Osterville MA Real Estate & Homes for Sale

90 Properties Found

The median home value in Osterville, MA is $519,875. The national median home value is $185,800. The average price of homes sold in Osterville, MA is $519,875. 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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$1,750,000

63 Bay Street Osterville, MA 02655

Beds:
4
Baths:
4.00
Sq.Ft.:
3,128
Status:
NEW LISTING
MLS#:
21710519
Type:
Single Family
Lot size:
1.75 Acres
Year built:
1765
Courtesy: Frank A Sullivan Real Estate
View additional info

A treasured piece of Osterville history is found in the 'Timothy Parker Home', circa. 1765. This spacious antique home has been carefully renovated by skilled craftsman in order to preserve the historic nature and ambience of the home. Period features include beautiful wide pine floors, hand hewned beams, 4 brick fireplaces, built-in cupboards, raised panel doors, period hardware, & extensive hand crafted wood wainscotting. The formal dining rm & dining area are both adorned w/ beautiful hand painted ceilings. Feel the warmth and history of the home while at the same time enjoying all of the modern day amenities. Custom kitchen & baths, central a/c, generator, i-g pool, sep. guest cottage. The property fronts on & overlooks the Wianno Golf Course and is in the heart of the village.

$650,000

12 Stone Horse Road Osterville, MA 02655

Beds:
3
Baths:
4.00
Sq.Ft.:
1,730
Status:
NEW LISTING
MLS#:
21710478
Type:
Single Family
Lot size:
1.18 Acres
Year built:
1997
Courtesy: William Raveis RE & Home Serv.
View additional info

Stroll to charming Osterville Village from this Immaculate, Sun-Filled Custom Cape! Sited on a private 1.18 Acre Parcel this value packed home offers: Spacious Living Room w/Fireplace, H W Floor, Cathedral Ceiling, Paladian Window & Open Balcony ~ Light & Bright Kitchen w/Cathedral Ceiling w/Skylight, H W Floor ~ Dining Room w/H W Floor & Slider to Large Mahogany Deck ~ Master Bedroom w/Private Master Bath, His & Her Closets ~ Laundry, 1/2 Bath & access to 2 Car Garage complete the 1st level ~ 2nd level features 2 Bedrooms & Full Bath ~ BUT WAIT ... THERE's MORE! ~ Full Finished Walk-Out Lower Level boasts an Expansive, Family Room w/Built-Ins, access to Patio & Fenced Yard + Home Office w/French Doors ~ Outdoor Shower, Out Building & MORE! Buyers & Agents to verify tax & dimensional info.

$349,500

39 Tower Hill Road UNIT 4B Osterville, MA 02655

Beds:
2
Baths:
2.00
Sq.Ft.:
1,189
Status:
NEW LISTING
MLS#:
21710490
Type:
Condo
Year built:
1972
Courtesy: Sotheby's International Realty
View additional info

Osterville Village locale and JUST MOVE IN! Such a pretty condo, with so many features we all seek. First floor corner unit, private patio and garage. Fresh paint colors, kitchen renovated by these owners to open up to the hall and dining/living room. This spacious condo offers convenience to the beach, the Village life, all with the first floor living so many seek AND --- did you notice the garage? Just move in and enjoy it all summer, or make it your primary home. You are just a short walk to the shops, Wimpy's, the library, Gone Chocolate, Armstrong-Kelley Park and so much more.

$579,000

37 Sturbridge Drive Osterville, MA 02655

Beds:
5
Baths:
4.00
Sq.Ft.:
2,538
Status:
Active
MLS#:
21710368
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1974
Courtesy: Coldwell Banker Residential Brokerage
View additional info

Come see this fantastic four bedroom, 3.5 bath home situated on a large lot in this sought after Osterville neighborhood. Updated eat-in kitchen, generous living room with bright natural sunlight, two fireplaces and a cozy den with timeless stonework. There are bedrooms for all, an attached two car garage with interior access and in-law possibility, and room for pool and potential for outdoor living expansion in backyard. Close to Craig Beach, Dowses Beach, Osterville Village, schools, marinas and more!

