Edgartown Homes under $2 million

Welcome to Edgartown, a picturesque gem nestled in the heart of Martha's Vineyard, Massachusetts. This charming town, located in Dukes County, is renowned for its stunning coastal views, historic architecture, and vibrant community spirit. With its quaint streets lined with beautifully preserved 19th-century whaling captain's homes and a bustling harbor, Edgartown captures the essence of New England charm.

As you explore this captivating town, you'll find an array of activities to indulge in. From leisurely strolls along the scenic beaches to exploring the unique boutiques and art galleries, Edgartown offers something for everyone. The town's rich maritime history is evident in its well-maintained lighthouses and the iconic Edgartown Harbor, perfect for sailing, fishing, or simply soaking in the breathtaking sunsets.

For those considering a move to this idyllic locale, you'll be delighted to know that there are exquisite homes available for under $2 million. These properties range from cozy cottages to elegant family homes, each offering a blend of comfort and style. Imagine waking up to the sound of waves gently lapping at the shore or enjoying a sunset barbecue in your own backyard oasis.

Edgartown is not just a place to live; it’s a lifestyle. With its friendly community, rich cultural heritage, and stunning natural beauty, it’s no wonder that so many are drawn to call this enchanting town home. Whether you're looking for a seasonal retreat or a permanent residence, Edgartown has the perfect property waiting just for you. Discover your dream home in this coastal paradise today!

Newest Edgartown Homes under $2 million

$1,875,000

4 Beds ⋅ 3 Baths ⋅ 22605017 MLS

A peaceful retreat close to Edgartown's amenities, thoughtfully updated and refreshed with a new kitchen and light-filled living spaces, this four bedroom three bath home offers an easy, relaxed setting for family and guests. The main body of the home features one downstairs bedroom with two additional bedrooms upstairs plus a flex space with balcony, and a fourth bedroom with full bath and kitchenette located above the attached garage for a separate guest retreat. The walkout basement provides storage, laundry and future potential. A versatile property thoughtfully designed for comfortable year-round living and quintessential Vineyard summers. Bold Meadow community tennis & pickleball courts nearby and abutting State forest bike path and hiking trails right from your back door.

42 Bold Meadow Road, Edgartown

$1,875,000

4 Beds ⋅ 3 Baths ⋅ 73585957 MLS

42 Bold Meadow Road, Edgartown

$1,850,000

4 Beds ⋅ 6 Baths ⋅ 73582365 MLS

Discover this turnkey Edgartown home in a prime location near downtown dining and shopping, Edgartown Golf Club, and popular beaches. The refreshed interior features modern flooring, modern LED lighting, bathroom, and a bright kitchen with dark green granite countertops, tall windows, and a vaulted ceiling. All bedrooms have private en suite full baths, with two bedrooms on each floor. A sunroom opens to the deck and spacious backyard, offering room to relax or entertain. The home has town water and sewer and is being sold turnkey, excluding books and select personal items. Easy to show. This property is part of a First Look program. It allows owner occupant buyers to have their offers negotiated on day 8 of being listed. Owner occupants are those buyers that will occupy the property as their principal residence within 60 days of closing and will maintain their occupancy for at least 1 year. These buyers are required to sign an Owner Occupant Certification as part of the contract. An investor, trust, vacation or part-time residence, or purchasing for another person will be considered an Investor and are not eligible for First Look. Investors are welcomed to make offers the initial 30 DOM, but will not be countered until day 31. Some images in this listing have been virtually staged

