Edgartown, MA Homes

/17
Est $1,569,008 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,260 Sq Ft
55 Pinehurst Rd, Edgartown, MA 02539

55 Pinehurst Rd, Edgartown, MA 02539

/32
$2,095,000
- 4 Beds
- 2.5 Baths
- 2,706 Sq Ft
35 Mariners Way, Edgartown, MA 02539

35 Mariner’s Way is sited on nearly a half acre lot and lies within walking distance to Edgartown Village shops, restaurants, galleries, and inns and Sheriff’s Meadow conservation land. This 4 bedroom, 2 1⁄2 bath home features a large living room and formal dining room, chef’s kitchen with two ovens and wine room/pantry, and a spacious family room with a gas fireplace. There are two ensuite

Russell Maloney Russell Maloney Real Estate

35 Mariners Way, Edgartown, MA 02539
/30
$1,050,000 Sold Oct 06, 2025
- 1,323 Sq Ft
- $794/SF
- 62 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1972
4 Quail Run Unit 2, Oak Bluffs, MA 02557

FULLY FURNISHED ready to live in or rent year round~ COASTAL CHIC CONDO with OCEAN ACCESS and dock ~LOW HOA Fees- ~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

Marilyn Moses Ocean Park Realty Inc

4 Quail Run Unit 2, Oak Bluffs, MA 02557

/29
Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,800 Sq Ft
30 Mill Hill Rd, Edgartown, MA 02539

30 Mill Hill Rd, Edgartown, MA 02539

/7
$475,000
- Land
- 0.52 Acre
- $913,462 per Acre
36 Boylston Dr, Edgartown, MA 02539

Buildable lot in an established Edgartown neighborhood. Approvals are in hand for the construction of a single-family residential structure not to exceed 3 bedrooms and not to exceed 1,850 square feet of heated living area (screened porches, patios, etc are not included in this square footage). Note that this property cannot be used as a seasonal home or short-term rental. Septic plan has been

Mark Jenkins Wallace & Co. Sotheby's International Realty

36 Boylston Dr, Edgartown, MA 02539
/31
$941,000 Sold Oct 03, 2025
- 1,323 Sq Ft
- $711/SF
- 52 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1972
4 Quail Run Unit 7, Oak Bluffs, MA 02557

Turnkey End Unit with Kayak & EV Charger! Private End Unit being Sold Turnkey including a kayak, paddles and lifejacket!Island living made easy in this private 3-story end-unit townhouse with saltwater access, dock, and mooring potential. Features 2 bedrooms plus a versatile loft, open-concept living area with gas fireplace, modern kitchen with granite countertops, and a large private deck

Janna O'Loughlin Portfolio Real Estate, Inc.

4 Quail Run Unit 7, Oak Bluffs, MA 02557

/21
Est $1,438,643 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,066 Sq Ft
23 Anthiers Way, Edgartown, MA 02539

23 Anthiers Way, Edgartown, MA 02539

/8
$475,000
- Land
- 0.52 Acre
- $913,462 per Acre
36 Boylston Dr Unit 1.329, Edgartown, MA 02539

Buildable lot in an established Edgartown neighborhood. Approvals are in hand for the construction of a single-family residential structure not to exceed 3 bedrooms and not to exceed 1,850 square feet of heated living area (screened porches, patios, etc are not included in this square footage). Note that this property cannot be used as a seasonal home or short-term rental. Septic plan has been

Mark Jenkins Wallace & Co. Sotheby's

36 Boylston Dr Unit 1.329, Edgartown, MA 02539
/32
$941,000 Sold Oct 03, 2025
- 1,323 Sq Ft
- $711/SF
- 64 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1972
4 Quail Run Rd, Oak Bluffs, MA 02568

Amazing Turnkey End Unit with Kayak & EV Charger! Not to be missed!Island living made easy in this private 3-story Year Round end-unit townhouse with carport parking for 3, saltwater access, dock, and mooring potential. Features 2 bedrooms plus a versatile loft, open-concept living area with gas fireplace, modern kitchen with granite countertops, and a large private deck overlooking park-like

Janna O'Loughlin Portfolio Properties

4 Quail Run Rd, Oak Bluffs, MA 02568

/33
Est $2,050,548 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,400 Sq Ft
119 Herring Creek Rd, Edgartown, MA 02539

