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41 Cobbs Hill Road Chilmark MA 02535

Chilmark, MA41 Cobbs Hill Road

Price$39,000,000

Est. Mortgage: $/month

MLS Number 22502133

  • Residential
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 7,846
  • Town Chilmark

One of the most exclusive estates across the Northeast, Blue Heron Farm on Martha's Vineyard is set on nearly 30 acres of lush landscaping along the shores of Tisbury Great Pond. The former summer residence of President Obama and family, chosen for its incredible privacy, serenity and significance, this multi-generational compound is protected by surrounding farmland and mature trees. Approached by a long gated drive, and past a 150 year old barn that was relocated from Pennsylvania, the beautiful Main House with bespoke interiors and a wraparound porch overlooks rolling lawns and a quintessential boat house with dock and private beach. A separate guest house, design studio, gym, tennis court, garages, additional guest accommodations and staff housing are thoughtfully sited around the property. Multiple riding rings and paddocks for the equestrians and gentleman farmers, while the stunning Norman Foster designed pool house is a true work of art, ideal for personal relaxation or sophisticated entertaining alike. A legacy property like no other, Blue Heron Farm is a pleasure to show, by appointment only.

Listed by Brian W Dougherty of Corcoran Property Advisors

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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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25 Dock Street Edgartown MA 02539

Edgartown, MA25 Dock Street

Price$25,000,000

Est. Mortgage: $/month

MLS Number 22305099

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 2,347
  • Town Edgartown

UNIQUE OPPORTUNITY IN HISTORIC EDGARTOWN ON MARTHA'S VINEYARD - Seize the chance to possess a truly extraordinary, highly esteemed, and unparalleled property on the East 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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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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27 Marchant Avenue Barnstable MA 02647

Barnstable, MA27 Marchant Avenue

Price$14,500,000

Est. Mortgage: $/month

MLS Number 22501420

  • Residential
  • Bedrooms 8
  • Bathroom 7
  • Square Feet 5,064
  • Parking Spaces 4

Iconic Waterfront Estate in Historic Hyannis Port: Introducing a rare opportunity to own a landmark waterfront estate in the heart of Hyannis Port - an exclusive coastal enclave rich with history and timeless Cape Cod charm. Perfectly perched on an elevated 1.11-acre bluff with 200 feet of private sandy beach, this notable seven-bedroom residence offers panoramic views across Nantucket Sound and direct sightlines to the famed Kennedy Compound. The property has been transformed through a masterful collaboration between the current owners, architect Dell Mitchell, and interior designer Heather Wells. Today, it stands as a sophisticated yet relaxed modern coastal retreat. With over 5,000 square feet of beautifully curated living space, every room is oriented toward the water, maximizing natural light and drawing the outside in. A dramatic entry foyer opens to sweeping views of the sea, setting the tone for the home's seamless connection to its extraordinary backdrop. Whitewashed plank walls, beamed ceilings, and wide windows evoke a breezy, beachy elegance, while refined finishes and rustic details lend warmth and authenticity. The spacious living room offers a serene gathering space framed by large scale windows that capture uninterrupted ocean views and enhanced by a striking fireplace. Just beyond, a gracious dining room, ideal for gatherings of up to 12, anchors the home with coastal sophistication. The chef's kitchen is a showpiece, with a large center island, top-tier appliances, and custom cabinetry that echoes the home's relaxed yet refined sensibility. The sun-drenched sunroom, positioned on the east side of the home, provides access to the private beach, rolling green lawns, and a resort-style pool area with built-in fire pit and multiple seating areas. Offered furnished, the home's interiors are a curated collection chosen to echo the character of Cape Cod while elevating it with understated sophistication. Completing the estate is a three-car garage, guest quarters, a circular drive for elegant arrivals, and private access to a secluded beach that feels worlds away yet is just minutes from the best of Cape Cod. A generational offering in one of the Cape's most storied locations, this is coastal living at its absolute finest.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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

Chatham, MA301 Whidah Road

Price$13,950,000

Est. Mortgage: $/month

MLS Number 22402425

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 7,259
  • Parking Spaces 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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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

Barnstable, MA741 Sea View Avenue

Price$12,295,000

Est. Mortgage: $/month

MLS Number 22404666

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 4,470
  • Parking Spaces 12

