3,950

Osterville Homes

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    • /26

      Est $1,031,670 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,868 Sq Ft

      141 Parsley Ln, Osterville, MA 02655

      141 Parsley Ln, Osterville, MA 02655
  • /53

    $1,695,000

    • 3 Beds
    • 2.5 Baths
    • 1,471 Sq Ft

    19 E Bay Rd, Osterville, MA 02655

    Rare opportunity on one of Osterville's finest streets. East Bay Road offers a scenic route between the charming village center and beloved Dowses Beach. Remarkable estates and saltwater marshes line the street leading up to the bay itself. Sitting atop a 0.4 acre parcel with a sprawling front lawn, 19 East Bay Road was recently renovated to elevate the historic home's style and functionality. A

    Shaelyn Hegarty Frank A Sullivan Real Estate

    19 E Bay Rd, Osterville, MA 02655
  • /32

    $575,000 Sold Feb 27, 2025

    • 1,204 Sq Ft
    • $478/SF
    • 50 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    19 Cesars Way, Osterville, MA 02655

    Osterville 3BR 2BA spacious ranch w/ 2Car garage. Move -in ready Dec 1st! Situated on a private cul-de-sac, almost a half acre of fenced-in yard. 2012 kitchen and bath reno still looks great! Open dining area with sliders to the deck perfect for summer grilling and relaxing. Back inside, you'll love the oversize living room with fireplace, built -in bookshelves and lovely hardwood floors

    Michelle Ryan Today Real Estate

    19 Cesars Way, Osterville, MA 02655
    • /56

      Est $5,687,281 Not Listed For Sale

      • 8 Beds
      • 12 Baths
      • 10,027 Sq Ft

      159 Main St, Osterville, MA 02655

      159 Main St, Osterville, MA 02655
  • /39

    $6,480,000

    • 5 Beds
    • 5 Baths
    • 8,345 Sq Ft

    44 Seapuit Rd, Osterville, MA 02655

    Osterville Oasis. Sitting on 3.4 acres and abutting 2.88 acres of additional protected land, this exceptional estate offers a family retreat like no other. The home - recently spotlighted on The Wall Street Journal— boasts over 8,000 sq.ft. of thoughtfully designed living space. The outdoor amenities are unparalleled, featuring a pool with a charming pool house that offers two bedrooms and a

    Zenas Crocker LandVest, Inc., Osterville

    44 Seapuit Rd, Osterville, MA 02655
  • /22

    $610,000 Sold Feb 13, 2025

    • 760 Sq Ft
    • $803/SF
    • 114 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1980

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

    Picturesque cottage condo in the heart of Osterville Village! Offered for sale separately or together with attached unit 5A, this Aunt Tempy's unit was been meticulously renovated in 2021 to match its counterpart Unit 5A. Updates include: central AC, new flooring, Quartz countertops, stainless appliances, updated electrical, and more. The front patio enclosed by a white picket fence offers a

    Shaelyn Hegarty Frank A Sullivan Real Estate

    16 2nd Ave Unit 5B, Osterville, MA 02655
    • /44

      Est $1,666,704 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,754 Sq Ft

      132 Swift Ave, Osterville, MA 02655

      132 Swift Ave, Osterville, MA 02655
  • /42

    $6,000,000

    • 5 Beds
    • 4.5 Baths
    • 3,802 Sq Ft

    38 Beach Plum Hill Rd, Osterville, MA 02655

    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

    38 Beach Plum Hill Rd, Osterville, MA 02655
  • /27

    $490,000 Sold Feb 11, 2025

    • 560 Sq Ft
    • $875/SF
    • 118 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1920

    55 Sunset Ln, Osterville, MA 02655

    Discover this delightful cottage nestled in the vibrant Osterville Village. Enjoy the convenience of being just a short stroll away from an array of charming shops, restaurants, and the local library, making everyday life a breeze. For those who love the outdoors, Crosby Boatyard, Dowes Beach, and Wianno Golf Course are all just a quick drive away, offering endless opportunities for recreation

