Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
407 OHIO PL, SARASOTA, FL 34236
$1,000,000202 Days on yellowkey MLS ID: A4667604
1 Days Off yellowkey (back on 3/3/2026)
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 1826 Built: 1940 Tax: $11,173 (2023)Community: Rhodes & Hale SubApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,173
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2023
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. 3 UNITS in Laurel Park! This income-producing opportunity is in the coveted Downtown Historic District of Laurel Park, Sarasota. This beautifully renovated and meticulously maintained triplex blends timeless character with proven financial performance, offering the perfect combination of lifestyle and investment potential. Currently operating as an established Airbnb with Superhost status and professional management in place, this property provides steady, verifiable income with strong year-over-year performance and the flexibility to continue as a high-yield short-term rental or transition to long-term tenants for predictable cash flow. The triplex features three charming, fully furnished units—two front units with two bedrooms and one bathroom each, and a one-bedroom, one-bathroom rear unit. Each includes private driveways, off-street parking, patios, and either in-unit or shared laundry. Situated on an exceptional flag lot with dual frontage on both Laurel Street and Ohio Place, this property offers rare privacy, accessibility, and redevelopment potential. The lot’s size and configuration make it ideal for a future custom residence, offering one of the most desirable build opportunities within Sarasota’s downtown core. Financially, the property has a consistent and transparent performance record, generating $111,599 in 2023, $106,893 in 2024, and a projected $103,000 in 2025. Importantly, these figures already reflect reduced occupancy, as the owners reserve the property multiple times per year for family use. Without that usage, the income potential is expected to reach or exceed $120,000 annually, offering clear upside for an investor focused on maximizing returns. With stronger marketing, repeat-guest programs, and continuous availability, this property’s income could grow substantially while remaining a largely hands-off investment. This triplex stands out not only for its returns but also for its flexibility. Investors can enjoy immediate passive income with management and future bookings already in place, or occupy one unit and rent the others to offset ownership costs. The property’s prime location within the National Historic District of Laurel Park enhances its long-term value, offering walkable access to Sarasota’s Bayfront, Selby Gardens, Main Street dining, shopping, and the city’s renowned arts and theater venues. Laurel Park’s historic charm, walkability, and strong rental demand make it one of Sarasota’s most stable and appreciating neighborhoods for both investors and homeowners alike. With its combination of proven rental history, turnkey condition, desirable lot, and premier downtown location, this property represents a rare opportunity to own an asset that delivers reliable income today and exceptional upside tomorrow. Whether held as a passive income generator, a personal retreat with investment benefits, or the site of a future luxury home, this triplex embodies the best of Sarasota’s lifestyle, history, and growth potential. Don’t miss your chance to own this exceptional property in one of Sarasota’s most sought-after neighborhoods—where historic character meets lasting investment value.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
800 S BLVD OF PRESIDENTS #12, SARASOTA, FL 34236
$499,900469 Days on yellowkey MLS ID: A4635627
0 Days Off yellowkey (back on 4/17/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1972Monthly Fee: $966 Tax: $6,484 (2024)Community: Embassy VillasCondo
Taxes:$6,484
High School: Booker High
Tax Year: 2024
Remarks: Under contract-accepting backup offers. NEW PRICE! *ACT NOW*GREAT INVESTMENT OPPORTUNITY THAT WON'T LAST*. SARASOTA'S SAINT ARMAND'S CIRCLE & LIDO KEY welcomes you to the EMBASSY VILLAS. Prime Location with 2 week minimum rentals allowed. This stylishly remodeled corner unit is perfect for you to enjoy the island lifestyle and walk to the beautiful Lido Key Beaches and to the Saint Armand's Circle to enjoy the many world class restaurants, shops, ice cream cones, and events. AC(August 2024), NEW WASHER/DRYER(October 2025), Fully Remodeled Kitchen and brand new appliances! Located TWO BLOCKS from the famous Lido Beach on the Gulf of Mexico, with food and drinks concessions, picnic tables, shade gazebo, restrooms, showers and the Lido Beach Public Pool. The townhouse style home features vaulted ceilings and large windows that light up this contemporary townhouse. Boasting TWO PRIMARY BEDROOMS, each with private bathrooms. One located on the ground floor and the other on the second floor. Lido Nature Park is just steps away where you can kayak, fish and explore the Sarasota's Bay Mangroves and natural beauty of the tropical landscape and many birds. Minutes to the DOWNTOWN SARASOTA to all of the best attraction such as the Selby Botanical Gardens, Opera House, Ringling Museum, theaters and restaurants.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
