Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
204 COOLIDGE DR, SARASOTA, FL 34236
$3,750,00042 Days on yellowkey MLS ID: A4692051
REDUCED by $100,000 (2.6%) on 06/11/2026
Bed: 8 Bath: 9.0 Gar: 4 Liv Area Sq Ft: 4245 Built: 2023 Tax: $56,468 (2025)Community: Lido Beach Div B ResubSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$56,468
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Newly built and exceptionally designed, this stunning 8-bedroom, 8.5-bath custom residence offers the rare opportunity to own a true luxury coastal retreat just moments from the white sand shoreline of Lido Beach and the renowned shopping and dining of St. Armands Circle. Thoughtfully created to accommodate large gatherings without compromising comfort or sophistication, this remarkable home blends elevated craftsmanship, expansive entertaining spaces, and resort-style outdoor living into one unforgettable property. From its striking architectural presence and oversized garage storage to its rich interior detailing, every inch of the home reflects intentional design and quality construction. Wide plank flooring, substantial trim work, custom wall detailing, beautifully finished ceilings, designer lighting, and carefully curated fixtures create a refined coastal aesthetic that feels both polished and welcoming. The main living level was designed with entertaining in mind, offering a seamless open-concept layout where spacious gathering areas, oversized dining space, and outdoor balconies all connect effortlessly around the spectacular chef’s kitchen. Anchored by a dramatic oversized island, the kitchen features custom full-height cabinetry, abundant storage, premium appliances, statement vent hood, striking stone accents, generous prep surfaces, and seating for a crowd, creating a natural centerpiece for everything from casual beach weekends to large holiday gatherings. Multiple living areas throughout the home provide exceptional flexibility for hosting guests, creating media lounges, or offering private escapes, while oversized windows and glass doors fill the interiors with natural light and tropical views. One of the home’s most impressive features is its eight private ensuite bedrooms, each beautifully appointed to provide hotel-style comfort, privacy, and spacious accommodations for family and guests. Designer tilework, custom vanities, elevated plumbing fixtures, and thoughtfully selected finishes continue throughout every bathroom, while the primary suite delivers a true retreat with dramatic architectural detail and a spa-inspired bath designed for relaxation. The outdoor living experience is every bit as impressive as the interiors. The expansive covered lanai beneath the home creates an additional full-scale entertaining venue complete with shaded lounge seating, dining space, and direct access to the resort-style heated pool and raised spa. A custom waterslide, tropical landscaping, sunning areas, and multiple conversation spaces create a private vacation atmosphere that feels designed for year-round enjoyment. Several covered balconies provide additional places to unwind, while the sprawling rooftop deck captures beautiful Gulf views and coastal sunsets, offering one of the home’s most memorable spaces for gathering, relaxing, and entertaining under the open sky. This is a property built for the way today’s luxury buyer wants to live—spacious, turnkey furnished and effortlessly close to Sarasota’s most iconic coastal destinations. Whether used as an extraordinary personal getaway, an income-producing luxury rental, or a legacy property designed to bring generations together, this residence offers a rare combination of size, quality, location, and lifestyle that is increasingly difficult to find on Lido Key.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
5222 MANORWOOD DR #4A, SARASOTA, FL 34235
$459,0007 Days on yellowkey MLS ID: A4695253
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2687 Built: 2006 Tax: $5,212 (2025)Community: Grande Oaks PreserveSpa: NoCondo
Taxes:$5,212
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: Nestled the Gated Sarasota Community of Grande Oaks Preserve this Beautiful TOP FLOOR Corner Unit this beautifully appointed condo home awaits its new owners! Upon entering the foyer of the home, you can experience all the natural light- provided by the wall of windows a corner unit offers. 2687 square feet of air-conditioned living space, this three-bedroom three bath split plan model. Tall ceiling with 8 Ft, solid doors throughout. Crown Molding and Tray Ceilings, Solid Cherry Wood Kitchen Cabinets with custom lighting and timeless bamboo flooring are examples of the attention to the details the owners paid when selecting their finished options. The open floorplan provides an ideal flow for entertaining family and friends with the oversized enclosed porch adjacent to the living room no need to walk to the kitchen for more refreshments, the living room has a wet bar with wine cooler and undercounter refrigerator. The unit is equipped with a sprinkler system and surround sound throughout. AC is less than one year old! This is the owners Florida Winter Home and is being sold turnkey furnished. If you so choose, bring only your personal effects. Within the general gated community, you are welcome to enjoy Tennis and or Pickleball on the community's Clay Courts or experience the Community Center equipped with an Exercise Room, Swimming Pool and there are plenty of opportunity to develop wonderful friendships with your new neighbors. Grande Oaks Preserve has an onsite property manager. 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. Fully Funded Reserve in Place. NO CCD Fees. Two assigned parking spaces for each condo on ground floor. additional storage locker located on groung floor near parking spaces.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Jackie Woods (941-356-4093)
