Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
3700 S OSPREY AVE #112, SARASOTA, FL 34239
$1,49926 Days on yellowkey MLS ID: A4687532
REDUCED by $96 (6.0%) on 04/20/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 369 Built: 1979Community: Plaza GardensCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year:
Middle School: Brookside Middle
Remarks: Welcome to your perfect coastal retreat! This beautifully maintained one-bedroom, one-bath unit is ideally located WEST of the trail, just minutes from pristine beaches, shopping, dining, and top medical facilities. Step inside to find a bright, inviting space designed for comfort and ease. The unit is fully furnished with a clean, coastal contemporary feel, featuring a cozy sleeping area, comfortable living space, and a charming dining nook—perfect for relaxing or entertaining. The kitchen and living areas are thoughtfully equipped, making everyday living effortless. Large windows bring in natural light, creating a warm and airy atmosphere throughout.
Listing is courtesy of: OPTIMUS CREIA (941-270-3323)
Listing Agent: Claire Conway (941-587-5477)
435 S GULFSTREAM AVE #702, SARASOTA, FL 34236
$3,175206 Days on yellowkey MLS ID: A4662401
0 Days Off yellowkey (back on 4/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972Community: Regency HouseSpa: NoCondo
Elementary School: None
Middle School: None
Remarks: A gem! Breathtaking bay views – in the chic heart of downtown. This condo overlooks the most spectacular portion of Sarasota Bay – head-on, without obstruction, midway between Selby Gardens and Marina Jack. Realtors comment that the views are unparalleled even by multi-million dollar properties. They surpass, in beauty and breadth, luxury suites at the Ritz Carlton. They’re more entrancing than pricey oceanfront condos where you see only the open sea. The magical moods of the bay unfold from morning’s blue radiance to afternoon’s silvery sheen, then dusk’s soothing indigo and finally sunset’s tapestry of tones. Your fab vista includes: dozens of sailboats evoking a Monet masterpiece, Bird Key adorned with Italianate villas, Sarasota’s premier waterfront park, the yacht harbor, boat rentals, palm-lined promenade, beachside café, fine dining at Marina Jack, downtown skyline, the tip of Lido Key. 7th floor optimal height -- not too high to miniaturize the panorama, nor too low to cut off any portion. More amenities: large living room’s floor-to-ceiling sliding windows w/solar shades, generous closet space (inc. two walk-in closets), storage room, built-in bookcases in 2 nd bedroom, two entrances, mirirored bedroom wall, new W/D. 24/7 concierge for heightened safety, rare even in pricey condos. A 5-min. walk takes you to Selby Botanical Gardens, a stunning exotic showcase laced with bayside paths. Also a 5-min. walk to all the downtown pizzazz -- international restaurants, galleries, clubs, cafes, performing arts venues. A few minute’s drive away is St. Armand’s Circle, a lushly landscaped mecca for gourmet dining and haute-couture shopping. It overlooks the wide white sands of Lido Beach, ranked among the world’s most stunning.
Listing is courtesy of: YORKSHIRE INTERNATIONAL R.E. (941-366-0000)
Listing Agent: Jules Roman (941-366-0000)
5539 WILDE OAK WAY, SARASOTA, FL 34232
$2,95010 Days on yellowkey MLS ID: A4689479
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1944 Built: 1991Community: Colonial OaksSingle Family
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: 1 story, 3 BED / 2 BATH / 2 CAR GARGAGE home with a HEATED POOL and covered lanai with a cage. As you enter the home, you’ll notice the soaring ceilings, the spacious living and dining rooms and the pleasant view of the sparkling pool just beyond. The home has been updated throughout to include tile floors, an open concept kitchen featuring a large, one level center island, granite countertops and modern cabinets as well as a sunny breakfast nook overlooking the pool and lanai. The kitchen is open to the generous sized family room showcasing two large feature windows and vaulted ceilings. This split plan separates the master bedroom from the 2 additional bedrooms and pool bathroom just off the family room. The master bedroom has sliders to the lanai, a walk-in closet and an updated en-suite bathroom with double vanity sinks, a soaking tub and a step-in shower. This home in desirable Colonial Oaks sits on a quiet CUL-DE-SAC in the heart of Sarasota with easy access to I-75 for convenience, Doctors Hospital, shopping, restaurants, and beautiful Siesta Key Beach which is just a short car ride away. As a bonus, the schools are all A-Rated!
