Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
4586 DEL SOL BLVD S, SARASOTA, FL 34243
$969,00051 Days on yellowkey MLS ID: A4682853
0 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2737 Built: 1997Monthly Fee: $27 Tax: $5,429 (2025)Community: Longwood Run Ph 6Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,429
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Embrace the best of Florida living in this beautifully renovated Griffon Woods home in Longwood Run, featuring over 2,700 square feet of thoughtfully planned space. Every main room opens to an expansive covered lanai with a heated pool and custom-lit cage—perfect for indoor-outdoor entertaining. Beyond the screen, a bonus paved area offers an ideal spot for a fire pit or grilling while enjoying tranquil pond and canal views. The interior boasts durable engineered hardwood floors, shellstone tile in bathrooms, and a chef’s kitchen anchored by a 48” pro-range. Walls of windows bathe the home in natural light, while recent updates including impact-rated windows, massive sliding glass doors, and a new garage door provide ultimate peace of mind. This versatile floor plan includes 3 spacious bedrooms, 2.5 baths, and a flexible den easily converted into a 4th bedroom. Professional landscaping and custom lighting enhance the curb appeal of this exceptional property. Perfectly located near UTC shopping, world-class beaches, and the pickleball and tennis courts at Longwood Run Park, this home puts you in the heart of Sarasota. This home is also available to be sold furnished, making it a truly turn-key opportunity. Don't miss your chance to make it yours!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Robert Petrillo (941-526-6360)
540 N TAMIAMI TRL #1201, SARASOTA, FL 34236
$3,626,000206 Days on yellowkey MLS ID: A4667550
REDUCED by $373,000 (9.3%) on 04/13/2026
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3630 Built: 2020 Tax: $53,898 (2024)Community: The Blvd SarasotaCondo
Taxes:$53,898
Elementary School: Alta Vista Elementary
Tax Year: 2024
Remarks: Welcome to BLVD Sarasota, a stunning downtown sanctuary in the sky where luxury living meets extraordinary views from every room. Perched in the desired corner stack of the building, this exclusive residence offers uninterrupted, floor-to-ceiling panoramas of Sarasota Bay and the vibrant city skyline — all from the comfort of each space in the home. Whether you're waking up in the primary suite, preparing a meal in the chef’s kitchen, or hosting guests in the expansive living and dining areas, you're surrounded by natural beauty at every turn. Exit your private elevator into over 5,000 square feet of exquisitely designed indoor-outdoor living. The open floor plan is drenched in natural light from walls of PGT impact-rated glass, ensuring every room becomes a front-row seat to Sarasota’s spectacular sunsets, coastal waters and sparkling city lights. The oversized, wrap-around terrace extends your living experience outdoors, offering multiple seating, lounging and dining areas — all designed to showcase the unrivaled, wrap-around water and city views. Offered turnkey furnished, this residence includes three spacious bedrooms with en-suite baths, a private office and two additional half baths, blending the space and comfort of a single-family home with the ease of elevated condominium living. Interior features include soaring 11-foot ceilings, Lutron-controlled lighting, motorized window shades, premium finishes, and designer-selected furnishings that elevate the elegance throughout. The gourmet kitchen is a showpiece with custom gray Irpinia cabinetry, quartz countertops and top-of-the-line appliances — all positioned to ensure you never miss a moment of the view. Entertain effortlessly with two oversized pantries, dual sinks and generous storage. The primary suite is a retreat, offering breathtaking vistas right from bed, along with dual custom walk-in closets and a spa-inspired bath with a soaking tub, frameless glass shower, and refined Kohler fixtures. BLVD Sarasota is a lifestyle unlike any other, offering residents top-tier amenities such as a rooftop infinity-edge pool, outdoor kitchen, wine cellar, state-of-the-art fitness center, golf simulator and a fifth-floor pet lawn with a grooming station. Enjoy two premium parking spaces, a private elevator entrance and a humidity-controlled storage locker. Just a short distance from the 53-acre Bay Park and Sarasota’s world-class dining, arts and marina scene, this is more than a home — it’s your front-row seat to the best of the Gulf Coast. Residence 1201 is not just a place to live — it’s a window to the world, where every room frames an unforgettable view.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
1330 MAIN ST #3, SARASOTA, FL 34236
$3,845,000217 Days on yellowkey MLS ID: A4665421
REDUCED by $150,000 (3.8%) on 04/13/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3954 Built: 1926 Tax: $32,958 (2025)Community: Orange Blossom TowerSpa: NoCondo
Taxes:$32,958
