Osterville Homes

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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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  /32

  $2,800 per month

  • 2 Beds
  • 2 Baths
  • 240 Sq Ft
  • Apartment for Rent

  920 Main St Unit 1, Osterville, MA 02655

  Beautiful Osterville Village first floor 2 Bedroom/2 bathroom condo. Available for summer or year round rental. Tastefully furnished. Gas fireplace.Private deck off the living room. Primary bedroom with full bath, step in oversized shower and double sinks.Hardwood flooring throughout. Full laundry area in unit.Gas heat and central air conditioning.Walk to shopping, restaurants and stores. Close

  Priscilla Stolba Priscilla Stolba R E

  920 Main St Unit 1, Osterville, MA 02655
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  /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
• 

  

  

  /43

  Est $1,056,395 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,801 Sq Ft

  716 Main St Unit A5, Osterville, MA 02655

  716 Main St Unit A5, Osterville, MA 02655
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  /43

  $10,995,000

  • 5 Beds
  • 5.5 Baths
  • 7,565 Sq Ft

  168 Garrison Ln, Osterville, MA 02655

  Set on highly sought-after Garrison Lane, this extraordinary residence boasts one of the most desirable locations in Osterville with panoramic views of West Bay and Eel River. The property is a boater's paradise with a protected deep-water dock offering easy access to Nantucket Sound. Beautifully constructed with exquisite finishes, the five-bedroom home is positioned to provide stunning water

  Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

  168 Garrison Ln, Osterville, MA 02655
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  /46

  $2,800 per month

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

  20 Brigantine Ave, Osterville, MA 02655

  Osterville Summer Rental! $2800/week. ALSO available for 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

  Marina Davalos Sotheby's International Realty

  20 Brigantine Ave, Osterville, 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
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  /26

  Est $5,645,883 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
• 

  

  /43

  $3,795,000

  • 5 Beds
  • 5.5 Baths
  • 5,421 Sq Ft

  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
• 

  

  /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
• 

  

  /9

  Est $2,349,997 Not Listed For Sale

  48 Starboard Ln, Osterville, MA 02655

  48 Starboard Ln, Osterville, MA 02655
• 

  

  /20

  $5,200,000

  • 7 Beds
  • 5.5 Baths
  • 4,043 Sq Ft

  150 Sea View Ave, Osterville, MA 02655

  Iconic Sea View Avenue, in the heart of Wianno, this enchanting property is meticulously maintained, welcoming and ready. Discover its old-world charm, casual elegance and modern resort style living. This home features 7 bedroom, 5.5 baths, a spacious and stunning living room, a grand dining room, a classic, well-appointed kitchen and superior craftsmanship inside and out. There are beautiful,

  Diane Boudreau Kinlin Grover Compass

  150 Sea View Ave, Osterville, MA 02655
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  /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
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  /49

  Est $1,089,192 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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  /67

  $5,850,000

  • 5 Beds
  • 5.5 Baths
  • 5,957 Sq Ft

  35 Hidden Ln, Osterville, MA 02655

  A rare multi-generational waterfront estate in the heart of Osterville. ''Daybreak'' offersalmost 6000 square feet of living space on a private 3/4 acre lot. As you enter the mainresidence you are struck by the panoramic views of Neck Pond and the Wianno GolfCourse. The custom design is centered on the vaulted great room which features awood-burning fieldstone fireplace and floor-to-ceiling

  Kathleen Deerman Berkshire Hathaway HomeServices Robert Paul Properties

  35 Hidden Ln, Osterville, MA 02655
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  /42

  $2,150,000 Sold Apr 16, 2025

  • 2,863 Sq Ft
  • $751/SF
  • 32 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2016

  85 Hollingsworth Rd, Osterville, MA 02655

  Situated in a highly sought-after Osterville neighborhood, 85 Hollingsworth Road is an immaculate and spacious home built to suit every need. Ideally located just off Wianno Avenue, the property is equidistant to the quaint downtown center and the serene shores of Dowses Beach. Built in 2016, this pristine residence is move-in ready, providing an idyllic retreat to enjoy Cape Cod's vibrant

  Shaelyn Hegarty Frank A Sullivan Real Estate

  85 Hollingsworth Rd, Osterville, MA 02655
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  /15

  Est $950,617 Not Listed For Sale

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

  44 Newport Ln, Osterville, MA 02655

  44 Newport Ln, Osterville, MA 02655
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  /80

  $2,879,000

  • 5 Beds
  • 4.5 Baths
  • 4,715 Sq Ft

  98 Bunker Hill Rd, Osterville, MA 02655

  Experience the epitome of bayside living at 98 Bunker Hill Road, nestled in Osterville's distinguished Seapuit neighborhood. Sitting peacefully on over 2 acres, this 4,715 sq. ft. estate offers five bedrooms, including three with ensuite baths, and a host of inviting spaces perfect for relaxation or entertaining. Exterior assets include an attached three car garage, an abundant backyard with a

