Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
707 S GULFSTREAM AVE #906, SARASOTA, FL 34236
$549,000154 Days on yellowkey MLS ID: A4676166
REDUCED by $26,000 (4.5%) on 04/15/2026
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1014 Built: 1974 Tax: $6,244 (2025)Community: Essex HouseCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,244
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Discover a lifestyle that blends walkable downtown living with the relaxed coastal energy that makes Sarasota so special. This beautifully updated 1 bedroom, 1.5 bath condo at Essex House sits on the 9th floor and invites you to experience Sarasota from a new perspective. Floor to ceiling windows frame sweeping city views, with lush treetops and skyline scenery that feel both vibrant and peaceful at the same time. From the moment you enter, the home has an easy flow. The designer kitchen opens naturally to the dining and living areas, creating a welcoming space to entertain or unwind after a day along Sarasota Bay. A versatile bonus area offers room for a home office, creative space, or occasional guest use. The enclosed balcony extends your living space and becomes the perfect spot for morning coffee or evening conversation while the city lights begin to glow. The spacious primary bedroom offers generous closet space and a beautifully appointed en suite bath, creating a private retreat that feels calm and refined. Natural light fills the residence throughout the day, highlighting the thoughtful finishes and the connection to the city around you. Essex House is one of Downtown Sarasota’s established luxury condominium communities, offering resort style amenities including a heated pool, fitness center, and welcoming social spaces. Here, you are moments from Marina Jack, Bayfront Park, Selby Gardens, boutique shopping, fine dining, the arts, and everything that defines the Sarasota lifestyle. If you have been searching for a Downtown Sarasota condo for sale that offers comfort, convenience, and character, Unit 906 at Essex House delivers it all in an exceptional location near Sarasota Bay. This is where everyday living begins to feel like a getaway.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jesse Bauer (941-465-8583)
2750 GOCIO ROAD EXT, SARASOTA, FL 34235
$2,800,000406 Days on yellowkey MLS ID: N6138508
0 Days Off yellowkey (back on 4/20/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 5118 Built: 2006 Tax: $11,164 (2024)Community: N/ASpa: YesSingle Family
Taxes:$11,164
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2024
Remarks: AN EXQUISITE 3 ACRE ESTATE IN THE HEART OF SARASOTA WITH MAIN RESIDENCE AND GUEST HOUSE. Behind a rustic hand crafted door door lies a world of timeless elegance and inspired living. Nestled on approximately 3 acres next to a protected preserve, this captivating estate blends Old World charm with Florida's natural beauty to create a truly one-of-a-kind retreat. Every corner tells a story—crafted with unique architectural elements, curated antiques, and artistic touches that evoke the feeling of a European villa. From the moment you enter, you're greeted with warm, inviting spaces designed for both quiet reflection and joyful entertaining. Inside, a chef's kitchen, a pizza oven, and multiple dining areas are designed for memorable gatherings, while themed rooms and intimate spaces provide moments of delight and discovery. The primary suite is situated on the upper level and offers a luxurious escape, complete with spa-like features and private outdoor access. Outdoors, explore tranquil gardens, a peaceful lake, mature trees, and thoughtfully designed areas for dining, gathering, and relaxation. A covered portico connects to an impressive pool and entertaining area, anchored by an outdoor fireplace and a fully equipped kitchen—perfect for alfresco dining and sunset soirees. Whether hosting a grand celebration or enjoying a quiet evening under the stars, the outdoor spaces are designed for unforgettable moments. A detached workshop, multiple garages, and whimsical retreat spaces add to the estate's versatility and charm. The MLS square footage does not include the guest house (1,377 sq ft additional) or the charming cottage—each offering flexible options for guests, extended family or creative space.
