Homes with Workshop For Sale In Sarasota

6 Beds ⋅ 8 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code

Nestled on 1.1 acres of pristine bayfront along Sarasota Bay, Etowah stands as a timeless icon of Sarasota’s rich architectural heritage, offering sweeping, wide-open bay views to the north and south, from the manicured lawn at the water’s edge all the way to the distant skyline of downtown Sarasota, with glowing sunset views that unfold nightly across the horizon. Originally built in 1925, this distinguished two-story Mediterranean Revival estate spans over 6,500 square feet and commands captivating views across the bay, all while being just 10 minutes from downtown Sarasota. Following an extensive year-long restoration, Etowah has been meticulously renewed from the inside out. Every major system of the home has been comprehensively replaced or upgraded, including all new electrical, plumbing, heating and air-conditioning systems, roofing, insulation, and drywall, ensuring modern performance while preserving historic integrity. A significant west-side addition by renowned local architect Frank Folsom Smith in 1992 introduced a gracious primary suite, a sophisticated bar area, and a grand great room—enhancements that seamlessly complement the home’s historic character. Upon entry, a vaulted ceiling sets a dramatic and welcoming tone, guiding you into the formal living room anchored by the home’s original fireplace. The adjacent dining room, surrounded by windows crafted with original glass sourced from the nearby Ringling era, creates an extraordinary setting for entertaining and comfortably accommodates gatherings of 12 or more. Designed for both elegance and performance, the chef’s kitchen is outfitted with top-of-the-line Thermador appliances, a Sub-Zero refrigerator, and every modern convenience, while the sun-filled eat-in area offers the perfect spot for morning coffee overlooking the grounds. The west wing of the home unfolds around a serene courtyard, with the great room and owner’s suite positioned on either side—creating a seamless indoor-outdoor living experience. The owner’s suite features sweeping bay views, dual walk-in closets, and a spacious spa-like bath. Upstairs, a second primary bedroom offers its own wood-burning fireplace, picturesque bay vistas, and generous closet space. 3 additional bedrooms on this level are well-proportioned and thoughtfully laid out, complemented by a sunken office or den tucked quietly at the end of the hall. The grounds are equally exceptional, highlighted by a heated, resort-style 15’ x 50’ swimming pool—perfect for both relaxation and entertaining. Completing the waterfront setting is a 4’ x 50’ dock, providing direct access to Sarasota Bay for boating, paddleboarding, and waterfront enjoyment. Completing the property is the original detached garage with an adjoining workshop, gardening space, laundry facilities, and private guest quarters—ideal for visitors or staff. A rare offering of architectural significance and modern luxury, Etowah is a one-of-a-kind estate that seamlessly bridges historic Florida elegance with contemporary living, all set against the unparalleled beauty of Sarasota Bay.