119 Herring Creek Rd, Edgartown, MA 02539

/32
$560,000
- 1 Bed
- 1.5 Baths
- 590 Sq Ft
21 Island Inn Rd Unit 39G, Oak Bluffs, MA 02568

Own a piece of the Vineyard dream with a fully furnished, beautifully updated condo perfectly designed for comfort and vacation living at the Island Inn Country Club in Oak Bluffs. The location is just off Beach Road, a short distance to beaches, downtown Circuit Ave, and a lovely drive along Beach Road to Edgartown Village. The bike path, public transportation, and a popular restaurant with live

Diana Gilmore Island Real Estate

21 Island Inn Rd Unit 39G, Oak Bluffs, MA 02568
/6
$1,800,000 Sold Oct 02, 2025
- Land
- 2.06 Acres
- $874,211 per Acre
- 83 Days On Market
34 Paddock Rd Unit 27.11, Oak Bluffs, MA 02568

The Preserve - A terrific opportunity to build in this beautiful and prestigious neighborhood in Oak Bluffs. The Preserve has matured into an enclave of significant residences and offers excellent privacy, with convenience to downtown, harbor and beaches. The orientation of this parcel is prime with southern exposure for backyard pool and patio, and it is abutting dedicated open space on two

Lesley Heidt Sandpiper Realty

34 Paddock Rd Unit 27.11, Oak Bluffs, MA 02568

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

24 Pulpit Ln, Edgartown, MA 02539

/7
$1,499,000
- 3 Beds
- 2 Baths
- 1,324 Sq Ft
76 Norton Orchard Rd, Edgartown, MA 02539

Located in the hot new area of downtown where new construction and renovation of older homes is making this the most desirable area of in-town. It is a sleepy quiet area near Edgartown Golf Course that still allows you to walk to shops, restaurants, pharmacy, grocery store, library and conservation trails. Come see why this home on town sewer and town water is best value in the Village today.

Jim Joyce Carroll & Vincent R.E.

76 Norton Orchard Rd, Edgartown, MA 02539
/7
$1,800,000 Sold Oct 02, 2025
- Land
- 2.06 Acres
- $873,786 per Acre
- 97 Days On Market
34 Paddock Rd, Oak Bluffs, MA 02568

The Preserve - A terrific opportunity to build in this beautiful and prestigious neighborhood in Oak Bluffs. The Preserve has matured into an enclave of significant residences and offers excellent privacy, with convenience to downtown, harbor and beaches. The orientation of this parcel is prime with southern exposure for backyard pool and patio, and it is abutting dedicated open space on two

Lesley Heidt Sandpiper Realty Inc

34 Paddock Rd, Oak Bluffs, MA 02568

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

62 S Water St, Edgartown, MA 02539

/3
$2,100,000
- 3 Beds
- 3.5 Baths
- 2,019 Sq Ft
2 Hope's Way, Oak Bluffs, MA 02557

ESTEEMED BUILDER READY to BREAK GROUND! Purchase this exceptional lot in Lagoon Ridge and start building your ISLAND DREAM 3 BR 3.5 home today! Purchase lot ($700,000)& Execute a BUILDING CONTRACT ($1,400,000 )or choose your own builder... Call for details and schedule a tour! Welcome to Oak Bluffs’ newest and most sought-after neighborhood, where you can construct your 3-bedroom home on a lofty

Marilyn Moses Ocean Park Realty Inc

2 Hope's Way, Oak Bluffs, MA 02557
/31
$1,595,000 Sold Oct 01, 2025
- 2,020 Sq Ft
- $790/SF
- 26 Days On Market
- 5 Beds
- 3 Baths
- Built 1981
16 Hye Rd, Edgartown, MA 02539

PROPERTY WAS SOLD "AS IS" and was recently connected to the town sewer.Edgartown House and Guest House located close to Morning Glory Farm and less than 2 miles to downtown. The main house was recently freshened up and features an open floor plan with 3 bedrooms/2 baths. Freshly painted throughout. The wood floors on the first floor were refinished. New carpet on the stairs and luxury vinyl

Michele Moore Island Real Estate

16 Hye Rd, Edgartown, MA 02539

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

16 Mill St, Edgartown, MA 02539

/4
$1,100,000
- Land
- 1 Acre
- $1,100,000 per Acre
25 Coffins Field Rd, Edgartown, MA 02539

3 bedroom or 1 bedroom per 15,000 sq ft whichever is greater

Casandra Hyland Landmarks at TODAY Real Estate

25 Coffins Field Rd, Edgartown, MA 02539
/28
$2,075,000 Sold Sep 29, 2025
- 2,638 Sq Ft
- $787/SF
- 372 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1998
24 Dark Woods Rd, Edgartown, MA 02539

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

Stephanie Burke Portfolio Real Estate, Inc.

