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$1,750,000
6 Beds ⋅ 5 Baths ⋅ Bay Haven SubDv. ⋅ 34234 Zip Code
HISTORICAL HANDYMAN SPECIAL!!! -MAKE AN OFFER!!! PRICED $250,000 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
$1,675,000
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
4 Beds ⋅ 3 Baths ⋅ Fox Creek Acres SubDv. ⋅ 34240 Zip Code
Welcome to a private 5 acre luxury estate, a rare multi residence retreat in the heart of Sarasota. Tucked behind a picturesque canopy of mature oaks and white ranch fencing, this exceptional property offers unmatched space, serenity, and versatility, featuring a beautifully maintained main residence, a fully equipped two story barn home with both upstairs and downstairs living accommodations, a sparkling saltwater pool, and acres of cleared usable land. The main home offers 3 bedrooms plus a large game room with a full closet that can serve as a fourth bedroom, office, or flex space depending on the buyer’s needs, along with multiple living areas and wide open spaces filled with natural light and peaceful views of the pool and surrounding acreage. Meaningful updates include appliances replaced in 2024, a whole house water softener system in 2024 including the apartment, septic pumped in 2024 with a new leech bed installed for both the home and apartment, a saltwater pool pump replaced in 2024, AC replaced in 2020, water heater replaced in 2019, and a durable metal roof from 2008. The expansive kitchen opens to the pool and living areas, complemented by a beautiful stone fireplace and a large bonus room perfect for a billiards room, playroom, gym, or hobby space. Outdoor living shines with a fenced saltwater pool and paver deck, ideal for sunny afternoons and relaxed evenings under the mature oak trees. The two story barn home is divided into two separate units, offering incredible flexibility for multigenerational living or rental income. The upstairs unit features 2 bedrooms and 1 and a half bathrooms, along with 2015 appliances and a private screened balcony overlooking the property. The downstairs unit includes 1 bedroom and 1 bathroom, updated flooring, granite counters, a 2020 stove and dishwasher, and a 2022 refrigerator. The barn also features a metal roof from 2006 and benefits from the recent septic upgrades. The full 5 acres are fully fenced and usable, perfect for horses, gardens, recreational vehicles, or future expansion, all accessed by a beautiful winding paved driveway and an oversized three car garage. This property offers peaceful privacy while still being close to shopping, dining, medical facilities, parks, I 75, and just a short drive to Siesta Key, Lido Key, and the world renowned Gulf Coast beaches.

1160 Wagon Wheel Drive, 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
$1,295,000
3 Beds ⋅ 3 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34236 Zip Code
Welcome to this unique custom offering of blended versatility, which includes 3 bedrooms with 3 baths. A concrete block custom build in 2005. Directly across the road from Gillespie Park, a dazzling 10-acre monitored park. Ideal for extended family, visitors, artist studio, and/or additional rental income, so just let your imagination run wild. High-impact hurricane windows and a newly installed roof in 2024 with hurricane tie-downs. The freshly painted main house features a double sided gas fireplace, stained acid-washed floors, a common feature throughout the compound, newly installed granite-honed countertops, new subway tiles in the kitchen and freshly painted solid wood cabinets. If it is purity you want, try the Apec Reverse Osmosis dispenser at the newly installed kitchen sink. Bosch gas cooktop, dishwasher and convection wall oven, Whirlpool refrigerator with Electrolux washer and dryer. Tankless on-demand hot water, gas for the main house, and an additional electric unit for the guest suites. A well for irrigation, EV 220-volt 50-amp charging station, storage bins and racks for kayaks, two driveways, private hedging with magnolia, holly, black bamboo and hibiscus, or if it's the fruit you want, mango, avocado, lemon, papaya and banana trees. An outdoor shower, brick pavers throughout the inspiring courtyard with hanging lights, and a fire pit to capture those spectacular starry evenings. One guest suite was built with the original house with a kitchenette, while the second was built in 2022, complete with a full kitchen and washer/dryer combo. Both suites come complete with mini-split heat pumps, one installed in 2023, and are turnkey furnished. Gillespie Park, which is directly across the street, features grand oaks, recreational trails, a lake, tennis courts, a pickleball court, a gazebo, a dog park and a basketball court. Centrally located and within short distance of Sprouts, Whole Foods, restaurants and local shopping, this neighborhood offers a vibrant and ever-evolving downtown neighborhood.