4511 Bay Shore Road, Sarasota

$6,495,000

6 Beds ⋅ 7 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code

Virtually Staged. Panoramic Sarasota Bay views, a gated West of Trail setting in Oyster Bay Estates and an exceptional boating lifestyle define this remarkable waterfront residence overlooking the downtown Sarasota skyline and open waters. Blending timeless architectural details with expansive entertaining spaces and resort-inspired living, the home presents a rare opportunity to experience one of Sarasota’s most sought-after waterfront addresses. Brand-new impact-rated windows and doors are scheduled for installation in August/September 2026, further enhancing the property’s long-term value and storm readiness. A grand arrival sets the tone with travertine stairs leading to stately double entry doors framed by an arched transom window. Inside, expansive living and dining spaces are highlighted by intricate coffered ceilings, artisanal millwork, wainscoting-lined hallways and walls of sliding glass doors designed to maximize natural light while showcasing breathtaking water views. A carved stone gas fireplace anchors the main living area, while seamless indoor-outdoor flow enhances the home’s elevated waterfront atmosphere. Designed for both entertaining and everyday living, the chef’s kitchen features an oversized center island with prep sink, granite countertops, custom wood cabinetry and premium Viking® appliances paired with a Sub-Zero® professional refrigerator. A walk-in pantry with custom organization and an adjoining butler’s pantry with beverage cooler, dishwasher drawers and glass-front cabinetry create exceptional functionality for hosting. Breakfast and casual dining spaces are positioned to capture spectacular waterfront and skyline views from nearly every angle. The great room is surrounded by windows framing Sarasota Bay, lush tropical scenery and the downtown Sarasota skyline, while multiple entertaining bars with beverage coolers, prep sinks, dishwasher drawers and granite countertops provide ideal gathering spaces for family and guests. The primary suite serves as a luxurious private retreat featuring windows overlooking the water, a custom sitting area and a spa-inspired bath with travertine finishes, dual vanities, jetted soaking tub, oversized walk-in shower and custom-designed walk-in closet. A dramatic wood staircase leads to four additional en-suite guest bedrooms, each with access to an enormous balcony showcasing stunning downtown and water views. A three-stop elevator provides convenient access throughout all levels of the residence. The ground-level bonus area seamlessly connects to the resort-style pool deck, creating exceptional flexibility for indoor-outdoor waterfront living. Above the garage, a private guest apartment with separate staircase access offers a living area, kitchenette, spacious bedroom, full bath and private balcony, ideal for extended guests or multigenerational living. Additional highlights include hardwood flooring, plantation shutters, crown molding, custom tray and coffered ceilings, a central vacuum system and extensive architectural detailing throughout. Located minutes from Siesta Key, Southside Village and vibrant downtown Sarasota, this extraordinary Sarasota waterfront estate offers a rare combination of luxury bayfront living, boating access, panoramic sunset views and timeless coastal elegance in one of Sarasota’s premier West of Trail neighborhoods.

1137 N Lake Shore Drive, Sarasota

$4,350,000

11 Beds ⋅ 9 Baths ⋅ 34235 Zip Code

Fully Fenced and Gated 8 Acre estate 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 SEPERATE 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 fully functions 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, 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 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 SEPERATE 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 15,00 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 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

$3,400,000

4 Beds ⋅ 6 Baths ⋅ Fox Creek Acres SubDv. ⋅ 34240 Zip Code

Beyond a long, palm-lined approach awaits a private Sarasota estate, exclusively situated on 5.1 expansive acres and designed as a self-contained family enclave with a sweeping circular paver driveway welcoming you home, where privacy and the Florida lifestyle begin. The primary residence spans 6,721 square feet, making a grand architectural statement the moment you enter a foyer flanked by soaring 24-foot ceilings. Abundant natural light, French doors, and rich maple built-ins complement a versatile floor plan centered around a Great Room with a fireplace beneath a soaring 22-foot ceiling, a formal dining room with custom tray ceilings, two private offices—one with a wood-beamed cedar ceiling—and an approximately 1,000-square-foot recreation wing complete with its own full kitchen and bath. At the heart of the home, the kitchen showcases Campbell Cabinetry, a spacious L-shaped island, butler's pantry, and professional-grade Wolf and Sub-Zero appliances, including dual ovens and a warming drawer. The first-floor owner's suite offers a private sitting area, spa-inspired bath, and peaceful views overlooking the estate and pool. Outdoor living centers around a 1200 ft. screened lanai area including a saltwater pool overlooking expansive lawns and mature landscaping that naturally buffers the property. Recreational amenities include a basketball court and a dedicated section of the driveway already marked for pickleball. The grounds are anchored by a detached multi-car garage pavilion designed for collectors and hobbyists, with oversized 11-foot doors, dedicated space for RV and boat storage, covered carport, and a fully plumbed auxiliary suite with a full bath—ideal as a private office, guest retreat, or flexible workspace. Built with poured-concrete construction, comprehensive rebar reinforcement, an elevated foundation, standby generator, salt-and-carbon water filtration system, separate sprinkler well, and a 13-camera security system, the home was engineered for lasting structural integrity. The OUE1-zoned acreage accommodates equestrian pursuits, miniature horses, alpacas, and other hobby livestock while offering the advantages of Flood Zone X, an exceptionally low annual HOA fee, and no CDD. Positioned at the center of it all, 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, premier dining, luxury shopping, and vibrant community events within minutes. Beyond your gates, you have the allure of downtown Sarasota, world-renowned Gulf Coast beaches, and the Sarasota International Airport all nearby your new address!

1045 Fox Creek Drive, Sarasota

$2,790,000

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 just below appraised value of $2.8m. Full list of renovations is available upon request.

