Osterville Homes for Sale

• 

  

  

  /40

  $1,075,000

  • 2 Beds
  • 2.5 Baths
  • 1,564 Sq Ft

  16 Second Unit 4, Barnstable, MA 02655

  In the heart of Wianno, surrounded by Osterville’s iconic multi-million-dollar estates, this newly built 2023 free-standing golf villa offers effortless luxury and carefree Cape Cod living. Just moments to Wianno Golf Club, Dowses Beach, marinas, boutique shopping, acclaimed dining, and the Osterville Farmers Market, the location is exceptional. The light-filled interior features soaring

  

  Livia Freitas Monteforte

  Compass

  16 Second Unit 4, Barnstable, MA 02655
• Explore Osterville

• 

  

  

  /48

  $659,900

  Open Sat 11:30AM - 1PM $39K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  55 Seth Goodspeed Way, Osterville, MA 02655

  Nice New Price!! Move right into this sun-filled, open-concept ranch with one-car garage and oversized shed, located in desirable Osterville Heights! The private and spacious partially-fenced backyard with its park-like setting is perfect for adding a potential pool, outdoor entertaining, barbecues, lawn games and relaxing with family and friends. New improvements include enhanced landscaping,

  Donna Christopher Sotheby's International Realty

  55 Seth Goodspeed Way, Osterville, MA 02655
• 

  

  

  /24

  $874,400

  Open Fri 10AM - 11AM

  • 3 Beds
  • 2 Baths
  • 2,076 Sq Ft

  20 Deerfield Rd, Osterville, MA 02655

  Property is being offered via Real Estate Auction on Friday, June 26th at 11am on-site. The actual selling price will be determined auction day. List price/estimated value seen is set at the real estate tax assessment. Pre-auction offers must be presented on the auction P&S and are subject to seller confirmation. 10% Buyer's Premium applies. Re: The Estate of Beth E. Higgins. 2,076+/- sf 3BR, 2BA

  Justin Manning JJManning Auctioneers

  20 Deerfield 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
• 

  

  

  /61

  $11,950,000

  • 6 Beds
  • 8 Baths
  • 8,387 Sq Ft

  48 Starboard Ln, Osterville, MA 02655

  Newly constructed and ready to enjoy, this exceptional waterfront estate on the Bumps River represents the finest of Cape Cod living. Combining an unrivaled setting with state-of-the-art luxury, the property features a resort-inspired swimming pool and cabana, a renovated boathouse with a float for non-motorized crafts, and a deeded beach lot on Long Beach. Upon approaching the estate, an

  Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

  48 Starboard Ln, Osterville, MA 02655
• 

  

  /40

  $1,549,900

  Open Sun 12PM - 2PM

  • 4 Beds
  • 4 Baths
  • 2,509 Sq Ft

  25 Manor Way, Osterville, MA 02655

  Welcome to 25 Manor Way, an exclusive opportunity to renovate and customize a classic 2,509 sq. ft. Gambrel home in the prestigious village of Osterville. This 4-BR, 4-BA residence, including private 3 room suite ideal for potential ADU, blends traditional New England charm with bright, hardwood-floored interiors, is a canvas to create your Cape Cod masterpiece.Set on a level 0.30-acre lot in a

  Peter Vaillancout EXIT Cape Realty

  25 Manor Way, Osterville, MA 02655
• 

  

  /33

  $875,000

  $120K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,954 Sq Ft

  105 Parker Rd Unit B, Osterville, MA 02655

  Offered for the first time in twenty-five years, this spacious two bedroom, two and one half bath condo at Fairways in Osterville village is perfect for summer or year-round living. The condo abuts the Wianno Golf course and offers three floors of living including basement storage and a detached one car garage..The second floor includes a light-filled living room lined with windows,a gas

  Gene Orloff Sotheby's International Realty

  105 Parker Rd Unit B, Osterville, MA 02655
• 

  

  /42

  $5,950,000

  • 5 Beds
  • 8 Baths
  • 8,740 Sq Ft

  179 Pineleigh Path, Barnstable, MA 02655

  Set on the 14th fairway of the golf course within the coveted gated community of Oyster Harbors, this exceptional residence combines timeless design with modern comforts in a beautifully crafted coastal setting. The home is defined by generous proportions, abundant natural light, and refined architectural detail throughout. Thoughtfully designed living spaces feature soaring ceilings and a

  Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

  179 Pineleigh Path, Barnstable, MA 02655
• 

  

  /17

  $810,000

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

  441 Old Mill Rd, Osterville, MA 02655

  Osterville opportunity! Situated on 1.4 acres and abutting conservation land, this 2-bedroom, 2-bath raised ranch offers endless possibilities. Located just moments from Osterville's charming village center, you'll enjoy easy access to boutique shopping, delightful dining, and local favorite, Dowses Beach. Whether it's a thoughtful home renovation or a complete reimagining to unlock the full

  Diane Boudreau Kinlin Grover Compass

  441 Old Mill Rd, Osterville, MA 02655
• 

  

  /37

  $599,900

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft

  727 Main St Unit B1, Osterville, MA 02655

  Delightful first floor unit in sought after Osterville village location! Nestled in the heart of beautiful Osterville village and walking distance to Fancy's Market, Library, Church, Restaurants and Fabulous Boutique shops. Stroll to the resident only desirable Dowses beach too! This is a wonderful opportunity to live and enjoy one floor living where everything is at your fingertips......

  Gregory W Nowak Craigville Realty, Inc.

  727 Main St Unit B1, Osterville, MA 02655
• 

  

  /89

  $3,500,000

  • 4 Beds
  • 4.5 Baths
  • 5,049 Sq Ft

  140 Seapuit Rd, Osterville, MA 02655

  Nestled within the prestigious enclave of Seapuit, this architectural masterpiece represents a rare synergy of design and craftsmanship spanning over 5,000SF of meticulously curated space. A collaboration between renowned architect Doreve Nicholaeff & the master builders at Sylvia & Sylvia, the residence is an exercise in sophisticated coastal living. The home is set on a two-acre private oasis,

  Rick Shechtman Kinlin Grover Compass

  140 Seapuit Rd, Osterville, MA 02655
• 

  

  /54

  $8,500,000

  • 3 Beds
  • 6 Baths
  • 4,831 Sq Ft

  46 Great Bay Rd, Osterville, MA 02655

  Nestled along the sparkling shores of North Bay in the heart of Osterville, this exceptional Waterfront Estate delivers timeless beauty and relaxed elegance. Wake each morning to sweeping water views and ocean breezes, step onto your boat from the Substantial Dock, (complete with 30 Amp power outlets and fresh water). Featuring a Primary Suite and Guest Suite both on the 1st Floor, the residence

  Chuck Tuttle William Raveis Real Estate & Home Services

  46 Great Bay Rd, Osterville, MA 02655
• 

  

  /52

  $2,950,000

  Open Sat 11AM - 12:30PM $150K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 5,008 Sq Ft

  34 Farm Valley Rd, Osterville, MA 02655

  From the moment you arrive, you're greeted by a stone circular driveway and a large front porch that warmly says, ''Welcome--please come in!''Once inside, you immediately notice the home's timeless elegance combined with the comfort needed for everyday living. Each room is perfectly sized, and the thoughtful layout and seamless flow from one room to the next make this home ideal for family

  Julie White William Raveis Real Estate & Home Services

  34 Farm Valley Rd, Osterville, MA 02655
• 

  

  /49

  $3,900,000

  • 4 Beds
  • 4.5 Baths
  • 4,241 Sq Ft

  30 Cockachoiset, Osterville, MA 02655

  Defined by its water views, generous grounds, and multiple outdoor living spaces, 30 Cockachoiset (''Dillon House'') offers a welcoming coastal retreat designed for gathering, entertaining, and enjoying life by the water. The main level is thoughtfully designed with an open floor plan anchored by a well-equipped kitchen that flows seamlessly into a sun-filled breakfast nook and sitting area,

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  30 Cockachoiset, Osterville, MA 02655
• 

  

