Osterville MA Real Estate & Homes for Sale

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Beds:
5
Baths:
8.00
Sq.Ft.:
5,970
Status:
Active
MLS#:
22603652
Type:
Single Family
Lot size:
0.93 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-420-1414
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ADDITIONAL INFORMATION

Representing the pinnacle of coastal elegance, this extraordinary estate on Little Island offers a rare opportunity for a generational compound in mint condition and an unsurpassed location. Finished to the highest standards, the property features a spectacular five-bedroom main residence, a swimming pool, a pool house with kitchenette and full bath, and a detached three-car garage with a home gym above. In the main residence, timeless and sophisticated design is on display throughout, with custom millwork, designer wallpaper, soaring vaulted ceilings, and a smart home system that governs doors, locks, and hardware with effortless ease. Superlative craftsmanship and finishes define every room, from the chef's kitchen with professional grade appliances to the exquisitely appointed first-floor primary suite featuring custom-designed closets and a luxurious bathroom with a jetted Grohe shower system. Four additional bedrooms, including a second-floor primary suite, ensure refined accommodations for family and guests, while a finished lower level provides flexible bonus space. Set amidst park-like grounds with manicured landscaping, the backyard features multiple gathering spaces, including an expansive poolside terrace with a summer kitchen and fire pit. The stunning pool house caters to resort-style living and offers endless possibilities. Meticulously appointed with no detail overlooked, additional highlights include a whole-home generator, state-of-the-art security, and Lutron smart lighting. Minutes from everything Osterville has to offer, this exceptional family compound is ready to be enjoyed.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,100
Status:
Active
MLS#:
22603520
Type:
Single Family
Lot size:
0.4 Acres
Year built:
1971
A broker reciprocity listing Courtesy: The Greene Realty Group 888-278-5840
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ADDITIONAL INFORMATION

Wow what a rare opportunity to purchase an AFFORDABLE turnkey Quintessential Year-Round Cape within.5 mile of Osterville Village and 1 mile to Dowes Beach. The size of the house can be deceiving from the front elevation. Here are the details of the ~2100 sqft of living space. Main level of ~1150 sqft includes a primary suite, guest bedroom, 2 full baths, living room, E/I kitchen and sun porch. 2nd floor has a ~300 sqft bedroom or playroom perfect for kids visiting during the summer. The walk out lower level has ~650 sqft of finished space easily upgraded with heat for year-round use. The space is perfect for a separate seasonal rental or visitors to have separate living space which includes a kitchenette, 1/2 bath, outdoor shower, bunk bed room, family room with queen bed and day bed. This lower level is very comfortable with full sized windows and a slider sleeps 5 with easy access through the slider to the flat back yard and enclosed outside shower. The lot is .4 acres and has plenty of build-able land to build your luxury dream home. Or keep it as the year-round home it currently is with rental income as an option in the separate lower-level space. Sold furnished or not.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,297
Status:
Active
MLS#:
22603408
Type:
Single Family
Lot size:
0.47 Acres
Year built:
1982
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-420-1414
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ADDITIONAL INFORMATION

Welcome to 17 Galleon Way, a charming Osterville ranch offering the perfect blend of comfort, versatility, and Cape Cod living. The main home features a beautifully renovated kitchen, two bedrooms and one and a half baths, all thoughtfully designed for easy one-level living. Main home is 864 sq ft. An attached garage adds everyday convenience and additional storage.A standout feature of this property is the attached one-bedroom, one-bath apartment (432 sq ft) offering exceptional flexibility for extended family, guests, a home office, or potential rental income (subject to applicable regulations and approvals). The apartment was permitted as in in-law apartment. Buyer will need to re-apply for the proper permits dictated by a change in ownership. Set on a 1/2 acre lot, you'll enjoy being just minutes from Osterville Village's boutiques, restaurants, marinas, golf courses, and some of Cape Cod's most beautiful beaches. Whether you're searching for a year-round residence, a seasonal getaway, or an investment opportunity.Buyer to do due diligence.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,355
Status:
Active
MLS#:
22603317
Type:
Single Family
Subdivision:
Tanglewood
Lot size:
0.34 Acres
Year built:
1978
A broker reciprocity listing Courtesy: Coastal Real Estate Advisors LLC 617-416-4601
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ADDITIONAL INFORMATION