  Shaelyn Hegarty Frank A Sullivan Real Estate

  98 Bunker Hill Rd, Osterville, MA 02655
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  /23

  $1,350,000 Sold Apr 16, 2025

  • 2,923 Sq Ft
  • $462/SF
  • 5 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1993

  22 Felicity Ln, Osterville, MA 02655

  Nestled on a serene 1.01-acre lot at the end of a tranquil dead-end street, this residence offers both privacy and convenience in the desirable Oyster Hills West neighborhood. As you enter, you'll be captivated by the 9.5-foot ceilings that create an inviting and airy ambiance throughout the nearly 3,000 square feet of living space. The heart of this home is the expansive kitchen and living area,

  Sarah Harrington Kinlin Grover Compass

  22 Felicity Ln, Osterville, MA 02655
• 

  

  /34

  Est $856,746 Not Listed For Sale

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

  203 Sturbridge Dr, Osterville, MA 02655

  203 Sturbridge Dr, Osterville, MA 02655
• 

  

  /38

  $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 by The Wall Street Journal--boasts over 8,000 square feet of thoughtfully designed living space with fully updated systems in pristine condition. The outdoor amenities are unparalleled, featuring a sparkling pool

  Zenas Crocker LandVest, Inc.

  44 Seapuit Rd, Osterville, MA 02655
• 

  

  /46

  $1,812,500 Sold Apr 15, 2025

  • 1,776 Sq Ft
  • $1021/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1971

  25 Nutmeg Ln, Osterville, MA 02655

  If you're looking for the quintessential cape cod home in one of the most desirable neighborhoods in Osterville (Oyster Hills), then this is your home! Completely remodeled with an open floor plan that's on a 1+ acre lot with total privacy. Totally redesigned and renovated in 2024 to include high-end finishes with 2 beautifully appointed bathrooms and a gorgeous new kitchen with Dacor

  Jonathan Matel William Raveis Real Estate & Home Services

  25 Nutmeg Ln, Osterville, MA 02655
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  /37

  Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 3,322 Sq Ft

  128 Starboard Ln, Osterville, MA 02655

  128 Starboard Ln, Osterville, MA 02655
• 

  

  /42

  $2,995,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 2,710 Sq Ft

  162 Starboard Ln, Osterville, MA 02655

  Experience tranquility and charm on nearly two acres of prime Bumps River waterfront. Start your day with a peaceful sunrise from the back deck, coffee in hand, as you watch wildlife gracefully soar around you.Enjoy the ease of one-floor living with a thoughtfully designed floor plan that maximizes views from the kitchen, family room, living room, and primary bedroom, constantly reminding you why

  Michelle Tucker William Raveis R.E. & Home Services

  162 Starboard Ln, Osterville, MA 02655
• 

  

  /19

  $595,000 Sold Apr 14, 2025

  • 1,320 Sq Ft
  • $451/SF
  • 1 Day On Market

  • 2 Beds
  • 2 Baths
  • Built 1977

  170 Seth Goodspeed Way, Osterville, MA 02655

  Great first floor living with the opportunity to finish additional space in the walk-out basement. Sitting pretty on a slightly elevated lot, the house has nice privacy and a fenced back yard. The kitchen with a dining area is bright and may be accessed from the garage or side entry. There is a separate dining room with wood floors and a sliding door to the deck. A large living room with a

  Beth Talerman Murphy Real Estate

  170 Seth Goodspeed Way, Osterville, MA 02655
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  /56

  Est $2,470,245 Not Listed For Sale

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

  379 Starboard Ln, Osterville, MA 02655

  379 Starboard Ln, Osterville, MA 02655
• 

  

  /29

  $1,195,000

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  25 Milne Rd, Osterville, MA 02655

  Welcome to this beautifully renovated 3- bedroom, 1.5-bathroom home that blends modern elegance with timeless comfort. The heart of the home is a stunning kitchen featuring a large, custom quartz island, perfect for meal prep, entertaining, and casual dining; new sleek cabinetry and French doors that seamlessly open to a large patio- perfect for indoor/outdoor living and entertaining. The

  Tom Foley The Foley Company

  25 Milne Rd, Osterville, MA 02655
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  /30

  $980,000 Sold Apr 03, 2025

  • 2,185 Sq Ft
  • $449/SF
  • 4 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1984

  17 Briar Patch Rd, Osterville, MA 02655

  Welcome to 17 Briar Patch Rd, a lovely Cape style home located in a desirable Osterville neighborhood. Offering 2,185 square feet of comfortable living space, featuring 3 spacious bedrooms, 3.5 bathrooms and a dedicated home office, perfect for remote work or study. Primary bedroom with private bathroom is on 1st floor as well as laundry! The inviting living room is centered around a cozy

  The Norton Team Kinlin Grover Compass

  17 Briar Patch Rd, Osterville, MA 02655
• 

  

  /39

  Est $2,927,676 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
• 

  

