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$2,995,000
3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
For the buyer who believes the best of Siesta Key is experienced by boat, 5178 Oakmont Place delivers an exceptional combination of deep-water canal frontage, estate-sized privacy, refined island living, and effortless access to Sarasota Bay. Set on more than half an acre along Siesta Key’s coveted Grand Canal, this tastefully updated custom residence pairs Caribbean-inspired architecture with 93 feet of waterfront, a private dock, and impressive 30,000-lb boat lift—creating a true luxury retreat for boating enthusiasts just minutes from the bay. A winding paver driveway introduces the private tropical setting, leading to a gracious residence by award-winning builder Lee Wetherington. Inside, high ceilings, substantial crown molding, elegant archways, tray ceilings, recessed lighting, and expansive windows create an airy sense of scale, while warm bamboo flooring brings natural sophistication throughout the primary living spaces. Designed for relaxed island living and entertaining, the open great room is anchored by a striking coral stone gas fireplace and framed by French doors connecting the interior to the expansive covered veranda. The updated kitchen features crisp white cabinetry, granite countertops, stainless steel appliances, breakfast-bar seating, generous storage, and an adjacent service bar, complemented by a separate dining area for effortless entertaining. The spacious primary suite overlooks the tropical grounds, pool, and waterway and features a tray ceiling, two walk-in closets, dual vanities, large shower, and jetted soaking tub. A desirable split-bedroom floor plan provides two additional bedroom suites, while a large private office offers flexibility for working from home, a media room, or additional lounge space. Outdoor living is a defining feature of this Siesta Key waterfront home. The wide covered veranda provides generous spaces for dining and lounging while overlooking the private swimming pool and lush tropical landscape. Beyond the pool, a pathway leads directly to the Grand Canal and an outstanding boating setup featuring approximately 93 feet of deep-water frontage, a large dock, and 30,000-lb boat lift. Cruise to Sarasota Bay, waterfront dining, or Gulf waters before returning home to enjoy sunset along the canal. Built with quality and longevity in mind, the residence was constructed above base flood elevation and includes hurricane shutters, UV window film, foil roof insulation, floored attic storage, central vacuum, and construction to Miami-Dade standards. An oversized three-car garage offers excellent space for vehicles, bikes, kayaks, paddleboards, fishing equipment, and additional storage. Despite its private, estate-like setting, the home is ideally positioned near Siesta Village, world-famous Siesta Key beaches, boating, dining, and island attractions, with downtown Sarasota approximately 15 minutes away by car. For the luxury buyer seeking a Siesta Key waterfront pool home with deep-water boating access, substantial boat lift, oversized private lot, and proximity to Sarasota Bay, 5178 Oakmont Place offers an extraordinary opportunity to embrace the coastal Florida lifestyle

5178 Oakmont Place, Sarasota

$2,995,000
4 Beds ⋅ 4 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Experience the ultimate island lifestyle in this exquisite coastal retreat on Anna Maria Island. Nestled on one of the island’s most breathtaking tropical lots, this beautifully updated four-bedroom, three-and-a-half-bath residence offers deepwater canal access to the Gulf and the perfect blend of luxury, comfort, and waterfront living. Sold fully furnished and including a golf cart for added convenience, the home underwent an extensive remodel in 2021 and has been thoughtfully upgraded throughout. Recent improvements include a new seawall and dock with a 10,000-pound boat lift upgraded in 2024, as well as a whole-house propane generator installed in 2026. The property has also had no flood damage. Inside, expansive wood-look plank tile flooring creates a warm and inviting atmosphere throughout the home. The stunning chef’s kitchen features quartz countertops, custom cabinetry, and premium high-end appliances. The main living level includes three spacious guest bedrooms, while the entire upper level is dedicated to a luxurious primary suite complete with dual vanities, a spa-inspired bathroom, and an oversized walk-in closet with washer/dryer. Additional highlights include a 200-square-foot insulated storage attic, a private man cave, and a unique indoor entertainment space featuring an indoor grill, bar, and television area that flows seamlessly to the resort-style pool and outdoor living space. From your private dock, enjoy direct boating access to nearby beaches, waterfront dining, and all the charm that island living has to give. This exceptional property is a rare opportunity to own a true waterfront paradise on one of Florida’s most sought-after islands. Don’t miss your chance to make this dream home your reality.

522 68th Street, Holmes Beach

$2,995,000
5 Beds ⋅ 4 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code
A rare waterfront opportunity just became irresistible!!! Luxury 5 Bedroom Waterfront + Dock | 3-Min Walk to Beach -Exceptional waterfront retreat perfectly positioned in the heart of Anna Maria Island. Just a three-minute stroll to the soft sugar sands of Manatee Beach, this stunning five-bedroom, three-and-a-half-bath residence delivers coastal luxury at every turn—complete with a private dock with ladder where manatees often glide by, a heated pool and spa, and a show-stopping rooftop deck with Gulf and Bay views. Designed for unforgettable gatherings, Coral Castle seamlessly blends upscale comfort with relaxed island charm! Outdoor Living at Its Finest, the rooftop deck is the crown jewel of Coral Castle—offering breathtaking sunrise and sunset views over both the Gulf and Bay. Start your mornings with coffee and ocean breezes or unwind in the evening with a cocktail as the sky glows in brilliant island hues. The tropical backyard is a private sanctuary featuring a heated pool, spa, lounge seating, and outdoor grill, perfect for post-beach relaxation or entertaining under the stars. From the private dock, enjoy peaceful water views—and keep watch for friendly manatees passing by, an unforgettable hallmark of island living. Stylish Interiors Made for Comfort-Step inside to a bright, open-concept living space filled with natural light and coastal elegance. The living room offers plush seating, a flat-screen TV, and sliding glass doors that open directly to the outdoor patio—blurring the line between indoor and outdoor living. The chef-inspired kitchen is fully equipped with stainless steel appliances, generous counter space, and a wine fridge, making meal prep effortless. Gather inside at the dining table or dine alfresco beneath the covered patio for a true island experience. Sleep in Luxury- Primary Suite: King bed, private balcony, vaulted shiplap ceiling, walk-in closet, spa-style ensuite with soaking tub and walk-in shower; Second Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Third Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Fourth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo; and Fifth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo. Prime Island Location- Enjoy peaceful mornings fishing from the dock or take a short drive to Pine Avenue and Bridge Street, where you’ll discover charming boutiques, local dining, and island favorites. Whether your days are spent boating, lounging by the pool, or soaking in rooftop views, Coral Castle delivers the perfect balance of relaxation and adventure. Every detail is designed to create lasting memories—from manatee sightings to sunset cocktails on the rooftop. This is more than a stay—it’s a true Anna Maria Island experience. Currently operating as a vacation rental with solid history and a strong start to 2026—ideal personal-use + income opportunity.

