Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
2019 CHIPPAWA PL, SARASOTA, FL 34234
$735,00057 Days on yellowkey MLS ID: A4685039
0 Days Off yellowkey (back on 4/11/2026)
REDUCED by $14,000 (1.9%) on 04/08/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2584 Built: 1950 Tax: $5,964 (2025)Community: Sylvan ShoresSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,964
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. This unique and serene home offers plenty of space to live and entertain comfortably and is in a sought-after West of the Trail neighborhood just two miles north of downtown Sarasota. Multiple living/family rooms provide an array of design options. The split layout affords privacy with two beds and a bath to the left of the front living room, off the back living space to the left is another bedroom and primary suite is to the right. The rear wall of sliding glass doors overlooking the lovely fenced pool/patio/yard allows you to enjoy the always summer Florida lifestyle! Potential exists to divide the home into two separate living units, should this catch your eye as an investment property. There is no shortage of activities nearby, just a short walk through this delightful tree-lined neighborhood will lead you to Indian Beach/Sapphire Shores to watch the incredible sunsets. You will also find several parks within a short distance, including The Bay where you can launch your kayak or partake in free community events. If boating is your thing, you're covered there too, with multiple marinas close by. The famous silky sand of Siesta Key Beach is less than a 20-minute drive, and SRQ airport is just 10 minutes away. The many amazing shops, theaters and restaurants downtown will keep your social calendar booked. Don't let this gem pass you by.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Pamela Hogan (941-424-8706)
7664 LIVEWELL LN, SARASOTA, FL 34240
$499,000102 Days on yellowkey MLS ID: A4677401
REDUCED by $40,900 (7.6%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1762 Built: 2024Monthly Fee: $211 Tax: $6,519 (2025)Community: Nautique/WatersideSingle Family
Taxes:$6,519
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Discover Nautique at Waterside in Lakewood Ranch! Welcome to your dream home at Nautique, nestled within the vibrant community of Waterside in Lakewood Ranch. This 3-bedroom, 2-bathroom residence offers the ultimate in lakeside living, boasting breathtaking direct views across Kingfisher Lake, all the way to the mesmerizing night lights of Waterside. This is the Prime Location in Lakewood Ranch. Enjoy the perfect blend of tranquility and accessibility in this amazing location. Whether you're seeking a serene retreat or lively entertainment, this home is ideally situated. Just a stone's throw away, you'll find the bustling shops and diverse restaurants of Waterside, ensuring that excitement and convenience are always within reach. Community Amenities, as a resident of Nautique, you'll have access to a variety of community amenities designed for leisure and recreation. Take a dip in the refreshing pool or challenge friends to a match on the pickleball courts. Plus, explore the vibrant locale with ease by taking advantage of the convenient Water Taxi service to Waterside. Quality and Peace of Mind, this home is built with top-quality construction, the home is equipped with hurricane-rated windows and doors, providing you with ultimate peace of mind and ensuring your safety and comfort in any weather. This move-in ready home is available for possession at closing, representing incredible value and opportunity. Don't miss your chance to make Nautique at Waterside your new home, where every day feels like a vacation. Experience the best of lakeside living and create lasting memories in this exceptional community.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jon Buice (941-962-7443)
3925 PRADO DR, SARASOTA, FL 34235
$389,90025 Days on yellowkey MLS ID: A4688646
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1534 Built: 1957 Tax: $4,097 (2025)Community: De Soto LakesSingle Family
Taxes:$4,097
Elementary School: Emma E. Booker Elementary
Remarks: Mid-Century Modern Gem | 4+ Bedrooms | Prime Sarasota Location Experience the perfect blend of style, space, and versatility in this beautifully updated 4+ bedroom, 2-bath move in ready home nestled in the established community of De Soto Lakes. Step inside to a bright, light-filled interior where expansive windows and clean architectural lines create an open, airy atmosphere throughout. Wall-to-wall marble flooring and a seamless open-concept layout connect the living and dining areas, making the home feel both modern and inviting from the moment you enter. The spacious kitchen is designed to impress, featuring 42" cabinetry, granite countertops, stainless steel appliances, and a large island that overlooks the main living space, perfect for entertaining or everyday living. The flexible layout offers exceptional versatility, with additional rooms that can easily function as a home office, media room, guest quarters, or creative space; ideal for today’s evolving lifestyle and multi-functional living needs. The primary suite provides a comfortable retreat with ample space and a relaxing atmosphere as well as an en-suite bathroom. What truly sets this home apart is its unique mid-century modern design paired with a layout that adapts to you. With