Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
100 CENTRAL AVE #H716, SARASOTA, FL 34236
$949,90028 Days on yellowkey MLS ID: A4694485
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1725 Built: 2005 Tax: $12,497 (2025)Community: One Hundred CentralSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,497
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: 100 Central Avenue — Where Downtown is Downstairs. Live in the center of Sarasota’s most vibrant luxury lifestyle from this beautifully updated and FULLY FURNISHED residence at one of downtown’s most iconic addresses. Residence H716 offers 1,725 square feet of refined living with 2 spacious en-suite bedrooms, 2.5 bathrooms, a versatile den, and an expansive private balcony showcasing captivating city and bay views. Inside, warm dark hardwood flooring, custom cabinetry, granite countertops, and thoughtfully designed living spaces create a residence that feels both elegant and comfortable. The open-concept layout flows effortlessly for entertaining, while floor-to-ceiling natural light enhances the home’s inviting atmosphere. Recent updates include a NEW 2025 washer and dryer, along with a NEW 2024 refrigerator and water heater. What truly separates 100 Central is the lifestyle. Step downstairs directly into the heart of downtown Sarasota — where Whole Foods, Starbucks, award-winning restaurants, boutique shopping, the Sarasota Opera House, Florida Studio Theatre, and vibrant nightlife are all just outside your door. Marina Jack, Bayfront Park, St. Armands Circle, and Lido Beach are only minutes away. Residents enjoy an impressive collection of resort-style amenities, including a 24-hour concierge and secured access, a heated pool and jacuzzi, a fitness center, a private movie theatre, a resident club room and art studio, guest suite accommodations for visitors, and pet-friendly living. A standout feature rarely found downtown is the inclusion of TWO secure under-building parking spaces located high and dry on the 4th floor, along with additional storage. Whether you’re searching for a full-time residence, seasonal retreat, or luxury lock-and-leave lifestyle, Residence H716 delivers exceptional convenience, privacy, and walkable city living in the cultural heart of Sarasota.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Don Uffinger, Iii (941-504-2014)
3629 LONGMEADOW #38, SARASOTA, FL 34235
$214,900213 Days on yellowkey MLS ID: A4672951
1 Days Off yellowkey (back on 5/13/2026)
REDUCED by $10,000 (4.4%) on 04/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1023 Built: 1979 Tax: $1,858 (2025)Community: BriarfieldCondo
Taxes:$1,858
Elementary School: Gocio Elementary
Remarks: Virtually Staged. *NEW AC & WATER HEATER 2025* NEW WASHER & DRYER 2024. Come live the Florida lifestyle to the fullest in this charming 2-bedroom, 2 bath, corner Villa Located in Briarfield at the Meadows. This spacious floorplan with high ceilings in the living and dining room give an open and airy feel that's sure to please. Large bedrooms boost beautiful golf course views. Granite counter tops in kitchen and baths and a beautiful screened in lanai for entertaining or enjoying a sunset. The Villa has a separate locked storage room and a deeded parking space in a covered garage. The Villa also comes equipped with a Hurricane fabric protection system by Astroguard. Briarfield residents enjoy a lifestyle like no other with access to all the amenities at the Meadows which include but is not limited to: Private heated pool, pickleball courts, 15 miles of scenic oak-canopied walking/biking trails and a community center. The Country Club Membership is optional offering 54 holes of golf, Har-Tru tennis courts, a junior Olympic pool, fitness center, restaurants and events. Conveniently located minutes from University Town Center/Benderson Park and close to downtown. Award winning Siesta Key Beach is only a short drive away. Don't miss this opportunity to call this beautiful villa your home.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Rachel Angers (941-356-6537)
2255 CENTRAL AVE, SARASOTA, FL 34234
$359,00016 Days on yellowkey MLS ID: A4695874
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1914 Built: 1968 Tax: $4,693 (2025)Community: Cocoanut HeightsSpa: NoSingle Family
Taxes:$4,693
High School: Riverview High
Remarks: This 4-bedroom, 2-bathroom home presents an excellent investment opportunity with plenty of potential. Situated on a desirable corner lot and featuring a single attached garage, the property is conveniently located close to downtown, providing easy access to shopping, dining, and local amenities. Some TLC is required, making it an ideal choice for investors, renovators, or buyers looking to add value and build equity. Adding to its appeal, the seller is currently in the process of installing a new roof. Whether you're seeking a rental property, a flip project, or a home to customize to your own taste, this property presents an excellent opportunity in a sought-after location. Bring your vision and transform this property into something special!
