Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
509 GOLDEN GATE PT #4, SARASOTA, FL 34236
$2,695,000220 Days on yellowkey MLS ID: A4671195
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2439 Built: 2024 Tax: $5,321 (2024)Community: En PointeSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,321
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Brand-new, custom-built, and move-in ready, this full-floor condominium residence at En Pointe offers a rare blend of privacy, design, and elevated coastal living on Golden Gate Point. Set within a limited four-residence boutique condominium between the Ringling Bridge and downtown Sarasota, it delivers all the qualities of custom-home living with the ease and convenience of a lock-and-leave lifestyle. The residence captures views of Sarasota Bay, the marina, the downtown skyline, and the Ringling Bridge. Inside, the residence offers 2,439 square feet with 3 bedrooms and 3.5 bathrooms, plus two private covered terraces of approximately 350 square feet each—adding 700 square feet of exceptional outdoor living space. Designed as true extensions of the residence, the terraces easily accommodate open-air dining, a grill, and a generous lounge setting with TV hookup, creating an effortless indoor-outdoor lifestyle. Conceived in a neo-modern style by Echt Architects, the residence pairs refined craftsmanship with clean architectural lines and exceptional livability. A secured elevator opens directly into your private foyer, where walls of glass, expansive living spaces, and a chef-inspired kitchen create a residence that feels both sophisticated and welcoming. Spend evenings on the west terrace beneath the glow of the sunset, and begin the day on the east terrace with morning light over the marina—an elegant daily rhythm that feels distinctly Sarasota. The primary suite is spacious and serene, featuring a large walk-in closet, dual vanities, a soaking tub, an oversized shower, and direct access to the sunset terrace. Two additional en-suite bedrooms provide comfort and privacy for guests. Amenities at En Pointe include a heated saltwater pool, elevated decks for lounging and dining, two covered parking spaces, an EV charger, and ground-level bike storage. Just minutes to Main Street, St. Armands Circle, and Lido Beach, this is an exceptional opportunity to own a brand-new architectural condominium residence in one of downtown Sarasota’s most desirable settings.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Brittany Perrone (941-685-1598)
4346 BRECKENRIDGE WAY #5, SARASOTA, FL 34235
$488,888161 Days on yellowkey MLS ID: TB8459992
REDUCED by $4,512 (0.9%) on 05/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2022 Built: 1997Monthly Fee: $278 Tax: $3,956 (2025)Community: Beekman Estates Sec 2Single Family
Taxes:$3,956
Elementary School: Gocio Elementary
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. Welcome to 4346 Breckenridge Way — where space, upgrades, and resort-style living come together in one exceptional home! Rarely available in this community, this true 4-bedroom residence offers the flexibility today’s buyers are searching for—perfect for guests, a home office, hobby space, or multi-generational living. NEW Roof 2025. Step inside to a thoughtfully designed open-concept floor plan featuring luxury vinyl flooring throughout the main living areas, combining modern style with durability and easy maintenance. The spacious living and dining areas flow seamlessly into the kitchen, creating an ideal space for both everyday living and entertaining. The kitchen is a standout, equipped with new appliances and a gas stove—a highly sought-after feature for those who love to cook—along with ample cabinetry and prep space. The split-bedroom layout provides privacy and functionality, with a generously sized primary suite offering a relaxing retreat, while the additional bedrooms has versatility for family and guests. Step outside and enjoy your private outdoor space, with room to personalize—fence installation is permitted, and the expanded driveway adds extra convenience for parking and guests. Located within a gated community, this home has incredible value with HOA inclusions such as lawn care, DIRECTV cable, and Frontier high-speed internet—providing both ease and cost savings for homeowners. Residents enjoy access to resort-style amenities, including a community pool and pickleball courts, making it easy to stay active, social, and connected. Perfectly situated just minutes from University Park, you’ll love the proximity to premier shopping, dining, and everyday conveniences while enjoying the peace of a well-maintained neighborhood. Move-in ready, upgraded, and offering a rare 4-bedroom layout in a gated, amenity-rich community—this is the one buyers have been waiting for. Schedule your private showing today!
Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)
Listing Agent: Adam Rivero (941-348-8394)
1703 N TAMIAMI TRL #B504, SARASOTA, FL 34234
$439,00045 Days on yellowkey MLS ID: A4691547
1 Days Off yellowkey (back on 6/7/2026)
REDUCED by $11,000 (2.4%) on 05/30/2026
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 858 Built: 2022 Tax: $6,067 (2025)Community: The Strand SarasotaSpa: YesCondo
Taxes:$6,067
Remarks: Under contract-accepting backup offers. Modern 2022 penthouse condo at The Strand on Whitaker Bayou, just 1.5 miles from downtown Sarasota and one block to Sarasota Bay. Assigned boat slip #31 with 13,000-lb lift available separately for $150,000. This light-filled top-floor residence features an open-concept great room, hurricane-rated 4-panel sliding glass doors, upgraded tile and designer finishes throughout, glossy modern cabinetry, quartz countertops, oversized island, custom bathroom vanities, walk-in shower, walk-in closet, 9-foot ceilings, and a versatile den/office with stylish barn doors currently used as a second bedroom. Spacious laundry room with full-size washer/dryer and extra storage. Resort-style amenities include a heated pool/spa, fitness center, kayak and paddleboard launch, dog park, fire pit, gas grills, EV charging stations, onsite management, and gated access. Investor-friendly rental policy allows 8-day minimum rentals up to 52 times per year. Ideally located near downtown Sarasota, The Bay Park, waterfront parks, dining, shopping, SRQ Airport, Lido Beach, and Siesta Key. The Strand buildings sustained no damage from the 2024 hurricanes.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
3061 QUAIL HOLW ## 35, SARASOTA, FL 34235
$219,00059 Days on yellowkey MLS ID: A4690473
REDUCED by $6,000 (2.7%) on 04/28/2026
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)
1221 N PALM AVE #106/107, SARASOTA, FL 34236
$800,000122 Days on yellowkey MLS ID: A4682388
REDUCED by $50,000 (5.9%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1593 Built: 1924 Tax: $3,860 (2025)Community: Frances CarltonCondo
Taxes:$3,860
Elementary School: Alta Vista Elementary
Remarks: One or more photo(s) has been virtually staged. Tucked inside the historic 1924 Frances Carlton on Palm Avenue, this fully reimagined residence offers something rarely found in downtown Sarasota, the character of a vintage building paired with the comfort of a completely rebuilt interior. Created by combining two residences, the home spans almost 1,600 square feet and lives more like a private apartment than a typical condominium. High ceilings, original arched windows, and defined rooms preserve the architectural charm, while a comprehensive renovation brings the home entirely into the present. You enter directly into a generous, open kitchen, an unexpected feature in a building of this era, designed for daily living and gathering rather than passing through. Custom cabinetry, stone surfaces, Café appliances, and thoughtful lighting create a space that is both refined and welcoming. Plantation shutters throughout soften the natural light while maintaining privacy. The living areas flow naturally toward the sunroom overlooking Palm Avenue, where warm southwest afternoon light fills the space. At the opposite end of the home, the primary suite offers a different experience entirely. Positioned at the rear of the residence, it extends into a second enclosed sunroom overlooking a small garden courtyard. Accessible through the bedroom, this space becomes a quiet retreat, ideal for morning coffee, reading, or a peaceful workspace. The renovation extends well beyond cosmetics. Flooring, kitchen, baths, electrical, plumbing, lighting, and finishes have all been rebuilt, complemented by two new air-conditioning systems and a tankless water heater. The result preserves the building’s architectural soul while providing the reliability of a much newer home. The residence includes in-unit laundry, two assigned secured parking spaces, and access to the community pool within an intimate building of twenty residences. From here, downtown Sarasota is part of everyday life. Florida Studio Theatre, Sarasota Opera, restaurants, cafés, and evening drinks are just one or two blocks away, with the Bayfront and marina a short walk beyond. For those seeking amenities and high-rise living, downtown offers many options. For those seeking charm, history, walkability, and a home that feels genuinely unique, opportunities like this are very rare.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Justyna Michalowska (941-567-7300)
5124 HARPERS CROFT #7, SARASOTA, FL 34235
$238,000146 Days on yellowkey MLS ID: A4679022
REDUCED by $7,000 (2.9%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1024 Built: 1981 Tax: $2,613 (2025)Community: Harpers CroftCondo
Taxes:$2,613
Remarks: Introducing a beautiful, furnished, two-bedroom, two bath, ground floor condominium unit in the Harpers Croft condominium community, located within the larger community of The Meadows, in north Sarasota, Florida. It is move-in ready, with everything you need but your clothes! Looking out your back lanai sliders, you can watch golfers enjoying the well-maintained golf course. Included on site within steps of your front door, is a beautiful swimming pool with restrooms, tables, umbrellas, and lounge chairs. The Meadows offers 14 miles of walking and biking trails, and for a minimal fee, residents may use the golf course, up-to-date fitness center, a junior Olympic swimming pool, Tennis courts, Pickleball courts, a playground, a dog park for large and small dogs, and much more. One of the three golf courses is open currently to residents, with plans to open the others in discussions. This highly desirable community is conveniently located between Sarasota stunning beaches, the beautiful downtown area, the up-scale St Armands Shopping Circle, and I-75. It is also adjacent to the popular University Towne Center shopping corridor, featuring numerous restaurants, specialty shops, the UTC Mall, as well as the newly built Mote Marine Museum. It offers the perfect combination of a relaxed, but active, Florida lifestyle that you have always dreamed of! Schedule a viewing today!