Experience the epitome of coastal luxury on a sun-drenched day, where shimmering waters create an enchanting ambiance. Nestled on over 2.3 acres along prestigious Sea View Avenue, this extraordinary Osterville estate, built in 1929, is steeped in history and charm. Step inside to discover expansive windows that showcase breathtaking views of Nantucket Sound. Step outside to enjoy 170 feet of pristine, sandy beach, and a serene Gunite pool equipped with a hot tub and pool house with a full bathroom. The first floor features a spacious living area and a flexible den/dining room, both with wood-burning fireplaces. A first-floor bedroom adds convenience and versatility. The kitchen, complete with a butler's pantry and bar area, leads to a mudroom providing additional storage. The second floor offers five bedrooms, including two en-suites, and two additional full bathrooms, ensuring plenty of space for family and guests. Thoughtfully designed with multiple staircases, this home offers convenience and seamless flow between levels. 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 is the perfect property for anyone seeking an oceanfront sanctuary.

Listed by Sarah J Harrington of Kinlin Grover Compass

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$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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 Sand Point Barnstable MA 02655

Barnstable, MA71 Sand Point

Price$12,250,000

Est. Mortgage: $/month

MLS Number 22500873

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,747
  • Parking Spaces 6

Exquisite Waterfront Estate in Exclusive Oyster Harbors: Experience the pinnacle of coastal luxury with this magnificent Cape Cod waterfront estate, nestled in the prestigious gated community of Oyster Harbors. Boasting 450 feet of pristine water frontage with a private beach and breathtaking views over Cotuit Bay and North Bay, this property offers spectacular sunsets, an elegant coastal lifestyle, and unparalleled privacy. Stepping into the grand foyer, you are greeted by vaulted ceilings and expansive windows that showcase panoramic water views, seamlessly blending the outdoors with the refined interiors. The open-concept living spaces include a gracious living room, a fireplace-warmed dining room with custom built-ins, and a sophisticated sitting area, all designed for effortless entertaining. A private home library, accessed by a spiral staircase, overlooks both the main level and the serene waters of North Bay. The gourmet chef's kitchen is a masterpiece, featuring a granite center island, custom built-ins, and a charming breakfast nook with wraparound picture windows framing the breathtaking waterfront vistas. The sumptuous first-floor primary suite is a sanctuary of relaxation, offering private patio access, a spacious walk-in closet, and a spa-inspired en-suite with dual vanities, a luxurious soaking tub, and a glassless double-headed rain shower. The sun-drenched sunroom complete with a full wet bar and sliders on three sides opens directly to the meticulously designed outdoor living areas. The second level hosts four additional spacious bedrooms, a generous family room, and a bonus room with a private balcony, designed for both comfort and relaxation. This exceptional residence also features a partially finished lower level, thoughtfully designed to enhance both convenience and functionality with direct outdoor access perfect for accommodating small boats, golf carts and other recreational essentials. Set on 1.37 acres of pristine coastal land, this estate is an outdoor enthusiast's paradise. The meticulously landscaped grounds feature a built-in fire pit, an outdoor shower, a waterside in-ground pool, a sandy beach, and a private dock. A rare opportunity to own a world-class waterfront residence, this home delivers unparalleled elegance, modern luxuries, and the very best of Cape Cod's coastal living.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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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337 Commercial Street Provincetown MA 02657

MLS Number 22400772

  • CommercialSale
  • Square Feet 26,590
  • Town Provincetown

Available for purchase following 70 years of ownership, this exceptional waterfront property presents a rare investment opportunity. This historic commercial parcel, once home of the Hillard Wharf now Lands End Marine Supply & Hardware store, is one of the largest parcels in the TCC Zoning District with 141.87+/- feet of frontage. This multi-use property consists of over 15,000+/- sq.ft. of retail space on the first floor and over 7,000+/- sq.ft. of combined office, retail and residential spaces on the second and third floors. The residential space consist of two units, each over 2,400sq.ft. One penthouse unit features 2 bedrooms, 1 & 1/2 baths, 2 fireplaces, an office and panoramic views of the bay on one side and Commercial St. on the other. The second penthouse, a spacious waterfront deed-restricted 2 bedroom 2 bath with an oversized deck boasts spectacular panoramic views, as well. The basement storage extends throughout the entire footprint of the building. 18+ parking spaces available. Seller welcomes offers with requests for buyer concessions.