Listing is courtesy of: STERLING REALTY (941-379-5810)
Listing Agent: Jeff Lawrence (941-315-5300)
5647 MONTE ROSSO RD, SARASOTA, FL 34243
$295,90055 Days on yellowkey MLS ID: A4692218
REDUCED by $2,000 (0.7%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1115 Built: 1994Monthly Fee: $332 Tax: $2,714 (2025)Community: Riviera Club Village At Longwood Run Ph 02Spa: NoVilla
Taxes:$2,714
Elementary School: Emma E. Booker Elementary
Remarks: Price Reduction!! Welcome to this 1,658 sq ft single-family home offering 2 bedrooms, 2 full bathrooms, a 2-car garage and a Florida room. This move-in-ready Villa has 1,115 sq ft of heated living space and a rare courtyard for outdoor living and gardening. The new roof (2020), new water heater (2022), new Central AC (2023), new ductwork, new electrical wiring, and security cameras are some of the upgrades for a stress-free living. You will love the skylight-filled living space with cathedral ceilings, which cuts down the electricity bill. A sliding door leads to the Florida room in the rear. Both bedrooms have wood-looking laminate floors. Granite counters and an eating space in the kitchen add to the ease of living. Other features include new ceiling fans and modern lighting. The all-ages Riviera Club Village is a highly sought-after community with low HOA fees and NO CDD. Trash charges are part of the property tax. The monthly HOA fee ($331.67) is comparatively low considering that it covers the maintenance and repairs of the roof, driveway, sidewalks, gutters, exterior painting, landscaping, tree trimming and street lights. This area was not affected by any of the recent hurricanes. The Longwood Park Community Center, owned and maintained by Sarasota County, is just around the corner and offers plenty of recreation facilities and amenities for all ages. Therein are playgrounds and rides, a gymnasium, indoor rooms for meetings and celebrations, Pickleball courts, Tennis courts, a Basketball court, a Baseball field, and dog-walks. For a healthier lifestyle, you can become a member of Sarasota's well-known Palm-Aire Country Club across the University Pkwy, which has one of the best swimming pools, spa, and recreation facilities like tennis, pickleball, 18-hole Golf Club, etc. For beach-lovers, the world-famous Siesta Key Beach is about 13 miles away, and it is only 10 miles to the idyllic Lido Key Beach. Living near several breathtaking blue keys, busy marinas, and extensive waterways of Sarasota is a dream come true. Think of yet another attraction, the European-styled St. Armands Circle, famous for high-end outdoor shopping, galleries, restaurants and a central park with circus-themed statues. Just behind the Riviera Club Village sits the reputed Foundations Christian Montessori Academy for K-12 graders. It takes barely 5-8 minutes to the sprawling University Town Center (UTC) Mall, Sarasota's upscale shopping and dining destination. Located close to the Sarasota-Bradenton International Airport, downtown Sarasota, the University of South Florida, New Florida State College, Ringling College of Art, and the Ringling Museum of Art, this place is one of the best locations to enjoy Florida's endless summer. Come and make it yours, and don’t miss this rare opportunity!
Listing is courtesy of: NEXTHOME IN THE SUN (941-706-1717)
Listing Agent: George Raju (507-722-6331)
5176 CEDAR HAMMOCK LN, SARASOTA, FL 34232
$319,90015 Days on yellowkey MLS ID: A4696717
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1246 Built: 1984Monthly Fee: $33 Tax: $2,077 (2025)Community: Cedar HammockSpa: NoVilla
Taxes:$2,077
Remarks: Virtually Staged. Welcome to this beautifully updated 2-bedroom, 2-bathroom home in the highly desirable Cedar Hammock community - offering exceptional value and move-in ready comfort. Step inside to an open, light-filled layout featuring newer luxury vinyl plank flooring, updated ceilings, recently painted inside and out, creating a clean, modern feel throughout. The kitchen has been tastefully upgraded with white shaker-style cabinetry, and stainless-steel appliances, making it both stylish and functional for everyday living. The lanai has been converted to a bonus room providing additional living space for your enjoyment. You will be able to enjoy the cool Florida winter evenings in front of your stone-faced wood burning fireplace in the great room. The bathrooms have been tastefully updated providing a clean and modern feeling. The Home provides flexible living space perfect for relaxing or entertaining. A one-car garage and inviting outdoor space with a fenced yard adds to the home’s overall appeal. Major systems are in solid condition, including a newer roof and HVAC system, providing added peace of mind. Located in a quiet neighborhood with ultra-low HOA fees, this home is just minutes from shopping, dining, downtown Sarasota, and world-famous Gulf beaches. Don’t miss this opportunity. Homes in Cedar Hammock rarely come available in this condition and price range. Schedule your showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Dave Clapp (941-376-1443)
800 N TAMIAMI TRL #312, SARASOTA, FL 34236
