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$22,000,000
5 Beds 11 Baths Indian Beach Map Of SubDv. 34234 Zip Code
Three dwellings set on 2.4 gated acres with an impressive 240 feet of pristine waterfront, this rare Sarasota compound offers over 10,000 square feet of pure privacy, serenity, and elevated coastal living. Perfectly positioned in the heart of the city yet worlds away, this estate delivers unobstructed, panoramic views of Sarasota Bay from nearly every room. Designed for both grand entertaining and intimate living, the residence welcomes you with a double-height foyer, cascading natural light, and a sense of scale that is both dramatic and warm. Across sixteen thoughtfully curated rooms, floor-to-ceiling windows frame endless water vistas, bringing the outdoors in and creating an atmosphere of true waterfront elegance. The estate features five spacious bedrooms and nine beautifully appointed bathrooms, including a breathtaking owners’ suite, a private, calming retreat with sweeping bay views, a spa-inspired bath, and a luxe outdoor shower surrounded by lush privacy landscaping. For those who value lifestyle and amenities, this property offers it all: A private tennis court tucked away behind mature tropical landscaping A well-appointed guest house ideal for extended stays A dedicated pool house for effortless entertaining A four-car garage for collectors and hobbyists Expansive terraces and outdoor lounging areas that overlook Sarasota’s most dramatic sunsets

3315 Bay Shore Road, Sarasota

$12,900,000
5 Beds 7 Baths Phillippi Shores SubDv. 34242 Zip Code
Tucked on the coveted north end of Siesta Key, this extraordinary double-lot point estate is positioned at the tip of a protected peninsula, offering panoramic water views and unforgettable sunsets. Surrounded by water and set directly across from protected parkland, the setting feels like your own private island. The property features three separate structures: a main residence, a guest house, and a separate waterfront cabana with bath. In total, the compound offers six bedrooms and six bathrooms, with gourmet kitchens in both the main house and guest house — each outfitted with high-end appliances throughout — ideal for multigenerational living, guest accommodations, or an exceptional private retreat. Throughout both residences, the finish detail is exceptional. Designer-selected materials create a cohesive and elevated aesthetic carried seamlessly across the entire compound. Custom wood flooring with intricate stone inlays, handcrafted stairwells featuring wood and stone risers, extensive crown molding, and refined architectural millwork highlight the level of craftsmanship invested in every space. Specialty stonework and thoughtfully curated finishes blend warmth with sophistication, creating interiors that feel timeless, substantial, and unmistakably high-end. Outdoor living is nothing short of spectacular. A dramatic infinity-edge pool with swim-assist system overlooks the water, enhanced by a striking waterfall feature that spills elegantly into the pool. New pool equipment (2025) supports the system. Natural rock waterfront frontage and a sculptural rock formation lead down to the shoreline, creating a one-of-a-kind coastal backdrop. Two docks serve the property — one with a double lift — offering outstanding boating access and rare protection on both sides of the point, with additional lift capacity for multiple watercraft. An outdoor shower provides added convenience after boating or swimming. Perched at the edge of the peninsula, the waterfront cabana and adjacent hot tub create a private, spa-like retreat suspended over the water — an unforgettable setting to take in sweeping sunset views. The residences were renovated separately: main house (2009) and guest house (2012). All A/C units have been renewed recently, along with the electric unit, and a new transformer (2024) services both properties. Sonos surround sound extends throughout all structures. Located on the highly desirable north end of Siesta Key, the estate offers convenient on-and-off island access while remaining just minutes from Southside Village and downtown Sarasota.

3750 Bayou Louise Lane, Sarasota

$8,950,000
6 Beds 8 Baths Siesta Properties Inc SubDv. 34242 Zip Code
Rarely does a property of this caliber become available on Siesta Key. Spanning approximately 1.6 acres, this exceptional waterfront estate is framed by majestic oak trees and lush, mature landscaping, creating a private, quiet, and timeless retreat. This legacy property showcases expansive bayfront views that wrap gracefully around to a protected canal, offering both breathtaking vistas and sheltered water access. At its heart stands a classic and formal Southern-style residence, remodeled in 2008, rich in character and designed for an elegant lifestyle. Grand, beautifully proportioned rooms are designed for effortless entertainment, highlighted by a stately formal dining room worthy of the most important occasions. The expansive country kitchen is both functional and refined, featuring a professional-grade Wolf range with custom copper hood, an oversized Sub-Zero refrigerator, vintage tile flooring, and a striking chandelier that brings a touch of timeless elegance to space. A classic wood-burning fireplace adds warmth and character to the cozy wood paneled den with charming French doors opening to bayfront views. With six spacious bedrooms, six full bathrooms, and two additional half baths, this home offers exceptional comfort and ample space to accommodate family and guests with ease. Car enthusiasts will appreciate the 8 garages. Boaters will appreciate the ample opportunities to enhance this property with custom docks or lifts. For those envisioning a custom estate, the property also offers a rare opportunity to build your dream home while comfortably residing on-site in the charming guest cottage, complete with bedroom suite and kitchen—allowing you to plan, design, and construct at your own pace without ever leaving this exceptional setting. This is a true legacy offering, where expansive space and stunning waterfront beauty come together seamlessly, enhanced by breathtaking views that elevate every moment in this extraordinary setting. The Sanderling Club, the only guard-gated, single-family neighborhood on Siesta Key, offering residents tennis and pickleball courts, playground, and deeded access to a pristine stretch of Siesta Beach. Located minutes from Siesta Village, this property provides the perfect balance of serene seclusion and proximity to Sarasota’s vibrant cultural and culinary attractions.

1249 S Basin Lane, Sarasota

$8,750,000
5 Beds 5 Baths Bay View Heights SubDv. 34239 Zip Code
Nestled in the heart of Sarasota, Florida, "The Seathrough House" stands as a testament to timeless elegance and modern sophistication. Designed by the acclaimed architectural firm Sweet Sparkman and meticulously crafted by builder Josh Wynne, this mid-century marvel redefines luxury living. From the moment you step inside, the panoramic bay views captivate the senses, seamlessly blending the indoors with the breathtaking natural beauty of the surroundings. Every room boasts expansive windows, offering an uninterrupted vista of Sarasota Bay that is nothing short of mesmerizing. This architectural masterpiece features five bedrooms and five baths, providing ample space for both relaxation and entertaining. Each room is thoughtfully designed to maximize comfort and functionality while showcasing the stunning waterfront backdrop. Situated "West of the Trail," this premier location places you just minutes away from the world-renowned Siesta Beach, downtown Sarasota, and the charming Southside Village. Whether you're strolling along the pristine shores of Siesta Key or indulging in the vibrant cultural scene of downtown, every convenience is within easy reach. For those who appreciate the finer things in life, "The Seathrough" house offers more than just luxurious living—it promises a lifestyle of unparalleled elegance and sophistication. With a shared dock featuring a 16,000 lb lift, residents can effortlessly explore the azure waters of the Gulf Coast or simply bask in the warmth of the Florida sun as they watch the gorgeous sunsets from the home or the bayfront poolpaint the sky in hues of orange and gold. "The Seathrough" house is not just a home—it's a sanctuary where every moment is infused with beauty, tranquility, and the unmistakable charm of Sarasota living at its finest.

