Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
1354 WESTWAY DR, SARASOTA, FL 34236
$3,495,000287 Days on yellowkey MLS ID: A4668129
0 Days Off yellowkey (back on 7/24/2026)
REDUCED by $290,000 (7.7%) on 07/10/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3364 Built: 1962 Tax: $41,246 (2025)Community: Lido ShoresSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$41,246
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. In the coveted enclave of Lido Shores, a community celebrated for its architectural innovation, this striking modern residence stands as a true work of art by renowned architect Guy Peterson. A symphony of clean lines, open volumes, and coastal serenity, the home captures the very essence of Sarasota’s modernist heritage while embodying an effortless sense of luxury and calm. Walls of glass dissolve boundaries between interior and exterior, flooding every space with natural light and blurring the line between home and horizon. In 2022, a thoughtful transformation elevated both form and function, introducing a new dining area, a versatile family room that doubles as a library, enhanced storage, and a dedicated laundry space, all executed with Peterson’s signature restraint and precision. Outdoors, the living experience unfolds across three distinct retreats, each its own expression of tranquility. A Japanese-inspired front courtyard with a water feature welcomes guests with meditative grace. At the center, a lap pool and heated spa anchor the heart of the home, surrounded by lush gardens, a Wolf outdoor grill, and generous lounge areas ideal for entertaining. A third, private garden extends from the primary suite, offering an intimate sanctuary designed for reflection and repose. Inside, refined simplicity defines every space. The open-concept plan seamlessly connects the main living area, dining room, and gourmet kitchen, outfitted with Wolf and Sub-Zero appliances, custom maple cabinetry, and white quartz surfaces that echo the home’s modern aesthetic. The primary suite, with direct access to its secluded courtyard, features a bespoke closet system and serene ambiance that completes this private retreat. Set within a community offering exclusive access to a private Gulf-front beach, this residence transcends the notion of home. It is an architectural statement, an emblem of modern Sarasota design and a rare opportunity to own a piece of its enduring legacy.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
5030 MARSH FIELD RD #22, SARASOTA, FL 34235
$250,0007 Days on yellowkey MLS ID: A4700583
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1191 Built: 1979 Tax: $2,687 (2025)Community: HeronmereCondo
Taxes:$2,687
Elementary School: Gocio Elementary
High School: Booker High
Remarks: Welcome to Heronmere in The Meadows! Home can be sold turnkey furnished with an acceptable offer This beautifully updated 2-bedroom, 2-bath second-floor condo offers peaceful views of the tropical landscaping and community pool from two private screened lanais. Inside you'll find easy maintenance bamboo flooring throughout, stainless steel appliances and impact windows. Enjoy the exceptional lifestyle The Meadows is known for, with scenic walking trails, golf, tennis, pickleball, fitness amenities, and dining, all just minutes from UTC, Nathan Benderson Park, downtown Sarasota, and the area's world-famous beaches. Don't miss this opportunity to enjoy maintenance-free Florida living in one of Sarasota's most desirable communities.
