Osterville MA Real Estate & Homes for Sale

112 Properties Found

The median home value in Osterville, MA is $341,829. This is higher than the county median home value of $337,600. The national median home value is $177,414. The average price of homes sold in Osterville, MA is $341,829. Approximately 63.5% of Osterville homes are owned, compared to 11.75% rented, while 24.76% are vacant. 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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$389,000

39 Tower Hill Road UNIT 2A Osterville, MA 02655

Beds:
2
Baths:
2.00
Sq.Ft.:
1,141
Status:
NEW LISTING
MLS#:
21609985
Type:
Condo
Year built:
1972
Courtesy: KINLIN GROVER REAL ESTATE
View additional info

Wonderful opportunity to own a renovated first floor unit with a garage in desirable Village Square. Enjoy convenient living with two large bedrooms, fireplace living room and dining area with sliders out to your own private patio. New windows, slider, flooring, baths and kitchen. Beautiful landscaped grounds and walk to Osterville village.

$319,000

466 Old Mill Road Osterville, MA 02655

Open House:

Saturday, 12/3 12:00-2:00PM

Beds:
2
Baths:
2.00
Sq.Ft.:
1,035
Status:
NEW LISTING
MLS#:
21609847
Type:
Other
Lot size:
0.5 Acres
Year built:
1955
Courtesy: CAPE COD REAL ESTATE SERVICES
View additional info

South of route 28 and close to Osterville Village you'll find this well maintained Ranch home with Cottage charm. Features include beautiful fir wood floors, an entry foyer, a large master bedroom with two closets & a private bath, living room with built-ins & a spacious kitchen which opens to the dining room. Level, 1/2 acre lot with great yard, patio & storage shed. Wonderful location, close to Dowses Beach & the Village for shopping & dining.

$1,350,000

134 East Bay Road Osterville, MA 02655

Beds:
3
Baths:
3.00
Sq.Ft.:
2,006
Status:
Active
MLS#:
21609818
Type:
Other
Lot size:
0.86 Acres
Year built:
1875
Courtesy: ROBERT PAUL PROPERTIES, INC.
View additional info

Picturesque Cape Cod vintage home circa 1875 located in a prime Osterville Village area just a short walk to Dowses Beach. The property is beautifully sited on a tidal creek with a licensed boardwalk which provides access to East Bay, the Centerville River and Nantucket Sound. The home has been meticulously maintained and offers architectural interest & character, numerous built-ins, 2 wood-burning fireplaces, and wide-pine floors. A spacious kitchen & family room addition features bay window bump out with French doors leading to the rolling lawn and creek. This property offers huge potential to enhance, expand or rebuild in a premier Osterville location.

$5,500,000

347 Eel River Road Osterville, MA 02655

Beds:
5
Baths:
4.00
Sq.Ft.:
2,602
Status:
Active
MLS#:
21609489
Type:
Other
Lot size:
1.1 Acres
Year built:
1925
Courtesy: SOTHEBY'S INTERNATIONAL REALTY
View additional info

There is something about this property: Is it the constant motion of the water where Eel River and West Bay come together? The west facing exposure over the Bay? Perhaps it's the privacy of this Wianno estate. In any event, it has all come together to create one of the most desirable locations on Cape Cod. With its perfect five bedroom, 2,602 square foot Cape Cod house and a 1,187 square foot, one bedroom two bath boat house, this estate can accommodate gatherings of all sizes. Survey your private kingdom from the boathouse deck; swim, boat or dig clams at your own sheltered, sandy beach; boat, enjoy coffee and sunsets on the seasonal deep water dock that offers direct access to Nantucket Sound and beyond. Experience the rarity of a clean sandy shoreline, expansive views and sheltered pier on one offering. Please verify all information contained herein.

$995,000

52 Bridge Street Osterville, MA 02655

Beds:
4
Baths:
2.00
Sq.Ft.:
2,203
Status:
Active
MLS#:
21609769
Type:
Other
Lot size:
0.37 Acres
Year built:
1887
Courtesy: SOTHEBY'S INTERNATIONAL REALTY
View additional info

Opportunity knocks! Whether you are looking for a renovation or a possible building lot this location can't be beat. This 4 bedroom with views of West Bay is ready for your magic touch. Hardwood floors throughout, an updated eat in kitchen, and a great front porch to enjoy the views of boats, beach and water. Perfect for launching your kayak across the street, accessing the Marina's or steps to the Wianno Yacht Club. You are just minutes to the center of Osterville with its charming shops and fabulous restaurants. Priced well below assessed value this is a great buy! Interior pictures to come...Buyer to verify all information contained herein.

