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Welcome to your own private retreat in the heart of Downtown Winter Garden, just steps from the 22-mile West Orange Trail and nestled within the coveted Golf Cart District. This stunning single-story custom home offers the perfect blend of upscale living, natural beauty, and small-town charm. Set on an oversized fenced lot just under 1 acre, this turnkey estate features 5 bedrooms one with private entrance perfect for guest or in-law suite,  5 full en-suite bathrooms, 4,330 sq ft of thoughtfully designed living space, a resort-style pool with outdoor entertaining area, and an expansive 3-car garage with room to add an additional detached garage for all the toys.

As you approach, you’re greeted by lush landscaping, rear privacy hedge, Magnolia Trees, and towering mature oak trees that provide shade and character throughout the property. Inside, this smart home is beautifully updated with high-end finishes, custom cabinetry, built in closet organizers, full home backup generator, sound system, security surveillance and an open-concept layout ideal for both everyday living and entertaining. The chef’s kitchen flows into a spacious family room with beautiful fireplace, and large windows that frame serene views of your backyard oasis.

Step outside to enjoy the ultimate Florida outdoor living experience. The backyard is a showstopper—featuring a resort-style pool, outdoor kitchen with retractable screens, a cozy outdoor fireplace and living and dining area, and a dedicated fire pit area under the pergola, all designed for year-round entertaining and relaxation. Whether you’re hosting a party or enjoying a quiet evening under the stars, this home offers the perfect setting.

This property is not only a sanctuary but also a gateway to one of Central Florida’s most vibrant communities. Just steps from Lakeview Middle School as well as West Orange Trail, you can walk, bike, or take your golf cart to Historic Downtown Winter Garden, where you’ll find award-winning restaurants, local breweries, coffee shops, live music, boutique shopping, the popular farmers market, and community events all year long. The lifestyle here is active, social, and completely unique. With No HOA enjoy the freedom to bring your RV, boat, or toys.

This is a rare opportunity to own one of the area’s finest homes in a location that combines luxury, lifestyle, and unmatched community access.

Schedule your private tour today and see why this incredible property is the best of Winter Garden living!
#O6315523

WINTER GARDEN

340 LAKEVIEW ROAD

5 Beds

5 Baths

4,286 Sq.Ft.

$2,750,000

MLS#: O6315523

Welcome to a breathtaking year 2025 built beachside coastal masterpiece. It is located deep in the heart of New Smyrna Beach’s historic district. This two-story architectural gem harmoniously blends modern luxury with coastal charm, offering an exquisite living experience.
Spanning five bedrooms, three bathrooms, and a versatile office/bonus room, this stunning home serves as a true sanctuary of sophistication. The open-concept design is adorned with wide-plank white oak, marble, and porcelain tile flooring, complemented by a custom oak staircase and striking quartzite countertops featuring a four-inch thickened edge. The chef’s kitchen is a culinary dream, equipped with top-of-the-line Thermador appliances, including a 42” range, a three-tower fridge/freezer system, wine cooler, under-counter microwave, and a white quartzite waterfall center island.
The luxurious primary suite is a spa-inspired retreat that features a double vanity, deep soaking tub, steam shower, and high-end finishes, creating the perfect escape. High vaulted beamed ceilings enhance the spacious ambiance, while premium impact-rated windows and doors flood the home with natural light. A cozy fireplace adds warmth and charm to the interior. Designed for modern convenience, this fully automated home includes a whole-home generator, a custom-made state-of-the-art audio-visual package, and smart lighting that allows you to customize your environment at the touch of a button.
Step outside to your personal paradise. The designer pool, featuring a sleek black finish, an 8-person spa with a cocktail bench, integrated amber-lit lighting, and a self-cleaning system, is framed by expansive decking for ultimate relaxation and entertainment. The gourmet outdoor kitchen is perfect for alfresco dining, equipped with premium appliances to elevate your outdoor culinary experiences. Enjoy a spacious covered balcony and dual front and back porches that enhance the coastal Florida lifestyle. A custom-made surfboard mailbox adds a signature touch to the property. The epoxy-finished garage offers a sleek, durable space for vehicles and storage.
Located just two blocks to Flagler Avenue, you’re steps away from charming boutiques, award-winning restaurants, and the pristine sandy beaches of New Smyrna Beach. Whether you seek a peaceful retreat or an entertainer’s haven, this home epitomizes elite beachside living. Indulge in perfection—schedule your private tour today and experience the pinnacle of coastal luxury living.
#NS1084035

