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Osterville MA Real Estate & Homes for Sale

98 Properties Found

The median home value in Osterville, MA is $516,500 The national median home value is $185,800. The average price of homes sold in , is $. Osterville real estate listings include condos, townhomes, and single family homes for sale. . Commercial properties are also available. If you see a property Osterville real estate agent to arrange a tour today !
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$599,900

272 Tower Hill Road Osterville, MA 02655

Beds:
4
Baths:
4.00
Sq.Ft.:
2,117
Status:
NEW LISTING
MLS#:
21715746
Type:
Single Family
Lot size:
0.49 Acres
Year built:
1854
Courtesy: Kinlin Grover Real Estate
View additional info

Enjoy swimming in Joshua's Pond just steps away, walk into the village of Osterville or enjoy your beautiful patio and landscaped backyard. This home has been lovingly maintained by the same family for many years. Although it might look like a classic Cape style house from the outside, this home boasts a spacious, light-filled, cathedral ceiling great room that is open to the kitchen. You'll be pleasantly surprised by the bright sunroom right off the kitchen that invites the outside in. A cozy living room with a fireplace and formal dining room complete the first floor. On the second floor you'll find a large master bedroom with a cathedral ceiling and private full master bath, three additional bedrooms and another full bath. The basement is partially finished for more entertainment space!

$379,000

170 Concord Lane Osterville, MA 02655

Beds:
2
Baths:
2.00
Sq.Ft.:
1,490
Status:
NEW LISTING
MLS#:
21715729
Type:
Single Family
Lot size:
0.38 Acres
Year built:
1982
Courtesy: Keller Williams Realty
View additional info

Tucked away in the lovely neighborhood of Osterville Heights, this Cape-style home features 2 bedrooms on the first floor, 2 full baths (including the master ensuite), hardwood and tile flooring, upgraded kitchen with eat-in dining area and new appliances and countertops. The bonus space in the upper level will afford plenty of extra room for guests. You will enjoy your morning coffee and wonderful family gatherings on the deck and in the nicely-landscaped and private backyard. Less than 3 miles away are two great beaches...Dowses Beach and Craigville.

$765,000

44 Ost.-W.Barn. Road Osterville, MA 02655

Beds:
4
Baths:
3.00
Sq.Ft.:
2,238
Status:
NEW LISTING
MLS#:
21715653
Type:
Single Family
Lot size:
1.1 Acres
Year built:
1998
Courtesy: Sotheby's International Realty
View additional info

This impeccable contemporary Cape style home is set at the end of a long driveway near Cape Cod Academy and close to the village of Osterville. The first floor features a kitchen with maple cabinets and a breakfast bar, family room with gas fireplace, separate dining room, living room and master suite, all with beautiful oak floors. The second floor has two generous bedrooms, a full bath and a large bonus room over the garage accessible by a separate staircase. There is a deck off of the family room and a charming farmer's porch on the front of the house. Amenities include a security system, central air conditioning, underground irrigation, a large full basement, two car garage and plenty of privacy in the yard.

$1,775,000

91 Ice Valley Road Osterville, MA 02655

Beds:
5
Baths:
6.00
Sq.Ft.:
5,652
Status:
NEW LISTING
MLS#:
21715640
Type:
Single Family
Lot size:
2.81 Acres
Year built:
1983
Courtesy: Oyster Real Estate
View additional info

Curb appeal extrordinare with beautiful grounds. Exquisite, mature trees and plantings. This most desirable, sprawling 5 bedroom Cape style home has an open kitchen with soaring ceilings, opens to great room with over sized fireplace and wet bar, adjoining sunroom. French doors lead to the terrace and large, heated, gunite, salt water pool. First floor master suite with his & her walk in closets, large marble bath with steam and sauna, cathedral ceilings, private terrace and garden. Two bedrooms and bath on the second floor. 3 car garage with two additional bedrooms and bath above. Game room/media room on lower level. Short walk to Cape Cod Academy and Village Center. See virtual tour.

