Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
417 N OSPREY AVE, SARASOTA, FL 34236
$1,850,000184 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,873
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
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
$199,90065 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
Tax Year: 2025
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)
950 SUNRIDGE DR #G4, SARASOTA, FL 34234
$154,90038 Days on yellowkey MLS ID: A4685593
0 Days Off yellowkey (back on 3/23/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1545 Built: 1983Monthly Fee: $565 Tax: $882 (2025)Community: SunridgeCondo
Taxes:$882
Elementary School: Emma E. Booker Elementary
Remarks: TERRIFIC INVESTMENT OPPORTUNITY! Welcome to your next chapter at 950 Sunridge Drive, a charming three-bedroom home nestled in one of Sarasota's most conveniently located neighborhoods. This inviting residence offers a thoughtful layout with 1,545 square feet of well-designed living space, perfect for families, professionals, or anyone seeking the quintessential Florida lifestyle. Step inside to discover a home that balances comfort with functionality. The half bath on the main level adds everyday convenience, while the generous bedrooms provide ample room for rest and relaxation. Natural light fills the living areas, creating a warm and welcoming atmosphere that makes this house feel like home from the moment you walk through the door. Location is where this property truly shines. Situated just minutes from North Tamiami Trail, you'll enjoy effortless access to shopping, dining, and daily essentials. Walmart Neighborhood Market is barely a mile away, and public transit options are right around the corner with a bus stop just a short stroll from your front door. Families will appreciate the proximity to Team Success School of Excellence, while nature lovers can explore the nearby Community Garden at Bayou Oaks — a peaceful retreat for weekend mornings. Sarasota's world-renowned beaches, cultural attractions, and vibrant downtown scene are all within easy reach, making this home an ideal launchpad for everything the Gulf Coast has to offer. Don't let this opportunity pass you by — schedule your private showing today!
Listing is courtesy of: MICHAEL SIKORSKI & COMPANY (941-206-6000)
Listing Agent: Michael Sikorski (941-206-6000)
1551 N CONRAD AVE, SARASOTA, FL 34237
$354,90060 Days on yellowkey MLS ID: A4682799
0 Days Off yellowkey (back on 4/3/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1095 Built: 1983 Tax: $3,668 (2025)Community: Poinsettia Park RevSingle Family
Taxes:$3,668
Remarks: One or more photo(s) has been virtually staged. Price Reduction of $5,000! Welcome to this beautifully updated Sarasota home located in a convenient and rapidly growing area just minutes from downtown. The home underwent a comprehensive renovation in 2016, including a new roof, updated HVAC system, and a fully remodeled interior. The current owner has maintained the property with great care since the renovation. Inside, the home offers a bright and open layout with modern finishes, updated kitchen cabinetry, stainless steel appliances, and durable flooring throughout. Large windows allow for abundant natural light, creating a comfortable and inviting living space that is truly move-in ready. Step outside to enjoy the fully fenced backyard, providing privacy and space for pets, outdoor entertaining, or simply relaxing in your own outdoor retreat. One of the standout advantages of this property is the flexibility it offers. With NO HOA restrictions, homeowners enjoy greater freedom and fewer ongoing costs. According to City of Sarasota zoning guidelines (buyer to verify), this area is also one of the few where 7-day rentals may be permitted, creating potential opportunities for short-term rental income or vacation home flexibility. The home is located in Flood Zone X, meaning lenders typically do not require flood insurance. Conveniently located near many of Sarasota’s most popular destinations: • Minutes from Ed Smith Stadium • 10 minutes to Downtown Sarasota & Bayfront Park • 10–15 minutes to St. Armands Circle for shopping and dining • 15 minutes to University Town Center (UTC) • 20 minutes to Lido Key Beach • 25 minutes to Siesta Key Beach Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this home offers versatility and value in one of Sarasota’s most desirable locations. One or more photo(s) was virtually staged.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Julie Giancola (859-240-0728)
1770 BENJAMIN FRANKLIN DR #401, SARASOTA, FL 34236
$1,350,000165 Days on yellowkey MLS ID: A4670710
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1413 Built: 1970 Tax: $12,133 (2024)Community: Lido Harbour TowersSpa: NoCondo
Taxes:$12,133
