Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
300 S PINEAPPLE AVE #302, SARASOTA, FL 34236
$1,495,00043 Days on yellowkey MLS ID: A4691974
REDUCED by $100,000 (6.3%) on 06/15/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2291 Built: 2016 Tax: $19,826 (2025)Community: SansaraSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$19,826
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Boutique downtown living takes on a new level of sophistication at Sansara, an exclusive 10-story building with only 17 private residences in one of Sarasota’s most walkable and vibrant locations. Just moments from Burns Court’s cafés, eclectic boutiques, galleries, and the Sarasota Bayfront, this address offers both convenience and a sense of quiet retreat. Residence 302 captures a peaceful, elevated perspective with views of tropical greenery, the glistening pool, and the city skyline beyond. Encompassing nearly 2,300 SF, the home is thoughtfully designed with expansive walls of glass that invite in abundant natural light, rich hardwood flooring, tailored cabinetry, elevated lighting selections, and automated window treatments. The kitchen serves as a stylish centerpiece, appointed with sleek European cabinetry, quartz countertops, premium Bosch appliances plus wine refrigerator, and a spacious island ideal for gathering. The open-concept living area extends effortlessly to a private terrace; an inviting space to start the day or relax in the evening while overlooking the pool below. A well-designed split floor plan provides both comfort and privacy. The primary suite is a serene escape with terrace access, custom walk-in closet, and a spa-like bath featuring dual vanities and a walk-in shower. Two additional guest suites, one perfectly suited for a home office or den, offer versatility for a variety of lifestyles. Additional highlights include impact-rated windows and 10-foot disappearing sliders, multiple outdoor spaces, custom dry bar for effortless entertaining, generously sized laundry room with storage, customized closets, and secure elevator access. Residents of Sansara enjoy a collection of boutique amenities, including a heated saltwater pool and spa, cabana areas, fire pit lounge, outdoor kitchen and grill, a fitness studio, and secure building access. All designed to complement a relaxed yet refined downtown lifestyle. The residence is offered with the option to be sold partially furnished.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Linda Driggs (941-374-2920)
707 S GULFSTREAM AVE #802, SARASOTA, FL 34236
$899,00092 Days on yellowkey MLS ID: A4686314
REDUCED by $51,000 (5.4%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1419 Built: 1974 Tax: $4,500 (2025)Community: Essex HouseSpa: NoCondo
Taxes:$4,500
Remarks: Experience the best of downtown Sarasota living from this beautifully renovated corner-unit condominium at 707 S. Gulfstream Avenue, ideally positioned near the bayfront, Marina Jack, Bayfront Park, Main Street, Palm Avenue, restaurants, shopping, arts, and everything downtown Sarasota has to offer. Designed for buyers seeking bayfront proximity, and easy lock-and-leave living, this move-in-ready 2-bedroom, 2-bath residence combines modern updates, everyday convenience, and peace of mind. Extensively remodeled with a fresh, sophisticated aesthetic, the condo features hurricane impact windows and doors, an open-concept layout, abundant natural light, and stylish designer finishes throughout. The oversized gourmet kitchen offers quartz countertops, premium appliances, custom cabinetry, and generous space for entertaining. The spacious primary suite includes a beautifully updated spa-inspired en-suite bath, creating a comfortable private retreat. Additional upgrades include brand-new plumbing and electrical systems. The building has also recently upgraded its generator following the 2024 storms, further adding to the value and confidence of ownership. Residents enjoy secure entry, covered parking, a resort-style pool, fitness center, and club room, all in a highly desirable downtown Sarasota location. Whether used as a full-time residence, seasonal retreat, or low-maintenance second home, this renovated Sarasota condo offers an exceptional combination of location, updates, storm protection, amenities, and lock-and-leave convenience just moments from the waterfront.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
2721 HIDDEN LAKE BLVD #C, SARASOTA, FL 34237
$139,00018 Days on yellowkey MLS ID: A4695135
REDUCED by $11,000 (7.3%) on 06/17/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 912 Built: 1974Monthly Fee: $560 Tax: $1,817 (2025)Community: Hidden Lake VillageCondo
Taxes:$1,817
Elementary School: Tuttle Elementary
High School: Booker High
Remarks: You will be pleasantly surprised as you enter this super clean & updated 2nd floor, end unit. The kitchen has been recently update with new cabinets, fixtures & appliances. The bathroom was updated with new vanity and fixtures. Tile floors in the kitchen, bathroom and hall. Newer carpets in bedrooms and living area. This unit has an expansive east-facing balcony, allowing the morning sun to stream in. The complex offers a beautiful swimming pool, tennis courts and much more. Don't miss out...act quickly & become a homeowner & investor.
