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Gosnold, MA Homes for Sale

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  • /57

    $2,800,000

    • 4 Beds
    • 3 Baths
    • 3,465 Sq Ft

    10 Quissett Ave, Woods Hole, MA 02543

    Fondly known as 'Marshview', this distinguished estate dating back to circa 1900 epitomizes timeless elegance and coastal serenity. Gracefully perched overlooking the sparkling waters of Buzzards Bay and Eel Pond this extraordinary 3,465sqft retreat sits within the heart of a world-famous scientific enclave. Unlike any other, this home is a testament to master craftsmanship and carpentry. A

    Megan Zottoli Weichert, Realtors-Donahue Partners

    10 Quissett Ave, Woods Hole, MA 02543
  • /52

    $4,200,000

    • 8 Beds
    • 4 Baths
    • 3,749 Sq Ft

    14 School St, Woods Hole, MA 02543

    This rare waterfront property features a large, licensed deep-water dock on Eel Pond-- offering a protected tie-up for multiple boats and direct access to Buzzards Bay, Vineyard Sound, and beyond. Whether for day trips or extended cruising, this dock is a true asset for boaters.Offered for the first time in nearly 70 years and located in the heart of Woods Hole, just steps from village favorites

    Susan Challenger Sotheby's International Realty

    14 School St, Woods Hole, MA 02543
  • /38

    $4,195,000

    • 3 Beds
    • 4 Baths
    • 3,426 Sq Ft

    96 Hammett Ln, Chilmark, MA 02535

    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, Boshe dishwasher soapstone counters and a butlers pantry with extra cupboards, shelving and a wine

    Brenda Galligan Karen M. Overtoom R.E.

    96 Hammett Ln, Chilmark, MA 02535
  • /50

    $3,250,000

    • 4 Beds
    • 3 Baths
    • 2,758 Sq Ft

    382 Lighthouse Rd, Aquinnah, MA 02535

    Spacious contemporary set high off Lighthouse Road with unobstructed, amazing water views of the Vineyard Sound and Elizabeth Islands. Open concept design with soaring ceilings and modern architecture. A retreat for all seasons this house is fully insulated, heated and has central air. A center island in the kitchen ensures the cook of the family does not miss out on the amazing sunsets. Ground

    Rebecca V Conroy Conroy & Company R.E., Inc.

    382 Lighthouse Rd, Aquinnah, MA 02535
  • /41

    $3,600,000

    • 3 Beds
    • 4 Baths
    • 2,500 Sq Ft

    27 Clambelly Rd, Chilmark, MA 02535

    A place of serenity tucked in the woods of Chilmark. Complete renovation 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. Large open formal dining area and open formal sitting area with fireplace. Beautiful reclaimed wood flooring. LED lighting throughout house, Media

    Julianna Flanders Flanders Real Estate

    27 Clambelly Rd, Chilmark, MA 02535
  • /36

    $3,250,000

    • 4 Beds
    • 4 Baths
    • 2,515 Sq Ft

    300 North Rd, Chilmark, MA 02535

    Winding tree lined driveway off North Rd brings you to this commanding, custom designed residence built by a top tier island builder. This home is set on over 4 private acres of rolling meadows and big sky views. Main living space is all on one level which includes primary bedroom with en-suite bath, large living area with fireplace, bright sunroom or second living room, custom kitchen and

    Rebecca V Conroy Conroy & Company R.E., Inc.

    300 North Rd, Chilmark, MA 02535
  • /40

    $6,795,000

    • 4 Beds
    • 3.5 Baths
    • 2,155 Sq Ft

    17 Mattarest Ln, South Dartmouth, MA 02748

    This fully furnished 4-bedroom, 3.5-bath turnkey home sits on 2.7 acres of oceanfront property in Nonquitt, a historic gated community. With room to expand, this home blends coastal charm with modern comfort. The main level features a primary en-suite bedroom, a sleek kitchen/dining area, and a sunlit living room with a wood-burning fireplace. Upstairs, there’s a cozy den, laundry, and three

    Betsy Lawrence LandVest, Inc.

