Osterville Homes for Sale

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

Welcome to your brand new custom built 2025 Bayside Built home! Timelessly designed & meticulously crafted, this beautiful home is located in the private gated community of Oyster Harbors. High-end features include: marble tile & counters, Wolf & Subzero appliances, 6" engineered white oak HW floors & trim detail that will simply amaze you. The L-shaped home is positioned perfectly on a large .74

Jessica Quirk Coldwell Banker Realty - Boston

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 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

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

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

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

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

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.

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 on The Wall Street Journal— boasts over 8,000 sq.ft. of thoughtfully designed living space. The outdoor amenities are unparalleled, featuring a pool with a charming pool house that offers two bedrooms and a

Zenas Crocker LandVest, Inc., Osterville

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

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

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

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

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

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

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

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

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 HomeService 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

Great 1267 sq. ft. 3 bedroom, 2 bath Cape on large lot in Osterville. First floor bedroom and 2 front to back bedrooms with a bath upstairs. Renovated kitchen with new cabinets and stainless steel appliances and new flooring. good sized living and dining room with new flooring and slider out to a large deck, all vinyl replacement windows and new front door. A very large newer shed on the large

Team 300 Today Real Estate

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

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

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

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

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

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