$1,785,000

83 Bunker Hill Road Osterville, MA 02655

Beds:
5
Baths:
6.00
Sq.Ft.:
5,721
Status:
Active
MLS#:
21715564
Type:
Single Family
Subdivision:
Seapuit
Lot size:
3.06 Acres
Year built:
1983
Courtesy: Robert Paul Properties, Inc.
View additional info

Beautifully renovated, this five bedroom home is nestled on a private 3 acre lot in the desirable area of Seapuit, close to the village center. The exterior is highlighted by lush landscaping, fruit trees, a stunning swimming pool and pool house with kitchenette. The interior features gleaming oak wood floors, spacious entertaining areas, a luxurious master suite with his and her bathrooms and a top of the line kitchen with cherry cabinetry, granite counters and high-end appliances. The second floor provides perfect space for family and friends and includes the option of a second master. Interior features include a partially finished lower level with wine cellar, a whole house generator, custom woodwork and appointments and a heated three-car garage. This special offering

$332,000

39 Tower Hill Road UNIT 18 D Osterville, MA 02655

Beds:
2
Baths:
2.00
Sq.Ft.:
1,484
Status:
Active
MLS#:
21715547
Type:
Condo
Year built:
1981
Courtesy: Kinlin Grover Real Estate
View additional info

If you are looking for privacy, convenience and comfort in the village of Osterville, this two bedroom/two bathroom condo has it all. It is spacious and well appointed, providing you with gracious one floor living within walking distance to the village with its many restaurants, shops and community amenities. This unit features a master bedroom with full bath, a guest bedroom with its adjacent bath, a living room and dining room combination with a slider opening onto a covered porch. A real bonus to this unit is the extra room which has been decorated as a cozy den with fireplace, book shelves and many built ins. This room also has access to the porch through sliding doors. There have been upgrades in the bathrooms and new carpeting in the two bedrooms.

$679,000

151 Sturbridge Drive Osterville, MA 02655

Beds:
3
Baths:
2.00
Sq.Ft.:
2,050
Status:
Active
MLS#:
21715502
Type:
Single Family
Lot size:
0.37 Acres
Year built:
1978
Courtesy: Robert Paul Properties, Inc.
View additional info

Imagine living in one of Osterville's loveliest, quietest neighborhoods and close to town and great beaches. This completely renovated from top to bottom 3+ bedroom residence is better than new. Thoughtful open floor plan with gorgeous hardwood floors and an amazing bright and airy kitchen with high end appliances, custom cabinetry and quartz counter top. Lower level is perfect for guests, media room, additional living space, flexible enough for what ever your needs are. This home is ready for someone to come and relax and enjoy a carefree lifestyle. Perfect for year round, vacation getaway or income producing property. No detail was missed in this home. This home is comfortable, cozy yet roomy enough to entertain friends and family.

$979,000

311 Starboard Lane Osterville, MA 02655

Beds:
4
Baths:
3.00
Sq.Ft.:
3,000
Status:
Active
MLS#:
21715481
Type:
Single Family
Lot size:
1.77 Acres
Year built:
1976
Courtesy: Kinlin Grover Real Estate
View additional info

Gorgeous sprawling cape with a spacious floor plan. Renovated and expanded in 1997, this light and bright home offers 8 foot ceilings, wood floors, forced hot hot water heat and central A/C. The kitchen is spectacular with a cathedral ceiling, dining area, huge center island and sliders leading to the patio. There is also an adjoining formal dining room. The spacious living room is elegant with custom wall paneling, fireplace and bay window. The master bed room includes a private master bath, skylight and a door leading to the deck. The 4th bed room on the second floor is a private suite with a sitting area and full bath. The landscaping on this 1.77 acre lot is absolutely beautiful with numerous gardens specimen trees.

$579,000

67 Fire Station Road Osterville, MA 02655

Beds:
4
Baths:
2.00
Sq.Ft.:
1,494
Status:
Active
MLS#:
21715334
Type:
Single Family
Lot size:
0.62 Acres
Year built:
1939
Courtesy: William Raveis RE & Home Serv.
View additional info

Wonderful 4 bedroom home tucked away at the end of a quiet dead end street yet just steps away from all the action Osterville Village offers. The home is nestled on a large private lot and two separate sleeping areas at the north and south ends provide added privacy inside. Guests and family alike will have their own living space, often only seen in much larger more expensive homes. The kitchen and dining area unite the two wings. There are two beautiful bathrooms. This is one floor living at its best. There is a large deck for entertaining outside as well as a large level back yard for your enjoyment, possible future expansion, and an outside shower! There are beautiful gardens, specimen trees and rock walls that come to life in the spring.