Listing is courtesy of: MARATHON REALTY GROUP (941-371-4454)
Listing Agent: Rick Treharne (941-371-4454)
4521 KINGSMERE #6, SARASOTA, FL 34235
$339,000Listed 06/17/2026 6:53AM MLS ID: A4697165
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1188 Built: 1986Monthly Fee: $557 Tax: $719 (2025)Community: KingsmereVilla
Taxes:$719
Elementary School: Gocio Elementary
Remarks: Great opportunity at the delightful KINGSMERE community, located inside the paradisiacal Meadows Country Club. Don't miss this 2/2/1 car garage Golf Course/Lake Front VILLA. A peaceful location immerse in the nature and close to everything you need and expect to enjoy the SW Florida Gulf Coast lifestyle at its best. Major improvements during the ownership: Flooring, Guest Bathroom, A/C, Hot Water Heater, Refrigerator, Stove, Microwave, Dishwasher, Washer, Dryer, Reverse Osmosis System. The HOA replaced the roof in 2024, then peace of mind for many years. This Villa also features: Eating Space in the Kitchen, Laundry Room, Secluded Front Porch ideal for grill and outdoor living, Enclosed and Screened Lanai facing the Sarasota Sunset and the Golf Course. The MEADOWS COUNTRY CLUB has a very active Community Center offering miles and miles of Trails in the Preserve Nature with about 80 fishing Lakes, a Playground Area, Pickleball Courts and a Dog Park. Also available different optional Country Club Memberships for joining the 3 Golf Courses, the Tennis Club, the new Jr. Olympic Swimming Pool, the new Fitness and Recreational Center. The MEADOWS COUNTRY CLUB is also adjacent to the Nathan Benderson Park, a FREE lovely and safe place, ideal for walking, skating, running, bicycling, fishing, rowing and many more fun activities. The UTC SHOPPING MALL, the Interstate I-75, the NEW MOTE MARINE AQUARIUM, several Grocery Stores, a lot of great Restaurants, the Sarasota Downtown and our Nationwide famous beautiful Beaches are at a convenient driving distance. Book your showing today!
