oak bluffs Homes for Sale

Welcome to Oak Bluffs, a picturesque gem nestled on Martha’s Vineyard in Dukes County, Massachusetts. This charming town is renowned for its stunning beaches, vibrant arts scene, and rich history. With its iconic gingerbread cottages and quaint Victorian architecture, Oak Bluffs offers a unique blend of coastal charm and modern amenities, making it a perfect destination for families, retirees, and anyone seeking a serene escape.

Oak Bluffs boasts a lively atmosphere, with an array of shops, restaurants, and recreational activities. Spend your days lounging on the beautiful beaches, exploring the scenic bike paths, or taking a leisurely stroll through the historic Oak Bluffs Camp Meeting Association. Don’t miss the iconic Flying Horses Carousel, the oldest operating carousel in the United States, which is sure to delight visitors of all ages.

For those considering making Oak Bluffs their home, the real estate market is thriving, with a variety of homes for sale to suit every lifestyle. From charming cottages and oceanfront properties to luxurious estates, there’s something for everyone. Whether you're searching for a cozy retreat or a spacious family home, Oak Bluffs offers a diverse selection of properties that capture the essence of island living.

With its welcoming community, breathtaking landscapes, and endless recreational opportunities, Oak Bluffs is not just a place to live; it’s a lifestyle. Discover your dream home in this enchanting town and experience all that Oak Bluffs has to offer. Your perfect island retreat awaits!

Newest oak bluffs Homes for Sale

$699,999

3 Beds ⋅ 1 Baths ⋅ 22605712 MLS

Calling all horse lovers and hobbyist! If you've been dreaming of a little slice of country living, this could be the one! Nestled on 3.8 beautiful acres, this 3 bedroom, 1 bath well maintained home offers the perfect blend of comfort, privacy and room for all your 4 legged friends. Main barn features a 30x30, set up however you'd like. A 10x10 free standing shed and a 20 x 14 barn with in and out attached and separate pasture with 1 10 x 10 stall and one 4 x10 stall for hay/shavings. Professional footing in riding ring under the grass, just bring back to life, fire pit and country rolling rock walls bring character and charm. Access to miles of trails within walking distance. Many upgrades have been done over the past 10 years. Whether you're looking to bring your horses home, start a small hobby farm or simply enjoy the piece and beauty of country living , this property has so much to offer!

186 Miller Street, Middleborough

$1,595,000

3 Beds ⋅ 4 Baths ⋅ 73602276 MLS

Perfectly positioned north of Route 6A in the coveted Sandwich Downs neighborhood, this exquisite coastal Colonial captures the essence of refined seaside living. Begin your days with a stroll to the private association beach and return to a home that seamlessly blends timeless elegance with relaxed coastal sophistication. Bathed in natural light, the home showcases gleaming hardwood floors and thoughtfully curated, high end finishes throughout. A richly appointed office with custom built ins offers a serene retreat, while the beautifully renovated kitchen is designed to impress featuring stainless steel appliances, granite countertops, and generous space for both preparation and gathering. The sun drenched breakfast nook, anchored by a fireplace, creates an inviting setting. Designed for effortless indoor outdoor living, the three-season porch extends your entertaining space, while expansive decks overlook lush, manicured grounds, offering privacy and a tranquil backdrop for summer evenings under the coastal sky. Upstairs, the primary suite is a true sanctuary, complete with a private deck, spacious walk in closet, and a spa inspired bath featuring a double vanity, walk in shower, and soaking tub. A newly finished ensuite bedroom provides luxurious accommodations for guests, complemented by an additional bedroom, a bonus room, a full bath, and the convenience of a second floor laundry room. The walk out lower level presents exciting potential for customization whether a media room or fitness space. Recent enhancements, include new siding, new deck, and a generator, ensure both style and peace of mind. Live the Cape Cod life with your grand home and beautiful association beach.