24 Dark Woods Rd, Edgartown, MA 02539

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

2 Fishermans Knot Rd, Edgartown, MA 02539

/13
$1,100,000 Open Thu 11AM - 1PM
- Land
- 1 Acre
- $1,100,000 per Acre
25 Coffins Field Rd Unit 18, Edgartown, MA 02539

One-Acre Lot in a Peaceful Edgartown Neighborhood. Build your island dream home on this spacious one acre lot, nestled in a quiet, centrally located Edgartown neighborhood. Enjoy the best of both worlds-a tranquil setting that's just minutes from town, beaches, and all the Vineyard's favorite spots.This 3-bedroom lot offers excellent potential. Per the Board of Health, an enhanced septic

Casandra Hyland Landmarks at TODAY Real Estate

25 Coffins Field Rd Unit 18, Edgartown, MA 02539
/39
$2,500,000 Sold Sep 29, 2025
- 1,350 Sq Ft
- $1,852/SF
- 124 Days On Market
- 3 Beds
- 2 Baths
- Built 1988
31 The Blvd, Edgartown, MA 02539

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

Wendy Harman Compass

31 The Blvd, Edgartown, MA 02539

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

22 Kitts Field Cir, Edgartown, MA 02539

/3
$700,000
- Land
- 0.26 Acre
- $2,738,654 per Acre
2 Hope's Way Unit 31, Oak Bluffs, MA 02557

ESTEEMED BUILDER READY to BREAK GROUND! Purchase this exceptional lot in Lagoon Ridge and start designing and building your dream 3BR + home today! Execute a BUILDING CONTRACT or choose your own builder... Call for details and schedule a tour! Welcome to Oak Bluffs’ newest and most sought-after neighborhood, where you can construct your 3-bedroom home on a lofty setting, 95 feet above Lagoon

Marilyn Moses Ocean Park Realty Inc

2 Hope's Way Unit 31, Oak Bluffs, MA 02557
/138
$4,800,000 Sold Sep 24, 2025
- 4,167 Sq Ft
- $1,152/SF
- 50 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2020
264 Katama Rd, Edgartown, MA 02539

EDGARTOWN - KATAMA - A MUST SEE! Summer living at its best. A wonderful property, a luxury oasis, a retreat & personal playground, situated equidistant between South Beach & Downtown Edgartown, within walking distance to The Field Club. This prestigious location offers a perfect blend of classic Vineyard charm & modern sophistication. Main house features a dramatic, double-height entrance

Alisan Lohan-Conway Alisan Lohan-Conway Properties

264 Katama Rd, Edgartown, MA 02539

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

1 Old Squaw Cir, Edgartown, MA 02539

/15
$2,490,000
- Land
- 7.2 Acres
- $345,833 per Acre
3 Jacobs Neck Road (North Lot 1) Unit 2, Edgartown, MA 02539

Build your dream home on the special 7.2 acre North lot 1 private wooded property with 1/2 ownership in the beautiful 4.5 acre meadow in the grand Boldwater Association(BWA) on the glorious Edgartown Great Pond with approx. 3,000 ft of private barrier beach. BWA is 40 homesites on 450 acres with 150 acres of conservation abutting another 1,500 acres of conservation and a few large estates - all

Robert Kenney Tea Lane Associates

3 Jacobs Neck Road (North Lot 1) Unit 2, Edgartown, MA 02539
/35
$1,500,000 Sold Sep 22, 2025
- 2,336 Sq Ft
- $642/SF
- 277 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1980
8 Schoolhouse Village, Oak Bluffs, MA 02557

Located in a desirable Oak Bluffs neighborhood, surrounded by mature plantings and attractive, colorful landscaping, this property offers a pleasantly appointed 3-bedroom, 2.5-bath home and a recently renovated 1-bedroom, 1-bath apartment above the 2-car garage. The first floor features a spacious living room with a pellet stove and a fabulous great room with a wood-burning stove. French doors

Stephanie Roache Donnelly + Co.

