3,960

Osterville Homes

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  • /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
  • /32

    $1,150,000 Sold May 16, 2025

    • 1,918 Sq Ft
    • $600/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2016

    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
    • /31

      Est $1,335,855 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,379 Sq Ft

      179 Robbins St, Osterville, MA 02655

      179 Robbins St, 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
  • /54

    $1,150,000 Sold May 16, 2025

    • 1,918 Sq Ft
    • $600/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2016

    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
    • /45

      Est $1,965,280 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,386 Sq Ft

      117 Spice Ln, Osterville, MA 02655

      117 Spice Ln, 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

    $5,300,000 Sold May 15, 2025

    • 5,960 Sq Ft
    • $889/SF
    • 208 Days On Market
    • 7 Beds
    • 7 Baths
    • Built 1986

    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
    • /42

      Est $1,238,475 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
  • /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
  • /43

    $5,300,000 Sold May 15, 2025

    • 5,960 Sq Ft
    • $889/SF
    • 208 Days On Market
    • 7 Beds
    • 7 Baths
    • Built 1986

    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
    • /96

      Est $1,316,795 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
  • /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
  • /28

    $1,500,000 Sold May 08, 2025

    • 1,847 Sq Ft
    • $812/SF
    • 3 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1935

    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
    • /30

      Est $1,021,646 Not Listed For Sale

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

      54 Hinckley Cir, Osterville, MA 02655

      54 Hinckley Cir, Osterville, 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
  • /19

    $600,000 Sold May 07, 2025

    • 936 Sq Ft
    • $641/SF
    • 14 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1983

    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 h 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, CRS William Raveis Real Estate & Home Services

    54 Jason's Ln, Barnstable, MA 02655
    • /50

      Est $953,206 Not Listed For Sale

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

      95 Hinckley Cir, Osterville, MA 02655

      95 Hinckley Cir, 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
  • /36

    $1,500,000 Sold May 07, 2025

    • 1,738 Sq Ft
    • $863/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1960

    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

      Est $1,317,609 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,982 Sq Ft

      38 Evans St, Osterville, MA 02655

      38 Evans St, 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
  • /42

    $1,600,000 Sold May 07, 2025

    • 4,269 Sq Ft
    • $375/SF
    • 21 Days On Market
    • 3 Beds
    • 5.5 Baths
    • Built 1839

    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
    • /41

      Est $1,658,006 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 3,060 Sq Ft

      58 Evans St, Osterville, MA 02655

      58 Evans St, Osterville, 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
  • /33

    $1,450,000 Sold May 02, 2025

    • 1,739 Sq Ft
    • $834/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1984

    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

      Est $1,475,802 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,534 Sq Ft

      52 David St, Osterville, MA 02655

      52 David St, 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
  • /34

    $615,000 Sold May 01, 2025

    • 1,632 Sq Ft
    • $377/SF
    • 3 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1982

    39 Tower Hill Rd Unit 11, Osterville, MA 02655

    Village Square Townhouse! Enjoy this relaxed lifestyle right in the center of Osterville Village. Walk to everything: fine dining, great shopping, hardware, bank...everything you need is just steps away. Lovely shared Foyer, Nice Living Room with Fireplace opens to the Dining Room with handsome built-ins, and a Wet Bar! Powder Room with Laundry area. Sliding glass door to the Private Deck. Modern

    Chuck Tuttle William Raveis R.E. & Home Services

    39 Tower Hill Rd Unit 11, Osterville, MA 02655
    • /22

      Est $630,066 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
  • /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
  • /40

    $3,010,000 Sold Apr 29, 2025

    • 4,295 Sq Ft
    • $701/SF
    • 38 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 1998

    1460 S County Rd, Osterville, MA 02655

    Experience luxury and comfort in this exceptional Cape Cod home nestled on a meticulously landscaped 1.3-acre private lot, just minutes from private and public beaches in a charming Cape Cod village.This exquisite residence offers approximately 4,500 sq. ft. of open-concept living space, featuring four spacious bedrooms, each with a private bath. The first-floor primary suite includes dual

    Colin Bayley Compass

    1460 S County Rd, Osterville, MA 02655
    • /25

      Est $659,977 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
  • /36

    $574,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,131 Sq Ft

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

    - Prime location in Osterville village near shops, eateries, library, parks, and essentials- Elegant interior with wood/tile floors, crown molding, central A/C, in-unit laundry, plenty storage- Peaceful complex offering both privacy and community- Close to nature with Dowes Beach under 2 miles away and nearby ponds for outdoor enjoyment- Armstrong Kelley Park nearby with trails, play area, and

    Ed Chatelain Chatelain Real Estate

    39 Tower Hill Rd Unit 1C, Osterville, MA 02655
  • /41

    $650,000 Sold Apr 18, 2025

    • 2,245 Sq Ft
    • $290/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1985

    38 Westwind Cir, Osterville, MA 02655

    ****CANCELLED OPEN HOUSE FOR SUNDAY MARCH 9, 2025 CANCELLED ****This spacious 3-bedroom, 2-bathroom one-level home is move-in ready and perfect for families looking for comfort and convenience. The master bedroom features its own private bath for added privacy and luxury. Located in a family-friendly neighborhood, this home is just a short distance from local shopping, dining, and beautiful

    Kristen Ruggiero RE/MAX Platinum

    38 Westwind Cir, Osterville, MA 02655
    • /27

      Est $629,400 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
  • /11

    $538,500 Pending

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

    17 Ebenezer Rd, Osterville, MA 02655

    Yes BOM again due to financing! Great value for this 1267 sq. ft. 3 bedroom,2 bath Cape on large private lot in Osterville. Renovated kitchen with newer cabinets, all new stainless steel appliances and new laminate flooring, Large living room/ dining room with sliders out to your large rear deck,, all vinyl windows and new front door, full walkout basement which could offer additional living

    Rob Sculos Today Real Estate, Inc.

    17 Ebenezer Rd, Osterville, MA 02655
  • /37

    $667,000 Sold Apr 18, 2025

    • 1,832 Sq Ft
    • $364/SF
    • 41 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1978

    26 Captain Aldens Ln, Osterville, MA 02655

    Back on the market due to buyer financing!!! Their loss is your gain, these sole owners are ready to downsize and pass this meticulously maintained home to the next hand of ownership.Welcome to Cape Cod where your days can be filled with toes in the sand whether it be Dowses, Craigville or the secret beaches of Cotuit followed by shopping and dining at Mashpee Commons or downtown Hyannis. This 3

    Courtney Tanguay Coldwell Banker Realty

    26 Captain Aldens Ln, Osterville, MA 02655
    • /23

      Est $592,263 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,232 Sq Ft

      727 Main St Unit C3, Osterville, MA 02655

      727 Main St Unit C3, Osterville, MA 02655
  • /50

    $5,895,000 Pending

    • 5 Beds
    • 5.5 Baths
    • 4,637 Sq Ft

    245 N Bay Rd, Barnstable, MA 02655

    Designed by renowned architect Royal Barry Wills, this magnificent Oyster Harbors residence combines timeless elegance with a coveted resort lifestyle in one of Cape Cod's most sought-after communities. The stately white brick facade and lush plantings set the stage immediately upon approach, hinting at the inimitable architectural and design details throughout. Sophisticated yet refined

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    245 N Bay Rd, Barnstable, MA 02655

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