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Robin De Busk (941-922-4959)
5468 WILKINSON RD, SARASOTA, FL 34233
$4,500146 Days on yellowkey MLS ID: A4673297
REDUCED by $50 (1.1%) on 04/17/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2209 Built: 1982Community: Center Gate Estates Ph 01ASpa: NoSingle Family
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: EXQUISITE & EXCEPTIONAL FAMILY HOME-with top of the line renovations - from top to bottom *** No worries about quality of this home** New roof *** new plumbing *** new electrical update***New AC system *** ALL new hurricane windows and doors *** New hot water tank***all new appliances including washer & dryer*** All window shades *** Extra wide 2 car garage *** AND ABSOLUTELY OUTSTANDING PATIO 35 X 26 with Pool 28 x 16 - overlooking peaceful lake *** Only one word can describe this home - beautiful & perfect in every way *** Excellent schools - Ashton Elementary - Sarasota Middle - Sarasota High *** CENTRALLY LOCATED - close to I-75 - close to Dr's Hospital - close to all banks and restaurants - ONLY 15 minutes drive to #1 BEACH in USA - Siesta Key - few minutes extra to famous Lido Beach - and only a short drive to the new UTC shopping center *** When you visit this home - you will recognize the exceptional quality and great location. Pool and Lawn service included.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Maria Balaz (941-780-5723)
2655 BAY ST #2, SARASOTA, FL 34237
$1,50028 Days on yellowkey MLS ID: A4687154
REDUCED by $195 (11.5%) on 04/18/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 600 Built: 2024Community: Pine LawnApartment
Elementary School: Alta Vista Elementary
Remarks: One or more photo(s) has been virtually staged. Be the first to live in this brand new professionally designed 1-bedroom, 1-bathroom apartment. Ideally situated just east of Downtown Sarasota and directly adjacent to the Legacy Trail, this home combines upscale finishes, thoughtful design, and an unbeatable location. Inside, you’ll find abundant natural light, beautiful windows, and peaceful views of mature landscaping. The designer kitchen features GE appliances, timeless shaker cabinetry, and custom Calacatta Statuario quartz countertops. The full-gut renovation was completed with exceptional attention to detail, including Fiandre Italian porcelain tile, Delta fixtures, and 7-inch-wide plank white oak flooring throughout. Water and Wi-Fi are included in the rent, making this a truly turnkey opportunity. Just minutes from Downtown Sarasota and a short drive to Siesta Key Beach, this home is perfect for anyone seeking style, comfort, and convenience. Available Furnished for $2250 per month; Annual or shorter term lease options.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: David Litvinov (773-294-4003)
4230 SHADY OAKS CT, SARASOTA, FL 34233
$3,60040 Days on yellowkey MLS ID: A4685832
REDUCED by $50 (1.4%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1276 Built: 1981Community: Quail Tr EstatesSingle Family
Remarks: PERFECTION will be appreciated THROUGHOUT this BEAUTIFUL FAMILY HOME - 3 bedrooms = 2 bathrooms - POOL - THE SUNSETS ARE UNFORGETABLE WHILE WATCHING THEM OVER THE LAKE - and absolutely breathtaking back yard . TOTALY REMODELED ..3 BEDROOMS 2 BATHROOMS - wonderful family neighborhood - for the young - Ashton Elementary , Sarasota Middle and Sarasota High schools - or for the young at heart. - This wonderful home is located in a secluded and private enclave of just few homes - THIS HOME IS TRULLY FOR THE MOST DEMANDING -Pool and Lawn service included
4910 OLD CREEK DR, SARASOTA, FL 34233
$4,4953 Days on yellowkey MLS ID: A4690402
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2555 Built: 1999Community: OakleafSingle Family
Remarks: Welcome to this well-located rental home in Sarasota, offering comfort, convenience, and easy access to everything the area has to offer. Situated in an established neighborhood, this property provides a functional layout with plenty of natural light and inviting living spaces. The home features a spacious living area, a well-equipped kitchen, and comfortable bedrooms, making it ideal for full-time living. Enjoy a private outdoor space perfect for relaxing or entertaining, along with ample parking and storage options. Conveniently located near shopping, dining, major roadways, and just a short drive to Sarasota’s beautiful Gulf beaches, this home offers the perfect balance of accessibility and lifestyle. Available soon—contact us today for availability details and to schedule a showing.