    Danny Griffin Griffin Realty Group

    55 Sunset Ln, Osterville, MA 02655
    • /50

      Est $1,514,000 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,500 Sq Ft

      54 Cinnamon Ln, Osterville, MA 02655

      54 Cinnamon Ln, Osterville, MA 02655
  • /39

    $1,165,000

    • 3 Beds
    • 2 Baths
    • 1,153 Sq Ft

    38 Sunset Ln, Osterville, MA 02655

    Osterville Village! Experience the best of coastal living in this beautifully updated ranch, nestled in the heart of Osterville Village. Step inside to discover a light-filled, open floor plan where a fully renovated kitchen with quartz countertops and stainless steel appliances awaits your culinary creativity. With two new bathrooms, updated electrical, plumbing, and new HVAC system, this home

    Colleen Riley Sotheby's International Realty

    38 Sunset Ln, Osterville, MA 02655
  • /25

    $1,300,000 Sold Feb 07, 2025

    • 1,844 Sq Ft
    • $705/SF
    • 161 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1956

    23 & 27 Swift Ave, Osterville, MA 02655

    This beautiful Osterville residence, meticulously renovated and in turn-key condition, features stunning landscaping and a private setting. The thoughtfully designed home combines quaint charm and modern conveniences. A well thought out floor plan, with the family room, spacious dining area, and fully equipped galley kitchen with modern appliances creates a cozy and functional space at the back

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    23 & 27 Swift Ave, Osterville, MA 02655
    • /40

      Est $652,683 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,767 Sq Ft

      36 Renoir Dr, Osterville, MA 02655

      36 Renoir Dr, Osterville, MA 02655
  • /37

    $12,295,000

    • 6 Beds
    • 5.5 Baths
    • 4,470 Sq Ft

    741 Sea View Ave, Osterville, MA 02655

    Experience the epitome of coastal luxury on a sun-drenched day, where shimmering waters create an enchanting ambiance. Nestled on over 2.3 acres along prestigious Sea View Avenue, this extraordinary Osterville estate, built in 1929, is steeped in history and charm. Step inside to discover expansive windows that showcase breathtaking views of Nantucket Sound. Step outside to enjoy 170 feet of

    Sarah Harrington Kinlin Grover Compass

    741 Sea View Ave, Osterville, MA 02655
  • /32

    $990,000 Sold Jan 31, 2025

    • 1,673 Sq Ft
    • $592/SF
    • 20 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1935

    49 Fire Station Rd, Osterville, MA 02655

    Osterville Village is undoubtedly one of the premier villages on all of Cape Cod. Completely self-contained, it is one of the few villages where Route 28 is not the main street. You can literally live in the village and never leave. Welcome to 49 Fire Station Road in Osterville. Bringing together all that is best about a coastal village life in an efficient, well-maintained 1,673 square foot home

    John Cotton Jr Sotheby's International Realty

    49 Fire Station Rd, Osterville, MA 02655
    • /33

      Est $668,010 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,267 Sq Ft

      44 Renoir Dr, Osterville, MA 02655

      44 Renoir Dr, 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
  • /17

    $495,000 Sold Jan 30, 2025

    • 1,267 Sq Ft
    • $391/SF
    • 56 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1983

    1 Vermeer Ct, Osterville, MA 02655

    HUGE price adjustment!! MOTIVATED sellers, say bring your offers!! Move in ready 3 bed, 2 bath Cape with many recent updates including- a new septic system, insulation, furnace, roof, Pella windows throughout, fence, new slider in walkout, freshly painted interior, renovated bathrooms, and new flooring throughout. Tucked away on a private, dead end road, centrally located minutes to Hyannis,

    Heather Brigham EXIT Cape Realty

    1 Vermeer Ct, Osterville, MA 02655
    • /37

      Est $650,852 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,806 Sq Ft

      65 Renoir Dr, Osterville, MA 02655

      65 Renoir Dr, 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
  • /42

    $7,000,000 Sold Jan 28, 2025

    • 4,028 Sq Ft
    • $1738/SF
    • 88 Days On Market
    • 7 Beds
    • 3.5 Baths
    • Built 1890

