Osterville MA Real Estate & Homes for Sale

The median home value in Osterville, MA is $792,500. The national median home value is $219,700. The average price of homes sold in Osterville, MA is $792,500. Osterville real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Osterville real estate agent to arrange a tour today!


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Type:
Single Family
Sq.Ft.:
5,894
Status:
NEW LISTING
Beds:
9
Lot size:
7.44 Acres
Year built:
1770
Baths:
9.00
MLS#:
22103487

ADDITIONAL INFORMATION

Located on the private island of Oyster Harbors, and overlooking Nantucket Sound and Martha's Vineyard, one of Cape Cod's original homes presides over its location as vestige of a bygone era. Complete privacy is assured with almost 7. 5 acres on an elevated bluff. The water view encompasses 270 degrees. The site includes multiple buildings on three separate buildable lots. ''Scallop Path'', as the property is known, is now available for sale for the first time in almost 50 years. The main house, with 7 bedrooms and 5 full baths, is believed to have been moved across Cotuit Bay from the mainland to Oyster Harbors in the 18th century. The core of the home may date to as early as 1680 and some features certainly reflect that history. The sizable central chimney houses a passageway where the occupants could safely hide, perhaps during King Phillip's War. In all the buildings have 8 fireplaces.Restored by a well-known family in the 1970's the home and guest house were modernized to include central air conditioning and other modern features. Perhaps the property's most renowned feature are the gardens.

Open House:

Sunday, 6/20 11:00-1:00PM

Type:
Single Family
Sq.Ft.:
2,000
Status:
NEW LISTING
Beds:
3
Lot size:
0.35 Acres
Year built:
1984
Baths:
4.00
MLS#:
22103438

ADDITIONAL INFORMATION

Welcome to this delightful Cape style home in the heart of Osterville. Located within minutes from Cape Cod Academy, South of Rt28 and close to Dowses Beach and Joshua's Pond.This house has so much to offer: hardwood floors, all Andersen 400 windows, updated kitchen with granite countertops, updated bathrooms with jacuzzi and steam room, LED recessed lights and Crown Moldings are just a few updates to list. Completely finished basement with full bathroom. This home offers lot of space for all family and friends gathering with open concept kitchen. Cozy backyard with irrigation system. One car garage. New septic system is being installed prior closing.

Open House:

Sunday, 6/20 11:00-1:00PM

Type:
Single Family
Sq.Ft.:
1,700
Status:
Active
Beds:
3
Lot size:
0.46 Acres
Year built:
1947
Baths:
2.00
MLS#:
22103304

ADDITIONAL INFORMATION

Located in the popular Tower Hill neighborhood of Osterville, this is your opportunity to live close to The Villlage and all its seaside attractions. The private yard (three sides surrounded by fencing) includes a detached patio, encompassed by an oasis plush plantings and lush gardens. The two-car garage and attached shed provide ample storage for outside activities. A charming front-to-back living room with wood-burning fireplace; two bedrooms and bath on second level; and a dreamy private third bedroom with bath on upper story. Joshua's Pond (1/4 mile away), is a resident-only, seasonally-guarded, fresh water pond, noted for its clean, clear waters. Dowses Beach, on Nantucket Sound, also resident-only and seasonally-guarded town beach, is 1.4 miles away. Boating, beaching, dining, shopping, tennis, golf, fishing, library, museum, marina, conservation, medical center. You have it all! Three-bedroom Title V in hand. Buyer and/or buyer's representative to verify all information herein.

