Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
3720 ALLENWOOD ST, SARASOTA, FL 34232
$539,00021 Days on yellowkey MLS ID: A4689606
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1683 Built: 1971 Tax: $2,836 (2025)Community: Glen Oaks Cntry Club EstatesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,836
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Welcome to this well-maintained, zen-inspired pool home in the Glen Oaks Country Club Estates community of Sarasota, offering a functional layout, recent upgrades and convenient access to the area’s key destinations. Set on a 0.22-acre lot, this single-family home features 2,115 total square feet of living space with two bedrooms, two baths, a Florida room and a two-car garage. The interior includes new luxury vinyl tile flooring a flexible floor plan designed for everyday living, designer finishes, a ship-lapped accent wall and crown molding. A separate dining room and additional flex space provide options for a home office or study. The kitchen is appointed with granite countertops and connects seamlessly to the main living areas. The primary suite offers a walk-in closet and shower with designer finishes. Outdoor features include a south-facing pool enclosed within a spacious screened lanai, creating a private and peaceful setting for year-round use. The fully fenced yard includes a dedicated dog run, while xeriscape landscaping supports low-maintenance living. Recent improvements include a roof, A/C, and water heater replacement in 2023 as well as all new plumbing lines in 2026. Hurricane shutters are in place. The property is not located in a flood zone, and the homeowner's association fee is voluntary. You could not ask for a better central location near Bobby Jones Golf Course; this residence is within approximately three miles of downtown Sarasota, with access to Gulf beaches, dining and cultural amenities, as well as being only six miles from the UTC mall, offering great shopping, dining and entertainment options close by. This home is move-in-ready and represents pride of ownership with many unique features.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lori Carey, Llc (941-780-3427)
4046 HIGEL AVE, SARASOTA, FL 34242
$15,500,00080 Days on yellowkey MLS ID: A4682070
0 Days Off yellowkey (back on 2/11/2026)
Bed: 6 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6468 Built: 1983 Tax: $32,602 (2025)Community: SiestaSpa: YesSingle Family
Taxes:$32,602
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. Experience private beachfront coastal luxury at this one-of-one Siesta Key home, thoughtfully curated for comfort, style, and entertainment - by Pham Development. Perfectly positioned off the Gulf, with gorgeous ocean views throughout the rooms - you can watch a world-class sunset view from your master bedroom. Spanning over 6,468 square feet under air and 9,080 total square feet, this exquisite residence captures the essence of resort-style waterfront living on more than half an acre of pristine Gulf-front land. Be at ease with a surrounding elevated riprap shoreline and the imported rocks, offering both protection and privacy. Pull into the property through the gated entry, with a paved driveway for ample parking. The ground level offers a 3-car garage, spacious private fitness studio with AC, large flex space/storage room, and huge game room that leads out to the truly special backyard - with premium turf, silica sand and a putting area. Host a sunset dinner with the full outdoor kitchen, including a freezer, wet bar, beverage center, ice machine, and 6-burner grill. Have a drink while sitting in the pool facing the ocean, relax in the champagne spa hot tub, or tan on the sun shelf. Put your toes in the sand area of the backyard, or take the paver steps down to the private beach and swim in the ocean - the ultimate paradise. Wake up to the panoramic views of the Gulf of America and Sarasota Bay, that create a daily masterpiece of color and light, and have a coffee on the master bedroom's private balcony. With 6 bedrooms, 5 full bathrooms, and 2 half baths, you can host more family and guests - along with the second living room/media room. All of the bedrooms have custom built-in closets, and the spacious ocean-view master bathroom leads to two spacious walk-in closets. The home features high-ceilings, beautiful hardwood flooring throughout, and cypress beams. The living and dining room area have a fireplace, and the open-floor plan leads out to another large balcony overlooking the ocean. Enjoy the gourmet custom kitchen with Thermador gas appliances, a walk-in pantry, and an extra large quartz island with seating. An elevator connects the 3-level home through the grand living spaces that flow seamlessly toward the water, blending indoor sophistication with the beauty of the coast. The lush tropical landscaping evokes the serenity of a private resort. Located just minutes from Siesta Beach, the Village, and the North Siesta Bridge, this rare coastal jewel offers the ultimate combination of elegance, exclusivity, and Gulf-front tranquility—a move-in ready residence truly without equal on Siesta Key.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
136 GOLDEN GATE PT #502, SARASOTA, FL 34236
$2,600,000112 Days on yellowkey MLS ID: A4677212
