Osterville Houses for Sale

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

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

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

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

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

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

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

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

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

Lovely and spacious home in the sought-after village of Osterville. Ideally located just .03 miles to shops and restaurants and less than a mile to the warm waters of Dowses Beach on Nantucket Sound. This well-cared-for property offers an excellent rental history and is being sold fully furnished, ready for immediate enjoyment or as a continued investment opportunity. With over 2,900 sq. ft. of

Deb Kenney Berkshire Hathaway HomeServices Robert Paul Properties

On a quiet cul-de-sac in Osterville, this contemporary Cape blends architectural charm with a resort-inspired lifestyle. The backyard is the piece de resistance, with a sparkling pool, expansive deck, and gazebo framed by mature landscaping—perfect for entertaining or retreat. Inside, renovations highlight wood floors, exposed beam ceilings, and brick hearth fireplaces, creating warmth and

Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

Enjoy all that Osterville has to offer! This adorable 3 bedroom, 3 bath Cape is in the perfect village setting. This home has hardwood floors, an eat in kitchen, heated sunroom, first floor laundry and a finished lower level with a walk out basement; great for an in-law suite or other guests. The private .40-acre lot has beautiful grounds and an outside shower. Stroll on the sidewalk to town,

Kathleen Craig Berkshire Hathaway HomeServices Robert Paul Properties

Welcome to 33 Aspen Way, a charming ranch-style home in the highly desirable village of Osterville. This solidly built residence features 3 bedrooms, 1 1/2 baths, and a 1-car garage, all set on a beautifully landscaped lot.The open floor plan creates a natural flow throughout the main living areas, offering comfort and flexibility for everyday living or entertaining. Upgrades include a new roof,

Derek Greene The Greene Realty Group

Osterville. This updated 3-bedroom ranch has 1.5-bathrooms and is easy one-floor living in one of Barnstable's most sought-after villages. 1,316 sq. ft. of living space includes a primary suite with private half bath and 2 additional large bedrooms. Gleaming hardwood floors throughout new in 2022. New roof (2022), HVAC system (2021), New oil tank (2025). The kitchen flows into the dining area and

John Fallon LAER Realty Partners

Welcome to this finely crafted custom Cape, set in one of Osterville's desirable locations. Designed with sophistication & comfort in mind, the home showcases sun-filled, spacious rooms, elegant molding, & timeless hardwood flooring throughout.The first floor offers a front foyer, an open kitchen with walk-in pantry, island and dining area, and a formal dining room perfect for gatherings. French

Linda Whitcomb William Raveis Real Estate & Home Services

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

OPPORTUNITY AWAITS! This four bedroom, two bath ranch home offers incredible potential in one of the areas most desirable neighborhoods! Set on a spacious lot with mature trees and established landscaping, the property combines location, space and vision for the next owner!This home presents a rare chance to create a residence that truly reflects your style. Generous room sizes, high ceilings,

Laurie Jacobson eXp Realty, LLC

Tucked at the end of a long shell driveway, this Osterville ranch combines Cape Cod charm with modern updates. Privately situated on a .75-acre lot abutting acres of town owned land, it offers peace, nature, and walkability to Village shops and dining, plus Dowses Beach is just minutes away. Perfect for indoor-outdoor living with an expansive deck, large back yard, outdoor shower and wooded

Michael Fratalia NextHome Signature Realty

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

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

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

Take in the charming vibe of Osterville Village.Relax in the spacious living room with cathedral ceilings & sliding doors to a large back patio - perfect for outdoor enjoyment. The inviting eat-in kitchen is ideal for gatherings. Three bedrooms on the main level include a primary suite with a convenient half bath. A full bathroom with tub/shower serves the main floor. Ascend the solid-wood wide

Linda Whitcomb William Raveis Real Estate & Home Services

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

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

Set on 3.4 acres and bordered by an additional 2.88 acres of protected land, this exceptional estate offers a family retreat unlike any other. Featured in The Wall Street Journal, the home spans over 8,000 square feet of thoughtfully designed living space, with fully updated systems maintained in pristine condition.Outdoor amenities are second to none--enjoy a sparkling pool with a charming

Zenas Crocker LandVest, Inc.

Set on 3.4 acres and bordered by an additional 2.88 acres of protected land, this exceptional estate offers a family retreat unlike any other. Featured in The Wall Street Journal, the home spans over 8,000 square feet of thoughtfully designed living space, with fully updated systems maintained in pristine condition. Outdoor amenities are second to none—enjoy a sparkling pool with a charming

Zenas Crocker LandVest, Inc., Osterville

Experience the epitome of coastal luxury on a sun-drenched day, where shimmering waters create an enchanting ambiance. Nestled on over 2.3 acres along prestigious Sea View Avenue, this extraordinary Osterville estate, built in 1929, is steeped in history and charm. Step inside to discover expansive windows that showcase breathtaking views of Nantucket Sound. Step outside to enjoy 170 feet of

Sarah Harrington Kinlin Grover Compass

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

Located within the private, gated golf community of Oyster Harbors, in the village of Osterville, is this magnificent five-bedroom waterfront residence with an in-ground pool and deep-water dock. This beautiful residence has the look and feel of a European estate with an open floor plan design and beautiful water vistas. Refined architectural details set the tone in this grand home with 7,157 sq.

Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

Welcome to ''Point House'' a spectacular 5.98-acre waterfront estate on a peninsula overlooking the glistening waters of West Bay. In a setting of unsurpassed beauty, the 4,896 square foot residence offers truly exceptional water vistas, beautiful gardens, an expansive private sandy beach, and a substantial deep-water dock from which you can sail into the waters of Nantucket Sound. The 6-bedroom

Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

Magnificent private shingle-style new construction home in Osterville's Seapuit area. Home has exquisite features both inside and out, including high-end fixtures, custom woodworking and cabinetry, gourmet kitchen with panoramic breakfast nook, media room, and elevator to all three stores are just to name a few. Landscaping with salt-water pool, pergola, patio, fireplace, outdoor kitchen and

Gail Germain Martis Sotheby's International Realty