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10030 Gulf Shore DR, Naples
$21,995,000
5 Beds ⋅ 6.5 Baths ⋅ 226035993 MLS
Discover an exceptional estate in the prestigious Gulf Shore Drive corridor of Vanderbilt Beach, one of Naples’ most coveted beachfront addresses. Set on an oversized 0.45-acre corner lot, this remarkable residence offers approximately 7,400 square feet under air, with rare panoramic views of both the Gulf and Vanderbilt Bay. With pristine white sands just across the street and a private boat in the backyard, this is the ultimate coastal lifestyle. Expertly crafted by Forge Construction, with architecture by Irwin Design Co. and interiors by Kira Krumm, the residence highlights refined finishes including natural stone, Legno Bastone french white oak flooring, Indonesian wall coverings, and a gourmet kitchen with Wolf and Sub-Zero appliances. Lutron lighting, Control4 automation, and Sonos audio complement the home’s sophisticated lifestyle amenities. Outdoor living takes center stage with a rooftop deck featuring a summer kitchen and fire pit, while a jet ski lift, natural gas, concrete block construction, and a four-car air-conditioned garage with custom lift add exceptional convenience. Moments from LaPlaya Beach & Golf Resort, this rare estate offers an unparalleled opportunity to experience Naples waterfront living at its finest.

10030 Gulf Shore DR, Naples

Courtesy of Gulf Coast International Prop.

1544 3rd ST S, Naples
$21,995,000
6 Beds ⋅ 8.5 Baths ⋅ 226035301 MLS
VIV Homes and MHK Architecture have combined forces to present a timeless new residence situated on an oversized, western-exposure 100' x 165' homesite just steps from Third Street South’s renowned shopping and dining and Naples’ pristine white-sand beaches. Offering nearly 7,200 square feet of air-conditioned living space, the residence features 6 bedrooms plus a study, 8 full and 1 half baths, a 5-car garage, upper-level lounge, VIP suite, and a flexible sixth bedroom with a striking steel-and-glass window wall, ideally suited as an exercise room, additional study, or sitting area. Full concrete construction, including a poured-concrete upper-floor system, is complemented by bespoke finishes and natural gas service. The interiors showcase Legno Bastone Lancaster wide-plank wood flooring, Italian-made Poliform closets, extensive rare natural stone selections, a fireplace, gourmet kitchen with separate service kitchen, two laundry rooms, elevator, and air-conditioned garages. Sophisticated technology includes Lutron HomeWorks lighting and shade control, integrated security cameras, Sonos audio, automatic water shutoff, and automated privacy shades throughout, including blackout channels in all bedrooms. Designed for exceptional indoor-outdoor living, the expansive exterior entertaining area centers around a huge resort-style infinity-edge pool overlooking a large, fenced artificial-turf yard. Highlights include a sun shelf with Tuuci umbrella, fireplace, built-in fire pit area with quartzite waterfall feature, and an oversized outdoor kitchen with Evo griddle, Wolf grill, and island. Automated roll-down screens and shutters allow the outdoor living spaces to transition seamlessly for year-round enjoyment, while a 60 kW generator provides peace of mind. A truly unrivaled combination of scale, construction quality, architectural distinction, and proximity to the very best of downtown Naples.

1544 3rd ST S, Naples

Courtesy of William Raveis Real Estate.

55 13th AVE S, Naples
$21,995,000
6 Beds ⋅ 6.5 Baths ⋅ 226024712 MLS
This Gulf-front masterpiece offers an unparalleled blend of location, luxury, Gulf views, and resort-style living. Completely rebuilt in 2024 by Kukk Architecture and The Lykos Group with the exception of one exterior wall to utilized the grandfathered setbacks and maximize an oversized building envelope. The home has experienced no water intrusion in living areas during recent weather events. The residence combines historic charm with sophisticated elegance. Originally built in 1886, the home underwent an extensive three-year renovation and reconstruction. Now practically new, the residence preserves its heritage, grandfathered footprint, and distinctive character while offering modern luxury throughout. The 6,100-square-foot, fully air-conditioned living space maximizes its premier beachfront setting. The well-designed layout offers five spacious bedrooms, five full and two half baths, a private study, and a flexible sixth bedroom. Sweeping Gulf views provide a stunning backdrop. The gourmet kitchen boasts dual Cristallo quartzite islands, top-tier appliances, custom cabinetry, and a service kitchen. Additional features include a private gated entry, two fireplaces, elevator, whole-house generator, automated screens/shutters, water filtration, and ultra-efficient air conditioning. Perfectly positioned on the Gulf, just moments from the dining and boutique shopping of Third Street South and Fifth Avenue South. A rare opportunity in the heart of Old Naples.

55 13th AVE S, Naples

Courtesy of Gulf Coast International Prop.

