Waterfront Homes & Condos

Dreaming of cool summer breezes and sunshine? Discover waterfront homes and condos, a picturesque beachside town on Cape Cod, MA. Whether for a summer getaway or a permanent home, you are sure to find what you've been looking for.

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25 Dock Street Edgartown MA 02539

Edgartown, MA25 Dock Street

Price$25,000,000

Est. Mortgage: $/month

MLS Number 22305099

  • Residential
  • Bathroom 5
  • Bathrooms Total Decimal 4.5
  • Bedrooms 4
  • Full Bath 4

UNIQUE OPPORTUNITY IN HISTORIC EDGARTOWN ON MARTHA'S VINEYARD - Seize the chance to possess a truly extraordinary, highly esteemed, and unparalleled property on the eastern coast! Edgartown, known for its rich history, nautical charm, and scenic beauty is home to this remarkable property being offered for the first time in over 30 years! Edgartown's deep ties to its seafaring heritage are evident in its picturesque harbor, filled with sailboats, yachts, and fishing vessels. Strolling along the waterfront and enjoying the maritime ambiance is a favorite pastime for visitors and locals alike. Sited at the center of the harbor sits this rare offering featuring a beautifully appointed three-story residence with fabulous views, a two-story clubhouse on the harbor and more than 500 feet of deep-water dockage, capable of accommodating up to ten vessels, including superyachts. Experience the lively lifestyle of coastal living from this custom home featuring two balconies, beautiful hardwood floors, marble bath, custom stone-surround fireplace, and fabulous kitchen with high-end finishes. The waterfront clubhouse is ideal for entertaining guests at the harbor's edge. Utilize the docks for your own private fleet of boats, provide dockage for visiting friends and extended family, lease the slips, or embark on a charter business. The possibilities are endless! This landmark property in Edgartown, with its exceptional location, impressive and private deep-water docks, and refined residence with water's edge clubhouse all combine to create a special destination that captures the essence of Edgartown's vibrant cultural scene with art galleries, boutique shops and fine dining. This is truly a once in a lifetime opportunity. This property, currently known by boaters around the world as Mad Max Marina, has just celebrated their 30th season. 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 of Berkshire Hathaway HomeServices Robert Paul Properties

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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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155 Irving Avenue Barnstable MA 02647

Hyannis Port, MA155 Irving Avenue

Price$19,800,000

Est. Mortgage: $/month

MLS Number 22404975

  • Residential
  • Parking Spaces 20
  • Bathroom 8
  • Bathrooms Total Decimal 7.5
  • Bedrooms 7

Welcome to Port View, one of New England's most iconic oceanfront estates, available for the first time in a quarter century! Nestled within the exclusive Hyannis Port enclave and sited proudly at the helm of the world-renowned Kennedy Compound, this one-of-a-kind coastal estate and its famous neighbors have long epitomized a casual but classic American lifestyle. A gated driveway leads past rolling lawns and established landscapes by the legendary Olmstead brothers to reveal an impressive and stately 7 bedroom Main House, with 26 rooms all boasting spectacular water views of Hyannis harbor and the Nantucket Sound beyond! The perfect floorplan features large and gracious rooms with tall ceilings and beautiful architectural details throughout, including the fireplaced living and dining rooms, tavern, wood paneled library, sun porches, a third floor game room with mahogany inlay floors, and widows walk with roof deck. Tremendous outdoor entertaining opportunities surround the large pool, hot tub, firepit and ''wedding lawn'', which overlooks gorgeous dunes and nearly 500' of private beachfront. An icon in every sense, Port View is a pleasure to show, by appointment only.

Listed by Brian W Dougherty and John dePreaux of Corcoran Property Advisors

$
$
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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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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301 Whidah Road Chatham MA 02650

North Chatham, MA301 Whidah Road

Price$14,950,000

Est. Mortgage: $/month

MLS Number 22402425

  • Residential
  • Parking Spaces 5
  • Bathroom 7
  • Bathrooms Total Decimal 6.5
  • Bedrooms 5