1500 Bayview Drive, Sarasota

$5,500,000
5 Beds 6 Baths Harbor Acres SubDv. 34239 Zip Code
Pre-Construction. To be built. UNDER CONSTRUCTION — HEMINGWAY LUXURY MODEL BY COURTYARD MODERN HOMES- OR BUILD TO SUIT STARTING AT $4,500,000.00 -- A striking new expression of modern luxury is taking shape in Harbor Acres. Courtyard Modern Homes introduces the **Hemingway**, a sophisticated custom residence designed to capture the essence of Sarasota living with bold architecture, refined finishes, expansive interiors, and a seamless connection to the outdoors. This exceptional 5-bedroom, 5-bath luxury home is thoughtfully designed for both impressive entertaining and comfortable everyday living. The dramatic great room serves as the heart of the residence, featuring soaring ceilings, architectural detailing, and walls of glass that open the home to a spacious covered lanai, resort-style pool, and fully equipped outdoor summer kitchen. At the center of the open floor plan is a beautifully appointed chef’s kitchen featuring premium appliances, custom cabinetry, generous stone countertops, and an oversized island overlooking the great room and dining areas. The result is one expansive living environment where indoor and outdoor spaces come together effortlessly. The main-level primary suite is designed as a private retreat with expansive walk-in closets and a luxurious spa-inspired bath. A separate guest suite provides privacy for visitors, while a dedicated home office and additional bonus space offer flexibility for today's lifestyle. Upstairs, three generously sized bedrooms are complemented by a spacious game room and loft, creating an ideal second living area for family and guests. A three-car garage and substantial homesite complete the residence. Located in Harbor Acres, one of Sarasota's most established and sought-after neighborhoods, the Hemingway offers an exceptional combination of luxury, location, and lifestyle. Just moments from Southside Village, Sarasota Memorial Hospital, Marie Selby Botanical Gardens, downtown Sarasota, and the bayfront, the home also provides convenient access to St. Armands Circle and the celebrated beaches of Lido Key and Siesta Key. Currently under construction by Courtyard Modern Homes, the Hemingway represents an opportunity to own a brand-new luxury residence in one of Sarasota's premier neighborhoods—where contemporary design, exceptional craftsmanship, and the best of Sarasota living come together.

1740 S Orange Avenue, Sarasota

$5,500,000
6 Beds 6 Baths Whitfield Estates SubDv. 34243 Zip Code
Set on a premier waterfront lot in the Sarasota/Bradenton area, this single-family estate offers panoramic water views of Sarasota Bay, a separate guest house, and the kind of indoor-outdoor living buyers expect at the luxury level. The main residence (3806 sq ft) is designed for entertaining and everyday comfort, with expansive living spaces, a well-appointed kitchen, and seamless access to the pool and outdoor areas, while the guest house (2409 sq ft) provides ideal accommodations for visitors, extended family, or a private office retreat. Comfortable luxury living on a combined 1+ acre lot (there are 2 parcels included in this offering) with a spectacular panoramic water view. Beautifully kept grounds accented by Royal palms create the feel of a family compound that elegantly states, "You've made it!" The three-story main house has a twin grand winding staircase and an elevator to the second-floor main level. Tall double-trey ceilings w/ uplighting and massive impact glass windows and doors provide an absolutely breathtaking view of the swimming pool and the Sarasota Bay. Built on 38 concrete and steel reinforced pilings, the main house was constructed in 2001, and the windows and doors were upgraded to hurricane standards. In fact, the owner has a flood policy on the main house for just $1,200 per year. There is an oversized 3 car garage with an expanded work area and 220V power if you have an electric car. Plus, a massive unfinished storage and fun area with non-conforming pool bath below the main living area elevated approximately 18' above. The completely separate guest house also with views of the bay includes an additional 3 bedrooms, great room, dining room, full kitchen, office and attached 2 car garage. The guest house was built in 1950 and remodeled to mimic the Coastal Mediterranean style of the main house. The pool ranges from 3' to 7' in depth and includes remote control lighting and a water feature. The pool and outdoor area create the perfect setting for parties or special events. The pool is surrounded by a huge concrete deck that extends as a patio under the cover of the massive main observation and entertainment deck above. There are rough ins for an outdoor kitchen on the ground floor patio. There is also an additional observation deck off the 3rd floor living room that, with a slight zoom on your camera, provides a nice view of John Ringling bridge. Longboat Key provides night lights beyond the bay, and your own private Osprey nest adds to the natural symphony of life on the water. Boaters, you are less than a mile away from Sara Bay Marina. Commuters, you are less than 3 miles away from SRQ. Beach goers, you are less than 10 miles from Lido Beach and St Armands Circle. Professionals, you are less than 7 miles from downtown Sarasota. Kayakers, walk to the Riprap and launch! Be sure to watch the individual videos showing each interior. They are not just slideshows. This is the first time this property has been offered for sale since the builder owned it. An acre of mainland bayfront land is rare in the Sarasota/Manatee waterfront community. Don't Daydream and miss out on your Dream home. The main home is being sold partially furnished with a few exclusions. The guest house is unfurnished. Capture the Zen of waterfront living for yourself and future generations now.

