Edgartown, MA Homes

/42
$2,500,000
- 4 Beds
- 3.5 Baths
- 1 Sq Ft
10 Wood Duck Way, Oak Bluffs, MA 02557

Perched on a hill, this waterfront house encompasses three levels of living. Thoughtfully designed and well cared for, this home provides calming water views and direct access to Wiggy's freshwater Pond from almost every room. The main level boasts a kitchen fitted with high-end appliances and opens to the dining room, deck, and airy living room with exposed beams, a gas fireplace, and large

Marcia Sullivan Garvey Donnelly + Co.

10 Wood Duck Way, Oak Bluffs, MA 02557
/28
$29,300 per month
- 3 Beds
- 2.5 Baths
- 1,871 Sq Ft
- House for Rent
76 Mattakesett Way Ed313, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $7,325. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This upside-down house was built in 2007. Sit out on the upper deck to panoramic ocean views or grill your favorite seafood while taking in the view. Watch the sun set to a new and beautiful aurora each night on either of the decks or while lazing on the porch swing.The

Karen Overtoom Karen M. Overtoom R.E.

76 Mattakesett Way Ed313, Edgartown, MA 02539
/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

/27
Est $1,973,094 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,428 Sq Ft
1 Gray Gull Cir, Edgartown, MA 02539

1 Gray Gull Cir, Edgartown, MA 02539

/39
$2,650,000
- 4 Beds
- 6 Baths
- 2,694 Sq Ft
16 Mockingbird Dr, Edgartown, MA 02539

Experience the ultimate Vineyard getaway in this custom Colonial that perfectly balances sophistication with Island charm. This thoughtfully designed property features soaring 9-foot ceilings, authentic Heart Pine flooring, and a show-stopping gourmet kitchen complete with professional-grade Viking appliances, handcrafted soapstone countertops, and a statement Carrara marble island. The spacious

Emma Kennedy Sandpiper Realty Inc

16 Mockingbird Dr, Edgartown, MA 02539
/31
$50,000 per month
- 5 Beds
- 5 Baths
- 2,975 Sq Ft
- House for Rent
17 Edgartown Bay Rd Ed328, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Private Beach, Waterfront, Mooring and Dock!! Spend your days looking at beautiful Katama Bay. Dock your boat or relax at your private beach. This large Classic Vineyard Home sleeps 10, has two living rooms, protected porch area and a really great front yard leading to

Karen Overtoom Karen M. Overtoom R.E.

17 Edgartown Bay Rd Ed328, 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

/23
Est $2,641,179 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,252 Sq Ft
5 Bold Meadow Cir, Edgartown, MA 02539

5 Bold Meadow Cir, Edgartown, MA 02539

/27
$2,700,000
- 4 Beds
- 3 Baths
- 2,001 Sq Ft
2 Orchard Ln, Edgartown, MA 02539

Welcome to this 4 bedroom home, with a pool, perched on the neighborhood hilltop. This tri-level cape offers an eat in kitchen featuring granite countertops, a Viking gas range, a double basin sink, a built in banquette and views of the front covered porch and hardscaped rear yard. The primary level presents with a living room, a separate bar area offering a wine refrigerator/dishwasher, a full

Michele Casavant Vineyard Village Realty

2 Orchard Ln, Edgartown, MA 02539
/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
/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

/22
Est $2,584,292 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,050 Sq Ft
23 Majors Cove Ln, Edgartown, MA 02539

23 Majors Cove Ln, Edgartown, MA 02539

/28
$2,499,000
- 3 Beds
- 3.5 Baths
- 2,638 Sq Ft
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 Martha's Vineyard Seacoast Properties

24 Dark Woods Rd, Edgartown, MA 02539
/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
/20
$4,565,000 Sold Apr 11, 2025
- 5,063 Sq Ft
- $902/SF
- 109 Days On Market
- 6 Beds
- 6 Baths
- Built 2024
61 Division Rd, Edgartown, MA 02539

KATAMA - CONSTRUCTION IN PROGRESS - This elegant 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 boasts

Jennifer DaSilva Compass | Point B

61 Division Rd, Edgartown, MA 02539

/7
Not Listed For Sale
- 6 Beds
- 7 Baths
- 6,783 Sq Ft
3 Duarte Cir, Edgartown, MA 02539