203 N Harbor Drive, Holmes Beach

$2,990,000
4 Beds ⋅ 4 Baths ⋅ Larmarie Shores SubDv. ⋅ 34209 Zip Code
DIRECT MANATEE RIVER FRONTAGE POOL HOME with breathtaking PANORAMIC WATER VIEWS offering over 3,700 square feet of living space! The spacious single level floor plan includes 3 bedrooms plus a private office and bonus room/4th Bedroom, 3.5 baths, an oversized 3 car garage, screened pool and spa, whole house generator, DEEP SAILBOAT WATER and an elevated setting for added peace of mind. Positioned along Riverview Blvd, Northwest Bradenton’s most desirable waterfront corridor, this exceptional residence blends generous living space, timeless architectural detail and an incredible riverfront setting. A circular paver driveway, mature tropical landscaping and an elegant architectural façade create an impressive arrival. Step through decorative double entry doors into a dramatic foyer where soaring ceilings, arched windows, columns and beautiful architectural detailing immediately set the tone. The formal dining area is positioned just off the entry, while the private office features hardwood flooring and a large arched window overlooking the front grounds. The home opens beautifully toward the Manatee River, with expansive windows and sliding glass doors bringing the water views directly into the main living areas. The spacious great room features a striking tray ceiling and walls of glass overlooking the screened lanai, pool and river beyond. An additional waterfront bonus room offers flexibility as a media room, game room, second family room or private retreat. At the center of the home is a generously sized kitchen designed for both everyday living and entertaining, with extensive cabinetry, granite countertops, multiple preparation areas, a center island, stainless steel appliances, gas cooktop, built-in ovens, abundant storage and a large breakfast bar opening to the surrounding living spaces. The adjacent dining area enjoys views of the pool and waterfront, while a separate wet bar adds another convenient entertaining space. The primary suite is a true retreat with hardwood flooring, an elegant tray ceiling and direct access to the outdoor living area. The spacious primary bath features dual vanities, a large walk-in shower, soaking tub and abundant natural light. Two additional bedrooms provide comfortable accommodations for family or guests, and the home also includes a large laundry room with excellent storage and workspace. Outdoor living is where this property truly shines. Multiple living areas open directly to an expansive screened lanai surrounding a beautifully designed free-form pool and raised spa. The covered outdoor seating area provides the perfect place to relax in the shade, while the oversized pool deck offers plenty of room for entertaining. Beyond the screen enclosure, the property opens directly to the Manatee River with sweeping, unobstructed views and deep sailboat water, offering exceptional waterfront access for boating enthusiasts! Located in sought after NW Bradenton, the home is just minutes from IMG ACADEMY, Robinson Preserve, De Soto National Memorial, Palma Sola Bay, shopping and dining, with Anna Maria Island and the Gulf beaches only a short drive away. Direct river frontage, deep sailboat water, expansive views, generous single level living and outstanding indoor/outdoor spaces make this a rare opportunity to enjoy the best of the Florida waterfront lifestyle!!!

5904 Riverview Boulevard, Bradenton

$2,990,000
4 Beds ⋅ 4 Baths ⋅ Sanctuary Cove SubDv. ⋅ 34221 Zip Code
A TRULY EXCEPTIONAL NEW CUSTOM BUILT WATERFRONT ESTATE ON THE MANATEE RIVER WITHIN THE PRESTIGIOUS GATED ENCLAVE OF WATER'S EDGE AT SANCTUARY COVE! Uncompromising craftsmanship and sweeping panoramic water views create an extraordinary residence. Designed with inspiration from the Coastal Living Idea House by Cooper Johnson Smith Architects, this remarkable home offers a rare blend of refined craftsmanship, resort-style outdoor living, and direct boating access, creating an unparalleled Florida lifestyle defined by elegance, comfort, and effortless indoor-outdoor living. Perfectly positioned to capture sweeping water views from the front, rear, and side elevations, the home includes a 35-foot private boat slip with a 10,000 lb lift, complete with water and power. Built with lasting quality in mind, this home features a standing seam metal roof, half-round galvalume gutters, a closed attic system and spray foam insulation throughout the second floor. Interiors are finished with level 5 smooth drywall, engineered oak hardwood flooring throughout, and extensive custom millwork and casework. Architectural details include custom door surrounds, transoms in the living room, cove molding, and LED-accented coastal molding in the family room and kitchen. Ceiling heights impress with 12-foot ceilings along with vaulted ceilings in the kitchen, family room, porch, and primary suite. The chef’s kitchen is designed for both function and entertaining, featuring high end cabinetry, a custom chateau style range hood, granite countertops with warm neutral tones, a one-piece granite island with seating for five, banquette seating, an 8-burner gas double oven range, warming drawer, and under-cabinet and cove lighting. The kitchen flows seamlessly into the family room and screened porch, enhancing the home’s open-concept design. A well-appointed laundry and utility space offers quartzite countertops, a full pantry, laundry sink with cabinetry, hanging space, and additional linen storage. The primary suite is a private sanctuary with a vaulted ceiling, motorized blackout shades and a private terrace with full river views. The spa-inspired bath features marble finishes, double sinks, basketweave tile detailing, marble wainscoting, and a multi-head shower system with rainfall, waterfall, and body sprays, along with thermostatic controls and a heated towel rack. The suite also connects to a private courtyard with a fountain and outdoor shower. Outdoor living is equally impressive with a heated and cooling saltwater pool and spa. The exterior showcases a herringbone brick driveway, golf cart parking, and distinctive copper gas lanterns at the front entry and screened porch. Modern efficiency and technology include a whole-house natural gas generator, two tankless gas water heaters and smart LED lighting. This extraordinary residence offers a rare opportunity to own a meticulously designed waterfront home that seamlessly blends architectural excellence, luxury finishes, and premier boating access in one of the area’s most desirable coastal communities. This home offers convenient access to the 365 acre Emerson Point preserve, the beaches of Anna Maria Island, local restaurants and two nearby airports. Embrace the beauty of Florida waterfront living, where boating, sunset views and coastal relaxation are part of everyday life.

1517 4th Street E, Palmetto

$2,985,000
4 Beds ⋅ 3 Baths ⋅ Lake La Vista Sub SubDv. ⋅ 34216 Zip Code
Back on the Market!!!!! Welcome to Tropical Paradise. Talk about Location, Location, Location. What more can you ask for in the City of Anna Maria? Three houses and 200 steps to the calm beaches at Bayfront Park. It’s an easy walk to the City Pier, the Waterfront Restaurant and all the shops of Pine Ave. It is the perfect home for any of your needs. Make it your full-time residence. Use it as a second home, turn it into a fabulous vacation rental or combine the two. This home was built in 2007. It is elevated, has hurricane strength windows and doors, and has superior hurricane protection with a metal roof. All these factors lower your insurance costs dramatically. The home has 2567 SF of air-conditioned space on two floors. It has received major updates with 2 new HVAC units and a new hot water heater. When you pull up in front of the home you are greeted by two large decks overlooking the street and from the top floor views of Tampa Bay. These decks have both been re-surfaced and weather-proofed with new wood look ceramic tiles. The stairs and deck leading to the front door were rebuilt with Trex decking. There is a large double wide car garage door opening into a massive 4 car garage that goes from the front to the back of the home. There is a direct access staircase to the living space from the garage. Go up the front stairs onto the first floor of the home. All the flooring throughout the home are re-done with weatherproof luxury vinyl planking. There is a large open-air floor plan with a comfortable great room, huge dining area and updated kitchen with granite counters, a tile back splash, breakfast bars, and stainless-steel appliances. Also on this level is one of the four bedrooms. It has an in-suite bath with a re-tiled walk-in shower and a new vanity. The kitchen and bedroom both have access to a rear porch with a spiral staircase leading down to the backyard and pool. Going up to the third floor you have three bedrooms starting with a spacious primary suite. It has two walk-in closets and a private bath suite with a walk-in shower, jacuzzi soaking tub and a new large dual vanity. There are French doors from the master bedroom opening onto the front balcony. From here, there are views of Tampa Bay and the Skyway Bridge. The two other bedrooms share a hallway bath with a new vanity, Both bedrooms have French doors with access to a rear enclosed and air-conditioned playroom. The hallway bath has a private bathtub and a new vanity. Last, there is a large laundry room with a full sized washer and dryer. On each level you will find a large storage closet. These closets are preparation for an elevator shaft, should you want or need one. The garage is big enough for all your toys. At the back of the garage are patio doors leading out to your private Astroturf back yard and heated pool. You can easily turn the back of the garage into gathering area overlooking the pool. The yard has an eight-foot rear fence for added privacy. From your front door, it is less than a 2-minute walk to the calm beaches of Bayfront Park in Tampa Bay Here there are changing rooms, showers, gazebos, and charcoal grills for a picnic on the bay. If you prefer the Gulf, it is about a 10-minute walk from the house. The free AMI trolley-stop, and Pine Ave with all its restaurants and shops are just down the street. This home is offered turn-key furnished and presently being booked in an active rental program.