Offered for the first time! Radiating curb appeal, this home has been lovingly maintained by the same owners since it was built nearly 50 years ago. Set on a double lot, the landscaping shines in every season! Inside, the welcoming main entry leads to a spacious sitting room with bay window, opening into an elegant dining room. The bright and airy kitchen features a skylight, peninsula and wet bar and opens into the living room with beamed ceilings, fireplace and built-in bookshelf. A highlight of the living space is a sun room with vaulted ceiling and a window seat. A separate wing of the main floor has 2 bedrooms, an office and 2 full bathrooms. The main level is rounded out by a third full bathroom and laundry closet. Upstairs, there is a massive 3rd bedroom with full bathroom and its own office. All this in a private neighborhood minutes from Osterville Village. New central AC, Generator, irrigation, a shed, composite deck and two car garage... come see why this home was worth holding on to!

Beds:
5
Baths:
6.00
Sq.Ft.:
7,157
Status:
Active
MLS#:
22603271
Type:
Single Family
Subdivision:
Oyster Harbors
Lot size:
1.65 Acres
Year built:
1999
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-420-1414
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ADDITIONAL INFORMATION

Set behind the gates of Oyster Harbors, Cape Cod's most exclusive private golf and waterfront community, this extraordinary waterfront estate offers an exceptional blend of architectural elegance, privacy, and coastal luxury. Perfectly sited on 1.65 acres along the water's edge, the property enjoys sweeping water views, a deep-water dock, an in-ground pool, and meticulously landscaped grounds designed for both grand entertaining and quiet moments of retreat. Inspired by the timeless character of a European country estate, the residence encompasses 7,157 square feet of thoughtfully designed living space where sophisticated craftsmanship meets effortless comfort. A dramatic foyer introduces the home's remarkable interior, opening to an impressive great room with soaring vaulted ceilings, architectural columns, a custom fireplace, and expansive walls of glass that frame the ever-changing waterfront. Designed for both everyday living and elegant entertaining, the sun-filled dining room captures tranquil water views and flows seamlessly into a beautifully appointed chef's kitchen featuring a coffered ceiling, granite countertops, an oversized center island, and direct access to a spacious waterside terrace. The first-floor primary suite offers a luxurious private retreat, while four additional bedrooms--including a gracious guest suite above the attached three-car garage--provide exceptional accommodations for family and guests. Outdoor living is equally compelling. Expansive terraces and inviting gathering spaces overlook the pool, manicured gardens, and deep-water dock, creating an idyllic setting for waterfront entertaining or peaceful afternoons by the shore. Set within one of Cape Cod's most coveted private enclaves, where golf, boating, and an unmatched sense of privacy define the lifestyle, this exceptional estate represents a rare opportunity to own a legacy property in Oyster Harbors.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,808
Status:
Active
MLS#:
22603216
Type:
Single Family
Lot size:
0.38 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Compass Massachusetts, LLC 508-206-8726
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ADDITIONAL INFORMATION

Nestled in a neighborhood south of Route 28, this charming Osterville ranch offers the perfect blend of classic Cape Cod character & modern comfort. Before you even step inside, a private front patio welcomes you, the ideal spot for a pair of Adirondack chairs. The interior has been thoughtfully reimagined for contemporary living w/ a bright open concept layout. Upon entry, you're greeted by a sun-drenched dining area that sets an inviting tone w/ its cathedral ceilings, a skylight & sliders that lead out to a freshly painted deck. The kitchen offers a central island providing a natural gathering spot before transitioning into the living room. Anchored by a fireplace this central living space feels remarkably open & airy. The home features 2 bedrooms, including a primary en-suite. Brand-new carpeting flows throughout the entire home, paired w/ an abundance of storage space to keep everything perfectly organized. The living space extends to a walkout basement, providing a versatile layout that easily adapts to your specific needs. This lower level opens to a private, level yard. This Osterville gem is ready for you and its next chapter to begin.