    265 Sea View Ave, Osterville, MA 02655

    “In its proper season, every door is unlocked, every window wide open. People, too, are more open in summer, moving through the house and each other’s lives as freely as the wind. Their schools and offices are distant, their guard is down, their feet are bare,” writes George Howe Colt. A more lovely door to be unlocked is nearly impossible to find. Open to the shores of Nantucket Sound in Wianno

    John Cotton Sotheby's International Realty

    265 Sea View Ave, Osterville, MA 02655
    • /40

      Est $591,019 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,267 Sq Ft

      38 Vermeer Ct, Osterville, MA 02655

      38 Vermeer Ct, Osterville, MA 02655
  • /5

    $3,000,000

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

    0 Lot B Seapuit River Rd, Barnstable, MA 02655

    This 2.08-acre lot affords the potential for a generous building envelope and privacy is assured with protected land just across the street. The site would allow up to 8 bedrooms across several buildings, garage, pool, pool house and so forth. If combined with The Point (0 Indian Trail), the potential for Oyster Harbors most significant interior estate becomes clear. Additional lots available

    Zenas Crocker LandVest, Inc., Osterville

    0 Lot B Seapuit River Rd, Barnstable, MA 02655
  • /28

    $1,300,000 Sold Jan 03, 2025

    • 2,650 Sq Ft
    • $491/SF
    • 41 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1988

    42 Pond St, Osterville, MA 02655

    Cape Cod living at its finest in this luxurious, beautifully renovated home! Whether for your family's enjoyment or as an investment, this property will surpass your expectations. This stunning property boasts abundant natural light, a captivating double-sided fireplace, and sleek Thor professional stainless steel appliances in the chefs kitchen. Revel in the open, flexible floor plan featuring

    Lisa Sheehan Berkshire Hathaway HomeServices Robert Paul Properties

    42 Pond St, Osterville, MA 02655
    • /22

      Est $604,266 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,575 Sq Ft

      577 Lumbert Mill Rd, Centerville, MA 02632

      577 Lumbert Mill Rd, Centerville, MA 02632
  • /5

    $3,100,000

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

    0 Lot A Seapuit River Rd, Barnstable, MA 02655

    This magnificent, gently sloping 2.3-acre lot should allow total privacy with room for an estate with 8 or more bedrooms. Guest building, garage, tennis, pool and pool house are all possibilities. A water view may be possible! Additional lots available for purchase. Ref MLS#73119673,73119675, 73119676, 73119677

    Zenas Crocker LandVest, Inc., Osterville

    0 Lot A Seapuit River Rd, Barnstable, MA 02655
  • /22

    $780,000 Sold Dec 09, 2024

    • 2,145 Sq Ft
    • $364/SF
    • 24 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    146 Wintergreen Cir, Osterville, MA 02655

    Discover the charm and elegance of this beautifully renovated Cape. Located near Joshua's Pond and Dowses Beach, with sidewalks to village dining and shopping, this home is the perfect seasonal escape or year-round residence. Step inside to find bright spaces with modern amenities, hardwood and tile flooring throughout. This home boasts an eat-in kitchen, equipped with granite countertops and

    Amanda Kundel Kinlin Grover Compass

    146 Wintergreen Cir, Osterville, MA 02655
    • /14

      Est $567,168 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,200 Sq Ft

      37 Captain Aldens Ln, Osterville, MA 02655

      37 Captain Aldens Ln, Osterville, MA 02655
  • /5

    $3,100,000

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

    0 Seapuit River Rd, Barnstable, MA 02655

    This magnificent, gently sloping 2.3-acre lot should allow total privacy with room for an estate with 8 or more bedrooms. Guest building, garage, tennis, pool and pool house are all possibilities. A water view may be possible! Additional lots available for purchase. Ref MLS#22302212, 22302215, 22302216, 22302217

    Zenas Crocker LandVest, Inc.