159 Crescent Drive, Anna Maria

$2,985,000
4 Beds ⋅ 3 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
Back on the market after a very busy summer season. Welcome to Aloha Beaches. This home is a successful active rental in the city of Anna Maria. It started out as a 2-bedroom, 2-bath elevated home with a loft and no pool. However, with the seller’s vision, the home was transformed by Wash Family Construction and Agnelli pools into what you see today. Today it is a gorgeous 4-bedroom 3-bath open floor plan pool home. No part of the home was untouched. Let's start in the new kitchen. It was completely redone with new appliances, cabinets, and countertops. All the original tile and carpeted floors were removed and replaced with luxury vinyl planking. The living room and dining room, once separated by a knee wall, are now wide open. Both bathrooms on the main level were renovated from top to bottom. Upstairs, the loft was expanded and closed to the staircase. It now boasts 2 bedrooms with a Jack and Jill bath between them. Speaking of the staircases, all the interior stairs rails were whimsically redone with custom made boat oars. The garages have been entirely resurfaced with protective epoxy becoming a huge indoor play space on a rainy day. Now, let’s go outside. On top of the home is a brand-new metal roof. All the railings in front and back were replaced and the rear lanai porch off the living room and primary bedroom was re-screened. The original stairs to the rear yard were replaced with a spiral staircase, landing on the new pool deck. There you will find a large saltwater pool with a jacuzzi, sun platform and swim-up pool bar with stools. In the rear of the property, overlooking the pool, is a 28x18 foot cabana with a spacious bar, undercounter refrigerator, shaded seating area, and a 75-inch TV on the wall. Make sure to try the whimsical outdoor surfboard hot and cold Shower. It was refreshed after a busy summer season. Inside, the base cabinets in the kitchen were repainted in teal and a brand-new sectional was placed in the living room. Outside, the covered screen porch decking was refinished and the outdoor bar in the casita was painted teal and re-stained. You will never need to leave the rear yard paradise if you choose not to. The home is a short stroll to the soon to be re-opened City Pier, the Waterfront Restaurant, and all the other restaurants and shops on Pine Ave. You can catch the free Trolley here to take up and down the island. Soon you also be able to board the new Manatee County Water Taxi when service resumes. It will provide travel to The Bridge St. Pier and Downtown Bradenton. The home is also not a much further walk to the gorgeous beaches of Anna Maria on the Gulf. Here you will find magnificent Australian Pines providing shade though out the day. One thing I did not mention, the home is being sold turn-key furnished and ready to enjoy as your personal home, a second home, or a fabulous rental property with future bookings already in place for the rest of 2026 and well into 2027.

510 Magnolia Avenue, Anna Maria

$2,985,000
4 Beds ⋅ 7 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Newly renovated - Stunning 4-bedroom, 6.5-bath is perfect for beach lovers just a block from the Gulf of Mexico beaches. This island home features a backyard with a private pool and tiki bar, hot tub, BBQ area, covered patio with a foosball table, and a rooftop deck with water views. The main living space, includes a kitchen with a beautiful backsplash and quartz countertops, solid wood cabinets, island seating, couches, and a bright dining room with access to a covered deck overlooking the pool. The third floor hosts the primary bedroom, a private balcony with rooftop deck access, and an ensuite bathroom with a double vanity and a large shower. Outdoor amenities also include a pool, spa, This home is just a quick walk to the beach, and guests can easily take the trolley to Pine Ave for local delicacies, fish at the historic AMI city pier, or kayak in the bay waters. PROJECTED INCOME OF 175K.

212 72nd, Holmes Beach

$2,950,000
6 Beds ⋅ 6 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Welcome to CHIC ON THE BEACH. A six bedroom, four-full-bath, and two-half-bath luxury property built in 2020 that comes with a Massive Twist: Dual Villas. Not one, but two fully independent 3-bedroom 2.5-bath villas, each with a beautifully curated layout, and its own private, heated, resort style pool. This setup provides so many flexible options: A seamless 1031 exchange, a family compound, multi family bookings, a generational hold, dual luxury vacation rentals, or a live-in owner user enjoying one side while collecting income from the other. These two completely turnkey villas feature high-end coastal finishes and are designed to generate income from day one. Pure island perfection awaits the discerning buyer. Built in 2020 with modern construction standards, the property features hurricane impact windows, and a gentle six-step entry to the units, providing added elevation and additional hurricane protection. Premium craftsmanship and top-tier coastal details are found throughout, including wood-plank tile floors, tankless water heaters, and cutting edge lighting fixtures. Enjoy your morning coffee or evening cocktail on your covered porch overlooking your private pool oasis while taking in the relaxed Old-Florida lifestyle- slow-paced, casual, and effortlessly coastal. Ideally positioned in the heart of Holmes Beach, just a six minute walk from the Gulf beach, with excellent walkability to nearby restaurants, boutiques, coffee shops, ice cream, live music, Anna Maria island Trolley. It delivers the ultimate coastal experience, while combining personal paradise with effortless passive-income. The equity potential is incredible: two 2020-built luxury vacation Villas on Anna Maria Island for under 1.5 Million each, yet with your portfolio all under one roof.

308 57th Street Unit A & B, Bradenton Beach

$2,950,000
5 Beds ⋅ 6 Baths ⋅ La Linda Terrace SubDv. ⋅ 34239 Zip Code
Privately situated in one of Sarasota’s most coveted west-of-the-Trail neighborhoods, Arlington Park, this exceptional custom residence blends contemporary architecture, refined interiors, resort-style outdoor living, and thoughtful design for modern family life. Spanning nearly 4,000 square feet, the five-bedroom, five-and-a-half-bath home offers generous living without excess. Natural light, open spaces, and a carefully designed floor plan create an effortless flow between intimate retreats and expansive gathering areas. The chef’s kitchen anchors the home with a dramatic waterfall-edge quartz island and dry bar. Throughout, considered details and understated sophistication prevail. A whole-house water purification system and laundry facilities on both levels add comfort and convenience. The main-level primary suite is a private sanctuary, featuring a spa-inspired bath with a freestanding soaking tub and elegant zero-entry shower. Upstairs, a generous suite offers exceptional flexibility as an in-law residence, guest retreat, or private living space. Two additional en-suite bedrooms provide comfortable accommodations, including one with a private balcony overlooking the pool. Designed for both relaxation and entertaining, the fully fenced grounds offer privacy for children, pets, and guests. A beautifully appointed Gunite pool and spa are surrounded by an expansive sun deck, while a sunken gas fireplace with built-in seating creates an inviting evening gathering space beneath the Sarasota sky. The fully equipped summer kitchen is ideal for casual family meals or memorable entertaining. Conveniently located near Sarasota beaches, Legacy Trail, dining, arts, cultural attractions, and Sarasota Memorial Hospital, the home also offers no HOA restrictions, a two-car garage, and a one-year builder warranty. For investors, the property's City of Sarasota location may offer the opportunity for one-week minimum vacation rentals, subject to applicable City regulations and requirements. Buyer to pay title-related charges, documentary stamp taxes, and applicable closing fees. Your new home delivers the freedom and peace of mind of new custom construction in an exceptional Sarasota setting.

