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SEARCH RESULTS: 50 Listings
Chilmark - All Property Types
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LINK ID: 44498
Town: Chilmark
Address: 18 Point Inner Way, Chilmark MA 02535
Type: Single Family Residence
$45,000,000.00
A rare offering on the shores of Menemsha Pond, this extraordinary contemporary waterfront estate redefines luxury living in Chilmark. Thoughtfully designed with striking modern architecture, walls of glass, and seamless indoor-outdoor living, this one-of-a-kind compound captures breathtaking water ...
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LINK ID: 44353
Town: Chilmark
Address: 146 Quenames Road, Chilmark MA 02535
Type: Single Family Residence
$32,500,000.00
Set on 60 acres along one of the most private and unspoiled stretches of Atlantic coastline in Chilmark, this exceptional estate offers a rare combination of scale, privacy, and enduring coastal beauty. With over 800 feet of direct ocean frontage, the property commands expansive views while maintain...
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LINK ID: 44796
Town: Chilmark
Address: 25 Brickyard Road, Chilmark MA 02535
Type: Single Family Residence
$16,250,000.00
Perched on an elevated 10.69-acre site just off picturesque North Road in Chilmark, this exceptional private compound brings together natural beauty and architectural distinction. Designed by renowned architect Patrick Ahearn, the residence enjoys dramatic views across the Menemsha Hills and Vineyar...
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LINK ID: 43569
Town: Chilmark
Address: 0, 36, 38 Black Point Road, Chilmark MA 02535
Type: Unimproved Land
$16,000,000.00
Forty six extraordinary acres on Black Point Pond with easy access to Black Point sandy ocean beach. Magical expansive views of meadows, pond and ocean. This estate-sized property abuts 140 acres of Sheriff’s Meadow conservation land, offering exceptional privacy. A simple 1041 square foot two bed...
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LINK ID: 44495
Town: Chilmark
Address: 0, 36, 38 Black Point Road, Chilmark MA 02535
Type: Single Family Residence
$16,000,000.00
Forty six extraordinary acres on Black Point Pond with easy access to Black Point sandy ocean beach. Magical expansive views of meadows, pond and ocean. This estate-sized property abuts 140 acres of Sheriff's Meadow conservation land, offering exceptional privacy. A simple 1041 square foot two be...
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LINK ID: 44568
Town: Chilmark
Address: 8 Snail Road, Chilmark MA 02535
Type: Single Family Residence
$15,400,000.00
Horizon House sits atop one of Chilmark's most private and elevated parcels, offering protected and sweeping views of the Atlantic Ocean. Framed by meadow, mature trees, stone walls, and native terrain, the estate holds an extraordinary connection to both land and sea. The 4+ bedroom main house has ...
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LINK ID: 40007
Town: Chilmark
Address: 64 Squibnocket Farm Road, Chilmark MA 02535
Type: Single Family Residence
$14,500,000.00
Welcome to an extraordinary waterfront retreat, where luxury meets nature perfectly. This exclusive property offers unparalleled access to breathtaking views, serene landscapes, and the soothing sounds of water lapping against the shore.
Squibnocket Farm Road is renowned for its unspoiled beauty an...
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LINK ID: 43060
Town: Chilmark
Address: 16 Shotnaigher Lane, Chilmark MA 02535
Type: Single Family Residence
$10,950,000.00
New to market this completely renovated water view home is located in a private enclave of upscale homes fronting on Squibnocket Pond in Chilmark. There are 360 degree views from this 3.6 acre hilltop site offering views of the pond, Atlantic Ocean and north to Menemsha Pond and the Vineyard Sound...
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LINK ID: 44509
Town: Chilmark
Address: 6 Wakeman Road, Chilmark MA 02535
Type: Single Family Residence
$9,875,000.00
Set in a spectacular water view setting with private beach access, this exceptional coastal compound offers a rare blend of privacy, flexibility, and breathtaking scenery. The property is thoughtfully composed of a beautifully appointed main residence, a separate guest house, an artist’s studio, a...
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LINK ID: 44823
Town: Chilmark
Address: 23 Flanders Lane, Chilmark MA 02535
Type: Single Family Residence
$9,750,000.00
A rare offering of land, history, and sweeping water views — this exceptional 8.7+/- acre estate commands panoramic views of Menemsha Pond and Vineyard Sound from its rolling lawns and open meadows. Property includes parking and access to Menemsha Pond.
