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Tucked away in a quiet area of the island in a lush, tropical setting just moments from the beach, this beautiful 5BD/4BA residence captures the essence of coastal living with effortless style and thoughtful functionality, offering an exceptional opportunity in a desirable weekly rental zone. Framed by swaying palms and vibrant landscaping, the home welcomes you into a light-filled interior where a spacious living room with soaring ceilings, elegant plantation shutters, and a cozy gas fireplace creates an inviting space to gather and unwind. The open flow continues into a well appointed kitchen equipped with everything the family chef could want including a dining nook, but that family chef will love the scullery area with an additional stove and dishwasher for all the family gatherings. The scullery opens to the exterior where the outdoor grill and pizza oven are right at your finger tips. Two ensuite bedrooms, including a serene primary suite, offer comfort and privacy, while the remaining spacious bedrooms provide generous accommodations for the whole family. Step outside to a private pool area designed for soaking up the Florida sunshine, featuring a pool chiller for year-round comfort and surrounded by ample space for lounging and entertaining, along with two convenient outdoor showers. Practical features abound with natural gas service, a whole house generator, a durable metal roof, impact windows and more. There is also an exterior storage shed for all the beach toys, and abundant parking including two circular driveways on this corner lot. Located in the heart of Holmes Beach this location can’t be beat with a short walk to local shops, eateries and most importantly the sugar white sand and turquoise gulf waters.

HOLMES BEACH

5701 CARISSA STREET

5 Beds

4 Baths

3,124 Sq.Ft.

$3,295,000

MLS#: A4688232

**EXCEPTIONAL WATERFRONT RESIDENCE with 210 ft CANAL FRONTAGE** in desirable Sorrento Shores, offering Deep Water access with No Bridges to the Bay/Gulf. Privately situated on a quiet cul-de-sac, the property enjoys tranquil water and palm views from nearly every room, with canals often visited by manatees and dolphins. Originally built in 1965, then Demolished and Re-Built in 2011 with solid concrete block construction on both levels and encompassing 6,254 sq ft under roof, this residence is designed for durability and peace of mind. The elevated main living level at an 18 ft elevation, features Double-insulated Hurricane-Impact windows and sliding doors on the main level, hurricane impact windows on the lower level, and wraparound balconies with a private lanai to take in sunrise and sunset views. The open-concept interior is designed for comfort and entertaining, highlighted by 14 ft coffered ceilings, crown molding, custom built-ins, LED lighting, and abundant natural light. The kitchen is beautifully appointed with a large granite island, generous counter space, and a gallery window framing the water. The home offers 3 Bedrooms (all En Suite), 3 Full and 1 Half Baths on main level and an additional Full Bath on the lower level. The spacious primary suite includes balcony access, three custom closets, and a spa-style bath with dual vanities, makeup counter, jetted tub, and oversized tiled shower. The lower level entails an additional nonconforming bedroom, bathroom and recreation room with access to outdoor patio. 4-Car Garage plus extensive space for storage and recreational equipment. Construction features include energy-efficient closed-cell insulation, interior metal framing, Hardie/cement board on lower level, concrete stairway, elevator shaft (currently used as a safe room), freshly painted exterior. Enjoy the large paved patio with ample room to add a Pool. Ideally located near world-renowned beaches including Nokomis Beach and #1 rated Siesta Beach, shopping, dining, cultural attractions, and the highly rated Pine View School.

OSPREY

135 TINA ISLAND DRIVE

3 Beds

4 Baths

2,572 Sq.Ft.