1539 Beacon Street, Brookline
$21,750,000
99 Beds ⋅ 115 Baths ⋅ 73592434 MLS
We are pleased to present the opportunity to acquire Beacon Fairbanks Manor, a 56-unit apartment community in one of Greater Boston’s most highly ranked and supply-constrained submarkets, Brookline, MA. Beacon Fairbanks Manor occupies a prime position on Beacon Street between Coolidge Corner and Washington Square, sitting directly on the MBTA Green Line Fairbanks Street stop. The property consists of 11 Studios, 30-One Bedroom, and 15-Two Bedroom units. The property provides durable in-place income underpinned by an irreplaceable location and strong tenant demographic, paired with a clear value-add business plan with significant upside. The property sits within a short commute of the 213-acre Longwood Medical Area; home to Brigham and Women’s Hospital, Boston Children’s Hospital, Beth Israel Deaconess Medical Center, and Dana Farber Cancer Institute. Additionally, Beacon Fairbanks Manor provides rapid transit to tenants who work in the major employment hubs of Boston, Cambridge, Brookline, and beyond. Nearby amenities are unmatched within Coolidge Corner and Washington Square, known for boutique dining, grocery options, retail, nightlife, and a strong sense of community that supports low turnover rates.

1539 Beacon Street, Brookline

Listing courtesy of Listing Agent: Kevin Benzinger from Listing Office: Boston Realty Advisors.

24 Straws Pt, Rye
$21,500,000
4 Beds ⋅ 7 Baths ⋅ 5101732 MLS
Perched dramatically along the pristine Rye coastline, the oceanfront estate at 24 Straws Pointstands as a masterpiece of luxury on New Hampshire’s highly coveted and tightly held 18 miles of direct waterfront. Enjoying a rare geographic orientation, this legacy property commands breathtaking, sweeping panoramic views looking south all the way to the Massachusetts North Shore coastline. Adding to its unmatched exclusivity, the residence is one of only nine historic homes that directly abuts a magnificent, protected oceanfront common right to its front, ensuring an estate-like setting and a lifetime of unobstructed coastal beauty. Spanning over 7,000 SF of architectural craftsmanship, this residence presents an elegant 3-story silhouette from the front while cascading into 4 complete levels of oceanfront living from the back. The main entry level features a grand entry, sophisticated sitting room, private office, and a gourmet kitchen flowing into dining and family spaces facing the water. The home boasts 16 rooms, including 4 second-level en-suite bedrooms (septic officially approved for 4 bedrooms) and 6.5 baths. The incredibly versatile floor plan offers expansive flexible-use spaces for multi-generational living. The second floor includes a sitting room landing with a hall bath and a dedicated guest overflow room. The third floor reveals a private 3-room suite complete with an en-suite bath and laundry. The walk-out lower level adds an exercise room, full bath, and a spacious bunk room for guest overflow—exiting at grade to the oceanfront grounds. Inside, majestic living halls feature soaring ceilings. Outside, the private sanctuary is anchored by a heated, built-in swimming pool positioned to catch the sea breeze. 24 Straws Point offers privacy, timeless elegance, and a generational Seacoast living experience.

24 Straws Pt, Rye

Listing courtesy of Florence Ruffner from Ruffner Real Estate, LLC. (florenceruffner@gmail.com)

1611 Gulf Shore BLVD N Unit 207, Naples
$21,000,000
4 Beds ⋅ 4.5 Baths ⋅ 226025622 MLS ⋅ Rosewood Residences Naples BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. Private beachfront pool/spa. 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 over 23 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.

1611 Gulf Shore BLVD N Unit 207, Naples

Courtesy of Ronto Realty.

20 Crowninshield Road, Marblehead
$21,000,000
6 Beds ⋅ 9 Baths ⋅ 73539974 MLS
20 Crowninshield Road is set on 2.25 oceanfront acres in one of Marblehead's most coveted waterfront settings. This exceptional estate offers approximately 7,013 square feet of finished living area and 8,620 square feet of gross area, combining timeless coastal elegance with modern luxury. Completely rebuilt to the highest standards, this six-bedroom residence features six full baths and three half baths, sweeping ocean views, 10-foot ceilings, radiant heat, and central air conditioning. At the heart of the home, a dramatic ribbon staircase serves as a stunning architectural centerpiece, rising gracefully through all levels and complementing the seamless coplanar design. Remarkable craftsmanship is on display throughout, anchored by extensive millwork in old-growth white oak and a continuous installation of large-format stone running both inside and outside the home. A full-size elevator serves every floor, and the threshold-free design offers full accessibility to all living spaces. An intuitive, easy-to-use home control system governs the property, engineered with multiple layers of redundancy for reliable performance and security.The primary suite serves as a private retreat, featuring two gas fireplaces, dual walk-in closets, direct access to an expansive Ipe deck, and an outdoor shower. An extensive wine cellar offers precision climate-controlled display racking. Spa-inspired amenities include a sauna, steam room, an outdoor hot tub concealed beneath a retractable Ipe deck, and a pool surrounded by granite and Ipe decking.A separate staff or guest suite provides flexibility for extended family or live-in assistance. The four-car garage offers substantial vehicle storage capacity.The beautifully landscaped grounds frame expansive panoramic Atlantic ocean views and provide exceptional privacy. Ownership includes access to a neighborhood beach, dock, and mooring field, offering a rare opportunity to enjoy Marblehead's renowned boating and waterfront lifestyle. Just minutes from Marblehead's historic harbor, yacht clubs, shops, and restaurants, this rare legacy property offers exceptional craftsmanship in one of New England's most desirable oceanfront settings.The dwelling is not located in the FEMA flood zone.

