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820 Jamaica LN, Naples
$79,990,000
225075672 MLS
A once-in-a-generation opportunity in the heart of Aqualane Shores. Encompassing nearly 4 acres across 7 contiguous lots, this extraordinary waterfront assemblage offers an unmatched 858 feet of continuous water frontage along a deepwater canal and Naples Bay. A true rarity in Naples, it combines panoramic bay views, direct Gulf access with no bridges, and three grandfathered-in boathouses - making it both a boater’s paradise and a developer’s dream. The site is cleared and ready for transformation, presenting the perfect canvas for a world-class private compound or multiple luxury estates. Situated just moments from the beach and Naples’ iconic Third Street South, this is among the largest and most significant land offerings ever presented in Aqualane Shores. A legacy property of rare scale and potential.

820 Jamaica LN, Naples

Courtesy of Waterfront Realty Group Inc.

Quad At Doble, Cambridge
$74,000,000
99 Beds ⋅ 99 Baths ⋅ 73592418 MLS
Presenting the Quad at Doble, a rare offering of three institutionally owned academic buildings and one surface parking lot located on Mellen Street, Oxford Street and Everett Street in Cambridge, Massachusetts. Situated in the heart of the Baldwin neighborhood, between Harvard Square and Porter Square, the portfolio offers a compelling value-add opportunity for both developers and education end users. Currently configured as dormitories and academic buildings, the Quad at Doble consists of 33 Everett Street, 30 Mellen Street, 34, 36 & 38 Mellen Street as well as 26 Mellen Street (surface parking lot) and 0 Mellen Street (walking path). The buildings feature a mix of dormitory bedrooms, a fitness center, cafeterias, classrooms and office space. **Investors are invited to submit bids on the full portfolio, sub-portfolios and individual properties.**

Quad At Doble, Cambridge

Listing courtesy of Listing Agent: Christopher Sower from Listing Office: Cushman & Wakefield.

112 Bonaire LN, Bonita Springs
$64,000,000
6 Beds ⋅ 9.5 Baths ⋅ 226038805 MLS
The rarest homes become part of a family’s story for generations. Set across 2.5 combined Gulf-front lots in Barefoot Beach, Collier County, the home spans 13,261 sqft under air & 22,826 in total. With 120 ft of direct beach frontage & nearly 450 additional ft of protected garden frontage, the estate enjoys rare privacy & permanence, with no future neighboring development along those boundaries. Designed by Herscoe Hajjar Architects, built by Ian Keyes of Keyes Homes, with interiors by Kelli Sultan of KVS Interior Design, the residence was conceived not simply to sit beside the Gulf, but to belong there. French oak floors milled in Italy, Egyptian shell stone, custom cabinetry, white bronze fixtures & sculptural steel staircase create a refined, organic palette, while expansive windows maintain an effortless connection to the water. 5 ensuite bedrooms grace the main home, including a primary retreat with a dressing room, dual closets with an island, twin vanities & a wet room featuring 2 showers & a soaking tub. An interior gallery leads to a private two-bedroom North Wing, designed for extended family, friends & visiting colleagues. With its own elevator, kitchen, living room ,garage, beach entry, & club room doubles as a boardroom - guests enjoy independence & privacy. Across the estate are 7 full & 3 half baths, 2 offices, 4 laundry rooms and a 5 car garage with golf cart parking. A mahogany wine room holds 3,900 bottles; the chef’s kitchen offers dual cooktops, Wolf appliances, a coffee bar & a butler’s pantry, served by the main-house commercial-grade elevator for catering and everyday convenience. A finished ground level of approx 1,500 square feet & a covered beach room extend the living space. Above it all, a rooftop 36-ft lap pool & spa overlook the Gulf & are maintained using a multistep oxidation system combining ozone & UV light to reduce harsh chemical use, complemented by a cabana, 2nd outdoor kitchen & expansive entertaining spaces. From the ground to the roof, the house was designed & built to maximize resiliency. Anchored by 103 predrilled, oversized 12-inch pilings, the home features megayacht-inspired marine-grade stainless steel exterior equipment, multilayer composite roofing, extensive waterproofing & drainage, lightening protection, thermal windows, whole-house fresh-air & water management, dual tanks afford 1,600 gallons of propane storage, Control4 smart home automation, & 100-kW whole-house generator with 400-amp service. A private boat slip & lift convey, offering access to inland waterways & the Gulf. Immediate access to the private Club at Barefoot Beach brings beachfront dining, tennis, private pool & full-service beach amenities. Holidays become traditions, celebrations bring generations together, & every return home is one worth looking forward to. A legacy property where a family’s story continues to unfold.

112 Bonaire LN, Bonita Springs

Courtesy of Coldwell Banker Realty.

