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Waterfront Luxury

61 Butlers Cove Road Edgartown MA 02539

Edgartown, MA61 Butlers Cove Road

Price$33,000,000

Est. Mortgage: $/month

MLS Number 22503053

  • Residential
  • Bedrooms 9
  • Bathroom 11
  • Square Feet 7,190
  • Town Edgartown

Beach Farm is a breathtaking 18.6 acre waterfront estate on Martha's Vineyard featuring unrivaled privacy, serenity, awe-inspiring views, private beaches, water sports and a rare walking path to the pristine beaches of the south shore. This truly one-of-a-kind estate borders Edgartown Great Pond, the famed South Shore, and is part of the storied Herring Creek Farm, an exclusive 200+ acre enclave of limited residences and a beautiful farm with barns, horses, sheep, cattle and meadows. All a short bike ride to Edgartown and just a 12 minute drive to Edgartown airport. The luxurious six bedroom home, completed in 2023, is designed with walls of glass that frame jaw-dropping views of the pond and ocean. Built by master craftsmen to the highest standards possible, and bespoke interiors, no expense was spared. There is a spectacular three bedroom surf house with outdoor sauna and cold plunge, a workout barn, beautiful walking paths and private beach.

Listed by Brian W Dougherty of Corcoran Property Advisors

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$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 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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196 Shore Road Chatham MA 02633

MLS Number 22504216

  • CommercialSale
  • Square Feet 13,388
  • Parking Spaces 32
  • Town Chatham

An exceptionally rare opportunity to acquire The Hawthorne in the heart of esteemed Chatham! Family-owned and operated since 1959, THE HAWTHORNE motel (32 total units) is offered for sale for the first time in 66 years! Perched on 3.2 ACRES with SWEEPING PANORAMIC WATER VIEWS of Pleasant Bay and the Atlantic Ocean, the property features an expansive lawn and PRISTINE PRIVATE BEACH with nearly 150 linear feet of ocean frontage. 196 SHORE ROAD is a short walk from boutique shops, fine dining, Chatham Seaside Links golf course, the famed Fish Pier and the iconic Chatham Lighthouse. THE HAWTHORNE offers the next owner the flexibility to continue operating a distinguished hospitality business, potentially expand on the existing improvements, completely redevelop a commercial property or give life to an unparalleled residential masterpiece. Buyer prospects are responsible for all due diligence. Don't miss this PREMIER OCEANFRONT OPPORTUNITY in the undeniably FINEST LOCATION in all of Cape Cod!

Listed by Michael Tammaro of Related Beal Sales,LLC

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$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 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

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%
$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 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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17 Indian Trail Barnstable MA 02655

Barnstable, MA17 Indian Trail

Price$23,850,000

Est. Mortgage: $/month

Pending

MLS Number 22502840

  • Residential
  • Bedrooms 8
  • Bathroom 9
  • Square Feet 7,310
  • Parking Spaces 8

A secluded treasure nestled on a private island. In the 1950s, Paul Mellon, heir to the famous banking family that established the National Gallery of Art in Washington D.C., and his wife Bunny chose this setting for a summer retreat. They created a home of elegance, comfort and great beauty, where they entertained world leaders, movie stars and industrialists. Bunny shaped the gardens and landscape, creating an exquisite blend of native plantings and trees.The 7,300-square-foot main house is integrated into the land, with its eight bedrooms offering views of either the sea or the gardens. Natural pathways wind through the property, connecting the main house to cottages--including a former art studio converted into a private suite--and lead to a beach house, where the Mellons hosted President John F. Kennedy and Jacqueline.With over five hundred feet of waterfront, a private dock, and access to a private island, now serving as a protected bird sanctuary, this is an island haven like no other.

Listed by Kelly Crosby of LandVest,Inc.

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$
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$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 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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835 Old Post Road Barnstable MA 02635

Barnstable, MA835 Old Post Road

Price$12,500,000

Est. Mortgage: $/month

MLS Number 22505617

  • Residential
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 7,467
  • Town Barnstable