2810 Sarasota Golf Club Boulevard, Sarasota

$2,199,000

3 Beds ⋅ 3 Baths ⋅ Hamptons SubDv. ⋅ 34240 Zip Code

Welcome to 3467 Compound Court — an extraordinary custom residence where luxury, scale, and versatility come together in a way that is rarely available. Designed for those who expect more from their home, this exceptional property offers refined living paired with one of its most impressive features: an expansive additional garage with six doors and the capacity to accommodate an extensive vehicle collection and so much more. Whether you are a car enthusiast, collector, business owner, RV owner, or simply value exceptional storage and flexibility, the massive secondary garage delivers endless possibilities. With room for multiple vehicles, recreational equipment, boats, workshop space, and oversized storage, this is a true estate-style amenity that sets the property apart. Inside, the home continues to impress with spacious interiors, thoughtfully designed gathering spaces, and elevated finishes throughout. Open-concept living areas create effortless flow for entertaining and everyday comfort, while generous windows invite natural light and showcase the surrounding setting. 3467 Compound Court is more than a luxury home—it’s a destination property built for those who need exceptional garage capacity without sacrificing elegance, comfort, or style.Rarely does a property offer this level of sophistication combined with such remarkable utility. A one-of-a-kind opportunity to own a residence where your lifestyle—and your collection—finally have room to grow.

3467 Compound Court, 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 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

$1,500,000

3 Beds ⋅ 3 Baths ⋅ Rainbow Ranch Acres SubDv. ⋅ 34240 Zip Code

Situated on 5 beautiful acres, this versatile Sarasota property offers the perfect combination of space, functionality, and country living while still being conveniently located. The property features a large barn/warehouse with soaring ceilings, easily accommodating RV parking and equipped with a car lift, making it ideal for hobbyists, car enthusiasts, contractors, or anyone needing significant workspace or storage. In addition to the main home, the property includes a separate 1-bedroom in-law suite complete with a full kitchen, bathroom, living room, and its own laundry, providing excellent flexibility for guests, extended family, or potential rental income. The main home is thoughtfully designed with the primary suite located on the ground floor, while additional bedrooms and a spacious upstairs playroom provide plenty of room for family and guests. The property is partially fenced and currently home to horses and cattle, and also includes a horse stall, making it well suited for equestrian or agricultural use. Additional features include a well system and owned solar panels, helping keep monthly utility costs low. With acreage, usable outbuildings, and a flexible layout, this property offers a rare opportunity to enjoy privacy, space, and functionality in Sarasota.

16031 Winburn Drive S, Sarasota

$1,395,000

3 Beds ⋅ 2 Baths ⋅ 34240 Zip Code

SAY HELLO TO PRIVACY!!! Bring Your Horses or Cows! This is a Hard to find secluded 10 acre estate located just 8.5 miles from I-75 and a short drive to the World Famous Siesta Key Beach! NO HOA or CDD! Zoned OUE1 gives you LOTS OF OPTIONS!! The House was Built in 1998, renovated in both 2013 and 2018, and was just RECENTLY PAINTED. This home overlooks a stocked fishing pond with a wooden dock and built-in Adirondack chairs. Plenty of space for animals and horses. This custom built home in a lovely neighborhood was, according to the previous owner, built to have a second floor added if desired. With over 3,000 square feet under air, it is a very practical open house layout with vaulted ceilings and panoramic views from every window and patio of pasture, ponds, woods and there are no other houses in sight! The front screen enclosed porch also has a spa. The rear brick-paver patio faces west offering amazing sunsets over the pastures and visiting wildlife. The Oversized Garage/Barn is Large Enough for a Car Collection or to Store Tractors and Farm Equipment. It also has a Fully-Equipped Air Conditioned Gym. The home has many upgrades as well such as granite countertops, simulated wood plank tile floors, stainless appliances, custom solid wood cabinets, breakfast bar, and decorative stone fireplace. The SPLIT BEDROOM plan has a spacious master bedroom with walk in closet and jetted tub. The other two bedrooms with walk-in closets are on the other side of the living room with the second bath. There is a man cave/game room with a bar for parties and events or just watching the game on a Sunday with friends. Laundry room with storage is located off of the kitchen. Other structures on site include an oversized metal barn/garage/workshop, RV site/carport, storage shed, detached well-lit 2-car carport, a 2-car carport attached to the house, and chicken coop. This property is completely hidden from the main road making it VERY PRIVATE! Make an appointment today!!