$389,900

242 Old Mill Road Osterville, MA 02655

Beds:
3
Baths:
2.00
Sq.Ft.:
1,560
Status:
Active
MLS#:
21609685
Type:
Other
Lot size:
0.29 Acres
Year built:
2000
Courtesy: GRIFFIN REALTY GROUP
View additional info

Just a short stroll to historic Osterville village, this young Cape is a great opportunity. Nestled amongst the pines, you're greeted by a bright cathedral-ceiling entry way. The first floor plan is oversized and open with a large fire-placed family room and large dining area that opens to a kitchen that offers ample room for cooking and cabinet space. All of this opens to a custom deck overlooking the private backyard. The first floor is completed by a large room that is currently a den, but could be easily converted to a large bedroom across the hall from a full bath and laundry. The second floor offers 2 very large bedrooms and master bedroom with an opportunity to expand even further over the on garage. Don't miss this well priced Osterville property!

$389,000

24 Old Mill Road Osterville, MA 02655

Beds:
2
Baths:
1.00
Sq.Ft.:
918
Status:
Active
MLS#:
21609727
Type:
Other
Lot size:
0.16 Acres
Year built:
1928
Courtesy: TODAY REAL ESTATE
View additional info

Prime location in the heart of Osterville village. This perfect beach house is nestled among higher priced homes. Walk to Dowes beach, Armstrong Park , Wimpys and the shops in the village. This absolutely adorable home boast 2 bedrooms 1 bath open floor plan that is stunning. Recently remodeled with only the finest materials. The enclosed porch is an additional 250 square feet of living space not included in the square footage. Detached 3 car garage could easily be converted to additional living space. Easy to show and a pleasure to show. It is move in ready.

$1,149,000

205 Seapuit Road Osterville, MA 02655

Beds:
4
Baths:
4.00
Sq.Ft.:
3,560
Status:
Active
MLS#:
21609613
Type:
Other
Lot size:
2 Acres
Year built:
1996
Courtesy: WILLIAM RAVEIS RE & HOME SERV.
View additional info

MOTIVATED SELLERS, priced $428,800 below assessment. This is a luxury but family friendly colonial home sited on a very private 2 acre lot in the prestigious Seapuit neighborhood of Osterville. With generous living space for all to enjoy this home features 4 bedrooms, 1st floor master bedroom suite with fireplace, 2 story foyer, formal dining room , family room with book shelves and fireplace with access to a private deck and gourmet kitchen. The second floor has 3 bedroom, 2 bathrooms and over sized sitting room with access to a second floor mahogany deck. The 3 car garage has an expansive room on the second floor that can be used for guest or an entertainment room.

$4,100,000

220 Bay Street Osterville, MA 02655

Beds:
4
Baths:
5.00
Sq.Ft.:
2,839
Status:
Active
MLS#:
21609565
Type:
Other
Lot size:
2.42 Acres
Year built:
1981
Courtesy: SOTHEBY'S INTERNATIONAL REALTY
View additional info

Rarely does a waterfront property become available that faces southwest, has outstanding views, with a deep water dock and located in the heart of Osterville village! This exceptional offering features four bedrooms with an outstanding first floor master compete with a sitting room and spectacular master bath. There is a sunfilled living room, formal dining room, a large eat in kitchen and a wonderful study complete with a wood burning fireplace. Sitting on 2.42 acres the possibilities are endless. There is also an association beach just steps away. Imagine spending the day boating, enjoy watching the sunset from your private patio and then strolling into town for dinner! Don't miss this great opportunity! Buyer to verify all information contained herein.

$1,350,000

215 Bridge Street Osterville, MA 02655

Beds:
4
Baths:
4.00
Sq.Ft.:
2,889
Status:
Active
MLS#:
21609289
Type:
Other
Lot size:
0.5 Acres
Year built:
1982
Courtesy: KINLIN GROVER REAL ESTATE
View additional info

Welcome to Osterville's little Island. Just a stone's throw from the draw bridge and Oyster Harbor Marina, you'll find this outstanding property. This custom built builder's home flow's well starting with the eat in gourmet kitchen complete with updated appliances, center island and one of the 3 fireplaces throughout. The formal living room with fireplace connect with the formal dining room overlooking the much enjoyed deck area. One of the best features of this home is the Great room with French doors, soaring ceilings, fireplace, and custom-made cabinetry with peaks at West Bay. Additional family members and friends are always welcome in the main house's 2 guest bedrooms or in the spacious guest quarters over the free standing 2 car garage. All of this is available to you along with a registered tract of waterfront land, perfect for the boater or kayak enthusiast. (see attached documents)