Listing is courtesy of: ENGEL & VOELKERS VENICE DOWNTOWN (941-388-9800)
Listing Agent: Magda Cetta Whelton (941-408-4047)
5216 WILLOW LINKS #82, SARASOTA, FL 34235
$209,90095 Days on yellowkey MLS ID: A4684221
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1145 Built: 1980Monthly Fee: $89 Tax: $2,532 (2025)Community: Willow LinksCondo
Taxes:$2,532
Remarks: GREAT PRICE! Here is your opportunity to pick up a desirable Meadows address at a great price! This Willow Links 2nd-floor (walk-up) 2/2 condo has had the flooring replaced throughout with luxury vinyl plank. Enjoy a serene water view from your generous screened lanai. Walk across the street to the Meadows Shopping Village to enjoy a variety of dining options and services. The UTC district and its vast dining and shopping options are a 5 minute drive. Easy access to I-75 and Sarasota-Bradenton International Airport. 20 minutes to downtown and 20-30 minutes to area beaches. The Meadows offers 3 golf courses, 14 miles of walking trails, an active community center, and fitness, pickleball, and other amenities through the Renaissance Plan. Great potential for annual and seasonal rental. Offered as-is.
Listing is courtesy of: MOUNT VERNON PROPERTY MGMT INC (941-957-4663)
Listing Agent: Jennifer Herman (941-957-4663)
218 AMHERST AVE #85, SARASOTA, FL 34232
$160,000167 Days on yellowkey MLS ID: A4675304
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1386 Built: 1972Monthly Fee: $499 Tax: $1,058 (2024)Community: Fairway OaksCondo
Taxes:$1,058
Remarks: Must See! Don't miss out this opportunity. For your own or investment. Well maintained move in ready 4 bedrooms 2.5 bathrooms at Fairway Oaks Community. Few minutes to downtown Sarasota, 15 minutes to beaches and University Town Center. Next to Bobby Jones Golf Course. Cash Only
Listing is courtesy of: HOME REALTY & MANAGEMENT LLC (941-343-7524)
Listing Agent: Fuming Huang (917-657-2693)
2632 HIDDEN LAKE DR N #E, SARASOTA, FL 34237
$82,90049 Days on yellowkey MLS ID: A4689851
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 528 Built: 1974 Tax: $1,204 (2025)Community: Hidden Lake VillageSpa: NoCondo
Taxes:$1,204
Elementary School: Tuttle Elementary
Remarks: Affordable Sarasota Living Near Downtown – Updated Efficiency Studio - Attn: Investors. This beautifully updated efficiency studio offers an incredible opportunity to enjoy affordable living just minutes from downtown Sarasota. Featuring new laminate flooring and fresh paint throughout, the space feels clean, bright, and move-in ready. The spacious kitchen is a standout, complete with a large walk-in pantry and breakfast bar—perfect for both everyday living and casual dining. An open floorplan maximizes the space, while the large walk-in closet provides excellent storage for clothing and more. Natural light pours in through oversized sliding glass doors, leading to a private balcony overlooking the community tennis courts—an ideal spot to relax or entertain with plenty of room for seating. Recent upgrades include a newer AC system, new water heater, updated flooring, and fresh interior paint. The buildings also feature new roofs installed last year, adding peace of mind. Residents enjoy access to a wide range of amenities, including: • Clubhouse • Multiple lakeside pools • Fitness center • Laundry facility • Billiard room • Bike racks • Picnic and BBQ/grilling areas • Income producing property Assigned and guest parking are available, and the HOA conveniently covers water, sewer, and trash. Located near public transportation and just minutes from local attractions like Ed Smith Stadium, this condo offers both convenience and lifestyle in one of Sarasota’s most desirable areas. One small pet is allowed with association approval.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Amy Chapman (941-225-1500)
2611 PINE LAKE TER #A, SARASOTA, FL 34237
$100,00046 Days on yellowkey MLS ID: TB8499087
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 739 Built: 1974 Tax: $406 (2025)Community: Hidden Lake VillageCondo
Taxes:$406
Remarks: Discover this charming 1-bedroom, 1-bathroom condominium ideally situated just minutes from vibrant downtown Sarasota, at the convenient intersection of Tuttle Avenue and Fruitville Road. This appealing property presents an excellent opportunity for a new owner-occupant or savvy investor. It is currently tenant-occupied at $1,350 per month, with the lease renewal scheduled for March 5, 2027. Recently renovated to modern standards, the unit features stylish new tile flooring throughout, contemporary kitchen cabinetry, and a fully remodeled bathroom highlighted by a luxurious walk-in shower. Residents enjoy the benefits of a well-maintained community, where HOA fees cover essential utilities including water, as well as access to desirable amenities such as two swimming pools, a clubhouse, tennis courts, and professional upkeep of common areas.
Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)
Listing Agent: Douglas Addeo (561-251-3408)
763 JOHN RINGLING BLVD #22, SARASOTA, FL 34236
$460,00046 Days on yellowkey MLS ID: A4690386
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1963 Tax: $6,327 (2025)Community: Sarasota HarborCondo
Taxes:$6,327
Remarks: Few addresses in all of Sarasota deliver what 763 John Ringling Blvd offers every single day: direct, unobstructed views across Sarasota Bay with St. Armands Circle, Lido Key, and the sparkling Gulf of Mexico as your permanent backdrop. This is one of the most coveted waterfront corridors on the Gulf Coast, and this beautifully updated two-bedroom, one-bath residence puts you right in the middle of it. Step outside and you are standing on the bay seawall with private community boat docks at your feet and open water stretching to the horizon. Dolphins cruise the shoreline in the morning. The Ringling Causeway glows gold at sunset. The bayfront community pool, shuffleboard courts, and waterfront walkway give residents every reason to stay close to home, while St. Armands Circle sits just minutes away across the bridge with its world-class European-style dining, boutique shopping, and lush tropical gardens. Inside, the residence has been thoughtfully updated with hardwood floors, a refreshed kitchen with new appliances, and the rare convenience of an in-unit washer and dryer. The layout offers the right balance of comfort and ease, ideal for a full-time residence, seasonal retreat, or income-producing rental. The address itself carries genuine historical significance. Unit 22 sits within the Harding Circle Historic District, a landmark community envisioned by circus magnate John Ringling and listed on the National Register of Historic Places since January 2001. This is not just a home. It is a piece of Sarasota's founding story. Downtown Sarasota's waterfront arts district, marina, and restaurant scene are minutes away. Lido Beach is just over the causeway. For buyers relocating from the Northeast or Midwest, this property delivers the Gulf Coast lifestyle at an exceptional entry point: waterfront, walkable, and fully updated, with boat docking access and panoramic bay views that simply cannot be replicated at this price.
Listing is courtesy of: BEYOND REALTY LLC (941-467-4673)
Listing Agent: Darren Dowling (941-204-0493)
1255 N GULFSTREAM AVE #1501, SARASOTA, FL 34236
$3,875,00070 Days on yellowkey MLS ID: A4687326
1 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3943 Built: 1982 Tax: $33,716 (2025)Community: Bay PlazaCondo
Taxes:$33,716
Elementary School: Alta Vista Elementary
Remarks: Perched atop Bay Plaza with sweeping views over Sarasota Bay and the downtown skyline, this fully reimagined penthouse offers a level of finish and livability rarely seen in the market. Taken down to the studs and meticulously rebuilt, every inch has been thoughtfully curated with true custom craftsmanship, resulting in a home that feels both refined and effortless. The expansive floor plan is designed for both everyday living and exceptional entertaining, with main living areas that flow seamlessly toward the water and skyline beyond. Walls of glass fill the home with natural light, while multiple terraces extend the living experience outdoors. At the heart of the residence, a true chef's kitchen features top-tier appliances, custom cabinetry, and a layout designed for both function and gathering. A thoughtful split layout creates a private guest wing, while the primary suite, accessed through a dramatic 9 pivot door, offers a quiet retreat finished with the same level of detail seen throughout. Every finish and material reflects a level of quality typically reserved for custom homes, with bespoke millwork and integrated systems throughout. Completing the offering are three secured parking spaces, a rare a rare feature in downtown living, along with full-service amenities and white glove service, all moments from Sarasota's best dining, waterfront, and cultural attractions. A true penthouse in every sense.
