Heart of Wianno! Experience the perfect blend of Cape Cod charm and modern luxury in this beautifully built free-standing cottage-style condo in the sought-after village of Osterville. Enjoy a walk- or bike-friendly lifestyle just moments from Wianno Golf Club, sandy saltwater beaches, marinas, the weekly Farmers Market, fine dining, and boutique shopping. The open-concept interior features soaring ceilings, hardwood floors, and a cozy gas fireplace. The chef’s kitchen offers quartz countertops, a Bosch dual-fuel range and dishwasher, and a French-door refrigerator. The primary suite includes a spa-inspired en-suite bath, while the second bedroom has access to a sleek glass-shower bath. Additional highlights include a powder room, sliders to a private brick patio, on-demand Navien hot water, central vacuum, and energy-efficient systems (HERS 53). Pet-friendly with no weight restrictions, offering effortless living in one of Cape Cod’s most desirable coastal villages.
Welcome to 39 Blossom Ave, Unit 4, a charming, lovingly cared-for condo located in the heart of Osterville Village. This well-maintained home offers ideal living just moments from local shops, restaurants, marinas & beautiful Cape Cod beaches. This end unit, townhouse style condo has a thoughtfully designed layout that provides comfortable living space filled w natural light, making it perfect as a year-round home or summer getaway. Bright & inviting living room w vaulted ceilings, skylights & wood burning fireplace opens to dining area & well-appointed kitchen w stackable washer/dryer. First floor complete w spacious bedroom, full bath & patio out back. Second floor has a primary bedroom w slider to balcony, another full bath & large loft area. The condo has plenty of parking & a shared basement for additional storage. Enjoy the convenience of village living combined w the relaxed coastal lifestyle Osterville is known for. Can be sold fully furnished. A must see!
This beautiful new Osterville home is perfectly situated in Wianno, just minutes from village shops, restaurants, and Dowses Beach. With its open floor plan, white oak hardwood floors, and exceptional attention to detail, this charming property offers coastal living at its finest. The stunning kitchen features quartzite countertops, Viking appliances, and a large island with generous seating and ample workspace. A cheerful dining area anchors the space, complemented by a separate bar with glass-front cabinetry—ideal for entertaining and additional storage. A light-filled sitting area, first-floor primary suite, private office, and separate laundry room complete the main level. A graceful open staircase leads to the second floor, where you'll find a spacious family room and two additional bedrooms; a second primary ensuite, and a bunk room with its own full bath. Thoughtful decorator touches and Serena & Lily wallpaper bring warmth and personality to every corner of this home.
Set on an oversized 2.94-acre corner parcel in Osterville’s coveted Seapuit neighborhood, this newly built residence offers exceptional privacy, scale, and resort-style amenities just minutes from Osterville Village. Surrounded by established homes, it presents a rare turnkey opportunity in one of Cape Cod’s most desirable communities. The home centers around a dramatic two-story great room with soaring ceilings and a gas fireplace, seamlessly connected to a showpiece chef’s kitchen featuring expansive windows, a generous island, country sink, Viking appliances, and ceiling-height subway tile. A private dining room offers ideal separation for entertaining. The main level includes two en-suite guest bedrooms and a family room, while upstairs features a serene primary suite and an additional guest suite. Outside, the expansive grounds include an in-ground pool, private tennis and pickleball court, mature trees, and a covered porch for relaxed outdoor living.
Tucked away on a quiet lane in Osterville, 117 Parsley Lane offers a welcoming and comfortable setting for everyday living. Natural light fills the interiors, and the layout flows easily from room to room, creating spaces that feel open and inviting. Thoughtfully maintained and move-in ready, the home offers a seamless balance of shared living areas and private spaces. The property provides a sense of ease and privacy, with outdoor areas well suited for enjoyment throughout the seasons. Professionally landscaped grounds are enhanced by mature red maples that add beauty and seasonal color. Just minutes to Osterville Village, Dowses Beach, and nearby golf courses. Buyers and agents are responsible for verifying all information herein.
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.
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 perfectly located, updated, spacious home just .03 miles to shops, restaurants and less than a mile to Dowses Beach in the premier village of Osterville! This lovely property offers an excellent rental history and is being sold fully furnished, ready for immediate enjoyment or rental bookings for 2026! With over 2,900 sq. ft. of living space, this home features beautiful hardwood floors throughout,central air, and spacious living room. The kitchen boasts upgraded countertops and cabinetry opening up to a generous dining area with sliders overlooking private backyard. Additionally, enjoy a private wing of the home with its own entrance featuring family room, half bath and bonus room -ideal for guests or ADU(accessory dwelling unit). The main level also includes two large bedrooms, including a primary with central full bath, two additional bedrooms on second floor with full bath and finished basement for recreation. Great opportunity for investors and second home ownership.
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.
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.
Courtesy: Sotheby's International Realty
508-428-9115
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!
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.
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%.