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Massimiliano Marra (941-284-8891)
1005 GREYSTONE LN, SARASOTA, FL 34232
$548,000Listed 06/16/2026 7:59PM MLS ID: A4697312
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 1988Monthly Fee: $75 Tax: $2,361 (2025)Community: GreystoneSingle Family
Taxes:$2,361
Remarks: 1005 Greystone Lane in Sarasota, A completely remodeled pool home that perfectly combines modern updates with timeless architectural character. Featuring a newer roof and newer A/C with warranty, this move-in-ready residence offers both style and peace of mind. As you enter the home, you're greeted by soaring 13-foot ceilings in the main living area, creating an impressive sense of space and openness. The thoughtfully designed open-concept floor plan is ideal for entertaining, seamlessly connecting the living, dining, and kitchen areas. One of the home's most distinctive features is the abundance of natural light streaming through the beautiful half-dome transom windows above, adding warmth, charm, and character that many newer homes simply don't offer. These architectural details create a bright and inviting atmosphere throughout the home. The spacious primary suite serves as a private retreat, featuring French doors that open directly to the pool patio, allowing for seamless indoor-outdoor living. The home's convenient pool bath provides easy access from the outdoor entertaining area, making pool days and gatherings effortless for family and guests alike. Step outside to your own backyard oasis with a sparkling swimming pool and covered patio space, perfect for relaxing, entertaining, and enjoying Sarasota's year-round sunshine. Located within a quaint and well-maintained community of just 21 homes, residents enjoy the benefits of a small neighborhood atmosphere along with low HOA fees. Ideally situated near I-75, University Town Center (UTC), Nathan Benderson Park, Mote SEA Aquarium, premier shopping and dining, playgrounds, golf courses, baseball fields, soccer fields, and numerous recreational amenities. Sarasota's renowned Gulf Coast beaches, including Siesta Key Beach, are only a short drive away. This beautifully remodeled home offers the rare combination of modern upgrades, architectural character, resort-style outdoor living, and an exceptional Sarasota location.
Listing is courtesy of: THE SHORELINE FL REALTY LLC (941-544-1133)
Listing Agent: Eleanor Pojer (941-441-8210)
2820 MARRAKESH LN, SARASOTA, FL 34234
$464,9901 Day on yellowkey MLS ID: TB8519403
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 2026Monthly Fee: $115 Tax: $4,207 (2025)Community: GracewaterVilla
Taxes:$4,207
Elementary School: Emma E. Booker Elementary
Remarks: Under Construction. Welcome to The Bishop, a luxury villa in the gated community of Gracewater, where timeless design meets picturesque water and amenity center views. This thoughtfully designed home features 2 bedrooms, a spacious flex room, and an open-concept layout that perfectly balances comfort, functionality, and style. From the moment you step inside, you'll be captivated by the abundance of natural light streaming through the many windows that grace the entry, dining room, and family room, creating a bright and inviting atmosphere throughout. The spacious flex room offers endless possibilities as a home office, hobby space, media room, or guest retreat. At the heart of the home, the designer kitchen serves as a beautiful gathering place where favorite recipes are shared, conversations linger, and everyday moments become cherished memories. Overlooking the dining and family rooms, this elegant space is ideal for both entertaining and everyday living. A stunning wall of sliding glass doors opens to the extended lanai, seamlessly blending indoor and outdoor living. Here, tranquil water views and views of the beautifully appointed amenity center create the perfect backdrop for morning coffee, evening relaxation, or entertaining guests. Come home to The Bishop—where every detail is designed for comfort, togetherness, and the simple joy of living well.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
430 KUMQUAT CT #510, SARASOTA, FL 34236
$1,895,0001185 Days on yellowkey MLS ID: A4564386
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 1745 Built: 2023Monthly Fee: $1,047 Tax: $15,950 (2022)Community: Villa BalladaCondo
Taxes:$15,950
Elementary School: Alta Vista Elementary
Tax Year: 2022
Remarks: NEWLY COMPLETED NEW CONSTRUCTION - FAMILIES ARE LIVING THE GOOD LIFE IN Villa Ballada - the third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants + Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group - Zahrada and Zahrada 2, just a half block away. 22 residences and two retail units presenting unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel, and desirable to many with a lifestyle all on one level. Wide open foyer, spacious designer kitchens with breakfast bar and welcoming dining and living rooms are the main features in all 21 designs. Enjoy contemporary living in this #510 penthouse condominium with three bedrooms and three-and-a-half baths, AND west facing huge terrace overlooking courtyard pool. Additionally, the beautiful swimming pool/courtyard will cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound. But in the end, the architecture, the location where you can experience a myriad of Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theater, Sarasota Opera House, Westcoast Black Theatre and the farmers market, Whole Foods close by, the John Ringling Bridge, Marina Jack and the Sarasota waterfront. New construction techniques, premium finishes and craftsmanship rule the day. You must come experience Villa Ballada as you won't be disappointed. Remember, we are only four blocks away from our incredible new “the Bay Sarasota” 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condo is available from $915,000 to $1,995,000 with two-, three- and four-bedroom designs. Low HOA fee includes insurance, management fees, building maintenance, manager, annual exterior window cleaning, water, sewer, trash and exterior pest control. Reserve your private tour to experience Rosemary District's latest contemporary walkable lifestyle!