NEW SMYRNA BEACH

213 CEDAR AVENUE

4 Beds

3 Baths

3,160 Sq.Ft.

$2,750,000

MLS#: NS1084035

Here's your chance!!! Opportunity knocks seldom but this is one of those times. WOW! What a rare find in the heart of the Lake Region of Florida. Approximately 270 acres of gently rolling, lush, hay fields and wooded draws, located only a minutes to Gainesville, Jacksonville, and Ocala. This lovely property has it all, dense forest, loaded with abundant wildlife including deer and turkey for the hunting enthusiast, beautiful ponds, open pasture for horses, cattle and hay production. There are numerous sites amongst century old live oaks with picturesque sunsets overlooking the pond for your dream home and the peace and quiet of hard to find county living. Don't pass up this unique and diverse property to create your own family legacy. In Alachua and Putnam Counties. {A-412}
#GC516186

MELROSE

4107 NE 255TH DRIVE

None Beds

None Baths

270.0 acres

$2,750,000

MLS#: GC516186

Spectacular WATERFRONT RETREAT AND Phenomenal BREATHTAKING VIEWS, views and more views of Bimini Bay on Anna Maria Island will capture your heart as you enter this meticulously maintained North Pointe home within Key Royale neighborhood!  Enjoy sunset views on your deck or sit on the dock or seawall to fish, watch dolphins, manatees and other marine life.  This boater’s paradise comes with a 60 foot dock, 116 foot concrete seawall and 10,000 lb boat lift.  Magnificent views of the water and waterfront decks from almost every room! Nestled in a quiet Cul de sac this home boasts an open concept of living space with french doors to a large deck and massive views of Bimini Bay.  There is plenty of space for you and your guests as this home boasts 4 bedrooms PLUS den, 3 1/2 baths, heated pool, new decks, and a large two car garage.  As a member of the North Point Harbour association you have access to a community pool, tennis and pickleball courts.  Key Royale Club, located just three blocks away, offers a nine hole course with golf and social memberships.  The famous sandy beaches of Anna Maria await you as does historic Pine Avenue, quaint restaurants and shopping, Bean Point, and the City Pier.
#A4602134

HOLMES BEACH

619 N POINT DRIVE

4 Beds

3 Baths

2,308 Sq.Ft.

$2,750,000

MLS#: A4602134

LIVE THE ISLAND DREAM - BREATHTAKING BAYFRONT HOME WITH DOCK, POOL, & WEEKLY RENTAL INCOME!
Welcome to your dream waterfront escape on Anna Maria Island, where coastal charm meets modern luxury! This elevated 3-story bayfront home is fully updated, turnkey furnished, and rental-ready, making it the perfect blend of vacation home + investment opportunity. With expansive open-water views of Sarasota Bay, this property delivers everything buyers from out of town are seeking: sun, sand, salt air - and serious ROI. 

The 4-bedroom, 5.5-bath layout is thoughtfully designed for both relaxed island living and high-end entertaining. Picture this: sipping your morning coffee on one of multiple balconies as dolphins pass by, then stepping out to your private deep-water dock (room for any size boat!) for a day on the water. Inside the home features: Light filled, coastal-inspired interiors, elevator to all floors, spacious great room and kitchen combo, primary suite with water views, bunk room, full laundry, outdoor shower, oversized 4-car garage with pool bath and entertainment space. Outside, enjoy: A newly resurfaced heated pool (2024) and deck (2023), newer roof (2019), pool heater/pump/motor (2023), HVAC (2021), ductwork and water tanks (2023), along with TREX decking and a fish cleaning station. 

