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Sarasota High - A4687427 - 1734 WISCONSIN LN, SARASOTA, FL 34239 Just Added on 04/24/2026 10:42AM
$1,650,000 | Single Family Home | 4 beds | 4.5 baths | 2 gar
New Build. Seller Offering $40,000 Pool Credit at Close. Located West of the Trail, this newly built modern home offers exceptional value in one of Sarasota’s most desirable in-city neighborhoods. Built in 2024, the residence features 4 bedrooms, 4.5 baths, and approximately 2,900 square feet of thoughtfully designed living space. Positioned within city limits, it provides flexibility for rental opportunities (7 Night Minimum) while still delivering a luxury lifestyle just minutes from Downtown Sarasota, Southside Village, and Siesta Key Beach. Close to Sarasota Memorial Hospital and the coveted Southside school district. The home blends clean contemporary design with energy-efficient construction, open living spaces, and seamless indoor-outdoor flow ideal for entertaining. Room for a pool! With limited new construction available in this area at this price point, it stands out as a strong opportunity for both end users and investors. A rare combination of location, modern design, and long-term value in the heart of Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY
Sarasota High - A4690268 - 847 FREELING DR, SARASOTA, FL 34242 Just Added on 04/24/2026 9:52AM
$3,950,000 | Single Family Home | 4 beds | 4.5 baths | 2 gar
Located in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coastal home. Positioned on the first street onto Siesta Key, the location provides exceptional convenience to the bridge, mainland, and all that the island has to offer. The home features 4 bedrooms and 4.5 bathrooms, with the upper level remaining intact and in great condition. The ground level experienced flooding during the recent hurricanes; however, the seller has already completed professional remediation, providing a clean slate for updates and renovations to suit your vision. Situated on a protected deep-water basin, the property is ideal for boating and waterfront living, complete with a private dock, no fixed bridges, and direct access just minutes to the Gulf. The home also features a pool, offering the perfect foundation to create a true coastal retreat. This is a unique opportunity to secure a well-located waterfront property and finish it to your exact specifications in one of Siesta Key’s most desirable communities.
Listing is courtesy of: COMPASS FLORIDA LLC
Booker High - A4690848 - 8113 STERNWAY RD, SARASOTA, FL 34240 Just Added on 04/24/2026 9:29AM
$549,900 | Single Family Home | 2 beds | 2.0 baths | 2 gar
Why build when you can buy this beautiful like new home that is only a few years young! Located in beautiful LAKEHOUSE COVE this well-maintained like new 2-bedroom, 2-bathroom residence offers a comfortable layout designed for everyday living and entertaining. The home features high ceilings, an open living area filled with natural light, complemented by a functional kitchen with white cabinetry, stainless appliances, and kitchen island. The split-bedroom floor plan provides added privacy, while the primary suite includes a private bath and generous closet space. Step outside to enjoy the backyard setting with room to relax or create your own outdoor retreat. Lakehouse Cove has a wonderful amenity package with a large resort pool, pickleball courts, playground, bocce ball court, kayak launch and dog park! Conveniently located with easy access to Lakefront dining, shopping, Lakewood Ranch's numerous activities, this property presents a great opportunity to enjoy the Florida lifestyle.
Listing is courtesy of: RE/MAX ALLIANCE GROUP
Sarasota High - A4689477 - 5924 MIDNIGHT PASS RD #507, SARASOTA, FL 34242 Just Added on 04/24/2026 9:01AM
$1,250,000 | Condo | 2 beds | 2.0 baths | 1 car
An exceptional opportunity to secure a Gulf-front residence in the highly sought-after Sarasota Surf & Racquet Club on Siesta Key. Positioned on the 5th floor, this two-bedroom, two-bath condominium offers sweeping, unobstructed views of the Gulf of Mexico?the kind of breathtaking backdrop that defines true beachfront living. With 1,195 square feet of interior space plus an expansive 200-square-foot lanai, the layout provides the perfect canvas to create a custom coastal retreat tailored to your personal vision. From sunrise reflections to vivid sunset skies, the panoramic water views take center stage from the main living areas and outdoor space, delivering an ever-changing coastal experience. Sarasota Surf & Racquet Club is known for its prime beachfront location and resort-style setting, offering residents access to a wide array of amenities including tennis courts, swimming pools, fitness facilities, and direct access to Siesta Key?s world-renowned white sand beach. The community?s established reputation and desirable location continue to make it a favorite for both personal enjoyment and long-term investment. Offered at a compelling value reflective of its unique opportunity, this residence presents a rare chance to sec
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY
Braden River High - TB8500945 - 5321 GARDENS DR, SARASOTA, FL 34243 Just Added on 04/24/2026 8:40AM
$699,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
This well maintained home in the West Palm community is truly one not to miss! Everything you've been looking for is here; offering many updates with luxury touches. The home offers a three bedroom split plan, with an open flow and ample space for entertaining, and enjoying family life. The primary bedroom and bath are an oasis for comfort and relaxation and the walk-in closet offers impressive space. One of the upgrades includes the gorgeous Pebble Tec finished pool and paved decking, which is sure to please those loving the out of doors. The home includes special touches such as; upgraded windows, vaulted ceilings, custom window coverings, plantation shutters, updated flooring, recent exterior paint and so much more! Buyers will be "wowed" by the features offered in the oversized garage; with it's finished flooring, generous cabinetry and an additional area for storage. The HOA fee is a reasonable $500 per year. Put this one on your list to see today!