$789,000

31 Bumps River Road Osterville, MA 02655

Beds:
3
Baths:
3.00
Sq.Ft.:
2,588
Status:
Active
MLS#:
21710344
Type:
Single Family
Subdivision:
Fieldstone Meadows
Lot size:
1.55 Acres
Year built:
1995
Courtesy: Kinlin Grover Real Estate
View additional info

Exceptional custom Bayside-built cape featuring a chef's kitchen, extensive moldings and columns, a beautifully finished walk out lower level and a wonderful open floor plan that combines comfort, style and functionality. The state of the art kitchen offers newer custom cabinetry, a pantry, a desk area, granite counters and a sunny breakfast nook. The great room features a warm and inviting brick hearth fireplace, large crown moldings and French doors leading to the private sundeck. This meticulous home offers all the expected amenities including the built-in speaker system, central air & security alarm. The home is privately set on a large beautiful professionally landscaped, irrigated acre. All this just minutes to beaches, restaurants and shops that Osterville Village has to offer.

$5,900,000

25 Oyster Way Osterville, MA 02655

Beds:
5
Baths:
5.00
Sq.Ft.:
6,495
Status:
Active
MLS#:
21710341
Type:
Single Family
Subdivision:
Oyster Harbors
Lot size:
1.65 Acres
Year built:
1999
Courtesy: Robert Paul Properties, Inc.
View additional info

This magnificent five bedroom waterfront residence on Oyster Harbors has the look & feel of a European estate with an open floor plan and beautiful water vistas. The interior spaces begin with a spacious foyer and stunning great room with vaulted ceiling, walls of windows and dramatic columns. A light filled dining room with custom arched windows leads to a chef's kitchen with coffered ceiling and granite countertops and access to the waterside patio. There's a lavish first floor master suite and additional bedrooms offering ample room for family and friends. This unique and inspirational home is set on a 1.65 acre parcel with a three car garage, stunning gardens and a private dock. Oyster Harbors is a private, gated golf and waterfront community in the village of Osterville.

$1,080,000

70 Leonard Drive Osterville, MA 02655

Beds:
4
Baths:
4.00
Sq.Ft.:
2,837
Status:
Active
MLS#:
21710275
Type:
Single Family
Lot size:
0.78 Acres
Year built:
1967
Courtesy: Stonewater Real Estate
View additional info

Located in the desirable Wianno neighborhood, you find this charming Cape with deeded access to Eel River. The open kitchen has a dining area, and lots of windows for natural light. A formal dining room, living room with fireplace and raised hearth, and a screen room perfect for all your entertaining.The home has a den and four bedrooms, with both a first floor Master bedroom and a second floor Master Bedroom. First floor laundry, full basement, 2 car garage, generator, gas heat and hot water, and 2837 sq.ft of living. Close to Main St Village, shops, local activities, restaurants, golf course, and library. What a place to make your own!

$1,495,000

17 York Terrace Osterville, MA 02655

Beds:
5
Baths:
4.00
Sq.Ft.:
3,002
Status:
Active
MLS#:
21710360
Type:
Single Family
Lot size:
0.47 Acres
Year built:
1985
Courtesy: Frank A Sullivan Real Estate
View additional info

Walk to the Village or Dowses Beach from this Wianno residence! This custom renovated home features approx. 3,000 s.f. of light & bright living area w/ a gourmet kitchen situated between the family rm and the expansive sun rm. The sun room which features a spacious dining area & a sitting room overlook the lg beautiful backyard. The 1st floor also features a formal dining rm, a living room w/ french doors, & a 1/2 bath. The 2nd floor features a master bedroom suite w/ a cath. ceiling & his/her closets, 3 add'l bedrooms, and 2 add'l baths. There is another family room in the fin. basement. The professionally maintained grounds have numerous hydrangeas, shrubs, trees, and a large patio. The sunny backyard would be perfect for a swimming pool. All info. should be verified.

