Osterville Homes

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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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  /29

  Est $4,299,845 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,100 Sq Ft

  149 E Bay Rd, Osterville, MA 02655

  149 E Bay Rd, Osterville, MA 02655
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  /84

  $1,225,000 Pending

  • 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 2 classic stone fireplaces, oversized 2-car

  Rebecca Pistone Realty Executives

  24 Indigo Ln, Osterville, MA 02655
• 

  

  

  /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
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  /53

  Est $7,371,400 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 6,665 Sq Ft

  408 Wianno Ave, Osterville, MA 02655

  408 Wianno Ave, Osterville, MA 02655
• 

  

  /52

  $1,100,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,227 Sq Ft

  25 Sturbridge Dr, Osterville, MA 02655

  Osterville Village, first time on the market. This home has been lovingly maintained by its original owners. Custom-built Cape-style home offers an inviting living space. Classic character meets modern comfort in a floor plan that's both open & practical.Kitchen flows to a bright bay-window casual dining area & sunlit family room anchored by a cozy gas fireplace. Separate living room adds space

  virginia guimond William Raveis Real Estate & Home Services

  25 Sturbridge Dr, Osterville, MA 02655
• 

  

  /46

  $1,812,500 Sold Apr 15, 2025

  • 1,776 Sq Ft
  • $1,021/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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  /41

  Est $3,113,451 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,708 Sq Ft

  219 Wianno Ave, Osterville, MA 02655

  219 Wianno Ave, Osterville, MA 02655
• 

  

  /56

  $739,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,803 Sq Ft

  165 Concord Ln, Osterville, MA 02655

  Spacious light filled Cape with expanded upper level suite and new custom kitchen. Perfectly perched on private oasis in the center of Osterville Heights with easy access to south side beaches and Osterville Village. Timeless historic granite hardscape with mature trees and gardens frame the ideal patio setting to unwind and relax with hot tub and outdoor shower. Flexible layout with vaulted

  Dory Marchildon Kinlin Grover Compass

  165 Concord Ln, Osterville, MA 02655
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  /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
• 

  

  /42

  Est $3,084,328 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,424 Sq Ft

  321 Wianno Ave, Osterville, MA 02655

  321 Wianno Ave, Osterville, MA 02655
• 

  

  /16

  $645,900 Pending

  • 3 Beds
  • 4 Baths
  • 2,540 Sq Ft

  7 Ebenezer, Centerville, MA 02632

  PRICE REDUCTION-Welcome to this inviting Ranch which lives like a 4BR home situated on a serene 1.15-acre wooded lot! The main level features 1,340 sq ft of sunlit space, including a cozy living room with fireplace and a modern kitchen with granite counters and stainless appliances, opening to a dining area with backyard views. A unique, private master suite separate from the rest of the home

  Bruce Katcher Berkshire Hathaway HomeServices Robert Paul Properties

  7 Ebenezer, Centerville, MA 02632
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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
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  /6

  Est $1,524,048 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,953 Sq Ft

  245 Wianno Cir, Osterville, MA 02655

  245 Wianno Cir, Osterville, MA 02655
• 

  

  /69

  $5,444,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,802 Sq Ft

  38 Beach Plum Hill Rd, Osterville, MA 02655

  Nestled in Osterville's coveted Seapuit enclave, this EB Norris-built estate spans over two acres of serene privacy and limitless potential. From the rolling lawns and infinity pool to its deep-water access on Nantucket Sound, the property offers a rare coastal retreat. Soaring windows flood the interior with natural light, revealing mesmerizing, western-facing sunsets and layered views from

  Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

  38 Beach Plum Hill Rd, Osterville, MA 02655
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  /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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  /14

  Est $1,835,652 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,301 Sq Ft

  141A Wianno Ave, Osterville, MA 02655

  141A Wianno Ave, Osterville, MA 02655
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  /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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  /44

