Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
3820 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$354,00076 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,297
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
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
$429,00014 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
Elementary School: Emma E. Booker Elementary
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
$800,000133 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
Elementary School: Southside Elementary
Tax Year: 2024
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
$1,649,000210 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
High School: Sarasota High
Tax Year: 2023
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
$199,000343 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
Elementary School: Gocio Elementary
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)
1709 N TAMIAMI TRL #502, SARASOTA, FL 34234
$599,00091 Days on yellowkey MLS ID: A4679227
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 2022 Tax: $7,354 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,354
Remarks: PRICE IMPROVEMENT AND GREAT VALUE! Experience this coveted top floor and closest to the Bay location and the fantastic water views, beautiful sunsets, five-star amenities, gated access, and incredible proximity to Downtown Sarasota, the Bay Park, and the area's spectacular beaches. PLUS option to purchase a boat slip with 16,000 lb. lift and 2nd parking space with sunshade! Built in 2022, this residence affords a second-to-none waterfront lifestyle. The 1050 sf, 1 bedroom + office/den, 2 full bath unit features upgraded finishes, sizable living area, designated dining space, serene primary bedroom with luxe owner's bath, expansive custom closet, and private open-air terrace overlooking the water. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and a generously sized peninsula. The main living space is filled with natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. The office/den is perfect for all of your organizational needs. Additional noteworthy features include custom designed closets, in-unit laundry with Samsung washer and dryer, pendant lighting, designer ceiling fans and custom window treatments. This unit includes 1 under-building parking space and private secure storage. The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design features fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, 1000' boardwalk, kayak and paddleboard launch, and ample guest parking. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Make the most of the azure water and explore the top-rated beaches and bays and make this exceptional residence, community and city your home today.
1350 MAIN ST #PH1600, SARASOTA, FL 34236
$1,995,000198 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
$1,895,000183 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.
1709 N TAMIAMI TRL #503, SARASOTA, FL 34234
$550,000162 Days on yellowkey MLS ID: A4671066
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 958 Built: 2022 Tax: $7,016 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,016
Remarks: Experience this breathtaking penthouse waterfront condominium with sunset views in the resort style gated complex, The Strand. With direct boating access to the Bay and Gulf of Mexico, serene water views, option to purchase a deeded boat slip with 16,000# lift, five-star amenities and fantastic proximity to Downtown Sarasota and area beaches, this residence affords a second-to-none waterfront lifestyle. This unit features a prime location in the Strand in the building closest to the bay and on the 5th floor providing incredible views! The 1 bedroom + office/den, 2 full bath open floor plan features upgraded finishes, custom closets, sizable living area, dining area and open-air terrace. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and 2 generously sized peninsulas with room for seating. The main living space has incredible natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. This smartly designed home boasts a serene primary bedroom with custom closet, luxe owner's bath with quartz vanity, and laundry area with stackable Samsung washer and dryer. Office/den with closet perfect for all of your organizational needs and an additional full bath with tub. Other noteworthy features: custom designed closets, pendant lighting, and designer ceiling fans. Includes 1 deeded under building parking space, and private secure storage. Welcome to The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design Group. Fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, boardwalk, and kayak launch & storage. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Live THE lifestyle exploring top-rated beaches and bays. Make this exceptional residence, community and city your home today!
1212 BENJAMIN FRANKLIN DR #305, SARASOTA, FL 34236
$650,000205 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
$297,50092 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)
5623 MONTE ROSSO RD, SARASOTA, FL 34243
$365,0008 Days on yellowkey MLS ID: A4689751
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1090 Built: 1994Monthly Fee: $325 Tax: $1,369 (2025)Community: Riviera Club Village At Longwood Run Ph 02Spa: NoVilla
Taxes:$1,369
Remarks: Step into this beautifully refreshed 2-bedroom, 2-bath villa in the highly desirable Riviera Club Village at Longwood Run, offering a turnkey furnished, move-in ready experience with a rare two-car garage. This home features a 1% lender credit at closing and has been thoughtfully renovated to showcase a bright, airy living space with vaulted ceilings, a central skylight, and sliding doors leading to a charming enclosed lanai. The redesigned kitchen is a standout, featuring sleek soft-close cabinetry, premium stainless steel appliances—including a contemporary range hood—and quartz countertops that blend high function with modern style. Consistent tile flooring flows throughout every room, complemented by tailor-made blinds fitted to each window for a refined finish. Both bathrooms have been elegantly remodeled, with the guest bathroom tiled to the ceiling for a luxurious, modern look and upgraded with a bidet for added comfort. The primary suite boasts a modern double vanity, high-end fixtures, and an upgraded walk-in closet with a stylish sliding door. The guest bedroom also features an additional wardrobe, offering enhanced storage and flexibility. Residents may also enjoy access to nearby country club amenities, including a pool and golf course. With its low-maintenance design and stylish upgrades, this villa offers a refined living environment in a vibrant, tropical setting.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
