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Homes for Sale in 02655

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  • /69

    $7,950,000

    • 8 Beds
    • 9 Baths
    • 7,350 Sq Ft

    850 Sea View Ave, Osterville, MA 02655

    At the western end of Osterville's legendary Sea View Avenue--a road many believe is one of the most beautiful and valuable on all of Cape Cod reveals a property that transcends the idea of a residence. On over one acre of sweeping, tree-lined greensward with glimpses of West Bay shimmering in the distance, here is a residence that is not simply lived in, but experienced.Accessed by a winding

    Agent Photo

    John Cotton

    Sotheby's International Realty

    (508) 504-1820

    850 Sea View Ave, Osterville, MA 02655
  • /26

    $357,000

    • 2 Beds
    • 1 Bath
    • 594 Sq Ft

    3040 Falmouth Rd Unit H, Osterville, MA 02655

    Welcome to 3040 Falmouth Rd, Unit H—a rare free-standing condo in the sought-after Osterville Pines community. This charming detached condo lives like a single-family (electric, heat, gas and water included in condo fees), featuring hardwood floors, high ceilings, and a fireplaced living room opening to a bright eat-in kitchen. Two sunny bedrooms and a beautifully renovated bath with river stone

    Livia Monteforte

    Compass

    (508) 514-5783

    3040 Falmouth Rd Unit H, Osterville, MA 02655
  • /27

    $357,000

    • 2 Beds
    • 1 Bath
    • 594 Sq Ft

    3040 Falmouth Rd Unit H, Osterville, MA 02655

    Welcome to 3040 Falmouth Road, Unit H--a rare, free-standing condo tucked within the sought-after Osterville Pines community. This absolutely charming residence lives like a single-family home and features beautiful hardwood floors, high ceilings, and a cozy living room that opens to a sunlit, eat-in kitchen. Two perfectly sized bedrooms are filled with natural light, and the fully renovated

    Livia Monteforte

    Compass Massachusetts, LLC

    (508) 257-7938

    3040 Falmouth Rd Unit H, Osterville, MA 02655
  • /42

    $2,295,000

    • 3 Beds
    • 2.5 Baths
    • 2,338 Sq Ft

    818 S Main St, Centerville, MA 02632

    Centerville and Bumps Rivers on Cape Cod shine brightest in summer—but it was winter that sets the stage. As ice once edged the seagrass-lined banks, the rivers were quietly refined, leaving behind water so clear it mirrors the sky. Now, with warm breezes and long days, these waterways, in all there perfection, have come to life.At 818 South Main Street in Centerville, Cape Cod, a restored 1920s

    Agent Photo

    John Cotton

    Sotheby's International Realty

    (508) 978-6163

    818 S Main St, Centerville, MA 02632
  • /50

    $13,500,000

    • 6 Beds
    • 7 Baths
    • 6,830 Sq Ft

    391 Sea View Ave, Osterville, MA 02655

    Overlooking the shimmering waters of Nantucket Sound, this extraordinary Wianno estate offers an unparalleled blend of elegance, privacy, and coastal charm. With its own private sandy beach and panoramic ocean views, this is a rare opportunity to own a legacy property, along Sea View Avenue, in one of Cape Cod's most coveted enclaves. Surrounded by lush, professionally landscaped gardens, the

    Gene Orloff Sotheby's International Realty

    391 Sea View Ave, Osterville, MA 02655
  • /58

    $9,995,000

    • 5 Beds
    • 5.5 Baths
    • 7,565 Sq Ft

    168 Garrison Ln, Osterville, MA 02655

    Nestled amid beautifully landscaped grounds, this exceptional 7,500+/- square foot residence captures breathtaking views over West Bay and Eel River. A private sandy beach and deep-water dock provide effortless access to Nantucket Sound, creating a rare combination of serenity and seafaring adventure. Inside, the five-bedroom home blends refined architecture with inviting coastal warmth. A

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    168 Garrison Ln, Osterville, MA 02655
  • /36

    $6,495,000

    • 6 Beds
    • 6 Baths
    • 4,021 Sq Ft

    439 Sea View Ave, Osterville, MA 02655

    Presenting the quintessential Cape Cod beach home on sought-after Sea View Avenue. This classic waterfront residence enjoys unobstructed views of Nantucket Sound with a picture-perfect sandy beach. The six-bedroom home showcases Old World craftsmanship and original period details throughout, including wide heart pine plank floors and paneling. At the heart of the home, a spacious living room with

