3,950

Osterville Homes

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  • /16

    $2,550,000 Pending

    • Land
    • 0.72 Acre
    • $3,541,667 per Acre

    207 Crystal Lake Rd, Osterville, MA 02655

    There's something magical about the allure of hidden treasures--particularly when it's precious jewels. Crystal Lake, nestled in the heart of Wianno in Osterville on Cape Cod, is one such rare jewel. Surrounded by private property, this enchanting lake remains a well-kept secret, known only to a fortunate few.Rowing across the Lake, your oars glide through the crystal-clear waters, the gentle

    John Cotton Jr Sotheby's International Realty

    207 Crystal Lake Rd, Osterville, MA 02655
  • /42

    $2,500,000 Sold Nov 21, 2024

    • 3,854 Sq Ft
    • $649/SF
    • 69 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2002

    298 Starboard Ln, Osterville, MA 02655

    Magnificent home on Osterville’s coveted Starboard Lane. Benefitting from total privacy, this idyllic residence is set on one acre with mature trees, lush plantings, and a spacious backyard. Elegant interiors seamlessly flow from a light-filled living room with a fireplace and built-in bookshelves to a gourmet kitchen with stainless steel appliances and an eat-in breakfast area. Glass doors

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    298 Starboard Ln, Osterville, MA 02655
    • /38

      Est $754,457 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,947 Sq Ft

      588 Bumps River Rd, Osterville, MA 02655

      588 Bumps River Rd, Osterville, MA 02655
  • /38

    $845,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft

    171 Sturbridge Dr, Osterville, MA 02655

    OPEN HOUSES CANCELLED! Discover an incredible opportunity to own a meticulously maintained, move-in ready home in the coveted village of Osterville. Tucked within a lovely neighborhood, 171 Sturbridge Drive is a pristine property that exudes Cape Cod charm. Just minutes from Dowses Beach and the vibrant village center-home to boutique shops, fine dining, and cozy cafes-this residence offers the

    Shaelyn Hegarty Frank A Sullivan Real Estate

    171 Sturbridge Dr, Osterville, MA 02655
  • /13

    $610,000 Sold Nov 19, 2024

    • 1,159 Sq Ft
    • $526/SF
    • 154 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    39 Tower Hill Rd Unit 1A, Osterville, MA 02655

    FIRST FLOOR, highly desirable condominium in Village Square with direct, private entrance. Stroll to Osterville village restaurants and shops. Walk to Dowses Beach and Joshua's Pond. Recently updated baths and kitchen with new appliances, in-unit laundry, private storage and walk in cedar closet. Truly turn-key, move in and enjoy!

    Tom Foley The Foley Company

    39 Tower Hill Rd Unit 1A, Osterville, MA 02655
    • /30

      Est $627,358 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,880 Sq Ft

      160 Acorn Dr, Osterville, MA 02655

      160 Acorn Dr, Osterville, MA 02655
  • /42

    $5,700,000 Pending

    • 7 Beds
    • 7 Baths
    • 5,960 Sq Ft

    49 N Bay Rd, Barnstable, MA 02655

    Step into refined luxury with this exceptional residence featuring water views of North Bay. On an elevated 1.12-acre lot with mature landscaping, this home exudes curb appeal and features high-end renovations. The kitchen features an island with a breakfast bar, pantry, dining area and a wet bar. The magnificent family room features cathedral ceilings, expansive windows and a gas fireplace. The

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    49 N Bay Rd, Barnstable, MA 02655
  • /41

    $1,050,000 Sold Nov 18, 2024

    • 1,544 Sq Ft
    • $680/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    33 Waterfield Rd, Osterville, MA 02655

    Location! Location! This well-maintained, ''open floor plan'' Cape Style Home is nestled on a very private (pan handle) lot in the much sought after village of Osterville! This move-in ready home is located near Joshua's Pond and is less than a mile to fabulous Osterville Center where you can enjoy dining at several unique restaurants as well as shopping at some of the finest stores on Cape Cod!

    Marie Souza Cape Cod Real Estate Services

    33 Waterfield Rd, Osterville, MA 02655
    • /29

      Est $832,252 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,797 Sq Ft

      76 Briar Patch Rd, Osterville, MA 02655

      76 Briar Patch Rd, Osterville, MA 02655
  • /43

    $5,700,000 Pending

    • 7 Beds
    • 7 Baths
    • 5,960 Sq Ft

    49 N Bay Rd, Osterville, MA 2655

    Step into refined luxury with this exceptional water view residence featuring beautiful views of North Bay and nestled within the gated community of Oyster Harbors. Situated on an elevated 1.12-acre lot with mature, meticulously maintained landscaping, this exquisite home exudes curb appeal and features high-end renovations throughout. The heart of the home is the sophisticated kitchen, designed