    17 Mattarest Ln, South Dartmouth, MA 02748
  • /36

    $5,450,000

    • 5 Beds
    • 4 Baths
    • 2,913 Sq Ft

    122 Old Farm Rd, Chilmark, MA 02535

    An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The original section of this 3000 sq ft home dates from the late 1700s and is on Chilmark's register of historic homes, but it has been expanded with new additions to create a thoroughly modern

    Mark Jenkins Wallace & Co. Sotheby's

    122 Old Farm Rd, Chilmark, MA 02535
  • /42

    $4,600,000

    • 3 Beds
    • 6 Baths
    • 3,171 Sq Ft

    15 Old Farm Rd, Chilmark, MA 02535

    CHILMARK BLISS- 15 Old Farm Rd, sits on over 3 beautiful acres, blends refined architecture with serene natural beauty. Reimagined in 2020 by Peter Breese and crafted by Doug Best, this timeless retreat offers open-concept living, anchored by a stunning kitchen, large pantry, screen porch, and a stone fireplace, with seamless indoor-outdoor flow. The main level includes a sunny primary suite

    Tina Miller Compass

    15 Old Farm Rd, Chilmark, MA 02535
  • /25

    $3,600,000

    • 3 Beds
    • 3 Baths
    • 4,382 Sq Ft

    88 & 90 Quenames Rd, Chilmark, MA 02535

    Make your own Chilmark dream come true!12.6 +/- acres of prime land allows you to create your own familycompound or Island Farm. Enjoy the peacefulness of the Chilmarkwith room to expand. Two separate buildable lots provides you uniqueoptions. The Main house has three bedrooms, three bathrooms, twostudies, multiple living spaces and a large three-car garage

    Julianna Flanders Flanders Real Estate

    88 & 90 Quenames Rd, Chilmark, MA 02535
  • /35

    $2,850,000

    • 4 Beds
    • 3 Baths
    • 2,967 Sq Ft

    11 By the Woods, Chilmark, MA 02535

    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 plantings surround the home.A must-see to appreciate all the special touches throughout the Main House,

    Julianna Flanders Flanders Real Estate

    11 By the Woods, Chilmark, MA 02535
  • /40

    $2,950,000

    • 5 Beds
    • 3.5 Baths
    • 3,624 Sq Ft

    82 Harbor Hill Rd, Woods Hole, MA 02543

    A rare offering blending sophisticated design, modern amenities, and peaceful privacy in one of Cape Cod's most sought-after villages. Just moments from vibrant Woods Hole (.6 mi to Stoney Beach, .5 mi to shops/restaurants), this 3,624 sqft home on .7 acres offers refined living with access to natural beauty and the local scientific community. Soaring ceilings and oversized windows fill the home

    Megan Zottoli Weichert, REALTORS® - Donahue Partners

    82 Harbor Hill Rd, Woods Hole, MA 02543
  • /29

    $2,875,000

    • 3 Beds
    • 2.5 Baths
    • 2,374 Sq Ft

    62 Hetty Green St Unit 62, Dartmouth, MA 02748

    Rarely available, Seaside East free-standing home with dazzling water views and country club living. Entering this home you find yourself in an expansive fireplaced living room with soaring ceilings and hardwood floors. The spacious sunroom is wrapped in sliding glass doors that open to the wrap-around deck. The kitchen, while vintage, is large and bright, and opens to adjacent dining area with

    William Milbury Milbury and Company

    62 Hetty Green St Unit 62, Dartmouth, MA 02748
  • /46

    $3,500,000

    • 4 Beds
    • 3 Baths
    • 2,383 Sq Ft

    100 Gosnolds Way, Chilmark, MA 02535

    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. Short walk to the Brickyard Beach on the North Shore, rights are included with property, where

    Julianna Flanders Flanders Real Estate

    100 Gosnolds Way, Chilmark, MA 02535
  • /21

    $450,000

    • Land
    • 0.10 Acre
    • $4,500,000 per Acre

    0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535

    Stunning Quansoo Beach Lot available NOW. With this ownership you will gain access to gated parking and endless beach days along the Islands expansive South Shore and Tisbury Great Pond! Skip the lines and parking worries and enjoy the freedom to come and go as you please. If you have been dreaming of endless beach days, long walks on private shores... here is your chance. ***Note: This is not a

    Emma Bryant Landmarks at TODAY Real Estate

    0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535
  • /22

    $450,000

    • Land
    • 0.10 Acre
    • $4,500,000 per Acre

    0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535

    Stunning Quansoo Beach Lot available NOW. With this ownership you will gain access to gated parking and endless beach days along the Islands expansive South Shore and Tisbury Great Pond! Skip the lines and parking worries and enjoy the freedom to come and go as you please. If you have been dreaming of endless beach days, long walks on private shores... here is your chance. ***Note: This is not a

    Emma Kiley Bryant Landmarks at TODAY Real Estate

    0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535
  • /32

    $2,250,000

    • 4 Beds
    • 3 Baths
    • 2,522 Sq Ft

    29 Old Nursery Ln, Chilmark, MA 02535

    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 projects. Wood working area in the basement is a plus. Enjoy the outdoors via the screened porch, large

