luxury house with terrace for sale Osterville, United States

76 Blackthorn- a charming 1918 reproduction Cape nestled in the desirable Mystic Lake neighborhood of Marstons Mills. Set behind a classic stone wall and surrounded by mature plantings, this inviting home offers a private backyard and a peaceful Cape Cod setting. The home beautifully blends timeless Cape Cod character with thoughtful modern updates. The 1st floor features a spacious primary suite, convenient laundry, a warm and inviting dining area with a wood-burning fireplace, and a beautifully remodeled kitchen completed in 2024 with granite countertops and stainless-steel appliances. The primary bath was also remodeled in 2024. Upstairs, you'll find 2 additional bedrooms, a convenient Jack-and-Jill bathroom, and a versatile bonus room—perfect for a home office, playroom, den, hobby space, or whatever suits your needs. The expansive basement offers excellent storage, dedicated workshop space, and plenty of room for future finishing, providing additional flexibility and potential. Recent improvements include new Anderson windows, Azek trim, and new siding, all completed in 2024. The home is heated by a desirable Weil-McLain natural gas boiler. Outside, enjoy the privacy of the backyard, deck, mature plantings, and classic stone wall. Ideally located in the Mystic Lake neighborhood, this special property offers the character of a classic reproduction Cape with the comfort and convenience of numerous recent updates.

Waterfront home with Deep-Water dock on Popponessett Island, within New Seabury! Rare opportunity to own an exceptional contemporary with sweeping views of Nantucket Sound & Popponesset Creek. Thoughtfully designed to showcase this spectacular setting, the sun-filled open floor plan features a dramatic floor-to-ceiling wall of glass that frames the breathtaking water views. The large kitchen flows seamlessly into the living room w/a wood-burning FP. The dining area with multiple sliders opens to a spacious deck perfect for outdoor dining, entertaining or taking in the ever-changing scenery. In addition, there is a primary bedroom w/private bath, plus a bedroom and bath. The lower level features a bedroom, bath, den & home office offering flexible living space for family and guests. The generous family room with a bar area has direct access to a waterfront patio and a lush lawn ideal for all your summer gatherings. This home is located at the end of a quiet cul-de-sac surrounded by water. Enjoy easy access to a sandy ocean beach on Nantucket Sound, spend the day boating to Martha's Vineyard, kayaking or simply relax taking in the cool summer breezes & endless water views.

Set on a half-acre in Sandwich's Holly Ridge neighborhood, this 4-bedroom, 2-bath home offers flexible living spaces and a wonderful backyard setting with room to make it your own. Step inside to a bright living room with oversized windows, then continue into the dining area, where a large bay window provides the perfect spot to watch the hummingbirds. Just off the dining area, the updated kitchen features new cabinetry, granite countertops, stainless steel appliances and a peninsula. At the back of the home, step down into the year-round sunroom/family room, where walls of windows, a vaulted ceiling, exposed beams and a skylight create a bright and inviting space. A slider opens to the deck and private, fenced backyard. Two bedrooms and a full bath are located on the first floor, with two additional bedrooms upstairs, each with a walk-in closet, along with a second full bath. The partially finished basement adds even more flexibility for recreation, a home office or hobbies. Additional highlights include a whole-house generator, two ductless mini-splits for A/C, vinyl siding, leased solar panels and newer roof (2022). Close to golf, beaches, Sandwich Village & Mashpee Commons.

A truly exceptional estate offering unparalleled luxury and resort-style living. This custom-built, 3-bedroom home boasts a captivating open-concept floor plan highlighted by soaring vaulted ceilings, gleaming hardwood floors, creating a bright and expansive atmosphere. The exquisite primary suite offers a private sanctuary on the 1st level as well as 2 other large, carpeted bedrooms both with ensuite bath. Beyond the main house, discover a 3-car garage with a private, fully appointed guest suite above, ideal for visitors or extended family. Step outside to your personal oasis, featuring a heated in-ground pool and bubbling hot tub, all nestled within a meticulously landscaped .7-acre lot adorned with charming stone walls and mature planting for extra privacy. A separate pool house provides ultimate convenience, complete with a kitchenette, full bath, laundry & AC. For the avid golfer or entertainer, the lower level reveals a professional 9-hole putt-putt course offering endless enjoyment. Adjacent to this unique amenity, a dedicated TV/ping pong playroom provides additional recreation space. Schedule your private tour today to experience this remarkable find. Total square footage includes lower level, Guest Suite over garage and pool house.

