Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
3467 COMPOUND CT, SARASOTA, FL 34240
$2,199,00012 Days on yellowkey MLS ID: A4695665
Bed: 3 Bath: 3.0 Gar: 12 Liv Area Sq Ft: 3459 Built: 2019Monthly Fee: $190 Tax: $8,764 (2025)Community: Hampton LakesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,764
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Welcome to 3467 Compound Court — an extraordinary custom residence where luxury, scale, and versatility come together in a way that is rarely available. Designed for those who expect more from their home, this exceptional property offers refined living paired with one of its most impressive features: an expansive additional garage with six doors and the capacity to accommodate an extensive vehicle collection and so much more. Whether you are a car enthusiast, collector, business owner, RV owner, or simply value exceptional storage and flexibility, the massive secondary garage delivers endless possibilities. With room for multiple vehicles, recreational equipment, boats, workshop space, and oversized storage, this is a true estate-style amenity that sets the property apart. Inside, the home continues to impress with spacious interiors, thoughtfully designed gathering spaces, and elevated finishes throughout. Open-concept living areas create effortless flow for entertaining and everyday comfort, while generous windows invite natural light and showcase the surrounding setting. 3467 Compound Court is more than a luxury home—it’s a destination property built for those who need exceptional garage capacity without sacrificing elegance, comfort, or style.Rarely does a property offer this level of sophistication combined with such remarkable utility. A one-of-a-kind opportunity to own a residence where your lifestyle—and your collection—finally have room to grow.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
640 N OSPREY AVE, SARASOTA, FL 34236
$1,295,000215 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
Middle School: Booker Middle
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)
1669 35TH ST, SARASOTA, FL 34234
$399,90014 Days on yellowkey MLS ID: A4696081
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1782 Built: 1963 Tax: $2,470 (2025)Community: Amaryllis ParkSpa: NoSingle Family
Taxes:$2,470
Elementary School: Emma E. Booker Elementary
Middle School: Brookside Middle
Remarks: Welcome to the House of Light...Lots of Windows lets the Sunshine flow throughout this Home, setting a Lovely, Peaceful Feeling and Calming Atmosphere. With a Private Front Entry, This Spacious Home has 3, possibly 4 Bedrooms, as, the Front Room has a Closet Area and maybe partitioned off into a 4th Bedroom as needed. With a Spacious Family Room with a coat closet for extra storage, this room could also be used as a Huge Dining Room. There is also an Office Area with a private side door entrance on the side of the house. Nicely Remodeled Kitchen with Stainless Steel Appliances, Granite Counters and has an Eat-In Area. Spacious Master Suite has an En Suite and both, a Spacious Walk-in Closet and a Built-In Closet for Plenty of Storage. 2 Guest Bedrooms are Spacious and a Lovely Remodeled Guest Bathroom. Hallway has a Storage Closet and a Linen Closet. There is a Carport with a Side Door Entry and a Utility-Laundry Room and a Spacious 8x10 Storage Shed in the Back Yard. This is Truly a Wonderful Family Home with a Newer Roof 4yrs, Hurricane Impact Windows 2yrs, Air Conditioner 2yrs, New Electric Water Heater. This Family Home is a True Joy to Live in....Welcome Home...