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Cassandra Roznos (941-545-2690)
547 N SHORE DR, SARASOTA, FL 34234
$2,700,000158 Days on yellowkey MLS ID: A4682843
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3110 Built: 1928Monthly Fee: $3 Tax: $8,131 (2025)Community: Sapphire ShoresSingle Family
Taxes:$8,131
Elementary School: Emma E. Booker Elementary
Remarks: Exquisitely restored 1926 residence in Sarasota’s historic Museum Area west of the Trail. This architectural gem is one of just 13 original platted homes in the historic Sapphire Shores subdivision. Originally built for John Ringling’s circus talent scout, this home represents one of the best examples of true Mediterranean Revival architecture on the market. Set on an oversized 0.40-acre double lot located out of the flood zone and at 15 feet of elevation, this 3,100 sq ft home comprises 3 bedrooms, 2.5 bathrooms plus a sunroom/den in the main house and a 1 bedroom 1 bath detached guest house - 3,100 sq ft in total. The home is located on one of the coveted wide streets leading to the bayfront park. The traditional Mediterranean façade is framed with lush landscaping and a circular reclaimed brick driveway leading up to a beautiful arched entryway. The current owners have invested extraordinary time, vision, and craftsmanship into restoring and refining this 101-year-old architectural treasure. True to its historic character with its elegant arched doorways to intricate tilework and exposed original tile brick, the home also benefits from thoughtful updates that support modern living without compromising its integrity. An extensive 2017 remodel created a bigger kitchen, added a butler’s pantry/laundry room, new roof, new plumbing and electric, and new bathrooms. The owners added approximately 2,000 sq ft of outdoor living space with a beautiful Spanish-inspired covered lanai with space for eating, lounging and entertaining and a large pool deck with panoramic screens. The yard is a true gardener’s paradise, featuring multiple curated garden beds, a wide variety of plant and tree species, and a beautifully designed succulent garden bordering the front of the home. The two-car garage is currently used as a workshop/workout room but can be easily converted back to a garage. This is a rare opportunity to own a piece of Sarasota’s architectural history, thoughtfully restored, beautifully enhanced, and ready for its next chapter. This beautiful home is located just south of the Ringling Museum and Asolo Theater and is a short walk from a beautiful neighborhood park by the bay where locals gather to fish, watch the sunset, practice yoga and walk their dogs. Indian Beach Sapphire Shores is 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 growing selection of independent restaurants, coffee shops, and pubs.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Bev Murray (941-724-4995)
1300 BENJAMIN FRANKLIN DR #709, SARASOTA, FL 34236
$3,450,000309 Days on yellowkey MLS ID: A4665895
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3352 Built: 2005 Tax: $32,701 (2024)Community: The Beach ResidencesSpa: YesCondo
Taxes:$32,701
Tax Year: 2024
Remarks: Private and EPIC 180 Views! Every day is a vacation living on the beach in this Ritz-Carlton-Managed enclave on Lido Key called “The Beach Residences.” Imagine, dreams do come true at The Beach Residences, where coastal luxury meets seamless living. Enter your private elevator foyer, where floor-to-ceiling glass walls frame panoramic bay, city, sunrise, and moonrise views. This residence offers flexible living options: 3 bedrooms and 3 bathrooms, or 2 bedrooms plus a den, 10 ft. ceilings, timeless travertine flooring, and abundant natural light throughout with walls of glass wrapping around this home. The main living area opens to an oversized terrace—the perfect indoor-outdoor flow for entertaining and relaxation. An open living area with modern sophistication. The kitchen features a breakfast area and bar, a gas range, and premium appliances. The primary suite is a private sanctuary with two generous walk-in closets, a coffee bar, and sunrise vistas. The en-suite bath boasts a large shower and a garden tub. A separate guest wing offers an en-suite bedroom with bay views and terrace access. An additional study/den can be flexed to meet your needs; it is currently used as another guest suite. Relax on the expansive terrace with sparkling bay views and Sarasota’s skyline. Two pets are welcome with no weight limit. The Beach Residences delivers world-class resort-style living, a private movie theater, two guest suites available for overflow family and friends, a pool, spa, fitness center, social room, game room, dog run, and 24/7 concierge