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Vineyard Haven, MA 1-Story Homes for Sale

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  • /22

    $1,250,000

    • 2 Beds
    • 1 Bath
    • 742 Sq Ft

    47 Winemack St, Oak Bluffs, MA 02557

    Oak Bluffs -East Chop-Close to the ocean. Two cottages on one lot. Stay in one and rent the other, the possibilities are great with this amazing opportunity to own close to the beach and just a mile to Oak Bluffs center. The front house is two bedrooms 1 bath: freshly painted with new flooring. The second home nestled in the back of the lot is an open floor plan with one bedroom, one bath, and a

    Agent Photo

    Lisa Lucier

    Anchor Realty of MV

    (508) 403-9601

    47 Winemack St, Oak Bluffs, MA 02557
  • /24

    $935,000

    • 1 Bed
    • 1 Bath
    • 797 Sq Ft

    37 Circuit Ave Unit 5, Oak Bluffs, MA 02557

    Downtown Oak Bluffs centrally located in the heart of Oak Bluffs. Steps from ferries, shops, restaurants and beaches from this penthouse condo. Escape the hustle and bustle on your semi private rooftop deck shared only with (unit 4 also for sale). Panoramic views of the Nantucket and Vineyard Sounds await you while you relax on the deck or enjoy dinner al fresco. The condo features all wood

    Agent Photo

    Lisa Lucier

    Anchor Realty of MV

    (508) 422-4131

    37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
  • /20

    $985,000

    • 2 Beds
    • 1 Bath
    • 990 Sq Ft

    37 Circuit Ave Unit 4, Oak Bluffs, MA 02557

    Downtown Oak Bluffs Located right in the heart of town. Unit #4 A penthouse condo with a semi-private rooftop deck (shared with unit 5 only). This spacious condo has a panoramic view of the town and surrounding waters sitting high above it all with outdoor seating and separate entrances from either condo. This solid deck adds a whole other dimension to this already desirable unit. The interior

    Agent Photo

    Lisa Lucier

    Anchor Realty of MV

    (508) 514-5238

    37 Circuit Ave Unit 4, Oak Bluffs, MA 02557
  • /34

    $1,200,000

    • 2 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    70 Carol Ln, Oak Bluffs, MA 02557

    Oak Bluffs location that is central to everything down Island. Situated on a 1/3 acre lot this ranch home with a finished basement has been recently renovated. The first floor has 1500 sq feet with of a large open kitchen, dining area, and living room with plenty of room for large gatherings. The primary bedroom has a bathroom on suite. Another bedroom has easy access to the hall bath. The

    Agent Photo

    Lisa Lucier

    Anchor Realty of MV

    (508) 456-5742

    70 Carol Ln, Oak Bluffs, MA 02557
  • /40

    $1,825,000

    • 4 Beds
    • 4 Baths
    • 3,927 Sq Ft

    44 Tiffany Dr, Oak Bluffs, MA 02557

    Nestled within the desirable Lagoon Estates development and set on a beautifully wooded 1.38-acre lot abutting Land Bank property, this expansive and sun-filled home offers versatile living space and a flexible floor plan. The main house features generously sized rooms enhanced by large windows that flood the interior with natural light. The kitchen boasts white cabinetry, a wall-mounted

    Sheila Morse Island Real Estate

    44 Tiffany Dr, Oak Bluffs, MA 02557
  • /42

    $1,590,000

    • 3 Beds
    • 2 Baths
    • 2,015 Sq Ft

    48 Vineyard Avenue Extension, Oak Bluffs, MA 02568

    Bright, Open Living Steps from the Lagoon!This sun-filled 3-bedroom, 2-bath home offers easy single-level living with a spacious, open-concept layout—ideal for entertaining and everyday comfort. A welcoming sitting area flows into the living room, dining space, and modern kitchen. A separate home office/den adds flexibility to this 2,015 sq ft home. Set on a generous 11,000 sq ft corner lot,