Type:
Single Family
Sq.Ft.:
4,707
Status:
Active
Beds:
6
Lot size:
1.26 Acres
Year built:
1983
Baths:
6.00
MLS#:
22103221
Subdivision:
Oyster Harbors

ADDITIONAL INFORMATION

Forever Home! This thoughtfully *Rebuilt 6 bedroom sun drenched Estate in the gated community of Oyster Harbors w 24/7 security blends the finest of Luxury living w sought after Cape Cod outdoor activities w new Salt water pool, private beach (only a chip-shot away), boating, fine dining, golf... The epicenter is the magnificent new chef's kitchen w 8' zinc Island, 3 subzeros, Thermador, Fisher Paykel, open to great room w Cape stone fireplace and all gently flow out to your peaceful private oasis w new Zuri deck, landscaping, shower all engineered to capitalize on Southwest exposure, afternoon sun, sunsets and prevailing SW summer breezes. Deluxe master suite w custom dual closets, private office, master bath w linear shower, soaking tub, heated floors and the essential Toto... 4 1/2 new bathrooms each more beautiful than the last. 3 large bedrooms upstairs. A private guest suite on the first floor and even a huge apartment above three car garage. New HVAC system, new on demand hot water, new septic, new garage doors and openers, all new electric & plumbing. Great investment! Quick closing can be accommodated and can be purchased fully furnished... just bring your toothbrush!

Type:
Single Family
Sq.Ft.:
4,102
Status:
Active
Beds:
4
Lot size:
1.06 Acres
Year built:
1995
Baths:
5.00
MLS#:
22103067

ADDITIONAL INFORMATION

Enjoy creating your own Cape Cod memories in this spacious four bedroom, contemporary style home located on prestigious Little Island, in Osterville. A perfect location to nearby marinas for boating and dining, plus a short distance to Osterville Village and desirable Dowses Beach on Nantucket Sound. This property boasts a quiet setting set back from the road on over an acre of land, with plenty of privacy and mature plantings. This home is perfect for entertaining. The kitchen is open to a sitting area, screened in porch, and also flows into the dining and living room area with a wood burning fireplace. All these rooms have soaring ceilings, and floor to ceiling windows and sliders that lead out to your own pool deck and hot tub. This is a special place for the family to enjoy their warm summer days. The first floor also has a master suite and an office with a fireplace. The second floor has three bedrooms, a family room and two additional full baths. This separate wing provides plenty of privacy and solitude. This stunning property just outside of Oyster Harbors is the perfect coastal retreat for all to enjoy.

Type:
Single Family
Sq.Ft.:
2,031
Status:
Active
Beds:
3
Lot size:
1.36 Acres
Year built:
1961
Baths:
3.00
MLS#:
22102973

ADDITIONAL INFORMATION

Comfortable, spacious Ranch in Osterville. 3beds, + den, 2.5 baths and large primary bedroom with private bath. Kitchen has newer stainless steel appliances and pantry. Open living room/dining room combo has a fireplace and there are hardwood floors throughout. Private backyard with space for gardens and entertaining on the enlarged decks. Outdoor shower and 2 car garage. Many updates though kitchen and baths will need updating. This location is easily accessible to garden shops, shopping centers, and local ponds and beaches.

Type:
Single Family
Sq.Ft.:
1,316
Status:
Active
Beds:
3
Lot size:
0.35 Acres
Year built:
1979
Baths:
3.00
MLS#:
22102881

ADDITIONAL INFORMATION

This Osterville gem will check off every key item on your wish list! If you are looking for a beautiful home that offers first floor living, with a self contained basement suite for visitors and a separate office space, then look no further! This bright and sunny home boasts a first floor primary bedroom with bath, plus two additional bedrooms and ample storage space. An updated kitchen leads to a spacious, fenced in backyard, with a garden shed. Working from home has never been easier with a home office on the lower level. A garden entrance leads to an adorable studio suite that can accommodate summer guests! Additional features include an attached garage, solar panels and a cozy gas fireplace. Enjoy stunning beaches at your fingertips - including beautiful Dowses Beach. With all the amenities for a vacation home or year round living, come enjoy the charm of Osterville - a village of Barnstable, recently voted in the Top 10 places to retire in the United States!