$985,000

64 Beach Plum Lane Osterville, MA 02655

Beds:
5
Baths:
5.00
Sq.Ft.:
3,606
Status:
Active
MLS#:
21710215
Type:
Single Family
Lot size:
2.45 Acres
Year built:
1984
Courtesy: Robert Paul Properties, Inc.
View additional info

This Custom Cape Style home is set on a 2.45 acre lot on a quiet Lane off Starboard. This well appointed home offers one floor living with additional spaces upstairs and great entertainment area below at the finished lower level. Open plan kitchen/great room with vaulted ceilings and fireplace greet you as you enter the light and bright space. This room overlooks the well landscaped large rear yard with spacious deck. Hardwood floors, gracious foyer, dining room and another fireplace. First floor master bedroom with recently updated master bathroom. There are two other bedrooms and and additional 1.5 baths on the main level plus two bedrooms with dedicated baths on the second floor. The outdoor spaces are ample and private with lots of opportunity for large scale entertaining.

$1,850,000

9 East Bay Road Osterville, MA 02655

Beds:
5
Baths:
5.00
Sq.Ft.:
3,755
Status:
Active
MLS#:
21710208
Type:
Single Family
Lot size:
0.55 Acres
Year built:
1829
Courtesy: Sotheby's International Realty
View additional info

This exquisitely renovated Osterville landmark in the heart of the village offers every modern convenience. Chef's kitchen has La Cornue dual range w/double ovens, double farmhouse sink, marble countertops; caterer's pantry has 2nd dishwasher, refrigerator & sink plus in-counter steamer. Antique floorboards, coffered ceilings, detailed millwork, four fireplaces, informal & formal dining, living & library areas, central air & alarm seamlessly blend style & comfort. Updated marble & tile bathrooms service five spacious, light-flooded bedrooms; master has en-suite & walk-in closets. Screened-in porch, patio & outdoor shower. An enchanting move-in ready property with Historical Commission-approved plans for attached garage. Information deemed reliable but not guaranteed: buyers to verify all.

$374,900

22 Gentian Circle Osterville, MA 02655

Beds:
3
Baths:
2.00
Sq.Ft.:
1,616
Status:
Active
MLS#:
21710217
Type:
Single Family
Lot size:
0.46 Acres
Year built:
1979
Courtesy: Griffin Realty Group
View additional info

Located at the end of a cul-de-sac and nestled on a hill in a private neighborhood, this Cape style home is just minutes from historic Main Street Osterville! The first level has a quaint eat-in kitchen that opens to a sunny South facing living room with a cozy brick fireplace. To complete first floor living, there is also a private office or den as well as a large first floor master bedroom and full bath. The second story has an additional full bath and to front to back bedrooms with skylights and full dormer space overlooking the private backyard. Want to live in the town of Barnstable, ranked #2 by Gallup in it's Well Being index, then grab this gem in it's premier village of Osterville!

$1,195,000

70 Eel River Road Osterville, MA 02655

Beds:
3
Baths:
3.00
Sq.Ft.:
2,422
Status:
Active
MLS#:
21710225
Type:
Single Family
Lot size:
1.8 Acres
Year built:
1990
Courtesy: Frank A Sullivan Real Estate
View additional info

Deeded Water Access to West Bay and Views of the Wianno Golf Course! This 'hidden charm' is located down a long private driveway & the property fronts on the Wianno Golf Course. The home was custom built by Rogers & Marney and features high ceilings, 2 x 6 walls, & oversized sliding glass doors. The 1st floor features a formal living room w/ a brick fireplace & built-in cabinetry, a family room w/ beamed cath. ceilings, a lg. open kitchen w/ a center island and desk, a formal dining room, 1/2 bath, & a master bedroom suite. The 2nd floor features 2-bedrooms & a bathroom. Relax in the home while overlooking the golf course. Walk down the deeded path to West Bay and go kayaking or paddle boarding throughout the bays or enjoy a sunset across the water. All info. should verified.