$269,000

22 Van Gogh Drive Osterville, MA 02655

Open House:

Saturday, 12/3 1:00-2:30PM

Beds:
3
Baths:
2.00
Sq.Ft.:
1,056
Status:
Active
MLS#:
21609455
Type:
Other
Lot size:
0.34 Acres
Year built:
1984
Courtesy: KINLIN GROVER REAL ESTATE
View additional info

Adorable Osterville Ranch, bright and sunny and offering one level living with 3 bedrooms 1.5 baths on quiet Cul-De-Sac. First floor laundry - Finished room in basement. Great deck with spacious back yard.Roof and front siding are 3 years old and sides and back one year old. Central AC and irrigation system make for easy summer living! Refrigerator - washer - and dryer convey with property. The home has been well maintained and is ready for your personal touches.Buyer agent to verify all contained herein

$11,250,000

260 North Bay Road Osterville, MA 02655

Beds:
5
Baths:
8.00
Sq.Ft.:
7,828
Status:
Active
MLS#:
21609028
Type:
Other
Lot size:
1.52 Acres
Year built:
2007
Courtesy: ROBERT PAUL PROPERTIES, INC.
View additional info

Classic Cape Cod Estate! This stunning and traditional Royal Barry Wills waterfront residence sits on the banks of Cotuit Bay and offers magnificent water views, 275 feet of water frontage and inspirational sunsets. Capturing the luxurious spirit of Oyster Harbors, a private gated community, this home features elegant interiors with rich details, modern comforts and extraordinary views. Dramatic vaulted ceilings and expansive windows; sprawling master suite; chef's kitchen with two granite center islands; handsome home library; a fabulous entertainment room in the lower level; and formal and informal living spaces all provide ample room to host family and friends. The 1.52 acre site combines access to outdoor adventure and modern amenities in a natural setting. Add in a private 2 bedroom guest house, an in-ground pool, sandy beach and private dock, and this property takes your life to new heights!

$432,900

55 Acorn Drive Osterville, MA 02655

Beds:
3
Baths:
2.00
Sq.Ft.:
1,204
Status:
Active
MLS#:
21608806
Type:
Other
Lot size:
0.27 Acres
Year built:
1977
Courtesy: KINLIN GROVER REAL ESTATE
View additional info

Hydrangeas, custom outdoor fireplace and well manicured yard surround this 3 bedroom 2 bath ranch located on corner lot on a dead end street south of 28. This light filled home features a living room with fireplace, eat in kitchen, master bedroom with private bath, gleaming wood floors and central a/c. The sliders open to the outdoor living space featuring a cooking area, outdoor shower, storage and shed. Walk the acres of trails at the end of the road, take a swim at Joshuas or take a nice long walk into the village.

$449,900

45 Newport Lane Osterville, MA 02655

Beds:
4
Baths:
3.00
Sq.Ft.:
1,784
Status:
Active
MLS#:
21609181
Type:
Other
Lot size:
0.27 Acres
Year built:
1968
Courtesy: COLDWELL BANKER RES. BROKERAGE
View additional info

This is the perfect home for entertaining featuring 3 fireplaces, large kitchen, formal dining room, front to back living room and family room. 2010 updates include 30 year architectural roof, mahogany deck, irrigation, gas furnace with central a/c and Title V septic. Situated on a corner lot with a circular drive, 2 car garage and many mature plantings. This home has great curb appeal. Located in a charming neighborhood just a short distance from beautiful Dowses beach and all of the wonderful dining and shopping that Osterville village has to offer.

$1,110,000

338 Main Street Osterville, MA 02655

Beds:
5
Baths:
6.00
Sq.Ft.:
3,579
Status:
Active
MLS#:
21609060
Type:
Other
Lot size:
1.46 Acres
Year built:
1800
Courtesy: CRAIGVILLE REALTY CO
View additional info

Quintessential Cape Cod. Gorgeous historic home on desirable Main Street Osterville. Five bedroom, five bath home has been thoughtfully updated while maintaining its original charm. Updates include a new addition with luxurious en-suite master, playroom and gourmet kitchen. Beautifully landscaped 1.46 acre lot with massive,fenced in, private backyard perfect for entertaining or pool. Ideal location close to village shopping, restaurants and Dowses Beach. Memories are made here!