    Susie Wallo Compass

    48 Vineyard Avenue Extension, Oak Bluffs, MA 02568
  • /19

    $2,295,000

    • 4 Beds
    • 5 Baths
    • 2,820 Sq Ft

    71 Netock Ave, Oak Bluffs, MA 02557

    On the doorstep of vibrant Oak Bluffs, discover this exquisitely renovated four bedroom home with separate office or studio space, all ensconced in professionally landscaped grounds. Blending modern comfort with timeless island charm, the house features wide plank white oak floors, beautiful ceiling height and natural light, an open-concept living-dining space with a new kitchen, a first-floor

    Ellen Valentgas Sotheby's International Realty

    71 Netock Ave, Oak Bluffs, MA 02557
  • /37

    $2,240,000

    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft

    22 Greenleaf Ave, Oak Bluffs, MA 02557

    Tucked away on one of Oak Bluffs' most sought-after streets, Fairview on Greenleaf Avenue offers an extraordinary location with stunning views of Sunset Lake, Oak Bluffs Harbor, and Nantucket Sound. From the highest point on Greenleaf, enjoy vibrant sunrises and a front-row seat to the town's iconic fireworks.This home blends classic Vineyard character with thoughtful design by Island architect

    Jennifer O'hanlon Compass

    22 Greenleaf Ave, Oak Bluffs, MA 02557
  • /24

    $2,445,000

    • 4 Beds
    • 3.5 Baths
    • 2,810 Sq Ft

    4 High Meadow Ln, Oak Bluffs, MA 02557

    Classic Post & Beam set in Meadow View FarmsThis bright and charming four-bedroom home sits on almost an acre of land with endless possibilities and impressive touches throughout.The farmer's porch overlooks an expansive front lawn and offers a warm welcome. The open first floor is sunny with cathedral ceilings and gas fireplace with stonework. The kitchen features granite countertops, Wolf

    Brian Smith Portfolio Real Estate Inc.

    4 High Meadow Ln, Oak Bluffs, MA 02557
  • /30

    $1,150,000

    • 3 Beds
    • 2 Baths
    • 1,637 Sq Ft

    9 Grovedale Rd, Oak Bluffs, MA 02557

    Welcome to a home full of character and charm in the heart of Oak Bluffs. This 3-bedroom, 2-bathroom property offers comfortable living with a sun-filled open kitchen and dining area featuring a picturesque bay window that flows seamlessly into a warm living room centered around a welcoming fireplace. Just a short distance from the Lagoon, the setting is enhanced by mature plantings that surround

    Bonnie Pierce Wallace & Co. Sotheby's International Realty

    9 Grovedale Rd, Oak Bluffs, MA 02557
  • /44

    $4,695,000

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    16 Frog Hollow, Vineyard Haven, MA 02568

    Timeless Water View Home on Vineyard Haven Harbor. Nestled between historic Main Street and the exclusivity of West Chop, this property combines private coastal living with access to the best of Vineyard Haven. With access to the calm waters of the Harbor, the residence sits at the edge of a sweeping meadow with uninterrupted water views. Built in 2015 the three-bedroom, two-bathroom home is a

    Rose Ryley Sandpiper Realty Inc

    16 Frog Hollow, Vineyard Haven, MA 02568
  • /24

    $1,049,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    67 12th St S, Edgartown, MA 02539

    This ranch style 3 bedroom home centrally located in a quiet neighborhood is close to the bike path with easy access to town and beaches. Sited on a 12,000 square foot parcel with a spacious privately enclosed yard and mature gardens. First floor includes an efficient galley kitchen with a quaint dining area. The living room leads out to a cozy front porch. There is also a spacious side deck that

    Brenda Galligan Karen M. Overtoom R.E.