1857 Galleon DR, Naples
$59,995,000
6 Beds ⋅ 9.5 Baths ⋅ 226005171 MLS
VIV Homes and Kukk Architecture present a truly awe-inspiring Legacy residence at the pinnacle of Port Royal luxury living. Set on an extraordinary oversized lot-and-a-half parcel with commanding, wide water vistas across Naples Bay, this rare homesite allows for an expansive architectural footprint, a gated entry, and one of the largest resort-style pool complexes in all of Naples, along with a substantial rear yard along the waterfront. The residence offers over 13,000 square feet of air-conditioned living space, featuring six bedrooms plus a study and exercise room, seven full and three half baths, a five-car garage, upper lounge, and two distinct pools and spas. Every element reflects uncompromising quality, from full concrete construction and slate roofing with copper gutters to limestone cladding, a grand entry fountain, and meticulously hand-selected natural stone finishes throughout. Interior refinements include bespoke Ruffino cabinetry, Poliform Italian-crafted closets, Legno Bastone wide-plank oak flooring, Cristallo quartzite countertops, a sophisticated bar, a formal dining room with a dramatic back-lit quartzite wine wall, and a dedicated wine room. Outdoor living is nothing short of extraordinary, offering resort caliber amenities with a fully equipped kitchen featuring grill and Evo, Renson motorized trellis, swim-up bar, five Tuuci umbrellas, and three outdoor fire features, including a striking sunken fire pit within the 90’ X 39’ main pool. A truly once-in-a-lifetime opportunity to own one of Port Royal’s most exceptional newly constructed estates. Expected completion December 2026.

1857 Galleon DR, Naples

Courtesy of William Raveis Real Estate.

Naples
$50,000,000
6 Beds ⋅ 7.5 Baths ⋅ 224019733 MLS ⋅ Rosewood Residences Naples BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. A True One-of-a-kind Penthouse. Located on Naples Miracle Mile on 5 pristine acres of direct beachfront, Rosewood Residences Naples offers a collection of 42 stylized, artful, customizable residences with unobstructed Gulf of Mexico views. Floor Plans vary from 4,226 to 9,673 square feet of living space, ceilings heights up to 11’6” to 12’6” and each offers expansive sunset terraces. Sophisticated design by MHK Architecture. Elegant and elevated interior design by Lillian Wu Studio, NYC. Managed by Rosewood Hotels and Resorts, the leading global lifestyle and hospitality management group known for their one-of-a-kind luxury hotels, resorts, and residences in 21 Countries. 24/7 concierge, security and valet. Exceptional indoor and outdoor facilities offer an intimate, private club atmosphere. Private, Resident only, waterfront dining, world-class fitness center with options for private training & yoga, sun deck, 75-ft zero-edge lap pool, resort-style pool, pool shelf chaises, poolside cabanas, day beds, multiple spas and firepits, and bocce courts. Towel, food & beverage service. Cold jet showers, sauna & steam room & private massage/treatment rooms. Soc. lounge, game room, 3 guest suites. Beach chair and umbrella service. Outdoor pursuits program including kayaking & Stand Up Paddle boards. Bicycle storage. Association-owned Residents use street legal golf carts. Residence features and Finishes include Expansive kitchen: Wolf, Sub-Zero, Waterworks plumbing fixtures, Rocky Mountain hardware and Irpinia cabinets. Summer kitchen with gas grill. Separate service galley with washer, dryer, sink, refrigerator/freezer, microwave, oven, dishwasher.

Naples

Courtesy of Ronto Realty.

4550 GORDON DR, Naples
$49,950,000
223062658 MLS
Commanding one of the most extraordinary settings in all of Naples, this once-in-a-lifetime waterfront offering spans nearly 270 feet of pristine beachfront along the Gulf of America with breathtaking views of Gordon Pass. Positioned on the coveted southern tip of Gordon Drive, among Port Royal's most distinguished estates, this exceptionally rare homesite represents the pinnacle of luxury coastal living. Nestled far from the nearest public beach access, the property offers an unrivaled sense of privacy, serenity, and exclusivity. Preliminary plans for a world-class legacy estate—an architectural magnum opus—have been masterfully envisioned by nationally acclaimed Randy Stofft of Stofft Cooney Architects, providing an extraordinary opportunity to create one of Naples' most iconic residences. Expansive vistas showcase the shimmering waters of the Gulf of America, the ever-changing activity of Gordon Pass, and an abundance of dolphins, manatees, and coastal wildlife from nearly every vantage point. Every sunrise, sunset, and sea breeze becomes part of an unparalleled waterfront lifestyle defined by elegance and distinction. As an added privilege, the property is eligible for Resident Membership at the prestigious, newly built $100M Port Royal Club, offering exclusive access to one of the nation's most celebrated private beachfront clubs. This is an exceptionally rare opportunity to build a legacy estate in one of the most coveted and prestigious waterfront enclaves in the world.

4550 GORDON DR, Naples

Courtesy of John R Wood Properties.