$3,295,000

MLS#: A4692366

Welcome to this spectacular three bedroom 6th floor southern facing Brighton floor plan located in the south building of the sensational Gulf front Water Club complex on south Longboat Key. Your private elevator opens directly into the foyer which leads to the open floorplan and the sensational views of sandy beach and the Gulf of Mexico. The condo features beautiful wood floors, a gourmet kitchen with high end appliances, granite countertops plus a serene eating area. The spacious master suite is completely private with a large walk-in closet and elegant bath plus adjacent sitting area. The master has sliding glass doors leading to a private terrace with views of the Gulf of Mexico. The southern exposure of this condo bathes it in sunlight and stunning sunrises. The Water Club is a luxurious resort style complex on the beautiful sandy beach and azure waters of the Gulf of Mexico. The Water Club amenities include four tennis courts, a centrally located large pool and spa and a 24 hour staff plus gated access. The 17,000 sq.ft clubhouse features a spa and gym area separate for men and women plus a library and a catering kitchen and ballroom. The Water Club is conveniently located just minutes from award winning restaurants plus Publix and CVS, St Armands Circle, downtown Sarasota and the Longboat Key Club for golf, tennis and restaurants are also nearby.

LONGBOAT KEY

1241 GULF OF MEXICO DRIVE 603

3 Beds

4 Baths

3,045 Sq.Ft.

$3,295,000

MLS#: A4648856

SAN ANTONIO

31641 COUNTY ROAD 52

None Beds

None Baths

8.63 acres

$3,295,000

MLS#: TB8516554

Experience the ultimate coastal lifestyle in this exquisite, newly constructed 7-bedroom house located just steps from the pristine white- sands of Anna Maria Island. Designed as a premier short-term vacation rental, allowing nightly rentals, this incredible home offers a turn-key opportunity for savvy investors looking to capitalize on one of Florida’s most lucrative markets.
Boasting seven spacious bedrooms and seven-and-a-half baths, this luxurious retreat is engineered for high-occupancy success and grand entertaining. The open-concept, chef-inspired kitchen—a must-have for large groups—features top-tier appliances, custom cabinetry, and a massive island perfect for guest gatherings.
This home has expansive rooftop deck, offering a rare "best of both worlds" perspective with panoramic 360-degree views. Guests can soak in the vibrant turquoise waters and world-class sunsets over the Gulf of Mexico to the west, then turn to watch the sunrise or passing boats across the sparkling Sarasota Bay to the east.
This property is perfectly positioned to accommodate the high-demand large group segment. The layout is enhanced by proven five-star amenities, including a private heated pool and spa, multiple covered balconies, and high-end designer finishes throughout.
Situated just moments from the beach and the free island trolley, this home ensures a seamless experience for guests seeking a car-free vacation. Outside, your private oasis awaits with a custom-designed pool area that acts as a central hub for relaxation, making it a true showstopper in the competitive rental market. Whether you are looking for a personal tropical escape or a high-performing income generator, this property delivers on every front.

BRADENTON BEACH

2403 AVENUE C

7 Beds

7 Baths

2,936 Sq.Ft.

$3,295,000

MLS#: A4684030

New on site 3 days ago

A RARE opportunity awaits at BAYSO. Residence 1903 is one of only seven penthouse residences in the building, commanding the highest residential level and offering an exceptional sense of privacy, scale and elevation. Encompassing 2,851 square feet, this three-bedroom plus den, three-and-one-half bath residence lives as though it is on top of the world, with panoramic eastern vistas across Downtown Sarasota, views of Sarasota Bay to the north and a captivating western glimpse overlooking the Quay Yacht Harbor. SOARING 12 foot ceilings extend throughout the residence, while expansive floor to ceiling windows fill the interiors with natural light. Two spacious and completely separate terraces create distinct outdoor experiences. The terrace adjoining the great room is ideal for entertaining, while the private terrace accessed from the primary suite offers a peaceful retreat above the city. DESIGNED for effortless living and entertaining, the residence features a gracious open layout complemented by distinctive chandelier lighting in the great room and adjoining dining and social space. The kitchen is appointed with stainless steel JennAir appliances, European cabinetry by Italkraft and stunning linear pendant lighting above an expansive island with seating for up to four. A dedicated dry bar with a wine refrigerator is equally suited for preparing evening cocktails or creating an impeccably appointed morning coffee bar. THE primary suite is a private sanctuary with an oversized walk-in closet and a spa inspired ensuite bath featuring a deep soaking tub and frosted glass doors at the shower and water closet for added privacy. All bedroom suites are enhanced with blackout curtains and ceiling fans for comfort and convenience. ADDING to the rarity of this offering are three parking spaces, an exceptional and highly sought after advantage in Downtown Sarasota. FROM a morning walk through The Bay and an afternoon on the water from Marina Jack to shopping in the Quay, coffee nearby or a day at Lido Beach, Residence 1903 places the very best of Sarasota within effortless reach. This limited penthouse opportunity represents one of the most desirable experiences in luxury vertical living. SCHEDULE your private showing and experience it firsthand.