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Experience Gulf-front living at its finest on beautiful Lido Key. This turnkey furnished residence offers breathtaking, direct views of the Gulf and unforgettable sunsets from the living room, dining room, balcony, kitchen, guest bedroom, and the owner’s suite. The property features a brand-new roof, clubhouse, and beachfront pool. The residence has been thoughtfully rebuilt throughout, including hurricane-rated sliders and windows, a modern kitchen with stone countertops and wood cabinetry, and updated bathrooms with stylish finishes. The owner’s suite overlooks the beach and includes a double vanity area for added comfort and a large walk-in shower. Additional highlights include elegant tile flooring, a breakfast bar, and a casual dining area with Gulf views. A secure under-building parking space and 24-hour security complete the package. Perfectly situated near world-class shopping, dining, and lively tiki bars, this is the ultimate coastal retreat.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Debra Garrett (941-685-1086)
1354 WESTWAY DR, SARASOTA, FL 34236
$3,985,000184 Days on yellowkey MLS ID: A4668129
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3364 Built: 1962 Tax: $41,246 (2025)Community: Lido ShoresSpa: YesSingle Family
Taxes:$41,246
Remarks: 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)
1543 N TUTTLE AVE, SARASOTA, FL 34237
$315,0009 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
$425,0009 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)
1709 N TAMIAMI TRL #318, SARASOTA, FL 34234
$675,0009 Days on yellowkey MLS ID: A4689244
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1332 Built: 2022 Tax: $7,906 (2024)Community: The StrandSpa: YesCondo
Taxes:$7,906
Elementary School: Gocio Elementary
Remarks: Lowest-priced unit in The Strand with direct, unobstructed open water views offering over 1,300 square feet of living space-per builder's floorpan. This is one of the largest units in The Strand. Experience true waterfront luxury and a boating lifestyle in this modern, TURNKEY-FURNISHED residence completed in 2022, offering exceptional value, views, and amenities. This expansive end unit features hurricane-rated sliding glass doors and windows that frame breathtaking water views and abundant wildlife. Inside, the open-concept kitchen, dining, and living areas are thoughtfully designed for both style and functionality. The kitchen showcases upgraded glossy white cabinetry, quartz countertops, a spacious island with modern lighting, and a breakfast bar perfect for casual dining. The great room is highlighted by two sets of sliding glass doors that open to a large private balcony—ideal for entertaining or relaxing while enjoying stunning sunsets over the water. The primary suite offers a large walk-in closet with custom organizers and a luxurious en-suite bath featuring upgraded tile, quartz countertops, and a glass-enclosed shower. A versatile den, which could be used as the second bedroom, features barnyard doors complete with a triple closet and pullout sofa. Additional features include luxury vinyl plank flooring, impact glass windows and doors, upgraded ceiling fans and lighting, Alfa closet systems, a spacious laundry room with added storage, and high-end turnkey furnishings including flat-screen TVs. The Strand allows weekly rentals (7-day minimum), making this an excellent opportunity for full-time living, a seasonal getaway, or an investment property with positive cash-flow! Residents enjoy a vibrant, pet-friendly community with resort-style amenities including a heated pool and spa, fitness center, EV charging stations, gas grills, a fire pit, and access to a floating dock for kayaking. Ideally located just minutes from downtown Sarasota, St. Armands Circle, Lido Beach, waterfront parks, dining, and entertainment, The Strand offers the perfect blend of luxury, convenience, and lifestyle. Don’t miss this exceptional opportunity—schedule your private showing today. Owner is a licensed Florida REALTOR®, and the property is not homesteaded.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Charles Totonis (941-524-8299)
4703 OAK HILL DR #4, SARASOTA, FL 34232
$279,000234 Days on yellowkey MLS ID: A4662864
0 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1451 Built: 1985 Tax: $3,795 (2024)Community: Village Oaks Sec CCondo
Taxes:$3,795
Remarks: Under contract-accepting backup offers. Ask your agent about getting a $5,000.00 closing credit – Set in the middle this community is minutes away from downtown and I-75 at a fraction of downtown prices. A Rare Sarasota Gem Discover the perfect blend of comfort, convenience, and natural beauty in this former model home, one of the largest in the sought-after Village Oaks community. This neighborhood is open to all buyers—not age-restricted—and offers an ideal location for families, professionals, and anyone seeking a peaceful retreat. Property Highlights: 2 Bedrooms + Bonus Den – Perfect for a home office, reading nook, or creative space 2 Full Baths – Private en-suite in the primary suite Open Living & Dining – Bright, airy spaces designed for entertaining Florida Room – Enjoy serene views and natural light year-round Rear Lake View – A tranquil backdrop for your daily life Exterior & Community: Towering live oaks create a shaded, park-like setting Private driveway and low-maintenance landscaping Quiet, walkable streets with a welcoming atmosphere Prime Sarasota Location: Live minutes from Downtown Sarasota, where world-class dining, boutique shopping, and cultural experiences await. Enjoy evenings at the Sarasota Opera House, concerts at Van Wezel