REDUCED by $200,000 (7.1%) on 04/14/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3785 Built: 2001 Tax: $890 (2025)Community: The PhoenixCondo
Taxes:$890
Elementary School: Southside Elementary
Remarks: We are pleased to present a rare opportunity to experience panoramic, unobstructed bayfront views from your fifth-floor residence at The Phoenix—one of Golden Gate Point’s most exclusive gated enclaves. This boutique community, comprised of just 13 residences with only two per floor, offers an exceptional level of privacy and sophistication for the most discerning buyer. Designed by acclaimed architect Brent Parker of BDG Architects, Residence 502 spans nearly 4,000 square feet under air and features a distinctive circular floor plan, thoughtfully designed so every principal living space captures sweeping, unobstructed views of Sarasota Bay and the iconic John Ringling Causeway. Floor-to-ceiling, hurricane-rated glass fills the home with natural light while framing ever-changing waterfront vistas. Two expansive bayfront terraces provide the perfect setting to take in breathtaking sunsets, passing boats, and sparkling water views. A private elevator opens directly into an elegant foyer, setting the tone for the residence’s refined interiors. The great room, with 10-foot ceilings, is designed for both relaxed living and entertaining, featuring a custom dry bar complete with ice maker and wine refrigerator. The chef’s kitchen and adjoining breakfast room overlook the bay and main terrace, appointed with textured cement countertops, a six-burner gas range, double ovens with warming drawer, full-size Sub-Zero refrigerator and separate freezer, and reverse osmosis at the island bar sink. Additional highlights include a private two-car garage, custom draperies and plantation shutters, and a layout meticulously crafted to maximize both privacy and panoramic water views throughout. Most furnishings are included, offering a seamless, move-in-ready opportunity. Residents of The Phoenix enjoy a private waterfront pool overlooking a sandy beach and Sarasota Bay, a well-appointed fitness center, club room, rooftop terrace, and the security of a gated community—all just moments from the vibrant dining, shopping, marina, and cultural attractions of Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Georgina Clamage (941-586-3789)
200 COCOANUT AVE #4, SARASOTA, FL 34236
$999,00051 Days on yellowkey MLS ID: A4685841
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1721 Built: 2000Monthly Fee: $950 Tax: $10,943 (2025)Community: Library MewsTownhouse
Taxes:$10,943
Elementary School: Alta Vista Elementary
Remarks: Experience everything downtown Sarasota offers by living in Library Mews, a charming enclave of 11 Mediterranean-style townhome villas at the city’s center. This stunning complex just replaced the roof and skylights, repainted, added new awnings and added beautiful new exterior light fixtures. Enjoy both indoor and outdoor spaces and the peace of mind that hurricane impact windows and doors provide. Each villa features a private brick-paved courtyard, a large second-floor terrace, and a private garage. Unit 4 stands out as one of four homes that includes not only a private garage but also access to a second, covered parking space within this gated community. Step inside and you will find a thoughtfully designed floor plan blending open concept living with clearly defined spaces. Hardwood floors, lofty ceilings, and oversized south-facing windows fill the living and dining areas with natural light, while sliding glass doors seamlessly connect indoor and outdoor areas. The kitchen offers granite countertops, stainless steel appliances, and picturesque views of the courtyard. Upstairs, the spacious master bedroom showcases a vaulted ceiling and three large sliders opening up to a Juliet balcony with stunning cityscape views, along with a generous walk-in closet and an en-suite bathroom. The second bedroom also features an en-suite bathroom and a cozy niche perfect for an office. Just steps above the bedrooms, the brick tree-top terrace provides beautiful city views day and night. Library Mews is truly in the heart of Sarasota—right across from Selby Library and only blocks away from upscale restaurants, boutique shopping, Whole Foods, the Saturday Farmers Market, Florida Studio Theater, and the Opera House. Enjoy a casual stroll to both Bayfront Park and the Bay offering countless activities such as kayaking, yoga, dance lessons outdoor movies and live music. If you seek a peaceful sanctuary in the city, Library Mews offers exceptional value and location. Schedule your private tour today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Allen Hovis (941-780-6567)
547 N SHORE DR, SARASOTA, FL 34234
$2,700,00069 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 (941-907-2000)
Listing Agent: Bev Murray (941-724-4995)
361 OAK HILL DR #3, SARASOTA, FL 34232
$249,00086 Days on yellowkey MLS ID: A4681110
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1354 Built: 1985 Tax: $2,753 (2025)Community: Village Oaks Sec BSpa: NoCondo
Taxes:$2,753
Elementary School: Gocio Elementary