$690,000136 Days on yellowkey MLS ID: A4682076
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1323 Built: 2007 Tax: $7,012 (2025)Community: AlinariSpa: NoCondo
Taxes:$7,012
Remarks: All the luxury of new construction in this fully remodeled and fully furnished residence in Alinari featuring high-end finishes without the new-build price. It’s the best value in downtown Sarasota. Located in the Rosemary District, you’re moments from downtown’s premier dining, shopping and cultural attractions. Cross the street to the Quay and The Bay waterfront park or take a quick drive over the Ringling Bridge to St. Armands Circle and the powder-soft sands of Lido Beach. Urban energy and coastal tranquility, all within reach. The split two-bedroom, two-bath residence offers 1,323 square feet of open living space appointed with today’s most sought-after finishes, including luxury vinyl plank flooring in white oak, solid-wood cabinetry, quartz countertops, LED lighting with dimmers, premium fixtures and hardware, Lutron automated window shades and stone accent walls in the foyer and dining room. The great room opens to a private balcony overlooking Alinari’s expansive green space. The kitchen features soft-close solid-wood shaker cabinets with designer brass hardware, Cambria quartz countertops, an Elysium glass backsplash and under-cabinet lighting. The primary suite offers a generous walk-in closet, a dedicated coffee bar and an en-suite bath with a dual-sink vanity, honed marble tile and a frameless glass walk-in shower. Alinari is a well-run association with an active social community. Resort-style amenities include concierge service, a heated pool and spa with a sun deck, a private park, a fitness center, a sauna, a theater room, a social room, a billiards room, a business center, indoor bicycle storage and guest suites for visiting family and friends. Wine enthusiasts will appreciate the climate-controlled wine room with personal storage lockers. See it, love it and nothing to do but move right in.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peter Laughlin (941-356-8428)
4391 WOODMANS CHART #155, SARASOTA, FL 34235
$349,00038 Days on yellowkey MLS ID: A4694064
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 1977 Tax: $3,452 (2025)Community: Woodmans ChartVilla
Taxes:$3,452
Remarks: Nestled in the highly sought after community of Woodmans Chart, this 2 bedroom/2 bath villa combines architectural character, abundant natural light, and a resort style lifestyle just 15 minutes from downtown Sarasota and about 30 minutes from world-renown Siesta Key Beach. Soaring vaulted ceilings with striking wood beams create warmth and charm throughout most of the home, while recent interior paint and new plank-style tile flooring add a fresh, modern touch. The spacious living area also has a sun room adjoining it with a large skylight that basks the area in light, and creates a bright and welcoming gathering space. A spacious primary suite features a row of French doors that open to the main living area, enhancing the home's airy, open feeling. What was most likely once an open atrium has been thoughtfully enclosed to create a stunning sunroom featuring three skylights set into the vaulted ceiling. Bathed in natural light and surrounded by two walls of French doors, this inviting space would make an exceptional art studio, reading room, or extra sleeping area for guests. The entire rear of the home is designed to bring the outdoors in, with walls of glass featuring dual four-paneled sliding glass doors and a large picture window overlooking the expansive 35-foot screened lanai-perfect for entertaining, relaxing, or enjoying peaceful garden views. Just off the dining room, a door leads to a private outdoor patio finished with charming brick pavers-an ideal setting for relaxing outdoors in complete privacy, enjoying morning coffee, or soaking up the Florida sunshine. From the patio, you have direct access to the spacious two-car garage, offering both convenience and ample storage. Residents of Woodmans Chart enjoy access to two community pools as well as a private tennis court tucked away among mature trees and lush landscaping, adding to the peaceful, resort-style that makes The Meadows such a sought-after community. The 1600 acres of The Meadows offers 14 miles of scenic trails and optional memberships to a fitness center, tennis and pickleball courts, a Junior Olympic pool, and golf. Everyday conveniences are close at hand, with easy access to premium shopping, dining, and entertainment including The Fresh Market, Whole Foods, UTC Mall, the new Mote Marine Laboratory & Aquarium, and the popular Waterside district in Lakewood Ranch. This central location places the very best of the Sarasota lifestyle right at your doorstep. There is a One Time $1000.00 Capital Improvement fee at Closing.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Stacy Liljeberg (941-544-6103)
443 BIRD KEY DR, SARASOTA, FL 34236
$2,275,000106 Days on yellowkey MLS ID: A4686032
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2676 Built: 1966Monthly Fee: $100 Tax: $23,842 (2025)Community: Bird Key SubSpa: NoSingle Family