Type:
Single Family
Sq.Ft.:
6,768
Status:
Active
Beds:
5
Lot size:
1.13 Acres
Year built:
2000
Baths:
7.00
MLS#:
22102855

ADDITIONAL INFORMATION

''Coming Home,'' two words that when paired create powerful feelings, emotions and expectations. Coming Home, where we are welcomed, we are safe, we are embraced. I could write endless paragraphs about this phenomenal 6,700 Square Foot five Bedroom shingle style masterpiece set on 1.13 Acres of Park Like grounds. I could even write about the two and a half story ceilings, superb workmanship and glimpses of West Bay. You can learn all that and more from the fact sheet. I would rather talk about Coming Home... because even though I don't live here, it's exactly how I feel each time I visit here. Hard to explain: It's the feeling of a great home, one that is solid, one results from a feast for the eye... yes, one that embraces you when you enter. You should experience this. 405 Bridge Street. Come visit, experience and fall in love. Come home. Please verify all information contained herein.

Type:
Single Family
Sq.Ft.:
3,684
Status:
Active
Beds:
3
Lot size:
2.31 Acres
Year built:
1982
Baths:
4.00
MLS#:
22102804

ADDITIONAL INFORMATION

This water front remodeled contemporary is located in a desirable area of Osterville. Located on North Pond with your own private dock. Enjoy fishing and kayaking. Home has large first floor master with walk-in closet and private bath. Recent improvements include new kitchen, remodel baths, siding, and heating system. New in ground pool with outdoor kitchen, fire pit , and jacuzzi area. Home is used as a vacation rental home with a yearly income of $180,000.

Type:
Single Family
Sq.Ft.:
4,269
Status:
Active
Beds:
3
Lot size:
0.28 Acres
Year built:
1839
Baths:
6.00
MLS#:
22102782

ADDITIONAL INFORMATION

Conveniently located just down the street from historic downtown Osterville, this stunning 3 bed, 6 bath, 4200+ sq ft luminous home promises sunkissed relaxation. Cheery landscaping marks the way offering a view of the gorgeous stone tiled patio. Inside, shimmering oak hardwood floors spill and guide into the open floor plan kitchen and Great Room. Brimming with light and with soaring ceilings the Great Room boasts an impressive brick fireplace while the kitchen is aglow with granite countertops, bright cabinetry and gourmet stainless steel appliances. A spacious bedroom is placed with considerable privacy with en-suite while the Master suite boasts two massive closets, dual sinks, separate toilet facilities, deep jetted tub and in the vast bedroom a beautiful fireplace. Sunlit and towering ceilings continue in an additional bedroom on the second floor with en suite, office, Living Room, and several half baths. Melt away your cares in this airy, sun drenched home and view it today!

Type:
Single Family
Sq.Ft.:
1,860
Status:
Active
Beds:
3
Lot size:
0.34 Acres
Year built:
1986
Baths:
3.00
MLS#:
22102763

ADDITIONAL INFORMATION

Comfortable contemporary overlooking a small duck pond in lovely Hickory Hills. The Town states 1860 s.f. but it feels much larger: 3 bedrooms. 2.5 bathrooms, kitchen, dining rm, liv rm, family rm plus two ''bonus rooms''. There is a lovely protected patio between the house and the garage. Great house and close to beaches, ponds and village center!

Type:
Single Family
Sq.Ft.:
2,597
Status:
Active
Beds:
4
Lot size:
0.53 Acres
Year built:
1964
Baths:
4.00
MLS#:
22102600

ADDITIONAL INFORMATION

Estate Owned on Wianno AveJust a short walk to the heart of ''the village'', (.3 mi.) and a slightly longer (1 mi.) to Dowses Beach.All buyers please review ''Fiduciary Capacity'' in additional documents.Please verify all information...Property is being sold 'As is''ALL Offers in writing to Nutter, McClennen, & Fish LLPChristine A Jenness of Counselemail: CJenness@nutter.com

Type:
Single Family
Sq.Ft.:
1,727
Status:
Active
Beds:
3
Lot size:
0.51 Acres
Year built:
1982
Baths:
3.00
MLS#:
22102196