Listing is courtesy of: HORIZON REALTY INTERNATIONAL (941-238-0953)
Listing Agent: Elaine Graczyk (941-320-9910)
417 N OSPREY AVE, SARASOTA, FL 34236
$1,795,000248 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
Tax Year: 2024
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
$2,999,000138 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
Elementary School: Southside Elementary
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)
7915 KAVANAGH CT, SARASOTA, FL 34240
$859,00012 Days on yellowkey MLS ID: A4696393
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2910 Built: 2002Monthly Fee: $310 Tax: $3,946 (2025)Community: Tatum RidgeSpa: YesSingle Family
Taxes:$3,946
Remarks: Welcome to this stunning, impeccably maintained two-story single-family home that has the potential to create a 4th bedroom (12’ x 13’9”) with a full bathroom in lieu of the large flex room upstairs. It offers luxury living in a serene, resort-style setting. Nestled on a private, oversized homesite with breathtaking views of the Tatum Ridge Golf Course and framed by majestic oak trees, this residence exudes tranquility and elegance at every turn. From the moment you arrive, you’re greeted by a grand entryway with soaring ceilings that set the tone for the spacious and open layout. The formal living and dining areas seamlessly flow into a large family room and gourmet kitchen, making this home ideal for entertaining guests or enjoying quiet family moments. The first-floor primary suite is a true retreat, boasting two generous walk-in closets and a luxurious en-suite bath. Upstairs, you’ll find two additional bedrooms, including a guest suite with a private bath and a third bedroom with a Jack-and-Jill bath connecting to a versatile large flex room with a wet bar and loft area—perfect for an additional 4th bedroom, game room or home theater. Key features and upgrades include: 3-car garage, Newer roof (2020), Newer Carrier 16 SEER A/C 2 units (2019), Whole-home water softener and filtration system (2021), Upgraded stainless steel appliances including double ovens, refrigerator, microwave, and dishwasher (2021), Saltwater sports pool and spa (14’ x 28’) with volleyball net, basketball hoop, and newer heater (2021), Screened pool enclosure with titanium screws (2018), Luxon exterior paint by Sherwin-Williams (2022), High-end Benjamin Moore interior paint (2022), Reinforced upstairs flooring with sound insulation, Bose surround sound system in family room, Reverse osmosis water system for kitchen sink and refrigerator. Step outside to your private backyard paradise, complete with a paver walkway leading to a charming pergola, ideal for sipping morning coffee or enjoying an evening glass of wine. The wrought-iron and wood railing staircase, crown molding, and custom touches throughout make this home a rare find. Located in a gated community known for its oversized lots, natural preserves, and scenic lakes, this home combines luxurious living with the peace and privacy of nature. Don’t miss the opportunity to experience this exceptional property for yourself.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Alliano (941-735-6571)
4018 PRADO DR, SARASOTA, FL 34235
$454,00078 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)
8023 SANDSTAR WAY, SARASOTA, FL 34240
$637,000157 Days on yellowkey MLS ID: A4678376
0 Days Off yellowkey (back on 6/10/2026)
REDUCED by $40,000 (5.9%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1888 Built: 2019Monthly Fee: $371 Tax: $8,510 (2024)Community: Lakehouse Cove At WatersideSingle Family
Taxes:$8,510
Remarks: Under contract-accepting backup offers. Now positioned approximately $150K below recent comparable sales, this is one of the most compelling value opportunities in Lakehouse Cove. Bring your vision and make this your own! With strong curb appeal, a beautiful homesite and a newer, well-built floor plan this is a great opportunity to personalize this home and make it your own- just bring your paint brush and design ideas! This 2-bedroom plus den, 2-bath home Craftsman Style home, built in 2019, features a large great room with stone fireplace, tray ceilings with custom detail, and sliders to outdoor living area. The kitchen is the heart of this home, featuring large island, upgraded cabinets, extensive counterspace and a spacious dining area - perfect for entertaining or for comfortable everyday living. The private