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This beautiful Anna Maria Island home radiates coastal and salty vibes! Custom designed By Emily Ann Smith, this 4 Bedroom, 4.5 Bathroom, plus bonus loft, home is located west of Gulf Drive on Peppertree Lane with direct access to the beautiful white powdery sand beaches of the Gulf of Mexico. It is an elevated, Ross Built home that offers privacy and plenty of space for all of your family, friends, and guests. Immediately, upon entry into the home, you will notice the craftsmanship and designer finishes throughout. The grand foyer has soaring ceilings with wooden staircase, containing plenty of built-in storage. The open concept living area boasts vaulted cathedral ceilings and solid wood-beamed rafters that sparkle with natural light. This great room offers comfortable, spacious living and dining space for all. The gourmet kitchen features a large island perfect for casual meals and entertaining, granite countertops throughout, solid wood cabinets, gas range, built-in beverage cooler, and other luxury appliances. Also located on the first floor is the spacious Master Bedroom with large ensuite bathroom and walk-in closet, a split plan guest bedroom suite with attached bathroom, laundry room, and powder room. Upstairs, on the second floor, there is yet another guest suite with bathroom and the bonus loft area for another additional bedroom, office, or home gym. The beauty of this property extends to the outside living space of the home as well. Step out the rear sliding doors to the large, covered deck area perfect for enjoying the Florida lifestyle, meals, and entertaining. Once outside the home, you also can access the attached but private carriage house suite. This carriage house suite contains a 4th bedroom offering a full bathroom, kitchenette, and spacious lounge space perfect for special guests. This private suite and the deck of the main house also overlook the tropical pool area deigned for relaxing, swimming, cocktails, and cookouts. This large lot allows space to accommodate everyone with a 2-car garage and drive space for parking, golf carts, and guests' cars. Also included is additional underbuilding storage. Get ready to experience Island living at its best by scheduling a private tour of this impeccable Anna Maria beach home today!
#A4552958

ANNA MARIA

111 PEPPERTREE LANE

4 Beds

4 Baths

2,993 Sq.Ft.

$4,795,000

MLS#: A4552958

Located on the BEST BEACH IN BOCA GRANDE! Experience tranquil, coastal living on the north shore of Boca Grande in this beautifully renovated Island home nestled in the serene beachfront community of Seawatch. Located on 1,000 feet of beachfront, the Seawatch community is adorned with mature Ficus trees and is located over three miles north of the nearest public beach access point providing uncrowded beaches with the best shelling on the Island. This three bedroom, three bathroom single family home located on a corner lot, boasts Gulf views and an open floor plan. The main level of this residence features a grand foyer leading to the living room, dining area, Florida room, and beautifully appointed gourmet kitchen that has been expanded to redesign the interior space. The Chef’s kitchen showcases a custom designed curved Island with Murano glass pendant lighting, Sub-Zero refrigerator/freezer and wine fridge, Wolf gas cooktop/range and additional oven, Bosch dishwasher, custom designed Downsview soft-close cabinetry, opalescence glass backsplash, and gorgeous countertops. The center piece of the living room captivates with a striking wood-burning fireplace embraced by a backdrop of fossil and mother-of-pearl accents. Discerning Buyers are sure to be enamored by the exquisite teak hardwood floors that grace the space. Much of the ceiling and framework has been removed in the main living area to increase the ceiling height and natural light that pours into the residence through the expanded west facing Florida sun room with 94” tall impact glass sliding doors that lead to the newer outdoor composite sun deck. The upper level master suite is appointed with a private waterfront balcony with views of the Gulf, two walk-in closets, and spacious bathroom with walk-in shower and tub. Owners and guests enjoy panoramic water views of the Gulf and the Harbor from the top floor “Seawatch” that has custom built-in seating…the perfect oasis for your home office or art studio. This meticulously maintained home is protected with a 5V metal roof, hurricane rated impact glass windows and sliding glass doors and electric, metal hurricane shutters. The ground floor outdoor space has been finished with pavers, private outdoor shower, and spiral stair case that connects the ground level to the outdoor deck upstairs. Owners and guests enjoy two swimming pools and two tennis courts and all the secluded north shore of Boca Grande provides.
#D6141608

BOCA GRANDE

21 SEAWATCH DRIVE

3 Beds

3 Baths

3,196 Sq.Ft.