Listed by David M Nicolau and Iskren Georgiev of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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

Barnstable, MA168 Garrison Lane

Price$10,995,000

Est. Mortgage: $/month

MLS Number 22501299

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 7,565
  • Parking Spaces 8

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: 6.76% last updated on May 8, 2025
* 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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122 Pinquickset Cove Circle Barnstable MA 02635

MLS Number 22500265

  • Residential
  • Bedrooms 6
  • Bathroom 9
  • Square Feet 7,928
  • Parking Spaces 12

Presenting one of Cape Cod's most extraordinary waterfront estates, set on 7.6 acres of park-like grounds. Manicured gardens and specimen trees set the stage as one approaches this inimitable property designed by renowned architect Andrew Franz, featuring a main residence, guest cottage, and carriage house. Reminiscent of a private resort, the waterside of the home boasts an expansive terrace and infinity pool, ideal for relaxing or entertaining on any scale. Inside, an unprecedented combination of Old World elegance and modern luxury are found throughout, from the Savant Smart Home system to 200-year-old columns and hand-painted tiles imported from Europe. A chef's dream, the kitchen boasts two La Cornue ranges, soapstone counters, whitewashed brick walls and breathtaking water views. The primary suite is luxury redefined, complete with a sumptuous bathroom, dressing rooms, a private balcony, and a sitting room. Located minutes from Oregon Beach and everything else the area has to offer, this one-of-a-kind estate delivers a rare and extraordinary lifestyle.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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

Pending

MLS Number 22402489

  • Residential
  • Bedrooms 8
  • Bathroom 7
  • Square Feet 6,597
  • Town Orleans

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 The Eva Scott Group of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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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545 Sea View Avenue Barnstable MA 02655

Barnstable, MA545 Sea View Avenue

Price$10,800,000

Est. Mortgage: $/month

MLS Number 22502098

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 3,859
  • Town Barnstable

Set on Osterville's prestigious Sea View Avenue, this exquisite waterfront estate boasts an unparalleled combination of privacy, presence, and natural beauty. Sweeping views of Nantucket Sound and a pristine private sandy beach highlight this one-of-a-kind offering, located just minutes from everything Osterville has to offer. Accessed via a long, tree-lined driveway, coastal gardens and rolling lawns set the stage as one approaches the classic Cape Cod residence. Immediately upon entering, breathtaking views are on full display and continue throughout, with large windows and glass doors that seamlessly connect to multiple outdoor living spaces. At the heart of the home, a generously proportioned living room with three exposures is flooded with natural light, opening to a den on one side and a dining room on the other. Fit for any occasion, the dining room connects to the adjacent kitchen featuring an eat-in breakfast bar and water views. A guest bedroom completes the first level, offering convenience and flexibility. On the second floor, five additional bedrooms - including a spacious primary suite with mesmerizing vistas over Nantucket Sound - ensure ample accommodations for family and friends. Outside, the expansive lawn and terraces are ideal for embracing the outdoor lifestyle, while a staircase at the edge of the yard leads to one of Cape Cod's finest private sandy beaches. Just moments from The Wianno Club, Oyster Harbors, and the shops and restaurants of Osterville's Main Street, this rare and extraordinary property is ready to be enjoyed.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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$10,750,000

Est. Mortgage: $/month

MLS Number 22404581

  • Residential
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 7,539
  • Town Orleans

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: 6.76% last updated on May 8, 2025
* 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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501 Eel River Road Barnstable MA 02655

Barnstable, MA501 Eel River Road

Price$10,500,000

Est. Mortgage: $/month

MLS Number 22404283

  • Residential
  • Bedrooms 6
  • Bathroom 9
  • Square Feet 8,203
  • Parking Spaces 5