Beds:
5
Baths:
7.00
Sq.Ft.:
4,100
Status:
Active
MLS#:
22603117
Type:
Single Family
Lot size:
0.52 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Coldwell Banker Realty 508-862-8021
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ADDITIONAL INFORMATION

Welcome to the beautiful village of Osterville on Cape Cod located in the heart of town, close to many stores & restaurants & only 1 mile to Dowses Beach. This newly built home was custom designed by Barnstable Harbor Builders including many high end features such as: quartz counters, Thermador appliances, red oak HW floors & custom trim detail, beadboard ceilings, & crown molding. The home is positioned seamlessly on a large .52 acre lot with a spacious back yard, a brand new vinyl saltwater pool, outdoor shower, a screened in porch, large patio area, & an outdoor pool cabana w/ a bathroom. This home is perfect for those special summer nights on Cape Cod sitting by the pool and relaxing. Each bedroom includes it's own full bathroom including the 1st floor primary suite bedroom. A few other features added by the builder: a whole house generator, gas fireplace, irrigation system, & a 1-year builder warranty as well. Come see your dream home today before it's too late!

Beds:
7
Baths:
8.00
Sq.Ft.:
9,011
Status:
Active
MLS#:
22603124
Type:
Single Family
Lot size:
1.38 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-945-5553
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ADDITIONAL INFORMATION

Legacy estate set prominently on one of the highest Osterville bluffs delivers classic waterfront expectations with a superior dock and substantial dynamic views from the Vineyard to Hyannisport. The grand yesteryear home constructed in 1920 conveys the qualities of that oceanfront era, with higher ceilings, multiple great rooms, and the character of hidden porches, exclusive balconies, and romantic patios. Curving stone walls, terraced rock feature gardens, and stone patios complement the entire grounds. Set aside any reservations of the year built...the entire foundation and structure were comprehensively reinforced and renovated by E.J. Jaxtimer. Any changes or modifications a buyer might want would be aesthetic alone. Across the river from your 200 feet of waterfront is Long Beach, a pristine barrier stretch of powdery white sand and privacy. The dock enjoys some of the deepest water of any house on this stretch, allowing for multiple boats and other recreational craft. The quaint conclusion to this fairytale setting is a larger detached apartment over the garage with vaulted ceilings and additional charm. The square footage of 9,011, seven bedrooms and seven-and-a-half bathrooms speak for themselves. This treasure is waiting for you.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,359
Status:
Active
MLS#:
22602969
Type:
Single Family
Lot size:
0.76 Acres
Year built:
1985
A broker reciprocity listing Courtesy: William Raveis Real Estate & Home Services 508-428-3320
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ADDITIONAL INFORMATION

Osterville Oasis...Tucked away at the end of a quiet, tree-lined lane, this beautifully renovated Cape-style home offers the perfect blend of classic charm with modern updates in highly desirable Oyster Hills West. The first floor features a spacious Primary Suite with a private bath, overlooking a lushly landscaped, private backyard. The inviting Living Room showcases custom built-ins and a striking Gas Fireplace, flowing seamlessly into a lovely Porch-an ideal spot to enjoy morning coffee while taking in the peaceful surroundings. The oversized dining area highlights upgraded Andersen windows installed throughout the home in 2019, bringing abundant natural light. A renovated Granite Kitchen, 1st-Floor Laundry, and Powder Room provide complete 1st-floor living potential. Upstairs, you'll find three generously sized Bedrooms, one including an En-Suite half Bath, plus an additional full Bathroom A partially finished Lower Level with dual Cedar Closets offers valuable bonus space and future expansion potential. Upgrades include Gas Furnace(2020), Water Heater(2020), A/C System(2023), Hardwood floors(2019) Roof(2016), handsome Granite Steps (2025), Generator (2022)...Ready for you