owner’s suite includes a spa like bath with dual sinks, a walk-in shower and a large walk-in closet. The charming second bedroom overlooks a welcoming front porch, while the den provides flexible space for an office or flex room. Step out to the spacious lanai overlooking a beautifully landscaped yard and tranquil pond. Both the lanai and owner’s suite enjoy peaceful water views. Thoughtful touches and quality finishes are found throughout the home. Living in Lakehouse Cove means enjoying a lifestyle beyond your home, with six pickleball courts, a resort-style pool and spa overlooking Lake Kingfisher, a state-of-the-art fitness center, boathouse and kayak launch, two dog parks, a community clubhouse, and fire pits where neighbors gather to enjoy stunning sunsets. Just a short stroll to Waterside Place, offering shopping, dining, a Sunday farmers market, and year-round events. This is a fantastic opportunity to purchase below market in one of Lakewood Ranch's premier neighborhoods!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
4178 CHISHOLM DR, SARASOTA, FL 34235
$405,00015 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
Elementary School: Gocio Elementary
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
$775,000191 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)
8508 SANDPOINT ST, SARASOTA, FL 34240
$2,038,140126 Days on yellowkey MLS ID: A4682663
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2818 Built: 2026Monthly Fee: $958 Tax: $6,687 (2025)Community: Wild Blue At WatersideSpa: YesSingle Family
Taxes:$6,687
Remarks: Under Construction. Welcome to Wild Blue at Waterside, where luxury coastal living blends seamlessly with breathtaking natural surroundings. Presented by Stock Luxury Homes, this exceptional residence showcases timeless architecture, refined semi-custom finishes, and thoughtfully designed open-concept living spaces. The stunning Easton III inventory home offers 4 bedrooms, 3.5 bathrooms, a spacious Great Room, elegant formal Dining Room, and a private Study—perfect for working from home or quiet retreat. Expansive sliding glass doors create effortless indoor-outdoor flow, opening to a generously sized lanai featuring a sparkling pool and spa, all overlooking tranquil waterfront views. Additional highlights include a 3-car garage, designer-selected finishes, and carefully curated details throughout that elevate both comfort and sophistication. Expected completion: Mid-May. Experience the best of waterfront luxury living in one of Waterside’s most sought-after communities.
Listing is courtesy of: STOCK REALTY LLC (941-208-3940)
Listing Agent: Victoria White (941-444-0434)
5244 MARSH FIELD LN #4, SARASOTA, FL 34235
$255,00011 Days on yellowkey MLS ID: A4696464
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1982Monthly Fee: $387 Tax: $3,025 (2025)Community: Wedgewood LakeCondo
Taxes:$3,025
Remarks: Welcome to effortless Sarasota living in Wedgewood Lake at The Meadows. This move-in ready second-floor condominium offers 2 bedrooms, 2 updated bathrooms, and 1,127 square feet of thoughtfully designed living space overlooking the golf course and community pool in one of Sarasota's most established and amenity-rich communities. Inside, you'll find laminate and tile flooring throughout, creating a clean and low-maintenance living environment. The kitchen features stainless steel appliances, quartz countertops, and opens seamlessly to the living and dining areas, making everyday living and entertaining easy. A screened lanai provides the perfect place to enjoy morning coffee while taking in peaceful golf course views and the beautifully maintained park-like setting that makes The Meadows so desirable. Buyers can move right in and begin enjoying the Florida lifestyle. Whether you're seeking a seasonal retreat, a lock-and-leave second home, or a comfortable year-round residence, this property offers exceptional value and convenience. Residents of The Meadows enjoy access to a lifestyle that is difficult to match at this price point, with golf, tennis, pickleball, fitness facilities, dining, walking and biking trails, and a vibrant community atmosphere. The location is equally impressive, just minutes from University Town Center, Nathan Benderson Park, Sarasota-Bradenton International Airport, downtown Sarasota, world-class dining, shopping, arts and culture, and the area's renowned Gulf Coast beaches.
