192

Recently Sold Edgartown, MA Homes

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  • 73 Dodgers Hole Rd, Edgartown, MA 02539
    73 Dodgers Hole Rd, Edgartown, MA 02539
    73 Dodgers Hole Rd, Edgartown, MA 02539
    /26

    $1,400,000 Sold Jul 10, 2025

    • 2,019 Sq Ft
    • $693/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1996

    73 Dodgers Hole Rd, Edgartown, MA 02539

    Situated on .5 acres in established Dodgers Hole, this well-maintained contemporary home has three bedrooms, including a primary ensuite on the first floor with a walk-in closet. Enjoy the cathedral-ceiling living room with a wood-burning fireplace and an adjacent light-filled sunroom with French doors to the deck. The eat-in kitchen is at the back of the house, with direct deck access. A

    Stephanie Roache Donnelly + Co.

    73 Dodgers Hole Rd, Edgartown, MA 02539
  • 128 Manchester Ave, Oak Bluffs, MA 02568
    128 Manchester Ave, Oak Bluffs, MA 02568
    128 Manchester Ave, Oak Bluffs, MA 02568
    /22

    $975,000 Sold Jul 07, 2025

    • 940 Sq Ft
    • $1037/SF
    • 61 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 2025

    128 Manchester Ave, Oak Bluffs, MA 02568

    This delightful, modern cape-style home features thoughtful and impressive finish details. The covered porch welcomes you into the home where you will find well-appointed spaces. The kitchen has stainless appliances including a 5-burner gas range with pot filler, an LG French-door refrigerator and dishwasher. The kitchen area is finished with shiplap. There is an open dining and living area with

    Michele Moore Island Real Estate

    128 Manchester Ave, Oak Bluffs, MA 02568
  • 14 Katama Farm S, Edgartown, MA 02539
    14 Katama Farm S, Edgartown, MA 02539
    14 Katama Farm S, Edgartown, MA 02539
    /45

    $5,250,000 Sold Jul 02, 2025

    • 2,869 Sq Ft
    • $1830/SF
    • 37 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 1988

    14 Katama Farm S, Edgartown, MA 02539

    Katama Farm South - En route to this stellar location, enjoy scenic views while passing iconic Katama Farm. Less than a half-mile drive or a quarter mile walk from South Beach, this dynamic compound, which includes a spacious post and beam home and two-story barn, is privately situated on a large, beautifully landscaped, 1.6-acre parcel of land. The home is nearly 3,000sf in size and the multiple

    Courtney Marek Sandpiper Realty

    14 Katama Farm S, Edgartown, MA 02539
  • 68 Winter St, Edgartown, MA 02539
    68 Winter St, Edgartown, MA 02539
    68 Winter St, Edgartown, MA 02539
    /19

    $850,000 Sold Jul 02, 2025

    • 481 Sq Ft
    • $1767/SF
    • 33 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1920

    68 Winter St, Edgartown, MA 02539

    Welcome to 68 Winter Street, a highly sought-after community of six, one bedroom condos located in Edgartown Village. Enjoy seasonal or year-round living at this sophisticated, garden level pied-a-terre. Elegant and well-appointed throughout, this stylish condo features open living with a nicely equipped kitchen, soaring ceilings, crown modeling, over-sized windows, and wood floors. Spacious

    Michele Moore Island Real Estate

    68 Winter St, Edgartown, MA 02539
  • 14 Katama Farm Rd N, Edgartown, MA 02539
    14 Katama Farm Rd N, Edgartown, MA 02539
    14 Katama Farm Rd N, Edgartown, MA 02539
    /48

    $5,250,000 Sold Jul 02, 2025

    • 2,869 Sq Ft
    • $1830/SF
    • 54 Days On Market
    • 3 Beds
    • 4.5 Baths
    • Built 1988

    14 Katama Farm Rd N, Edgartown, MA 02539

    Katama Farm South - En route to this stellar location, enjoy scenic pastoral views while passing iconic Katama Farm. A quarter mile from South Beach, this dynamic compound, which includes a spacious post and beam home and two-story barn, is privately situated on a large, beautifully landscaped, 1.6-acre parcel of land. The home is nearly 3,000 sf in size and the multiple outdoor living spaces

    Courtney Marek Sandpiper Realty Inc

    14 Katama Farm Rd N, Edgartown, MA 02539
  • 10 Kims Way, Oak Bluffs, MA 02557
    10 Kims Way, Oak Bluffs, MA 02557
    10 Kims Way, Oak Bluffs, MA 02557
    /29