7524 Westmoreland Drive, Sarasota

$5,225,000
5 Beds 7 Baths 34241 Zip Code
**EXQUISITE, CUSTOM-BUILT (2018) ESTATE SITUATED ON 6.80 ACRES OFFERS THE UTMOST IN LUXURY LIVING AND ENTERTAINING** Behind the Private, iron gate entrance, you will find a Magnificent Residence with its Spacious 6350sf floorplan boasting 5 En Suite Bedrooms + Office, 4-Car Garage and numerous indoor and outdoor venues for Entertaining your loved ones! Premium features abound throughout this meticulously detailed residence, including 26ft Soaring Ceilings, winding staircase, stone gas fireplace, climate-controlled wine storage room, bar area, additional Bonus Room and Bar on the second level accompanied by a charming Library and impressive Home Theater / Media Room. The striking Chef’s Kitchen entails exotic stone counters, custom hardwood cabinetry, premium appliances including Thermador and Wolf, large walk-in pantry, etc. The Elegant Primary Suite features a private seating area with serene pool views, custom walk-in closets and expansive primary bath with separate sinks, soaking tub and custom-tiled shower. Enjoy a quintessential Florida lifestyle with a Resort-style, outdoor oasis featuring a saltwater Pool with swim-up bar, adjacent casita, Outdoor Kitchen/Grilling area, lounge deck, and more! The manicured grounds entail wonderful natural highlights including a large, palm tree-lined, stocked fishing pond, gazebo with bridge over a lovely koi pond, elevated garden, basketball court, etc. Multiple outbuildings include a (1) separate Garage Apartment with Full Bath, Kitchenette, covered parking, (2) well-equipped RV garage with full electrical package, etc. Advance, Reverse Osmosis technology delivering over 4,000 gallons of pristine water daily from a 2500-gallon primary tank and two secondary 500-gallon tanks, equipped with filters, offers a complete solution for your water purification needs. LOCATION! LOCATION!! Adjacent to Twin Lakes Park with its many recreational venues and Easy Access to Nearby Interstate-75 and SR72, area Beaches including #1-rated Siesta Beach, Shopping, Downtown Sarasota cultural venues, and all that Florida’s Gulf Coast Living has to offer. **Enjoy Viewing the 3D VIRTUAL TOUR and AERIAL VIDEO**

6722 Hawkins Road, Sarasota

$4,500,000
5 Beds 6 Baths Pine Shores Est SubDv. 34231 Zip Code
Welcome to Coucher du Soleil — French for "Sunset" — a magnificent gated waterfront estate styled after the grand French residences of New Orleans. Breathtaking views of Little Sarasota Bay, Siesta Key, and spectacular daily sunsets greet you from every room of this one-of-a-kind home. Impeccable craftsmanship is evident throughout, from the custom sapele mahogany front doors and hand-carved fireplace mantel to the handmade crown moldings and exotic sucupira hardwood floors. An elevator, exquisite lighting fixtures, exterior gas lanterns, and thoughtful hardware selections make this residence as functional as it is beautiful. The open-concept living and dining room flows seamlessly through numerous French doors onto an expansive covered balcony, also accessible from the guest suite and solarium. A custom library offers a tranquil retreat, while the entire top floor is dedicated to the primary suite, complete with a private office, morning kitchen, spacious dressing room, and private balcony with unsurpassed views. The carriage house provides an ideal in-law or guest suite with its own entrance, kitchen, bath, and balcony. Outdoors, enjoy the sprawling verandah overlooking the saltwater pool or head out on the water from your 50-foot composite dock with lift, electric, water, and sailboat access. Truly a one-of-a-kind Sarasota estate, do not miss this opportunity.

6438 Hollywood Boulevard, Sarasota

$4,200,000
11 Beds 9 Baths 34235 Zip Code
Fully Fenced and Gated 8 Acre estate with NO HOA in the heart of Sarasota. Over 8,000 sq ft of luxurious living space spanning across 8 majestic acres of landscaped park like beauty. This multigenerational property can accommodate the entire family in its 5 indoor kitchens, 1 outdoor kitchen, 3 SEPARATE houses with a total of 11 bedrooms and 9 bathrooms. Properties like this are truly rare for Sarasota. The professionally constructed main house with 2x6 fire rated walls spans over 5,800 sq ft. The main house offers 3 interior kitchens, 8 bedrooms, 6 bathrooms, 1 fully customized exterior kitchen situated under a Seminole built tiki hut with all the bells and whistles. The tiki hut is perfect for outdoor covered entertainment with a large bar that is wrapped in Bahia Blue granite, blaze appliances, dual sinks, 3 outdoor rated fridges, a griddle, and a clear icemaker for those favorite cocktails. The main house has three separate private entrances each leading to your own spacious living space and own kitchen, ideal for multiple families with keeping the privacy if you desire. The grand piano room offers large windows for natural light, tall ceilings and a true gathering space for future family memories. There is a competition sized outdoor swimming pool that is 12' deep with sun shelves for lounging, a spa, and over 3,000 sq ft of marble deck space that stays cool even during summer. Exotic plants and boulders surround the pool for a real tropical vibe. Little ones and adults alike are able to work on their diving skills while the family watches from the lounging shelf. There are 2 SEPARATE DETACHED GUESTS HOUSES located on the property. A private 800 sq ft serene GUEST COTTAGE on the east side is tucked in the majestic oak trees and offers 1 bedroom/ 1 bathroom with a spacious living room, high ceilings and a front porch for taking in the views of the 100 year old oak trees lined along the creek. A SECOND 1,500 sq ft guest house on the west side of the property offers 2 bedrooms, 2 bathrooms and an extra den space for possible 3rd bedroom. In addition this 8 ACRE property features a brand new 15,000 sq ft paver driveway and a detached 3 car garage. This property has NO HOA, or deed restrictions and offers 2 GATED ENTRANCES. This is a multigenerational property that can be utilized in several different ways. Bring the whole family or use as rental income. The possibilities are endless with 11 BEDROOMS, 9 BATHROOMS AND 8 ACRES of pristine buildable land only 10 minutes to downtown Sarasota. The location is ideal for shopping, beach going, boating and so many other lifestyles. Being only 10 minutes to hospitals, 20 minutes to St Armands circle and only 10 minutes to UTC Mall and I75. You can truly have it all. INVESTORS : This is a rare income opportunity for multiple streams of rental, totaling over 5 separate living units with 5 separate electrical meters all on county water and sewer.

3348 Alamo Lane, Sarasota

$3,350,000
Siesta SubDv. 34242 Zip Code
Discover Unrivaled Coastal Elegance Steps from Siesta Key Beach! This rare gem features two meticulously remodeled canal-front homes with stunning partial views of the bay, perfectly situated in a prestigious neighborhood. The main residence boasts a contemporary design with open and spacious layouts, highlighted by soaring 24 ft ceilings adorned with stylish gray wooden accent beams. Culinary enthusiasts will be captivated by the gourmet kitchen, featuring custom-made wood cabinets complemented by exquisite Carrara Quartz countertops. Equipped with top-of-the-line appliances, including a new stainless Thermador refrigerator, Bosch dishwasher, and an impressive center island with a bar area, it truly caters to the most discerning chefs. Zoned RMF2 while located in a single-family neighborhood, this property allows for daily Airbnb rentals, making it an excellent investment opportunity. A private, charming guest cottage serves as an ideal retreat or rental for additional cash flow. Recent upgrades include new Window World Hurricane-rated windows, French doors, and a newly installed seawall (2025), ensuring your investment remains safe and secure. The main house spans 3,005 sq ft, featuring three bedrooms and 2.5 baths adorned with luxurious Panaria marble and 24x48 tile flooring. Bathrooms boast contemporary Miseno vanities and premium Grohe and Hansgrohe fixtures. The decadent master suite invites relaxation with a rain cap shower and a sumptuous soaking tub. Both homes are equipped with new Rheem A/C units, while the property’s outdoor oasis features a large screened lanai overlooking the canal and bay. Dive into the newly resurfaced pool with a stunning stone waterfall or enjoy the expansive outdoor space, surrounded by tropical landscaping. The cozy guest cottage, covering 1,700 sq ft, includes three bedrooms and two full baths, showcasing beach-washed ceramic tile flooring, white wood Shaker cabinets, and modern KitchenAid and Bosch appliances. The new dock provides easy access to pristine boating waters with no bridges obstructing your path to the bay. Siesta Key is a haven for music lovers and foodies alike, while Sarasota delights with its vibrant art scene, ballet performances, the Asolo Performing Arts Center, the Ringling Art Museum, and world-class shopping. Relax with your favorite beverage on the rear patio, shaded by a majestic live oak, or grab your fishing rod, bathing suit, and water toys to fully embrace the Siesta Salt Life. Act fast! This exquisite property offers a luxurious lifestyle and lucrative potential in one of Florida’s most sought-after destinations!

