Osterville MA Real Estate & Homes for Sale

Charming 2 bedroom, 1.5 bath single family ranch style home situated on a 1/2 acre of park like grounds just inside Osterville village (Gallery Place). The home is situated on a stunning and remarkably private lot surrounded by homes of significantly higher values. This home is in move-in condition with timeless cape cod details, hardwood floors throughout, with generously sized bedrooms, a large living room fireplace and an open concept flow throughout the common areas. It can be enjoyed as a year round residence or a seasonal rental opportunity. Because the lot is so large with ideal dimensions and given its idyllic location within Osterville Village, it can be redesigned, modernized or razed and re-built as new construction. The owner has created 2 septic designs (attached) and will install in the location approved by the buyer. And because the property contains at least 20,000 SF, the home could be used as a legal 3 bedroom with an alternative septic design (fast system).

Coastal luxury, a timeless and thoughtful design with a sense of sophistication and comfort in this totally remodeled 2 bed, 2 bath second floor condo in the heart of Osterville village. Steps to shopping and dining and 1 Mile to beach! Spacious living and dining room combination with lots of natural sunlight, adjacent to the newly remodeled kitchen with quartz counters, Kitchen Aid appliances, new cabinetry, undermount lighting, and lots of storage in this darling kitchen. Kick your shoes off and let your feet feel the Sawyer Mason high end flooring throughout the condo. Plantation shutters throughout! Enjoy your wood burning fireplace, or the ample deck to dine and lounge under the awning in the summer. Retreat to the spacious primary bedroom with en-suite bathroom, double vanity and Carrera marble flooring. Gorgeous custom guest bathroom with Thibault wallpaper and walk in shower. Stroll to the village for shopping and dining. Close to the beach! Welcome to your new lifestyle!

Osterville Village! You'll fall in love with this updated ranch that offers a modern and stylish coastal living experience. Enjoy a fully renovated kitchen featuring quartz counters and stainless steel appliances, as well as 2 new bathrooms, updated electrical and plumbing, and HVAC system, this home is move-in ready. The fresh landscaping with new rear patio, fire pit, fencing and plantings enhance its appeal! There's even a large shed that has endless possibilities! The convenient location allows you to walk to all of Osterville's great stores, restaurants, library and churches! It's also a short bike or drive to Dowses Beach and Crosby's Boat Yard.

Osterville Oasis! Tranquil Pond-front setting enhances this wonderfully classic and beautifully updated home. Enjoy Commanding Views of Sam's Pond from the Living Room, while the fire crackles at your back. The Dining Area of the modern Kitchen offers a Rumford fireplace, as well as a Hidden Closet beverage service/bar. Up a few steps to a large Bedroom Suite, cathedral ceiling, lots of light and views of the Pond. The 2nd floor offers 2 more Bedrooms and 2 Full Bathrooms. The Primary Suite with lovely Fireplace, overlooks the pond, complete with a large deck for your morning coffee, afternoon beverage, an idyllic place for quiet reflection. Hardwood flooring throughout: wide plank vertical grain Douglas Fir. Lovely Waterfront grounds with solid Dock. Beautifully maintained home with updated systems, outstanding location. Substantial septic system update is required, and is reflected in the list price.

A new custom home in the quaint seaside Village of Osterville! This stunning home located is 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, dining options and the beautiful oceanside beaches. The home can be sold turnkey!

A drive through the lighted stone pillars alongside the sweeping lawn sets the stage. Sited on a two-acre parcel within the exclusive neighborhood of Seapuit is the stunning 4715 square foot contemporary style home.The dramatic cathedral ceilings, along with the automatic skylights provide abundant natural light throughout. Ten rooms, five bedrooms, and 4.5 baths. The open floor plan accommodates entertaining large groups, as well as small, intimate gatherings. Enjoy the fully-equipped kitchen, formal dining, gracious living room with gas fireplace, and the expansive great room w/ wood-burning stove. The primary suite includes double closets and spa-like bath, along with adjoining private office. All overlooking the backyard oasis, a sanctuary unto itself. Pool, deck, patio with multiple seating, lush plantings, outside shower. The private guest suite on first floor with upscale bath are ideal for extended family or guests.3 BR and 2 baths on second floor. DEEDED PATH TO DAM POND.