Sited in the desirable Greensward Village of New Seabury, this delightful contemporary ranch welcomes you. Mature trees surround the residence w/ garden paths and multiple patio areas creating your private, tranquil retreat. This well maintained home is designed in 2 wings w/abundant windows & sliding glass doors to bring the lovely outdoors inside. The main wing features an inviting living room w/gas fireplace, dining area & updated kitchen w/ granite counters & stainless appliances and primary bedroom w/ walk in closet & en suite bath. Down the hall is a stairway to the loft/office space, washer/dryer and entrance to an attached 2 car garage. The left wing includes a comfortable family room, guest bedroom, 2 single 'bunk' rooms & full bath. This special property is conveniently located to the Popponesset Marketplace & Inn, New Seabury Clubs (available by membership) and nearby Mashpee Commons. Call for appointment - Easy to show.

Set along the sparkling shores of Mashpee Pond--Cape Cod's largest freshwater lake--this exceptional waterfront residence offers an extraordinary blend of timeless Cape Cod living and refined architectural design. Nestled on over an acre of meticulously landscaped grounds encompassing 43,300 square feet of private waterfront, the property captures breathtaking water views, complete privacy, and an unmatched lifestyle centered around the beauty of the lake. Designed with gracious first-floor living in mind, the home showcases elegant proportions, rich hardwood flooring, subtle Art Deco-inspired architectural details, and beautifully crafted living spaces that are both sophisticated and inviting. At its heart, the open-concept kitchen flows effortlessly into sun-filled gathering areas, while a well-appointed butler's pantry makes entertaining seamless. A private den offers the ideal home office or library, and the luxurious primary suite serves as a peaceful retreat overlooking the landscape. The screened porch becomes a favorite destination from morning coffee to evening dinners, where gentle breezes, birdsong, and panoramic pond views create the perfect backdrop for reading, entertaining, or simply unwinding. The second floor offers a private guest suite, while the finished walk-out lower level features two additional bedrooms, a full bath, an expansive family room, and direct access to multiple patios and the waterfront beyond. A series of thoughtfully designed outdoor living spaces--including expansive decks, stone patios, and lush gardens--lead to stairs descending directly to the water's edge. Swim in the crystal-clear waters, launch a kayak, paddleboard, or canoe from your own shoreline, or simply enjoy one of Cape Cod's most treasured freshwater destinations. Spanning approximately 729 acres with depths reaching 85 feet, Mashpee Pond is renowned for its pristine waters, exceptional recreation, and remarkable natural beauty. Complete with natural gas heat, central air conditioning, and exceptional craftsmanship throughout, this is a rare offering where luxury, privacy, and waterfront living come together in one of Cape Cod's most spectacular settings.

Expect the unexpected as you enter into this totally recreated property. The past has been replaced with a clean, sleek and contemporary feel both on the interior and exterior. The entranceway showcases the handsome modern stairway which complements the new design within. The lower level contains an open family room, recreation area and kitchenette, separate guest ensuite as well as office space, laundry and mudroom. Ascending the stairway to the main level, expanses of glass capture the great natural lighting. The open floor plan provides an extensive living area combining the kitchen, dining area and living room with a beautiful wood fireplace as a lovely centerpiece, and a new half bath has been added. The primary suite as well as two other sizable bedrooms and bath complete this level. There are multiple points within the home granting easy access to several decks offering wonderful opportunities for entertaining or enjoying private time outdoors. The spacious 2 car garage offers great storage and shelter for vehicles, and the newly added driveway adds to the abundance of parking, Located on a quiet street, this location offers easy access to all the local amenities.