1240 Solitude Lane, Sarasota

$3,200,000
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

$3,195,000
5 Beds 7 Baths Gator Creek Estates SubDv. 34241 Zip Code
Virtually Staged. Set on 6.63 private acres at the end of a quiet cul-de-sac, this gated estate offers a rare combination of acreage, privacy, and convenience that is becoming increasingly difficult to find in Sarasota County. Thoughtfully reimagined and extensively updated, the property blends the character of an established country estate with the style, functionality, and level of finish today's luxury buyers seek. Inside, vaulted ceilings and an open-concept design create a balance of architectural presence and everyday livability. The living room is anchored by a dramatic wood-burning fireplace enhanced by custom floor-to-ceiling millwork, creating a striking focal point within the home. Just beyond, the kitchen has been reimagined as both a gathering space and a showpiece, featuring natural stone countertops, a large center island, gas cooktop, custom shelving, dedicated coffee station, separate bar area with wine refrigerator, and an expansive butler's pantry with additional prep space, refrigeration, and storage. The adjoining dining area comfortably accommodates large-scale entertaining while remaining connected to the home's primary living spaces. The thoughtfully designed floor plan offers five bedrooms and five-and-a-half bathrooms within the main residence, including a first-floor primary suite and a second upstairs primary suite with a private balcony overlooking the pool and surrounding acreage. Two additional first-floor bedrooms are connected by a beautifully renovated Jack-and-Jill bath, while an additional upstairs en-suite bedroom provides comfortable accommodations for family and guests. Throughout the home, carefully selected materials and distinctive finishes create a cohesive sense of style, including imported European porcelain tile, quartzite and marble surfaces, a statement powder bath with a sculptural marble sink, and a beautifully finished pool bath with extensive marble detailing and a walk-in shower. Outdoor living was designed to embrace the property's peaceful setting. The pool and spa overlook a small pond and are surrounded by expansive outdoor living areas, while the covered outdoor kitchen with grill adds convenience for outdoor dining and entertaining. A detached studio guest house with a full kitchen and bathroom offers exceptional flexibility for guests, extended family, a private office, fitness studio, or creative space. Additional features include a whole-house generator, whole-house reverse osmosis system, separate irrigation well, gated entry, and a three-car garage. Located within Gator Creek Estates, one of Sarasota's premier acreage communities, residents enjoy expansive homesites, natural surroundings, and a sense of privacy rarely found this close to everyday conveniences. Lakewood Ranch, Waterside Place, UTC, downtown Sarasota, and Sarasota's renowned Gulf Coast beaches are all within easy reach, creating an ideal balance between peaceful estate living and access to the area's most desirable destinations.

7351 Iguana Drive, Sarasota

$2,799,000
3 Beds 3 Baths Sub Of Us Lt 7 Of 20-37-18 SubDv. 34242 Zip Code
It's All About the View. Some homes are defined by their architecture. Others by their location. This one is defined by what you see the moment you walk through the front door. Tucked away at the end of one of Siesta Key's most private, tree-lined streets, this exceptional bayfront retreat enjoys nearly 180-degree panoramic views across Sarasota Bay, where endless open water, spectacular sunrises, and distant estate homes create a setting that is nothing short of mesmerizing. It is a view that changes by the hour and never gets old. Originally designed by Tollyn Twitchell, son of Sarasota architectural pioneer Ralph Twitchell, this distinctive mid-century residence embraces its architectural heritage with soaring ceilings, expansive walls of glass, and light-filled living spaces designed to celebrate the waterfront. The main residence offers two bedrooms, two baths, plus a spacious office or den, while the detached one-bedroom guest house provides the perfect private retreat for family, friends, or extended stays. With 75 feet of Sarasota Bay frontage, a newly updated dock featuring composite decking and a 13,500-pound boat lift, mornings can begin with coffee overlooking the bay before heading out for a day of boating, fishing, paddleboarding, or simply enjoying the peaceful waterfront surroundings. Tucked behind a natural mangrove shoreline, the property offers both beauty and protection while remaining just minutes from Siesta Beach, Siesta Village, and convenient access on and off the island. Whether you're searching for a peaceful island escape, an architecturally significant waterfront residence, or the perfect site to create a future dream home, opportunities like this rarely become available. Professional photography is coming soon, but the sellers couldn't wait to introduce one of Siesta Key's most captivating bayfront settings.