4625 SUMMERWIND DR #13, SARASOTA, FL 34234
$160,000229 Days on yellowkey MLS ID: A4661626
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 966 Built: 1983Monthly Fee: $575 Tax: $2,026 (2024)Community: Summer WindSpa: NoCondo
Taxes:$2,026
Elementary School: Emma E. Booker Elementary
Remarks: Live the Florida dream in this delightful renovated condo transformed in 2006 with ongoing updates. Designed for modern living with an open-concept layout, the kitchen showcases granite countertops, custom cabinets, and stainless steel appliances. Enjoy the seamless flow of laminate wood-look flooring and custom finishes throughout. The master suite is spacious. Both bathrooms offer unique designer touches, from Italian stone in the guest bath, to cottage bead board on the walls, and mosaic tile accents. The main bath has a glass bowl sink above the butcher block counter and updated vanity... The guest room is accented with cottage bead board walls. Abundant storage with a large master closet and additional storage in the laundry area.. Step out to your Mexican tiled lanai or patio and enjoy peaceful park views from this prime cul-de-sac location. The community boasts recent HOA improvements, including new roof (2023), exterior paint and trim (2018), upgraded Pool Area, landscaped entrance, and resurfaced driveway. HOA fees include Community Pool, Maintenance Exterior, Maintenance Grounds, Pest Control, Water, Sewer, and Trash. With a little TLC, this diamond in the rough could become a real gem.
Listing Agent: Steve Abbe (941-400-3969)
5242 WEDGEWOOD LN #62, SARASOTA, FL 34235
$274,900173 Days on yellowkey MLS ID: A4669985
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1982 Tax: $3,021 (2024)Community: Wedgewood LakeCondo
Taxes:$3,021
Elementary School: Gocio Elementary
Remarks: Escape the cold and enjoy easy, carefree Florida living in this light-filled 2-bedroom, 2-bath condo with soothing golf course and pond views. Designed with a split-bedroom floor plan, it offers comfort and privacy for visiting friends and family. The primary suite features a walk-in closet and double sinks, while the kitchen with new appliances makes settling in effortless. Located in The Meadows, a beautifully landscaped, well-established community, this condo is perfect for lock-and-leave seasonal living. Enjoy miles of paved walking and biking trails, a public golf course, on-site dining, and stunning oak and palm-lined scenery. Just minutes from UTC Mall, Benderson Park, and I-75, and only 20 minutes to Sarasota’s beaches, theaters, arts scene, and St. Armands Circle—everything you love about winter in Florida is right outside your door. There is a one time $1,000 Capital Improvement fee to the Buyer. Go and Show. Unit is vacant.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Corrine Wagner (941-313-4982)
4646 LONGWATER CHASE #98, SARASOTA, FL 34235
$299,900108 Days on yellowkey MLS ID: N6142292
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1108 Built: 1979Monthly Fee: $332 Tax: $2,824 (2024)Community: Longwater ChaseSpa: NoCondo
Taxes:$2,824
Remarks: One or more photo(s) has been virtually staged. Don’t look any further! ***You just found your new home!*** Welcome to this beautifully presented, 2BD /2BA, 2nd FLOOR, CORNER, END UNIT, COMPLETELY UPDATED with CARPORT and extra STORAGE! Your own slice of paradise awaits. BRAND NEW A/C (June 2025). NO CDD. NOT in the Flood Zone. This condo is just minutes away from shopping centers, downtown, restaurants and world-famous beaches. Very welcoming, owner occupied home in LONGWATER CHASE, secluded community within THE MEADOWS Golf and Country Club is waiting for you! Lots of natural light throughout, new, luxury laminate flooring, freshly repainted. NEW kitchen with beautiful cabinets, upper ones going right to the to the ceiling, all soft closing, very stylish GRANITE COUNTERS and has designated place for a breakfast table by the window. Spacious living room with dining area is full of natural light and is leading to the good size, fully screened balcony overlooking a greenery and the pool. Great place to enjoy your morning coffee and evening glass of wine. The sun-filled, generous size Primary Bedroom Suite featuring elegantly remodeled bathroom with new vanity, fully tiled step-in shower and glass doors. Split bedroom floorplan offers lots of privacy when having guests. The 2nd bedroom has it's own, private upgraded bathroom and balcony making it perfect when friends and family come to visit. In-unit laundry room comes with newer LG stackable washer & dryer and offers extra storage space. THE MEADOWS is not only a place to live, it’s a lifestyle you deserve offering amenities like heated pool, 14 miles of trails for walking, biking, jogging, access to 18-hole golf courses, fitness center, pickleball courts and more. This condo also has a deeded carport and storage unit and plenty of parking spaces for your guests. The location is unbeatable! Don’t miss out, schedule your showing today!