21 Ken's Way Some homes sit beside the water. These 2 live in it. Set on more than three private acres, where winding tidal creeks meet Lewis Bay, this remarkable waterfront property feels less like a neighborhood and more like your own private nature preserve. Every day is choreographed by the tides as Osprey dive for fish, great blue herons stalk the marsh, egrets lift effortlessly into the breeze, and kayaks slip quietly through Mill Creek toward Nantucket Sound. The view isn't simply beautiful--it is alive. Protected marshland stretches endlessly before you, changing by the hour and by the season. Morning light glistens across the winding channels. High tide transforms the landscape into a shimmering estuary. Sunset paints the grasses gold. It is a panorama that no architect could ever design and no future development can replace. The primary residence offers three bedrooms and two-and-a-half baths, while a separate legal guest cottage--with its own private deck and full bath--creates the perfect retreat for family and friends. Following a recent inspection, the Town of Yarmouth has updated the official property record to recognize two legal dwelling structures on the property--a rare and highly desirable feature that offers remarkable flexibility for extended family, guests, or future lifestyle possibilities. (See updated field card attached in documents) Connected to the new four-bedroom Title V septic system, it offers exceptional flexibility for today's lifestyle. Inside, walls of glass frame the ever-changing scenery, while one unforgettable architectural centerpiece--a sculptural custom spiral staircase--serves as both engineering and art, creating a dramatic focal point unlike anything found in a typical Cape home. Outside, the possibilities are just as compelling. Launch a kayak from your backyard and explore Mill Creek all the way to Lewis Bay and Nantucket Sound. Gather around the firepit beneath star-filled skies. Spend mornings watching wildlife that most people only experience on nature documentaries. While the existing home offers comfortable waterfront living today, the true value lies in the setting itself. With approximately one acre of upland surrounded by over three acres of spectacular tidal marsh, this is a property where a future vision could become something extraordinary, with Mother Nature providing the backdrop no amount of money can recreate. Some properties offer water views. Very few become part of the landscape itself. Welcome to 21 Ken's Way.

Tucked along the water's edge in one of Mashpee's most scenic settings, this rare coastal retreat offers the quintessential Cape Cod boating lifestyle with a private sandy beach area, deepwater dock and sweeping water views. Comprised of two waterfront parcels at 22 & 23 Samoset Road, the property blends the charm of a classic Cape retreat with exceptional potential to renovate, reimagine or enjoy as-is. The light-filled interior features vaulted ceilings with exposed beams, wide pine floors and walls of glass framing the water beyond. An expansive waterfront deck creates seamless indoor-outdoor living, while the spacious living room with dramatic brick hearth and wood stove flows to the dining area, kitchen and water-facing gathering spaces. The adjoining waterfront parcel provides added privacy and exciting possibilities for expanded outdoor living or other future improvements, subject to applicable approvals. With conservation land beyond, sandy frontage, deepwater access and remarkable potential, this is a truly special opportunity to own a legacy Cape Cod waterfront property. Credit being provided for new septic & roof.

Welcome to the Captain Weston Swift House, built circa 1800 and now listed on the National Register of Historic Places. The impeccably renovated Swift House is a rare blend of history and modern comfort. Previously operated as the renowned Coppage Inn and now a private residence, the 4,456 sq. The main house features 5 bedrooms (3 en suites, including a primary bath with a steam shower), 6 fireplaces, wood floors, custom built-ins, and myriad architectural accents. Modern updates include a renovated kitchen, marble/tile bathrooms, and elegant lighting. Designed for entertaining and everyday living, the layout offers a sun-filled living room, formal dining room, and patios overlooking a private acre of landscaped grounds. A brick courtyard, a bluestone patio with a pergola, and a large cedar wood deck enhance outdoor living. The centerpiece of the home is an indoor, heated, saltwater swimming pool for year-round enjoyment. The pool house holds 2 bathrooms; a laundry; and a hot rocks sauna. The pool house is 1,984 additional sq. ft. and is not included in the total square footage. The Carriage House includes 1,178 sq ft of finished space with a 2-bedroom, 1-bath apartment (dedicated septic), an oversized heated garage/workshop, and renovated studio/office/living space with its own full bathroom. Rich in character and updated for today's lifestyle, this legacy property is truly one of a kind in the heart of Cape Cod. Part of the Waquoit Historic District. 0.5 miles to Waquoit Public Landing.