This home sits just blocks from the island's famous beaches, restaurants, and shops, with direct access to boating, paddleboarding, and sunset cruising. In a top rental zone with little restrictions, it's a proven weekly rental performer - perfect for those looking to generate income when not in residence. Buyers are increasingly seeking properties that deliver experience, lifestyle, and value. This delivers all three - plus breathtaking bay views from nearly every room AND a pickleball court on your street. Don't miss your chance to own a slice of Anna Maria Island paradise that's built for peace of mind and storm resilience. Offered fully furnished and ready to go - just bring your sunscreen. *Information deemed reliable but not guaranteed.  Buyers or Buyers Agent to verify.
#A4642922

BRADENTON BEACH

2407 AVENUE A

4 Beds

5 Baths

2,444 Sq.Ft.

$2,750,000

MLS#: A4642922

Welcome to your direct Gulf Access paradise! This stunning brand new, custom-built home awaits, with sweeping intersecting canal views across the EXTRA WIDE AND DEEP WATER BIMINI CANAL Just a brief boat ride to the Gulf of Mexico, restaurants, and beaches. This retreat offers 4 bedrooms, an office, and 5 bathrooms. The kitchen is a chef’s dream, with dual islands with quartz countertops and high-end stainless appliances. Bonus features include 2 icemakers, 2 full-size refrigerators, and a wine fridge. This amazing indoor/outdoor entertaining space features a linear electric fireplace in the living room, with 90-degree sliding doors to the patio. Your private oasis awaits outside, Enjoy all day sun at this SOUTH EASTERN EXPOSURE property complete with a saltwater pool, spa, and a fully equipped outdoor kitchen. Designed for safety, the home offers hurricane protection with impact windows/doors throughout. The 3-car garage provides ample space, and the expansive dock includes a 24,000 lb boat lift. No expense has been spared in creating this exceptional home.
#C7489573

CAPE CORAL

5025 SORRENTO COURT

4 Beds

4 Baths

2,954 Sq.Ft.

$2,750,000

MLS#: C7489573

Welcome to The Bellamy on Bayshore – one of Tampa’s most luxurious high-rises, perfectly situated along Bayshore Boulevard. This 15th-floor residence offers 3 spacious bedrooms, 3.5 bathrooms, an office, and resort-style amenities, all with 220-degree panoramic views of Tampa Bay.  Arrive in style under the Bellamy’s stunning porte cochere and step into the dramatic, updated two-story lobby with beamed ceilings and daily concierge service. A private elevator takes you directly to your own private foyer, where double wood doors open to a welcoming travertine-tiled entry. Inside, the home immediately impresses with beautiful engineered wood floors and an open layout designed to maximize light and the spectacular water views.  The expansive family and dining room features walls of windows that capture 220-degree vistas of shimmering bay waters and sliding door access to the large balcony. Views of Tampa Bay that you have never seen before!  Just off the family room, an office with a large closet shares the same spectacular outlook and has sliding glass doors to the same balcony—an ideal spot to relax and take in Tampa’s natural beauty. The formal dining area flows seamlessly into the gourmet kitchen, where travertine floors, rich wood cabinetry with soft-close doors & drawers, and a granite island elevate everyday living. The kitchen also offers an eat-in area, built-in desk, gas cooktop, wall oven, and a large customizable pantry.  The primary suite is a private retreat, complete with plush carpet, sliding glass doors to a second, private balcony, dual walk-in closets, and a spa-like bath featuring travertine floors, a glass-enclosed walk-in shower, and separate water closet—all with inspiring views. Two additional bedrooms provide comfort for guests: one en suite bedroom is currently being used as an office and has great views and a large closet. Its bathroom has a tub/shower combination and granite-topped vanity.  The second en suite bedroom offers a walk-in closet, granite vanity, and walk-in shower. A full laundry room with washer, dryer, sink, and cabinets adds convenience, while a deeded storage room ensures extra space.  Life at The Bellamy extends beyond the residence. Outdoor resort-style amenities include a stunning pool, heated spa, fireplace lounge, and grilling areas, all surrounded by lush landscaping. Indoor luxuries feature private wine storage, a humidor, a library, two social rooms with bar areas and a pool table, and a professional boardroom. Separate parking garages for guests and residents offering 2 conveniently-located assigned spaces make living here as effortless as it is elegant.  Experience refined high-rise living in one of Tampa’s most desirable waterfront locations. The Bellamy on Bayshore is more than a residence—it’s a lifestyle with easy access to Bayshore Boulevard’s miles of walkways, downtown Tampa, Hyde Park, Amalie Arena, Tampa Yacht Club, shopping, cruise port, award-winning restaurants, and so much more.  Opportunities like this are rare—schedule your showing now to experience unmatched views and world-class resort amenities.  Be sure to view the virtual tour and watch the video tour, as well.
#TB8438341