service. On-site is the Beach Club, directly on the beach with over 400 feet of Gulf frontage, offering Five-Star amenities like a resort-style pool, hot tub, cabanas, a tiki bar, a restaurant, and a small convenience store. There is also a Ritz-Carlton trolley that will take you to the Ritz-Carlton hotel in downtown Sarasota. You can experience Sarasota’s cultural venues, festivals, events, and restaurants. After the fun, the trolley will bring you back home. You can also immerse yourself in the charming St. Armands Circle that offers exclusive boutique shopping, casual and fine dining, art galleries, and much more. A short four-minute drive, or if you prefer to walk, just one mile away. With no waitlist for the optional Ritz Beach Club Membership, this versatile residence is designed for refined entertaining and relaxed daily living. Schedule your private showing to experience resort-like lifestyle firsthand.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
5450 BENTGRASS DR #5-111, SARASOTA, FL 34235
$220,00076 Days on yellowkey MLS ID: A4693500
1 Days Off yellowkey (back on 5/22/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1192 Built: 2002 Tax: $2,853 (2025)Community: Las Palmas Of SarsotaCondo
Taxes:$2,853
Remarks: Under contract-accepting backup offers. Experience the perfect blend of comfort, convenience, and resort-style living in this beautifully located first-floor condo featuring 2 bedrooms, 2 baths, and an attached 1-car garage. Designed with a desirable split-bedroom layout, this home is just steps from the pool and offers access to exceptional gated community amenities including two sparkling swimming pools, a hot tub, fitness center, billiard room, grilling areas, tennis courts, and scenic walking and biking trails. Select furnishings in the master bedroom and kitchen/dining area can stay, making this an easy move-in ready opportunity for full-time residents, seasonal owners, or investors. Ideally situated just one mile from The Mall at University Town Center with over 32 restaurants, premier shopping, and close to Nathan Benderson Park and Mote Marine Laboratory & Aquarium. Enjoy easy access to I-75, Sarasota-Bradenton International Airport, and vibrant Downtown Sarasota with its dining, arts, and waterfront attractions just minutes away. A wonderful opportunity to enjoy the Florida lifestyle year-round or seasonally.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Leslie Capozzi (941-248-6062)
213 WHISPERING OAKS CT, SARASOTA, FL 34232
$350,00012 Days on yellowkey MLS ID: A4700120
0 Days Off yellowkey (back on 7/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1871 Built: 1977 Tax: $4,614 (2025)Community: Whispering OaksSingle Family
Taxes:$4,614
Remarks: Exceptional opportunity in the established Whispering Oaks neighborhood! This 3-bedroom, 2-bath Ranch style home offers 1,871 square feet of living space and is ready for renovation. Featuring an open-concept floor plan with abundant natural light, a spacious primary suite, two-car garage, and a fenced, private backyard, the home offers excellent bones and endless potential for updating. Whether you are an Investor, Flipper, or Buyer looking to build equity, this fixer-upper presents a rare chance to transform a property in a highly desirable Sarasota location. The neighborhood's central Sarasota location offers convenient access to shopping and dining, including University Town Center, and is just a short drive to the world-famous sugar sands of Siesta Key Beach. Downtown Sarasota is minutes away, offering a vibrant cultural scene, entertainment, and amenities. With easy access to I-75 and other major routes, commuting is a breeze. Bring your Vision and make this property shine. Property being sold As-Is,
Listing is courtesy of: A PARADISE INC REALTOR (941-778-4800)
Listing Agent: Kathy Nunnally Mccann (540-354-1204)
4740 MARSH FIELD RD #6, SARASOTA, FL 34235
$180,00040 Days on yellowkey MLS ID: A4697508
REDUCED by $10,000 (5.3%) on 07/18/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 884 Built: 1978Monthly Fee: $521 Tax: $2,467 (2025)Community: BriarfieldCondo
Taxes:$2,467
Remarks: Under contract-accepting backup offers. Stunning one bedroom, one bathroom condo in Meadows Country Club in Sarasota with RECENT UPGRADES! Upgrades include kitchen and bathroom updates that provide a modern feel with vinyl and tile flooring throughout. The kitchen has granite counters with a tasteful backsplash and plenty of counter space. The unit also includes a detached garage and backs up to the golf course. Community offered amenities are pool, clubhouse and tennis courts and no flood insurance required! Do not miss this opportunity! Schedule your private showing today!
