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A pristine location in the Vias of Winter Park, this refined Santa Barbara-inspired Mediterranean estate rests on nearly half an acre — a rare double lot. A 2006 custom build by Maroon Fine Homes and renovated in 2024 by Greg Hardwick, this estate blends timeless architecture with comfortable sophistication and functionality. A stone’s throw to the celebrated shops and dining of Park Avenue, Rollins College, Winter Park Golf Course, and the serene beauty of Kraft Azalea Gardens, the location is simply unrivaled. This extraordinary residence spans nearly 5,000 sf with a flowing floor plan designed for entertaining and everyday living. Solid wood artisan arched doors anchor the inviting foyer with porcelain marble tile, volume ceilings, and a sleek iron circular staircase as a focal point. An open dining and intimate living room layout are flanked by windows and clear view doors, which bring in natural light. The spaces share a unique temperature-controlled wine cellar finished with seamless glass and ambient lighting, adding a dramatic touch for the discerning enthusiast. The main level centers around a spacious kitchen that enjoys a dedicated eat-in space and counter seating, with a family room that overlooks the expansive backyard. A dedicated wet bar and first-floor bonus room make this home ideal for hosting at any scale. The outdoor living rivals a 5-star resort, recently reimagined in 2026 by Signature Landscaping. An immense new pool with a sun shelf anchors the outdoor living experience, surrounded by a lush turf courtyard, sport court, and a covered lanai with generous pavered decking and a summer kitchen. A cozy gas fire pit with casual seating invites you to take in the evening breezes. Privacy abounds with mature Japanese blueberry trees and Podocarpus hedges. A dedicated side yard dog run completes this outdoor haven. The main floor is home to the first-floor primary suite, with privacy doors separating this section of the home. It is a true retreat unto itself, offering a sunlit sitting area with doors leading to the backyard, a beautifully appointed bath, a dedicated home office, and two custom-fitted walk-in closets, one of which includes a secondary laundry area. The spa-inspired bathroom has it all, featuring a generous shower with a soaking tub within the enclosure for the ultimate relaxation experience. A first-floor guest suite, thoughtfully designed with a split-plan layout, provides privacy for visitors, while three additional ensuite bedrooms and a bonus landing are located upstairs. The oversized three-car side-loading garage is air-conditioned and features upgraded flooring, while a generous circular drive and mature front hedge offer a gracious arrival experience and an added layer of privacy. A rare convergence of premier location, architectural distinction, and meticulous renovation — this is Winter Park luxury living at its finest.
#O6413198

WINTER PARK

1180 VIA LUGANO

5 Beds

5 Baths

4,961 Sq.Ft.

$4,900,000

MLS#: O6413198

This wonderful property boasts 126 feet of pristine waterfront dockage,(6000 lb lift) providing you with unparalleled direct access to the area's finest fishing and boating experiences. Much of the interior, of this 4 bedroom, 3 1/2 bath home, has been thoughtfully upgraded to offer a comfortable and casual living experience. The spacious waterfront main bedroom is a serene retreat, allowing you to wake up to breathtaking views of the water every morning. The second level bedrooms enjoy a shared, updated full bath and private deck. Private guest accommodations are ground level and open to the lovely backyard and waterfront. The heart of this home extends to the outdoors, where an oversized porch, featuring mahogany ceiling details, beckons you to relax and unwind. Step outside to discover your private oasis—a sparkling pool that invites you to take a refreshing dip or simply lounge by the water's edge. All within a short distance to the historic Boca Grande village. The metal roof is new in 2023, drywall estimate available.
#D6132350

BOCA GRANDE

204 WATERWAYS AVENUE

4 Beds

3 Baths

2,830 Sq.Ft.