multiple living areas, abundant natural light, and flexible-use spaces, this home offers a level of functionality and character that is rarely found at this price point. Step outside to the private, oversized .189 Acre lot that is surrounded by luscious palm trees and enjoy a backyard designed for Florida living, featuring an expansive paver patio, fire pit area, and multiple seating areas, perfect for entertaining or relaxing year-round. Located in the heart of Sarasota, just 2 miles from UTC shopping and dining and minutes to Lakewood Ranch, you’ll enjoy easy access to everything while still having the comfort of an established neighborhood. Plus, you're a short drive to the world-renowned Siesta Key Beach. With no HOA, standout design, and a rare 4+ bedroom configuration, this home presents an exceptional opportunity in one of Sarasota’s most convenient and growing areas!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Ronald Pepka (941-877-1488)
3597 FOUNDERS CLUB DR, SARASOTA, FL 34240
$1,950,000147 Days on yellowkey MLS ID: A4673915
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3957 Built: 2006Monthly Fee: $467 Tax: $17,901 (2024)Community: Founders ClubSpa: YesSingle Family
Taxes:$17,901
Tax Year: 2024
Remarks: A True Gem in The Founders Club Elegance, Comfort, and An Outstanding Location Welcome to 3597 Founders Club Drive, an exquisite residence nestled within Sarasota’s premier gated golf community, The Founders Club. Built in 2006, this residence combines quality construction with modern amenities and is walking distance to the club house. The property sits on a 0.47 acre lot, offering both space and intimacy within a prestigious community known for its Robert Trent Jones jr. golf course, clubhouse, and social activities. Spanning 3,957 square feet of living space, this home features four spacious bedrooms, three full baths, and one half bath, thoughtfully designed with a split floor plan to maximize privacy and comfort. The grand foyer opens into formal living and dining areas, while the family room has pocket sliders which open onto the lanai. High ceilings, crown molding, and expansive windows create a light filled ambiance throughout the house. The gourmet kitchen is a chef’s delight, boasting a large center island, breakfast bar, walk in pantry, and custom cabinetry. Stainless steel appliances and ample counter space make entertaining effortless. Adjacent to the kitchen, the family room offers casual elegance with views of the pool and lanai. A separate breakfast nook provides the perfect spot for morning coffee in the sheltered lanai overlooking the 18th fairway. The primary suite is a private retreat, complete with dual vanities, a walk in shower and separate tub. Generous his and her closet space and direct access to the lanai enhance the sense of luxury. Additional bedrooms are well appointed, ideal for family or guests, while a bonus room and dedicated office/den provide flexibility for work or leisure. Outdoor living is at the heart of this home. The expansive screened lanai showcases a sparkling pool and spa, surrounded by ample deck space for lounging or dining al fresco. Mature landscaping ensures privacy, while the backdrop of The Founders Club’s natural beauty creates a tranquil oasis. With his and her two car garages, there is abundant space for vehicles, golf carts, and storage. Living at The Founders Club means enjoying an exclusive lifestyle. Residents benefit from a limited membership golf club, (for which a membership is available for transfer), little traffic, and a vibrant social calendar. Located east of I 75, the community provides convenient access to downtown Sarasota, world class beaches, cultural venues, and fine dining. This home is more than a residence—it is a statement of elegance and comfort. Whether hosting gatherings, enjoying quiet evenings by the pool, or taking advantage of the community’s amenities, 3597 Founders Club Drive offers the perfect blend of sophistication and Florida living. Don’t miss the opportunity to make this exceptional property your own. Schedule a private tour today and experience the unmatched charm of The Founders Club.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Richard Hearn (941-313-1591)
445 N ORANGE AVE #306, SARASOTA, FL 34236
$599,90044 Days on yellowkey MLS ID: A4686070
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 950 Built: 2009 Tax: $6,475 (2025)Community: Citrus SquareCondo
Taxes:$6,475
Elementary School: Alta Vista Elementary
Remarks: URBAN chic blends a refined, minimalist aesthetic to project confidence, authority, and timeless style. It emphasizes a uniform of neutral tones. Pristine 2-Bedroom, 2-Bath condominium CITRUS SQUARE located in the vibrant ROSEMARY DISTRICT just minutes from Downtown Sarasota. This Danby Model boasts a huge private balcony that runs the entire length of the unit and is accessible from both the Living Room and the Primary Bedroom via full length French Doors - This impeccably maintained residence offers an open, light filled layout with spacious living and dining areas, a well appointed kitchen, SOLID WOOD CABINETS with crown molding. NEW WASHER & DRYER 2026 and NEW REFRIGERATOR 2025 and IMPACT WINDOWS. It welcomes you with freshly painted neutral SOFT GREY AND BEIGE designer tones throughout. OVERSIZED PATIO and LEVOLOR Custom Banded Zebra Roller Shades- Rechargeable. The generously planned bedrooms and bathrooms are designed for comfort and privacy. The Primary Bath has a walk in shower and the GUEST BATH has a Tub/Shower combination. Enjoy the ultimate city lifestyle with an abundance of restaurants, cafes, boutiques and the vibrant downtown attractions just steps from your door. The Rosemary District is one of Sarasota's most dynamic walkable neighborhoods!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kathryn Cooper, Pa (941-320-8075)