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Experience elevated downtown living in this exquisite residence at 1330 Main Street, Unit 3, ideally positioned in the vibrant heart of Sarasota. Blending timeless sophistication with effortless convenience, this exceptional property is located within Orange Blossom Tower—one of downtown’s most iconic and historically significant buildings—offering a rare opportunity to own a piece of the city’s rich architectural legacy. Importantly, the building’s Structural Integrity Reserve Study (SIRS) and Financial Reserve Study (FRS) were both completed in 2024, ensuring full compliance with current Florida regulations and giving buyers added peace of mind. Originally constructed in the 1920s during Sarasota’s early boom, Orange Blossom Tower stands as a testament to classic design and enduring charm, seamlessly paired with modern-day luxury. This unique blend of history and refinement sets the tone for a truly distinctive living experience. From the moment you enter the residence, you’re welcomed by an expansive, light-filled interior where thoughtful design and elegant finishes create a sense of understated luxury. The open-concept floor plan is perfectly curated for both intimate living and upscale entertaining, with seamless flow between the living, dining, and kitchen spaces. Generous windows bathe the home in natural light, enhancing the airy ambiance while showcasing the energy and charm of downtown just beyond your doorstep. The residence offers a tranquil retreat above it all—where comfort meets style in every detail. Whether hosting guests or enjoying a quiet evening in, the space is designed to feel both inviting and elevated. Every element has been carefully considered to deliver a low-maintenance, lock-and-leave lifestyle without compromising on sophistication. Step outside and immerse yourself in the very best of Sarasota living. Enjoy morning strolls to local cafés, afternoons exploring art galleries and boutiques, and evenings filled with world-class dining and waterfront sunsets along Sarasota Bay—all just moments away. The location places you at the center of it all, while the historic charm of Orange Blossom Tower provides a sense of character and prestige that is truly unmatched. Perfect as a full-time residence or an elegant seasonal retreat, Unit 3 at 1330 Main Street offers a rare blend of history, luxury, and walkability—delivering an unparalleled downtown Sarasota lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
750 N TAMIAMI TRL #314, SARASOTA, FL 34236
$439,900115 Days on yellowkey MLS ID: A4676869
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 1085 Built: 2001Monthly Fee: $1,117 Tax: $5,186 (2025)Community: Renaissance 1Spa: YesCondo
Taxes:$5,186
Remarks: Welcome to Renaissance residence 314, a blend of charm and modern luxury in this fully renovated condominium offering over 1,000 square feet of thoughtfully designed living space. This beautifully updated unit features an expansive family and dining room, an oversized primary bedroom, and a versatile den that can easily serve as a second bedroom. Completely renovated in 2024, this home is move-in ready with every detail meticulously updated for your convenience. The sleek kitchen boasts matching GE Profile appliances, an LG washer and dryer, and new cabinetry with built-in storage solutions, offering ample space for all your needs. Freshly repainted in a neutral palette and paired with new luxury vinyl flooring throughout, the space provides a timeless foundation for any design style you choose. The spacious primary bedroom includes custom built-in closets and offers plenty of room to craft your ideal Sarasota retreat, while the remodeled en-suite bath features elegant quartz countertops, new cabinetry and a stunning shower with dual showerheads, exuding style and comfort. Renaissance is more than just a residence, it’s a lifestyle. This 16-story condominium high-rise offers an impressive array of resort-style amenities, including beautifully landscaped plazas and fountains, 24-hour front desk service and keycard secured entry. The building’s proactive maintenance ensures peace of mind, with recent updates including a new roof and cleaned piping systems in 2024. Designed with durability in mind, Renaissance features reinforced concrete beams, fireproof materials, and elevated guest parking and lobby spaces, providing stability and security. Residents enjoy world-class amenities such as a clubroom, business center, fitness center, resident theater and concierge services. For hosting guests, the building offers two fully equipped guest suites available by reservation. This unit comes with two assigned parking spaces conveniently on the third floor of the secured garage, ensuring your vehicles are protected and elevated over 50 feet above sea level. In the heart of Sarasota’s vibrant cultural district, Renaissance places you near The Bay Park and the city’s dynamic social scene. Designed in the style of an Italian villa, the building's charm is matched by its prime location, where water views are preserved thanks to Renaissance's ownership of aerial rights over the park. Embrace the luxury, convenience and unmatched beauty of living in Renaissance Unit 314. Your Sarasota dream home awaits!
Listing Agent: Moriah Taliaferro (941-504-9910)
941 VIRGINIA DR, SARASOTA, FL 34234
$1,500,00058 Days on yellowkey MLS ID: A4684540
Bed: 6 Bath: 4.5 Liv Area Sq Ft: 3492 Built: 1945 Tax: $9,217 (2025)Community: Bay HavenSpa: YesSingle Family
Taxes:$9,217
Remarks: A Rare Piece of Sarasota History with current income of over 167,000 / yr. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.
