Barnstable, MA Homes

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  /70

  $5,950,000 Pending

  • 6 Beds
  • 7.5 Baths
  • 6,565 Sq Ft

  195 Bunker Hill Rd, Osterville, MA 02655

  The beginning of every day sets the tone for that day. And here, at 195 Bunker Hill Road in the Seapuit section of Osterville, each morning arrives with quiet grandeur setting a high bar for the day.Imagine waking to sweeping views of lush, manicured greensward, the rustle of trees whispering in the breeze and the gentle hush of absolute privacy. It's the kind of beginning that makes you feel

  

  John Cotton

  Sotheby's International Realty

  (508) 440-4585

  195 Bunker Hill Rd, Osterville, MA 02655
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  Explore Osterville

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  /23

  $4,500 per month

  • 3 Beds
  • 2 Baths
  • 1,339 Sq Ft
  • House for Rent

  21 Oak Ln, Osterville, MA 02655

  This recently renovated Cape-style home at 21 Oak Lane in Osterville offers stylish, turnkey living just minutes from beaches, shops, and village amenities. The home is being offered fully furnished. The home features three bedrooms, two full bathrooms, including a spacious primary suite with a marble bath. The open-concept living area boasts vaulted ceilings and hardwood floors throughout,

  

  Kerry Houde

  Lamacchia Realty, Inc.

  (508) 466-5286

  21 Oak Ln, Osterville, MA 02655
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  /47

  $1,550,000 Sold Jul 18, 2025

  • 2,215 Sq Ft
  • $700/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1990

  59 Robbins St, Osterville, MA 02655

  Charming Osterville Retreat - Spacious, Renovated & Steps to Village and Beach. Tucked just off Main Street in the heart of the picturesque village of Osterville, this beautifully renovated Cape Cod home offers the perfect blend of charm, comfort, and convenience. With over 2,200 square feet of living space, this home is deceptively spacious and thoughtfully updated throughout. The heart of the

  Deb Kenney Berkshire Hathaway HomeServices Robert Paul Properties

  59 Robbins St, Osterville, MA 02655
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  /26

  Est $5,242,389 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 7,126 Sq Ft

  473 Grand Island Dr, Osterville, MA 02655

  473 Grand Island Dr, Osterville, MA 02655
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  /40

  $1,700,000 Pending

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

  72 Hathaway Rd, Osterville, MA 02655

  Did you ever have a treehouse? Standing on the deck of this amazing Wianno retreat, we had that ''tree house feeling.'' Our first thoughts were, silence, privacy, safety and security. All the craziness everywhere in the world was far away. Gone, in fact. Welcome to 72 Hathaway Road in the Wianno section of Osterville. When you walk through the entrance, you can feel the warmth of sixty-plus years

  

  John Cotton

  Sotheby's International Realty

  (508) 979-6232

  72 Hathaway Rd, Osterville, MA 02655
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  /18

  $2,500 per month

  • 2 Beds
  • 2 Baths
  • 1,170 Sq Ft
  • Townhouse for Rent

  13 South St, Osterville, MA 02655

  Immaculate totally furnished winter rental with private deck, private access, and parking. WINTER RENTAL ONLY: Available to March 30... possibly a little longer. Maximum 2 people. NO SMOKING.NO PETS. Shorter term furnished rental possible, but prefer a 6 month minimum. Rate is for rentals over 3 months. Located in the heart of Osterville village is this quaint renovated Townhome (1/2 Duplex)

  

  Marie Souza

  Cape Cod Real Estate Services

  (508) 419-9458

  13 South St, Osterville, MA 02655
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  /43

  $3,375,000 Sold Jul 15, 2025

  • 5,421 Sq Ft
  • $623/SF
  • 44 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2002

  320 Parker Rd, Osterville, MA 02655

  Located a short stroll from Osterville Village, this shingle-style home showcases stunning architectural details and scenic views over Wianno Golf Course and Parker Pond. Exquisite craftsmanship is on full display throughout, from a spacious covered porch that greets visitors to a gourmet kitchen with honed granite countertops and cherry cabinetry. The first-floor primary suite includes a

  Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

  320 Parker Rd, Osterville, MA 02655
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  /9

  Est $2,349,997 Not Listed For Sale

  48 Starboard Ln, Osterville, MA 02655

  48 Starboard Ln, Osterville, MA 02655
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  /50

  $15,000,000

  • 4 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
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  /46

  $2,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,132 Sq Ft
  • House for Rent

  20 Brigantine Ave, Osterville, MA 02655

  Osterville Summer Rental! $2500/week OR minimum of three-night stay; please call for nightly and off-season rates!This Osterville home is uniquely styled with fine furnishings and touches, tastefully bringing together an aesthetic of Cape Cod with a little Art Deco. Stepping inside your home away from home, you're greeted by rich plantings and soothing color, for that feeling of ''ahhhh.'' Now

  Marina Davalos Sotheby's International Realty

  20 Brigantine Ave, Osterville, MA 02655
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  /49

  $1,500,000 Sold Jul 11, 2025

  • 1,471 Sq Ft
  • $1020/SF
  • 120 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1870

  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
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  /49

  Est $1,282,153 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,163 Sq Ft

  15 Sturbridge Dr, Osterville, MA 02655

  15 Sturbridge Dr, Osterville, MA 02655
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  /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
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  /34

  $1,025,000 Sold Jul 08, 2025

  • 1,868 Sq Ft
  • $549/SF
  • 40 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1970

  141 Parsley Ln, Osterville, MA 02655

  Oyster Hills - Definitely one of the most desirable neighborhoods in Osterville and this charming home is an example of why. Positioned on a corner lot surrounded by recently built or renovated beautiful homes that only make this home more valuable. Don't be put off by 2 bedrooms if you need more as there's plenty of space to include another bedroom or two and certainly another living space and

  Julie White William Raveis Real Estate & Home Services

  141 Parsley Ln, Osterville, MA 02655
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  /46

  Est $1,206,002 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,458 Sq Ft

  200 Sturbridge Dr, Osterville, MA 02655

  200 Sturbridge Dr, Osterville, MA 02655
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  /68

  $8,000,000

  • 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 two-bedroom guest house, and a spa-inspired pool area, the property offers a rare blend of timeless elegance and contemporary luxury. A gracious covered front porch

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  440 Grand Island Dr, Osterville, MA 02655
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  /38

  $2,500,000 Sold Jul 02, 2025

  • 1,960 Sq Ft
  • $1276/SF
  • 10 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1950

  47 Great Bay Rd, Osterville, MA 02655

  Ready for Summer!!! Perfectly positioned on an expansive half-acre corner lot in Osterville's coveted Little Island neighborhood, this beautifully maintained three-bedroom residence offers water views of North Bay with deeded water access and is ready for occupancy for your summer enjoyment. The thoughtfully designed layout features a sunlit kitchen with a breakfast nook that opens to a welcoming

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  47 Great Bay Rd, Osterville, MA 02655
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  /34

  Est $894,306 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,630 Sq Ft

  203 Sturbridge Dr, Osterville, MA 02655

  203 Sturbridge Dr, Osterville, MA 02655
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  /59

  $10,800,000

  • 6 Beds
  • 5.5 Baths
  • 3,859 Sq Ft

  545 Sea View Ave, Osterville, MA 02655

  Set on Osterville's prestigious Sea View Avenue, this exquisite waterfront estate boasts an unparalleled combination of privacy, presence, and natural beauty. Sweeping views of Nantucket Sound and a pristine private sandy beach highlight this one-of-a-kind offering, located just minutes from everything Osterville has to offer. Accessed via a long, tree-lined driveway, coastal gardens and rolling

  Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

  545 Sea View Ave, Osterville, MA 02655
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  /39

  $1,000,000 Sold Jul 01, 2025

  • 1,153 Sq Ft
  • $867/SF
  • 137 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1927

  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
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  /40