$4,795,000

MLS#: D6141608

Nestled in one of Boca Grande's most coveted waterfront locations, this exquisite Harborshore condominium offers unparalleled bay views and luxury living. Located on the top floor, this 3-bedroom, 3.5-bathroom residence, plus den, presents a stunning open-concept design with elegant coastal style, clean lines, and a warm yet airy color palette. The living spaces have been carefully crafted to maximize breathtaking panoramic views of Charlotte Harbor, neighboring islands, and the wildlife-rich Boca Grande Pass, offering both sunrise and sunset vistas. The fully updated kitchen features custom shaker wood cabinetry, a sleek tile backsplash, Subzero refrigerator, Miele dishwasher, and a Wolf oven & microwave, perfect for the culinary enthusiast. The grand primary suite includes a large bedroom featuring built-in shelving, expansive walk-in closets, and direct bay views from its private terrace and a superbly remodeled bathroom that offers enhanced function with custom cabinetry, stone countertops, abundant storage, and a luxurious expanded shower adorned with beautiful tile work. Premium finishes throughout, including ceiling fans, California Faucets for most plumbing fixtures, and exquisite lighting fixtures complement the home's modern aesthetic. Step outside to impressive bar on the lanai, equipped with 2 Subzero beverage coolers, stunning cabinetry, and a stone countertop, ideal for entertaining or simply enjoying the view. The generously sized guest bedrooms each offer their own ensuite bathrooms, and the front guest room enjoys its own private terrace with Gulf views. The beautifully designed Harborshore buildings feature welcoming courtyards with fountains, and each residence includes a private one-car garage. Ideally situated near the bay front swimming pool and the renowned fishing pier extending out into the harbor, this community offers an abundance of outdoor enjoyment. Boca Bay is a premier coastal gated community that stretches over 1.5 miles along the waterfront, providing world-class amenities such as clay tennis and pickleball courts, a croquet court, fitness center, three resort-style swimming pools, a lap pool, miles of walking and biking paths, and community boat slips. The community's active and friendly atmosphere is complemented by its exquisite Gulf-front clubhouses offering gourmet dining and bar services. Enjoy an easy and picturesque bicycle or golf cart ride through the Boca Bay community right into downtown Boca Grande.
#D6140835

BOCA GRANDE

815 HARBORSHORE DRIVE 3A

4 Beds

3 Baths

2,700 Sq.Ft.