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
430 KUMQUAT CT #406, SARASOTA, FL 34236
$2,263,000476 Days on yellowkey MLS ID: A4640326
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2321 Built: 2026Monthly Fee: $1,343 Tax: $22,600 (2024)Community: Villa BalladaCondo
Taxes:$22,600
Tax Year: 2024
Remarks: NOW MOVE-IN READY AND FINISHED NEW CONSTRUCTION - FAMILIES ARE LIVING THE GOOD LIFE AT VILLA BALLADA, located in Sarasota’s eclectic Rosemary District. Designed by award-winning architects Halflants + Pichette, Villa Ballada is the third project in an acclaimed series (after Zahrada and Zahrada 2). Residence Details: 22 condominium residences with single-level living, 21 unique floor plans to choose from. Two-, three-, and four-bedroom designs available. Pricing from $1,030,600 to $2,263,000. Residence #406 features 4 bedrooms, 3.5 bathrooms, a west-facing covered sunset terrace off the living room, a wide-open foyer, a designer kitchen with a breakfast bar, and spacious dining and living rooms. Interior Features: Contemporary architectural design, premium finishes, and new construction techniques, with high ceilings and open-concept layouts, as well as sunset terraces on select units. Community Amenities: Beautiful swimming pool and landscaped courtyard, secure lobby with controlled access, parking garage with assigned spaces, optional EV charging stations available, and optional luxury parking lift for additional parking space. Lifestyle & Location Highlights: Located in Sarasota’s walkable Rosemary District, 2 to 3 blocks to downtown shops, restaurants, art galleries, and cultural venues. Close to Florida Studio Theatre, Sarasota Opera House, and Westcoast Black Theatre Troupe. Near Whole Foods Market and the vibrant downtown farmers market. Just four blocks from the new 53-acre Bay Sarasota waterfront park, with easy access to the John Ringling Causeway, Marina Jack, and Sarasota’s bayfront. HOA Details: Low monthly HOA fee includes insurance, management fees, building maintenance, manager services, annual exterior window cleaning, water, sewer, trash, and exterior pest control. Reserve your private tour at our building TODAY to see units.
430 KUMQUAT CT #212, SARASOTA, FL 34236
$1,150,00019 Days on yellowkey MLS ID: A4695129
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1176 Built: 2026Monthly Fee: $684 Tax: $11,188 (2025)Community: Villa BalladaCondo
Taxes:$11,188
Remarks: Now completed! Families are living the good life in Villa Ballada. The third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants & Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group, Zahrada and Zahrada 2, just a half block away. Twenty-two residences and two retail units presenting an unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel and desirable for many with lifestyle all on one level. This spacious residence overlooks the pool with your own private terrace. Wide open foyer, spacious designer kitchens with breakfast bar and welcoming dining and living rooms are key features in all 21 designs. A delightful swimming pool and courtyard cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound. But in the end, the location where you can experience Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theatre, Sarasota Opera House, Westcoast Black Theatre Troupe and the farmer’s market. There’s also Whole Foods close by, the John