    67 12th St S, Edgartown, MA 02539
  • /47

    $5,450,000

    • 4 Beds
    • 5.5 Baths
    • 3,300 Sq Ft

    8 Paddock Rd, Oak Bluffs, MA 02557

    Refined Vineyard Living in The Preserve - Set gracefully on a knoll with sweeping views of a tranquil pond and surrounding grasslands, this beautiful residence offers a masterful blend of traditional coastal architecture and modern luxury. Located in the prestigious enclave of The Preserve, this sprawling home is designed for effortless elegance, privacy, and indoor-outdoor living.At the heart of

    Lesley Heidt Sandpiper Realty Inc

    8 Paddock Rd, Oak Bluffs, MA 02557
  • /15

    $845,000

    • 2 Beds
    • 1 Bath
    • 624 Sq Ft

    60 -R Carol Ln, Oak Bluffs, MA 02557

    Charming Ranch-Style Cottage nestled on an 8,438 sq ft lot, this cozy ranch-style cottage offers easy, single-story living, ideal for those seeking the simplicity and charm of island life. The bright and open-concept kitchen and living area features a breakfast bar, creating a warm and welcoming space for everyday living or entertaining. The home includes two comfortable bedrooms and one full

    Sheila Morse Island Real Estate

    60 -R Carol Ln, Oak Bluffs, MA 02557
  • /54

    $1,830,000

    • 4 Beds
    • 4 Baths
    • 1,600 Sq Ft

    12 & 14 Maple Ave, Oak Bluffs, MA 02557

    Two Historic Oak Bluffs Cottages - Prime Location - Deeded Separately Perched atop a gentle hill, surrounded by lush, established gardens in one of the island's most storied neighborhoods, these two charming 1909 twin cottages offer a rare opportunity to own a piece of local history--just a short distance to the harbor, downtown, and the beloved Winston's takeout. Built at a time when automobiles

    Leslie Floyd Portfolio Properties

    12 & 14 Maple Ave, Oak Bluffs, MA 02557
  • /43

    $5,800,000

    • 6 Beds
    • 5.5 Baths
    • 3,214 Sq Ft

    15 Tamarack Ln, Oak Bluffs, MA 02557

    FARM NECK: The original 1780 Farm House was tastefully restored in 1985 to honor the land and legacy of Farm Neck. This serene 3.7 acre oasis of rolling greenery with a variety of mature trees and lots of natural privacy has an up Island feel with the down Island convenience to fine dining, shopping, ferry, airport, bike paths and includes Stockholder Membership in the popular Farm Neck Golf

    Michael Schweikert Ocean Park Realty, Inc.

    15 Tamarack Ln, Oak Bluffs, MA 02557
  • /8

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft

    124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568

    Bright first-floor, three-bedroom, two bath condo in the popular Vineyard Haven Causeway Harborview association. Easy access to downtown shops, restaurants, harbor, ferry, and beaches. Building amenities include a shared pool, convenient storage, and on-site laundry facilities. The perfect blend of convenience and comfort for year-round living or as your ideal summer retreat.

    Emma Kennedy Sandpiper Realty Inc

    124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568
  • /21

    $650,000

    • 2 Beds
    • 1 Bath
    • 725 Sq Ft

    124 Skiff Ave Unit A-11, Vineyard Haven, MA 02568

    Outstanding year-round, two-bedroom condo on the ground level with dedicated parking, and close to the ferry, shops, and restaurants on Main Street, Vineyard Haven. The common grounds feature colorful landscaping, picnic tables, grills, and a swimming pool with a distant peek at the Lagoon. This unit has been delightfully renovated, featuring new hardwood floors, an updated bathroom, updated

    Stephanie Roache Donnelly + Co.

    124 Skiff Ave Unit A-11, Vineyard Haven, MA 02568
  • /18

    $899,000

    • 1 Bed
    • 1 Bath
    • 960 Sq Ft

    1 Onondaga Ave, Oak Bluffs, MA 02557

    Charming Single Story Cottage on a Beautiful Oak Bluffs Lot - Perfect for Your Vineyard Retreat! Discover the timeless appeal of this cozy 1-bedroom, 1-bath home nestled on a spacious 0.31-acre lot in the heart of Oak Bluffs. Built in 2000 and lovingly owned by the same family since its inception, this property offers a fantastic opportunity for both comfortable living and future expansion.

    Leslie Floyd Portfolio Real Estate Inc.