Listing is courtesy of: MCKAY MANAGEMENT & REALTY (815-483-5052)
Listing Agent: Irina Mckay (815-483-5052)
1563 4TH ST, SARASOTA, FL 34236
$1,695,000137 Days on yellowkey MLS ID: A4685670
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1624 Built: 1927 Tax: $10,987 (2025)Community: Owen BurnsSingle Family
Taxes:$10,987
Elementary School: Alta Vista Elementary
Remarks: A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
319 BIRD KEY DR, SARASOTA, FL 34236
$5,499,900152 Days on yellowkey MLS ID: A4684204
REDUCED by $250,000 (4.3%) on 07/23/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4498 Built: 1998Monthly Fee: $110 Tax: $40,743 (2025)Community: Bird Key SubSingle Family
Taxes:$40,743
Remarks: Custom built by a locally treasured builder on one of Bird Key’s largest homesites, over half an acre, this one-level Spanish Mediterranean residence delivers a rare blend of timeless design, thoughtful updates and a resort-style outdoor experience. The home’s wraparound footprint creates exceptional curb appeal while maximizing privacy and indoor-outdoor flow, opening to an expansive rear-yard sanctuary that feels straight out of Selby Gardens. Inside, intricate architectural details meet modern refinement to create dramatic volume and warmth, including soaring ceilings with beams and paneling, walls of windows and travertine flooring throughout. The home has been recently updated with features including PGT impact-rated doors and windows, updated electrical, RH light fixtures, LED accent lighting and fresh landscaping. A 2015 barrel tile roof adds enduring style and peace of mind. The chef’s kitchen is beautifully appointed with a Wolf gas cooktop, built-in oven/microwave, Sub-Zero refrigerator, icemaker, custom cabinetry with specialty slide-outs, marble and quartz counters, and a Carrera marble backsplash, all overlooking an intimate walled courtyard. Two spacious primary suites, made even more unique by a connecting playful outdoor shower, complete the thoughtful layout. Two additional bedrooms rest on another side of the home as a relaxing respite for guests. Outside, the ambiance is unmatched with an infinity-edge pool with a gas fire bowl, a covered sitting area and an expansive yard, fully enclosed for privacy, creating an entertainer’s dream and an everyday escape. Just a short distance to the marina and new Bird Key Yacht Club, and ideally between downtown Sarasota and St. Armands Circle. The feel is unmatched, so to understand this level of quality, make an appointment to see it today.
Listing Agent: Katy Mcbrayer (941-400-2406)
541 S WASHINGTON DR, SARASOTA, FL 34236
$4,300,00054 Days on yellowkey MLS ID: A4695620
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3395 Built: 1957 Tax: $48,030 (2025)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$48,030
Remarks: For Those Who See Home as an Expression of Art. 541 S Washington offers a rare blend of architectural character, quality craftsmanship, and waterfront living. Beautifully renovated to reflect the enduring principles of Mid-Century Modern design, where clean lines, natural light, and a connection to the outdoors shape the living experience. Set on 75 feet of canal frontage along prestigious South Washington Drive, just moments from St. Armands Circle, Lido Beach, and downtown Sarasota. From the moment you enter, expansive folding glass doors frame the water beyond. A striking gas fireplace anchors the main living spaces, while thoughtfully proportioned rooms balance openness with comfort. Offering four bedrooms, four-and-a-half baths, and a flexible bonus space, the 3,395-square-foot floor plan was designed for easy every day living. At the center of the home, a custom Poliform kitchen with premium Miele appliances combines clean design with exceptional functionality. The primary suite serves as a private retreat, complete with a spa-inspired bath and outdoor shower. Throughout the residence, the current owners have also enhanced the property with Control4 home automation, security system, new HVAC system, instant-on hot water heaters, whole-home water treatment, Icynene insulation, and a reinforced roof with tiedowns. Outside, curated tropical landscaping creates privacy around the heated saltwater pool. Multiple outdoor living spaces, including an expansive balcony and rooftop deck, provide beautiful settings for sunset views, while a private kayak launch offers direct access to Sarasota's waterways. A distinctive waterfront residence in one of Sarasota's most sought-after island neighborhoods, inspired by timeless design and a connection to the water. Inquire with the listing agents for a complete list of updates and to schedule your private showing.