1801 Galleon DR, Naples
$45,000,000
6 Beds ⋅ 10.5 Baths ⋅ 226039870 MLS
Situated on an extraordinary lot-and-one-half in prestigious Port Royal, 1801 Galleon Drive presents a rare combination of a spectacular waterfront location, expansive grounds, and architectural elegance. Enjoying some of the most exceptional wide and long bay vistas in Port Royal, the property also offers captivating views of nature, creating an uncommon sense of privacy and tranquility. The remarkable depth of the property accommodates an impressive front motor court and courtyard while preserving an equally grand outdoor living environment. Vast terraces overlook a magnificent pool, sweeping lawns, and the breathtaking waterfront scene. A covered poolside cabana bar further enhances the home's luxurious entertaining capabilities. Encompassing approximately 13,775 square feet under air, the beautifully appointed residence embodies a timeless, traditional architectural aesthetic with an enduring sense of sophistication and refinement. Elegant formal living and dining rooms feature extensive custom millwork, while two separate offices, a spacious family room, multiple casual dining areas, a theater, and a large flex space above the garage provide notable versatility. The main residence currently offers six bedrooms with additional private guest quarters above the north garage with a generously proportioned bedroom, bathroom, and dedicated living area. Four garage bays provide appeal for the automotive enthusiast, further enhancing the property's stately amenities. With its panoramic waterfront setting, verdant grounds, distinguished architectural character, and outstanding spaces for entertaining family and friends, 1801 Galleon Drive represents a truly distinctive Port Royal offering. Eligibility for Port Royal Club membership adds to the property’s appeal with the opening of the newly completed Port Royal beach club.

1801 Galleon DR, Naples

Courtesy of William Raveis Real Estate.

18 Point Inner Way, Chilmark
$45,000,000
7 Beds ⋅ 13 Baths ⋅ 73523462 MLS
A rare offering on the shores of Nashaquitsa Pond, this extraordinary contemporary waterfront estate redefines luxury living in Chilmark. Set on 4.9 acres with a private 115-foot deep-water dock, this one-of-a-kind compound features striking modern architecture, walls of glass, and panoramic water views throughout. The main residence offers six ensuite bedrooms, including a spectacular first-floor primary suite with dual spa-inspired baths. Dramatic living spaces with soaring cathedral ceilings open to expansive decks and a screened porch overlooking the pond. Exceptional amenities include two chef’s kitchens, a private theater, wine cellar, outdoor shower, and a hilltop writer’s cottage with sweeping views. The pool house is a private wellness retreat with a heated indoor pool, spa, sauna, steam room, cold plunge, guest suite, and retractable glass walls. Additional highlights include a tennis court, boathouse, entertainment barn with gym and recreation space, and a six-car garage.

18 Point Inner Way, Chilmark

Listing courtesy of Listing Agent: Alyssa Halisky from Listing Office: Wallace & Co. Sotheby's International Realty.

150 Seaport Blvd. Unit GPH, Boston
$44,500,000
6 Beds ⋅ 10 Baths ⋅ 73567770 MLS ⋅ ['St. Regis'] BLDG.
Experience a new echelon of luxury living at The Grand Penthouse, the crown jewel of the St. Regis Residences. Encompassing over 10,000 sq ft across 2 dramatic levels, this one-of-a-kind home sits atop Boston’s iconic Seaport, offering panoramic views of Boston Harbor and the city skyline through soaring floor-to-ceiling windows. Designed with extraordinary attention to detail, the residence features a double-height great room, a sculptural curved floating staircase with glass railings, and a grand foyer with an Italian marble radial inlay floor. Every element is curated for refined living and entertaining at scale. The outdoor living experience is equally extraordinary, including a custom infinity-edge pool with a clear acrylic bottom, and a retractable Libart International glass roof, and sweeping water views from every angle. Blending the privacy of a custom home with the legendary service of the St. Regis brand, The Grand Penthouse is a truly rare offering Boston has never seen.

