Courtesy: Property Cape Cod
508-420-4200
A mid-19th-century Greek Revival, believed to be the birthplace of Captain William Bradford Parker and later home to Samuel Hallett -- both tied to Osterville's historic maritime corridor along Main Street. The property reflects the success of maritime captains - there's a reason Osterville was once described as ''a place where retired sea captains can live like gentlemen.'' You feel that here. The primary bedroom has been expanded to include a quiet alcove with a gas stove -- an easy place to settle in on cooler days. The yard comes alive in season with mature plantings and a sense that it's been thoughtfully cared for. And it has -- by the same owners since 1989. A short walk to quaint Osterville village, and a short drive to Dowses Beach and Joshua Pond for summer fun. Newer windows, original wide pine floors, two gas fireplaces, updated electrical, and a new gas heating system are already in place. A home with history worth inheriting and all the charm of a not forgotten era of gracious living. This one needs to be seen.
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
A custom home in the quaint seaside Village of Osterville! Perfectly nestled alongside Crosby Boat Yard, Nauticus Marina, Oyster Harbors Marina, The Chart Room and well-known West Bay, you will find this top of line crafted 4 bedroom, 3.5 bathroom home. Hand-selected flooring and natural lighting fill the open-concept entertaining spaces and private rooms, creating an elevated living experience. Note-worthy features include a bright open-concept with tall ceilings and a vaulted living room, custom kitchen with chef's pantry, two separate en-suites, private home office, loft space for overflow, front porch, deck with automatic awning, a one car garage and a brand new inground pool with a wrap around stone patio. This home provides a haven for those looking to live life by the sea without relinquishing the convenience of access to Wianno Golf Club, Main Street shopping, plenty of dining options and the beautiful oceanside beaches. The home is ready for you to furnish with your own touches...the perfect Cape home you have been searching for!
Courtesy: Craigville Realty Co
508-775-3174
RARE opportunity for a gorgeous first floor unit in Osterville's desirable Village Square. Completely renovated and move in ready two bedroom two bath condo in the heart of Osterville village. Light and airy open floor plan with numerous windows and ample natural light. Features include all new kitchen with luxury appliances, gorgeous marble and natural stone tiled bathrooms, white oak flooring, walk in laundry room, additional storage area and private bluestone covered patio surrounded by impeccable, lush and beautiful landscaping. Be in by Summer, won't last!
Courtesy: Gibson Sotheby's International Realty
508-945-0000
Welcome to Osterville Living at Its Finest.Built in 2018 by the esteemed Barnstable Harbor Builders, this impeccably crafted 3-bedroom, 2.5-bath home offers the rare combination of quality new construction feel with the warmth of a lovingly maintained retreat. Used lightly on a seasonal basis, every room feels fresh, pristine and move-in ready because It Is! Step inside and discover thoughtfully designed living spaces where craftsmanship is evident in every detail, from the trim work to the finishes, nothing has been overlooked. The open layout flows naturally for both quiet evenings and easy entertaining inside and out, it offers the comfort and space your lifestyle deserves. Ideally situated just minutes from Cape Cod Academy and the charming boutique shops, restaurants of downtown Osterville, this home places the very best of the Cape at your doorstep. Whether you're dreaming of a full-time residence or an elevated seasonal escape, this property delivers without compromise. No waiting, no projects, no worries just pack your bags and start living the Osterville life. Your Cape Cod story starts here.
Courtesy: Margo & Company
508-428-4443
This beautifully updated Osterville Cape, set on a private cul-de-sac, offers move-in-ready living with a thoughtfully curated interior that reflects its coastal charm. Bright, spacious rooms feature vaulted ceilings, skylights, and abundant natural light, while five high-efficiency ductless A/C units ensure comfort throughout the summer months.The first-floor primary suite includes a walk-in closet and a private bath with laundry. Designed for effortless entertaining, the open floor plan seamlessly connects the kitchen, living room with gas fireplace, family room, and dining area, with patio doors leading directly to the backyard.Set on a professionally landscaped half-acre lot, the outdoor space provides privacy and a stunning Trex deck and stone patio. Create the perfect setting for summer gatherings, morning coffee, or relaxing evenings after the beach.The 2nd level offers two bright bedrooms, a full bath with skylight, and a spacious bonus room with heating and air conditioning--ideal for guests, a home office, or additional living space. Additionally the 1372 sq ft walk out basement is available for future completion. For added convenience, the home is available fully furnished on a turnkey basis, offering an effortless transition for immediate enjoyment. Furnishings have been carefully selected to complement the home's style and may be included under a separate agreement. Recent improvements--including a new roof, siding, and PVC trim--provide a low-maintenance, coastal-ready exterior and true peace of mind, allowing you to enjoy the home without the burden of renovations. Located just minutes from Osterville Village, Dowses Beach, and Cape Cod's most desirable amenities, this is a rare opportunity to own a turnkey home in one of the Cape's most sought-after communities. Turn the key and start your summer
Courtesy: Compass Massachusetts, LLC
508-206-8726
Ideally situated for an easy walk to Osterville Village and Dowses beach, this home is perfectly positioned to enjoy everything the area has to offer -- including walking, biking, and golf. Every detail reflects intentional craftsmanship, from the custom kitchen cabinetry to the elegant wainscotting, intricate moldings, and soaring cathedral ceilings that give the home a sense of grandeur without sacrificing warmth. As soon as you enter from the front porch, you will gaze right out to the backyard. The home is flooded with natural sunlight. You'll find high-end appliances, including 3 Wolf ovens, a Sub-Zero refrigerator, an oversized butler's pantry, and a dining room made for large family gatherings and holiday celebrations. Retreat into the first-floor primary sanctuary, with spa-inspired en-suite and a large walk-in closet. From the front and three-season porches to private sleeping areas, a family room, and a basement entertainment space, this home has room for everyone to spread out. Outside, the landscaping truly shines -- spectacular hydrangeas in bloom, a beautiful maple tree out front, a stone firepit, and an outdoor shower round out this exceptional property.
