13

Edgartown, MA Houses for Sale with Private Pool

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  • /42

    $5,995,000

    • 3 Beds
    • 6 Baths
    • 3,608 Sq Ft

    385 Barnes Rd, Vineyard Haven, MA 02568

    Indulge in luxurious living at this exquisite waterfront retreat featuring a private 125-foot sandy beach. Over 5,400 sq ft on three floors blend elegance with indoor-outdoor living. The grand foyer leads to dramatic interiors with high ceilings and floor-to-ceiling windows showcasing stunning water views. Highlights include a striking stone fireplace, custom built-ins, gourmet kitchen with stone

    Agent Photo

    Wendy Harman

    Compass

    (508) 274-5363

    385 Barnes Rd, Vineyard Haven, MA 02568
  • /41

    $9,495,000

    • 4 Beds
    • 6 Baths
    • 4,605 Sq Ft

    29 Slough Cove Rd, Edgartown, MA 02539

    LUXURIOUS COUNTRY ESTATE IN KATAMA. Sited at the end of a long private drive, amid a bucolic 1.5-acre meadow setting with stone retaining walls and lush perennial gardens, this elegant country estate, designed by noted architect Patrick Ahearn, offers the epitome of luxurious living in Katama. The home’s timeless and charming character is highlighted by thoughtful, top-notch architectural details

    Agent Photo

    Wendy Harman

    Compass

    (508) 274-5363

    29 Slough Cove Rd, Edgartown, MA 02539
  • /51

    $9,995,000

    • 4 Beds
    • 7 Baths
    • 5,458 Sq Ft

    43 Peases Point Way S, Edgartown, MA 02539

    Refined, timeless, and unparalleled, 43 Peases Point Way South effortlessly blends warmth, elegance, and sophistication to create a truly distinctive living experience in one of Edgartown's most coveted locations. Designed by celebrated architect Patrick Ahearn, this exceptional residence is just a short stroll from historic Main Street. From the gated arbor entry and tranquil courtyard to the

    Katherine Donahue Sandpiper Realty Inc

    43 Peases Point Way S, Edgartown, MA 02539
  • /26

    $9,995,000

    • 8 Beds
    • 11 Baths
    • 7,585 Sq Ft

    12 Boldwater Rd, Edgartown, MA 02539

    Uncover unparalleled Martha’s Vineyard opulence within a sprawling 9.8-acre estate. Immerse yourself in the timeless elegance and meticulous craftsmanship of the 7-bedroom | 10-bathroom main home, designed by the renowned architect, Robert A.M. Stern. From the grand foyer to the post & beam living room, each detail exudes sophistication. Revel in the warmth of multiple fireplaces and experience

    Michael Carucci Gibson Sotheby's International Realty

    12 Boldwater Rd, Edgartown, MA 02539
  • /2

    $10,850,000

    • 7 Beds
    • 8 Baths
    • 12,051 Sq Ft

    14 Trapps Pond Rd, Edgartown, MA 02539

    Located on nearly 2-acres in the exclusive and newly created Trapps Pond Preserve, is this grand luxuriously appointed home. Thisis one of four homes being built and will be the first to be completed. Every room in the house is on a scale not often afforded in aVineyard home, with 10 ft coffered ceilings and open/flowing floor plan. There is an abundance of light streaming in from theoversized

    Gerret Conover LandVest MV

    14 Trapps Pond Rd, Edgartown, MA 02539
  • /11

    $4,250,000

    • 5 Beds
    • 5.5 Baths
    • 2,205 Sq Ft

    11 Bernard Way, Edgartown, MA 02539

    To be built by a luxury home builder! Located at the end of a quiet cul de sac, just half a mile to the top of Main Street, this Coastal Contemporary-styled home can be completed by July of 2026. Please review the digital renderings which show the vision for this high-end 5-bedroom home, swimming pool and guest house/pool house. High-end details include all ensuite bedrooms in the main house,