Listing is courtesy of: FUTURE HOME REALTY INC
Venice Senior High - TB8501357 - 6099 BENEVENTO DR, SARASOTA, FL 34238 Just Added on 04/23/2026 10:50PM
$429,990 | Single Family Home | 2 beds | 2.0 baths | 2 gar
Charming One-Level Paired Villa on Corner Lot in The Isles of Palmer Ranch – For sale by Owner. Welcome to this beautifully maintained, one-owner home located on a premium corner lot in the highly desirable Isles of Palmer Ranch community. Built in 2010, this spacious, 1,542 square foot one-level half duplex offers the perfect blend of comfort, functionality, and Florida living. The home features an open-concept, split floor plan layout with a bright and airy living room that flows seamlessly into the kitchen and dining area – perfect for both everyday life and entertaining. The spacious primary suite includes a large bedroom, en-suite bathroom, and generous walk in closet. A comfortable guest bedroom and a versatile office/den provide flexible space for visitors, work-from-home needs or hobbies. Step outside to enjoy the classic Florida lifestyle on your covered porch and screened-in lanai with immaculate hot tub. All of this overlooking a peaceful retention pond that offers added privacy and a relaxing backdrop. As an original owner home, it has been lovingly cared for and is move-in ready. Gorgeous Resort Style Amenities: Heated Pool Lighted Clay Tennis / Pickleball Courts Bocce Ball Courts, Basketball, Playground Fitness Center Large Community Clubhouse – enjoy books, cards, scrabble and more with neighbors. Community is located about 7 miles to Siesta Key Beach and 2 miles to the Legacy Bike Trail. Minutes away from shopping, golf, restaurants, Sarasota Memorial Hospital and quick access to I-75.
Listing is courtesy of: LISTED SIMPLY
Booker High - A4690932 - 1709 N TAMIAMI TRL #416, SARASOTA, FL 34234 Just Added on 04/23/2026 10:49PM
$525,000 | Condo | 1 beds | 2.0 baths | 1 gar
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
Riverview High - A4689074 - 1970 DEBBIE ST, SARASOTA, FL 34231 Just Added on 04/23/2026 10:38PM
$515,000 | Half Duplex | 4 beds | 4.0 baths
Don’t miss this exceptional opportunity to own an updated, income-producing duplex. Each unit offers its own private entrance, opening into a bright and functional living, dining, and kitchen space—perfect for comfortable everyday living or attracting quality tenants. Both units feature 2 bedrooms and 2 full bathrooms, providing an ideal layout for privacy and convenience. Step outside to enjoy a covered back patio for each unit, creating the perfect spot to relax or entertain. Location truly sets this property apart—situated just minutes from shopping, dining, and popular attractions, and only a short drive to Siesta Key. Positioned west of the trail, this highly sought-after area continues to hold strong value, making it a smart addition to any investment portfolio. Whether you’re looking to generate rental income, or expand your real estate holdings, this duplex offers versatility, location, and long-term potential.
Sarasota High - A4690325 - 2632 SUNNYSIDE ST, SARASOTA, FL 34239 Just Added on 04/23/2026 9:31PM
$395,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Charming mid-century modern 3 bedroom, 2 bathroom home with an oversized 2-car garage, located in the established, deed-restricted South Gate neighborhood of Sarasota. Offering classic Florida style, the home features original terrazzo flooring throughout the home with the exception of ceramic tile in the kitchen and a functional layout with a spacious primary bedroom that includes an en-suite bathroom and walk-in closet. The living room features a built-in bookshelf, and an enclosed sunroom offers flexible space for a home office or additional family area. The home retains original features and offers ample storage throughout, plus a bonus workshop suitable for hobbies or projects. Recent updates include AC replacement (2023) a new garage door (2023), and brand-new toilets. Home is connected to county sewer and comes with Hurricane shutters. The optional South Gate Community Association offers access to a community pool and community center, including the architecturally significant Victor Lundy-designed property with events and weekly classes. Located in the highly sought-after Southside Elementary school district and near Southside Village, Sarasota Memorial Hospital, and just minutes to Siesta Key Beach, with convenient access to shopping, dining, and everyday amenities.