Remarks: One or more photo(s) has been virtually staged. Just reduced SIGNIFICANTLY!! Welcome to Village Oaks—this villa is a show-stopper you have to see to believe. From the moment you step inside, the upgrades and care are unmistakable. The fully remodeled kitchen is a standout, featuring soft-close IKEA cabinetry, drawers, and pantry with under-cabinet lighting, sleek LG stainless steel appliances, an oversized stainless sink with disposal, and granite countertops with a neutral backsplash—a spacious, functional design made for anyone who loves to cook and entertain. Throughout the villa, 2-inch wooden blinds dress every window, and the entire home is tiled, professionally cleaned, sealed, and ready for worry-free living. The front guest bedroom offers a walk-in closet, while the remodel guest bath includes an easy-access step-in shower. A full-size Samsung front-load washer and dryer are neatly tucked into the laundry closet for convenience. At the rear of the home, the primary suite impresses with a generous walk-in closet and a spa-like bath featuring a large shower, double sinks, granite countertops, decorative lighting, and a built-in medicine cabinet. The bonus sunroom is a true flex space—perfect for a home office, hobby room, or even an extra bedroom (just add an armoire). Flooded with natural light, it’s finished with double French doors and a private exit for your favorite pet. Recent updates add peace of mind: Garage floor pressure washed and walls freshly painted (Jan 2026) Front screened porch pressure washed with new carpet (Jan 2026) Hot water heater replaced Sept 2019, and the lifestyle? Unbeatable. Enjoy the heated community pool, active social events, and an exceptional location—about two miles to I-75 and just 7.5 miles to Lido Key. Shopping, dining, and Sarasota’s vibrant arts scene are all minutes away. This is the kind of villa that doesn’t stay on the market—schedule your showing before someone else claims it.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Diane Fogo Harter (941-445-2431)
200 COCOANUT AVE #5, SARASOTA, FL 34236
$775,000110 Days on yellowkey MLS ID: A4677723
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1753 Built: 2000Monthly Fee: $950 Tax: $10,910 (2025)Community: Library MewsTownhouse
Taxes:$10,910
Remarks: Auction Property. Luxury Live Auction! Bidding to start from $775,000.00! Enjoy the best of both worlds at Library Mews with both downtown convenience and walkability as well as lush expansive private outdoor areas. Library Mews is an intimate community with only 11 residences featuring 2-story villas with masonry construction and private garages. The exterior of the entire community was updated in 2025, with new roofs, awnings, exterior paint, gutters, exterior lighting, and hurricane impact skylights. The interior of this residence has been extensively remodeled, increasing ceiling heights, improving the kitchen and bathrooms, and adding a second A/C system that facilitates two separate heating/cooling zones, one for each level. The island kitchen boasts a sub-zero refrigerator, Cambria quartz countertops, mother-of-pearl backsplash, and wood, dovetailed all-drawer cabinetry that includes a pull our spice rack and built-in trash receptacle. The range is a Bosch electric smooth top, however, it can easily be swapped out for a gas range using the existing gas bib. And the adjacent butler’s pantry/laundry room has loads of extra storage. The living room, dining room, and kitchen all have glass sliders that bring the outside in and provide easy access to the private courtyard area. The courtyard has gas service, facilitating a direct connect BBQ grill thereby avoiding having to lug propane tanks. The first floor includes a convenient den with custom built-in mahogany shelving and desk and loads of storage space. A powder room completes the first floor. The owners' suite is light and bright with triple sliders and brazilian cherry hardwood flooring. The walk-in closet has been custom fitted and is easily reconfigurable to your needs. The ensuite bathroom includes a dual quartz vanity, under mount sinks, Toto commode with electric outlet access, a skylight, a deep soaking bathtub, and spacious walk-in frameless shower with seat. The fixtures are Hans-Grohe and include swivel vanity taps and a handheld shower head that can operate together with the main shower head or separately. The guest suite is split from the owners' suite and includes an ensuite bathroom with skylight and a spacious closet, making hosting guests a pleasure. In addition to the attached one-car garage, this residence also includes a carport providing total space for two vehicles within the gated area. The garage has a separate air-conditioned storage closet. And electric hurricane shutters make storm preparation a breeze. Top it all off with an expansive rooftop private terrace with new 24” porcelain pavers that is perfect for enjoying your morning coffee or a glass of wine in the evening. You'll not only be able to catch some rays, but also indulge your green thumb, and watch the fireworks over the bay. In a city that's largely dominated by high-rise condominiums, Library Mews is a world apart. Blending into the surrounding landscape, it truly is an oasis hidden in plain sight. Tucked into a quiet corner of the city away from the fray, Library Mews is convenient to all of the downtown amenities. Just two blocks to Whole Foods and Starbucks, across the street from Selby Library, the Opera House, and Florida Studio Theater, Library Mews is only a few minutes walk to Main Street restaurants and shops, the Saturday morning Farmers Market, as well as the Bayfront.