    Mark Jenkins Wallace & Co. Sotheby's International Realty

    11 Bernard Way, Edgartown, MA 02539
  • /35

    $6,000,000

    • 5 Beds
    • 7 Baths
    • 5,956 Sq Ft

    10 Puwal Ln, Edgartown, MA 02539

    KATAMA COMPOUND WITH POOL - TURNKEY. In an enclave of luxury homes in Katama, this newly-built 5 bedroom, 5 bathroom property with three half-baths is being delivered turnkey with fine furnishings and artwork. The home has everything the modern buyer wants, including two primary bedroom suites (one upstairs, one downstairs), all bedrooms with ensuite bathrooms, two laundry rooms, detached guest

    Mark Jenkins Wallace & Co. Sotheby's International Realty

    10 Puwal Ln, Edgartown, MA 02539
  • /39

    $3,649,000

    • 5 Beds
    • 4.5 Baths
    • 4,218 Sq Ft

    7 Whistling Swan Cir, Edgartown, MA 02539

    Located in the sought-after Island Grove neighborhood, this Edgartown home is near Morning Glory Farm, Downtown, and South Beach. Designed for entertaining, the first floor features a custom kitchen, dining and living rooms, den, screened porch, half bath, and a seamless flow to outdoor living and a new heated pool. A spacious first-floor primary suite includes a walk-in closet and full bath.

    Jarrett Hurwitz Keller Williams Realty

    7 Whistling Swan Cir, Edgartown, MA 02539
  • /24

    $3,690,000

    • 4 Beds
    • 6 Baths
    • 3,793 Sq Ft

    28 Crocker Dr, Edgartown, MA 02539

    This beautifully renovated Katama retreat blends refined design, luxury amenities, and flexible living. The main house offers three bedrooms, including a peaceful primary suite with private deck, a second en suite, and a cozy bunkroom. The octagonal living room, skylit dining room with gas fireplace, and chef’s kitchen with quartz counters and high-end appliances are perfect for entertaining.

    Jennifer O'hanlon Compass

    28 Crocker Dr, Edgartown, MA 02539
  • /38

    $3,400,000

    • 4 Beds
    • 3.5 Baths
    • 4,372 Sq Ft

    110 5th St N, Edgartown, MA 02539

    Water views with a pool! This chic contemporary 4-bedroom home with a pool and 2-car garage enjoys the ever-changing water views of Sengekontacket Pond and Nantucket Sound on three levels. Fully renovated, this delightful home, being sold turnkey, marries a timeless Vineyard vibe with modern luxury. The mudroom entryway opens to the kitchen with a breakfast island, dining room, and living room

    Stephanie Roache Donnelly + Co.

    110 5th St N, Edgartown, MA 02539
  • /42

    $19,900,000

    • 8 Beds
    • 7.5 Baths
    • 6,041 Sq Ft

    114 N Water St, Edgartown, MA 02539

    The property is currently rented; showings require a minimum of 48 hours’ notice. Move-In Ready – CONSTRUCTION COMPLETE - This stunning 8-bedroom, 7.5-bath generational home, completed in 2025, is fully furnished and move-in ready. The property features a 6-bedroom, 5.5-bath main residence, a 1-bedroom, 1-bath guest house with its own kitchen, and a 2-car carriage house with 1-bedroom living

    Erin Hegarty Compass

    114 N Water St, Edgartown, MA 02539
  • /41

    $4,590,000

    • 3 Beds
    • 2.5 Baths
    • 1,870 Sq Ft

    4 Down Harbor Rd, Edgartown, MA 02539

    Coveted Down Harbor! This 3-bedroom 2-bath home sits in the Down Harbor association in a prime Katama location. This charming home is an entertainer's delight with a spacious yard, a large deck, an outdoor kitchen, pool, and recently built pool house with 2 outdoor showers, 1/2 bath and a storage shed. This home features vaulted ceilings, exposed beams, and a bright kitchen with a breakfast bar

    Cheri Mason LandVest MV

    4 Down Harbor Rd, Edgartown, MA 02539
  • /18

    $16,500,000

    • 6 Beds
    • 9 Baths
    • 1,320 Sq Ft

    68 N Water St, Edgartown, MA 02539

    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,

    Thomas Wallace Wallace & Co. Sotheby's International Realty

    68 N Water St, Edgartown, MA 02539
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