150 Seaport Blvd. Unit GPH, Boston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

71 18th AVE S, Naples
$44,000,000
6 Beds ⋅ 4 Baths ⋅ 224039753 MLS
No damage to the house from hurricane Milton! Stunning Beachfront Property with 151 feet (.95 acres) of Beach frontage with views of the Naples Pier! Experience the pinnacle of seaside luxury at this exceptional estate located in distinguished Olde Naples, where direct access to the pristine Gulf of Mexico beach defines an elite living experience. This property, with a commanding presence and western exposure, offers awe-inspiring sunsets that paint the sky, visible from nearly every vantage point of this meticulous residence. Crafted with an uncompromising attention to detail, the estate unfolds over a sprawling single-story layout designed for the most discerning tastes. The expansive grounds are meticulously landscaped to ensure privacy while providing panoramic views of the Gulf’s turquoise waters. Inside, the residence features a strategically positioned dining area adjacent to a state-of-the-art kitchen. This space boasts picturesque windows that not only illuminate the interiors with natural light but also offer breathtaking ocean views, making every dining experience a scenic indulgence. Above the three-car garage lies a beautifully appointed guest suite, which doubles as a tranquil yoga fitness room with yoga walls and swings. This space is enhanced with a luxurious steam shower, offering a private retreat for relaxation and rejuvenation, all while enjoying elevated views of the coastal surroundings. There are also ocean kayaks and paddle boards for your enjoyment. This estate’s prime location in Olde Naples places it within close proximity to the iconic Naples Pier and the vibrant array of upscale shopping and dining options. The affluent lifestyle offered by this area is unparalleled, making it a coveted destination for those seeking exclusivity and convenience in a beachfront setting. 71 18th Ave S is more than just a home; it is a statement of luxury and an invitation to enjoy a life of opulence and serene beauty. With its direct beach access and sumptuous amenities, this estate is a rare jewel in Naples’ prestigious real estate market, crafted for the most prestigious buyers seeking a sanctuary of the highest caliber. Walking distance to famous 5th Ave and Third Street where you can enjoy the fine dining, boutique and antique stores, performing arts, car shows, art fairs right on 5th Ave, free concerts at Cambier Park, all of it just steps away.

71 18th AVE S, Naples

Courtesy of Waterfront Realty Group Inc.

3696 NELSONS WALK, Naples
$41,500,000
6 Beds ⋅ 8.5 Baths ⋅ 226008320 MLS
Experience a rare opportunity to own a spectacular new construction estate in Port Royal, timed for completion alongside the highly anticipated new Port Royal Club. Perfectly positioned at the end of a quiet cul-de-sac, this exceptional property captures sweeping, wide-water western views over private Buccaneer Bay — offering breathtaking sunsets and 179 feet of total water frontage. Built to today’s highest construction standards, this architectural masterpiece is being constructed by Toscana Homes, with plans thoughtfully designed by Stofft Cooney Architects and interiors curated by Carrie Brigham Design. Every element reflects superior craftsmanship, timeless design, and refined coastal luxury. The first floor is a true entertainer’s dream, where every room enjoys stunning water views and seamless indoor-outdoor living. Two spacious living rooms, an elegant dining room flanked by a walk-in wine cellar and full bar, and expansive glass openings create a setting designed for both grand entertaining and relaxed waterfront living. The gourmet kitchen is outfitted with Wolf and Sub-Zero appliances, custom Soho cabinetry, and a fully equipped walk-in prep kitchen to accommodate catered events or everyday ease. The primary suite is a private sanctuary, offering tranquil bay views and a spa-inspired bath featuring separate his-and-her bathrooms connected by an oversized walk-in shower, along with two generous walk-in closets. An additional guest suite and an expansive club room are also located on the main level — each overlooking the pool and sparkling bay beyond. Upstairs, four spacious en-suite guest bedrooms provide ultimate privacy and comfort. A second-level lounge offers a welcoming retreat for family and guests, complemented by a fully equipped fitness room and built-in sauna for a true resort-style experience. New construction opportunities with wide-water western exposure are exceedingly rare in Port Royal. Completion is anticipated for the end of 2026, with immediate Port Royal Club eligibility upon purchase — presenting a unique chance to secure both a legacy property and premier club access in one of the country's most prestigious waterfront communities.

3696 NELSONS WALK, Naples

Courtesy of William Raveis Real Estate.

Aurora Landing Way, Bonita Springs
$41,000,000
226030785 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Gross Development Value of $210 Million! ZONING, DEVELOPMENT ORDER, BUILDING PERMITS FOR CONDO BUILDINGS, CABANAS, AND CLUBHOUSE APPROVED, DEP & ARMY CORE MARINA APPROVED PERMITS, AND INFASTRUCTURE INCLUDING UTILITIES, STREETS, FIRE HYDRANTS ALL COMPLETE. Singular opportunity to acquire a shovel ready luxury development and marina that has been fully approved and permitted in a prime waterfront location within the City of Bonita Springs, FL! Fantastic waterfront location on main boating channel as well as world class beaches just minutes down the road. This community is also located in the heart of Bonita Beach Road & US-41 corridor with dining, entertainment, and daily shopping convenient in all directions. Also, Convenient to major roadways yet set in quiet nature. Approvals and Permits are in hand start construction immediately! Development consists of 45 luxury condos that range from 2,000 to over 5,000 sqft with expansive lanais, and 11 foot ceilings. This community also a 32 slip ADA approved boat basin with multiple class docks. There is also a luxury clubhouse with full fitness and bar, resort pool with 6 cabanas. Every residence has a minimum two car private garage with a majority optioned for additional premiums for 2 plus storage,3 car ,and even 4 car plus storage. The community offers natural gas with units offering both interior gas ranges and outdoor lanai gas grilles (very rare)units also offer electric screens and shutters. Community features gated entrance and whole building natural gas back up generators. Approvals are in hand, condo docs and covenants have also been prepared, infrastructure and road is in - commence construction at closing!

