This expansive historic compound in the heart of Edgartown village offers the perfect blend of old-world charm and modern luxury. Just steps away from Edgartown's finest restaurants and shops, this stunning property has been completely renovated by SternMcCafferty Architecture + Interiors, showcasing a harmonious balance of contemporary design and traditional architectural details. Upon entering, you'll be greeted by a sophisticated interior with open-plan living spaces designed for easy entertaining. The mainlevel features sleek modern furnishings, flowing from the kitchen and dining area through French doors to a beautifully landscapedoutdoor patio, ideal for al fresco dining and relaxati
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 prides itself in complementing and maintaining the natural surroundings. Step into the entryway to a sunlit, front-facing kitchen featuring granite countertops, custom cabinetry and coordinated built-in desk. The open-concept living room boasts soaring ceilings, a commodious dining area and a wall of sl
CHARMING VINTAGE HOME IN THE HEART OF EDGARTOWN VILLAGE. Nestled within lush perennial gardens and surrounded by hedges and a classic picket fence, the Charles W. Crowell House is a delightful antique home that captures the essence of a bygone era. With its origins dating back to 1760, the home boasts beams crafted from trees that once grew on the property. These timeless timbers are prominently showcased throughout the home, adorning the ceilings and walls with their enduring presence. Renovated in 2010 to incorporate modern conveniences such as updated electrical, central air conditioning and refreshed kitchen and baths, the residence has seamlessly blended contemporary comfort with its o
With captivating harbor views, this generational home on North Water Street is a rare offering. The property features a 6-bedroom, 5.5-bath primary residence, with restoration work nearing completion and ongoing improvements that combine classic elegance with modern comfort. The property also includes newly constructed additions completed in Spring 2023: a 1-bedroom, 1-bath guest house and a 2-car carriage house with its own 1-bedroom, 1-bath living quarters. The private backyard oasis is perfect for relaxation and entertainment, featuring a 16' x 32' saltwater pool and spa, complete with a pool cabana. This extraordinary property is a must-see.
Gorgeous post-and-beam home built by a respected contractor. This spacious house plus detached guest quarters is on the outskirts of the village conveniently located on the way to South Beach. The property is at the end of a long driveway off Katama Road and is private and quiet. Upon arrival, you are greeted by beautiful landscaping with large beds of hydrangeas. There are 3 bedrooms in the main house, including on the first floor a large Great Room and a spacious primary bedroom suite. The living area spills out naturally onto a large fir deck. Upstairs is a secondary sitting area plus two bedrooms and a bath. There is a 2-bay garage with guest quarters upstairs. There is plenty of room f
NEW CONSTRUCTION, EDGARTOWN COMPOUND. This property offers a PRIMARY HOME, with four levels of living amongst 5,914 sq. ft. of high end finished space. The PRIMARY HOME has four bedrooms, each bedroom with a private bath, there is a half bath, a mud room, an open floor plan with a gourmet kitchen, dining and living room. The 2nd floor offers three bedroom en-suites. The top level offers 994 sq. ft. The lowest level, (basement area), offers 1,319 sq. ft. of finished space. An attached two car garage opens into a well thought out mudroom area with half bath. The GUEST HOUSE offers one bedroom, full bath, kitchen/dining/lounge area. The GUEST HOUSE offers additional storage in the unfinished b
$5,800,000
5 beds5.5 baths6,682 sq ft
23 Pinehurst Rd, Edgartown, MA 02539
0.42 acre lot • 2 garage spots • Somewhat walkable
Welcome to this beautiful in-town oasis! With a brand new gunite pool with integrated spa, this charming four bedroom home shines in downtown Edgartown. Perfect for a variety of buyers with an established rental history (summertime rate consistently at $20,000/week), this home is a fabulous gathering place and a true gem. The first floor is exceptionally sunny and open, with a high-ceilinged foyer and bright wood floors. There is a primary suite on the first floor and two large bedroom suites on the second floor. The lower level is also finished with a fourth bedroom and bathroom. The pool was completed in 2022 by Easton Pools, with elegant bluestone and landscape creating the perfect summe
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 sliding glass doors to covered porch. First floor primary ensuite, private lounge, walkthrough closet and direct access to the rear deck and one of two outdoor shower's. Chic and functional entry and linen closet with washer/dryer. Luxuriate amidst mahogany covered screened-in porch, spacious outdo