20 Crowninshield Road, Marblehead

Listing courtesy of Listing Agent: Steven White from Listing Office: William Raveis R.E. & Home Services.

8473 Bay Colony DR Unit PH2202, Naples
$20,995,000
5 Beds ⋅ 6.5 Baths ⋅ 226039902 MLS ⋅ Biltmore At Bay Colony BLDG.
Experience the pinnacle of coastal luxury in this breathtaking beachfront Biltmore penthouse, ideally over the pristine sands of the Gulf in Naples. A masterpiece of modern design, this custom-built 7,200-square-foot residence is a collaboration between acclaimed Naples builders Conner & Gaskin Contractors and visionary Miami-based firm PH Design Interiors, resulting in an unparalleled blend of structural perfection and avant-garde sophistication. Every detail of this sprawling five-bedroom, 6 ½-bath sky estate has been meticulously curated, highlighted by exquisite Italian marble flooring that flows seamlessly throughout the light-filled, open-concept living spaces. The chef's culinary haven is equipped with the finest appliances, featuring fully integrated Sub-Zero refrigeration and professional-grade Wolf cooking elements, ideally complementing custom cabinetry and premium stone countertops. Designed for grand entertaining in the 22nd-floor main residence as well as the enchanting private rooftop terrace with guest quarters. Further complementing the essence of serene relaxation, the expansive floor-to-ceiling glass walls frame endless, unobstructed views of the Gulf of Mexico, merging indoor luxury with the beauty of the coastline. Offering the ultimate in privacy and peace of mind. This is more than a home, it is a definitive statement of coastal elegance and refined modern living.

8473 Bay Colony DR Unit PH2202, Naples

Courtesy of Premier Sotheby's Int'l Realty.

1611 Gulf Shore BLVD N Unit 406, Naples
$20,500,000
4 Beds ⋅ 4.5 Baths ⋅ 226025703 MLS ⋅ Rosewood Residences Naples BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. 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 over 23 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.

1611 Gulf Shore BLVD N Unit 406, Naples

Courtesy of Ronto Realty.

XXX Broad ST, Brooksville
$20,000,000
226021613 MLS
Exceptional opportunity to own three parcels being sold together as one package in Hernando County, Florida. Located near Brooksville and with convenient access to US-41, this property offers privacy, natural surroundings, and endless potential for recreation, investment, timber, agricultural use, or future development, subject to county approvals. Enjoy the beauty of Florida's Nature Coast while remaining within easy reach of shopping, dining, and major roadways. Sale includes three parcels being sold together as one package totaling approximately 114.20 acres. Front footage is approximate and should be independently verified. Parcel 1: R08 423 19 0000 0010 0000 Parcel 2: R08 423 19 0000 0110 0010 Parcel 3: R09 423 19 0000 0030 0000

XXX Broad ST, Brooksville

Courtesy of Mato Realty, LLC.

2575 Weeks Hill Rd, Stowe
$20,000,000
6 Beds ⋅ 10 Baths ⋅ 5051127 MLS
Holistically designed and meticulously crafted, reminiscent of a European country estate, Pristine Meadow is one of New England’s most spectacular properties, perfectly sited on 110 park-like acres in the heart of Stowe. Comprised of gently rolling hills, meadows, woodland, swimming pond, hiking and skiing trails, and breathtaking vistas, this quintessential estate provides the utmost privacy. The 14,000 sqft residence features six bedrooms and ten baths, highlighted by Italian-inspired interiors, imported materials, and magnificent architectural millwork. The symbiosis of design and functionality is exemplified by the great room, both grand and comfortable. A state-of-the-art Boffi kitchen with the best appliances, custom cabinetry, walk-in pantry, and charming breakfast room with fireplace and solarium. A wood-paneled study sits just off the main dining room. The second-level primary suite affords dramatic views, spa-like baths, and two dressing rooms. A secondary suite equal in its design and three ensuite bedrooms and a guest apartment complete the sleeping quarters. The finest example of Italian craftsmanship is the indoor pool constructed with hand-laid tile and beautiful travertine, evoking the experience of an Italian palazzo. A fitness room, wine cellar, and laundry room round out the lower level. Not to be understated are a four-bay garage, car/implement barn, and lovely unfinished cottage that could be utilized in so many ways. Pristine Meadow must be experienced!