Listing Agent: Angela Adams (941-809-9760)
50 CENTRAL AVE #11A, SARASOTA, FL 34236
$990,000272 Days on yellowkey MLS ID: A4660043
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1595 Built: 2005 Tax: $13,852 (2024)Community: Plaza At 05 Points ResidencesCondo
Taxes:$13,852
Remarks: Lavish boutique living in the heart of Downtown Sarasota awaits at the Plaza at Five Points. This tastefully updated, turnkey 2-bedroom, 2-bath condo residence, with a covered lanai/balcony, offers city living with refined style and comfort. A spacious entry foyer with a dedicated office nook provides a practical and welcoming first impression—ideal for year-round living or a stress-free seasonal retreat. The kitchen features sleek quartz countertops and newer, high-quality appliances. The primary en-suite bedroom showcases beautiful city views, a California-style walk-in closet, and access to the private lanai. The guest bedroom is generously sized and offers equally charming downtown vistas. The lanai is accessible from both the living room and the primary bedroom, providing a seamless indoor-outdoor flow. Additional features include two deeded garage parking spaces conveniently located near the lobby, and a private storage room. Building security includes controlled access at all entry points and elevators, ensuring peace of mind. Enjoy an elevated lifestyle with luxurious amenities including front desk concierge service, front desk steward, valet parking, rooftop heated pool and spa, outdoor grilling area, cabana with gazebo, a well-equipped fitness center, community room with catering kitchen and fireplace, conference room, and a guest suite available for weekly reservations. Step out of your lobby into Sarasota’s vibrant arts and entertainment district. Just a short stroll to the Sarasota Opera House, theaters, live music venues, art galleries, eclectic shopping, and top-rated dining. Whole Foods is around the corner for added convenience. The Bayfront and Marina Jack are just minutes away, offering a variety of boating and waterfront activities. Easy access St. Armands Circle, Lido Beach, Longboat Key, and world-renowned Siesta Key Beach. The Sarasota-Bradenton International Airport, Selby Botanical Gardens, Van Wezel Performing Arts Center, and the Asolo Repertory Theatre are all within a short drive. The building performs like a champ during hurricanes and storms. Residences with this floor plan in ‘The Plaza at Five Points’ are rarely available—schedule your private or virtual showing today. Vacant and easy to show.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Ronald Greene (941-445-2985)
320 S SHORE DR, SARASOTA, FL 34234
$4,149,00086 Days on yellowkey MLS ID: A4680700
2 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2978 Built: 1966 Tax: $48,104 (2025)Community: Sapphire ShoresSingle Family
Taxes:$48,104
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Positioned at the tip of Stephens Point, where Sarasota Bay opens wide and the sky feels endless, 320 South Shore Drive commands what many consider the finest views in the city. With sweeping 180-degree panoramas across North Sarasota Bay, glowing downtown lights and elegant arc of the Ringling Bridge, this is a setting that delivers unforgettable sunsets, constant water activity, and a front row seat to dolphins and wildlife passing by daily. The home’s clean lines, open layout, and extensive use of glass create a seamless connection between indoors and out, allowing the surrounding water and sky to become part of everyday life. From the moment you arrive through the gated entry and enter into the all-glass foyer, the experience is unmistakable. Light pours in, sightlines extend in every direction, and the bay immediately takes center stage. Set on nearly half an acre with expansive direct frontage on Sarasota Bay, the property offers a sense of privacy and an exceptional relationship to the water. Boating enthusiasts will appreciate direct access to the bay, while those drawn to quieter moments will enjoy watching the colors of sunset shift across the horizon and the calm rhythm of the water below. The interior spaces are well-suited for everyday living and entertaining. The living and dining areas are wrapped in glass and flow seamlessly to the outdoor areas, creating an easy indoor-outdoor lifestyle. The kitchen is functional and well-positioned, offering generous workspace, quality finishes and uninterrupted bay views. The primary suite serves as a private retreat, positioned to capture long water views and enhanced by a spa-inspired bath that blends indoor and outdoor living. Additional guest accommodations are thoughtfully arranged, offering comfort and privacy for family and friends while maintaining the home’s cohesive modern aesthetic. Outdoors, the full width lanai and lap pool overlook Sarasota Bay, offering an inviting space to relax, entertain and take in the sunsets that define this location. Mature landscaping, including a striking banyan tree, adds character and a sense of place to the property. 320 South Shore Drive is more than a waterfront home. It is a legacy property that brings together architectural significance, extraordinary views and one of Sarasota’s desired locations. A modern masterpiece designed for those who value design, setting and simple luxury of living on the water at its best.