Taxes:$23,842
Elementary School: Southside Elementary
Remarks: Poised on the coveted island of Bird Key, just across the graceful span of the John Ringling Causeway Bridge from downtown Sarasota, this striking Mid-Century modern garden home captures the timeless ease of coastal living. This beautifully designed one-level residence offers three bedrooms, three baths, and 2,676 square feet of thoughtfully arranged living space, where clean architectural lines meet warm, inviting finishes. A neutral palette, 18-inch porcelain tile flooring, and dramatic stone accent walls create a sophisticated yet relaxed atmosphere throughout the open floor plan. Multiple seating areas flow naturally from one space to the next, anchored by a charming wood-burning fireplace—perfect for intimate evenings or lively gatherings. A wall of sliding glass doors dissolves the boundary between indoors and out, opening to a private tropical retreat. The heated pool and expansive screened patio are framed by lush landscaping and a comfortable outdoor seating area designed for effortless entertaining, sunset cocktails, and relaxed Florida afternoons. At the heart of the home, the spacious kitchen invites both conversation and culinary creativity. A large island with granite countertops, elegant pendant lighting, stainless steel appliances, and a stylish backsplash makes it equally suited for casual breakfasts or hosting memorable dinners with friends and family. Peace of mind meets modern convenience with hurricane-impact windows and doors throughout the home. Arrival is equally impressive. A circular paver driveway welcomes guests, complemented by beautiful outdoor lighting and a charming courtyard that leads to the front entrance—an inviting prelude to the warmth within. This home is also pet friendly with a fenced back yard area to keep your pooches secure. The neighborhood offers many walking areas and the Bird Key Park, directly across from the Bird Key Guard House entrance, is a wonderful place to enjoy sunset views over Sarasota Bay. Perfectly positioned just moments from the new Bird Key Yacht Club under construction, the boutiques and dining of St. Armands Circle, and the pristine sands of Lido Beach, this residence offers the rare combination of island serenity and vibrant coastal lifestyle. A timeless retreat in one of Sarasota’s most desirable communities—where elegance, comfort, and the gentle Gulf breeze come together beautifully.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Julie Klick (941-780-6001)
2480 ALAMEDA AVE, SARASOTA, FL 34234
$1,450,00023 Days on yellowkey MLS ID: A4695803
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2421 Built: 1960 Tax: $8,192 (2025)Community: Sarasota Bay ParkSpa: NoSingle Family
Taxes:$8,192
Remarks: Located within Sarasota city limits in the Indian Beach/Sapphire Shores neighborhood, 2480 Alameda Ave offers a beautifully remodeled, move-in ready home with real flexibility for how you use it. This 4-bedroom, 3.5-bathroom home was completely remodeled starting in 2021 with all-new plumbing, updated HVAC, new flooring, a reimagined kitchen, and fully remodeled bathrooms. The open floor plan is warm and inviting, featuring a custom fireplace with mantle, quartz counters, wood cabinetry, and a pantry off the kitchen leading to a dedicated laundry room. Outside, a saltwater pool and paver patio added in 2025 create a private oasis perfect for full-time living or generating exceptional rental income. A separate detached structure on the property opens the door to even more possibilities — artist studio, home office, she-shed, or additional guest accommodations. Already a proven rental performer before the pool was added, this property is primed for even stronger returns. Live here full time, rent it seasonally, or lease it annually — the choice is yours. Minutes to Downtown Sarasota, St. Armand's Circle, and Sarasota's famous Gulf beaches.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Catherine Aganmayo (612-910-9915)
1750 BENJAMIN FRANKLIN DR #5F, SARASOTA, FL 34236
$850,00023 Days on yellowkey MLS ID: A4693130
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1781 Built: 1970 Tax: $8,633 (2025)Community: Key Tower SouthCondo
Taxes:$8,633
Remarks: Experience the best of beachfront living at Key Tower South on Lido Beach. The expansive beach views are nothing short of spectacular from the moment you enter the lobby. As your guests enter this spacious 1,781-square-foot residence, their first impression will be the lovely hospitality bar in the large foyer area. This well-appointed unit features a large open living and dining area bordered by a 23 foot long sunroom. * * * There are two generous bedrooms plus a versatile den with a built-in Murphy bed concealed within attractive custom wood cabinetry. Large travertine stone tile flooring flows throughout the main living areas, while the primary suite offers brand-new carpeting, two large walk-in closets, a dual sink vanity, a comfort-height toilet, a walk-in shower and its own private