  Est $1,361,166 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,492 Sq Ft

  218 Scudder Rd, Osterville, MA 02655

  218 Scudder Rd, 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
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  /26

  Est $1,274,528 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  146 Scudder Rd, Osterville, MA 02655

  146 Scudder Rd, 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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  /32

  Est $1,519,059 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,634 Sq Ft

  42 Scudder Rd, Osterville, MA 02655

  42 Scudder Rd, Osterville, MA 02655
• 

  

  /32

  $575,000 Sold Feb 27, 2025

  • 1,204 Sq Ft
  • $478/SF
  • 50 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1974

  19 Cesars Way, Osterville, MA 02655

  Osterville 3BR 2BA spacious ranch w/ 2Car garage. Move -in ready Dec 1st! Situated on a private cul-de-sac, almost a half acre of fenced-in yard. 2012 kitchen and bath reno still looks great! Open dining area with sliders to the deck perfect for summer grilling and relaxing. Back inside, you'll love the oversize living room with fireplace, built -in bookshelves and lovely hardwood floors

  Michelle Ryan Today Real Estate

  19 Cesars Way, Osterville, MA 02655
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  /41

  Est $2,902,198 Not Listed For Sale

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

  204 Crystal Lake Rd, Osterville, MA 02655

  204 Crystal Lake Rd, Osterville, MA 02655
• 

  

  /22

  $610,000 Sold Feb 13, 2025

  • 760 Sq Ft
  • $803/SF
  • 114 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1980

  16 2nd Ave Unit 5B, Osterville, MA 02655

  Picturesque cottage condo in the heart of Osterville Village! Offered for sale separately or together with attached unit 5A, this Aunt Tempy's unit was been meticulously renovated in 2021 to match its counterpart Unit 5A. Updates include: central AC, new flooring, Quartz countertops, stainless appliances, updated electrical, and more. The front patio enclosed by a white picket fence offers a

  Shaelyn Hegarty Frank A Sullivan Real Estate

  16 2nd Ave Unit 5B, Osterville, MA 02655
• 

  

  /25

  Est $1,620,513 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  47 Wianno Cir, Osterville, MA 02655

  47 Wianno Cir, Osterville, MA 02655
• 

  

  /27

  $490,000 Sold Feb 11, 2025

  • 560 Sq Ft
  • $875/SF
  • 118 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  55 Sunset Ln, Osterville, MA 02655

  Discover this delightful cottage nestled in the vibrant Osterville Village. Enjoy the convenience of being just a short stroll away from an array of charming shops, restaurants, and the local library, making everyday life a breeze. For those who love the outdoors, Crosby Boatyard, Dowes Beach, and Wianno Golf Course are all just a quick drive away, offering endless opportunities for recreation

  Danny Griffin Griffin Realty Group

  55 Sunset Ln, Osterville, MA 02655
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  /40

  Est $744,217 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft

  43 Carlisle Dr, Osterville, MA 02655

  43 Carlisle Dr, Osterville, MA 02655
• 

  

  /25

  $1,300,000 Sold Feb 07, 2025

  • 1,844 Sq Ft
  • $705/SF
  • 161 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1956

  23 & 27 Swift Ave, Osterville, MA 02655

  This beautiful Osterville residence, meticulously renovated and in turn-key condition, features stunning landscaping and a private setting. The thoughtfully designed home combines quaint charm and modern conveniences. A well thought out floor plan, with the family room, spacious dining area, and fully equipped galley kitchen with modern appliances creates a cozy and functional space at the back

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  23 & 27 Swift Ave, Osterville, MA 02655
• 

  

  /29

  Est $956,509 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,780 Sq Ft

  66 Carlisle Dr, Osterville, MA 02655

  66 Carlisle Dr, Osterville, MA 02655
• 

  

  /32

  $990,000 Sold Jan 31, 2025

  • 1,673 Sq Ft
  • $592/SF
  • 20 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1935

