Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
3012 DESOTO RD, SARASOTA, FL 34234
$999,000192 Days on yellowkey MLS ID: A4678237
0 Days Off yellowkey (back on 4/30/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3470 Built: 1957 Tax: $1,143 (2025)Community: Desoto AcresSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,143
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Discover the extraordinary charm of 3012 Desoto Road, an exceptional property nestled in the heart of Desoto Acres. Spanning an impressive 2.4 acres—nearly a hectare of prime land—this unique estate features a serene pond and five on-site buildings. * * * Step inside the main house, a historic gem built in 1957, offering 3,470 square feet of character and warmth. Adorned with terrazzo floors, smooth ceilings, two inviting stone fireplaces, and warm wood paneling, this home exudes the timeless charm characteristic of properties of its era. With five spacious bedrooms and a den equipped with a Murphy bed—often utilized as a sixth bedroom—there’s ample space for family and guests. The large pool, enclosed in an elevated cage installed in 2012, invites you to relax and enjoy the view of the expansive surrounding property and spectacular canopy trees. The large on-property pond offers peaceful spaces for quiet reflection and the enjoyment of its natural beauty. * * * The delightful 1,000-square-foot guest house, built in 1994 and fully renovated just three years ago, features one bedroom and a full bath, making it perfect for visitors or as a private retreat. * * * Among the 3 additional on-site buildings, you’ll find a self-contained, air-conditioned atomic bomb shelter with a ½ bath that dates back to the 1950s (remember the Cold War or the Bay of Pigs?) - - - it is still fully functional today; a handy storage shed; and, even though the home is connected to public water, the water utility building houses a water pump, ensuring you have reliable access to water in any emergency. * * * This property has a rich history, having served as an auxiliary rectory for Catholic priests for decades. The expansive property provides a serene sense of seclusion - - - and with 14 strategically placed security cameras, an unparalleled sense of safety. * * * All the windows are hurricane-strength, the pool was just resurfaced in 2023, and the inclusion of an electric car charger in the two-car garage adds to the property’s modern conveniences. Offered with most furnishings included, this home is not just a place to live but a unique lifestyle opportunity. Its distinctive character has even attracted the attention of television, with an episode of "Cops" filmed inside, making it a part of pop culture lore. Don't miss your chance to own this remarkable estate!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
941 VIRGINIA DR, SARASOTA, FL 34234
$1,450,000148 Days on yellowkey MLS ID: A4684540
REDUCED by $50,000 (3.3%) on 07/02/2026
Bed: 6 Bath: 4.5 Liv Area Sq Ft: 3492 Built: 1945 Tax: $9,217 (2025)Community: Bay HavenSpa: YesSingle Family
Taxes:$9,217
Remarks: A Rare Piece of Sarasota History. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Angela Adams (941-809-9760)
5201 STEVENS DR, SARASOTA, FL 34234
$600,000173 Days on yellowkey MLS ID: A4681358
REDUCED by $15,000 (2.4%) on 06/26/2026
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2016 Built: 1958 Tax: $2,494 (2025)Community: Indian Beach EstatesSpa: NoSingle Family
Taxes:$2,494
Remarks: ENJOY THE BEST OF FLORIDA LIVING in this beautifully maintained mid-century modern home. Featuring 4 bedrooms, 2 1/2 bathrooms, an extended 1 car garage and over 2000 square feet of thoughtfully designed living space. This open floor plan offers a desirable split floor plan with two en-suite bedrooms, an updated kitchen, and large family room perfect for everyday living or entertaining. For additional peace of mind there is a NEW ROOF and IMPACT WINDOWS. Step outside on your lanai where you can create your outdoor oasis or enjoy the views of the oversized backyard. Located in Sapphire Shores, this home is minutes to University Town Center, SRQ airport, Ringling Museum, Downtown Sarasota, St. Armand’s Circle, Lido Beach and offers two bay front parks providing access for water activities and views. A perfect blend of comfort, space and location – this home truly delivers a lifestyle like no other.