2813 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$390,00083 Days on yellowkey MLS ID: A4681734
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1813 Built: 2022Monthly Fee: $171 Tax: $3,902 (2025)Community: Bay LandingTownhouse
Taxes:$3,902
Remarks: Sellers preferred lender will contribute up to $5,000 towards qualified borrower’s closing cost or rate buy down. Price Improvement! Built in 2022, this end-unit townhome looks and feels brand new, offering a bright, open floor plan with tasteful improvements and beautiful light and bright Florida white cabinetry! Take peace of mind and receive insurance discounts with an insulated storm rated front door and heavy gauge metal shutters! Inside, the stylish kitchen features granite countertops, Stainless Steel appliances, subway tile backsplash, a walk-in pantry, and more! Sparkling large ceramic tile fill the first floor and upper floor bathroom spaces. Energy efficient insulation blown in to the newer Roof, newer Hot Water Heater and newer HVAC system have all been well maintained and keep your home comfortable. Low E, energy efficient double pane, tinted windows keep your home cool in the summer and warm in the winter. Upstairs, spacious separate bedrooms and a flexible loft provide room to relax, work and unwind. Enjoy added privacy with poured concrete block construction and a concrete party wall. You'll appreciate everyday conveniences including a smart-home package, washer/dryer inside, one-car garage and two exterior parking spaces. The screen enclosed lanai open to the green belt is a wonderful private outdoor space to cookout, relax in the fresh air and enjoy Florida, . Residents enjoy a gorgeous resort-style pool, fitness center, dog park, playground and more. Minutes from Waterside Place, Lakewood Ranch, UTC, Downtown Sarasota, and the world renowned beaches! No CDD fees and low HOA dues make this gorgeous home a standout value! Call today to schedule a private tour and see for yourself! Restrictions for lender contribution apply.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Tonna Gruber (941-232-8950)
417 N OSPREY AVE, SARASOTA, FL 34236
$1,850,000198 Days on yellowkey MLS ID: A4667626
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)
3364 RAMBLEWOOD WAY #12, SARASOTA, FL 34237
$199,90079 Days on yellowkey MLS ID: A4682026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1003 Built: 1974 Tax: $1,412 (2025)Community: Ramblewood AcresSpa: NoCondo
Taxes:$1,412
Elementary School: Tuttle Elementary
Remarks: Welcome to this beautifully maintained villa in the gated community of Ramblewood Acres, ideally located in the heart of Sarasota. This residence offers 2 bedrooms, 2 bathrooms, and 1,003 SqFt of living space, along with two assigned parking spaces. The home features renovated bathrooms, an updated kitchen with modern finishes, and direct access to a screened-in patio perfect for relaxing or entertaining. Residents enjoy access to three community pools, tennis courts, a clubhouse, dog park, and playground areas — all within a secure, well-maintained setting. Conveniently located just 3 miles from Downtown Sarasota, this property offers comfort, amenities, and lifestyle in a highly accessible location.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Jason Coy Turner (205-612-4353)
1630 SPRINGWELL LN, SARASOTA, FL 34240
$869,99038 Days on yellowkey MLS ID: TB8489656
1 Days Off yellowkey (back on 4/9/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2334 Built: 2025Monthly Fee: $283 Tax: $4,305 (2025)Community: Emerald Landing At WatersideTownhouse
Taxes:$4,305
Remarks: One or more photo(s) has been virtually staged. This spectacular City Home embodies modern living while giving you breathtaking views of Kingfisher Lake and Waterside. This east facing town home will allow you to enjoy morning sunrises with lights flooding into your living and owners retreat. Enjoy morning coffee on your balcony overlooking a tranquil pond. Each bedroom has its own en suite bath with the master bathroom offering a Rainfall shower head in your oversized super shower. This modern city home has high impact hurricane windows for your peace of mind. The oversized attached 2 car garage provides extra storage space and versatility. Emerald landing offers a robust Amenity Center with Heated Lap pool, clubhouse, pickleball courts, fire pits, Enjoy maintenance free living, as all of your exterior landscaping, irrigation and exterior maintenance of city home will be handled by the HOA.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
1543 N TUTTLE AVE, SARASOTA, FL 34237
$315,00023 Days on yellowkey MLS ID: TB8495422
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1387 Built: 1983 Tax: $1,876 (2025)Community: Oak Park Rev OfSingle Family
Taxes:$1,876
Remarks: Are you looking for your next investment project? Look no further you have found it here! Home needs a complete rehab perfect for investors looking to put in some sweat equity. Age of systems is unknown.
