Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
3825 OLD BRADENTON RD, SARASOTA, FL 34234
$325,0004 Days on yellowkey MLS ID: A4689594
0 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1289 Built: 1952 Tax: $624 (2025)Community: Ford SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$624
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Hard to find home offering the flexibility today’s buyers want: no HOA, no deed restrictions, weekly rental potential, and a fully fenced lot with gated side yard parking for your RV, boat, trailer or extra vehicles. This concrete block home features a split layout with separate entrances and a lockable dividing wall, creating a private in-law suite with its own living area, kitchenette, bathroom, and large bedroom, while the main side offers 2 bedrooms, 1 bathroom, kitchen, and living room. A great setup for multigenerational living, guests, or flexible rental use. You'll enjoy peace of mind with a new roof (2025), X flood zone location, no flood history, and no 2024 storm damage. Outside, the value really opens up. The fully fenced property offers a gorgeous front yard with raised patio and garden area, backyard with shed, and separate side yard with oversized rolling gate for secure RV, boat, trailer or additional vehicle parking, complete with flood light and RV cleanout. There's plenty of room room in the front yard to add a pool as well. Centrally located near Ringling College, New College, North Water Tower Park, The Bay Park, Van Wezel, the 10th St boat ramp and downtown Sarasota, with quick and easy access to the area’s top beaches including Lido Key, Siesta Key and Longboat Key. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jeff Kattrein (941-702-4279)
4345 CALLISTA LN, SARASOTA, FL 34243
$425,00011 Days on yellowkey MLS ID: A4688590
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1930 Built: 2005Monthly Fee: $243 Tax: $4,396 (2025)Community: Callista VillageSingle Family
Taxes:$4,396
Remarks: This light and bright home offers an inviting open-concept design with a spacious kitchen that flows seamlessly into the great room, creating the perfect setting for both everyday living and entertaining. Featuring 2 bedrooms, 2 bathrooms, a dedicated office/den, and a 2-car attached garage with a new epoxy finish, this home combines comfort, functionality, and style. The kitchen is equipped with newer stainless steel appliances, while the spacious owner’s suite provides a relaxing retreat with an oversized walk-in closet. Step outside and enjoy your own private saltwater swimming pool, offering a luxurious touch and silky-smooth water for year-round enjoyment. Additional updates include a new air conditioning system installed in 2021, annual servicing, UV lights, and a surge protector for added peace of mind. Pool pump replaced in 2023 and new salt cell and motherboard in 2025. Low community fees add to the appeal and cover yard and shrub maintenance, sprinklers and soakers, and front entrance maintenance. Located just beyond Longwood Park, residents also enjoy easy access to an impressive variety of nearby recreational amenities including baseball, basketball, pickleball, tennis, a playground, picnic pavilion, recreation building, gymnasium, and dog-friendly areas. All within walking distance! Welcome to Callista Village, an intimate community of just 32 homes ideally located west of UTC Mall, where exceptional shopping, dining, and everyday conveniences are all close at hand. A local bus stop just outside the community offers easy access to shopping, the airport, and downtown, adding even more convenience to this desirable location.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Brenda Wilson (941-321-8686)
2187 MAIN ST, SARASOTA, FL 34237
$1,199,00058 Days on yellowkey MLS ID: C7522020
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2350 Built: 2023Monthly Fee: $446 Tax: $14,176 (2025)Community: School Ave TwnhmsTownhouse
Taxes:$14,176
Elementary School: Alta Vista Elementary
Remarks: Luxury Downtown Sarasota Townhome - 2023 Build - Elevator - Private Lockout Experience elevated downtown living in this meticulously maintained 2,350 sq ft, four-story townhome built in 2023. Located in the heart of Sarasota and just steps to cafés, restaurants, boutiques, nightlife, and the waterfront, the location truly cannot be beat. Designed with modern sophistication, the home features porcelain flooring throughout, stunning wood staircases with sleek glass railings, and high-end finishes at every turn. The chef’s kitchen is ideal for entertaining with Frigidaire Gallery appliances, an Electrolux vented hood, gas cooktop, convection double oven, soft-close cabinetry, and a spacious open layout. A rare and versatile feature is the first-floor bedroom with full bath and private lockout — perfect for guests, a home office, multi-generational living, or potential rental income. With four levels of living space and a private elevator servicing each floor, the layout offers flexibility few downtown properties can match. Enjoy Florida living year-round with an outdoor kitchen plumbed for gas and equipped with a sink. Additional highlights include a two-car attached garage and thoughtful design throughout. Whether you’re seeking a polished primary residence, a luxurious downtown second home, or an investment opportunity in one of Sarasota’s most desirable locations, this property delivers unmatched versatility and value.