Listing is courtesy of: ENGEL + VOELKERS SARASOTA (941-388-9800)
Listing Agent: Meagan Jones (941-402-7012)
1775 7TH ST, SARASOTA, FL 34236
$1,195,00033 Days on yellowkey MLS ID: A4692920
REDUCED by $55,000 (4.4%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1793 Built: 2019 Tax: $13,221 (2025)Community: Schindler SubSpa: YesSingle Family
Taxes:$13,221
Remarks: STYLISH NEWER CONSTRUCTION POOL HOME close to Downtown Sarasota with 3 Bedrooms / 2 Baths and ACTIVE Airbnb History! Located in one of the few areas within Sarasota allowing WEEKLY RENTALS, this beautifully designed residence offers the ideal blend of modern luxury, indoor-outdoor living and incredible proximity to Downtown Sarasota, Bayfront Park, St. Armands Circle and the Gulf beaches. Inside, the home features a thoughtfully designed layout filled with natural light, high ceilings and contemporary finishes throughout. The spacious kitchen offers sleek cabinetry, stainless steel appliances, oversized island seating and easy access to both the dining and living areas creating a comfortable flow for everyday living and entertaining. The split-bedroom design creates privacy and functionality while the spacious primary suite feels like a true retreat featuring a spa-inspired ensuite bath with dual sinks, soaking tub and stunning open-air shower. Two additional guest bedrooms offer flexibility for visitors, family or home office space. Designed to embrace the Florida lifestyle, the outdoor living area is truly exceptional featuring a private pool, hot tub, outdoor kitchen, beverage fridge and multiple entertaining spaces surrounded by lush tropical landscaping. Whether enjoying quiet mornings poolside or hosting guests for dinner and cocktails, the seamless indoor-outdoor flow creates the ultimate Sarasota retreat. Currently operating as an active Airbnb, this property offers outstanding flexibility for full-time living, seasonal use or investment potential. Recent addition of solar panels for cost friendly utility bills. Conveniently located just minutes from Sarasota’s top dining, shopping, entertainment and waterfront attractions, this is a rare opportunity to own a newer construction home with weekly rental flexibility in one of Sarasota’s most desirable areas.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Melissa Killion (941-248-6840)
3404 MONICA PKWY, SARASOTA, FL 34235
$329,00014 Days on yellowkey MLS ID: A4696121
0 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1198 Built: 1959 Tax: $3,432 (2025)Community: Kensington ParkSingle Family
Taxes:$3,432
Remarks: Under contract-accepting backup offers. This fantastically clean, split-floor plan home offers a 5-year old roof (new in 2021), a newer AC (2018), and a fresh coat of paint throughout the interior. The entire home features ceramic tile flooring. No carpets to clean. The kitchen is updated with wood cabinets and a granite countertop. The primary bedroom is huge with a large walk-through closet. A corner lot, this property features a spacious, fenced backyard and a large carport accessible from the street through a wide, opening gate. Plenty of room to park multiple cars or work trucks, boats, and more. It is conveniently located three blocks from Lockwood Ridge Road near 17th Ave. Downtown Sarasota is 10 minutes away. Lido Beach is a quick 20-minute drive. NO HOA. NO DEED RESTRICTIONS. EXCELLENT RENTAL OPPORTUNITY.
Listing is courtesy of: ZITELLI REALTY NETWORK LLC (813-399-9985)
Listing Agent: Eric Zitelli (813-444-3998)
301 QUAY COMMONS #1210, SARASOTA, FL 34236
$1,850,00071 Days on yellowkey MLS ID: A4689527
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2184 Built: 2023Monthly Fee: $1,997 Tax: $23,655 (2025)Community: Bayso SarasotaCondo
Taxes:$23,655
Remarks: This remarkable residence is among the most compelling opportunities in downtown Sarasota’s luxury condo market. Positioned on a prized corner, the home is filled with natural light and features a desirable west-facing exposure—delivering tranquil bay views by day, vibrant Gulf sunsets in the evening, and a glittering city skyline at night. Located on the 12th floor, the property offers a true “sky residence” feel that is rarely found at this value. One premium parking space further enhances its appeal— in the downtown core. Before this opportunity is claimed, I invite you to experience the lifestyle firsthand—either in person or through a live video tour. A Sought after Blend of Design, Comfort & Coastal Living Step into elevated waterfront living in this beautifully upgraded 2-bedroom + 1 den / bedroom, 3-bath residence, ideally situated in Sarasota’s vibrant Quay district. Encompassing 2,185 square feet, the open-concept design is highlighted by soaring 10-foot ceilings and expansive