    $1,100,000 Sold Jun 27, 2025

    • 1,976 Sq Ft
    • $557/SF
    • 9 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1985

    10 Kims Way, Oak Bluffs, MA 02557

    Located under a mile from downtown Oak Bluffs, this well-maintained 4-bedroom home includes a 3-bedroom main house and a 1-bedroom basement apartment. Recent upgrades include a new roof, Title V septic system, electric service, and town water connection. The first floor features a spacious living/dining area, kitchen, half bath, and a cozy den. Upstairs are 3 bedrooms and a full bath. The

    Michael Schweikert Ocean Park Realty Inc

    10 Kims Way, Oak Bluffs, MA 02557
  • 10 Kims Way, Oak Bluffs, MA 02568
    10 Kims Way, Oak Bluffs, MA 02568
    10 Kims Way, Oak Bluffs, MA 02568
    /32

    $1,100,000 Sold Jun 27, 2025

    • 1,976 Sq Ft
    • $557/SF
    • 156 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1985

    10 Kims Way, Oak Bluffs, MA 02568

    Located under a mile from downtown Oak Bluffs, this well-maintained 4-bedroom home includes a 3-bedroom main house and a 1-bedroom basement apartment. Recent upgrades include a new roof, Title V septic system, electric service, and town water connection. The first floor features a spacious living/dining area, kitchen, half bath, and a cozy den. Upstairs are 3 bedrooms and a full bath. The

    Michael Schweikert Ocean Park Realty, Inc.

    10 Kims Way, Oak Bluffs, MA 02568
  • 493 Katama Rd Unit E2, Edgartown, MA 02539
    493 Katama Rd Unit E2, Edgartown, MA 02539
    493 Katama Rd Unit E2, Edgartown, MA 02539
    /29

    $1,970,000 Sold Jun 26, 2025

    • 1,410 Sq Ft
    • $1397/SF
    • 0 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1973

    493 Katama Rd Unit E2, Edgartown, MA 02539

    Welcome to your dream getaway—a beautifully renovated 3-level townhouse boasting breathtaking waterviews of Katama Bay and the Atlantic Ocean. Every inch of this townhouse has been thoughtfully reimagined with the relaxed charm of a beach house.As part of the Mattakesett resort, you’ll enjoy access to a wealth of amenities including tennis courts, swimming pools, a fitness center, on-site

    Bonnie Pierce Wallace & Co. Sotheby's

    493 Katama Rd Unit E2, Edgartown, MA 02539
  • 2 Boylston Dr, Edgartown, MA 02539
    2 Boylston Dr, Edgartown, MA 02539
    2 Boylston Dr, Edgartown, MA 02539
    /22

    $1,299,000 Sold Jun 25, 2025

    • 1,512 Sq Ft
    • $859/SF
    • 77 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1984

    2 Boylston Dr, Edgartown, MA 02539

    Edgartown: MOVE IN READY! Stylish 3-bedroom 2 bath home with inviting and charming floor plan integrates comfort and function. Cathedral ceilings with skylight and 2 sets of sliders providing natural light and a bright open floor plan.Updated kitchen with breakfast bar and dining area. 1st Floor bedroom. Full bathroom and spacious living room perfect for gatherings and relaxing. There is

    Martha Smith C McManus Realty Group

    2 Boylston Dr, Edgartown, MA 02539
  • 17 Meetinghouse Village Way, Edgartown, MA 02539
    17 Meetinghouse Village Way, Edgartown, MA 02539
    17 Meetinghouse Village Way, Edgartown, MA 02539
    /26

    $1,000,000 Sold Jun 24, 2025

    • 1,202 Sq Ft
    • $832/SF
    • 254 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    17 Meetinghouse Village Way, Edgartown, MA 02539

    KATAMA CONDOMINIUM IN MEETINGHOUSE VILLAGE - A bright and sunny center unit with an open floor plan, vaulted ceilings, skylights, and windows that fill the space with natural light. This home is in excellent condition, showing the pride of ownership. The wide-open kitchen with a breakfast bar offers a wonderful space for cooking and entertaining. Accommodations include a first-floor bedroom with

    Leslie C. Floyd Portfolio Real Estate, Inc.