9 Beachway Road, Sandwich

$574,900

3 Beds ⋅ 2 Baths ⋅ 73602271 MLS

Welcome to this beautifully maintained, move-in-ready raised ranch, ideally located in the highly desirable North Swansea neighborhood! Situated on a spacious .36-acre lot, this home offers the perfect blend of comfortable indoor living and outdoor enjoyment. Step inside to discover warm oak hardwood flooring throughout the main living level. The semi-custom kitchen is thoughtfully designed with crisp white cabinetry, granite countertops, stainless steel appliances, an island with seating for casual dining, matte black hardware, recessed lighting, and a stylish modern backsplash. The spacious living room features an oversized picture window, filling the space with natural light and creating an open, airy feel that flows seamlessly into the formal dining area. All three bedrooms are conveniently located on the main level and feature newer ceiling fans. The primary bedroom offers additional comfort with a mini-split system, recessed lighting, and private access to the main full bathroom. The finished lower level provides additional living space, featuring a comfortable, carpeted family room with a classic brick fireplace, a second full bathroom with shower, and a dedicated laundry area. Two generously sized storage rooms, along with a water filtration system, complete this level. The backyard is fully enclosed with newer vinyl fencing and features an inground swimming pool with a new filter and liner, and a large storage shed (2023). Additional highlights include a brand-new driveway (2026) offering ample off-street parking for up to six vehicles. With its desirable location, inviting outdoor amenities, and versatile living spaces, this North Swansea home is ready to welcome its next owners!

100 Deborah Ln, Swansea

$1,033,000

2 Beds ⋅ 2 Baths ⋅ 73602229 MLS

Last Lexington one level home with a finished lower level at Owls Nest.The Lexington features an open layout connecting the kitchen, casual dining, and great room, soaring 12' ceilings, a gas fireplace and sliding glass door leading to the deck and stairs to the rear yard. The generous primary bedroom suite includes a light filled bathroom with a large walk in shower, marble seat, dual sink vanity, and walk in closet. Guests will enjoy a secondary bedroom with a walk in closet and bathroom, this home also includes a flex room\den, dedicated work space, mud room and main floor laundry room. Additional features of this home include a bright finished walkout basement with a glass door leading to the rear yard. Also on the lower level a full bathroom. Work with our team of professionals to select from today's popular finishes, home automation, technology and outdoor living.

34 Loons Call Unit 115, Plymouth

$499,900

3 Beds ⋅ 1 Baths ⋅ 22605709 MLS

Location! Location! Location! Homes like this don't come along often! Don't miss your opportunity to own a charming Victorian-style cottage in the desirable Point Independence area of Onset! The first floor features a living room, kitchen, dining area with sliders leading to a deck perfect for entertaining, and a main level bedroom with sliders to a patio. Upstairs you'll find two additional bedrooms, including one with sliders to a Juliet balcony with water views, along with a full bathroom. Additional features include central air, a welcoming front porch, a small yard, and a full unfinished walkout basement. The highlight? Deeded beach rights off Admirals Way! Enjoy the coastal lifestyle with the beach, marina, public boat ramp, shopping, and restaurants in Onset Village. Whether you're looking for a year-round home, a coastal getaway, or a possible rental for passive income, this is an opportunity you won't want to miss!

6 Myrtle Street, Middleborough

$710,000

2 Beds ⋅ 2 Baths ⋅ 73602216 MLS

A Village Hideaway with Water Views! Tucked away on a private lane in the heart of Mattapoisett Village, this beautifully remodeled 2-bedroom, 1.5-bath home offers an inviting blend of coastal charm, comfort, and convenience. Renovations include 3 SEASON PORCH , NEW ROOF, CENTRAL AIR, BALCONY ON SECOND FLOOR, NEW WINDOWS, KITCHEN CABINETS and so much more! Step onto the balcony off the primary bedroom and enjoy views of the water and Town Beach.The home offers easy, manageable living in an exceptional location. A generously sized yard provides opportunities to create your own outdoor retreat, whether for gardening, entertaining, or simply relaxing. Leave the car behind and stroll to Town Beach, the town wharf, Shipyard Park, restaurants, and shops. Bike over the the new Mattapoisett Rail trail and explore your way to Fairhaven and the beautiful views along the route. Excellent Winter and Summer rental history. A wonderful opportunity to enjoy the charm and simplicity of coastal village living in Mattapoisett.