TAMPA

4201 BAYSHORE BOULEVARD 1501

3 Beds

3 Baths

3,316 Sq.Ft.

$2,750,000

MLS#: TB8438341

This exquisite turnkey furnished residence offers a ready-made vacation retreat in the heart of Anna Maria Island. Situated just a block away from the vibrant Pine Avenue, this coastal-inspired property encompasses a main house boasting 3 bedrooms and 2 baths, complemented by a charming guest cottage featuring 2 bedrooms and 1 bath. Built in 2015, the home epitomizes modern comfort and style, with tasteful decor throughout. Step inside to discover a spacious gourmet kitchen seamlessly flowing into the inviting living areas, perfect for hosting gatherings and creating lasting memories. Beyond the interiors, the outdoor living space beckons, featuring a private heated pool with cocktail table and sun shelf all situated between the main house and guest cottage, providing an idyllic setting for relaxation and entertainment amidst the island's tropical ambiance. The unique layout of the home is perfect for a multitude of uses, offering separate spaces for privacy and togetherness. Enjoy the convenience of a 1-car garage, providing ample storage space for a vehicle and beach essentials. Conveniently located within walking distance to both Gulf and Bay beaches, as well as a myriad of dining and shopping options along Pine Avenue, Jersey Girl offers unparalleled access to Anna Maria's coveted amenities. Short-term rentals are allowed, adding to the versatility and investment potential of this remarkable property. With a Bert Harris Exemption, this property is approved to sleep 12 people per Anna Maria City code, presenting an exceptional investment opportunity. Whether you're seeking a primary residence, a second home, or a lucrative vacation rental, Jersey Girl offers versatile possibilities. Make Jersey Girl your own slice of coastal paradise.
#A4602242

ANNA MARIA

423 SPRING AVENUE

5 Beds

3 Baths

2,140 Sq.Ft.

$2,750,000

MLS#: A4602242

Fantastic opportunity to live on the water on one of the nicest streets off Westshore in Sunset Park Isles!  This home was built for entertaining your guests both inside and out!  The 3,436 sf floor plan features 3 bedrooms + office/den, 2 1/2 baths inside the home (+ 1 full bath in the pool cabana), a large formal dining room, living room, family room, and a spacious eat-in kitchen with an island.  Situated on a large 88x130 ft lot with lovely water views from nearly every room, you will really appreciate the layout. Outside, the resort style pool and hot tub is beautifully designed and overlooks the enormous dock with 2 boat slips with lifts at 12,000 lbs and 13,000 lbs capacity, and a large open deck with even more space for lounge chairs to take in the water views.  And who wouldn’t want a poolside cabana bar complete with a built-in grill and full pool bath!   You enter the home through attractive double doors with leaded glass sidelights that lead to the large dining room with built-in sideboard.  The first floor living room has a wood beam ceiling, a herringbone brick pattern wood burning fireplace and french doors that lead to the screened in porch.  The large open kitchen layout has a gas cooktop with stainless-steel hood, full granite backsplash, built-in stainless steel oven, refrigerator and beverage fridge.  Just off the kitchen is the laundry room area which doubles as a butler’s pantry with tons of storage and 14 feet of counter space!  Other interior features include custom built-in cabinetry in the home office and family room, Brazilian cherry wood floors and travertine tile.  There is a sun deck off one of the 2nd floor bedrooms that has beautiful views of the canal and lots of off-street parking on the spacious brick paver circle driveway.  Come put your personal touches on this home which could easily be transformed to almost any style!
#T3514203