640 N OSPREY AVE, SARASOTA, FL 34236
$1,295,000254 Days on yellowkey MLS ID: A4672346
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1738 Built: 2005 Tax: $7,718 (2025)Community: Gillespie Park SubSpa: NoSingle Family
Taxes:$7,718
Elementary School: Alta Vista Elementary
Remarks: Welcome to this unique custom offering of blended versatility, which includes 3 bedrooms with 3 baths. A concrete block custom build in 2005. Directly across the road from Gillespie Park, a dazzling 10-acre monitored park. Ideal for extended family, visitors, artist studio, and/or additional rental income, so just let your imagination run wild. High-impact hurricane windows and a newly installed roof in 2024 with hurricane tie-downs. The freshly painted main house features a double sided gas fireplace, stained acid-washed floors, a common feature throughout the compound, newly installed granite-honed countertops, new subway tiles in the kitchen and freshly painted solid wood cabinets. If it is purity you want, try the Apec Reverse Osmosis dispenser at the newly installed kitchen sink. Bosch gas cooktop, dishwasher and convection wall oven, Whirlpool refrigerator with Electrolux washer and dryer. Tankless on-demand hot water, gas for the main house, and an additional electric unit for the guest suites. A well for irrigation, EV 220-volt 50-amp charging station, storage bins and racks for kayaks, two driveways, private hedging with magnolia, holly, black bamboo and hibiscus, or if it's the fruit you want, mango, avocado, lemon, papaya and banana trees. An outdoor shower, brick pavers throughout the inspiring courtyard with hanging lights, and a fire pit to capture those spectacular starry evenings. One guest suite was built with the original house with a kitchenette, while the second was built in 2022, complete with a full kitchen and washer/dryer combo. Both suites come complete with mini-split heat pumps, one installed in 2023, and are turnkey furnished. Gillespie Park, which is directly across the street, features grand oaks, recreational trails, a lake, tennis courts, a pickleball court, a gazebo, a dog park and a basketball court. Centrally located and within short distance of Sprouts, Whole Foods, restaurants and local shopping, this neighborhood offers a vibrant and ever-evolving downtown neighborhood.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Dennis Girard (941-809-0041)
5721 BENTGRASS DR #20-104, SARASOTA, FL 34235
$264,000173 Days on yellowkey MLS ID: A4681108
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1559 Built: 2002Monthly Fee: $797 Tax: $3,435 (2025)Community: Las Palmas Of SarasotaCondo
Taxes:$3,435
Remarks: Welcome home to this beautifully bright and spacious 3 bedroom, 3 bath end-unit condo with a private garage, perfectly situated inside the gated community of Las Palmas. With its open feel, thoughtful layout, and abundant natural light, this residence offers the ideal blend of comfort, style, and easy Florida living.The kitchen is designed for both everyday living and entertaining, featuring warm wood cabinetry, generous counter space, a breakfast bar, and a separate dining area that invites gathering with family and friends. The living room impresses with gorgeous flooring, crown molding, and sliding glass doors leading to the screened patio which creates a seamless connection to the outdoors while filling the space with sunlight. Retreat to the spacious primary suite complete with large sliding glass doors to a screened porch area, a walk-in closet, and an ensuite bath with dual sinks, creating a private space to relax and recharge. A new hot water heater provides added value and peace of mind. Residents of Las Palmas enjoy a true resort-style lifestyle with access to two sparkling swimming pools, a fitness center, clubhouse, billiards room, tennis courts, walking trails, and RV and boat storage. Ideally located near University Town Center, Benderson Park, I-75, and just minutes from Sarasota’s world-renowned beaches, shopping, and dining, this home places you close to everything while offering a serene place to come home to. Spacious, inviting, and perfectly located, this is the one you have been waiting for. FIANCING IS NOW AVAIABLE !All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Kroshus (941-303-3429)
4877 VILLAGE GARDENS DR #193, SARASOTA, FL 34234
$199,00041 Days on yellowkey MLS ID: A4696704
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1197 Built: 1982Monthly Fee: $530 Tax: $2,948 (2025)Community: Village Gardens Ph 3Spa: NoVilla
Taxes:$2,948
Remarks: Virtually Staged. Welcome to easy Sarasota living in the desirable Village Gardens community! This beautifully maintained two-bedroom, two-bath villa offers a combination of comfort, convenience and low-maintenance living in an unbeatable location. Go inside to discover soaring ceilings, abundant natural light, fresh interior paint, and new plush carpeting that create a bright and inviting atmosphere throughout. The spacious floor plan features an open living and dining area, while the in-unit washer and dryer provide everyday convenience. Enjoy your morning coffee or unwind in the evening on the covered and screened lanai, surrounded by lush, mature landscaping that enhances the peaceful setting. Hurricane-impact windows, with exception of the sliding glass doors, provide added protection and peace of mind, while your private covered carport offers convenient parking near your front door. Village Gardens residents enjoy an active lifestyle with exceptional amenities including a community pool, clubhouse, tennis and pickleball courts, and bocce ball. Best of all, exterior landscaping maintenance is included in the HOA fee, allowing you to spend more time enjoying everything Sarasota has to offer. Ideally just minutes from SRQ Airport, Ringling College of Art & Design, Indian Beach, downtown Sarasota, and the University Town Center (UTC) shopping and dining district, this villa places world-class beaches, cultural attractions, restaurants and entertainment within easy reach. Whether you're seeking a year-round residence, seasonal retreat or investment opportunity, this move-in ready villa is must-see. Schedule your private showing today and experience the charm and convenience of Village Gardens for yourself.