    17 Meetinghouse Village Way, Edgartown, MA 02539
  • 27 7th St N Unit 198, Edgartown, MA 02539
    27 7th St N Unit 198, Edgartown, MA 02539
    27 7th St N Unit 198, Edgartown, MA 02539
    /7

    $600,000 Sold Jun 23, 2025

    • Land
    • 0.50 Acre
    • $1,200,000 per Acre
    • 4 Days On Market

    27 7th St N Unit 198, Edgartown, MA 02539

    This .5-acre lot is located in a favorable Edgartown neighborhood with proximity to the bike path, public transportation, and close to town. The property has been staked and perc tested, and will support 2 bedrooms with a standard Title V septic system or 3 bedrooms with an advanced treatment system. Information should be verified by the Edgartown Board of Health Department. Embrace the unique

    Stephanie Roache Donnelly + Co

    27 7th St N Unit 198, Edgartown, MA 02539
  • 27 7th St N, Edgartown, MA 02539
    27 7th St N, Edgartown, MA 02539
    27 7th St N, Edgartown, MA 02539
    /6

    $600,000 Sold Jun 23, 2025

    • Land
    • 0.50 Acre
    • $1,200,000 per Acre
    • 4 Days On Market

    27 7th St N, Edgartown, MA 02539

    This .5-acre lot is located in a very favorable Edgartown neighborhood with proximity to the bike path, public transportation, and close to town. The property has been staked and perc tested, and will support 2 bedrooms with a standard Title V septic system or 3 bedrooms with an advanced treatment system. Information should be verified by the Edgartown Board of Health Department. Embrace the

    Stephanie Roache Donnelly + Co.

    27 7th St N, Edgartown, MA 02539
  • 21 Coffins Field Rd, Edgartown, MA 02539
    21 Coffins Field Rd, Edgartown, MA 02539
    21 Coffins Field Rd, Edgartown, MA 02539
    /47

    $1,595,500 Sold Jun 23, 2025

    • 1,822 Sq Ft
    • $876/SF
    • 73 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2003

    21 Coffins Field Rd, Edgartown, MA 02539

    EDGARTOWN SOUTH SHORE BEACH HOUSE. Imagine a countryside abode with nearby access to a pristine south shore stretch of beach and less than 6 miles to Edgartown Village and Harbor. Architect-designed as a low-key getaway, this delightful five bedroom year-round home has three full bathrooms plus a freestanding outdoor shower, decks, screened-in porch and is comfortably sited in an established well

    Helena Kirschenbaum Studio Realty

    21 Coffins Field Rd, Edgartown, MA 02539
  • 9 Goode St, Oak Bluffs, MA 02557
    9 Goode St, Oak Bluffs, MA 02557
    9 Goode St, Oak Bluffs, MA 02557
    /56

    $1,699,000 Sold Jun 20, 2025

    • 2,954 Sq Ft
    • $575/SF
    • 314 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1900

    9 Goode St, Oak Bluffs, MA 02557

    Welcome to your dream home, located on a very quiet street in Oak Bluffs, yet just a short walk to downtown & the elementary school. This prime location offers the perfect blend of serenity and convenience. This well appointed home features 4 bedrooms and 4.5 bathrooms. Included in this is a 1-bedroom, 1-bathroom apartment attached to the home, providing a perfect space for guest accommodation.

    Grace Hagerty Grace Hagerty Real Estate Inc

    9 Goode St, Oak Bluffs, MA 02557
  • 168 Charles Neck Way Unit 49, Vineyard Haven, MA 02568
    168 Charles Neck Way Unit 49, Vineyard Haven, MA 02568
    168 Charles Neck Way Unit 49, Vineyard Haven, MA 02568
    /20

    $821,000 Sold Jun 17, 2025

    • Land
    • 1.40 Acres
    • $586,429 per Acre
    • 0 Days On Market

    168 Charles Neck Way Unit 49, Vineyard Haven, MA 02568

    Large 1.4 Acre Corner lot in Vineyard Meadow Farms South side of West Tisbury Road. Private, flat, level parcel, paved dead end road with no unnecessary through traffic. Six bedrooms, a 3,000SF Main House, a 2,000SF detached/attached Secondary Building allowed per the Town. Pool allowed with standard Special permit. Centrally located to all Island Towns. Great neighborhood. Great location with

    Janna O'Loughlin Portfolio Real Estate, Inc.

