This beautifully renovated West Tisbury farmhouse sits on the edge of Mill Pond with kayaking and swimming from your backyard. Featuring scenic pond views, a spacious primary suite, and a peaceful central island location.
Welcome to 44 North Road, a gracious and beautifully renovated Mill Pond-front farmhouse in the heart of West Tisbury, offering the perfect blend of Vineyard charm, privacy, and natural beauty. Set on approximately five acres and perched along the edge of picturesque Mill Pond, this special property offers a peaceful setting where guests can kayak, swim, and unwind right from the backyard.
Classic New England farmhouse character meets thoughtful modern comfort throughout the home. Tastefully furnished and beautifully maintained, the interiors feel warm, inviting, and effortlessly elegant. The home features four bedrooms and three-and-a-half baths, including a spacious primary suite overlooking the pond, where tranquil water views greet you each morning.
The main living spaces are designed for easy summer living and gathering. A bright and welcoming living room flows into the dining area and kitchen, creating an open and comfortable environment for family meals, conversation, and relaxed evenings after a day on the water. Large windows frame the pond and surrounding landscape, bringing the outdoors in and making nature part of the experience.
Step outside and discover one of the home’s most memorable features: the peaceful pond-front setting. Launch a kayak in the morning, swim on a warm afternoon, or simply sit back and enjoy the stillness of the water and the changing sky. The expansive lawn and outdoor areas create plenty of space for dining al fresco, lawn games, or sunset cocktails with a view.
The location offers the best of both worlds—privately situated, yet conveniently central on the island. From here, guests can easily enjoy the charm of West Tisbury Farmers Market, Alley’s General Store, and the Grange Hall, while still being within easy reach of beaches, villages, and island attractions.
Whether your Vineyard getaway includes quiet mornings on the pond, family dinners outdoors, or afternoons exploring the island, 44 North Road offers an authentic and unforgettable Martha’s Vineyard experience—peaceful, scenic, and deeply relaxing.
Note that 3 bedrooms are upstairs (including the primary suite), with central air conditioning, and the one bedroom downstairs has a window unit air conditioner. But the rest of the downstairs does not have central air, but has fans and wonderful windows to open and create a summer breeze.
Sleeping Arrangements
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Single Bed
Bedroom 4
2 Single Beds
Amenities
Attractions
Marina
Museums
Parks
Entertainment
Books
Games
Television
Toys
Features
Air Conditioning
Central Heat
Clothes Dryer
Hair Dryer
Internet - Wifi
Iron and Board
Linens Provided
Living Room
Parking
Towels Provided
Washing Machine
Kitchen
Coffee Maker
Cookware
Dining Area
Dining Room
Dining Spices
Dining Table
Dishes & Utensils
Ice Maker
Kitchen
Oven
Refrigerator
Stove
Toaster
Leisure
Antiquing
Bird Watching
Boating
Shopping
Wildlife Viewing
Local
Fitness Center
Hospital
Location
Lake
Lake View
Lakefront
Near Ocean
Rural
Water View
Outdoor
Deck/Patio
Garden
Kayak
Water Sports Gear
Safety
Carbon Monoxide Detector
Deadbolt Lock
Fire Emergency Contact
Fire Extinguisher
First Aid Kit
Medical Emergency Contact
Outdoor Lighting
Police Emergency Contact
Smoke Detector
Sports
Biking
Fishing Freshwater
Golf Optional
Hiking
Kayaking
Swimming
Tennis
Themes
Family
Historic
Luxury
Romantic
Availability
Location
44 North Road
West Tisbury, Massachusetts Open in Maps
Policies
Cancellation Policy
CANCELLATION POLICY: In the event of a cancellation Tenant must notify Portfolio Properties in writing. Portfolio Properties will then make every effort to re-rent this property for the lease rental period. If the property is re-rented for the full rental period at the amount specified in this lease document, a refund will be issued less 15% of the total amount of the lease to be retained by Portfolio Properties. In the event Portfolio Properties is unable to re-rent the property, the tenant agrees to be responsible for the full amount of the rental as outlined in the payment schedule. If Portfolio Properties is able to re-rent the property for less than the full rental amount, the tenant will be responsible for 15% of the original rental amount and any difference between the original rate and the new rental rate.
Deposit Policy
Initial payment (50% of the rental rate as well as associated fees) is due at booking and the remaining amount is due 60 day prior to arrival. This initial payment MUST be received no later than 48 hours from confirming your reservation, otherwise the dates will be released.
Mill Pond-front farmhouse and detached barn with gray shingles, stone chimney, wraparound porch, and open lawn.
Soft cream sofa with striped pillows faces a stone fireplace, framed by paneled walls and wide French doors.
Sunlit lawn slopes gently toward a stone wall edging Mill Pond, surrounded by bare trees and blue sky.
French doors open onto a covered porch with white columns, revealing a lawn and Mill Pond beyond.
Sloped ceiling and white shiplap walls frame a king bed with patterned pillows and twin table lamps by three windows.
Side porch with white columns and dark wood shingles overlooks a grassy yard and Mill Pond beyond.