Discover the epitome of luxury living in this custom-designed waterfront estate, featuring breathtaking views of Eel River and Nantucket Sound. Located in the village of Osterville and set on an expansive and beautifully landscaped 2.4-acre lot, this stunning residence features over 8,000 square feet of meticulously crafted living space with rich details, modern comforts and extraordinary views. The grand interiors seamlessly blend with the exquisitely landscaped outdoor spaces, featuring an inground pool, hot tub, spacious pool house, and a substantial private deep-water dock.Upon entering the home, the grand foyer leads you into the magnificent great room with a two-story custom fireplace, where panoramic vistas of the water and breathtaking sunsets set the scene for unforgettable family gatherings as well as effortless entertaining. The generous floor plan also features a refined library, formal dining room, a gourmet kitchen with center island, custom cabinetry and top-of-the-line appliances and a state-of-the-art home theatre. The six ensuite bedrooms include a first-floor suite with French doors leading to the back yard and a lavish primary suite with a luxurious bathroom, two walk-in closets and a private deck overlooking the water. Enhanced with modern conveniences such as a Sonos whole-house sound system and a 9-zone Hydro air system, every detail has been carefully planned and implemented. Additional highlights include a private guest suite above the attached 3-car garage and a sprawling entertainment room with a balcony on the third level highlighted by western exposure to experience breathtaking sunsets. Located just minutes from the upscale boutiques and renowned dining of Osterville village, this extraordinary property offers a lifestyle of unparalleled elegance and tranquility by the sea. 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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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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25 Oyster Way Barnstable MA 02655

Barnstable, MA25 Oyster Way

Price$10,450,000

Est. Mortgage: $/month

MLS Number 22304800

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 7,157
  • Parking Spaces 5

Located within the private, gated golf community of Oyster Harbors, in the village of Osterville, is this magnificent five-bedroom waterfront residence with an in-ground pool and deep-water dock. This beautiful residence has the look and feel of a European estate with an open floor plan design and beautiful water vistas. Refined architectural details set the tone in this grand home with 7,157 sq. ft. of living space. Interior spaces begin with a spacious foyer opening into an extraordinary great room with vaulted ceiling, walls of windows, dramatic columns and custom fireplace. A light filled dining room overlooks the water with custom arched windows leading into a stunning chef's kitchen with coffered ceiling, granite countertops with large center island and access to a waterside patio. A lavish first floor primary suite and four additional bedrooms, including a full suite over the garage, offer ample room for family and friends. This unique and inspirational home is set on a private 1.65 acre parcel with beautiful outdoor seating areas overlooking the water, the pool, gardens and deep-water dock creating an ideal backdrop for entertaining family and friends. There is an attached three car garage, and this property provides plenty of extra parking. This one-of-a-kind property will appeal to the most discerning buyer.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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$9,995,000

Est. Mortgage: $/month

MLS Number 22403397

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 7,372
  • Town Orleans

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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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113 Seapine Road Chatham MA 02650

Chatham, MA113 Seapine Road

Price$9,950,000

Est. Mortgage: $/month

MLS Number 22500816

  • Residential
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 5,850
  • Town Chatham

Designed by the award-winning architectural firm Polhemus Savery DaSilva, this waterfront masterpiece has been refined with elevated finishes by renowned designer Lisa Tharp. Set on Crows Pond, the open-concept main level showcases breathtaking water views from the stunning chef's kitchen and great room with open dining area, all seamlessly flowing to a screened porch, expansive stone patio, infinity pool, and deck--a front-row seat to 4th of July fireworks, Coffered ceilings, custom built-ins, monochrome palettes, and striking light fixtures add to the home's sophisticated aesthetic. A private first-floor guest suite offers a serene retreat with its own patio and spa-like bath, while the upper level features a primary suite, a water-view bedroom, a charming children's room, and a central loft. The lower level is designed for entertaining, complete with a bunk room, full bath, game room, media area, and direct access to the outdoor shower. This turnkey resort-style retreat offers the best of coastal luxury, with thoughtfully designed indoor and outdoor spaces, ample room for guests, and unparalleled amenities for effortless entertaining.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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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16 Macmillan Pier Provincetown MA 02657

Provincetown, MA16 Macmillan Pier

Price$9,750,000

Est. Mortgage: $/month

MLS Number 22302465

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 7,872
  • Town Provincetown

Eight(8) 30' &40' DEEPWATER DOCKS! Where else on Cape Cod can you buy a 4 bedroom home, dock your 125' luxury yacht and earn substantial income?This is your opportunity to own one of the most iconic, valuable & unique properties on the East Coast. There's not enough hyperbole to describe the ever-changing 360 water views from every window at 16 McMillan Wharf.Currently listed at a Substantial discount to recent *Non-waterfront homes sold in Provincetown. Arbitrage opportunity. Luxury renovation would add tremendous value. We've included virtual design photos to peak your curiosity. This mixed use property w +-4000sf rental space and private marina!Experience sunrise and sunset over the water, whales breaching, migrating water fowl, world class dining, world-class fishing, the natural beauty of storm clouds traversing the sky, dappled morning light, sandy beaches, bike paths and hiking trails. Bring your yacht, architect, creative genius & immerse your friends & family in a waterfront experience that truly doesn't exist elsewhere. We strongly suggest you visit 16 McMillan wharf in person. Buyers & buyer's agents to verify all information.