ADDITIONAL INFORMATION

Osterville! Great location! Under a mile to the picturesque village center. This one owner home features 3 bdrms, 3 full baths and 2 car garage. Sits on a level half-acre lot. There is ample space for a home office or overflow guests. In the galley style kitchen there is plenty of counter and storage space with recessed lighting. The kitchen opens to both the living room and bright dining room. The living room with hardwood floors is spacious and a great place to relax. Also on the 1st level is a large bdrm and full bath. On the second level are 2 front to back rooms with full bath. Over the garage is a large bdrm with full bath that offers in law possibilities. Relax or entertain in the private large fenced in rear yard with deck, mid yard patio and fire pit. In 2020 a high efficiency gas furnace & on demand hot water heater were installed. Other features include Anderson Windows, AC, a new roof 2014, irrigation and a portable generator connection and panel. Adjacent to this home are 57 Acres of town owned land near Micha and Joshua Ponds. Only 3 to 5 minutes away are Dowses Beach on Nantucket sound and the town beach at Joshua Pond. Don't miss this opportunity!

Type:
Single Family
Sq.Ft.:
972
Status:
Active
Beds:
3
Lot size:
0.33 Acres
Year built:
1976
Baths:
1.00
MLS#:
22102186

ADDITIONAL INFORMATION

Adorable three bedroom home centrally located to downtown Osterville village, Armstrong Kelley Park, Joshua's Pond, and Dowses Beach. This home was given a recent refresh with a BRAND new kitchen, new paint scheme inside and out, interior updates, and an upscale landscape renewal. Enjoy the convenience of monitoring your home from afar with a newly installed WiFi irrigation system and Nest thermostat. Sit on the deck and overlook the spacious fenced-in backyard. The entire lawn was scraped, loamed, and hydroseeded for a lush, green lawn by summer. The home and detached garage are well-situated on the private corner lot, offering valuable potential to expand in the future if desired. Brand new kitchen installation in progress- to be completed by the end of June. Don't miss this opportunity to spend this summer in Osterville!

Type:
Single Family
Sq.Ft.:
6,500
Status:
Active
Beds:
6
Lot size:
0.6 Acres
Year built:
2021
Baths:
7.00
MLS#:
22102109

ADDITIONAL INFORMATION

NEW Construction! Hear the ocean! Golf course views! This In-Village home is to be constructed by a well known Boston Builder. There is time to customize, or utilize existing plans which include first floor primary bedroom suite, chef's kitchen with butlers pantry, open concept great room, sun room & two versatile bonus rooms (one with private bath). Second floor offers three en suite bedrooms, recreation area & possible expansion with private entrance for nanny/ guest suite. First & Second floor laundry. Garage for two vehicles plus golf cart. Option for a pool & cabana, tennis or sport court, or more. **Second floor Nantucket Sound views possible**. Stroll, bike or drive to all this village has to offer including Nantucket Sound & fresh water beaches, fine dining, boutique shops, playground, boating, golf and tennis. Please verify all information.

Type:
Single Family
Sq.Ft.:
5,721
Status:
Active
Beds:
5
Lot size:
3.06 Acres
Year built:
1983
Baths:
7.00
MLS#:
22101858

ADDITIONAL INFORMATION

This stunning, 5 bed, 6 & 1/2 bath 5700+ sq ft home sits on 3 acres with a dazzling pool in the desirable Seapuit area lending easy access to historic Osterville. Greeted by a beautiful staircase, glowing oak floors, and elegant wainscoting the tall windows pour natural light into the spacious living spaces with gorgeous coffered ceilings. The stunning brand new kitchen boasts marble countertops, bright white cabinetry, and stainless steel gourmet appliances, which includes 2 dishwashers & 2 subzero refrigerators, and a wine cooler. Conveniently placed on the 1st floor the primary bedroom features two beautifully updated his and her bathrooms. The remaining bedrooms are open and generous while the bathrooms have been beautifully updated. Outside, a vast deck, the pool house with kitchenette and bar, with the water rights to Dam Pond (access to Nantucket Sound) mean there is always plenty to do. Extra features include a whole house generator, a heated three-car garage, outdoor shower, two laundry rooms and more. Enjoy elegant Cape Cod living in this striking home, come view today!