sunroom. Abundant storage throughout the entire residence adds to its everyday convenience and the recessed lighting creates a contemporary feel. The kitchen is well laid out with lots of counter space and areas for admirers or critics to pull up a bar stool and watch the chef work their magic. * * * Enjoy the peaceful eastern exposure on the private terraces off both the living room and primary bedroom, providing inviting sunlit spaces to relax and take in views of the Sarasota skyline, which sparkles beautifully after sunset. One of the home's two air-conditioning systems is brand new and the other was installed in 2022. * * * Key Tower South has undergone extensive renovations, including a complete transformation of the lobby and common areas in 2025. The building also features its own perimeter hurricane and storm-surge protection system for added peace of mind. Residents enjoy 220 feet of private Gulf-front beach, direct beach access, a heated beachfront pool, expansive sun deck, fitness center, saunas, library, bike storage, and on-site management. This exceptional residence offers the comfort, convenience, and lifestyle that make Lido Beach one of Sarasota's most desirable waterfront destinations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
3092 VIA SIENNA CIR, SARASOTA, FL 34243
$425,00023 Days on yellowkey MLS ID: A4695432
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2221 Built: 2022Monthly Fee: $250 Tax: $4,580 (2025)Community: Sienna Park Twnhms/UniversityTownhouse
Taxes:$4,580
Remarks: Welcome to 3092 Via Sienna Circle, a light, bright, and beautifully designed end unit townhome in the gated community of Sienna Park at University. With 3 bedrooms, 2.5 baths, a 2-car garage, 2 separate living spaces, and peaceful permanent conservation views, this home offers the space, privacy, and feel of a single family home with the low-maintenance convenience of townhome living. From the moment you arrive, you will notice the extra breathing room this end unit provides. The pavered driveway easily fits up to 4 cars, and guest parking is conveniently located right across the street. Inside, the home feels open and inviting, with natural light pouring in and private views that make you forget you are in a townhome. The well-appointed kitchen is both beautiful and functional, featuring plenty of workspace, great storage, and a huge Costco-sized pantry that everyone dreams about. The layout offers flexibility for everyday living, entertaining, working from home, or creating separate spaces for relaxing and gathering. Upstairs, all 3 bedrooms are generously sized and feature large walk-in closets, giving everyone the storage they need. The spacious laundry room adds even more convenience, while the epoxy-coated garage floor gives the garage a clean, finished feel. Sienna Park at University is a quaint, gated community with a community pool and a charming neighborhood feel. The location is hard to beat, just moments from University Town Center, SRQ Airport, Downtown Sarasota, dining, shopping, entertainment, and some of Florida’s most beautiful world-class beaches. If you have been looking for a townhome that truly lives more like a single family home, with privacy, space, storage, and an unbeatable Sarasota location, this is the one.
Listing is courtesy of: INNOVATE REAL ESTATE (941-202-1723)
Listing Agent: Jennifer Young (484-560-0809)
5655 BENTGRASS DR #9-116, SARASOTA, FL 34235
$299,00056 Days on yellowkey MLS ID: A4691878
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1615 Built: 2002 Tax: $3,278 (2025)Community: Las Palmas Of SarasotaTownhouse
Taxes:$3,278
Remarks: One of the most spectacular renovations in all of Las Palmas is now available. This unit has been meticulously and professionally redone in 2024; designed to appeal to the discerning buyer. Beautiful tile floors throughout greet you when you first enter this three-story townhouse. Up one flight of stairs brings you to the heart of the home. A beautiful and tasteful kitchen with solid wood cabinets, granite counter tops, stainless appliances and a tile backsplash. The kitchen has an open feel and flows seamlessly into the family room. A generous dining area completes this special space. From the family room, you can step out onto your private balcony, recently sealed and rescreened with screening meant to keep out the bugs. The view of the serene lake is a sight to behold. On this level there is also a bedroom, and full bath which underwent a total renovation. Up another flight of stairs brings you to the main bedroom, with a spa like renovated main bathroom and walk in closet. Another bedroom on this level can be utilized with endless possibilities. The closet contains custom shelving. The washer and dryer are also on this level making laundry day a breeze. All the doors have been replaced and repainted, all the railings have been repainted as well. Add these to the total interior painting and this wonderful unit is move in ready. A private one car garage, new impact windows on the third floor and a NEW ROOF make this unit a must see. Come live the dream.