Aurora Landing Way, Bonita Springs

Courtesy of Barry DeNicola Realty Inc.

3655 Fort Charles DR, Naples
$39,750,000
5 Beds ⋅ 6.5 Baths ⋅ 226019200 MLS
Welcome to The Sanctuary, a bespoke architectural masterpiece by Mark J. Leonardi, brought to life by A. Vernon Allen Builders. This nearly 8,600-square-foot waterfront estate showcases exceptional detail and craftsmanship, from its slate roof and copper gutters to natural stone accents and exquisite landscaping. Passing through the gates, reflection pools frame the forecourt, setting the tone for a serene experience. Inside, gentle light filters through vertical Tischler windows onto Portuguese limestone floors, illuminating curated interior vignettes. Designed as seven pavilions connected by glass-lined passageways, the home flows with discovery and intention. Floating walls eliminate the need for baseboards, enhancing a sense of weightlessness and architectural clarity. The layout weaves around private gardens, water features, and tranquil courtyards across a spacious lot and a half site. Each transition, from stone to glass, interior to exterior, is seamless and mindful. Clean lines, hidden storage, and a soft material palette create a calm, spa-like ambiance. Whether relaxing beside the palm-framed pool or walking the meditative halls, The Sanctuary is more than a home, it’s a retreat for the senses, designed to center, soothe, and restore. Eligible for immediate Port Royal Club membership to enjoy what will be the premier beach club in America.

3655 Fort Charles DR, Naples

Courtesy of Gulf Coast International Prop.

275 Gulf Shore BLVD N, Naples
$39,000,000
226032729 MLS
Discover the exceptional opportunity to design and build a custom beachfront residence on this expansive Gulf-front property featuring approximately 190 feet of beach frontage—one of the most significant parcels in the heart of Old Naples. Perfectly positioned along the sugar-sand shores of the Gulf, this oversized lot offers the ideal canvas for designing a world-class estate that embodies the best of Naples’ coastal lifestyle. The exceptional lot depth and width provide ample space for a grand architectural statement—complete with lush tropical landscaping, an impressive pool, and generous outdoor living and entertaining areas to capture the essence of indoor-outdoor living. Residents will relish the tranquil sound of waves, spectacular sunsets, and the gentle Gulf breezes that define this rare seaside setting. Situated on Gulf Shore Boulevard, this address represents the pinnacle of Naples exclusivity—just moments from the renowned Third Street South and Fifth Avenue South districts, offering fine dining, boutique shopping, and vibrant cultural experiences. The property is also located within close proximity to the new Four Seasons Naples Beach Club, further enhancing its prestige and desirability. Whether envisioned as a modern architectural masterpiece or a timeless coastal retreat, this unparalleled site presents an opportunity to craft a true legacy home in one of Naples’ most coveted beachfront locations.

275 Gulf Shore BLVD N, Naples

Courtesy of William Raveis Real Estate.

1975 Galleon DR, Naples
$38,500,000
6 Beds ⋅ 7.5 Baths ⋅ 226003650 MLS
Commanding 268 feet of prime Naples Bay frontage and situated on one of Port Royal’s most admired parcels, this iconic Port Royal residence represents an enduring legacy of architectural distinction and waterfront allure. The spectacular six bedroom, eight bath residence encompasses more than 11,000 square feet of living space, thoughtfully designed to capture panoramic water views from nearly every room. Built in 2005, the home reflects a bespoke blend of Georgian Colonial architecture with Caribbean and Palm Beach influences, resulting in a refined, timeless aesthetic. The residence features a dramatic two-story staircase, gourmet kitchen, formal and casual living and dining spaces, main-floor primary suite and study, elevator, and private theater. Wine storage, a wet bar, and seamless indoor-outdoor flow further enhance the home, with each detail curated to elevate both daily living and entertaining. A guest wing offers independent living with two bedrooms, full kitchen, great room, and private entrance, making it well suited for flexible use or extended visits. Outdoors, the estate’s scale and setting are unparalleled, offering remarkable amenities including a courtyard-style motor court, expansive lanai, outdoor kitchen, ample green space, and a resort-style disappearing-edge pool that blends seamlessly with the horizon of Naples Bay. Completing the waterfront lifestyle is a 93-foot boat dock with direct Gulf access. This celebrated estate presents enduring distinction in one of Naples’ most sought-after waterfront enclaves, with immediate eligibility for Port Royal Club resident membership.

1975 Galleon DR, Naples

Courtesy of Premier Sotheby's Int'l Realty.