    Julianna Flanders Flanders Real Estate

    29 Old Nursery Ln, Chilmark, MA 02535
  • /13

    $514,990

    • 1 Bed
    • 1 Bath
    • 480 Sq Ft

    79 Gidley Ln, Westport, MA 02790

    WESTPORT BEACH COTTAGE RETREAT Fully renovated cottage nestled between conservation lands, just minutes from East Beach and Horseneck Beach, with Cherry & Webb Beach nearby. The property includes valuable deeded beach access, making this perfect for nature lovers and beachgoers. Enjoy coastal views from the spacious deck and porch. The interior blends modern comfort with seaside charm, creating a

    Jonathan Minerick homecoin.com

    79 Gidley Ln, Westport, MA 02790
  • /40

    $1,899,000

    • 4 Beds
    • 3.5 Baths
    • 2,061 Sq Ft

    174 Middle Rd, Chilmark, MA 02535

    Nestled in the heart of Chilmark, this four-bedroom home offers a blend of comfort, convenience, and timeless Vineyard charm. Thoughtfully designed with distinct, well-proportioned rooms, the home centers around an expansive, sunlit, eat-in kitchen featuring dual ovens, elegant granite countertops, and extensive custom cherry wood built-ins that combine beauty and practicality. The welcoming

    Sheila Morse Island Real Estate

    174 Middle Rd, Chilmark, MA 02535
  • /30

    $1,350,000

    • 2 Beds
    • 2 Baths
    • 2,354 Sq Ft

    48 N Shore Dr Unit 3&7, South Dartmouth, MA 02748

    Located in Round Hill —one of South Dartmouth’s most iconic waterfront communities—this stunning two-level Mansion condominium offers the unique opportunity to embrace elevated coastal living. With 2 bedrooms, 2 full baths and a 2300+/- sq ft footprint, this residence showcases lofty ceilings, a bright open floor plan on both levels, and a sleek, move-in-ready interior with coastal contemporary

    Team MCM Gibson Sotheby's International Realty

    48 N Shore Dr Unit 3&7, South Dartmouth, MA 02748
  • /25

    $1,295,000

    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft

    140 Longview Rd, Vineyard Haven, MA 02568

    Nestled in the hills of Longview, less than 1 mile from beautiful Lambert's Cove Beach, this 3-bedroom retreat is a cozy year-round home or an airy summer getaway - whatever your needs might be. The vaulted ceilings throughout the home allow it to live much larger than its square footage - and the expansive front deck stretches the living space all through the spring, summer and even fall

    Candy DaRosa Feiner Real Estate

    140 Longview Rd, Vineyard Haven, MA 02568
  • /26

    $1,597,500

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    190 Longview Rd, Vineyard Haven, MA 02568

    Ask listing office. This property is in West Tisbury, 02575 NOT Tisbury 02568

    Kathleen Kendrick Kathleen Kendrick

    190 Longview Rd, Vineyard Haven, MA 02568
  • /22

    $4,000,000

    • Land
    • 109 Acres
    • $36,711 per Acre

    482 Smith Neck Rd, South Dartmouth, MA 02748

    Hidden away down a long winding lane, are over 108 acres of agriculturally protected land. More than 60 acres of pristine fields have been responsibly farmed for over 50 years by the same family. This property, which includes many barns and outbuildings, provides endless opportunities for various applications of sustainable farming. A spacious, nearly 3,000 sq. ft., colonial style farmhouse sits

    Crystal Ferry Medeiros Coastal Properties Group LLC

    482 Smith Neck Rd, South Dartmouth, MA 02748
  • /34

    $5,450,000

    • 5 Beds
    • 4.5 Baths
    • 2,913 Sq Ft

    124 Old Farm Rd Unit 122, 116, Chilmark, MA 02535

    An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The original section of this 3000 sq ft home dates from the late 1700s and is on Chilmark's register of historic homes, but it has been expanded with new additions to create a thoroughly modern

    Mark Jenkins Wallace & Co. Sotheby's International Realty

    124 Old Farm Rd Unit 122, 116, Chilmark, MA 02535
  • /36

    $1,495,000

    • 4 Beds
    • 2 Baths
    • 1,332 Sq Ft

    40 Scotchmans Ln, Vineyard Haven, MA 02568

    A home with history, built in the early 1800s this dwelling was originally built on a local farm and moved to its present location in the 1920's. The structure sits nestled amongst mature plantings and out buildings facing the Mill Brook. The studio and covered patio offer opportunities to entertain, relax and reflect. This 3.76 parcel was created from a larger parcel by the owner (see attached

    Jim Osmundsen Donnelly + Co.