Listing is courtesy of: KELLER WILLIAMS TAMPA PROP. (813-264-7754)
Listing Agent: Ashley Gajdosz (813-300-7002)
2403 HICKORY AVE, SARASOTA, FL 34234
$425,00023 Days on yellowkey MLS ID: A4689265
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1432 Built: 1925 Tax: $4,162 (2025)Community: Sarasota Bay ParkSingle Family
Taxes:$4,162
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Where history meets opportunity in the heart of Sarasota. This historic residence offers timeless character and endless potential, perfectly positioned in one of the area’s most culturally rich neighborhoods. Featuring 3 bedrooms and 2 bathrooms, the home showcases classic architectural details ready to be restored, reimagined, or incorporated into a brand-new vision. Ideally located just moments from the renowned The John and Mable Ringling Museum of Art, the Asolo Repertory Theatre, Ringling College of Art and Design, and New College of Florida, this property is surrounded by inspiration, creativity, and culture. A short drive brings you to vibrant downtown Sarasota, offering world-class dining, shopping, entertainment, and waterfront experiences. Set on a desirable homesite, this property presents a rare investment opportunity. Whether you choose historic restoration to preserve its original charm or explore redevelopment options to build new, the possibilities are abundant. The existing layout provides a solid foundation, while the location enhances long-term value and appeal. Perfect for investors, builders, or buyers seeking a unique project, this home embodies the best of Sarasota real estate—location, history, and potential. With strong demand for both renovated historic homes and new construction in this sought-after area, this is your chance to create something truly special.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
3129 FOUNDERS CLUB DR, SARASOTA, FL 34240
$2,895,00023 Days on yellowkey MLS ID: A4689202
Bed: 3 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 5742 Built: 2008Monthly Fee: $655 Tax: $32,512 (2025)Community: Founders ClubSpa: YesSingle Family
Taxes:$32,512
Remarks: Set along the 11th green within the private, guard-gated Founders Club, this custom residence by John Cannon Homes captures sweeping golf course, lake, and preserve views across a beautifully positioned .69-acre homesite. Spanning over 5,700 square feet, the two-level design is both elegant and highly livable, with soaring ceilings, detailed millwork, and a natural flow that supports both everyday comfort and large-scale entertaining. A gracious foyer introduces formal living and dining spaces, while the heart of the home opens to a spacious family room and chef’s kitchen featuring premium appliances, a Wolf gas cooktop, oversized island, walk-in pantry, and a sunlit breakfast area framed by aquarium glass overlooking the water and fairways. Walls of French doors create a seamless transition to the expansive screened lanai, where the pool and spa, outdoor kitchen, and covered living areas are surrounded by tranquil views—an ideal setting for quiet mornings or evening gatherings. The primary suite is thoughtfully designed as a private retreat, complete with a sitting area, custom office, dual boutique-style closets, and a spa-inspired bath with hydrotherapy tub, oversized shower, and dual water closets. Two additional guest suites are positioned in a separate wing for privacy. Upstairs, accessible by elevator or stairs, a generous bonus room with wet bar, fireplace, and full bath opens to a terrace with long, open views across the course—easily adaptable as a fourth bedroom or private guest quarters. Additional highlights include a wine cellar, butler’s pantry, travertine and hickory flooring, coffered ceilings, impact-rated openings, and a four-car garage. The Founders Club spans 700 acres of preserved natural beauty, offering a refined yet relaxed lifestyle with optional membership to its Robert Trent Jones Jr.–designed championship golf course, clubhouse, dining, fitness center, and tennis and pickleball amenities. A home defined by scale, setting, and architectural integrity—positioned within one of Sarasota’s most established private communities.