$499,000

58 Evans Street Osterville, MA 02655

Beds:
5
Baths:
4.00
Sq.Ft.:
3,688
Status:
Active
MLS#:
21710083
Type:
Single Family
Lot size:
0.3 Acres
Year built:
1978
Courtesy: Shoreland Realty Group
View additional info

Perfect location in Osterville awaiting your vision and finishing touches! Create an oasis on theCape! This 3 Bedroom, 2.5 Bath Cape style home is close to it all!Downtown Osterville, Dowses, Joshua's Pond, shopping, dining, boating, you name it! The home features a giantsecond floor with new carpeting. The first level features hardwoodfloors, one full bathroom and a private half bath accompanies the master bedroom. The Ground level features a great room and a full bath as well as some storage space.The exterior features a well shaded yard complete with wood shed. AL-Shaped deck is partially enclosed with screens to keep out themosquitos as you enjoy the outdoors. An outdoor showeris included. Buyer/Buyers agent to verify all information.

$399,900

25 Chesapeake Bay Avenue Osterville, MA 02655

Beds:
3
Baths:
2.00
Sq.Ft.:
2,732
Status:
Active
MLS#:
21710022
Type:
Single Family
Lot size:
1.31 Acres
Year built:
1989
Courtesy: William Raveis RE & Home Serv.
View additional info

OSTERVILLE! Charming home in a desirable neighborhood of higher priced homes in a small, residential gated community. The first floor offers an open floor plan with hardwood floors and wainscoting throughout. The kitchen has granite countertops with granite peninsula and opens to a dining room with cathedral ceiling and slider to large wrap around wood deck with built in bench. Living room has wood burning brick fireplace surrounded by a custom white mantel. There is a first floor full bathroom with shower. First floor also has a versatile room with closet, which can be used as an office, den, or guestroom. The hardwood floor staircase leads to the second floor, consisting of three bedrooms all with wall to wall carpets and a full bathroom with tub and shower. T

$1,475,000

329 Wianno Avenue Osterville, MA 02655

Beds:
4
Baths:
5.00
Sq.Ft.:
3,003
Status:
Active
MLS#:
21701417
Type:
Single Family
Lot size:
0.51 Acres
Year built:
1983
Courtesy: Frank A Sullivan Real Estate
View additional info

Walk to the Village or Dowses Beach from this Wianno Avenue residence! This custom renovated home features approx. 3,000 s.f. of comfortable living area with a beautiful kitchen & center island, an open floor plan between the dining room & den, french doors leading into the expan. living room, a large 1st floor master bedroom suite, a great mud room w/ built-in cubbies adjacent to the kitchen, the laundry room, & half bathroom. The 2nd floor above the main house features 2 large bedrooms & a bath. There is a separate guest suite above the 2-car att. garage that is accessed via its own interior staircase. The fin. basement was custom crafted and features a large entertainment room w/ built-in cabinetry, a wet bar, a full bath, & a sep. home office room. The professionally

$385,000

920 Main Street UNIT 2-4 Osterville, MA 02655

Beds:
2
Baths:
2.00
Sq.Ft.:
1,166
Status:
Active
MLS#:
21701398
Type:
Condo
Year built:
1982
Courtesy: Kinlin Grover Real Estate
View additional info

Village life! In the heart of Osterville Village this renovated condominium allows walking to shopping, restaurants and water recreation opportunities at marinas, Dowse's Beach and Joshua's Pond. The light-filled living area with cathedral ceiling and wood burning fireplace invites entertaining. The dining area boasts an eight foot picture window from which you will overlook historic buildings and meticulously maintained landscaping while watching active village residents stroll past. A sparkling galley kitchen adjoins the dining area. A large private deck is perfect for sunny enjoyment. The master bedroom features a dressing area with double closets, double vanity and private bath. Your private garage is just steps outside your door. Guests can enjoy the additional assigned parking

$1,625,000

63 Farm Valley Road Osterville, MA 02655

Beds:
4
Baths:
6.00
Sq.Ft.:
3,931
Status:
Active
MLS#:
21700304
Type:
Single Family
Subdivision:
Farm Valley
Lot size:
1.85 Acres
Year built:
1999
Courtesy: Robert Paul Properties, Inc.
View additional info

