With a prime in-town location, this 3-bedroom, 1.5-bath Osterville Cape offers the perfect blend of character, comfort, and convenience. The sun-soaked living room welcomes you with gleaming oak floors and an inviting wood-burning fireplace, creating a cozy yet open atmosphere. A private dining room and first-floor primary bedroom provide flexible living options, while the updated full bath adds modern comfort.The kitchen features new appliances, ample storage, and space for casual dining—ideal for everyday living or entertaining guests. Downstairs, a versatile bonus space serves perfectly as a mudroom, home office, or den, with a convenient half bath and direct access to the one-car garage. Upstairs, two spacious bedrooms with wide-plank wood flooring offer warmth and charm.Set on a sprawling, cleared lot with an outdoor shower, this property offers endless potential—ample space to customize, expand, or design your dream outdoor oasis.
Your love affair will begin as you pull into the crushed stone, horseshoe drive w/ cobblestone aprons lined with white hydrangeas. This home looks like something out of a fairytale. A paved drive leads down to the 2-car gar., with basement access. In the rear, you'll find a large bluestone patio with an outdoor bar, TV, a seating area w/fire pit, and an outdoor shower. There’s a lush green lawn and plenty of woods beyond for privacy. Deck off kitchen for outdoor dining. Inside you'll find a large L with a gas FP for those cozy winter nights and hardwood floors, which continue through the kitchen/dining and 1st fl bedroom. The kitchen features white-painted oak cabinets, black granite, and an island. 1st floor laundry in full bath. Upstairs are 3 good sized bedrooms w/oak flooring and a full bath. The LL has nearly 300 sq ft of sunlit, finished space that opens to the rear patio. Oversized 2-car under gar. Central AC. Tons of parking. With 1.31 acres the options are limitless!
Welcome to your new home in the highly sought-after village of Osterville! This charming 3 BD, 2 BA ranch at 369 Bumps River Road offers classic Cape Cod living. As you step inside, the living room's vaulted ceiling creates a spacious, inviting atmosphere, complete with a cozy fireplace for relaxing on a cool fall evening - heated by natural gas. Warm wood floors extend throughout the home, leading to a bright, white kitchen featuring solid-surface counters, matching appliances, and a dining area with direct garage access. A convenient 1st floor laundry room adds to the home's practicality. The full basement provides a versatile blank slate, ready to become your home office, gym, playroom, or craft room. Outside, the private yard includes both a deck and a patio, offering plenty of space for entertaining or simply soaking up the sun. This home is ideally located minutes from the shops & restaurants of downtown Osterville and the sandy shores of Dowses Beach and Craigville Beach.
Osterville, the place to enjoy shopping, dining, and small village community all year round. This lovingly updated condo in Osterville Village is just the place for you. One floor living at it's best. Step through the main entry directly into your 2 bed, 2 bath, ranch style home. Gleaming hardwoods, fresh paint, new appliances and windows, beautiful built ins, and wood burning fireplace. The common area is just the right vibe to make all your stress disappear. Open the slider to your private patio and grill up dinner, or sip your morning coffee and watch the village wake up. Enjoy meals together in your dining room off the kitchen which offers new flooring and appliances. Laundry Closet, pantry, and linen closets so you have plenty of storage! Full bath and both bedrooms are right down the hall. Convenient and clean, the primary ensuite offers plenty of room and ample storage as well. Move right in and enjoy all of Osterville's offerings and Dowses Beach is just around the corner!
Courtesy: Keller Williams Realty
508-534-7200
Wouldn't you just love to have one of Cape Cod's most charming Main Streets at your front door? Osterville, the place to enjoy shopping, dining, and small village community all year round. This lovingly updated condo in Osterville Village is just the place for you. One floor living at it's best. Step through the main entry directly into your 2 bed, 2 bath, ranch style home. Gleaming hardwoods, fresh paint, new appliances and windows, beautiful built ins, and wood burning fireplace. The common area is just the right vibe to make all your stress disappear. Open the slider to your private patio and grill up dinner, or sip your morning coffee and watch the village wake up. Enjoy meals together in your dining room off the kitchen which offers new flooring and appliances. Laundry Closet, pantry, and linen closets so you have plenty of storage! Full bath and both bedrooms are right down the hall. Convenient and clean, the primary ensuite offers plenty of room and ample storage as well. Move right in and enjoy all of Osterville's offerings and Dowses Beach is just around the corner! All with your own garage!!