Listing Agent: Judie Berger (941-928-3424)
2424 51ST ST, SARASOTA, FL 34234
$749,000219 Days on yellowkey MLS ID: A4666163
0 Days Off yellowkey (back on 4/8/2026)
REDUCED by $25,000 (3.2%) on 04/08/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 1975 Tax: $4,902 (2025)Community: Desoto AcresSingle Family
Taxes:$4,902
Remarks: Under contract-accepting backup offers. Country style living in the city! No HOAs or CDDs. For those of us who want privacy or to be "off the grid" but still want the conveniences of being close to shopping, farmers markets and even SRQ airport, here is your chance! Plenty of room to build an additional structure for extended family or income producing. This newly renovated home includes a barn and sits on 2+ acres in historic DeSoto Acres. Located only 4.5 miles from I-75, the neighborhood is near UTC Mall, SRQ Airport, Siesta Key, Lido Beach and St. Armand’s, and Downtown Sarasota. This unique home offers the space and possibilities to grow your own fruits and vegetables and an opportunity for a home business. Make an appointment to see this unique home today.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rigo Rivera (941-587-3767)
1173 MYRTLE ST, SARASOTA, FL 34234
$389,900205 Days on yellowkey MLS ID: TB8436061
REDUCED by $10,100 (2.5%) on 04/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1950 Tax: $4,523 (2024)Community: Ford SubSingle Family
Taxes:$4,523
Remarks: ***SIGNIFICANT PRICE IMPROVEMENT!! Have peace of mind with an X-rated flood zone, no history of water damage, and all-new impact-resistant, hurricane-rated windows. Sun-filled living and income potential come together beautifully in this centrally located Sarasota home! This updated property offers a 3-bedroom, 2-bath layout featuring a private primary suite complete with a luxurious new bathroom and kitchenette — providing a resort getaway feel right at home. With its own separate entrance, this flexible space also doubles as a fantastic in-law suite. The home offers great income potential if the suite is used as a separate 1-bedroom, 1-bath studio, ideal for high-demand rentals. Together, the spaces provide 1,361 square feet of refreshed living area. Step inside to discover new flooring throughout, a modern kitchen and updated bath, and stylish new lighting that enhances the home’s bright, open feel — all beautifully upgraded with new appliances, AC, water heater, and roof for lasting comfort and value. This property also boasts a generous yard — perfect for those who crave extra outdoor space. Whether you envision a private garden, a play area, or a space for the family pets, this oversized side yard offers endless possibilities. Mature landscaping provides both beauty and privacy, creating a peaceful setting for outdoor relaxation. The outdoor area is made for Florida living — dive into vacation-style living with an expansive, oversized pool — perfect for lap swimming, entertaining, and making lasting memories. A huge screened lanai invites relaxation and provides plenty of space to host poolside gatherings and parties. A mini golf green adds a playful touch for family and friends. Whether you’re looking for a home with extra income potential or a flexible multi-use property, this one checks all the boxes. Conveniently located near downtown Sarasota, St. Armands Circle, Siesta Key Beach, the Sarasota-Bradenton Airport, and the UTC shopping district, you’ll be right in the heart of everything the Gulf Coast has to offer. A rare opportunity to enjoy a move-in-ready home and an income-producing asset — all in one desirable Sarasota location! **Free 1/0 Interest Rate Buy Down available when using our preferred lender.**
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Andrew Duncan (813-359-8990)
5035 BAY SHORE RD, SARASOTA, FL 34234
$4,895,000191 Days on yellowkey MLS ID: A4667963
0 Days Off yellowkey (back on 4/7/2026)
Bed: 5 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 5712 Built: 1951 Tax: $12,985 (2024)Community: Indian Beach Sapphire ShoresSpa: NoSingle Family
Taxes:$12,985