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    49 N Bay Rd, Osterville, MA 2655
  • /42

    $4,150,000 Sold Nov 15, 2024

    • 2,405 Sq Ft
    • $1726/SF
    • 16 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1958

    28 Bayview Rd, Osterville, MA 02655

    Seize the Bay... we've seen many water views in our time but the view from 28 Bayview Road is among the best of all. Looking south over West Bay this unencumbered view is endless, Every season brings something new and captures your attention, it is truly a sight to behold. Enjoy the understated elegance of this charming 3 bedroom seaside residence with an additional study or den. This home was

    Jennifer McCartin Sotheby's International Realty

    28 Bayview Rd, Osterville, MA 02655
    • /50

      Est $1,547,910 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,145 Sq Ft

      26 Donna Ave, Osterville, MA 02655

      26 Donna Ave, Osterville, MA 02655
  • /32

    $1,200,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,918 Sq Ft

    10 Darby Way, Barnstable, MA 02655

    Nestled in the sought-after Osterville Landing, this beautifully crafted Cape-style home offers elegance, comfort, and privacy. Step inside to an inviting open-concept kitchen, dining, and living area, perfect for entertaining. The kitchen features granite counters, high end appliances, and a large island. Hardwood floors run throughout both levels, complementing the high-end finishes, Enjoy the

    Jennifer McCartin Sotheby's International Realty

    10 Darby Way, Barnstable, MA 02655
  • /35

    $540,000 Sold Nov 04, 2024

    • 1,390 Sq Ft
    • $388/SF
    • 48 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1977

    34 Rebecca Ln, Osterville, MA 02655

    Nestled in a quaint Osterville neighborhood, this charming 2-bedroom, 2-bathroom ranch is ready for its new owner to bring their personal touch. The home boasts gas heat and central air for year-round comfort, with a private bath off the primary bedroom adding to its appeal. The garage has been thoughtfully converted into additional living space, offering flexibility for a home office, playroom,

    Samantha Steward Compass Massachusetts, LLC

    34 Rebecca Ln, Osterville, MA 02655
    • /42

      Est $1,244,959 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,268 Sq Ft

      107 Spice Ln, Osterville, MA 02655

      107 Spice Ln, Osterville, MA 02655
  • /54

    $1,200,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,918 Sq Ft

    10 Darby Way, Osterville, MA 2655

    Nestled in the sought-after Osterville Landing, this beautifully crafted Cape-style home offers elegance, comfort, and privacy. Located on a peaceful cul-de-sac that backs up to conservation land, this home is the perfect retreat while still being close to Osterville Village and the beaches.Step inside to an inviting open-concept kitchen, dining, and living area, perfect for entertaining. The

    Jennifer McCartin Sotheby's International Realty

    10 Darby Way, Osterville, MA 2655
  • /51

    $2,250,000 Sold Nov 01, 2024

    • 3,290 Sq Ft
    • $684/SF
    • 173 Days On Market
    • 3 Beds
    • 4.5 Baths
    • Built 2024

    201 Old Mill Rd, Barnstable, MA 02655

    Beautiful 3290 +- sf new construction by Barnstable Harbor Builders in Osterville, offers 3 levels of Cape Cod living. 3 br en-suite, 4-1/2 ba, primary on both first and 2nd floors, walkout terrace level perfect for entertaining pool side, Custom in-ground heated pool w autocover, travertine pool deck and patio, outdoor kitchenette with natural gas grille, enclosed private outdoor rinse area. A 3

    David Parrella Barnstable Harbor Realty

    201 Old Mill Rd, Barnstable, MA 02655
    • /96

      Est $1,208,493 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,434 Sq Ft

      336 Old Mill Rd, Osterville, MA 02655

      336 Old Mill Rd, Osterville, MA 02655
  • /33

    $1,450,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,739 Sq Ft

    65 Wianno Cir, Osterville, MA 02655

    Location, location, location! With Dowses Beach and Main Street Osterville just moments away, this charming Cape-style home offers the perfect opportunity to create your ideal coastal retreat. The first floor features a spacious primary bedroom, an open kitchen and dining area, and a stunning living room with a fireplace and soaring ceilings. Upstairs, you'll find two additional bedrooms and a

    Joan Witter Compass Massachusetts, LLC

    65 Wianno Cir, Osterville, MA 02655
  • /38

    $845,000 Sold Oct 31, 2024

    • 1,988 Sq Ft
    • $425/SF
    • 29 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1979

    22 Marion Way, Osterville, MA 02655

    Nestled in the highly sought-after Osterville location, this stylish and newly renovated home offers an elegant lifestyle in a prime setting. This 7 room one floor home is boasting almost 2,000sqft. Upon entering, you are greeted by an open floor plan that seamlessly connects the living spaces which are adorned with wood flooring, creating a sense of luxury and comfort. The newly renovated