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
Summer is in the Air! Welcome 177 Bayview Circle and Osterville Village. Enjoy sunbathing and swimming at Dowses beach, go clamming off Bridge Street, stroll to Fancy's Market and Main St for dining, shopping, ice cream and more. This lovely property is also near town way to water, Osterville Library and Post Office, Crosby Yacht, East Bay, the farmers market and private golf clubs. Come see this 3-bedroom, 3 bath Cape with hardwood floors, an eat in kitchen, first floor primary with bath and private deck, large, bright, heated sunroom, first floor laundry and finished lower level with an additional 600 sq feet with a walk out basement. Some improvements include a freshly painted interior, newer windows, a whole house generator, new interior doors and light fixtures. The private, spacious .40-acre lot has an outside shower. Ideal for summers, year-round and investment. Sq footage includes lower level with an estimated 600 sq feetExterior photo is a summertime edit
Courtesy: SilverStone Capeside Realty Group
774-271-1844
Nestled near downtown Osterville with picturesque views and access to West Bay, this inviting home offers the perfect blend of location, charm, and opportunity. Tucked away on a private lane, this 3-bedroom, 3 full bath property presents a rare chance to own in one of Osterville's most sought-after areas. Set on a generous 0.87-acre lot, the home feels like your own private Cape Cod retreat. This beautiful property includes a footpath (easement) to West Bay to enjoy gorgeous sunsets all summer long. Inside, you'll find timeless character throughout, including wide pine floors, custom built-ins, and a warm, nostalgic ambiance that captures the essence of classic Cape living. There is an attached oversized 2-car garage with an additional storage space for your kayaks and canoes. Whether you're looking to enjoy it as-is or bring your vision to life, this property is full of possibilities in an unbeatable setting.
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
Welcome to a rare offering at the coveted The Cove at East Bay--an impeccably updated luxury condominium designed for effortless Cape Cod living. Sunlight fills the interior, while expansive living spaces, a chef's kitchen, custom woodwork, and refined finishes create an elegant yet inviting retreat for family and guests alike. In close proximity to the beach and village, this exceptional residence pairs sophisticated comfort with an unmatched Ostervillelifestyle.
Courtesy: William Raveis Real Estate & Home Services
508-428-3320
From the moment you arrive, you're greeted by a stone circular driveway and a large front porch that warmly says, ''Welcome--please come in!''Once inside, you immediately notice the home's timeless elegance combined with the comfort needed for everyday living. Each room is perfectly sized, and the thoughtful layout and seamless flow from one room to the next make this home ideal for family living. A ''Bonus Room'' offers the 4th bedroom, if needed.The great room features four 8-foot doors with 4-foot transoms, filling both the first and second floors with abundant natural light. Every room in the home is bathed in sunlight, including the kitchen, which boasts eight large windows overlooking the fruit trees and gardens.For a couple, comfortable living can easily take place on the first floor. When family and friends arrive, the second floor offers 3 spacious bedrooms, while the lower level includes a family room, game room, office, and gym.Enjoy morning coffee on the front porch and refreshments on the back patio while overlooking the hydrangea trees and perennial gardens. Buyers / Agents responsible for verifying all information.