Ringling Causeway, Marina Jack and the Sarasota waterfront. The new construction techniques, premium finishes and craftsmanship rule the day. Experience Villa Ballada, as you won't be disappointed. Remember, we are only four blocks from our incredible new The Bay Sarasota 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condominium is available from $990,000 to $1,995,000 with two-, three- and four-bedroom designs. See you soon. Low HOA fee includes insurance, management fees, building maintenance, a manager, exterior window cleaning once per year, water, sewer, trash and exterior pest control.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
1937 GOLD AVE, SARASOTA, FL 34235
$374,900121 Days on yellowkey MLS ID: N6142964
0 Days Off yellowkey (back on 4/24/2026)
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: Under contract-accepting backup offers. ****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 is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Vicky Imbriaco (941-586-7448)
4807 VILLAGE GARDENS DR #104, SARASOTA, FL 34234
$190,0005 Days on yellowkey MLS ID: A4696709
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1074 Built: 1981Monthly Fee: $530 Tax: $2,718 (2025)Community: Village Gardens Ph 2Spa: NoVilla
Taxes:$2,718
Remarks: FURNISHED 2 BEDROOMS AND 2 BATHROOMS VILLA WITH TILE FLOORING. VILLAGE GARDENS, A HIDDEN GEM IN SARASOTA. OPEN FLOOR-PLAN SITUATED ON A TRANQUIL CUL-DE-SAC. The HUGE lanai is glassed with views of the lush tropical landscape. Vaulted ceiling in the living-dining room with clerestory window for more light. Main bathroom has walk-in shower and granite counter. The guest bathroom has tub shower as well as granite counter. A/C is from 2024 and gas water heater is from 2021. The amenities in Village Gardens are manager, tennis and shuffleboard courts, clubhouse with fully equipped kitchen, heated pool, ramada, guest parking spaces. The grounds are well maintained and cared for by the HOA. There is a healthy social calendar. Village Garden is located just under 5 miles from downtown. Easy access to I-75 and UTC mall. St. Armand's Circle and Lido beach are about 15 minutes drive. Take advantage of the cultural and culinary venues in Sarasota and Bradenton. Book your showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Diana Goldner (941-806-8405)
201 S SHADE AVE, SARASOTA, FL 34237
$1,634,00097 Days on yellowkey MLS ID: TB8484159
REDUCED by $15,000 (0.9%) on 06/06/2026
Bed: 4 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, 4 Bedroom, 3 Bath 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 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)
5313 SAN JUAN DR, SARASOTA, FL 34235
$295,000133 Days on yellowkey MLS ID: N6142648
1 Days Off yellowkey (back on 6/16/2026)
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 1258 Built: 1972 Tax: $3,039 (2025)Community: De Soto LakesSpa: NoSingle Family
Taxes:$3,039
Remarks: Custom Built -Great starter home with Water Views in DeSota Lakes community located in highly desirable Sarasota FL. Expansive water views from Living Room - Kitchen- Dining and both bedrooms. Sliding glass doors lead out to the covered patio with a large backyard. Wood burning fireplace will take the nip out of the air on that rare occasion. Plenty of parking for your boat/RV. This home has a lot of potential to make your very own. NO HOA or CDD fees here.
