Courtesy: Foran Realty
508-385-1355
Attention contractors, developers, and homeowners with a vision! Full acre lot less than 1/2 mile from both Osterville Village center and Joshua Pond Beach. Close to all the amenities, yet people describe this unique property as a private ''compound.'' Upon entering the gates, you instantly feel the outside world disappear and you've reached the quintessential Cape escape. Current structure needs to be demolished, but the 3-bed septic may be usable (not inspected). In addition to the house there exists a shed and previously there was a detached garage onsite (demolished 1995). As always, please verify any and all details contained herein with the proper authorities. Your opportunity to construct one of Osterville's finest homes is here!
Courtesy: Compass Massachusetts, LLC
508-206-8726
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. Recent updates include a newer roof, siding, windows, and updated full bath. Enjoy the best of Osterville living with close proximity to Main Street's boutiques, dining, and beaches--making this a wonderful year-round home or retreat.
Courtesy: Keller Williams Realty
508-534-7200
Your love affair will begin as you pull into the crushed stone, horseshoe drive w/ cobblestone aprons completely lined with white hydrangeas. This home looks like something out of a fairytale. Off to the side, a paved drive leads down to the 2-car garage, with basement access. In the rear you'll find a large bluestone patio with an outdoor bar, TV, a large seating area w/fire pit, and an outdoor shower. Go down a few steps to a lush green lawn, plenty of woods for privacy. An elevated deck off the dining area is perfect for outdoor dining. Inside you'll find a large living room with a gas fireplace for those cozy winter nights and hardwood floors, which continue through the kitchen/dining rm, and 1st fl bedroom. The kitchen features white, painted oak cabinets, black granite, and an island. A laundry closet and a full bath round out the first level. Upstairs you'll find 3 good sized bedrooms w/oak flooring and a full bath. The lower level has nearly 300 sq ft of sunlit, finished space that opens to the rear patio. Oversized 2-car under garage, natural gas, central air, 3 additional parking spaces off to the side of the paved driveway. With 1.31 acres the options are limitless!
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
Nestled amid beautifully landscaped grounds, this exceptional 7,500+/- square foot residence captures breathtaking views over West Bay and Eel River. A private sandy beach and deep-water dock provide effortless access to Nantucket Sound, creating a rare combination of serenity and seafaring adventure. Inside, the five-bedroom home blends refined architecture with inviting coastal warmth. A dramatic two-story great room opens to an expanse of windows that frame the water, seamlessly connecting the interior to the surrounding natural beauty. The thoughtfully designed main level includes a chef's kitchen adjoining a sun-filled sitting room, elegant dining room, gracious living room, and handsome home office. The first-floor primary suite offers a peaceful retreat with water views, while a second primary suite and three additional bedrooms complete the upper level. A captivating tower room provides a 360-degree vantage point for enjoying sweeping sunsets and the ever-changing coastal landscape. The finished lower level extends the living space with a recreation area, wet bar, and kitchenette, ideal for casual gatherings or guest overflow. A two-car garage, expansive outdoor terrace and lush gardens complement the home's elegant yet relaxed design. Privately positioned, yet moments from Osterville's charming village center, this remarkable estate epitomizes luxurious waterfront living on 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.
Courtesy: Keller Williams Realty
508-534-7200
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.
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!!
