Osterville MA Homes for Sale

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$619,000

39 Tower Hill Road Unit 18C Osterville, MA 02655

MLS: 22301002
Type:
Condo
Sq.Ft.:
1,278
Status:
NEW LISTING
Beds:
2
Year built:
1981
Baths:
2.00
MLS#:
22301002
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A broker reciprocity listing Courtesy: Compass Massachusetts, LLC 508-206-8726

ADDITIONAL INFORMATION

Looking for a light and bright condo in the heart of Osterville...then this is it. This lovingly renovated home exudes warmth and charm. The rooms are all spacious and inviting. You will love having coffee on your private deck complete with a new awning. The living room boasts a wood burning fireplace and is open to the dining room. Both baths have been renovated as well. Storage unit in the lower level. Don't miss this rare offering in the heart of Osterville...close to beaches, restaurants and all the village has to offer....

$549,000

727 Main Street Unit C3 Osterville, MA 02655

MLS: 22300910
Type:
Condo
Sq.Ft.:
1,232
Status:
Active
Beds:
2
Year built:
1982
Baths:
2.00
MLS#:
22300910
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A broker reciprocity listing Courtesy: Kinlin Grover Compass 508-362-2120

ADDITIONAL INFORMATION

In the heart of Osterville Village! Just steps to Fancy's market, multiple restaurants, boutique shopping, library, and Armstrong-Kelley Park. Less than a mile to Dowses Beach and Joshua's Pond. Wianno Knoll's sought after location is close to everything, yet offers privacy and beautifully maintained grounds. This bright and cheerful second floor corner unit is sure to impress. The open floor plan features a formal entry, large living room with cathedral ceiling, kitchen & dining area with slider to private deck, main bedroom with private bath, ideal size 2nd bedroom, full guest/hall bath, and back entrance with mudroom/laundry area and pantry. Freshly painted with newer hardwood floors & Central AC. There is also a potential to add a fireplace. Lots of windows and closets, plus extra storage space in the basement. Pets under 40lbs allowed. This is a great getaway or year round residence. Enjoy Cape Cod living at its best!

$12,500,000

227 Bridge Street Osterville, MA 02655

MLS: 22300899
Type:
Single Family
Sq.Ft.:
4,033
Status:
Active
Beds:
8
Lot size:
2 Acres
Year built:
1900
Baths:
5.00
MLS#:
22300899
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A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-420-1414

ADDITIONAL INFORMATION

From its unparalleled location on Little Island in Osterville, this special waterfront estate overlooks the sparkling waters of West Bay and offers breathtaking water vistas from its private and elevated setting. This 2.45-acre lot features a substantial deep water dock, private sandy beach and an expansive yard perfect for entertaining. Classic in design, the 3,315 square foot main house, filled with natural light, is abundant in space with six bedrooms and a substantial multilevel deck. The first floor features grand living and family rooms both with impressive fireplaces and gorgeous water views on three sides, a spacious cook's kitchen, dining area and a primary suite with two walk-in closets, luxurious bathroom and incredible water views. The second floor features five bedrooms, two full bathrooms and a water view balcony. The outdoor living spaces are equally impressive, with a sprawling backyard and patio areas providing ample space for relaxation. A two-bedroom guest house with deck is available for overflow guests. With its incomparable location, fabulous amenities, and stunning water views, this waterfront estate on Cape Cod is truly a once-in-a-lifetime opportunity to enjoy your own piece of paradise. Osterville offers beautiful beaches and landmark oceanfront estates and with its peninsular location and ample waterways, it's a boater's dream. Home to the exclusive Oyster Harbors Club and Wianno Golf Club, it's also ideal for the dedicated golfer. Spend the day sunning and swimming at Dowses Beach, then explore Osterville's quaint yet sophisticated downtown, full of great shops and charming restaurants.