560 Oakford 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

$1,165,000

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

$1,150,000

4 Beds ⋅ 3 Baths ⋅ Sarasota Plantations SubDv. ⋅ 34241 Zip Code

Rare opportunity to own 5.74 private acres in one of Sarasota's most desirable locations. Hidden at the end of a quiet cul-de-sac and reached by your own long private driveway, this exceptional property is completely secluded from the road, providing a level of privacy and tranquility that's increasingly difficult to find while remaining just minutes from shopping, dining, top-rated schools, Siesta Key and other world-famous Gulf beaches, and everyday conveniences. Located in Flood Zone X, with no HOA and no deed restrictions, you'll have the freedom to enjoy a true country lifestyle with horses, livestock, RVs, boats, work equipment, and all the toys. Designed for those who appreciate the equestrian lifestyle, the property is anchored by an impressive 4,000-square-foot concrete block barn featuring seven horse stalls, an attached four-car garage, and an expansive approximately 750-square-foot tack, feed, and utility room with great potential for conversion into a ranch hand or mother-in-law suite. An additional 600-square-foot detached two-car garage provides even more space for vehicles, equipment, storage, or a workshop. The 4-bedroom, 3-bathroom concrete block home has already been taken down to the studs in preparation for a custom renovation, providing a rare opportunity to design and finish the home exactly to your vision without the expense and effort of demolition. An existing pool is also ready to be restored and incorporated into your dream estate. Constructing buildings of this size and quality today would require a substantial investment, making this an extraordinary foundation for a premier equestrian estate. The beautifully maintained grounds provide plenty of room for horses to roam, ride, and graze while still leaving ample space for additional livestock, gardens, orchards, recreational vehicles, and future additions. A scenic pond with its own dock creates the perfect place to relax, enjoy the view, cast a fishing line, or simply take in the peaceful surroundings. Whether you're envisioning an equestrian estate, a private family retreat, or a luxury country residence, this property is an outstanding canvas in an incredible Sarasota location. A rare benefit for a property of this size is that while the home is currently served by well and septic, public water and sewer are available on the property for connection, providing unique flexibility that's seldom found on acreage properties. An additional 3.7 contiguous acres directly south of the property are also available for purchase, creating the rare opportunity to expand the estate to 9.44 acres, if desired.