Welcome home to this charming Cape-style residence full of warmth and character! Step inside to find rich hardwood flooring, a cozy living room featuring a classic brick fireplace, and a bright, sun-filled vaulted family room complete with dual skylights and a ceiling fan. The eat-in kitchen offers ample cabinet storage, tile flooring, and a view overlooking the serene backyard. Step into an updated bathroom highlighted by a tiled walk-in shower with frameless glass doors. Additional highlights include flexible lower-level finished spaces with accent wood paneling, perfect for a home office, recreation room, or extra storage. Outside, enjoy a spacious backyard with a private deck, dedicated storage shed, and mature trees providing natural privacy.

More space, more flexibility, and move-in ready in Falmouth! This beautifully updated 3-bedroom, 2-bath raised ranch offers much more than meets the eye, with two finished levels designed for today's lifestyle. The bright, open main level features gleaming hardwood floors, a welcoming fireplaced living room and an updated kitchen with granite countertops, upgraded cabinetry and stainless steel appliances. Three bedrooms and comfortable living spaces make the main level easy for everyday living. Downstairs, the finished walk-out lower level is a standout feature, offering a spacious family room with a second fireplace, new flooring, laundry room and a craft room. This flexible bonus space is perfect for entertaining, extended guests, a home office, hobbies or simply having room to spread out. Outside, an elevated deck overlooks the private backyard—ideal for summer dining, morning coffee or relaxing after a day at the beach. A garden shed provides convenient storage for bikes, beach gear, gardening tools and summer toys. Located in an established Falmouth neighborhood with convenient access to beaches, shopping, dining and everything Cape Cod has to offer.

Uniquely situated on a quiet cul-de-sac near the Dennis town line, 15 Ironwood offers an ideal blend of Cape Cod charm, modern updates and exceptional convenience. This immaculate four-bedroom, two-and-a-half-bath Cape features beautiful hardwood floors, cathedral ceilings and newly renovated kitchen and bathrooms. Shopping, dining and everyday conveniences are just moments away, including Peterson's Market, Walgreens, Shear Envy Hair Salon, Kings Way Golf Club, Oliver's and Planck's Tavern and Il Montebello. When it's time to enjoy the Cape lifestyle, Gray's Beach, Mayflower Beach and Bayview Beach are all nearby. Whether you're searching for a year-round residence or the perfect Cape Cod retreat, this home truly has it all.

It's all about location with this South Yarmouth home! A rare combination of a private beach, two docks, mooring opportunity, and the Bass River Golf Course all around the corner. This classic ranch-style home offers untapped potential. Plant your roots in one of Cape Cod's unique neighborhood associations. As a member of the Salt Box Association, you'll enjoy deeded rights to a private sandy beach on beautiful Bass River and two docks. Set on a peaceful street with that unmistakable Cape charm, the property boasts an open floor plan, three bedrooms, and bonus spaces. There are solar panels, a generator, irrigation, decks, and beautiful gardens. Whether you're dreaming of an open-concept kitchen or refreshed baths, this home offers the flexibility to make it truly your own. Spend mornings on the Bass River golf course just around the corner, afternoons on the water, and evenings exploring everything Cape Cod has to offer.

A compelling opportunity to own in one of Falmouth's most desirable coastal locations. Welcome to 205 Grand Avenue, where the best of Cape Cod living is right outside your door. Ideally positioned in sought-after Falmouth Heights, this distinctive property offers the location buyers dream about—close to the beach, harbor, restaurants, and all the energy of Falmouth's vibrant seaside community. Enjoy morning walks along the shore, afternoons at the beach, and summer evenings taking in everything this iconic neighborhood has to offer. Whether envisioned as a year-round residence, Cape Cod retreat, or investment opportunity, 205 Grand Avenue offers exceptional versatility in a location that is increasingly difficult to replicate. Now offered at $2,400,000, this significant price adjustment creates a fresh opportunity for buyers who have been waiting for the right Falmouth Heights property. Come take another look—the value and possibilities may surprise you.