$4,900,000

MLS#: D6132350

Rare Opportunity!!! 25,000+ SF building with Industrial (I) zoning in Lady Lake! A multitude of allowable uses including the (I) Industrial and (HC) Heavy Commercial use classifications. Building was a former banking operations center so has a fantastic layout of offices, large open areas, warehouse, etc. and would make an excellent conversion for many different business types. Heavy power already in place and multiple HVAC units, plus data cabling, etc. to accommodate high power and data usage needs. Approximately 5,000 SF is warehouse with the balance office/professional layout under HVAC. Huge 3.08 acre site that is landscaped and paved and has extensive parking with 100+ traditional spaces plus ADA spaces. This was a Class A facility when it was constructed and some cosmetics and general updating would very easily bring it up to today's standards. Great parking ratios, lighting, and very good signage with high street visibility. Very easy access from 441 South through The Villages and just one turn off the major artery through this highly trafficked area. Just minutes to food, shopping and amenities would make this an excellent site for large employers looking to accommodate high staffing or clientele needs.
#OM663211

LADY LAKE

455 ROLLING ACRES ROAD

None Beds

None Baths

25,648 Sq.Ft.

$4,900,000

MLS#: OM663211

Under Construction. Don’t miss this new construction home offering the ultimate in luxurious living, perfectly poised on the Intracoastal Waterway. All the elements of an idyllic lifestyle come together here as the salt air from the sea and the azure blue waters of Sarasota Bay combine for your little slice of heaven. Situated on nearly an acre of land you’ll enjoy privacy and luxury with all the conveniences of the newest construction standards. This begins with architecture and design – unique and imaginative spaces, thoughtfully orchestrated, bathed in natural light and opening to spectacular views of Sarasota Bay. With nearly 4000 sq. ft. of interior space, every inch is conceived with principle and purpose to offer form and function. This one of a kind residence will soon be completed and it may be possible to select your own personalized touches.
#A4555360

NOKOMIS

721 BAYSHORE ROAD

4 Beds

3 Baths

3,693 Sq.Ft.

$4,900,000

MLS#: A4555360

Unique once in a lifetime opportunity to have the privilege of owning one of San Juan's fewer than 70 houses that are oceanfront. Perfectly situated in one of San Juan's most exclusive 24 hour gated communities and directly in front of the ocean, this 1528sm double lot property has the most majestic coastal views imaginable. The property features two separate contiguous lots***. Delight in customizing these 2 properties and making your dream home. The first home sits on a 750sm lot boasting a beautiful colonial residence of approximately 5000sf featuring a foyer, large living and formal dining rooms, an adjacent great room with cathedral ceilings, a splendid oversize library with office and a bathroom , a huge bedroom on the first floor, a laundry room, and a maid’s room with a bath . There are three (3) additional bedrooms with gorgeous ocean views from the second story, all with baths. The master bedroom has 2 huge walk in closets. The adjacent oceanfront home is a diamond waiting to be polished or renovated, sitting on a 778 square meter lot with 5 bedrooms. It could be used as a separate home or integrated to the previously described residence, as an additional guest house which could potentially create a unique majestic estate like no other on the limited oceanfront coast of San Juan with over 1528 square meters. In addition both houses have solar panels on the roof. The Punta Las Marias area has long been an exclusive local neighborhood and it's living a revival as many homes are being renovated or newly constructed. It is near many restaurants, top private schools, and beautiful beaches. With the ocean right in front of your house, you have access to aquatic sports such as surfing, paddle boarding, fishing, windsurfing,swimming and a lifestyle like no other. ***Oceanfront home 778 sm sold separately for $3.2M and contiguous residence 750sm for $3M.
#PR9094251

SAN JUAN

#2429. #2433 GRANADA STREET

8 Beds

9 Baths

5,000 Sq.Ft.

$4,900,000

MLS#: PR9094251

This beautifully furnished two-story penthouse offers a seamless blend of refined style and everyday comfort. With approximately 3,706 square feet of interior space and 4,744 square feet including expansive covered terraces, this residence is thoughtfully designed for elevated, turnkey living. The main level welcomes you with an open-concept layout that flows effortlessly from the entryway into spacious living and dining areas, framed by soaring ceilings and a well-equipped kitchen. Two generously sized bedrooms, each with custom closets and private en-suite baths. A guest powder room, laundry room, and additional storage complete this level. Upstairs, a versatile loft space features a built-in bar with icemaker, two beverage fridges, a second powder room, and two additional bedrooms, currently arranged as a serene principal suite and a dedicated home office. Each includes its own en-suite bath. The private rooftop terrace invites relaxation, offering both covered and open-air lounge areas, a jacuzzi, and sweeping views of the lush driving range and surrounding mountains. Additional highlights include a two-car garage, two exterior parking spaces, and a prime location in the heart of the Resort, just moments from the Clubhouse, Fitness & Wellness Center, Sports Hub, and The Watermill. This is an exceptional opportunity to own a fully furnished, move-in-ready penthouse within one of the Caribbean’s most desirable resort communities.
#PR9114420

DORADO

2407 PLANTATION VILLAGE 2407

4 Beds

4 Baths

3,706 Sq.Ft.