Located a short stroll from Osterville Village, this shingle-style home showcases stunning architectural details and scenic views over Wianno Golf Course and Parker Pond. Exquisite craftsmanship is on full display throughout, from a spacious covered porch that greets visitors to a gourmet kitchen with honed granite countertops and cherry cabinetry. The first-floor primary suite includes a luxurious marble bathroom and secluded home office. On the second floor, an open family room is seamlessly connected to the outdoors with front and back decks, while offering the utmost convenience with a thoughtfully designed kitchenette. Two bedrooms and two bathrooms complete the second floor. Additional highlights include a four-car garage with a self-contained apartment above, a lush backyard, and a large bluestone patio. Mere minutes from everything Osterville has to offer, this extraordinary residence delivers the quintessential Cape Cod lifestyle.

Embrace the epitome of coastal luxury in Osterville Village with this impeccably restored shingle-style residence. A striking entrance with Belgian block stonework leads to professionally landscaped grounds. The main level features an artisanal kitchen, a chic bar area, and a sumptuous primary suite with a marble bathroom. Throughout, find exquisite craftsmanship and upscale details. The sprawling backyard oasis offers privacy and tranquility. This residence is ideally situated between the village and Dowses Beach. Buyers and agents are advised to verify details.

The attention to detail is evident throughout this newly renovated home that features Hickory hardwood floors throughout a first floor Master Suite with accent wall including a fireplace, walk in closet and a very sophisticated en suit bathroom with a freestanding soaking tub, shower and his and hers vanity. The first floor has a two seated living area where you can sit by the fire and read a book or you can watch tv with family. The kitchen offers a large center waterfall Quartz island that invites guests to gather around. New and custom cabinets, modern finishes, SS appliances, gas range, Quartz countertops, a wet bar and a dining area with French doors leading out to the outside deck. Adjacent to the kitchen you will find the sleek nautical theme powder room along with the enclosed laundry area. The second floor consists on 3 spacious bedrooms with lots of natural light and another renovated full bathroom with a beautifully tiled glass shower tub. Very desirable location!

From its unparalleled location on Little Island in Osterville, this special waterfront estate overlooks the waters of West Bay and offers breathtaking water vistas from its private, elevated setting. This 2.45-acre lot features a substantial deep water dock, private sandy beach and an expansive yard. The 3,315 square foot main house is abundant in space with six bedrooms and a substantial multilevel deck. The first floor features grand living and family rooms with impressive fireplaces and water views on three sides, cook's kitchen, dining area and a primary suite with two walk-in closets, luxurious bathroom and incredible water views. The second floor features five bedrooms, two full bathrooms and a water view balcony. The outdoor living spaces are equally impressive, with a sprawling backyard and patio areas with ample space for relaxation. A two-bedroom guest house with deck is available for overflow guests. Truly a once-in-a-lifetime opportunity to enjoy your own piece of paradise

Welcome to the beautiful village of Osterville. This brand new 2024 Bayside Built timeless custom home is truly a masterpiece located in the cozy Oyster Hills neighborhood. High-end finishes throughout the home include: custom designer marble tile, quartzite counters, Wolf & Subzero appliances, white oak HW floors & trim detail straight out of a custom home magazine. The L-shaped home is positioned perfectly on a large 1-acre corner lot as it seamlessly blends the home into the backyard entertainment area with a large limestone & granite patio, outdoor shower, gas fire pit, & a screened in porch, perfect for those gorgeous summer nights on Cape Cod. A few other additions added by the builder: a full-home Kohler generator, irrigation system, alarm system, multiple TV's & Sonos sound systems, & a 1-year new construction builder warranty as well as many other top-notch finishes. Located only 1 mile from Osterville Main Street's many shops & restaurants & only 1.7 miles to Dowses Beach.

A rare opportunity on Osterville's coveted Little Island, this charming four-bedroom home features sweeping views of North Bay on an expansive 1.45-acre lot with park-like grounds. This timeless retreat offers endless possibilities for expansion with pending applications/approvals for a dock and six-bedroom septic system. Upon entering the home, breathtaking views take center stage through oversized windows that look out to a waterside bluestone terrace equally suited for grand entertaining and quiet relaxation. A thoughtful floor plan seamlessly flows from the living room and an adjacent sunroom to the kitchen, dining room, and a formal living room with a fireplace. A bonus room completes the first level, while the second floor features a primary suite overlooking the bay and three guest bedrooms, ensuring ample space for friends and family. A detached two-car garage completes this extraordinary residence, located minutes from Oyster Harbors, Main Street, Dowses Beach, and marinas.

"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.