Listing Agent: Mike Sorensen (941-380-2900)
1350 MAIN ST #709, SARASOTA, FL 34236
$3,00014 Days on yellowkey MLS ID: O6396467
REDUCED by $500 (14.3%) on 04/17/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 895 Built: 2007Community: 1350 Main ResidentialSpa: YesCondo
Middle School: Booker Middle
Remarks: Location, location, location! AVAILABLE MAY 1ST. Discover the best downtown address in the heart of Sarasota with this beautifully designed corner unit condo with balcony. Featuring modern designer décor. This condo is perfect for those who love the vibrant downtown lifestyle or as a seasonal getaway. This large, 1 bedroom, 1 bathroom condo offers 895 square feet of luxurious living space, highlighted by 40 inch ceramic tile floors, granite counters, and stainless appliances. Luxurious bathroom with a double vanity, garden tub and gorgeous subway tile wall. Master bedroom has walk-in closet with built-in storage. Private balcony overlooking the pool and city, is perfect for relaxing and entertaining. The building amenities are second to none, including a 24-hour concierge service, on-site management, secure fob access to entryways and elevators, a 72’ heated lap pool and spa, steam room, state of the art fitness center, library, pool table, social rooms, private conference rooms, an outdoor grill area with herb garden, secure under building parking garage with assigned space, climate-controlled storage, whole building water filtration system, and a guest suite for visitors. You are walking distance to some of Sarasota’s world class restaurants, shopping, theater, farmer’s market, festivals, art galleries and entertainment including Marina Jacks, Sarasota Opera House, Florida Studio Theater, Selby Gardens, Bayfront Park, Burns Court Cinema, and the Selby Library. St. Armand’s Circle, Longboat Key, Lido Key and the white sand beaches of Siesta to the south are just a short drive. For those who prefer not to drive, the trolley from your front door offers a scenic ride over the Ringling Bridge to Armand’s Circle and Lido Key Beach. Don’t miss this exceptional opportunity to embrace the endless possibilities at 1350 Main! Schedule a showing today! Available for ANNUAL LEASE at $3500 per month or SEASONAL LEASE at $5000 per month. 3 MONTH MINIMUM LEASE.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Barb Parrish (407-810-4618)
3269 BENEVA RD #102, SARASOTA, FL 34232
$2,0003 Days on yellowkey MLS ID: A4690193
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1979Community: Village Brooke Sec 3Condo
Elementary School: Wilkinson Elementary
Remarks: If you are looking for a comfortable place to enjoy Sarasota without stretching your budget, this inviting first-floor condo in Village Brooke is an excellent choice. Located in a friendly and established community, this home offers a relaxed setting that makes it easy to settle in and feel at home. The condo features a well-designed kitchen with attractive counters and a convenient pass-through bar top to the dining area, ceramic tile flooring throughout the main living spaces, and a generously sized bedroom with a walk-in closet. A private south-facing screened lanai provides a pleasant place to unwind, offering shade during the warmer months and comfortable warmth during the winter season. Village Brooke is located just across from the Village Green public golf course and is known for its beautifully maintained grounds and welcoming atmosphere. Residents enjoy an active social calendar with weekly gatherings, seasonal events, and opportunities to connect with neighbors. Community amenities include two heated pools, tennis courts that also accommodate pickleball, shuffleboard, peaceful ponds with shaded gazebos, outdoor barbecue and picnic areas, and a clubhouse with billiards, a library, a gathering room, and a kitchen for social events. With water and sewer, basic cable, trash service, pest control, and grounds maintenance included, daily living is simple and low stress. Conveniently located near shopping, dining, golf, and a short drive to Sarasota’s beaches and the Gulf waters of Siesta Key, this condo is ideal for seasonal residents seeking comfort, community, and value. Contact us today for availability and seasonal rental terms. *** Property is also being offered for sale at $155,000. See MLS A4674580***
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
512 LAUREL PARK DR, SARASOTA, FL 34236
$5,2504 Days on yellowkey MLS ID: A4690253
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2423 Built: 2019Community: Enclave At Laurel ParkSpa: NoTownhouse