Listing Agent: Mike Warm, Llc (941-525-2740)
4092 GOLD DUST LN, SARASOTA, FL 34243
$357,000133 Days on yellowkey MLS ID: A4675768
REDUCED by $2,000 (0.6%) 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)
4158 PRUDENCE DR, SARASOTA, FL 34235
$540,00019 Days on yellowkey MLS ID: A4689465
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2573 Built: 1967 Tax: $5,244 (2025)Community: Kensington ParkSpa: NoSingle Family
Taxes:$5,244
Elementary School: Gocio Elementary
Remarks: Located in the established Kensington Park community, this beautifully updated four-bedroom, three-bath residence with a pool offers a thoughtfully designed single-level layout with a desirable split-bedroom floor plan, creating a seamless balance of privacy and open-concept living. Spacious living and dining areas flow effortlessly, making the home ideal for both everyday comfort and entertaining. The upscale kitchen, features a large island with dual sinks, ample cabinetry, stainless appliances, and generous counter space, perfectly suited for meal preparation, casual dining, and hosting gatherings. Multiple living areas enhance the home’s versatility, while a substantial bonus room with a working fireplace provides added flexibility for a media room, or additional living space. The large primary suite features dual vanities, a steam shower with double shower heads, soaking tub and full walk-in closet. Wheelchair accessibility adds to the home’s overall convenience. The split floorpan offers three more bedrooms with two full bathrooms and a private office. Outdoor living is elevated by a fully fenced backyard with mature landscaping and a private pool, complete with an updated system and prior refinishing. A double gate allows for boat or additional storage access. The property also includes a two-car garage with a newly resurfaced floor and ample additional parking. Recent updates provide peace of mind, including a 2019 renovation with updated electrical and plumbing systems, a new roof (2025), new water heater (2025), and a 2019 HVAC system with UV filtration. Hurricane-impact windows and doors are installed. The exterior has been freshly painted, and additional features include buried electrical in the backyard for a future shed, included appliances, and a home warranty with approximately four years remaining covering major components. Kensington Park is ideally located in the heart of Sarasota, just minutes from The Mall at University Town Center, offering a wide selection of shopping, dining, and entertainment. The home is also conveniently close to downtown Sarasota, Sarasota-Bradenton International Airport, and the area’s renowned Gulf beaches, including Lido Key and Siesta Key. With easy access to major roadways, parks, and everyday conveniences, this location offers both accessibility and the best of the Sarasota lifestyle.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Joe Ebert (941-932-1487)
4533 CHINKAPIN DR, SARASOTA, FL 34232
$385,00098 Days on yellowkey MLS ID: A4679401
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2339 Built: 2018 Tax: $4,300 (2025)Community: Hammock ParkTownhouse
Taxes:$4,300
Remarks: Welcome to Hammock Park—where privacy, space, and Sarasota convenience come together. Tucked inside one of Sarasota’s most intimate gated communities, this beautifully maintained 3-bedroom, 2.5-bath townhome offers the rare combination of peaceful surroundings and unbeatable access to everything that makes this area so desirable. Inside, you’ll find a thoughtfully designed floor plan with over 2,339 square feet of living space, ideal for everyday comfort and flexible living. The kitchen is a true standout, featuring abundant cabinetry, generous counter space, stainless steel appliances, and an eat-in layout—perfect for casual mornings or entertaining friends. The home offers multiple versatile areas that easily adapt to your lifestyle, whether you need a home office, guest space, fitness room, or bonus lounge. The primary suite is spacious and inviting, complete with a huge bathroom with double sinks and an enormous shower, plus direct access to a private screened outdoor space—your own peaceful retreat. One of the most loved features of this home is the two screened porches, upstairs and downstairs, both overlooking serene natural views that provide privacy and a calming backdrop you’ll appreciate every day. With maintenance included and a new roof you get peace of mind and truly low-maintenance living. Tile and quality flooring throughout add durability and style, while the attached 2-car garage provides secure parking and storage. Hammock Park is a quiet, gated community of only 35 townhomes, where the HOA covers landscaping, irrigation, water/sewer, exterior insurance, roof reserves, and gated entry—saving homeowners thousands each year and making day-to-day living refreshingly easy. No flood insurance required, and no damage from previous storms. Located just minutes from UTC Mall, Nathan Benderson Park, the new Mote Aquarium, downtown Sarasota, and I-75, this home puts beaches, dining, shopping, and culture all within easy reach. If you’re looking for space, privacy, style, and a prime Sarasota location—this is the one. $3,000 credit given to buyer to replace all upstairs carpet including the stairs.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Robert Halbman (941-677-3948)
5222 MYRTLE WOOD #9, SARASOTA, FL 34235
$279,88886 Days on yellowkey MLS ID: A4680262
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1176 Built: 1981 Tax: $3,347 (2025)Community: Somerset/The MeadowsSpa: NoVilla
Taxes:$3,347
Remarks: Seller is motivated, all REASONABLE offers will be considered. Nestled within the lush, park-like setting of The Meadows, this astounding, fully renovated two-bedroom, two-bath villa is the epitome of refined Florida living. Meticulously updated from top to bottom, the residence lives like a private home while offering the ease and peace of mind of maintenance-free ownership. Arrive beneath your attached, assigned carport and step into a charming front courtyard—a warm prelude to the light-filled interior beyond. Inside, cathedral ceilings soar above a bright, open floor plan designed to capture abundant natural light. New lighting, contemporary finishes, tiled entry and kitchen, and premium vinyl flooring throughout (no carpet) create a seamless flow from room to room, culminating in a glass-enclosed Florida room. Primary bathroom is wheelchair accessible. Here, a wall of sliders frames tranquil garden views and a community pool, inviting indoor-outdoor living year-round. The open-concept kitchen is both elegant and functional, appointed with gleaming new white quartz countertops, a generous breakfast bar, brand-new white cabinetry, and all new stainless-steel appliances. Sliding glass doors provide easy access to the front patio—perfect for morning coffee or evening gatherings. The airy layout is tailored for carefree, casual living, with no neighbors above or below and chic, contemporary appointments throughout. Additional highlights include an exterior storage closet, interior washer and dryer, and thoughtful proximity—just steps from the heated community pool and a scenic nature walking trail. Set across 1,600 acres of resort-style grounds, The Meadows offers an exceptional lifestyle only minutes from downtown Sarasota and the UTC. Residents enjoy 14 miles of biking and hiking trails, a fitness center, a Junior Olympic pool, pickleball courts (available via separate memberships), dining options, and pay-to-play access to award-winning golf courses and a premier tennis complex at remarkably accessible pricing. Ideally located near the area’s best attractions—including Nathan Benderson Park, Mote SEA Aquarium, and The Mall at University Town Center—this villa places award-winning beaches, vibrant arts and culture, shopping, and dining within easy reach. Pet-friendly and move-in ready, this exceptional condo delivers a truly hassle-free lifestyle in a coveted location. The gorgeous furnishings are available under separate bill of sale. This is an exceptional opportunity to purchase at a lower price per square foot than competing properties while securing a truly modern, move-in-ready home.(Association rules apply: no trucks or commercial vehicles permitted for overnight parking.)