1275 Port Lane, Sarasota

$2,650,000
5 Beds 6 Baths Thomasassa SubDv. 34240 Zip Code
A Rare Private Sarasota Estate Offering Resort-Style Living, Luxury, and Exceptional Craftsmanship. Welcome to an extraordinary, one-of-a-kind gated modern farmhouse estate situated on two beautifully landscaped acres, where timeless charm meets modern luxury. Majestic Live Oaks grace the grounds, creating a private sanctuary rich with abundant wildlife, including deer and an array of native birds. Extensively transformed with nearly $1 million in renovations and improvements, this exceptional property offers a turnkey lifestyle unlike anything else. The main residence showcases a beautifully renovated chef's kitchen, gas fireplace, remodeled baths, luxury vinyl plank flooring throughout, a custom theater room, and extensive upgrades including Renewal by Andersen Coastal Impact windows and French doors, James Hardie siding, updated HVAC systems, new ductwork, and enhanced insulation. Step into your own private resort featuring a spectacular 60’ long custom pool completely rebuilt down to the shell in 2023 with PebbleTec finishes, waterfalls, deck jets, bubblers, custom lighting, fire features, and smart Hayward controls. Multiple outdoor living areas include TimberTech decking, a custom fireplace with a motorized TV lift, and inviting spaces designed for entertaining and relaxation. The private 2 bedroom/2 bathroom guest residence has also been fully renovated with a new kitchen and bathrooms, impact windows, updated systems, and its own charming entertainment courtyard featuring a sandy beach lounge, shade sail, and hammock. The guest residence even enjoys its own private entrance. A newly constructed 34’ x 35' fully insulated, detached garage and She Shed with oversized bay door (16’ x 10’) can house several automobiles, or utility vehicles/trailers. No deed restrictions and additional open parking allows space for other toys as well. The air-conditioned She Shed is a private oasis for reading, napping, or just relaxing. Additional amenities include extensive professional landscaping, irrigation upgrades, paver walkways, elegant landscape lighting, numerous infrastructure improvements, and a whole-house standby generator enhanced with custom artwork—providing beauty, functionality, and peace of mind during power outages. Every detail has been thoughtfully curated—from the artistic touches to the resort amenities—creating a property that is as functional as it is breathtaking. This is more than a home; it is a private estate designed for generations of memories, grand entertaining, peaceful retreats, and the very best of the Florida lifestyle. Don’t miss this exceptional opportunity to own one of Sarasota’s truly distinctive estate properties. ****NOTE: Total SQ under air - and bedroom/bathroom count - includes 3600 sf main house (3 bed/3.5 bath), 1100 guest house (2 bed/2 bath) and 120 sf "she shed". Total square footage - heated and unheated - also includes oversized 2-car garage attached to main house and large, detached metal garage. Full appraisal has just been completed by high respected, local luxury and unique property appraiser. Listed below appraised value of $2.8m. Full list of renovations is available upon request. SEE FLOOR PLAN in photos.

2810 Sarasota Golf Club Boulevard, Sarasota

$2,590,000
4 Beds 4 Baths Bay Island SubDv. 34242 Zip Code
A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!

300 Garden Lane, Sarasota

$2,529,000
32 Beds 16 Baths James Street Park SubDv. 34236 Zip Code
SARASOTA ~ CITY OF SARASOTA ~ ROSEMARY DISTRICT ~ DOWNTOWN LIVING AND / OR INVESTMENT, WITH UPSIDE DEVELOPMENT OPPORTUNITIES! - WE ARE SELLING 4 CONTIGUOUS PROPERTIES WITH FOUR RENTAL HOMES ON AN ESTIMATED 23K SF +/- LAND!!!! Come and explore this unique opportunity to own and operate four contiguous properties with homes within the much sought after City of Sarasota "Rosemary District". The current rent roll is estimated at $100K +/-, all the current homes (4) are rented on an annual basis. The zoning does allow for short term weekly rentals, come and set up your own short term rental compound with estimated average daily rates @ $50.00 - $100.00 +/. Want another reason to look, owner will consider "owner financing" and/or selling off less then all four homes. There are just not many opportunities in the City of Sarasota to secure rezoned lands with the ability to use the current as-is property to secure carry income while waiting for the right timing to develop. The upside development in the Rosemary Zoning District: up to 7-stories with up to 30+ units. Property is very easy to show, sign is on site! NOTE: another contiguous parcel - rental home available for discussion. NOTE: future development plans viable on request!

1555 7th Street, Sarasota

$2,428,200
4 Beds 4 Baths Orange One SubDv. 34236 Zip Code
Pre-Construction. To be built. Introducing ORANGE ONE ! Downtown Sarasota and the Rosemary District’s newest and brightest shining star. ORANGE ONE is a 30 unit mixed-use development in the red hot Rosemary District. 10 three story condominium residences, alongside 10 retail condominium spaces. Plus, another 10 three story townhouses meandering along 4th St. All Residences feature their own private elevator, swimming pool, guesthouse villa, and huge outdoor living areas complete with outdoor kitchens for your grilling pleasure, and the much sought after private two car garages. Experience the real meaning of being able to Live , Work and Play within close proximity of your new home. Lavish, luxurious finishes rule the day – Quartz, Porcelain Tile , Custom Cabinetry, Insulated , Impact Glass windows and doors, . With four bedrooms including the guest house villa, and 3 1/2 baths, the possibilities are endless, - guest quarters , exercise studio, home office or just your own private getaway Then take a look outside and there are 65 restaurants are within five blocks, as well as art galleries, theaters, farmers market, John Ringling Bridge, Lido Beach all close by. Downtown shopping, culinary delights and the Sarasota Art scene are all at your doorstep. Just a few minutes away is Sarasota Bay and the new 50 acre BAY SARASOTA PARK, a game changer for everyone who lives, works and plays in Sarasota. Call today for your private showing. LOOK NO FURTHER !!

410 N Orange Avenue Unit 218, Sarasota

$2,350,000
4 Beds 4 Baths Sanderling Club SubDv. 34242 Zip Code
Beautifully renovated 4-bedroom, 4-bath pool home tucked behind the gates of the exclusive Sanderling Club. Surrounded by a grandfathered privacy wall and lush tropical foliage, the property is just steps from your own private beach. 2023 updates include - new roof, hurricane-impact windows/sliders and plumbing. Meticulously renovated in 2025–2026 with top-of-the-line finishes throughout the entire home. Luxury vinyl plank flooring flows through the open floor plan, complemented by granite countertops and a oversized granite island with lots of storage, Samsung appliances and an open-concept layout ideal for entertaining, with abundant indoor/outdoor living space with views of the oversized sparkling pool. The primary suite is a tranquil retreat with two walk-in closets and an en-suite bath featuring a double vanity and soaking tub. A thoughtful split plan offers two additional spacious bedrooms each with en-suite baths. A fully renovated pool house/mother-in-law suite with its own full bath adds flexible living options. Located in a waterfront community, residents of the Sanderling Club have exclusive beachfront access, tennis and pickleball courts, clubhouse and 24-hour security This home blends refined luxury with coastal lifestyle and privacy.