This impeccably maintained home is nestled in a delightful neighborhood setting in the sought-after village of Osterville, just minutes from its charming shops, restaurants, and the picturesque sandy shores of Dowses Beach. The versatile floor plan is perfect for hosting gatherings, with a family room, living room, sunroom, and an upscale kitchen with a dining area (both gas & wood burning fireplaces). The home features three generously sized bedrooms, including a first-floor primary suite with a walk-in closet and private bath. Additionally, the second-floor bonus room and landing offer extra space for an office or relaxation. The lower level has a finished room and ample storage. Step outside onto the deck and enjoy the professionally landscaped yard with irrigation and an enclosed outdoor shower, creating a perfect entertainment space. Comfort is ensured year-round with central AC, on-demand water heater, and a whole house generator, providing peace of mind in any season.

Welcome to this magnificent 2021-built real estate gem located in the sought-after Wianno neighborhood. With its beautiful open spaces, this home is perfectly designed for accommodating large gatherings and entertaining. The property features an inviting in-ground pool complete with a safety cover, allowing for enjoyment with peace of mind. Additionally, a charming pool house awaits guests, offering a cozy retreat for relaxation and comfort. You will enjoy the enclosed porch complete with a gas fireplace, screens and windows. This luxurious estate boasts six spacious bedrooms, each thoughtfully designed with its own private bathroom, providing residents with unparalleled privacy and convenience. The contemporary yet timeless design of the property harmoniously blends with its surroundings, creating a warm and inviting atmosphere. Enjoy the perks of residing in Wianno, with convenient access to club amenities and beautiful beaches, elevating the overall lifestyle of this extraordinary h

"In its proper season, every door is unlocked, every window wide open. People, too, are more open in summer, moving through the house and each other's lives as freely as the wind. Their schools and offices are distant, their guard is down, their feet are bare," writes George Howe Colt. A more lovely door to be unlocked is nearly impossible to find. Open to the shores of Nantucket Sound in Wianno on Cape Cod this this shingled masterpiece offers a magnificent view splayed before you from over 200 feet of shoreline. With shoes a distant memory, step off the covered porch and, feel the lawn, the salt-smoothed seaside deck and finally, the sand. Look back at this 4,028 square foot home framed against an impossibly blue sky with seven bedrooms, multiple gathering areas and a kitchen perfect for cooking up memories as cuisine, and know all is well in your world. There are memories to be made, milestones to celebrate and feelings to restore. Please verify all information contained herein.

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.

Envision your forever estate on the private, gated island of Oyster Harbors. This elevated 1.31-acre parcel offers the perfect canvas for your dream home. An iconic Royal Barry Wills 3,877 square foot home is currently sited, but expansion or a new home, pool, and guest house are all within reach. Facing the southwesterly trade winds, and the setting sun, this location affords more than 180-degree views in nearly every corner of this estate. The private deep-water dock with ample space for almost any vessel allows you to enjoy the convenience of reaching Edgartown for breakfast in under 20 minutes. Step out of your own Mediterranean style "beach club' and watch your ship come in, embracing the ultimate waterfront lifestyle.

Stunning Colonial home with 5,021 sq. ft. of refined living space exemplifying quality craftsmanship and attention to detail in the spacious rooms, beautiful wood floors, cathedral ceilings and custom built-ins. A welcoming foyer opens into the great room with cathedral ceiling, fireplace and views over the private pool area. The formal dining room and sitting room can also be accessed from the foyer. The heart of the home is the stunning chef's kitchen, complete with top-of-the-line appliances, custom countertops, center island and a light-filled breakfast nook overlooking the backyard. The primary 1st floor suite epitomizes luxury with an office, spacious bathroom, walk in closet and dressing room. The 2nd floor includes 3 guest suites as well as an expansive game room above the garage. The unfinished lower-level features walkout access to the backyard. Privately sited on 1 acre, the outdoor spaces delight with mature landscaping, Gunite inground pool and spa and a 3-car garage.

Welcome to 22 Felicity Lane, a beautifully updated home nestled on a 1.01 acre lot at the end of a quiet street in the desirable Oyster Hills West neighborhood. This impressive residence offers 3 bedrooms, 3 bathrooms, and many desirable features. Step inside and be greeted by the inviting ambiance of 9.5-foot ceilings and an abundance of natural light. The heart of the home is the open kitchen and living area, renovated in 2017, creating the perfect setting for entertaining family and friends. Complete with a wood-burning fireplace (prepped for a gas insert), built-ins, and exterior deck access, this space has it all. The first floor also includes a primary en-suite, dining area, sitting area/den, and laundry. Two spacious bedrooms and an additional bathroom complete the second floor. Additional features include: newer roof, exterior paint, HVAC (central AC), the list goes on. Located south of 28, this property is convenient to all that Osterville and Marstons Mills have to offer.