Listing is courtesy of: GULF SHORES REALTY (941-488-6644)
Listing Agent: Emilia Hankiewicz (941-323-3734)
1300 BENJAMIN FRANKLIN DR #709, SARASOTA, FL 34236
$3,450,000216 Days on yellowkey MLS ID: A4665895
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3352 Built: 2005 Tax: $32,701 (2024)Community: The Beach ResidencesSpa: YesCondo
Taxes:$32,701
Remarks: Every day is a vacation living on the beach. Imagine living in a Ritz-Carlton-Managed enclave on Lido Key called “The Beach Residences.” Imagine, dreams do come true at The Beach Residences, where coastal luxury meets seamless living. Enter your private elevator foyer, where floor-to-ceiling glass walls frame panoramic bay, city, sunrise, and moonrise views. This residence offers flexible living options: 3 bedrooms and 3 bathrooms, or 2 bedrooms plus a den, 10 ft. ceilings, timeless travertine flooring, and abundant natural light throughout with walls of glass wrapping around this home. The main living area opens to an oversized terrace—the perfect indoor-outdoor flow for entertaining and relaxation. An open living area with modern sophistication. The kitchen features a breakfast area and bar, a gas range, and premium appliances. The primary suite is a private sanctuary with two generous walk-in closets, a coffee bar, and sunrise vistas. The en-suite bath boasts a large shower and a garden tub. A separate guest wing offers an en-suite bedroom with bay views and terrace access. An additional study/den can be flexed to meet your needs; it is currently used as another guest suite. Relax on the expansive terrace with sparkling bay views and Sarasota’s skyline. Two pets are welcome with no weight limit. The Beach Residences delivers world-class resort-style living, a private movie theater, two guest suites available for overflow family and friends, a pool, spa, fitness center, social room, game room, dog run, and 24/7 concierge service. On-site is the Beach Club, directly on the beach with over 400 feet of Gulf frontage, offering Five-Star amenities like a resort-style pool, hot tub, cabanas, a tiki bar, a restaurant, and a small convenience store. There is also a Ritz-Carlton trolley that will take you to the Ritz-Carlton hotel in downtown Sarasota. You can experience Sarasota’s cultural venues, festivals, events, and restaurants. After the fun, the trolley will bring you back home. You can also immerse yourself in the charming St. Armands Circle that offers exclusive boutique shopping, casual and fine dining, art galleries, and much more. A short four-minute drive, or if you prefer to walk, just one mile away. This versatile residence is designed for refined entertaining and relaxed daily living. Schedule your private showing to experience the resort-like lifestyle firsthand. Membership to the Ritz Beach Club is included with no waiting list.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
1300 BENJAMIN FRANKLIN DR #303, SARASOTA, FL 34236
$2,150,00060 Days on yellowkey MLS ID: A4683750
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1855 Built: 2005 Tax: $21,731 (2025)Community: The Beach ResidencesSpa: YesCondo
Taxes:$21,731
Tax Year: 2025
Remarks: Ritz-Carlton Beach Club Membership is available with this residence. Indulge in resort-style luxury with the famed Ritz-Carlton experience right on Lido Beach. This west-facing residence captures the essence of island sophistication, where breathtaking sunsets, swaying palms, and the rhythmic roar of the Gulf create an eternal, relaxing backdrop for everyday coastal living. From the moment you enter, you are welcomed by 10 ft floor-to-ceiling glass walls that invite natural light and sweeping views, a generous wraparound terrace that extends your living space out to the Gulf's sea breeze. Thoughtful design & flexible living spaces define this refined residence. The oversized primary suite invites you to unwind in a true sanctuary of comfort, with tranquil light, generous proportions, & a spa-like aura. The primary suite features a California-style walk-in closet/dressing room. Adjacent, a versatile bedroom awaits your vision—configure it as a second bedroom for guests, a private study for focused work, or a serene reading nook to savor quiet moments. The chef-ready kitchen is a culinary enthusiast’s dream; gleaming Quartz countertops, professional-grade Wolf, Bosch, and Sub-Zero appliances, New solid-wood cabinetry, and a spacious pantry. As a bonus, the Sub-Zero refrigerator is equipped with a built-in reverse-osmosis filtration system for pristine, purified water. Rich wood flooring flows seamlessly throughout, complemented by marble baths that exude timeless elegance. The home is being sold beautifully furnished by Restoration Hardware, combining classic luxury with modern practicality. Every piece is thoughtfully selected to harmonize with the architecture, creating a