At the west end of Osterville’s iconic Sea View Avenue in Wianno, this extraordinary estate is more than a home—it is a masterpiece of craftsmanship and artistry. Set on 1.2 acres of horticultural privacy with glimpses of West Bay, the 7,350 sq. ft. residence showcases hand-built mahogany windows and doors, quartersawn oak floors, curved walls and bespoke cabinetry and moldings—all created with skill from a bygone era. Seven bedrooms in the main house are complemented by a one-bedroom apartment above the three-car garage, complete with radiant floors. Outdoors, a 50-foot gunite pool and stone terrace shaded by Japanese maples invite alfresco dining, while waves on Nantucket Sound echo just across the avenue. Ownership includes rare deeded access to a private Nantucket Sound beach and to Eel River for kayaking and paddle boarding. At 850 Sea View Avenue, every visit reveals new beauty and discoveries making this home a true legacy property. Please verify all information contained herein
Must see this spacious, lovely home in the sought-after village of Osterville, just .03 miles to shops and restaurants and under 1 mile to Dowses Beach on Nantucket Sound. Well cared for home with recent updates comes with strong rental history and is offered fully furnished for immediate use or continued investment. With over 2,900 sq. ft., it features hardwood floors throughout, central air, and a spacious living room. Renovated kitchen with upgraded counters, cabinets, and wine refrigerator opens to a dining area with sliders to a deck and private backyard with outdoor shower. First floor includes two large bedrooms, including a primary with central full bath, plus a private wing with own entrance includes family room, half bath, and bonus room ideal for guests, home office or flexible living space. Second floor offers two additional bedrooms and another full bath. Finished basement provides recreation room and storage. Start creating your own Cape Cod memories for years to come!
On a quiet cul-de-sac in Osterville, this contemporary Cape blends architectural charm with a resort-inspired lifestyle. The backyard is the pièce de résistance, 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 refinement throughout. The open kitchen, dining, and living areas flow together, anchored by a granite island and premium stainless appliances for effortless living and entertaining. The private primary suite offers vaulted ceilings, walk-in closet, and spa-like bath, while additional bedrooms and a loft game room provide flexible accommodations. A finished lower level adds more space for recreation, office, or fitness. Outfitted as a full smart home, it is designed for seamless enjoyment. Minutes from Osterville Village and beaches, this is an exceptional property for a variety of owners!
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 updated bathrooms. Home is great for entertaining with outdoor kitchen, Gunite pool with hot tub, and fire pit for those cool summer nights. Property is currently used for a vacation rental, so check for showing availability. Home rents for $3000 a day.
Courtesy: William Raveis Real Estate & Home Services
508-428-3320
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 doors lead to a private home office & front living room. While the family room impresses with a dramatic wall of windows, cozy gas fireplace, and seamless access to a deck, patio & backyard. A well-equipped laundry room with built-in cabinetry, prep sink, and a half bath add to the thoughtful design.Upstairs, the primary suite is a true retreat with a walk-in closet, private dressing room, and ensuite bath. Two additional generously sized bedrooms share a spa-like bath with jetted tub. Outdoors, enjoy a fenced yard, refreshing outdoor shower, and peaceful privacy -- all just minutes from the charm of Osterville Village and sandy shores of Dowses Beach.
Courtesy: Frank A Sullivan Real Estate
508-428-4400
Tucked along picturesque Parker Road, between the Osterville Historical Museum and Wianno Golf Course, the beloved Aunt Tempy's Cottages capture the essence of Cape & Islands living - weathered shingles, crisp white trim, and beautifully kept grounds. This historic 10-unit association offers a lovely blend of character and convenience, all within steps of the village. Unit 5A underwent a full renovation in 2020, with thoughtful 2025 enhancements including a brand-new whole-house generator, new washer and dryer, new electric range, upgraded insulation, a new demising wall in the attic, and refreshed kitchen finishes with a new sink, faucet, and countertops. Sunlight streams into the open kitchen, dining, and living area, highlighting the elegant coastal details. The one-bedroom layout includes a stylish bath with a spacious shower, plus a bright sunroom overlooking the large patio and courtyard. With a sidewalk leading straight into Osterville Village, you can enjoy boutiques, cafes, and dining just moments from your door. Whether as a year-round home or a weekend retreat, this charming condo offers the quintessential Cape Cod lifestyle. Disclaimers: Interior photos are from a prior listing. The stainless gas stove was replaced with a white electric stove, which is currently there (owner preference). Could be converted to gas again. Kitchen sink was changed to a white sink, and the center island countertop improved. Sliding barn door in laundry closet off of sunroom was removed, but can be added back if a buyer wishes.