floor-to-ceiling glass that flood the interior with light while framing sweeping views of Sarasota Bay and the Gulf. Every element has been carefully curated for immediate enjoyment: Elegant porcelain tile flooring throughout Designer Italkraft kitchen featuring upgraded cabinetry, pull-out storage, pantry enhancements, JennAir appliances (including convection and built-in oven, and cooktop), and Grohe fixtures Generous primary suite with dual walk-in closets and a spa-like bath complete with soaking tub, oversized shower, dual vanities, and linen storage Private guest suite with ensuite bath, plus a third full bathroom Flexible den with closet—ideal for a home office or additional bedroom Hard wired motorized window shades along with custom lighting throughout Lightly used a few weeks here and there in like new condidtion. This is refined, low-maintenance luxury in a walkable waterfront setting—just steps from exceptional dining, shopping, cultural venues, and the marina. Opportunities offering this level of space, quality upgrades, panoramic views, and a premier Quay location are increasingly limited.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Ian Mcpherson (941-320-0999)
575 S SPOONBILL DR, SARASOTA, FL 34236
$4,295,000127 Days on yellowkey MLS ID: A4682428
4 Days Off yellowkey (back on 6/9/2026)
REDUCED by $200,000 (4.4%) on 06/01/2026
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3900 Built: 2023Monthly Fee: $110 Tax: $42,103 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$42,103
Middle School: Pine View School
Remarks: Set within the prestigious island community of Bird Key, this recently completed custom-built residence (2023) delivers refined coastal living just minutes from Sarasota Bay, St. Armands Circle, and downtown Sarasota. Spanning nearly 4,000 square feet of interior space, the thoughtfully designed two-story layout offers four en-suite bedrooms, a library/media room, den, and 5½ baths, with a shaft in place for a future elevator. The great room serves as the heart of the contemporary home, showcasing European oak hardwood flooring throughout, soaring cathedral ceilings reaching over 21 feet, solid wood beams, and coffered architectural detail. A stone-encased fireplace anchors the space, while walls of impact-rated pocketing glass sliders open directly to the covered patio and outdoor living area, creating a seamless indoor-outdoor flow. Custom built-ins with wainscoting and illuminated display niches provide ideal space for art and decor. The kitchen is designed for both daily living and entertaining, featuring an oversized quartz waterfall island, custom cabinetry with under-cabinet lighting, tile backsplash, walk-in pantry, pot filler, and Wolf and Sub-Zero appliances. Adjacent dining area includes a built-in buffet and direct patio access for effortless hosting. The primary suite is located on the main level, offering pool views, extensive built-ins, and a spa-inspired bath with quartz surfaces, soaking tub, and a walk-in shower with multiple showerheads. A second en-suite bedroom on the first floor—currently used as a fitness room—adds flexibility, along with a dedicated den, laundry room, and a library/media room with custom built-ins and en-suite pool bath access. Upstairs, a spacious loft opens to a private balcony with glass railing, currently used as office space. Two additional guest bedroom suites occupy this level, including one with a walk-in closet. Outdoor living is complete with a fully equipped summer kitchen, covered dining area, stone accent wall, heated saltwater pool with PebbleTec finish, sun shelf, and raised spa. Additional highlights include EnergyStar insulated impact windows and doors, central vacuum, contemporary lighting, three-car garage with epoxy floors, and insulated garage doors. Bird Key offers a premier island lifestyle with proximity to marinas, beaches, and optional membership to the Bird Key Yacht Club. Enjoy quick access to Lido Beach, Longboat Key, and Sarasota’s cultural attractions—including The Bay Park, Selby Gardens, world-class dining, and waterfront events—making this a standout opportunity in one of Sarasota’s most sought-after neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
1023 TOCOBAGA LN, SARASOTA, FL 34236
$3,395,00029 Days on yellowkey MLS ID: A4694000
REDUCED by $100,000 (2.9%) on 06/09/2026
Bed: 3 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3599 Built: 1994Monthly Fee: $167 Tax: $27,942 (2025)Community: Tocobaga BaySpa: NoSingle Family
Taxes:$27,942