2575 Weeks Hill Rd, Stowe

Listing courtesy of Meg Kauffman from LandVest, Inc.. ()

129 Commonwealth Avenue, Boston
$19,995,000
6 Beds ⋅ 8 Baths ⋅ 73527728 MLS
Exquisite, wide Back Bay townhouse on the sunny side of Commonwealth with large private roof deck, magnificent views, Juliet balcony, and 6 outdoor parking showcases exceptional bones and timeless character. Expansive windows provide outstanding natural light, highlighting the home's historic charm and original detail. The property offers a versatile floor plan for customization, with approximately 10,000+/-sf to create luxurious spaces and exceptional entertaining space. Currently exhibiting an open and airy kitchen, soaring ceilings, a stately dining room, beautiful paneled library, 5+ well-proportional bedrooms, abundant closets, and a separate au pair suite, it is one of only a few single family homes in this highly coveted neighborhood. Its distinguished façade, irreplaceable location, and palatial scale present an extraordinary canvas for a discerning buyer. Elevator to all floors, 8 fireplaces, and grandeur complete this home’s spectacular offering. Some photos virtually staged.

129 Commonwealth Avenue, Boston

Listing courtesy of Listing Agent: Jeannemarie Conley from Listing Office: Compass.

1990 7th ST S, Naples
$19,995,000
6 Beds ⋅ 6.5 Baths ⋅ 225084686 MLS
Winner of the 2026 Sand Dollar Award for Product Design of the Year, this rare custom built new construction residence showcases timeless architecture and bespoke finishes in highly sought-after Aqualane Shores, one of Naples’ most prestigious enclaves. Highlights include a first-floor primary wing with a spa inspired bath, an inviting waterside lounge and bar, and extraordinary outdoor living spaces overlooking wide western exposure canal views. Designed by the celebrated team at Amy Storm and Company, envisioned by renowned architect Jon Kukk, and expertly executed by C&E Builders, this luxury residence exudes effortless sophistication. Natural materials and serene, layered neutral tones are thoughtfully integrated throughout, creating a timeless aesthetic that complements any design style. An elevator provides seamless access to every level, enhancing everyday living. Inside, bright and airy interiors are complemented by wide plank white oak floors, adding warmth and refined elegance throughout. The gourmet kitchen is a chef’s dream, showcasing a custom stone hood, a La Cornue range, top-tier appliances, and a butler’s pantry. Step outside to your private oasis, where an expansive lanai is designed for entertaining and features a fully equipped outdoor kitchen, fireplace, and generous gathering space. Relax by the sparkling pool and spa, unwind beneath the pergola with a daybed, or gather around the fire pit under the stars - creating an inviting setting for memorable evenings. For tech enthusiasts, the home is equipped with a state-of-the-art, high end AV system that delivers an immersive entertainment experience throughout the residence. Boaters will appreciate the direct Gulf access, making this a true waterfront retreat. Ideally located just moments from Naples’ pristine beaches, along with the world-class shopping and dining of 3rd Street South and 5th Avenue South, this home offers the perfect balance of luxury, convenience, and serene coastal living. This exceptional residence must be seen to be truly appreciated.

1990 7th ST S, Naples

Courtesy of Coldwell Banker Realty.

901 Gulf Shore BLVD N Unit A-203, Naples
$19,950,000
3 Beds ⋅ 3.5 Baths ⋅ 226030832 MLS ⋅ Naples Beach Club Bldg A BLDG.
The iconic Naples Beach Club enters a new era with the completion of Four Seasons Residences, an exclusive beachfront enclave redefining luxury living on the Paradise Coast. Originally established by the Watkins family in 1946, this historic destination has been thoughtfully transformed into one of Florida's most coveted residential addresses. This beautifully appointed three bedroom plus study, three and a half bath residence offers extraordinary craftsmanship and effortless elegance, highlighted by soaring 12-foot ceilings, sunlit interiors, a palatial, one of a kind terrace with west-, east-, and south-facing vistas, and spectacular Gulf views. The true VIP guest suite has a private, large terrace as well. The elegant Seashell design palette features white cabinetry, Calacatta marble kitchen countertops and island, blonde white oak flooring, and luxurious Bianco Dolomiti, Nordic Gray, and Vanilla Ice marble throughout the baths. Created by renowned designer Champalimaud, the residence blends timeless architecture and finishes, premium appliances, custom millwork, generous walk-in closets, and private elevator access. Limited to just 58 residences, Four Seasons Naples Beach Club offers an unrivaled lifestyle with a Fazio designed 18-hole golf course, world-class spa and wellness, six dining venues, 1,000 feet of pristine beachfront, and the legendary Four Seasons service.

901 Gulf Shore BLVD N Unit A-203, Naples

Courtesy of Gulf Coast International Prop.

10173 Gulf Shore DR, Naples
$19,800,000
4 Beds ⋅ 3 Baths ⋅ 226024930 MLS
Situated along one of Naples' most prestigious stretches of Gulf frontage, 10173 Gulf Shore Drive presents a rare opportunity to own a direct beachfront estate on approximately 0.65 acres. Offering panoramic Gulf views, spectacular sunsets, and immediate beach access, the property embodies the finest in Southwest Florida coastal living. The residence is ideally positioned just minutes from the Ritz-Carlton, Mercato, Waterside Shops, Artis—Naples, championship golf, private clubs, and Naples Airport. Whether enjoyed as an exceptional beachfront residence or reimagined into a custom luxury estate, the property's location, dimensions, and direct Gulf frontage create extraordinary long-term value. A rare offering in one of Naples' most sought-after beachfront neighborhoods, where opportunities to own direct Gulf frontage are increasingly limited.