Sarasota High - A4690001 - 4701 ATLANTIC AVE, SARASOTA, FL 34233 Just Added on 04/23/2026 8:39PM
$469,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
One or more photo(s) has been virtually staged. No HOA, an oversized lot, a private pool and hot tub- this home is truly paradise in paradise. We didn’t even talk about the location- This rare opportunity is approximately 7 miles or about 15 minutes from world-famous Siesta Beach and downtown Sarasota. 4701 Atlantic offers 3 bedrooms, 2 bathrooms, and 1,656 square feet of living space on an expansive 17,550 sq ft lot—giving you privacy where you may even forget you have neighbors! Inside, the kitchen is designed to impress and perform, featuring three Bosch ovens, rich walnut wood countertops, a farmhouse sink, and generous cabinet space—perfect for cooking, baking fresh cookies or sourdough bread, and entertaining. The main level includes the primary bedroom, living and dining space along with a versatile flex room with a fireplace. This flex room is ideal as a family room, game room, office, guest space, or even a fourth bedroom. Upstairs, two generously sized bedrooms and a full bathroom provide comfort and separation for family or guests. When you go outside, you step into your own private retreat. The backyard is lush and inviting with a large lanai and private pool and hot tub, a dedicated space for gardening or displaying plants, and even a separate covered patio area. Enjoy harvesting mangoes, passion fruit, and peaches right from your own yard during the growing seasons. Additional highlights include a metal roof, a spacious garage with room for vehicles and toys, and extra backyard space suitable for storing a trailer or small boat. Located nearby many local schools, shopping, dining, downtown Sarasota, and world-famous Siesta Beach, this home offers an exceptional combination of space, flexibility, and Florida lifestyle. Call to schedule your private showing today.
Listing is courtesy of: CERUS REALTY
Venice Senior High - N6144038 - 4130 CENTRAL SARASOTA PKWY #1836, SARASOTA, FL 34238 Just Added on 04/23/2026 7:43PM
$174,500 | Condo | 2 beds | 2.0 baths | 1 car
Welcome to this beautifully updated 2-bedroom, 2-bath condo offering the perfect blend of comfort, convenience, and lifestyle. Step inside to find a bright, open layout with high end, modern finishes, an updated kitchen with quartz countertops, and well-appointed living spaces with wood floors designed for easy living and entertaining. No stone was left unturned when designing this space. This unit is perfectly suited for even the most discerning buyers! Enjoy resort-style amenities including a heated pool and spa, a well-equipped fitness center, and an inviting clubhouse—ideal for relaxing or socializing. This gated community provides both security and a serene atmosphere. Perfectly situated between downtown Venice and downtown Sarasota, you’ll have quick access to dining, shopping, entertainment, and cultural attractions. Plus, you’re just minutes from some of Southwest Florida’s most beautiful beaches, including Siesta Key, making every day feel like a vacation. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this condo checks all the boxes.
Listing is courtesy of: LPT REALTY, LLC
Sarasota High - A4690645 - 704 S LOCKWOOD RIDGE RD, SARASOTA, FL 34237 Just Added on 04/23/2026 7:29PM
$575,000 | Single Family Home | 3 beds | 2.5 baths | 1 gar
Looking for home sweet home West of the Legacy Trail, close to all things the Sarasota lifestyle has to give- not limited to but including Shopping, dining, beach proximity, activities, walking trails, pickleball courts and much much more? Welcome to this 3-bedroom, 2.5 bathroom single family home in Sarasota, where location, location, location truly defines the lifestyle. Positioned on a corner .21-acre lot with NO HOA OR CDD, this home places you just a stone’s throw from the Legacy Trail, with walking access to pickleball courts, tennis courts, Pompano Park, and Locklear Park, plus nearby community amenities. Whether it’s biking, running, or social recreation, everything is right outside your door. The backyard is the standout feature, thoughtfully designed for entertaining and everyday enjoyment. Enjoy a fire pit area, low maintenance astro turf, multiple seating zones, a gazebo, and a screened in porch that can easily be converted into a full outdoor kitchen. The large yard offers ample room to build a pool, all surrounded by mature oak trees and a mango tree that add shade and character. Inside, the home offers 2,346 sqft with spacious bedrooms, a flexible bonus room for work or guests, and a primary bath with a garden tub. Major updates include an AC system replaced in 2022, water heater in 2024, along with the benefit of being in Flood Zone X with a raised foundation. The dining area has custom built-in seating with storage area to accommodate small or large gatherings, built with the intention for hours of entertaining. This is a rare opportunity to own a home that combines space, updates, and one of Sarasota’s most activity rich locations. With lots of potential, let the imagination take over as you create the space you desire and deserve to have!