Beds:
3
Baths:
2.00
Sq.Ft.:
1,426
Status:
Active
MLS#:
22602806
Type:
Single Family
Lot size:
0.41 Acres
Year built:
1979
A broker reciprocity listing Courtesy: C. Case Realty, LLC 508-868-2105
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ADDITIONAL INFORMATION

Welcome to this 3 bedroom, 2 bath Cape-style home in the coastal village of Osterville, situated on a corner lot in a neighborhood setting. This property features new kitchen cabinets, new stainless appliances, backsplash and granite countertops. A fireplace living room to enjoy on cool nights and a dining room with sliders to a spacious deck with a gas hookup for grilling, ideal for entertaining your guests. The first-floor primary bedroom and bath provide convenient one-level living, while the walkout lower level offers excellent potential for expansion, a home office or recreation space and includes French doors leading to a brick patio. An attached one-car garage adds storage and convenience. Enjoy the beach, boating, shopping, and dining in this vibrant coastal village. Whether you're seeking a year-round residence, vacation getaway, or Cape Cod retreat, this well-appointed home offers the best of Osterville living.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,144
Status:
Active
MLS#:
22602754
Type:
Single Family
Lot size:
0.35 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Compass Massachusetts, LLC 508-206-8726
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ADDITIONAL INFORMATION

Welcome to 7 Bonnie Briar Lane in beautiful Osterville -- a charming opportunity tucked within one of Cape Cod's most sought-after neighborhoods. This inviting 3-bedroom home offers 1,144 square feet of comfortable living space, blending easy coastal living with everyday functionality. Ideally located just moments from pristine beaches, the village center, and local marinas, this property is perfect as a year-round residence or the ideal Cape escape.Heating system and Central Air are relatively new and the water heater is brand new.....

Beds:
4
Baths:
5.00
Sq.Ft.:
3,924
Status:
Active
MLS#:
22602593
Type:
Single Family
Lot size:
0.62 Acres
Year built:
1915
A broker reciprocity listing Courtesy: William Raveis Real Estate & Home Services 508-428-3320
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ADDITIONAL INFORMATION

Prime location on one of Cape Cod's most coveted roads, East Bay Road in Osterville. This beautiful home is rich with character, having been repurposed from a large carriage house. It boasts history and classic Cape Cod charm. Enter the home through the large living room and move into the kitchen equipped with a bright sunroom off to the right. An old horse stable has been fashioned into an office space that is located to the left of the kitchen, with an adjacent first-floor full bathroom. Upstairs are 4 bedrooms, two of which include ensuite bathrooms. Downstairs a finished basement provides more living space as well as a laundry room and a full bath. Outside, a detached 2-car garage provides space for your vehicles as well as a shed for storage. A beautiful fenced in side yard is ideal for summer gatherings, games or just relaxing. There is also an outdoor area out back for grilling and dining, as well as an outdoor shower, perfect after a day spent at the beach. Just minutes from Dowses Beach, the East Bay boat landing, and Osterville Main Street, this home embodies vintage Cape Cod charm and is ready for a future with somebody who will appreciate its beauty and character.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,954
Status:
Active
MLS#:
22602404
Type:
Condo
Year built:
1988
A broker reciprocity listing Courtesy: Sotheby's International Realty 508-428-9115
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ADDITIONAL INFORMATION

This spacious two bedroom, two and one half bath condo at Fairways in Osterville village is perfect for summer or year-round living. The condo abuts the Wianno Golf course and offers three floors of living and includes basement storage and a detached one car garage..The second floor includes a light-filled living room lined with windows,a gas fireplace, a screened porch with views of the 5th hole of Wianno Golf course, a large, bright dining room, kitchen,and a half bath with laundry. The third floor offers a spacious prmary bedroom with high ceilings, a private balcony with views and and an ensuite-bath. Stairs lead to a lovely office loft area facing the golf course. A second bedroom has a tray ceiling, full bath and closet. The condo is ideally located close to the village with restaurants, shops, marinas, library, churches and Dowses Beach.This is a wonderful opportunity to add your finishing touches and live and entertain close to the action of the village. First showings June 13, 11-1