Remarks: ANNUAL UNFURNISHED TOWNHOUSE AVAILABLE FOR LEASE IN ENCLAVE — DOWNTOWN SARASOTA. Built to the highest standards with impact windows and doors, this elegant residence features a charming gated entry leading to a welcoming foyer and a private elevator that provides easy access to every level. The first floor offers a private two-car garage and an oversized closet, while the second level boasts a gourmet kitchen with solid stone counters, stainless appliances, a designer backsplash, and a spacious open-concept great room with dining and living areas plus a convenient powder room. The third level is dedicated to the owner’s primary suite, which includes a walk-in closet and a spa-like bathroom featuring a large walk-in shower, double vanity, and beautiful tile work. Conveniently located on the same level is the laundry room with a washer and dryer and a utility sink. The fourth level includes two generous en-suite bedrooms with walk-in closets. Every level enjoys dual balconies for seamless indoor-outdoor living, complemented by hardwood floors throughout the main areas. Located in the desirable Enclave at Laurel Park, this home is walking distance of Bayfront Park, the Ringling Bridge, the Farmers Market, Sarasota Opera, Van Wezel, fine dining, shopping, and all the energy of bustling downtown Sarasota. Nearby Payne Park offers tennis courts, playgrounds, and a skate park, while Siesta Key, Lido Beach, the Legacy Trail, and countless parks and preserves are just moments away.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)
Listing Agent: Alex Lane (941-960-3080)
9200 MIDNIGHT PASS RD #24, SARASOTA, FL 34242
$2,4504 Days on yellowkey MLS ID: A4690246
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 706 Built: 1972Community: Inlet AptsCondo
Elementary School: Phillippi Shores Elementary
Remarks: Welcome to your slice of paradise in Siesta Key! This beautifully updated condo at 9200 Midnight Pass Rd, Apt 24 offers stunning water views and the perfect blend of comfort and coastal charm. This inviting unit features a spacious king-sized bedroom and full bathroom, along with custom-built bunk beds—ideal for guests or added sleeping flexibility. The fully enclosed Florida Room with windows expands the living space, creating a bright and airy environment perfect for relaxing or entertaining. Enjoy breathtaking Gulf sunset views right from your private lanai, the perfect spot to unwind after a day at the beach. The recently renovated kitchen is equipped with stainless steel appliances and sleek granite countertops, while wood and tile flooring throughout provide both style and easy maintenance. Residents will appreciate access to excellent community amenities, including boat dockage, Gulf and canal views, a heated swimming pool, and on-site laundry facilities. Ideally located just moments from the world-renowned beaches and a short ride to Siesta Key Village, where you can enjoy shopping, dining, and entertainment. Whether you're walking along the soft sandy shores, kayaking through peaceful canals, or exploring the island, this location offers the ultimate beach lifestyle. Unit #24 is the perfect place to call home—don’t miss this opportunity to live in paradise! Taxes and fees will apply to base rent.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
7592 AGUILA DR, SARASOTA, FL 34240
$3,95020 Days on yellowkey MLS ID: A4688321
REDUCED by $700 (15.1%) on 04/09/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3367 Built: 2017Community: Palmer ReserveSpa: NoSingle Family
Elementary School: Tatum Ridge Elementary
Remarks: Just Reduced. Great value, FOR LEASE SARASOTA UNFURNISHED Executive 4BR Luxury Home in Palmer Reserve | 3,367 Sq. Ft | Built 2017 Prime Sarasota Location. Welcome to this beautifully maintained executive home located in the highly desirable Palmer Reserve community. Built in 2017, this spacious 4-bedroom, 4.5-bath residence offers 3,367 square feet of modern living space with thoughtful design and high-end finishes throughout. The open-concept floor plan features a gourmet kitchen with premium cabinetry, expansive counter space, and seamless flow into the main living and dining areas — ideal for both everyday living and entertaining. The oversized primary suite offers a private retreat with a spa-like bathroom and generous walk-in closets. Each additional bedroom includes access to its own bathroom, providing comfort and privacy for family members or guests. Enjoy indoor-outdoor Florida living with a covered lanai and ample space for relaxing or hosting gatherings. The home’s newer construction provides energy efficiency, modern hurricane standards, and contemporary styling rarely found in the rental market. Conveniently located just minutes from I-75, Lakewood Ranch, and top-rated schools, this property offers easy access to Siesta Key Beach, downtown Sarasota dining, shopping, and major healthcare centers including Sarasota Memorial Hospital. Ideal for corporate relocation, medical professionals, or families seeking a high-quality rental in one of Sarasota’s most convenient locations. Highlights: • 3,367 sq ft of living space • 4 bedrooms, 4.5 bathrooms • Built in 2017 – modern construction • Open-concept kitchen and living area • Spacious primary suite with spa-style bath • Covered lanai and outdoor living space • Quiet residential community • Convenient access to I-75 and Lakewood Ranch • 25 minutes to Siesta Key Beach • Professional management available • Flexible lease terms considered Small pets allowed Lawn and tree care included Pest control included Internet 1GB speed included This is a rare opportunity to lease a newer, large-format home in a prime Sarasota location. Serious inquiries only.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Patrice Ivan (941-993-0823)