TAMPA

5110 W SAN JOSE STREET

3 Beds

3 Baths

3,436 Sq.Ft.

$2,750,000

MLS#: T3514203

Nestled in a secure and private gated street fronting the ocean, Azure is a residential boutique condominium offering an exclusive address in the Punta las Marias sector. The condominium consists of 9 oceanfront residences offering a private setting in one of the most desired locations along the coastline. The apartment is the largest of the residences offering a high-end and luxury setting with an infinity view from the moment you set foot in the foyer. Amenities and facilities include security guard, full-power generator, a roof top terrace with a resort style infinity pool and a covered terrace with outdoor kitchen with mesmerizing ocean and city views.
#PR9099018

SAN JUAN

1 CALLE ALEMENDRO 203

3 Beds

4 Baths

3,498 Sq.Ft.

$2,750,000

MLS#: PR9099018

Welcome to Your Orlando Investment Paradise! This spectacular 15-bedroom, 15 full + 2 half-bath luxury estate in the highly sought-after Paradiso Grande Resort is truly one of a kind. Built in 2023 by Park Square Homes and offering over 6,300 sq. ft. of heated living space, this fully furnished mansion is Airbnb/VRBO approved and designed for maximum comfort, entertainment, and return on investment. Step inside to discover expansive living areas, a chef’s kitchen with stone counters and stainless-steel appliances, and 15 en suite bedrooms ensuring privacy for every guest. The layout features 5 bedrooms on the first floor and 10 upstairs, making it ideal for hosting large groups. Guests of all ages will love the themed rooms — including Harry Potter, Jungle Mickey, Under the Sea, Frozen, and Moon & Stars — balanced with elegant suites for more refined stays. Entertainment is endless with a private movie theater, arcade/game loft, open-concept gathering spaces, and a built-in grill with covered patio overlooking the screened-in pool and spa. Designed to sleep 40+ guests, this property is already a proven short-term rental performer.
Paradiso Grande is the only purpose-built short-term rental resort community on International Drive, minutes from Universal’s Epic Universe, the Convention Center, SeaWorld, Disney, and world-class shopping and dining. Owners and guests enjoy exclusive access to the Aquarius Clubhouse, featuring a resort pool with lazy river, splash playground, café, fitness center, and game room — all within a gated, guard-monitored community. This is more than a vacation home – it’s a turnkey investment opportunity that today’s travelers can’t resist. Whether your goal is maximizing cash flow, enjoying a personal retreat, or both, this property delivers. Don’t miss your chance to own a piece of Orlando’s fastest-growing vacation destination — schedule your private showing today!
#O6345435

ORLANDO

6319 SAND SKIPPER ROAD

15 Beds

15 Baths

6,331 Sq.Ft.

$2,750,000

MLS#: O6345435

Prime opportunity for development on W. Waters Avenue with central location to many business points and accessible roadways.  This property is 1.73 acres +/- and provides for a multitude of potential build-outs.  Zoning allows for multiple commercial options for future use and business entities.  Zoned M, this property has a many permitted and conditional uses with an additional future land use of UMU-20.  With 326’ of frontage to W. Waters Ave., visibility will be paramount and location – excellent.  This lot is 244’ deep on the East side and 225’ deep on the West side.  Established businesses within the area contribute to a robust support system and a very strong traffic count.  Ease of access to all points is a key too, with convenient access to the Veterans Expressway and other major arteries.  Distance to several key local areas include: Tampa International Airport (7.7 mi.), Westshore Business District (6.9 mi.), Downtown Tampa (11. mi.), St. Pete – Clearwater Airport (20.1 mi.), Carrollwood (7.7 mi.), Palm Harbor (15.9 mi.), Downtown St. Petersburg (24 mi.), Clearwater Beaches (19.7 mi.), Land O’ Lakes (19 mi.), Lakeland (44.9 mi.), Plant City (38.7 mi.), and Gandy Bridge (10.5 mi.).
#TB8465498