7345 Pine Needle Road, Sarasota

$1,775,000
4 Beds 3 Baths Mcclellan Park SubDv. 34239 Zip Code
This Spanish Mediterranean style home built in 1925 is nestled in the coveted "West of Trail" subdivision of DeSota Park in the South Poinsettia park Neighborhood just two blocks from the fine dining and boutique shopping offered in Southside Village. This home is ideally located outside of any flood zones and weathered the 2024 hurricane season without any damage. This listed historic home with detached casita is rich with character. The beautifully designed residence offers 2,330 square feet of living space. The home boasts a total of 12 rooms featuring a spacious entry, open plan living area including a formal dining room, living space and chef's kitchen and a versatile family room located directly off the pool area. The 3 bedroom main house has 2 bedrooms with their own en-suite bathrooms plus an additional 3rd bedroom/office/flex space, updated hurricane rated windows and whole home tankless hot water heater. The casita offers the 4th bedroom with en suite bath and kitchenette. Upon entering the tiled courtyard you are invited to step inside and discover an abundance of architectural details like the hurricane rated pecky cypress entry door, arched doorways, pecky cypress beams and fireplace mantel, custom built-ins and original architectural details that all add up to the unique touches of sophistication. The northern exposure fills the home with natural light, highlighting the garden views through casement dual pane hurricane rated windows adorned with tasteful and functional window treatments. Inside the spacious foyer your attention is drawn to the custom window treatments and new flooring and opens to an expansive open plan living room featuring a working fireplace with a pecky cypress mantel that adds warmth and ambiance and pecky cypress beams. The living space is flanked by a light filled dining room that opens to a second private courtyard and the recently renovated gourmet chef's kitchen that includes custom cabinetry, Taj Mahal quartzite countertops, zellige tile backsplash and top of the line appliances - SubZero refrigerator, Thermador warming drawer and Italian Fulgor Milano gas range. Down the hall the main floor primary suite includes a large ensuite bathroom with a separate shower, four closets for ample storage and a convenient laundry space. The second bedroom suite is tucked away with dual closets, dressing area, its own courtyard and private access to the pool. At the back of the home the 3rd bedroom/office/flexroom is located off a large and comfortable family room with pecky cypress beams and tile flooring that opens up through a wall of hurricane rated stack glass back doors to the pool area. The pool area is a tropical paradise featuring a heated pool and hot tub with a new remote controlled electronic system. The pool cage encompasses plenty of space for lounging and dining and includes the entry to the casita and full bath with mini split unit, tile flooring and wooden beams, includes built-in murphy bed and a dedicated generator. Outside the casita is a large paver courtyard with a custom outdoor cooking area that includes a plumbed 36" natural gas grill with rotisserie and pizza oven accessories and an outdoor refrigerator. This "West of Trail" home is ideally located in the Southside Elementary School district, convenient to Sarasota Memorial Hospital and located just steps away from Morton's Gourmet Grocery and some of Sarasota's best restaurants, shopping and art galleries.

1864 Clematis St Street, Sarasota

$1,675,000
6 Beds 6 Baths Fox Creek Acres SubDv. 34240 Zip Code
One or more photo(s) has been virtually staged. 3 HOMES for the Price of ONE... A Rare Opportunity with unmatched value to Own Three Distinct Residences on One Exceptional Estate Property. This 5+ acre homesite has NO HOA, NO CDD's and NO DEED RESTRICTIONS providing you the freedom to tailor the property to your personality. This is a true MULTI-GENERATIONAL and/or INCOME PRODUCING OPPORTUNITY! Two separate 3BR/2BA Homes + an additional 2BR/2BA Apartment. Each of the homes enjoys its own private entrance, separate driveway and its own garage ~ allowing households to live side by side while maintaining independence. This property is positioned in the most dynamic growth corridor of Sarasota County! Just minutes to the newest LAKEWOOD RANCH WATERSIDE ~ where premier shopping, exceptional dining and modern conveniences continue to flourish! The Workshop features a Full Bath and Laundry Room. In addition, there is another Barn which could accommodate 4+ Cars. Whether accommodating extended family, long-term guests or providing a private residence for caregivers, the thoughtful layout offers exceptional versatility. At the heart of the property, a beautiful SOLAR HEATED POOL and expansive screened lanai create an inviting backdrop for a Florida indoor/outdoor lifestyle. This outdoor retreat is positioned so both residences could enjoy easy access, making it a natural gathering place for family and guests alike. A dedicated pool bath adds convenience for swimmers and guests, keeping the indoor living areas pristine while enhancing seamless flow between indoor comfort and outdoor enjoyment. Expanding the living possibilities, perhaps you might want to consider using part or all of this property as an Airbnb or VRBO rental. The second-level apartment offers privacy with a light and airy vibe featuring an open plan and full kitchen. The unique adjoining sunroom spanning the length of the unit would be ideal for a yoga studio, game room or added entertainment space. Unlock the potential of this versatile apartment as a guest retreat, income-producing rental, inspiring studio or private office suite. The large detached pole barn adds tremendous utility, providing ample space for farm animals, boats, RVs, equipment, hobbies or workshop use, ideal for those who need room to store, build or play. Buy with confidence knowing this home has a WHOLE HOUSE GENERATOR, updated plumbing with no cast iron or copper piping. New plumbing replaced with PVC and the copper potable water pipes have been replaced with CPVC. The 4Point Inspection and Wind Mit has been completed. Homeowner's Insurance only $6700 per year! BRING your RVS, CAR COLLECTIONS & BUSINESS EQUIPMENT! There is plenty of room for a Pond, Horses, Chickens, Cows & Goats! Experience the balance of peaceful country living with an unbeatable location. Within minutes of restaurants, boutiques, farmers markets, parks and year-round events! Enjoy the breathtaking sunsets, only a short drive from your home to the award winning GULF COAST BEACHES! Just minutes to Sarasota's downtown arts, dining and cultural attractions. Whether you envision a private family compound, a multi-generational retreat, an income-producing opportunity or a flexible live-work estate, this remarkable property offers the rare combination of space, freedom and location. Schedule your private showing today and experience the endless possibilities for yourself. Welcome home to 1516 Fox Creek Dr!

1516 Fox Creek Drive, Sarasota

$1,550,000
6 Beds 5 Baths Long Meadow SubDv. 34239 Zip Code
Welcome to this fully furnished, newly updated Sarasota property situated on two combined lots totaling nearly half an acre, offering the flexibility and lifestyle potential in one of the area’s most popular areas of Sarasota. This multiple six-figure producing Airbnb is located just 1.5 miles to Siesta Key and approximately 2 miles to downtown Sarasota, this property provides quick access to world-class beaches, dining, shopping, and entertainment. The main residence features an open-concept floor plan designed for comfortable living and entertaining. A separate in-law suite offers ideal accommodations for guests or extended family, while the detached pool house provides additional flexible space suitable for a game room, private retreat, or entertainment area. At the center of the property is a private courtyard with a large pool, creating a resort-style setting perfect for gatherings and outdoor enjoyment. The oversized double lot allows for ample parking and generous outdoor space, a rare find this close to the beach. Significant upgrades have been completed throughout the property, including a new roof, new A/C units, new electrical, new electrical panels, new water lines to the road, a new irrigation system, and exterior landscape lighting, offering peace of mind for future owners. Whether you are seeking a primary residence, second home, or a versatile property with multiple living areas, this Sarasota residence stands out for its location, lot size, and turnkey condition.

