Osterville Village

Discover Osterville Village, a beautiful oceanside town on Cape Cod. Look through a variety of current real estate in this beautiful location. Whether for a summer getaway or a permanent home, you are sure to find what you've been looking for.

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320 Parker Barnstable MA 02655

Osterville, MA320 Parker Road

Price$4,125,000

Est. Mortgage: $/month

MLS Number 22200265

  • Single Family
  • Village Osterville
  • Year Built 2002
  • Bedrooms 5
  • Bathroom 6

Located a short stroll from Osterville Village, this shingle-style home showcases stunning architectural details and scenic views over Wianno Golf Course and Parker Pond. Exquisite craftsmanship is on full display throughout, from a spacious covered porch that greets visitors to a gourmet kitchen with honed granite countertops and cherry cabinetry. The first-floor primary suite includes a luxurious marble bathroom and secluded home office. On the second floor, an open family room is seamlessly connected to the outdoors with front and back decks, while offering the utmost convenience with a thoughtfully designed kitchenette. Two bedrooms and two bathrooms complete the second floor. Additional highlights include a four-car garage with a self-contained apartment above, a lush backyard, and a large bluestone patio. Mere minutes from everything Osterville has to offer, this extraordinary residence delivers the quintessential Cape Cod lifestyle.

Listed by Paul E Grover of Berkshire Hathaway HomeServices Robert Paul Properties

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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50 Old Mill Barnstable MA 02655

Osterville, MA50 Old Mill Road

Price$979,000

Est. Mortgage: $/month

MLS Number 22200276

  • Single Family
  • Village Osterville
  • Year Built 2001
  • Bedrooms 3
  • Bathroom 4

Impressive three-bedroom home in the highly sought after location of Osterville Village! Originally the site of Osterville's ''East District School'' (established in 1821), 50 Old Mill Road was built by the current owner in 2001. Many materials were salvaged from the historic schoolhouse and lovingly implemented in the new construction, such as a stone wall using the old foundation, wide plank barn board, and accent windows made from the original glass panes. The first floor features a spacious kitchen and dining area that is open to the inviting living room, where a beautiful built-in cabinet functions as a media center and bookcase. Also on the main floor is a half bath with washer/dryer hookup, and a primary bedroom suite with a full bath. The Southern Yellow Pine floors gleam throughout the second floor, where you will find two more bedrooms and a full bath. These bedrooms each feature vaulted ceilings, deep closets, and skylights that welcome plenty of natural light. There is also a bonus office nook upstairs, ideal for working from home. An unexpected bonus is the finished basement that offers an additional 670 square feet of living space. It is equipped with a full bathroom, laundry area, office with gas stove, and open space currently used for a gym. Arguably the most enticing features of the home are on the exterior. Enjoy a cup of coffee while relaxing on the expansive front porch that overlooks the manicured lawn. In the back of the home is a deck off the kitchen, outdoor shower, and a garden with water access. The three car garage has heat and water, providing the potential to use it for a variety of hobbies and functions. Recent upgrades include: new roof (2018), fresh interior and exterior paint (2019), several new appliances (2020), hot water tank (2021) and whole house generator (2020). Impeccably maintained, move-in ready, and in the center of town - you will rarely find a home in this price range that can check all of these boxes!

Listed by Shaelyn Hegarty of Frank A Sullivan Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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159 Main Barnstable MA 02655

Osterville, MA159 Main Street

Price$18,500,000

Est. Mortgage: $/month

MLS Number 22200221

  • Single Family
  • Village Osterville
  • Year Built 2017
  • Bedrooms 8
  • Bathroom 12

The lure of breathtaking water vistas and the appeal of luxurious appointments compliment the superb setting in this grand waterfront estate in the heart of Osterville. Overlooking the glistening waters of Nantucket Sound, this spectacular property offers an impressive 4 acres of beautifully manicured grounds, approximately 400 feet of water frontage, an infinity edge, heated pool with hot tub and fully equipped cabana, a private dock with a boathouse and 650 square foot waterside deck. Beyond the gated entry, down a winding drive, a beautiful courtyard sets the tone for this architecturally stunning residence filled with natural light, where only the highest quality materials and artisanship are displayed throughout. Built in 2017, this one-of-a-kind residence features 10,000 square feet of living space, dramatic vaulted ceilings, expansive windows, Elan Smart Home system, multiple fireplaces and eight en-suite bedrooms including a spacious primary suite on the first floor featuring fabulous water views, a sitting area overlooking the water, custom Travertine marble flooring in the luxurious master bathroom, and a bonus room/office. A gracious dining room overlooks the water and features a gas fireplace, with a butler's pantry discreetly accessed through pocket doors. The family room defines comfort with water views, a gas fireplace and a beamed ceiling, and the stunning home office is enhanced by handsome finishwork and a television hidden beneath a padded bench. The kitchen is truly the heart of the home, with the best of high-end appliances, numerous seating areas for entertaining, a built-in coffee bar, pantry with Liebherr 160-bottle wine refrigerator and adjoining three season sunroom. The second level offers seven en-suite bedrooms with spacious closets and custom tiled bathrooms, most with water views. An additional 2.11-acre Long Beach parcel with a sandy beach and secondary dock enhances the main property. This rare blend of classic charm, outstanding architectural details and modern appointments is truly the last word in gracious waterfront living.