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
1350 5TH STREET #106, SARASOTA, FL 34236
$529,00069 Days on yellowkey MLS ID: A4694230
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 749 Built: 2018 Tax: $4,748 (2025)Community: Risdon On 5ThSpa: NoCondo
Taxes:$4,748
Remarks: Experience contemporary living in Sarasota’s vibrant Rosemary District at The Risdon on 5th, a 22-residence mixed-use condominium community recognized for its award-winning European-inspired architecture and design. Positioned in one of downtown Sarasota’s accessible neighborhoods, this modern one-bedroom residence places an active lifestyle, culinary delights, the arts, wellness and entertainment just moments away. Designed for an active urban lifestyle, residents enjoy a solar-heated rooftop pool with unobstructed city views, two shaded lounge areas, and a spacious, secure gated courtyard providing one designated parking spot for owners and plenty of flex parking spaces for owners and guests. Inside, the open-concept floor plan features 12-foot ceilings, upgraded tile flooring throughout, energy-efficient impact glass walls and a streamlined modern aesthetic that maximizes natural light and functionality. The kitchen is appointed with stainless steel appliances, solid surface countertops and a waterfall-edge island designed for easy everyday living and entertaining. Plus, experience Florida’s outdoor lifestyle on your small patio near the front door. Near Sarasota’s renowned cultural and waterfront destinations, The Risdon on 5th offers convenient access to Whole Foods Market, the Sarasota Farmers Market, Marina Jack, the Sarasota Bay Park, Selby Library, art galleries, downtown shopping and acclaimed restaurants. The Ringling Bridge, St. Armands Circle, Sarasota Bay and Longboat Key are all within close reach, especially on the free BayRunner Trolley, creating an ideal setting for buyers seeking a connected, low-maintenance lifestyle in the center of downtown Sarasota.
Listing Agent: Frank Lambert (941-920-1500)
4084 GOLD DUST LN, SARASOTA, FL 34243
$339,000223 Days on yellowkey MLS ID: A4675771
REDUCED by $3,000 (0.9%) on 07/22/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2026Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Taxes:$0
Remarks: MOVE IN READY! RED TAG SALE: $20k Your Way to use towards closing costs, special interest rates and upgrade options with the use of our preferred lender - Now through Sunday, August 2nd. Oasis at Longwood Run offers spacious townhome living in the heart of beautiful Sarasota. Ideally located just minutes from I-75, you’ll enjoy easy access to St. Petersburg, Tampa, and Venice. Homes in Oasis at Longwood Run are equipped with a stainless-steel appliance package, quartz countertops and all-concrete-block construction on both floors. Spend your weekends soaking up the sun at Siesta Key or Lido Key, both just minutes away. If you love staying active, nearby Nathan Benderson Park, the 18-mile Legacy Trail, and Celery Fields Park offers endless opportunities for walking, biking, and rowing. You’ll also be less than a mile from the new Mote Marine Laboratory & Aquarium and University Town Center, where shopping, dining, and entertainment are always within reach. Plus, Downtown Sarasota is just a quick drive away, offering vibrant community events, live shows, a weekly farmers market, and more. Come discover the lifestyle waiting for you at Oasis at Longwood Run and make it your home.
Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)
Listing Agent: Sarah Bordeaux (941-367-2571)
263 LIME CIR, SARASOTA, FL 34237
$1,999,0001243 Days on yellowkey MLS ID: A4562867
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2659 Built: 2026 Tax: $4,044 (2023)Community: Terrace GardensSpa: YesSingle Family
Taxes:$4,044
High School: Sarasota High
Tax Year: 2023
Remarks: Pre-Construction. To be built. A custom ranch home with a high pitched metal roof and attached guest house on a 12,000 sq ft fully fenced lot on a quiet cul-de-sac, close to Sarasota downtown restaurants, shops and the Legacy Trail, an 18 1/2 mile recreational trail connecting Sarasota and the city of Venice. The trail is popoular for biking, walking and running with amenities like restrooms, playgrounds and bike repair stations. A short walk to Payne Park and the free Bay Runner trolly service that connects downtown, St. Armands Circle and Lido Beach. The home has an open floor plan with ceilings that tray up to 11'4". Sliding glass doors brining in the morning sunlight and overlooking the pool and extensive covered outdoor living space with grill area. The main house has 3 bedrooms, 2 full baths, foyer, dining room and great room. The fabulous kitchen with Viking appliancaes, custom cabinets, a large island, quartize countertops, walk-in pantry with a sink. Laundry room with washer, dryer and sink along with built in storage for hanging clothes. 