$4,900,000

MLS#: PR9114420

Boasting an idyllic location in the heart of Boca Grande on Gasparilla Island, this beautifully appointed 2016 home just south of town presents unparalleled opportunity for those seeking the perfect blend of elegance, comfort, and coastal charm with the benefits of newer construction. This four bedroom, four bathroom residence is beautifully positioned on a 80’ x 135’ south facing lot creating an incredibly generous and private outdoor pool space with sunshine all day long! As you enter this Island home you’ll appreciate the maintenance free composite decks and freshly sealed tongue and groove outdoor cypress ceilings. Once inside, the high ceilings, large impact glass windows, and open floor plan with gorgeous European white oak engineered flooring throughout, creates an airy and welcoming atmosphere. The three dormers over the living room space create eye catching architectural interior design, soaring ceilings, and the natural light abounds into the living room that also features recessed sliding glass doors to the outdoor deck overlooking the pool. The chef’s kitchen features luxury Thermador appliances including a Professional Series 6 burner gas range and double oven, refrigerator, dishwasher, and U-Line wine refrigerator. The kitchen island is graced with seating for four, a timeless marble countertop and white porcelain apron front sink with quartz countertops on the perimeter. Retreat to the spacious primary suite with modern bespoke bathroom with a frameless shower door, soaking tub, walk-in closet, and charming french doors that lead to the exterior deck overlooking the tropical outdoor oasis. This thoughtful split floor plan offers three guest bedrooms and bathrooms with a fun bunk bedroom en-suite featuring custom lighting with USB outlets/charging ports for each bed space. The exterior of the home is protected with impact glass windows and doors, Hardie-board siding and soffits, and a 2016 metal roof. Relax by the 36’ x 14’ pool with sun shelf or entertain on the expansive patio with propane powered grill and fire pit all while surrounded with mature, tropical landscaping, providing a true, private, Island paradise. The recently painted garage bays offer freshly coated epoxy floors and owners and guests love this beautiful Island street with buried utilities. With views of the iconic range light from the semi-circular driveway, beach access at the end of the street, close proximity to town, restaurants, shops, and farmer’s market, this timeless Island residence ensures a seamless blend of convenience and luxury.
#D6139972

BOCA GRANDE

260 SEABREEZE COURT

4 Beds

4 Baths

2,379 Sq.Ft.

$4,900,000

MLS#: D6139972

Welcome home to a gated estate on one of the most desired streets in Winter Park, on a half-acre with a separate guesthouse & walk in wine cellar and tasting room, & a short distance to Park Avenue, Kraft Azalea Gardens and Winter Park Racquet Club. Timeless elegance and flawless artistry blend perfectly with modern comfort and function in this one-of-a-kind custom home originally designed for the Mayor of Winter Park in the 1920s. Designed by Slocum Platts Architects, renovated by Clayton Homes and recently modernized and maintained by E2 Homes, this residence has been immaculately cared for and appointed for the most discerning buyer.
#O6308495

WINTER PARK

984 MAYFIELD AVENUE

4 Beds

5 Baths

4,913 Sq.Ft.