$2,695,000

460 Grand Island Drive Osterville, MA 02655

Beds:
5
Baths:
7.00
Sq.Ft.:
5,715
Status:
Active
MLS#:
21609037
Type:
Other
Subdivision:
Oyster Harbors
Lot size:
1.31 Acres
Year built:
2001
Courtesy: OYSTER REAL ESTATE
View additional info

OYSTER HARBORS - 24hr Security. Beach & Dock rights. Mint condition! Custom Royal Barry Wills designed Colonial. Over-sized lot. 2-Story Entry Foyer with half Bath. Great room w/natural stone Fireplace. Gourmet Kitchen. Sun room. Dining room w/Fireplace and built-ins. Mahogany paneled Library. 1st floor Master Suite with expansive Dressing room and compartimented Bath. Kitchen Wing leads to Garage and includes Laundry/Office and Pantry. Staircase and half Bath leads to Guest Apartment w/large Sitting room, Kitchenette and Bedroom w/full Bath. 2nd Floor: 3 bedrooms with connecting baths. Lower level: finished Game room, Home Theater, Workshop, Mechanical room and full Bath. Immaculate - MOVE IN CONDITION.

$515,000

92 Falling Leaf Lane Lane Osterville, MA 02655

Beds:
2
Baths:
2.00
Sq.Ft.:
1,464
Status:
Active
MLS#:
21608872
Type:
Other
Lot size:
0.34 Acres
Year built:
2000
Courtesy: KINLIN GROVER REAL ESTATE
View additional info

Immaculate, custom built ranch in a beautiful sought after neighborhood, close to beaches and all that Osterville has to offer! As you walk through the front door, you enter an inviting living room with a cozy gas fireplace, wonderful for those cold winter evenings. From there you'll find the kitchen with its vaulted ceiling and gorgeous cherry cabinets. Also on the main floor is the master bedroom with large walk-in closet and a full bathroom. At the opposite end of the house you have another full bathroom, a second bedroom and an additional room that's being used as a home office. Off the dining room is a pair of sliding glass doors that lead out to a private backyard with a large deck and bluestone patio, perfect for outdoor entertaining! This home boasts numerous upgrades including a new hot water heater, new furnace, central air and irrigation. A professionally finished lower level offers a multitude of possibilities. All this plus the added security of a whole home generator!

$299,900

727 Main Street UNIT E-4 Osterville, MA 02655

Beds:
2
Baths:
2.00
Sq.Ft.:
1,295
Status:
Active
MLS#:
21608931
Type:
Condo
Year built:
1983
Courtesy: SOTHEBY'S INTERNATIONAL REALTY
View additional info

Wianno Knoll condo in beautiful Osterville Village. Conveniently located with many area restaurants and shops to visit. Second floor end unit overlooking Main street with 2 bedrooms, 2 baths, basement storage and A/C. This unit offers a beautiful cathedral ceiling in the living room with a wood burning fireplace and 4 seasons room. This condo is a blank slate to put your creative stamp on! All measurements and taxes should be verified by buyers agent.

$6,495,000

71 Sand Point Osterville, MA 02655

Beds:
5
Baths:
6.00
Sq.Ft.:
5,300
Status:
Active
MLS#:
21608856
Type:
Other
Subdivision:
Oyster Harbors
Lot size:
1.37 Acres
Year built:
2014
Courtesy: ROBERT PAUL PROPERTIES, INC.
View additional info

Unique opportunity to enjoy panoramic views of Cotuit and North Bay from this stunning home located in prestigious Oyster Harbors on the aptly name Sand Point. With an eye towards preserving the Cape Cod charm of the property, owner and builder created a home that offers every modern luxury in a mature landscaped setting complete with outhaul dock, waterside pool and 468 feet of shoreline and beach. Upon entering the impressive Great Room one feels as if you are on the helm of a boat the views are so close! A custom kitchen, three season porch with wet bar and new patio with pergola offers the ultimate in summer entertaining space. The distinctive 2nd floor office with glass walls and water views offers a private retreat. Masterful detailing and superlative finishes throughout.

$589,000

21 Darby Way Osterville, MA 02655

Beds:
4
Baths:
3.00
Sq.Ft.:
2,183
Status:
Active
MLS#:
21608644
Type:
Other
Lot size:
0.15 Acres
Year built:
2016
Courtesy: BUYER BROKERAGE OF OSTERVILLE
View additional info

4 bedrooms 2 1/2 bath with a first floor master suite. With a Spacious open floor plan.