1340 Spyglass LN, Naples
$38,000,000
5 Beds ⋅ 7.5 Baths ⋅ 226028063 MLS
Occupying one of the most coveted addresses in Naples, this spectacular new construction waterfront estate on Spyglass Lane offers desirable western exposure capturing sunset views while providing year-round afternoon sun on the pool/spa area. Solid concrete construction and breathtaking vistas down Treasure Cove further distinguishes this remarkable property. The design vision for this residence includes exceptional craftsmanship and effortless livability. Inspired by modern European architecture, the interiors feature a refined palette of natural stone, warm wood tones, and dark metal accents. The layout was carefully designed by Stofft Cooney Architects to maximize natural light, create seamless transitions between living spaces, and strengthen the connection between the indoor and outdoor living areas. Thoughtfully integrated lighting, architectural ceiling details, carefully framed views, and custom interior design features and finishes by Domina Design add character and enhance everyday living. The result is a residence that feels elevated yet approachable. Completing the lifestyle is exclusive access to the new Port Royal Club, which has just been completed. Widely regarded as one of the country's finest private beach clubs, it offers an unparalleled coastal experience that complements this incredible property.

1340 Spyglass LN, Naples

Courtesy of Gulf Coast International Prop.

55 Commonwealth Avenue, Boston
$38,000,000
5 Beds ⋅ 7 Baths ⋅ 73517239 MLS
Presenting 55 Commonwealth Avenue, a rare opportunity to acquire one of Back Bay's finest turnkey single-family homes, an address that rarely, if ever, comes to market. Spanning nearly 11,000 SF on the sunny side, this exceptional home offers a combination of scale, natural light, and turnkey living. Designed for both entertaining and everyday living, the home features formal living and dining rooms, an expansive family room, chef’s kitchen, library, multiple offices,media room, catering kitchen, and a wellness level with fitness studio, and sauna. The residence offers 5+ bedrooms with multiple ensuite baths, three private terraces, nine fireplaces, temperature-controlled wine room, multiple laundry rooms, and a best-in-class elevator with access to every level. Complete with 2 private garage spaces and 1 gated outdoor space, this home stands as the only turnkey single-family residence available on the sunny side of the second block of Comm Ave, a genuine once-in-a-generation offering.

55 Commonwealth Avenue, Boston

Listing courtesy of Listing Agent: Khoury Group from Listing Office: Serhant.

6873 Grenadier BLVD Unit PH03, Naples
$38,000,000
6 Beds ⋅ 6.5 Baths ⋅ 226006280 MLS ⋅ Epique BLDG.
NEW CONSTRUCTION | EPIQUE – PELICAN BAY Introducing Epique, a boutique luxury tower rising 19 stories and offering only 68 expansive residences, designed for those who value exquisite architecture, elevated design, and cutting-edge technology. This stunning Penthouse showcases 12-foot ceilings, 6 bedrooms plus an office, a private theater, exercise room, and an impressive 589 sq. ft. outdoor terrace. Included is an extraordinary 2,300+ sq. ft. private rooftop retreat featuring a private pool and spa, outdoor kitchen, and a vestibule with full bath—creating the ultimate indoor/outdoor lifestyle. Floor-to-ceiling glass walls frame breathtaking panoramic views, while the gourmet kitchen is outfitted with Wolf cooktops with natural gas and Sub-Zero appliances. This residence also includes two private 3-car garages, a rare and exceptional offering in high-rise living. Located in prestigious Pelican Bay, Epique is poised to be the final iconic tower to be completed in the community—truly unlike any other high-rise in Naples and the embodiment of relaxed luxury. Ideally positioned near the beach tram station, residents can enjoy a quick shuttle to the private beach clubs or take a scenic nature walk just minutes away. Epique is a state-of-the-art building offering concierge services, 24-hour staff, a private Dining Club, and an elegant outdoor lounge. Additional amenities include a fully equipped fitness center with Peloton bikes, steam room, sauna, and cold plunge, as well as a beautifully appointed gaming lounge, theater room, conference room, and more. All photos are renderings and do not represent the current standing of the property.

6873 Grenadier BLVD Unit PH03, Naples

Courtesy of Gulf Bay Marketing Group Inc.

1121 GULF SHORE BLVD N Unit 6N, Naples
$37,000,000
5 Beds ⋅ 8.5 Baths ⋅ 225072467 MLS ⋅ Olana Naples BLDG.
OLANA, an exclusive enclave of just 12 ultra-luxury beachfront estates, each spanning nearly 10,000 square feet and designed to embrace the Gulf’s natural beauty with floor-to-ceiling glass and expansive terraces that open to endless beach views and private gardens. Designed by renowned architect Randall Stofft with interiors by Champalimaud Design, each residence reflects a timeless aesthetic. Thoughtfully appointed with an array of private in-residence amenities, every home includes a fitness and wellness suite complete with sauna, steam room and cold plunge, an intimate theater, an elegant club and gathering room, and two distinct kitchens, a presentation kitchen and a separate chef’s kitchen designed for seamless entertaining. Enclosed garages accommodate 3-4 vehicles, and a dedicated concierge ensures every detail is attended to with personalized service. With direct beachfront access, OLANA offers a sanctuary just moments from the acclaimed dining, boutiques and cultural attractions of Old Naples. This is more than a residence, it’s harmony of architecture, design and location, where low density, nature and elevated living define this Naples desired address.