Listing Agent: Amy Chapman (941-225-1500)
5489 DOWNHAM MDWS, SARASOTA, FL 34235
$545,000161 Days on yellowkey MLS ID: A4670828
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 1993 Tax: $3,458 (2024)Community: Devonshire PlaceSingle Family
Taxes:$3,458
Remarks: New on the market with a BRAND NEW ROOF, no CDD fee, and not in a flood zone. Three bedrooms/ two baths with over 2,100 sq. ft. and plenty of room to build your own pool(.29 of an acre). The home is located just around the corner from Benderson Park (550 acres of park) and Mote Marine Aquarium. The Meadows, one of Sarasota’s most conveniently located golf course communities, offers a range of amenities and is conveniently located just a 15-minute drive from downtown Sarasota. This prime location provides residents with easy access to the city’s attractions, including The University Town Center and its shopping districts, which are conveniently situated within minutes of the community. The Meadows community spans 1,650 acres and features over 80 lakes, providing residents with ample opportunities for outdoor recreation and relaxation amidst the beauty of nature and wildlife. The development offers a comprehensive array of community amenities, including miles of biking and hiking trails, a playground, active sports facilities, a fitness center, a game and card room, billiards, social events, and more. Optional membership to the Meadows Country Club provides residents with access to exceptional amenities, including 54 holes of golf on three championship courses, 17 Har-Tru tennis courts with professional instruction, pickleball courts, a Junior Olympic Pool Complex, a fitness club offering a variety of classes, and a restaurant providing dining and bar services. The community boasts a shopping village, convenience store, beauty salon, dental office, village pub, and restaurant, catering to the residents’ daily needs and preferences. This exceptional home features an extra-long driveway capable of accommodating four vehicles. Additionally, the property offers breathtaking golf course views from nearly every room. Recent updates include: Roof (w/15 yr. transferable warranty), stainless steel appliance package, laminate wood flooring, carpeting, and a replaced well pump for irrigation. Windows are double-pane energy-efficient windows.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
800 N TAMIAMI TRL #103, SARASOTA, FL 34236
$620,00070 Days on yellowkey MLS ID: A4682840
Bed: 1 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2007 Tax: $7,240 (2025)Community: AlinariSpa: YesCondo
Taxes:$7,240
Remarks: Welcome to Unit 103 at Alinari at Rosemary Place, a distinguished residence within one of downtown Sarasota’s premier luxury condominium addresses. Positioned in the vibrant Rosemary District, this spacious first-floor garden-style home offers the rare combination of elegant design, generous scale and desirable ground-level access, delivering comfort of a private residence with the ease of maintenance-free condominium living. Encompassing 1,684 square feet of heated living space and 1,936 total square feet including the outdoor patio, this one-bedroom plus loft residence with three full baths lives exceptionally large. High volume ceilings, expansive glass windows, and sliding doors flood the interiors with natural light, creating an airy ambiance and seamless indoor-outdoor flow. The open and flexible floor plan offers well-proportioned living and dining areas ideal for everyday living and effortless entertaining. The thoughtfully designed layout allows versatility to suit your lifestyle, whether designing a refined lounge, home office, guest retreat or creative loft space. The kitchen integrates beautifully with the main living areas, encouraging intimate evenings and casual gatherings. Multiple full baths provide exceptional convenience and privacy for residents and visitors alike. With building no stairs or elevators required to access your residence, this distinctive residence delivers accessibility and discretion. Alinari elevates daily living with an exceptional suite of resort-style amenities, including 24-hour concierge and security, a heated pool and spa, state-of-the-art fitness center, club room, theater, wine room, business center, library, grilling area, and guest suites for visiting family and friends. The 18-story reinforced concrete high-rise features refined plazas, fountains, a private recreational parcel, redesigned lobby and full front-desk services. Recent 2025 enhancements include upgrades to the pool area, planters, theater, game room and catering kitchen. In Flood Zone X and outside the floodplain, Alinari’s lobby and guest parking are elevated approximately 17 feet above base sea level, with residential garage parking positioned more than 30 feet above sea level. This residence includes a secured garage parking space and a climate-controlled assigned storage unit. The association maintains strong reserves with no current or upcoming assessments. Moments from Bayfront Park, Sarasota’s waterfront promenade, world-class dining, cultural venues, boutiques and evolving Sarasota Bay Park project, this residence captures the essence of downtown Sarasota luxury living with coastal accessibility. Unit 103 represents a rare opportunity for refined ground-level living in one of Sarasota’s established and architecturally distinguished condominium communities, where comfort, convenience and elevated Florida living converge.