Listing is courtesy of: BARRETT REALTY, INC (941-745-9999)
Listing Agent: Janine Poppa (941-929-5643)
1516 OAK ST, SARASOTA, FL 34236
$1,775,000129 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
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)
1350 MAIN ST #707, SARASOTA, FL 34236
$699,00014 Days on yellowkey MLS ID: A4695236
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1165 Built: 2007Monthly Fee: $1,188 Tax: $5,588 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,588
Remarks: One or more photo(s) has been virtually staged. Step into your dream downtown sanctuary at 1350 Main — freshly updated and ready for your personal style. Beautifully refreshed with brand-new large-format tile flooring and crisp, modern paint throughout, this 7th-floor residence is offered unfurnished — giving you a clean, move-in-ready canvas to make it uniquely yours. Every surface has been thoughtfully prepared, so you can skip the renovation timeline and walk in ready to design your dream downtown retreat from day one. Location, location, location. Positioned in the absolute heart of downtown Sarasota, 1350 Main puts you steps from the city's best galleries, boutique shopping, award-winning restaurants, and the legendary theatre district. Marina Jack is just around the corner, Lido Beach and the iconic St. Armands Circle are a quick drive over the bridge, and Sarasota Bayfront Park is literally one block away. This is the address that turns "going out" into "stepping out." The view is the showstopper. From your private balcony and main living areas, enjoy serene, elevated views of the resort-style pool deck and courtyard below — a tranquil oasis that's the perfect contrast to the energy of the city just beyond your door. Imagine your morning coffee with the sunrise, or sunset cocktails watching the pool deck come alive. Inside, every detail elevates daily living. The thoughtful open floor plan features two spacious bedrooms and two full baths. The guest bedroom offers ample room. The primary suite is a true retreat with a generous custom-designed walk-in closet and a spa-inspired bathroom featuring dual sinks, a walk-in shower, and a relaxing garden tub. Tray ceilings, elegant crown molding, and the fresh large-format tile create a expansive yet welcoming atmosphere. The kitchen is appointed with stainless steel appliances, granite countertops, abundant storage, and a layout that works equally well for quick weeknight meals or entertaining friends after a night downtown. Bring your designer and your style — the heavy lifting is done. With fresh tile, fresh paint, and a clean palette throughout, this residence is ready to receive your furnishings, artwork, and personal touches without delay. Resort-style amenities at your doorstep. 1350 Main delivers the full luxury high-rise experience: 24-hour concierge service, a beautifully appointed club room, catering kitchen, fully equipped fitness center, library, conference room, heated pool and spa, outdoor kitchen, and cabana. Add secured under-building parking and a true lock-and-leave lifestyle whether you're here year-round or escaping the snowbird season. The bottom line: Freshly updated. Unfurnished and move-in ready. Unbeatable downtown location. Tranquil pool views. Resort amenities. This is downtown Sarasota living done right.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Timothy Guerrette (239-249-9423)
3170 EDEN MILLS DR, SARASOTA, FL 34237
$369,50029 Days on yellowkey MLS ID: A4693888
5 Days Off yellowkey (back on 6/6/2026)
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1255 Built: 1963 Tax: $1,964 (2025)Community: Lake RidgeSingle Family
Taxes:$1,964
Elementary School: Tuttle Elementary
Remarks: Under contract-accepting backup offers. Charming block home in Sarasota featuring 3 bedrooms and 1.5 bathrooms with a 1-car garage and numerous recent updates throughout. This well-maintained property offers ceramic tile throughout the main living areas and new luxury vinyl plank flooring in the bedrooms. The kitchen has been refreshed with a new stainless steel sink and faucet, along with updated appliances including a washer, dryer, microwave, range, and new dishwasher. The primary bathroom has been updated with a refreshed bathtub and tile work. Additional interior features include new blinds, and a few brand new window panels installed. Major system upgrades provide peace of mind, including a 2026 new roof with warranty, 2026 new electrical panel with warranty, new AC system with new coil and compressor, and a new UV light system with a 10-year warranty. The water heater was replaced in November 2018, and the home retains original copper/PVC plumbing in mint condition. Outside, enjoy the fully fenced in private pool area and an outdoor shed for additional storage. Conveniently located in Sarasota, this solid block construction home combines comfort, functionality, and valuable recent improvements.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Rachel Metcalfe (941-587-5975)