Courtesy: Frank A Sullivan Real Estate
508-428-4400
A generational waterfront setting on Crystal Lake with approved Patrick Ahearn plans and a privately owned dock - an exceptionally rare, build-ready opportunity within a stone's throw of Osterville beaches and village center.A truly distinctive offering on the shores of Crystal Lake in one of Osterville's most coveted and tightly held neighborhoods. With direct lake frontage, a privately owned dock, and approved architectural plans by Patrick Ahearn, one of New England's most celebrated residential architects, this is a rare opportunity to create a refined waterfront residence with both architectural pedigree and long-term value.Ideally positioned for the best of Osterville living, the property offers the uncommon luxury of easy access to the Wianno/Sea View Beach (.2 mi), Dowses Beach (.3 mi), and Osterville Village (.8 mi), placing iconic beaches, village amenities, and daily conveniences all within easy reach. The combination of waterfront privacy and exceptional proximity is increasingly rare in today's market.Offered at $8.75M, the package includes the land and a clearly defined construction package with Sea View Builders, based on the approved architectural plans for th the main residence. Buyers may customize layout, square footage, and interior finishes prior to construction, allowing for meaningful personalization while preserving the integrity of an Ahearn-designed waterfront home. The property also benefits from septic capacity for up to 11 bedrooms, providing additional flexibility for future design beyond the proposed plan. Designed to embrace its Crystal Lake setting, the home is planned to capture tranquil water views and a strong indoor-outdoor connection, with a gunite PebbleTec pool included as part of the offering package. Additional amenities, including a carriage house, cabana, and expanded outdoor living and entertaining spaces, may be explored separately to suit individual preferences and lifestyle goals. An exceptional opportunity to build an Ahearn-designed waterfront home with a privately owned dock, pool, nearby beaches, and proximity to Osterville Village, offering the very best of Cape Cod living in a truly distinguished setting. *Marketing renderings depict current approvals; package as priced includes the main residence and pool. Final square footage is subject to change based on final plans and end-user specifications.*
Courtesy: Thomas D Brown R E Associates
508-487-1112
Tucked away on 1.19 acres in a peaceful setting in Truro, this well-maintained 3-bedroom, 2.5-bath home offers privacy, comfort, and deeded access to a private bay beach at the end of the street.Designed for easy living, the home features an open-concept layout connecting the living, dining, and kitchen areas--ideal for both everyday living and entertaining. The spacious first-floor primary suite includes a private en suite bath, creating a convenient and comfortable retreat. First-floor laundry adds to the home's thoughtful, functional design.Upstairs, additional bedrooms provide ample space for family and guests. A partially finished walkout basement offers flexible bonus space perfect for a media room, home office, gym, or overflow accommodations.Enjoy warm coastal breezes from the screened porch overlooking the natural surroundings, then rinse off after the beach in the outdoor shower. Set in a quiet location, this property combines tranquility with the rare advantage of deeded bay beach access just moments away.A wonderful opportunity to enjoy Cape Cod living at its best.
Courtesy: EXIT Cape Realty
508-499-2200
Charming 3-bedroom, 1-bath home on a spacious 0.64-acre lot in one of Osterville's most desirable locations. Features include a sunroom, garage, additional shed, private backyard, and newer boiler, gas furnace and heat pump.Conveniently located near Dowses and Craigville Beaches and close to Osterville Main Street shops and restaurants. A wonderful opportunity for year-round living, vacation, or investment (strong potential for renovation, expansion, or rental income)Excellent opportunity in a high-demand area.
Courtesy: Sotheby's International Realty
508-428-9115
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 special home.Outside, a bluestone deck,putting green and outdoor shower add fun activities for warm days!Don't miss this exceptional Osterville opportunity--be ready to enjoy the season in style!
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-420-1414
Set on an exceptionally oversized 2.94-acre corner parcel within Osterville's highly sought-after Seapuit neighborhood, this newly built residence offers a rare combination of privacy, scale, and resort-style amenities, just minutes from the heart of Osterville Village. Surrounded by established homes in a refined residential setting, the property presents a compelling opportunity for turnkey living in one of Cape Cod's most desirable communities. At the heart of the home, a dramatic two-story great room with soaring ceilings and a gas fireplace creates an immediate sense of warmth and volume. Seamlessly connected, the chef's kitchen is a true showpiece--defined by expansive ceiling height, oversized windows that flood the space with natural light, a generous island, country sink, Viking appliances, and classic subway tile extending to the ceiling. Thoughtfully designed for both everyday living and entertaining, the kitchen opens to the great room while also offering a distinct and private dining room, a welcome feature for those who value privacy and separation when hosting. The main level is completed by two en-suite guest bedrooms and a comfortable family room, offering flexibility for extended family, guests, or work-from-home living. Upstairs, the serene primary suite serves as a private retreat, complemented by an additional guest suite-creating a well-balanced upper level designed for comfort and privacy. Outside, the property truly distinguishes itself. The expansive grounds feature an in-ground pool, a private tennis and pickleball court, and mature trees that frame the setting with natural beauty and seclusion. A covered porch adds yet another inviting space for outdoor relaxation, extending the home's livability across seasons. Located in one of Cape Cod's most desirable seaside communities and just moments from Osterville Village's boutiques, dining, and beaches, this special property offers a rare opportunity to move right in and enjoy a lifestyle defined by space, amenities, and ease-an exceptional residence designed for immediate enjoyment and lasting appeal. 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
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: 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!
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: 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.
Osterville is located in Massachusetts.