8 Schoolhouse Village, Oak Bluffs, MA 02557

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

26 Morse St, Edgartown, MA 02539

/15
$2,490,000
- Land
- 7.08 Acres
- $351,695 per Acre
2 Jacob's Neck Rd Unit 2, Edgartown, MA 02539

Build your dream home or homes on the special 7.1 acre private wooded property surrounding a beautiful 4.5 acre meadow in the grand Boldwater Association (BWA) on the glorious Edgartown Great Pond with approx. 3,000 ft of private barrier beach. BWA is 40 homesites on 450 acres with 150 acres of conservation abutting another 1,500 acres of conservation and a few large estates - all convenient to

Robert Kenney Tea Lane Associates

2 Jacob's Neck Rd Unit 2, Edgartown, MA 02539
/34
$2,001,001 Sold Sep 19, 2025
- 1,746 Sq Ft
- $1,146/SF
- 116 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1985
17 Sutton's Way, Edgartown, MA 02539

Set on a beautifully landscaped half-acre in Katama, this thoughtfully reimagined ranch is just a short bike ride to South Beach or downtown Edgartown. The main house features 2 bedrooms, 1.5 baths, and a bright, open layout with a fully renovated kitchen (2020) showcasing quartz countertops, stainless appliances, and a serene coastal palette. The full bath was tastefully updated in 2024 with

Carson Crissman Compass | Point B

17 Sutton's Way, Edgartown, MA 02539

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

16 Forever Wild Way, Edgartown, MA 02539

/2
$1,250,000
- 1 Bed
- 1 Bath
- 855 Sq Ft
0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568

Unique new construction opportunity on Pennsylvania Ave in Oak Bluffs! Offered preconstruction so there is the ability to customize, this modern carriage house includes a spacious 1-bedroom apartment (855 sq ft with full kitchen, living room and bathroom) above a 2-car garage. Ideal for year round or seasonal residents, or businesses seeking to solve workforce housing needs along with secure

Peyton Wallace Studio Realty

0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568
/30
$5,800,000 Sold Sep 19, 2025
- 5,104 Sq Ft
- $1,136/SF
- 81 Days On Market
- 5 Beds
- 7 Baths
- Built 2021
10 Puwal Ln, Edgartown, MA 02539

KATAMA COMPOUND WITH POOL - TURNKEY & READY FOR USE THIS SUMMER! In an enclave of luxury homes in Katama, this 2021-built 5 bedroom, 5 bathroom property with three half-baths is being delivered turnkey with fine furnishings and most artwork. The home has everything the modern buyer wants, including two primary bedroom suites (one upstairs, one downstairs), all bedrooms with ensuite bathrooms, two

Mark Jenkins Wallace & Co. Sotheby's

10 Puwal Ln, Edgartown, MA 02539

/12
Not Listed For Sale
- 6 Beds
- 4.5 Baths
- 2,892 Sq Ft
9 Dunes Rd, Edgartown, MA 02539

9 Dunes Rd, Edgartown, MA 02539

/5
$2,850,000
- Land
- 1.52 Acres
- $1,875,000 per Acre
39 Slough Cove Rd, Edgartown, MA 02539

NEWLY LISTED | Build Your Katama Dream ✨Set in one of Martha's Vineyard's most sought-after locations, this newly created 1.5-acre parcel offers a rare opportunity to build your custom island retreat in the heart of Katama.Perfectly positioned near the pristine shores of South Beach, the level and conforming R60 lot provides endless potential for a main residence and an outdoor oasis

Francine Agnoli The Agency Martha's Vineyard

39 Slough Cove Rd, Edgartown, MA 02539
/40
$6,689,025 Sold Sep 19, 2025
- 5,166 Sq Ft
- $1,295/SF
- 122 Days On Market
- 6 Beds
- 7 Baths
- Built 1947
74 Turkeyland Cove Rd, Edgartown, MA 02539

This distinguished Edgartown Great Pond compound presents an exceptional collection of features and amenities. Situated within a highly desirable, secluded enclave on Turkeyland Cove, the 4.8-acre property includes two residences, a bespoke private in-ground swimming pool, approximately 400 feet of waterfront, outstanding water views, and a private beach lot on the Atlantic Ocean. The principal

Peyton Wallace Studio Realty

74 Turkeyland Cove Rd, Edgartown, MA 02539

/35
Est $3,092,686 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,407 Sq Ft
5 Hillman Dr, Edgartown, MA 02539

5 Hillman Dr, Edgartown, MA 02539

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Massachusetts Dukes County Edgartown

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