Listing is courtesy of: STAR BAY REALTY CORP. (813-533-6467)
Listing Agent: Sandra Israelson (941-260-6260)
4481 ASCOT CIR N, SARASOTA, FL 34235
$298,000254 Days on yellowkey MLS ID: A4662740
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1376 Built: 1994Monthly Fee: $894 Tax: $3,753 (2025)Community: Longwood VillasVilla
Taxes:$3,753
Remarks: Welcome to Tivoli Village—an exclusive, private community of just 100 residences nestled among mature trees and lush landscaping. This beautifully maintained 2-bedroom, 2-bath villa with a den/office and 2-car garage offers the perfect blend of tranquility and convenience, ideally located near UTC shopping and dining, I-75, Nathan Benderson Park, Sarasota-Bradenton International Airport (SRQ), and just a short drive to downtown Sarasota and Gulf Coast beaches. Step inside to an open-concept floor plan featuring soaring cathedral ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The updated kitchen showcases newer stainless steel appliances, ample cabinetry with slide-out shelving, a breakfast nook, and an extended breakfast bar overlooking the main living space. Sliding glass doors lead to an enclosed lanai, with additional paver patio space extending into a private, tropical outdoor retreat complete with native Florida landscaping and a custom tiled table and seating area. The spacious primary suite is privately situated at the rear of the home and features an updated en-suite bath with dual vanities, granite countertops, and a walk-in shower with built-in bench. A split-bedroom layout ensures privacy for guests, with a secondary bedroom and full bath located at the front of the villa. The versatile den/office includes a skylight and closet, making it ideal for a home office or potential third bedroom. Recent upgrades include exterior painting (2023) and a new HVAC system (2023), offering peace of mind for years to come. Tivoli Village residents enjoy a scenic setting with four spring-fed lakes, fishing opportunities, majestic oak trees, and a tranquil nature trail. The HOA provides exceptional value, covering major expenses such as property insurance, exterior maintenance (including power washing and painting), roof replacement and repairs, as well as lawn care and irrigation—delivering low-maintenance, worry-free living. Don’t miss this opportunity to own a move-in-ready villa in one of Sarasota’s most charming and conveniently located communities!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
4540 ASCOT CIR N, SARASOTA, FL 34235
$300,00061 Days on yellowkey MLS ID: TB8481018
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1447 Built: 1986Monthly Fee: $894 Tax: $1,824 (2025)Community: Longwood Run/TivoliSpa: NoVilla
Taxes:$1,824
Remarks: Step through the iron gate into the front garden courtyard and discover a private retreat with a peaceful interior, long lake views, and mature trees. This 2-bedroom, 2-bath home is professionally decorated with carefully chosen furnishings that create a calm, welcoming atmosphere as you move from room to room, blending indoor and outdoor spaces. Sunlight shines through the trees, making the lanai a perfect spot to relax. You might even want to add an outdoor spa to the screened lanai for evenings with bubbles and a glass of champagne. The home comes with hurricane shutters, a new HVAC system (2024), a new water heater (2023), an interior laundry room with a full-sized washer and dryer, plenty of closet space, and is sold furnished for your convenience. The second bedroom is set up as a den with a Murphy bed for guests. Floor-to-ceiling mid-century-style windows and high ceilings give the home an open, inviting feel. The location is excellent, just 11 miles from local beaches, less than 2 miles from the UTC mall, and close to a wide range of restaurants. Nearby, you'll also find Walmart, Publix, Whole Foods, Macy’s, Marshalls, TJ MAXX, and Home Depot. Residents enjoy the community’s tropical setting, mature trees, and paved trails, which are great for walking, exercising, or taking your dog out. The neighborhood fees cover exterior insurance, roof replacement and repair, exterior pressure washing, pest control, grounds and irrigation maintenance, and reserves. This is an estate sale that’s ready to close, and the motivated seller says, “Let’s make a Deal!