  /16

  $8,750,000

  New Construction

  • 8 Beds
  • 5.5 Baths
  • 6,500 Sq Ft

  207 Crystal Lake Rd, Osterville, MA 02655

  A generational waterfront setting on Crystal Lake with approved Patrick Ahearn plans and a privately owned dock - an exceptionally rare, build-ready opportunity within a stone's throw of Osterville beaches and village center.A truly distinctive offering on the shores of Crystal Lake in one of Osterville's most coveted and tightly held neighborhoods. With direct lake frontage, a privately owned

  Shaelyn Hegarty Frank A Sullivan Real Estate

  207 Crystal Lake Rd, Osterville, MA 02655
• 

  

  /46

  $599,900

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft

  727 Main St Unit B1, Osterville, MA 02655

  RARE to market! First opportunity in YEARS in Osterville's sought after Wianno Knoll. Nestled in the heart of Osterville village this desirable first floor condo has it all! Gorgeous open floor plan features two spacious bedrooms, a completely updated full bath and charming guest half bath. Renovated open kitchen with pantry closet, stainless appliances. and sliders leading to private back porch

  Gregory W Nowak Craigville Realty Co

  727 Main St Unit B1, Osterville, MA 02655
• 

  

  /52

  $1,500,000

  Open Sat 11AM - 1PM $79K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,765 Sq Ft

  955 Main St, Osterville, MA 02655

  A mid-19th-century Greek Revival, believed to be the birthplace of Captain William Bradford Parker and later home to Samuel Hallett -- both tied to Osterville's historic maritime corridor along Main Street. The property reflects the success of maritime captains - there's a reason Osterville was once described as ''a place where retired sea captains can live like gentlemen.'' You feel that here.

  Karen Lilly Property Cape Cod

  955 Main St, Osterville, MA 02655
• 

  

  /43

  $8,995,000

  $1M PRICE DROP

  • 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
• 

  

  /26

  $685,000

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

  7 Bonnie Briar Rd, Osterville, MA 02655

  Welcome to 7 Bonnie Briar Lane in beautiful Osterville -- a charming opportunity tucked within one of Cape Cod's most sought-after neighborhoods. This inviting 3-bedroom home offers 1,144 square feet of comfortable living space, blending easy coastal living with everyday functionality. Ideally located just moments from pristine beaches, the village center, and local marinas, this property is

  Joan Witter Compass Massachusetts, LLC

  7 Bonnie Briar Rd, Osterville, MA 02655
• 

  

  /28

  $784,000

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft

  114 King Arthur Dr, Barnstable, MA 02601

  Welcome to this beautifully updated 3-bedroom, 2-bath Cape-style home in the coastal village of Osterville. Situated on a large corner lot in a neighborhood setting, this property is move-in ready and features a brand-new kitchen, new stainless appliances, backsplash and granite countertops. A fireplace living room for cool nights and a dining room with sliders to a spacious deck ideal for

  Christine Case C. Case Realty, LLC

  114 King Arthur Dr, Barnstable, MA 02601
• 

  

  /42

  $7,750,000

  $250K PRICE DROP

  • 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
• 

  

  /42

  $3,900,000

  • 4 Beds
  • 4.5 Baths
  • 4,241 Sq Ft

  30 Cockachoiset Ln, Barnstable, MA 02655

  Defined by sweeping water views, expansive grounds, and exceptional outdoor living spaces, 30 Cockachoiset (“Dillon House”) offers a welcoming coastal retreat designed for gathering and entertaining. The open-concept main level features a well-equipped kitchen flowing into a sun-filled breakfast nook and sitting area surrounded by walls of windows overlooking the water. Additional highlights

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  30 Cockachoiset Ln, 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
• 

  

  /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

  $784,000

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft

  114 King Arthur Dr, Osterville, MA 02655

  Welcome to this 3 bedroom, 2 bath Cape-style home in the coastal village of Osterville, situated on a corner lot in a neighborhood setting. This property features new kitchen cabinets, new stainless appliances, backsplash and granite countertops. A fireplace living room to enjoy on cool nights and a dining room with sliders to a spacious deck with a gas hookup for grilling, ideal for entertaining

  Christine Case C. Case Realty, LLC

  114 King Arthur Dr, Osterville, MA 02655
• 

  