Listing Agent: Susan Noah (941-468-9286)
1685 LAUREL ST #3, SARASOTA, FL 34236
$849,500176 Days on yellowkey MLS ID: A4676566
REDUCED by $25,490 (2.9%) on 05/13/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1667 Built: 2005Monthly Fee: $850 Tax: $7,785 (2025)Community: The Villas On LaurelTownhouse
Taxes:$7,785
High School: Sarasota High
Remarks: Virtually Staged. Just one block from Burns Court and 2 more blocks to Main Street, this beautifully updated three-bedroom, three-bath townhome with loft offers a rare combination of privacy, sophistication, and truly walkable downtown living. Thoughtfully positioned within an intimate community of 9 units, this residence enjoys views of the pool and lush greenery through tall impact casement windows from nearly every room—creating a far more private and serene setting than typically found in downtown living. Spanning two thoughtfully designed levels, the home blends architectural character with modern comfort and functionality. Recent improvements include new luxury vinyl flooring, fresh interior and exterior paint, a new HVAC system, and a new roof, offering both style and peace of mind. The kitchen is designed for everyday ease and entertaining alike, featuring a gas range and complemented by the efficiency of a tankless water heater. The first floor features a private guest bedroom with a full bath just across the hall—ideal for visitors, a home office, or flexible living needs. Upstairs, the spacious primary suite and additional guest suite each offer ensuite baths, while the loft provides the perfect flex space for a media room, office, fitness area, or reading retreat. Located within a pet-friendly community, residents enjoy effortless access to acclaimed restaurants, boutiques, galleries, theaters, waterfront parks, marinas and directly adjacent to Laurel Community Park. The association has recently completed an extensive capital improvement program, significantly enhancing the long-term value and stability of the community while maintaining comparatively low HOA dues. Major completed projects include roof replacement, exterior painting, pool resurfacing with pebble quartz finish, asphalt paving, updated landscaping and irrigation systems, outdoor lighting improvements, garbage enclosure replacement, and continued preventative maintenance. A comprehensive property assessment completed in 2025 confirmed the property’s well-maintained condition and long-life asset profile, with most major systems recently renewed or significantly extended through capital investment. Additional conveniences include two dedicated parking spaces, access to a community storage room ideal for beach gear and bicycles, and shared outdoor space with room for grilling and entertaining. Elegant yet comfortable, private yet connected, this impeccably maintained residence captures the essence of refined downtown living in one of Sarasota’s most desirable neighborhoods, Historic Laurel Park.
Listing is courtesy of: MAPP REALTY & INVESTMENT CO (941-379-2448)
Listing Agent: Mandy Mapp (941-650-6009)
1709 N TAMIAMI TRL #416, SARASOTA, FL 34234
$525,00064 Days on yellowkey MLS ID: A4690932
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $6,366 (2025)Community: The Strand Of SarasotaCondo
Taxes:$6,366
Remarks: Exceptional opportunity to experience a premier waterfront lifestyle in this contemporary condo, located just minutes from the vibrant energy of downtown Sarasota and our award-winning local beaches. Amazing water views from sunrise to sunset right outside your door. This gated community offers a suite of high-end amenities, including a state-of-the-art fitness center, a serene pool, and direct water access—perfect for launching a kayak or paddleboard through Whitaker Bayou into Sarasota Bay. A community dog park and fire pit are also available. The residence itself features modern styling with clean lines and is complemented by practical luxuries such as custom designer shades and curtains throughout and a large organized walk in closet in the owners suite. Additional features of this property include: -Den/Office with built in closet. - Dedicated underground parking space, additional storage, and secure elevator access. - A full-size front-load washer and dryer conveniently located adjacent to the owner's suite walk-in closet. - Significant investment potential, with the rare benefit of permitting weekly rentals. Whether you are seeking a personal sanctuary or a high-performing income-generating property, this residence is an ideal choice.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
630 CORWOOD DR, SARASOTA, FL 34234
$799,00068 Days on yellowkey MLS ID: A4690643
REDUCED by $25,500 (3.1%) on 06/14/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1897 Built: 1963 Tax: $7,711 (2025)Community: Corwood ParkSpa: NoSingle Family
Taxes:$7,711
Remarks: Welcome home to Corwood Park—where Sarasota living feels effortless. Tucked into one of the area's most sought-after pockets west of the Trail, this beautifully updated home offers the rare combination of move-in-ready comfort, a sparkling pool, and a lush, private setting on nearly a quarter acre. From the moment you arrive, mature tropical landscaping sets a peaceful, resort-like tone that continues throughout the property. Inside, the renovated kitchen is a standout, featuring crisp shaker cabinetry, new countertops, and stainless-steel appliances—a space designed for both everyday living and entertaining. New tile flooring flows throughout the home, the bathrooms have been tastefully updated, and impact-rated patio doors add both style and peace of mind. A new high-efficiency washer and dryer round out the thoughtful upgrades, so all you need to do is unpack and settle in. Step outside to your own private oasis: a refreshed pool area perfect for morning swims, weekend barbecues, or simply unwinding under the Florida sun. The spacious, beautifully shaded lot offers room to garden, play, or simply enjoy the outdoors in privacy. The location is hard to beat—just minutes from the shimmering waters of Sarasota Bay (hello, sunset views), the Ringling Museum, Sarasota Jungle Gardens, downtown Sarasota's dining and arts scene, SRQ Airport, and some of the area's most beautiful beaches. Whether you're searching for a forever home, a seasonal escape, or simply a place that feels like vacation every day, this Corwood Park gem checks every box—comfort, character, and an unbeatable address.