2 Instant Hot water hearters (one in guest house). The attahed guest house has a living room, kitchenette, 2 bedroms, full bathroomm with 10'8" ceilings throghout and laundry with washer and dryer. and sliding glass doors overlooking the heated pool. there is also an outdoor shower.. The attached oversized 2 car garage with sink and EV charging station
Listing is courtesy of: HANLY ASSOCIATES REALTY (941-374-0976)
Listing Agent: Tom Hanly (941-374-0976)
222 MORNINGSIDE DR, SARASOTA, FL 34236
$7,250,000198 Days on yellowkey MLS ID: A4675254
REDUCED by $250,000 (3.3%) on 07/02/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4284 Built: 2015Monthly Fee: $42 Tax: $34,055 (2025)Community: Lido CSpa: YesSingle Family
Taxes:$34,055
Elementary School: Southside Elementary
Remarks: An extraordinary expression of modern waterfront living, this custom-designed Sarasota residence seamlessly blends architectural distinction, refined interiors and a tranquil Bayou setting flowing directly into the Gulf of Mexico, creating a home that is visually striking and effortlessly livable. Thoughtfully conceived by the owners, this exceptional five-bedroom, three full-bath and one half-bath waterfront residence is on approximately .37 acres and was designed to honor its surroundings while embracing contemporary form, function and natural light. Offering 4,284 square feet under air and 6,416 total square feet, the home makes a striking yet calming first impression. A circular brick-paver driveway, decorative architectural elements, trellises accents, curated landscaping, and subtle exterior lighting establish a refined sense of arrival and architectural presence. Inside, a dramatic open-concept floor plan unfolds with intention and volume. The great room features ceilings approaching 20 feet, custom wire railings and expansive glass frame serene water views from every room. Natural materials, most notably warm cedar accents carried seamlessly from interior to exterior, create a cohesive modern design language. Beechwood flooring, refined finishes, automatic solar window treatments, imported European light fixtures, and integrated LED lighting enhance comfort and contemporary appeal. The gourmet kitchen is designed for everyday living and entertaining, featuring Porcelanosa Design cabinetry, a side-by-side paneled Sub-Zero refrigerator, Asko dishwasher, Wolf built-ins including wall oven, warming drawer, microwave, a U-Line under-counter wine cooler, illuminated onyx island, quartz countertops, seamless under-cabinet lighting and a walk-in pantry. A new Whirlpool top-load washer complements the Whirlpool Cabrio Platinum dryer, completing the home’s functional amenities. The residence offers exceptional flexibility with two private primary suites on the main and upper levels, each providing direct terrace access and tranquil water views. Spa-inspired baths, one features a steam shower and walk-in closets, creating serene retreats. Additional guest suites, office, a waterfront gym or flexible living space, and these multiple en-suite accommodations support a variety of lifestyles. Outdoor living is equally compelling. A saltwater infinity-edge pool with spa and planter waterfall feature anchors the waterfront setting, complemented by covered and enclosable lanais with automatic window and terrace screens. Existing posts for the hammock overlook the Bayou. The outdoor pavilion provides space for an outdoor kitchen, with room to add a built-in grill, ice maker or under-counter refrigerator with existing gas hookup and water supply. A private illuminated dock provides direct Bayou access leading into the Gulf of Mexico, enhancing the home’s connection to nature and offering multiple gathering spaces ideal for entertaining and cherished memories. Modern construction, impact-rated openings and integrated smart-home technology contribute to peace of mind and long-term value. In one of Sarasota’s desirable waterfront neighborhoods, with optional deeded Lido Shores beach access and proximity to downtown Sarasota, St. Armands Circle and Longboat Key, this residence offers privacy, elevation, serenity and refined expression of luxury coastal living, designed to be admired and lived in.