2849 MARRAKESH LN, SARASOTA, FL 34234
$449,99010 Days on yellowkey MLS ID: TB8516261
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 2026Monthly Fee: $115 Tax: $3,631 (2025)Community: GracewaterVilla
Taxes:$3,631
Elementary School: Emma E. Booker Elementary
Remarks: Under Construction. Looking for a move in ready, natural light filled Luxury Villa? How about a Palm Tree lined pond view from your lanai? Welcome to The Bishop a Luxury Villa in the gated community of Gracewater, where timeless design meets serene views. From the moment you walk through the door, sunlight streams through the abundance of windows throughout the entry, the dining room and living room, filling the space with warmth and brightness. The open-concept layout flows seamlessly from the welcoming front porch to the inviting dining and family areas, and out to the breezy lanai where a peaceful pond view invites you to gather, relax, and reconnect.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
541 S WASHINGTON DR, SARASOTA, FL 34236
$4,300,00010 Days on yellowkey MLS ID: A4695620
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3395 Built: 1957 Tax: $48,030 (2025)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$48,030
Remarks: For Those Who See Home as an Expression of Art. 541 S Washington offers a rare blend of architectural character, quality craftsmanship, and waterfront living. Beautifully renovated to reflect the enduring principles of Mid-Century Modern design, where clean lines, natural light, and a connection to the outdoors shape the living experience. Set on 75 feet of canal frontage along prestigious South Washington Drive, just moments from St. Armands Circle, Lido Beach, and downtown Sarasota. From the moment you enter, expansive folding glass doors frame the water beyond. A striking gas fireplace anchors the main living spaces, while thoughtfully proportioned rooms balance openness with comfort. Offering four bedrooms, four-and-a-half baths, and a flexible bonus space, the 3,395-square-foot floor plan was designed for easy every day living. At the center of the home, a custom Poliform kitchen with premium Miele appliances combines clean design with exceptional functionality. The primary suite serves as a private retreat, complete with a spa-inspired bath and outdoor shower. Throughout the residence, the current owners have also enhanced the property with Control4 home automation, security system, new HVAC system, instant-on hot water heaters, whole-home water treatment, Icynene insulation, and a reinforced roof with tiedowns. Outside, curated tropical landscaping creates privacy around the heated saltwater pool. Multiple outdoor living spaces, including an expansive balcony and rooftop deck, provide beautiful settings for sunset views, while a private kayak launch offers direct access to Sarasota's waterways. A distinctive waterfront residence in one of Sarasota's most sought-after island neighborhoods, inspired by timeless design and a connection to the water. Inquire with the listing agents for a complete list of updates and to schedule your private showing.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Keith Kleppinger (941-525-2937)
1216 34TH ST, SARASOTA, FL 34234
$375,00010 Days on yellowkey MLS ID: A4695350
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 2004 Tax: $3,840 (2026)Community: North Riverside ParkSingle Family
Taxes:$3,840
Elementary School: Bay Haven Sch of Basics Plus Elementary
Tax Year: 2026
Remarks: Looking for a fantastic investment opportunity, or your new family home, look no further. This stunning three bedroom, two bath ranch-style home nestled in the Bayou Oaks community offers an open floor plan with high ceilings, and updated flooring. The ranch-style front porch could be great for outdoor entertaining and relaxation. The large beautiful fenced back yard is an open canvas allowing space to add a grill, outdoor furniture, patio deck, and or a pool. This Sarasota property is in a prime location, making it the perfect choice for savvy investors, or future first time home owners. If you're looking to add a valuable asset to your portfolio this home is sure to attract top-notch tenants and generate impressive rental income. Conveniently located around the corner from a community park, and a community garden. Also located minutes from several parks, shopping, dining, boat ramp and Longboat Key Beach. Don't miss out on this incredible opportunity to own a piece of prime Sarasota real estate. Contact me today if you have any questions, or would like to schedule a tour today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Crystyn Cramer (941-284-4961)