2258 Arlington Street, Sarasota

$2,950,000
4 Beds ⋅ 6 Baths ⋅ Fox Creek Acres SubDv. ⋅ 34240 Zip Code
Exclusively situated on 5.1 expansive acres, this custom-built Sarasota estate is masterfully designed and completely insulated from the outside world! The property is introduced by a long, palm-lined approach and a sweeping circular paver driveway, where total privacy and lifestyle autonomy reign supreme. The primary residence spans 6,721 square feet of luxurious living space, making a grand architectural statement the moment you enter a foyer with towering 23-foot ceilings. The estate showcases abundant natural light, French doors for seamless indoor-outdoor connectivity, and rich maple built-ins throughout. At the heart of the home, the epicurean kitchen features elite millwork, spacious L-shaped island, butler's pantry, and professional-grade Wolf along with Sub-Zero appliances—including dual ovens and a specialized warming drawer. The fluid floor plan offers unmatched versatility, hosting a formal dining room with custom tray ceilings, a magnificent Great Room under a 22-foot ceiling, two separate private offices, and a spectacular, approximately 1,100-square-foot recreation wing outfitted with its own full kitchen and bath. Retreat to the first-floor owner’s suite, an elegant sanctuary featuring a private sitting area, a spa-inspired bath, and peaceful views overlooking the estate. Outdoor living captures the quintessential Florida resort lifestyle, with a vast screened lanai and a sparkling saltwater pool overlooking open lawns and mature perimeter landscaping that naturally buffers the property. Recreational amenities are premier, featuring an integrated basketball court and a dedicated section of the driveway already marked for pickleball but the acreage offers ample space for you to put in your own custom pickleball court or even golf course holes! The rear of the sprawling grounds are anchored by an exceptional detached multi-car garage pavilion. Perfect for collectors or specialized hobbyists, this secondary garage structure features oversized 11-foot doors, dedicated RV and boat storage with a 50-amp electrical hookup, a multi-station carport, and a versatile attached apartment—ideal as a detached executive workspace, private fitness retreat, or extra guest space. Unequaled in structural integrity, the home functions as a fortified private fortress, engineered with poured-concrete construction, comprehensive rebar reinforcement, an elevated foundation, a standby generator, a salt-and-carbon water filtration system, a separate sprinkler well, and an advanced 13-camera security system. Providing an unconfined canvas perfectly zoned to welcome elite equestrian pursuits, miniature horses, prize alpacas, or exotic hobby collections, the OUE1 acreage offers absolute lifestyle freedom with an exceptionally low annual HOA fee and no CDD. Positioned at the absolute center of convenience, the estate sits just 3.5 miles from Waterside Place, 4 miles from the University Town Center district, and 4.5 miles from Main Street Lakewood Ranch—placing championship golf courses, premier dining, luxury shopping, and vibrant community calendars right at your fingertips. Surrounded by the tranquility of your own private sanctuary, near Nathan Benderson Park, the cultural allure of downtown Sarasota and world-renowned Gulf Coast beaches await just moments beyond your gates.

1045 Fox Creek Drive, Sarasota

$2,950,000
4 Beds ⋅ 4 Baths ⋅ North Point Harbour SubDv. ⋅ 34217 Zip Code
Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living. A cheerful front porch welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.

605 N Point Drive, Holmes Beach

$2,949,900
4 Beds ⋅ 5 Baths ⋅ Lake Geraldine SubDv. ⋅ 34293 Zip Code
Discover an extraordinary level of luxury in this brand-new 2025 custom-built estate, perfectly positioned on a sprawling over 3-acre lakefront parcel within the prestigious, gated Lake Geraldine community. Offering rare privacy and serenity along the Myakka River, this architectural gem delivers resort-style living with breathtaking natural surroundings, majestic palms, and meticulously designed landscaping featuring fruit trees and a private vegetable garden. Spanning 5,402 square feet of exquisitely finished living space (8,050 total square feet), this 4 bedroom, 5 bathroom residence showcases dramatic 12' to 17' ceilings, creating an open, light-filled atmosphere of grandeur. Every surface reflects uncompromising quality: luxury engineered wood flooring, elegant marble throughout, striking cement-textured Mica walls, and bespoke designer finishes. The exterior stone facade and standing-seam metal roof complete the timeless, sophisticated curb appeal visible in the accompanying photographs.The heart of the home is the true chef’s kitchen, equipped with top-of-the-line Dacor appliances, a luxury gas range, built-in coffee machine with direct plumbed water line, quartzite countertops, and custom white oak solid-wood cabinetry. The expansive pantry can function as a second kitchen, making entertaining effortless. Adjacent spaces include a spacious game room with a mini bar, a dedicated gym, and a large open living area—all enhanced by a whole-home Sonos sound system and cutting-edge Lutron lighting with app control and WiFi mesh networking. The luxurious primary suite offers a private retreat with solid-wood custom closets and a spa-inspired ensuite featuring fully tiled walls, frameless glass showers, and a solid bathtub. Additional highlights include a built-in loft-style bedroom, a sophisticated office with custom cabinetry and seating hidden behind a striking arched iron door, a full-sized custom mudroom, and two laundry areas (including one in the master closet). All bathrooms are fully tiled with glass showers and solid bathtubs. Outdoor living reaches new heights with a large entertainment summer kitchen, paver driveway and sidewalks encircling the home, and an outdoor pool shower. The property is fully prepped for future enhancements: poured footer and gas lines for a future pool, pre-wired and pre-plumbed sauna room, and pre-wired and gas prepped for a future generator. A fully enclosed concrete tornado/safe room (including a concrete ceiling), high impact low-E windows and sliding doors, and the home’s elevated position (2 feet above FEMA minimum) provide exceptional peace of mind. Additional luxury appointments include a whole home reverse osmosis system, 1,000-gallon underground propane tank, upgraded septic system, insulated oversized 3-car garage, central vacuum, two separate tankless gas water heaters, 400-amp electrical service, security and camera system, and window treatments throughout. A full irrigation system covers the entire 3 acres, including the garden area. Low HOA fees include high-speed Hotwire internet, making this turnkey masterpiece as convenient as it is opulent. This is more than a home—it is a private sanctuary where modern technology, timeless design, and Florida’s natural beauty converge in perfect harmony, all just minutes from the beach, Wellen Park amenities, and Braves baseball.

9240 Falcon Court, Venice

$2,900,000
3 Beds ⋅ 2 Baths ⋅ Manasota Land And Timber Co. SubDv. ⋅ 34223 Zip Code
Do you love hosting guests? Are you looking for a home and an investment? Then this property on 4.6 acres is the place for you. The main home has an open floor plan and was built with quality and fine finishes in mind. The finishes include ten foot ceilings, crown molding and porcelain tile throughout, a wood fireplace, a primary bathroom with a soaking tub and separate walk--in shower, his and her closets, and large sliding glass doors overlooking the pond and pool. The three bedroom, two bath main home also features an office with separate outside entrance that has a closet and can be a 4th bedroom. Bedrooms two and three have walk-in closets and window seats- a great place to read a book or enjoy the pond view and listen to the fountain. There is a laundry room with sink designed for two sets of stackable washers and dryers, and a three car garage with epoxy flooring and attic storage. Due to the open floor plan, all of the living spaces overlook the pool area. The pool area has rubber floors which keeps it from being slippery and your feet from being hot. It is a great space with an outdoor kitchen, saltwater heated and caged pool with a fan and can lights. The pool overlooks the pond and fountain and the well manicured yard.The owners loved hosting guests on their property. These guests stayed in a 2764 square foot property with 5 private bedroom suites. In addition to the 5 private suites, this guest property has a common room that provided a kitchenette with quartz countertops and custom maple cabinets, space for a refrigerator and a sitting area to watch TV or enjoy your food. All 5 units are ADA accessible. Each unit has a large walk-in shower, custom maple cabinets, granite counters and a closet. The units are designed to have a TV and refrigerator in the unit. Bedroom suites 2, 3, and 4 have a pond view and their own lanai seating place. These guests have their own outdoor kitchen. The property here is legally permitted to hold events with less than 50 guests. This has allowed guests to host events such as weddings, holidays, celebration of life and other events on the property. These events and the suite rentals brought an annual income of nearly $400K in 2025. The owners received all 5 star reviews across multiple platforms. Mnay of their gueste are regular/repeat and are excited to come back should new owners choose to continue to rent out the suites. Quality construction is evident here. All windows and doors are impact hurricane rated for additional peace of mind. The grounds are breathtaking! The landscaping was well planned and you feel like you’re out in nature. Yet you’re also only a mile from the beach. In addition to the pond, there is a fire pit area and a pergola. Additional exterior features include a storage barn, concrete driveway with ample parking, and solar panels that are fully paid (electric bill for the entire property is $32 per month!). The property elevation is 20 feet and is in an X500 flood zone. Please view pictures for additional descriptions on this incredible property.