5650 Churchill Downs Road, Sarasota

$1,000,000

3 Beds ⋅ 2 Baths ⋅ Dunnhill Estates SubDv. ⋅ 34241 Zip Code

Gated Sarasota Estate with 2,223 a/c Sq. Ft. Home & 2,289 a/c Sq. Ft. accessory building — Live, Work & Thrive on 2.49 Acres! Tucked deep off Proctor Road, this lakefront estate — w/ its own private pond — offers a rare convergence of privacy, space, & opportunity that simply does not come along often — at any price. Featuring a resort-style pool, spa, & elegant spillover feature—an inviting oasis set amid lush landscaping & tranquil lake views, designed for both relaxation & entertaining. The exceptional screened lanai & pool area transforms outdoor living into a private escape. The property is fully fenced, & a canopy of mature oaks & native Florida landscaping lines the paver arrival, where a courtyard entrance, stone exterior accents, tile roof, & French door entry set a tone that is warm, layered, & full of character. Inside, the open split floor plan spans 2,223 sq. ft. of air-conditioned living space, w/ upgraded windows throughout. Custom tile floors, wood tongue-groove ceilings, & handcrafted millwork weave a common thread of carefully articulated detail that connects each room’s distinct personality. The formal living room features a dramatic wood feature wall & sliding glass doors to the private courtyard; the dining room is anchored by a custom chandelier; & the family room opens to the screened lanai through sliding glass doors w/ recessed lighting throughout. The kitchen is the heart of the home — appointed w/ a center island, bar seating, black granite countertops, white raised-panel cabinetry, a built-in pantry, stainless steel appliances, two refrigerators, & a pass-through to the pool area, w/ more than enough room & storage to handle everything from a quiet morning to a full crowd. The primary suite is a true retreat — quiet, grounded, & thoughtfully appointed, w/ an en suite bath that feels spa-like, featuring dual sinks, an electric LED mirror, & a walk-in shower designed for unwinding, plus a pocket door leading to a built-in walk-in closet. Two additional bedrooms each feature the home’s signature tongue-groove ceilings & moldings, while the guest bath impresses w/ custom black-and-white tile floors & a subway-tiled shower-tub surround. The detached 77x24, fully air-conditioned 1,848 sq. ft. concrete block building — designed w/ concrete flooring & three garage bays w/ tall electric overhead doors, — is currently configured as a flexible, purposeful space. Think home business, car collection, woodworking shop, weekend projects, or whatever your passion demands — ideal for anyone who needs serious room to do what they do. The attached two-car garage adds 441 sq. ft. of enclosed, air-conditioned space. Both the house & concrete block building are insulated w/ Icynene spray foam & equipped w/ new AC systems & ductwork (replaced within the last 3–5 years), & the concrete block building received a brand-new metal roof in 2025. The sewer/drain line has also been re-lined within the last several years — the kind of behind-the-scenes investment that makes a real difference in long-term ownership. There is ample room for RV & boat parking, & w/ no HOA to contend w/, you have the freedom to use this property entirely on your terms. Located in a coveted enclave of just 12 estate-sized lots — minutes from Clark Rd & I-75, & a short drive from Siesta Key beach. Nearby trailheads provide easy access to the Legacy Trail, & the area is rich w/ shopping, dining, & parks.

7311 Proctor Road, Sarasota

$929,000

5 Beds ⋅ 3 Baths ⋅ Myakka Valley Ranches SubDv. ⋅ 34241 Zip Code

**LISTED $171,000 UNDER APPRAISED VALUE!** This private Sarasota acreage estate offers the perfect blend of country living, outdoor entertaining, and equestrian potential while still remaining convenient to Sarasota’s amenities and top-rated schools. Situated on 6 fully fenced acres, this unique property features a 4 bedroom, 2 bath custom home built in 1994 and a 1 Bed, 1 Bath guest cottage, surrounded by majestic oak trees, lush landscaping, and wide-open space to enjoy Florida’s natural beauty. Designed with solid wood construction and rustic country character, the home offers warmth, charm, and architectural details rarely found in newer homes, including high ceilings and a beautiful stained glass accent that add personality and craftsmanship throughout the interior. Inside, the layout offers flexibility with two bedrooms and two bathrooms downstairs, including the primary suite, and two additional bedrooms located upstairs. The primary bathroom has been recently updated with a mountain-lodge inspired shower featuring rock textures and marble-look walls, adding to the home's rustic character. Recent updates provide peace of mind for future owners, including all water plumbing lines replaced in 2023, a new hot water heater, new garbage disposal, new kitchen appliances, new ceiling fans, newly resurfaced pool (2026) and a recently serviced septic system. The outdoor living space is truly the highlight of this property. Step onto the back porch overlooking a tropical backyard oasis featuring a lagoon like pool and spa creating the perfect setting for relaxing or entertaining. The pool area is surrounded by extensive landscaping, large decorative rock accents, and even a poolside stage, making this home ideal for gatherings, celebrations, and outdoor entertaining. The property also features a private exterior guest cottage / mother-in-law suite with 1 bedroom, 1 bathroom, and a kitchenette, designed with a cozy country theme. This flexible space could serve as an Airbnb rental, guest house, private office, multigenerational living space, or retreat for visiting family and friends. For those seeking room for hobbies, vehicles, or animals, the property includes a large six-bay shed / barn structure that can be used for horse stalls, farm equipment, workshop space, car storage, or recreational vehicles. The land also features a pond and a separately fenced pasture, offering excellent potential for horses, hobby farming, or simply enjoying the peaceful country setting. Unlike many properties in the area, this home is located within the Voluntary Section of the HOA, allowing owners the freedom to bring boats, trailers, campers, work trucks, RVs, and recreational equipment onto the property. Residents of Myakka Valley Ranches enjoy private paved roads, two community nature parks, miles of riding and walking trails, and close proximity to Myakka River State Park, creating a unique outdoor lifestyle while remaining conveniently located approximately 30 minutes from Siesta Key Beach and about 45 minutes from downtown Sarasota. Properties like this are rare to find — a Myakka Valley Ranches horse property in Sarasota with acreage, guest cottage, pool, and barn, offering privacy and space while still being close to city amenities. Schedule your private showing today! **Updated 4-Point Home Inspection Available Upon Request