Presenting one of Cape Cod's finest waterfront estates, set on the sparkling shores of Cotuit Bay with a substantial deep-water dock, resort-style swimming pool, and stunning water views. The seven-bedroom residence is finished to the highest standards with exquisite craftsmanship and top-of-the-line finishes. Upon entering, an inviting foyer leads to the heart of the home: an eat-in chef's kitchen that opens to a spacious living area equipped with a wet bar. Glass doors and oversized windows line the waterside of the home, seamlessly connecting to a covered stone terrace with radiant heat, electric hurricane shutters and screens, and an outdoor kitchen. Rich millwork, beamed ceilings, and custom built-ins are showcased throughout, from the formal dining room to a well-appointed family room with cathedral ceilings and a stone fireplace. An en suite bedroom completes the main level, while an elevator servicing each floor provides the utmost convenience and accessibility. On the second level, an expansive primary suite boasts two private balconies, two walk-in closets, a sitting room, a sumptuous bathroom, and mesmerizing views of Cotuit Bay. Two additional bedrooms offer refined accommodations, while a self-contained two-bedroom apartment with a kitchen and full bathroom can be accessed at the end of the hall - ideal for multi-generational living or staff. Designed as a thoughtful retreat and workspace, the third level features a study with panoramic views, two balconies, a kitchenette, and a bathroom. The walkout lower level delivers exceptional flexibility with 2,000 square feet of living space, including a game room, recreation room, bedroom, and full bathroom. Outside, the luxurious pool terrace offers the ambience of a private seaside resort with stunning views of the bay and across to Oyster Harbors. Mere steps away, one of Cape Cod's most significant deep-water docks affords endless possibilities for boating, with direct access to Nantucket Sound. A rare offering waiting to be enjoyed, this extraordinary waterfront compound is located minutes from Cotuit Village, Osterville, and everything the area has to offer.

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: 6.24% last updated on Nov 13, 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

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$
%
$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 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

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$
%
$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 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: 6.24% last updated on Nov 13, 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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14 Indian Trail Barnstable MA 02655

Barnstable, MA14 Indian Trail

Price$10,500,000

Est. Mortgage: $/month

MLS Number 22503092

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 3,087
  • Parking Spaces 4

Legacy, Lifestyle & Opportunity - A discreet treasure in one of Cape Cod's most prestigious enclaves, this exceptional waterfront property offers rare access to legacy, lifestyle, and limitless potential. Originally part of a historic compound long held by the Mellon family and now by noted philanthropist and collector William Koch, the property stands as a rare opportunity to own a slice of coastal legacy. This waterfront estate offers 1.78 acres of private grounds, a beautifully preserved five-bedroom residence, and a substantial deep-water dock with direct access to Nantucket Sound--accommodating six or more vessels with ease. Inside, the home exudes understated charm with a seamless connection to outdoor living--screened porch, expansive deck, and water views from most rooms. A welcoming main-level primary suite with adjoining study anchors the floor plan, while the heart of the home features a stone fireplace, an open-concept kitchen, and a screened porch that opens to an expansive deck--perfect for entertaining or quiet reflection. Upstairs, guest bedrooms are enhanced by gracious proportions and stunning vistas. With additional buildable parcels from the same legacy estate also available, this is a rare opportunity to establish a private compound in one of New England's most exclusive waterfront enclaves. A sanctuary of coastal beauty and historic significance, all within the beloved village of Osterville - home to world-class golf, protected waters, and the timeless allure of Cape Cod. 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: 6.24% last updated on Nov 13, 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: 6.24% last updated on Nov 13, 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$9,995,000

Est. Mortgage: $/month

MLS Number 22505080

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

Nestled amid beautifully landscaped grounds, this exceptional 7,500+/- square foot residence captures breathtaking views over West Bay and Eel River. A private sandy beach and deep-water dock provide effortless access to Nantucket Sound, creating a rare combination of serenity and seafaring adventure. Inside, the five-bedroom home blends refined architecture with inviting coastal warmth. A dramatic two-story great room opens to an expanse of windows that frame the water, seamlessly connecting the interior to the surrounding natural beauty. The thoughtfully designed main level includes a chef's kitchen adjoining a sun-filled sitting room, elegant dining room, gracious living room, and handsome home office. The first-floor primary suite offers a peaceful retreat with water views, while a second primary suite and three additional bedrooms complete the upper level. A captivating tower room provides a 360-degree vantage point for enjoying sweeping sunsets and the ever-changing coastal landscape. The finished lower level extends the living space with a recreation area, wet bar, and kitchenette, ideal for casual gatherings or guest overflow. A two-car garage, expansive outdoor terrace and lush gardens complement the home's elegant yet relaxed design. Privately positioned, yet moments from Osterville's charming village center, this remarkable estate epitomizes luxurious waterfront living on Cape Cod. 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: 6.24% last updated on Nov 13, 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$9,500,000

Est. Mortgage: $/month

MLS Number 22403397

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

LEGACY COMPOUND WITH EXTRAORDINARY VIEWS // 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: 6.24% last updated on Nov 13, 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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10 Rowes Wharf Boston MA 02110

Boston, MA10 Rowes Wharf

Price$8,995,000

Est. Mortgage: $/month

MLS Number 22504564

  • Condo
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,645
  • Town Boston

This Rowes Wharf penthouse is a true one-of-one--the result of a years-long, design-driven renovation by acclaimed McCormack Builders. The transformation created a brand-new, bespoke residence within one of Boston's most iconic harborfront addresses. A reimagined floor plan delivers sweeping 270 views of the harbor, city, and skyline, with the primary suite perfectly positioned to take in the water and activity below. Expansive open living, dining, and kitchen areas showcase breathtaking vistas in every direction, anchored by a chef's kitchen with custom coffee bar and top-tier appliances. A dedicated office with dynamic views provides a commanding workspace, while a separate secondary suite offers its own seating area--perfect as a private guest retreat or second primary. Every finish is bespoke, every detail intentional, and every system brand new--an undertaking of rare scale and vision. At Rowes Wharf, five-star amenities complete the experience: 24-hour concierge and valet, private health club, onsite dining, room and maid service, two deeded parking spaces, and available boat slips at your doorstep--offering a waterfront lifestyle that is both effortless and unmatched.