Listing is courtesy of: BROCK REALTY INC. (941-313-1234)
Listing Agent: Lynn Brock (941-313-1234)
1233 N GULFSTREAM AVE #401, SARASOTA, FL 34236
$1,550,000329 Days on yellowkey MLS ID: A4654801
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1940 Built: 2001 Tax: $13,207 (2025)Community: Marina TowerCondo
Taxes:$13,207
Remarks: One or more photo(s) has been virtually staged. Welcome to Marina Tower, a waterfront residence located in the heart of downtown Sarasota. This beautifully appointed condo offers 1,940 square feet of thoughtfully designed living space, featuring two spacious bedrooms, two and a half bathrooms, and a versatile office nook ideal for working from home or quiet reading. Floor-to-ceiling glass sliders frame expansive views of Sarasota Bay, the marina, and the Gulf of Mexico, allowing natural light to fill the home throughout the day. The open layout flows seamlessly to a private balcony overlooking the water, creating a calm extension of the interior living space. The setting offers a rare level of walkability. Bayfront Park, Marina Jack, downtown restaurants, coffee shops, theaters, art galleries, and Sarasota’s cultural venues are all within easy walking distance, providing everyday convenience and connection to the city without reliance on a car. Marina Tower is a full-service, pet-friendly building offering 24-hour concierge and security, a heated pool and spa, fitness center, gated parking, convenient storage, and a beautifully maintained guest suite on the lobby level available for residents’ visiting family and friends. Residents also enjoy direct access to the garage and attentive on-site services that support comfortable daily living. This residence brings together waterfront views, thoughtful design, and effortless downtown walkability in one of Sarasota’s most established bayfront locations.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
1350 5TH ST #306, SARASOTA, FL 34236
$999,000151 Days on yellowkey MLS ID: A4673354
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1836 Built: 2019Monthly Fee: $1,840 Tax: $13,815 (2024)Community: Risdon On 5ThSpa: NoCondo
Taxes:$13,815
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. SELLER will cover the first SIX MONTHS of association FEES and this is the LOWEST-PRICE two-story condominium among comparable units! Welcome to Risdon on 5th! This luxurious, gated residence is ideally located in downtown Sarasota’s most coveted area, the Rosemary District. Rarely available, Risdon on 5th was just built in 2019 and offers a sleek, contemporary living experience within award-winning architecture designed by the renowned Halfants & Pichette. Semi-private elevators whisk you to the third floor of this modern END-UNIT residence. In 2019 the sellers spared no expense upgrading this spacious two-story condominium that offers 3 bedrooms and 3.5 bathrooms, highlighted by energy-efficient IMPACT WINDOWS and DOORS, soaring ceilings, and premium designer finishes throughout. An airy loft bathed in natural light enhances the home’s open, sophisticated feel. The custom-built kitchen showcases premium JennAir appliances, exquisite Irpinia soft-close cabinetry, and a striking centerpiece island highlighted by a 2 inch waterfall-edge Quartz countertop. All 3 bedrooms feature private en-suite bathrooms, with an additional half bath conveniently located on the main floor. Entertain your guests with amenities that include a heated rooftop pool, two rooftop terraces with panoramic Sarasota Bay views and plenty of available onsite parking. Experience the ultimate downtown living with not 1, but 2 private balconies facing North and South, perfectly positioned for spectacular sunrises and unforgettable sunsets. The monthly fees include cable, internet, water, trash, sewer, insurance, reserves, and owners can have 2 pets. This premier building holds a spacious courtyard that is gated and secured, providing 1 designated covered parking spot for owners, plenty of flex parking spaces for owners and guests, and ample street parking. Enjoy the luxury of the close proximity to the Farmers Market, Artisan Cheese Co, Whole Foods, art galleries, Marina Jack, Van Wezel, Ringling Bridge and a short 1.5 blocks from the new Bay Park, Sarasota's beautiful new waterfront park with weekly outdoor entertainment. Comparable units are priced at $1.7 million in the Rosemary District, so act quickly and call for your showing today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Angela Lista (941-544-6255)
500 N JEFFERSON AVE #J1, SARASOTA, FL 34237
$145,00014 Days on yellowkey MLS ID: A4690333
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 847 Built: 1974 Tax: $1,933 (2025)Community: Jefferson ClubCondo
Taxes:$1,933