  /23

  $712,000

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  39 Tower Hill Rd Unit 16D, Osterville, MA 02655

  Welcome to Unit 16D at Tower Hill, a bright and inviting corner condominium ideally situated just moments from Osterville's charming village center and beautiful Dowses Beach. Originally designed as the builder's own residence, this thoughtfully crafted second-floor unit enjoys an abundance of natural light thanks to its desirable corner location and oversized windows.Offering two bedrooms and

  Shaelyn Hegarty Frank A Sullivan Real Estate

  39 Tower Hill Rd Unit 16D, Osterville, MA 02655
• 

  

  /31

  $799,900

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

  37 Old Salem Way, Osterville, MA 02655

  Discover your dream coastal retreat in the highly desirable Osterville/Barnstable area of Cape Cod. This stunning home features 3 bedrooms, 2.5 bathrooms, and a spacious layout designed for comfortable living and entertaining. Main level showcases beautiful hardwood flooring, abundant natural light, and a welcoming living room with soaring cathedral ceilings. Spiral staircase leads to the

  Kyle Seyboth

  37 Old Salem Way, 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
• 

  

  /51

  $3,900,000

  $695K PRICE DROP

  • 4 Beds
  • 7 Baths
  • 3,557 Sq Ft

  280 Ice Valley Rd, Osterville, MA 02655

  Set on an oversized 2.94-acre corner parcel within Osterville's highly sought-after Seapuit neighborhood, this newly built residence offers a rare combination of privacy, scale, and resort-style amenities, just minutes from the heart of Osterville Village. Surrounded by established homes in a refined residential setting, the property presents a compelling opportunity for turnkey living in one of

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  280 Ice Valley Rd, Osterville, MA 02655
• 

  

  /38

  $869,900

  $80K PRICE DROP

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

  177 Bayview Cir, Osterville, MA 02655

  Summer is in the Air! Welcome 177 Bayview Circle and Osterville Village. Enjoy sunbathing and swimming at Dowses beach, go clamming off Bridge Street, stroll to Fancy's Market and Main St for dining, shopping, ice cream and more. This lovely property is also near town way to water, Osterville Library and Post Office, Crosby Yacht, East Bay, the farmers market and private golf clubs. Come see this

  Kathleen Craig Berkshire Hathaway HomeServices Robert Paul Properties

  177 Bayview Cir, Osterville, MA 02655
• 

  

  /43

  $569,000

  Open Sat 11AM - 1PM $20K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,060 Sq Ft

  8 Brigantine Ave, Osterville, MA 02655

  Well-maintained 2 bedroom, 1.5 bath ranch with a 1-car garage set on approximately .62 acres. Comfortable one-floor living with a practical layout, spacious yard, and plenty of room to enjoy the outdoors. Whether you're starting out, downsizing, or just looking for an easy-to-maintain home with some land, this property is worth a look. Convenient location with solid upkeep inside and out.

  Timothy Scozzari Today Real Estate

  8 Brigantine Ave, Osterville, MA 02655
• 

  

  /36

  $875,000

  $120K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,954 Sq Ft

  105 Parker Rd Unit B, Osterville, MA 02655

  Offered for the first time in twenty-five years, this spacious two bedroom, two and one half bath condo at Fairways in Osterville village is perfect for summer or year-round living. The condo abuts the Wianno Golf course and offers three floors of living including basement storage and a detached one car garage.. The second floor includes a light-filled living room lined with windows,a gas

  Gene Orloff Sotheby's International Realty

  105 Parker Rd Unit B, Osterville, MA 02655
• 

  

  /44

  $7,900,000

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

  255 Bayberry Way, Osterville, MA 02655

  Welcome to ''Point House,'' an extraordinary 5.98-acre waterfront estate set on a private peninsula overlooking the shimmering waters of West Bay. Surrounded by breathtaking natural beauty, this rare offering pairs sweeping water views with exceptional privacy, highlighted by expansive lawns, curated gardens, a private sandy beach, and a substantial deep-water dock with direct access to Nantucket

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  255 Bayberry Way, Osterville, MA 02655
• 

  

  /50

  $9,950,000

  $550K PRICE DROP

  • 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
• 

  