Listed by Robert B Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

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%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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835 Sea View Barnstable MA 02655

Osterville, MA835 Sea View Avenue

Price$30,000,000

Est. Mortgage: $/month

MLS Number 22200155

  • Single Family
  • Village Osterville
  • Year Built 2011
  • Bedrooms 7
  • Bathroom 14

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.

Listed by Paul E Grover of Berkshire Hathaway HomeServices Robert Paul Properties

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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727 Main Barnstable MA 02655

Osterville, MA727 Main, Unit A2

Price$393,000

Est. Mortgage: $/month

MLS Number 22200041

  • Condominiums
  • Full Bath 1
  • MLS Status Active
  • Complex Wianno Knoll
  • Village Osterville

Small but special! This lovely one bedroom condo was just renovated to brighten, update, and enhance its natural charm. The cheery living room features hardwood floors, beamed cathedral ceilings, and sliding doors to the private back deck. Off the living area is the quaint kitchen, which features hand-hewn white oak floors, new appliances, and Baltic Birch countertops. The generous bedroom was also updated with a washer and dryer hookup in the closet, providing flexibility. The full bathroom was completely remodeled with a brand new tiled shower, vanity, toilet and fixtures. The hand-hewn white oak floors provide a lovely cottage feel, even in the bathroom. Additional updates include fresh paint throughout, and updated electric baseboard heat (2020). Additional storage is available in the attic or shared basement. Privately situated within the well maintained association of Wianno Knoll, Unit A2 is part of a duplex. This allows for an exclusive front door independent from the larger buildings. The central Osterville Village location right next to Fancy's Market and across from Armstrong Kelley Park makes this unit all the more appealing. Passing Title V in hand.

Listed by Shaelyn Hegarty of Frank A Sullivan Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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42 Pond Barnstable MA 02655

Osterville, MA42 Pond Street

Price$1,050,000

Est. Mortgage: $/month

Open House

MLS Number 22107214

  • Single Family
  • Next Open House: Sun 01/23 11:00 am. to 1:00 pm.
  • Village Osterville
  • Year Built 1988
  • Bedrooms 3

Serenely tucked away in peaceful woods this 3 bed 3 bath 2000+ sqft home is a perfect invitation to peaceful living in Cape Cod, ideally located less than a ten-minute walk to fun and food on Main Street Osterville, and less than a 5-minute drive to the beach. Step into this home and into the stunning Living room with warm hardwood floors reflected in the soaring ceilings punctuated by gorgeous skylights and brimming with natural light. The elegant double-sided fireplace guides one into the Dining room and kitchen with a beautiful brick face to the now cozy home hearth. The kitchen is large and features an indoor grill with a massive hood and extractor fan. Easy access to the elevated deck with expansive views of the open yard and wooded backlot is the perfect place to entertain. Space abounds with three bedrooms and three full baths, and if storage is what you need the large basement and two-car garage will not disappoint. Accept this home's warm invitation, come view today!

Listed by Danny M Griffin of Griffin Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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128 Starboard Barnstable MA 02655

Osterville, MA128 Starboard Lane

Price$3,850,000

Est. Mortgage: $/month

MLS Number 22107063

  • Single Family
  • Village Osterville
  • Year Built 1949
  • Bedrooms 4
  • Bathroom 6

This is a rare opportunity to purchase an Osterville waterfront compound that ambles along the river and is gently nestled into one of the most beautiful natural settings on Cape Cod. Watch swans nest, ducks swim and herons fly while enjoying indoor /outdoor living on over 2.5 acres. This Osterville home enjoys gracious rooms with beautiful views all on one level. The one bedroom guest house (480 sq. ft.) called 'The Crow's Nest', is its own charming get-away with a private bath, a mini kitchen and beautiful water views. The post & beam barn, known as, 'The Perch' was built as a separate office/gym on the grounds. It includes a great room with a wood burning stove and on the lower level a full bath, exercise room and service bar.128 Starboard Lane is a gardener's dream when it comes to life in the spring. The Meadow in bloom is breathtaking and the Rhododendrons lining the driveway are ablaze with color.The apple orchard is amazing along with the courtyard and outdoor spaces all with their own special gardens.Don't miss this special, one-of-a-kind opportunity to buy the perfect legacy property in Osterville!