6888 Myakka Valley Trl, Sarasota

$799,000

3 Beds ⋅ 2 Baths ⋅ Loma Linda Park SubDv. ⋅ 34239 Zip Code

Rarely available, large lot property with so many end uses. This is an exceptional opportunity in one of Sarasota's most sought-after East of the Trail neighborhoods. Situated on an oversized (0.32-acre) homesite in the desirable Loma Linda Park subdivision, this unique property offers immediate livability, investment value and tremendous redevelopment potential. The property features a renovated approximately 1,290-square-foot cottage with three bedrooms and two baths, along with a newer 2020 permitted concrete block building totaling approximately 1,458 square feet. The detached structure serves as a two-car garage and workshop/studio complete with two mini-split air conditioning units, a bath with a shower and flexible interior space that could potentially be converted into a guest house, artist studio, home office or future two-bedroom ADU (subject to applicable approvals). The updated main residence is move-in ready and presents an excellent opportunity as either a comfortable primary residence or an income-producing rental while you plan the future development of the additional structure. The spacious lot also offers ample room to create a custom pool, an expansive patio and an exceptional outdoor living area. Surrounded by established homes, newly constructed homes and mature landscaping, the property is enhanced by a beautiful grand oak tree positioned on the south side of the lot, preserving valuable building flexibility. Only minutes from downtown Sarasota, Sarasota Memorial Hospital, Southside Village, Selby Gardens, The Bay Park, Marina Jack, Siesta Key Beach, Lido Key and St. Armands Circle, this property combines an outstanding location with exceptional future possibilities. Whether you're looking to renovate, expand, create a private estate compound, explore future redevelopment opportunities or rent one or two dwellings long or short term, this oversized parcel offers flexibility rarely found in Sarasota.

1300 Loma Linda Court, Sarasota

$799,000

Loma Linda Park SubDv. ⋅ 34239 Zip Code

Rare oversized East of the Trail redevelopment opportunity in one of Sarasota's most desirable residential neighborhoods. This exceptional approximately 13,788-square-foot (0.32-acre) homesite offers outstanding flexibility for builders, developers, investors or buyers seeking to create a custom luxury estate. Zoned RSF-4 within the City of Sarasota, the parcel includes valuable existing improvements that provide immediate utility while future plans are developed. Existing improvements include an approximately 1,290 sq. ft. cottage and a newer permitted 2020 concrete block structure totaling approximately 1,458 square feet. The detached building functions as a garage/workshop with two mini-split HVAC systems and a full bath and may provide an excellent potential for conversion to guest quarters or an accessory dwelling (subject to approvals). The property is highlighted by a mature grand oak situated along the south side of the lot, preserving excellent development flexibility across the remainder of the parcel. Located just minutes from Downtown Sarasota, Sarasota Memorial Hospital, Southside Village, Siesta Key, Lido Key, St. Armands Circle and The Bay Park, this property offers an exceptional combination of location, size and future potential. Potential exists to potentially divide the property into two luxury homesites, subject to confirmation and approval by the City of Sarasota. Opportunities of this size and location are increasingly rare in Sarasota's desirable East of the Trail corridor.