640 N Osprey Avenue, 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
$1,165,000
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
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Ph 4 SubDv. ⋅ 34242 Zip Code
Welcome home to Gulf & Bay Club, the premier condominium community on Siesta Key Beach. Enjoy stunning views of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of America from your private lanai. Step into this beautifully remodeled Turnkey Furnished, 2-bed, 2-bath condo offering modern finishes and thoughtful upgrades throughout. The kitchen features solid white wood cabinets, granite countertops with tile backsplash, and stainless-steel appliances. A custom built in desk offers a dedicated workspace, blending functionality with high end design. Both bathrooms have been thoughtfully redesigned with contemporary finishes and feature spacious walk-in showers. The private laundry room is equipped with full size washer and dryer. A new impact-rated entry door adds peace of mind. Relax on the screened-in lanai and enjoy your morning coffee or evening cocktails. Gulf & Bay Club spans 32 acres with 800 feet of private beach and offers unmatched amenities including three heated pools, indoor spa, dry saunas, tennis, pickleball, shuffleboard, billiards, a commercial-grade fitness center, BBQ and picnic areas, electric car charging stations, a car wash area, two clubhouses, 24-hour gated security, and a guest suite that can only be rented by owners. Wi-Fi is available throughout the property. Located adjacent to the world-famous Siesta Key Public Beach, ranked #1 in the U.S. by TripAdvisor for its powdery white quartz sand. Whether you are looking for a seasonal sanctuary or a permanent piece of paradise, this condo offers a rare opportunity to enjoy resort-style living in one of Florida’s most coveted coastal communities.

5760 Midnight Pass Road Unit #209D, Sarasota
$1,100,000
4 Beds ⋅ 3 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34236 Zip Code
Under Construction. HALF DUPLEX UNIQUE OPPORTUNITY - Welcome to the Historic Gillespie Park Community. This luxury half duplex boasts over 2,500sqft - 4 bedrooms, 3 bathrooms and 3rd floor bonus room & balcony. Three (3) story all block structure with EPDM (Ethylene Propylene Diene Monomer) roof, HUGE 3rd Floor outdoor balcony, 3rd floor flex space perfect for office | bonus | game room | bar | art gallery for entertaining. NOW is the perfect time as construction "MEP-ROUGH IN" process is at Drywall phase. Flexibility to to meet with builder and pick finishes & materials and move into Interior Finish phase. Electrical wiring, Hurricane code PGT windows & Plumbing are in. New Fence and gate around property permitted and to be installed. This vibrant emerging community is just blocks from DOWNTOWN Sarasota and four houses from Gillespie Park where you will enjoy some of Sarasota's best restaurants, shopping, arts and culture events and parks. Now available is a unique opportunity to enjoy new construction at its finest. Book your private showing today! Property currently sits on a single parcel. This listing is for West Side only. Sale is strictly contingent upon final municipal approval, recording of the lot split, and the issuance of a separate Parcel ID prior to closing.

1755 8th Street Unit West, Sarasota
$1,000,000
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
$965,000
3 Beds ⋅ 2 Baths ⋅ Burns Owen SubDv. ⋅ 34236 Zip Code
This iconic commercial/residential Burns Court bungalow, the ultimate live/work space, offers a rare opportunity to restore and personalize a truly unique downtown property in one of Sarasota's most coveted historic neighborhoods. The Burns Ct. facing 2-bedroom, 1-bath main residence features a private masonry-walled back courtyard leading to a large 1-bedroom, 1-bath detached unit. This unit, with frontage on Pineapple Avenue, is ideal for commercial or residential use, a guest apartment, private office/studio, small shop... Located in the heart of nationally designated Historic Burns Court, one of downtown Sarasota’s most walkable neighborhoods, the property is just steps from an award-winning cinema, restaurants, boutiques, and the Bayfront, yet notably outside of a flood zone. Many original architectural details remain intact, including decorative ironwork, moisture-resistant plaster walls, crown molding, and original hardwood floors. A beautiful, mature oak tree provides valuable shade and enhances the home’s historic charm. The home has excellent bones for a dream restoration project, the main house featuring a 2023 roof and 2019 HVAC. Built-in equity: Zoned Downtown Core (DTC), the property includes confirmed transferable development rights (TDRs), which may be sold to a developer or investor thanks to a new historic preservation ordinance effective as of December 2025. Whether you envision creating a stunning live/work environment, generating income from a detached apartment, or designing an elegant commercial space, this charming property offers exceptional flexibility and historic character.