Luxury meets coastal elegance at this stunning custom built 5 bedroom, 8 bath residence at 250 Baxters Neck Road, Barnstable, MA. Spanning 8926 square feet with almost two acres of privacy, this home offers an unparalleled living experience with spectacular views of striped bass loaded and storm haven Prince Cove Step inside to discover a wealth of amenities, including coffered ceilings, stunning crown molding and finishes, heated floors, a whole house stereo system, Radio RA lighting and a fabulous media room with a 100''screen and surround sound, pool room and full bar. The Tiger Maple library and kitchen island boasts high end appliances, a private pantry, while the multiple kitchens cater to culinary and entertainment enthusiasts. You will love the open floor plan and don't forget those views. Entertain in style with a pool house, a cabana kitchen serving the salt water pool with waterfall and a 3 season proch complete with fireplace and sound system. 40' Deep water dock!

Discover the serene beauty of coastal living in this picturesque 2-bedroom Cape Cod-style home, nestled on the water's edge of Prince Cove Bay, adjacent to the bustling Prince Cove Marina. The heart of this retreat is an open-concept kitchen that flows into a cozy living room and dining area, perfect for entertaining and relaxing. Large windows invite natural light, creating a bright and inviting space. A secondary living area offers panoramic views of the bay where you can see picturesque coastal sunsets and hear the tranquil sounds of the waterfront. The upper level houses an unfinished second floor, brimming with potential. Transform this blank canvas into an artist's loft, or an additional living space, all with a backdrop of water views. This property, built by its owners, has a 2 car garage, sits on .60 acres of land and is close to local shopping and pristine beaches, giving you the best of both worlds at your fingertips.

Beautiful Home in sought-after Cotuit Bay Shores offers Cape Cod Living at it's Best! This Light & Bright 4,032 SF residence offers 4 Bedrooms, 4 Full Baths, PLUS a Fabulous Great Room w/Beamed Cathedral Ceiling, Corner Gas Fireplace, Wet Bar, Heated Floor~ Primary 1st Flr. Bedroom Suite w/3 closets, Skylight & Dual Vanity Bath ~ 3 additional 2nd level Bedrooms & Bath ~ Home Office w/Deck Access ~ Large Peninsula Kitchen w/Custom Cherry Cabinetry, Granite Countertops, Pantry Closet, S S Appliances ~ Spacious Livingroom w/Fireplace & Wood Stove ~ Formal Dining Room w/Bay Window ~ First Level Laundry ~ 2nd Level features a Large "Flex-Space Room" w/Private Full Bath & separate interior access ~ Attached 2 Car Garage, Brick Patio, Automatic Generator PLUS all of the Amenities of Cotuit Bay Shores: Private Sandy Beach on North Bay, Deep Water Dock w/direct access to Nantucket Sound, Kayak Rack, Pickleball & Tennis Courts, Bocce Court, Tot-Lot Play Area, Walking Trails & More ~WELCOME HOME

South of 28 close to Historic Craigville and Osterville Villages and very convenient to Dowses, Craigville & Covell's Beach. Enter the home through the converted garage area and appreciate a set of spacious closets and a tiled mudroom, then onto a sunny and bright sitting area with mini-split to ensure comfort throughout the year. Next you'll be impressed with the neat-as-a-pin kitchen area with plenty of storage for all your kitchen supplies and groceries. The primary bedroom features an en suite bathroom and mini-split for heating/cooling. The lot is large and level with an expansive deck and outdoor shower. This well maintained home is ready for your finishing touches!

Before Cape Cod was a popular vacation destination, Helen J. Quinn, heiress to the Grand Union grocery chain, purchased almost 20 acres of land by the Centerville River. Several homes for her family and even a huge kennel for her dogs were built, but the most magnificent of all was Mrs. Quinn's personal estate, at 749 S Main St., later dubbed 'Sandcastle' for its sandy English stucco exterior. Brilliantly designed for hosting family or guests, the layout is timeless, with formal spaces on the entry side of the property and sunny, glassed-in rooms the length of the water side, offering 180 degree views of Craigville River and Nantucket Sound. With 9 bedrooms in the main house and a full, 1400-sq ft apartment above the separate 4 bay carriage house, there's space for everyone. A deep water dock connected to ''the best boathouse on the river,'' makes day trips to Nantucket possible, or store a launch to zip across the river for sunbathing on the white sands of Long Beach.