RECENTLY COMPLETED and in a league of its own in Falmouth Heights. Nothing to renovate. Nothing to compromise. Everything to love about this exceptional water-view home, just steps from Falmouth Harbor and Falmouth Heights Beach. Pristine and thoughtfully renovated, this 1,721 sq. ft. 3-bed, 2.5 bath residence blends timeless Cape Cod character with exceptional craftsmanship and sophisticated finishes. Wide-plank, 6.5-inch French oak hardwood flooring flows throughout, while the beautifully designed kitchen features leathered quartz countertops, a custom farmhouse sink, and custom cabinetry with convenient pull-out shelving. The buyer will also have the opportunity to select the LG refrigerator configuration that best suits their preferences. After a day at the beach, rinse off in the inviting outdoor shower, gather around the gas fireplace, or unwind during a relaxed summer evening in one of Falmouth Heights' most desirable neighborhoods. Additional amenities include oil heat, air conditioning, and underground irrigation. Park the car and enjoy everything the neighborhood has to offer on foot. Stroll to Falmouth Heights Beach, the harbor, Shipwrecked, the Falmouth Yacht Club the Black Dog Tavern, the Kite Flying Field, Grand Avenue, and Bristol Beach. Walk to the Island Queen for a day trip to Martha's Vineyard—or simply stay home and savor the water view. Ideal as a year-round residence, a refined Cape retreat, or an investment with attractive rental potential, this property offers a rare combination of pristine condition, an exceptional renovation, and an unforgettable location. Recently completed. Impeccably finished. Simply arrive and enjoy Falmouth Heights. The property is located in an AE flood zone. Buyers should independently verify flood-insurance requirements, rental regulations, and all property information.

Tucked within a private landscape of mature trees and beautifully established gardens, this quintessential Cape Cod-style home has been thoughtfully renovated with exceptional attention to detail and is presented in pristine, move-in condition. An inviting farmer's porch sets the tone, while inside, light-filled interiors and a beautifully designed open kitchen and dining area create an effortless setting for both everyday living and entertaining, extending seamlessly to an oversized deck overlooking the serene grounds. The first floor offers the ease of one-level living with a generously sized bedroom, full bath, and convenient laundry. Upstairs, two spacious bedrooms and a beautifully appointed full bath provide comfortable accommodations for family and guests. A full basement offers abundant storage, completing this impeccably maintained property—a refined Cape retreat where privacy, thoughtful design, and timeless character come together beautifully.

Nestled in sought-after Sippewissett Highlands, this extraordinary custom home offers seasonal water views across Buzzards Bay to Marion, Mattapoisett, and Cleveland Ledge Lighthouse. Thoughtfully renovated from 2022-2026, the 6,331 sq ft residence blends timeless architecture with modern luxury and exceptional craftsmanship. Designed for multigenerational living, the home features 4 bedrooms including two ensuite bedrooms, one on the main level and a luxurious second-floor primary retreat with spa bath, sitting room, private balcony, and loft office. Elevator access services all floors. The custom kitchen showcases a 5' x 10' walnut island, Thermador refrigerator, Bosch induction cooktop and dishwasher, double American Range ovens, and walk-in pantry with additional dishwasher. Elegant entertaining spaces include a sunken living room with fireplace, paneled library, formal dining room, and enclosed sunroom with mini-split. Outdoor living features 60+ feet of decks, stone terrace with custom made authentic Forno Bravo pizza oven, private pond, native landscaping, tennis/pickleball court and deeded beach rights. Exceptional coastal living in one of Falmouth's premier neighborhoods.