Gravel driveway leads to gray shingle farmhouse with white trim and covered porch, overlooking Mill Pond.
Living room with exposed wood-beam ceiling, white slipcovered sofas, striped armchair, and stone fireplace.
Living room with exposed wooden beams, white paneled walls, cushioned armchair, and distressed wood coffee table.
Library room with built-in white bookshelves, a hexagonal wood table, and leather and upholstered chairs.
Warm hardwood floors and a red area rug anchor the sitting area with slipcovered chairs and ottomans.
Library nook with floor-to-ceiling white bookshelves, a leather chair, and a red wingback armchair by two windows.
Galley kitchen with butcher block countertops, white cabinetry, vintage stove, and windows along one wall.
Sunlit dining area with round table covered in a blue floral cloth, surrounded by cane-back chairs and flanked by white cabinetry.
Living room with a blue sofa, striped armchair, patterned rug, and soft lighting from table and floor lamps.
Sitting area with striped rug, blue sofa, cream armchair, built-in white cabinetry, and soft table lamp glow.
A nook featuring white shelves with books, woven baskets, and a glowing table lamp on a wood surface.
Half-bath featuring beadboard walls, a vintage gray locker-style cabinet, and an oval wood-framed mirror.
Guest bedroom with twin beds dressed in gray patterned quilts, distressed wood dresser, and wall-mounted sconce lighting.
Twin beds with geometric quilts face a natural wood dresser and a chair under double-hung windows.
Twin beds with patterned quilts face a small blue nightstand topped with books beneath wall sconces.
Wicker armchair with plaid and striped cushions sits beside a distressed green wooden table topped with lamp and decor.
Bathroom with green quartz countertop, white cabinetry, hex tile floor, and a triangular wall shelf.
Curved staircase with dark wood handrails and white balusters beside paneled storage closets and warm hardwood floors.
Half-bathroom under a sloped ceiling with blue countertop, white cabinetry, and framed photo on the toilet tank.
Daylight filters through a skylight over a built-in twin bed with patterned quilt and white beadboard walls.
Bedroom nook with built-in twin bed under skylight, wooden dresser, vintage cradle, and sloped white-paneled ceiling.
Reading nook with floral upholstered armchair, floor lamp, distressed white dresser, and dark blue chest.
Built-in desk nook under a wood-paneled sloped ceiling, flanked by white cabinetry and a dark green woven chair.
Upstairs bedroom with sloped wood-paneled ceiling, striped bedding, vintage dresser, and adjoining bathroom.
Bedroom with sloped wood-paneled ceiling, striped quilt on bed, floral pillows, vintage side tables, and framed photo.
Quilted striped bedding covers a wood-framed bed beneath a rich wood-paneled sloped ceiling with a window at the end.
Full bathroom with glass-enclosed shower, white subway tile, hexagonal floor tiles, and blue vanity countertop.
Stone fireplace with brass screen sits between two windows in a white-paneled room with wood floors and tufted chaise lounge.
Hallway with curved white shiplap walls, hardwood floors, vintage dressers, and soft table lamp lighting.
Dressing area with built-in vanity, white cabinetry, wooden chair, and natural light from divided-pane windows.
Natural light fills the bathroom with a vaulted wood-paneled ceiling and a tub surrounded by wide windows overlooking Mill Pond.
Sunlit bathroom with a white jetted tub surrounded by beige stone and windows overlooking Mill Pond.
Corner bathroom with jetted tub under three grid-pane windows, white vanity, wood-paneled ceiling, and hardwood floors.
Grassy lawn edged with budding shrubs and clusters of yellow daffodils along Mill Pond’s calm water.
Exterior view of the weathered shingle barn with multiple white-trimmed windows and wooden doors on a grassy slope.
Weathered wood dock and stone retaining wall along Mill Pond, with a large evergreen tree on the grassy bank.
Side view of the farmhouse showing weathered gray shingles, stone foundation piers, and Mill Pond water beneath.
Sunlight filters through bare trees onto a weathered wooden footbridge over a narrow stream.
Water cascades over a stone spillway into a shaded pond edged by bare branches and moss-covered rocks.
Mill Pond view framed by a mossy stone wall and leafless trees under a clear blue sky.
Outdoor enclosed shower with weathered wood panels, white framing, gravel floor, and bare winter shrubs.
Outdoor shower with weathered wood privacy panels and natural light under a clear blue sky.
Shingled farmhouse exterior with barn-style double doors, white trim, and expansive lawn beside Mill Pond.
Gravel driveway lined with trimmed shrubs leads to a dark gray shingled farmhouse under a clear blue sky.
Mill Pond-front farmhouse with gray shingle siding, wraparound porch, and detached barn on expansive lawn.
Floor plan of the main level showing living room, family room with fireplace, kitchen, dining area, sitting room, bedroom, and bathrooms.
Second floor layout with three bedrooms, multiple bathrooms, and a central staircase open to the floor below.
Black-and-white floor plan showing basement, first floor with kitchen, dining, living, family, sitting rooms, and second floor with four bedrooms and five baths.