4879 COMMONWEALTH DR, SARASOTA, FL 34242
$14,000290 Days on yellowkey MLS ID: A4657954
REDUCED by $1,000 (6.7%) on 04/16/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2450 Built: 1957Community: Siesta BeachSpa: NoSingle Family
Remarks: FULLY FURNISHED rental available in Siesta Key, close to the beach and walking distance to Siesta Key Village. RENTAL PRICE depends on total LENGTH OF STAY. Rent a Rare Piece of Sarasota's Architectural History on Siesta Key! Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Boasting 2,500 square feet of light-filled living space, this 4-bedroom, 3-bathroom residence has been meticulously renovated while preserving its original architectural integrity. Clean lines, expansive impact windows, and an open floor plan define the home’s iconic style, inviting the outdoors in and creating a sense of calm sophistication throughout. Inside, the split floor plan provides distinct zones for privacy and connection. The primary suite is a sanctuary of its own, complete with private access to the outdoors, a luxurious bath featuring a freestanding soaking tub, and a marble-lined walk-in shower. On the opposite side of the home, three additional guest bedrooms provide comfort and style—including a junior suite with its own private bath, full marble detailing, and oversized picture window with views of the pool and deck area. High-end renovations include: New commercial-grade roof (30-year lifespan); High-impact windows and doors throughout the home; Durable wood-grain tile flooring; Quartz waterfall countertops & custom wood cabinetry in the kitchen; Floor to ceiling marble tile in all bathrooms; All new major appliances including HVAC, pool equipment and water heater; Spray foam insulation throughout the home for an extra layer of protection; and designer finishes and curated lighting throughout. Step outside to your personal paradise: a heated saltwater pool with screened enclosure, surrounded by lush tropical foliage for complete privacy and serenity. The home is ideally located just blocks from Roberts Bay and less than a mile from the award-winning crystal sands of Siesta Key Beach. A true retreat, the lushly landscaped double lot offers unmatched privacy and space—perfect for entertaining or simply relaxing beneath the tropical canopy. Whether you're a collector of architectural homes, a beach lover, or simply someone looking for the rare blend of heritage, location, and luxury, this one-of-a-kind property is your opportunity to own an iconic piece of Sarasota’s rich design legacy.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Daniel Petrilla (610-772-5881)
2705 S BRINK AVE, SARASOTA, FL 34239
$3,9996 Days on yellowkey MLS ID: A4687801
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2355 Built: 1959Community: South GateSingle Family
Remarks: ANNUAL RENTAL in South Gate!!!! Mid-century styled freshly professionally painted 4 bedroom, 3 bath, 2 car garage and a carport! Newer roof, paver deck pool with access to the kayak and fishing water of Phillippi Creek! Beautiful terrazzo floors and tile throughout. Fenced pool huge yard, great entertaining house! Lawn care, pool service and pest control included with your lease! available NOW!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Patrick Ritchey (941-284-7287)
2224 BAHIA VISTA ST #E1, SARASOTA, FL 34239
$1,80019 Days on yellowkey MLS ID: A4688453
0 Days Off yellowkey (back on 4/16/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1979Community: Cordova Gardens IiCondo
Remarks: Rent is $1,800 per month with first month, last month, and a $200 security deposit required. Move-in available now! This beautifully updated ground-floor condo in the desirable Cordova Gardens community offers comfort, convenience, and a prime Sarasota location. Step inside to a bright, open layout with modern luxury vinyl flooring and plenty of natural light. The renovated kitchen features granite countertops, sleek gray cabinetry, and ample storage, flowing seamlessly into the dining and living areas for easy everyday living. Both bathrooms have been updated with modern finishes, and the split-bedroom layout provides privacy—perfect for guests or a home office. Enjoy your private screened lanai overlooking lush landscaping, ideal for morning coffee or relaxing evenings. Assigned parking is located just outside your door, and the ground-floor location makes access easy and convenient. Cordova Gardens offers low-maintenance living with rent that includes water, sewer, trash, internet, landscaping, pest control, and exterior maintenance. Residents also have access to the community pool, clubhouse, and common areas. Located just minutes from downtown Sarasota, Sarasota Memorial Hospital, Lido Beach, Payne Park, the Legacy Trail, and the Sarasota Art Museum, this home puts you close to everything. You’re also within walking distance to local favorites like Yoder’s Fresh Market, Big Olaf Ice Cream, and the YMCA. Schedule your showing today and secure this Sarasota rental before it’s gone!