Listing Agent: Keith Kleppinger (941-525-2937)
4644 LONGWATER CHASE #97, SARASOTA, FL 34235
$309,0009 Days on yellowkey MLS ID: A4699585
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1108 Built: 1979 Tax: $3,254 (2025)Community: Longwater ChaseCondo
Taxes:$3,254
Remarks: Welcome to Longwater Chase in The Meadows, where comfort, convenience, and Florida living come together. This beautifully maintained ground-floor corner residence offers 2 bedrooms and 2 bathrooms and is an opportunity you won't want to miss. Inside, you'll find a thoughtfully updated interior featuring hurricane-impact windows, a beautifully renovated kitchen, an updated primary bathroom, and a fresh coat of interior paint. Being offered turnkey furnished, this home is truly move-in or rental ready, with rental income already on the books, making it an excellent opportunity for seasonal residents, investors, or full-time homeowners alike. Longwater Chase is nestled within The Meadows, one of Sarasota's most established and sought-after communities, known for its mature oak canopies, lush landscaping, scenic lakes, and peaceful walking paths. Ideally located just minutes from University Town Center, you'll enjoy easy access to exceptional shopping, dining, entertainment, I-75, downtown Sarasota, and the area's world-renowned Gulf beaches. Whether you're searching for a winter retreat, an income-producing investment, or your next place to call home, this exceptional property offers the perfect combination of location, lifestyle, and value.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Drew Jacobsen (941-253-6309)
1255 N GULFSTREAM AVE #1106, SARASOTA, FL 34236
$1,300,000174 Days on yellowkey MLS ID: A4680458
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1657 Built: 1982 Tax: $8,423 (2025)Community: Bay PlazaCondo
Taxes:$8,423
Remarks: Virtually Staged. Experience the pinnacle of downtown Sarasota living at Bay Plaza, where the 11th floor showcases breathtaking, sweeping vistas of Sarasota Bay and the Gulf of Mexico—views that truly impress from every angle. An updated great room with a spacious, inviting layout, perfect for both relaxation and entertainment. It offers ample space for both the living and dining areas, making it ideal for gatherings. Additionally, there are two beautifully designed en-suite bedrooms and bathrooms. Throughout the home, you'll find crown moldings, recessed lighting, custom built-ins, solid-surface counters, modern, high-quality cabinetry, and tiled flooring set on the diagonal, all of which truly elevate the space! You'll absolutely love this elegantly remodeled kitchen! It’s generously sized, with dramatic granite countertops and a delightful peninsula with bar seating. The open shelving and glass shelves add a stylish touch, while the service entrance and convenient laundry closet make life easier. Imagine creating your dream coffee bar or a cozy home office nook in the flexible space. Plus, it comes equipped with a built-in pantry, sleek stainless-steel appliances, a tiled backsplash with glass tile accents, and task lighting. The Owner’s Suite is thoughtfully located for privacy and boasts amazing views. It has an accessible bathroom that is appealing to everyone, including individuals with disabilities. Key features include double sinks, lots of cabinetry, solid surfaces, a zero-entry tiled shower with dual showerheads, and a wide doorway with a pocket door leading to an expanded water closet designed for mobility with bonus storage. The double primary certainly has its standout characteristics on the other side of the floor plan, with convenient access to the secondary bath and views of the bay. This residence is not only move-in ready for your comfort and enjoyment, but it also shines with spotless perfection. Discover the joy of stepping into a home that feels custom-made for you, where you can truly relax and make it your own from day one! As a resident of Bay Plaza, you will benefit from exceptional amenities, including 24/7 valet parking, convenient EV charging stations, and unmatched concierge services available around the clock. The building has recently been transformed with the installation of impact-resistant glass, elevating its sophistication and ensuring both style and safety. Unwind in the luxurious heated swimming pool, soak in the rejuvenating spa, or maintain your fitness routine in the state-of-the-art fitness room, complete with a European sauna and steam room. Nestled in the heart of downtown Sarasota, this prestigious building is surrounded by a variety of trendy restaurants and boutiques. Residents can effortlessly immerse themselves in the vibrant cultural scene, with Whole Foods, the Theatre, and the Opera just moments away. Enjoy the spectacular 4th of July fireworks at Marina Jacks from the comfort of your balcony. With its unbeatable location just minutes from St. Armands Circle, Longboat Key, and Sarasota’s stunning beaches, this unit offers an unparalleled opportunity to embrace the dynamic social lifestyle that downtown Sarasota proudly provides. Don't miss your chance to make this exquisite residence your own!