800 N TAMIAMI TRL #1512, SARASOTA, FL 34236
$615,00076 Days on yellowkey MLS ID: A4680526
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1323 Built: 2007 Tax: $5,157 (2025)Community: AlinariSpa: YesCondo
Taxes:$5,157
Remarks: Discover luxury downtown Sarasota living in this impeccably renovated two-bedroom, two-bath high-rise condominium in the vibrant heart of downtown Sarasota. Offering refined coastal sophistication and modern design, this 15th-floor residence in the desirable south tower showcases breathtaking easterly city views and spectacular sunrises through expansive windows and soaring 11-foot ceilings. The open-concept layout is filled with natural light, blending elegance and functionality. Nearly every surface has been redesigned, creating a move-in-ready condominium defined by timeless finishes and comfort. A neutral palette enhances cohesion, while wood look porcelain tile flow throughout the entry into the kitchen, living and dining areas, high-end luxury vinyl plank flooring in bedrooms offers warmth of wood with durability ideal for Florida living. Detailed baseboards, designer paint, a statement bar tile wall, decorative lighting, ceiling fans and curated window treatments complete the interior. Extensive mechanical and smart-home upgrades include a new electric water heater, new air conditioner with dual ultraviolet filtration, Smart thermostat, Google Nest Pro Router, Moen Flo automatic water shutoff with leak detection, plus a new water pressure reduction valve, pressure gauge and expansion tank. The modern kitchen is designed for daily living and entertaining, featuring rich stone countertops, tile backsplash, solid cabinetry with new hardware, custom pullout shelving, an extra-deep cabinet above the refrigerator and an all new stainless-steel appliance package. A walk-in laundry room with built-in California Closets offers rare storage flexibility unique to this floor plan. The primary suite provides a private retreat with a walk-in closet and spa-inspired bath featuring a walk-in shower, garden tub and dual-sink vanity. The second bedroom, ideal as a den or office, is generously sized with two windows overlooking the cityscape, an attribute shared by every room. Alinari is an 18-story luxury high-rise offering refined plazas, fountains, a private recreational parcel and resort-style amenities. In 2025, enhancements were completed to the pool area, planters, movie theater, game room and catering kitchen. The building features key-card entry, a redesigned lobby, 24-hour security and full front-desk services. In Flood Zone X and outside the floodplain, Alinari was engineered with reinforced concrete and deep pilings, with lobby and guest parking elevated approximately 17 feet above sea level. This residence includes a climate-controlled storage unit and two garage parking spaces on the second and third levels. The association maintains strong reserves with no current assessments. Amenities include on-site management, secured parking, resort-style pool and spa, grilling area, club room, wine room, fitness center, saunas, business center, resident theater and guest suites. Positioned in Sarasota’s cultural district, Alinari is moments from world-class arts, dining, waterfront promenades and evolving Sarasota Bay Park. Downtown Sarasota living meets effortless coastal convenience.
800 N TAMIAMI TRL #611, SARASOTA, FL 34236
$759,00080 Days on yellowkey MLS ID: A4680740
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1323 Built: 2007 Tax: $5,748 (2025)Community: AlinariSpa: YesCondo
Taxes:$5,748
Remarks: Immerse yourself in refined coastal luxury in this beautifully designed two-bedroom, two-bath residence, ideally in the heart of downtown Sarasota. On the sixth floor, this elegant home blends comfort, sophistication and functionality while capturing turquoise Sarasota Bay views from every room. The sought-after Cellini floor plan offers 1,332 square feet of interior living space and 1,411 square feet total, thoughtfully arranged in a spacious great-room layout oriented toward the bay and the vibrant waterfront cultural district beyond. Floor-to-ceiling sliding glass doors bathe the residence in natural light and open to a covered balcony, creating a seamless indoor-outdoor connection suited for relaxed coastal living. A welcoming foyer introduces ceramic tile flooring paired with neutral carpeting, crown molding and 9-foot ceilings. Thoughtful design details continue throughout, including recessed and accent lighting, custom wall finishes, designer fixtures, ceiling fans and furniture-quality wood cabinetry, resulting in a timeless and polished interior. The open kitchen is stylish and functional, featuring granite countertops, a generous breakfast bar, stainless steel appliances, indirect lighting and rich cherry wood cabinetry. Positioned to overlook the main living area, the kitchen maintains uninterrupted bay views while remaining suited for entertaining. The primary suite is privately within its wing and offers tranquil water views, a spacious walk-in closet, and a spa-inspired en-suite bath with soaking tub, separate shower and dual vanities. A well-appointed guest bedroom and guest bath provide additional accommodations, while a private laundry room with extra storage enhances everyday convenience. This residence also includes two deeded garage parking spaces, a valuable feature for downtown living. The second bedroom, equally suited as a den or office, is generously sized and features two windows with Sarasota Bay views, an attribute shared by every room in the residence. Alinari is a classic contemporary 18-story luxury high-rise offering refined plazas, fountains, a private recreational parcel and resort-style amenities. In 2025, enhancements were completed to the pool area, planters, movie theater, game room and catering kitchen. The building features key-card entry, a redesigned lobby, 24-hour on-site security and full front-desk services. In Flood Zone X and outside the flood plain, Alinari was engineered with reinforced concrete construction and deep pilings, with lobby and guest parking elevated approximately 17 feet above base sea level. This residence includes a climate-controlled assigned storage unit and two garage parking spaces on the second and third levels, placing vehicles more than 30 feet above sea level. The association maintains strong reserves with no current or upcoming assessments. Amenities include on-site management, secured parking, a resort-style pool, hot tub, grilling area, clubroom, wine room, fitness center, saunas, business center, resident theater and on-site guest suites. Ideally in Sarasota’s cultural district, Alinari is moments from world-class arts, dining, waterfront promenades and vibrant social experiences, with Sarasota Bay Park project underway with a new bayfront greenspace with pier and more. Downtown Sarasota living meets convenient coastal.