1300 Loma Linda Court, Sarasota

$699,000

2 Beds ⋅ 2 Baths ⋅ Lorraine Park SubDv. ⋅ 34234 Zip Code

Opportunity, versatility and charm all come together in this beautifully maintained Sarasota County property on an oversized, fully fenced lot just over 1/2-acre! Featuring two bedrooms, two baths and multiple outdoor entertaining areas, this property offers endless possibilities for homeowners, investors or business owners alike with its multi-zoning potential allowing for commercial use, duplex possibilities and RV storage. Inside, you’ll find durable LVP flooring throughout, an open living room and kitchen layout, and a spacious kitchen featuring rich wood cabinetry, black Corian countertops, tile backsplash, and newer stainless appliances including a new dishwasher and refrigerator. The primary suite offers a walk-in closet, sliding glass doors leading to a private patio, and an en-suite bath complete with double sinks, soaking tub and separate shower. Home has new solar panels, which are transferable to a new owner at only $61 a month. Go outside and enjoy the shaded, treed property with multiple sitting areas, a fire pit, oversized lanai, storage shed, and plenty of room for RVs, toys or future expansion. City water and septic are in place, with the septic recently pumped and a newer drain field providing added peace of mind. Major updates include roof replaced 03/29/2023, windows replaced in 2023, solar panels installed 09/23/2025 and main electrical panel updated 12/09/2025. Air conditioner is 2005. Conveniently near the Orioles spring training facility, 17th Street Park, with baseball and BMX fields, the airport and downtown amenities, this unique property offers flexibility, convenience and incredible potential all in one package!

2549 19th Street, Sarasota

$699,000

3 Beds ⋅ 2 Baths ⋅ Sarasota Venice Co 11 37 18 SubDv. ⋅ 34233 Zip Code

Virtually Staged. Rare opportunity! This beautifully maintained 3-bedroom, 2-bath pool home sits on a spacious .65-acre lot with no HOA, offering both privacy and flexibility. The home features wood-look tile throughout and a bright, clean interior. Enjoy seamless indoor-outdoor living with three pocket sliders that open to the pool area—perfect for entertaining or unwinding. The property also includes an additional RV-size garage with endless possibilities for storage, a workshop, or hobby space, plus an extra shed for added convenience. With plenty of room to spread out and enjoy, this property offers the ideal blend of comfort, space, and versatility. Don’t miss the chance to make this unique home your own and enjoy the Florida lifestyle it was designed for.

5251 Ashton Road, Sarasota

$599,995

3 Beds ⋅ 2 Baths ⋅ Tuckers Sub SubDv. ⋅ 34232 Zip Code

A rare opportunity to acquire a beautifully restored 1940 coastal-inspired Key West style Florida bungalow positioned on an oversized 0.38-acre parcel offering future subdivision potential. Following closing, the property may be split into three separate lots, creating one residence lot with the existing home, and two additional buildable parcels—an exceptional value-add opportunity in a highly desirable Sarasota location. The 3-bedroom, 1.5-bath residence blends architectural character with curated modern upgrades. Interior highlights include refinished bamboo and wood flooring, exposed wood ceiling beams, and custom cedar built-ins that enhance the home’s refined coastal Key West bungalow aesthetic. The chef’s kitchen is thoughtfully designed with solid wood cabinetry, quartz countertops, an imported Italian tile backsplash, and updated stainless steel appliances. An adjacent addition provides expanded pantry storage and a laundry area, leading to a spa-inspired primary bathroom featuring dual vanities, a freestanding soaking tub, and a walk-in rain shower. The upper level hosts a private primary suite with a generous walk-in closet with built-ins, a second bedroom, and an updated half bath, while the third bedroom is conveniently located on the main level—ideal for guest accommodations or flexible use. Outdoor living has been elevated to an almost resort-style experience, featuring a 12-foot above-ground pool/spa with custom wood decking, multiple patios finished with imported Italian crystal tile, and a lush botanical setting with over 200 plantings and mature fruit trees including banana, mango, avocado, peach, and guava. Additional amenities include a pavilion, private outdoor shower, and a firepit designed for elevated entertaining and relaxation. Significant capital improvements include a 2023 metal roof, hurricane-rated windows, 2021 HVAC system, 2022 water heater, recent connection to public water, and a 2024 well pump with filtration system also on property. The home offers insulated and drywalled interiors, newly installed wheelchair-accessible outdoor walkway paths, an extended 6+ vehicle driveway, and a 12x14 detached workshop or garage, further enhancing functional versatility. With no HOA, no deed restrictions, and no flood insurance required, this property presents an exceptional combination of lifestyle appeal and long-term investment flexibility. Ideally located just minutes from downtown Sarasota’s premier dining, shopping, and cultural attractions, this offering is well-suited for private ownership, redevelopment, or strategic portfolio expansion.

105 Tucker Avenue, Sarasota

Homes with Workshop For Sale In Sarasota FL

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