1121 GULF SHORE BLVD N Unit 6N, Naples

Courtesy of Premier Sotheby's Int'l Realty.

518 New Castle Ave, Portsmouth
$35,000,000
6 Beds ⋅ 9 Baths ⋅ 5114173 MLS
There are properties that simply cannot be replicated. Privately sited on 7.7 waterfront acres on Portsmouth's coveted Shapleigh Island, 518 New Castle Avenue is a once-in-a-generation New England estate, an extraordinary convergence of scale, privacy, architecture, and waterfront living just moments from the heart of downtown Portsmouth. With 13,450± square feet, this magnificent Shingle Style residence was conceived on a grand scale, pairing timeless coastal architecture with exceptional craftsmanship and sophisticated modern living. Georgian-inspired millwork, stately Tuscan columns, intricate wainscoting, and beautifully proportioned interiors create a residence of remarkable presence, while walls of windows capture sweeping water views and an ever-changing maritime landscape. Across 17 rooms, the estate offers 6 bedrooms, 7 full and 2 half baths, and an impressive collection of formal and informal living spaces equally suited for everyday living and grand-scale entertaining. A newly added balcony overlooking the pool creates an elevated vantage point of the estate's sweeping water views. Beyond the home, manicured grounds descend toward the Piscataqua River, where a private deep-water dock provides direct access to Portsmouth Harbor and the open Atlantic beyond. An attached 3-car garage is complemented by a separate 3-car garage with a finished 1-bedroom, 1-bath guest accommodation above, creating a private and flexible retreat for visitors. Nearly 6,000 square feet of unfinished lower-level space offers exceptional flexibility and storage, while a new roof completed in 2025 represents a significant recent improvement. Yet perhaps the estate's greatest luxury is one that cannot be recreated: complete seclusion across 7.7 waterfront acres while remaining connected to downtown Portsmouth and its cultural, culinary, and coastal lifestyle. 518 New Castle Ave is a landmark NH estate and a rare opportunity to steward one of the region's defining legacy properties.

518 New Castle Ave, Portsmouth

Listing courtesy of Mitch Varley from Compass New England, LLC. ()

1121 GULF SHORE BLVD N Unit 2S, Naples
$35,000,000
4 Beds ⋅ 6.5 Baths ⋅ 225072480 MLS ⋅ Olana Naples BLDG.
OLANA - an exclusive enclave of just 12 ultra-luxury beachfront estates, each spanning nearly 10,000 square feet and designed to embrace the Gulf’s natural beauty with floor-to-ceiling glass and expansive terraces that open to endless beach views and private gardens. Designed by renowned architect Randall Stofft with interiors by Champalimaud Design, each residence reflects a timeless aesthetic. Thoughtfully appointed with an array of private in-residence amenities, every home includes a fitness and wellness suite complete with sauna, steam room and cold plunge, an intimate theater, an elegant club and gathering room, and two distinct kitchens: a presentation kitchen and a separate chef’s kitchen designed for seamless entertaining. Enclosed garages accommodate 3-4 vehicles, and a dedicated concierge ensures every detail is attended to with personalized service. With direct beachfront access, OLANA offers a sanctuary just moments from the acclaimed dining, boutiques and cultural attractions of Old Naples. This is more than a residence, it’s harmony of architecture, design and location, where low density, nature and elevated living define this Naples desired address.

1121 GULF SHORE BLVD N Unit 2S, Naples

Courtesy of Premier Sotheby's Int'l Realty.

3301 Westview DR, Naples
$34,990,000
226039854 MLS
Former Airport Kia of Naples. A rare opportunity to acquire a purpose-built, two-story automotive dealership facility on ±4.35 acres across two parcels with excellent frontage and visibility on Airport-Pulling Road. Constructed in 2010 and well maintained, the ±43,480 SF building will be delivered vacant following the dealership’s relocation to its new facility nearby, with closing coordinated to the vacancy. Highlights include a large showroom with covered porte-cochère, a drive-through service porte-cochère, a service department with under-floor vehicle exhaust and overhead doors, a detail bay, a parts department, and second-floor private offices, storage, and locker room with showers. The building has an elevator, 1,600-amp 3-phase electrical service, fire sprinklers, and multiple split A/C systems. The site offers ±119 parking spaces plus extensive vehicle display areas. Zoned CPUD and approved for automobile sales; buyer to verify permitted uses. Located across from Naples Municipal Airport (APF) and close to Naples’ primary commercial corridors. Ideal for an automotive dealership, showroom, or other owner-user. Sale includes real estate only; dealership operations and franchise rights are not included.

3301 Westview DR, Naples

Courtesy of Waterfront Realty Group Inc.