1991 Heasley, Englewood

$2,900,000
4 Beds ⋅ 5 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Welcome home to the coveted community of Bay Isles, on the north end of Siesta Key where island living meets timeless design just 800 feet from Beach Access 1 on Shell Road. Evening sunsets sandy morning strolls are practically at your doorstep. This 2020 built elevated contemporary residence offers thoughtful craftsmanship plus hurricane-rated doors and windows, a 5V metal crimp roof with open-cell spray foam insulation for lasting energy efficiency, and a striking circular driveway framed by stained tongue-and-groove soffits at both entryways a first impression that sets the tone for everything inside. Step through the door to an open, light-filled floorplan where high ceilings, recessed lighting, and wood-look tile flooring carry you through generous living and dining spaces. The kitchen anchors it all with stone countertops and backsplash, a waterfall-edge island with breakfast bar, sleek cabinetry, and stainless steel appliances built for everyday living and effortless entertaining alike. Glass sliders open to a screened lanai, where an outdoor kitchen makes alfresco dining a daily possibility, and a sparkling pool and spa invite you to unwind amid lush, tropical surroundings. The primary suite, thoughtfully situated on the first level, offers a private escape with sliders opening directly to the lanai, a spa-like bath with dual vanities, a soaking tub, oversized shower, and a walk-in closet with custom built-ins. Three additional bedrooms, each with its own en-suite bath, ensure plenty of space for family and friends alike true four-bedroom retreat built for gatherings. A three-car garage (one sectioned off and air conditioned) on the lower level rounds out the home's thoughtful design. Just moments from world-renowned Siesta Key Beach, scenic waterways, and the shops, restaurants of Siesta Key Village AND downtown Sarasota, this Bay Isles residence is a rare opportunity to own a true island sanctuary.

3913 Roberts Point Road, Sarasota

$2,900,000
3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Custom-designed and meticulously maintained by its original owner, this waterfront residence offers a rare opportunity to experience the coastal lifestyle of Anna Maria Island. Positioned on a saltwater canal with direct boating access with no bridge restrictions and just a short distance from the Gulf beaches, the property combines waterfront living with convenient access to the island’s dining, shopping and recreational amenities. The home features three bedrooms, three baths, impact-rated windows, a central vacuum system serving all three levels and an elevator connecting each floor. Dual front balconies enhance the architectural character, while the ground level offers an expansive air-conditioned garage with space for multiple vehicles, a golf cart, watercraft equipment and beach gear. The main living level is designed for gathering and entertaining, featuring an open-concept great room with wet bar, dining area with built-in serving station and a spacious kitchen centered around a large island with cooktop and abundant workspace. A breakfast area opens to a balcony, while the adjoining sunroom provides additional space for dining, relaxing or working from home. An oversized guest suite on this level includes balcony access and a walk-in closet with an additional lockable storage area. The upper level is dedicated to two owner’s suites, each featuring cathedral ceilings, generous walk-in closets and access to a spa-inspired bath with dual vanities. A conveniently located laundry room completes the level. Outdoor amenities are designed to support an active waterfront lifestyle. The private dock is equipped with electricity and water, a 10,000-pound boat lift and two Jet Ski lifts. The landscaped grounds include a pergola draped in bougainvillea, mature tropical plantings and a mango tree. A spiral staircase connects the outdoor living areas, while fenced and shelled grounds provide a low-maintenance setting. Located on Anna Maria Island, residents enjoy access to waterfront restaurants, boutique shopping, fishing, community events and the free island trolley. Nearby destinations include Pine Avenue, Bridge Street, the Bradenton Historic Street Pier and many of the region’s well-known waterfront dining venues. Sarasota, Tampa and St. Petersburg are within convenient driving distance, along with cultural attractions including the John and Mable Ringling Museum of Art, Nathan Benderson Park, Mote Marine Laboratory & Aquarium and Robinson Preserve. Whether utilized as a primary residence, seasonal retreat or investment property, this thoughtfully designed waterfront home presents an exceptional opportunity to enjoy the boating and beach lifestyle of Anna Maria Island.

505 59th Street, Bradenton Beach

$2,900,000
4 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Just One Block from the Beach – Brand New Luxury Coastal Retreat Experience the ultimate in island living with this stunning brand-new luxury home located just one block from the beach. Thoughtfully designed with exceptional craftsmanship and modern coastal elegance, this residence offers the perfect combination of luxury, lifestyle, and investment potential. Featuring 4 spacious bedrooms, 4.5 baths, and a den, every bedroom includes its own en-suite bath, providing comfort and privacy for family and guests alike. Custom wood cabinetry and detailed trim work throughout the home are complemented by beautiful stone countertops and high-end finishes. A private elevator provides convenient access to all levels, including the spectacular rooftop deck where you can enjoy breathtaking sunset views and coastal breezes. Whether entertaining guests or unwinding after a day at the beach, this rooftop oasis is truly a standout feature.Step outside to your own tropical paradise, complete with a resort-style pool and spa surrounded by lush landscaping. With the beach just steps away and easy access to local restaurants, shopping, and island attractions, this home offers exceptional walkability and an unbeatable coastal lifestyle. Whether you're searching for a full-time residence, vacation home, or high-performing investment property, this exceptional coastal retreat offers it all.

2918 Gulf Drive, Holmes Beach

$2,900,000
3 Beds ⋅ 2 Baths ⋅ Acreage SubDv. ⋅ 34251 Zip Code
UNMATCHED OPPORTUNITY | A PRIVATE ESTATE COMPOUND WITH EXCLUSIVE SOLETA ACCESS Opportunities like this are exceptionally rare and impossible to duplicate. Set on more than 9 private acres adjacent to the highly anticipated Soleta Golf & Country Club, this extraordinary estate offers something no other property can: exclusive access directly into Soleta while remaining entirely outside of the community's restrictions, rules, and limitations. Tucked behind mature oaks and towering pines, this secluded estate compound provides the ultimate blend of privacy, freedom, and luxury. Through a private entrance located between future Soleta homesites 51 and 52 or of your choosing, owners enjoy direct access to one of Florida's most exciting new country club communities while maintaining complete control of their own property. Unlike homes located within the gates of Soleta, this estate is free from HOA oversight, builder requirements, architectural restrictions, and ancillary building limitations. Create the lifestyle you envision with room for guest houses, equestrian facilities, workshops, collector garages, recreational amenities, or future expansion opportunities. For golf enthusiasts, the included Soleta membership unlocks access to a world-class lifestyle centered around a meticulously designed 18-hole USGA Championship Golf Course by Nick Price and an impressive 30-acre practice facility designed by David Leadbetter. Beyond golf, Soleta's 537-acre master-planned community embraces the natural beauty of the Myakka River, featuring a 140-acre riverfront preserve with nature trails, biking paths, fishing, canoeing, and outdoor recreation. Residents enjoy access to tennis and pickleball courts, a state-of-the-art fitness center, luxury spa facilities, boutique shopping, a lagoon-style pool with splash pad, multiple dining venues, and a vibrant social calendar. For those seeking the ultimate private retreat, the property's expansive acreage even offers the flexibility to accommodate a private helicopter landing area, creating unparalleled convenience for travel and entertaining. This is more than a homesite. It is a legacy estate, a private compound, and a once-in-a-generation opportunity to enjoy country club luxury without sacrificing freedom, privacy, or possibility. Photo 2 illustrates the approximate property boundaries in blue and Soleta boundaries in green as well as identifies the planned location of the private gated access into Soleta in red.