Listing Agent: Moriah Taliaferro (941-504-9910)
540 N TAMIAMI TRL #1702, SARASOTA, FL 34236
$3,999,000303 Days on yellowkey MLS ID: A4664642
REDUCED by $201,000 (4.8%) on 06/04/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3962 Built: 2020 Tax: $51,184 (2025)Community: The Blvd SarasotaSpa: YesCondo
Taxes:$51,184
Remarks: Welcome to the BLVD, where breathtaking views define the home experience! This architecturally stunning, modern condominium stands perfectly positioned in the Bayfront District of downtown Sarasota. Indulge in a luxurious residence soaring above Sarasota Bay, ideally located on the 17th floor, featuring expansive glass walls that offer breathtaking and unobstructed bay views to the north and west, and city views to the east. At this premier address, residents are among the elite who are privileged with an exclusive standard of living. This iconic building offers high-quality interior finishes and advanced coastal construction and design. From the moment you step through the entrance of the private access elevator, the tone is set for the entire space and lifestyle. The flow-through floorplan highlights magnificent bayfront and city views, with impact windows and sliding glass doors leading to several large terraces. Elegant tile flooring and glass railings create a seamless connection between the indoor and outdoor spaces, framing boundless vistas. The expansive great room boasts lofty ceilings, custom lighting, and large tile flooring – ideal for entertaining guests. A culinary showpiece, the kitchen features designer tile backsplash that complements the sleek cabinetry and designer lighting, adding sophistication throughout. An oversized island, complete with high-end quartz countertops and ample storage, anchors the space. For wine enthusiasts and culinary connoisseurs, this remarkable kitchen also features top-of-the-line Thermador appliances with a 6-burner gas cooktop, built-in wall oven, wine fridge, and two spacious pantries with custom shelving. The expansive primary bedroom is complete with two exquisite custom walk-in closets, with a spa-like bath boasting a soaking tub and an oversized glass shower. Two oversized bedroom suites feature private terrace access and luxurious spa-like baths. A powder room and spacious laundry room round out the interior. Quality and comfort are at the forefront, evident with a state-of-the art smart automation system with Lutron lighting, and motorized shades system. Additional highlights include three glass-railed terraces, custom lighting and 8' solid-core doors. BLVD hosts only forty-nine residences and sets itself apart with its unparalleled hotel-inspired amenities and full-time concierge. Residents will enjoy a social club room with a service bar, well-equipped fitness center, conference room, temperature-controlled wine room with private lockable showcases, indoor driving range, and a dog grooming room. The expansive outdoor terrace offers additional outdoor lounge seating and convenient pet facilities. For those seeking ultimate relaxation, the rooftop, home to the best rooftop pool area in Sarasota, features a zero-horizon pool, lounge seating, covered outdoor summer kitchen, and fire pit. 1702 embodies the essence of Sarasota’s lifestyle, where luxury meets sophistication. Strolling on the waterfront, exploring the diverse cuisine, or attending the cultural events in downtown Sarasota makes the BLVD a destination as well as home. And COMING SOON-1000 NORTH Sarasota, an exclusive members-only club located on the bottom floor of the BLVD, and centered in the heart of the city’s cultural corridor. This private retreat will offer elevated dining, handcrafted cocktails, personalized concierge services, and private wine storage, delivering a blend of luxury, comfort, and sophistication.
Listing Agent: Stacy Hanan (941-266-0529)
1156 COCOANUT AVE, SARASOTA, FL 34236
$1,895,000181 Days on yellowkey MLS ID: A4680261
REDUCED by $122,000 (6.0%) on 07/28/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2882 Built: 2024 Tax: $13,113 (2025)Community: Boulevard Add To SarasotaSpa: NoSingle Family
Taxes:$13,113
Elementary School: Gocio Elementary
High School: Riverview High
Remarks: Own a Sarasota Bay view home today. Introducing 1156 Cocoanut Avenue, a newly built modern residence that delivers bold architecture, refined finishes, and effortless urban living in the heart of Sarasota. Designed for today’s lifestyle, this striking home blends clean lines, open spaces, and elevated craftsmanship into a seamless expression of contemporary luxury. The home features five bedrooms and four bathrooms across 2,882 square feet. You are greeted by large-format, marble-look tile throughout the first floor for a seamless, elegant flow. From the moment you arrive, the home’s sleek exterior and architectural presence make a powerful first impression. Inside, light-filled interiors unfold with expansive open-concept living areas, high ceilings, and thoughtfully selected finishes that feel both high end and inviting. The Gourmet chef’s kitchen is equipped with top-of-the-line Café appliances featuring elegant gold accents, premium cabinetry, and seamless Calcutta quartz countertops throughout the home. The waterfall center island seats 6 comfortably, ideal for family meals, casual gatherings, or hosting large dinner parties. The layout is ideal for modern living—entertaining, everyday comfort, and stylish retreat. Having two spacious living rooms, one on each floor, offers versatile entertaining or relaxed family time. The primary suite is a true retreat with a spa-style bath, soaking tub, walk-in shower, and generous his-and-hers closets. Large-format tile flooring, energy-efficient construction, a two-car garage, and modern architectural details enhance both form and function. Outdoors, a private resort-style backyard awaits with a custom Pebble Tec pool, covered patio with tongue-and-groove ceiling plus stylish full summer kitchen, and a fully fenced lot with rear alley access for added privacy and ease. Additional features include a 2-car garage, energy-efficient design, and modern architectural finishes that emphasize comfort and style. Every element has been intentionally curated to reflect quality and design-forward living, creating a home that feels fresh, refined, and effortlessly functional. Ideally located in Sarasota’s sought-after downtown corridor, near Sarasota’s vibrant downtown, you’re just moments from the Rosemary District, world-class dining, art galleries, theaters, shopping, and the city’s renowned cultural scene. Enjoy quick access to the waterfront, marinas, and Sarasota’s award-winning beaches, all while being tucked into a rapidly growing and highly sought after neighborhood. You are just steps from the Bay and the Van Wezel through the beautiful Pioneer Park path. This is a rare opportunity to own a newly built modern home in one of Sarasota’s most dynamic locations. Schedule your private showing today and experience the lifestyle waiting for you! Would also make an excellent Airbnb. Call today for a showing!