128 Commonwealth Avenue, Boston
$34,990,000
5 Beds ⋅ 9 Baths ⋅ 73577894 MLS
A rare Back Bay masterpiece, this extraordinary Parisian-inspired Beaux Arts single-family residence on Commonwealth Avenue commands one of Boston’s most prestigious addresses with timeless grandeur and unrivaled scale. One of the famed “Commonwealth Avenue Sisters,” the home features a magnificent limestone façade, richly detailed interiors, ornate moldings, and dramatic entertaining spaces throughout, making it an unmatched jewel of the Back Bay neighborhood. Grand formal living and dining rooms, a stunning gourmet kitchen, and a sensational family room with Juliet balcony overlooking the Commonwealth Avenue Mall create an exceptional setting for both refined entertaining and everyday living. Complete with commercial elevator access to every floor, multiple private decks, 5+ bedrooms, 6 full and 3 half baths, and 2 heated garage and 4 heated outdoor parking, this is a singular opportunity to own one of Back Bay’s most iconic single-family residences.

128 Commonwealth Avenue, Boston

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

55 Singletree Rd, Brookline
$34,000,000
7 Beds ⋅ 16 Baths ⋅ 73590483 MLS
There are exceptional homes, and then there are properties conceived on an entirely different scale. 55 Singletree is the latter. Perched atop a secluded hill on more than two private acres in Brookline, adjacent to the reservoir, this extraordinary estate offers a rare sense of privacy and tranquility just minutes from Boston. Its elevated position and naturally sheltered setting create remarkable seclusion, with no neighboring homes overlooking the pool or private outdoor spaces. Years of vision, craftsmanship, and investment have been brought to life through an extensive two-phase construction project by Thoughtforms, one of New England’s most respected custom home builders. The result is not simply a residence, but a world unto itself—an estate with the scale and experience of a private resort. The property's commanding elevation captures views toward the Boston skyline, culminating at a rooftop terrace overlooking the city. Across the grounds, architecture and landscape have been conceived as one experience. Water features introduce movement and serenity, expansive outdoor spaces invite both gathering and escape, and a private tennis and sports court creates a level of recreation rarely found so close to the city. Inside, monumental scale meets intimate refinement, with exceptional materials, custom craftsmanship, and thoughtfully designed spaces equally suited for grand entertaining and everyday family life. An estate of this scale, caliber, and extraordinary privacy would be exceptionally difficult to replicate today. 55 Singletree represents a singular opportunity: a secluded residential sanctuary offering remarkable sophistication, recreation, and proximity to Boston.

55 Singletree Rd, Brookline

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

341 Standish St, Duxbury
$34,000,000
12 Beds ⋅ 18 Baths ⋅ 73584065 MLS
One of the finest coastal properties to exist across New England, Goose Point is a multigenerational family compound that has been thoughtfully designed and curated over decades of loving stewardship. Set across nearly 25 acres with more than 1,000 feet of direct waterfront and private beach, Goose Point features an established and extraordinary landscape that feels more like a private London park with mature trees, nature trails, a 2 acre lake, private gardens and orchards. Created by the master artisans, stone masons, craftsmen and landscape designers, Goose Point is a rare expression of permanence and place. A collection of stunning residences and gathering spaces are carefully sited throughout the property, ensuring ideal entertaining and private guest spaces from the Main House to the Beach House, Dock House, Pavilion, pools, gardens, Boat House and Barn. Goose Point confers a profound sense of belonging, and a place designed not simply for living, but legacy. Remarkably, this private coastal world lies just 35 miles from Boston and within easy reach of Logan Int'l Airport, world renowned medical, academic, and cultural institutions.

341 Standish St, Duxbury

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

7409 Bay Colony DR, Naples
$33,500,000
5 Beds ⋅ 5.5 Baths ⋅ 226035504 MLS
A stunning new home in The Strand at Bay Colony - one of Naples’ most exclusive beachfront communities. Designed by Stofft Cooney Architects and built by BCB Homes, this 5-bedroom, 5.5-bath custom residence blends contemporary coastal design with timeless craftsmanship. Light-filled open spaces feature wide-plank Legno Bastone floors, a 3-sided fireplace, and incredible natural finishes throughout. The gourmet kitchen includes high end appliances, Blue Roma quartzite counters, a full butler’s pantry, and a 400-bottle wine room. The top-floor primary suite offers sweeping Gulf views, dual closets, a spa bath, morning bar, and fitness studio. Outdoor living is a priority here with a resort-style pool, water feature wall, EVO grill, and reclaimed pecky cypress ceilings. It’s built to the highest standards with hurricane-rated windows & doors, generator, Control4 home automation, and private elevator. Wake up to the sound of the surf and walk straight onto the private sands of Bay Colony, or spend the day at the Beach and Tennis Club enjoying oceanfront dining and poolside relaxation. Behind you is 570 acres of untouched conservation land which offers a rare balance of nature and total privacy along Naples’ most coveted coastline.

7409 Bay Colony DR, Naples

Courtesy of Waterfront Realty Group Inc.

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