Courtesy: Sotheby's International Realty
508-428-9115
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 drive of hand-laid paver stones with more than 6,342 square feet of living space, this Merle Thorpe designed home is a masterpiece of craftsmanship from a bygone era. Every lovingly maintained detail speaks to a time when artistry, skill, and pride shaped construction: mahogany windows and doors, wide-plank quarter-sawn oak floors, artisan cabinetry and moldings and graceful curved walls and rooflines that play against the endless blue of Cape Cod skies. It is at once a home and a work of art--a sculpture you inhabit, revealing new secrets and surprises with every visit. The accommodations are generous: seven bedrooms in the main house, and a generously oversized bespoke 1,000+- square foot one-bedroom guest suite with full bath, Pullman refreshment bar and laundry room above the three-car garage complete with radiant heated floors. Even the practical details carry refinement, from a dedicated trash room with an automatic air-venting system to carefully considered storage and systems. The partially finished terrace level offers a bedroom, full bath, laundry room, an additional washing room and space for your imagination to run wild. Outside, the grounds invite leisure and celebration. A 50-foot gunite pool with auto-cover is framed by a stone terrace shaded by Japanese maplesan idyllic setting for alfresco dining on summer evenings, where the sound of waves rolling onto the shore drifts from across the avenue. Ownership here includes something rare: deeded rights to a private pristine Nantucket Sound beach, just steps away, and access to Eel River, perfect for launching kayaks and paddleboards. Welcome to 850 Sea View Avenue, more than a residence; it is a legacy. Built with unmatched skill and devotion, it offers its next steward more than shelter. It is a place where cherished memories are ingrained against a backdrop of beauty and heritage and where every wall, every curve and every view reveal a story of timeless artistry. Please verify all information contained herein.
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
Must see, spacious, lovely home in the sought-after village of Osterville. Ideally located just .03 miles to shops and restaurants and less than a mile to Dowses Beach on Nantucket Sound. This well-cared-for home with recent updates 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 living space, this home features beautiful hardwood floors throughout, central air, and spacious living room. The renovated kitchen boasts upgraded countertops, cabinetry, and a wine refrigerator, opening to a generous dining area with sliders overlooking private backyard along with a must have outdoor shower. Additionally, enjoy a private wing of the home with its own entrance featuring a family room, half bath and bonus room -ideal for guests, a home office, or ADU(accessory dwelling unit). The main level also includes two large bedrooms, including a primary with a central full bath. Upstairs offers two additional bedrooms and another full bath, while the finished basement provides a recreation room and storage facilities. Start creating your own Cape Cod memories for years to come
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-945-5553
On a quiet cul-de-sac in Osterville, this contemporary Cape blends architectural charm with a resort-inspired lifestyle. The backyard is the home's piece de resistance, featuring a sparkling pool, expansive deck, and gazebo framed by mature landscaping, perfect for entertaining or quiet retreat. Inside, recent renovations highlight wood floors, exposed beam ceilings, and brick hearth fireplaces, creating warmth and refinement throughout. The open kitchen, dining, and living areas flow naturally together, anchored by a granite island and premium stainless appliances, making everyday living and entertaining effortless. 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 even more space for recreation, office, or fitness. Outfitted as a full smart home, it is designed for seamless enjoyment. Minutes from Osterville Village and area beaches, this is an exceptional property, ideal as a year-round family home or a luxurious Cape Cod retreat.
Courtesy: SMP Realty Development Co. LLC
508-364-2456
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. Rents for $3000 per 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.
Courtesy: eXp Realty, LLC
888-854-7493
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 dream home!!
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
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 welcomes you into a dramatic foyer, setting the tone for the refined interiors that follow. The main living spaces unfold in a thoughtfully designed layout that flows from formal living and family rooms to an elegant dining area with each space inviting connection, comfort, and celebration. At the heart of the home, the chef's kitchen is both striking and functional, anchored by dual oversized islands clad in premium granite, and accompanied by a fireside sitting room that beckons lingering conversation. Adjacent, the spectacular sunroom redefines indoor-outdoor living with a custom crafted bar and casual seating area at one end and a full second kitchen with custom built-in grill and dining area at the other, all enclosed by retractable screens for effortless seasonal enjoyment. Tucked away on the main level, the primary suite offers a private sanctuary, with its own fireplace, luxurious spa-like bath, and refined home office. The comfort and sophistication continue on the second level with four generously proportioned en-suite bedrooms and an inviting sitting room. Designed for comfort and connection, the finished lower level offers a wine cellar, media room, game room, and fitness space. This lavish interior flows effortlessly to an equally impressive exterior, where lush landscaping surrounds a resort-style pool framed by expansive lounging areas-perfect for everything from quiet afternoons to grand entertaining. Completing this offering is a beautiful two-bedroom guest house providing privacy and comfort for visiting guests. Set within a prestigious gated enclave with coveted beach and dock rights, this remarkable estate is the perfect fusion of architectural sophistication and everyday warmth - an extraordinary offering in one of Cape Cod's most prestigious settings. 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.