10173 Gulf Shore DR, Naples

Courtesy of Premiere Plus Realty Company.

56 North Summer Street, Edgartown
$19,750,000
10 Beds ⋅ 14 Baths ⋅ 73517157 MLS
A rare legacy offering in the heart of Edgartown Village, this extraordinary in-town compound is among the largest on Martha’s Vineyard. Originally built in 1835 and masterfully renovated, it blends historic character with refined modern luxury just moments from Edgartown Harbor, dining, and shopping. Spanning two lots, the property features 10 bedrooms and 14 baths, designed for elegant entertaining and everyday living. The main residence showcases oak floors, nickel board walls, premium appliances, and seamless indoor-outdoor flow with a screened patio. The chef’s kitchen includes dual dishwashers, a Miele coffee bar, and wine storage, while a custom bar can convert to a secondary kitchen. Highlights include multiple living areas, en-suite bedrooms, a luxurious primary suite, bunk room, and a finished lower level with media room and wine cellar. Outdoors, a pool, spa, cabana, and carriage house create a private coastal retreat.

56 North Summer Street, Edgartown

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

1601 Gulf Shore BLVD N Unit 403, Naples
$19,500,000
4 Beds ⋅ 4.5 Baths ⋅ 226025578 MLS ⋅ Rosewood Residences Naples BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. 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 over 23 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.

1601 Gulf Shore BLVD N Unit 403, Naples

Courtesy of Ronto Realty.

2 Commonwealth Avenue Unit PH3-4, Boston
$19,500,000
3 Beds ⋅ 5 Baths ⋅ 73505454 MLS ⋅ ['Carlton House'] BLDG.
Experience the pinnacle of luxury living in this extraordinary corner penthouse duplex overlooking the iconic Public Garden. This rarely available architectural masterpiece offers breathtaking views of the Public Garden, Charles River, and Commonwealth Avenue, complemented by an expansive 1,500 square foot wraparound terrace. Meticulously renovated from top to bottom by master craftsmen, every detail of this home exudes timeless sophistication and modern comfort. Floor-to-ceiling windows illuminate the spacious interior, featuring a formal living room, a glass-enclosed dining room, and an elegant library—all seamlessly opening to beautifully landscaped outdoor spaces designed for entertaining and relaxation. The primary suite is a private oasis, boasting panoramic views, two luxurious baths, and dual dressing rooms. Additionally, enjoy the convenience of a private home gym and two valet parking spaces.

2 Commonwealth Avenue Unit PH3-4, Boston

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

2021 Gordon DR E, Naples
$18,995,000
5 Beds ⋅ 6.5 Baths ⋅ 225003100 MLS
London Bay’s collaboration with Stofft Cooney Architects and Exteriors by Koby Kirwin creates a unique estate expressing coastal contemporary architecture offering seamless indoor-outdoor connections throughout. Featuring an elevated interior design with finishes and furnishings, by Romanza Interior Design, the welcoming foyer introduces the home’s open-concept design, where the adjoining great room, dining room and a social room with a wet bar flow to distinct alfresco gathering spaces. The gourmet kitchen features a large island for casual dining and an open butler’s pantry equipped with a sink and additional appliances. The spacious club room accommodates a home office and sitting room with a private patio leading to the home’s private putting green. Spanning an entire wing, the master suite features dual walk-in closets and two luxurious bathrooms connected by a glass-enclosed shower. The well-appointed bedroom enjoys a sunny sitting area and allows for direct access to secluded alfresco destinations. As the focal point of the estate’s outdoor areas, the pool’s custom design features a sun shelf for chaises and a spa seemingly floating on the water’s surface all surrounded by the tropical landscape. An expansive lanai offers covered dining and living spaces with a thoughtfully designed outdoor kitchen, seating area, fireplace and pool bath along with the convenience of motorized screens and shutters. The second floor offers a large loft with a wet bar, additional laundry and four spacious en suite bedrooms, each with direct access to balconies. The residence also offers the conveniences of a three car-garage, elevator, natural gas, and generator. This prime corner site is conveniently located just steps from the beach and within walking distance to the Third Street shops and restaurants.

2021 Gordon DR E, Naples

Courtesy of London Bay Realty Inc..