  49 Fire Station Rd, Osterville, MA 02655

  Osterville Village is undoubtedly one of the premier villages on all of Cape Cod. Completely self-contained, it is one of the few villages where Route 28 is not the main street. You can literally live in the village and never leave. Welcome to 49 Fire Station Road in Osterville. Bringing together all that is best about a coastal village life in an efficient, well-maintained 1,673 square foot home

  John Cotton Sotheby's International Realty

  49 Fire Station Rd, Osterville, MA 02655
• 

  

  /11

  Est $640,944 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft

  111 E Osterville Rd, Osterville, MA 02655

  111 E Osterville Rd, Osterville, MA 02655
• 

  

  /17

  $495,000 Sold Jan 30, 2025

  • 1,267 Sq Ft
  • $391/SF
  • 56 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  1 Vermeer Ct, Osterville, MA 02655

  HUGE price adjustment!! MOTIVATED sellers, say bring your offers!! Move in ready 3 bed, 2 bath Cape with many recent updates including- a new septic system, insulation, furnace, roof, Pella windows throughout, fence, new slider in walkout, freshly painted interior, renovated bathrooms, and new flooring throughout. Tucked away on a private, dead end road, centrally located minutes to Hyannis,

  Heather Brigham EXIT Cape Realty

  1 Vermeer Ct, Osterville, MA 02655
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  /43

  Est $606,231 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,052 Sq Ft

  99 E Osterville Rd, Osterville, MA 02655

  99 E Osterville Rd, Osterville, MA 02655
• 

  

  /42

  $7,000,000 Sold Jan 28, 2025

  • 4,028 Sq Ft
  • $1,738/SF
  • 88 Days On Market

  • 7 Beds
  • 3.5 Baths
  • Built 1890

  265 Sea View Ave, Osterville, MA 02655

  “In its proper season, every door is unlocked, every window wide open. People, too, are more open in summer, moving through the house and each other’s lives as freely as the wind. Their schools and offices are distant, their guard is down, their feet are bare,” writes George Howe Colt. A more lovely door to be unlocked is nearly impossible to find. Open to the shores of Nantucket Sound in Wianno

  John Cotton Sotheby's International Realty

  265 Sea View Ave, Osterville, MA 02655
• 

  

  /42

  Est $627,409 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,156 Sq Ft

  70 Sea Robin Rd, Osterville, MA 02655

  70 Sea Robin Rd, Osterville, MA 02655
• 

  

  /28

  $1,300,000 Sold Jan 03, 2025

  • 2,650 Sq Ft
  • $491/SF
  • 41 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  42 Pond St, Osterville, MA 02655

  Cape Cod living at its finest in this luxurious, beautifully renovated home! Whether for your family's enjoyment or as an investment, this property will surpass your expectations. This stunning property boasts abundant natural light, a captivating double-sided fireplace, and sleek Thor professional stainless steel appliances in the chefs kitchen. Revel in the open, flexible floor plan featuring

  Lisa Sheehan Berkshire Hathaway HomeServices Robert Paul Properties

  42 Pond St, Osterville, MA 02655
• 

  

  /41

  Est $2,054,880 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,637 Sq Ft

  146 Chine Way, Osterville, MA 02655

  146 Chine Way, Osterville, MA 02655
• 

  

  /22

  $780,000 Sold Dec 09, 2024

  • 2,145 Sq Ft
  • $364/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  146 Wintergreen Cir, Osterville, MA 02655

  Discover the charm and elegance of this beautifully renovated Cape. Located near Joshua's Pond and Dowses Beach, with sidewalks to village dining and shopping, this home is the perfect seasonal escape or year-round residence. Step inside to find bright spaces with modern amenities, hardwood and tile flooring throughout. This home boasts an eat-in kitchen, equipped with granite countertops and

  Amanda Kundel Kinlin Grover Compass

  146 Wintergreen Cir, Osterville, MA 02655

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