$4,795,000

MLS#: D6140835

~~~ MUST SEE FLY THROUGH VIDEO ATTACHED ~~~ Experience elevated island living in Anna Maria's Best; this custom three-level, five-bedroom, three-and-a-half-bath home offering stunning views and exceptional indoor-outdoor living. Designed for both comfort and entertaining, the main living level features a spacious open-concept layout with a large living area, dining space for ten, and a gourmet kitchen highlighted by an impressive 10-foot island—perfect for gathering with family and friends. A large laundry room and convenient half bath are also located on this level. Professionally designed with color, comfort and perfection in mind. Just off the living room step outside to enjoy an expansive balcony a with full views of Tampa Bay and it's sparkling water. If you need your own balcony, there are more! Enjoy the cozy balcony overlooking the private pool, hot tub, and putting green, creating the ultimate outdoor retreat. The primary suite is located on the second floor, offering privacy along with a spacious en-suite bath. Wake up to the amazing view and step straight out to the balcony for breakfast and coffee. There are two additional bedrooms to provide ample accommodations for family and guests. Take a ride in the elevator, that starts in the garage and goes all the way to the top, up to the third level features two additional bedrooms, a full bath, and an inviting media room complete with an 80" TV, beverage cooler, and bar, making it the perfect space for relaxing or entertaining. Open up the large sliders while you watch the game and the let the ocean breeze create the vibe. With yet another large covered balcony for over flow or just chilling with a cocktail as you take in one of the MANY stunning sunsets of the year. If the pool is your scene, Anna Maria's Best has a large pool, hot tub and tons of seating so you can catch some rays, read a book in the shade or take on the team in on the putt putt green. When you return from the beach, you can rinse off in the fully enclosed outdoor shower. At the top, a rooftop deck delivers breathtaking 360-degree views of the island and spectacular vistas of Tampa Bay, providing an unforgettable place to watch sunrises, sunsets, and everything in between. Additional highlights include a three-car garage and a prime island location just minutes from shops, restaurants, piers, and a quick golf cart ride to the beautiful beaches of the Gulf of Mexico. This exceptional home offers the perfect blend of luxury, views, and island convenience. Come live your Anna Maria Life in Anna Maria's Best NOW!
#A4684390

ANNA MARIA

303 S BAY BOULEVARD

5 Beds

3 Baths

2,657 Sq.Ft.

$4,795,000

MLS#: A4684390

NEW CONSTRUCTION!!! Transitional West Indies Custom Home by John Cannon Homes. Experience the perfect blend of West Indies architecture with contemporary influences in this brand-new, never occupied custom residence. From the moment you arrive, huge tandem windows, a striking 10-foot custom iron entry door and a symmetrical façade draw your eyes straight through to the breathtaking rear views. Inside, the cathedral ceilings with scissor beams in the great room flow seamlessly to the main lanai and through the expansive pool enclosure. 10-foot accordion stacking doors topped with transom windows open the home to true indoor–outdoor living. A gas fireplace with cultured stone surround and mantle creates a warm focal point, while a climate-controlled wine room with illuminated agate stone panels adds an element of artistry. The home offers both a primary kitchen and a chef’s prep kitchen, each outfitted with high-end appliances. Natural light floods the space through an interior/exterior window and skylights. Two secondary bedrooms each feature en suite baths and walk-in closets. A versatile bonus room includes a disappearing corner door to extend entertaining space to the outdoors. In the owner's wing, you’ll find dual owner’s baths and closets—each closet with LED pin lighting and custom built-in cabinetry. A private owner's courtyard with outdoor shower and composite decking creates a resort-like retreat. The rear lanai is fully equipped with an outdoor kitchen and island, overlooking the stunning pool area enclosed by a clear-view screen and colonnade. The pool features shellock pavers, a large sun shelf with cascade bubbler, in-pool lounge chairs, and a floating fire pit with mirrored granite edges. The negative-edge spa with glass waterline tile completes the scene. This smart home comes pre-wired for electric window treatments, and includes an integrated camera system, home music, and more—delivering luxury, comfort, and technology in one extraordinary package.
#A4663567

LAKEWOOD RANCH

14758 COMO CIRCLE

3 Beds

4 Baths

4,661 Sq.Ft.

$4,795,000

MLS#: A4663567

Welcome to 1400 Siesta Drive, where refined waterfront living becomes your everyday reality. This home is quietly tucked away behind a gated entrance, with an additional secondary gate providing exclusive access to the residence. Thoughtfully designed to embrace breathtaking, unobstructed views of Sarasota Bay, this modern residence is a showcase of light, space, and coastal elegance. Expansive floor-to-ceiling windows frame the ever-changing scenery, offering front-row views of passing boats and unforgettable sunsets from nearly every room. The primary suite is a private sanctuary, featuring a generous walk-in closet, a spa-inspired ensuite bath, and a dedicated office—each enhanced by stunning bay views. Outdoors, your personal oasis awaits with a heated pool, abundant sun-drenched lounging space, and a newly constructed dock ready for effortless boating and waterfront adventures. Ideally located near Sarasota’s world-class dining, shopping, and cultural attractions, this exceptional bayfront retreat offers the perfect balance of privacy and convenience. Offered turn-key furnished, this is a rare opportunity to step seamlessly into an elevated waterfront lifestyle.