2069 Bougainvillea Street, Sarasota

$1,500,000
6 Beds 5 Baths Bay Haven SubDv. 34234 Zip Code
HISTORICAL HANDYMAN SPECIAL!!! -MAKE AN OFFER!!! PRICED $500,000 BELOW RECENT APPRAISAL!!! HOUSE IS IN GOOD STRUCTURAL CONDITION BUT NEEDS COSMETIC REPAIRS AND UPDATING-RESTORE A PIECE OF HISTORY-HUGE TAX INCENTIVES INCLUDING POSSIBLE PROPERTY TAX FREEZE!!!- POSSIBLE CONVERSION TO COMMERCIAL ZONING- THREE UNITS 7DAY MINIMUM RENTAL NEAR BEACH- Most projects will require little or no board involvement--Introducing “La Hacienda del Puesta Sol”, one of Sarasota’s most distinguished historic estates-an extraordinary Spanish Eclectic masterpiece residence built at the height of the 1920’s Florida boom. Positioned just steps from the shimmering waters of Sarasota Bay and Indian Beach, this nearly half-acre gated sanctuary blends architectural mastery, artistic heritage, and timeless history. This is a rare chance to own not just a home, but a legacy. Available for the First time in over Four Decades, The Albert Roehr Estate "La Hacienda del Puesta Sol" - The Estate of the Setting Sun- was officially designated a historical structure by the city of Sarasota, Florida in 1987. It may possibly qualify for National designation. The estate reflects the craftsmanship of its original owner, Albert Roehr, a celebrated artisan whose ornamental ironwork graces the gates of the John Ringling Mansion and landmarks throughout Sarasota and St. Armands. Written history and biography available upon request. The main residence features 3 bedrooms and 3 full baths, filled with original hardwood floors, a grand hardwood staircase, Italian-style tile, ornate crown molding and original chandeliers. A grand wrap-around screened porch captures breathtaking sunsets and sea breezes, accessible through French doors from the formal living room. The parlor and dining room showcase large sunny windows that keep the home bright and inviting. The expansive primary suite offers abundant windows, original wood floors, a masonry fireplace, and an en-suite bath. A private third-floor widow’s peak provides a secluded hideaway overlooking the bay, perfect for reflection or inspiration. The second bedroom opens to a rooftop sitting area overlooking Sarasota Bay’s private sunset moments. The property includes a historic carriage house with two rental opportunities: a downstairs studio and an upstairs 2-bed/1-bath apartment, each with separate entries. Short-term rentals (7-day minimum) are allowed, creating three potential income-producing residences on one property. The artistic courtyard is a sanctuary—designed by the current owner, well-known commercial artist Norton Rock—resembles an old-world Italian street with a fountain, reflecting pool, concrete arches, and mosaics. It has hosted lavish events for ambassadors, business leaders, artists, and dignitaries and was often used as a creative setting for Ringling art students. Set in the desirable Ringling neighborhood near the John & Mabel Ringling Museum and Mansion, this estate is minutes from downtown Sarasota, SRQ Airport, beaches, restaurants, and cultural attractions. With a legacy of distinguished owners and residents—including Roehr himself, Herald-Tribune Editor George Lindsay, and well known historian and author Karl H. Grismer—this residence is more than a home. It is an irreplaceable piece of Sarasota history. For those who feel drawn to authenticity, craftsmanship, and story—this isn’t just a home. This is your invitation to become part of Sarasota’s history. PLEASE VIEW VIRTUAL TOUR VIDEO

2830 Bay Shore Circle, Sarasota

$1,299,000
4 Beds 3 Baths 34235 Zip Code
Old Florida awaits you…this updated ranch home is situated on 1.45 acres with an in-town location. Property will be steps away to a new County Park in final approval / develpment. Bring the whole family and all the animals to enjoy this charming home and guest cottage. RE-1 zoning allows for horses, goats and chickens as family pets. The 3-bedroom 2 bath primary home has been entirely updated and is very well maintained. The open great room plan is a winner for family gatherings. The kitchen features newer SS appliances, granite and solid wood cabinetry. The bedrooms are split plan with maximum separation from the primary suite. The primary bedroom is enormous with a large walk-in closet with built ins. French doors lead out to the large screened in porch that overlooks the pool and grounds. When you go through the electric gate is when the magic happens. The above ground pool and fire pit are just a couple of the features of the property; The parking area has room for all of your toys (e.g. RV Parking). There is a small shed with carport for all of your gardening tools. The 1 bedroom 1 bath detached guest cottage has a full kitchen and full size inside laundry. A private patio under a giant shade tree adds to the charm. Beyond all of that is a fenced pasture that could be home to the animals, garden and more. Plenty of room to add more out buildings if desired. Close proximity to all that an international shopping mall and dining has to deliver. Nathan Benderson Park, Mote Marine and more are at your fingertips. Don’t miss this opportunity to have a country lifestyle in a intown location.

3818 Gocio Road, Sarasota

$1,275,000
3 Beds 3 Baths Old Miakka SubDv. 34240 Zip Code
THIS IS THE ONE YOU’VE BEEN WAITING FOR! If privacy, space, recreation, and a little country luxury are on your wish list, this incredible 10.97-acre log cabin estate delivers! From the moment you arrive, the wraparound porch sets the tone for relaxed country living. Inside and out, this property is packed with features that are hard to find—starting with a gorgeous private pool complete with a pool bath, an outdoor cooking area, a fire pit for unforgettable evenings, and a stocked pond teeming with fish. Add the abundant wildlife, and you have your own private retreat where every day feels like a getaway. The 1,446 sf (under air) log cabin offers 3 bedrooms/2 baths and the detached residence offers 2 bedroom/1 bath and exceeds 1,000 square feet—perfect for guests, extended family, a home office, studio, recreation space, or whatever your lifestyle demands. ADDITIONAL FEATURES THAT SET THIS PROPERTY APART: • 30-kW military-grade generator powers both residences • 500-gallon diesel tank • Andersen windows and doors • R-Panel metal roof - less than 5 years old • Updated plumbing - less than 10 years old • Irrigation surrounding the main residence This is more than a home—it’s a private lifestyle estate with room to breathe, entertain, relax, and enjoy the outdoors. Whether you’re looking for a secluded family compound or a property with exceptional flexibility, this one deserves a closer look. Properties with this combination of land, amenities, and infrastructure don’t come along often. Come experience it for yourself!