411 Burns Court, Sarasota
$829,000
5 Beds ⋅ 4 Baths ⋅ Sarasota-Venice Co Sub SubDv. ⋅ 34231 Zip Code
FULLY RENOVATED TWO-HOME COMPOUND JUST MINUTES FROM SIESTA KEY BEACH! Welcome to a rare Sarasota opportunity: TWO separate residences on one oversized 0.37-acre lot, completely renovated from top to bottom and ready for its next chapter - whether that's a thriving short-term rental business, multi-generational living, or your family's primary home near the #1 beach in America. The spacious main house offers a bright, open layout with brand-new finishes throughout - new flooring, fully updated kitchen and bathrooms, fresh interior and exterior paint, and modern fixtures that give the home a clean, coastal-contemporary feel. The detached guest house features its own private entrance, full kitchen and bathroom, making it ideal for Airbnb income, visiting family, an in-law suite, or a private home office. Live in one and let the other pay your mortgage! Tucked at the end of a quiet dead-end street, you'll enjoy privacy and space with NO HOA and NO CDD - short-term rentals welcome under county zoning (buyer to verify). All of this just minutes from the powdery quartz sand of Siesta Key Beach, with Gulf Gate's shops and restaurants, Riverview High School, Costco, and downtown Sarasota's arts and dining scene a short drive away. Turn-key, income-producing potential in one of Florida's most in-demand vacation markets - opportunities like this don't last. Schedule your private showing today!

2818 Olympic Street, Sarasota
$779,999
4 Beds ⋅ 3 Baths ⋅ Desoto Acres SubDv. ⋅ 34234 Zip Code
Rarely Available! This spacious and beautifully maintained property offers a unique blend of comfort, versatility, and opportunity, all situated on a fully fenced 1.46-acre lot with no deed restrictions — bring your boat, RV, and all your toys! The main residence, built just six years ago, features over 2,750 square feet of living space with 4 bedrooms, 3 bathrooms, a formal dining room, both living and family rooms, tray ceilings, and an inviting open floor plan. The home also includes a large kitchen with pantry, a high columned entry foyer, porcelain tile floors throughout, and a cozy fireplace in the family room. The spacious primary suite boasts two walk-in closets and a generous bathroom. Enjoy outdoor living with a covered lanai and plenty of room to create your dream garden, build a pool, or add other amenities. In addition to the main home, there is a 1-bedroom, 1-bath guest house with soaring 9+ foot ceilings, ideal for extended family, guests, or potential rental income. The L-shaped lot features mature trees, 97 feet of access on the side street for easy entry, and ample parking space. Located just minutes from University Parkway, Rolling Green Golf Course, and SRQ Airport, this is the perfect blend of privacy and convenience. Central water and sewer in place. A rare find with plenty of room to roam!