SARASOTA

301 QUAY COMMONS 1903

3 Beds

3 Baths

2,851 Sq.Ft.

$3,295,000

MLS#: A4703477

SARASOTA

290 COCOANUT AVENUE 703

3 Beds

3 Baths

3,532 Sq.Ft.

$3,295,000

MLS#: A4687391

ST PETERSBURG

400 CENTRAL AVENUE 2707

3 Beds

3 Baths

2,606 Sq.Ft.

$3,294,600

MLS#: TB8476921

Move-In Ready * New Construction * this striking two-story custom residence on Lot 220 in Bella Collina by Delpupo Unique Homes delivers a bold architectural presence paired with thoughtful, modern livability. From the moment you enter, a dramatic two-story foyer sets the tone, anchored by a statement staircase featuring sleek glass-panel railings that draw the eye upward and flood the home with natural light.

The main living level is designed for both everyday comfort and elevated entertaining. An expansive open floor plan connects the living room, dining space, and chef’s kitchen, where a generous island, abundant cabinetry, and seamless flow create the heart of the home. Oversized 10-foot sliding glass doors - including mitered sliders in the game room - open wide to the outdoor living area, blurring the line between indoors and out.

The first-floor primary suite is a true retreat, offering privacy and flexibility with an adjoining bonus room ideal for a home gym, study, or quiet lounge. Also on the main level is a second bedroom, thoughtfully positioned with a Jack-and-Jill bath shared with a versatile third bedroom or office. A large, well-appointed laundry room adds convenience with extensive cabinetry, a utility sink, and a secondary refrigerator.

Upstairs, three additional bedroom suites each feature their own en-suite baths and walk-in closets, complemented by a spacious loft that provides the perfect setting for a media lounge or additional gathering space.

Outdoor living is nothing short of exceptional. The backyard showcases a resort-style pool and spa, a fully equipped summer kitchen, and motorized screens enclosing the entire lanai - creating a year-round extension of the home. Smart home features and multi-room audio enhance comfort and functionality throughout select living spaces.

Residents of Bella Collina enjoy a private, guard-gated lifestyle centered around a Sir Nick Faldo–designed championship golf course, a Tuscan-inspired clubhouse with fine and casual dining, a full-service spa, state-of-the-art fitness center, tennis and pickleball courts, and an active social calendar. Conveniently located just west of Orlando, Bella Collina offers the perfect balance of privacy, luxury, and accessibility.

Developer will defer the $40,000 Sports Membership deposit at closing, offering immediate value and enhanced access to the community’s premier amenities. This completed residence is ready for immediate move-in and an exceptional Bella Collina lifestyle.

MONTVERDE

16118 PENDIO DRIVE

6 Beds

5 Baths

5,517 Sq.Ft.

$3,292,955

MLS#: G5106408

Move-In-Ready, New Construction. Introducing Unit 401 at The Evolution on Golden Gate Point.

Step into unparalleled luxury designed by renowned local architect Mark Sultana, DSDG and furnished by interior design team, Clive Daniels. Unit 401 at The Evolution, where breathtaking westward views of Sarasota Bay greet you every day. Experience mesmerizing sunsets, sailboats gliding across the water, and the twinkling evening lights of the Ringling Bridge—all from the comfort of your home.

Stunning Interior Features:
• Professionally staged by Clive Daniel Home, blending elegance and comfort.
• An expansive wrap-around deck offers panoramic views of Sarasota Bay and downtown Sarasota, creating the perfect setting for relaxation or entertaining.
• The open-concept living space features a dry bar with two Sub-Zero wine refrigerators, an electric fireplace, and beautiful porcelain tile flooring throughout.
• The chef’s kitchen boasts upgraded Italian cabinetry and a premium water filtration system providing instant hot, cold, and carbonated water.
• A large den with elegant French glass doors offers flexibility as an office, media room, or additional guest space.
• The entire home is fully wired for future electronic shades, offering convenience and modern luxury at your fingertips.