Listing Agent: Rachel Tritschler (941-993-5892)
1343 4TH ST #202, SARASOTA, FL 34236
$9,75060 Days on yellowkey MLS ID: TB8478280
REDUCED by $2,250 (18.8%) on 04/15/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2325 Built: 2025Community: Vista UrbanaCondo
Remarks: Live ahead of the curve. Canvas RADD is a modern condominium collection rooted in design, culture, and forward momentum, set inside Sarasota’s Rosemary Arts and Design District. This is where studios replace strip malls, mornings start at Project Coffee, afternoons reset at Shack Yoga, and the city feels alive again. Walkable, urban, and unapologetically modern, Canvas RADD sits at the edge of Downtown Sarasota, exactly where growth and creativity intersect. The Sky Loft plan is 2,353 square feet, unfolding across three levels accesible by private elevator and a showpiece staircase. Offering 3 bedrooms and 3 baths designed around light, volume, and movement. High ceilings and expansive windows pull the outside in. Balconies layer in air and rhythm. Above it all, a private rooftop terrace and fourth-floor entertaining space becomes your vantage point, built for gatherings, sunsets, late nights, and watching the neighborhood evolve in real time. The architecture is sharp and intentional. Clean lines. Modern materials. Spaces that feel collected, not conventional. Every home includes an oversized private garage, balancing urban energy with day-to-day ease, whether this is your year-round address, a strategic investment, or a quick creative escape. Canvas RADD extends beyond private living. Residents have access to shared spaces designed for how you actually live now, including a fitness studio for daily resets and a conference room for focused work, creative sessions, or off-site energy without ever leaving the block. From here, Sarasota opens up fast. Walk to the Sarasota Farmers Market on weekends. Explore dining and shopping throughout the Rosemary District. Catch a performance at Van Wezel Performing Arts Hall, experience concerts with the Sarasota Orchestra, enjoy evenings out at St. Armands Circle, and spend beach days just minutes away at Lido Beach.
Listing is courtesy of: SIGHT REAL ESTATE, LLC (877-361-0878)
Listing Agent: Chase Moore (727-325-7272)
1343 4TH ST #101, SARASOTA, FL 34236
$6,25060 Days on yellowkey MLS ID: TB8478223
REDUCED by $1,750 (21.9%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1468 Built: 2025Community: Vista UrbanaCondo
Remarks: Live grounded. Create freely. Canvas RADD introduces a single-level, 3-bedroom, 3-bath live/work residence set at street level in Sarasota’s Rosemary Arts and Design District, designed for flexibility, presence, and creative flow in one of the city’s most dynamic neighborhoods. The layout unfolds across one generous level with high ceilings and expansive windows that bring in natural light and neighborhood energy, supporting a live/work configuration ideal for studios, offices, client-facing spaces, or simply room to spread out. A private landscaped yard and courtyard extend the home outdoors, offering a rare urban luxury for morning routines, informal meetings, pets, and evenings under the lights while remaining connected to the city. The architecture is sharp and purposeful, defined by clean lines, modern materials, and interiors that feel collected rather than conventional, complemented by the convenience of a private garage and effortless ground-floor access. Residents also enjoy access to curated shared amenities including a fitness studio for daily resets and a conference room for focused work, collaboration, or creative sessions without leaving the block. From the front door, Sarasota opens up quickly with walkable access to neighborhood favorites like Project Coffee, Shack Yoga, the Sarasota Farmers Market, and local dining and shopping throughout the Rosemary District, along with seamless access to the arts and culture of Downtown Sarasota including live performances, concerts, galleries, and theaters, plus easy drives to St. Armands Circle and nearby Gulf beaches.