Listing is courtesy of: CCI REALTY (954-667-6692)
Listing Agent: Oscar Betancourt (954-854-3959)
140 S BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$2,350,000120 Days on yellowkey MLS ID: A4683280
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2206 Built: 1951 Tax: $19,449 (2025)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$19,449
Remarks: Welcome to an extraordinary opportunity on Lido Key, where refined coastal elegance meets exceptional investment potential. This beautifully appointed three-bedroom, two-bath pool home is being offered fully turnkey furnished and has an established history as a successful income-producing rental property, making it as smart as it is stunning. Nestled beneath mature shade trees on an oversized 10,285 square foot lot, the property offers rare privacy just moments from the beach. Lush tropical landscaping surrounds the home, creating a serene island setting that feels worlds away while remaining close to everything that makes Lido Key so desirable. Inside, soaring ceilings and expansive windows flood the home with natural light, enhancing the open-concept layout designed for effortless entertaining and everyday comfort. Warm wood floors, thoughtfully curated finishes, and a soft coastal palette create a relaxed yet sophisticated ambiance throughout. Every space feels intentional, welcoming, and ready to enjoy from day one. The chef’s kitchen is a true centerpiece, featuring rich custom cabinetry, granite countertops, stainless steel appliances, double ovens, a wine fridge, and an extended breakfast bar perfect for hosting family and guests. The adjacent dining area opens seamlessly through sliding glass doors to the outdoor living space, blurring the lines between indoor comfort and Florida sunshine. The spacious primary suite serves as a private retreat, complete with vaulted ceilings and a spa-inspired bath offering dual vanities, custom cabinetry, and a walk-in shower. Two additional guest bedrooms provide flexibility for visitors or vacation renters, while a full-size laundry area, built-in workspace, and generous storage add convenience to the home’s thoughtful design. Step outside and discover your own private resort. The sparkling pool and expansive patio create the ultimate backdrop for entertaining, relaxing, and soaking in the year-round Florida lifestyle. Covered dining areas and multiple lounging spaces make this backyard oasis ideal for everything from quiet mornings with coffee to lively sunset gatherings. Location is everything, and this home delivers. Just minutes from the pristine sands of Lido Beach and the iconic boutiques and dining of St. Armands Circle, you’ll enjoy immediate access to world-class shopping, waterfront restaurants, boating, and the vibrant arts and culture of downtown Sarasota. Lido Key continues to be one of the Gulf Coast’s most coveted destinations, prized for its laid-back luxury and strong vacation rental demand. Whether you are searching for a sophisticated island residence, a luxury vacation retreat, or a high-performing investment property with proven income history, this exceptional Lido Key home offers the rare combination of lifestyle, location, and long-term value. This is more than a home — it is the island dream realized.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
1010 VILLAGIO CIR #106, SARASOTA, FL 34237
$249,9001233 Days on yellowkey MLS ID: A4560093
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002Monthly Fee: $329 Tax: $2,049 (2021)Community: Villagio CondominiumCondo
Taxes:$2,049
Elementary School: Tuttle Elementary
Tax Year: 2021
Remarks: WONDERFUL. UNIQUE SARASOTA CONDO ON A VERY CONVENIENT PLACE. NEAR DOWNTOWN, BEACHES, ST. ARMANDS CIRCLE SHOPPING-RESTAURANTS AND ORIOLES BASEBALL STADIUM. AFFORDABLE PRICE.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Gloria Insua Massa (941-302-8123)
1100 IMPERIAL DR #108, SARASOTA, FL 34236
$569,00042 Days on yellowkey MLS ID: A4692243
REDUCED by $30,000 (5.0%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1262 Built: 1971 Tax: $7,769 (2025)Community: Bays Bluff Atps Sec 1Spa: YesCondo
Taxes:$7,769
Remarks: MOTIVATED SELLER! DON'T MISS THIS OPPORTUNITY! This 1st floor end-unit directly faces Sarasota Bay and offers the ability to walk right out to the bayfront. As the largest floor plan available in Bay’s Bluff, the residence spans the entire width of the building and, with its expansive windows, offers either sunrise or sunset views from every room - - - and wonderful cross breezes! * * * Nicely updated, this unit is move-in ready with some furniture included. Hurricane-impact windows provide added peace of mind. The screened lanai is a wonderful place to sit, relax and watch the seabirds, sailboats, and breathtaking sunsets. * * * Bay’s Bluff is a charming, pet-friendly mid-rise community. Are you a dog lover? Imagine being able to take your dog out directly from your unit and walk with them along the bayfront. * * * The waterfront heated pool and grill area are ideal for hosting a sunset cocktail party or cookout. Or relax at the water’s edge in an Adirondack chair on the community’s 267-foot private seawall, where the soothing sounds of the bay will calm your mind and spirit. * * * Location, location, location! Publix grocery is conveniently located just across the street; The Bay Park, Sarasota’s 53-acre cultural and waterfront destination, is only two blocks away; downtown Main Street is just one mile away, offering easy access to world-class dining, theaters, galleries and shopping; the Sarasota-Bradenton Airport is 4 miles away; and one of Sarasota’s many wonderful beaches lies just on the other side of the Ringling Bridge that you can see from the lanai. * * * Don’t miss this rare opportunity to own a premier bayfront residence in downtown Sarasota, with water views and a prime location.