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Desiree Doggett (941-900-6380)
111 S PINEAPPLE AVE #719, SARASOTA, FL 34236
$1,195,000196 Days on yellowkey MLS ID: A4677833
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1498 Built: 2019 Tax: $11,001 (2025)Community: Mark Sarasota CondoSpa: YesCondo
Taxes:$11,001
Remarks: Exquisite, elegant, and serene living in the heart of splendid downtown Sarasota! Enjoy the morning on your balcony with your coffee in hand as you enjoy the bird’s eye views, and evenings relishing the Gulf breezes. This gorgeous condo is impeccable with European cabinetry, quartz countertops, custom woodworking, porcelain tiles, refreshing, subtle color palette, California Closets, and more! The open, expansive floor plan boasts natural light galore inspiring a cheery, light-hearted ambiance. The split bedroom layout allows for privacy and generous breathing space when entertaining guests. The primary bedroom is spacious and delightfully opens to the balcony for fresh air, complete with a thoughtfully designed walk-in closet, and a pristine en suite bathroom with dual vanities. The airy guest bedroom and en suite are perfect for hosting family and friends. There is a den for work or hobbies, and a powder room for guests. Spend afternoons by the glorious 65-foot infinity pool with peek-a-boo views of the Gulf! Enjoy all of the splendid, convenient amenities that The Mark offers to compliment your lifestyle: fire pit lounge, cabanas, outdoor grills, fitness center, spin room, clubroom with catering kitchen, pool table, café-style office space, 24-hour staffed reception, pet-friendly, security, an assigned parking space, and a separate secured storage unit. Saunter around downtown Sarasota, shop at the Saturday Farmers' Market, savor the authentic lemon tarts at C’est La Vie, attend the Sarasota Ballet or Orchestra, the lush gardens of Selby, and dozens of delightful restaurants and cafes! Enjoy sunny beach days at Lido Key and powdered sugar-soft beach walks. Evening strolls at the marina only a few blocks away, boutique shopping and street musicians at St. Armand’s Circle, or pop out for a last-minute cocktail at sunset with friends. The Mark is the epitome of downtown easy, breezy, luxury living!
Listing is courtesy of: CENTURY 21 ROSEBAY (941-366-7673)
Listing Agent: Autumn Beckett (941-376-6983)
2845 MARRAKESH LN, SARASOTA, FL 34234
$419,99012 Days on yellowkey MLS ID: TB8530040
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 2026Monthly Fee: $115 Tax: $3,712 (2025)Community: GracewaterVilla
Taxes:$3,712
Remarks: Under Construction. Welcome to The Bishop, a luxury villa in the gated community of Gracewater. Thoughtfully designed with 2 bedrooms, a spacious flex room, and an open-concept layout, this home offers the perfect blend of comfort, style, and functionality. From the moment you step inside, you'll be welcomed by an abundance of natural light pouring through expansive windows that brighten the entry, dining, and family rooms, creating a warm and inviting atmosphere. The versatile flex room offers endless possibilities as a home office, media room, hobby space, or guest retreat. At the heart of the home is the designer kitchen, beautifully appointed with a gas cooktop, wall oven, designer hood vent, oversized island, and abundant cabinetry. Overlooking the dining and family rooms, it's the perfect space for entertaining guests or enjoying everyday living. A stunning wall of sliding glass doors opens to the extended lanai, creating a seamless indoor-outdoor living experience and providing the perfect space to relax, entertain, or enjoy Florida's beautiful year-round weather. The spacious Owner's Retreat offers a peaceful escape, while the private guest bedroom ensures family and friends feel right at home. Built with the exceptional craftsmanship David Weekley Homes is known for, The Bishop also features impact-resistant windows for added security and peace of mind, along with a gas tankless water heater for energy-efficient comfort. This beautifully designed luxury villa is ready to welcome you home.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
5521 CHANTECLAIRE #21, SARASOTA, FL 34235
$314,500150 Days on yellowkey MLS ID: A4684320
REDUCED by $14,500 (4.4%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985 Tax: $3,913 (2025)Community: ChanteclaireVilla
Taxes:$3,913
Remarks: WELCOME HOME to this aggressively priced villa home located in on of Sarasota's most established Golf and Country Club communities in this wonderful 3 BEDROOM, 2 BATH Bright and Spacious Villa nestled in the well- established Villas of Chanteclaire in The Meadows Golf and Country Club. This villa offers the new buyer exciting opportunities to creatively update the current floor---a wonderful opportunity to your personal taste or simply just enjoy the decor 'as is'. Enjoy discovering the best use the tiled sunroom, lined with windows overlooking the garden area! The Villas' Roof is less than two years old. NO CCD Fee. Enjoy many miles of trail to walk, hike or bike. Fun for all to choose from. Located a short drive to University Town Center and the commercial surrounding areas designed for shopping, entertainment, and recreational pastimes of your choosing. So much fun close by. Year-round entertainment indoors and outside for local residents and for visitors alike. Oh, and do experience the NEW World Class Mote Marine Seaquarium.