$895,000

84 Newport Ln Osterville, MA 02655

MLS: 22300885
Type:
Single Family
Sq.Ft.:
2,380
Status:
Active
Beds:
3
Lot size:
0.35 Acres
Year built:
1983
Baths:
3.00
MLS#:
22300885
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A broker reciprocity listing Courtesy: Property Cape Cod 508-420-4200

ADDITIONAL INFORMATION

Tranquility meets refinement in this home nestled within the enchanting Osterville Village landscape, just 2 miles from the town's charming center. This home blends spaciousness and functionality with 2 generously-sized living areas: one is perfect for hosting larger gatherings, while the other offers a serene oasis adjacent to the kitchen. Both spaces feature sliding doors that open onto an expansive, well-appointed deck - the ideal setting for alfresco celebrations amidst a private backyard, enveloped by the embrace of stately mature trees. The main floor features a primary bedroom suite with a renovated bathroom and walk-in closet. Upstairs, two additional bedrooms share a tastefully updated bathroom. A versatile bonus room above the garage suits a home office, gym or overflow guest space. Storage abounds throughout the home, from the spacious closets to the large basement with soaring ceilings, providing ample extra space. This Osterville home presents a serene and sophisticated living experience, granting convenient access to the town's finest offerings, including pristine ocean beaches and picturesque ponds.

$11,900,000

19 Marquand Drive Osterville, MA 02655

MLS: 22300870
Type:
Single Family
Sq.Ft.:
14,216
Status:
Active
Beds:
7
Lot size:
5 Acres
Year built:
2021
Baths:
9.00
MLS#:
22300870
Save Property Request Info
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A broker reciprocity listing Courtesy: Sotheby's International Realty 508-428-9115

ADDITIONAL INFORMATION

What words define luxury for you?Price--major expenditures of energy, time and funds are required to create luxury.Rarity--Unique, and one of a kind for sure.Exclusivity--there is nothing else like this in existence, let alone available.Integrity--every facet of this residence is of the highest standard.Perfection--Luxury strives for perfection... it's not always achieved, but that's the goal.19 Marquand Drive personifies every word on the list and is the closest to the perfect estate that we've had the pleasure to present. Every millimeter of this extraordinary residence was thought out and curated to create a jaw-dropping masterpiece on five acres of south-facing land with expansive views of, and a dock on Warren's Cove.Seven bedrooms, soaring ceilings framing 21/2 stories of windows that let the outside in, guest apartment, a full Ritz-level spa, pool tennis court, and too much more to mention here. Discover the story of this masterpiece of relaxed yet elegant living. Truly, a home for the generations that you can reward yourself with now.Please verify all information contained herein.

$21,500,000

132 South Bay Road Osterville, MA 02655

MLS: 22300830
Type:
Single Family
Sq.Ft.:
10,929
Status:
Active
Beds:
8
Lot size:
2 Acres
Year built:
2019
Baths:
12.00
MLS#:
22300830
Save Property Request Info
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A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-420-1414

ADDITIONAL INFORMATION

Sophisticated interiors and sweeping ocean views define this extraordinary waterfront estate. Newly finished and set on two acres with a swimming pool and private dock, unsurpassed quality and attention to detail are found throughout. The grand entryway leads to a spacious living room with soaring ceilings and walls of glass that set the stage with a stunning backdrop of West Bay. Designed to embrace outdoor living, a spacious deck and pool area run the length of the home along the water, creating the feel of a private seaside resort. The marble-clad kitchen is ideal for entertaining, while six en suite bedrooms offer luxurious accommodations for all. The exquisitely appointed primary suite features an office, sitting area, private deck, two dressing rooms, and a spa-like bathroom. Additional highlights include a home gym, wine cellar, and two separate apartments for staff or guests.

$6,475,000

150 Sea View Avenue Osterville, MA 02655

MLS: 22300677
Type:
Single Family
Sq.Ft.:
4,043
Status:
Active
Beds:
7
Lot size:
1 Acres
Year built:
1910
Baths:
6.00
MLS#:
22300677
Save Property Request Info
Inquire About This Property, xomemail@xome.com, 844-400-9663
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A broker reciprocity listing Courtesy: Kinlin Grover Compass 508-420-1130

ADDITIONAL INFORMATION

In the heart of Wianno, this premier Sea View Avenue residence, is steps to the Wianno Club. Designed by Philadelphia architect, Wilson Eyre in his deliberately informal, prairie shingle style, this unique and welcoming home was originally built as the ''Pine Lodge''. Combining old world charm and modern conveniences, this house has been elegantly updated and meticulously maintained while retaining the integrity of the architecture and superior craftsmanship seen throughout. Featuring 7 bedrooms, 5.5 baths, grand living and dining rooms, classic porches and an exceptional backyard complete with a beautiful outdoor kitchen, custom pool, spa and fire pit, this home is sure to delight. Inside and out, this property offers gracious seaside living and entertaining at its best.