Experience unparalleled craftsmanship in this remarkably designed contemporary home with commanding views of Pleasant Bay, Bassing Harbor, and Ryder's Cove. This oceanfront property features one of the most picturesque locations offered on the Cape with peaceful evening sunsets to lively 4th of July fireworks over Pleasant Bay. Take the stairs to the water and enjoy your own private beach and moor your boat out in front of your home. Designed by renown Salt Architecture, the residence seamlessly blends Cape Cod design with a modern aesthetic elevating seaside living to a level all its own. Using the finest of building materials, attention to detail and the quality of craftsmanship is evident throughout. From the design-inspired interior to the outdoor patio, and heated pool and spa area, nothing is overlooked in this seaside beauty. A tour of the home starts in the front entryway where guests are greeted with striking views of the water, a grand staircase, and a welcoming sitting area. Floor to ceiling windows draw you into the living room that features an exquisitely designed gas fireplace and rock mantel serving as the focal point of the room. On your way to the kitchen, you'll pass an extended wet bar centrally located to the living, dining, kitchen, and patio areas giving the space a friendly indoor/outdoor vibe when entertaining. Walking through this space and approaching the kitchen you'll understand the value of masterful building design. The scale and proportion of the combined kitchen and dining area are perfect as one blends perfectly with the other. A nearby three-season room with gas stove adds another space to enjoy the views and watch the boats go by. Heading from the kitchen towards the side entrance you pass the laundry area, mudroom with cubbies, a half bath, and a door that leads out to a deck where you'll find a BBQ grill area customized for the home. A private primary suite is located on the West side of the home, set apart from the main living areas. This suite has a private office overlooking the water, and a spa-like private bath and its own outdoor shower providing the ideal alfresco experience. The grand staircase is one of the home's focal points and stands as a work of art extending to all 3 levels. An expansive second floor landing greets you at the top of the stairs giving a bird's eye view to the living room below. 3 bedrooms are located on this level, with 2 having spa-like private baths and the other being a fun bunkroom for kids. You'll also discover a comfortable reading nook, laundry and a family room with its own private deck overlooking the pool and having panoramic views of the water and shoreline. The lower level is designed as the ideal recreation space for both adults and children. Here you'll enjoy a nautical themed bar and half-kitchen, exercise room, glass enclosed climate-controlled wine cellar, full bath, a custom-built pool table, and a comfortable entertainment space with a media area, perfect for movie nights. The residence comes complete with a detached 2 car garage with a private suite above having its own bedroom, bath, wet bar, and laundry. With sustainability in mind during the design process, the home features triple glazed doors and windows, Savant Smart System, radiant heat in the bedrooms and baths, all-electric mechanical systems, above code R values with continuous exterior insulation, locally sourced wood flooring and ceilings, a separate well for irrigation, and a generator for Key Systems. With 5 bedrooms, 6.5 baths, spanning over 7,000 SF of living space, and set on 2.18 acres, this home is truly the epitome of coastal living. We encourage a tour through our photo collection to see more of this remarkable residence. A picture is worth a thousand words.

Listed by Doug Grattan of Christie's International Real Estate Atlantic Brokerage

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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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552 Shore Road Chatham MA 02633

Chatham, MA552 Shore Road

Price$13,950,000

Est. Mortgage: $/month

MLS Number 22402778

  • Residential
  • Parking Spaces 8
  • Bathroom 7
  • Bathrooms Total Decimal 6.5
  • Bedrooms 7

Situated on a bluff with commanding views over Chatham Harbor, North Beach, and the Atlantic beyond, this extraordinary offering stands as one of the most significant estate properties on exclusive Shore Road. A short stroll from everything Chatham Village has to offer, the property boasts an unprecedented 2.86 acres with rolling lawns, mature landscaping, and a private sandy beach. Mesmerizing views take center stage immediately upon entering the residence, with gracious living spaces and exquisite architectural details. Fit for everyday living and grand entertaining, thoughtful scale and proportions are evidenced throughout. From a large seaside terrace to a secluded deck just above the harbor, numerous outdoor living areas are found across the park-like grounds with ornamental trees and gardens. Set in one of New England's most sought-after waterfront communities, this exceptional estate delivers an unsurpassed lifestyle.

Listed by Paul E Grover and Matthew de Groot of Berkshire Hathaway HomeServices Robert Paul Properties

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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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23 Oyster Pond Lane Chatham MA 02633

Chatham, MA23 Oyster Pond Lane

Price$12,500,000

Est. Mortgage: $/month

MLS Number 22402360

  • Residential
  • Parking Spaces 4
  • Bathroom 6
  • Bathrooms Total Decimal 5.5
  • Bedrooms 5

Set in the heart of Chatham Village, yet a world apart, 23 Oyster Pond Lane offers an extraordinary lifestyle in one of New England's most sought after communities. Hidden behind tall hedges, a winding driveway gives way to park-like grounds with manicured gardens and mature trees that set the stage for an inimitable seaside estate. Grand and inviting, the five-bedroom colonial residence is ideally perched on a bluff with panoramic views of Oyster Pond and Chatham Village. The interiors artfully balance old world craftsmanship and modern luxury with exquisite attention to detail throughout. At the heart of the home, a gourmet kitchen caters to indoor and outdoor living with French doors that open to a waterside terrace and swimming pool. The well-appointed primary suite is accessed via a private staircase, complete with a walk-in closet, study, and en suite bathroom. At the edge of the lawn, a private dock and boathouse offer endless activities on the water with easy access to Nantucket Sound and the Atlantic Ocean. This magnificent estate is located a short walk from Oyster Pond Beach, Main Street, and everything else Chatham has to offer. Offered furnished for summer enjoyment.