2052 BENJAMIN FRANKLIN DR #D702, SARASOTA, FL 34236
$4,175,00097 Days on yellowkey MLS ID: A4672832
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3654 Built: 2005 Tax: $53,274 (2025)Community: Orchid Beach Club ResidencesSpa: YesCondo
Taxes:$53,274
Remarks: Located within Orchid Beach Club, the premier direct-beachfront building on the south end of Lido Beach, this expansive 3BR/3.5BA, 3,654-square-foot residence offers an exceptional blend of luxury, privacy, and coastal elegance. A private elevator lobby and double-door entry open to a light-filled floor plan designed for both everyday living and effortless entertaining. Main living areas feature soaring 10-foot ceilings, clean architectural lines, and generous wall space ideal for displaying artwork, all flowing seamlessly to the outdoors. The expansive beachfront terrace is a standout feature, showcasing unobstructed Gulf & sunset views and a built-in grill, perfect for al fresco dining, hosting guests, or just relaxing to the sound of the waves cascading on the shoreline. The gourmet kitchen is thoughtfully designed for culinary enthusiasts, offering a five-burner gas range, warming drawer, and spacious walk-in pantry. The primary suite serves as a peaceful retreat with a sitting area, wet bar, and sweeping panoramic views from Siesta Key to Longboat Key. Its spa-inspired bath includes dual vanities, a soaking tub with city views, an oversized walk-in shower with dual shower heads, and two private water closets. Two guest suites, each with en-suite baths, share access to a private terrace overlooking South Lido Park, with scenic vistas toward downtown Sarasota and St. Armands Circle, providing comfort, privacy, and memorable scenery. A rare and highly desirable offering, this residence includes a private two-car under-building garage just steps from the elevator with direct access to the unit, offering unmatched convenience, security, and ease of access rarely found in beachfront condominiums. Orchid Beach Club residents enjoy world-class amenities, including a 24-hour manned security gate, concierge services, and two elegant guest suites. Additional features include a heated beachfront pool and spa with private cabanas, a state-of-the-art fitness center with steam room and sauna, dedicated massage and treatment rooms, a social lounge with bar, fireside library, game room, and even an on-site dog run for that special pet. Just outside your door, you are moments from the sand and within walkable distance of South Lido Park and the Ted Sperling Nature Trail, while downtown Sarasota’s vibrant dining, arts, and culture are just around the bend. This exceptional residence offers a front-row Gulf Coast lifestyle, blending resort-style luxury with the tranquility of a private island enclave at one of Lido Beach’s most coveted addresses.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
209 COSMOPOLITAN CT, SARASOTA, FL 34236
$899,00070 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 is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Robert Robinson (941-587-2739)
280 GOLDEN GATE PT #600, SARASOTA, FL 34236
$5,600,000192 Days on yellowkey MLS ID: A4668258
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4101 Built: 2016 Tax: $72,785 (2025)Community: AquaSpa: YesCondo
Taxes:$72,785
Remarks: Discover the pinnacle of direct bayfront excellence blending sculptural modern form with water views. Full-floor residence at AQUA is one of only eight in Sarasota’s most exclusive boutique building found on Golden Gate Point. Perched on the sixth floor with 180° views of Sarasota Bay and the iconic Ringling Bridge, this home offers a level of elegance and customization rarely found—even in new construction. From the moment you step off your private elevator into the foyer, the residence unfolds with simple, clean lines spotlighting floor-to-ceiling 10-foot glass walls which frame the Bay & Sunsets like living artwork. More than $500,000 in curated upgrades elevate the interiors, transforming this barely lived in 4,100+ sq ft space into a truly one-of-a-kind lifestyle rarely found in Sarasota’s market. Open-concept layout lives like a single-family home with distinct entertaining areas, a stunning waterfront dining room, and a bespoke wet bar. Chef’s kitchen is a study in form and function, seamlessly integrated into the living space while offering top-tier appliances and finishes: Wolf cooktop and ovens, 2 Miele dishwashers , Sub-Zero refrigerator, Cuisines Laurier cabinetry with a 9 ft expansive island topped with striking Cielo quartzite. Private primary suite is designed as a serene escape, featuring stunning water views, custom walk-in closets uniquely designed with two separate individual sections of sleek Cuisimax poly-gloss doors and packing station. Elevated features in the spa-style bathroom include dual vanities topped with striking azure crystal marble, a soaking tub, and a large glass-enclosed shower Two generous guest suites offer en-suite privacy, while a fourth bedroom currently serves as a sleek office. With discreet concierge services found only in a 5-star boutique style building, Aqua offers an enclosed oversized private two-car garage with an EV charging station & dehumidifier, private boat dock that accommodates 36' boat + flat kayak lift, temperature-controlled wine storage/wine tasting room, fitness studio, heated pool and spa and meeting room. Be part of vibrant downtown living in a secluded quiet location.