    168 Charles Neck Way Unit 49, Vineyard Haven, MA 02568
  • 108 Charles Neck Way, Vineyard Haven, MA 02568
    108 Charles Neck Way, Vineyard Haven, MA 02568
    108 Charles Neck Way, Vineyard Haven, MA 02568
    /18

    $1,219,000 Sold Jun 16, 2025

    • 1,512 Sq Ft
    • $806/SF
    • 99 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    108 Charles Neck Way, Vineyard Haven, MA 02568

    This charming reverse-style home is ideally located near Long Point Beach and offers a perfect blend of comfort and functionality for year-round living or seasonal getaways. The first floor features three spacious bedrooms, a full bath, and a convenient laundry room. On the second floor, you'll find soaring cathedral ceilings and an open-concept living area, complete with a cozy living room,

    Alyssa Halisky Wallace & Co. Sotheby's

    108 Charles Neck Way, Vineyard Haven, MA 02568
  • 6 Martha's Park Rd, Oak Bluffs, MA 02557
    6 Martha's Park Rd, Oak Bluffs, MA 02557
    6 Martha's Park Rd, Oak Bluffs, MA 02557
    /42

    $2,400,000 Sold Jun 05, 2025

    • 3,200 Sq Ft
    • $750/SF
    • 49 Days On Market
    • 3 Beds
    • 4.5 Baths
    • Built 2014

    6 Martha's Park Rd, Oak Bluffs, MA 02557

    Must see stunning “reverse” layout (kitchen and main living spaces upstairs for the views) contemporary home with breathtaking water views and a thoughtfully designed layout in the exclusive Harthaven community! This spacious property features open kitchen concept with marble counter tops and stainless steel appliances, comfortable living areas, a bonus room (with full bathroom), food prep,

    Jennifer B. DaSilva Compass

    6 Martha's Park Rd, Oak Bluffs, MA 02557
  • 25 Simpson's Ln, Edgartown, MA 02539
    25 Simpson's Ln, Edgartown, MA 02539
    25 Simpson's Ln, Edgartown, MA 02539
    /18

    $3,350,000 Sold Jun 05, 2025

    • 3,156 Sq Ft
    • $1061/SF
    • 138 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 1900

    25 Simpson's Ln, Edgartown, MA 02539

    Nestled in the heart of Edgartown, is this historic residence known as The Lightkeeper’s Inn. This property has five bedrooms, five baths and a separate one bedroom, one bath cottage, on .20 acre. Beautifully decorated in ole Vineyard style, the residence has the island feel of old time Martha’s Vineyard. This 5BD/5BA home sits in the heart of Edgartown close to the waterfront. Known as The

    Greg Hartel Hartel Realty

    25 Simpson's Ln, Edgartown, MA 02539
  • 9 Hollow Way, Edgartown, MA 02539
    9 Hollow Way, Edgartown, MA 02539
    9 Hollow Way, Edgartown, MA 02539
    /74

    $3,284,500 Sold May 23, 2025

    • 3,085 Sq Ft
    • $1065/SF
    • 657 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 2024

    9 Hollow Way, Edgartown, MA 02539

    EDGARTOWN - NEW CONSTRUCTION with POOL - 6 Bedrooms...in Two Structures.....Plus a 31'6" x 14' heated saltwater pool! 5 Bedroom Main House with 4.5 Bathrooms. Detached 1 bedroom w/Full Bathroom over a Two (2) car garage. Main house has a lovely open floor plan with a large kitchen w/Bosch Stainless Steel Appliances, beautiful Soapstone Island and Carrara Marble counters, a dining room,

    Alisan Lohan-Conway Alisan Lohan-Conway Properties

    9 Hollow Way, Edgartown, MA 02539
  • 41 Smith Hollow Dr, Edgartown, MA 02539
    41 Smith Hollow Dr, Edgartown, MA 02539
    41 Smith Hollow Dr, Edgartown, MA 02539
    /37

    $1,835,000 Sold May 23, 2025

    • 2,391 Sq Ft
    • $767/SF
    • 59 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2001

    41 Smith Hollow Dr, Edgartown, MA 02539

    Discover this exquisite, contemporary home nestled in the heart of Edgartown's Smith Hollow, conveniently located just off the bike path and mere minutes from the lively Edgartown Village. Situated in a welcoming, family-oriented neighborhood, this stylish residence boasts a bright and airy open floor plan.The Great Room captivates with its soaring cathedral wood ceiling and robust timber accent