Listing is courtesy of: JOHN R WOOD PROPERTIES (239-472-2411)
Listing Agent: Jodi Palmer (248-762-7755)
1516 OAK ST, SARASOTA, FL 34236
$1,775,00073 Days on yellowkey MLS ID: A4680208
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 2416 Built: 1969 Tax: $5,325 (2025)Community: Grosvenor Park SubSingle Family
Taxes:$5,325
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: In the heart of desirable Burns Court in Sarasota, stands a captivating European-inspired Florida home. This DUPLEX offers a two bedroom, two bath residence downstairs and a three bedroom, three bath upstairs. 1516 Oak Street offers the unique advantage of downtown walkability coupled with the privacy of a fully fenced, meticulously landscaped yard adorned with native plants. This residence provides an ideal alternative to condominium living, granting residents exclusive private outdoor space for themselves and their pets without the financial burden of monthly condominium fees. Indulge in the sun on the expansive upstairs balcony or unwind on the shaded patio. Prepare delectable charcuterie boards in the well-appointed kitchen, perfect for hosting happy hour gatherings, dinner parties, garden parties, or brunches. Each restful bedroom is equipped with an ensuite bathroom, ensuring privacy and convenience. Situated conveniently near the Saturday Farmers Market, a variety of local restaurants, and the Sarasota Bayfront, this exceptional property offers unparalleled potential. Currently arranged as a fully furnished duplex, it also presents remarkable versatility as a family compound, an income-generating investment, or a potential conversion into a spacious single-family home. The owner has invested significantly in high-quality upgrades to ensure the home’s move-in readiness, including: - A new metal roof installed in 2022 - A replaced sewer line and relined pipes in 2023 - New windows, updated electrical systems, and a new air conditioning unit completed in 2025 - A well for irrigation to maintain the lush landscaping - Natural gas connection - Off street parking for 4 cars and a storage shed - Completely fenced yard and landscape lighting. Furthermore, due to the property’s DTE zoning, there is potential to add another structure on the site, expanding the possibilities for future development. Selling turnkey furnished and ready to rent if desired. Experience a remarkable lifestyle in Burns Court. Schedule a private tour today.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
365 OAK HILL WAY #32, SARASOTA, FL 34232
$280,00094 Days on yellowkey MLS ID: A4677958
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1174 Built: 1985Monthly Fee: $559 Tax: $570 (2025)Community: Village Oaks Sec BSpa: NoVilla
Taxes:$570
Elementary School: Gocio Elementary
Remarks: One or more photo(s) has been virtually staged. Nestled in the quiet, pet friendly community of Village Oaks features this Immaculate updated 2-bedroom, 2 bathroom Condo/Villa that offers a move-in-ready retreat. This fully updated unit features a new hot water heater installed in January 2026 and boasts a freshly repainted interior throughout. The modernized kitchen offers a pass-through to the dining area. Updated Master Bath with dual sinks, and walk in shower. Enjoy the look of luxury vinyl that flows seamlessly through every room. The open-concept living room boasts of high ceilings, while an enclosed Florida room (lanai) provides a private space to enjoy the lush surroundings. The villa features a convenient in unit laundry area with a washer and dryer tucked into a dedicated laundry closet.Enjoy the convenience of a private one car garage with remote access, plus two dedicated exterior parking spots right outside your villa. Community pool overlooking lake along with tennis/pickleball court for outdoor activities. Ideally situated between I-75 and downtown Sarasota, offering quick access to the University Town Center Mall (UTC), local dining and world-class beaches.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Laura Flood (941-725-2500)
128 GOLDEN GATE PT #301B, SARASOTA, FL 34236
$1,695,000168 Days on yellowkey MLS ID: A4662515
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3000 Built: 2004 Tax: $19,933 (2024)Community: Vista Bay PointCondo
Taxes:$19,933
Tax Year: 2024