Remarks: One or more photo(s) has been virtually staged. Beautifully updated TWO-bedroom, one-bath condo offering a rare blend of privacy, comfort, and effortless style. A private, gated courtyard entrance creates your own outdoor retreat—perfect for morning coffee, evening wine, or relaxing after a day at the beach. Inside, the open-concept layout feels bright and spacious, with vaulted ceilings, skylights, and sliding glass doors that flood the home with natural light. The property has been thoughtfully updated in 2024 with fresh interior paint, new doors, a new water heater, new refrigerator, new bedroom flooring, and a fully refreshed bathroom featuring a new vanity and toilet. In 2025, the patio fence was replaced, enhancing both privacy and the overall outdoor experience. Parking is conveniently located outside your courtyard gate for easy, everyday access. The Jefferson is a charming, intimate community known for its quiet setting, mature landscaping, and residents who take pride in ownership. Enjoy the community pool or stroll through the peaceful, park-like grounds. HOA fees include lawn care, pool maintenance, and community amenities—making for an easy, low-maintenance lifestyle. Ideally located just minutes from downtown Sarasota, SRQ Airport, local beaches, shopping, and dining, this condo offers both convenience and value. Whether you're looking for a primary residence, seasonal escape, or investment opportunity, this home delivers a welcoming atmosphere and true sense of community from the moment you arrive.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Norma Mladineo (941-363-1588)
2632 HIDDEN LAKE DR N #E, SARASOTA, FL 34237
$82,90017 Days on yellowkey MLS ID: A4689851
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 528 Built: 1974 Tax: $1,204 (2025)Community: Hidden Lake VillageSpa: NoCondo
Taxes:$1,204
Remarks: Affordable Sarasota Living Near Downtown – Updated Efficiency Studio - Attn: Investors. This beautifully updated efficiency studio offers an incredible opportunity to enjoy affordable living just minutes from downtown Sarasota. Featuring new laminate flooring and fresh paint throughout, the space feels clean, bright, and move-in ready. The spacious kitchen is a standout, complete with a large walk-in pantry and breakfast bar—perfect for both everyday living and casual dining. An open floorplan maximizes the space, while the large walk-in closet provides excellent storage for clothing and more. Natural light pours in through oversized sliding glass doors, leading to a private balcony overlooking the community tennis courts—an ideal spot to relax or entertain with plenty of room for seating. Recent upgrades include a newer AC system, new water heater, updated flooring, and fresh interior paint. The buildings also feature new roofs installed last year, adding peace of mind. Residents enjoy access to a wide range of amenities, including: • Clubhouse • Multiple lakeside pools • Fitness center • Laundry facility • Billiard room • Bike racks • Picnic and BBQ/grilling areas • Income producing property Assigned and guest parking are available, and the HOA conveniently covers water, sewer, and trash. Located near public transportation and just minutes from local attractions like Ed Smith Stadium, this condo offers both convenience and lifestyle in one of Sarasota’s most desirable areas. One small pet is allowed with association approval.
Listing Agent: Amy Chapman (941-225-1500)
820 INDIAN BEACH DR, SARASOTA, FL 34234
$2,500,00061 Days on yellowkey MLS ID: A4682897
0 Days Off yellowkey (back on 4/19/2026)
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1915 Built: 1955 Tax: $33,837 (2025)Community: Indian BeachSingle Family
Taxes:$33,837
Remarks: Under contract-accepting backup offers. A rare chance to own a prime bayfront property in Sarasota’s highly desirable Sapphire Shores / Indian Beach neighborhood. Positioned on a 0.51-acre lot with 136 feet of direct Sarasota Bay frontage, 820 Indian Beach combines unobstructed water views, a generous homesite, and a location that continues to grow in demand. The property is currently an income producing rental property. The existing residence reflects a classic mid-century modern style, defined by clean architectural lines, a bright white exterior, vaulted ceilings, and large picture windows that bring in consistent natural light. The interiors are open and airy, with living spaces oriented toward the backyard and bay, creating a comfortable, relaxed atmosphere throughout the home. The outdoor setting is a standout feature. The bayfront positioning provides wide water views, while mature trees and the depth of the lot offer privacy and shade. A pergola and expansive patio create functional outdoor living areas, and a private path leads directly toward the water. Riprap spans the bayfront perimeter, securing the shoreline. Inside, the home offers three bedrooms and three bathrooms across 1,915 square feet under air. Wood flooring, abundant windows, and simple, clean finishes maintain a cohesive aesthetic. The kitchen and breakfast area are bright and practical, with large windows overlooking the backyard and water. Beyond the home itself, the true value of 820 Indian Beach Road is the land. Bayfront lots with this amount of frontage and lot size are increasingly limited within Sapphire Shores / Indian Beach, making the property an excellent candidate for a renovation, expansion, or entirely new construction. The homesite provides the scale and orientation to support a significant custom residence designed to maximize the views. The neighborhood remains one of Sarasota’s most established waterfront areas, known for its tree-lined streets, varied architecture, and close proximity to downtown Sarasota, St. Armand's Circle, shopping, dining, and Sarasota-Bradenton International Airport. 820 Indian Beach Road represents both an immediate waterfront lifestyle opportunity or investment and a highly compelling long-term property in a consistently sought-after location.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
3825 OLD BRADENTON RD, SARASOTA, FL 34234
$325,00015 Days on yellowkey MLS ID: A4689594
0 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1289 Built: 1952 Tax: $624 (2025)Community: Ford SubSingle Family
Taxes:$624