Beds:
3
Baths:
6.00
Sq.Ft.:
4,831
Status:
Active
MLS#:
22602282
Type:
Single Family
Lot size:
0.78 Acres
Year built:
1946
A broker reciprocity listing Courtesy: William Raveis Real Estate & Home Services 508-428-3320
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ADDITIONAL INFORMATION

Nestled along the sparkling shores of North Bay in the heart of Osterville, this exceptional Waterfront Estate delivers timeless beauty and relaxed elegance. Wake each morning to sweeping water views and ocean breezes, step onto your boat from the Substantial Dock, (complete with 30 Amp power outlets and fresh water). Featuring a Primary Suite and Guest Suite both on the 1st Floor, the residence is thoughtfully designed to blend coastal charm with modern comfort, with sun-filled living spaces, expansive windows, and seamless indoor-outdoor flow perfect for entertaining or quiet seaside relaxation. Waterfront Chef's Kitchen with Cathedral Ceiling, Living Rooms, Dens, separate living quarters complete with a Kitchen over the 3-Bay Garage.Step outside to your private waterfront oasis, where launching a kayak at sunrise, enjoying afternoon boating on North Bay, or taking sunset walks with the dog, every day feels like a vacation.Located just moments from Osterville Village's boutiques, restaurants, and marinas, this rare offering combines serenity, sophistication, and the quintessential Cape Cod lifestyle in one unforgettable waterfront setting.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,088
Status:
Active
MLS#:
22602304
Type:
Condo
Year built:
1967
A broker reciprocity listing Courtesy: Craigville Realty Co 508-775-3174
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ADDITIONAL INFORMATION

RARE to market! First opportunity in YEARS in Osterville's sought after Wianno Knoll. Nestled in the heart of Osterville village this desirable first floor condo has it all! Gorgeous open floor plan features two spacious bedrooms, a completely updated full bath and charming guest half bath. Renovated open kitchen with pantry closet, stainless appliances. and sliders leading to private back porch surrounded by beautiful, lush landscaping, perfect for enjoying your morning coffee. Additional features include hardwood floors, cozy brick fireplace, custom wood shutters and window treatments, numerous closets throughout with additional huge, private storage area for bikes, beach gear, seasonal decor, and more. Walk to restaurants, boutiques, market, cafes, and ice cream! Walk or bike to the crown jewel of Cape Cod, stunning Dowses Beach only a half mile away. Move in ready and won't last, be in for Summer!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,040
Status:
Active
MLS#:
22601981
Type:
Single Family
Subdivision:
Osterville Heights
Lot size:
0.35 Acres
Year built:
1977
A broker reciprocity listing Courtesy: Sotheby's International Realty 508-428-9115
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ADDITIONAL INFORMATION

Incredible value at this new price in Osterville Heights!! Move right into this sun-filled, open-concept ranch with one-car garage and oversized shed set on a private and spacious partially-fenced park-like backyard perfect for adding a potential pool, outdoor entertaining, barbecues, lawn games and relaxing with family and friends. New improvements include enhanced landscaping, fresh paint, new Canadian white oak floors throughout, 3 new Rovsun mini-split A/C units, tile floors in bathrooms, a new Electrolux ventless stackable washer/dryer in hallway bath, new vanity/toilet in the second bath and an new electric heated fireplace in the spacious bedroom. The full lower level offers excellent expansion possibilities, while the generous backyard provides additional opportunities to create your ideal Cape Cod retreat. Whether you're looking for a year-round home, vacation getaway, or investment opportunity, this property checks all the boxes. Conveniently located just minutes from Osterville Village, Dowses Beach, golf, boating, shopping, dining, and other premier local amenities. A wonderful opportunity to enjoy the Cape Cod lifestyle in one of Osterville's coveted locations.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,084
Status:
Active
MLS#:
22601935
Type:
Single Family
Lot size:
1.22 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-420-1414
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ADDITIONAL INFORMATION