Remarks: Rare full-floor residence on Golden Gate Point offering exceptional privacy, panoramic water views, and a premier Sarasota location. This 3,000 sq. ft. 4-bedroom, 3.5-bath home occupies the entire third floor of Vista Bay Point, delivering the feel of a single-family residence with luxury condominium convenience. Enter through your private two-car garage and ride your private elevator directly into the residence. Sun-filled living spaces feature walls of windows showcasing sweeping views of Sarasota Bay and the city skyline. The chef’s kitchen includes custom cabinetry, granite countertops, a large center island, premium appliances, and a gas range. The spacious owner’s suite offers a walk-in closet, spa-inspired bath, and a private corridor to a flexible office or bedroom. Two additional guest suites with en-suite baths provide comfort and privacy. Resort-style amenities include a heated pool and spa, fitness center, theater room, billiards, gathering room with bar, and reservable guest suite. Just moments from downtown Sarasota, the marina, St. Armands Circle, and Lido Beach—this exceptional waterfront residence offers luxury, privacy, and an unbeatable lifestyle. The building features a completely refreshed exterior, new windows, a newly remodeled lobby, and a full suite of amenities—making it an ideal downtown residence.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Nikki Taylor (941-587-9060)
4305 HIGHLAND OAKS CIR, SARASOTA, FL 34235
$819,000103 Days on yellowkey MLS ID: A4676006
REDUCED by $30,000 (3.5%) on 04/07/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2612 Built: 1990Monthly Fee: $196 Tax: $6,993 (2025)Community: The HighlandsSingle Family
Taxes:$6,993
Remarks: Walk through the front gate and courtyard to discover refined Florida living in a beautifully updated 3 bedroom, 3 bath pool home located in the heart of The Meadows, a golf course community in Sarasota. This move in ready residence blends comfort, functionality, and lifestyle driven design, making it ideal for full time living or a seasonal retreat. Inside, the home offers a thoughtful layout with generous living spaces, an open concept dining room/living room combination with a peaceful and private view of the saltwater pool. Need to work from home? A spacious private office featuring sliders that open directly to the pool, perfect for today’s work from home lifestyle. An additional pool and game room with wine fridge and bar area creates an inviting space for entertaining guests, hosting game nights, or relaxing after a day at the beach. Recent updates elevate the home throughout, including a resurfaced saltwater pool with new lighting, a new dishwasher, new ceiling fans, updated bathroom vanities, and upgraded landscaping that enhances curb appeal and outdoor enjoyment. There is even a clean well irrigation system for ease of maintenance. The backyard is designed for easy Florida living, complete with a dedicated dog run and plenty of space to lounge, entertain, or soak up the sun. Located within The Meadows, residents enjoy a serene, established community known for mature landscaping, walking and biking trails, golf, and a central Sarasota location close to University Town Center, Nathan Benderson Park, shopping, dining, downtown Sarasota, and Gulf Coast beaches.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
5515 ASHTON WAY #5515, SARASOTA, FL 34231
$275,00053 Days on yellowkey MLS ID: A4683535
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1993Monthly Fee: $315 Tax: $2,155 (2025)Community: Ashton Lakes 08Condo
Taxes:$2,155
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Motivated sellers!! Location! Location! Location! Only 3.5 miles to the world-famous Siesta Key Beach. Experience the unique fine quartz sand from the Appalachian Mountains. Close to I-75, rte. 41, shopping, schools, hospitals and restaurants. This 2-bedroom 2 bath walk-up unit has high ceiling, attic space, bright and airy. Unfurnished. Assigned new carport and screened lanai with lake view. Relax on the lanai watching our flora & fauna. Ashton Lakes Community is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts & 4 pickleball courts,2 heated pools, one large with lap lane, shuffleboard, clubhouse, grilling stations, and other amenities. Our complex is connected by a foot bridge to Merchants Mart shopping center. Shops include CVS, ace hardware, liquor, Dollar store and the famous Detwiller's farm market for your shopping convenience. Come, make this slice of heaven your paradise in the sun. Roof 2020. See attachments for disclosures and updates. Welcome to Ashton Lakes...a well-kept secret location!!