Remarks: Sophisticated gated living just moments from the heart of downtown Sarasota. Evoking the timeless elegance of Palm Beach with the warmth of Old Florida charm, this exceptional Spanish Mediterranean residence is tucked within the exclusive gated waterfront enclave of Tocobaga Bay. One of only 9 private residences in the community, ideally positioned just moments from Sarasota’s renowned dining, arts, shopping, and waterfront attractions. Surrounded by lush tropical landscaping and tranquil water views, the home is thoughtfully designed for both sophisticated entertaining and relaxed everyday living. Expansive interiors are filled with natural light, highlighted by a grand foyer, travertine flooring, oversized floor-to-ceiling picture windows, motorized shades, and custom window treatments throughout. The residence features 3 bedrooms, each with its own ensuite bath, along with a media room or private office and a private 3-stop elevator. The oversized 4-car garage offers exceptional storage and ample space for vehicles, golf carts, kayaks, and recreational equipment, while the air-conditioned bonus room provides flexibility for a fitness studio, game room, private office, or additional storage. The newly renovated chef’s kitchen is beautifully appointed with premium finishes including a La Cornue gas cooktop, Sub-Zero refrigerator, custom Campbell Cabinetry, spacious walk-in pantry, oversized center island and Taj Mahal quartz countertops and backsplash. The oversized living room offers an inviting atmosphere for gathering, while the separate formal dining room is perfectly suited for elegant dinners and entertaining. The primary suite serves as a peaceful sanctuary complete with its own Juliette balcony, dual custom walk-in closets, and a spacious ensuite bath. Two additional guest suites occupy the third floor, each with private baths, offering ideal comfort and separation for family and guest. Designed to embrace Sarasota’s indoor-outdoor lifestyle, the open-air heated saltwater pool is surrounded by lush tropical landscaping and expansive patio space for lounging and dining. Additional improvements: new tile roof (2023), new irrigation system (2024), updated water heaters (2023 & 2024), electrical panels (2024), and updated A/C units. Residents enjoy access to the community day dock with direct bay access, perfect for boating and waterfront enjoyment. Perfectly located near Sarasota’s renowned beaches, St. Armands Circle, The Bay Park, and the iconic Ringling Bridge, this remarkable residence offers an exceptional lifestyle just minutes from the energy and culture of downtown Sarasota. Offered fully furnished and ready for immediate enjoyment.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Linda Driggs (941-374-2920)
1111 RITZ CARLTON DR #1205, SARASOTA, FL 34236
$2,245,00058 Days on yellowkey MLS ID: A4691044
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2011 Built: 2001 Tax: $21,532 (2025)Community: The ResidencesCondo
Taxes:$21,532
Remarks: Perched above the sparkling waters of Sarasota Bay, Residence #1205 at The Ritz-Carlton Residences delivers an elevated standard of luxury defined by world-class service, refined design, and an unmatched downtown location. Designed for both privacy and flexibility, this residence features two expansive primary suites—a rare and highly desirable split layout ideal for multigenerational living, hosting guests, or effortless seasonal use. The primary suite is a true sanctuary, finished in marble with a spa-inspired jacuzzi soaking tub and separate shower. In addition to the walk-in closet, the suite is appointed with custom-designed built in wardrobes. The second suite mirrors this level of comfort with dual sinks and a dedicated makeup vanity area, offering a private retreat for family or guests. Light-filled living spaces open to a generous private terrace, where panoramic Sarasota Bay views and vibrant sunsets create a stunning everyday backdrop. The seamless indoor-outdoor flow is ideal for both relaxed living and elegant entertaining. Ownership includes access to the full suite of amenities at The Ritz-Carlton Sarasota, offering a true hotel-lifestyle experience with 24-hour concierge, valet, in-residence dining, and a newly renovated spa. Residents also enjoy a waterfront pool and sun deck, private boat dock, exclusive residential entry, climate-controlled storage, and private club spaces. Just steps away, enjoy renowned dining within the hotel at Jack Dusty and Rufa, along with the vibrant energy of downtown Sarasota. Ideally positioned near The Quay and The Bay Sarasota, residents are moments from waterfront parks, cultural venues, boutique shopping, and acclaimed restaurants. With two covered parking spaces and a flexible rental policy, Residence #1205 offers both a luxurious personal retreat and a compelling investment opportunity—delivering the very best of Sarasota’s waterfront lifestyle within the iconic Ritz-Carlton brand.