Listed by Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties

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$
%
$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 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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127 Wapoos Trail Chatham MA 02633

Chatham, MA127 Wapoos Trail

Price$8,250,000

Est. Mortgage: $/month

MLS Number 22503617

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,307
  • Town Chatham

Tucked within the exclusive & secluded enclave of Morris Island, this one-of-a-kind water view residence is a rare treasure offering architectural distinction and an intimate connection to Cape Cod's unspoiled coastal beauty. With panoramic views spanning Stage Harbor to the Atlantic shoreline, the home was thoughtfully designed to embrace its extraordinary setting--inviting nature's ever-changing light and tide into every living space. Whether you're taking in the sunrise from the terrace or enjoying quiet moments inside, this residence is a canvas of coastal tranquility and sophistication. Enhancing its unmatched location is a deeded path to the famed Monomoy Trail--an exclusive feature that offers direct access to serene landscapes and protected natural habitats. Step outside and explore miles of scenic trails, salt marshes, and wildlife-rich terrain right from your doorstep. It's an invitation to live in harmony with nature, every day. Inside, you'll find spaces that blend modern luxury with classic charm: soaring ceilings, handcrafted millwork, and expansive windows that frame ocean and harbor vistas. From the chef's kitchen to the spa-inspired baths, each detail reflects a commitment to comfort & artistry. Whether you're entertaining in elegant indoor spaces, relaxing on the sun-drenched deck or patio, or exploring your private path to Monomoy's pristine beauty, this home is more than a place to live - it's a place to thrive. Every detail, view, and moment capture the spirit of life on the Cape, offering a legacy property that's as inspiring as it is inviting.

Listed by Dee M Sullivan and Jenna Sullivan of Christie's International Real Estate Atlantic Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 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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246 Stage Island Road Chatham MA 02633

Chatham, MA246 Stage Island Road

Price$7,999,000

Est. Mortgage: $/month

MLS Number 22504540

  • Residential
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 4,717
  • Town Chatham

Set on nearly an acre in one of Chatham's most coveted enclaves, this Stage Island residence offers an extraordinary combination of refined craftsmanship and sweeping Stage Harbor views. The welcoming foyer opens to a dramatic living room with walls of glass framing the water, filling the space with natural light. A stylish kitchen with center island and dining area extends to an expansive deck, creating effortless flow between indoors and outdoors. The first floor also features a private ensuite bedroom, cozy den, and laundry area--providing flexibility for both guests and single-level living. Upstairs, three additional ensuite bedrooms include a serene primary suite with panoramic views, a spa-like bath, and spacious walk-in closet. With generous gathering areas and thoughtful details throughout, the home captures the essence of coastal luxury. The lower level adds over a thousand square feet of versatile living space with a large family room, fitness area, mudroom, and powder room. Designed with entertaining and everyday comfort in mind, the home also boasts extensive custom millwork, built-ins, and high-end finishes that elevate every detail. Outdoors, professionally installed Chatham blue granite walkways, a rear patio, and a built-in marine grill set the stage for alfresco dining and summer celebrations. Railings, landscaping, and window treatments throughout the home enhance both style and functionality. From sunrise over the harbor to evenings gathered on the deck, this property embraces its waterfront setting while offering modern ease. Stage Island's rare combination of privacy, natural beauty, and close proximity to town makes this a once-in-a-generation offering along Cape Cod's treasured coastline.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 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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44 Buena Vista Road Chatham MA 02633

Chatham, MA44 Buena Vista Road

Price$7,900,000

Est. Mortgage: $/month

MLS Number 22503738

  • Residential
  • Bedrooms 7
  • Bathroom 7
  • Square Feet 6,521
  • Parking Spaces 10

Chatham Waterfront Masterpiece. A private estate on Cape Cod's most coveted coastline in one of New England's most prestigious coastal communities. 44 Buena Vista Road is an extraordinary waterfront estate, a rare offering blending timeless elegance with resort-style amenities. Designed for both grand entertaining and intimate family living, this residence offers sweeping ocean views, sophisticated interiors, and seamless transitions to the outdoors. A grand 5-bedroom, 4 bath, 4,551 sf colonial home with impeccable craftsmanship & 5 fireplace features multiple sun-drenched living spaces and seamless indoor-outdoor flow. The 1,970 sf, 2 bed, 2.5 bath colonial guest house, built in 2016, is perfect for extended family & friends. Nestled along the Chatham shoreline this 2.6-acre property boasts a sparkling in-ground pool, hot tub, and beautifully integrated fire feature. Live an active lifestyle with a private tennis court, half basketball court, space for lawn games and all your summer activities. .2 miles to Hardings Beach, a premier Nantucket Sound beach. This is a once-in-a-generation opportunity to own a legacy estate on the water.