997 Spyglass LN, Naples
$18,900,000
6 Beds ⋅ 7.5 Baths ⋅ 226038826 MLS
Perfectly positioned along the tranquil waters of Runaway Bay, this beautifully reimagined Port Royal residence offers an elegant blend of contemporary refinement and timeless sophistication. The interiors were thoughtfully transformed with clean, modern finishes, curated fixtures, and exceptional attention to detail—reflecting a globally inspired design aesthetic. A remarkable entry foyer with a striking stairway sets an impressive tone upon arrival, leading to an array of beautifully proportioned living spaces. The formal living and dining rooms are gorgeous and light-filled, while a cozy den with custom built-in shelving provides a warm, intimate retreat. The renovated kitchen, appointed with Ruffino cabinetry and thoughtful upgrades, flows effortlessly into a functional family room and the expansive covered outdoor living area. A custom glass wine room adds a focal point and a touch of understated luxury. The home’s highly functional configuration includes six spacious bedrooms, each with its own ensuite bathroom. The first-floor primary suite offers convenience and privacy, while five additional guest suites are located upstairs along with a large exercise room and a secondary loft office. Upgraded bathrooms throughout further elevate the home’s contemporary feel. Situated on a unique and well-proportioned Port Royal lot, the property features a spacious three-car garage with a large motor court and enjoys an exceptional position on sought-after Spyglass Lane. Boaters will appreciate the property’s no-bridge access to Naples Bay, the Gulf, and the surrounding estuarine waterways. The home’s elevated living experience is further enhanced by updated lighting and AV controls, security cameras, and motorized window shades. An outstanding opportunity to secure a residence in Port Royal and enjoy the newly completed Port Royal Club beachfront clubhouse, offering an exceptional new chapter in luxury coastal living. This property is eligible for Port Royal Club membership.

997 Spyglass LN, Naples

Courtesy of William Raveis Real Estate.

16950 Captiva DR, Captiva
$18,900,000
6 Beds ⋅ 7 Baths ⋅ 2026006271 MLS
Arguably the most architecturally significant home to ever be brought to market on Captiva, Bella Luna was nationally recognized for impeccable design when it received the American Institute of Building Design’s (AIBD) prestigious American Residential Design Award (ARDA) in 2021. Conceptualized by the renowned Wayne Visbeen of Visbeen Architects, Bella Luna reflects the exceptional craftsmanship and innovative design for which the firm is celebrated. Known for collaborating with prestigious clients such as Metropolitan Museum of Art, Martha Stewart and Disney, Visbeen Architects brings the same level of artistry and attention to detail to residential projects, making this property a masterpiece of design and livability. Constructed to be a fortress of concrete and steel, the substantial nature of the structure is resilient yet refined. Employing hotel and hospitality design techniques, every detail was meticulously tailored to enhance human experience through sophistication and functionality, creating intimate experiences within the grandeur of larger spaces. A feature sheet is available detailing the extensive upgrades, features and breathtaking attributes.

16950 Captiva DR, Captiva

Courtesy of Premier Sotheby's Int'l Realty.

47 Sunset Point, Barnstable
$18,500,000
7 Beds ⋅ 11 Baths ⋅ 73563501 MLS
Exquisite waterfront estate in the gated enclave of Oyster Harbors, one of Cape Cod's most sought-after communities. Located minutes from everything Osterville has to offer, yet a world apart, the property represents a rare and extraordinary opportunity to own a generational compound in an inimitable setting. Ideally positioned to capture dramatic sunsets over Cotuit Bay and Nantucket Sound beyond, the estate features a stunning main residence, a two-bedroom guest cottage, a swimming pool, private dock, and beach. A wooded drive gives way to manicured grounds of nearly two acres, transporting one to a private seaside resort as the ocean comes into view. Inside, an open layout caters to modern living with an eat-in chef's kitchen equipped with professional-grade appliances, seamlessly blending with a fireplaced living area. Oversized windows and glass doors line the waterside of the home, framing spectacular vistas and effortlessly connecting to the outdoors where a covered wooden deck invites al fresco dining and entertaining. Elevated quality and craftsmanship are found throughout, from rich hardwood floors to custom built-ins and crown moldings.The expansive primary suite encompasses an entire wing of the home with a private balcony overlooking the water, a sumptuous bathroom with a built-in soaking tub, and two walk-in closets. Four well-appointed en suite bedrooms complete the second level, offering refined accommodations for family and friends. Designed to embrace outdoor living, the resort-inspired pool and terrace are the perfect gathering place for summer days, complete with an outdoor kitchen and cabana. A rolling lawn leads to the water, where the private dock offers endless possibilities for days spent on the ocean. Additional highlights include a sports court and a car barn that's sure to please the discerning automotive enthusiast. A rare combination of luxury, privacy, and natural beauty, this one-of-a-kind estate is ready to be enjoyed.

47 Sunset Point, Barnstable

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .

1601 Gulf Shore BLVD N Unit 302, Naples
$18,500,000
4 Beds ⋅ 4.5 Baths ⋅ 226025655 MLS ⋅ Rosewood Residences Naples BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. 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 over 23 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.

1601 Gulf Shore BLVD N Unit 302, Naples

Courtesy of Ronto Realty.

1 Dalton St Unit 4901, Boston
$18,500,000
2 Beds ⋅ 3 Baths ⋅ 73533353 MLS ⋅ ['Four Seasons Private Residences'] BLDG.
Experience unparalleled luxury at One Dalton, Unit 4901 — the only residence in the building designed by acclaimed interior architect Thierry Despont. Perched on the 49th floor, this customized 2-bedroom, 2.5-bath + office home spans over 3,600 square feet, showcasing extraordinary craftsmanship, millwork, and refined finishes — for the most discerning buyer. Breathtaking views of Boston, the Charles River, and Cambridge — with spectacular sunsets — frame the space throughout. The living, dining, and kitchen spaces flow effortlessly for entertaining and everyday living, complemented by 2 gas fireplaces and bar. The gracious primary suite offers a spa bath and custom dual dressing rooms. A second bedroom features an en-suite bath, and the office provides a work-from-home retreat. Two garage parking spaces complete the offering. Located within the Four Seasons Private Residences at One Dalton, residents enjoy 24-hour concierge, valet, fitness center, pool, spa, and dining in Back Bay.