There's a house on Greenland Circle that doesn't quite know it's on Cape Cod. Or maybe it knows exactly what it is and just refuses to apologize for it. From the road it plays along with its neighbors — navy clapboards, white trim, a rambling roofline tucked back into the oaks and pines, among the kind of sophisticated, well-kept homes that don't usually go in for surprises. The kind of street where everyone's landscaping is done and nobody's is loud. Open the front door and that composure loosens, just a little, in the best way — a glass bubble chandelier greets you first, all curved glass and caught light, playful and elegant at once, nothing you'd expect from a house this size in a neighborhood this refined. It's a small, whimsical grace note in a very sophisticated setting, and somehow it recalibrates the whole house around it. Because what's behind that front door isn't formal, isn't trying to impress you room by room. It's one long, unbroken run of space — kitchen drifting into dining, dining opening into a great room that just keeps going, all of it floored in hardwood that holds the afternoon sun the way still water holds the sky. There's a stillness to this house that's Hard to name and harder to forget. The ceilings lift up and away overhead, and somehow that scale doesn't feel like distance — it feels like room to exhale. Nothing is fussy here. The palette stays quiet, the furnishings stay spare, and the effect is almost meditative, like the house found its center a long time ago and has been resting there ever since. For all its size, it never once feels loud. Enormous, and still somehow cozy — the kind of contradiction you have to stand inside to understand. Almost 3,000 square feet, and not one wall tells you where the living room ends and the dining room begins. It just flows — vaulted, bright, barely furnished on purpose, because this house doesn't need much dressed on top of it. The space is the statement. The sunroom off the back may be where that feeling lives most fully. Walls of windows, a vaulted ceiling with a single exposed beam, a plant or two hanging in the light, and a view out over a terraced stone wall and garden someone clearly loved into being. Sit there in the early morning, coffee in hand, and the whole house seems to go quiet around you. The closest thing to a held breath a room can offer. This isn't a house for someone chasing a formal dining room and a den. This is for the buyer who wants eclectic over traditional, who likes a home that goes on and on without ever feeling cold, who'd rather have one great room than four small ones with doors. And yet — for all that calm, this is a house that knows how to fill up. Spikes still on, cutting across the path from Dennis Pines. Sandy feet from Cold Storage that nobody bothered to rinse off before they came in. A cooler from the boat at Sesuit that somebody's already digging through, half-telling the story of the one that got away before the door's even shut behind them. This house was made for that kind of noise. Downstairs — and there's no real climb to get there, the garage feeds right in — you've got a whole second life to the house. A big family room, a fourth bedroom for guests who stay a while, and then a space that just refuses to be one thing. Craft room, office, home gym, library, playroom, bunk room for the grandkids — call it whatever your life needs it to be this year. It'll change with you. Out back, the new composite deck with its built-in gas grill sits just off the dining room, steps down to a patio and that same terraced garden — built for the nights when the spikes finally come off, the grill goes on, and everyone who fished, swam, or putted their way through the day ends up in the same place, together, unhurried. It's a hard house to describe, honestly — quiet and full at the same time, without ever seeming to choose between them. It feels like it packed up a piece of California and brought it home to East Dennis. You really j

Awaken to sweeping, unobstructed views of Nantucket Sound from this meticulously crafted new build in Falmouth. Custom-designed for the discerning Cape Cod buyer. Serving as your private gateway to the quintessential Cape lifestyle, this exceptional property places you moments away from renowned local shores and an association beach option. Here, your days unfold effortlessly across a birding paradise perfect for windsurfing, swimming, and sun-drenched lounging, or exploring the nearby Shining Sea Scenic Bikeway. Ideal for avid boaters and nature enthusiasts alike, the location offers seamless access to nearby harbors and marinas, complemented by daily sightings of native coastal birds, wildlife and serene spaces for your garden. Equipped with modern conveniences including a garage that lives like an organized haven keeping everything at an arm's reach, an EV charger and a whole-house generator, every thoughtful detail ensures absolute peace of mind, creating an extraordinary sanctuary where coastal adventure and timeless memories await. The immediate area provides a long list of places to experience. Spohr Gardens is a breathtaking 6-acre woodland garden that can be easily accessed near the property. Spohr Gardens features a succession of seasonal blooms including thousands of daffodils, daylilies, rhododendrons, and azaleas, all set along paths with sweeping views of Oyster Pond and Nantucket Sound. Additionally, these winding trails are uniquely integrated with whimsical nautical artifacts, vintage lanterns, large millstones, and old ship anchors. Just a little further away some of the other areas include. The Knob is a scenic coastal nature area with narrow paths winding through a wooded peninsula to panoramic waterfront vistas. Oyster Pond Environmental Trust manages serene, low-impact passive paths through protected marshlands and coastal pond habitats. Beebe Woods is an expansive 383-acre forest featuring an extensive network of shaded dirt paths and carriage roads winding around scenic ponds and rolling hills. Two Ponds Conservation Area provides quiet dirt and boardwalk paths that loop through tranquil woodlands and wetland environments. Coonamessett Greenway Heritage Trail is a scenic pathway following the river corridor through cedar swamps, pine forests, and open fields.