Whether you're drawn by the storied architec...
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LINK ID: 44277
Town: Chilmark
Address: 78 Hammett Road, Chilmark MA 02535
Type: Single Family Residence
$6,750,000.00
This magnificent Spring Point waterfront property, perched 50 ft above sea level and 425 ft back from the North Shore bluff, boasts beautiful views of the Vineyard Sound, Aquinnah coastline and the Elizabeth Islands -- and year dramatic year round sunsets.
The property at the end of a well maintai...
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LINK ID: 44243
Town: Chilmark
Address: 34 Edys Island Way, Chilmark MA 02535
Type: Single Family Residence
$6,250,000.00
Waterfront house and guest house with a private dock on Menemsha Pond. This location is in the heart of Menemsha, a waterfront enclave within walking distance of this classic Harbor. Built and cared for over four generations by an Island legacy family, this property is unique among Island estates fo...
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LINK ID: 44873
Town: Chilmark
Address: 44 Cencelle, Chilmark MA 02535
Type: Unimproved Land
$6,250,000.00
This exceptional 21-acre estate offers sweeping ocean views, remarkable privacy, and a rare opportunity to create a truly special island retreat. Tucked among the rolling hills, open farmlands, and woodlands of Chilmark, the property combines a profound sense of seclusion with extraordinary natural ...
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LINK ID: 44310
Town: Chilmark
Address: 17 Chockers Lane, Chilmark MA 02535
Type: Single Family Residence
$5,500,000.00
Perfectly situated on Nashaquitsa Pond, this charming two-bedroom cottage offers sweeping views of Quitsa and Menemsha Pond from a rare vantage point few properties can match. The cottage includes private beach rights to Short Beach and dock access for a mooring.
Inside, hand-painted floors and a w...
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LINK ID: 44596
Town: Chilmark
Address: 8 Wauwompauque Trail, Chilmark MA 02535
Type: Single Family Residence
$5,300,000.00
Abels Hill opportunity! Coastal living at its finest in this contemporary Abels Hill retreat, where south-facing ocean views and exceptional amenities define the lifestyle. Situated within one of Chilmark's most sought-after communities, the property enjoys exclusive access to the Atlantic Ocean, Ch...
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LINK ID: 44546
Town: Chilmark
Address: 49 Gosnolds Way, Chilmark MA 02535
Type: Single Family Residence
$5,200,000.00
Set high on the north shore with panoramic waterviews of Vineyard Sound and deeded private beach access, this secluded 9.8-acre property occupies a rare setting bordered by conservation land and the Menemsha Hills trail network.
The spacious, meticulously maintained residence features a reverse floo...
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LINK ID: 44534
Town: Chilmark
Address: 35 South Bowl Road, Chilmark MA 02535
Type: Single Family Residence
$4,995,000.00
Rare opportunity in the Seven Gates Farm community of Chilmark.
Designed by acclaimed architects Jane & Christian Langmuir, this exceptional home is nestled on 5.3 acres of beautifully landscaped grounds. Thoughtfully designed to embrace warmth, natural light, and its surrounding environment, the th...
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LINK ID: 44272
Town: Chilmark
Address: 44 Cencelle, Chilmark MA 02535
Type: Single Family Residence
$4,975,000.00
This private 17-acre Chilmark estate with ocean views, tucked away in the rolling hills and farmlands of Chilmark, offers sweeping ocean views to the south and a rare sense of seclusion and serenity. At the heart of the property is a striking modern style home, thoughtfully designed to bring the out...
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LINK ID: 44449
Town: Chilmark
Address: 61 Stonewall Road, Chilmark 022535
Type: Single Family Residence
$4,950,000.00
Introducing a refined contemporary Chilmark beach house with water views and deeded access to Stonewall Beach on the Atlantic Ocean. The property is set within the storied Stonewall Road and Beach Association - where homes are held for generations and lifelong friendships take root - and offers a tr...
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LINK ID: 44554
Town: Chilmark
Address: 131 State Road, Chilmark MA 02535
Type: Single Family Residence
$3,950,000.00
Magical waterfront Quitsa pond cottage with private dock will change your life living on the water. Every day is special when you have an intimate relationship with Quitsa Pond. Calm, safe and breathtaking, adventure is out the doorstep and the sunsets.... Designed with the setting in mind this s...