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, a traditional floor plan, and solid bones provide the perfect canvas for updating. With four bedrooms, there's ample space for family guests, or home office needs. Walk up semi finished attic for additional living space. Outside the property features a private yard with room for gardens, play or outdoor entertaining. This community is known for its charm, strong property values, and proximity to schools, shops and beaches making this an investment worth the effort. Bring your contractor, your designer, and your imagination--this is your opportunity to transform a well located property into your
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
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 coastal legacy. This waterfront estate offers 1.78 acres of private grounds, a beautifully preserved five-bedroom residence, and a substantial deep-water dock with direct access to Nantucket Sound--accommodating six or more vessels with ease. Inside, the home exudes understated charm with a seamless connection to outdoor living--screened porch, expansive deck, and water views from most rooms. A welcoming main-level primary suite with adjoining study anchors the floor plan, while the heart of the home features a stone fireplace, an open-concept kitchen, and a screened porch that opens to an expansive deck--perfect for entertaining or quiet reflection. Upstairs, guest bedrooms are enhanced by gracious proportions and stunning vistas. With additional buildable parcels from the same legacy estate also available, this is a rare opportunity to establish a private compound in one of New England's most exclusive waterfront enclaves. A sanctuary of coastal beauty and historic significance, all within the beloved village of Osterville - home to world-class golf, protected waters, and the timeless allure of Cape Cod. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.
A discreet treasure in one of Cape Cod’s most prestigious enclaves, this exceptional 1.78-acre waterfront estate offers a beautifully preserved five-bedroom residence and a substantial deep-water dock with direct access to Nantucket Sound. Originally part of a historic compound long held by the Mellon family and now by philanthropist William Koch, the property presents a rare chance to own a slice of coastal legacy. Inside, the home features a main-level primary suite with study, stone fireplace, open-concept kitchen, and screened porch opening to an expansive deck with water views—perfect for entertaining or quiet reflection. Guest bedrooms upstairs enjoy generous proportions and stunning vistas. With additional buildable parcels also available, this is a unique opportunity to create a private compound in exclusive Osterville—renowned for its protected waters, world-class golf, and enduring Cape Cod charm.
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 defines elegant living and entertaining spaces, from the chef’s kitchen with granite islands and fireside sitting room to the spectacular sunroom with a bar, kitchen, and retractable screens. The main-level primary suite is a serene retreat, while four additional en-suite bedrooms and a sitting room await upstairs. The lower level includes a wine cellar, media room, gym, and game room. Outside, lush landscaping surrounds the resort-style pool and expansive lounging areas. Complete with beach and dock rights, this estate is an extraordinary offering in one of Cape Cod’s most prestigious settings.
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 reimagine and expand in the future. Enjoy beautiful views and light, bright comfortable rooms in this private 3 bedroom home. This is a special property and a secret spot! Please note: House rented month of July with no showings allowed.
Experience coastal luxury with this magnificent waterfront estate in Oyster Harbors boasting 450’ of water frontage, breathtaking views over Cotuit and North Bay, spectacular sunsets, and unparalleled privacy. The grand foyer welcomes you with vaulted ceilings and expansive windows, seamlessly blending indoor and outdoor spaces. The open-concept living areas include a gracious living room, fireplace-warmed dining room, cozy sitting area and lofted library overlooking North Bay. A chef’s kitchen features a granite island, custom built-ins, and a breakfast nook framed by panoramic water views. The first-floor primary suite offers private patio access, a walk-in closet, and a spa-inspired en-suite. The sunroom with a wet bar opens to meticulously designed outdoor spaces. The second level hosts four bedrooms, a family room, and a bonus room with balcony. Set on 1.37 acres, this outdoor paradise boasts a waterside fire pit, outdoor shower, in-ground pool, sandy beach, and private dock.