Remarks: Hard to find home offering the flexibility today’s buyers want: no HOA, no deed restrictions, weekly rental potential, and a fully fenced lot with gated side yard parking for your RV, boat, trailer or extra vehicles. This concrete block home features a split layout with separate entrances and a lockable dividing wall, creating a private in-law suite with its own living area, kitchenette, bathroom, and large bedroom, while the main side offers 2 bedrooms, 1 bathroom, kitchen, and living room. A great setup for multigenerational living, guests, or flexible rental use. You'll enjoy peace of mind with a new roof (2025), X flood zone location, no flood history, and no 2024 storm damage. Outside, the value really opens up. The fully fenced property offers a gorgeous front yard with raised patio and garden area, backyard with shed, and separate side yard with oversized rolling gate for secure RV, boat, trailer or additional vehicle parking, complete with flood light and RV cleanout. There's plenty of room room in the front yard to add a pool as well. Centrally located near Ringling College, New College, North Water Tower Park, The Bay Park, Van Wezel, the 10th St boat ramp and downtown Sarasota, with quick and easy access to the area’s top beaches including Lido Key, Siesta Key and Longboat Key. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jeff Kattrein (941-702-4279)
4345 CALLISTA LN, SARASOTA, FL 34243
$425,00022 Days on yellowkey MLS ID: A4688590
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1930 Built: 2005Monthly Fee: $243 Tax: $4,396 (2025)Community: Callista VillageSingle Family
Taxes:$4,396
Remarks: This light and bright home offers an inviting open-concept design with a spacious kitchen that flows seamlessly into the great room, creating the perfect setting for both everyday living and entertaining. Featuring 2 bedrooms, 2 bathrooms, a dedicated office/den, and a 2-car attached garage with a new epoxy finish, this home combines comfort, functionality, and style. The kitchen is equipped with newer stainless steel appliances, while the spacious owner’s suite provides a relaxing retreat with an oversized walk-in closet. Step outside and enjoy your own private saltwater swimming pool, offering a luxurious touch and silky-smooth water for year-round enjoyment. Additional updates include a new air conditioning system installed in 2021, annual servicing, UV lights, and a surge protector for added peace of mind. Pool pump replaced in 2023 and new salt cell and motherboard in 2025. Low community fees add to the appeal and cover yard and shrub maintenance, sprinklers and soakers, and front entrance maintenance. Located just beyond Longwood Park, residents also enjoy easy access to an impressive variety of nearby recreational amenities including baseball, basketball, pickleball, tennis, a playground, picnic pavilion, recreation building, gymnasium, and dog-friendly areas. All within walking distance! Welcome to Callista Village, an intimate community of just 32 homes ideally located west of UTC Mall, where exceptional shopping, dining, and everyday conveniences are all close at hand. A local bus stop just outside the community offers easy access to shopping, the airport, and downtown, adding even more convenience to this desirable location.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Brenda Wilson (941-321-8686)
1516 OAK ST, SARASOTA, FL 34236
$1,775,00084 Days on yellowkey MLS ID: A4680208
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 2416 Built: 1969 Tax: $5,325 (2025)Community: Grosvenor Park SubSingle Family
Taxes:$5,325
Remarks: In the heart of desirable Burns Court in Sarasota, stands a captivating European-inspired Florida home. This DUPLEX offers a two bedroom, two bath residence downstairs and a three bedroom, three bath upstairs. 1516 Oak Street offers the unique advantage of downtown walkability coupled with the privacy of a fully fenced, meticulously landscaped yard adorned with native plants. This residence provides an ideal alternative to condominium living, granting residents exclusive private outdoor space for themselves and their pets without the financial burden of monthly condominium fees. Indulge in the sun on the expansive upstairs balcony or unwind on the shaded patio. Prepare delectable charcuterie boards in the well-appointed kitchen, perfect for hosting happy hour gatherings, dinner parties, garden parties, or brunches. Each restful bedroom is equipped with an ensuite bathroom, ensuring privacy and convenience. Situated conveniently near the Saturday Farmers Market, a variety of local restaurants, and the Sarasota Bayfront, this exceptional property offers unparalleled potential. Currently arranged as a fully furnished duplex, it also presents remarkable versatility as a family compound, an income-generating investment, or a potential conversion into a spacious single-family home. The owner has invested significantly in high-quality upgrades to ensure the home’s move-in readiness, including: - A new metal roof installed in 2022 - A replaced sewer line and relined pipes in 2023 - New windows, updated electrical systems, and a new air conditioning unit completed in 2025 - A well for irrigation to maintain the lush landscaping - Natural gas connection - Off street parking for 4 cars and a storage shed - Completely fenced yard and landscape lighting. Furthermore, due to the property’s DTE zoning, there is potential to add another structure on the site, expanding the possibilities for future development. Selling turnkey furnished and ready to rent if desired. Experience a remarkable lifestyle in Burns Court. Schedule a private tour today.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