1186 WESTWAY DR, SARASOTA, FL 34236
$1,700,000152 Days on yellowkey MLS ID: A4678121
3 Days Off yellowkey (back on 5/11/2026)
REDUCED by $150,000 (8.1%) on 04/28/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2984 Built: 1957 Tax: $21,576 (2025)Community: Lido CSpa: NoSingle Family
Taxes:$21,576
Remarks: An idyllic island getaway in a coveted Lido Shores location with unobstructed Gulf views and nearby access to the residents-only private beach, this chic contemporary home offers a spacious open layout and excellent indoor-outdoor flow with the convenience of single-level living. With the feel of a private resort, the home boasts thoughtful design features that are both elevated and relaxed, from the dramatic covered double-door entrance to the wood-beamed ceiling in the living room, wide plank floors throughout, louvered window coverings, and walls of glass that showcase exotic foliage. Meticulously renovated in 2025, nearly 3,000 square feet of brightly lit interior space opens seamlessly to a fully enclosed rear terrace with a pool, creating an open-air extension of the living space while preserving privacy. Glass doors and oversized windows showcase a connection to the tropical landscape at every angle. The front living room, with warm-toned wood accents and a cozy electric fireplace, enjoys sight lines to the rear terrace and pool on one side and through the glass front doors to the beach on the other side. Past the front living room, a linear kitchen provides plentiful counter and storage space, with premium stainless-steel appliances and counter seating adjacent to the central spacious dining area. Opposite the kitchen, a second living room overlooks the pool through a full wall of sliding glass doors, and beyond it, yet more shared living space extends the terrace access and offers flex space as a game room, media den, and more. Poised for full-time or seasonal living, this home is an exceptional opportunity to acquire a family vacation retreat or investment property where the sense of chic island comfort cannot be overstated. Lido Shores is enviably located between the bustling hub of St. Armands Circle and the southern end of Longboat Key, with ready access to the Longboat Key Club, shopping, dining, and the cosmopolitan amenities of Downtown Sarasota. Beyond its natural beauty, this island enclave is renowned for its concentration of mid-century and modern homes from acclaimed architects including Paul Rudolph and Ralph Twitchell. Residents of Lido Shores enjoy exclusive access to a private beach through a secure gate, with a covered pavilion for entertaining and resident-only events that strengthen the close-knit nature of the community.
Listing Agent: Lisa Morris, Pa (941-544-3332)
1576 FAWNWOOD CIR, SARASOTA, FL 34232
$369,999307 Days on yellowkey MLS ID: N6140061
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1391 Built: 1990Monthly Fee: $45 Tax: $3,771 (2024)Community: Deer HollowSpa: NoSingle Family
Taxes:$3,771
Remarks: Only Home for sale in this highly sought after Neighborhood! Vaulted Ceilings up to 12 feet by front door. Complete with Radiant Barrier in attic for additional savings on cooling, new AC is still under warrantee. 3 possibly 4 BEDROOM residence Extremely Viable rental portion could converted with a yet to be converted private entrance Extravagance can be reasonably priced in this tranquil neighborhood. Beautifully updated Deer Hollow Unit 4C home situated on a secluded Family oriented Circle with only limited traffic yet is minutes away from I75, Boasting 3 or possibly 4 bedrooms and 2 baths, this 1990-built residence features an oversized two car garage, a newer roof (2018), and pristine interiors perfect for entertaining. The sun-drenched wide open kitchen dazzles with unique custom epoxy countertops, ample storage in its cabinets and pantry, while the elegant and spacious master suite Over 15 feet in diameter, offers a luxurious escape with your own en suite bathroom, featuring glass-door shower and dual sinks. Imagine morning coffee on the well-manicured lawn, framed by a gorgeous landscaped path, or unwinding in the fenced backyard with a cozy firepit to enjoy with friends. Just steps from the front door, the community tot lot beckons for family fun, while nearby University Town Center Mall, Benderson Park’s boat races, and Siesta Key’s sandy shores await. With art museums, golf, and adventure courses at your fingertips, this is the family home you’ve been dreaming of. Visit today and schedule a showing! I've verified FHA FINANCING IS ASSUMABLE consult with your mortgage professional for details.