cohesive, effortless atmosphere. From the curated lighting to the tactful texture play, this residence embodies refined living at its best. Every aspect of this residence has been meticulously upgraded, featuring a new HVAC system & a new tankless water heater. Living at The Beach Residences means embracing the iconic Ritz-Carlton lifestyle with a full suite of concierge services & world-class amenities. Dive into the resort-style pool & spa, savor social moments in the well-appointed social room, or host guests in two elegant guest suites. Enjoy Ritz amenities, including a pool, spa, social room, 2 guest suites, boardroom, theater, & gym. Beach Club membership is included for instant enjoyment. Pet-friendly: 2 pets welcome, no weight limit. Beachfront living on Lido Beach means easy access to sun, sand, and sea, all within a refined, secure, amenity-rich setting. The Ritz Beach Club is just steps away (membership available for immediate enjoyment). Enjoy the beachside resort-style pool, restaurant, and bar. Convenience and culture are minutes away from St. Armands Circle, where you will find some of the finest dining and boutique shopping, and a short stroll to downtown Sarasota’s vibrant theaters, opera, galleries, and restaurants. You will enjoy the best of both worlds: the pristine beauty of coastal living with the sophistication and service you expect from the Ritz-Carlton. In short, this exceptional residence embodies the Ritz-Carlton tradition—unmatched service, unparalleled amenities, and the beauty of Lido Beach. The Gulf meets Ritzy in a living space that defines coastal luxury at its finest. This is resort-inspired comfort, reimagined for everyday life, where elegance, convenience, & the Gulf breeze come home with you.
101 S GULFSTREAM AVE #9A, SARASOTA, FL 34236
$490,000104 Days on yellowkey MLS ID: A4678189
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1200 Built: 1974 Tax: $4,539 (2025)Community: Dolphin TowerCondo
Taxes:$4,539
Remarks: Live the Florida lifestyle where every day feels like a getaway in this well-maintained 9th-floor, 2-bedroom, 2-bath condo ideally located in the heart of downtown Sarasota. Just steps from Sarasota Bay, Bayfront Park, O'Leary's Tiki Bar & Grill, and Marina Jack, this move-in-ready residence offers the best of walkable coastal city living. Enjoy Palm Avenue views from your private balcony or step out the rear entrance for immediate access to the weekly farmers market, art festivals, dining, galleries, and shopping. The 101 Condominium features resort-style amenities including a renovated lobby, fitness center, heated pool with expansive deck and ambient evening lighting overlooking the bay and park, grilling area, pergola, and resident club space. Additional highlights include gated under-building reserved parking, storage unit, bike storage, and guest parking, all just minutes from St. Armands Circle, beautiful beaches, boating, and performances at Van Wezel Performing Arts Hall.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Katanic (941-400-0601)
3820 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$354,00080 Days on yellowkey MLS ID: A4681493
REDUCED by $5,000 (1.4%) on 04/16/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1984Monthly Fee: $438 Tax: $2,297 (2025)Community: Glen Oaks Manor Homes Ph 2Single Family
Taxes:$2,297
Elementary School: Tuttle Elementary
Remarks: One or more photo(s) has been virtually staged. Priced to sell, one of the best values in Glen Oaks Manor. Welcome to this well-maintained 2-bedroom, 2-bathroom home located in the desirable Glen Oaks Manor community of Sarasota. This move-in ready home offers a functional open layout with tile flooring and fresh neutral finishes throughout. The kitchen includes ample cabinet storage and generous counter space which flows into the living and dining areas for easy, everyday living. Both bedrooms are comfortably sized, with the primary bedroom offering a renovated en-suite bathroom. Sliding glass doors lead to a private screened courtyard, perfect for relaxing or entertaining with minimal maintenance. Additional features include a two-car garage, neat landscaping, and a quiet neighborhood perfect for year-round living or seasonal residence. Conveniently located, it is just a 4-mile drive to downtown Sarasota and a 5-mile drive to University Town Center, St. Armands, and Lido Key Beach.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniela Madrid-Bermejo (941-960-0770)
4734 DELMONTE AVE, SARASOTA, FL 34235
$429,00018 Days on yellowkey MLS ID: A4688486
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1762 Built: 1973 Tax: $5,839 (2025)Community: De Soto LakesSingle Family
Taxes:$5,839