3 Duarte Cir, Edgartown, MA 02539

/64
$3,250,000
- 4 Beds
- 5 Baths
- 5,165 Sq Ft
63 Bayes Hill Rd, Oak Bluffs, MA 02557

Tucked away in a serene setting, this beautifully designed custom home offers the ultimate in privacy, comfort, and luxury living. The first floor features a spacious open-concept design, seamlessly blending the dining room, kitchen, wet bar, and living area-perfect for entertaining or relaxing with the family. Home chefs will fall in love with the gourmet kitchen complete with custom cabinetry,

Casandra Hyland Landmarks at TODAY Real Estate

63 Bayes Hill Rd, Oak Bluffs, MA 02557
/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
/43
$1,675,000 Sold Apr 04, 2025
- 2,094 Sq Ft
- $800/SF
- 276 Days On Market
- 3 Beds
- 3 Baths
- Built 1994
7 N Bog Rd, Edgartown, MA 02539

A private magical setting. Enjoy your morning coffee overlooking a splendid Koi pond surrounded by mature trees, shrubs and perennials. Truly an oasis of nature. This location, on a quiet side street just off the Edgartown/West Tisbury road, is close to town, South Beach and Morning Glory Farm. A beautifully custom built Post and Beam home has been artfuly crafted with a variety of hardwoods

Robin Perschel Feiner Real Estate

7 N Bog Rd, Edgartown, MA 02539

/32
Est $2,600,297 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,101 Sq Ft
10 Codman Spring Rd, Edgartown, MA 02539

10 Codman Spring Rd, Edgartown, MA 02539

/32
$2,999,000
- 8 Beds
- 7.5 Baths
- 3,770 Sq Ft
72 Chappaquiddick Ave, Edgartown, MA 02539

WELCOME to this turn-key CHAPPY COMPOUND! This property offers it ALL, with its Six (6) Bedroom, Five (5) bath Primary Home, Two (2) bedroom, Two (2) bath GUEST HOUSE, expansive POOL HOUSE with a bath, kitchenette, large lounge area topped with a cathedral ceiling, a WORKOUT & GAME BARN, a POOL, a VOLLEY BALL COURT and a TENNIS COURT that doubles into TWO PICKLE BALL COURTS, and a BASKETBALL

Michele Casavant Vineyard Village Realty

72 Chappaquiddick Ave, Edgartown, MA 02539
/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
/39
$2,803,000 Sold Apr 04, 2025
- 2,254 Sq Ft
- $1244/SF
- 360 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1986
1 Marchants Path, Edgartown, MA 02539

Elegant colonial on lush 1/2 acre parcel near downtown Edgartown offered fully turnkey. Three spacious bedrooms, two full and one-half bathrooms, and over 2,250 sqft of living space. Double height main living/dining with sliding glass doors to outdoor living, new Velux skylights and gas fireplace. Newly refreshed gourmet kitchen with all stainless appliances, quartz countertops, island eatery and

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

1 Marchants Path, Edgartown, MA 02539

/19
Est $1,213,394 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,520 Sq Ft
46 Windsor Dr, Edgartown, MA 02539

46 Windsor Dr, Edgartown, MA 02539

/58
$2,595,000
- 4 Beds
- 4 Baths
- 3,039 Sq Ft
99 The Blvd, Edgartown, MA 02539

Welcome to a stunning blend of contemporary elegance and charm nestled in the heart of Edgartown. This exquisite water view residence offers 3 spacious bedrooms and 4 luxurious bathrooms, encompassing a generous amount of meticulously designed living space.The luxurious and versatile interior boasts a modern, move-in ready design, with a gourmet kitchen and recently renovated spaces. Whether

Jennifer DaSilva Compass | Point B

99 The Blvd, Edgartown, MA 02539
/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
/8
$390,000 Sold Apr 01, 2025
- Land
- 0.25 Acre
- $1,560,000 per Acre
- 83 Days On Market
0 Concord Ave, Oak Bluffs, MA 02568

GROVEDALE BUILD YOUR DREAM OPPORTUNITY - Along a quiet country lane and close to all Oak Bluffs has to offer, this level lot is located in a neighborhood of nicely landscaped homes. The pride of ownership is apparent in this locale. There are not many opportunites like this left on Martha's Vineyard.

