Osterville MA Real Estate & Homes for Sale

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.

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.

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.

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.

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 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.

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).

Location!!! One of the best in Osterville. Just a short stroll to the Village, Wianno Golf Course and North Bay landing to kayak, shellfish or just enjoy the view. This newly renovated 4 bedroom home was meticulously designed with exceptional craftsmanship. The spectacular gourmet kitchen includes top of the line appliances, a generous center island and a cozy fireplace. The primary bedroom with vaulted ceilings and an en suite bathroom, as well as the three additional bedrooms and second floor office/den overlook the professionally landscaped yard with a covered bluestone patio. This home, with its high ceilings, hardwood throughout, marble and natural stone bathrooms, a welcoming farmers porch, and a two car garage is truly a gem right in the heart of Osterville.

A new 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 can be sold turn key or as a empty palette ready for you to furnish with your own touches...the perfect Cape home you have been searching for!

Welcome to your Cape Cod Home. The attention to detail is evident throughout this newly renovated home that features Hickory hardwood floors throughout a first floor primary suite with accent wall including a fireplace, walk in closet and a very sophisticated en suite 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, Stainless Steel 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. The finished basement has a gym, a seating area with a bar and with a full renovated bathroom. Oversized lot provides a possibility for a pool, tennis court and/or a garden.

Located within the private, gated golf community of Oyster Harbors, in the village of Osterville, is this magnificent five-bedroom waterfront residence with an in-ground pool and deep-water dock. This beautiful residence has the look and feel of a European estate with an open floor plan design and beautiful water vistas. Refined architectural details set the tone in this grand home with 7,157 sq. ft. of living space. Interior spaces begin with a spacious foyer opening into an extraordinary great room with vaulted ceiling, walls of windows, dramatic columns and custom fireplace. A light filled dining room overlooks the water with custom arched windows leading into a stunning chef's kitchen with coffered ceiling, granite countertops with large center island and access to a waterside patio. A lavish first floor primary suite and four additional bedrooms, including a full suite over the garage, offer ample room for family and friends. This unique and inspirational home is set on a private 1.65 acre parcel with beautiful outdoor seating areas overlooking the water, the pool, gardens and deep-water dock creating an ideal backdrop for entertaining family and friends. There is an attached three car garage, and this property provides plenty of extra parking. This one-of-a-kind property will appeal to the most discerning buyer.

Outstanding Osterville residence, perfectly situated, close to Dowses Beach and Village attractions yet quietly tucked-away. Spacious four bedroom Gambrel-style home, recent renovations and improvements make this light and bright property, with an open floor plan, ready for immediate enjoyment. Custom quality craftsmanship is evident throughout. Kitchen with maple cabinets, granite countertops and stainless steel appliances including a Sub-Zero 650 refrigerator, coffered ceiling in dining area, family room with cathedral ceiling, naturally finished, wide pine flooring, bead board wainscoting, a large mahogany deck with outdoor shower, brick patio and a walkway lead to a gorgeous backyard, the perfect venue for relaxing and entertaining. Custom-built shed with lighting and power, a detailed cobblestone apron along property frontage, concrete pavers in driveway and walkway. Professionally landscaped grounds, lush lawn, beautiful mature Japanese maples and privacy trees. Rare opportunity, first time offered in 30+ years in a highly sought-after neighborhood. Please verify all information stated herein.

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 home. Whether hosting memorable gatherings or savoring moments of tranquility, this property embodies the essence of modern luxury and upscale living.

From its unparalleled location on Little Island in Osterville, this special waterfront estate overlooks the sparkling waters of West Bay and offers breathtaking water vistas from its private and elevated setting. This 2.45-acre lot features a substantial deep water dock, private sandy beach and an expansive yard perfect for entertaining. Classic in design, the 3,315 square foot main house, filled with natural light, is abundant in space with six bedrooms and a substantial multilevel deck. The first floor features grand living and family rooms both with impressive fireplaces and gorgeous water views on three sides, a spacious 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 providing ample space for relaxation. A two-bedroom guest house with deck is available for overflow guests. With its incomparable location, fabulous amenities, and stunning water views, this waterfront estate on Cape Cod is truly a once-in-a-lifetime opportunity to enjoy your own piece of paradise. Osterville offers beautiful beaches and landmark oceanfront estates and with its peninsular location and ample waterways, it's a boater's dream. Home to the exclusive Oyster Harbors Club and Wianno Golf Club, it's also ideal for the dedicated golfer. Spend the day sunning and swimming at Dowses Beach, then explore Osterville's quaint yet sophisticated downtown, full of great shops and charming restaurants.

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!