    Marilyn Moses Ocean Park Realty Inc

    41 Smith Hollow Dr, Edgartown, MA 02539
  • 8 Massasoit Rd, Edgartown, MA 02539
    8 Massasoit Rd, Edgartown, MA 02539
    8 Massasoit Rd, Edgartown, MA 02539
    /33

    $1,790,000 Sold May 23, 2025

    • 1,674 Sq Ft
    • $1069/SF
    • 36 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1977

    8 Massasoit Rd, Edgartown, MA 02539

    This incredibly charming Katama Cape Cod-style home that has been completely refreshed top to bottom! An updated kitchen with high-end appliances, including a wine fridge, two brand new bathrooms, central AC, new heating system, and a new second floor deck are just some of the improvements. There are two bedrooms, one on each floor. The second floor has a comfortable lounge area, and a cozy loft

    Cheri Mason Landvest MV

    8 Massasoit Rd, Edgartown, MA 02539
  • 34 10th St S, Edgartown, MA 02539
    34 10th St S, Edgartown, MA 02539
    34 10th St S, Edgartown, MA 02539
    /13

    $1,195,000 Sold May 22, 2025

    • 1,110 Sq Ft
    • $1077/SF
    • 8 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    34 10th St S, Edgartown, MA 02539

    This charming 3 bedroom, 2 bathroom ranch-style Edgartown home offers comfortable single-level living with classic Vineyard appeal. The layout includes a dedicated living room, and an open kitchen and dining area. The primary suite features a private bath, while two additional bedrooms share a full bathroom. Outside, the property provides deck overlooking the yard for enjoying the outdoors.

    Rose Ryley Sandpiper Realty Inc

    34 10th St S, Edgartown, MA 02539
  • 12 Tamarack Ln, Oak Bluffs, MA 02536
    12 Tamarack Ln, Oak Bluffs, MA 02536
    12 Tamarack Ln, Oak Bluffs, MA 02536
    /36

    $5,500,000 Sold May 20, 2025

    • 3,262 Sq Ft
    • $1686/SF
    • 295 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1984

    12 Tamarack Ln, Oak Bluffs, MA 02536

    This bright and sunny home has a spectacular waterview overlooking the Eighth Fairway of Farm Neck Golf Course, Sengekontacket Pond and Nantucket Sound. Professionaly designed landscaping with perennial beds and charming brick courtyard add to its ambiance. Included are Farm Neck Golf Club stockholder membership (meaning immediate entry into golf membership), tennis and dock & mooring privileges.

    Betsy Kessler Rutledge Properties

    12 Tamarack Ln, Oak Bluffs, MA 02536
  • 18 Katama Dr, Edgartown, MA 02539
    18 Katama Dr, Edgartown, MA 02539
    18 Katama Dr, Edgartown, MA 02539
    /18

    $1,850,000 Sold May 19, 2025

    • 1,428 Sq Ft
    • $1296/SF
    • 158 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1982

    18 Katama Dr, Edgartown, MA 02539

    Ocean views - Nestled on a quiet corner lot, this classic beach house offers a reverse floor plan and distant views of the Atlantic Ocean over the Katama Plain . The upper level features the common living space including the dining area, kitchen, living room with fireplace, and large powder room. The lower level is where you find the more private spaces, including the primary bedroom suite plus

    Bonnie Pierce Wallace & Co. Sotheby's International Realty

    18 Katama Dr, Edgartown, MA 02539
  • 137 Charles Neck Way, Vineyard Haven, MA 02568
    137 Charles Neck Way, Vineyard Haven, MA 02568
    137 Charles Neck Way, Vineyard Haven, MA 02568
    /26

    $1,850,000 Sold May 14, 2025

    • 2,610 Sq Ft
    • $709/SF
    • 8 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1986

    137 Charles Neck Way, Vineyard Haven, MA 02568

    Fantastic opportunity to buy a two house compound in West Tisbury close to Long Point Beach access. A perfect investment, rental income generator or to host extended family and guests.Two well built houses on 1.6 acres, that have been impeccably maintained by the original owner. Offering a total of 5 bedrooms, 4 bathrooms, 2 outdoor showers and 2 garages. There is a charming garden shed and low

    Rebecca V Conroy Conroy & Company R.E., Inc.