    40 Scotchmans Ln, Vineyard Haven, MA 02568
  • /11

    $1,675,000

    • 2 Beds
    • 2.5 Baths
    • 1,547 Sq Ft

    533 Woods Hole Rd Unit E301, Falmouth, MA 2543

    Walk to Woods Hole Village - New Construction Luxury Townhome with Stunning Views of Vineyard Sound & Martha's Vineyard. Welcome home to Lighthouse Station at Woods Hole, a 55+ community perched on 5.3 acres overlooking Little Harbor & Vineyard Sound. Enjoy this spacious, 3rd floor 1500+ SF 2 bedroom/2.5 bathroom one-level unit with an open concept great room & professionally designed kitchen.

    Mark Bogosian Waterside Real Estate LLC

    533 Woods Hole Rd Unit E301, Falmouth, MA 2543
  • /30

    $3,900,000

    • 4 Beds
    • 2 Baths
    • 2,813 Sq Ft

    179 Tisbury Ln E, West Tisbury, MA 02575

    Seven Gates Farm: This warm and convivial home in one of the island’s most desirable communities is less than 1/10th of a mile to the private association beach. The house was designed to accentuate indoor-outdoor living; there is generous decking for morning or afternoon sun, and a screened porch which is the perfect place to enjoy shade and breeze after a day spent at one of the nearby beaches.

    Mark Jenkins Wallace & Co. Sotheby's

    179 Tisbury Ln E, West Tisbury, MA 02575
  • /46

    $6,750,000

    • 3 Beds
    • 3 Baths
    • 3,432 Sq Ft

    44 Cencelle St, Chilmark, MA 02535

    This private 21-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 outdoors in. Expansive walls of glass flood the interior with natural light and frame panoramic views

    Meg Bodnar Tea Lane Associates

    44 Cencelle St, Chilmark, MA 02535
  • /27

    $515,000

    • 2 Beds
    • 1.5 Baths
    • 768 Sq Ft

    127D Pettey Ln, Westport, MA 02790

    Location is an understatement when it comes to this property on Pettey Lane, with its million dollar water views of the Westport River. This property does not require flood insurance, has a newer roof, exterior paint, new front steps, resurfaced and reseeded front lawn. Although inside the home needs updating and refinishing, it is currently livable. Come in the front door and into the upper

    Linda Baker T L Holland Agency

    127D Pettey Ln, Westport, MA 02790
  • /7

    $30,000

    • Land
    • 0.10 Acre
    • $300,000 per Acre

    0 Pettey Ln, Westport, MA 02790

    Small Wooded Lot which is not a buildable lot, however a great lot for keeping a boat, having a garden, etc.Lot carries the Water Rights for Pettey Lane Westport River access. Lot is to be sold with the home across the lane (MLS #73387275).

    Linda Baker T L Holland Agency

    0 Pettey Ln, Westport, MA 02790
  • /27

    $515,000

    • 2 Beds
    • 1.5 Baths
    • 768 Sq Ft

    127 Pettey Ln, Westport, MA 02790

    Location is an understatement when it comes to this property on Pettey Lane, with its million dollar water views of the Westport River. This property does not require flood insurance, has a newer roof, exterior paint, new front steps, resurfaced and reseeded front lawn. Although inside the home needs updating and refinishing, it is currently livable. Come in the front door and

    Linda Baker T. L. Holland Agency

    127 Pettey Ln, Westport, MA 02790
  • /47

    $2,500,000

    • 3 Beds
    • 3 Baths
    • 1,784 Sq Ft

    12 Lobsterville Rd, Aquinnah, MA 02535

    12 Lobsterville Rd in Aquinnah is a uniquely designed contemporary home set on 2.6 acres of lush grounds with large tracts of conservation land nearby. Open concept living, dining, kitchen on the second floor with unobstructed ocean views of Vineyard Sound. Spacious deck for sunset viewing and grassy lawn for sundown games. Walking distance to Lobsterville Beach and a short bike ride to the

    Tina Palmer Conroy & Company R.E., Inc.