2243 LOCKWOOD MEADOWS DR, SARASOTA, FL 34234
$375,00061 Days on yellowkey MLS ID: A4690489
REDUCED by $14,000 (3.6%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1058 Built: 1987 Tax: $4,702 (2025)Community: Lockwood MeadowsSingle Family
Taxes:$4,702
Remarks: Welcome to Lockwood Meadows, where comfort, convenience, and thoughtful updates come together on a spacious ¼-acre cul-de-sac homesite in the heart of Sarasota. This beautifully maintained 2-bedroom, 2-bath residence offers both privacy and functionality, complete with a 6-foot privacy fence and no HOA restrictions. Recent upgrades provide peace of mind and modern appeal, including a new roof (2024), new air conditioner (2025), and fresh exterior Luxor paint (2026). The kitchen has been tastefully updated with newer appliances (2022) including a stove, refrigerator, and dishwasher, while the remodeled laundry room (2025) adds convenience with additional storage and a newer washer and dryer. An Anderson storm door (2024) with glass panel that enhances both function and curb appeal. The home also features a single-car garage with extra storage space, offering practical solutions for everyday living. Ideally located just minutes from University Parkway, you’ll enjoy quick access to Ed Smith Stadium, Lakewood Ranch, and Downtown Sarasota, as well as being centrally positioned between the Sarasota Bayfront, 10th Street Public Boat Ramp, Sarasota-Bradenton International Airport, Main Street at Lakewood Ranch, UTC Mall, and the area’s world-renowned Gulf Coast beaches. A move-in ready opportunity with major updates already completed—this is Sarasota living made easy.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Ingrid Walker (941-330-4680)
101 BENJAMIN FRANKLIN DR #85 & 86, SARASOTA, FL 34236
$3,450,00048 Days on yellowkey MLS ID: A4692002
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2550 Built: 1968 Tax: $26,964 (2025)Community: St Armands Towers SouthCondo
Taxes:$26,964
Remarks: Once-in-a-generation opportunity in St. Armands Towers South: Discover unparalleled Gulf-front living with unrivaled scale in this fully reimagined four-bedroom, four-bathroom, 8th-floor residence. A masterful combination of units #85 and #86, this rare condominium residence features flowthrough sunrise-to-sunset views and creates one of the building’s few true four-bedroom offerings. The expansive, custom footprint spans roughly 2,550+ square feet of prime beachfront real estate. Boasting sweeping, panoramic vistas of the Gulf, Lido Beach, Pansy’s Bayou, and the iconic Sarasota skyline, this sprawling retreat eliminates the space constraints of traditional high-rise living. It offers a single-family home's footprint paired with effortless condominium convenience, perfect for enjoying endless sunrise-filled mornings and stunning sunset evenings. Step inside to find a comprehensive remodel characterized by high-end finishes and an open-concept design that prioritizes the stunning vistas. The beautifully composed living spaces contribute to a refined yet inviting atmosphere, flowing seamlessly to two expansive 45-foot balconies ideal for salt-kissed breezes, sunset soirées, and indoor-outdoor entertaining. The well-appointed chef's kitchen was crafted for high-end living, boasting leathered quartzite countertops, premium custom cabinetry with seamlessly integrated Sub-Zero and Miele appliances, a Samsung range, and elegant recessed and under-cabinet lighting. Directly adjacent, the full-service bar serves as an entertainer's dream, featuring quartzite counters, an integrated Monogram wine sommelier, and a discrete two-drawer Fisher & Paykel dishwasher. This area opens directly to a spacious dining room and lounge area—a grand, cohesive entertaining space that comfortably hosts a full dining table and a separate standalone table, with four club chairs in a conversational arrangement, perfectly transitioning the living room to the dining spaces. Designed to balance leisure with productivity, the updated floor plan also includes a quiet, dedicated private office. The residence features four bedroom sanctuaries, each with direct balcony access through sliding glass. Dual primary suites ensure a private experience with dedicated ensuite baths, while the remaining two bedrooms enjoy convenient access to full bathrooms just across the hall. For ultimate convenience, the property includes two assigned covered parking spaces and two private storage lockers perfect for beach gear. Enjoy complete peace of mind in a building that features resort-caliber amenities, including a newly modernized lobby, a heated pool, a fitness center, on-site management, and a welcoming, pet-friendly policy. Embrace island life from this iconic location situated directly across the street from the powdery white sands of Lido Beach. Enjoy a two-block stroll to upscale boutiques, sidewalk cafes, galleries, and award-winning dining on St. Armands Circle. Located just 3 miles from the mainland, the theaters, opera, and museums of Florida’s "Cultural Coast" are right at your fingertips.