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LINK ID: 43929
Town: Chilmark
Address: 7 Black Point Road, Chilmark MA 02535
Type: Single Family Residence
$3,950,000.00
Laid-back charm meets island character in this one-of-a-kind up-island beach house. Set on 5.5 acres of natural beauty, this four-bedroom, three-bath main house is full of updates, with bright, fun spaces and a relaxed summer-camp vibe. The creative layout on a single level connects sections of the ...
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LINK ID: 44616
Town: Chilmark
Address: 3 Ben's Way, Chilmark MA 02535
Type: Single Family Residence
$3,900,000.00
Sited on 3.94 acres in the North Tabor Farm subdivision, this flexible 3-4 bedroom, 4 bath farmhouse offers privacy in a quiet, wooded, agricultural setting abutting working pastures. Built in 1995, this home features elegant living room and dining rooms with 12 foot ceilings and large paned windows...
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LINK ID: 43534
Town: Chilmark
Address: 96 Hammett Lane, Chilmark MA 02535
Type: Single Family Residence
$3,795,000.00
This beautifully designed and built Post & Beam style home is tastefully thought out and meticulously maintained. The open living, dining and kitchen feature custom built-ins, a wood burning fireplace and a fabulous gourmet kitchen with Wolfe 8 burner professional style stove, Sub Zero refrigerator,...
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LINK ID: 44473
Town: Chilmark
Address: 100 Gosnolds Way, Chilmark MA 02535
Type: Single Family Residence
$3,300,000.00
Well designed and maintained home, situated on 5 acres in a private, desirable neighborhood. Open floor plan with high ceilings that allows a lot of great light into house. The screened in porch is perfect for family dinners or relaxing. Nice water views of Vineyard Sound & the Elizabeth Islands...
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LINK ID: 44318
Town: Chilmark
Address: 27 Clambelly Road, Chilmark MA 02535
Type: Single Family Residence
$3,295,000.00
A place of serenity tucked in the woods of Chilmark. Beautifully designed & constructed home which was completely renovated in 2017/2018, large fenced in back yard with exquisite fish pond with waterfall and lighting. Kitchen has concrete countertops, sub zero refrigerator, Wolf Oven & Speed Oven. ...
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LINK ID: 43545
Town: Chilmark
Address: 28 Black Point Road, Chilmark MA 02535
Type: Single Family Residence
$2,950,000.00
Bright & Airy Black Point Retreat with Deeded Beach Lot to Black Point Beach.
Nestled on 5.4 private acres just off Black Point Road in Chilmark, this beautifully maintained retreat offers tranquility and comfort where the sound of the ocean provides a backdrop and the shoreline is just moments away...
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LINK ID: 43935
Town: Chilmark
Address: 31 Tower Lane and 34 Ebens Lane, Chilmark MA 02535
Type: Unimproved Land
$2,725,000.00
This rare two-lot offering off Middle Road in Chilmark presents a private sanctuary abutting approximately 50 acres of conservation land. The gently rolling landscape is accented by ancient stone walls and striking glacial boulders, creating a setting of timeless Vineyard character. Ideal for a gene...
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LINK ID: 44451
Town: Chilmark
Address: 11 By The Woods, Chilmark MA 02535
Type: Single Family Residence
$2,650,000.00
Dreamlike Chilmark retreat on 4.5+/- acres overlooking the Chilmark Pond & Atlantic Ocean beyond. Uniquely designed with European and medieval history in mind. The House has 3 bedrooms, 3 bathrooms, an atrium dining area, a two-story library, a kitchen, and a pantry/wet bar. Charming garden and plan...
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LINK ID: 42602
Town: Chilmark
Address: 2 Other House Road, Chilmark MA 02535
Type: Unimproved Land
$2,500,000.00
Rare opportunity to build on Chilmark's south shore. This 1.4 acre parcel should allow for new construction of 3,100 square feet and 24 feet in height, by right, with building department approval. Views to the Atlantic Ocean and Chilmark Pond can be seen from the second floor. This parcel comes with...
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LINK ID: 44814
Town: Chilmark
Address: 220 North Road, Chilmark MA 02535
Type: Single Family Residence
$2,400,000.00
A wonderfully private, peaceful aerie in Chilmark on 3 acres (with a Guest House), featuring a
spacious, high, secluded, wrap-around Deck off of the Living Room and Dining Room. The house is built into the side of a hill which allows more light and 2 areas to be considered "ground level." There is a...