Listed by Jonathan A Matel of William Raveis Real Estate & Home Services

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$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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

Barnstable, MA255 Bayberry Way

Price$8,950,000

Est. Mortgage: $/month

MLS Number 22203874

  • Residential
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 4,896
  • Parking Spaces 5

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

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$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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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40 Point Road Falmouth MA 02556

Falmouth, MA40 Point Road

Price$8,500,000

Est. Mortgage: $/month

MLS Number 22501120

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 6,340
  • Parking Spaces 7

Ensconced on a PRIVATE Peninsula this serene and tranquil Waterfront Retreat exists.Southern facing this stunning home on 1.07 A provides waterviews of Wild Harbor sailboats sailing by and a pathway to your Private ocean beach for daily swimming and kayaking.Professionally maintained annual plantings range from ornamental grasses,hardy hydrangea bushes and sprawling lawn that highlight the gas fire pit setting for the end of one's day quiet reflection.Retaining walls /patios of New England fieldstone, bluestone and granite meander down to water's edge.Casual lounging all enhanced by the heated salt water gunite pool /jacuzzi plus a Cabana cottage /bathroomThis outside Oasis accomodates relaxed togetherness of family/guests bearing sandy feet and wet bathing suits. Tailored architecture blended together with casual elegance the entry details of Mother of Pearl ceilings and coffered millwork invites one directly towards the Ocean!Pass thru glass doors into Private Business office supporting wall-sized custom built desk,bookcases, computer station and group seating for clients,Enormous shell chandelier suspends from Coffered ceiling of living rm- surrounded by pillars,gas fireplace,custom cabinetry/buffet/entertainment center with French doors leading to the Ocean! Flowing directly into the gourmet chef's kitchen for your entertainment venue.Boasting various islands for the delicious buffet-floor to ceiling cabinetry-gleaming appliances,Baker's station-wine cooler - Breakfast nook for beginning your new day ALL while enjoying gorgeous waterviews ! Enjoy a formal dining rm or the outside gazebo style porch offering Summer breezes during your El fresco dining experience. An exceptional 1st flr Master ensuite jacuzzi bathroom and private patio allowing access to the pool for the evening's last dip. Each of the three ensuite 2nd flr bedrooms are spacious furnished/decorated with European flair. There is a Common sitting area/library/relaxed game rm to be quietly enjoyed . Finally there is a charming private suite above the garage that is ideal for the au-pair or live in. Boat launch area or Fiddler's Cove Marina is nearby for your boating pleasure... OPEN HOUSE Saturday March 22 2025 and on Sunday March 23 2025. 12-3 pm OPEN HOUSE Saturday March 29 2025 and Sunday March 30 2025 12-3 pm

Listed by Linda P Gill and Kevin P Leddy of Kinlin Grover Compass

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$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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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8 Mill Road Harwich MA 02646

Harwich, MA8 Mill Road

Price$7,999,000

Est. Mortgage: $/month

MLS Number 22403568

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,338
  • Parking Spaces 4

Nantucket Sound waterfront estate sits gracefully overlooking the channels to Wychmere and Saquatucket Harbors. Located in Harwich Port's exclusive Wychmere Pines neighborhood, it is just steps away from the Stone Horse Yacht Club. Savor the days with family and friends picnicking on your private sandy beach or sitting on the deck surrounded by 1.19 private acres of natural landscape, marveling at the passing wildlife, the ever-changing light on Nantucket Sound and Monomoy Island, the welcoming southwest breezes, and the boats sailing in and out of the two surrounding harbors. It is just a short drive to the many restaurants and shops in downtown Harwich Port, but you may never want to leave. All 13 rooms in this thoughtfully designed and custom-crafted fifth-generation, 5 bedroom home have unobstructed water views. Opportunities to purchase such a magnificent Nantucket Sound waterfront estate don't come around very often.

Listed by The Bohman Hartung Group of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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 Premier Commercial are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Premier Commercial shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated May 15, 2025 7:51 AM EDT. All properties are subject to prior sale, changes, or withdrawal.

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