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    439 Sea View Ave, Osterville, MA 02655
  • /35

    $3,499,999

    • 10 Beds
    • 7.5 Baths
    • 6,905 Sq Ft

    414 Eel River Rd, Osterville, MA 02655

    Located in the desirable Wianno in Osterville surrounded by Luxurious homes, and walking distance to Wianno Golf course. This home has plenty of space for a large family or someone who likes to entertain. Home has three separate wings for privacy. Some of the recent improvements include kitchen with open concept. Kitchen has two stainless refrigerators and two dishwashers. Quartz countertops, and

    Shane Pacheco SMP Real Estate Investments and Development Co.

    414 Eel River Rd, Osterville, MA 02655
  • /43

    $10,500,000

    • 5 Beds
    • 5 Baths
    • 3,087 Sq Ft

    14 Indian Trail, Barnstable, MA 02630

    Legacy, Lifestyle & Opportunity - A discreet treasure in one of Cape Cod's most prestigious enclaves, this exceptional waterfront property offers rare access to legacy, lifestyle, and limitless potential. Originally part of a historic compound long held by the Mellon family and now by noted philanthropist and collector William Koch, the property stands as a rare opportunity to own a slice of

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    14 Indian Trail, Barnstable, MA 02630
  • /42

    $7,750,000

    • 7 Beds
    • 11 Baths
    • 11,546 Sq Ft

    440 Grand Island Dr, Osterville, MA 02655

    Privately sited within the prestigious Oyster Harbors golf enclave, this extraordinary estate is a masterclass in architectural sophistication and resort-style living. Encompassing a 10,000-square-foot main residence, a stunning 2-bedroom guest house, and a spa-inspired pool area, the property offers a rare blend of timeless elegance and contemporary luxury. Inside, refined architectural detail

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    440 Grand Island Dr, Osterville, MA 02655
  • /31

    $2,395,000

    • 3 Beds
    • 2 Baths
    • 1,194 Sq Ft

    51 Wianno Cir, Osterville, MA 02655

    Tucked away in the heart of Wianno, this charming waterfront home enjoys exceptional privacy and scenic views of Neck Pond and the Wianno Golf Course.Set on .73 of an acre, this property has been held by the same family for generations and is now ready for its next chapter. Ideally located close to Dowses Beach and Osterville village, this home is the perfect Cape Cod get-away with room to

    Gene Orloff Sotheby's International Realty

    51 Wianno Cir, Osterville, MA 02655
  • /82

    $2,879,000

    • 5 Beds
    • 4.5 Baths
    • 4,715 Sq Ft

    98 Bunker Hill Rd, Osterville, MA 02655

    Experience the epitome of bayside living at 98 Bunker Hill Road, nestled in Osterville's distinguished Seapuit neighborhood. Sitting peacefully on over 2 acres, this 4,715 sq. ft. estate offers five bedrooms, including three with ensuite baths, and a host of inviting spaces perfect for relaxation or entertaining. Exterior assets include an attached three car garage, an abundant backyard with a

    Shaelyn Hegarty Frank A Sullivan Real Estate

    98 Bunker Hill Rd, Osterville, MA 02655
  • /34

    $1,125,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,775 Sq Ft

    40 Waterfield Rd, Osterville, MA 02655

    Your love affair will begin as you pull into the crushed stone, horseshoe drive w/ cobblestone aprons lined with white hydrangeas. This home looks like something out of a fairytale. A paved drive leads down to the 2-car gar., with basement access. In the rear, you'll find a large bluestone patio with an outdoor bar, TV, a seating area w/fire pit, and an outdoor shower. There’s a lush green lawn

    Gervais Group Keller Williams Realty

    40 Waterfield Rd, Osterville, MA 02655
  • /26

    $699,900

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    369 Bumps River Rd, Osterville, MA 02655

    Welcome to your new home in the highly sought-after village of Osterville! This charming 3 BD, 2 BA ranch at 369 Bumps River Road offers classic Cape Cod living. As you step inside, the living room's vaulted ceiling creates a spacious, inviting atmosphere, complete with a cozy fireplace for relaxing on a cool fall evening - heated by natural gas. Warm wood floors extend throughout the home,