5019 STEVENS DR, SARASOTA, FL 34234
$635,000122 Days on yellowkey MLS ID: A4683765
1 Days Off yellowkey (back on 6/13/2026)
REDUCED by $5,000 (0.8%) on 06/11/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1592 Built: 1957 Tax: $5,172 (2025)Community: Sapphire HeightsSpa: NoSingle Family
Taxes:$5,172
Remarks: Under contract-accepting backup offers. Fully renovated mid-century gem in the charming and highly coveted Indian Beach Sapphire Shores neighborhood of Sarasota. This exceptional three-bedroom, two-bathroom home has been lovingly preserved and thoughtfully restored with a strong emphasis on period-appropriate mid-century design and timeless style. Original terrazzo floors sparkle throughout the main living areas, honoring the home’s architectural roots. The fully renovated kitchen features new high-end appliances and blends seamlessly with the home’s classic aesthetic. The former Florida room has been transformed into comfortable year-round living space with permanent climate control, with the design anchored by an authentic vintage 1960s Preway wood-burning cone fireplace — a true statement piece. High-end mid-century light fixtures are showcased throughout, including multiple authentic Herman Miller pieces. Major updates provide peace of mind, including a new roof (2023), brand-new HVAC system and ductwork (2024), and a new solid wood privacy fence (2024). All bedrooms offer sizable closets, and the large zero-scaped front yard ensures beauty with minimal maintenance. The expansive backyard is a private retreat, featuring a generous paver patio and ample space for a pool or future additions. A newly installed barrel sauna and cold plunge create a spa-like sanctuary along the side yard, with convenient access from the principal suite. The true highlight of the home is the architect-designed principal bedroom and bathroom suite, completed in 2025 — an incredibly rare feature for this neighborhood and era. Designed as a private oasis, the light-filled bedroom includes a picture window and charming window seat, thoughtfully separated from the two guest bedrooms on the opposite wing of the home. The spacious en-suite bathroom is professionally interior designed and features high-end fixtures, a large walk-in shower, a freestanding spa tub, double vanity, and a walk-in closet. An exterior door provides direct access to the outdoor spa area for seamless indoor-outdoor living. Ideally located, this home is within a short distance to multiple beautiful waterfront parks and the renowned The John and Mable Ringling Museum of Art. Just five minutes to downtown Sarasota and ten minutes to the pristine beaches of Lido Key, you’ll enjoy the very best of Sarasota’s natural beauty and vibrant cultural scene — all from the comfort of your exquisitely restored mid-century home in one of the city’s most beloved neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Agnes Cameron (941-388-3966)
2542 22ND ST, SARASOTA, FL 34234
$319,90022 Days on yellowkey MLS ID: A4695742
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1320 Built: 1986 Tax: $3,189 (2025)Community: Lorraine Park Rep Of PtSpa: NoSingle Family
Taxes:$3,189
Remarks: Welcome home! Nestled in a quiet, established Sarasota neighborhood on a dead end street, this charming 3-bedroom, 1-bath single-family home offers comfort, convenience, and plenty of outdoor space This 3 bedroom 1 bathroom was originally rehabbed 2018 and remodeled 2026 move in ready. Garage door 2018, new sewer service 2018, new roof 2018, new fence 2026 Seller ordered new impact windows will be installed in 6 weeks ((Front Window is PHOTO Changed Not Installed Yet! )) No HOA here Conveniently located minutes away from downtown Sarasota and Lido Beach. You are minutes away from world-class Gulf beaches, local parks, premier shopping, and the Sarasota-Bradenton International Airport
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Michel Ruiz (941-914-2460)
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