  /48

  $10,500,000

  • 7 Beds
  • 5.5 Baths
  • 6,368 Sq Ft

  109 Eel River Rd, Osterville, MA 02655

  Presenting a rare and extraordinary opportunity set along the shores of Osterville's exclusive West Bay. This exquisite waterfront estate features a four-bedroom main residence masterfully designed by Hutker Architects to showcase sweeping water views amidst inimitable quality and craftsmanship. Designed as a generational compound affording the utmost privacy in an incomparable setting, the

  Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

  109 Eel River Rd, Osterville, MA 02655
• 

  

  /41

  $2,950,000

  • 3 Beds
  • 3 Baths
  • 3,178 Sq Ft

  12 Cockachoiset, Osterville, MA 02655

  Located in the heart of Osterville - one of Cape Cod's most desirable seaside villages along Nantucket Sound - 12 Cockachoiset, known as the iconic ''Windmill House,'' offers a distinctive blend of coastal charm and architectural character. Recognized for its unique two-story windmill adorned with seaside murals, the home features a balcony with water views and serves as a memorable focal point

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  12 Cockachoiset, Osterville, MA 02655
• 

  

  /49

  $1,995,000

  • 4 Beds
  • 2.5 Baths
  • 2,636 Sq Ft

  420 Starboard Ln, Osterville, MA 02655

  In Osterville, certain streets make the most of Village living. Starboard Lane, winding along the western shore of the Bumps River, is among the village's most coveted addresses. Known for gracious homes with exceptional privacy on large parcels, the convenience to the heart of Osterville is a huge plus. 420 Starboard Lane captures the Village vibe wonderfully. Set on 1.68 acres, this

  John Cotton Sotheby's International Realty

  420 Starboard Ln, Osterville, MA 02655
• 

  

  /24

  $4,495,000

  $300K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 4,964 Sq Ft

  93 Oyster Way, Barnstable, MA 02655

  Tucked within the gated enclave of Oyster Harbors, 93 Oyster Way blends timeless coastal elegance with modern luxury. Designed for both everyday living and entertaining, the home offers sun-filled interiors with vaulted ceilings and rich hardwood floors. Formal living and dining rooms provide inviting gathering spaces with serene backyard views.At the heart of the home, the chef's kitchen

  Kelly Crosby LandVest, Inc.

  93 Oyster Way, Barnstable, MA 02655
• 

  

  /60

  $3,450,000

  • 4 Beds
  • 5 Baths
  • 3,924 Sq Ft

  156 E Bay Rd, Osterville, MA 02655

  Prime location on one of Cape Cod's most coveted roads, East Bay Road in Osterville. This beautiful home is rich with character, having been repurposed from a large carriage house. It boasts history and classic Cape Cod charm. Enter the home through the large living room and move into the kitchen equipped with a bright sunroom off to the right. An old horse stable has been fashioned into an

  Barbara Corcoran William Raveis Real Estate & Home Services

  156 E Bay Rd, Osterville, MA 02655
• 

  

  /29

  $1,050,000

  • 3 Beds
  • 3 Baths
  • 1,980 Sq Ft

  103 Falling Leaf Ln, Osterville, MA 02655

  Light, bright and located in a quiet neighborhood close to beaches and all that Osterville has to offer is this sparkling ranch. You will love the cathedral ceilings, hardwood floors and open floor plan. The primary is spacious with a great private bath. The lower level is completely finished with three rooms and a full bath. Perfect for overflow, an exercise room and a family room. This house is