Listing Agent: Tammy Kitt (941-284-7274)
1817 6 TH ST, SARASOTA, FL 34236
$999,99926 Days on yellowkey MLS ID: A4694609
0 Days Off yellowkey (back on 6/16/2026)
REDUCED by $95,001 (8.7%) on 06/12/2026
Bed: 8 Bath: 3.0 Liv Area Sq Ft: 2211 Built: 1932 Tax: $12,519 (2025)Community: Gillespie Park SubSpa: NoSingle Family
Taxes:$12,519
Remarks: Under contract-accepting backup offers. Build your downtown Sarasota legacy on one of the largest and most strategically positioned parcels to come to market in Gillespie Park in years. This rare ±19,400 SF double lot (100' x 194') sits in the heart of one of Sarasota's most actively transforming neighborhoods, offering a blank canvas for contractors, custom builders, developers, and end users ready to capitalize on the city's most compelling infill corridor. DTN (Downtown Neighborhood) zoning allows for this ±0.45-acre site the potential to support approximately 5 residential units, a luxury single-family estate, a multi-generational compound, or a boutique townhome project (buyer to verify all uses with the City of Sarasota). The two combined lots create a 100-foot-wide buildable footprint that is extraordinarily rare at this proximity to downtown. Located in Flood Zone X, the property carries no mandatory flood insurance requirement and faces none of the elevation and construction cost burdens that affect so much of coastal Sarasota — a significant competitive advantage for any development pro forma. The site is clean and ready for permitting. Gillespie Park is not an emerging neighborhood — it has arrived. Adjacent to the Rosemary District (Sarasota's most walkable neighborhood with a Walk Score of 88), the area is surrounded by completed and ongoing new construction. Residents walk to Main Street dining, the Sarasota Farmers Market, Whole Foods, Sprouts, Regal Cinema, the Van Wezel Performing Arts Hall, and The Bay — Sarasota's transformative 53-acre waterfront park. Siesta Key Beach is approximately 20 minutes away. Opportunities to acquire nearly half an acre with this zoning flexibility, this location, and this lot dimension do not come along often. Whether you are a developer looking for your next high-margin project or a buyer ready to build a custom urban oasis, this is the site.
Listing Agent: Vincent Lamaida (941-416-5654)
411 BURNS COURT, SARASOTA, FL 34236
$1,075,00026 Days on yellowkey MLS ID: A4694679
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1345 Built: 1926 Tax: $4,644 (2025)Community: Burns Court Sub OfSingle Family
Taxes:$4,644
Remarks: Under contract-accepting backup offers. 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.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Erin Difazio (941-870-8060)
5627 ASHTON WAY #5627, SARASOTA, FL 34231
$339,00070 Days on yellowkey MLS ID: A4688691
REDUCED by $10,000 (2.9%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1995Monthly Fee: $315 Tax: $2,457 (2025)Community: Ashton Lakes 09Condo
Taxes:$2,457
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Location! Location! Location! Only 3.5 miles to the world-famous sugary sands of Siesta Key Beach. Experience the unique fine quartz sand from the Appalachian Mountains. A tastefully decorated, elegant turnkey furnished 2-bedroom 2 bath, a screened lanai with lake view could be yours. Unit is on the 2nd floor of a 3-story building with a newly furbished elevator access or stairs. Updated kitchen and bathrooms. In 2018 newly installed hurricane impact windows, & lanai sliding doors, for a worry-free hurricane season! Unit is bright, airy and welcoming. Kitchen walls opened, making it bright and cheerful. Updated bathrooms. Relax on the lanai and let our wildlife entertain you. Ashton Lakes Community is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts and 4 pickleball courts, 2 heated pools, large pool with lap lane, shuffleboard, clubhouse, grilling stations and other amenities. Close to I-75, rte.41, shopping, restaurants, hospitals, and schools. Our complex is also connected to Merchants Mart shopping center by a foot bridge. Shops include CVS, restaurants, ACE hardware, liquor store, Dollar store, beauty salon and the famous Detwiller's Farm Market. It's all there for your shopping convenience. Come, make this slice of heaven your paradise in the sun. Disclosures, updates and improvements attached. Roof 2014. Air handler 2021.We welcome you with open arms to this well-kept secret... Items that do not convey are some framed artworks [ seller's creation] some objects d'art, and a swivel accent chair. This unit has almost everything you need from corkscrew to garlic press...just move -in with your suitcase of beach wear, casual wear and plenty of suntan lotion...