    137 Charles Neck Way, Vineyard Haven, MA 02568
  • 69 Division Rd, Edgartown, MA 02539
    69 Division Rd, Edgartown, MA 02539
    69 Division Rd, Edgartown, MA 02539
    /39

    $4,762,500 Sold May 14, 2025

    • 5,103 Sq Ft
    • $933/SF
    • 411 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 2024

    69 Division Rd, Edgartown, MA 02539

    Welcome to BRAND NEW CONSTRUCTION!! This gorgeous home sits on a spacious lot in a new 5 home luxury private enclave with breathtaking views of the surrounding pastures. The property offers privacy, a serene and picturesque setting, perfect for those seeking tranquility and natural beauty yet a convenient 1.6 mile distance to Edgartown Village. With meticulous attention to detail, this home

    Jennifer DaSilva Compass | Point B

    69 Division Rd, Edgartown, MA 02539
  • 69 Division Rd, Edgartown, MA 02539
    69 Division Rd, Edgartown, MA 02539
    69 Division Rd, Edgartown, MA 02539
    /31

    $4,762,500 Sold May 14, 2025

    • 5,103 Sq Ft
    • $933/SF
    • 35 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 2024

    69 Division Rd, Edgartown, MA 02539

    NEW CONSTRUCTION!! This gorgeous new home sits on a spacious lot in a new luxury private enclave of 5 homes with breathtaking views of the surrounding area. The property offers privacy, a serene and picturesque setting yet a convenient 1.6 mile distance to Edgartown Village. With meticulous attention to detail, this home boasts luxurious amenities and modern comforts, providing an exquisite

    Jennifer B. DaSilva Compass

    69 Division Rd, Edgartown, MA 02539
  • 20 Mill Hill Rd, Edgartown, MA 02539
    20 Mill Hill Rd, Edgartown, MA 02539
    20 Mill Hill Rd, Edgartown, MA 02539
    /6

    $4,200,000 Sold May 09, 2025

    • 3,600 Sq Ft
    • $1167/SF
    • 11 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2024

    20 Mill Hill Rd, Edgartown, MA 02539

    NEW CONSTRUCTION, with POOL, walking distance to EDGARTOWN VILLAGE! Approx. 3,600 square feet of open living space. The Great Room has a dramatic Two Story wall of glass, (sliders and an oversized second story window) that overlooks the 14 x 30 foot IN GROUND POOL. In addition to the dramatic Great Room there is a first floor den/lounge area, a first floor primary-en-suite with views to the pool,

    Michele Casavant Vineyard Village Realty

    20 Mill Hill Rd, Edgartown, MA 02539
  • 31 9th St N, Edgartown, MA 02539
    31 9th St N, Edgartown, MA 02539
    31 9th St N, Edgartown, MA 02539
    /19

    $1,110,000 Sold May 08, 2025

    • 1,275 Sq Ft
    • $871/SF
    • 45 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    31 9th St N, Edgartown, MA 02539

    Nestled among the trees near the Sengekontacket Pond, this distinctive contemporary home offers privacy while being conveniently close to Downtown Edgartown and the picturesque trails at Felix Neck Sanctuary. Designed by architect Robert Orr, this multi-level residence showcases unique architectural details and striking angled ceilings.The main living area is bathed in natural light, surrounded

    Alyssa Halisky Wallace & Co. Sotheby's

    31 9th St N, Edgartown, MA 02539
  • 72 Windsor Dr Unit 99.71, Edgartown, MA 02539
    72 Windsor Dr Unit 99.71, Edgartown, MA 02539
    72 Windsor Dr Unit 99.71, Edgartown, MA 02539
    /6

    $700,500 Sold May 07, 2025

    • Land
    • 0.55 Acre
    • $1,273,636 per Acre
    • 0 Days On Market

    72 Windsor Dr Unit 99.71, Edgartown, MA 02539

    Level building lot ready for your new home ideas. Area of well cared for homes both year round and seasonal use. Bike path at end of street allows easy travel to all down island towns. Ask about a new home package or work with your own builder. Perc test has been done and confirmed it is a 4 bedroom lot with a standard septic design.

    Jim Joyce Carroll & Vincent R.E.