  Witter & Witter Boston/Cape Cod Compass

  103 Falling Leaf Ln, Osterville, MA 02655

Showing Results 1 - 40, Page 1 of 2

Why Live in Osterville

Osterville, a village in Barnstable, MA, has evolved from a shipbuilding and oystering community into a luxury summer destination. With 5 miles of shoreline along Nantucket Sound and 17 miles of bayfront coast, residents and visitors enjoy ample opportunities for sailing, kayaking, fishing, and swimming. Dowses Beach, exclusive to Barnstable residents, offers a sandy retreat, while Armstrong-Kelley Park provides wooded walking paths and a children's garden. The village features two private golf courses, Wianno Golf Club and Oyster Harbors Club, as well as public tennis and pickleball courts. Osterville's walkable downtown area boasts high-end boutiques, art galleries, and long-standing markets like Fancy's Market and Wimpy's Seafood Cafe & Market. Dining options include Crisp for flatbread pizza and North Sister Café for vegetarian and gluten-free meals. The Osterville Village Library and Village Association host numerous events, particularly in the summer, including the annual Summer Soiree and Osterville Village Day. Housing ranges from mid-1900s ranch-style homes to multi-million-dollar waterfront residences, with traditional Cape Cods and Dutch Colonial-style homes prevalent. The area is served by Barnstable Public Schools, with highly rated options like West Villages Elementary School and Barnstable High School, as well as private institutions such as Cape Cod Academy and Falmouth Academy. While Osterville enjoys a lower crime risk compared to the national average, residents face environmental concerns, including the transition to sewer systems and the proposed Avangrid wind farm. State Route 28 and the Cape Cod Regional Transit Authority provide transportation options, with Hyannis 6 miles away offering further connections.

Learn more about living in Osterville

Osterville Home Prices vs. Nearby Barnstable, MA Neighborhoods

	Osterville	Dennis Village	West Chatham	Westport Point
Median Home Price	$1,537,000	$1,260,000	$1,700,000	$1,250,000
Median Sale Price	$1,305,000 +1% YoY	$1,260,000 +28% YoY	$1,495,000 +29% YoY	$1,260,000 +40% YoY
Median Single Family Price	$1,560,000	$1,192,500	$1,975,000	$1,260,000
Median Townhouse Price	--	$1,836,000	$1,350,000	$525,000
Median Condo Price	$599,950	$374,950	$1,062,500	$529,000
Total Active Listings	73	19	13	5
Market Conditions	4 Months of Supply Balanced Market	2 Months of Supply Seller's Market	1 Months of Supply Seller's Market	3 Months of Supply Seller's Market

Frequently Asked Questions

Is Osterville a good place to live?

Osterville is a good place to live. Osterville is considered car-dependent and somewhat bikeable. Osterville is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Osterville has 1 park for recreational activities. It has a median age of 58. The average household income is $141,161 which is above the national average. College graduates make up 56.1% of residents. A majority of residents in Osterville are home owners, with 14% of residents renting and 86% of residents owning their home. A local real estate agent serving Osterville can help you decide if this neighborhood is the right one for you. Learn more on our Osterville neighborhood guide.

Is Osterville, MA a safe neighborhood?

Osterville, MA is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.

How much do you need to make to afford a house in Osterville?

The median home price in Osterville is $1,537,000. If you put a 20% down payment of $307,400 and had a 30-year fixed mortgage with an interest rate of 6.47%, your estimated principal and interest payment would be $7,750 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $332K a year to afford the median home price in Osterville. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Osterville is $141K.

What are the best public schools in Osterville?

The best public schools that serve Osterville are:

• West Villages Elementary School has an A- Niche grade and a student teacher ratio of 13:1.
• Barnstable High School has a B Niche grade, a student teacher ratio of 11:1 and an average review score of 4.0.
• Barnstable Intermediate School has a B- Niche grade, a student teacher ratio of 10:1 and an average review score of 4.3.

What are the best private schools in Osterville?

The best private schools that serve Osterville are:

• Cape Cod Academy has an A- Niche grade, a student teacher ratio of 6:1 and an average review score of 4.1.
• Bayberry Christian School has a student teacher ratio of 10:1.
• Fair Acres Country Day School has a student teacher ratio of 8:1.

What are the most popular zip codes in Osterville, Barnstable, MA?

The most popular zip codes in Osterville, Barnstable, MA include 02655, 02648, 02601, 02635 and 02630.

What are the most popular neighborhoods near Osterville, Barnstable, MA?

The most popular neighborhoods near Osterville, Barnstable, MA are Marstons Mills, Cotuit, Centerville, Hyannis and West Barnstable.

Are home prices dropping in Osterville?

Yes, home prices in Osterville are down 17% in the last 12 months.