    12 Lobsterville Rd, Aquinnah, MA 02535
  • /49

    $6,490,000

    • 6 Beds
    • 8 Baths
    • 5,660 Sq Ft

    60 Meetinghouse Rd, Chilmark, MA 02535

    This spectacular and bright modern american farmhouse is perfectly sited to capture the varied scenic beauty that surrounds the farm. Built in 2021 with great attention to detail and materials, this home was created around gatherings and community with ample space for the extended family. The land has been lovingly curated into a place which can grow, generate and support those who want to have

    Jim Feiner Feiner Real Estate

    60 Meetinghouse Rd, Chilmark, MA 02535
  • /12

    $1,325,000

    • Land
    • 4.12 Acres
    • $321,602 per Acre

    25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568

    This beautiful wooded 4.12 acre parcel of land is peaceful, serene and ready to build. The well is installed, boundaries staked, perc test approved for a five-bedroom home and a septic plan designed. This is an opportunity to realize your vision and build a home that reflects your lifestyle. The large, flat building envelope offers many siting possibilities and, should you choose, the property

    Abby Rabinovitz Tea Lane Associates

    25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568
  • /76

    $3,995,000

    • 5 Beds
    • 3 Baths
    • 2,791 Sq Ft

    20 James Pond Way, Vineyard Haven, MA 02568

    Nestled on a serene 4.5-acre parcel of land off Lambert's Cove Road, this exquisite property offers unparalleled privacy, views and direct access to James Pond and beyond to the Land Bank's Lambert's Cove Beach property. In addition to the custom heated Gunite pool, the expansive yard provides space for many outdoor activities while relishing the tranquility of the location. The residence

    Sheila Morse Island Real Estate

    20 James Pond Way, Vineyard Haven, MA 02568
  • /101

    $4,600,000

    • 4 Beds
    • 3 Baths
    • 2,704 Sq Ft

    370 Lighthouse Rd, Aquinnah, MA 02535

    Stunning waterview living with an active view that will never disappoint. Wake up every morning to breathtaking 180 degree water views in this beautifully appointed 4-bedroom, 3-bath coastal retreat. Perfectly situated to capture sunrise to sunset vistas, this home offers a blend of summer vibes with year-round living amenities. Step inside to find an open-concept living space filled with natural

    Jill Napior Tea Lane Associates

    370 Lighthouse Rd, Aquinnah, MA 02535
  • /35

    $13,000,000

    • 5 Beds
    • 5 Baths
    • 3,758 Sq Ft

    6 Wakeman Rd, Chilmark, MA 02535

    A 1930s-built home that has been remarkably updated to retain its historic charm while incorporating sophisticated and modern amenities. The house overlooks the Chilmark Great Pond and the Atlantic Ocean beyond. The Main House includes 3 bedrooms, 3 beautifully renovated bathrooms, a walk-in closet, a Pantry, a Library/Media room, a full basement, Outdoor showers, and a screened-in porch. The

    Julianna Flanders Flanders Real Estate

    6 Wakeman Rd, Chilmark, MA 02535
  • /28

    $1,695,000

    • 4 Beds
    • 1.5 Baths
    • 1,592 Sq Ft

    5 Scottys Ln, Vineyard Haven, MA 02568

    Attention Developers and Island Lovers! Take note of this rare opportunity in a prime West Tisbury Location with a new price! This mid-century home with excellent bones fronts on Seth's Pond, a beloved locale perfect for swimming, paddle-boarding, and kayaking. 5 Scotty's Lane has an existing 4-bedroom main house with the first floor and lower walk-out level equaling 2,704 of finished space. This

    Idalyn Macchia Gilstad Wallace & Co. Sotheby's International Realty

    5 Scottys Ln, Vineyard Haven, MA 02568
  • /35

    $2,495,000

    • 4 Beds
    • 3 Baths
    • 2,968 Sq Ft

    9 Beetlebung Grove Way, Chilmark, MA 02535

    Beautifully sited on 3.4 acres, this distinctive Chilmark home offers a rare blend of privacy, comfort, and expansive living space, ideal for entertaining, both inside and outside. From the welcoming foyer, step into the dramatic vaulted living room, where wood-paneled ceilings, a gas fireplace, and abundant natural light from skylights and picture windows create a warm and inviting atmosphere.

    Stephanie Roache Donnelly + Co.

    9 Beetlebung Grove Way, Chilmark, MA 02535
  • /34

    $1,750,000

    • 5 Beds
    • 2 Baths
    • 1,440 Sq Ft

    393 Lighthouse Rd, Aquinnah, MA 02535

    Ranch style home & Guest camp situated on 1+/- acre lot. The Main House offers distant views of Lobersterville beach and the Vineyard Sound beyond. Located in the desirable Lighthouse Road area, which offers walkable/close-by beach access and quiet roads. The view can be enjoyed from the Kitchen/Living/Dining as well as the wrap-around deck. Enjoy the open concept main living area, two bedrooms,

    Julianna Flanders Flanders Real Estate

    393 Lighthouse Rd, Aquinnah, MA 02535

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