Performing Arts Hall, or stroll through The Bay Park along the waterfront. Entertainment & Lifestyle Nearby Siesta Key Beach – a world famous destination and turquoise waters; Lido Beach-Next to St. Armands Circle boutiques and restaurants; Legacy Trail & Celery Fields – Perfect for biking, birdwatching, and nature walks Golf & Tennis Clubs – Multiple courses and fitness centers within 10 minutes Farmers Markets & Local Cafés – Fresh produce and artisan goods every weekend Upcoming Orchestra Hall Development – Adding even more vibrancy to Sarasota’s arts scene Equestrian and Old Florida Venues just east of I-75 UTC Area – Shopping, Dining & Entertainment Just a short drive away, University Town Center (UTC) offers an upscale shopping and dining experience with: The Mall at UTC – Designer brands, specialty shops, and department stores Fine Dining & Casual Eats – From steakhouses to trendy bistros and international cuisine Entertainment Venues – Bowling, movie theaters, and seasonal events Fitness & Wellness – Gyms, yoga studios, and spas for a healthy lifestyle Whether you’re seeking a peaceful sanctuary, a convenient base for work and play, or simply a stylish space to call home, this property delivers on all fronts. Please schedule your private showing today and experience the charm of Oak Hill Drive! Pickleball, tennis and pool great to meet new neighbors.
Listing is courtesy of: G2 INTERNATIONAL REALTY LLC (407-529-9886)
Listing Agent: Daniel Jittu (407-529-9886)
2424 51ST ST, SARASOTA, FL 34234
$749,000205 Days on yellowkey MLS ID: A4666163
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)
2616 MARTIN ST, SARASOTA, FL 34237
$440,000214 Days on yellowkey MLS ID: A4662540
0 Days Off yellowkey (back on 3/17/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1100 Built: 1954 Tax: $2,234 (2024)Community: Paver Park EstatesSingle Family
Taxes:$2,234
Remarks: Under contract-accepting backup offers. This is the one * QUALITY BUILT & IMPECCABLY MAINTAINED * PRIDE OF OWNERSHIP SHOWS * NEW ROOF 2024 * NEW Lovingly Renovated Spa-style Bathroom in 2025 (it was taken down to the studs and is gorgeous) * NEW A/C DUCTWORK THROUGHOUT in 2025 * NEW Double Oven & NEW Refrigerator in 2025 * This IMMACULATE home is Centrally Located in the Paver Park neighborhood * Your bright Chef's Kitchen includes Stainless Steel Appliances, Shaker Style Cabinets with Soft-close Drawers & Beautiful Granite Countertops * This Kitchen is a SHOWSTOPPER with a classic, timeless design * Tongue & Groove Ceiling in the Dining Room * ALL Bedrooms feature NEWER Panel Entry and Closet Doors * The OVERSIZED Screened Lanai is 20x19 with a BEAUTIFULY LANDSCAPED BACKYARD & Paver Patio * NEW EPOXY FLOORING ON LANAI in 2025 * This is the perfect home to entertain family & guests or for simply relaxing in your slice of paradise * NOTABLE UPDATES INCLUDE: an additional driveway for parking; Luxury Vinyl Flooring and Tile Flooring (no carpet!); 8" Baseboards; Crown Molding; and HURRICANE + STORM PROTECTION with CLEAR HURRICANE SHUTTERS * Paver Park is located in a great school district * You're minutes to Payne Park, The Legacy Trail, Downtown & the Bayfront, Selby Botanical Gardens, Siesta Key, St Armand's Circle & Lido Beach! * This is an EXCELLENT YEAR ROUND HOME or WINTER GETAWAY * One look & you'll see why this INCREDIBLE HOME stands out in this market *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
1173 MYRTLE ST, SARASOTA, FL 34234
$389,900191 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)
435 S GULFSTREAM AVE #605, SARASOTA, FL 34236
$465,00018 Days on yellowkey MLS ID: A4688025
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1537 Built: 1972 Tax: $6,289 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$6,289
Remarks: One or more photo(s) has been virtually staged. Welcome to The Regency House and to the 'gold coast of Sarasota' directly on Sarasota Bay! This unit is on the sixth floor and looks back over the city and Palm Avenue. This condo is ready for your complete rehab and waiting for your own touches! Features include a brand-new A/C system, huge great room looking out to a sliding glass-enclosed lanai facing north with a peek view of Island Park and Sarasota Bay! This has a split bedroom floor plan and both bedrooms are ensuite. The primary bedroom closet is massive and there is an inside utility closet for storage. There are several different views from the windows in the many rooms because of the building's unique floor plan and design! The Regency features a 24/7 onsite concierge, a library nook, club room with kitchen, small fitness center, and a heated swimming pool that is about to be totally transformed and expanded with added grill area and covered gazebo. One covered carport space is included on rotation. The Regency House sits proudly across Tamiami Trail from the Sarasota bayfront with O'Leary's and Marina Jack Restaurants and marina and Island Park. Fabulous Selby Gardens is a short distance away as are many delightful culinary experiences and shopping up and down popular Palm Avenue. Enjoy the area arts including Florida Studio Theatre-all within seconds to minutes. Come make this huge downtown condo how you want it in a very well-run condominium complex!