15190 Leeann Road, Sarasota

$1,225,000
5 Beds 5 Baths Sarasota Plantations SubDv. 34241 Zip Code
Private compound ~ almost 4000 SF of living area! House & Guest House on 5 acres. Not in flood zone ! Serene oasis tucked at the end of a quiet country lane. 5000 SF outbuilding with successful Pet Resort business, perfect for home-based businesses. The charming, established neighborhood is conveniently located to beautiful beaches and vibrant downtown city life. It is also very HORSE FRIENDLY! The main house (3 Bed/2.1 Bath) & guest house (2 Bed/1.1 Bath) are updated. Buildings have new/newer roofs & windows! Feels far away, yet so close to Siesta Key beaches, downtown Sarasota and SRQ airport. Tons of updates throughout the property. The main house features a modern kitchen and bath updates with a new roof in 2023. The open floor plan and soaring ceilings perfectly frame the lovely views of the L-shaped pond. Thoughtfully designed, this home offers ample storage with a large pantry and separate laundry room with half bath. The large decks provide expansive views of the pond and garden area. The guesthouse, situated well away from the main home, was nicely renovated in 2020. The two-bedroom, one-and-a-half-bath cottage with vaulted ceiling and open floor plan feels and lives much larger than its 1,500 square feet. The living room sliders opening to a walled patio/garden space create a private, serene retreat. The freestanding kennel building, measuring about 5,000 square feet, includes reception and grooming areas, plus a half bath. The kennel includes 30 dog runs, nine cat rooms and three isolation areas for flexible accommodations. The proximity to population centers and easy highway access offers so much potential for pet boarding, doggie daycare, professional dog trainers or show handlers. This well-maintained property is truly an unexpected find and a rare opportunity that blends privacy and convenience. If you've been searching for a family compound, home-based business, dog property or horse property, schedule your private tour today. Check out the tour links, and don't miss the drone tour in link 2! More photos available upon request.

5645 Churchill Downs Road, Sarasota

$1,200,000
4 Beds 4 Baths 34232 Zip Code
Rare 3.2-acre private pool estate in Sarasota (Owner financing available with 300k down) Featuring a main residence and separate updated guest home—all set against tranquil pond views and lush, professionally designed landscaping. Accessed by a private road, this exceptional property offers complete privacy, multiple dwellings, and extraordinary flexibility for multi-generational living, rental income, recreation, or future development. Despite its peaceful, secluded setting, the estate is just minutes from Sarasota’s world-renowned beaches, vibrant downtown, premier shopping and dining, top-rated hospitals, parks, and the airport. Opportunities to own this level of acreage, privacy, and versatility in such a prime location are exceedingly rare. 2 car garage, carport and outbuilding included. Low taxes. No HOA. Sarasota County just outside city limits.

4554 Cooper Road, Sarasota

$1,199,900
5 Beds 5 Baths Serenoa SubDv. 34241 Zip Code
One of a kind, Custom Built Home with Large Multi-Generational Attached Casita. Features of this incredible, Multi-Gen Home include: * 2 Downstairs Bedrooms plus 500 SF+ Attached Casita with it's own private entrance * Over 4,100 SF of Custom Designed, Luxury Living * Large, 14'X32' Pool with Paver Deck, Outdoor Kitchen, Extendable "Sunsetter" Type Awning, & Private Pool Bath * Over 1/2 Acre of Beautiful, Treed, Mature Landscaping * Numerous Upgrades including a One-of a-Kind, Custom Stair Rail leading to the spacious 2nd level * Fire Place in the Casita * Chef's Kitchen with Aquarium Window Dinette area overlooking the pool. * Propane gas with 250 gallon tank * Clubhouse with great amenities

7025 N Serenoa Drive, Sarasota

$1,125,000
5 Beds 3 Baths Desoto Acres SubDv. 34234 Zip Code
One of Sarasota’s most unique and sought-after acreage communities, DeSoto Acres combines country living with all the city conveniences! No HOA and No CDD makes this a unique choice for freedom. This stunning county estate is nestled on 2.24 acres of land that’s fully fenced and gated. This private estate features a beautifully updated main residence, a fully equipped guest house, sparkling pool, tranquil pond, fire pit gathering area, oversized workshop shed, and room to truly live the Florida lifestyle. The main home offers over 2,300 square feet of updated living space including a spacious living and dining area overlooking the pool, granite countertops throughout the home, custom cabinetry with pull-out shelving and built-in appliance storage. A convenient breakfast nook area with built-in seating and additional storage. Flexible office/den space that can serve as a fifth bedroom., and an outdoor private shower off of the primary suite which is also accessible to the pool. The guest house is perfect for guests, multigenerational living, rental income, or a private home office. The guest house is approximately 800-square-feet and includes a full kitchen, panty, spacious living room, large bedroom with walk in closet, and full bath. It also features a dedicated laundry room, screened lanai, and its own yard and garden areas. Step outside and enjoy your own private Sarasota retreat including a sparkling pool, scenic pond, fire pit overlooking the water, mature landscaping and a large shed with power. Half of the shed has been converted into a large chicken coop with room for 20+ chickens with its own run. This rare piece of paradise offers room for gardens, animals, RVs, boats, and is ready for your vision. Conveniently located near Sarasota's stunning beaches, SRQ airport, UTC and so much more! Additional Features include- • Fully fenced and gated 2.24 acres • Two separate gated entrances • 3-car side-entry garage • 2-car carport • Pull-through garage bay • Wind-rated garage doors • Two HVAC systems • Well with newer pump • Water softener, filtration, and aerator systems • Tankless water heaters • Workshop with dog wash station • X Flood Zone The neighborhood’s historic agricultural overlay allows horses, chickens, roosters, and many other farm animals while remaining just minutes from shopping, dining, medical facilities, downtown Sarasota, University Town Center, and Gulf Coast beaches. Rarely does a property offer this much land, flexibility, privacy, and value this close to everything Sarasota has to offer! Whether you’re seeking multigenerational living, a private retreat, space for a home-based business, hobby farm, or simply room to breathe, this property delivers opportunities that are increasingly difficult to find in Sarasota.

2515 49th Street, Sarasota

$925,000
3 Beds 3 Baths Desoto Acres SubDv. 34243 Zip Code
Rare opportunity to own a beautifully renovated estate on nearly 2 private acres in the heart of Sarasota! Offering the perfect blend of space, versatility, and modern updates, this exceptional property features a completely reimagined main residence with an effective year of 2012, reflecting the extensive renovations that have transformed the home into a move-in-ready retreat. The huge shed is another major bonus. The detached 2-bedroom, 1-bath mother-in-law suite provides endless possibilities—ideal for extended family, guests, a private home office, or as an income-producing rental opportunity. Surrounded by mature trees and lush landscaping, the expansive property offers room to roam while still being conveniently located near Sarasota's world-renowned beaches, shopping, dining, SRQ Airport, and major roadways. Whether you're dreaming of creating your own private oasis, storing recreational vehicles and toys, or simply enjoying the peace and privacy that acreage provides, this property delivers a lifestyle that's increasingly hard to find. With modern updates, flexible living arrangements, and nearly two acres of land in a prime Sarasota location, this one-of-a-kind property is truly a rare find. Schedule your private showing today! 1% lender credit! Preferred lender offering a credit equal to 1% of the loan amount toward the buyer’s closing costs—can be used for rate buy-down or closing expenses.

2007 61st Street, Sarasota