Listing Agent: Jackie Woods (941-356-4093)
2849 MARRAKESH LN, SARASOTA, FL 34234
$399,99054 Days on yellowkey MLS ID: TB8516261
REDUCED by $20,000 (4.8%) on 07/16/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 2026Monthly Fee: $115 Tax: $3,631 (2025)Community: GracewaterVilla
Taxes:$3,631
Remarks: Under Construction. Looking for a move in ready, natural light filled Luxury Villa? How about a Palm Tree lined pond view from your lanai? Welcome to The Bishop a Luxury Villa in the gated community of Gracewater, where timeless design meets serene views. From the moment you walk through the door, sunlight streams through the abundance of windows throughout the entry, the dining room and living room, filling the space with warmth and brightness. The open-concept layout flows seamlessly from the welcoming front porch to the inviting dining and family areas, and out to the breezy lanai where a peaceful pond view invites you to gather, relax, and reconnect.
1111 RITZ CARLTON DR #1803, SARASOTA, FL 34236
$3,895,000251 Days on yellowkey MLS ID: A4641539
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4276 Built: 2001 Tax: $55,267 (2024)Community: Residences At The Ritz CarltonSpa: YesCondo
Taxes:$55,267
Tax Year: 2024
Remarks: Unrivaled luxury awaits this move-in ready Ritz-Carlton Penthouse (Unit 1803). Masterfully remodeled, this 4,276 SF sanctuary offers panoramic views of Sarasota Bay and the downtown skyline. Features include 3 en-suite bedrooms, rich wood floors, a private master retreat with a custom walk-in closet, and an epicurean kitchen with Wolf/Sub-Zero appliances. A completely independent guest/mother-in-law suite provides its own entrance, kitchen, and den. Enjoy legendary Ritz-Carlton privileges: attendant-serviced bayfront pool, white-linen room service from Jack Dusty, 3 extra-wide parking spots, and 2 storage units. Steps from upscale dining, theater, and pristine Gulf beaches. Seller to pay for Buyer's Ritz Carlton Gold Membership up to $65,000.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tom Cinquegrano (941-284-5049)
761 JOHN RINGLING BLVD #31, SARASOTA, FL 34236
$599,000118 Days on yellowkey MLS ID: A4688346
REDUCED by $76,000 (11.3%) on 07/28/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 816 Built: 1963 Tax: $6,923 (2025)Community: Sarasota Harbor WestCondo
Taxes:$6,923
Remarks: ONLY DIRECT WATERFRONT END UNIT AVAILABLE IN THE COMMUNITY. Double the windows. Double the views. Exquisite interior designer owned condo epitomizing refined coastal living in Sarasota and completely renovated in 2019-2020. Interiors are enveloped in a meticulous pallet of ocean-inspired hues that blends timeless style with modern functionality and coastal glam charm. Professionally envisioned by this talented designer/owner and masterfully executed by a long-standing, local, luxury builder with no expense spared. Entirely new infrastructure, including complete drywall replacement, floors, and raised ceilings, new HVAC and ductwork, in-wall sound insulation, double insulated attic, new electrical panel including wiring in walls, all new plumbing throughout, new 40-gallon water heater, and more. This unit is ultimate storm ready including PGT impact windows and doors and withstood the unprecedented 2024 storm season with incredible resilience and zero damage. The thoughtfully crafted kitchen features only the best of Miele, Sub-Zero and Viking appliances, Waterstone fixtures that shine beneath bespoke lighting, an artist commissioned mosaic, and a hand-forged range hood. A large under-lit quartzite island can seat 6, bench built solid wood Albrecht cabinetry with pullouts, under cabinet outlets, paneled appliances, Cambria 6cm custom profile back countertops, and grout-less sea glass backsplash ensure any chef a seamless experience. The magic is in the details and this unit is a work of art unto itself but within you will find a curated collection of nautical accents from across the world, paying homage to Sarasota’s history, an authentic nautical porthole from a German ship, and master carpentry features such as tongue and groove ceilings, solid wood doors, shiplap accents, 7” stacked crown moldings, 5” baseboards, plantation shutters, and built ins with color changing Dimplex fireplace. The excellence does not stop here...every room includes recessed lighting with Maestro dimmers, the spa-inspired bathrooms glimmer with custom tile work, hammered nickel sinks, a seamless glass shower, Rohl polished nickel fixtures, hotel double towel racks, heat lamps, Helios LED smart mirrors, and other luxe finishes. Besides the unbeatable location, residents of Sarasota Harbor West enjoy an array of inclusive amenities that include a large heated waterfront pool, clubhouse, shuffleboard, fishing pier, and grill areas. End unit balconies can be screened-in with HOA design approval. Non-deeded boat slips are available for a very small fee on a first-come basis. Less than one block to St. Armand’s Circle and a short jaunt from the beach, parks, wildlife centers, 3 yacht & sailing clubs, downtown, The Ritz Carlton, The St. Regis, and a plethora of boutique shops and restaurants. Enjoy breathtaking sunset & turquoise water views from every room over Sarasota Bay and beyond to the Keys. Watching dolphins play and manatees swim along the seawall below your balcony will be a daily occurrence. A more well positioned unit does not exist in Sarasota Harbor (top floor, end unit, Western facing, closest to the water, and closest building to the circle).