34452 Singletary Rd, Myakka City

$2,900,000
4 Beds ⋅ 4 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code
Named "A Wave From It All" by the sellers, this exceptional coastal property offers high-end finishes and a layout designed for seamless indoor/outdoor living. The outdoor pool area serves as a private tropical oasis, perfect for relaxation. The main residence features three bedrooms, each with a king bed and ensuite bathroom. The kitchen is equipped with a Sub-Zero refrigerator, a Wolf range and microwave, Bosch dishwasher and wine cooler. For ultimate privacy, the primary suite is accessed through a unique bookcase doorway. This home comes furnished and includes original artwork by renowned artists and a beautiful outdoor mural by Chad "Cheeta" Ruis. The property also includes a versatile casita featuring two Murphy beds, a half bath, an office area, a laundry room, and a convenient outdoor shower located just outside the half bath which includes both hot and cold water. A small storage garage is available on-site for bikes and beach gear. Located on the North end, the home is a short walk from Bean Point beaches, Bayfront Park, and the boutiques and dining on Pine Avenue. Additionally, the adjacent 10,600+ sq. ft. parcel at 240 Gladiolus is available for separate purchase. It is currently landscaped to enhance the estate and includes a large garage. Don't miss out on this unique opportunity and schedule your private showing today!

242 Gladiolus Street, Anna Maria

$2,900,000
3 Beds ⋅ 4 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code
Tucked along one of the most sought-after canals in Country Club Shores, 524 Hornblower Lane is a waterfront residence that fully embodies the Longboat Key lifestyle, where boating access, beach proximity, and refined coastal living intersect with intention. Set on a 0.28-acre canal-front homesite with 107 feet of water frontage, the property offers what experienced boaters immediately recognize as premier water: wide, deep canals with quick, unobstructed access to Sarasota Bay and the Intracoastal. A composite dock, dual boat lifts accommodating vessels up to approximately 38 feet, and a dedicated jet ski lift create a true boating compound, designed for both serious use and effortless enjoyment. Behind its stately, columned façade, the residence spans over 3,000 square feet of living space, thoughtfully updated over time with an effective build year of 2005 and continued improvements, including impact-rated glass, a newer metal roof (2025), and recently replaced mechanical systems. The layout is both functional and flexible, with three bedrooms, three full baths, and a half bath arranged across a two-story design that balances everyday livability with elevated entertaining. The main living areas unfold with a coastal-modern sensibility, wood flooring, crown molding, and expansive sliders that frame views of the pool, lanai, and canal beyond. The kitchen, finished in a soft seafoam palette, blends custom shaker cabinetry, quartz surfaces, and professional-grade KitchenAid appliances with a dedicated beverage station, creating a space that feels equally suited for quiet mornings or hosting at scale. A standout feature of the home is its full entertainment space; an expansive theater and bar lounge designed as a destination in itself. With a projector system, surround sound, custom wet bar, and multiple gathering zones, it introduces a layer of lifestyle rarely found in properties of this scale. A cylindrical tube elevator provides a striking architectural moment while connecting this space directly to the private primary suite above. Upstairs, the primary suite is positioned to take full advantage of the waterfront setting, with a private balcony overlooking the canal, an oversized walk-in closet, and a spa-like bath complete with a jetted soaking tub, dual vanities, and a glass-enclosed shower with dual heads. Outdoors, the experience is equally intentional. A resort-style saltwater pool and spa anchor multiple seating and entertaining areas, complemented by an outdoor kitchen and low-maintenance landscaping that keeps the focus on the water. What elevates 524 Hornblower beyond its physical attributes is its location within the broader context of Longboat Key. Deeded beach access provides a direct connection to the Gulf, while proximity to St. Armand's Circle and the St. Regis Longboat Key Resort places world-class dining, shopping, and amenities just minutes away. The result is a rare dual lifestyle, boating on one side, beach on the other, anchored by one of the island’s most established and desirable neighborhoods. At its core, this is a property defined by access: to water, to the Gulf, to the lifestyle that has long made Longboat Key one of Florida’s most enduring coastal addresses.

524 Hornblower Lane, Longboat Key

$2,900,000
3 Beds ⋅ 5 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Pre-Construction. To be built. Build your dream waterfront home on North Longboat Key! Discover an exceptional opportunity to create your custom coastal retreat on this build-to-suit lot with 120 feet of waterfront frontage. The property is primed for development, with a permit filed and anticipated approval. Included in the price are complete architectural plans by Sweet Sparkman Architecture and Interiors, renowned for their innovative designs that harmonize modern luxury with beauty of Florida's coastal landscapes. The thoughtfully designed floor plan ensures a seamless flow for everyday living and entertaining, capturing breathtaking water views from key living areas. Whether you’re relaxing indoors or going out to enjoy the vibrant outdoor spaces, this home has been envisioned to maximize its unparalleled waterfront location. Key features include a new seawall in 2023 that provides a solid foundation for waterfront living. Deeded beach access, just a short distance away, offers private enjoyment of pristine sandy shores on Longboat Key. Boating enthusiasts will appreciate the ample frontage for a dock and boat, providing easy access to Sarasota Bay and beyond. On sought-after North Longboat Key, the property offers proximity to acclaimed restaurants like Shore, Whitney’s and Mar Vista, ensuring dining and entertainment are always nearby. This is your chance to bring a remarkable vision to life in one of Florida’s desired locations. Schedule your private showing today and imagine the possibilities.

720 Tarawitt Drive, Longboat Key

$2,900,000
4 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Welcome to your dream island retreat, perfectly nestled in the heart of Siesta Key’s Palm Island, just minutes away from the world-famous Siesta Beach and vibrant Siesta Village. This beautifully renovated 4-bedroom, 4-bathroom home is the epitome of coastal luxury, offering the ultimate island lifestyle where you can enjoy sun, sand, and all the amenities of this exclusive locale. Meticulously transformed by the renowned Nautilus Homes, this home boasts an open floor plan with soaring high ceilings, making it the perfect space for both relaxation and entertaining. Every inch of the property has been updated with the finest finishes and state-of-the-art features, including: Gourmet Kitchen with new appliances, Impact-Resistant Windows for peace of mind, New 17KW Solar System with backup generator, keeping your electric bill at an incredibly low $20-$30 month, New Boat Lift Motors and a private dock, perfect for boating enthusiasts, Saltwater Pool System and spa, enclosed in a serene, waterside cage for privacy, Custom Treehouse for a fun and unique retreat, Whole House Water Conditioner and new water heater, Two New A/C Units ensuring year-round comfort and a Xeroflood water barrier system has been installed. Natural light pours into every room, highlighting the spacious living areas and creating an inviting atmosphere throughout. The sumptuous Primary Suite offers a private sanctuary, featuring views of the lush tropical surroundings. Step outside to your own private oasis where you can unwind by the pool, entertain in style, or take your boat out for a sunset cruise – all right in your backyard. With Siesta Key's famous restaurants, shops, and nightlife just moments away, you’ll have everything you need to experience the best of island living. This is a rare opportunity to own a piece of paradise on Palm Island, where the ultimate lifestyle meets extraordinary design and function.

238 Island Circle, Sarasota

$2,899,900
4 Beds ⋅ 3 Baths ⋅ Shore Acres Third Add SubDv. ⋅ 34216 Zip Code
PRIME LOCATION, PEEKS OF THE BAY & ROOM FOR THE WHOLE FAMILY! Relish the quiet neighborhood of this North End beauty! Just a hop, skip and a jump to Beach and Bay from this 4 bed/3 bath pool home with private elevator. This ideally appointed home has an open floor plan with TWO living rooms, a large third floor porch with peeks of the water, dual zone air conditioning, and a fabulous, spacious kitchen with Bosch appliances, custom lighting throughout, and covered pool deck in your private tropical oasis with mature landscaping. This ideal location in the city of Anna Maria allows short term rentals and enjoys easy access to some of your island favorites, including the shops and eateries of Pine Avenue. Storage abounds with ample cabinetry and custom closets. You will love the abundant features of this beautiful home, including high ceilings, plantation shutters, 18 inch tile and plank wood flooring. Come enjoy the peace and serenity of this perfect island paradise!