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
332 COCOANUT AVE #411, SARASOTA, FL 34236
$765,000101 Days on yellowkey MLS ID: A4677140
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 967 Built: 2021 Tax: $8,300 (2025)Community: 332 Cocoanut CondominiumSpa: NoCondo
Taxes:$8,300
Remarks: Refined downtown living with a modern, urban edge in Sarasota’s Rosemary District. This stylish 2-bedroom, 1-bath residence features soaring 10-foot ceilings, porcelain tile throughout, upgraded kitchen island, generous closet space, and exposed concrete accents that create a sleek architectural aesthetic. A covered terrace extends the living space, while assigned covered parking and a rare 60-ft temperature-controlled storage unit provide exceptional value and convenience. Built in 2021, this boutique building offers low HOA fees and a third-floor amenity level with pool, BBQ area, and outdoor shower. Ideally positioned among some of downtown’s most established and emerging luxury residences, the location offers effortless walkability to shops, galleries, restaurants, and the cultural heart of the city. A unique purchase opportunity—perfect as a chic pied-à-terre, stylish first condominium, or guest suite complementing a larger primary home.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dave Hall (646-256-6524)
4810 BAY SHORE RD, SARASOTA, FL 34234
$1,175,000123 Days on yellowkey MLS ID: A4672800
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2073 Built: 1951Monthly Fee: $3 Tax: $14,334 (2024)Community: Sapphire ShoresSpa: YesSingle Family
Taxes:$14,334
Remarks: Welcome to this exceptional mid-century modern pool home located in the highly sought-after Sapphire Shores neighborhood of Sarasota, Florida. LISTED AT $150,000 BELOW RECENT LENDER APPRAISAL. Sapphire Shores is one of Sarasota’s most beloved neighborhoods, where you’ll find neighbors out walking, biking, and strolling with their dogs, creating a warm, welcoming sense of community. Just moments from Sapphire Shores Park, residents enjoy sunsets over the bay, kayaking, fishing, and peaceful waterfront walks, with a dog-friendly atmosphere. It’s the kind of place that feels like a step back in time, where neighbors wave as you pass and often stop to chat, making it feel truly like home.Thoughtfully updated and beautifully maintained, this 3-bedroom, 2.5-bathroom home sits on an expansive one-third-acre corner lot just one block from the tranquil waters of Sarasota Bay. With a desirable western front exposure, the home is perfectly positioned to capture stunning sunset views while offering effortless access to Sarasota’s vibrant cultural scene. Inside, 2,073 square feet of living space unfolds across a well-designed split floor plan that blends timeless architectural character with modern upgrades. Sustainability meets sophistication with 24 solar panels that power the home and charge Tesla Powerwall System, providing backup energy while significantly reducing utility costs. A cement tile roof and Miami-Dade hurricane windows anchor the home’s durable and efficient design, complemented by energy-efficient systems including a low-energy Thermeau heat pump, a Trane XR air conditioning system with whole-home surge protection (installed in 2021), and a Pentair pool pump. Interior spaces are filled with natural light and feature recessed and LED lighting, plantation shutters throughout, and engineered hardwood flooring. The primary suite offers a serene retreat with two walk-in closets complete with custom organizers, private access to a charming courtyard garden, and a spa-inspired ensuite bathroom showcasing a clawfoot soaking tub, dual marble-topped vanities, and a custom walk-in shower with built-in seating and shelving. Additional bedrooms and bathrooms are equally well-appointed, featuring thoughtful details such as cedar-lined closets. The chef’s kitchen offers generous granite countertop space, modern appliances, and views of the lanai and pool area. Outdoors, the expansive lanai, plumbed for natural gas, is ideal for entertaining or relaxing beside the saltwater pool and spa, equipped with a Dart Pool saltwater filtration system and a new pool filter (2023). Pre-drilled anchors for a child safety fence add peace of mind. The oversized yard is fully enclosed with PVC fencing for privacy and enhanced outdoor living. Lush landscaping is supported by a Rainbird irrigation system connected to a private well. Additional luxury features include a whisper-quiet hurricane-impact garage door, a mini-split AC system in the garage, and a Gorilla-finished garage floor. Modern conveniences continue with an EcoWater whole-house water filtration system, a Joli Vita Spa hot tub with 44 jets, and a thoughtfully designed laundry room featuring cabinetry, counter space, and a functional mudroom area. Ideally located just minutes from Bayfront Park, the Ringling Museum, and Sarasota’s renowned dining and cultural attractions, this residence offers a rare combination of state-of-the-art efficiency, architectural elegance, and an unbeatable location.