4510 Brazilnut Avenue, Sarasota
$649,000
3 Beds ⋅ 2 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
Come see this charming and peaceful Old Florida gem with detached cottage ideally situated in the desirable Indian Beach/Sapphire Shores neighborhood located west of the trail. Here is a rare opportunity to own two meticulously maintained homes within the city limits in Indian Beach/Sapphire Shores, a community rich with art, culture, and history. This property has been a high-yielding asset for the seller. The seller gets a high volume of applicants, and it has required minimal effort to lease. Picture tree-lined streets, character-filled homes, and being just moments from the shimmering Sarasota Bay. You are in for a treat as you enter the main home through a central air-conditioned enclosed front porch into a home with all of its original, timeless character including glass doorknobs, lovely baseboards and trim, vintage light fixtures, painted heart of pine floors, and functional double-hung windows. This original 1930s home (732 sf) features two bedrooms (freestanding wardrobes), one bath, and a spacious combination dining/living area. An additional wonderful highlight is the central air conditioned detached guest cottage (478 sf) with kitchen, living area, one bathroom and bedroom alcove along with a screened porch and patio, and attached one-car garage. This cottage is ideal for multi-generational living or Airbnb or full-time lease opportunities. All furnishings and fixtures convey: the front unit is partially furnished; the back unit is turn-key furnished. The property includes a very nice new 12x16 Tuff Shed ideal for an artist’s studio, workshop, or just additional storage. Set on a lush 12,000+ square foot lot, the property is spacious with plenty of room for parking, entertainment and other possibilities. You are sure to enjoy the established vegetable and flower gardens. Adding to the charm, you may catch sight of the neighborhood's colorful wild peacocks who love to display their feathers. Excellent location just minutes from the Ringling Museum, SRQ Airport, and downtown Sarasota as well as close proximity to Lido Key Beach, St. Armands Circle, and Siesta Key. Two high-end homes are currently under construction on the block. This sweet property is waiting to fit your needs whether as live-in residences, a rental investment, multi-generational living, or any combination thereof. This peaceful neighborhood in "Turks Cap" (sometimes referred to as the Museum District) has a rural feel with narrow, tree-lined streets and roaming peacocks. This is a no through street with no traffic. If you want quiet and relaxed, you have found the neighborhood.

708 42nd Street, Sarasota
$649,000
3 Beds ⋅ 2 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
Come see this charming and peaceful Old Florida gem with detached cottage ideally situated in the desirable Indian Beach/Sapphire Shores neighborhood located west of the trail. Here is a rare opportunity to own two meticulously maintained homes within the city limits in Indian Beach/Sapphire Shores, a community rich with art, culture, and history. Picture tree-lined streets, character-filled homes, and being just moments from the shimmering Sarasota Bay. You are in for a treat as you enter the main home through a central air-conditioned enclosed front porch into a home with all of its original, timeless character including glass doorknobs, lovely baseboards and trim, vintage light fixtures, painted heart of pine floors, and functional double-hung windows. This original 1930s home (732 sf) features two bedrooms (freestanding wardrobes), one bath, and a spacious combination dining/living area. An additional wonderful highlight is the central air conditioned detached guest cottage (478 sf) with kitchen, living area, one bathroom and bedroom alcove along with a screened porch and patio, and attached one-car garage. This cottage is ideal for multi-generational living or Airbnb or full-time lease opportunities. All furnishings and fixtures convey: the front unit is partially furnished; the back unit is turn-key furnished. The property includes a very nice new 12x16 Tuff Shed ideal for an artist’s studio, workshop, or just additional storage. Set on a lush 12,000+ square foot lot, the property is spacious with plenty of room for parking, entertainment and other possibilities. You are sure to enjoy the established vegetable and flower gardens. Adding to the charm, you may catch sight of the neighborhood's colorful wild peacocks who love to display their feathers. Excellent location just minutes from the Ringling Museum, SRQ Airport, and downtown Sarasota as well as close proximity to Lido Key Beach, St. Armands Circle, and Siesta Key. Two high-end homes are currently under construction on the block. This sweet property is waiting to fit your needs whether as live-in residences, a rental investment, multi-generational living, or any combination thereof. This peaceful neighborhood in "Turks Cap" (sometimes referred to as the Museum District) has a rural feel with narrow, tree-lined streets and roaming peacocks. This is a no through street with no traffic. If you want quiet and relaxed, you have found the neighborhood.

