Zip codes 02655 homes for sale starting at Fifty Thousand Dollars

$5,900,000 - Osterville, MA

804 Main Street Osterville, MA - Welcome to Osterville, Massachusetts! One of the most affluent communities on Cape Cod. Osterville has much to offer! Now you can own a piece of Osterville center. 804 Main is THE gathering spot of the village. Boasting a Speedway gas station/convenience store and the only Dunkin' Donuts within several miles, 804 Main draws from several neighboring communities. The site is the heart of Osterville and ideally located in the center of the village, the one-acre parcel is improved by a 12,000 square foot well-appointed office building with four long-term tenants. The smaller building on the property, a 6,000 square foot charming structure, occupied by Speedway convenience store and Dunkin Donuts. There is also a large office upstairs with a separate side entrance, home to the seventh tenant of the property. 50 parking spaces surround the property. 804 Main offers exceptional investment potential, with a history of stable rental income and a prime location that continues to attract new businesses and customers. Property values on Cape Cod, and especially Osterville, have increased tremendously over the past several years. Get in now before this opportunity slips through your fingers!

$5,850,000 - Osterville, MA

35 Hidden Lane Osterville, MA - A rare multi-generational waterfront estate in the heart of Osterville. ''Daybreak'' offers almost 6000 square feet of living space on a private ¾ acre lot. As you enter the main residence you are struck by the panoramic views of Neck Pond and the Wianno Golf Course. The custom design is centered on the vaulted great room which features a wood-burning fieldstone fireplace and floor-to-ceiling glass, capturing the stunning landscape while the southwest exposure allows hours of natural light to flood the home. The main residence is an open living floor plan which includes a gourmet kitchen, dining area, and three-season sunroom which flow seamlessly to a wraparound deck, creating effortless indoor-outdoor living. The first-floor primary suite offers an en-suite bath, a private deck with water views and an adjacent den/office with a gas fireplace and walls of built-ins. The upper level offers a second bedroom suite, two guest bedrooms and a cozy reading area. The finished walk-out lower level is designed as a complete entertainment center with a game and family space, pool table, wet bar, gym, craft room, loads of closet/storage space as well as a full bathroom with indoor and outdoor access. Outdoor spaces include an expansive bluestone terrace, pergola-covered hot tub and fire pit, outdoor shower and a private dock for swimming, fishing, and small craft water activities. Across the circular driveway there is 3 bay heated garage with a workshop and potting room. The guest suite above, accessed by a 2 person lift, also offers spectacular water views from the private deck and fireplaced living area. It is perfect for the guests needing privacy and quiet time or even an artist's loft. The gardeners in the group will be delighted by an enclosed raised bed garden space and an impressive herb garden. The littlest ones will love the playset and shed for creating their own fantasies of a cozy home. Additional features include laundry closets on all three levels, gleaming hardwood floors, two whole house generators and radiant floor heating. This waterfront retreat is a hidden gem! And the best part is it is just a short walk to a quaint village with shopping, restaurants, library and banks, with all the charm you are searching for in a quintessential Cape Cod village.

$5,444,000 - Osterville, MA

38 Beach Plum Hill Road Osterville, MA - Nestled in Osterville's coveted Seapuit enclave, this EB Norris-built estate spans over two acres of serene privacy and limitless potential. From the rolling lawns and infinity pool to its deep-water access on Nantucket Sound, the property offers a rare coastal retreat. Soaring windows flood the interior with natural light, revealing mesmerizing, western-facing sunsets and layered views from every room. The flexible floor plan seamlessly integrates grand entertaining spaces with intimate corners, anchored by a luxurious first-floor primary suite for ultimate comfort. Whether you envision a multi-generational residence or simply desire room to expand, this oasis invites you to craft a lasting Cape Cod legacy. Located mere moments from Osterville's renowned Main Street, world-class golf, exclusive clubs, and pristine beaches, this estate transcends the ordinary, delivering an extraordinary lifestyle for discerning buyers seeking the very best of Cape Cod living.