1957 MAGNOLIA ST, SARASOTA, FL 34239
$1,99593 Days on yellowkey MLS ID: A4678792
0 Days Off yellowkey (back on 4/15/2026)
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 800 Built: 1951Community: Poinsettia Park 2Single Family
Remarks: Available March 15th, 2026. Just two blocks to Siesta Drive and a few more to the bridge leading to Siesta Key! This immaculate mid-century Florida style home has wood flooring, an updated kitchen, 2 bedrooms, and a den. The large back yard is fenced for privacy and makes for a peaceful retreat. Located in Poinsettia Park, one of Sarasota's most desirable neighborhoods. Shopping, dining, beaches, downtown, and the hospital are all just a couple minutes away.
Listing is courtesy of: QUEST PROPERTIES INC (941-504-1111)
Listing Agent: Timothy Bloch (941-504-1111)
2084 GROVE ST #B, SARASOTA, FL 34239
$2,0008 Days on yellowkey MLS ID: A4689586
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 431 Built: 1954Spa: YesSingle Family
Remarks: This one-bedroom, one-bath furnished rental guest house is recently renovated with private entrance, fenced patio/yard area, your own free- standing HOT TUB and access to the shared POOL in the back yard! There is a stackable PRIVATE LAUNDRY conveniently located in the walk-in closet to the bedroom. The kitchenette boasts a large granite countertop with induction cooktop, refrigerator, small convection oven, icemaker, and is open to the living room that has a sofa-bed. The fold-down table can be used as a desk or pulled out from the wall to seat 4. There is one shared wall in the guest house. The location is close to SMH and Southside Village restaurants and shops. Minutes from Bayfront Park, Selby Botanical Gardens, Marina Jacks, St. Armand's/Lido Key, and Siesta Key. Great Neighborhood! November-December $2000/month, Jan-April $3,000/month, May-October $2000/month. Inquire for shorter or longer stays.
Listing Agent: Kari Klein (941-961-7419)
4970 REAGEN WAY, SARASOTA, FL 34232
$2,59521 Days on yellowkey MLS ID: A4688170
0 Days Off yellowkey (back on 4/14/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1355 Built: 1988Community: Cedar HollowSingle Family
Elementary School: Fruitville Elementary
Remarks: AVAILABLE JUNE 2026 for annual rental! Welcome to 4970 Reagen Way in beautiful Sarasota! This charming 3-bedroom, 2-bath single-family home offers comfort, space, and a welcoming neighborhood atmosphere — all tucked away on a quiet cul-de-sac. Step inside to find a bright and airy living room with vaulted ceilings, creating an open and inviting feel. The home features ceramic tile throughout with luxury vinyl flooring in the bedrooms — no carpet anywhere for easy maintenance. The primary suite includes a spacious walk-in closet, providing plenty of storage. Enjoy peace of mind with central A/C, a new roof (2023), and a whole-home water filtration system. The 1-car garage adds convenience, while the fully fenced backyard offers plenty of room to relax or entertain. You’ll love the LARGE screened-in lanai — perfect for enjoying Florida living year-round — as well as the expansive backyard complete with a fire pit and a large shed available for tenant use. Located in a well-maintained neighborhood with no HOA restrictions, this area is especially known for its festive holiday spirit — don’t miss the incredible Christmas light displays the community is famous for! Pets are welcome with owner approval, and there’s NO last month’s rent required, making move-in even easier. Don’t miss your chance to call this wonderful property home — schedule your showing today!
Listing is courtesy of: LEGACY REAL ESTATE ASSOCIATES, LLC (941-757-3588)
Listing Agent: Benjamin Bruce (941-713-5969)
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