Luxurious Private Retreats:
• This spacious 2,505 sq ft residence features 3 bedrooms and 3 bathrooms, designed to live like a single-family home.
• Two of the bedrooms are ensuite, including the lavish primary suite with sweeping views of Sarasota Bay and Golden Gate Point.
• The primary spa bathroom is a sanctuary, featuring a freestanding porcelain soaking tub, dual vanities, and refined finishes.
• The private balcony off the primary bedroom invites peaceful mornings and serene evenings overlooking the water.

Exclusive Lifestyle & Amenities:
• Includes a private deeded 2-car garage, offering added convenience and security—a rare feature in luxury condo living.
• The Evolution offers boutique luxury living with only 20 exclusive residences.
• Indulge in the rooftop oasis with panoramic bay views, a spa, outdoor lounge with a fireplace, and sunsets stretching to the Gulf of Mexico.
• The amenities floor includes an outdoor kitchen poolside, a yoga room, fitness center, imported sauna, and a stylish club room—all designed for relaxation and entertainment.
• Enjoy the convenience of a full-time concierge service and secure access throughout the building.

Unmatched Sarasota Lifestyle:
• Perfectly positioned in the heart of Sarasota, The Evolution offers walkable access to downtown dining, art galleries, theaters, and the vibrant energy of the city.
• Just minutes from St. Armands Circle, Lido Beach, and Sarasota’s renowned cultural attractions, you’ll experience the best of the city and the tranquility of waterfront living.

Unit 401 is more than a residence—it’s your gateway to the vibrant Sarasota lifestyle, where luxury meets convenience and every day feels like a getaway.

SARASOTA

111 GOLDEN GATE POINT 401

3 Beds

3 Baths

2,505 Sq.Ft.

$3,290,000

MLS#: A4635030

Stunning French Provincial Estate with modern features on large .36 acre lot. 5 Bedrooms, 6 Full Baths and almost 5,200 SF of luxury living space. Open and inviting with designated spaces. Formal living and dining rooms, downstairs master AND guest suite, home office, gourmet kitchen and family room, plus an upstairs flex/media room for movies, toys or hobby room. Flex room has its own stairway and includes full bathroom -could also be guest quarters. French doors along the living and family rooms open up to a beautiful outdoor living space, complete with an outdoor summer kitchen and heated, salt-water pool and spa. Signature Landscaping completed total front and backyard remodel. Manicured and private oasis including high end artificial turf for maintence free grass. Tons of room to run and play. Stunning Australian Pine floors throughout the downstairs complimented by high ceilings, crown moldings, and designer touches. The expansive kitchen is open to the family room and offers custom cabinetry, granite counters, walk-in pantry, large custom island, stainless steel appliances and gas cooktop, Wolf double wall oven, Wolf microwave, water softener. Master bedroom overlooks outdoor living and features an en-suite with double granite vanities, jetted tub, marble walk-in shower and large walk-in closet. Upstairs you’ll find 3 well-appointed bedrooms, 2 full baths, and a loft! Additional room perfect for home gym, craft/sewing room. Tons of finished storage! Oversized 3 car garage with even more storage.
Just a few of the new improvements that will be detailed in supplement-NEW roof, copper gutters, 2 AC condensers (4 total), 2 AC handlers(4 total), exterior paint, custom bar and island painting. Pool pump and water heater 2018-2019.
Located in one of Winter Park’s most sought-after neighborhoods, Windsong offers its residents Chain of Lake Access, community pools, splash park, pontoon boat, paddleboards. Top rated schools and minutes to Park Avenue shopping and dining.

WINTER PARK

610 GENIUS DRIVE

5 Beds

6 Baths

5,196 Sq.Ft.

$3,290,000

MLS#: O6095574

WINTER PARK

1910 GLENCOE ROAD

4 Beds

5 Baths

3,788 Sq.Ft.