Leslie C. Floyd Portfolio Real Estate, Inc.

0 Concord Ave, Oak Bluffs, MA 02568

/30
Est $2,434,092 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,404 Sq Ft
10 Gerts Way, Edgartown, MA 02539

10 Gerts Way, Edgartown, MA 02539

/25
$2,999,000
- 6 Beds
- 4 Baths
- 1,616 Sq Ft
34 Massasoit Ave, Oak Bluffs, MA 02568

Located on the corner of Circuit Ave and Massasoit this B1 property with mixed use capability has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms and plenty of room to build a commercial building facing Circuit Ave. The house spacious home with a large wrap around porch would be a great weekly rental property or for employee housing. Right in the heart of Oak Bluffs, walkable to

Carleen Cordwell Anchor Realty of Martha's Vineyard

34 Massasoit Ave, Oak Bluffs, MA 02568
/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
/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

/29
Est $1,923,841 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,750 Sq Ft
165 W Tisbury Rd, Edgartown, MA 02539

165 W Tisbury Rd, Edgartown, MA 02539

/27
$3,100,000
- 1 Bed
- 1 Bath
- 1,028 Sq Ft
114 Meeting House Way, Edgartown, MA 02539

Discover this private Katama retreat, perfectly situated on over 3 acres of forested and landscaped grounds. Located just a mile from Edgartown Great Pond and a little over 2 miles from both South Beach and Edgartown Village, this contemporary guesthouse offers the ultimate island escape. Built in 2018, it boasts a proven rental history and is outfitted with every modern amenity. With a 6-bedroom

Rose Ryley Sandpiper Realty

114 Meeting House Way, Edgartown, MA 02539
/15
$30,000 per month
- 3 Beds
- 3 Baths
- 2,888 Sq Ft
- House for Rent
101 Peasepoint Way Ed324, Edgartown, MA 02539

THIS IS A SUMMER RENTAL ONLY. This grand and stately home is located in Starbuck Point in Edgartown. The home is elegantly furnished with traditional charm . The Captain's house is surrounded by neatly manicured lawns and the ocean is at the end of the street. It is a five minute walk to the Edgartown Village and Harbor for shopping, dining or theater.

Karen Overtoom Karen M. Overtoom R.E.

101 Peasepoint Way Ed324, Edgartown, MA 02539
/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

/14
Est $1,909,757 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,519 Sq Ft
2 Lexington Ave, Edgartown, MA 02539

2 Lexington Ave, Edgartown, MA 02539

/27
$3,100,000
- 1 Bed
- 1 Bath
- 1,028 Sq Ft
114 Meeting House Way, Edgartown, MA 02539

Discover this private Katama retreat, perfectly situated on over 3 acres of forested and landscaped grounds. Located just a mile from Edgartown Great Pond and a little over 2 miles from both South Beach and Edgartown Village, this contemporary guesthouse offers the ultimate island escape. Built in 2018, it boasts a proven rental history and is outfitted with every modern amenity. With a 6-bedroom

Rose Ryley Sandpiper Realty Inc

114 Meeting House Way, Edgartown, MA 02539
/13
$27,000 per month
- 4 Beds
- 3.5 Baths
- 1,962 Sq Ft
- House for Rent
20 Bay Lot Circle Ed323, Edgartown, MA 02539

THIS IS A SUMMER RENTAL ONLY. Vacation by the beach in a relaxed contemporary home offering fabulous panoramic views of Edgartown Harbor, Chappiquidick, Katama Bay and South Beach. Our Katama Bay home is located off of Edgartown Bay Road at the quiet cul-de-sac,close to the beaches and boat launch access. For those who love the ocean breezes and sandy beaches, there is great sunbathing,

Karen Overtoom Karen M. Overtoom R.E.

20 Bay Lot Circle Ed323, Edgartown, MA 02539
/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

/36
Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,780 Sq Ft
52 Marthas Rd, Edgartown, MA 02539

52 Marthas Rd, Edgartown, MA 02539

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