Listing Agent: Steven Moore (401-767-7180)
2481 TWIN DR #29, SARASOTA, FL 34234
$185,000194 Days on yellowkey MLS ID: A4672575
3 Days Off yellowkey (back on 4/3/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1135 Built: 1981 Tax: $2,567 (2024)Community: Rolling Green SouthCondo
Taxes:$2,567
Elementary School: None
Remarks: Location - Location…and great NEW PRICE this well kept 2/2 condominium in Rolling Green South is located close to shopping, restaurants, the UTC Mall, downtown Sarasota and easy access to I 75 and the beach. The open floor plan boasts a large kitchen and a dining area and a good sized living room with view of covered lanai and community pool. Both bedrooms are good sized and the primary bedroom has a ensuit bathroom with walk in shower. This is a gated community with ample parking space for owners and guests. Ground floor end unit in a 2 story building towards the front of the development.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Claudia Schwab (941-962-9453)
3526 RICHWOOD LINK #48, SARASOTA, FL 34235
$239,000166 Days on yellowkey MLS ID: A4673384
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1979 Tax: $3,096 (2024)Community: The MeadowsCondo
Taxes:$3,096
Remarks: REDUCED FOR SALE!! Whether you are a golf enthusiast or just appreciate a stunning view, this property is par for the course. Step into this upstairs Heronmere gem—a 2 bedroom, 2 bath condo perched perfectly above the fairway with an unbelievable, front-row view of the 16th hole. If you’ve been searching for a place where you can wake up to rolling greens and end your day looking over the course, this view is hard to beat. Inside, you'll find that some updates have already been started, giving you a head start on creating the space you’ve envisioned. But let’s be honest—this condo could definitely use a little TLC. Think of it as your chance to take a mulligan on outdated finishes and drive this home straight into the modern era. The spacious living area, high ceilings, and private balcony all face the course, offering a long, sweeping view that’s truly a hole-in-one. Both bedrooms are comfortably sized, with the primary suite offering its own bath that will make every evening feel like a win on the scorecard. Whether you’re looking to make a smart investment, craft a personal retreat, or simply step into a layout with great bones and even greater potential, this Heronmere condo is teed up and ready for your vision. This condo also has coverd parking and a small enclosed storage space for your golf clubs, bikes or incidentals. With this view, this location, and this price, it’s safe to say: Don’t let this opportunity get away—take your best shot!
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Peg Schmitt (941-350-0552)
1212 BENJAMIN FRANKLIN DR #206, SARASOTA, FL 34236
$800,000173 Days on yellowkey MLS ID: A4674893
REDUCED by $25,000 (3.0%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1421 Built: 1974 Tax: $12,117 (2024)Community: Lido Beach ClubCondo
Taxes:$12,117
Remarks: Great price reduction and motivated seller. Unforgettable. Unmatched. Unrivaled. Welcome to Lido Beach Club. From the moment you step inside this spectacular, beautifully updated 2nd-floor residence, you’ll feel as though you’ve arrived at your own private luxury suite and on a permanent vacation. The instant you enter, an explosion of blue skies, turquoise waters, and endless coastline greets you, creating a front-row experience of Sarasota’s most breathtaking sunsets. This home doesn’t just impress—it absolutely captivates. Every detail of this 1,421-square-foot residence has been elevated to capture the essence of luxury coastal living. The A/C system and water heater were replaced just last year, giving you immediate peace of mind, while the open, airy layout pulls your eyes straight to the sweeping Gulf views that define every room. The kitchen feels like it belongs in a five-star resort. Solid wood cabinetry pairs with rich granite countertops, tiled backsplashes, and sleek stainless-steel appliances to create an atmosphere that is both elegant and energizing. It’s the perfect setting for morning coffee, evenings with friends, or simply admiring the beauty of the shoreline from your own dining space. The two bedrooms each offer a magical, immersive experience with floor-to-ceiling windows that make the Gulf feel close enough