12 Captains Lane, Mattapoisett

$895,000

3 Beds ⋅ 2 Baths ⋅ 73602174 MLS

Move-in-ready comfort just minutes from the ocean in this expanded Cape-style home. Completely renovated in 2016, including the addition of a family room with a cathedral ceiling, new roof, 200 amp electric, plumbing, central air and furnace, hot water heater, cement board siding. Desirable location, 5 minute walk to the ocean, a short distance to the Esplanade with its restaurants and Brant Rock Market. A newly updated playground & park is a 4 minute walk. Larger than it looks from the outside, really a must see. A cozy primary suite on the second floor with private bathroom including glass-doored walk-in shower. Thoughtfully designed kitchen has a breakfast bar and open shelving. Ample counter space and cabinets provide plenty of storage, including a tall pantry cabinet. The kitchen opens up to the family room with a floor-to-ceiling stacked stone gas fireplace. From there, step outside to the composite deck and a flat-level, fenced backyard, a pea stone gravel patio and large shed with electricity, complement the grounds. This home features hardwood floors on the first floor and maintenance-free vinyl planking on the second. Hook-up for home generator is installed.The basement is waiting to be finished with HVAC duct work already in place. Come enjoy coastal living—just unpack, unwind, and walk to the beach.

81 Bryant, Marshfield

$750,000

3 Beds ⋅ 3 Baths ⋅ 73602152 MLS

Set on a 2.74-acre rear lot, this Royal Barry Wills-designed ranch has character and is ready for its next chapter. Hardwood floors, a fireplaced living room, and a fireplaced family room create warm and comfortable living spaces, while the open layout is ideal for everyday living and entertaining. The kitchen features a counter with stool seating and opens to the dining area and family room, with access to the rear deck. The first floor includes a primary bedroom with full bath, a second bedroom, and a laundry room with a half bath. Upstairs, you'll find a spacious third bedroom and full bath. A two-car attached garage provides additional storage and convenience. Located just minutes from Stetson Meadows Conservation Area, offering walking and equestrian trails, and within the sought-after Norwell School District. Home is priced to reflect updates needed.

74 Stetson Shrine Ln, Norwell

$449,987

3 Beds ⋅ 4 Baths ⋅ 22605707 MLS

Charming Harwich ranch offering great potential! Located in a desirable neighborhood close to the beach and boat ramp on Long Pond, this home features hardwood floors throughout the bedrooms and main living areas and abundant natural sunlight that brightens the space. The property includes a rear deck, perfect for relaxing, and a spacious backyard. An oversized garage adds convenience and storage. The walkout basement is ready to be finished offering potential for another heated bedroom. With a solid layout and great bones, this home is ready for your personal updates and finishing touches. Similar houses directly across the street recently sold for $725k cash. Great opportunity for homeowners or investors alike! Seller has a real estate license. Seller has never lived in home. Construction materials for finishing basement will be left. Buyer responsible for smoke inspection.