Listing Agent: Doug Parks (941-400-9087)
35 WATERGATE DR #502, SARASOTA, FL 34236
$2,875,00035 Days on yellowkey MLS ID: A4693470
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3751 Built: 2003 Tax: $29,890 (2025)Community: The Tower ResidencesSpa: NoCondo
Taxes:$29,890
Elementary School: Alta Vista Elementary
Remarks: Cosmopolitan excitement mingled with casual coastal living on the celebrated shores of The Gulf. At the Ritz-Carlton Tower Residences a lifestyle rich with comfort, services and numerous amenities. This Tower Residence 502 is nestled on top of the treetops providing for tropical beauty and privacy. The spacious floor plan offers 4 bedrooms, 4 baths and gorgeous marble flooring throughout the entire Residence. Two generous size terraces allow for extended living space with spectacular views of the Marina, Sarasota City scape and John Ringling Bridge. Everyday life offers a bit of magic complete with private elevators and impeccable 24 hour services provided by the Ladies and Gentlemen of The Ritz-Carlton. Just steps away from the vibrant downtown featuring theatre, dining, shopping, art galleries and much more. As always, you will recognize and appreciate touches that say - "only at The Ritz". A MUST SEE!!!!!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Joan Dickinson (941-951-6660)
3419 OLD BRADENTON RD, SARASOTA, FL 34234
$330,00019 Days on yellowkey MLS ID: A4692499
REDUCED by $20,000 (5.7%) on 06/11/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 858 Built: 1946 Tax: $2,769 (2025)Community: Indian Beach Map OfSpa: NoSingle Family
Taxes:$2,769
Remarks: Ideal location right in the heart of Sarasota City. So many opportunities! Whether a short term rental for an Air BNB or as zoned RTD9 for a gallery or cafe! This solid concrete home is minutes away from downtown and walking distance to the renowned Ringling School of Art. Huge backyard where the property line extends past the existing fence. Newer roof and AC. Granite kitchen tops, ample parking, fenced and no HOA! This property will not last long. Full large bathroom with tub and three bedrooms. Buyer and Buyer's Agent to verify all listing details.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Joelah Ariel, Pa (941-400-5105)
5021 BARRINGTON CIR #302, SARASOTA, FL 34234
$160,000246 Days on yellowkey MLS ID: A4663516
0 Days Off yellowkey (back on 6/11/2026)
REDUCED by $15,000 (8.6%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1078 Built: 1982Monthly Fee: $599 Tax: $2,471 (2024)Community: Barrington WoodsVilla
Taxes:$2,471
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Virtually Staged. Embrace the ultimate Sarasota lifestyle in this beautifully maintained 2-bedroom, 2-bathroom villa, perfectly situated in a secure fenced community and featuring elegant, vaulted ceilings and two private screened lanais for enjoying the beautiful Florida weather. This property offers a low-maintenance, resort-style experience with a fantastic community pool and a dedicated carport for convenient parking. The villa's outstanding location provides quick access to both necessities and leisure: it's just minutes from Sarasota-Bradenton International Airport (SRQ), a short drive to the famous Gulf beaches, and centrally located near esteemed institutions like New College and the Ringling School of Art and Design. It's an ideal retreat for anyone seeking the perfect blend of security, comfort, and immediate proximity to Downtown Sarasota's rich scene of arts and culture.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Kelly Oatsvall (941-447-7256)
4949 DOROTHY AVE, SARASOTA, FL 34235
$239,9007 Days on yellowkey MLS ID: A4696711
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1746 Built: 1979 Tax: $4,152 (2025)Community: S Of Desoto Lakes AreaSingle Family
Taxes:$4,152
Remarks: Calling all Treasure Hunters! This Property is Ideal for someone who wants a project that offers Country Style Living 10 minutes from Downtown Sarasota and 10 minutes from UTC Mall! The home is a 3 Bed 2 Bath pool home on a .49 Acre Lot. There was hurricane damage, so this house will need your special touches to restore it to its former glory, but the location is one of a kind. Bring your toolbelt or knock it down and start over because homes on this street dead end street are rarely available. There are no HOA fees or restrictions. Easy to show.