Listed by Shane K Masaschi of Compass

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$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 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$7,595,000

Est. Mortgage: $/month

MLS Number 22505128

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 6,340
  • Town Falmouth

Waterfront Perfection on Buzzards BayNorth Falmouth. At the tip of a private peninsula, this exceptional Cape Cod estate embodies the essence of elegant coastal living. Set on 1.07 acres with sweeping views of Buzzards Bay, the residence combines timeless architecture, refined craftsmanship, and every amenity for a luxurious seaside lifestyle. Built by renowned Osterville builder Polhemus Savery, the home offers five en suite bedrooms, including a first-floor primary suite and three additional bedrooms upstairs, plus a separate guest or nanny suite above the garage--ideal for extended stays. A comfortable second-floor family room provides a casual space for gathering. The light-filled, south-facing living areas are designed to capture the beauty of the Bay. The open-concept kitchen and living room, anchored by a gas fireplace, invite effortless entertaining, while the formal dining room offers an intimate setting overlooking the water. French doors lead to a covered porch and patio area that frame the saltwater system pool, spa and pool house, all just steps from your private beach--perfect for launching kayaks, paddle boards, sunfish sailboats and more. Additional features include hardwood floors, central air conditioning, custom built-ins, a private study, and so much more. Outdoors, enjoy both sunrise and sunset vistas, a heated pool, and direct water access for all your coastal pursuits. Residents may also join the nearby Wild Harbor Yacht Club, offering sailing, swimming, and a vibrant seaside community. A rare offering, out of the flood zone, in pristine condition, this estate represents the pinnacle of Cape Cod waterfront livingprivate, polished, and perfectly positioned on Buzzards Bay.

Listed by Kerrie A Marzot of Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 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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24 Westwood Road Falmouth MA 02556

Falmouth, MA24 Westwood Road

Price$7,250,000

Est. Mortgage: $/month

Pending

MLS Number 22504912

  • Residential
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 6,807
  • Parking Spaces 12

This stunning waterfront home is nestled within a coveted North Falmouth community and offers a private beach and association dock. Completely reimagined by an elite team of designers and builders, this sophisticated 5 bedroom residence features sweeping ocean views and spectacular sunsets! High-end finishes, custom hardwood floors, tile, stone and millwork are found throughout this special home. Entertainers delight with a large open-concept first-floor that centers around a stunning Christopher Peacock kitchen. The home office, cozy den, lower level lounge, gym, and sauna provide space for retreat, or large scale gathering. The resort-like exterior with large front lawn, gardens, sundeck and infinity-edge pool create the perfect setting for both relaxation or family activity, alike. A private path with direct beach and water access is a real treasure. This oceanfront property epitomizes sophisticated coastal living, blending thoughtful design with modern systems in a convenient location. A pleasure to show, by appointment only.

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

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$
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$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 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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21 & 23 Glenwood Street Yarmouth MA 02673

Yarmouth, MA21 & 23 Glenwood Street

Price$7,200,000

Est. Mortgage: $/month

MLS Number 22503154

  • Residential
  • Bedrooms 10
  • Bathroom 10
  • Square Feet 7,329
  • Town Yarmouth

A Unique opportunity to establish your family compound with this trilogy of waterfront homes overlooking Lewis Bay. Together, these three homes encompass over 7,000 sq. ft of living space and boast 10 bedrooms, 7 full and 3 half bathrooms. Each residence is meticulously designed to optimize the water views and includes expansive windows that bathe the living spaces with natural light. The open-concept floor plan connects the living and dining areas to the kitchen. Two of the homes feature a 1st floor primary suite. Notable features include gas fireplaces, shiplap wall paneling, custom millwork, gas heating and central air. Soak in the spectacular sunsets and enjoy outdoor dining from the multi-level decks, patios, and the three-season porch. Deeded beach rights and outdoor showers offer the ultimate in coastal living, ensuring every day can be a beach day. A property collection of this caliber rarely comes on the market; this is a once-in-a-generation opportunity not to be missed.

Listed by Anne Kennedy of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 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 November 15, 2025 3:21 PM EST. All properties are subject to prior sale, changes, or withdrawal.

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