TAMPA

5711 W WATERS AVENUE

None Beds

None Baths

1 Sq.Ft.

$2,750,000

MLS#: TB8465498

SOLD DATA ENTRY ONLY
#J995891

CLERMONT

561A

None Beds

None Baths

26.09 acres

$2,750,000

MLS#: J995891

This unique 18th floor Alinari Penthouse with a 1500 sq. ft. roof deck is now available for one lucky family. To the West, unlimited views of the Bay and Gulf facing The Bay Park. To the East, downtown city views. This home in the sky features three bedrooms, three and a half baths plus den of elegant living in 3,219 sq. ft. Recently updated throughout, the chef’s kitchen has an LG gas stove, stainless appliances, quartz countertops, luxury wood cabinets, pantry, TV nook and large breakfast bar overlooking the roof deck. The roof deck has a grill and is the perfect space for entertaining and watching the fireworks. It even has retractable sunshades and a doggie door if desired. In the living area are windows facing incredible water views with electric shades to control the afternoon sun. An elegant alcove bar unites the open living/dining area and kitchen. The West facing primary bedroom has a seating area, two large closets with closet system and a spectacular ensuite bath with built-in vanity, new mirrors, light fixtures, and countertops. Add to that a soaking tub for total relaxation and a new glass shower stall with two heads. Glass tiles grace the walls and the interior of the tray ceiling. The whole house has solid wood doors, crown molding, wood-look plank tile flooring, plantation shutters and 2 new HVAC systems. Don’t forget the private cabana on the pool deck (one of only eight) and two parking spaces to make this the perfect choice for your new home. Alinari is an amenity-rich condominium with large 80 ft. long lap pool, hot tub, community grills, card room, party room with catering kitchen, sauna, wine storage, fitness center, office and conference rooms, 3 guest suites and movie theatre. The Alinari passed its structural inspection with flying colors. Located in the Rosemary District with restaurants and shopping nearby. The Bay Park is just across the street with the Van Wezal Performing Arts Hall, outdoor performance spaces, the Art Center, Welcome Center and Municipal Auditorium. Downtown and Lido Beach are a short distance away.
#A4618547

SARASOTA

800 N TAMIAMI TRAIL 1817

3 Beds

3 Baths

3,219 Sq.Ft.

$2,750,000

MLS#: A4618547

Over 1 ACRE PRIVATE WATERFRONT ESTATE WITH SEPARATE GUEST HOME AND BOAT DOCK & 11,000 LB BOAT LIFT. Calm Water w/ Direct Gulf Access. The main home has 6 bedrooms, 6 bath rooms, a 4 stop elevator, a home theater room, new Italian Travertine flooring, Brand New Kitchen and Bath Rooms, great room with coffered ceilings New Hurricane Rated Windows & Doors New Hardy Board Siding including New Garage Doors and a beautiful heated pool/spa overlooking St Joseph Sound. Separate Guest Home offers 3 bedrooms, 2 full baths, a full kitchen, laundry room, a living room with an elevated observation deck, and its own 4 car garage for plenty of vehicles, toys & storage areas.  ROOF 2017 & 4 NEW AC'S 2021. THERE IS SO MUCH MORE,
#U8177554

PALM HARBOR

504 HILLSBOROUGH STREET

9 Beds

8 Baths

7,274 Sq.Ft.

$2,750,000

MLS#: U8177554

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* Listings identified with the FMLS IDX logo come from FMLS and are held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request. © 2024. First Multiple Listing Service, Inc.
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