Listing Agent: Christina Gaskill (941-539-0445)
4494 DEL SOL BLVD S, SARASOTA, FL 34243
$460,000118 Days on yellowkey MLS ID: N6142017
REDUCED by $10,000 (2.1%) on 04/18/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1808 Built: 1992Monthly Fee: $11 Tax: $4,692 (2025)Community: Del Sol Village At Longwood Run Ph 02Spa: NoSingle Family
Taxes:$4,692
Remarks: PRICE IMPROVEMENT & MOTIVATED SELLER! Location, Location, Location! I know that saying is real estate cliche, but in this instance, it's absolutely true! This beautiful 3 bedroom, 2 1/2 bath, 2 car garage home with heated pool is nestled against a preserve and located in the popular and highly sought after Longwood Run subdivision. You're just minutes away from world famous beaches, first class shopping at UTC, medical facilities and a myriad of restaurants covering just about everyone's favorite dish. Easy access to I-75, US 41 and just minutes to Sarasota Bradenton International Airport (SRQ). Home updates worth noting include a new tile roof in 2020, kitchen cabinets & quartz countertops in 2025, primary, guest and pool baths all updated within the last 2 years and the pool was resurfaced in 2024. The generous room sizes and easy flow of this home will draw you in, but the peace and tranquility found enjoying your pool area/outdoor living with gorgeous preserve views will make you want to stay! One bedroom is currently being used as a den/office, but could easily have a closet added, if needed. Primary bedroom offers sliders to the pool area along with 2 walk-in closets (hers and hers, LOL), ensuite bathroom with quartz countertops, soaking tub and stand alone shower stall. An affordable HOA, superb location and a fabulous home. . . . what more could you ask for? Schedule your private viewing today and make this home yours - before someone else does!
Listing is courtesy of: SETTLES REAL ESTATE LLC (941-685-3600)
Listing Agent: Cherie De Hay (941-809-6828)
3061 QUAIL HOLW ## 35, SARASOTA, FL 34235
$225,0003 Days on yellowkey MLS ID: A4690473
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 786 Built: 1979Monthly Fee: $82 Tax: $2,437 (2025)Community: Quail HollowCondo
Taxes:$2,437
Remarks: Best Kept Secret in Sarasota:) Great Turn-Key, quaint placement of this one bedroom, one bathroom condo in the Meadows. First floor walkout onto a lovely pathway of old Florida growth trees and just near the excellent pool. Front parking to the unit and covered entry to the front door. Complete tile floors, two window bedroom to fit side desk or sitting chair additional to the bed and dresser. Pocket door from master bedroom into the full bathroom with tiled shower/bath. Main living area has dining area, living room, wonderful kitchen with breakfast bar and island for meal preparation or serving. Four panel sliders looking out through the delightful screened lanai and onto a deep glorious nature view. Pool just outside the unit with a simple walk. Washer/Dryer is stacked and an outdoor closed storage can also be locked. Community is just down the street from the Meadows Country Club, golf and tennis. Additional Olympic pool and fitness center. Many trails of old growth for walking and biking. Excellent location near UTC Mall area, Lakewood Ranch to the east, downtown Sarasota to the SW, Anna Maria Island to the NW and dining/shopping/events abound being central. The coast offers some of the finest beaches on the Gulf Coast of Florida. A lovely unit for living or leasing seasonally.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Argelia Vidal (734-218-4536)
2611 PINE LAKE TER #A, SARASOTA, FL 34237
$100,0003 Days on yellowkey MLS ID: TB8499087
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 739 Built: 1974 Tax: $406 (2025)Community: Hidden Lake VillageCondo
Taxes:$406
Elementary School: Tuttle Elementary
Remarks: Discover this charming 1-bedroom, 1-bathroom condominium ideally situated just minutes from vibrant downtown Sarasota, at the convenient intersection of Tuttle Avenue and Fruitville Road. This appealing property presents an excellent opportunity for a new owner-occupant or savvy investor. It is currently tenant-occupied at $1,350 per month, with the lease renewal scheduled for March 5, 2027. Recently renovated to modern standards, the unit features stylish new tile flooring throughout, contemporary kitchen cabinetry, and a fully remodeled bathroom highlighted by a luxurious walk-in shower. Residents enjoy the benefits of a well-maintained community, where HOA fees cover essential utilities including water, as well as access to desirable amenities such as two swimming pools, a clubhouse, tennis courts, and professional upkeep of common areas.
Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)
Listing Agent: Douglas Addeo (561-251-3408)
763 JOHN RINGLING BLVD #22, SARASOTA, FL 34236
$460,0003 Days on yellowkey MLS ID: A4690386
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1963 Tax: $6,327 (2025)Community: Sarasota HarborCondo
Taxes:$6,327
Remarks: Few addresses in all of Sarasota deliver what 763 John Ringling Blvd offers every single day: direct, unobstructed views across Sarasota Bay with St. Armands Circle, Lido Key, and the sparkling Gulf of Mexico as your permanent backdrop. This is one of the most coveted waterfront corridors on the Gulf Coast, and this beautifully updated two-bedroom, one-bath residence puts you right in the middle of it. Step outside and you are standing on the bay seawall with private community boat docks at your feet and open water stretching to the horizon. Dolphins cruise the shoreline in the morning. The Ringling Causeway glows gold at sunset. The bayfront community pool, shuffleboard courts, and waterfront walkway give residents every reason to stay close to home, while St. Armands Circle sits just minutes away across the bridge with its world-class European-style dining, boutique shopping, and lush tropical gardens. Inside, the residence has been thoughtfully updated with hardwood floors, a refreshed kitchen with new appliances, and the rare convenience of an in-unit washer and dryer. The layout offers the right balance of comfort and ease, ideal for a full-time residence, seasonal retreat, or income-producing rental. The address itself carries genuine historical significance. Unit 22 sits within the Harding Circle Historic District, a landmark community envisioned by circus magnate John Ringling and listed on the National Register of Historic Places since January 2001. This is not just a home. It is a piece of Sarasota's founding story. Downtown Sarasota's waterfront arts district, marina, and restaurant scene are minutes away. Lido Beach is just over the causeway. For buyers relocating from the Northeast or Midwest, this property delivers the Gulf Coast lifestyle at an exceptional entry point: waterfront, walkable, and fully updated, with boat docking access and panoramic bay views that simply cannot be replicated at this price.
Listing is courtesy of: BEYOND REALTY LLC (941-467-4673)
Listing Agent: Darren Dowling (941-204-0493)
4528 LONGWATER #35, SARASOTA, FL 34235
$210,0003 Days on yellowkey MLS ID: A4690305
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 676 Built: 1979 Tax: $2,125 (2025)Community: Longwater Chase / The MeadowsSpa: NoCondo
Taxes:$2,125
Remarks: This beautiful ground-floor end-unit 1-bedroom, 1-bath condo offers the perfect blend of comfort, privacy, and stunning views. Step inside to a bright, spacious living and dining area that feels warm and inviting. The living space opens directly onto a serene screened lanai overlooking the lush fairways of The Meadows golf course, an ideal spot for morning coffee or peaceful sunsets. The generous bedroom includes a large walk-in closet for excellent storage. Nestled in the desirable Longwater Chase community, this home places you right in the heart of The Meadows, surrounded by miles of scenic walking and biking trails, access to the outstanding amenities at The Meadows Country Club, offering something for every lifestyle, and just steps away from the community pool, tennis courts and fitness center. You're also just minutes from Sarasota's world-famous beaches, vibrant cultural scene, fine dining, entertainment, and shopping. Plus, the bustling Mall at University Town Center is only a relaxing 20-minute walk away. Don't miss this opportunity to own your own slice of paradise and enjoy the very best of Florida living in The Meadows.