Simply beautiful describes this classic residence located in The Farm at Seapuit. Comfort and function are key to this well thought out floor plan featuring rich cherry floors, oversized windows and custom finishes. The Gourmet kitchen includes stainless appliances, granite countertops, beautiful cherry cabinetry and a light filled dining area opening into the living room with fireplace and a formal dining room. The office/library features warm woods, built-ins and a wet bar and a first floor guest suite offers a private retreat for guests and extended family members. A gracious staircase leads to the master bedroom with luxury bath, two additional en-suite bedrooms and a spacious family room ideal for relaxing and quiet gatherings. Sited on a professionally landscaped 1.85 acre

$2,495,000

150 Sea View Avenue Osterville, MA 02655

Beds:
5
Baths:
4.00
Sq.Ft.:
4,045
Status:
Active
MLS#:
21700532
Type:
Single Family
Lot size:
0.82 Acres
Year built:
1910
Courtesy: Sotheby's International Realty
View additional info

With views of Nantucket Sound and sandy beaches nearby, this Wianno residence juxtaposes the charm of the past with 21st Century conveniences. Superior craftsmanship is evident throughout, including period oversized windows and French doors, a grand staircase, wide custom moldings and glass door knobs. The formal dining room with views of Nantucket Sound opens to a grand covered porch and flows nicely into the oversized living room with fireplace and window seat. The second floor features five bedrooms, including a master with its own fireplace and en suite bath. The third floor features two bonus rooms and a full bath, all in a scale that would be sure to enchant for generations to come.This information is not warranted or guaranteed and should be independently verified.

$429,000

39 Blossom Avenue UNIT 1 Osterville, MA 02655

Beds:
3
Baths:
2.00
Sq.Ft.:
1,594
Status:
Active
MLS#:
21700522
Type:
Condo
Year built:
1983
Courtesy: B K Real Estate
View additional info

Hard to find 3 bedroom, 2 bath townhouse in Osterville village. Beautifully updated with beautiful kitchen, granite counter-tops, stainless steel appliances, Brazilian cherry floors, and full basement. First floor has the kitchen, combination living room/dining room with fireplace, bedroom, and bath. Second floor has loft, plus Master Bedroom with sliders to deck, guest bedroom, and bath. This is an end unit with a private patio, plus a full basement. Great location just off Main St. Taxes may vary due to owner use of property; Buyer should confirm.

$1,999,000

346 Starboard Lane Osterville, MA 02655

Beds:
3
Baths:
4.00
Sq.Ft.:
3,300
Status:
Active
MLS#:
21700385
Type:
Single Family
Lot size:
1.53 Acres
Year built:
1986
Courtesy: William Raveis RE & Home Serv.
View additional info

Waterfront Home on Scudder Bay provides a peaceful estate setting, and private dock. From this 1.53 acre property boating to the Centerville River, Nantucket Sound, Sampsons Island and other adventures are just minutes away. A terraced English garden, stone walls & pathways adorn the landscape offering serenity. Other exterior amenities include a heated gunite pool w/ large patio area, and 70'deck, providing ample space to relax & entertain while enjoying the panoramic views. This spacious Cape style home was designed by John Barnard and it offers captivating waterviews from every room. The interior's open floor plan includes a family room w/vaulted ceiling & gas fireplace, light & bright kitchen w/ dining area, living room w/fireplace, and 1st floor master suite with a large

$429,000

63 Pine Lane Osterville, MA 02655

Beds:
2
Baths:
1.00
Sq.Ft.:
700
Status:
Active
MLS#:
21700061
Type:
Single Family
Lot size:
0.3 Acres
Year built:
1953
Courtesy: William Raveis RE & Home Serv.
View additional info

*MORE PICTURES COMING! *Undergoing Renovations! *Please check back for more pics soon!! Waterfront Villa in the Heart of Osterville! Close to shopping, restaurants, library and Dowses Beach! Wonderful quiet neighborhood location w Mesmerizing views of Sam's Pond. Open living/dining area w beautiful fir flooring, built-ins and slider to 12'x24'Deck with perimeter seating great for entertaining, BBQ's & enjoying the ever changing waterfront vistas. The sky lit kitchen has water views and dining area. Both bedrooms have fir flooring & good sized closets. Walk out lower level w views could offer expansion possibilities as well. Outside the very Private back yard there is a large brick patio w enclosed outside shower, nice landscaping and irrigation out front. Low maintenance home &