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
5613 MONTE ROSSO RD, SARASOTA, FL 34243
$299,00082 Days on yellowkey MLS ID: TB8505938
1 Days Off yellowkey (back on 7/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1410 Built: 1993Monthly Fee: $332 Tax: $3,572 (2025)Community: Riviera Club Village At Longwood RunVilla
Taxes:$3,572
Remarks: $10,000 Seller Credit toward closing costs or personalization! Completely renovated and move-in ready, this rare 3-bedroom, 2-bath, 2-car garage home features one of Riviera Club's largest and most desirable floor plans, offering 1,410 square feet of thoughtfully designed living space. Located in Riviera Club at Longwood Run, one of Sarasota's most sought-after maintenance-free communities, this beautifully updated home delivers the effortless Florida lifestyle you've been looking for. The low HOA includes exterior maintenance, roof maintenance, and lawn care, allowing you to spend less time on upkeep and more time enjoying everything Sarasota has to offer. Inside, soaring vaulted ceilings and abundant natural light create a bright, open atmosphere. One of the home's most distinctive features is its expanded open-concept layout, created by removing walls to provide a spacious living area rarely found in the community. Thoughtfully renovated with stylish, contemporary finishes throughout, every space has been designed to offer both comfort and modern appeal. At the heart of the home, the remodeled kitchen features granite countertops, upgraded cabinetry with under-cabinet lighting, stainless steel appliances, a decorative tile backsplash, and a large center island that flows seamlessly into the dining and living areas. A custom dry bar adds both style and functionality, making the space ideal for entertaining. The spacious primary suite offers a peaceful retreat with a walk-in closet and a beautifully updated en-suite bath featuring a modern glass-panel walk-in shower. An installed safe also conveys with the home. Two additional bedrooms provide flexibility for guests, a home office, or hobbies. Additional highlights include an indoor laundry room, ceiling fans throughout, generous storage, and an attached two-car garage. Riviera Club is not a 55+ community, so there are no age restrictions. Surrounded by mature landscaping and adjacent to Longwood Park and Longwood Athletic Club, residents enjoy convenient access to tennis, pickleball, fitness facilities, and outdoor recreation. Ideally located just minutes from UTC Mall, Nathan Benderson Park, Mote SEA, SRQ Airport, I-75, downtown Sarasota, outstanding shopping and dining, and less than 30 minutes from the world-famous beaches of Siesta Key and Lido Key. Whether you're searching for a full-time residence, seasonal retreat, or a turnkey home in an exceptional Sarasota location, this property checks every box. This is a rare opportunity to own one of Riviera Club's largest and most extensively updated homes. Schedule your private showing today!
Listing is courtesy of: 54 REALTY LLC (813-435-5411)
Listing Agent: Maria Porter (502-541-9964)
509 GOLDEN GATE PT #4, SARASOTA, FL 34236
$2,695,000264 Days on yellowkey MLS ID: A4671195
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2439 Built: 2024 Tax: $5,321 (2024)Community: En PointeSpa: YesCondo
Taxes:$5,321
Remarks: Brand-new, custom-built, and move-in ready, this full-floor condominium residence at En Pointe offers a rare blend of privacy, design, and elevated coastal living on Golden Gate Point. Set within a limited four-residence boutique condominium between the Ringling Bridge and downtown Sarasota, it delivers all the qualities of custom-home living with the ease and convenience of a lock-and-leave lifestyle. The residence captures views of Sarasota Bay, the marina, the downtown skyline, and the Ringling Bridge. Inside, the residence offers 2,439 square feet with 3 bedrooms and 3.5 bathrooms, plus two private covered terraces of approximately 350 square feet each—adding 700 square feet of exceptional outdoor living space. Designed as true extensions of the residence, the terraces easily accommodate open-air dining, a grill, and a generous lounge setting with TV hookup, creating an effortless indoor-outdoor lifestyle. Conceived in a neo-modern style by Echt Architects, the residence pairs refined craftsmanship with clean architectural lines and exceptional livability. A secured elevator opens directly into your private foyer, where walls of glass, expansive living spaces, and a chef-inspired kitchen create a residence that feels both sophisticated and welcoming. Spend evenings on the west terrace beneath the glow of the sunset, and begin the day on the east terrace with morning light over the marina—an elegant daily rhythm that feels distinctly Sarasota. The primary suite is spacious and serene, featuring a large walk-in closet, dual vanities, a soaking tub, an oversized shower, and direct access to the sunset terrace. Two additional en-suite bedrooms provide comfort and privacy for guests. Amenities at En Pointe include a heated saltwater pool, elevated decks for lounging and dining, two covered parking spaces, an EV charger, and ground-level bike storage. Just minutes to Main Street, St. Armands Circle, and Lido Beach, this is an exceptional opportunity to own a brand-new architectural condominium residence in one of downtown Sarasota’s most desirable settings.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Brittany Perrone (941-685-1598)