Listing Agent: Stephan Scalera (941-705-2827)
1040 VILLAGIO CIR #201, SARASOTA, FL 34237
$220,000127 Days on yellowkey MLS ID: A4680583
REDUCED by $10,000 (4.3%) on 05/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002 Tax: $3,051 (2025)Community: VillagioCondo
Taxes:$3,051
Elementary School: Tuttle Elementary
Remarks: Located in the popular Villagio community, this two-bedroom, two-bath second-floor corner condominium offers a functional split floor plan. The unit has been freshly painted in neutral tones and features brand-new carpet throughout. The kitchen includes all-wood cabinetry, a breakfast bar, pantry, and a built-in desk. Both bathrooms have been updated with brand-new shaker-style vanities and granite countertops. The primary bedroom includes an en-suite bathroom and a walk-in closet. An additional office or den provides flexible space for remote work or everyday use. This light and bright second-floor unit features tray ceilings in the main living area and no neighbors above! A covered balcony offers west-facing exposure with sunset views. The unit also includes a covered carport – not all do! Villagio offers maintenance-free, resort-style living with amenities that include a heated pool, clubhouse, fitness center, tennis court, putting green, picnic area, dog park, and playground, all with a low HOA fee. Centrally located with convenient access to Ed Smith Stadium, Mote Marine, and downtown Sarasota shopping, dining, waterfront, and beaches. Suitable as an investment property, seasonal residence, or starter home.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Rachel Harvey (941-726-9300)
4668 OAK HILL LN #40, SARASOTA, FL 34232
$280,000111 Days on yellowkey MLS ID: A4683176
REDUCED by $10,000 (3.4%) on 05/06/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1024 Built: 1985Monthly Fee: $559 Tax: $3,287 (2025)Community: Village Oaks Sec ASpa: NoVilla
Taxes:$3,287
Elementary School: Gocio Elementary
Remarks: Your Private Sarasota Sanctuary Awaits! Discover true Florida living in this beautiful end unit villa situated on a quiet street. This 2 BR/2BA gem located in the Village Oaks Community is a breath of fresh air. Enjoy morning coffee on your screened front porch or sunsets drinks on the large rear lanai. Inside, the home features vaulted ceilings in living/dining areas and luxury vinyl plank flooring flowing throughout the main living space and bedrooms. The split-bedroom floor plan ensures maximum privacy for owners and visitors alike. The bright kitchen features stainless appliances and an eat-in nook filled with natural light. Best of all, the community pool and tennis court are just steps away from your front door! Perfectly located near UTC shopping and beautiful beaches nearby - this is the Florida lifestyle you've been searching for!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Laura Flood (941-725-2500)
401 QUAY COMMONS #1501, SARASOTA, FL 34236
$7,250,000151 Days on yellowkey MLS ID: A4678497
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3798 Built: 2021 Tax: $70,210 (2025)Community: Ritz Carlton ResidencesCondo
Taxes:$70,210
Remarks: This fully bespoke designer corner residence at the Ritz-Carlton Residences Sarasota offers enduring, world-class luxury for buyers accustomed to the best. A clean, modern interior hand-finished by local artisans, panoramic bay-to-Gulf views, fully integrated home automation and legendary Ritz service sets the highest standard for an urban resort lifestyle. In downtown Sarasota’s flourishing Quay District, life here is centered on ease and access. It’s an easy distance to The Bay, Bayfront Park and Marina Jack. Downtown restaurants, boutiques, galleries, groceries, cinemas and farmers market are within a mile, while SRQ International Airport, Sarasota Memorial Hospital, St. Armands Circle and Lido Beach are all within three miles. A flow-through layout is framed by floor-to-ceiling glass and luminous vistas. Wake up each day to this amazing view when the shades automatically go up at the appointed time. Three balconies extend the sunny disposition, highlighted by a 31-by-12-foot main terrace with a built-in electric grill. Distinctive