$4,900,000

MLS#: O6308495

Manatee Point – Where Nature Paints the Hours – is a rare coastal estate that seamlessly blends refined luxury with the raw beauty of Florida’s most captivating landscapes. This 4-bedroom, 3.5-bath residence encompasses 5,531 square feet of living space, artfully designed to capture sweeping views of both the Indian River & the Atlantic Ocean. Nestled in the tranquil Bethune Beach enclave of New Smyrna Beach, the property offers an unparalleled lifestyle at the meeting point of elegance, comfort, & unspoiled nature. A private covered dock  grants direct access to boating, fishing, & endless waterway exploration. Set along the Indian River, this home is more than a residence—it is a sanctuary. Each day begins with the sight of golden sunrises glistening across the water & ends with dramatic, color-soaked sunsets mirrored in the tranquil river. Dolphins leap playfully while manatees drift silently in the quiet cove, just steps from your backyard. Elegant herons, pelicans, & egrets arrive daily, transforming your waterfront into a living canvas of natural wonder. To the east, the Atlantic Ocean is only a block away, ensuring the sea is always within reach. Every room is oriented to celebrate these vistas, from the owner’s suite & formal dining room to the glass-enclosed office & expansive living spaces. Built with poured concrete for strength & permanence, the home was crafted with soaring ceilings, rich wood & marble floors, & an architectural floating staircase. A three-stop elevator ensures convenience, while walls of glass frame panoramic 180° views that blur the boundaries between indoors & out. At the heart of the home, a chef’s kitchen awaits, complete with quartz countertops, a gas range, butler’s pantry, & designer lighting. The primary suite serves as a private retreat, with dual walk-in closets, a coffee bar, & a spa-inspired bath featuring a Jacuzzi tub overlooking the river. Additional comforts include a second-floor laundry with granite counters, outfitted closets with custom storage, & a 969-square-foot three-car garage. On the first level, a private guest suite with its own living room & bath opens directly to the pool & dock, offering an ideal escape for family or visitors. The outdoor lifestyle here is second to none. A sparkling pool with waterfall Jacuzzi overlooks the river, while multiple balconies invite both sunrise coffee & sunset cocktails. Paddleboard or kayak from your backyard, stroll to world-class surf breaks, or fish the legendary waters of Mosquito Lagoon. Lush landscaping with mature palms enhances the sense of privacy & tropical charm. Modern upgrades include a whole-house water filtration system, impact-rated glass doors & windows (2018), nineteen new architectural windows (2025), two Lennox HVAC systems with transferable warranties (2024) & a durable metal roof (2014). These features ensure both luxury & peace of mind. Beyond your gates, New Smyrna Beach offers vibrant cultural & recreational opportunities. Stroll to the no-drive beach, kayak through Canaveral National Seashore, or watch rocket launches from nearby Kennedy Space Center. Just minutes away, Flagler Ave & Canal Street deliver boutique shopping, dining, & art. Championship golf, Daytona Speedway, & Orlando’s theme parks & international airport are within easy reach. More than a home, Manatee Point is a private waterfront sanctuary—an inspiring retreat where natural beauty & refined living converge in one extraordinary address.
#NS1085759

NEW SMYRNA BEACH

6666 ENGRAM ROAD

4 Beds

3 Baths

5,531 Sq.Ft.

$4,900,000

MLS#: NS1085759

Discover waterfront living on the coveted north end of Siesta Key. Set along South Coconut Bay with access to Roberts Bay and the Intracoastal Waterway, this sprawling estate offers exceptional privacy, water views, and over 7,000 square feet of refined living space. Soaring ceilings and walls of glass fill the home with natural light, while the open-concept layout and contemporary design create an ideal setting for both everyday living and entertaining. A cylindrical glass elevator serves as a subtle architectural feature within the home’s modern design. The gourmet kitchen is appointed with custom cabinetry, premium appliances, and Sub-Zero refrigeration, complemented by a built-in coffee system, 140-bottle wine cooler, and an oversized island designed for gathering. Multiple fireplaces add warmth throughout the home, while the private home theater with refreshment bar offers an elevated entertainment experience. Outdoor living includes expansive terraces, an infinity-edge pool and spa, and peaceful bayfront surroundings. The primary suite features a private waterfront terrace, fireplace, sitting area, dual walk-in closets, and morning bar. Built with reinforced concrete construction and Anderson hurricane casement windows, the home blends luxury with durability. Additional highlights include a 10-car garage, gym, office, and generously sized guest accommodations. Meticulously maintained, the home also features a freshly painted exterior. A rare opportunity on one of Siesta Key’s most sought-after streets.
#A4670896

SARASOTA

4136 ROBERTS POINT CIRCLE

6 Beds

5 Baths

7,099 Sq.Ft.