    Deborah Blakely Kinlin Grover Compass

    22 Marion Way, Osterville, MA 02655
    • /30

      Est $874,650 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,040 Sq Ft

      54 Hinckley Cir, Osterville, MA 02655

      54 Hinckley Cir, Osterville, MA 02655
  • /20

    $615,000 Pending

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft

    54 Jason's Ln, Barnstable, MA 02655

    This charming home is set on a quiet cul-de-sac overlooking a pond across the street. The home offers 2 bedrooms, 1 full bath, kitchen/dining area, living room featuring a fireplace, extra living space with the front-to-back breezeway and full unfinished basement. The backyard, with firepit area, creates a private sanctuary for entertaining or relaxing. Close to shopping, the south beaches,

    Kim Barnocky- Grossman William Raveis R.E. & Home Services

    54 Jason's Ln, Barnstable, MA 02655
  • /57

    $1,250,000 Sold Oct 28, 2024

    • 2,129 Sq Ft
    • $587/SF
    • 133 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1940

    263 Tower Hill Rd, Osterville, MA 02655

    Osterville Oasis! Tranquil Pond-front setting enhances this wonderfully classic and beautifully updated home. Enjoy Commanding Views of Sam's Pond from the Living Room, while the fire crackles at your back. The Dining Area of the modern Kitchen offers a Rumford fireplace, as well as a Hidden Closet beverage service/bar. Up a few steps to a large Bedroom Suite, cathedral ceiling, lots of light and

    Chuck Tuttle William Raveis Real Estate & Home Services

    263 Tower Hill Rd, Osterville, MA 02655
    • /50

      Est $910,219 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,330 Sq Ft

      95 Hinckley Cir, Osterville, MA 02655

      95 Hinckley Cir, Osterville, MA 02655
  • /28

    $1,495,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,847 Sq Ft

    126 Bay St, Osterville, MA 02655

    Osterville Village coastal lifestyle in this beautifully updated Cape Cod home is ideally located in the sought after seaside -village center Bay St. neighborhood. Enjoy the lattice enclosed side yard. Short stroll to salt water bay for recreation & all the amenities offered by Osterville Village. This home is situated by Wianno Golf, North Bay, Nauticus & Crosby Marinas & is Ideal for water

    virginia guimond William Raveis Real Estate & Home Services

    126 Bay St, Osterville, MA 02655
  • /50

    $890,000 Sold Oct 24, 2024

    • 2,061 Sq Ft
    • $432/SF
    • 36 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1979

    65 Deerfield Rd, Osterville, MA 02655

    Deerfield Darling! Beautifully updated Cape-style home, turnkey opportunity. Tastefully renovated in 2010, this lovely home offers better-than-new amenities. Tiled Entry with bead-board, Sink, and Laundry hook-up. Granite Kitchen with newer appliances and charming Fireplace. Dining area features Andersen slider to the large Bluestone Patio. Bright Living Room with hardwood floors, crown

    Chuck Tuttle William Raveis Real Estate & Home Services

    65 Deerfield Rd, Osterville, MA 02655
    • /45

      Est $2,371,560 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,200 Sq Ft

      76 Old Mill Rd, Osterville, MA 02655

      76 Old Mill Rd, Osterville, MA 02655
  • /36

    $1,400,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,738 Sq Ft

    34 Hollingsworth Rd, Osterville, MA 02655

    Nestled in the highly sought-after Wianno Estates neighborhood, this beautifully maintained 3-bedroom, 2-bathroom home offers a blend of comfort, privacy, and coastal charm.Step inside to find sun-drenched living and family rooms, extending from the front to back of the house, offering views of the private backyard. The open kitchen and dining area provide the perfect setting for family

    Jennifer McCartin Sotheby's International Realty

    34 Hollingsworth Rd, Osterville, MA 02655
  • /41

    $692,000 Sold Oct 18, 2024

    • 1,830 Sq Ft
    • $378/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1979

    635 Lumbert Mill Rd, Centerville, MA 02632

    Immaculate and spacious ranch in Centerville on 3/4 acre level lot with a magnificent fenced back yard and great turnaround drive for guest parking out front. The 3 bedroom, 2 bath home boasts wood floors, updated kitchen with granite counters, large dining room, fireplaced living room, family room with built-ins, gas fireplace and slider to deck, glorious recently added sun room (electric heat