to touch. Both en-suite bathrooms have been transformed into spa-level retreats, featuring exquisite tilework, seamless glass showers, and refined, modern finishes that elevate your daily routine into something extraordinary. This is where luxury meets serenity—every moment feels indulgent. Step onto the private balcony and let the warm Gulf breeze wrap around you as you take in wide, unobstructed water views framed by classic wrought iron detailing. It’s a picture-perfect vantage point, complete with a charming glimpse of the Ritz-Carlton Beach Club next door, reminding you that you’re living at one of the most coveted addresses on the entire coastline. Life at Lido Beach Club feels like being on permanent vacation. The building is expertly managed and offers resort-style amenities designed for relaxation and enjoyment. A heated beachfront pool with tropical Tiki seating creates a dreamy setting for quiet afternoons. A serene garden provides moments of calm, while a well-equipped fitness room and a welcoming social room give residents beautiful spaces to connect and unwind. Gated access leads directly to the silky sands of Lido Beach, and convenient assigned parking with additional ground-floor storage ensures effortless everyday living. The location is simply phenomenal. Nestled on the exclusive south end of Lido Key, the residence is steps from the water, across from the lush natural beauty of South Lido Park, and next door to the iconic Ritz Tiki Bar. St. Armands Circle—with its world-famous shopping, dining, and entertainment—is just one mile away, and vibrant downtown Sarasota is only a quick ride via the free Bay Runner trolley. This home is more than a coastal retreat; it’s a daily invitation to live life inspired. Luxury, beauty, and the magic of Sarasota’s waterfront come together in a way that feels truly extraordinary. This is your chance to embrace the Sarasota lifestyle at its absolute finest.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rory Mcdonald (941-961-7247)
383 BOBBY JONES RD #383, SARASOTA, FL 34232
$199,000383 Days on yellowkey MLS ID: A4652341
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 2003 Tax: $2,619 (2025)Community: BrooksideCondo
Taxes:$2,619
Remarks: HUGE $50,000 REDUCTION ON THIS NEWLY RENOVATED ground floor 2-bedroom, 2-bathroom condominium with beautiful golf course views, well-located for the utmost of privacy at the end of the serene and well-maintained Hideaway community, just minutes to Downtown Sarasota. INCREDIBLE VALUE for this move-in-ready residence which offers the perfect blend of modern comfort, efficient design, and a picturesque setting with direct views of the lush newly redesigned Bobby Jones Golf Course from your screened-in patio—ideal for morning coffee or evening relaxation. Step inside to discover a freshly renovated interior including brand-new luxury vinyl wide plank flooring, updated kitchen and baths with new cabinetry and stone counters, designer ceiling fans with lights, and new impact windows. The floor plan is both functional and inviting, with a spacious living area, separate dining room, and an open feel that makes entertaining a breeze. The primary suite is generously sized and offers a tranquil golf course view, a large closet, and an updated ensuite bath with stone-topped vanity. The guest bedroom is perfect for visitors or a home office, with access to an updated and well-appointed second full bath. Additional highlights include a brand-new full-size washer and dryer in-unit, new water heater, abundant closet space and plenty of natural light throughout. This unit also comes with two prime parking spaces located just steps from the front door. The Hideaway offers a great lifestyle with lush landscaping, mature oak trees, two community pools, and scenic walking trails. The low-maintenance condo fee includes exterior maintenance as well as water, sewer, trash, pest control, and pool service—providing true ease of ownership. With no CDD fees, no age restrictions, and flexible leasing policies, this community is ideal for full-time living, a seasonal getaway, or a smart investment opportunity. Perfectly situated close to Downtown Sarasota, the Legacy Trail, SRQ Airport, I-75 and some of Florida’s most celebrated Gulf Coast beaches, this gem combines location and low-cost living in one of Sarasota’s most convenient communities.