$344,900

82 Fortes Way Osterville, MA 02655

Beds:
3
Baths:
2.00
Sq.Ft.:
1,075
Status:
Active
MLS#:
21700176
Type:
Single Family
Lot size:
1.01 Acres
Year built:
1972
Courtesy: William Raveis RE & Home Serv.
View additional info

Location, Location! Split Ranch on 1+ acres nestled in between 2 wooded vacant lots only a half mile to Main Street Osterville. 1 mile to Dowses. 3 bedroom/2 Bath. Upper portion has an Open Kitchen/Living Room/ Dining with a slider to a raised deck.Also on the upper level there are 2 bedrooms and a full bathroom.Lower level has 1 bedroom/Living room, Laundry and 1 Bathroom with attached 1 car garage and extra space.There is also a small barn and a tool shed on the property. No thru traffic and seasonal neighbors. If you want super privacy yet be close to Osterville center, this is worth a look. Good summer rental history in 2015 & 2016. All prospective Buyers and/or their Representative should verify all information listed. Some measurements are approximate. Home Owner is a MA Real

$2,300,000

25 Oakdale Path Osterville, MA 02655

Beds:
4
Baths:
5.00
Sq.Ft.:
3,850
Status:
Active
MLS#:
21700008
Type:
Single Family
Lot size:
1.42 Acres
Year built:
1988
Courtesy: Oyster Real Estate
View additional info

Pristine Archibald built home in Oyster Harbors - 1st time on the market! This handsome home is nicely sited on a private 1.42 acre lot with golf course frontage. It boasts a well laid out floor plan, the heart of which is a family room with vaulted ceilings, wood burning fireplace, custom bar, and slider to signature brick patio. Flowing off of this room is a spacious and sparkling eat-in kitchen, dining room, and formal living room. The 1st floor master suite features a private bath with dressing area and his/her closets. The second floor bedrooms each have their own baths. The 4th bedroom is located in a separate wing of the house and is perfect for guests or au pair. Central AC throughout. Upscale comfort best describes this well built and inviting home, perfect for

$1,499,000

1266 Main Street Osterville, MA 02655

Beds:
2
Baths:
1.00
Sq.Ft.:
1,361
Status:
Active
MLS#:
21610125
Type:
Single Family
Lot size:
0.42 Acres
Year built:
1950
Courtesy: Sea Glass Realty, Inc.
View additional info

Here is your opportunity to own a fantastically exposed and unique Osterville property that consists of a single family home and two separate commercial parcels all located on Main Street, Osterville. The residential Cape Cod style home has 2BR, 1 bath and sits on .42 acres of land (1266 Main Street). The commercial property to the south of the home was once Fraser's Garage years ago and has approximately 1,350 square feet of work space, two garage bays and sits on .34 acres of land(corner lot-1254 Main Street). The commercially zoned property to the north of the home is undeveloped and is approximately .46 acres of land(1276 Main Street). Buyers are responsible for all due diligence and measurements.

$9,500,000

81 Oyster Way Osterville, MA 02655

Beds:
5
Baths:
8.00
Sq.Ft.:
7,205
Status:
Active
MLS#:
21610144
Type:
Single Family
Subdivision:
Oyster Harbors
Lot size:
2.78 Acres
Year built:
1999
Courtesy: Robert Paul Properties, Inc.
View additional info

Exceptional waterfront estate located within the premier gated community of Oyster Harbors. This stunning five bedroom residence with lush landscaping and breathtaking views of West Bay and Nantucket Sound combine to create the ideal waterfront setting. The dramatic, light filled interior spaces have been thoughtfully designed and offer expansive windows with beautiful water views. Anchoring the home is a well-equipped kitchen with a spacious dining area opening into a great room with vaulted ceilings and fireplace. There's a handsome study/den and spacious and elegant first floor master bedroom. Custom columns, built-ins and beautiful wood floors enhance these spaces. Additional bedrooms on the 2nd level along with a private bedroom suite with sitting room, kitchen and bath are

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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.

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