$3,290,000

MLS#: O6403246

Embraced on nearly an acre within the gated community of Casabella, The Renaissance at Casabella is an extraordinary Toll Brothers estate offering over 7,000 square feet of refined living space, resort-inspired outdoor amenities, and timeless Mediterranean elegance. A sweeping circular paver drive and stately architectural details create a grand first impression, while inside, soaring ceilings, a dramatic curved staircase, expansive windows, and marble-look porcelain floors set the tone for elevated living. The chef’s kitchen is beautifully appointed with Jenn-Air professional appliances, rich granite countertops, custom cabinetry, and a generous center island, all flowing seamlessly into the impressive two-story family room and sunlit breakfast area. The first-floor owner’s retreat offers a private sitting area, dual walk-in closets, exercise or dressing room space, and a luxurious spa bath. A two-story study with loft library, media room, loft, learning center, guest suite, and spacious secondary bedrooms provide exceptional flexibility for modern living. Outdoor living is elevated with a spectacular screened lanai, decorative infinity-edge spa, custom pool with in-water bar seating, summer kitchen, sunken fire pit lounge, pergola sun deck, fruit trees, and expansive gathering spaces designed for year-round entertaining. Additional upgrades include an oversized 4-car garage, natural gas, tankless water heater, whole-house water treatment, tempered glass windows, and elegant trim and moldings throughout. Ideally located in the heart of Windermere near top-rated schools, golf, dining, and world-class attractions, this exceptional estate offers luxury living at its finest.

WINDERMERE

4071 ISABELLA CIRCLE

5 Beds

6 Baths

7,058 Sq.Ft.

$3,290,000

MLS#: O6413509

WINDERMERE

4243 ISABELLA CIRCLE

5 Beds

5 Baths

5,502 Sq.Ft.

$3,290,000

MLS#: O6439995

Welcome to the private Community of Island Estates! Custom crafted and just completed by the esteemed artisans at Skyway Builders, this exquisite pool home epitomizes luxury, offering a harmonious blend of privacy, refinement, and nature. Upon entering, the meticulous design and impeccably crafted residence, your senses will be instantly captivated with an abundance of natural light and views of the intracoastal waterway. The home boasts three bedrooms, a private exterior entry study or a 4th bedroom, a library, an exercise room, and four full bathrooms, each element is curated to evoke unparalleled comfort and functionality. The dedicated exercise room promotes physical vitality, While the library and office allow for a private workflow, ensuring every aspect of your lifestyle is nurtured within the confines of your home. The heart of the home unfolds in the form of a gourmet kitchen, butler’s pantry, and wet bar replete with top-of-the-line appliances and custom cabinetry, seamlessly flowing into the outdoor sanctuary. Open the large custom sliding glass doors to the covered lanai, creating a seamless transition between the exterior living space and the outdoor kitchen, pool, and yard for enhanced entertaining. Outside enjoy the comfort of a gas fireplace and exterior living room, where an alfresco kitchen beckons amidst the backdrop of a mesmerizing pool overlooking the serene expanse of the Intracoastal. Here, culinary indulgence merges effortlessly with the tranquility of nature, creating an enchanting ambiance that is as invigorating as it is captivating. Retreat to the luxurious master suite—a sanctuary of serenity and elegance—boasting dual walk-in closets and a spa-like master bath adorned with lavish fixtures and a sumptuous tub, offering a respite from the demands of daily life. With the owner's unwavering commitment to unparalleled craftsmanship and innovation, every facet of this home exudes exclusivity and refinement, catering to the most discerning buyer. Embrace the pinnacle of luxury living in Island Estates at Hammock Dunes—a sanctuary where every amenity and detail ensures a lifestyle of comfort, relaxation, and well-being, truly embodying the essence of elevated living. Schedule your exclusive viewing today and step into the extraordinary world of luxury living that awaits you in Island Estates at Hammock Dunes! Room Feature: Linen Closet In Bath (Primary Bathroom).

PALM COAST

138 ISLAND ESTATES PARKWAY

4 Beds

4 Baths

4,135 Sq.Ft.

$3,290,000

MLS#: FC298225

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