2501 BOONE CT, SARASOTA, FL 34237
$759,0007 Days on yellowkey MLS ID: A4698401
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 2022Monthly Fee: $654 Tax: $5,162 (2025)Community: Payne Park Village Ph IiSpa: YesCondo
Taxes:$5,162
Remarks: Modern elegance meets urban convenience in this stunning four-year-old townhouse. This is a wonderful floor plan: Three stories seamlessly blend functionality and style, offering three bedrooms with ensuite baths. The airy living space captivates with vaulted ceilings and a spacious kitchen, punctuated by an illuminated custom wine rack and a large custom walk-in primary closet. A private courtyard offers a quiet outdoor escape, balanced by access to a refreshing community lap pool and spa. Nestled in a vibrant neighborhood, you are just a short walk from downtown's best restaurants and shops, with the Legacy Trail, Payne Park, and a dozen soft tennis courts steps away.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Ray Collins (941-228-0091)
4096 GOLD DUST LN, SARASOTA, FL 34243
$339,000223 Days on yellowkey MLS ID: A4675766
REDUCED by $3,000 (0.9%) on 07/15/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2026Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Taxes:$0
Remarks: MOVE IN READY! RED TAG SALE: $20k Your Way to use towards closing costs, special interest rates and upgrade options with the use of our preferred lender - Now through Sunday, August 2nd. Oasis at Longwood Run offers spacious townhome living in the heart of beautiful Sarasota. Ideally located just minutes from I-75, you’ll enjoy easy access to St. Petersburg, Tampa, and Venice. Homes in Oasis at Longwood Run are equipped with a stainless-steel appliance package, quartz countertops and all-concrete-block construction on both floors. Spend your weekends soaking up the sun at Siesta Key or Lido Key, both just minutes away. If you love staying active, nearby Nathan Benderson Park, the 18-mile Legacy Trail, and Celery Fields Park offers endless opportunities for walking, biking, and rowing. You’ll also be less than a mile from the new Mote Marine Laboratory & Aquarium and University Town Center, where shopping, dining, and entertainment are always within reach. Plus, Downtown Sarasota is just a quick drive away, offering vibrant community events, live shows, a weekly farmers market, and more. Come discover the lifestyle waiting for you at Oasis at Longwood Run and make it your home.
Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)
Listing Agent: Sarah Bordeaux (941-367-2571)
3615 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$399,0008 Days on yellowkey MLS ID: A4700198
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1654 Built: 1986Monthly Fee: $471 Tax: $2,440 (2025)Community: Glen Oaks Manor Homes Ph 2Villa
Taxes:$2,440
Elementary School: Tuttle Elementary
Remarks: Welcome to Glen Oaks Manor, a unique boutique enclave of spacious courtyard villas thoughtfully designed within a beautiful park-like setting. This one-of-a-kind canopy tree neighborhood features two scenic walking paths, three charming gazebos, park benches, two lakes, an abundance of mature trees and lush landscaping, and a dog-friendly environment. Arrive home to this stunning Urban Contemporary Villa where an inviting private front courtyard welcomes you inside to a thoughtfully designed floor plan filled with natural light. The living room, dining room, kitchen, and family room are beautifully enhanced by a sun-filled atrium and a dramatic wall of glass overlooking your private courtyard and sparkling pool views. This desirable two-bedroom, two-bath villa offers privacy with bedrooms located at opposite ends of the home, along with a dedicated foyer, spacious living room, dining room, family room, covered lanai, and a two-car garage. One of the last villas built in Glen Oaks Manor, this residence features soaring cathedral ceilings, ceramic tile flooring throughout, PVC sewer and water supply lines, and a remodeled kitchen approximately 15 years ago. Recent improvements include new attic insulation (2026), new hot water heater (2025), a $17,000 HVAC system installed in 2024, Culligan water filtration system, enlarged primary bathroom, and a newly replaced pool cage. The atrium, pool courtyard, and front courtyard all feature convenient electric and water access. Ideally positioned across from a private park within the community, this exceptional villa offers privacy, architectural charm, and a resort-like lifestyle in one of Sarasota's most sought-after neighborhoods. Priced at $399,000, this is an outstanding opportunity to own a truly special home in Glen Oaks Manor.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