This elegant Cape-style residence offers a refined retreat just minutes from everything Osterville Village has to offer. Set on a sprawling, wooded lot, the home's classic exterior is highlighted by a stately pillared portico and a winding stone walkway that create distinguished curb appeal.The interior opens into a center hall layout where architectural columns frame a grand living room defined by a two-story wall of windows and a Palladian arch that floods the home with light. This formal area flows into the dining room and a functional kitchen featuring granite countertops, a central island with a cooktop, and a sunny breakfast nook. Adjacent to the kitchen, a comfortable family room offers custom built-ins and a brick fireplace.The primary suite provides a quiet sanctuary on the first floor, complete with a walk-in closet and en suite bathroom. Upstairs, a versatile mezzanine gallery overlooks the living area and leads to two well-proportioned guest bedrooms. Outside, the expansive rear deck, complete with a retractable awning and vine-covered pergola, overlooks a private lawn and a peaceful ornamental pond, offering a perfect setting for outdoor relaxation. All of this, just a short drive away from Osterville Village and Dowses Beach.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,765
Status:
Active
MLS#:
22601611
Type:
Single Family
Lot size:
0.46 Acres
Year built:
1855
A broker reciprocity listing Courtesy: Property Cape Cod 508-420-4200
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ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,964
Status:
Active
MLS#:
22601594
Type:
Single Family
Lot size:
1 Acres
Year built:
2005
A broker reciprocity listing Courtesy: LandVest, Inc. 617-723-1800
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ADDITIONAL INFORMATION

Tucked within the gated enclave of Oyster Harbors, 93 Oyster Way blends timeless coastal elegance with modern luxury. Designed for both everyday living and entertaining, the home offers sun-filled interiors with vaulted ceilings and rich hardwood floors. Formal living and dining rooms provide inviting gathering spaces with serene backyard views.At the heart of the home, the chef's kitchen features custom wood cabinetry, granite countertops, a large center island, and premium Wolf and Sub-Zero appliances. An adjacent breakfast nook enhances the kitchen's functionality, with direct access to the family room and screened porch for seamless indoor-outdoor living.The primary suite offers a private retreat with dual walk-in closets, patio access, and a spa-like bath with soaking tub and walk-in shower. Additional bedrooms, en-suite baths, and a home office add flexibility.A finished lower level includes a gym, office, wine cellar, and ample storage. Outdoors, a brick patio and stone wall frame a yard with room for a pool. Complete with deeded beach and dock rights, generator, irrigation, and expansion potential, this is Oyster Harbors living at its finest.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,144
Status:
Active
MLS#:
22601575
Type:
Single Family
Lot size:
1.44 Acres
Year built:
1989
A broker reciprocity listing Courtesy: Kinlin Grover Compass 508-420-1130
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ADDITIONAL INFORMATION

This is the Osterville opportunity you've been waiting for. A sprawling 1.4 acre lot that borders conservation land, this is a canvas for your Cape Cod vision. You're just moments from the heart of Osterville's iconic village center, where you can spend afternoons browsing boutique shops or enjoying delightful dining at one of the local eateries. When the sun is shining, the pristine sands of Dowses Beach are just a short distance away.Whether you're looking to breathe new life into the existing home through a thoughtful renovation or you're ready to start fresh and build a custom retreat that fully captures the potential of this expansive lot, the possibilities here are endless. Bring your imagination and discover the chance to create something truly special in one of the Cape's most coveted communities.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,190
Status:
Active
MLS#:
22601349
Type:
Single Family
Lot size:
0.55 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Margo & Company 508-428-4443
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ADDITIONAL INFORMATION