    Lisa Steele Steele Associates R E

    635 Lumbert Mill Rd, Centerville, MA 02632
    • /20

      Est $590,878 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 967 Sq Ft

      727 Main St Unit G5, Osterville, MA 02655

      727 Main St Unit G5, Osterville, MA 02655
  • /42

    $1,600,000 Pending

    • 3 Beds
    • 5.5 Baths
    • 4,269 Sq Ft

    12 Fire Station Rd, Osterville, MA 02655

    Sited on a corner of a lightly traveled road and Main Street, this residence gleams like the jewel that it is. With some of its “bones” dating back to 1839, 12 Fire Station Road has been lovingly restored and preserved with carefully considered additions that add brilliance to its character. Original period details that exude history and craftsmanship remain and transition naturally with newer

    John Cotton Sotheby's International Realty

    12 Fire Station Rd, Osterville, MA 02655
  • /22

    $660,000 Sold Oct 11, 2024

    • 1,141 Sq Ft
    • $578/SF
    • 11 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    39 Tower Hill Rd Unit 5A, Osterville, MA 02655

    This beautifully maintained first floor condo is conveniently located near the village center and a variety of restaurants, shops and beaches.The primary bedroom offers its own bath and there is an additional bedroom, full bath and in-unit laundry. The well equipped kitchen has been updated and opens to the dinning and living room. The living room features a gas fireplace and sliders opening to

    Jan Macallister Sotheby's International Realty

    39 Tower Hill Rd Unit 5A, Osterville, MA 02655
    • /22

      Est $642,259 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,221 Sq Ft

      727 Main St Unit G2, Osterville, MA 02655

      727 Main St Unit G2, Osterville, MA 02655
  • /33

    $628,000 Sold Oct 11, 2024

    • 1,444 Sq Ft
    • $435/SF
    • 66 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1982

    42 Yawl Rd, Osterville, MA 02655

    Tucked away in a quiet corner of Osterville in this charming neighborhood is this lovely 2 bedroom pristine ranch with a 3 bedroom septic system. Passing Title V Report. Living room with gas fireplace. French doors lead to spacious cathedral ceiling Family Room which offers a great area for entertaining. Updated Kitchen with light oak cabinets and beautiful oversized sink and breakfast bar is

    Linda Cirrone Kinlin Grover Compass

    42 Yawl Rd, Osterville, MA 02655
    • /25

      Est $618,557 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,157 Sq Ft

      727 Main St Unit G1, Osterville, MA 02655

      727 Main St Unit G1, Osterville, MA 02655
  • /23

    $749,000 Sold Oct 03, 2024

    • 1,592 Sq Ft
    • $470/SF
    • 28 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1983

    51 Poplar Dr, Osterville, MA 02655

    Easy Osterville living in this fully furnished turn key ranch. Relax in the very private expansive back yard boasting beautiful gardens, hardscaping, fire pit area, stone patio and decking to enjoy your outdoor Cape Home. Convenient to Osterville village, Dowses Beach, Cape Cod Academy and minutes to the bridge. Low maintenance, 1st-floor living with primary suite. The new central AC, Generac,

    Missy Bonfatti William Raveis R.E. & Home Services

    51 Poplar Dr, Osterville, MA 02655
    • /20

      Est $603,030 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,217 Sq Ft

      727 Main St Unit F2, Osterville, MA 02655

      727 Main St Unit F2, Osterville, MA 02655
  • /38

    $1,400,000 Sold Sep 30, 2024

    • 2,534 Sq Ft
    • $552/SF
    • 57 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1998

    52 David St, Osterville, MA 02655

    Gorgeous Osterville Colonial nestled in a quaint and quiet neighborhood, yet close enough to walk or bike to the well known Osterville Village. This property combines classic New England charm with modern amenities offering a serene & luxurious living experience. Approximately 2,534 sq ft of thoughtfully designed spaces, perfect for both relaxation, daily use, and entertaining. The kitchen is an

    Christopher Woodard Keller Williams Coastal

    52 David St, Osterville, MA 02655
    • /27

      Est $630,820 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,216 Sq Ft

      727 Main St Unit E1, Osterville, MA 02655

      727 Main St Unit E1, Osterville, MA 02655
  • /39

    $3,700,000 Sold Sep 27, 2024

    • 4,511 Sq Ft
    • $820/SF
    • 1 Day On Market
    • 5 Beds
    • 7 Baths
    • Built 2021

    101 Warren St, Barnstable, MA 02655

    Welcome to this magnificent 2021-built real estate gem located in the sought-after Wianno neighborhood. With its beautiful open spaces, this home is perfectly designed for accommodating large gatherings and entertaining. The property features an inviting in-ground pool complete with a safety cover, allowing for enjoyment with peace of mind. Additionally, a charming pool house awaits guests,

    Joan Witter Compass Massachusetts, LLC

    101 Warren St, Barnstable, MA 02655

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