  /31

  $1,250,000 Open Sat 12:30PM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,098 Sq Ft

  50 Deerfield Rd, Osterville, MA 02655

  Nestled in a quiet neighborhood near Dowses Beach and Main Street Osterville, this updated Cape-style home exudes a coastal-casual vibe. The sun-filled first floor offers an open layout ideal for entertaining. The chef's kitchen features a large island, quartz countertops, GE Profile appliances, and a farmhouse sink overlooking the spacious backyard. Hardwood floors, crown molding and a stunning

  Joan Witter Compass Massachusetts, LLC

  50 Deerfield Rd, Osterville, MA 02655
• 

  

  /31

  $2,650,000 Sold Mar 18, 2025

  • 3,749 Sq Ft
  • $707/SF
  • 121 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1890

  97 Old Mill Rd, Osterville, MA 02655

  Surprise after delightful surprise unfolds in this pristine Osterville sanctuary, just steps from the Village center and one mile to Dowse's Beach. Enjoy inside/outside living at its best, as ample gathering and getaway spaces blend seamlessly in a cohesive coastal vibe. Sparkling pool with two cabana houses, expansive patios, stone pizza oven, outdoor fireplace and grill create distinct

  Ellen Valentgas Sotheby's International Realty

  97 Old Mill Rd, Osterville, MA 02655
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  /36

  Est $1,457,467 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,731 Sq Ft

  32 Sturbridge Dr, Osterville, MA 02655

  32 Sturbridge Dr, Osterville, MA 02655
• 

  

  /65

  $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
• 

  

  /13

  $285,000 Sold Mar 03, 2025

  • 496 Sq Ft
  • $575/SF
  • 8 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1969

  3040 Falmouth Rd Unit A1, Osterville, MA 02655

  Adorable sunny & bright first floor condo with a recently updated kitchen with granite counter tops & stainless-steel appliances. Gleaming hardwood floors throughout. Private deck off the large bedroom with private bath. Tree lined complex with in ground pool. Convenient location for all that you need. Association Fee includes utilities, and pets are allowed with approval. Storage area and washer

  Sharon Lamoureux Today Real Estate

  3040 Falmouth Rd Unit A1, Osterville, MA 02655
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  /28

  Est $1,198,986 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,686 Sq Ft

  105 Newport Ln, Osterville, MA 02655

  105 Newport Ln, Osterville, MA 02655
• 

  

  /28

  $1,395,000

  • 3 Beds
  • 3.5 Baths
  • 3,226 Sq Ft

  120 Robbins St, Osterville, MA 02655

  120 Robbins has great curb appeal but what is truly amazing is the interior and all the surprises it holds for the discerning buyer....not only do we have a wonderful open floor plan filled with sunshine we have doors that open to rooms you did not expect. The four season porch is a fabulous bonus which opens to beautiful landscaping and decks. There is a bonus room adjacent to the primary

  Joan Witter Compass Massachusetts, LLC

  120 Robbins St, Osterville, MA 02655
• 

  

  /15

  $285,000 Sold Mar 03, 2025

  • 500 Sq Ft
  • $570/SF
  • 7 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1969

  3040 Falmouth Rd Unit 1, Osterville, MA 02655

  Adorable sunny & bright first floor condo with a recently updated kitchen with granite counter tops & stainless-steel appliances. Gleaming hardwood floors throughout. Private deck off the large bedroom with private bath. Tree lined complex with in ground pool. Convenient location for all that you need. Association Fee includes utilities and pets are allowed with approval. Secured storage area and

  Sharon Lamoureux Today Real Estate, Inc.

  3040 Falmouth Rd Unit 1, Osterville, MA 02655
• 

  

  /29

  Est $2,577,879 Not Listed For Sale

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

  65 Starboard Ln, Osterville, MA 02655

  65 Starboard Ln, Osterville, MA 02655
• 

  

  /25

  $874,500

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft

  329 Swift Ave, Osterville, MA 02655

  Nestled in the heart of Cape Cod, this beautifully maintained three bedroom two bath Osterville home offers the ideal blend of relaxation and convenience. Located minutes from all the areas top attractions, this home is perfect for those looking to enjoy coastal living at its finest. Inside you will discover a bright and open main floor featuring a spacious living area and a well appointed eat

  Lauren Scioletti Sotheby's International Realty

  329 Swift Ave, Osterville, MA 02655
• 

  

  /53

  $1,750,000 Sold Mar 03, 2025

  • 2,693 Sq Ft
  • $650/SF
  • 24 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1994

  71 Bumps River Rd, Osterville, MA 02655

  Located just a short distance from Osterville Village, this move-in-ready home showcases over an acre of landscaped grounds and a large heated pool. Tasteful design and architectural details are found throughout the home, including a double-height ceiling great room, an open-concept kitchen with center island, a family-room, and an expansive deck overlooking the pool and landscaping. The

  Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

  71 Bumps River Rd, Osterville, MA 02655

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