Listing is courtesy of: AGGRESSIVE REAL ESTATE (941-468-3605)
Listing Agent: Brennan Mccarthy (941-468-3605)
5174 MARSH FIELD LN #86, SARASOTA, FL 34235
$289,50073 Days on yellowkey MLS ID: TB8484850
REDUCED by $500 (0.2%) on 06/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1444 Built: 1981 Tax: $3,593 (2025)Community: Heronmere IiSpa: NoCondo
Taxes:$3,593
Remarks: Welcome to this beautifully updated corner-unit condo in the highly desirable Heronmere II community within The Meadows in Sarasota. Offering 2 bedrooms, 2 bathrooms, and approximately 1,444 square feet of living space, this light-filled residence blends timeless architecture with modern comfort. Designed with an open and airy layout, the home is filled with natural light from multiple exposures, enhancing the spacious living and dining areas. The updated kitchen features ample cabinetry, generous workspace, and large windows—perfect for both everyday living and entertaining. The primary suite offers a private retreat with a walk-in closet and renovated en-suite bath, while the second bedroom provides flexibility for guests or a home office. An enclosed lanai invites you to relax and enjoy peaceful golf course and lush landscape views year-round. Additional highlights include new HVAC with warranty, completely freshly painted, an in-unit laundry room, covered parking, and access to a community pool. Residents of The Meadows enjoy scenic walking trails, mature landscaping, and optional memberships for golf, tennis, and social amenities. Ideally located just minutes from shopping and dining at University Town Center, with convenient access to I-75 and only a short drive to downtown Sarasota’s vibrant arts scene and Gulf Coast beaches, this move-in-ready condo offers the perfect combination of lifestyle, location, and value.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Adam Arucas (813-380-1840)
939 N LOCKWOOD RIDGE RD, SARASOTA, FL 34237
$325,00031 Days on yellowkey MLS ID: A4693769
0 Days Off yellowkey (back on 5/17/2026)
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1078 Built: 1960 Tax: $3,337 (2025)Community: Avion OfSingle Family
Taxes:$3,337
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Charming and well-maintained, this cute cottage-style home offers character, updates, and a central Sarasota location just minutes from downtown, area beaches, the UTC Mall, dining, and shopping. Set on an oversized 0.31-acre lot with a huge backyard and ample parking, the home features a distinctive pecky cypress exterior. Inside, you’ll find light and inviting rooms, a refreshed kitchen with new quartz countertops and brand-new stainless steel appliances, double-paned windows with new screens, and a recently renovated, stylish bathroom. Fresh interior paint enhances the move-in ready feel with NO CARPET anywhere. Major systems have been updated, including a metal roof installed in 2023, HVAC in 2021, and an updated electrical panel in 2024. Outdoors, the fully-fenced property offers an expansive backyard ideal for play, pets, or future outdoor enhancements (buyer to verify), along with an exterior shed for extra storage and a convenient outdoor shower for rinsing off after beach days.