    Eric Dufault Keller Williams Realty

    369 Bumps River Rd, Osterville, MA 02655
  • /33

    $605,000 Open Sun 10:30AM - 11:30AM

    • 2 Beds
    • 1 Bath
    • 1,179 Sq Ft

    268 Bumps River Rd, Osterville, MA 02655

    Welcome to this charming ranch in Osterville, one of Cape Cod's most coveted villages south of Route 28. Offering 2 bedrooms and 1 bath, this home features hardwood floors, a renovated kitchen with quartz countertops and stainless appliances, and a partially finished basement with family room, laundry, and space for overflow guests. Enjoy modern comforts with new central A/C and FHA gas heat. The

    Christine Richards Kinlin Grover Compass

    268 Bumps River Rd, Osterville, MA 02655
  • /49

    $1,895,000

    • 3 Beds
    • 3.5 Baths
    • 3,551 Sq Ft

    199 E Bay Rd Unit 13, Osterville, MA 02655

    Rarely available, this Cape Cod-style townhome in The Cove at East Bay offers low-maintenance living just minutes from Osterville Village shops, dining, and Dowses Beach. The main level features hardwood floors, a tray-ceilinged living room with bay window, gas fireplace, and custom millwork. Rich trim and transom windows frame the formal dining room. The granite kitchen with stainless appliances

    Susan Crasnick Sotheby's International Realty

    199 E Bay Rd Unit 13, Osterville, MA 02655
  • /36

    $615,000

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    920 Main St Unit 1 Building 2, Osterville, MA 02655

    Wouldn't you just love to have one of Cape Cod's most charming Main Streets at your front door? Osterville, the place to enjoy shopping, dining, and small village community all year round. This lovingly updated condo in Osterville Village is just the place for you. One floor living at it's best. Step through the main entry directly into your 2 bed, 2 bath, ranch style home. Gleaming hardwoods,

    Madeline Lacroix Keller Williams Realty

    920 Main St Unit 1 Building 2, Osterville, MA 02655
  • /35

    $615,000

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    920 Main St Unit 2-1, Osterville, MA 02655

    Osterville, the place to enjoy shopping, dining, and small village community all year round. This lovingly updated condo in Osterville Village is just the place for you. One floor living at it's best. Step through the main entry directly into your 2 bed, 2 bath, ranch style home. Gleaming hardwoods, fresh paint, new appliances and windows, beautiful built ins, and wood burning fireplace. The

    Madeline Lacroix Keller Williams Realty

    920 Main St Unit 2-1, Osterville, MA 02655
  • /46

    $1,395,000 Open Sat 12PM - 1:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,976 Sq Ft

    77 Robbins St, Osterville, MA 02655

    Lovely and spacious home in the sought-after village of Osterville. Ideally located just .03 miles to shops and restaurants and less than a mile to the warm waters of Dowses Beach on Nantucket Sound. This well-cared-for property offers an excellent rental history and is being sold fully furnished, ready for immediate enjoyment or as a continued investment opportunity. With over 2,900 sq. ft. of

    Deb Kenney Berkshire Hathaway HomeServices Robert Paul Properties

    77 Robbins St, Osterville, MA 02655
  • /42

    $1,295,000

    • 3 Beds
    • 2 Baths
    • 3,387 Sq Ft

    44 Avalon Cir, Osterville, MA 02655

    On a quiet cul-de-sac in Osterville, this contemporary Cape blends architectural charm with a resort-inspired lifestyle. The backyard is the piece de resistance, with a sparkling pool, expansive deck, and gazebo framed by mature landscaping—perfect for entertaining or retreat. Inside, renovations highlight wood floors, exposed beam ceilings, and brick hearth fireplaces, creating warmth and

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    44 Avalon Cir, Osterville, MA 02655
  • /40

    $899,900

    • 3 Beds
    • 2.5 Baths
    • 2,050 Sq Ft

    177 Bayview Cir, Osterville, MA 02655

    Enjoy all that Osterville has to offer! This adorable 3 bedroom, 3 bath Cape is in the perfect village setting. This home has hardwood floors, an updated eat in kitchen, first floor primary with bath and private deck, large,bright, heated sunroom, first floor laundry, whole house generator, newer windows, and a finished lower level with a walk out basement; great for an in-law suite or other