$10,000,000

468 Wianno Avenue Osterville, MA 02655

photo unavailable
Type:
Single Family
Sq.Ft.:
6,492
Status:
Active
Beds:
6
Lot size:
1 Acres
Year built:
1884
Baths:
8.00
MLS#:
22300596
Save Property Request Info
Inquire About This Property, xomemail@xome.com, 844-400-9663
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A broker reciprocity listing Courtesy: Compass Massachusetts, LLC 508-206-8726

ADDITIONAL INFORMATION

The Grand Dame of Wianno is available....this signature property has been lovingly restored to even better than in its Glory Days. The perfect home for entertaining with 6 plus bedrooms, a grand ballroom that features the largest window on Cape Cod, formal living room and dining room, an exquisite gourmet kitchen, an additional family room, home office and more. The interior elevator makes for easy access to the upstairs bedrooms. The exterior grounds are gorgeous with an exceptional in ground pool, many decks and patios and the potential for a guest house and Sport's Court. Did I mention water views of East Bay, close proximity to Dowses' Beach and a short stroll to Osterville Village. A one of a kind offering!!

$1,495,000

42 Pond Street Osterville, MA 02655

MLS: 22300556
Type:
Single Family
Sq.Ft.:
2,650
Status:
Active
Beds:
3
Lot size:
6 Acres
Year built:
1988
Baths:
3.00
MLS#:
22300556
Save Property Request Info
Inquire About This Property, xomemail@xome.com, 844-400-9663
View additional info
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-420-1414

ADDITIONAL INFORMATION

Make this the year you start enjoying life on the Cape in this luxurious, renovated home with plenty of acreage to make your future plans come true! Invest for your family or invest in your portfolio...either way this home will exceed your expectations. From the open flexible floor plan with vaulted living room ceiling, high end kitchen appliances, quartz countertops, new floors, shiplapped walls, modern bathrooms and finished bonus room..to the new decking, new patio with fire pit, new outdoor shower, plenty of acreage to put in a stunning pool, close distance to town and Joshua's Pond and more. If that isn't enough...how about having deeded rights to Sam's Pond which you can go explore on your 5+ acres! There is a full basement for storage or future finishing, a two car garage and new paved driveway with cobblestone edging. The professional interior decor is negotiable if you want to start using right away, along with rental history data if you want to start making money right away...either way this house is the one!

$5,895,000

149 East Bay Road Osterville, MA 02655

MLS: 22300514
Type:
Single Family
Sq.Ft.:
2,738
Status:
Active
Beds:
4
Lot size:
1 Acres
Year built:
1958
Baths:
4.00
MLS#:
22300514
Save Property Request Info
Inquire About This Property, xomemail@xome.com, 844-400-9663
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A broker reciprocity listing Courtesy: Sotheby's International Realty 508-428-9115

ADDITIONAL INFORMATION

In the heart of Osterville Village, this masterfully restored classic shingle-style home blends timeless charm with sophisticated design. An estate-like entranceway with Belgian block stonework and professionally landscaped grounds hints at perfection within. Gracing the first floor is an impeccably appointed kitchen with state-of-the-art appliances and custom cabinetry; stylishly refined cocktail bar-inspired zone, ideal for entertaining or quiet retreat; and primary bedroom suite with luxurious marble bathroom and soaking tub. Artistry, craftsmanship, and elegant simplicity present throughout: wide plank engineered floors, bespoke lighting, reclaimed accent beams, high-end fixtures and hardware. The sprawling backyard with lawns, bluestone patio, and mature trees offers hedged privacy and melds seamlessly with the house. Ideally situated between the village and Dowses Beach on one of Osterville's premier streets, this exquisite property is truly one of a kind. Buyers and agents must verify all herein.