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LINK ID: 44663
Town: Chilmark
Address: 220 North Road, Chilmark MA 02535
Type: Single Family Residence
$2,400,000.00
Welcome to 220 North Road, Chilmark, an idyllic, up-island retreat featuring a 4-BR, post-and-beam, main house and 3-BR guest cottage. Set on three private acres, this verdant oasis is surrounded by preserves, walking trails and even an ancient way that leads directly from the property to Middle Lin...
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LINK ID: 44181
Town: Chilmark
Address: 16 South Road, Chilmark MA 02535
Type: Single Family Residence
$2,395,000.00
Rare Chilmark compound with beach access, barn, horse stalls, and fenced pasture on 1.6 acres. Set just over the West Tisbury line, this restored 1885 farmhouse offers a compelling blend of authentic Vineyard character, modern comfort, and access to Chilmark’s coveted south shore beaches, includin...
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LINK ID: 44171
Town: Chilmark
Address: 26 Bijahs Way, Chilmark MA 02535
Type: Single Family Residence
$2,395,000.00
This Chilmark 3 bedroom, 2 bath home has been meticulously maintained inside and out. A major addition and reconstruction of the original house was completed in 1991 and included a 22 x 43 addition. The completely new second floor added over 1,500 square feet and the work included entirely new heati...
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LINK ID: 44362
Town: Chilmark
Address: 18 Allen Farm Road, Chilmark MA 02535
Type: Single Family Residence
$2,250,000.00
Located in the agricultural heartland of Chilmark one mile from Lucy Vincent Beach this private 2.36 acre property has a charming 1+ bedroom cottage with screened porch. There is a large building zone located between the eighty and one hundred foot contour with exciting architectural options, espec...
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LINK ID: 43014
Town: Chilmark
Address: 25 Fulling Mill Road, Chilmark MA 02535
Type: Single Family Residence
$2,250,000.00
Perched atop Fulling Mill Hill this distinctive contemporary main house plus guest house offers mid-century charm and a serene retreat set on 3.3 acres of mature oak and beech forest and bordered by an ancient stone wall. Designed by renowned Yale School of Architecture Dean Paul Mitarachi, the main...
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LINK ID: 43568
Town: Chilmark
Address: 29 Old Nursery Lane, Chilmark MA 02535
Type: Single Family Residence
$2,150,000.00
Modern Cape style home located off Tea Lane could be your special Chilmark retreat. This four bedroom, 2.5 bathroom home needs some updating but is in good condition. Living room with fireplace, dining area and family room provide space for living. Attached two bay garage allows for storage and proj...
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LINK ID: 44548
Town: Chilmark
Address: 139 Tea Lane, Chilmark MA 02535
Type: Single Family Residence
$2,095,000.00
Tucked away on a quiet country road in a serene Chilmark setting, this beautifully crafted home, built in 2023, offers modern comfort surrounded by natural beauty. The thoughtfully designed main level features an open, light-filled floor plan where the living, dining, kitchen, and family areas flow ...
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LINK ID: 44445
Town: Chilmark
Address: 0 High Mark, Chilmark MA 02535
Type: Unimproved Land
$1,900,000.00
A rare opportunity to build a private retreat awaits at this 15 acre land parcel centrally located in Chilmark. Once part of the High Mark estate, the property features groves of mature trees planted more than 100 years ago, creating a wondrous, secluded and private setting rarely found anywhere on ...
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LINK ID: 44067
Town: Chilmark
Address: 43 North Slope Lane, Chilmark MA 02535
Type: Single Family Residence
$1,699,999.00
Set on a private 3.5-acre wooded parcel surrounded by conservation land, this 3-bedroom, 2-bath single-family home offers the ultimate Martha’s Vineyard retreat. Nestled among mature trees and protected open space, the property provides exceptional privacy and a peaceful natural setting, while rem...
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LINK ID: 43364
Town: Chilmark
Address: 174 Middle Road, Chilmark MA 02539
Type: Single Family Residence
$1,695,000.00
Nestled in Chilmark, this four-bedroom home blends classic Vineyard charm with modern comfort. The sunlit eat-in kitchen features dual ovens, granite countertops, and custom cherry built-ins, flowing seamlessly to a living room with a Vermont Castings wood stove and access to a covered porch and spa...