$5,200,000 - Osterville, MA

150 Sea View Avenue Osterville, MA - Iconic Sea View Avenue, in the heart of Wianno, this enchanting property is meticulously maintained, welcoming and ready. Discover its old-world charm, casual elegance and modern resort style living. This home features 7 bedroom, 5.5 baths, a spacious and stunning living room, a grand dining room, a classic, well-appointed kitchen and superior craftsmanship inside and out. There are beautiful, landscaped gardens and spectacular hydrangeas. A gracious wrap around porch; expansive granite patio; heated saltwater, Gunite pool; spa with soothing waterfall; a cabana offering an outdoor chef's kitchen and an additional bath. With its elegant interior, exceptional outdoor areas and casual seaside vibe, this home is the epitome of luxurious, coastal living.

$3,550,000 - Osterville, MA

21 Indian Trail Osterville, MA - Enjoy sweeping scenic water views from this 2.27-acre buildable lot in the private, gated golf community of Oyster Harbors. Overlooking Dyke Cove, the Seapuit River, and Nantucket Sound, this level parcel offers an extraordinary setting with coveted southern exposure—ideal for developing a multi-structure estate with a primary residence, guest accommodations, and resort-style outdoor amenities. Additional neighboring two-plus-acre parcels are also available for those seeking expanded grounds or compound potential. Information herein is not guaranteed or warranted and should be verified by any person who is looking at this property to purchase.

$3,550,000 - Osterville, MA

21 Indian Trail Osterville, MA - Facing southwest this 2.27 acre lot has the potential to have a nice water view enjoying the prevailing southwesterly seasonal winds. A design for home, pool and garage guest building are in place. Indian trail affords Oyster Harbors most prestigious address with underground power lines. Truly a sanctuary within a private island. Additional lots available for purchase. Ref MLS#22302212, 22302214, 22302215, 22302217

$3,250,000 - Osterville, MA

30 Indian Trail Osterville, MA - The site of Mrs. Mellon's orchard enjoys a bucolic landscape view with prevailing southwest winds. The largest lot at The Cove at Oyster Harbors should easily accommodate multiple structures, a pool, gardens, tennis court and so forth. Access on Oyster Harbors best street, with underground utilities assures complete privacy. Additional lots available for purchase. Ref MLS#22302212, 22302214, 22302215, 22302216

$3,250,000 - Osterville, MA

30 Indian Trail Osterville, MA - A premier opportunity to build in the exclusive gated community of Oyster Harbors, set in the heart of coveted Osterville on Cape Cod's southern shore. This sprawling 2.45-acre level, wooded parcel offers a serene and private setting—an ideal canvas to craft the ultimate estate complete with a main home, guest house, pool, and pool house. Adjoining properties are also available, presenting an exceptional opportunity for a larger, private estate. Information herein is not guaranteed or warranted and should be verified by any person who is looking at this property to purchase.

$3,125,000 - Osterville, MA

Lot 290 0 Indian Trail Osterville, MA - Nestled within one of Cape Cod's most exclusive enclaves, this 2.01-acre parcel offers a rare chance to build in the coveted gated community of Oyster Harbors. Located in the village of Osterville, home to some of the region's most distinguished estates, this expansive lot offers an ideal canvas for creating your dream Cape retreat. Additional neighboring parcels offer the opportunity to expand your footprint within this exclusive enclave. Information herein is not guaranteed or warranted and should be verified by any person who is looking at this property to purchase.

$3,125,000 - Osterville, MA

0 Indian Trail Osterville, MA - This gently sloping 2.01-acre site feels like old Cape Cod. The site has room for everything an extended family might want: Main house, guest building, garage, pool and so forth. Great light, complete privacy and the best street on Oyster Harbors. Additional lots available for purchase. Ref MLS#22302214, 22302215, 22302216, 22302217

Zip codes 02655 listings for sale

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