Listed by Gene Orloff of Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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34 & 52 Caillouet Barnstable MA 02655

Osterville, MA34 & 52 Caillouet Lane

Price$14,500,000

Est. Mortgage: $/month

MLS Number 22106688

  • Single Family
  • Village Osterville
  • Year Built 1967
  • Bedrooms 8
  • Bathroom 9

Spectacular waterfront estate, with sweeping views of East Bay and Nantucket Sound, is distinguished by masterful design, meticulous attention to detail and a magnificent setting. This sophisticated property, nestled within 3.09 acres with 200 feet of water frontage, features main and guest houses, an in-ground gunite pool with pool house and a private dock with direct access to the Sound. The stunning five-bedroom main house, completely renovated in 2020, offers over 5,700 square feet of living space with water views from most rooms. Infused with natural light and the beautiful vistas, the interior of the house has a floor plan ideally suited for entertaining, both grand and intimate. Beyond the welcoming foyer, generously proportioned spaces have a graceful flow blending modern and traditional styles. Granite countertops, custom cabinetry, and top-of-the-line appliances fill the gourmet kitchen which opens into a fabulous family room. The open floor plan continues into formal living and dining rooms, connecting the main level to the outside patios, pool and meticulously landscaped grounds. A superb primary suite on the first floor offers an adjacent office with exterior access, and the second floor offers a charming sitting area, spacious media/game room and four bedrooms with stunning water views. The separate guest house with 2,500 square feet, three bedrooms and a finished walk out basement completes this incredible offering. 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! The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

Listed by Robert B Kinlin and Tom P Foley of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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26 Donna Barnstable MA 02655

Osterville, MA26 Donna Avenue

Price$1,595,000

Est. Mortgage: $/month

MLS Number 22106670

  • Single Family
  • Village Osterville
  • Year Built 1971
  • Bedrooms 3
  • Bathroom 3

If you are looking for a turnkey Colonial home within walking distance to Osterville Village, look no further! Ideally located in a quiet neighborhood offering 3 beds, 2.5 baths and extra bonus room for sleeping or office. The kitchen offers white cabinetry, Thermador appliances, beverage fridge and double thick quartz countertops with large island and plenty of room for a large dining table. Flooded with natural light, the adjacent family room with vaulted ceilings leads out to a large Azek deck. An additional first floor front-to-back living room has a gas fireplace & built-in cabinetry with window seat overlooking the yard. Extensively renovated in 2017, updates include hardwood floors, Andersen windows, recessed lights, custom closets, 2-zone HVAC with gas heating, tankless Navien, NEST thermostats/smoke detectors, irrigation & WiFi Kohler generator. All baths are updated with a Carrara marble primary bath with steam shower. Enjoy outdoor living in the large level yard with lush grass and plantings, oversized outdoor shower, wide driveway and exquisite hardscaping with striking curb appeal. Impeccably maintained, the list of upgrades is extensive and too numerous to list.

Listed by Jennifer A McCartin of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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749 Main Barnstable MA 02655

MLS Number 22105928

  • Commercial
  • Property Type Display D
  • MLS Status Active
  • Village Osterville
  • Year Built 1984

Excellent opportunity to own a Professional Office Condo in the heart of Osterville Village. This townhouse style property is accessed via the Mid-Level to an open reception area with a semi-private office, conference room and 2 restrooms (1 with full shower). The Upper Level consists of 1 semi-private office, 2 private offices, as well as a large conference / break room with kitchenette. The Lower Level is improved with a finished training style room (has previously served as a workout studio as well), wet bar and shower / sauna facilities. Excellent traffic counts, ample of off-street parking and signage. High income local demographic. Property is also available for lease. Contact Agent for details. Unit is heated and cooled by electric heat pump

Listed by Kevin Pepe of Commercial Realty Advisors,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Chatelain Real Estate are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Chatelain Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated January 22, 2022. All properties are subject to prior sale, changes, or withdrawal.

Chatelain Real Estate has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.