    Kathleen Craig Berkshire Hathaway HomeServices Robert Paul Properties

    177 Bayview Cir, Osterville, MA 02655
  • /52

    $1,225,500

    • 3 Beds
    • 2.5 Baths
    • 2,776 Sq Ft

    81 Falling Leaf Ln, Osterville, MA 02655

    Welcome to this finely crafted custom Cape, set in one of Osterville's desirable locations. Designed with sophistication & comfort in mind, the home showcases sun-filled, spacious rooms, elegant molding, & timeless hardwood flooring throughout.The first floor offers a front foyer, an open kitchen with walk-in pantry, island and dining area, and a formal dining room perfect for gatherings. French

    Linda Whitcomb William Raveis Real Estate & Home Services

    81 Falling Leaf Ln, Osterville, MA 02655
  • /21

    $599,500

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    16 2nd Ave Unit 5A, Osterville, MA 02655

    Tucked along picturesque Parker Road, between the Osterville Historical Museum and Wianno Golf Course, the beloved Aunt Tempy's Cottages capture the essence of Cape & Islands living - weathered shingles, crisp white trim, and beautifully kept grounds. This historic 10-unit association offers a lovely blend of character and convenience, all within steps of the village. Unit 5A underwent a full

    Shaelyn Hegarty Frank A Sullivan Real Estate

    16 2nd Ave Unit 5A, Osterville, MA 02655
  • /59

    $1,175,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 2,674 Sq Ft

    89 Swift Ave, Osterville, MA 02655

    OPPORTUNITY AWAITS! This four bedroom, two bath ranch home offers incredible potential in one of the areas most desirable neighborhoods! Set on a spacious lot with mature trees and established landscaping, the property combines location, space and vision for the next owner!This home presents a rare chance to create a residence that truly reflects your style. Generous room sizes, high ceilings, a

    Laurie Jacobson eXp Realty, LLC

    89 Swift Ave, Osterville, MA 02655
  • /25

    $769,000

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    435 Old Mill Rd, Osterville, MA 02655

    Tucked at the end of a long shell driveway, this Osterville ranch combines Cape Cod charm with modern updates. Privately situated on a .75-acre lot abutting acres of town owned land, it offers peace, nature, and walkability to Village shops and dining, plus Dowses Beach is just minutes away. Perfect for indoor-outdoor living with an expansive deck, large back yard, outdoor shower and wooded

    Michael Fratalia NextHome Signature Realty

    435 Old Mill Rd, Osterville, MA 02655
  • /10

    $3,000,000

    • Land
    • 2.08 Acres
    • $1,442,308 per Acre

    Lot 289 Seapuit River Road B, Barnstable, MA 02655

    A wonderful opportunity to build in a premier location within Oyster Harbors, a private gated golf community on Cape Cod's southern shore. Set in the desirable village of Osterville—home to some of the Cape's most prestigious estates—this 2.08-acre level, wooded lot offers the perfect backdrop for creating an exclusive and private retreat. For those seeking expanded grounds or multi-generational

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    Lot 289 Seapuit River Road B, Barnstable, MA 02655
  • /9

    $3,100,000

    • Land
    • 2.3 Acres
    • $1,347,826 per Acre

    Lot 288 Seapuit River Rd A, Barnstable, MA 02655

    Located in the heart of Oyster Harbors - Cape Cod's premier golf community - this 2.3-acre lot presents an outstanding opportunity to create a legacy estate. Set within the highly sought after village of Osterville, known for its timeless charm and distinguished properties, this expansive parcel offers ample space to design a custom estate with room for a main house, guest, house, pool and pool

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    Lot 288 Seapuit River Rd A, Barnstable, MA 02655
  • /10

    $3,000,000

    • Land
    • 2.08 Acres
    • $1,442,308 per Acre

    Lot 289 Seapuit River B Rd, Osterville, MA 02655

    A wonderful opportunity to build in a premier location within Oyster Harbors, a private gated golf community on Cape Cod's southern shore. Set in the desirable village of Osterville--home to some of the Cape's most prestigious estates--this 2.08-acre level, wooded lot offers the perfect backdrop for creating an exclusive and private retreat. For those seeking expanded grounds or

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    Lot 289 Seapuit River B Rd, Osterville, MA 02655
  • /9

    $3,100,000

    • Land
    • 2.3 Acres
    • $1,347,826 per Acre

    Lot 288 Seapuit River A Rd, Osterville, MA 02655

    Located in the heart of Oyster Harbors - Cape Cod's premier golf community - this 2.3-acre lot presents an outstanding opportunity to create a legacy estate. Set within the highly sought after village of Osterville, known for its timeless charm and distinguished properties, this expansive parcel offers ample space to design a custom estate with room for a main house, guest, house, pool and pool