1750 BENJAMIN FRANKLIN DR #6F, SARASOTA, FL 34236
$950,000366 Days on yellowkey MLS ID: A4650702
REDUCED by $85,000 (8.2%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2035 Built: 1970 Tax: $10,512 (2024)Community: Key Tower SouthCondo
Taxes:$10,512
Remarks: Lowest price per square foot for a beach condo on Lido Key...and it’s fully remodeled in a tasteful, designer coastal style. This inviting 2,035-square-foot residence lives larger than expected thanks to a full-size den that easily functions as a third bedroom, office or media room. And here’s a subtle luxury you’ll enjoy every day: the home’s orientation helps keep interiors refreshingly cool, even on the sunniest Sarasota afternoons, so you can come in from the beach and relax in comfort. The open floorplan features an expansive Florida room with front-row views of Sarasota Bay, the downtown skyline and golden sunrises. The serene coastal palette, highlighted by seafoam blue walls and engineered hardwood floors, sets a tranquil tone throughout the home. The open-concept layout flows from a solid-wood and granite kitchen with stainless steel appliances and built-in desk, into a gracious dining space anchored by a dry bar. The primary suite is a private sanctuary, complete with a sunroom, dual walk-in closets, and ensuite bath. A separate guest suite with its own walk-in closet ensures space for family and friends. Additional features include impact windows throughout, two coat closets in the foyer, and two hallway storage closets. A shared utility room on the floor has an assigned storage locker, as well as large-capacity washer and dryer. If you prefer to have an in-home laundry, in-unit appliances are allowed. The first-floor community space was remodeled in 2025 and features lobby, fitness room, and social room with kitchen. First-floor amenities also include shower/saunas and bike rack storage. The beach-side pool area features full Gulf views, BBQ grills, kayak/paddleboard racks, and an expansive deck for enjoying the Gulf-front location. Nestled between the Gulf of Mexico and Sarasota Bay, Key Towers South sits on a prime piece of waterfront on south Lido Key. Lido Beach is your back yard. Just a quarter mile south is South Lido Key Park with outdoor activities and mangrove tunnels. One mile north is world-renowned St. Armand’s Circle with posh shopping, dining and nightlife. And four miles over the iconic Ringling Bridge is Downtown Sarasota. The free Sarasota Bay Runner trolley takes you from south Lido to Downtown Sarasota with multiple stops along the way.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Nancy Endara (941-323-1700)
1558 4TH ST #216, SARASOTA, FL 34236
$775,000212 Days on yellowkey MLS ID: A4665163
REDUCED by $70,000 (8.3%) on 04/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1023 Built: 2024Monthly Fee: $994 Tax: $8,489 (2025)Community: Zahrada 2Condo
Taxes:$8,489
Remarks: **Motivated Seller in the Exquisite Rosemary District!** Experience Sarasota at full speed in this chic, Rosemary District pied-à-terre! Step outside and you’re instantly surrounded by the very best of downtown and the vibrant Rosemary District—art galleries, theaters, boutiques, cafés, waterfront parks, and world-famous Gulf beaches just minutes away. This is the heartbeat of Sarasota, and you’re living right in the middle of it. Be the first to call this brand-new, never-lived-in 2-bedroom, 2-bath modern home your own. Chef’s kitchen with glittering quartz counters, stainless-steel appliances, and designer two-tone cabinetry with lacquered uppers. Slide open the glass doors and step into your private courtyard oasis—the perfect spot to enjoy your morning coffee or cocktails beneath the stars. Head upstairs to your loft bedroom retreat, complete with city views, an ensuite bath, and a custom-built closet. The living space is drenched in natural light thanks to an enormous two-story window, highlighted by a vaulted ceiling. Beautiful tile flooring runs throughout, adding style and easy-care comfort. Enjoy secure, under-building parking for one vehicle, plus abundant street parking right outside your door. This home is the perfect blend of luxury, convenience, and urban excitement!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-748-6300)
Listing Agent: Ian Schmitzerle (734-664-5466)
201 S SHADE AVE, SARASOTA, FL 34237
$1,699,00049 Days on yellowkey MLS ID: TB8484159
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2488 Built: 2024 Tax: $14,319 (2025)Community: Terrace GardensSingle Family
Taxes:$14,319