36 Lakewood Drive, Harwich

$6,950,000

5 Beds ⋅ 7 Baths ⋅ 73602099 MLS

Presenting 85 North Reservoir Road, an exceptional 26.53-acre estate within Seven Gates Farm, one of Martha’s Vineyard’s most exclusive private communities. Surrounded by mature trees, established gardens, and historic stone walls, the property offers remarkable privacy and a quintessential island setting. The thoughtfully renovated main residence features five bedrooms, five full and two half bathrooms, two fireplaces, a screened porch, pantry, and exercise room. A separate guest house provides additional accommodations for family and guests. Expansive grounds and winding walking paths lead to a secluded hilltop overlooking Vineyard Sound and the Elizabeth Islands. Gray’s Beach and the community dock are nearby, offering convenient access to the island’s coastline. Encompassing approximately 1,600 acres, including nearly 1,000 acres protected by conservation, Seven Gates Farm comprises just 45 homesites. Residents enjoy access to approximately 1.5 miles of private beaches, two piers, tennis courts, and miles of scenic trails through woodlands, open fields, and ponds. A truly distinctive offering combining expansive acreage, exceptional privacy, and access to the natural beauty and amenities of one of Martha’s Vineyard’s most sought-after private communities.

85 North Reservoir Road, West Tisbury

$749,000

3 Beds ⋅ 3 Baths ⋅ 73602087 MLS

Tucked away at the end of a cul-de-sac, this impressive Colonial offers a wonderful blend of elegance, warmth, and exceptional living space, all surrounded by the beauty and privacy of a tree-lined setting. With 3 bedrooms, 2.5 baths, and a versatile floor plan that offers room for everyone, this home is truly designed for both comfortable everyday living and memorable entertaining. The open first floor makes a striking impression, featuring a spectacular family room with a floor-to-ceiling stone fireplace, soaring vaulted ceilings, and skylights that bring in beautiful natural light. The expansive kitchen is sure to impress, showcasing gorgeous cherry cabinetry with abundant storage, granite countertops, two gas cooktops, two ovens, and a long center island with plenty of seating. A generous dining area completes this wonderful gathering space. Sliders from the family room lead to the deck and one year old hot tub, overlooking the spacious, private yard. Also on the first floor are a full bath, a dedicated home office that could easily serve as a fourth bedroom (4-bedroom septic), and a spacious laundry room with extensive cabinetry offering additional pantry storage. Upstairs, the impressive front-to-back primary suite is a retreat of its own, featuring cathedral ceilings, skylights, a charming wood-burning fireplace, and two generously sized closets. The spacious Jack-and-Jill style bath, accessible from both the primary bedroom and hallway, offers a double vanity and tub/shower combination. The additional living space continues with a finished basement featuring a home theater system that will remain, plus a finished attic currently enjoyed as a game room with a pool table. Whether you envision movie nights, game days, hobbies, or simply extra room to spread out, the possibilities are endless! Numerous recent improvements provide added peace of mind, including a brand-new 7-zone heating system installed Nov 2026, multiple skylights replaced Oct 2026, new hot tub and exterior paint in 2025, and a roof approximately 8 years old. A rare combination of privacy, impressive living spaces, distinctive architectural details, and thoughtful updates, this exceptional home offers the space and setting to make lasting memories. Come discover all it has to offer!

43 Tony Terrace, Bridgewater

$1,900,000

4 Beds ⋅ 5 Baths ⋅ 73602074 MLS

Discover the epitome of Coastal Charm in this exquisite New Construction farmhouse-style home. Nestled in the new subdivision of Sea Salt Estates, this stunning 4 bedroom, 4.5 bathroom home with 2 car garage offers the perfect blend of modern comfort and classic Cape Cod elegance. Featuring spacious open-concept living bathed in natural light, ideal for entertaining family and friends. A chef's dream kitchen, featuring top-of-the-line appliances, ample counter space, and a large island. Retreat to four generously sized bedrooms, all with private bathrooms, including two luxurious primary suites both with private ensuite bathrooms. Step outside to your private backyard, perfect for enjoying morning coffee or evening barbecues. Experience the best of Falmouth living, with easy access to pristine beaches, well known golf courses, and charming shops and restaurants. Don't miss this incredible opportunity to own a piece of Falmouth's newest subdivision!

Lot 1 Sailaway Lane, Falmouth

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oak bluffs Homes for Sale

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