Listed by Paul E Grover and Matthew de Groot of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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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741 Sea View Avenue Barnstable MA 02655

Osterville, MA741 Sea View Avenue

Price$12,295,000

Est. Mortgage: $/month

MLS Number 22404666

  • Residential
  • Parking Spaces 12
  • Bathroom 6
  • Bathrooms Total Decimal 5.5
  • Bedrooms 6

Experience the epitome of coastal luxury on a sun-drenched day, where the shimmering water creates an enchanting ambiance. Nestled on over 2.3 acres along the prestigious Sea View Avenue, this extraordinary Osterville estate, built in 1929, is steeped in history and charm. Once cherished by the Crane Family, renowned for supplying the special paper for the U.S. dollar, this home has been lovingly enjoyed since its purchase in 2000. Step inside to discover breathtaking views of Nantucket Sound and 170 feet of pristine, sandy beach. The first floor features a spacious living area and a cozy den/dining room, both with wood-burning fireplaces. The kitchen, complete with a butler's pantry and bar area, leads to a mudroom providing additional storage. There is a first-floor bedroom option, half bathroom, and front to back sunroom with access to the serene Gunite pool equipped with a hot tub and pool house with full bathroom. The second floor offers five bedrooms, including two en-suites, and an additional two full bathrooms, providing plenty of space for family and guests. Additional highlights include wide pine floors throughout, detached carriage house with a finished room, walkout basement, and 7-bedroom septic system. Located just minutes from Osterville village, this iconic home represents a once-in-a-lifetime opportunity to own a piece of history and coastal elegance. Don't miss the chance to make this timeless estate your own.

Listed by Sarah J Harrington of Kinlin Grover Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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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168 Garrison Lane Barnstable MA 02655

Osterville, MA168 Garrison Lane

Price$11,995,000

Est. Mortgage: $/month

MLS Number 22403222

  • Residential
  • Parking Spaces 8
  • Bathroom 6
  • Bathrooms Total Decimal 5.5
  • Bedrooms 5

Set on highly sought-after Garrison Lane, this extraordinary residence boasts one of the most desirable locations in Osterville with panoramic views of West Bay and Eel River. The property is a boater's paradise with a protected deep-water dock offering easy access to Nantucket Sound. Beautifully constructed with exquisite finishes, the five-bedroom home is positioned to provide stunning water views from nearly every room, with multiple outdoor living areas. A large great room with double-height ceilings sits at the center of the home, with an adjacent eat-in kitchen that opens to a waterside terrace. Comfort and convenience are afforded with expansive primary suites on both the first and second floors. Three additional guest bedrooms are located on the second floor, while the finished walkout basement provides flexible bonus space with a kitchenette and wet bar. Set amidst rolling lawns and manicured gardens, this magnificent estate is minutes from everything Osterville has to offer.

Listed by Paul E Grover and Cindy Houlihan of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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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264-265 Sea View Avenue Barnstable MA 02655

Osterville, MA264-265 Sea View Avenue

Price$11,495,000

Est. Mortgage: $/month

MLS Number 22404664

  • Residential
  • Parking Spaces 6
  • Bathroom 4
  • Bathrooms Total Decimal 3.5
  • Bedrooms 7

''In its proper season, every door is unlocked, every window wide open.'' At 265 Sea View Avenue in Wianno, these words George Howe Colt beautifully captures, come to life. Indeed, this stunning shingled masterpiece greets you with over 200 feet of pristine shoreline along Nantucket Sound, inviting you to embrace the carefree spirit of summer.With shoes long forgotten, step off the covered porch and onto lush lawns, a sun-drenched seaside deck, and soft sands. The 4,200 square foot home boasts seven bedrooms, inviting gathering spaces and a gourmet kitchen where culinary memories await. Each window frames breathtaking views, creating a seamless connection to the impossibly blue sky above.Additionally, the property includes .82 acres across the way--ideal for a garage, guest house or whatever your imagination desires. With both parcels, you have the opportunity to create the perfect backdrop for cherished memories, celebrated milestones, and a rejuvenated spirit.265 Sea View Avenue is not just a home; it's the ultimate coastal escape. Contact us to arrange your private tour and discover the magic for yourself. Please verify all information provided.