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
701 TYLER DR, SARASOTA, FL 34236
$5,795,000168 Days on yellowkey MLS ID: A4676329
REDUCED by $200,000 (3.3%) on 05/15/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3832 Built: 1977 Tax: $26,279 (2025)Community: Lido Beach Div BSpa: NoSingle Family
Taxes:$26,279
Remarks: An Exquisite Bayfront Residence on Prestigious Lido Key, Sarasota. This meticulously reimagined two-story bayfront masterpiece embodies the pinnacle of sophisticated coastal living. Offering 3,832 square feet of thoughtfully designed interior space which was fully renovated in 2017, including impact-resistant doors and windows and a new roof. The residence features 4 ensuite bedrooms, a state-of-the-art 2025 gourmet kitchen, designed for discerning entertainers, showcases premium appliances, custom cabinetry, and an expansive island that serves as the heart of the open-plan living areas. The new elegant flooring unifies the bright, voluminous interiors. The second story includes a spacious home office with views over the pool to the bay. Beyond the interiors lies a private waterfront sanctuary: a heated saltwater pool overlooks an expansive floating dock, ideally suited for vessels of varying sizes, kayaks, or paddleboards. Unobstructed sailboat access invites effortless exploration of the bay and beyond. Additional conveniences include a spacious two-car garage, proximity to downtown Sarasota's vibrant cultural scene, a 15-minute drive to Sarasota-Bradenton International Airport. Close by is the pristine sands of Lido Beach with the most spectacular sunsets and moments away is St. Armands Circle's dining and shopping. Framed by the preserved mangroves of Otter Key, the sheltered waters host an abundance of marine life, dolphins, manatees, and graceful wading birds frequently enchant residents with their presence. This extraordinary property represents a rare harmony of tranquil waterfront serenity, impeccable modern enhancements, and unparalleled proximity to Sarasota's finest amenities—an enduring legacy of refined coastal elegance. Independently certified appraisal on 03/05/2026 by Birkholz Appraisal Group: Value by sales comparison approach $5.9M and Value by cost approach $6.2M
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Mark J Baron, Llc (941-241-7633)
1300 BENJAMIN FRANKLIN DR #301, SARASOTA, FL 34236
$2,400,00013 Days on yellowkey MLS ID: A4695838
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2019 Built: 2005 Tax: $18,628 (2026)Community: The Beach ResidencesSpa: YesCondo
Taxes:$18,628
Tax Year: 2026
Remarks: One or more photo(s) has been virtually staged. Live where others wish to vacation... Steps from the quartz sandy shores of Lido Key sits The Beach Residences Sarasota. This luxury Gulf-front and sun-kissed haven is where opulence is complimented by exclusivity. Managed by the famed Ritz-Carlton, this contemporary high-rise is where legendary service meets an incomparable array of upscale amenities and resort-style leisure. Nestled on the coveted Sarasota Bay barrier island of Lido Key, this expansive residence features a thoughtful 2-bedroom 2.5-bath layout that blends an open-concept plan with a split-bedroom design for optimal privacy. A welcoming foyer frames the turquoise Gulf waters and lush emerald green tropical landscaping as you step inside. Perched on the 3rd floor, soaring 10-foot ceilings and floor-to-ceiling walls of glass flood the residence with natural light. The great room and dining area flow seamlessly to a private terrace that spans the full width of the residence. With views from a generous 400+ square-foot outdoor space, you can enjoy alfresco dining and cool Gulf breezes. This residence is ideal for entertaining, with a layout tailored for gatherings or intimate evenings with friends and family. The chef’s kitchen overlooks an inviting living area and features granite countertops, a substantial breakfast bar, solid-wood cabinetry, gas cooktop, built-in appliances, and a Sub-Zero refrigerator. Both bedrooms open directly to an expansive terrace for stunning westerly views and award-winning daily sunsets. The gracious primary suite serves as a serene retreat, featuring a spa-inspired bath and jetted tub, large walk-in shower, dual vanities, and a spacious walk-in closet. Additional conveniences include a laundry room with sink, deeded garage parking space, separate air-conditioned storage room, and 2 guest suites