    1 Onondaga Ave, Oak Bluffs, MA 02557
  • /16

    $1,195,000

    • 3 Beds
    • 1.5 Baths
    • 1,040 Sq Ft

    50 Lantern Ln, Vineyard Haven, MA 02568

    Nestled in a quiet enclave on Lantern Lane, this charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and island charm. Located just moments from the heart of Vineyard Haven, you'll enjoy easy access to shops, restaurants, and the ferry. The interior of the home features a bright and welcoming layout with an open living and dining area, hardwood floors, and a private

    Madelyn Silvia Wallace & Co. Sotheby's International Realty

    50 Lantern Ln, Vineyard Haven, MA 02568
  • /16

    $1,495,000

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft

    47 E East Chop Dr Unit 5, Oak Bluffs, MA 02557

    East Chop Waterfront Luxury Cond -- This 1-BR, 1st floor, waterfront condominium, the ''Captain's Quarters'', features outstanding water views of the harbor and sound beyond, private entrance, cathedral ceilings and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine condition, the unit includes new kitchen with Bosch appliances, living

    Perry Patterson MV Luxury Homes, LLC

    47 E East Chop Dr Unit 5, Oak Bluffs, MA 02557
  • /12

    $1,995,000

    • 2 Beds
    • 1 Bath
    • 879 Sq Ft

    47 E Chop Dr Unit 4, Oak Bluffs, MA 02568

    East Chop Harbor Front Luxury Condominiums -- This 2-bedroom, 2nd floor, waterfront condominium, the ''Tivoli'', features outstanding water views of the harbor and the sound beyond all the way to Chappaquiddick. Located just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown, this unit includes new kitchen with Bosch appliances, living and dining areas and a

    Perry Patterson MV Luxury Homes, LLC

    47 E Chop Dr Unit 4, Oak Bluffs, MA 02568
  • /17

    $1,995,000

    • 2 Beds
    • 1 Bath
    • 802 Sq Ft

    47 E Chop Dr Unit 3, Oak Bluffs, MA 02568

    East Chop Water Front Luxury Condominiums -- This 2BR, waterfront condominium, the ''Highlands'', features outstanding water views of the harbor, the sound and the Cape beyond and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine condition, this 2nd floor unit includes new kitchen with Bosch appliances, living and dining areas and a

    Perry Patterson MV Luxury Homes, LLC

    47 E Chop Dr Unit 3, Oak Bluffs, MA 02568
  • /13

    $1,495,000

    • 1 Bed
    • 1 Bath
    • 736 Sq Ft

    47 E Chop Dr Unit 2, Oak Bluffs, MA 02568

    East Chop Water Front Luxury Condominium -- This 1-bedroom, waterfront condominium, ''Cottage City'', features outstanding water views of the harbor and sound beyond, a cozy propane fireplace and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine condition, this 1st-floor unit includes new kitchen with Bosch appliances, living room with

    Perry Patterson MV Luxury Homes, LLC

    47 E Chop Dr Unit 2, Oak Bluffs, MA 02568
  • /12

    $1,495,000

    • 1 Bed
    • 1 Bath
    • 731 Sq Ft

    47 E Chop Dr Unit 1, Oak Bluffs, MA 02568

    East Chop Water Front Luxury Condominium -- This 1-bedroom, 1st floor, waterfront condominium, ''Oak Bluffs'', features outstanding water views of the harbor and sound beyond. Located just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown, this unit includes new kitchen with Bosch appliances, living room, dining area and a private covered front porch

    Perry Patterson MV Luxury Homes, LLC

    47 E Chop Dr Unit 1, Oak Bluffs, MA 02568
  • /28

    $1,250,000

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft

    11 Flamingo Dr, Edgartown, MA 02539

    Located in the Dodger's Hole subdivision is this inviting four bedrooms plus office, two-bathroom cape style home. The property has been well cared for and is a delight to view. Sited on .5 acres of land with a pea stone driveway, wraparound deck, and outdoor shower with new enclosure. The antique garage is a great storage space for lawn equipment, garden supplies or small vehicle. The living

    Skip Dostal, Jr Martha's Vineyard Real Estate

    11 Flamingo Dr, Edgartown, MA 02539
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