Listing Agent: Jason Moore (941-735-0028)
361 S BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$12,500,0006 Days on yellowkey MLS ID: A4689343
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7037 Built: 1997 Tax: $53,773 (2025)Community: Lido Beach Div BSpa: YesSingle Family
Taxes:$53,773
Remarks: A stunning, fully reimagined coastal residence where elevated design meets modern functionality. Rebuilt to the studs and thoughtfully curated throughout, this expansive home showcases exceptional craftsmanship, custom finishes, and seamless indoor-outdoor living—all in a premier location just moments from the pristine Gulf beaches and the world-class shopping and dining of St. Armands Circle. Inside, light-filled interiors feature level 5 smooth walls, engineered hardwood floors, custom coffered ceilings, and extensive crown molding. The main living areas are anchored by two striking gas fireplaces with imported designer tile, while bifold and accordion glass doors open to expansive terraces, creating effortless flow for entertaining. The chef’s kitchen is a true showpiece with leathered granite countertops, a large island with bar seating, and top-tier appliances including a Wolf 6-burner gas range, Sub-Zero refrigerator, Miele built-in coffee system, dual dishwashers, and JennAir convection/steam oven. Custom cabinetry and a walk-in pantry complete the space. Designed for both relaxation and entertaining, the home features a private movie theater with Sony projection, B&W surround sound, and Octane seating, along with a game room, multiple office spaces, wet bar, and a 72-bottle wine display. The primary suite offers a private retreat with terrace access, tray ceiling, and a spa-like bath with marble floors, soaking tub, dual vanities, and a walk-in shower. Upstairs bedrooms feature ensuite or Jack-and-Jill baths. Smart features include electric shades, Sonos audio & Lutron Homeworks, central vacuum, and elevator access. Outdoor living shines with a resort-style saltwater pool and spa, waterfall, sun shelf, and integrated audio. The main terrace includes a gas grill, beverage fridge, beer tap, and firepit, with additional upper-level terraces & spectacular water views from every level. Boaters will appreciate the private dock with a 10,000 lb lift, dual jet ski lifts, and the rare ability to accommodate a 64-foot yacht. Additional highlights include impact windows and doors, Tesla charger, epoxy garage floors, and tankless water heaters. This exceptional property blends luxury, technology, and coastal living just moments from the best of Sarasota.
Listing Agent: Kim Ogilvie (941-951-6660)
1335 40TH ST, SARASOTA, FL 34234
$949,0004 Days on yellowkey MLS ID: A4688091
Bed: 6 Bath: 6.0 Liv Area Sq Ft: 4188 Built: 1930 Tax: $4,473 (2025)Community: Palm GroveSingle Family
Taxes:$4,473
Remarks: Amazing Rental Opportunity!! Potentially over $72,000 in NET INCOME. No HOA!! This is a Triplex in the City Limits with 2 extra Mother-in-Law Apartments attached. (Each with it's own private entrance). All 3 Units are leased with very reliable Tenants. There are 2 Large Outbuildings that can be used for Storage or Workshops/Man-caves. There is Plenty of space for Parking. The 2 Vacant lots next door are Included in the price giving you Huge Potential to Build 2 more Houses. Inside the Homes you will find nicely updated Kitchens, Bathrooms, and Tile Floors. Being Located just Minutes from Downtown Sarasota gives you easy Access to St. Armands and Lido Key. The SRQ Airport is Very close by as well!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jeremy Egglefield (941-809-9200)
1937 GOLD AVE, SARASOTA, FL 34235
$374,90063 Days on yellowkey MLS ID: N6142964
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1723 Built: 1958 Tax: $3,079 (2025)Community: Kensington ParkSingle Family
Taxes:$3,079
Remarks: ****BACK on MARKET. Buyer financing fell through**** Welcome to this charming 3-bedroom, 2-bath single-family home nestled in the established Kensington Park neighborhood of Sarasota. Offering over 1,700 square feet of living space, this home features a flexible and inviting layout with spacious living areas and a versatile bonus room—perfect for a home office, family room, or playroom. Situated on a generous lot, the property provides ample outdoor space and additional parking, including room for a boat, RV, or work trailer. The open floor plan is ideal for entertaining, while the split-bedroom design offers privacy and comfort. Newer roof, vaulted ceilings, solid wood cabinets, new stainless-steel appliances, and hurricane shutters add peace of mind, making the home truly move-in ready while still allowing room to personalize. This spacious home features a large fenced-in backyard made for relaxing or entertaining and an enclosed lanai perfect for your morning coffee or evening unwind, rain or shine. Conveniently located near shopping, dining, golf, parks, and world-renowned beaches, this home offers easy access to everything Sarasota has to offer. A perfect match for anyone seeking comfortable, flexible Florida living. Schedule your tour today!