  Est $1,478,096 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,795 Sq Ft

  60 Deerfield Rd, Osterville, MA 02655

  60 Deerfield Rd, Osterville, MA 02655
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  /42

  $6,285,000

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

  245 N Bay Rd, Barnstable, MA 02655

  An elevated site offers the finest golf course views on Oyster Harbors. Gil Hanse recently completed a restoration of this Donald Ross gem, and now, as a championship course it will certainly rank among the finest in the state and on the east coast.Built by the areas premier builder and designed by Royal Barry Wills, the home features a first-floor primary suite and four additional bedrooms. Two

  Zenas Crocker LandVest, Inc., Osterville

  245 N Bay Rd, Barnstable, MA 02655
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  /34

  $560,000 Sold Jun 27, 2025

  • 1,560 Sq Ft
  • $359/SF
  • 16 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  7 Fox Hollow Ln, Osterville, MA 02655

  Looking for a Cape Cod home to make your own? This light-filled Saltbox offers a welcoming floor plan and great potential as a year-round residence, seasonal getaway, or investment. The sunny open layout is ideal for entertaining, with a spacious living room featuring a fireplace, cathedral ceilings, and skylights. The kitchen with breakfast nook opens to a large back deck—perfect for summer

  Cindy Harrington Berkshire Hathaway HomeServices Robert Paul Properties

  7 Fox Hollow Ln, Osterville, MA 02655
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  /56

  Est $2,527,127 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,907 Sq Ft

  379 Starboard Ln, Osterville, MA 02655

  379 Starboard Ln, Osterville, MA 02655
• 

  

  /73

  $4,650,000 Pending

  • 7 Beds
  • 5.5 Baths
  • 4,375 Sq Ft

  281 Wianno Ave, Osterville, MA 02655

  Welcome to your dream home nestled in the highly sought-after Wianno area, where coastal charm meets modern luxury. This exquisite property features a main house and a carriage house, offering a total of 7 spacious bedrooms & 5.5 bathrooms, perfect for accommodating family and friends or hosting guests in style. As you step inside the main residence, you'll be greeted by an open-concept layout

  John Hopkins Frank A Sullivan Real Estate

  281 Wianno Ave, Osterville, MA 02655
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  /36

  $2,400,000 Sold Jun 26, 2025

  • 4,192 Sq Ft
  • $573/SF
  • 16 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1914

  88 Bridge St, Osterville, MA 02655

  Ideally located between Oyster Harbors and the Wianno Club, this beautifully maintained coastal home offers stunning views of West Bay in a tranquil, private setting. The main residence features three bedrooms, including two guest rooms on the first floor and a spacious primary suite upstairs with a sunlit balcony overlooking the bay. A welcoming living room with fireplace and walls of windows

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  88 Bridge St, Osterville, MA 02655
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  /39

  Est $3,101,858 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,017 Sq Ft

  175 Starboard Ln, Osterville, MA 02655

  175 Starboard Ln, Osterville, MA 02655
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  /6

  $1,200,000

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

  89 Swift Ave, Osterville, MA 02655

  Welcome to the quaint and charming village of Osterville! This spacious four bedroom, two bath ranch home offers an opportunity to create your Cape Cod Dream Home! Located just moments from the vibrant and welcoming community of Main Street and the sandy shores of Dowses Beach, this home provides convenience with coastal charm! This lovely home features a classic single level layout with

  Laurie Jacobson eXp Realty, LLC

  89 Swift Ave, Osterville, MA 02655
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  /37

  $810,000 Sold Jun 24, 2025

  • 1,650 Sq Ft
  • $491/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1971

  106 Hickory Hill Cir, Osterville, MA 02655

  Charming Cape in Osterville Village! This beautifully maintained Cape is move-in ready with thoughtful updates throughout! Gleaming hardwood floors flow through the home, with ceramic tile in both bathrooms. The cozy living room features a wood-burning fireplace insert, while the updated kitchen boasts stylish cabinetry and sleek countertops. Recent upgrades include newer gas heating, central