704 Gladiolus Street, Anna Maria

$2,895,000
5 Beds ⋅ 7 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Luxury Coastal Residence & Income Opportunity Experience elevated island living in this exceptional Holmes Beach residence, ideally situated just steps from the sugar-sand beaches and turquoise waters of the Gulf. Offering convenient access to the Intracoastal Waterway, Gulf of Mexico, and Tampa Bay, this impressive coastal retreat combines refined design, generous living spaces, and outstanding income-producing potential in one of Anna Maria Island’s most desirable locations. Featuring five spacious bedrooms plus a versatile bonus bunk room and 6.5 bathrooms, the home was thoughtfully designed to accommodate large families, multigenerational gatherings, and vacation guests while maintaining a sense of privacy and sophistication. Soaring ceilings, abundant natural light, and carefully selected finishes create a bright, sophisticated coastal atmosphere throughout. At the heart of the home, the open-concept kitchen features stainless steel appliances, custom cabinetry, a generous center island, and ample workspace for entertaining. The kitchen flows effortlessly into the expansive dining and living areas, with direct access to a private balcony that extends the living space outdoors. The backyard is a true private tropical resort. A heated pool with sun shelf, large tiki umbrella with swim up table, and a heated spa creates an inviting centerpiece for relaxing and entertaining. Multiple lounge areas, covered outdoor dining, and a dedicated grilling area provide the perfect setting for everything from sun-filled afternoons to evening gatherings beneath the palms. An oversized two-car garage, complemented by two additional storage rooms, provides exceptional space for vehicles, beach gear, bicycles, paddleboards, and all the essentials of island living. Located in a coveted Holmes Beach neighborhood, the residence places you moments from the beach while offering easy access to boutique shopping, local dining, boating, and the laid-back lifestyle that defines Anna Maria Island. Whether envisioned as a luxurious primary residence, multigenerational island retreat, or high-end vacation property, 403 42nd Street presents a rare combination of location, lifestyle, amenities, and compelling income potential in the heart of Holmes Beach.

403 42nd Street, Bradenton Beach

$2,895,000
4 Beds ⋅ 5 Baths ⋅ Cove Sound Yacht Club SubDv. ⋅ 34215 Zip Code
This casually elegant waterfront residence offers an exceptional blend of refined craftsmanship, thoughtful design, and effortless coastal living. With more than 4,000 square feet, this custom-built Key West-style home is thoughtfully designed with both grand entertaining spaces and intimate areas for relaxing and enjoying the waterfront setting. At the heart of the home, the oversized gourmet kitchen is a chef’s dream, featuring separate Sub-Zero refrigerator and freezer, Wolf gas range with griddle and grill, double ovens, warming drawer, two dishwashers, an expansive center island, and a generous walk-in pantry. The great room and formal dining room strike the perfect balance between elegance and comfort, while the inviting parlor, complete with fireplace, offers a cozy retreat for quiet evenings or casual entertaining. Exceptional attention to detail is evident throughout, from the 8-foot solid wood doors, deep baseboards, and custom crown molding to the beautifully paneled office and private elevator. Additional highlights include a dedicated wine storage room with wrought-iron gates, wet bar, butler’s pantry, exercise room, poolside bar and summer kitchen, oversized three-car garage, and a truly impressive workshop. Outdoor living is equally exceptional, with a waterfront deck overlooking the Intracoastal and a private 55+ foot boat slip directly behind the residence, complete with a 12,000-pound lift. Spend afternoons on the water, entertain poolside, or unwind as the sun sets over the Intracoastal. For those who love the beach and the charm of coastal communities, historic Cortez is just one mile from Anna Maria Island, putting the island’s beautiful beaches within minutes. A rare combination of craftsmanship, comfort, waterfront living, and an enviable location, this exceptional residence must be experienced in person to fully appreciate all it has to offer.

12914 Yacht Club Place, Cortez

$2,895,000
5 Beds ⋅ 4 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
This exquisitely renovated waterfront home on Anna Maria Island features nearly 80 feet of prime water frontage, providing breathtaking views from both the front and back of the property. A private boat dock and lift make this residence a paradise for boating enthusiasts. Recent extensive renovations include state-of-the-art electrical and air conditioning systems, impact-rated windows, new exterior siding, and a new roof, ensuring the home is both safe and energy-efficient. Step inside to discover a modern kitchen outfitted with high-end appliances, ample storage, and chic finishes, making it a chef's dream. The spacious open-concept living and dining areas are perfect for both relaxation and entertaining, with large windows that fill the space with natural light and allow for stunning water views. Four of the five bedrooms provide serene water views, while the bathrooms are elegantly designed with premium fixtures and finishes, offering a spa-like retreat. Outdoor living is a delight with the home's expansive decks, perfect for al fresco dining, entertaining guests, or simply soaking in the spectacular water views. The tropical landscaping enhances the natural beauty of the property, creating a serene and private oasis. Located just a short stroll from the pristine beaches of Anna Maria Island and the vibrant atmosphere of Bridge Street, this home offers the perfect blend of luxury and convenience. Schedule your showing today!

405 28th Street, Holmes Beach

$2,895,000
4 Beds ⋅ 5 Baths ⋅ Founders Club SubDv. ⋅ 34240 Zip Code
Positioned behind the gates of Sarasota's prestigious Founders Club, this exceptional custom estate has been transformed through a comprehensive top-to-bottom renovation, offering timeless elegance, impeccable craftsmanship, and luxurious living in one of the region's most sought-after private communities. Every space has been thoughtfully reimagined with sophisticated finishes and refined design, creating a move-in-ready residence where luxury and effortless Florida living come together. Set on over half an acre overlooking a tranquil preserve of majestic ancient oaks, the home offers exceptional privacy and a seamless connection to its natural surroundings. A gracious wraparound drive, oversized three-car garage, and charming front porch create a memorable first impression, while new French-style front entry doors, already ordered and scheduled for installation, will provide an even more striking arrival. Inside, soaring ceilings, custom millwork, designer lighting, premium flooring, multiple fireplaces, and dramatic 10-foot sliding glass doors create an elegant yet welcoming atmosphere filled with natural light. The elevator-served floor plan provides effortless access between levels, while every bathroom has been beautifully renovated with luxurious, spa-like finishes.The stunning chef's kitchen has been completely reimagined with premium appliances, furniture-quality cabinetry, Taj Mahal quartzite countertops, a generous center island, butler's pantry, built-in wine refrigeration, and exceptional functionality for everyday living and entertaining. The luxurious primary suite is a true sanctuary, featuring French oak flooring, dual custom walk-in closets, direct lanai access, and a beautifully renovated spa-inspired bath with dual vanities, soaking tub, and impressive walk-through shower. A richly appointed library with custom built-ins opens to a charming garden room, creating a peaceful retreat with French doors leading to the private gardens. A rare and highly desirable feature is the private first-floor guest suite with its own exterior entrance and full bath. Ideal for multigenerational living, a live-in caretaker, adult child, or extended-stay guests, this versatile space provides exceptional privacy and flexibility. Upstairs, an additional guest retreat offers a spacious loft, private bedroom and bath, kitchenette, and balcony overlooking the peaceful preserve. The outdoor living experience has been transformed into a private resort featuring a brand-new outdoor kitchen, fireplace, heated saltwater pool and spa, resurfaced pool, updated equipment, and a new panoramic pool enclosure with hurricane-rated screening that beautifully frames the preserve while providing peace of mind. Additional features include a whole-house generator, water filtration system, custom closet systems, and oversized three-car garage, providing exceptional comfort and convenience.Residents of The Founders Club enjoy 24-hour guard-gated security, an acclaimed Robert Trent Jones Jr. championship golf course, clubhouse, fitness center, Har-Tru tennis courts, pickleball, fine dining, and a vibrant social calendar. Golf and social memberships are available but not required. Ideally located minutes from downtown Sarasota, Lakewood Ranch, world-renowned beaches, exceptional dining, shopping, and celebrated arts and cultural attractions, this remarkable estate presents a rare opportunity to enjoy one of Sarasota's finest luxury lifestyles.