Nestled at 5 Pinetree Lane, Vineyard Haven, MA, this single-family residence in Dukes County presents a unique opportunity to own a piece of classic American architecture. Built in 1927, this home offers a blend of vintage charm and comfortable living. The residence features three full bathrooms, providing convenience and privacy for all occupants. Imagine mornings where everyone can prepare for the day without the rush, and evenings where relaxation is never compromised. The thoughtful design ensures that personal space is always readily available. With four bedrooms, this home provides ample space for rest and rejuvenation. Envision each room becoming a personalized sanctuary, tailored to individual preferences and needs. Whether it's a tranquil space for sleep, a vibrant area for hobbies, or a practical room for remote work, these bedrooms offer the flexibility to adapt to any lifestyle. The 2730 square feet of living area unfolds to provide a comfortable and inviting environment.

Step into a piece of Martha's Vineyard history with this exceptionally charming antique Cape, originally dating back to 1808. While the home proudly retains its authentic historical character, boasting exquisite period details, rich moldings, and wide-pine floorboards, it has been thoughtfully updated to offer the ultimate in contemporary living. There are 5 total bedrooms: 2 on the first floor and 3 on the second floor. Two bedrooms are en suite: 1 on the 1st floor and 1 on the 2nd floor. There are 4 full bathrooms (3 renovated), and a light-filled, spacious kitchen, designed to blend old world charm with modern needs. Additional updates include central AC, 3 lined chimneys, and an upgraded septic system. A bluestone patio is ideal for al fresco dining, and a lovely, professionally maintained backyard and garden complete the storybook picture. Perfectly positioned across from picturesque Owen Park, this property places you at the very heart of Vineyard Haven culture and coastal convenience. Take in water views and boat activity on scenic Vineyard Haven Harbor. Enjoy the newly built town dock and the historic bandstand where you can enjoy the Vineyard Haven Band play on Sunday evenings in the summer. Schedule your tour today and experience the magic of Vineyard Haven living.

Rare Downtown Vineyard Haven Compound Offering! An exceptional opportunity to own two separate properties being offered together in the heart of Vineyard Haven. Just moments from the ferry terminal, restaurants, shops, and the harbor, this unique package offers the ideal blend of luxury living, investment potential, and an amenity that is nearly impossible to find in town with expansive parking. 33 Lagoon Pond Road is a newly constructed, thoughtfully designed three bedroom, three bathroom home where luxury meets sophisticated coastal charm. Featuring an open floor plan, a designer kitchen with quartz countertops, custom tile bathrooms, and seamless indoor-outdoor living, the home enjoys water views from the living room, bedrooms, and inviting front porch. A private backyard, spacious rear deck, and attached two car garage provide both privacy and convenience, while the property's impressive rental history adds outstanding investment appeal. Complementing the main residence is 29 Lagoon Pond Road, a beautifully renovated two bedroom, one bath cottage offering its own private retreat with a charming rear patio and outdoor shower. Ideal for extended family, guests, employee housing, or additional rental income, the cottage provides flexibility for a variety of ownership opportunities. A true standout feature of this offering is the oversized rear parking lot at 29 Lagoon Pond Road, accommodating approximately ten vehicles. Parking of this scale is exceptionally rare in downtown Vineyard Haven and significantly enhances the property's versatility. Whether you're seeking a family compound, an income producing investment, or a premier in town property with unmatched flexibility, 29 & 33 Lagoon Pond Road represent a truly one of a kind opportunity in downtown Vineyard Haven.

Ideally located just minutes from the heart of Vineyard Haven, 21 Davis Street offers exceptional island living in this beautifully crafted five-bedroom, four-bathroom home with 3,704 square feet of thoughtfully designed living space. Rich hardwood flooring, custom cabinetry, elegant Restoration Hardware vanities, and custom tilework throughout the bathrooms reflect the care and craftsmanship the homeowner has poured into every detail. The grounds are equally impressive, featuring beautiful stonework, handcrafted bluestone patios, and professionally landscaped outdoor spaces designed for effortless entertaining. Enjoy summer evenings by the outdoor fireplace, unwind in the Jacuzzi, or rinse off after the beach in the private outdoor shower, all creating a true Vineyard lifestyle experience. Lovingly maintained and thoughtfully designed, this property offers both comfort and refinement just moments from Vineyard Haven Harbor, the ferry, shops, restaurants, and the island’s renowned beaches.