Listing Agent: Joe Cleary (941-650-8485)
2415 PELICAN DR, SARASOTA, FL 34237
$519,000248 Days on yellowkey MLS ID: A4659633
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1494 Built: 1950 Tax: $4,460 (2024)Community: Terrace GardensSingle Family
Taxes:$4,460
Remarks: Charming 1950s Florida Ranch-Style Home with Separate One-Bedroom Apartment in Sought-After Terrace Gardens! Don’t miss this rare opportunity to own a classic mid-century Florida ranch home in the desirable Terrace Gardens community. Situated on an expansive corner lot, this single-family residence offers exceptional flexibility, income potential, and future development possibilities. The main home features 2 bedrooms and 1 bath, showcasing original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. A beautifully carved-out one-bedroom, one-bath apartment provides a private space ideal for guests, extended family, or rental income—both units are currently rented. Whether you're looking to generate income immediately or envision building your dream home in a neighborhood filled with new construction, this property offers endless possibilities. Enjoy the unbeatable location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
$519,000352 Days on yellowkey MLS ID: A4650716
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1494 Built: 1950 Tax: $4,460 (2024)Community: Terrace GardensApartment
Remarks: Charming 1950s Florida Ranch-Style Duplex in Sought-After Terrace Gardens! Don't miss this rare opportunity to own a classic mid-century Florida ranch home, smartly divided into two separate units in the desirable Terrace Gardens community. Situated on an expansive corner lot, this property offers flexibility, income potential, and future development possibilities. Unit 2415 features 2 bedrooms and 1 bath, while Unit 2417 offers 1 bedroom and 1 bath—both currently rented. Inside, you'll find original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. Whether you're looking to generate rental income right away or dreaming of building your own custom home in a growing neighborhood filled with new construction, this property offers many options. Enjoy the lifestyle that comes with this prime location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.