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. *PENDING - ACCEPTING BACKUPS*One or more photo(s) has been virtually staged. Nestled just south of the Ringling Museum, this prestigious West of Trail estate is set in Sarasota’s historic Indian Beach Sapphire Shores neighborhood, known for its majestic tree-canopied streets, bayfront parks, and architectural charm. Spanning 5,712 sq. ft. on a one-half acre lot, this home is designed for multi-generational living, featuring 5 bedrooms, 6.5 baths, 2 offices, and a private in-law suite. A newly built 616 sq. ft. detached guest house with a kitchenette and full bath offers additional flexibility. Extensively remodeled in 2013 and upgraded in 2023 by Murray Homes, the residence boasts a new roof, smart home features, low-voltage lighting, high-end cabinetry, new flooring, an updated kitchen, deck, and lush landscaping. The chef’s kitchen is a showpiece of design and functionality, highlighted by a raised skylight with exposed beam rafters over the 11’8” x 3’7” Cambria White Cliff quartz island with a waterfall mitered end panel and counter-height breakfast bar for five. Soft-close solid wood cabinetry includes pull-out shelves and recessed LED lighting. Top-tier appliances feature a Wolf double oven, Wolf 48” 6-burner gas range, Subzero column refrigerator/freezer, two dishwashers, and an instant hot/cold filtered water faucet. A café nook with a coffee bar and custom cabinetry adds convenience. Designed for seamless indoor-outdoor living, the spacious great room features engineered white oak plank flooring and a floor-to-ceiling walnut slat entertainment wall with a ventless fireplace. A striking agate-topped dry bar with a custom wine bottle display enhances the dining area. The brand-new screened lanai with French white oak Azek decking extends the living space outdoors. The 400 sq. ft. family room provides a flexible retreat, featuring a floating cabinetry entertainment wall, a full pool bath, additional laundry, hidden storage, and a private entrance from the pool deck. Outside, a 2,000 sq. ft. backyard retreat offers a 40 x 15 heated saltwater pool with a cascading waterfall, cooling lime rock pavers, pristine turf, and a brand-new outdoor kitchen with a gas grill and refrigerator. A motorized pergola adjusts for sun or shade, creating a luxurious resort-style setting. The fully fenced yard and lush landscaping enhance the privacy of this location. A brick-paver courtyard and circular driveway add elegance while offering ample parking and space to add an additional garage. This property is not in a flood zone. Minutes from downtown Sarasota, Lido Beach, and St. Armands Circle, the home is perfectly positioned near Ringling College of Art, New College, and the North Trail’s independent restaurants, coffee shops, and pubs.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Bev Murray (941-724-4995)
1655 SPRINGWELL LN, SARASOTA, FL 34240
$499,99024 Days on yellowkey MLS ID: TB8494816
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1740 Built: 2026Monthly Fee: $283 Tax: $2,402 (2025)Community: Emerald Landing At WatersideTownhouse
Taxes:$2,402
Remarks: Under Construction. Explore the Waterway floor plan by David Weekley Homes in the highly sought-after Emerald Landing community. Perfectly positioned near the dog park, and within 2 blocks of the amenity center, this homesite offers added convenience rarely found in typical homesites. Inside, the thoughtfully designed open-concept layout seamlessly connects the kitchen, dining, and family room—creating the perfect space for entertaining guests or enjoying everyday living on the first level. The Gourmet kitchen features a large center island overlooking the main living area, ample counter space, and an inviting layout that makes it the heart of the home. Expansive Hurricane Impact windows fill the home with natural light. The private owner’s suite is designed for relaxation with a spacious bedroom, well-appointed bathroom + Super Shower and generous walk-in closet. Additional bedrooms provide flexible space for family, guests, or a home office. Built with the quality craftsmanship and energy-efficient features that David Weekley Homes is known for, this home offers comfort, style, and long-term value. Located in Emerald Landing, residents enjoy a welcoming neighborhood atmosphere with convenient within walking to Waterside for access to shopping, dining, entertainment, and major roadways. Emerald Landing offers a Resort Style pool with lap lanes, Cabanas, Entertainment lawn, Pickelball Courts, Fire Pit, Dog Park, Boat Dock, and a Water Taxi, and Walking & jogging paths overlooking picturesque view of King Fisher Lake. Don’t miss the opportunity to own this beautiful Waterway townhome in Emerald Landing—a rare combination of location! Call us today for a personalized appt with our Consultants.