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

Beds:
4
Baths:
5.00
Sq.Ft.:
4,364
Status:
Active
MLS#:
22601140
Type:
Single Family
Lot size:
0.49 Acres
Year built:
2016
A broker reciprocity listing Courtesy: Compass Massachusetts, LLC 508-206-8726
View additional info

ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,497
Status:
Active
MLS#:
22600998
Type:
Single Family
Lot size:
0.38 Acres
Year built:
1984
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-420-1414
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ADDITIONAL INFORMATION

South of Route 28 in Osterville village, this inviting property offers an outstanding opportunity to secure your place in one of the area's most sought-after locations. Just 1 mile from Main Street, you'll enjoy easy access to restaurants, shops, beaches and everyday conveniences that make village living so special. Inside the home features a bright living room with vaulted ceilings, a first floor bedroom and full bathroom plus an attached one-car garage. The existing layout offers comfortable living space, making the property well suited for both year round and seasonal ownership. Outside you'll find a fully fenced-in back yard and a good sized deck. Included in the town sewer expansion, expected connection to sewer service (following completion of construction) is currently anticipated for 2028. Access to town sewer is a significant benefit for future owners, offering added peace of mind and flexibility for potential renovations or expansion. For savvy purchasers, opportunities in Osterville at this level are increasingly rare. With a premier village setting and plenty of potential to make it your own, this is a chance to invest in location, lifestyle, and long-term value.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,118
Status:
Active
MLS#:
22600859
Type:
Condo
Year built:
2000
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-420-1414
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
4.00
Sq.Ft.:
4,608
Status:
Active
MLS#:
22600746
Type:
Single Family
Year built:
1996
A broker reciprocity listing Courtesy: William Raveis Real Estate & Home Services 508-428-3320
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ADDITIONAL INFORMATION

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 has 9 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.

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Andrea D. Conner, License 1?0?0?0?1?8?8, Xome Inc., License 9622, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod and Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Xome are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor this broker shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. Copyright 2026 Cape Cod and Islands MLS, Inc. All rights reserved.



Osterville Real Estate

Osterville is located in Massachusetts.

Osterville Weather

Osterville Map

Osterville Real Estate Market Conditions

  • Median sales price

    $1,053,500
    -3276800%
    change since last quarter
  • # Active listings

    32
    30-day change

Osterville Schools and Demographics

Education near Osterville, MA

City County
High School Graduates N/A N/A
College Degree - 2 year N/A N/A
College Degree - 4 year N/A N/A
Graduate Degree N/A N/A
Expenditures per Student N/A N/A
Students per Teacher N/A N/A

Elementary Schools near Osterville, MA

Grades Students P/T Ratio ZIP
Barnstable Community Horace Mann Charter Public School KG - 03 291 12.3 02601
Centerville Elementary PK - 03 427 14.5 02632
Hyannis West Elementary School KG - 03 355 10.9 02601
Kenneth Coombs School PK - 02 443 13.6 02649
Quashnet School 03 - 06 525 12.6 02649
West Villages Elementary School KG - 03 450 15.8 02648

Middle Schools near Osterville, MA

Grades Students P/T Ratio ZIP
Barnstable Intermediate School 06 - 07 751 12.4 02601
Barnstable United Elementary School 04 - 05 772 13.2 02648
Mashpee Middle School 07 - 08 268 13.4 02649

High Schools near Osterville, MA

Grades Students P/T Ratio ZIP
Barnstable High School 08 - 12 1,911 13.4 02601
Mashpee High School 09 - 12 431 10.4 02649
Sturgis Charter Public School 09 - 12 806 9.4 02601

Demographics near Osterville, MA

City County
Neighborhood Type
Population N/A N/A
Population Density N/A N/A
Median Age N/A N/A
People per Household N/A N/A
Median Household Income N/A N/A
Average Income per Capita N/A N/A

Real estate near Osterville