Listing Agent: Stacey King (646-734-5014)
1741 CLEAT LN, SARASOTA, FL 34240
$450,000121 Days on yellowkey MLS ID: A4683232
REDUCED by $28,900 (6.0%) on 06/09/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1776 Built: 2024Monthly Fee: $235 Tax: $5,515 (2025)Community: Nautique/WatersideTownhouse
Taxes:$5,515
Remarks: Perfectly positioned in Nautique at Waterside, just a short walk from the vibrant shops, restaurants, and events of Waterside Place, life here captures the essence of effortless living. This townhome offers 3 bedrooms, 2.5 baths, 1,776 square feet, and a 2-car garage overlooking a peaceful pond. The sun-splashed first floor showcases an open-concept kitchen, living, and dining area with 9-foot ceilings and large accent wall, along with a laundry room, powder bath, and large walk-in pantry. Upstairs, the expansive primary suite captures sunset and pond views, while two additional bedrooms share a full bath. Outdoors, a secluded courtyard serves as a peaceful extension of the home, perfect for morning coffee, evening relaxation, catching some sunshine or tending to your favorite plants. Impact windows and doors throughout provide peace of mind while the HOA covers lawn care for true, low-maintenance living. Just a short walk away, you'll enjoy the community amenities including a pool & cabana overlooking Kingfisher Lake, pickleball courts, a playground, and a dog park, all connected by miles of scenic walking trails. Situated in the southernmost part of Lakewood Ranch, Nautique offers excellent accessibility to downtown Sarasota and the area’s beaches, while still providing walkable access to waterfront dining, boutique shopping, and the popular Farmers Market & Ranch Nites. Living here feels like vacation everyday! Furniture available for sale as well.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Monica Lesuer (941-525-7278)
1111 RITZ CARLTON DR #1803, SARASOTA, FL 34236
$3,895,000212 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
Remarks: Move in ready Ritz Carlton Penthouse is the mark of distinction worldwide. 1111 Ritz Carlton Drive, Unit 1803, Sarasota, Florida is a true penthouse perched atop the prestigious Ritz-Carlton Residences and hotel. This 4,276-square-foot masterpiece offers breathtaking panoramic views of Sarasota Bay and the vibrant downtown skyline. Meticulously remodeled, this residence boasts three spacious bedrooms, each with a versatile den/office space, and luxurious en-suite bathrooms. The mother-in-law suite includes its own den, kitchen, and entrance with doorbell. The open concept living area features rich wood floors and expansive windows that flood the space with natural light and showcases stunning water vistas. The state-of-the-art kitchen is a chef’s dream, equipped with brand-new Wolf appliances, a Sub-Zero refrigerator, and elegant solid wood cabinetry. The master suite is a private sanctuary, offering a lavish bathroom and a huge custom walk-in closet. Living at this Ritz holds a special significance. Residents enjoy exclusive access to Ritz-Carlton’s world-class amenities, including a heated bayfront pool and spa. Uniquely in Sarasota, you and your guests will be greeted by a Ritz Carlton attendant who will cover your chaise lounge, give you pool towels with one rolled on which to rest your head, and bring you a bucket of ice with bottled water. Menu service of drinks, cocktails, and food can be charged to your Residences personal tab. Valet guest parking is available at the main hotel entrance. The property comes with three premium extra wide parking spaces and two spacious storage areas. Newspaper and package delivery to your unit are two more of the many services. Don’t feel like making breakfast, lunch, or supper? Call Ritz Carlton room service from Jack Dusty’s kitchen for white linen service in your room for you, two, or the whole family. Or maybe just a late-night dessert. The Ritz Carlton hotel provides coastal sophistication dining with two in building restaurants, Jack Dusty’s and The Rafa. Situated in the heart of Sarasota, you’re just moments away from Marina Jack, upscale dining such as the new Ocean Prime, boutique shopping, and the rich cultural offerings of the Theater District and Van Wezel Performing Arts Hall. The pristine Gulf beaches are also within easy reach, making this residence the epitome of sophisticated coastal living. Located as the hub of Sarasota’s finest neighborhood you will experience the pinnacle of elegance and comfort in this exceptional Ritz-Carlton penthouse. Be treated with the luxury you deserve. It can all be yours – always!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tom Cinquegrano (941-284-5049)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.