Listing Agent: Lenore Treiman (941-356-9642)
301 QUAY COMMONS #1210, SARASOTA, FL 34236
$1,850,00053 Days on yellowkey MLS ID: A4689527
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2184 Built: 2023Monthly Fee: $1,997 Tax: $23,655 (2025)Community: Bayso SarasotaCondo
Taxes:$23,655
Remarks: This remarkable residence is among the most compelling opportunities in downtown Sarasota’s luxury condo market. Positioned on a prized corner, the home is filled with natural light and features a desirable west-facing exposure—delivering tranquil bay views by day, vibrant Gulf sunsets in the evening, and a glittering city skyline at night. Located on the 12th floor, the property offers a true “sky residence” feel that is rarely found at this value. One premium parking space further enhances its appeal— in the downtown core. Before this opportunity is claimed, I invite you to experience the lifestyle firsthand—either in person or through a live video tour. A Sought after Blend of Design, Comfort & Coastal Living Step into elevated waterfront living in this beautifully upgraded 2-bedroom + 1 den / bedroom, 3-bath residence, ideally situated in Sarasota’s vibrant Quay district. Encompassing 2,185 square feet, the open-concept design is highlighted by soaring 10-foot ceilings and expansive floor-to-ceiling glass that flood the interior with light while framing sweeping views of Sarasota Bay and the Gulf. Every element has been carefully curated for immediate enjoyment: Elegant porcelain tile flooring throughout Designer Italkraft kitchen featuring upgraded cabinetry, pull-out storage, pantry enhancements, JennAir appliances (including convection and built-in oven, and cooktop), and Grohe fixtures Generous primary suite with dual walk-in closets and a spa-like bath complete with soaking tub, oversized shower, dual vanities, and linen storage Private guest suite with ensuite bath, plus a third full bathroom Flexible den with closet—ideal for a home office or additional bedroom Hunter Douglas motorized window treatments along with custom lighting throughout Lightly used a few weeks here and there in like new condidtion. This is refined, low-maintenance luxury in a walkable waterfront setting—just steps from exceptional dining, shopping, cultural venues, and the marina. Opportunities offering this level of space, quality upgrades, panoramic views, and a premier Quay location are increasingly limited.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Ian Mcpherson (941-320-0999)
1862 6TH ST, SARASOTA, FL 34236
$749,000112 Days on yellowkey MLS ID: O6380988
REDUCED by $50,000 (6.3%) on 04/14/2026
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1419 Built: 1925 Tax: $8,926 (2025)Community: Inwood Park First AdditionApartment
Taxes:$8,926
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.
Listing is courtesy of: MILLENNIA REALTY (407-271-0754)
Listing Agent: Jordan Ruvalcaba (407-271-0754)
$749,000113 Days on yellowkey MLS ID: O6380883
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1419 Built: 1925 Tax: $8,926 (2025)Community: Inwood Park First AdditionSingle Family
Remarks: One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.