Remarks: 4734 Delmonte Avenue, Sarasota, FL — Investor special and fixer-upper on an oversized double lot in a non-deed-restricted Sarasota neighborhood with no HOA. This 4-bedroom, 3-bathroom home features a dual primary floor plan with two en suite bedrooms, each with a private bath, a bay window living room, and a family room opening to a covered back porch and brick paver patio, plus a covered pavilion that creates a shaded outdoor retreat — the kind of space that could get used year-round in the Florida climate — all set behind a wide driveway with paver accents, connected with a breezeway and arched entry. The home also retains several ornamental architectural details — decorative elements, arched openings, and Mediterranean-influenced touches — that, with the right restoration effort, could be brought back to life and lean fully into a Spanish Mediterranean aesthetic that suits the Sarasota region beautifully. The property’s most compelling asset is a detached accessory structure with its own eat-in kitchen, living area, bedroom with a closet, full bath with a walk-in shower, private back patio, and a separately fenced yard. The building will require a thorough rehab and the addition of climate control before it can function as a guest cottage, rental unit, or additional living space — but the layout and footprint are already there, making it a strong candidate for the right buyer willing to put in the work. Alternatively, it could be converted back into a garage and workshop or repurposed in a number of other ways, depending on your needs and interests. The double lot provides ample room for a future pool or expanded outdoor living, and the absence of deed restrictions means boats and RVs are welcome on-site with no approvals required. Conveniently located near Longwood Park, Nathan Benderson Park, University Town Center, and the new Mote Marine Aquarium, with quick access to I-75, Sarasota International Airport, Downtown Sarasota, and the Gulf Coast beaches — this is a property with strong locational fundamentals and significant upside for the right buyer. Offered strictly as-is — which means what you see is what you get. Ready for a buyer who sees the opportunity. Per county records, the main house is 4-bed / 3-bath / 1,762 sq ft, air-conditioned. The 572 sq ft accessory structure is listed in the MLS both as a 2-car garage and as an in-law suite for search purposes, and is reflected in county records as 2 bed / 1 bath with no A/C — included in total recorded square footage. Buyers should verify all details independently.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
1212 BENJAMIN FRANKLIN DR #206, SARASOTA, FL 34236
$800,000137 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)
300 S PINEAPPLE AVE #302, SARASOTA, FL 34236
$1,649,000214 Days on yellowkey MLS ID: A4665439
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2291 Built: 2016 Tax: $19,826 (2023)Community: SansaraCondo
Taxes:$19,826
Remarks: Sansara Residence 302 | Boutique Downtown Luxury with Over 2,200 SF! Discover refined downtown living at Sansara, where modern design meets serene, resort-inspired luxury in the heart of Sarasota’s most walkable district. Just steps from the boutiques and cafes of Burns Court and minutes to the waterfront, Residence 302 offers an elevated retreat framed by lush greenery, sparkling pool views, and the soft glow of Sarasota’s city lights. Inside, nearly 2,300 square feet of thoughtfully curated living space unfolds with effortless elegance. Floor-to-ceiling glass filters natural light across wide-plank flooring, custom cabinetry, designer lighting, and motorized shades. The gourmet kitchen blends style and function with European soft-close cabinetry, quartz surfaces, a wine refrigerator, and premium Bosch appliances—an ideal backdrop for intimate dinners or laid-back evenings with friends. A spacious great room opens to a private terrace, inviting you to enjoy quiet morning coffee or sunset breezes above the pool deck. The split layout offers three bedrooms and three baths, each designed for comfort and privacy. The primary suite features a generous custom closet and spa-like bath with dual vanities and a walk-in shower. Two guest suites—one ideally suited as a den or office—provide flexibility for hosting or working from home. Outside your door, Sansara’s boutique amenities create a resort-worthy lifestyle: a heated saltwater pool and spa, cabanas, firepit lounge, outdoor kitchen and grill, plus a well-appointed fitness center—all secured within a private, gated setting. Some furnishings in Residence 302 are available for purchase, allowing you to move in with ease—or begin with a blank canvas and craft your bespoke dream home within one of downtown Sarasota’s most coveted boutique buildings. Experience the rare blend of sophistication, privacy, and walkability that defines life at Sansara. Welcome home to 300 S Pineapple Avenue, Residence 302.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Emmy Fitzpatrick (608-577-0053)