Listing is courtesy of: PREMIER PROPERTIES OF SRQ LLC (941-526-3113)
Listing Agent: Pamela Williams, Pllc (941-718-3669)
1720 COUNTRY MEADOWS DR, SARASOTA, FL 34235
$355,00017 Days on yellowkey MLS ID: A4695223
0 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1321 Built: 1994Monthly Fee: $46 Tax: $3,808 (2025)Community: Country MeadowsSingle Family
Taxes:$3,808
Remarks: Under contract-accepting backup offers. Opportunity knocks in Sarasota! This lovely 3BD/2BA in Country Meadows featuring FRESHLY PAINTED interior with NEW CARPET, is conveniently located near UTC and The Meadows Country Club, with easy access to I-75 via Fruitville Rd or University Pkwy. This home features a split bedroom floor plan, stunning cathedral ceiling, eat-in space in kitchen and additional dining room space in an expansive great room, a primary bedroom suite with private en-suite bathroom and a very generous sized walk-in closet, interior laundry room, spacious 2-car garage, and fully enclosed lanai to enjoy morning coffee or evening dinners at sunset. Approximately 5 miles to Downtown Sarasota, 8 miles to St. Armands Circle/Lido Key, 11 miles to the award winning beaches on Siesta Key, and just 7 miles to Ringing Museum, Asolo Repertory Theatre, and SRQ airport for easy commuting. This well maintained home is competitively priced to sell. Don’t wait! Schedule your exclusive showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Elizabeth Mock (941-330-6200)
1563 4TH ST, SARASOTA, FL 34236
$1,695,00093 Days on yellowkey MLS ID: A4685670
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1624 Built: 1927 Tax: $10,987 (2025)Community: Owen BurnsSingle Family
Taxes:$10,987
Remarks: Under contract-accepting backup offers. A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
435 S GULFSTREAM AVE #1103, SARASOTA, FL 34236
$635,00070 Days on yellowkey MLS ID: A4688618
REDUCED by $30,000 (4.5%) on 05/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972 Tax: $8,550 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$8,550
Remarks: One or more photo(s) has been virtually staged. Elevated PENTHOUSE living with breathtaking views. Ready to skip the renovations and some carrying costs? This 11th-floor penthouse-level gem at Regency House is officially “THE ONE”. Spanning 1,424 SF of bright, open space, this 2-bed, 2-bath residence trades dark corners for floor-to-ceiling glass that frames Sarasota Bay and the Ringling Bridge like a living gallery. Inside, a clean, neutral palette creates a move-in-ready aesthetic that complements a variety of design styles. The designer kitchen featuring custom cabinetry and stone surfaces flows effortlessly into an open-concept living area anchored by a custom electric fireplace, perfect for sunset hosting. Retreat to a spacious primary suite with tranquil water views, complemented by a well-sized secondary bedroom ideal for guests or a home office. Both bathrooms have been tastefully updated. A new in-unit washer and dryer add everyday convenience, along with additional in-unit storage closets. Enjoy maintenance-free living with a professional on-site manager and 24-hour concierge, dedicated covered parking, heated community pool and fitness center, club room, and an active social calendar. Ideally positioned on the quiet edge of downtown Sarasota, this residence offers a true world-class lifestyle just moments from Marina Jack, boutiques of Palm Avenue, Opera and Theatre, Whole Foods, and the botanical beauty of Selby Gardens. Whether it's a morning walk through Bayfront Park or a quick drive over the bridge to St. Armand's Circle and Lido Beach, the best of the Gulf Coast is quite literally at your doorstep. Celebrate ease of ownership and peace of mind; in an era where buyers are cautious about condo buildings, Regency House stands apart as a solid choice. This building has completed the Milestone Inspection and Structural Integrity Reserve Study and maintains healthy reserves. To make your transition entirely frictionless, the seller will pay the Special Assessment for the upgraded pool.
Listing Agent: Dana Cook Westmark (941-356-5091)
5204 MYRTLE WOOD #2, SARASOTA, FL 34235
$239,00073 Days on yellowkey MLS ID: A4688658
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1064 Built: 1981 Tax: $3,047 (2025)Community: SomersetCondo
Taxes:$3,047
Remarks: This move-in-ready villa offers effortless Florida is located within The Meadows, an active outdoor lifestyle community.. Steps from one of the community pools, walk to the pool from your Lanai, or sip your morning cup of coffee looking out to the pool. This condo offers both privacy and access to everything that makes The Meadows. The property is partially furnished, including kitchen utensils. The split-bedroom floor plan offers privacy and flexibility, with a private primary The main bedroom has a walk-in shower. The Meadows has a 1,650-acre park-like community with over 14 miles of trails, lakes, and an optional membership to golf, tennis, pickleball, and a fitness center. Just minutes from shopping and dining, downtown Sarasota, and the beaches of Siesta Key and Lido Key. Perfect for that seasonal owner or year-round resident.
Listing is courtesy of: LA ROSA REALTY LLC (941-248-2233)
Listing Agent: Rosa Arroyo (786-205-7223)
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