  Eileen Prisco Prisco's Five Star Real Estate

  106 Hickory Hill Cir, Osterville, MA 02655
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  /51

  Est $993,531 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,162 Sq Ft

  31 Newport Ln, Osterville, MA 02655

  31 Newport Ln, Osterville, MA 02655
• 

  

  /40

  $725,000 Open Sat 10:30AM - 12PM

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  35 Sharon Cir, Osterville, MA 02655

  Tucked away on a quiet cul-de-sac in the heart of Osterville Heights, this lovingly maintained 3-bedroom, 2-bath ranch offers comfort, charm, and room to grow. Sited on a professionally landscaped .74-acre lot with irrigation throughout, the home is surrounded by mature trees, flowering perennials, stone walkways, and handsome stone walls. The fully fenced backyard features a gated entry,

  Christine Richards Kinlin Grover Compass

  35 Sharon Cir, Osterville, MA 02655
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  /38

  $845,000 Sold May 30, 2025

  • 1,656 Sq Ft
  • $510/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  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
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  /25

  Est $862,924 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 972 Sq Ft

  329 Swift Ave, Osterville, MA 02655

  329 Swift Ave, Osterville, MA 02655
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  /21

  $799,999

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

  435 Old Mill Rd, Osterville, MA 02655

  Tucked at the end of a shell driveway, this updated Osterville ranch blends timeless Cape Cod charm with modern comfort. Sited on a private 0.75-acre lot abutting 12 acres of conservation land, it offers peace, privacy, and walkability to Village shops, restaurants, and just minutes to Dowses Beach. Designed for easy indoor-outdoor living with an expansive deck, firepit, outdoor shower, ample

  Michael Fratalia NextHome Signature Realty

  435 Old Mill Rd, Osterville, MA 02655
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  /27

  $2,425,000 Sold May 28, 2025

  • 2,573 Sq Ft
  • $942/SF
  • 1 Day On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2003

  25 Blanid Rd, Osterville, MA 02655

  In the heart of Osterville Village, this shingle-style home blends classic Cape Cod charm with modern comfort. The eat-in kitchen features stainless steel appliances, a spacious island, and a sunlit breakfast nook, flowing easily to the dining room with views of the pool and private backyard. A living room and office complete the main living spaces. The first-floor primary suite includes a

  Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

  25 Blanid Rd, Osterville, MA 02655
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  /29

  Est $2,562,903 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,684 Sq Ft

  65 Starboard Ln, Osterville, MA 02655

  65 Starboard Ln, Osterville, MA 02655
• 

  

  /70

  $1,249,000

  • 4 Beds
  • 3.5 Baths
  • 3,135 Sq Ft

  24 Indigo Ln, Osterville, MA 02655

  Opportunity knocks in one of Osterville's most desirable neighborhoods! This spacious 4-bedroom, 3.5-bath Cape offers 3,135 sq ft of living space and sits proudly on a generous .73-acre lot surrounded by high-end homes. Built in 1992, the home boasts solid construction and fantastic potential for cosmetic updates to make it truly shine.Features include a classic stone fireplace, oversized 2-car

  Rebecca Pistone Realty Executives

  24 Indigo Ln, Osterville, MA 02655
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  /16

  $2,200,000 Sold May 28, 2025

  • Land
  • 0.72 Acre
  • $3,055,556 per Acre

  • 22 Days On Market

  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 Sotheby's International Realty

  207 Crystal Lake Rd, Osterville, MA 02655
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  /78

  Est $2,902,324 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,800 Sq Ft

  8 Nutmeg Ln, Osterville, MA 02655

  8 Nutmeg Ln, Osterville, MA 02655
• 

  

  /36

  $579,000 Open Sat 11AM - 1PM

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

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

  Your perfect year-round retreat awaits! Nestled in the heart of charming Osterville village, this lovely unit offers the perfect blend of convenience, comfort, and community. Right in the village, you'll find delightful storefronts, cozy eateries, a welcoming library, and everyday essentials like grocery stores and parks--all easily accessible. Whether you're enjoying the local scene or seeking a

  Ed Chatelain Chatelain Real Estate

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

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