1 Dalton St Unit 4901, Boston

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

401 Beacon Street Unit PH, Boston
$18,500,000
5 Beds ⋅ 6 Baths ⋅ 73516362 MLS ⋅ ['The Lydon'] BLDG.
This one-of-one Back Bay penthouse presents a rare combination of scale, privacy, and design. Spanning the top two floors of a corner, boutique building, 6,132 SF is framed by 38 windows on three exposures with sweeping Charles River, skyline, and sunset views.Designed by Eric Roseff, the residence offers direct elevator access from three garage spaces, a grand duplex layout, and private internal stair. A suburban-scale kitchen anchors expansive living spaces seldom found in the city.The rooftop retreat—featuring pool, spa, fire pit, outdoor kitchen, and landscaped green roof—offers exceptional privacy with no adjacent terraces. A primary suite with fireplace, dedicated office suite, and flexible layout complete this exceptional, trophy-caliber offering.

401 Beacon Street Unit PH, Boston

Listing courtesy of Listing Agent: Collin Sullivan from Listing Office: William Raveis R.E. & Home Services.

1935 5th ST S, Naples
$18,495,000
5 Beds ⋅ 6.5 Baths ⋅ 226033071 MLS
An extraordinary opportunity in the heart of Aqualane Shores, CONSTRUCTION, FURNISHINGS AND CERTIFICATE OF OCCUPANCY COMPLETED JANUARY 2026. This waterfront estate commands one of the area's most coveted settings. Gracious entry set on a rare, oversized lot with 100 feet of frontage at both the street and water, the property enjoys sweeping water views and direct, no bridge access to the Gulf. On a quiet street just steps from Naples pristine beaches and celebrated dining and boutiques of Third Stre026et South, the location is nothing short of exceptional. Designed by renowned architect Jon Kukk and masterfully crafted by D. Garrett Construction. This 6,457 square foot residence embodies refined coastal elegance with seamless indoor-outdoor living. A gracious entry opens to expansive interiors that flow effortlessly to a stunning waterside Lanai, where a rare cut -in boat slip creates an intimate connection to the water-transforming the outdoors into an extension of the living space. Eastern exposure bathes the lanai and patio area in mourning, midday light while providing shade in late afternoon and evening.Built-in electric storm shutters/screens for the lanai and patio area. Additional features include Rufino Cabinetry, 60kw Generator,HVAC Fresh Air Intake, Humidifier and De-Humidifier, Micro-tile Duct Board for Rigid Air Ducts, Whole House Make Up Air, Kitchen Hood Make Up Air. Wolf 48" Dual Fuel Range, Sub-Zero Refrigerator/Freezer, Sub-Zero 24" Wine Storage, Sub-Zero Refrigerated Drawers, Cove and Miele Dishwashers, Wolf Wall Oven, Wolf Coffee System, Dishwasher and Garbage Disposal in Laundry Room adjacent to Butlers Pantry, European White Oak flooring, Zip System Roof, Gulflok Standing Seam Metal Roof with PVDF Paint Finish. Coffee bar in owners suite with refrigerated drawer’s . Nanny's apartment with separate exterior entrance, kitchen area with full size refrigerator, microwave and sink. Boater enthusiasts will appreciate the exceptional waterfront amenities: Rare 17.4ft x 30ft Cut in Boat Slip plus a New 52 foot long Dock with a fish cleaning station along a new Seawalll accommodating an additional vessel. Outdoor shower completes the coastal life style. Car collectors take note: the True three-stall, Air condition Garage with the ceiling height suitable for vehicle lifts , offering potential parking for up to six cars. Elevator services the garage and both living levels of the home. Home has a 10 foot 1 inch elevation. Custom design, finish in this home represents a uniquely high-level design, construction, finish, interior design and furnishings.

1935 5th ST S, Naples

Courtesy of John R Wood Properties. 239-777-5060

27566 Hickory BLVD, Bonita Springs
$18,250,000
5 Beds ⋅ 8.5 Baths ⋅ 226036581 MLS
Bonita Beach's crown jewel spanning 2.5 beachfront lots on the most desired stretch of Bonita Beach. This grand estate offers breathtaking views of the Gulf with sunsets that stretch from Naples to Sanibel Island. This singular opportunity won’t come twice. Undeniable coastal elegance awaits up arrival with a private gated drive and a manicured front lawn, grand porch seating area, Bahama Shutters and long graceful horizontal lines. Inside, a dramatic foyer and sweeping staircase set the tone for what follows. Built to entertain, the heart of home is a soaring two-story living, dining and kitchen space wrapped in floor-to-ceiling glass. Enjoy the outside in the elevated pool and spa while enjoying the gulf breezes. The expansive outdoor living area is equipped with an outdoor kitchen and large covered dining and lounging area with a gas fireplace to enjoy memorable dinners and late nights under the stars. Five bedrooms and eight baths give guests a luxury retreat of their own. The guest suites are so well appointed they could easily pass for primary suites. The primary suite is a sanctuary of its own accord, with a beautiful spa-style bath and designer closet. Every detail has been considered. A dedicated executive office, an elevator and home generator, along with garage space for a serious car collection. Custom-built by Neimann Homes, the craftsmanship shows in every corner. This is not just any beach house. It's a place to escape, unwind and create lifelong memories.