33 S PALM AVE #1503, SARASOTA, FL 34236
$1,495,000140 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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Coreen Wilde (941-960-5557)
4431 FRUITVILLE RD, SARASOTA, FL 34232
$665,90083 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)
301 QUAY COMMONS #1210, SARASOTA, FL 34236
$1,850,00013 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
Elementary School: Alta Vista Elementary
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 Agent: Ian Mcpherson (941-320-0999)
35 WATERGATE DR #1005, SARASOTA, FL 34236
$2,900,000113 Days on yellowkey MLS ID: A4676375
0 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3659 Built: 2003 Tax: $34,229 (2025)Community: The Tower ResidencesCondo
Taxes:$34,229
Remarks: Arrive by private elevator directly to the grand foyer of this tenth-floor residence at the Ritz-Carlton Tower Residences, ideally positioned within the coveted ’05 stack—widely considered the premier vantage point in the building. This preferred orientation captures sweeping, unobstructed panoramas of Sarasota Bay and the Ritz-Carlton marina, complemented by spectacular west-facing sunsets. Artist-crafted glass double entry doors with custom illuminated accents provide a striking arrival and set a tone of understated elegance throughout. Residence #1005 offers a highly sought-after four-bedroom layout with four full baths, thoughtfully designed for both refined entertaining and everyday comfort. An open-concept floor plan is enhanced by wood flooring throughout and anchored by a centrally located kitchen featuring a breakfast bar, stainless-steel appliances, dual convection ovens, and an induction cooktop. Floor-to-ceiling, hurricane-rated windows flood the interior with natural light, while two expansive terraces extend the living space outdoors for effortless entertaining. A split-bedroom design ensures exceptional privacy for owners and guests. The primary suite is distinguished by a double-door entry and custom underlit accent shelving, an en-suite marble bath with dual split vanities, private water closet and custom-fitted walk-in closets. The fourth bedroom / study serves as a versatile retreat, highlighted by a gas fireplace framed by floor-to-ceiling built-in cabinetry and an adjacent full bath. A new HVAC system installed in 2025 adds comfort and peace of mind. The residence includes two assigned under-building parking spaces—one conveniently located near the side lobby entrance. Additionally, 2 climate-controlled storage units, one conveniently located just outside the residence. The pet-friendly Tower Residences offer the legendary Ritz-Carlton lifestyle, featuring dedicated private concierge service, a state-of-the-art fitness center, massage and wellness rooms, sauna, resort-style heated pool and spa, private theater, and beautifully appointed social and entertaining spaces. Recent enhancements include a reimagined lobby and entry experience, refreshed landscaping, and an inviting outdoor lounge with grilling facilities. Additional conveniences include 24-hour in-residence dining, a private interior corridor with direct access to the Ritz-Carlton Hotel’s amenities, restaurants, and spa, as well as valet parking for residents and guests. Perfectly positioned along Sarasota’s Bayfront and downtown corridor, with easy access to St. Armands Circle, Lido Beach, cultural attractions, and fine dining, this exceptional offering represents a rare opportunity to secure one of the most desirable residences within the Tower.
319 BIRD KEY DR, SARASOTA, FL 34236
$5,749,90055 Days on yellowkey MLS ID: A4684204
REDUCED by $250,000 (4.2%) on 04/03/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4498 Built: 1998Monthly Fee: $110 Tax: $40,743 (2025)Community: Bird Key SubSingle Family
Taxes:$40,743
Remarks: Custom built by a locally treasured builder on one of Bird Key’s largest homesites, over half an acre, this one-level Spanish Mediterranean residence delivers a rare blend of timeless design, thoughtful updates and a resort-style outdoor experience. The home’s wraparound footprint creates exceptional curb appeal while maximizing privacy and indoor-outdoor flow, opening to an expansive rear-yard sanctuary that feels straight out of Selby Gardens. Inside, intricate architectural details meet modern refinement to create dramatic volume and warmth, including soaring ceilings with beams and paneling, walls of windows and travertine flooring throughout. The home has been recently updated with features including PGT impact-rated doors and windows, updated electrical, RH light fixtures, LED accent lighting and fresh landscaping. A 2015 barrel tile roof adds enduring style and peace of mind. The chef’s kitchen is beautifully appointed with a Wolf gas cooktop, built-in oven/microwave, Sub-Zero refrigerator, icemaker, custom cabinetry with specialty slide-outs, marble and quartz counters, and a Carrera marble backsplash, all overlooking an intimate walled courtyard. Two spacious primary suites, made even more unique by a connecting playful outdoor shower, complete the thoughtful layout. Two additional bedrooms rest on another side of the home as a relaxing respite for guests. Outside, the ambiance is unmatched with an infinity-edge pool with a gas fire bowl, a covered sitting area and an expansive yard, fully enclosed for privacy, creating an entertainer’s dream and an everyday escape. Just a short distance to the marina and new Bird Key Yacht Club, and ideally between downtown Sarasota and St. Armands Circle. The feel is unmatched, so to understand this level of quality, make an appointment to see it today.
Listing Agent: Katy Mcbrayer (941-400-2406)
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