32 Norton Orchard Rd, Edgartown

$1,399,000

1 Baths ⋅ 73580947 MLS ⋅ ["Mariner's Landing"] BLDG.

A standout commercial offering in Edgartown, combining striking contemporary design with exceptional flexibility. Located just outside the historic district and just shy of 2,000 square feet, this commercial condominium offers a beautifully finished, thoughtfully designed interior that feels anything but ordinary. Soaring ceilings, polished concrete floors, dramatic black architectural details and walls of glass create a sophisticated, light-filled space with a modern industrial aesthetic. The versatile layout features an open reception or showroom area, multiple private rooms, a glass-enclosed conference room, additional work areas, and a half bath, allowing the space to adapt easily to a variety of business needs. A full 1,520± square foot basement provides substantial expansion, storage and utility space. Central heat and air conditioning, fire sprinkler system, town water and sewer, on-site parking and a dedicated loading area add everyday convenience and functionality. Renovated in 2021 with an uncommon level of style and attention to detail, this is a compelling opportunity for an owner-user or investor. The Master Deed allows for a broad range of commercial uses, subject to Edgartown zoning and other applicable regulations and restrictions.

1 Mariners Way Unit A, Edgartown

$1,825,000

7 Beds ⋅ 4 Baths ⋅ 73580261 MLS

Two complete homes on one acre in Edgartown's Smith Hollow neighborhood — a rare find. Set at the end of a paved cul-de-sac, the property gives each house its own septic system, its own landscaped yard, and enough separation for real privacy.The main house has four bedrooms and two baths, along with a basement and a drive-under garage. The guest house features three bedrooms, two baths, a full basement, and laundry. With a solid rental history already in place, this is a chance to get two houses for the price of one.

4 Farm Way, Edgartown

$1,975,000

2 Beds ⋅ 2 Baths ⋅ 22604140 MLS

LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 94 at 131 N. Water Street is a beautifully appointed 730± sq. ft., second-floor condominium featuring 2 bedrooms and 2 baths in the heart of Edgartown.This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel's renowned amenities and services. Coastal-inspired interiors feature high ceilings, abundant natural light, a propane fireplace, and an inviting open living area. The well-equipped kitchenette includes a microwave, and refrigerator/freezer. Owners enjoy concierge services, daily housekeeping, a fitness center, heated salt-water pool, and gas fire pits.This landmark property offers a rare opportunity to enjoy the Vineyard lifestyle with convenience and peace of mind. Unit 94 combines convenience and a sought-after Edgartown address making it an ideal retreat for those seeking an extraordinary living experience.

131 N Water Street, Edgartown

$1,500,000

3 Beds ⋅ 2 Baths ⋅ 73559452 MLS

CHAPPAQUIDDICK – Opportunity awaits on this conforming 3-acre parcel, featuring a year-round home with a 5-bedroom septic system, offering exceptional potential for future expansion, including a guest house. Privately tucked away off the main road, yet conveniently located just minutes from the Chappaquiddick Community Center, the Ferry, Wasque Beach, and Quammox Preserve with its public access to Katama Bay, this property is perfectly positioned to enjoy the best of Chappy. Abutting conservation land, with the Cross Chappy Trail and Pocha Pond Reservation just outside your door, it offers direct access to some of the island's most treasured natural landscapes. The home's efficient floor plan features a first-floor bedroom, open living spaces, and a cozy sunroom, creating the perfect retreat to enjoy all that Chappaquiddick has to offer today, while providing outstanding opportunities for future expansion.

8 Pip'n Circle, Edgartown

$1,800,000

4 Beds ⋅ 3 Baths ⋅ 22601985 MLS

Welcome to your coastal retreat in sought-after Sengekontacket, offered fully turnkey and ready to enjoy from day one. This light-filled contemporary home blends comfort, style, and exceptional community amenities in one of Martha's Vineyard's most desirable central Island locations. Designed with soaring vaulted ceilings and oversized windows, the home is flooded with natural sunlight throughout. The first floor features three spacious bedrooms and a full bath with double vanities, while warm oak and maple flooring pair elegantly with custom cherry staircases and built-ins. The open-concept second level creates the perfect gathering space for entertaining and relaxed coastal living. The kitchen, dining, and living areas flow seamlessly together and open through three sliding doors onto an expansive sun-drenched deck -- ideal for alfresco dining, morning coffee, sunset cocktails, or summer entertaining. The private primary suite offers its own slider to the deck, along with a spa-like en suite bath featuring a Jacuzzi tub, separate shower, walk-in closet, and dressing area. The lower level is an unexpected highlight, boasting dramatic eighteen-foot ceilings, overs