27566 Hickory BLVD, Bonita Springs

Courtesy of Premier Sotheby's Int'l Realty.

15 Vinson Circle, Winchester
$18,000,000
6 Beds ⋅ 7 Baths ⋅ 73585235 MLS
A NEW BENCHMARK FOR LUXURY LIVING IN WINCHESTER. Introducing a truly one-of-a kind estate—an extraordinary new residence created without compromise on approximately one private acre at the end of a cul-de-sac. Encompassing nearly 10,000 SF, 21 rooms, 6 bedrooms and 7 baths, this remarkable property brings together architectural presence, exceptional craftsmanship, advanced technology and resort-caliber amenities rarely found in a single Greater Boston residence.Beyond its gated entrance and heated driveway, sophisticated interiors unfold through grand entertaining spaces, a statement chef’s kitchen, library/office with wet bar, glass-enclosed fitness studio, acoustically designed cinema, wine lounge and underground wine cellar. The exceptional primary suite features a luxurious dressing room and dramatic two-tier panoramic veranda overlooking the grounds.Outside, the estate transforms into a private resort: spectacular pool with waterfall, integrated spa, flame features and automatic cover; covered outdoor kitchen; sunken conversation lounge with central fire feature; covered dining terrace with fireplace; and beautifully designed grounds offering extraordinary privacy.Behind the elegance is equally impressive infrastructure: 18 heating zones, 9 cooling zones, 600-amp electrical service, approximately 2.5M BTU gas capacity, integrated AV/security, automated gated entry and a 3-car climate-conscious auto lounge with porcelain flooring and dual EV charging.Minutes from Winchester Center and convenient to Boston, this is far more than exceptional new construction. It is a meticulously conceived private estate where architecture, technology, wellness, entertainment and resort living converge—created for the buyer seeking something that simply cannot be replicated.

15 Vinson Circle, Winchester

Listing courtesy of Listing Agent: Anthony Marino from Listing Office: The Marino Group Collection.

4900 Gulf Shore BLVD N, Naples
$18,000,000
4 Beds ⋅ 5.5 Baths ⋅ 226028339 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Discover an extraordinary Naples, Florida waterfront lifestyle at 4900 Gulf Shore Blvd N, a modern luxury estate hidden behind a private wall in an enclave of just six single-family homes, this rare property offers 295 feet of waterfront, exceptional privacy with no neighboring residence at one end, multiple boat lifts and private beach access shared with only five neighboring homes. Few Naples luxury waterfront properties combine this level of boating, beach access and seclusion. Designed and completely renovated for effortless indoor-outdoor Florida living, the four-bedroom, six-bath smart home features refined neutral finishes with abundant natural light and water views from every bedroom. A dramatic entry foyer opens to an expansive living room with vaulted ceilings, a fireplace and sliding glass doors connecting to the outdoors. Designer chandeliers throughout, a striking chrome-and-glass staircase, marble floors and new sculpted carpeting elevate the contemporary design. The chef's kitchen features premium Gaggenau appliances, double sinks, a generous island with seating and storage, and custom panel appliances. The home offers dedicated coffee, wine and service bars for exceptional entertaining. Four fireplaces—in the living room, den, primary bedroom and primary bathroom—bring warmth to the home's sleek architecture. Thoughtful built-in storage throughout adds everyday ease. The waterfront primary suite is a private retreat with its own balcony, picture window, fireplace and custom luxury closet. Its spa-inspired bath includes a walk in shower with two shower heads, two water closets and a freestanding jetted, self-drying tub positioned to enjoy stunning water views. A flexible multigenerational or in-law suite offers a kitchenette and double French doors to a private balcony. The first floor bedroom offers another balcony and built in Murphy bed. Embrace the ultimate resort lifestyle with a private pool offering full sun exposure, spa, cold plunge and cryotherapy sauna. An expansive caged lanai features comfortable seating, outdoor dining and an outdoor kitchen, while additional seating areas on the open decks invite relaxation and waterfront entertaining.Enjoy boating from multiple lifts, beach days through the enclave's shared private access and the coastal lifestyle that defines Naples. Flood panels at every lower level entry point give peace of mind. With remarkable waterfront frontage and an exceptionally secluded setting on Gulf Shore Boulevard North, this modern estate is a legacy opportunity.

4900 Gulf Shore BLVD N, Naples

Courtesy of John R Wood Properties. 239-682-1812

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