383 BOBBY JONES RD #383, SARASOTA, FL 34232
$199,000347 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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
1350 MAIN ST #PH1600, SARASOTA, FL 34236
$1,995,000202 Days on yellowkey MLS ID: A4666660
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2165 Built: 2007 Tax: $14,766 (2025)Community: 1350 Main ResidentialCondo
Taxes:$14,766
Remarks: One or more photo(s) has been virtually staged. Rarely available penthouse on the 16th floor of sought-after 1350 Main in the heart of Downtown Sarasota! This beautiful 3-bedroom, 3-bath corner residence showcases spectacular Bay and city vistas from every room, upscale finishes and craftsmanship, and a wonderful open floor plan. Upon entry to the great room, you will enjoy the open light-filled room with 10' ceiling (only available on the top 3 floors), exquisite built-in, great space to showcase your personal art collection, and large terrace to relax and enjoy the bay breezes. The updated open-concept kitchen features stainless appliances including a high-end Thermador Professional-style gas range with 6-burner cooktop, 2 electric ovens, large center island, solid wood cabinetry, beautiful stone counters, and walk-in pantry. The split plan design boasts 3 spacious en-suite bedrooms including the primary bedroom with private terrace, custom walk-in closet and updated luxurious en-suite bath. Beautiful, engineered hardwood and ceramic tile floors throughout. 1350 Main is known for its great location, 24-hour concierge and on-site manager, secure entry, pet friendly building, and wonderful amenities including heated resort style pool and spa, recreation deck with gas grill, fire pit, herb garden, fitness center, steam rooms, guest suite, catering kitchen, social and conference/business rooms, electric car charging stations, and water softener/filtration in the entire building. The premier Downtown Sarasota address is perfect for proximity to all the cultural venues, art galleries, boutiques, Saturday farmers market, festivals, great restaurants, and proximity to the #1 Siesta Key Beach, Lido, and Longboat Keys.
800 N TAMIAMI TRL #1603, SARASOTA, FL 34236
$1,895,000187 Days on yellowkey MLS ID: A4669042
Bed: 2 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2471 Built: 2007 Tax: $23,269 (2025)Community: AlinariCondo
Taxes:$23,269
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: PRICE IMPROVEMENT! Perched high above Sarasota Bay with breathtaking bay views, this two-story luxury penthouse at Alinari is your private sanctuary in the sky where New York loft style meets the beauty and energy of Florida's most cultured coastal city. Enjoy this Sarasota Downtown pied-a-terre where the views of the azure, blue Bay waters greet you from every window, even when you are luxuriating in your private spa tub! This architectural masterpiece was completely redesigned and reimagined in 2020-2023 by leading architect Yehuda Inbar and custom builder Yoder Homes and fuses architectural drama with coastal ease. A soaring 20-foot atrium fills the open plan with natural light, framing dazzling and protected water views of the Bay, Bayfront Park and the Van Wezel Performing Arts Hall just across the street. Polished concrete, Caesarstone quartz, and fine Ceramiche D'Arte porcelain floors set a modern tone, softened by custom draperies and curated furnishings that invite lingering afternoons and golden sunsets. The 2500 square-foot, 2/3 bedroom, 3.5 bath floor plan features a chef's kitchen, statement staircase, and loft-style layout which recalls a Manhattan gallery, while the upper-level primary suite offers a serene retreat with a spa-like bath. The condo can easily be converted to a full 3 bedrooms, with each bedroom featuring an en-suite bath. Smart-home features, cutting edge Integrity Sound audio system, Dimplex fireplace, electric shades, and turnkey interiors with premium furnishings from Clive Daniel, Natuzzi, Soft Square and Light Up Your Life complete a space made for effortless sophistication. Open the sliders to your private balcony and savor gentle bay breezes while taking in the picturesque surroundings. Alinari's resort amenities elevate everyday living with a resort-length pool, heated spa, yoga and fitness studios, saunas, wine cellar, theater, social and billiards lounges, guest suites, 24/7concierge/security, and 2 spaces in the secure garage parking. Available separately, a private poolside cabana one of only ten adds an intimate escape with kitchenette and direct pool access, perfect for entertaining or quiet retreat. Set 16 feet above sea level in a protected X-flood zone and steps from the signature 53-acre Bayfront Park and Sarasota's vibrant dining arts, and cultural offerings, this penthouse embodies cultured coastal living at its most graceful, artful, uplifting, and one of a kind.