    0 Seapuit River Rd, Barnstable, MA 02655
  • /20

    $610,000 Sold Dec 06, 2024

    • 720 Sq Ft
    • $847/SF
    • 42 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1980

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

    One-of-a-kind cottage-style condo right off of Parker Road at the Aunt Tempy's Association of Osterville. Also available to purchase together with attached unit 5B! Completely renovated in 2020, this unit is bathed in natural light with high end finishes that reflect the coastal charm of the area. Quartz countertops, stainless appliances, and central AC are just a few upgrades to mention. Off the

    Shaelyn Hegarty Frank A Sullivan Real Estate

    16 2nd Ave Unit 5A, Osterville, MA 02655
    • /39

      Est $785,708 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,938 Sq Ft

      206 Ebenezer Rd, Osterville, MA 02655

      206 Ebenezer Rd, Osterville, 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
  • /28

    $595,000 Sold Dec 05, 2024

    • 1,155 Sq Ft
    • $515/SF
    • 57 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1982

    920 Main St Unit 4, Osterville, MA 02655

    Welcome to this convenient and coastal retreat nestled in the quaint village of Osterville. Ideally situated amongst popular shops and dining spots, this bright and airy condo was fully renovated in 2019. The living room overlooks a private deck and showcases shiplap walls, soaring ceilings, and a cozy gas fireplace. The dining room features a large picture window that offers a nice peek of

    Shaelyn Hegarty Frank A Sullivan Real Estate

    920 Main St Unit 4, Osterville, MA 02655
    • /26

      Est $758,863 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,541 Sq Ft

      102 Old East Osterville Rd, Osterville, MA 02655

      102 Old East Osterville Rd, Osterville, MA 02655
  • /10

    $6,250,000 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
  • /30

    $1,275,000 Sold Nov 26, 2024

    • 2,763 Sq Ft
    • $461/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1984

    17 Chine Way, Osterville, MA 02655

    Offering a beautiful combination of classic design with modern amenities, this expanded ranch style home built by Archibald Brothers is sited in the prestigious Oyster Hills West neighborhood. The property is professionally landscaped with numerous ornamental plants and trees. The spacious and modern kitchen, along with the den area, formal dining room, and living room with impressive bow/bay

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    17 Chine Way, Osterville, MA 02655
    • /22

      Est $639,740 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,284 Sq Ft

      9 Gunstock Rd, Osterville, MA 02655

      9 Gunstock Rd, Osterville, MA 02655
  • /17

    $574,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,267 Sq Ft

    17 Ebenezer Rd, Osterville, MA 02655

    Great 1267 sq. ft. 3 bedroom, 2 bath Cape on large lot in Osterville. First floor bedroom and 2 front to back bedrooms with a bath upstairs. Renovated kitchen with new cabinets and stainless steel appliances and new flooring. good sized living and dining room with new flooring and slider out to a large deck, all vinyl replacement windows and new front door. A very large newer shed on the large

    Team 300 Today Real Estate

    17 Ebenezer Rd, Osterville, MA 02655
  • /29

    $1,500,000 Sold Nov 26, 2024

    • 1,961 Sq Ft
    • $765/SF
    • 54 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2015

    82 Blanid Rd, Osterville, MA 02655

    This impeccable home is located on a quiet road close to Dowses Beach and lively Osterville village, with all its restaurants and shops. Built in 2015, it has two floors of living, including open space concept living on the first floor. Enter into a lovely living room with gas fireplace, fully equipped kitchen with eat-in sland, granite counters, stainless appliances and dining area, all with

    Nicole Vautrain Sotheby's International Realty

    82 Blanid Rd, Osterville, MA 02655
    • /17

      Est $647,354 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,144 Sq Ft

      7 Bonnie Briar Rd, Osterville, MA 02655

      7 Bonnie Briar Rd, Osterville, MA 02655

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