4309 CALLISTA LN, SARASOTA, FL 34243
$399,000196 Days on yellowkey MLS ID: N6142386
2 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1728 Built: 2005Monthly Fee: $145 Tax: $4,054 (2025)Community: Callista VlgSpa: NoVilla
Taxes:$4,054
Remarks: Under contract-accepting backup offers. Virtually Staged. LOCATION, LOCATION, LOCATION!!!! Freshly painted and meticulously maintained, this stylish 2-bedroom plus den home in the highly desirable Callista Village offers a perfect blend of comfort, function, and Florida luxury. Located at 4309 Callista Lane in Sarasota, the home welcomes you with bright, open living spaces featuring soaring ceilings and abundant natural light. The open-concept layout flows from a chef-ready kitchen with stainless steal appliances and ample cabinetry into spacious living and dining areas, making it ideal for both quiet evenings and lively gatherings. The flexible den can serve as a home office, guest space, or library, while the oversized lanai provides a tropical retreat for year-round relaxation. This move-in-ready gem is perfectly suited for full-time residence or a seasonal escape, with UTC Mall, SRQ International Airport, and world-renowned Gulf beaches just minutes away. Callista Village offers maintenance free grounds and a friendly, active community, along with a beautiful park in your backyard. Don’t miss your chance to schedule a private showing and experience Sarasota living at its finest.
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Ashley Leroy (941-724-1621)
3005 CHIANTI CT #103, SARASOTA, FL 34237
$189,000413 Days on yellowkey MLS ID: A4655693
REDUCED by $6,000 (3.1%) on 05/27/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 822 Built: 2002 Tax: $2,469 (2024)Community: VillagioCondo
Taxes:$2,469
Remarks: Experience stylish living in this beautifully updated 1-bedroom unit located in a meticulously maintained, gated community just minutes from vibrant downtown. This home features renovated flooring, new appliances, fresh paint throughout, and elegant trim work including upgraded wall detailing and new base molding. The kitchen is equipped with a new tile backsplash, ample counter space, and a convenient built-in desk area—perfect for working from home. A brand-new bathroom adds a touch of luxury, while a new AC system will be installed this week (2025) for year-round comfort. The spacious primary bedroom flows seamlessly into the open-concept living space, with an additional office/computer niche for added functionality. A separate laundry room includes a brand new washer and dryer. Step outside onto your private lanai overlooking a tranquil pond, where you can unwind while watching ducks and native Florida birds. Enjoy resort-style amenities including a heated pool, tennis/pickleball court, fitness center, playground, dog run, and more. New roof already completed. This is Florida living at its finest!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
719 MALDIVES TRL, SARASOTA, FL 34234
$999,990378 Days on yellowkey MLS ID: A4659082
1 Days Off yellowkey (back on 7/22/2026)
REDUCED by $25,000 (2.4%) on 07/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2903 Built: 2024Monthly Fee: $185Community: Gracewater At SarasotaSpa: YesSingle Family
Remarks: Current Model Home available , 6 month leaseback in the sought after Gracewater Community right in the heart of Sarasota. Our Bay Haven model home offers generous living space for the whole family to enjoy. With 4 bedrooms, 3.5 bathrooms, office and loft/bonus room, there’s plenty of room for everyone to have their own space. And when it’s time to come together, the open kitchen and great room provide the perfect setting for gathering and entertaining. The attached two-car garage offers convenience and peace of mind for storing vehicles and equipment. The lanai and double-entry laundry room add even more convenience to this already impressive home. And let’s not forget the bonus room – it can serve as a playroom, office, or whatever suits your needs.
Listing is courtesy of: PRIVADA REALTY (941-233-6000)
Listing Agent: Perry Pope (941-737-9124)
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