$14,900,000

421 Main Street Osterville, MA 02655

Beds:
9
Baths:
11.00
Sq.Ft.:
11,578
Status:
Active
MLS#:
21607681
Type:
Other
Lot size:
6.86 Acres
Year built:
1928
Courtesy: ROBERT PAUL PROPERTIES, INC.
View additional info

Overlooking the beautiful waters of East Bay and Nantucket Sound sits this sophisticated yet intimate waterfront estate. The current owners completely renovated the 11,578 sq.ft. home from stem to stern with the highest grade materials and exceptional craftsmanship. Interior spaces are bathed in natural light with beautifully balanced living areas all oriented toward the water. You'll find a welcoming foyer with original wood floors, living and dining rooms with custom fireplaces, a spacious, well-equipped kitchen and a handsome library with hand pegged wood. Casual spaces for family and friends include a family room, sunroom and enclosed porch. The second level offers 2 master suites and 7 additional bedrooms. An expansive lawn, in-ground pool and scores of privacy trees dress the 6.86 acre site. A custom beach house enhances the private dock. The property offers a detached 5 car garage with a 3 bedroom carriage house above and a separate parcel with a 2 bedroom cottage.

$1,895,000

45 Hathaway Road Osterville, MA 02655

Beds:
4
Baths:
4.00
Sq.Ft.:
3,901
Status:
Active
MLS#:
21607679
Type:
Other
Lot size:
0.74 Acres
Year built:
2002
Courtesy: ROBERT PAUL PROPERTIES, INC.
View additional info

It's a lifestyle! Walk to the Wianno Club for lunch or to play a round of golf. Perfect for entertaining, this beautifully designed and executed home is gracious, warm and comfortable. Large, open well appointed and elegant rooms flow beautifully. The desirable open floor plan offers a large eat in gourmet kitchen, formal dining room, living room and family room. Outdoor entertaining can be perfected on the spacious southern style front porch or in the rear yard with its brick patio and ample deck. .73 acre lot, three car garage, four bedrooms and three and a half baths. Deeded beach rights on Eel River Road. Information herein is not guaranteed or warranted and should be verified by any person who is looking at this property to purchase.

$1,950,000

140 Bunker Hill Road Osterville, MA 02655

Beds:
5
Baths:
5.00
Sq.Ft.:
5,162
Status:
Active
MLS#:
21608405
Type:
Other
Lot size:
2.74 Acres
Year built:
1988
Courtesy: WILLIAM RAVEIS RE & HOME SERV.
View additional info

Gracious Osterville Colonial situated on 2.74 acres of land abutting conservation, located just outside of downtown Osterville and a short distance to coveted Dowses Beach. This sprawling home of over 5,000 square feet of living space welcomes you through the formal foyer. The first floor cathedral master bedroom with private dressing area, large marbled bath and private sun room will amaze and delight. The first floor also offers the fireplaced formal living room with French doors opening to the expansive and private backyard, formal dining room with detailed custom molding, fireplaced family room with wet bar, and a study. The open eat-in kitchen is flooded with sunlight, has a granite center island, stainless steel appliances and enough room to host family and guests for gatherings. Along with four bedrooms and two full baths, the second floor offers a study and a large game room. This Osterville Oasis is ready for you to call it home!

$719,000

480 Main Street Osterville, MA 02655

Beds:
4
Baths:
3.00
Sq.Ft.:
2,180
Status:
Active
MLS#:
21607955
Type:
Other
Lot size:
0.65 Acres
Year built:
1953
Courtesy: REAL ESTATE ASSOCIATES
View additional info

IDEAL LOCATION! Spacious 4-bedroom, 2 1/2 bath Ranch located on a 2/3 acre corner lot within walking distance to Dowse's Beach and Osterville Center. This one-level home features light/airy living room and dining room areas with a vaulted ceiling, fireplace and beautiful hardwood floors. The kitchen is open to the family room with gas fireplace and oak floors. A half bath and 20x13 screened in porch are also on the main level. All 4 bedrooms are bright and roomy with generous closet space. Additional features include: central A/C, irrigation system, 2-car garage, and an unfinished basement with ample storage. Room measurements are approximate. Title V passed.

$349,999

32 Bob White Circle Osterville, MA 02655

Beds:
3
Baths:
2.00
Sq.Ft.:
1,440
Status:
Active
MLS#:
21608167
Type:
Other
Lot size:
0.42 Acres
Year built:
1984
Courtesy: BLUE LIGHTHOUSE REALTY, INC.
View additional info

Completely remodeled Cape on Cul-de-sac. Two bedrooms on first floor level and one upstairs. Beautiful new hardwood floors, new soft-close kitchen cabinets, new appliances, and new bathrooms including a custom tiled shower with glass door.

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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 this broker 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.

Osterville MA Real Estate Listings Provided By:

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