$11,995,000

986 Sea View Avenue Osterville, MA 02655

Beds:
5
Baths:
6.00
Sq.Ft.:
7,773
Status:
Active
MLS#:
21715145
Type:
Single Family
Lot size:
2.72 Acres
Year built:
1930
Courtesy: Robert Paul Properties, Inc.
View additional info

Exquisite waterfront estate located on one of Cape Cod's most coveted streets combines the best of elegance, style and craftsmanship. This one of a kind French Mediterranean inspired home, with 2.72 acres, offers an unparalleled 620 feet of white sandy beach anchored by two substantial, private deep-water docks and unobstructed water views. The timeless and enchanting 7,000+ sq.ft. home with 5 bedrooms features well-proportioned rooms with high ceilings, wide planked floors, arched doorways, a stunning new gourmet kitchen and master bedroom with new bath. Enjoy dining al fresco on tiered terraces surrounded by colorful gardens and witness the amazing sunsets overlooking the Seapuit River and West Bay. This breathtaking home, with a two-bedroom updated guest house, remains close in

$310,000

39 Tower Hill Road UNIT 4D B# 2 Osterville, MA 02655

Beds:
2
Baths:
2.00
Sq.Ft.:
1,189
Status:
Active
MLS#:
21715106
Type:
Condo
Year built:
1972
Courtesy: Kinlin Grover Ridge Realty
View additional info

Great Condo in Osterville Village. Walk to all that village living has to offer. Carpets throughout have just been replaced and unit has just been painted. Move in condition.

$1,795,000

25 Smoke Valley Road Osterville, MA 02655

Beds:
4
Baths:
4.00
Sq.Ft.:
3,491
Status:
Active
MLS#:
21715093
Type:
Single Family
Subdivision:
Seapuit
Lot size:
1.72 Acres
Year built:
1998
Courtesy: Oyster Real Estate
View additional info

Spectacular Shingle Style home with impressive custom features. 1 mile to village. Recently renovated, open floor plan + private spaces. Foyer with soaring ceiling leads to Living room with French doors, Powder room, fire-placed Great room with built-ins. Dining with banquet overlooking Bluestone patio, sparkling Pool, Stone Walls & private Backyard. Cooks Kitchen with Viking stove, Dacor oven, warming drawer, Subzero fridge, 2 sinks, walk-in Pantry & Laundry. Side entrance to Mud area, private Den/Office with separate entrance, full Bath, 3 car Garage, built-in pet bed. First floor Master Suite with Spa style Bath. Second floor Media room with teak/holly counters, fridge, dishwasher, sink. 3 second floor spacious Bedrooms & balcony. Lower level living. Bonus is a car washing station!

$394,000

48 Sharon Circle Osterville, MA 02655

Beds:
3
Baths:
2.00
Sq.Ft.:
1,580
Status:
Active
MLS#:
21715014
Type:
Single Family
Lot size:
0.54 Acres
Year built:
1986
Courtesy: Kinlin Grover Real Estate
View additional info

Whether you are looking for a spacious year round residence, a serene summer retreat or a well appointed retirement home, this Osterville three bedroom/two bath ranch has it all. Tucked away on a lovely half acre, park like setting, this property has much to offer. The welcoming slate floored entry opens into a sun filled living room that features skylights, exposed beams and a handsome brick fireplace with a raised hearth. The master bedroom and bath with shower is well situated for comfort and privacy. The other two bedrooms and shared bath are located in another part of the house. It is a great home for entertaining because the deck and sun porch open out from the dining room and from the den through generous sliders. The cozy den also has a wood burning

$18,500,000

251 Seapuit Road Osterville, MA 02655

Beds:
8
Baths:
8.00
Sq.Ft.:
8,931
Status:
Active
MLS#:
21714996
Type:
Single Family
Lot size:
5.2 Acres
Year built:
1920
Courtesy: Robert Paul Properties, Inc.
View additional info

An enchanted world within a world, St. Mary's Island, is a rarified setting for extraordinary living. Comprising over five acres and accessed via a short causeway, St. Mary's Island stands as one of the most unique and idyllic estate properties on Cape Cod.The location is unmatched, offering complete seclusion while in the heart of exclusive Osterville. The estate offers panoramic views of glittering North Bay and easy proximity to renowned village shops, restaurants, marinas and Wianno and Oyster Harbors clubs. Designed in the French Normandy style, this fabled residence offers grand living spaces, stellar views, magnificent grounds, and a 155-foot-long deep water dock for yachting on Nantucket Sound and the islands.

$575,000

18 Darby Way Osterville, MA 02655

Beds:
3
Baths:
2.00
Sq.Ft.:
1,656
Status:
Active
MLS#:
21714994
Type:
Single Family
Lot size:
0.15 Acres
Year built:
2016
Courtesy: Kinlin Grover Real Estate
View additional info

No need to bring your list of must haves because this one checks all the boxes! Built in 2016, this pristine 3 bed 2 bath Cape will appeal to even the most discriminating of buyers. This home boasts a wonderful open floor plan, a gourmet kitchen with granite counter tops, stainless appliances, First floor master with en suite, central air, one car garage, walkout basement and beautiful hardwood floors throughout. Stepping through the front door, you enter the living room and will be drawn in by an elegant gas fireplace with granite surround. Upstairs consists of two large bedrooms and a gorgeous bathroom. Sliding doors off the dining area open on to a lovely cobblestone patio surrounded by a professionally landscaped yard. All this within walking or biking distance to beach and town!