1212 BENJAMIN FRANKLIN DR #305, SARASOTA, FL 34236
$650,000209 Days on yellowkey MLS ID: A4666764
REDUCED by $29,000 (4.3%) on 04/16/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1116 Built: 1974 Tax: $8,095 (2024)Community: Lido Beach ClubSpa: NoCondo
Taxes:$8,095
Remarks: Live each day surrounded by blue skies, turquoise Gulf waters and Sarasota’s celebrated sunsets. Tucked at the south end of Lido Key, this beautifully remodeled residence offers a relaxed beachfront setting just moments from St. Armands Circle and downtown Sarasota. The open floor plan is bright and welcoming, with contemporary finishes and a layout designed to make the most of natural light. The remodeled kitchen features sleek white cabinetry, quartz countertops and a clean, coastal-modern style. The spacious bedroom opens to the covered balcony, and includes a walk-in closet and en-suite bath, creating a comfortable private retreat. Gulf views from the balcony bring added beauty to daily living and enduring appeal to this beachside home. Climate-controlled storage and one covered parking space add convenience. Lido Beach Club is a professionally managed community with amenities that enhance the beachfront experience, including a heated pool with tiki seating areas, gated beach access, serenity garden, fitness room and social room for private gatherings. Excellent location with the beach at your backyard, South Lido Park nature preserve across the road, the Ritz Tiki Beach Bar next door, one mile to world-famous St. Armands Circle, and only four miles to downtown Sarasota. Ride the complimentary Lido Shuttle to and from St. Armands Circle, or the Sarasota Bay Runner trolley to downtown destinations. Life is good at the beach!
Listing Agent: Nancy Endara (941-323-1700)
5315 MYRTLE WOOD #46, SARASOTA, FL 34235
$297,50096 Days on yellowkey MLS ID: A4679179
REDUCED by $12,500 (4.0%) on 04/16/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1596 Built: 1981Monthly Fee: $532 Tax: $2,410 (2025)Community: SpringlakeCondo
Taxes:$2,410
Remarks: Welcome to effortless Florida living in this beautifully updated 3-bedroom, 2-bath condo in the desirable Meadows. Begin your day in the private front courtyard patio, ideal for enjoying the morning sunshine, and unwind in the evening on the back lanai overlooking peaceful water views surrounded by nature. Inside, cathedral ceilings create an airy, light-filled atmosphere. The main-level primary suite offers a true retreat with an updated bath featuring double sinks and charming shiplap accents. Upstairs, two spacious bedrooms provide flexibility for guests, a home office, or hobbies...one showcasing tranquil water views and both sharing an upgraded full bathroom. The main living area flows seamlessly with an updated kitchen and thoughtful use of space. Newer appliances and plenty of storage space keep your kitchen a thoughtful space. Additional conveniences include a covered carport and a thoughtfully designed layout that supports easy, low-maintenance living. Whether you’re seeking a full-time residence or a seasonal escape, this move-in-ready condo delivers comfort, style, and the relaxed lifestyle The Meadows is known for. MEMBERSHIPS NOT MANDATORY: Optional Golf and Tennis membership information
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Nikki Weiss (941-468-9551)
209 COSMOPOLITAN CT, SARASOTA, FL 34236
$899,00074 Days on yellowkey MLS ID: A4676613
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1680 Built: 2015Monthly Fee: $575 Tax: $10,906 (2025)Community: QSpa: NoTownhouse
Taxes:$10,906
Remarks: Amazing property and location! This Townhome is located between Osprey and Orange Avenues off of Ringling Blvd. in downtown Sarasota with 2 spacious bedrooms and 2.5 Baths. The Q is a unique enclave of 40 individually owned townhomes (not a condo). The moment you enter the front door, you will be mesmerized by the 13-foot-tall ceilings, the 8'-foot-tall solid wood Italian doors and a serene view through the foyer out the back door to historic Laurel Park. The downstairs area (11' x 10') is a great office space with large windows that could also work as a den. The second bedroom is conveniently located on the first floor and boasts both a walk-in closet and a double closet. This spacious second bedroom has an ensuite bathroom with a Lube single sink cabinet with quartz countertops and an oversized walk-in shower. Landry room is also, conveniently located on level one. On level 2, At the top of the stairs you are greeted by an amazing kitchen with Modern cabinets, quartz countertops and stainless-steel appliances. The glass tile backsplash and knee wall facing the living room are stylist and accessible, shimmering with light from the over-sized windows. The view from the upstairs living room and dining room is a scenic view of the treetops of historic Laurel Park. Step out onto the serene, private balcony where you feel like you're in the treetops. All windows are impact glass. The attached 2-car garage has spacious storage. The location is ideal. You are two blocks from the Saturday farmer's market and one block from amazing restaurants. If that's not enough, stroll to the theater, opera, or the marina. The Q is a very short ride or walk to the Legacy Trail connecting you from downtown to Venice. The free Breeze trolley runs every 30 minutes to takes you to St. Armand's Circle or out to Lido Beach. Buyers and/or Buyers Agent to verify all pertinent information, including room sizes, as they may be approximate. All Association information should be verified with Property Management Company or Association. Information deemed reliable but not guaranteed.