details include a built-in lounge bench with automated pop-up table, an elegant wet bar with leather-clad cabinetry, custom textured metal accent walls, Aku wood-slat acoustic panels and genuine crushed-pearl textured paint. A standout feature of this three-bedroom, three-and-a-half-bath residence is the expansive primary bath. Wrapped in marble stone, it features dual vanities, a micro-jetted soaking tub and a double shower with ceiling rain showers, adjustable sprays and in-wall body sprays. Dual walk-in closets are equally considered, with integrated lighting and custom wardrobe organizers designed to keep everything neatly within reach. Amenities reflect the Ritz-Carlton gold standard of care, led by 24-hour dedicated staff and concierge service, along with room service from Jack Dusty's. On-site property management, waterfront pool, lap pool, fitness room, game room and gathering spaces complete the lifestyle. This is The Ritz-Carlton at its most personal, bespoke, beautifully finished and fully integrated, with clear bay-to-Gulf views and three-balcony outdoor living. For buyers accustomed to the best, it’s a rare chance to claim a signature residence in downtown Sarasota’s Quay District.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
401 QUAY #1004, SARASOTA, FL 34236
$4,900,0008 Days on yellowkey MLS ID: A4696417
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2984 Built: 2021 Tax: $50,751 (2025)Community: Block 6 CondoSpa: YesCondo
Taxes:$50,751
Remarks: Seldomly available impeccable condominium residence in Sarasota’s most desirable building, The Ritz Carlton Residences, Sarasota. Offering all the quality and impeccable 24-hour service that the Ritz name evokes, along with great public spaces/amenities (two pools, gym, morning room, etc.) and gated private access to The Ritz Carlton Hotel and services. This 10th-floor residence seamlessly combines a sleek modern aesthetic with a comfortable design conducive to relaxed living or stylish entertaining. Enjoy direct water views from inside or while relaxing on the large, covered terrace with a grill. Recharge in the spa-like primary bath, prepare your favorite recipes in the chef's kitchen or settle down in the light-filled great room with a good book. Two en-suite guest suites make it easy to accommodate family or friends. Conveniently moments from most of Sarasota’s many cultural venues, fine restaurants, beaches, museums, galleries and airport. An exciting opportunity for the discerning.
Listing Agent: Steve Wexler (941-586-1124)
1064 N TAMIAMI TRL #1425, SARASOTA, FL 34236
$535,00083 Days on yellowkey MLS ID: A4687230
3 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1352 Built: 2007 Tax: $5,881 (2025)Community: Broadway PromenadeCondo
Taxes:$5,881
High School: Riverview High
Remarks: Discover the ultimate blend of upscale downtown living and exceptional affordability at Broadway Promenade! This spacious 3-bedroom, 2-bath residence features a separate dining area one of the largest floor plans available. With natural tones throughout, it creates a warm & inviting atmosphere. Prepare to be captivated by arguably the best views in the building, facing north & overlooking Pioneer Park with peek-a-boo vistas of the Intracoastal Waterway. Enjoy the convenience of two designated parking spaces in the secure under-building garage. Abundant amenities include 24-hour concierge, library, billiards room, fitness center, saunas, heated pool & spa, and outdoor dining areas, all at the most competitive condo fees in downtown Sarasota. Guest suites, pets welcome too! Conveniently located next to Publix Plaza, near chic Rosemary District, with trendy cafes, restaurants, yoga studios, & shopping options. Plus, just moments away from downtown Sarasota, St. Armands Circle, and Lido Beach. Just a stones throw away is The Bay, a breathtaking 53-acre city-owned park featuring exciting amenities including a new performing arts center, public boat launch, array of dining experiences, & scenic green spaces including a restored Mangrove Bayou & Fountain Garden. Experience the luxury of Broadway Promenade where upscale living meets incredible value. Make it yours today!
