Homes in ZIP Code 02655

/69
$7,950,000
- 8 Beds
- 9 Baths
- 7,350 Sq Ft
850 Sea View Ave, Osterville, MA 02655

At the western end of Osterville's legendary Sea View Avenue--a road many believe is one of the most beautiful and valuable on all of Cape Cod reveals a property that transcends the idea of a residence. On over one acre of sweeping, tree-lined greensward with glimpses of West Bay shimmering in the distance, here is a residence that is not simply lived in, but experienced.Accessed by a winding

John Cotton

Sotheby's International Realty

(508) 504-1820

850 Sea View Ave, Osterville, MA 02655
/18
$2,500 per month plus fees
- 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
/42
$690,000 Sold Sep 16, 2025
- 1,830 Sq Ft
- $377/SF
- 9 Days On Market
- 3 Beds
- 2 Baths
- Built 1980
40 Gunstock Rd, Osterville, MA 02655

**OPEN HOUSE CANCELED** Bright and updated Osterville oasis! Tucked into a peaceful neighborhood south of Route 28, this beautifully-updated home blends Cape Cod charm with modern comforts that include a refreshed kitchen, updated baths, new flooring and energy-efficient solar panels. The sun-filled interior creates a warm and welcoming atmosphere while the spacious deck is perfect for

Kevin Eosco Today Real Estate

40 Gunstock Rd, Osterville, MA 02655

/26
Est $6,234,506 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

/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
/23
$3,900 per month plus fees
- 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
/59
$10,500,000 Sold Sep 16, 2025
- 3,859 Sq Ft
- $2,721/SF
- 105 Days On Market
- 6 Beds
- 5.5 Baths
- Built 1947
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

/9
Est $2,349,997 Not Listed For Sale
48 Starboard Ln, Osterville, MA 02655

48 Starboard Ln, Osterville, MA 02655

/50
$5,895,000
- 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
/46
$2,500 per month plus fees
- 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
/32
$1,165,000 Sold Sep 15, 2025
- 2,098 Sq Ft
- $555/SF
- 110 Days On Market
- 4 Beds
- 3 Baths
- Built 1972
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

/49
Est $1,315,094 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

/36
$6,495,000
- 6 Beds
- 6 Baths
- 4,021 Sq Ft
439 Sea View Ave, Osterville, MA 02655

Presenting the quintessential Cape Cod beach home on sought-after Sea View Avenue. This classic waterfront residence enjoys unobstructed views of Nantucket Sound with a picture-perfect sandy beach. The six-bedroom home showcases Old World craftsmanship and original period details throughout, including wide heart pine plank floors and paneling. At the heart of the home, a spacious living room with

Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

439 Sea View Ave, Osterville, MA 02655
/2
$2,000 per month plus fees
- 3 Beds
- 2 Baths
- 1,544 Sq Ft
- House for Rent
31 Robbins St, Osterville, MA 02655

Year round- Avail for ONE YEAR ONLY Mid Sept, 2025 thru Sept, 2026 Three bedroom two bath ranch located on a quiet street. Close to great town restaurants and Dowses Beach. Deck and private back yard. No smoking of any kind. 1st, last and security required. Avail Sept

Team 300 Today Real Estate

31 Robbins St, Osterville, MA 02655
/34
$1,220,000 Sold Sep 03, 2025
- 3,226 Sq Ft
- $378/SF
- 164 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1989
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

/46
Est $1,301,851 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

/40
$3,999,999
- 10 Beds
- 7.5 Baths
- 6,905 Sq Ft
414 Eel River Rd, Osterville, MA 02655

Located in the desirable Wianno in Osterville surrounded by Luxurious homes, and walking distance to Wianno Golf course. This home has plenty of space for a large family or someone who likes to entertain. Home has three separate wings for privacy. Some of the recent improvements include kitchen with open concept. Kitchen has two stainless refrigerators and two dishwashers. Quartz countertops, and

Shane Pacheco SMP Realty Development Co. LLC

414 Eel River Rd, Osterville, MA 02655
/70
$5,600,000 Sold Sep 02, 2025
- 6,565 Sq Ft
- $853/SF
- 16 Days On Market
- 6 Beds
- 7.5 Baths
- Built 2011
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

195 Bunker Hill Rd, Osterville, MA 02655

/34
Est $939,737 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,630 Sq Ft
203 Sturbridge Dr, Osterville, MA 02655

203 Sturbridge Dr, Osterville, MA 02655

/12
$2,995,000
- 4 Beds
- 5 Baths
- 2,812 Sq Ft
64 Bay St, Osterville, MA 02655

Designed by renowned architect Ivan Bereznicki for personal use, this elegant gambrel residence is just steps from vibrant Osterville Village. Positioned to capture natural light and meadow views, the home plays on architectural scale and heritage with high ceilings, oversized classical columns, and floor-to-ceiling windows. The main level features a sleek chef’s kitchen with Miele and Viking

Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

64 Bay St, Osterville, MA 02655
/60
$1,505,000 Sold Aug 29, 2025
- 2,443 Sq Ft
- $616/SF
- 49 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1930
117 Parker Rd, Osterville, MA 02655

This charming Gambrel in Osterville Village will leave you speechless! Overlooking the 7th hole of the prestigious Wianno Golf Course and a walk to the village, this elegant home offers 2,443 sq ft of flexible living space, featuring rich wood floors, beautiful wainscoting and spacious rooms. The first floor includes a generous living room with fireplace, a dining room or den, a kitchen with

Patty Flynn William Raveis Real Estate & Home Services

117 Parker Rd, Osterville, MA 02655

/40
Est $1,586,194 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,795 Sq Ft
60 Deerfield Rd, Osterville, MA 02655

60 Deerfield Rd, Osterville, MA 02655

/42
$7,750,000
- 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 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
/29
$1,075,000 Sold Aug 21, 2025
- 1,440 Sq Ft
- $747/SF
- 82 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1955
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

/56
Est $2,665,856 Not Listed For Sale
- 4 Beds
- 5 Baths
- 3,907 Sq Ft
379 Starboard Ln, Osterville, MA 02655

379 Starboard Ln, Osterville, MA 02655

/45
$2,750,000
- 3 Beds
- 2 Baths
- 1,194 Sq Ft
51 Wianno Cir, Osterville, MA 02655

Tucked away in the heart of Wianno, this charming waterfront home enjoys exceptional privacy and scenic views of Neck Pond and the Wianno Golf Course.Set on .73 of an acre, this property has been held by the same family for generations and is now ready for its next chapter. Ideally located close to Dowses Beach and Osterville village, this home is the perfect Cape Cod get-away with room to

Gene Orloff Sotheby's International Realty

51 Wianno Cir, Osterville, MA 02655
/37
$807,150 Sold Aug 15, 2025
- 1,934 Sq Ft
- $417/SF
- 21 Days On Market
- 3 Beds
- 3 Baths
- Built 1958
26 Hinckley Cir, Osterville, MA 02655

Rare opportunity in the heart of Osterville Village! This spacious 3-bedroom ranch with a fully finished lower-level apartment offers strong income potential in a prime, walk-to-town location. The main level features gleaming wood floors, a white kitchen with black granite countertops, large living and dining areas, and a flexible breezeway space. A garage and separate gym room (accessed via

virginia guimond William Raveis Real Estate & Home Services

26 Hinckley Cir, Osterville, MA 02655

/39
Est $3,231,084 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

/43
$9,995,000
- 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
/73
$4,200,000 Sold Aug 08, 2025
- 4,375 Sq Ft
- $960/SF
- 16 Days On Market
- 7 Beds
- 5.5 Baths
- Built 1890
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

/51
Est $1,063,872 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

/82
$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
/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

/29
Est $2,674,764 Not Listed For Sale
- 3 Beds
- 4 Baths
- 3,684 Sq Ft
65 Starboard Ln, Osterville, MA 02655

65 Starboard Ln, Osterville, MA 02655

/27
$3,100,000 Pending
- 4 Beds
- 3.5 Baths
- 3,720 Sq Ft
355 Bridge St, Osterville, MA 02655

The quintessential Cape Cod summer awaits at this gracious Osterville home set on picturesque Little Island. Savor every minute of summer with deeded rights to North Bay, and enjoying your private, fully fenced back yard with lush professional landscaping, beautiful gunite pool, firepit and outdoor dining. An expansive main floor makes the most of gathering spaces and indoor-outdoor living, with

Ellen Valentgas Sotheby's International Realty

355 Bridge St, Osterville, MA 02655
/52
$584,000 Sold Jul 15, 2025
- 1,274 Sq Ft
- $458/SF
- 15 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1978
825 Lumbert Mill Rd, Marstons Mills, MA 02648

Whether you're a first-time buyer, seeking a vacation getaway, or looking to downsize, this charming and meticulously maintained home is sure to impress. Enjoy the ease of single-level living featuring a stunning custom kitchen with 2 lazy-Susans, pull-outs, tile backsplash, under-cabinet lighting and island, pantry, convenient first-floor laundry, two generously sized bedrooms plus a versatile

Kathryn Varijan-ferrazzi William Raveis Real Estate & Home Services

825 Lumbert Mill Rd, Marstons Mills, MA 02648

/78
Est $2,532,187 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

/76
$2,595,000 Pending
- 4 Beds
- 3.5 Baths
- 3,510 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 Real Estate & Home Services

162 Starboard Ln, Osterville, MA 02655
/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

/56
Est $5,801,947 Not Listed For Sale
- 8 Beds
- 12 Baths
- 10,027 Sq Ft
159 Main St, Osterville, MA 02655

159 Main St, Osterville, MA 02655

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Massachusetts Barnstable County Osterville 02655

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