$289,900

313 Ost.-W.Barn. Road Osterville, MA 02655

Beds:
2
Baths:
1.00
Sq.Ft.:
768
Status:
Active
MLS#:
21714922
Type:
Single Family
Lot size:
0.51 Acres
Year built:
1990
Courtesy: Oceanside Realty Group
View additional info

Great opportunity to own a Cape on Osterville's doorstep. Two bed, one bath Cape with an unfinished Dormered second floor that is ready for a second bath in the new master bedroom! Walkout basement has great potential for a finished off family room with laundry. There should be plenty of room for an attached garage off the kitchen. Newer Roof. Live in it as is or expand to suit your needs. All in info/dimensions to be verified by Buyer/Buyer's agent.

$499,000

92 Ost.-W.Barn. Road Osterville, MA 02655

Beds:
3
Baths:
2.00
Sq.Ft.:
1,364
Status:
Active
MLS#:
21714874
Type:
Single Family
Lot size:
1 Acres
Year built:
1956
Courtesy: Village Real Estate
View additional info

Charming 3 bedroom cape with 1 car attached garage that has been totally updated on around an acre of land! It has a new roof, all new windows, a new forced hot air gas heating system, new stainless appliances, granite in the kitchen and cabinets with soft close doors and drawers, marble in the upstairs bath, all new flooring, the list keeps going. Want a pool? A tennis court? Both? There is plenty of room on this large lot to add them. There are multiple options to create a first floor master or live in this renovated beauty as is. You cant find a home with this much land for sale in Osterville in this price range AND it is turn key.

$5,000,000

440 Grand Island Drive Osterville, MA 02655

Beds:
7
Baths:
11.00
Sq.Ft.:
10,394
Status:
Active
MLS#:
21714810
Type:
Single Family
Subdivision:
Oyster Harbors
Lot size:
1.1 Acres
Year built:
2007
Courtesy: Sotheby's International Realty
View additional info

Oyster Harbors is known for its extraordinary privacy, security and ambiance. On one of the most private, west-facing island sites, this sophisticated residence offers over 10,000 square feet of extraordinary living space in two buildings: The five bedroom main house features all the pleasures of a life well lived--exquisitely detailed craftsmanship; living room with upholstered walls and fourteen foot tray ceilings; a dining room with coffered ceiling; a chef's kitchen that defies description and chilled wine storage room for the oenophile. A Ritz level in home spa; theater room; gunite pool; outdoor kitchen and bar all on beautifully landscaped grounds are just a few of the additional luxuries. A two bedroom guest house completes the picture. Please verify information contained herein

$1,295,000

60 Smoke Valley Road Osterville, MA 02655

Beds:
5
Baths:
3.00
Sq.Ft.:
3,478
Status:
Active
MLS#:
21714815
Type:
Single Family
Lot size:
2.76 Acres
Year built:
1984
Courtesy: Griffin Realty Group
View additional info

Situated on nearly 3 acres of privacy in the Seapuit area of Osterville, this executive home offers a great opportunity to make it your own. As you enter you're greeted by a 2 story entrance that opens to a formal living room with cathedral ceilings and a wood burning fireplace that open to a formal dining area perfect for entertaining. The kitchen was custom built to feel that it's part of the spectacular deck and pool area nestled amongst the beautiful Northern pine trees. built for casual living the kitchen is part of a great room that offer a separate eating area and large family room. The first level al so include a private bedroom suite with a separate entrance perfect for guests of a first floor master suite. The second floor offers a grand master suite overlooking the private yard

$619,000

107 Robbins Street Osterville, MA 02655

Beds:
5
Baths:
4.00
Sq.Ft.:
2,312
Status:
Active
MLS#:
21714602
Type:
Single Family
Lot size:
0.35 Acres
Year built:
1971
Courtesy: Kinlin Grover Real Estate
View additional info

This is your opportunity to move in to a prime Osterville neighborhood. Walk up to the front door on West Barnstable brick and step into this Gambrel style home featuring 5 bedrooms and 3 1/2 baths, walking distance to the village and a bike ride to Dowses's Beach. There is wainscotting thru the formal dining room, living room and foyer. A large family room with sliders opens up to a deck and private back yard. A large eat in kitchen rounds out the first floor,with laundry hook ups as a bonus and a separate entrance to the guest quarters/in law above the 2 car garage. Perfect for builders and investors who can make this home a Gem.