Type:
Single Family
Sq.Ft.:
8,447
Status:
Active
Beds:
5
Lot size:
1.33 Acres
Year built:
2006
Baths:
6.00
MLS#:
22100897

ADDITIONAL INFORMATION

A remarkable three-story seaside estate, this oasis promotes a lifestyle of luxe-comfort. With its superb Osterville location, some of the Cape's most beautiful beaches are only moments away. Sun, swim or sail on East Bay, Centerville Harbor, Bumps River, Joshua Pond or Nantucket Sound. After a day on the water, return home where 14 elegant rooms provide ample spaces to live, work or play. Enjoy time together in the stunning chef's kitchen, dining room or solarium before retiring to one of the 5 bedroom suites to recharge. Learn more about this unique property by scheduling a showing.

Type:
Single Family
Sq.Ft.:
4,076
Status:
Active
Beds:
6
Lot size:
3.7 Acres
Year built:
1914
Baths:
4.00
MLS#:
22100361
Subdivision:
Seapuit

ADDITIONAL INFORMATION

Prominently sited on a protected cove with direct access to North Bay and beyond to Nantucket Sound, this storied heritage estate is set on over 3.5 acres creating an unmatched setting for extraordinary living. Surrounded by captivating water views, this remarkable property offers a rare opportunity for complete seclusion in the heart of Osterville. Built in 1914, the five-bedroom main house is a time-honored lodge with magnificent water views and handsome period detail. The guest house is simply perfect for waterside entertaining and relaxed getaways. Located in one of Osterville's finest estate neighborhoods, this property boasts dual frontage on two pristine bodies of salt and freshwater, rolling lawns, lush gardens, and swimming pool. This exquisite offering presents a unique opportunity to create an unrivaled generational compound with effortless proximity to renowned village shops, restaurants, marinas, and Wianno and Oyster Harbors clubs. Please note that an adjoining 4.01 acre parcel with deep water dock is available for purchase.

Type:
Single Family
Sq.Ft.:
7,126
Status:
Active
Beds:
6
Lot size:
1.04 Acres
Year built:
1991
Baths:
6.00
MLS#:
22006277
Subdivision:
Oyster Harbors

ADDITIONAL INFORMATION

Beautifully sited on a corner lot in the desirable Oyster Harbors gated community, this impressive home offers a seamless integration of formal spaces with casual living areas perfect for today's lifestyle. A grand 2-story foyer with gracious curved staircase welcomes you to the home and the formal living and dining rooms. The heart of the home is the luxury custom gourmet kitchen with center eating island, work island, granite counters, top brand appliances, glass/ceramic tile back-splash and entertainment area with wine cooler. Casual spaces include a sun-splashed great room, cherry paneled library and bright sunroom overlooking the in-ground pool and outdoor decks. A separate wing 1st floor master suite with access to the outdoors provides privacy while an ample size guest suite allows family & friends to stay for extended periods of time if needed. Deeded beach and docking rights included.

Type:
Single Family
Sq.Ft.:
5,067
Status:
Active
Beds:
4
Lot size:
1.54 Acres
Year built:
2016
Baths:
5.00
MLS#:
22005399

ADDITIONAL INFORMATION

Magnificent seaside estate boasts exquisite architectural finishes, commanding views of North Bay, lush meadows, and private dock. Masterfully built in 2016 by Peter Boyle, this gracious residence has been meticulously designed by Ivan Bereznicki to capture sensational water and golf course views while effortlessly blending the finest craftsmanship with luxurious amenities to create an idyllic seaside retreat. Highlights include state-of-the art kitchen with superb finishes, waterside fireplaced living room, paneled library with built-ins, splendid master suite, three handsome guest bedrooms with en suite baths, and serene vistas from nearly every richly appointed room. Tucked away yet close to village amenities, this one-of-a-kind masterpiece is the pinnacle of refined coastal living.