$4,900,000

MLS#: A4670896

Be the King and Queen of your Tropical Waterfront Estate - This 8+ acre Resort Style Oasis will give you the quality of life you deserve! Pull in through the private electric gates to this majestic estate. The 5 Bedrooms and 6 1/2 Baths will keep the family and guests happy in the mainhouse. There is an additional Detatched In-Laws Quarters/ Guest House with Full Bedroom, Bathroom, Kitchen/LR. In the main house Large windows open the view of the pool and lakefrontage. The Heated Salt Water Pool and Spa with fountains wrapped with a luxury pool deck covered in pavers leading to the outdoor kitchen. Perfect for small or large parties! There is also a separate guest house that would make a great in-laws quarters. Privacy, distinction, and class! Live a little! Lake Thonotosassa is the largest lake in Hillsborough County. Bring your Boats, Jetskis, ATV's, Cars, Dogs, and Farm Animals. There is plenty of space for all your toys in the 50x100 4 bay warehouse/shop. There is also a 4 car adjoining garage for your families daily vehicles. The boat dock has 3 boat slips. The property is already greenbelt approved giving significant tax advantages! The property is only 15 minutes from Tampa and i-75, and even closer to I-4. NO HOA to tell you what you can and cannot do. Be your own boss! Seller Financing Considered with 1/2 Down.
#S5149036

THONOTOSASSA

11715 TAYLOR ROAD

6 Beds

7 Baths

10,541 Sq.Ft.

$4,900,000

MLS#: S5149036

CONFIRMED POTENTIAL FOR TWO BUILDABLE WATERFRONT LOTS creates one of the most compelling redevelopment opportunities on Anna Maria Island with nearly 100 feet of direct Sarasota Bay frontage. Privately owned by the same family for decades, this exceptional bayfront property offers expansive open-water views, a coveted location in the heart of Bradenton Beach, and the opportunity to create two luxury waterfront residences or an extraordinary private estate. The City of Bradenton Beach has confirmed the property's potential for two buildable waterfront lots, presenting a rare opportunity for builders, developers, investors, or those seeking to create a legacy property. The existing property features a 75-foot composite dock and 4,500-pound boat lift, providing immediate boating access to Sarasota Bay and beyond while future plans take shape. Waterfront parcels of this size, width, and potential are becoming increasingly scarce on Anna Maria Island. Whether your vision is two exceptional custom homes, a multi-generational family retreat, or a landmark bayfront estate, this is an opportunity to secure one of the island's most remarkable waterfront offerings.
#A4678416

BRADENTON BEACH

2512 AVENUE A

3 Beds

3 Baths

1,974 Sq.Ft.

$4,900,000

MLS#: A4678416

An exceptional Clearwater Beach waterfront opportunity featuring existing commercial dock infrastructure and ownership of both the upland property and submerged lands. Located along Bay Esplanade, this property offers approximately 129 feet of seawall frontage and provides immediate value through its existing commercial boat slip operation. Property highlights include: - Approximately 129 feet of seawall frontage - Ownership of upland property and submerged lands - Five existing commercial boat slips - Two larger slips capable of accommodating substantially larger vessels (buyer to verify exact dimensions and permitted use) - Additional slips suitable for recreational vessels (buyer to verify exact capacity and dimensions) - Existing fire hydrant access at the front of the property - Strategic location adjacent to other significant waterfront parcels. A unique opportunity for investors and developers seeking waterfront ownership, marina potential, and the possibility of combining with neighboring properties to create a larger-scale Clearwater Beach development opportunity.
#TB8529949

CLEARWATER BEACH

627 BAY ESPLANADE

None Beds

None Baths

3,652 Sq.Ft.

