Osterville MA Real Estate & Homes for Sale

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.

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.

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.

Welcome Home to This Osterville Oasis! Step into your own private backyard retreat in this stunning Osterville property. The professionally landscaped yard is the ultimate outdoor sanctuary, complete with a shed with electricity, a soothing hot tub, and a fun outdoor shower. Inside, you'll find a welcoming layout with two large bedrooms and two full baths on the main level. The finished walkout basement offers three bonus rooms and an additional bathroom, providing ample space and flexibility.The living room, with its cozy fireplace and bay window, creates an inviting atmosphere, while the kitchen and dining room combo seamlessly transition to the beautiful backyard allowing you to effortlessly move between indoor and outdoor living.

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 drive through lighted stone pillars alongside the sweeping lawn sets the stage. Sited on a two-acre parcel within the exclusive neighborhood of Seapuit, Osterville, is this stunning 4715 square foot contemporary style home. The dramatic cathedral ceilings, along with the automatic skylights, provide abundant natural light throughout. The open floor plan accommodates entertaining large groups, as well as small, intimate gatherings. Enjoy the fully-equipped kitchen with top-of-the-line appliances, between the formal dining room, the gracious living room with gas fireplace, and the expansive great room with wood burning stove and custom bar with ample storage in the window seats. The primary suite includes double closets, and spa-like bath. The adjoining private office features a private work area with generous shelving. Most rooms on the first floor overlook the backyard oasis, a sanctuary unto itself. The private guest suite is ideal for extended family or friends with an updated bath all the bells and whistles. The second floor features three more bedrooms, one with a private bath, and another two with shared bath. DEEDED PATH TO DAM POND!

Welcome Home to This Osterville Oasis!Step into your own private backyard retreat in this stunning Osterville property. The professionally landscaped yard is the ultimate outdoor sanctuary, complete with a shed wired for electricity, a soothing hot tub, and a fun outdoor shower.Inside, you'll find a welcoming layout with two large bedrooms and two full baths on the main level. The finished walkout basement offers three bonus rooms and an additional bathroom, providing ample space and flexibility.The living room, with its cozy fireplace and bay window, creates an inviting atmosphere, while the kitchen and dining room combo seamlessly transition to the backyard oasis, allowing you to effortlessly move between indoor and outdoor living.Don't miss your chance to call this Osterville gem your next home.

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 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, additional 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 both Osterville and Marstons Mills have to offer: beaches, golf, restaurants, shopping and Crosby Yacht Yard. This meticulously maintained home is a pleasure to show.

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, marinas, and everything else Osterville has to offer.

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.

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.

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. The 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. Your new home is located only 1 mile from Osterville Main Street's many shops & restaurants & only 1.7 miles to the picturesque Dowses Beach. Do not miss out on this truly stunning home!

Beautiful 3290 +- sf new construction by Barnstable Harbor Builders in Osterville, offers 3 levels of Cape Cod living. 3 br en-suite, 4-1/2 ba, primary on both first and 2nd floors, walkout terrace level perfect for entertaining pool side, new 16x32 in ground heated pool w autocover, travertine pool deck, outdoor kitchenette with natural gas grille, enclosed private outdoor rinse area. A 3 season screen w/glass porch to enjoy the sunsets, hardwood floors throughout, fully plastered walls, custom tiled baths and walk in showers, custom cabinetry with quartz counters, Thermador appliances, Andersen windows, 4 zone A/C and natural gas heat, on demand hot water makes this home super energy efficient. Outside details include custom landscaping, large paved driveway, custom fencing, sodded lawns, irrigation,, etc. everything is here! Dowses beach appx 1 mi, and sidewalk to Main Street Osterville including Fancys, Crisp, Wimpys, Five Bays approx 1/4 mi. Property abuts almost 100 acres of conservation land with walking and hiking trails to Josuas and Mica Ponds. Ready for July '24 occupancy.More photos will be added as house is completed.

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

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.

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.

Welcome to Osterville Heights! This lovely, sunny 3 bedroom 2 bath home with attached garage has been well maintained and is ready for it's new family. The main bedroom is generously sized with a private full bath. Enjoy a fireplaced living room, large family room with a gas stove, and two sets of sliders which take you out to a level private back yard. One floor living at it's best. Whether you are looking for a full time home or a summer home on Cape Cod, this home is a must see. Situated on a corner lot in the subdivision Osterville Heights, this home is within 4 miles of several beaches and less than 3 miles to the quaint Village of Osterville where you will find restaurants, shops and galleries.

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.

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.

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 Village! Leave your car at home! You'll fall in love with this updated ranch set in the heart of Osterville that offers a modern and stylish coastal living experience with convenience in mind. 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 central 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.

"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 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 than at 265 Sea View Avenue in Wianno, Osterville on Cape Cod. Open to the shores of Nantucket Sound, 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 as perfect for cooking up memories as cuisine, and know all is well in your world. An expansive seaside lawn offers endless possibilities for gatherings, games, tents or even a pool. There are memories to be made, milestones to celebrate, feelings and souls to restore from this ultimate coastal escape. Call to arrange an in-person visit. Please verify all information.

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.