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LINK ID: 44657
Town: Chilmark
Address: 8 Rumpus Ridge, Chilmark MA 02535
Type: Single Family Residence
$1,550,000.00
Escape to your own getaway with mature landscaped gardens and privacy in the heart of Chilmark. Walk to the Chilmark Store, library, Chilmark Community Center, Beetlebung Farm and bank. Access to Chilmark beaches - Lucy Vincent and Squibnocket - and Menemsha Public Beach are a plus.
This four bedroo...
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LINK ID: 44418
Town: Chilmark
Address: 10 Abels Neck Road, Chilmark MA 02535
Type: Single Family Residence
$1,450,000.00
Nestled on a beautiful lot in the heart of Chilmark, this charming cottage is framed by mature blueberry bushes just off the deck — a true slice of island life. Perfectly positioned to enjoy the quiet calm of up-island living while remaining close to town, beaches, and all that the Vineyard has to...
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LINK ID: 44126
Town: Chilmark
Address: 345 North Road, Chilmark MA 02535
Type: Single Family Residence
$1,375,000.00
This versatile Chilmark property offers a rare combination of privacy, flexibility, and investment potential. The main residence features 4 bedrooms and 4 bathrooms, complemented by a detached 1-bedroom, 1-bath suite with an attached garage—ideal for guests, extended family, or rental income. Two ...
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LINK ID: 44325
Town: Chilmark
Address: 0 North Road/15 Belhaven Way, Chilmark MA 02535
Type: Unimproved Land
$1,325,000.00
Set just off North Road, this exceptional parcel offers a rare opportunity to build in a setting rich with natural beauty. Recently subdivided, this land combines privacy, character and thoughtful positioning.
The lot is perfectly sited capturing serene woodland views and the natural contours of Mi...
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LINK ID: 44681
Town: Chilmark
Address: 132 South Road, Chilmark MA 02535
Type: Single Family Residence
$1,300,000.00
Nestled on a private, 1.9-acre lot along historic South Road in Chilmark, this charming New England retreat offers an exceptional sense of tranquility and classic Martha's Vineyard living. Built in 1950, Vineyard Home offers 2 bedrooms and 2 full bathrooms great light, cozy additional living spaces ...
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LINK ID: 43069
Town: Chilmark
Address: 37 Bijahs Way, Chilmark MA 02535
Type: Unimproved Land
$1,295,000.00
FRESHLY BRUSH CUT and EASY to WALK! This quiet and lovely four-and-a-half-acre lot in Chilmark is READY-TO-BUILD. The land has a gentle rise, bounded on one side by an old stone wall. The land features graceful trees and a distant water view is possible from a second floor. The lot has been staked, ...
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LINK ID: 44829
Town: Chilmark
Address: 0 Cencelle, Chilmark MA 02535
Type: Unimproved Land
$1,275,000.00
Set amid the rolling farmlands of Chilmark, this beautiful parcel offers an exceptional opportunity to create your own island retreat. Framed by stone walls, wooded surroundings, and open meadow views, the property combines privacy and natural beauty in a serene rural setting with glacial erratics a...
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LINK ID: 44504
Town: Chilmark
Address: 15 Menemsha Inn Road, Chilmark MA 02535
Type: Unimproved Land
$1,250,000.00
Nestled in a bucolic setting moments from the iconic Menemsha fishing village, this beautiful and fully engineered parcel is approved for a 6BR home. One of the few remaining Menemsha buildable lots makes this a rare opportunity. With room for a pool with a special permit!
Surrounded by ancient sto...
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LINK ID: 43984
Town: Chilmark
Address: 47 Quenames Road, Chilmark MA 02535
Type: Single Family Residence
$1,225,000.00
On a beautiful 3.02-acre parcel in Chilmark, 47 Quenames Road offers privacy, outstanding value, and excellent potential. The year-round 2-bedroom home features first-floor living, an open floorplan with living and dining space, a kitchen remodeled in 2023, two bedrooms, and a full bath with tub. A ...
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LINK ID: 43983
Town: Chilmark
Address: 45 Quenames Road, Chilmark MA 02535
Type: Single Family Residence
$1,200,000.00
Set on a serene 3.02-acre parcel in Chilmark, 45 Quenames Road offers privacy, charm, and excellent potential. In a sunny clearing among mature trees, the maintained 2-bedroom house features first-floor living, an open kitchen and living area, two bedrooms, a full bath with shower, an enormous three...
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Prices are subject to change without notice. |
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