1300 BENJAMIN FRANKLIN DR #701, SARASOTA, FL 34236
$4,998,00030 Days on yellowkey MLS ID: A4688362
1 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4196 Built: 2005 Tax: $51,039 (2025)Community: The Beach ResidencesSpa: YesCondo
Taxes:$51,039
Elementary School: Southside Elementary
Remarks: Under contract-accepting backup offers. Unparalleled luxury in this 4,196 sq. ft. 7th-floor corner residence at The Ritz-Carlton Beach Residences. Offered FULLY FURNISHED & TURNKEY. Arrival is via a private elevator opening into an exclusive foyer, leading to a massive living area with floor-to-ceiling glass. This rare "flow-through" floor plan features two massive wrap-around balconies: one facing East for sunrises over the John Ringling Bridge/Downtown, and one facing West for spectacular Gulf sunsets. INVESTOR ALERT: Property is sold with an active 2-month lease, providing immediate income. Residents enjoy world-class Ritz-Carlton amenities: private beach, resort pool, and 24-hour concierge. Minutes from St. Armands Circle, this is the ultimate move-in-ready property on Lido Key. luxury in this 4,198 sq. ft. 7th-floor corner residence at The Ritz-Carlton Beach Residences. Offered FULLY FURNISHED & TURNKEY for immediate enjoyment. Arrival is via a private elevator opening into your exclusive foyer, leading to a massive living area framed by floor-to-ceiling glass. This rare "flow-through" floor plan features two massive wrap-around balconies: one facing East for sunrises over the John Ringling Bridge/Downtown Sarasota, and one facing West for spectacular Gulf of Mexico sunsets. Residents enjoy world-class Ritz-Carlton amenities: private beach, resort pool/spa, and 24-hour concierge. Minutes from St. Armands Circle, this is the ultimate move-in-ready legacy property on Lido Key.
Listing Agent: Tina Napoli (917-723-7816)
314 BARLOW AVE #73, SARASOTA, FL 34232
$152,90089 Days on yellowkey MLS ID: A4680570
REDUCED by $17,000 (10.0%) on 04/01/2026
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1368 Built: 1972 Tax: $2,208 (2024)Community: Fairway OaksTownhouse
Taxes:$2,208
Remarks: One or more photo(s) has been virtually staged. Beautifully updated 4 bedroom, 2.5 bath Townhome in Sarasota's Fairway Oaks Community. Features newer laminate flooring, fresh interior paint, and a bright open main floor layout. Enjoy a screened lanai and private backyard with golf course view, backing to the historic Bobby Jones Golf Club for a peaceful green space scenery. Includes 2 reserved parking spaces directly in front of the unit for easy access. Prime location minutes from to downtown Sarasota, beaches, shopping,dining, Publix and Sarasota- Bradenton airport. Near the scenic Circus Trail for walking and biking. Some pictures have been virtually staged.
Listing is courtesy of: FLORIDA LUXE LIVING RE LLC (720-365-5149)
Listing Agent: Florida Luxe Perkins (720-365-5149)
1255 N GULFSTREAM AVE #205, SARASOTA, FL 34236
$895,00024 Days on yellowkey MLS ID: A4688123
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1656 Built: 1982 Tax: $7,175 (2025)Community: Bay PlazaCondo
Taxes:$7,175
Remarks: One or more photo(s) has been virtually staged. Refined downtown living awaits at Bay Plaza, a premier address along Gulfstream Avenue and one of Sarasota's most established and distinguished buildings — designed by the celebrated architect Tim Siebert. This exceptional second-floor residence offers something increasingly rare in urban living: a genuine connection to nature and neighborhood, with tree-lined street views below and partial marina glimpses that shift beautifully with the light and seasons. Perfectly positioned, this is a home that places you at the center of Sarasota's most vibrant cultural tapestry — steps from fabulous restaurants, the iconic Opera House, art galleries, charming coffee shops, live theatre, boutique shopping, and the beloved Saturday morning Farmer's Market. Yet despite this enviable proximity, the residence itself feels like a quiet retreat, grounded and peaceful above the gentle rhythm of the street. The well-executed split floor plan creates a natural sense of privacy and balance, with thoughtfully separated bedroom suites ideal for both full-time living and hosting guests. The living and dining areas are designed for effortless entertaining and everyday comfort, while a crisp, light-filled interior aesthetic is elevated by natural light and a seamless flow leading to a private covered balcony. Impact-resistant glass throughout the residence enhances safety and peace of mind, allowing you to enjoy the natural light and views with confidence. The kitchen anchors the living space with a practical and functional layout, offering considerable storage and a wine and beverage refrigerator — a thoughtful touch for those who love to entertain. The primary suite is a peaceful sanctuary, framed by large picture windows that sit among the treetops, filling