Courtesy: Frank A Sullivan Real Estate
508-428-4400
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 swimming pool and hot tub, and deeded rights to Dam Pond!The grand entryway leads to a soaring living room filled with natural light, featuring a striking floor-to-ceiling brick fireplace. The bright, modern kitchen is equipped with stainless steel appliances, a central island, and casual dining space, seamlessly connecting to the formal dining room and a dedicated laundry room.The spacious family room impresses with hardwood floors, high ceilings, custom built-ins, and a wood-burning stove framed by cozy bench seating. A wet bar elevates the space for hosting, while a versatile bonus room above serves as a playroom, gym, or billiards room.The home's opposite wing includes a cheerful office with a wood stove, a guest suite with a full bath, and the luxurious primary suite. This retreat features dual walk-in closets, an expansive bath with a jacuzzi tub and double vanity, and tranquil views of the pool. Upstairs, three additional bedrooms and two full baths offer privacy and comfort. The backyard is a summer oasis, with a sparkling pool, hot tub, outdoor shower, gas grill, and a sprawling patio ideal for entertaining or unwinding. If you're in the mood for a salt water swim or paddle, the property comes with deeded rights to Dam Pond, which connects to North Bay. Sophisticated yet inviting, this property delivers on every aspiration. Discover all it has to offer today! Note: Some images of the kitchen and primary bath are digital renderings of a potential renovation.
Discover the epitome of luxury living in this custom-designed waterfront estate, featuring breathtaking views of Eel River and Nantucket Sound. Set on a beautifully landscaped 2.4-acre lot, this stunning residence features 8,000 square feet of meticulously crafted living space. The grand interiors seamlessly blend with the exquisitely landscaped outdoor spaces, featuring an inground pool, hot tub, pool house, and a substantial private deep water dock. Upon entering, the grand foyer leads you into the magnificent great room with a 2-story custom fireplace. The generous floor plan also features a refined library, formal dining room, a gourmet kitchen and a home theatre room. The 6 ensuite bedrooms include a 1st-floor suite and a lavish primary suite with a luxurious bathroom, walk in closets and a private waterside deck. Additional highlights include a private guest suite above the 3-car garage and an entertainment room with a balcony on the 3rd level highlighted by breathtaking sunsets.
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
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. ft. of living space. Interior spaces begin with a spacious foyer opening into an extraordinary great room with vaulted ceiling, walls of windows, dramatic columns and custom fireplace. A light filled dining room overlooks the water with custom arched windows leading into a stunning chef's kitchen with coffered ceiling, granite countertops with large center island and access to a waterside patio. A lavish first floor primary suite and four additional bedrooms, including a full suite over the garage, offer ample room for family and friends. This unique and inspirational home is set on a private 1.65 acre parcel with beautiful outdoor seating areas overlooking the water, the pool, gardens and deep-water dock creating an ideal backdrop for entertaining family and friends. There is an attached three car garage, and this property provides plenty of extra parking. This one-of-a-kind property will appeal to the most discerning buyer.
In the private, gated golf community of Oyster Harbors is this magnificent 5-bedroom waterfront residence with an in-ground pool and deep-water dock. This beautiful 7,157 sq. ft. residence has the feel of a European estate, with an open floor plan and beautiful water vistas. Interior spaces begin with a spacious foyer opening into an extraordinary great room with vaulted ceiling, walls of windows, dramatic columns and custom fireplace. A light filled dining room overlooks the water with arched windows leading into a stunning chef's kitchen with granite countertops, large center island and waterside patio. A lavish 1st floor primary suite and 4 additional bedrooms offer ample room for family and friends. This inspirational home is set on a private 1.65 acre parcel with beautiful outdoor seating areas overlooking the water, the pool, gardens and deep-water dock creating an ideal backdrop for entertaining. There is an attached 3 car garage, and plenty of off-street parking.
“Point House”: a spectacular 5.98-acre waterfront estate on a peninsula overlooking West Bay. In an unsurpassed setting, the 4,896 sq ft residence offers exceptional water vistas, gardens, an expansive private beach, and a substantial deep-water dock. The 6-bedroom home features generous living spaces, beautiful architectural detailing, custom flooring and 5 fireplaces. The foyer welcomes you to the views and impressive deck and beckons you to step outside to take in the panoramic vistas. Highlights include a light filled, 2 story great room with a floor-to-ceiling brick fireplace, well-equipped kitchen, dining area and a family room accented by a fireplace, all opening to the outside spaces. Two bedrooms and a sitting room with fireplace are on the 1st level. The primary bedroom features beautiful water views, a spacious bath, walk in closet and a sitting room with fireplace, and 3 bedrooms and a sitting room finish the 2nd level. A detached 2 car garage includes living space above.
Osterville is located in Massachusetts. Osterville 02655 is more family-centric than the surrounding county with 22.82% of the households containing married families with children. The county average for households married with children is 19.97%.