4494 DEL SOL BLVD S, SARASOTA, FL 34243
$460,000129 Days on yellowkey MLS ID: N6142017
REDUCED by $10,000 (2.1%) on 04/18/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1808 Built: 1992Monthly Fee: $11 Tax: $4,692 (2025)Community: Del Sol Village At Longwood Run Ph 02Spa: NoSingle Family
Taxes:$4,692
Remarks: PRICE IMPROVEMENT & MOTIVATED SELLER! Location, Location, Location! I know that saying is real estate cliche, but in this instance, it's absolutely true! This beautiful 3 bedroom, 2 1/2 bath, 2 car garage home with heated pool is nestled against a preserve and located in the popular and highly sought after Longwood Run subdivision. You're just minutes away from world famous beaches, first class shopping at UTC, medical facilities and a myriad of restaurants covering just about everyone's favorite dish. Easy access to I-75, US 41 and just minutes to Sarasota Bradenton International Airport (SRQ). Home updates worth noting include a new tile roof in 2020, kitchen cabinets & quartz countertops in 2025, primary, guest and pool baths all updated within the last 2 years and the pool was resurfaced in 2024. The generous room sizes and easy flow of this home will draw you in, but the peace and tranquility found enjoying your pool area/outdoor living with gorgeous preserve views will make you want to stay! One bedroom is currently being used as a den/office, but could easily have a closet added, if needed. Primary bedroom offers sliders to the pool area along with 2 walk-in closets (hers and hers, LOL), ensuite bathroom with quartz countertops, soaking tub and stand alone shower stall. An affordable HOA, superb location and a fabulous home. . . . what more could you ask for? Schedule your private viewing today and make this home yours - before someone else does!
Listing is courtesy of: SETTLES REAL ESTATE LLC (941-685-3600)
Listing Agent: Cherie De Hay (941-809-6828)
2611 PINE LAKE TER #A, SARASOTA, FL 34237
$100,00014 Days on yellowkey MLS ID: TB8499087
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 739 Built: 1974 Tax: $406 (2025)Community: Hidden Lake VillageCondo
Taxes:$406
Remarks: Discover this charming 1-bedroom, 1-bathroom condominium ideally situated just minutes from vibrant downtown Sarasota, at the convenient intersection of Tuttle Avenue and Fruitville Road. This appealing property presents an excellent opportunity for a new owner-occupant or savvy investor. It is currently tenant-occupied at $1,350 per month, with the lease renewal scheduled for March 5, 2027. Recently renovated to modern standards, the unit features stylish new tile flooring throughout, contemporary kitchen cabinetry, and a fully remodeled bathroom highlighted by a luxurious walk-in shower. Residents enjoy the benefits of a well-maintained community, where HOA fees cover essential utilities including water, as well as access to desirable amenities such as two swimming pools, a clubhouse, tennis courts, and professional upkeep of common areas.
Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)
Listing Agent: Douglas Addeo (561-251-3408)
763 JOHN RINGLING BLVD #22, SARASOTA, FL 34236
$460,00014 Days on yellowkey MLS ID: A4690386
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1963 Tax: $6,327 (2025)Community: Sarasota HarborCondo
Taxes:$6,327
Remarks: Few addresses in all of Sarasota deliver what 763 John Ringling Blvd offers every single day: direct, unobstructed views across Sarasota Bay with St. Armands Circle, Lido Key, and the sparkling Gulf of Mexico as your permanent backdrop. This is one of the most coveted waterfront corridors on the Gulf Coast, and this beautifully updated two-bedroom, one-bath residence puts you right in the middle of it. Step outside and you are standing on the bay seawall with private community boat docks at your feet and open water stretching to the horizon. Dolphins cruise the shoreline in the morning. The Ringling Causeway glows gold at sunset. The bayfront community pool, shuffleboard courts, and waterfront walkway give residents every reason to stay close to home, while St. Armands Circle sits just minutes away across the bridge with its world-class European-style dining, boutique shopping, and lush tropical gardens. Inside, the residence has been thoughtfully updated with hardwood floors, a refreshed kitchen with new appliances, and the rare convenience of an in-unit washer and dryer. The layout offers the right balance of comfort and ease, ideal for a full-time residence, seasonal retreat, or income-producing rental. The address itself carries genuine historical significance. Unit 22 sits within the Harding Circle Historic District, a landmark community envisioned by circus magnate John Ringling and listed on the National Register of Historic Places since January 2001. This is not just a home. It is a piece of Sarasota's founding story. Downtown Sarasota's waterfront arts district, marina, and restaurant scene are minutes away. Lido Beach is just over the causeway. For buyers relocating from the Northeast or Midwest, this property delivers the Gulf Coast lifestyle at an exceptional entry point: waterfront, walkable, and fully updated, with boat docking access and panoramic bay views that simply cannot be replicated at this price.
Listing is courtesy of: BEYOND REALTY LLC (941-467-4673)
Listing Agent: Darren Dowling (941-204-0493)
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