Listing Agent: Nancie Kalin (941-928-8833)
640 N OSPREY AVE, SARASOTA, FL 34236
$1,295,000212 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
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 Agent: Dennis Girard (941-809-0041)
417 N OSPREY AVE, SARASOTA, FL 34236
$1,795,000245 Days on yellowkey MLS ID: A4667626
REDUCED by $55,000 (3.0%) on 06/10/2026
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3154 Built: 2025 Tax: $3,873 (2024)Community: Central ParkSingle Family
Taxes:$3,873
Remarks: Experience elevated downtown living in this 2025 NEW CONSTRUCTION home just steps from Main Street. Built on 16-gauge steel framing, this 3,154 sq ft residence sits 23 FEET ABOVE SEA LEVEL and more than 10 feet above the floodplain in coveted ZONE X, a rare combination of elevation and location in downtown Sarasota. The open-concept layout features 10-foot ceilings and a chef’s kitchen with polished marble countertops, 10-foot island, 48” Thor gas range, Miele dishwasher, dual Electrolux refrigerator and freezer, walk-in pantry, reverse osmosis, and whole-home water filtration. The first-floor primary suite opens to a private patio overlooking the HEATED SALTWATER POOL and includes a spa-style bath with freestanding tub, walk-in shower, dual sinks, and dual closets. Upstairs, three en-suite bedrooms provide flexibility for guests or family, including one with a private balcony. The fully fenced backyard is designed for privacy and entertaining, with architectural plans available for a FUTURE GARAGE OR ADU, offering flexibility rarely found in downtown new construction. Additional features include hurricane-rated impact windows, standing seam metal roof, and hard-wired Arlo video entry. Located in Gillespie Park with walkable access to DOWNTOWN SARASOTA, The Bay, Marina Jack, Payne Park, and the beaches of Lido and Siesta Key.
Listing is courtesy of: CATALIST REALTY LLC (386-871-4600)
Listing Agent: Vannesa Poole (407-538-1030)
125 S BLVD OF PRESIDENTS, SARASOTA, FL 34236
$2,999,000135 Days on yellowkey MLS ID: A4680622
REDUCED by $101,000 (3.3%) on 04/15/2026
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3043 Built: 1956 Tax: $37,828 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$37,828
Remarks: Experience luxury island living in this beautifully appointed 5-bedroom, 5.5-bath retreat located just moments from the world-famous St. Armands Circle and Lido Beach. Designed for both relaxation and entertaining, this spacious home offers an exceptional blend of elegant interiors and resort-style outdoor living. The heart of the home is the stunning gourmet kitchen, featuring premium appliances, custom cabinetry, expansive quartz countertops, a gas cooktop, wine refrigeration, and 2 large center islands perfect for gathering with family and friends. The open-concept living area boasts soaring ceilings, abundant natural light, and walls of sliding glass doors that seamlessly connect indoor and outdoor spaces. Step outside to your private tropical oasis, complete with a heated screened pool and spa, covered lanai, comfortable outdoor lounge seating, dining area, and a fully equipped outdoor kitchen and grill station. Whether you're enjoying morning coffee poolside, hosting an evening barbecue, or unwinding after a day at the beach, this home is designed to make every moment memorable. Located near the shops, restaurants, and vibrant atmosphere of St. Armands Circle, and just minutes from the white sand beaches of Lido Key, this exceptional property offers the perfect Sarasota vacation experience.
