacket. This is what a vacation home is all about! This unit offers abundant natural light, a comfortable floor plan, and pleasant meadow views with a peek of water. The kitchen, dining, and living rooms are on the main floor

  Stephanie Roache Donnelly + Co.

  40 Hidden Cove Rd, Edgartown, MA 02539
• 

  

  /22

  Est $1,105,440 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,025 Sq Ft

  10 Saddle Club Rd, Edgartown, MA 02539

  10 Saddle Club Rd, Edgartown, MA 02539

Showing Results 361 - 400, Page 10 of 18