Listed by John B Cotton,Jr of Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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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77 Towhee Lane Orleans MA 02653

Orleans, MA77 Towhee Lane

Price$10,995,000

Est. Mortgage: $/month

MLS Number 22403397

  • Residential
  • Bathroom 7
  • Bathrooms Total Decimal 6.5
  • Bedrooms 5
  • Full Bath 6

Pleasant Dreams is a spectacular one-of-a-kind family compound on perhaps one of the most desirable pieces of property on Cape Cod. This 2.5 acre estate boasts approximately 345 feet of saltwater frontage directly on Pleasant Bay with access to the Atlantic Ocean and showcases 180-degree breathtaking views of Pleasant Bay and beyond. This compound features 3 unique buildings. An approximately 7000 square foot main house, a guest cottage with pool and a boat house. This home contains the finest in craftsmanship and impeccable attention to detail. The large, open professional kitchen complete with top-of-the-line appliances, an oversized island and generous windows that overlook the bay makes this the natural centerpiece of the main house. Designed and professionally manicured landscaping with multi-level stone walls and gardens makes this property look magazine worthy. A truly unique family compound where memories will be created for a lifetime.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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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71 Towhee Lane Orleans MA 02653

Orleans, MA71 Towhee Lane

Price$10,995,000

Est. Mortgage: $/month

MLS Number 22404581

  • Residential
  • Bathroom 8
  • Bathrooms Total Decimal 7
  • Bedrooms 5
  • Full Bath 6

Extraordinary new construction on sought-after Pleasant Bay. This rare opportunity features a stunning five-bedroom residence with a swimming pool, boathouse, deeded beach access, and rights to a private mooring. Showcasing unsurpassed quality and craftsmanship, the open concept floor plan caters to modern living with a spacious living and dining area with coffered ceilings, a gas fireplace, and sweeping water views through sliding glass doors that line the waterside of the home. The adjacent gourmet kitchen is a chef's dream with a Wolf range, Sub-Zero refrigerator, granite countertops, and a butler's pantry. Just outside, the pool and spa area provides a resort-like setting, complete with a cabana featuring a kitchenette, bathroom, and outdoor shower. A secluded first-floor primary suite offers total comfort and convenience, boasting a large walk-in closet and luxurious bathroom. On the second level, three well-appointed bedroom suites all enjoy bay views. The walkout lower level is perfect for relaxing after a day on the water, finished with an entertainment area, kitchenette, and full bathroom. Ideal for boating and fishing enthusiasts, the newly renovated boathouse on Pleasant Bay includes a kitchenette, living room, bathroom, and large deck with stairs to the water. Additional highlights include a three-car garage with a guest apartment above. Ready to be enjoyed, this one-of-a-kind estate delivers Cape Cod living at its finest, located minutes from Wequassett Resort, Eastward Ho!, and everything else the area has to offer. 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 Paul E Grover and Matthew de Groot of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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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255 Bayberry Way Barnstable MA 02655

Osterville, MA255 Bayberry Way

Price$10,900,000

Est. Mortgage: $/month

MLS Number 22203874

  • Residential
  • Parking Spaces 5
  • Bathroom 6
  • Bathrooms Total Decimal 6
  • Bedrooms 7

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!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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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74-75 Viking Road Orleans MA 02653

Orleans, MA74-75 Viking Road

Price$10,900,000

Est. Mortgage: $/month

MLS Number 22402489

  • Residential
  • Bathroom 7
  • Bathrooms Total Decimal 6.5
  • Bedrooms 8
  • Full Bath 6

Experience unparalleled tranquility and privacy at this stunning waterfront estate, part of a former sailing camp, Camp Viking. Spanning a total of seven acres, this exquisite property is nestled in a serene and picturesque setting, offering multiple residences, a private dock, a boathouse, a tennis/pickleball court, and complete privacy. With 995 feet of pristine beach frontage along Little Pleasant Bay and the Namequoit River, you'll enjoy excellent boating opportunities or simply a peaceful day on the beach. The main residence features single-floor living with an open floor plan that exudes classic elegance, with fantastic indoor and outdoor areas for entertaining, including a screened-in porch perfect for those summer nights. Meticulously maintained, the estate also includes multiple guest houses loaded with Cape Cod charm and set among beautifully landscaped grounds. This special property is ideal for the discerning buyer seeking ultimate privacy in a luxurious, nature-filled environment. A sophisticated compound that offers the best in waterfront living. Website Vikingpointcapecod.com Seller welcomes offers with requests for buyer concessions.

Listed by Eva Scott and Daphne Lowe of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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 November 11, 2024 6:21 PM EST. 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.