301 QUAY COMMONS #1008, SARASOTA, FL 34236
$1,199,000252 Days on yellowkey MLS ID: A4660379
REDUCED by $51,000 (4.1%) on 03/31/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1606 Built: 2023 Tax: $11,411 (2024)Community: Bayso SarasotaSpa: YesCondo
Taxes:$11,411
Remarks: Price Reduced! Welcome to refined coastal living in the heart of Downtown Sarasota’s vibrant Waterfront District. THIS impeccably designed residence at BAYSO offers approximately 1,606 square feet of thoughtfully curated living space, featuring 2 bedrooms, 2.5 bathrooms, a versatile den, and a private terrace with captivating peek-a-boo views of Sarasota Bay and the Gulf of Mexico. THE chef’s kitchen is a true showpiece, showcasing sleek European cabinetry by Italkraft with upgraded soft-close drawers, premium stainless steel Jenn-Air appliances—including an induction cooktop—and an upgraded wine/beverage cooler to ensure guests are always well cared for. One of the few BAYSO floor plans with a side-facing island, this layout offers both functionality and a distinctive edge. THE spacious primary suite is a serene retreat, offering a walk-in closet, spa-inspired ensuite bathroom with dual vanities, and a sliding privacy door for a clean, modern finish. The guest suite features its own ensuite bath and built-in closet, ensuring comfort and privacy for visitors. A well-positioned laundry room near the entryway allows for seamless cleanup after a beach day or workout. THE den provides exceptional flexibility—ideal as a private gym, yoga studio, home office, or additional sleeping space—with a nearby powder room for added convenience. FURNISHINGS are available separately, offering a turnkey opportunity for those seeking a move-in-ready residence with timeless style. BAYSO's luxury amenities further elevate the lifestyle. On the ground level, the spacious and stylish Club Room features a catering kitchen and serves as an inviting space to entertain, especially in the evenings with the vibrant city lights as your backdrop. The state-of-the-art fitness center continues to receive rave reviews from residents and prospective buyers alike. For work-related needs, a unique office area provides privacy for one-on-one meetings and a conference room for larger gatherings. THE fifth level brings a true resort-style experience with a sparkling saltwater pool, spa, chaise lounges, umbrellas, two outdoor gas grills, and even a dedicated dog park complete with a pet washing station—perfect for your furry companions. LIVE moments from Sarasota Bay, The Bay Park, world-class dining, arts venues, and luxury retail—all part of the ever-evolving Quay Sarasota. Discover a residence that blends comfort, design, and lifestyle at the highest level. SCHEDULE your private showing today and begin your Florida dream life.
Listing Agent: Lisa Otte (941-281-5472)
642 N JEFFERSON AVE #13, SARASOTA, FL 34237
$199,900343 Days on yellowkey MLS ID: A4651611
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 924 Built: 1998 Tax: $1,832 (2024)Community: Bermuda ParkCondo
Taxes:$1,832
Remarks: Beautiful Bermuda Park Condo – This home is also available for an annual lease (MLS #A4652898). Vaulted Ceilings, Private Lanai & Prime Sarasota Location Welcome to 642 N Jefferson Ave, a bright and spacious 2-bedroom, 2-bathroom condo located in the desirable Bermuda Park community in Sarasota. Situated in one of the newer buildings in the complex, this home combines comfort, privacy, and an unbeatable location. Step inside to soaring vaulted ceilings and an open-concept layout filled with natural light, thanks to two new PGT windows. The kitchen boasts stainless steel appliances, ample cabinet space, and a breakfast bar perfect for entertaining or everyday living. Enjoy peaceful mornings on the private screened lanai overlooking lush greenspace—a perfect retreat with no rear neighbors. The unit also features in-unit laundry, two reserved parking spaces, and additional guest parking. Location is everything, and this condo delivers with easy access to Downtown Sarasota, St. Armands Circle, and Lido Beach—all just a short ride away on the Breeze Trolley. Whether you're heading to the beach, shopping, dining, or cultural events, you're perfectly positioned to enjoy the best of Sarasota. Bermuda Park offers a quiet, well-maintained environment with low HOA fees, making it ideal for year-round living or a seasonal getaway. Don’t miss this opportunity to own a stylish, centrally located condo in the heart of Sarasota!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Mike Aveni (941-961-8730)
2332 SEWARD DR, SARASOTA, FL 34234
$345,00045 Days on yellowkey MLS ID: D6146339
REDUCED by $5,000 (1.4%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 928 Built: 1985 Tax: $2,904 (2025)Community: Spring OaksSpa: NoSingle Family
Taxes:$2,904
Remarks: Short Sale. Welcome to this unique 2-bedroom, 2-bath pool home in beautiful North Sarasota, Florida! This charming property backs up to a peaceful preserve, offering added privacy with no rear neighbors — no one can build behind you. The home features fresh exterior paint, giving it great curb appeal, along with a fully fenced yard perfect for pets, entertaining, or simply enjoying your own private outdoor space. Conveniently located near shopping, dining, and entertainment, you’ll love the easy access to everything Sarasota has to offer while still enjoying a quiet neighborhood setting. This is a wonderful opportunity for first-time homebuyers, seasonal residents, or anyone looking for a cozy Florida retreat with a pool and privacy. Don’t miss your chance to make this North Sarasota gem your own!
Listing is courtesy of: CENTURY 21 SUNBELT REALTY (941-625-6120)
Listing Agent: Jayson Burtch (941-626-5432)
1300 BENJAMIN FRANKLIN DR #701, SARASOTA, FL 34236
$4,998,00016 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
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 is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tina Napoli (917-723-7816)
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