    72 Windsor Dr Unit 99.71, Edgartown, MA 02539
  • 15 14th St N, Edgartown, MA 02539
    15 14th St N, Edgartown, MA 02539
    15 14th St N, Edgartown, MA 02539
    /15

    $975,000 Sold May 02, 2025

    • 1,056 Sq Ft
    • $923/SF
    • 55 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2018

    15 14th St N, Edgartown, MA 02539

    Great STARTER HOME in EDGARTOWN! The house itself was modular built BRAND NEW just under 7 years ago, so everything is plum, level, well insulated and updated. Featuring 2 beds and 2 baths on the first level, with a unfinished full walk-out basement and unfinished upstairs office space. Lots of room to spread out inside. Just under 1/4 acre lot near Edgartown Vineyard Haven Road, only a 5 minute

    Mike Sawyer Sawyer Realty Group

    15 14th St N, Edgartown, MA 02539
  • 10 Nunes Way, Oak Bluffs, MA 02557
    10 Nunes Way, Oak Bluffs, MA 02557
    10 Nunes Way, Oak Bluffs, MA 02557
    /32

    $1,100,000 Sold May 01, 2025

    • 1,680 Sq Ft
    • $655/SF
    • 172 Days On Market
    • 2 Beds
    • 4 Baths
    • Built 2003

    10 Nunes Way, Oak Bluffs, MA 02557

    On approximately .40 of an acre this 21 year old home has much to offer. In a very convenient location close to theFarm Neck golf course, O.B. elementary school, and a land bank conservation property - the 72 acre Tradewinds Field Reserve dog park. Two decks provide summertime fun and the walk out basement with bath offers an opportunity to finish off more living space. An excellent floor plan

    Neal Stiller Cronigs Real Estate

    10 Nunes Way, Oak Bluffs, MA 02557
  • 53 Anthiers Way, Edgartown, MA 02539
    53 Anthiers Way, Edgartown, MA 02539
    53 Anthiers Way, Edgartown, MA 02539
    /35

    $900,000 Sold Apr 30, 2025

    • 1,092 Sq Ft
    • $824/SF
    • 1 Day On Market
    • 1 Bed
    • 1.5 Baths
    • Built 2008

    53 Anthiers Way, Edgartown, MA 02539

    This unique and beautifully handcrafted home in Edgartown is a rare find. It features 1 bedroom, 1.5 bathrooms, and a 3-bedroom septic system, offering the potential for additional bedrooms with town approval. The custom woodwork and fireplace create a warm and inviting atmosphere, while the open-concept kitchen and dining area showcase handmade wood countertops and rustic charm--making it the

    Valentina Globa eXp Realty, LLC

    53 Anthiers Way, Edgartown, MA 02539
  • 32 Boldwater Rd, Edgartown, MA 02539
    32 Boldwater Rd, Edgartown, MA 02539
    32 Boldwater Rd, Edgartown, MA 02539
    /56

    $7,926,400 Sold Apr 28, 2025

    • 4,520 Sq Ft
    • $1754/SF
    • 205 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1990

    32 Boldwater Rd, Edgartown, MA 02539

    Spectacular 20.8 acre Boldwater Association waterfront estate on Edgartown Great Pond with breathtaking views over 1,000 ft wide low brushy pond front terrain and across the 3/4 mile wide Lyles Bay, dreamy Swan Neck Point, the 1.5 mile wide main pond and barrier beach to the ocean beyond. The handful of well pruned trees on the property enhance the water views. The sophisticated and charming

    Robert Kenney Tea Lane Associates

    32 Boldwater Rd, Edgartown, MA 02539
  • 55 Old Purchase Rd, Edgartown, MA 02539
    55 Old Purchase Rd, Edgartown, MA 02539
    55 Old Purchase Rd, Edgartown, MA 02539
    /30

    $2,175,000 Sold Apr 18, 2025

    • 2,779 Sq Ft
    • $783/SF
    • 0 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1988

    55 Old Purchase Rd, Edgartown, MA 02539

    Welcome to this fabulous property in a peaceful neighborhood easily accessible to Morning Glory Farm, Edgartown Village, the bike path, and South Beach by way of Meetinghouse Way. Move right in and enjoy the Vineyard lifestyle in this spacious 5 bedroom, 3 and a half bath home, nestled on a beautifully landscaped .61-acre lot. This fabulous home has been completely renovated and thoughtfully

    Stephanie Roache Donnelly + Co

    55 Old Purchase Rd, Edgartown, MA 02539
  • 87 Schoolhouse Rd, Edgartown, MA 02539
    87 Schoolhouse Rd, Edgartown, MA 02539
    87 Schoolhouse Rd, Edgartown, MA 02539
    /29