Listing is courtesy of: WINKLE AND COMPANY LLC (941-500-9731)
Listing Agent: Holly Winkle (941-500-9731)
435 S GULFSTREAM AVE #1004, SARASOTA, FL 34236
$895,000268 Days on yellowkey MLS ID: A4670726
REDUCED by $55,000 (5.8%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1829 Built: 1972 Tax: $10,813 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$10,813
Remarks: One or more photo(s) has been virtually staged. Welcome to waterfront living at Regency House, nestled in the heart of Sarasota on a serene, tree-lined street—ideally located between Gulfstream and Palm Avenue. Enjoy sweeping views of Sarasota Bay, breathtaking sunsets, and effortless walkability to the city’s premier dining, shopping, cultural attractions, and the bayfront. This beautifully updated 1,829 sq. ft. residence is designed with both style and function in mind, featuring a spacious split floor plan that maximizes privacy. The living room opens to spectacular north- and west-facing views, where sparkling city lights, Marina Jack’s Park, and Sarasota Bay create a stunning backdrop. Thoughtfully integrated shelving adds versatility and easily adapts to a dedicated home office set up. Modern upgrades include new flooring, a fresh neutral palette, and a sleek kitchen with stainless LG appliances and a Bosch induction cooktop. With abundant storage and generous counter space, the designer kitchen is ready for everything from casual meals to lively entertaining. Each bedroom is a private retreat, offering gorgeous sunset views, updated baths, and abundant closet space—including brand-new California Closet custom buildouts. A full size, in-residence washer and dryer make this home as practical as it is luxurious and a versatile bonus/storage room provides additional flexibility for work, hobbies, or extra belongings. Enjoy Resort-style amenities and maintenance free living: a heated pool, fitness center, stylish club room with catering kitchen, and the peace of mind of 24/7 concierge service and a professional on-site manager provide ease of living just steps from the beautiful waterfront. This residence offers a fabulous lifestyle just moments from Marina Jack, boutique shopping and world -class dining, Opera and Theatre, Whole Foods, St. Armands Circle and Lido Beach. Enjoy the best of the Gulf Coast and peace of mind at Regency House. The building maintains healthy reserves and has completed the Milestone Inspection and Structural Integrity Reserve. Don’t miss this rare opportunity to experience vibrant downtown living with every convenience right at your doorstep.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
2480 ALAMEDA AVE, SARASOTA, FL 34234
$1,395,00056 Days on yellowkey MLS ID: A4695803
REDUCED by $55,000 (3.8%) on 07/01/2026
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2421 Built: 1960 Tax: $8,192 (2025)Community: Sarasota Bay ParkSpa: NoSingle Family
Taxes:$8,192
Remarks: Located within Sarasota city limits in the Indian Beach/Sapphire Shores neighborhood, 2480 Alameda Ave offers a beautifully remodeled, move-in ready home with real flexibility for how you use it. This 4-bedroom, 3.5-bathroom home was completely remodeled starting in 2021 with all-new plumbing, updated HVAC, new flooring, a reimagined kitchen, and fully remodeled bathrooms. The open floor plan is warm and inviting, featuring a custom fireplace with mantle, quartz counters, wood cabinetry, and a pantry off the kitchen leading to a dedicated laundry room. Outside, a saltwater pool and paver patio added in 2025 create a private oasis perfect for full-time living or generating exceptional rental income. A separate detached structure on the property opens the door to even more possibilities — artist studio, home office, she-shed, or additional guest accommodations. Already a proven rental performer before the pool was added, this property is primed for even stronger returns. Live here full time, rent it seasonally, or lease it annually — the choice is yours. Minutes to Downtown Sarasota, St. Armand's Circle, and Sarasota's famous Gulf beaches.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Catherine Aganmayo (612-910-9915)
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