Remarks: Welcome to this exceptional ONE-STORY, NEWER CONSTRUCTION, 3 Bedroom, 3 Bath PLUS Office/4th Bedroom home featuring a Saltwater Pool, Lanai, Outdoor Kitchen and oversized 2 Car Garage. Offering over 2500 square feet of luxurious living space, this home is perfect for entertaining and enjoying the ultimate Florida lifestyle. Located in FLOOD ZONE X and just minutes to Downtown Sarasota, this custom-built home boasts all BLOCK construction, a metal roof, maintenance-free aluminum soffits and fascia, Impact Rated Windows, Doors and Sliders, a tankless gas water heater and a professionally designed custom landscaping package. Interior features have been thoughtfully designed and include 12 ft 8-inch ceilings in the Great Room and Kitchen, 8 ft solid core doors and engineered hardwood floors throughout the home. The well-appointed kitchen is sure to please the most discerning chef with custom wood Shaker Cabinets, an oversized island, Quartz countertops, Z-Line Appliances, double oven, an induction range with custom hood and includes a convenient Dry Bar with floating wood-stained shelves and a wine refrigerator. The Primary Suite is a sanctuary and exudes elegance with tray ceilings, a custom design wall featuring detailed trim work and sliding glass doors providing private access to the outdoor pool and patio oasis. Primary Bath delights with a freestanding soaking tub, an oversized shower with rain head, a makeup vanity and Quartz countertops. Entertain with style in the Great Room complete with fireplace, 50-inch oversized chandelier and wall to wall 8 ft pocketing sliding glass doors opening to the Lanai and Saltwater Pool. 3 additional bedrooms, one featuring a decorative custom accent wall perfect for an office/flex room, are all generously sized with built-in closets. The Laundry Room includes a custom tile floor, built-in cabinets, Quartz countertops and a Samsung Smart washer and dryer. Easy access to Downtown, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, Siesta Key and all area beaches makes this Move-In Ready home a must see! Embrace Sarasota living at its finest!
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Christine Mastrilli (813-205-6195)
3919 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$405,00058 Days on yellowkey MLS ID: A4683587
0 Days Off yellowkey (back on 4/10/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1983Monthly Fee: $487 Tax: $5,031 (2024)Community: Glen Oaks Manor Homes Ph 2Spa: NoVilla
Taxes:$5,031
Elementary School: Tuttle Elementary
Remarks: Welcome to Glen Oaks Manor...A boutique enclave of large Courtyard Villas carefully situated inside it's own park designed as a CANOPY TREE NEIGHBORHOOD complete with 2 paths, 3 gazebos, park benches, 2 lakes, a beautiful variety of Canopy trees and plants, and it is a dog friendly community. Mr. Clean lives here! This is an END unit villa affording more windows and letting the Florida sunshine in. Be one with nature in your large 33 x 24 screened courtyard with a Pebble Tech type patio surface to make your own Zen garden AND ADDED BONUS... on the other side of your villa is an atrium with water and electric great for an your orchid garden, fountain, kitty corral, aviary...it is a great space that lets the sun light shine in! This is a split plan with the bedrooms and bathrooms positioned at opposite ends of the home. UPDATES INCLUDE a NEW roof, NEW HVAC, NEW kitchen appliances, NEW washer & dryer, NEW hot water tank, NEW hardware in the kitchen and on all doors, New lighting throughout the villa, NEW ceiling fans, NEW LVF Flooring in the foyer, kitchen, hall and Family room, NEW switches and electric plugs throughout, Hot and cold fresh water lines replaced throughout, NEW gutters, NEW paint inside and in the courtyard, Beautiful NEW Lighted bathroom mirrors with various ambient light settings. Great news for getting insurance...this home has the "3RD NAIL" AND a NEW ROOF and is located in the MOST DESIRABLE "X" flood zone for no flooding! Whether you are looking for a full time home, seasonal home or investor purchase...this is it and it is PRICED RIGHT! Don't wait! Don't Hesitate! It's time to make that move so come on over to see this Gem of a home. Priced to steal at $405,000.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
765 JOHN RINGLING BLVD #23, SARASOTA, FL 34236
$379,00063 Days on yellowkey MLS ID: A4683067
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 816 Built: 1963Monthly Fee: $987 Tax: $4,738 (2025)Community: Sarasota HarborCondo
Taxes:$4,738
Remarks: Beautiful views of Sarasota Bay await you from this 2-bedroom, 1.5-bath, second-floor condo. Newer high impact windows installed 2021. Sarasota Harbor is a maintenance-free, 55+ community. Enjoy watching manatees and dolphins from the condo. This unit has the ultimate waterfront lifestyle that offers a leisurely walking path along the seawall, a fishing pier, swimming pool, community room, and more. Launch your kayak onto Sarasota Bay or take advantage of the available boat docks ($1,200 a year)30ft. maximum length. Perfectly positioned between the world-class destinations of St. Armand’s Circle and downtown Sarasota, you can enjoy the five-minute walk to the boutiques and restaurants that line St. Armand’s Circle or the vibrant arts, culture, shopping, and dining of downtown Sarasota across the iconic Ringling Bridge. ***Boat slips, sidewalks, and carports recently damaged from the hurricanes.
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