Listing Agent: Vicky Imbriaco (941-586-7448)
528 45TH ST, SARASOTA, FL 34234
$625,000368 Days on yellowkey MLS ID: A4648996
REDUCED by $24,000 (3.7%) on 04/17/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1637 Built: 1955 Tax: $5,555 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$5,555
Remarks: O la la! Shangri-La! Fall in love at first sight! Nestled under leafy green trees, this enchanting charmer comes with a free-standing studio complete with kitchenette, full bathroom, separate entrance, and outdoor nook blooming with jasmine lingering in the breeze! Turn-key furnished! So bring your daydreams, your live-in lover, and your frolicking, fun friends! Looking for the perfect, precious AirBnb? Located within the City of Sarasota limits, which allows weekly rentals. Waltz through the front door of your fairytale cottage and be tickled pink by the soaring ceilings, original double-sided stone fireplace, handsome built-ins, cute-as-a button stained-glass windows, vintage wallpaper in breakfast nook, and peek-a-boo ferns in the sunny windows. Enjoy your morning cappuccino in your adorable, private, secret garden that awaits your fleet of pretty-pots-of-peonies-a-blooming. Transform the studio into the one and only magical museum of you! A happy haven for your playful paintings, favorite ukuleles, cuddling kitties, and love letter library! Bring your green thumb and your garden gnomes, and bask in the glory of this timeless, idyllic, unique gem. Soak in the serene ambiance of Indian Beach-Sapphire Shores whilst you meander around this charming, historic neighborhood brimming with beauty and stunning, escapee peacocks. Walk to the delightful Ringling Museum, take your kayak for a spin in the bay to admire the pelicans, or hop in your Funmobile for a beach bunny day at Lido less than 5 miles away! Float in the bewitching waves of the glorious ocean; melt with the sherbet sunset, happy and sun-kissed; clink cocktails in the violet twilight with funny friends; foxtrot into your very own fascinating fairytale. You only live once! Swoop before this dream belongs to someone else!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Autumn Beckett (941-376-6983)
4068 GOLD DUST LN, SARASOTA, FL 34243
$389,000118 Days on yellowkey MLS ID: A4676138
2 Days Off yellowkey (back on 4/13/2026)
REDUCED by $5,000 (1.3%) on 04/13/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2026Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Taxes:$0
Remarks: MOVE IN READY! REDTAG SALE! Receive up to $20,000 towards closing costs, $5,000 towards upgrades and special interest rates with the use of our preferred lender - Now through Sunday, April 26th. This two-story, all concrete block constructed townhome has an open concept downstairs that includes a large open kitchen, a powder room, and a large family room that overlooks a covered lanai. The second floor includes a spacious Bedroom 1 with ensuite bath, two additional bedrooms, a full bathroom, and a laundry area. This home comes with all appliances, including a stainless-steel refrigerator, built-in dishwasher, electric range, microwave, washer, and dryer. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing.
Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)
Listing Agent: Sarah Bordeaux (941-367-2571)
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