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    Lot 288 Seapuit River A Rd, Osterville, MA 02655
  • /49

    $835,000

    • 3 Beds
    • 2.5 Baths
    • 1,688 Sq Ft

    37 Old Salem Way, Osterville, MA 02655

    Take in the charming vibe of Osterville Village.Relax in the spacious living room with cathedral ceilings & sliding doors to a large back patio - perfect for outdoor enjoyment. The inviting eat-in kitchen is ideal for gatherings. Three bedrooms on the main level include a primary suite with a convenient half bath. A full bathroom with tub/shower serves the main floor. Ascend the solid-wood wide

    Linda Whitcomb William Raveis Real Estate & Home Services

    37 Old Salem Way, Osterville, MA 02655
  • /43

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 3,601 Sq Ft

    2 Short Lots Ln, Truro, MA 02655

    Your expansive Truro retreat, already a haven of comfort and space, poised for your personal touch. This isn't just a 3-bedroom house; it's a foundation for your dream lifestyle. Imagine sprawling gatherings in versatile living and sleeping areas, effortlessly accommodating everyone. Those three garages? They're ready for your hobbies, your projects, or your extra storage. With nearly acre of

    Anthony Dimauro Fathom Realty, LLC

    2 Short Lots Ln, Truro, MA 02655
  • /45

    $12,250,000

    • 5 Beds
    • 6 Baths
    • 5,747 Sq Ft

    71 Sand Point, Osterville, MA 02655

    Exquisite Waterfront Estate in Exclusive Oyster Harbors: Experience the pinnacle of coastal luxury with this magnificent Cape Cod waterfront estate, nestled in the prestigious gated community of Oyster Harbors. Boasting 450 feet of pristine water frontage with a private beach and breathtaking views over Cotuit Bay and North Bay, this property offers spectacular sunsets, an elegant coastal

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    71 Sand Point, Osterville, MA 02655
  • /50

    $10,500,000

    • 6 Beds
    • 9 Baths
    • 8,203 Sq Ft

    501 Eel River Rd, Osterville, MA 02655

    Discover the epitome of luxury living in this custom-designed waterfront estate, featuring breathtaking views of Eel River and Nantucket Sound. Located in the village of Osterville and set on an expansive and beautifully landscaped 2.4-acre lot, this stunning residence features over 8,000 square feet of meticulously crafted living space with rich details, modern comforts and extraordinary views.

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    501 Eel River Rd, Osterville, MA 02655
  • /51

    $10,450,000

    • 5 Beds
    • 4.5 Baths
    • 7,157 Sq Ft

    25 Oyster Way, Barnstable, MA 02655

    Located within the private, gated golf community of Oyster Harbors, in the village of Osterville, is this magnificent five-bedroom waterfront residence with an in-ground pool and deep-water dock. This beautiful residence has the look and feel of a European estate with an open floor plan design and beautiful water vistas. Refined architectural details set the tone in this grand home with 7,157 sq.

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    25 Oyster Way, Barnstable, MA 02655
  • /44

    $8,950,000

    • 7 Beds
    • 6 Baths
    • 4,896 Sq Ft

    255 Bayberry Way, Osterville, MA 02655

    Welcome to ''Point House'' a spectacular 5.98-acre waterfront estate on a peninsula overlooking the glistening waters of West Bay. In a setting of unsurpassed beauty, the 4,896 square foot residence offers truly exceptional water vistas, beautiful gardens, an expansive private sandy beach, and a substantial deep-water dock from which you can sail into the waters of Nantucket Sound. The 6-bedroom

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    255 Bayberry Way, Osterville, MA 02655
  • /98

    $5,395,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 7,500 Sq Ft

    60 Smoke Valley Rd, Osterville, MA 02655

    Magnificent private shingle-style new construction home in Osterville's Seapuit area. Home has exquisite features both inside and out, including high-end fixtures, custom woodworking and cabinetry, gourmet kitchen with panoramic breakfast nook, media room, and elevator to all three stores are just to name a few. Landscaping with salt-water pool, pergola, patio, fireplace, outdoor kitchen and

    Gail Germain Martis Sotheby's International Realty

    60 Smoke Valley Rd, Osterville, MA 02655
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