3360 Founders Club Drive, Sarasota

$2,895,000
4 Beds ⋅ 4 Baths ⋅ Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
An exceptional opportunity awaits on one of Sarasota’s most coveted streets — 76 S Washington Drive, located on the lovely St. Armands Key. Welcome to a rare gem nestled within the prestigious John Ringling Estates. Framed by a stately row of regal palms and lush tropical landscaping, this enchanting residence captures the essence of refined coastal living with an irresistible blend of classic charm and modern sophistication. Nestled on an oversized lot, this home features 4 bedrooms and 3 1/2 bathrooms, with a thoughtfully designed open floor plan perfect for entertaining. Behind a graceful white privacy wall, the estate opens to reveal a picture-perfect private oasis, complete with a sparkling pool, spa, lush landscaping, and multiple lounge areas making it ideal for both relaxation and stylish entertaining. The resort-style backyard also features a guest cottage ready to be finished with your personal touches. The brick-paved walkways are all framed by manicured hedges and grand architecture that exudes Mediterranean Revival elegance. Step inside and be welcomed by soaring vaulted ceilings, rich hardwood floors, and an expansive open living area that seamlessly blends comfort with designer touches. Graceful archways, crown molding, and carefully curated fixtures echo the home’s timeless appeal, while large windows invite natural light and frame garden views. The gourmet kitchen is a chef’s dream—fitted with custom white cabinetry, a high-end gas range, farmhouse sink, and a striking patterned wood-and-marble floor that adds a bespoke touch of artistry. Just outside, an al fresco kitchen awaits under a wood-beamed ceiling—perfectly equipped for hosting summer evenings and sunset soirees. Located just moments from the luxury boutiques and fine dining of St. Armands Circle, this exceptional residence also offers proximity to Lido Beach, downtown Sarasota, and the cultural treasures of the Ringling Museum district. Whether you’re seeking a permanent residence, a vacation retreat, or an investment property, this home embodies the ultimate coastal lifestyle. Don't miss your chance to live moments from the circle, the beach, and all of Sarasota's best!

76 S Washington Drive, Sarasota

$2,895,000
3 Beds ⋅ 5 Baths ⋅ Founders Club SubDv. ⋅ 34240 Zip Code
Set along the 11th green within the private, guard-gated Founders Club, this custom residence by John Cannon Homes captures sweeping views of the golf course, lake, and preserve across a beautifully positioned 0.69-acre homesite. Spanning over 5,700 square feet, the two-level design is both elegant and highly livable, with soaring ceilings, detailed millwork, and a natural flow that supports both everyday comfort and large-scale entertaining. A gracious foyer introduces formal living and dining spaces, while the heart of the home opens to a spacious family room and chef’s kitchen featuring premium appliances, a Wolf gas cooktop, oversized island, walk-in pantry, and a sunlit breakfast area framed by aquarium glass overlooking the water and fairways. Walls of French doors create a seamless transition to the expansive screened lanai, where the pool and spa, outdoor kitchen, and covered living areas are surrounded by tranquil views, an ideal setting for quiet mornings or evening gatherings. The primary suite is thoughtfully designed as a private retreat, complete with a sitting area, custom office, dual boutique-style closets, and a spa-inspired bath with a hydrotherapy tub, oversized shower, and dual water closets. Two additional guest suites are positioned in a separate wing for privacy. Upstairs, accessible by elevator or stairs, is a generous bonus room with a wet bar, fireplace, and a full bath that opens to a terrace with long, open views across the course, easily adaptable as a fourth bedroom or private guest quarters. Additional highlights include a wine cellar, butler’s pantry, travertine and hickory flooring, coffered ceilings, impact-rated openings, and an oversized three-car plus garage. The Founders Club spans 700 acres of preserved natural beauty, offering a refined yet relaxed lifestyle with optional membership to its Robert Trent Jones Jr.-designed championship golf course, clubhouse, dining, fitness center, and tennis and pickleball amenities. This home is defined by its scale, setting, and architectural integrity, and is positioned within one of Sarasota’s most established private communities.

3129 Founders Club Drive, Sarasota

$2,895,000
5 Beds ⋅ 5 Baths ⋅ Laurel Oak Estates SubDv. ⋅ 34240 Zip Code
Welcome to one of the Crown Jewels of Laurel Oak Country Club, a stunningly renovated Estate situated on an exceptionally private homesite personally selected by the community's original developer as his family residence. This Estate Home is for the distinguished buyer who wants something extraordinary , something unique and One of a Kind to call home. Laurel Oak Estates is regarded as Sarasota's Premier Country Club with a 24 hr guarded gate. Golf membership is optional, but ownership of this extraordinary home places you at the front of the membership waiting list. Nestled on nearly one acre overlooking the Jones Course, this remarkable 5-bedroom residence completely renovated in the very popular Modern Heritage Style offers breathtaking views of the golf course, formal English Gardens, and a custom creek with waterfalls and pond. Thoughtfully updated with uncompromising attention to detail, the home seamlessly blends timeless elegance with modern luxury. Inside, you'll find real hickory wood flooring, two spacious primary suites, and a beautifully renovated chef's kitchen featuring Sub-Zero, Miele, BlueStar, and Thermador appliances, complemented by Marble countertops and a large center island. The luxurious primary bath has been completely remodeled with dual vanities, dual water closets, and an oversized walk-in shower. The grounds are truly spectacular. A formal English garden showcases antique brick pathways, green walls, custom arbors, a Lg fountain, and mature fruit trees including lemon, fig, and plum. Sellers further enhanced the property with a picturesque creek, three waterfalls, and a tranquil pond, all best enjoyed from the authentic clay paver patio. Additional fruit trees include lychee, grapefruit, navel orange, banana, and mango. This grand residence is loaded with upgrades and thoughtful features, including: • New main A/C (2025) plus additional systems replaced in 2022 and 2023 • Roof replaced in 2019 • Impact-rated doors, windows, and sliders throughout most of the home • Whole-house generator with 1,000-gallon underground fuel tank for hurricane preparedness • Whole-house water filtration system with UV sanitizer • UV Halo Ozonator integrated into the pool equipment • New attic insulation • New gutters, including custom copper gutters across the front elevation • New epoxy garage flooring • Heated and cooled craft/storage room in the garage • Renovated Butler's Pantry • Laundry room with pet shower and new plank flooring • Outdoor kitchen with newer grill. Sink and granite countertops • Brick flooring in the sunroom • Fireplace rebuilt with Taj Mahal marble surround and custom paneled feature wall • New designer chandeliers in the foyer and primary bath • Upgraded fixtures, fans, hardware and lighting throughout • Pool safety fence • Extensive landscape lighting creating a magical nighttime setting • Private second-floor balcony with custom sunshade The home's unique positioning provides unmatched privacy, while winding walkways invite you to explore this lush, park-like paradise. This is more than a home—it's a private retreat, thoughtfully curated and meticulously maintained, where no expense was spared. Experience the perfect combination of luxury, comfort, beauty, and peace of mind in one of Laurel Oak's most exceptional properties. King bed in primary suite does not convey. Other furnishings are available under separate negotiation

3171 Dick Wilson Drive, Sarasota