#A4678496

SARASOTA

1400 SIESTA DRIVE

3 Beds

2 Baths

4,660 Sq.Ft.

$4,790,000

MLS#: A4678496

VACANT LAND – “DIRECT – GULF-FRONT” OPPORTUNITY ! - INDULGE IN THE ULTIMATE COASTAL LUXURY WITH THIS PRESTIGIOUS, VACANT LOT OFFERING, DIRECT - PRIVATE ACCESS TO THE WHITE SANDS OF THE GULF OF MEXICO ! THIS IS A RARE OPPORTUNITY TO DESIGN AND BUILD YOUR BEACHFRONT RETREAT, TAILORED TO "YOUR" VISION ! PANORAMIC, UNOBSTRUCTED VIEWS OF THE SPARKLING TURQUOISE GULF WATERS AND IT'S LEGENDARY SUNSETS TOO ! THIS PRIVATE, HOMESITE PROMISES A SERENE AND EXCLUSIVE LIFESTYLE FOR YOU AND YOUR FAMILY TO ENJOY FOR YEARS TO COME. EMBRACE THE ALLURE OF COASTAL LIVING - SECURE YOUR PIECE OF PARADISE TODAY ! NOTE: EXISTING HOME TO BE DEMOLISHED - SOLD AS VACANT LAND.
#TB8421039

REDINGTON BEACH

16200 GULF BOULEVARD

None Beds

None Baths

0.26 acres

$4,790,000

MLS#: TB8421039

Walk into the beautiful reception area of marble flooring, chandeliers and fireplace. One of the largest and nicest assisted living facilities in the area. Offering 43 rooms and up to 53 tenants with 5 of the rooms set up as 2 bedroom units. Only 4 years old from the ground up, this like new property comes with a whole property generator, heated pool, full rehabilitation and exercise center, full restaurant quality kitchen, dedicated dining area, chapel and theater room, separate wing for memory care, ice cream shop, hair salon and so much more. Nothing was left out when this plan was put into place. The owner is relocating to another city and this is such a rare opportunity that it wont last long. If ALF is not for you then you can always turn it into a hotel/motel or apartments if you prefer. All information is intended to be accurate but is not guaranteed. ;Water: City
#NS1063010

NEW SMYRNA BEACH

699 N Dixie FREEWAY

None Beds

None Baths

45,000 Sq.Ft.

$4,788,000

MLS#: NS1063010

Pre-Construction. To be built. PRE-CONSTRUCTION on Lake Virginia in Lutz—this is the kind of lakefront opportunity that almost never comes to market. Tucked at the end of Blount Road on a quiet dead-end street, this buildable 1.66-acre upland homesite (with approximately 6 acres of wetlands for natural privacy) offers a truly rare combination: private, spring-fed waterfront, no flood zone, no HOA, and no CDD—all in an A-rated school district near the coveted Cheval area with quick access to Dale Mabry, the Veterans Expressway, shopping, dining, and airports. Build your legacy with award-winning Windstar Homes, where precision, proportion, and craftsmanship turn a house into a statement. Introducing The Cypress—a refined architectural masterpiece offering 4,265 sq ft of luxury living (6,295 sq ft under roof) designed for effortless elegance and everyday comfort. A beautifully composed three-car split garage frames a gated courtyard entry, setting the tone for a home that feels private, elevated, and intentionally curated. Inside, airy interiors unfold around a chef’s kitchen appointed with Sub-Zero and Wolf appliances, custom details, and a seamless flow for entertaining. A striking wine gallery becomes functional art—perfect for collectors and hosts alike. The thoughtful layout includes three bedrooms, highlighted by an expansive primary suite retreat with a spa-inspired en suite, plus three full baths crafted with timeless finishes. A dedicated workout room and media room elevate daily living—whether you’re focused on wellness, movie nights, or a private escape from the world. Outdoors is where this home becomes a lifestyle. Broad covered loggias, an inviting den that opens to the exterior, and a resort-style pool create a true indoor-outdoor experience—made even more extraordinary by the setting: a private ski lake connected by canal to two additional private ski lakes. Spend mornings paddleboarding in glassy calm, afternoons boating or fishing in fresh spring-fed water, and evenings watching sunset reflections dance across your own shoreline. This is not just a homesite—it’s a rare, luxury lakefront estate canvas in one of Lutz’s most exclusive waterfront pockets. The only available lakefront lot in the area, paired with a world-class builder and a showpiece plan—offering the perfect blend of privacy, prestige, and convenience.
#TB8453528

LUTZ

19218 BLOUNT ROAD

5 Beds

3 Baths

4,265 Sq.Ft.

$4,780,000

MLS#: TB8453528

Price reduced
Perfectly positioned on this 11-mile barrier island, this property boasts nearly 100 feet of pristine sandy shoreline along the Gulf, as well as direct access and frontage on the Intracoastal Waterway. The resort features ten units, and eight of them have a fully equipped kitchen, satellite TV, WIFI, and comfortable accommodations for both short and extended stays. Units one and two have not been renovated and will require work for an occupancy permit. All units offer breathtaking views of the beach and pool, while every guest enjoys the convenience of reserved parking, complimentary beach chairs, shell scoopers, and beach and bath towels provided by the resort. These world class amenities create a dedicated following of repeat guests. Resort amenities include a year-round, temperature-controlled beachfront pool and a private dock on the Intracoastal Waterway, offering guests a tranquil retreat for relaxation, fishing, or dolphin and manatee watching. Seafarer’s carefully maintained policies ensure a peaceful atmosphere with no pets, no parties, and no unregistered guests, making it a highly desirable destination for those seeking a calm and refined experience. The surrounding area enhances its appeal with world-class shelling, fossilized shark teeth, sea turtle nesting, and abundant marine life, while downtown Englewood and Venice—just a short drive away—provide charming shops and dining. With convenient access to regional airports in Punta Gorda, Sarasota, and Fort Myers, this beachfront property combines exclusivity, natural beauty, and strong income potential, making it an extraordinary investment opportunity on Florida’s Gulf Coast.