$684,900

329 Swift Avenue Osterville, MA 02655

MLS: 22300501
Type:
Single Family
Sq.Ft.:
972
Status:
Active
Beds:
2
Lot size:
0.31 Acres
Year built:
1953
Baths:
1.00
MLS#:
22300501
Save Property Request Info
Inquire About This Property, xomemail@xome.com, 844-400-9663
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A broker reciprocity listing Courtesy: Sotheby's International Realty 508-428-9115

ADDITIONAL INFORMATION

TITLE V SEPTIC FOR 3 BEDROOMS. This charming cottage sits on almost 1/3 of an acre south of Rt 28 with convenient access to beaches, the village of Osterville, and all the amenities of the mid-cape. The 2 BR house features an open concept, creating a bright interior, and hardwood floors throughout. Enjoy the spacious back yard from the large deck and adjacent fire pit area. There is also an outdoor shower off the rear of the house. This is a fantastic opportunity to enjoy the Cape life. Please note, some photos are virtually staged. Please verify all information contained herein.

$775,000

39 Tower Hill Road Unit 15A Osterville, MA 02655

MLS: 22300135
Type:
Condo
Sq.Ft.:
2,916
Status:
Active
Beds:
2
Year built:
1979
Baths:
3.00
MLS#:
22300135
Save Property Request Info
Inquire About This Property, xomemail@xome.com, 844-400-9663
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A broker reciprocity listing Courtesy: Compass Massachusetts, LLC 508-206-8726

ADDITIONAL INFORMATION

Located in the heart of Osterville Village this one of a kind unit within Village Square North offers the easy condo lifestyle!With its own private entrance, this carefully maintained and renovated unit offers just over 2900 ft. of one level living on the first floor.The attention to detail from the crown molding, custom built-ins and wet bar, beautiful hardwood flooring, custom plantation shutters throughout and beautifully renovated kitchen, really shine through!The great room showcases a beautiful gas fireplace and opens up to the cozy living room and the formal den or a home office. There are two spacious bedrooms each offering a private updated full bathroom. The exterior is surrounded by professionally landscaped grounds, private patios and includes a garage.This unit and location has it all!

$1,950,000

106 Wianno Avenue Osterville, MA 02655

MLS: 22206291
Type:
Single Family
Sq.Ft.:
2,702
Status:
Active
Beds:
5
Lot size:
1 Acres
Year built:
1900
Baths:
3.00
MLS#:
22206291
Save Property Request Info
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A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-420-1414

ADDITIONAL INFORMATION

Stately Center Entry Colonial. This 5 bedroom, 3 bath home, of approximately 2,700 sq. ft., is sited on a beautiful, level .68 acre lot. Live on prestigious Wianno Ave!Stroll to the many village shops and restaurants and enjoy the day on sandy Dowses Beach, swimming in the warm water of Nantucket Sound. Features include: hardwood floors, two gas log fireplaces, two ensuite bedrooms on the first floor, unfinished walk-up attic, generator, high ceilings and a two car detached garage. Loads of potential to renovate and bring this wonderful home back to it's highest potential. Being sold ''AS IS.'' Buyer and Buyer's agent to verify all information contained herein.

$6,950,000

408 Wianno Avenue Osterville, MA 02655

MLS: 22205126
Type:
Single Family
Sq.Ft.:
6,665
Status:
Active
Beds:
5
Lot size:
4 Acres
Year built:
2014
Baths:
7.00
MLS#:
22205126
Save Property Request Info
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A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-420-1414

ADDITIONAL INFORMATION

Magnificent custom-built residence in the heart of Osterville! This elegant estate on four acres, set against a backdrop of East Bay with beautiful water vistas, is the epitome of fine design and luxurious living in a stunning private setting. This striking home was created with true purpose and a meticulous design within the 6,000 square foot layout highlighted by beautiful mouldings, stunning millwork and custom floors and ceilings. A gracious entry leads to a spacious family room, dining room and living room all with water views. The natural light and open floor plan leads into a fabulous gourmet kitchen with a stunning center island, custom cabinetry, butler's pantry, mud room and laundry wing. A first-floor guest suite completes this level. The 2nd level features the stunning primary suite offering a luxurious bathroom, private sitting area and covered balcony with views. Three additional en-suite bedrooms and a home office make up this floor. Expanding the living space, the third-floor features 3 additional rooms. All floors are easily accessed via elevator. Well-designed outdoor spaces include beautiful, covered porches and open patio areas, exquisite landscaping and a 3-car detached garage. There are approvals in place for a detached three-bedroom guesthouse. There is a separate three bedroom septic system for the guest house. This one-of-a-kind property, tucked away in the quaint village of Osterville, is close to beaches, shopping and fine dining.