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Le Blanc (941-400-0374)
4018 PRADO DR, SARASOTA, FL 34235
$454,00075 Days on yellowkey MLS ID: A4688500
REDUCED by $5,000 (1.1%) on 06/10/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1842 Built: 1969 Tax: $2,873 (2025)Community: De Soto LakesSingle Family
Taxes:$2,873
Remarks: PRICE IMPROVEMENT! Welcome to this spacious 4-bedroom, 2-bath home featuring an open floor plan that seamlessly connects the kitchen, dining, and living areas—perfect for entertaining or relaxing with family. The large kitchen offers plenty of workspace and storage, while the bonus/family room adds flexibility for a playroom, home office, or media space. The primary suite includes a walk-in shower and an upgraded closet system for extra organization. Throughout the home, you’ll find ceiling fans, ceramic tile and vinyl floors (no carpet), and an inside laundry room. Major updates bring peace of mind: HVAC (2024), water heater (2019), roof (2015), and a new garbage disposal. Step outside to a fully fenced, oversized backyard—ideal for pets, outdoor living, or adding a pool. A large storage shed provides additional space for tools and toys. With no HOA restrictions, you’ll have the freedom to make this property truly your own. Conveniently located near shops, restaurants, the airport, and Sarasota’s world-famous beaches, this move-in-ready home offers comfort, functionality, and a prime location for your Florida lifestyle.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Lynda Ellinger, Pa (941-228-2430)
4178 CHISHOLM DR, SARASOTA, FL 34235
$405,00012 Days on yellowkey MLS ID: A4696034
2 Days Off yellowkey (back on 6/10/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1656 Built: 1986Monthly Fee: $36 Tax: $3,211 (2025)Community: Kensington WoodsSingle Family
Taxes:$3,211
Remarks: Under contract-accepting backup offers. Tucked beneath a canopy of mature oaks in Kensington Woods, this updated Sarasota home offers the kind of space, privacy, and character that buyers rarely find in newer construction. Set on an oversized corner lot, the property welcomes you with a wide driveway, beautiful shade trees, and a fully fenced backyard designed for everyday living. Inside, warm wood-look flooring, custom built-ins, recessed lighting, and an open gathering space create a comfortable flow throughout the home. The kitchen has been thoughtfully updated with painted cabinetry, butcher block countertops, a farmhouse sink, subway tile backsplash, stainless steel appliances, and an oversized island that naturally becomes the heart of the home. The split-bedroom layout offers privacy for family and guests, while the expansive enclosed flex space provides endless possibilities as a home office, gym, playroom, media room, or second living area. Outside, the oversized screened lanai creates a true extension of the living space, perfect for morning coffee, weekend gatherings, or simply enjoying the peaceful backyard setting. Major improvements include a 2021 roof, Trane HVAC replacement, and updated electrical panel, offering peace of mind for years to come. Located in the established Kensington Woods neighborhood, residents enjoy a central Sarasota location just minutes from downtown Sarasota, University Town Center, Nathan Benderson Park, shopping, dining, and Gulf Coast beaches. Nathan Benderson Park features over 600 acres with walking trails, biking paths, kayaking, playgrounds, community events, and a world-class rowing venue. UTC offers more than 200 shops and nearly 100 restaurants, making this one of Sarasota's most convenient locations.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Liz Vasconcelos Roos (985-789-0512)
1212 BENJAMIN FRANKLIN DR #206, SARASOTA, FL 34236
$775,000188 Days on yellowkey MLS ID: A4674893
REDUCED by $25,000 (3.1%) on 06/10/2026
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)
1150 RUSSELL AVE, SARASOTA, FL 34232
$319,900273 Days on yellowkey MLS ID: O6344789
0 Days Off yellowkey (back on 5/6/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1979 Tax: $3,183 (2024)Community: Coffman ManorSingle Family
Taxes:$3,183
Remarks: Charming 3-bedroom, 2-bathroom single-family home in the heart of Sarasota! With approximately 1,120 sq. ft. of living space, this well-maintained home offers a bright and inviting interior, perfect for comfortable everyday living. Enjoy the spacious yard on a 9,374 sq. ft. lot, ideal for outdoor gatherings and gardening. Conveniently located close to shopping, dining, schools, and the beautiful Gulf Coast beaches, this property combines small-town charm with easy access to city amenities. Don’t miss the opportunity to make this Sarasota gem your new home!
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (904-447-8922)
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