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!Please note: House rented month of July with no showings allowed.
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
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 lifestyle, and unparalleled privacy. Stepping into the grand foyer, you are greeted by vaulted ceilings and expansive windows that showcase panoramic water views, seamlessly blending the outdoors with the refined interiors. The open-concept living spaces include a gracious living room, a fireplace-warmed dining room with custom built-ins, and a sophisticated sitting area, all designed for effortless entertaining. A private home library, accessed by a spiral staircase, overlooks both the main level and the serene waters of North Bay. The gourmet chef's kitchen is a masterpiece, featuring a granite center island, custom built-ins, and a charming breakfast nook with wraparound picture windows framing the breathtaking waterfront vistas. The sumptuous first-floor primary suite is a sanctuary of relaxation, offering private patio access, a spacious walk-in closet, and a spa-inspired en-suite with dual vanities, a luxurious soaking tub, and a glassless double-headed rain shower. The sun-drenched sunroom complete with a full wet bar and sliders on three sides opens directly to the meticulously designed outdoor living areas. The second level hosts four additional spacious bedrooms, a generous family room, and a bonus room with a private balcony, designed for both comfort and relaxation. This exceptional residence also features a partially finished lower level, thoughtfully designed to enhance both convenience and functionality with direct outdoor access perfect for accommodating small boats, golf carts and other recreational essentials. Set on 1.37 acres of pristine coastal land, this estate is an outdoor enthusiast's paradise. The meticulously landscaped grounds feature a built-in fire pit, an outdoor shower, a waterside in-ground pool, a sandy beach, and a private dock. A rare opportunity to own a world-class waterfront residence, this home delivers unparalleled elegance, modern luxuries, and the very best of Cape Cod's coastal living.
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.
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
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. The grand interiors seamlessly blend with the exquisitely landscaped outdoor spaces, featuring an inground pool, hot tub, spacious pool house, and a substantial private deep-water dock.Upon entering the home, the grand foyer leads you into the magnificent great room with a two-story custom fireplace, where panoramic vistas of the water and breathtaking sunsets set the scene for unforgettable family gatherings as well as effortless entertaining. The generous floor plan also features a refined library, formal dining room, a gourmet kitchen with center island, custom cabinetry and top-of-the-line appliances and a state-of-the-art home theatre. The six ensuite bedrooms include a first-floor suite with French doors leading to the back yard and a lavish primary suite with a luxurious bathroom, two walk-in closets and a private deck overlooking the water. Enhanced with modern conveniences such as a Sonos whole-house sound system and a 9-zone Hydro air system, every detail has been carefully planned and implemented. Additional highlights include a private guest suite above the attached 3-car garage and a sprawling entertainment room with a balcony on the third level highlighted by western exposure to experience breathtaking sunsets. Located just minutes from the upscale boutiques and renowned dining of Osterville village, this extraordinary property offers a lifestyle of unparalleled elegance and tranquility by the sea. 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.
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
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 home features generous yet comfortable living spaces, beautiful architectural detailing, custom wood flooring and 5 fireplaces. The entry foyer welcomes you to the beautiful views and impressive deck that runs the length of the home and beckons you to step outside to take in the panoramic views. Highlights include a light filled, two story great room with a beautiful floor-to-ceiling brick fireplace, a well-equipped kitchen opening into the dining area and a family room accented by a fireplace all opening to the outside living spaces making this flow ideal for quiet family enjoyment or larger scale entertaining. Two bedrooms and a sitting room with fireplace can also be found on the 1st level. The primary bedroom features beautiful water views, a spacious bath, walk in closet and a large sitting room with fireplace, and three additional bedrooms and a sitting room finish the 2nd level. A third-floor walkup to a tower provides the perfect vantage point to watch the incredible sunsets you'll experience from this property. Also offered is a detached two car garage which includes living space above for extended family and guests. This seaside estate affords the utmost privacy yet offers proximity to the village of Osterville with its boutique shops and fine dining. Experience an exceptional lifestyle from this one-of-a kind waterfront estate!
Osterville is located in Massachusetts.