$315,000

39 Tower Hill Road UNIT 20D Osterville, MA 02655

Beds:
2
Baths:
2.00
Sq.Ft.:
1,512
Status:
Active
MLS#:
21714638
Type:
Condo
Year built:
1979
Courtesy: Kinlin Grover BK Real Estate
View additional info

This sought after location is just steps to the heart of the village via a private paved path. The well maintained open space is adorned with mature flowering plants. The condominium is a 1512 sf 2 bed/2 bath end unit has many handsome built ins and boasts an easy natural light. The spacious living area includes a living room, dining room, den/library, kitchen, master bedroom, a 2nd bedroom with adjacent bath, and a comfortable covered wood deck. The hall pantry opens to the washer/dryer, sink, and cleaning supplies. There is ample storage in the attic. Park in your own deeded garage. A true value.

$1,299,000

60 Meadowlark Lane Osterville, MA 02655

Beds:
5
Baths:
5.00
Sq.Ft.:
3,049
Status:
Active
MLS#:
21714411
Type:
Single Family
Lot size:
1.15 Acres
Year built:
1975
Courtesy: The Foley Compny
View additional info

Location! Short stroll to Osterville Village, North Bay, Wianno Golf Course. Meticulously maintained and quality craftsmanship throughout entire home. Professionally landscaped yard with beautiful, custom mahogany deck and gazebo. First and second floor master with three additional spacious bedrooms. Family room with fireplace as well as a finished, walk out basement also with a fireplace. This home is truly turn key. Perfect summer or full time home with impressive rental opportunity. This home is not a drive by. Three levels of spacious living.

$849,000

178 Evans Street Osterville, MA 02655

Beds:
4
Baths:
5.00
Sq.Ft.:
2,435
Status:
Active
MLS#:
21714391
Type:
Single Family
Lot size:
0.36 Acres
Year built:
1988
Courtesy: CENTURY 21 Cobb Real Estate
View additional info

Osterville Village- 4 bedroom, 4 1/2 bathroom Colonial in close proximity to Dowses Beach and Village. Farmer's style porch leads into a grand foyer with open staircase to a 2nd level loft area. Foyer leads into the living room with fireplace & patio door to farmer's porch & French doors into the dinning room. Kitchen open to the spacious family room with fireplace & patio doors to patio ideal for relaxing and/or outdoor entertaining. Property offers both a 1st floor & 2nd floor Master, 1st floor laundry, hardwood floors, crown molding.Buyer(s) & Buyers Agents encouraged to verify room dimensions & taxes.

$639,000

19 Second Avenue Osterville, MA 02655

Beds:
3
Baths:
3.00
Sq.Ft.:
1,887
Status:
Active
MLS#:
21714355
Type:
Single Family
Lot size:
0.27 Acres
Year built:
1900
Courtesy: The Greene Realty Group
View additional info

Charming Osterville Cottage, SOUTH OF VILLAGE!! Great location on 2nd Avenue (just off Parker Road). Three bedrooms, 2.5 bath, new stainless steel appliances, vaulted ceiling, A/C, laundry room, large deck, nice yard, outdoor shower, storage shed, Walpole fenced rear yard, and tree swing. Major additions/renovations in 1995. Walk to town, the Wianno Club golf course, Dowses Beach, and the Wianno Yacht Club. On a quiet street in a beautiful neighborhood, this is the perfect vacation home and move-in ready. Don't miss this great opportunity! Expansion possibilities.

$391,000

24 Briar Patch Road Osterville, MA 02655

Beds:
3
Baths:
2.00
Sq.Ft.:
1,333
Status:
Active
MLS#:
21714059
Type:
Single Family
Lot size:
0.37 Acres
Year built:
1984
Courtesy: Kinlin Grover Real Estate
View additional info

Charming three bedroom two bath Cape in sought after Briar Patch neighborhood of Osterville. Hardwood floors, wall to wall carpet and tile throughout with cathedral ceiling, wood burning fireplace and central AC. Deck overlooks private backyard. Close to Cape Cod Academy and Cape Cod Collaborative schools, downtown shops and beautiful Dowses Beach. Only minutes to commuter Boston bus and train. Upgrades include: new roof 2016, windows/sliders 2016, doors, paint (interior/exterior), irrigation and beautiful brick walkway. Passing Title 5. Buyer/buyer agent to verify all info herein.

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1–25 of 98 properties displayed
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.

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