Listing Agent: Robert Robinson (941-587-2739)
33 S PALM AVE #1503, SARASOTA, FL 34236
$1,495,000144 Days on yellowkey MLS ID: A4674241
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1122 Built: 2024 Tax: $14,396 (2025)Community: DemarcayCondo
Taxes:$14,396
Remarks: Discover the elegance of living in your very own private and luxurious residence, at one of Sarasota’s newest and premier condominiums, the DeMarcay. Experience the vibrance of residing in the heart of Sarasota where you can explore; art galleries, first rate theaters, the opera, a library, diverse dining, service options, shops including Whole Foods, and a beloved Saturday market. Within a block of Sarasota’s famous bayfront, boasts boat charters, rentals, and tours, as well as Marina Jack’s, a local mainstay with boat and yacht dockage, has an indoor piano bar and patio area for catching the sunset, happy hour, casual dining, or venturing upstairs for fine dining. For a more laid back, casual choice and one of Sarasota’s favorite old Florida spots, O’Leary’s Tiki Bar. Once you enter the DeMarcay by using the modern Butterfly entry system, a concierge and valet staff are available to take care of the owner's garage parking and other needs. Taking the elevator up to your beautiful 2-bedroom, 2 bath condominium on the 15th floor with magnificent city and Sarasota Bay water views, you will be surrounded by multiple high-end upgrades. A beautiful open kitchen with quartz countertops and waterfall kitchen island overlooks the dining and living room and outside patio. An exquisitely custom-built wall center and dry bar that includes wine refrigeration is one that any connoisseur of fine wines and liquors would appreciate. This unit also boasts ceramic and porcelain tiles, custom modern lighting fixtures throughout, and a master en-suite with custom walk-in closet. With property amenities second to none, your new home has options of storage, use of a full gym, and an exquisite clubhouse that includes a large entertaining are and an outdoor pool and kitchen for year around entertaining.
Listing Agent: Coreen Wilde (941-960-5557)
4431 FRUITVILLE RD, SARASOTA, FL 34232
$665,90087 Days on yellowkey MLS ID: A4680419
REDUCED by $18,100 (2.6%) on 04/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1460 Built: 1954 Tax: $6,493 (2025)Community: Not Part Of A SubdivisionSpa: NoSingle Family
Taxes:$6,493
Remarks: One or more photo(s) has been virtually staged. Rare high-visibility opportunity on Fruitville Road with exposure to 50,000+ vehicles per day. This ±0.80-acre parcel is ideally positioned just 3.7 miles from I-75, offering exceptional frontage and accessibility in one of Sarasota’s most heavily traveled corridors. The property is currently zoned RSF-2 (3.5 units per acre), allowing for the potential addition of at least one more unit with county approval. The existing single-family residence could be utilized as a live/work setup or easily converted to office use. Additionally, the site presents a compelling future commercial or multifamily redevelopment opportunity, with potential rezoning to implementing districts under the OFF/MF FLUM designation, including OPI (Office, Professional & Institutional), RMF-1, RMF-2, or RMF-3, subject to the rezoning process. The existing home, built in 1954, features 2 bedrooms, 2 bathrooms, large open living room, and a carport that has been enclosed. The expansive lot is fully fenced and offers ample room for future development, parking, or storage, along with an on-site pond. Located approximately 3 miles from Downtown Sarasota and minutes from beaches, dining, shopping, and recreation, this property combines strong in-place utility with long-term redevelopment upside. With unmatched daily traffic exposure and proximity to major destinations, this is a prime opportunity for investors, developers, or owner-users seeking visibility, flexibility, and growth potential in the Sarasota market.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Derek Robbins (941-356-4906)
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