555 QUAY CMNS #1101, SARASOTA, FL 34236
$7,199,00050 Days on yellowkey MLS ID: A4689860
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4223 Built: 2024Community: Ritz-Carlton Residences, Sarasota BaySpa: YesCondo
Taxes:$0
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. With three exposures spanning Sarasota Bay to the downtown skyline, Residence A offers exceptional natural light from sunrise to sunset. The open-concept great room flows to three private terraces, including one with an outdoor kitchen, ideal for entertaining. A spacious kitchen with walk-in pantry, cozy den and well-appointed guest suites – two with terrace access and one with stunning corner water-to-skyline views – complete the layout. The primary suite features dual walk-in closets and a spa-inspired bath with soaking tub, double vanities and an oversized shower. In The Ritz-Carlton tradition, residents enjoy 24-hour concierge, valet, in-residence dining and exceptional amenities. Only two of these highly sought-after floor plans remain. Estimated completion: December 2026.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Julia Decastro (941-812-5176)
424 BOWDOIN CIR, SARASOTA, FL 34236
$14,750,000428 Days on yellowkey MLS ID: A4646393
1 Days Off yellowkey (back on 4/14/2026)
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5882 Built: 2023Monthly Fee: $25 Tax: $131,499 (2024)Community: Lido ShoresSpa: YesSingle Family
Taxes:$131,499
Remarks: Under contract-accepting backup offers. Set against Sarasota’s coveted bayfront in Lido Shores, this extraordinary waterfront estate captures sweeping views of Sarasota Bay, the downtown skyline, Ringling Bridge, and City Island, offering an unparalleled luxury lifestyle with effortless access to boating, beaches, and downtown Sarasota. More than a residence, this is a statement property—an iconic example of West Indies–inspired architecture executed with exceptional craftsmanship and modern sophistication. A private gated entry introduces a home where over $1 million in enhancements and more than 2,000 hours of custom design are evident throughout. Advanced smart home automation allows seamless global control, blending innovation with refined living. The custom front door opens to a dramatic foyer and a great room defined by a coffered ceiling, media wall, linear fireplace, and expansive bay views. The dining space features a quartz-topped bar with wine storage and flows into a chef’s kitchen appointed with Thermador appliances, a large floating island with quartz waterfall edges, and a walk-in pantry with an additional Bosch refrigerator. The primary suite is a tranquil sanctuary with floor-to-ceiling glass, sliders, and breathtaking water views. Two custom walk-in closets complement a spa-inspired bath featuring floating vanities, a soaking tub, a custom multi-head shower, and sliders leading to a private Zen garden with an outdoor shower. A sculptural staircase and glass-enclosed wine wall lead to an upper-level loft with a wet bar and waterfront terrace. A refined office with custom built-ins and four en-suite guest bedrooms, each with custom closets, projector screens, and private balconies, ensure comfort and privacy throughout. Outdoors, the estate transforms into a resort-style waterfront retreat. An infinity-edge pool with sun shelf, in-pool table, and cascading spa anchors the setting, surrounded by multiple seating areas, a firepit, and an outdoor shower. The fully equipped outdoor kitchen—featuring a smoker, grill, wok, and side burner—makes alfresco entertaining effortless, while a spiral staircase leads to an upper terrace with panoramic views. The newer deepwater dock is designed for serious boating, offering a 20,000-pound boat lift, jet ski lift, water and power, ambient lighting, and a dedicated fishing area. With direct access to Sarasota Bay just steps from the backyard, this property delivers exceptional boating and waterfront living. Additional features include a three-car garage, two laundry rooms, an elevator, a garage drop zone, and a hidden utility closet. The home is fully integrated with Control4 automation, security cameras, a 48-kilowatt generator, 20-kilowatt battery backup, high-end audio-visual systems, automated shades, circadian lighting, outdoor theater, app-controlled pool and irrigation, Wi-Fi-enabled appliances, EV charger prewiring, Starlink backup internet, motion-activated lighting, and voice control via Josh AI. Lido Shores is one of Sarasota’s most sought-after and architecturally significant waterfront communities, offering residents exclusive access to the north end of Lido Beach and close proximity to St. Armands Circle, Longboat Key, City Island, and downtown Sarasota. This remarkable bayfront estate is an architectural triumph, designed for sophisticated entertaining, advanced living, and extraordinary waterfront luxury.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
5222 MYRTLE WOOD #9, SARASOTA, FL 34235
$279,888119 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.)
800 N TAMIAMI TRL #611, SARASOTA, FL 34236
$759,000113 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.
Listing Agent: Moriah Taliaferro (941-504-9910)
761 JOHN RINGLING BLVD #5, SARASOTA, FL 34236
$349,000130 Days on yellowkey MLS ID: A4679138
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1963Monthly Fee: $987 Tax: $3,780 (2025)Community: Sarasota HarborCondo
Taxes:$3,780
Remarks: Beautiful views of Sarasota Bay await you from this 2-bedroom, 1-bath, first-floor condo. Newer high impact windows installed 2016, and exterior doors being replaced by association. 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)34ft.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. Boatslips/docks currently being replaced.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
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