    $1,350,000 Sold Apr 18, 2025

    • 1,119 Sq Ft
    • $1206/SF
    • 123 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1983

    87 Schoolhouse Rd, Edgartown, MA 02539

    Sited on a pleasantly landscaped lot in sought-after Edgartown Estates, this desirable Katama location is equidistant between the Village and South Beach, with easy access to the bike path and proximity to Morning Glory Farm. 87 Schoolhouse Road is a charming gem with two large primary suites, loads of natural sunlight, a cathedral-ceiling living room, and slider doors off the kitchen to a patio

    Stephanie Roache Donnelly + Co

    87 Schoolhouse Rd, Edgartown, MA 02539
  • 55 Charles Neck Way, Vineyard Haven, MA 02568
    55 Charles Neck Way, Vineyard Haven, MA 02568
    55 Charles Neck Way, Vineyard Haven, MA 02568
    /35

    $1,837,500 Sold Apr 18, 2025

    • 1,654 Sq Ft
    • $1111/SF
    • 182 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1984

    55 Charles Neck Way, Vineyard Haven, MA 02568

    LONG POINT BEACH RETREAT. Privately set on 1.6 acres in the highly-coveted Long Point area of West Tisbury, this reverse style beach house is an idyllic island retreat. The open-designed Great Room features vaulted ceilings and a wall of sliding glass doors that open out to an expansive deck, perfect for indoor-outdoor summer living and entertaining. There are also screened porches on both

    Wendy Harman Compass | Point B

    55 Charles Neck Way, Vineyard Haven, MA 02568
  • 4 Quail Run Unit 17, Oak Bluffs, MA 02557
    4 Quail Run Unit 17, Oak Bluffs, MA 02557
    4 Quail Run Unit 17, Oak Bluffs, MA 02557
    /49

    $865,000 Sold Apr 17, 2025

    • 1,208 Sq Ft
    • $716/SF
    • 70 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    4 Quail Run Unit 17, Oak Bluffs, MA 02557

    LUXURIOUS LIFESTYLE AMENITIES: RENOVATED TOWNHOUSE WITH TENNIS, PICKLEBALL + BOATING ACCESS. Welcome to this beautifully renovated 2-bedroom, 2-bathroom townhouse located in the exclusive Sengekontacket community. This nicely appointed property offers a perfect blend of comfort and convenience, making it an ideal choice for year-round living or as a rental investment opportunity.Spanning 1,208

    Wendy Harman Compass | Point B

    4 Quail Run Unit 17, Oak Bluffs, MA 02557
  • 4 Quail Run Rd Unit 17, Edgartown, MA 02539
    4 Quail Run Rd Unit 17, Edgartown, MA 02539
    4 Quail Run Rd Unit 17, Edgartown, MA 02539
    /42

    $865,000 Sold Apr 17, 2025

    • 1,208 Sq Ft
    • $716/SF
    • 2 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    4 Quail Run Rd Unit 17, Edgartown, MA 02539

    Luxurious Lifestyle Amenities: Renovated Townhouse With Tennis, Pickleball + Boating Access - This nicely appointed condominium in the exclusive Sengekontacket community offers a perfect blend of comfort and convenience. It features two walls of sliding glass doors that lead out to an expansive 288-square foot deck. The property was updated in 2023 with new Pella® sliding glass doors, new

    Wendy Harman Compass

    4 Quail Run Rd Unit 17, Edgartown, MA 02539
  • 395 Edgartown - West Tisbury Rd, Edgartown, MA 02539
    395 Edgartown - West Tisbury Rd, Edgartown, MA 02539
    395 Edgartown - West Tisbury Rd, Edgartown, MA 02539
    /29

    $1,662,000 Sold Apr 16, 2025

    • 1,794 Sq Ft
    • $926/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2010

    395 Edgartown - West Tisbury Rd, Edgartown, MA 02539

    Exceptional turnkey year round home opportunity in Edgartown! Relaxing clean updated three bedroom two bath two story Cape Cod style home built by Squash Meadow Construction. Open concept kitchen with stainless steel appliances, dining, living room, sunroom/office nook with high cathedral ceiling. Abundant bright natural light with modern transom windows and skylights. A perfectly designed home

    Janna O'Loughlin Portfolio Real Estate, Inc.

    395 Edgartown - West Tisbury Rd, Edgartown, MA 02539

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