the space with natural light and a serene connection to nature and the water. A generous walk-in closet with custom built-ins provides organization and ample storage. The en-suite bath is thoughtfully appointed with wood cabinetry, dual sinks, and granite countertops, complete with a soaking tub and separate shower. Bay Plaza residents enjoy a full-service lifestyle that is second to none — including 24-hour concierge, 24/7 valet service, EV charging stations, a resort-style pool and spa, and a state-of-the-art fitness center complete with sauna and steam room. The beautifully appointed lobby — a hallmark of Siebert's vision — showcases a grand piano, a library and media room, and elegant entertaining spaces for gathering with friends and fellow residents. This is a rare opportunity to own a home that offers timeless appeal, privacy, and effortless access to everything that makes Sarasota one of Florida's most coveted destinations. One or more photos has been virtually staged.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
616 BLUE SHELL LOOP, SARASOTA, FL 34240
$3,250,00053 Days on yellowkey MLS ID: A4685221
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3754 Built: 2024Monthly Fee: $585 Tax: $27,471 (2025)Community: Wild Blue/Waterside Ph 1Spa: YesSingle Family
Taxes:$27,471
Remarks: Under contract-accepting backup offers. Don't wait for new construction when you can have a pristine, better than new, custom home with mile long water views that is available NOW! This stunning; lakeside home built in 2024 has been meticulously upgraded post-construction with a multitude of high-end upgrades. Lush landscaping lines the paver driveway, equipped with an oversized parking pad for guests and leads you to the front entry with modern impact full-glass front door. Inside the foyer you’re immediately greeted with the large lake views that are truly the star of this residence. Enjoy contemporary design within the open floor plan including both study and bonus room, engineered hardwood flooring, designer light fixtures, volume ceilings with crown molding, plantation shutters, professional custom closets, and a bright light-filled space. The central great room has a triple tray ceiling, feature wall with built-in cabinetry, and impact sliding glass doors to the lanai with the lake beyond. The open flow continues into the upgraded kitchen that is expertly outfitted with a central island of waterfall quartz counters, abundant crisp white cabinetry with matte black hardware, glass display cabinets, full-height quartz backsplash, farmhouse sink, walk-in pantry with custom shelving, and top-of-the-line Jenn-Air appliance suite with 6-burner gas cooktop. Perhaps the most desirable feature of this floor plan is the convenient butler’s wet bar connecting the kitchen to the formal dining room with quartz counters and backsplash, glass display cabinets, and wine refrigerator. Enjoy elegant occasions in the formal dining room adorned with custom moldings, or casual weeknights in the dinette surrounded by lake views. But the best place to entertain is on the paver lanai where the lake views take center stage from the covered living area with cozy fireplace, modern ceiling fan, and remote-controlled hurricane screens. The dining space is highlighted by the custom outdoor kitchen with granite counters, full-height backsplash, stainless steel grill, pizza oven and side burner and beverage refrigerator. The heated saltwater pool includes a raised spa, water founders, water bowl features and a panoramic screen enclosure framing the lake views. Your primary suite also takes advantage of the remarkable lake views through glass french doors, plus custom triple tray ceiling, dual walk-in closets, and en-suite bath with freestanding tub, oversized walk-in shower, long vanity with dual sinks, and private water closet. Guests will find their own comfort and privacy in 3 guest bedrooms, all with walk-in closets, 2 of which have private en-suite bathrooms, and the third full bath also works as a pool bath. Additional spaces include a private study, lakeside bonus room with closet (could be a 5th bedroom), functional laundry room, mudroom entry hall with cabinetry, and impressive 3-car garage with its own air conditioning. Peace of mind is secured with impact windows and doors, whole-house GENERATOR, and whole-house water filtration. Wild Blue at Waterside is one of Sarasota’s premier neighborhoods offering upscale amenities including a waterfront clubhouse with restaurant opening fall 2026, dock and kayak launch, 6 tennis courts, 8 pickleball courts, pro shop, outdoor fitness, walking trails, pavilion, playground, dog park, basketball court, and Midway Sports Complex access. Plus enjoy proximity to Waterside Place with shopping, dining, farmers market, parks, events and more.
Listing Agent: Stacy Haas, Pl (941-587-4359)
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