$4,900,000

MLS#: TB8529949

Price reduced
Positioned in a secluded and private corner of Boca Grande, this exceptional estate boasts prime deep-water dockage, with direct access to Charlotte Harbor and no bridges to the Gulf of Mexico. Expansive canal frontage and outstanding boat dockage with an 8,000 lb boat lift provides ample space for a large yacht and multiple smaller vessels. Immerse yourself in magnificent views of the bay, bayou, and Gulf from numerous rooms, porches, and balconies. With over 4,500 sq.ft. of living space, the home features 4 bedrooms, 4.5 baths, and a variety of sitting and study rooms. The grand living areas include soaring ceilings, formal dining, family, and breakfast rooms, and a master suite that is nothing short of enormous. Upstairs, you'll find an additional family room perfect for relaxation. The Victorian-style design is filled with intricate architectural details such as columns, corbels, large coral stone wood burning fire place, Venetian glass chandeliers, and stained-glass windows and doors. Restored cypress cabinetry and built-in loft beds in one of the guest bedrooms add unique custom touches to the interior. Just a short stroll or golf cart ride to the legendary Gasparilla Inn, the village of Boca Grande, renowned restaurants, and shops, or across the street to miles of pristine sandy beach. This paramount boating location is a dream for both anglers and pleasure cruisers, with world-class backwater and tarpon fishing right at your fingertips. Charming island destinations, including Don Pedro and Cabbage Key, are also just a short pleasure cruise away. The property includes the submerged land behind the home, which allows for tremendous flexibility if redesigning the dock.
#D6145442

BOCA GRANDE

1660 16TH STREET E

4 Beds

4 Baths

4,511 Sq.Ft.

$4,900,000

MLS#: D6145442

Virtually Staged. *LISTED COMMERICAL AS WELL A4702456* Welcome to 8146 Tropicaire Blvd, 13 recently surveyed acres of flourishing, working agricultural land in North Port, spanning three parcels, all zoned AG and free of easements or deed restrictions. North Port is among the fastest growing cities in the nation, and producing land like this grows rarer every month. Greenhouses were built new in 2025 (30x100 ft), with a shade house added in 2022, established nursery rows, and fruit trees full of life from years of dedication. Roughly 1,000 plants make up current inventory, including ice cream banana trees, citrus, lychees, and ornamental flowers, with virtually anything that thrives in Florida's climate growing here. Irrigation and electric run throughout since 2020, fed by three private wells at 70, 105, and 110 feet, water tested safe, feeding both the home and fields. Fixtures include three greenhouses, six to seven sheds (including the "thunder house"), and two large barns, all powered, plus fertilizer tanks, pumps, and chemical storage. About 3 acres of pasture are partially irrigated. This sale includes a full working nursery and farm business, thirty years in the making: inventory, business name, customer list and phone number, and supplier relationships, all included with no contracts. The property carries agricultural and greenbelt ag exemption status, and the owner has participated in USDA and cost share programs, including NRCS programs for bird nesting boxes. Machinery may be available to the buyer, and the property holds full USDA certification as a working farm, nursery, and landscaping business. Then there is the home, a showpiece in its own right, set back from roughly 300 feet of road frontage along Tropicaire Blvd. Custom built and finished in 2025, it features block and stucco walls, a standing seam metal roof, impact resistant windows and doors, spray foam insulation, a raised stem wall foundation, engineered hardwood floors, and a wrap-around covered porch. Granite countertops anchor the kitchen and every bathroom, with walk-in showers throughout and a clawfoot tub in one bath. Storage is generous, and the laundry room includes a dedicated dog wash shower. The home offers 3 bedrooms, 3 full baths, plus a half bath in the garage, with HVAC and water heater new in 2025. All renovations were completed brand new in 2025, fully permitted. The garage is an imposing 40x45 feet with three bays and its own half bath. Plumbing and electrical are already in place for an outdoor kitchen and pool. The home is served by private well and septic, FPL electric, and Frontier internet. The property sits in Flood Zone X with no history of flooding, and includes roof-to-wall connections and a secondary water barrier for storm resilience. Additional features include engineered fill, complete electrical service, water storage tanks and ponds on site, and irrigation permits already in place. The land is fully fenced and zoned for horses, overlooks a tranquil pond, and sits minutes from I-75 and the growing Sarasota Memorial Hospital campus. It borders the T. Mabry Carlton Reserve, over 1,000 acres of horse trails, and the pole barn could convert to horse stalls. A chicken coop and pig pens support organic, self-sustaining living. Three parcels, sold together, zoned AG, with no HOA and no deed restrictions. Paid for outright with no loans or liens, this is a true legacy of self-reliance, built from the ground up.
#A4702274

NORTH PORT

8146 TROPICAIRE BOULEVARD

3 Beds

3 Baths

2,368 Sq.Ft.

$4,900,000

MLS#: A4702274

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