available for visitors. The Beach Residences are renowned for exceptional service and offer premier private-event spaces, including a social room with bar, boardroom, billiards or ping-pong room. Enjoy self-care in the private fitness center or indulge in fresh popcorn in the theatre or cappuccino at the coffee bar. Treat yourself with the massage room, yoga room, sauna, and beautiful outdoor pool and spa. Play with your furry friends in a private dog-run in this pet-friendly building with no weight limit! Grill a fresh catch near the fire pit where massive grilling stations complement the resort-style ambiance. Residents enjoy: a 24-hour manned entry gate house, full-time concierge, 24-hour front desk security, onsite Ritz-Carlton Manager, a shuttle bus to St. Armands Circle or to the Ritz-Carlton Hotel in the city. Also, minutes away lie Sarasota’s pillow-soft beaches, while St. Armands Circle has upscale dining, shopping, and entertainment. The downtown arts and cultural scene is within easy reach, providing countless recreational options. As the sole single-level residence of its configuration currently available in The Beach Residences, this true 2-bedroom unit with 2 full baths plus a powder room represents a rare and exceptional opportunity. Schedule a private tour to see how this grand lifestyle can become your reality. Membership is available to the Ritz-Carlton Members Club immediately upon closing.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
1150 52ND ST, SARASOTA, FL 34234
$355,00056 Days on yellowkey MLS ID: O6400956
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1136 Built: 1959 Tax: $3,097 (2025)Community: Armstrong Acres Surv Lt 1 RSingle Family
Taxes:$3,097
Remarks: Experience the quintessential Florida lifestyle in this charming coastal retreat located in the desirable Desoto Lakes community. This beautifully maintained residence captures the essence of Sarasota living with a bright, open interior that seamlessly blends comfort and style. The heart of the home features a spacious living area that flows effortlessly into a functional kitchen, perfect for both casual morning coffee and evening entertaining. The split floor plan ensures maximum privacy, highlighted by a serene primary suite and well-appointed guest bedrooms. Step through the sliding glass doors to discover your private outdoor oasis—a generous, fenced-in backyard that offers the ideal canvas for a lush tropical garden, a future pool, or weekend gatherings under the Florida sun. Notable features include a durable exterior, an attached garage for convenient storage, and a prime location that places you just minutes from the world-class shopping and dining at University Town Center. With easy access to the pristine sands of Siesta Key and Lido Beach, as well as the vibrant arts scene of downtown Sarasota, this home offers an incredible opportunity to own a piece of paradise.
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (904-447-8922)
3037 WILLOW GREEN DR #12, SARASOTA, FL 34235
$285,00037 Days on yellowkey MLS ID: A4693217
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1221 Built: 1980 Tax: $3,256 (2025)Community: Willow GreenCondo
Taxes:$3,256
Remarks: Welcome to Paradise! Welcome to The Meadows. You've Got to See This Beautiful 2nd Floor Two Bed-2 Bath Condo with Fantastic Green Belt-Pond Views and a Great Natural Setting That's Both Light and Bright! Home Features Include: Great Southern Exposure, Soaring Ceilings, a Cozy Fireplace, Three Balconies, Waterproof Luxury Vinyl Plank Flooring with Extra Cork Underlayment Throughout this One-Of-A Kind Home. Five Inch Baseboards-Tongue & Groove Ceilings- Kitchen has White Shaker Cabinets, Luna Pearl Granite Countertops, and Stainless Steel Appliances. Stone-Tile-Roman Showers. You'll Love this Neighborhood Too... Steps to Your New Community Pool! Walking Distance to The Meadows Shopping Center---Gather for Coffee and Deserts--or a Few Cold Beverages---even a Great New Restaurant. Tree-lined Streets---Great Walking Trails- Play Golf---Pickleball--Tennis---Have a Great Workout at the Fitness Center----and there's More.....Walk to Benderson Park for More Trails Even Learn About Skulling and Try it For Yourself! But Wait-There's More.....25 minutes to Siesta Key and Lido Key Beach. Gotta See This One!
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: George Lange (813-658-2121)
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