#A4663206

ENGLEWOOD

8520 MANASOTA KEY ROAD

None Beds

None Baths

4,904 Sq.Ft.

$4,777,000

MLS#: A4663206

Rare, coveted, and simply extraordinary. Majestic in every way, this Butler Chain of Lakes oasis boasts over one acre of landscaped beauty, exquisite design, extreme privacy, and is now being offered for the very first time. Nestled on a serene street in historic downtown Windermere moments from the vibrant hub of charming boutiques and eateries, this remarkable property will simply take your breath away. Enjoy western exposure sunsets with Lake Butler and Bird Island vistas from the comfort of your waterfront estate. The property features a grandfathered boathouse with sought after screen room complete with bar and entertaining space, covered boat slip with electric door, mooring whips for additional boat docking, and 2 jet ski lifts. Delight in the pristine white sand beach and the crystalline waters along 150 feet of lake frontage. Situated on meticulously mature landscaped grounds, the backyard oasis offers a delightful cabana with gas grill, open patio seating, adjacent oversized screened porch, all with ample space leftover for a future pool. Step into the grand foyer, where beautiful tongue and groove barreled ceiling and exquisite millwork set the tone, flanked by the warm and inviting formal living and dining rooms. Revel in the warmth of two wood-burning fireplaces, one gracing the formal living room and the other a stunning two story river rock fireplace framed by custom hewn timber trusses in the soaring family room. The dining room, complete with vaulted tongue and groove ceiling, transitions seamlessly to a butler's pantry, generous walk-in pantry, and chef inspired gourmet kitchen with an eat-in area boasting panoramic lake views. Convenience abounds with a side entry leading to a spacious laundry room, built-in desk area, powder bath, and a bonus room over the main garage. The opposite wing of the residence encompasses a handsome study with built-ins, adjacent wine cellar and two bedroom ensuites, both with oversized closets. Ascend to the overly generous upstairs owner’s suite, where your private balcony overlooks the lake and terraced backyard. Complimenting the expansive custom walk-in closets, lies a sumptuous bath featuring a soaking tub, separate oversized shower, and dual vanities that complete the second floor. Enhancing the estate's allure are two detached two-car garages, one connected to the main residence by a covered walkway, while the second features a first floor detached guest suite with a full bath and kitchenette. Above, two expansive flex spaces provide utmost versatility, currently utilized as a gym and additional guest sleeping quarters. The property's curb appeal is unmatched, thanks to lush, manicured landscaping framing the entrance, with exquisite river rock garden walls, and paver walkways. Thoughtfully designed for optimal storage and adorned with meticulous custom finishes, this property offers the epitome of luxury lakefront living with no HOA restrictions. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).
#O6178229

WINDERMERE

526 BUTLER STREET

4 Beds

4 Baths

6,688 Sq.Ft.

$4,775,000

MLS#: O6178229

Location! Location! Location! Don't miss this commercial space located less than five miles from the Sarasota-Bradenton International Airport just off of Highway 301. This commercial space features a reception area, two separate offices, two restrooms, and a large warehouse. this building has the space to accommodate your current business venture, now and in the future. The spacious front office area features, a glass door entry with room for signage, reception desk, a restroom, and a kitchenette area and AC, while the remainder of the warehouse space is non-air conditioned with 20-foot ceilings and features a high bay door, a restroom with walk in shower, and wash sink. Call today for more details! Submit all applications to Ryntal Property Management ONLY!
#A4604761

SARASOTA

7204 21ST STREET E

None Beds

None Baths

1,950 Sq.Ft.

$4,753,125

MLS#: A4604761

Under Construction. Harbor Acres, Sarasota's ultimate neighborhood in downtown living. The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 3,970 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a builtin buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with ClearView screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped, and irrigation system. Poised on over a 1/3 acre lot in prestigious Harbor Acres with a sought-after central location near the arts, entertainment, dining, shopping, beaches, boating, golf and other year-round adventures. For families with elementary school-age children, top-ranked Southside School celebrates 120 years of excellence in academic achievement. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.
#A4672376

SARASOTA

1519 HARBOR DRIVE

4 Beds

4 Baths

3,970 Sq.Ft.

$4,750,750

MLS#: A4672376

Welcome to the the pinnacle of Gulf front living with amenities that create a lifestyle fit for a king. This 8th floor penthouse unit provides stunning views of the Gulf of Mexico, with 3 bedrooms and 3.5 bathrooms, it offers ample space and privacy. Living in this penthouse presents a unique blend of luxury living and picturesque surroundings.
#J969282

LONGBOAT KEY

535 SANCTUARY DRIVE C806

3 Beds

3 Baths

3,115 Sq.Ft.

$4,750,000

MLS#: J969282

Sold Data Entry Only
#J969284

TAMPA

2403 S DUNDEE STREET

5 Beds

3 Baths

4,852 Sq.Ft.

$4,750,000

MLS#: J969284

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