Type:
Single Family
Sq.Ft.:
5,593
Status:
Active
Beds:
7
Lot size:
0.82 Acres
Year built:
1900
Baths:
8.00
MLS#:
22004301

ADDITIONAL INFORMATION

Architecturally stunning and masterfully restored, this multigenerational waterfront residence known as ''Sea Goddess'' overlooks the beautiful waters of Nantucket Sound with a private sandy beach. Circa 1900, this historically significant home, with incomparable oceans views, was refurbished in 2018 to the highest standards to create a peaceful and private luxury estate. Through the collaborative efforts of owner, architect and builder, the three-level home with over 5,500 square feet of living space and seven bedrooms, was a 2020 Bullfinch Award winner by the Institute of Classical Architecture and Art. The formal living and dining areas along with a stunning chef's kitchen, family room, Sun room and enclosed porch combine to offer the perfect setting for family, friends and large social gatherings. Appointments include significant millwork, four fireplaces, custom built-ins, coffered ceilings, Lutron Lighting system, recreation room, multiple outdoor seating areas, pool, hot tub, and cabana. The center drive is bordered by two new carriage houses and the professionally landscaped grounds are magnificent. Located just minutes from the restaurants and boutiques of Osterville

Type:
Single Family
Sq.Ft.:
4,480
Status:
Active
Beds:
4
Lot size:
1 Acres
Year built:
1984
Baths:
4.00
MLS#:
22001053

ADDITIONAL INFORMATION

Stunning water, marsh and sunset views prevail from every room in this sophisticated, updated and meticulously maintained home set on a quiet street on Little Island. The thoughtful floor plan offers both elegant entertaining and comfortable relaxing rooms along with privately situated bedroom suites. Every space in the home is designed to maximize the enchanting and ever changing views. The expansive west facing deck with wet bar runs the length of the house, and provides multiple areas for entertaining, relaxing and enjoying the wildlife in this peaceful and private enclave. Beautifully manicured landscaping with flowering shrubs and plants compliment the stone walls and walk ways around the grounds. Completed with deeded access to North Bay, and within minutes to Osterville Village, Marinas and Clubs.

Type:
Single Family
Sq.Ft.:
5,680
Status:
Active
Beds:
5
Lot size:
2.88 Acres
Year built:
1998
Baths:
6.00
MLS#:
21905860

ADDITIONAL INFORMATION

Little Island in Osterville provides a picturesque setting for what has long been a family-loved estate overlooking West Bay. This spacious, custom-built residence is situated on a little less than 3 acres of meticulously manicured grounds, all tended to by a certified Master Gardener.Spanning 5,680 square feet this exceptional home provides the perfect balance between open living space and private quarters for family and guests alike. Beautifully appointed with gleaming hardwood floors and an open floor plan, the main level will leave you speechless. A grand, two story family room, just off the large eat-in kitchen, opens seamlessly onto the water via floor-to-ceiling windows and doors. A sizable living room, dining room and pantry complete the first floor. The ultimate home retreat, the impressive master suite comes outfitted with French doors that lead to a private salon. Beyond the walls, family and friends will find serenity on the spacious bluestone patio, all surrounded by verdant gardens and breathtaking water views. A shared dock and beach on the water of West Bay complete this very special and beloved Little Island property.

Type:
Single Family
Sq.Ft.:
5,516
Status:
Active
Beds:
9
Lot size:
3.73 Acres
Year built:
1900
Baths:
7.00
MLS#:
21904886

ADDITIONAL INFORMATION

Imagine the splendor of a life lived as a steward of the harbor. For the last 40 years, that's exactly what the owners of this timeless estate on Little Island in Osterville have done. From their vantage point at the head of the inlet, they have watched as thousands of boats of varying shapes and sizes have paraded their passengers in and out of West Bay. They have welcomed many of these seafarers to their docks to tie up while they awaited the rise of the drawbridge into North Bay and have shared refreshments with them at their refurbished antique shanty or private sand beach while they passed the time. With four distinctive dwellings on their privately set 3.73 acres, they have hosted many a get together both formal and informal and more often than not have enjoyed the quiet serenity and immeasurable beauty of their unique waterfront oasis. This is your once in a lifetime opportunity to embrace this captivating lifestyle.

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Thomas O'Leary, License 1000018, Xome Inc., License 9622, ThomasH.Oleary@xome.com, 844-400-XOME (9663), 750 Highway 121 Bypass, Ste 100, Lewisville, TX 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 2021 Cape Cod and Islands MLS, Inc. All rights reserved.

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