708 42nd Street, Sarasota
$515,000
3 Beds ⋅ 2 Baths ⋅ Green Acres SubDv. ⋅ 34232 Zip Code
Welcome to this stunning designer-renovated pool home offering modern contemporary style, exceptional privacy, and flexible living in one of Sarasota’s most convenient locations — just minutes from UTC Mall, downtown Sarasota, premier dining, golfing, and the area’s renowned beaches. Thoughtfully reimagined with custom finishes throughout, this single-story residence blends clean architectural design with comfortable everyday living. Inside, you’ll find 2 bedrooms plus a striking glass-enclosed office that creates a dramatic focal point while maintaining the home’s bright, open-concept feel. The showpiece kitchen was designed for entertaining, featuring an oversized waterfall island with additional storage, solid wood cabinetry, granite countertops, premium appliances, wine/beverage refrigerator, designer lighting, and seamless flow into the expansive living and dining areas. A sleek modern electric fireplace and custom inset designed to accommodate up to an 85-inch TV elevate the main living space. The private primary suite offers custom walk-in closet shelving and a beautifully renovated spa-inspired bathroom with an oversized walk-in shower and dual vanity. Step outside to your own private backyard retreat featuring a resurfaced heated pool, expansive screened lanai, covered outdoor dining area, updated landscaping, new pool lighting, fenced yard, front courtyard, and dedicated boat/RV parking space. The detached 2-car garage includes additional air-conditioned flex space perfect for a home gym, studio, workshop, guest overflow, or hobby room. The options are limitless. Additional upgrades include: • Smart-home technology throughout • Front Courtyard • Back and side yards are fenced • Newer roof • Brand-new septic system • New flooring throughout • New lighting, doors, baseboards, and custom millwork • Custom window shades • Fresh interior and exterior paint • Oversized 2 car garage with workshop/storage space No HOA restrictions — bring your boat, recreational vehicles, or outdoor toys. Ample parking in garage and driveway. Also includes RV electrical hookup in garage. Main residence offers approximately 1416, sq. ft. under air and 1,951 sq. ft. under roof, plus approximately 165 sq. ft. of additional air-conditioned flex space off the garage as well as an oversized 2 car garage. A complete list of renovations and smart-home features is available upon request. This home can go conventional, FHA or VA financing if you are considering different mortgage options.

201 Honore Avenue, Sarasota
$499,000
3 Beds ⋅ 3 Baths ⋅ Las Lomas De Sarasota SubDv. ⋅ 34231 Zip Code
Live in One, rent the Other. A rare opportunity to own a primary residence with the ability to generate supplemental rental income. *Sold fully furnished and turnkey* This newer construction corner lot residence provides reliability as well as a smart income play: a 2-bedroom, 2-bath main residence paired with a fully separate 1-bed, 1-bath studio with its own private entrance, kitchenette, and bathroom enabling the tenant to be completely independent. With recorded revenue of over $12,000 annually for the studio, you will experience real cash flow to help offset your mortgage from day one where affordable living is at high demand. The open-concept, split floor plan in the main house features in-house laundry, a primary suite with walk-in closet and ensuite, plus a 2-car garage for storage. This home is situated in a prime location just 10 minutes to downtown Sarasota and Siesta Key. It is also located within Sarasota County's top school district and local hospitals. Built to modern code with impact-rated windows, updated plumbing, and updated electrical systems, this home offers the peace of mind of newer construction with no aging infrastructure, no surprise repairs, just reliable, low-maintenance living from day one. Here you can live comfortably and rent confidently — this is smart living at its finest.

2011 Outer Drive, Sarasota
$445,000
3 Beds ⋅ 2 Baths ⋅ Winter Gardens SubDv. ⋅ 34243 Zip Code
Discover this Charming 3 bedroom, 2 bathroom home, plus 1 bedroom, 1 bathroom guest home, perfectly positioned to serve as an income-producing property. This unique residence features a separate guest house in the backyard, providing distinct access away from the main home, ensuring privacy for both you and your guests. Located in a fantastic area, you’ll find yourself just 9 minutes from the airport, 20 minutes from vibrant downtown, and within easy reach of the popular UTC shops and restaurants. Enjoy the benefits of no HOA, allowing for greater flexibility and freedom. This well-maintained property boasts a brand new roof (only 2 years old), a beautifully newly paved driveway, and a spacious back patio. The guest house comes equipped with all necessary appliances, making it ready for rental or guest use. Recent upgrades include new flooring and shower pan tiles in both the main house and guest house, a secure fence, and an efficient irrigation system, all less than a year old. This property is being sold partially turnkey furnished, making it an ideal investment opportunity for those looking to generate rental income. Rental numbers are available upon request. Don’t miss your chance to own this exceptional property!

831 Winter Garden Drive, Sarasota