18 Wood Duck Way, Edgartown

131 North Water St-Huxford Cottage Unit 94, Edgartown

$1,975,000

2 Beds ⋅ 2 Baths ⋅ 73553679 MLS

LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 94 at 131 N. Water Street is a beautifully appointed 730± sq. ft., second-floor condominium featuring 2 bedrooms and 2 baths in the heart of Edgartown.This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel’s renowned amenities and services. Coastal-inspired interiors feature high ceilings, abundant natural light, a propane fireplace, and an inviting open living area. The well-equipped kitchenette includes a microwave, and refrigerator/freezer. Owners enjoy concierge services, daily housekeeping, a fitness center, heated salt-water pool, and gas fire pits.This landmark property offers a rare opportunity to enjoy the Vineyard lifestyle with convenience and peace of mind. Unit 94 combines convenience and a sought-after Edgartown address making it an ideal retreat for those seeking an extraordinary living experience.

131 North Water St-Huxford Cottage Unit 94, Edgartown

$1,395,000

3 Beds ⋅ 2 Baths ⋅ 73549401 MLS

Contemporary Island Retreat - A smart opportunity for buyers seeking a low-maintenance Vineyard home near Edgartown Village, this contemporary retreat offers convenient access to shopping, services and the bike path connecting the three down-Island towns. Ideal as a year-round residence, seasonal getaway or potential vacation rental, the home features an open living and dining area, efficient kitchen and welcoming living room with wood-burning fireplace. Outdoor living includes a sunny south-facing front deck, newer rear deck for grilling and dining, and a second-floor balcony perfect for morning coffee. Natural landscaping keeps upkeep simple, while a detached Party/Game Shed with French doors opens to the backyard and firepit area, offering flexible bonus space for entertaining, remote work or relaxing after a day at the beach or in town.

44 Prices Way, Edgartown

$1,775,000

4 Beds ⋅ 3 Baths ⋅ 73531632 MLS

Set at the end of a cul-de-sac, this property offers a peaceful setting on .71 acres, with easy access to more than 25 acres of Land Bank conservation land. Morning Glory Farm is just a short distance away, offering a wonderful connection to the seasonal beauty and character of the Island. The bike path, Edgartown Village, and South Beach are also nearby, providing an easy balance of privacy and convenience. Filled with natural light, the post-and-beam home features a spacious kitchen with a large center island, walk-in pantry, and garden access. The dining area opens to a generous deck, while the sunken living room features cathedral ceilings, a floor-to-ceiling brick fireplace, and views of the surrounding landscape. A first-floor bedroom and full bath offer flexibility for guests. Upstairs, the primary suite includes a half bath, along with two additional bedrooms and a full bath. Established gardens, an outdoor shower, and expansive decking extend the living space outdoors. A basement provides additional storage and overflow space. Town sewer allows for expansion to as many as seven bedrooms, offering meaningful future potential in a private and well-connected Edgartown setting.

99 Old Purchase Road, Edgartown

$1,395,000

3 Beds ⋅ 1 Baths ⋅ 73490019 MLS

Opportunity Knocks - Located within close proximity to Edgartown Village shops, restaurants, parks, and everyday conveniences, this fixer upper offers the rare chance to renovate in a location that truly shines. This property is full of potential for buyers, investors, or renovators looking to create something special. Bring your vision and transform this property into your signature retreat, while building value in a sought-after location. A fantastic opportunity to customize, restore, and make it your own. NOTE: Being sold as-is; estate rules apply. Sale is subject to probate approval and court confirmation.

17 Chapman La, Edgartown

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