Seize the chance to possess a truly extraordinary, highly esteemed, and unparalleled property on the East Coast! Edgartown, known for its rich history, nautical charm, and scenic beauty is home to this remarkable property being offered for the first time in over 30 years! Sited at the center of the harbor sits this rare offering featuring a beautifully appointed three-story residence with fabulous views, a two-story clubhouse on the harbor and more than 500 feet of deep-water dockage, capable of accommodating up to ten vessels, including superyachts. The waterfront clubhouse is ideal for entertaining guests at the harbor’s edge. Utilize the docks for your own private fleet of boats, p
43 Peases Point Way South is where warmth and style meet sophistication, creating a truly one-of-a-kind living experience in the heart of Edgartown Village. Once you step through the gated arbor, you are welcomed by a lovely courtyard, creating the first of many unexpected and special moments carefully planned to provide the utmost privacy and tranquility, whether indoors or out. The Patrick Ahearn-designed home, just a short stroll away from Main Street shops, restaurants and the scenic Edgartown harbor, is elevated by its exceptional interior finishes and distinctive floor plan. Unparalleled luxury is carried through all levels of living, including an awe-inspiring outdoor space anchored
EDGARTOWN VILLAGE - One block from Main Street sits an impeccably constructed home with an interior design that provides a sense of elegance and style. The luxurious indoor and outdoor living areas take entertaining to the next level. Resort-like grounds feature a covered open-air terrace with wood burning fireplace, heated Gunite pool, built-in BBQ, blue stone patios and beautiful landscaping. Indoors, antique wide pine flooring, wooden beams and five fireplaces throughout the home exude warmth and character. The entry foyer sets expectations at the door and has high ceilings, a coat closet, powder room, and a winding staircase to the second floor. A formal dining room, the living room, an
PRIME 1.5 ACRE BUILDING LOT IN EDGARTOWN - Seize this opportunity to design and build your very own signature estate in Katama including the possibility of a Main House, Guest House, Garage, Pool, and more! This conforming, R-20 prime building parcel will support EIGHT BEDROOMS (8) with a standard Title 5 septic system. Nestled in an area of fine homes and ideally located on the edge of famed Katama, just 4 minutes to Main Street in Edgartown. PLEASE NOTE: Locus shown in first photo is approximate. Refer to attached documents for complete survey.
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 for outdoor enjoyment. This pristine move-in ready home with a full basement and AC has been lovingly maintained with many new updates including a new roof, shingling, a new furnace, new irrigation and professional landscaping. This fabulous offering enjoys all the components of a Vineyard dream hom
nter into an impressive foyer that leads to a grand living room with coffered ceilings and expansive windows overlooking a large gunite pool. The gourmet kitchen is a chef's delight, equipped with top-of-the-line appliances, custom cabinetry and a spacious island for culinary creations. The dining area offers an elegant setting for hosting guests, while a separate den provides a tranquil retreat. Additionally, a guest or primary suite with a private bath adds convenience and comfort to this exceptional living space. Laundry room adds practicality to this elegant and refined living environment.
Enjoy the convenience of Dark Woods, a quiet neighborhood in an ideal location close to the Village, bike path, beaches, and 27 acres of Sheriff’s Meadow conservation land. Tucked in the woods of the pleasant Dark Woods community, this property has been meticulously maintained and is ready for your enjoyment. The first floor features a fabulous living room with a gas fireplace and a formal dining room. Overlooking a private backyard is the open eat-in kitchen with direct access to a 2-tiered deck. A bar/pantry is conveniently located between the dining room and kitchen, and bonus space above the 2-car garage. The primary ensuite with a renovated bathroom is on the right and 2 large gu
Welcome to BRAND NEW CONSTRUCTION!! 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 is perfect for those seeking privacy, tranquility and natural beauty yet a convenient 1.6 mile distance to Edgartown Village. The first floor of this luxurious home features a grand living room with expansive windows overlooking a large pool. The gourmet kitchen is a chef's delight, equipped with top-of-the-line appliances, custom cabinetry and a spacious island for culinary creations. The dining area offers an elegant setting for hosting guests, while a separate den provides a tranquil retreat. Additionally, a