$13,000,000

255 Bayberry Way Osterville, MA 02655

MLS: 22203874
Type:
Single Family
Sq.Ft.:
4,896
Status:
Active
Beds:
7
Lot size:
6 Acres
Year built:
1988
Baths:
6.00
MLS#:
22203874
Save Property Request Info
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A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-420-1414

ADDITIONAL INFORMATION

Welcome to ''Point House'' a spectacular 5.98-acre waterfront estate on a peninsula overlooking the glistening waters of West Bay. In a setting of unsurpassed beauty, the 4,896 square foot residence offers truly exceptional water vistas, beautiful gardens, an expansive private sandy beach, and a substantial deep-water dock from which you can sail into the waters of Nantucket Sound. The 6-bedroom home features generous yet comfortable living spaces, beautiful architectural detailing, custom wood flooring and 5 fireplaces. The entry foyer welcomes you to the beautiful views and impressive deck that runs the length of the home and beckons you to step outside to take in the panoramic views. Highlights include a light filled, two story great room with a beautiful floor-to-ceiling brick fireplace, a well-equipped kitchen opening into the dining area and a family room accented by a fireplace all opening to the outside living spaces making this flow ideal for quiet family enjoyment or larger scale entertaining. Two bedrooms and a sitting room with fireplace can also be found on the 1st level. The primary bedroom features beautiful water views, a spacious bath, walk in closet and a large sitting room with fireplace, and three additional bedrooms and a sitting room finish the 2nd level. A third-floor walkup to a tower provides the perfect vantage point to watch the incredible sunsets you'll experience from this property. Also offered is a detached two car garage which includes living space above for extended family and guests. This seaside estate affords the utmost privacy yet offers proximity to the village of Osterville with its boutique shops and fine dining. Experience an exceptional lifestyle from this one-of-a kind waterfront estate!

$30,000,000

835 Sea View Avenue Osterville, MA 02655

MLS: 22200155
Type:
Single Family
Sq.Ft.:
15,500
Status:
Active
Beds:
7
Lot size:
4 Acres
Year built:
2012
Baths:
14.00
MLS#:
22200155
Save Property Request Info
Inquire About This Property, xomemail@xome.com, 844-400-9663
View additional info
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties 508-420-1414

ADDITIONAL INFORMATION

Set on Osterville's exclusive Sea View Avenue with commanding views over Nantucket Sound and an unprecedented 280 feet of private sandy beach, a once-in-a-lifetime coastal oasis awaits. Magnificent landscaping sets the stage, with specimen trees and lush plantings that offer total privacy across 3.66 acres. Designed in perfect harmony with its surroundings, virtually every room has ocean views and direct access to the outdoors. A thoughtful layout divides the residence into a main house and attached guest house with a total of 7 en suite bedrooms. Outdoor living is highlighted by a resort-style swimming pool, summer kitchen, and expansive terrace for sunbathing and al fresco dining. Additional amenities include a 5,000-bottle wine cellar, golf simulator, gym, massage room, 7 garage spaces, and a separate staff house. Located in one of New England's most sought-after waterfront communities, this grand estate is minutes away from everything Osterville has to offer, yet a world apart.

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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 2023 Cape Cod and Islands MLS, Inc. All rights reserved.


Osterville Real Estate

The median home value in Osterville, MA is $1,012,000. The national median home value is $219,700. The average price of homes sold in Osterville, MA is $1,012,000. 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!

Osterville Weather

Osterville Real Estate Market Conditions

  • Median sales price

    $1,012,000
    -3276800% change since last quarter

  • # Active listings

    17
    30-day change

Osterville Schools and Demographics

Education near Osterville, MA

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

Elementary Schools near Osterville, MA

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

Middle Schools near Osterville, MA

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

High Schools near Osterville, MA

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

Demographics near Osterville, MA

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

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Osterville Zip Codes

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