Listing is courtesy of: PREFERRED SHORE LLC
Sarasota High - O6401903 - 2155 WEBBER ST, SARASOTA, FL 34239 Just Added on 04/23/2026 6:33PM
$315,000 | Single Family Home | 2 beds | 1.0 baths | 1 car
Discover a rare opportunity in the heart of Sarasota — a historic 2-bedroom, 1-bath home on a lot offering over 4,700 sq ft of buildable space, priced at $315,000. Whether you're an investor, developer, or end-user ready to build your dream home, this property delivers serious upside. Ideal for a high-end single-family residence or a rent-by-the-room income strategy, the existing structure and generous lot give you the flexibility to execute your vision. Located just minutes from Sarasota Memorial Hospital and the world-famous Gulf Coast beaches, the parcel falls outside most flood plains — sitting in FEMA Flood Zone X — offering peace of mind and reduced insurance costs. Redfin Sarasota Memorial Hospital is less than one mile away, making this an especially attractive location for healthcare workers or medical tourism rentals. The property is situated in the Southgate neighborhood within ZIP code 34239 — one of Sarasota's most sought-after in-town corridors. Don't miss this investor-friendly opportunity in one of Southwest Florida's premier real estate markets.
Listing is courtesy of: REAL BROKER, LLC
Booker High - A4691066 - 590 45TH ST, SARASOTA, FL 34234 Just Added on 04/23/2026 5:13PM
$729,777 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Located in the highly sought-after Sapphire Shores / Indian Beach neighborhood, this beautifully updated 3-bedroom, 2-bathroom block home sits on a spacious .23-acre corner lot just a short walk to the Ringling Museum and Sarasota Bay—perfect for enjoying evening sunsets. Inside, the home has been thoughtfully renovated from top to bottom with fresh updates throughout. Features include impact windows, new HVAC system, new hot water heater, tile flooring throughout, crown molding, new baseboards, and fully updated kitchen and bathrooms. The bathrooms offer a modern touch with floating double-sink vanities, along with nicely tiled showers and bath areas. Every detail has been refreshed, including fixtures and finishes, creating a clean and move-in-ready space. Bonus Florida room under air off the dining area and a large laundry room with extra cabinets, sink, and exterior/garage access. Step outside to a fully fenced backyard with a new paver patio, fresh landscaping, pavered walkway, and freshly painted exterior. The oversized corner lot provides plenty of room to add a pool or park your RV or boat—nice flexibility in this location. Conveniently located just minutes from University Parkway shopping and dining, downtown Sarasota, and the beaches of Lido Key or Siesta, this home offers the perfect combination of lifestyle, location, and modern updates.
Listing is courtesy of: RELAX PROPERTY GROUP, LLC
Bayshore High - A4690277 - 6916 ALDERWOOD DR, SARASOTA, FL 34243 Just Added on 04/23/2026 4:33PM
$415,000 | Single Family Home | 3 beds | 3.0 baths
One or more photo(s) has been virtually staged. Set in a convenient North Sarasota location, this property offers a rare combination of flexibility and income potential with a detached guest house and short-term rental allowance. The property includes a 2 bedroom, 2 bathroom main residence along with a detached studio guest house, complete with its own private entrance, full kitchen, and full bathroom. This setup creates immediate opportunity for rental income, multigenerational living, or private guest accommodations. An additional enclosed laundry space adds further versatility, with the potential to convert to a future pool bath. The main home is comfortable and functional, with a layout that lives well day to day. A large enclosed Florida room with wall to wall windows allows natural light to pour in, creating a bright and versatile space that can adapt to your needs, whether that is a second living area, home office, fitness space, playroom, or media room. The screened-in lanai opens to a fully fenced backyard with plenty of room to add a pool, entertain, or simply enjoy the outdoor space. The home has been well maintained and is move-in ready, offering a solid foundation without the need for immediate updates. Features include a walk-in closet in the primary bedroom, interior laundry, and a 2020 roof. Location adds to the overall appeal. 10 minutes to SRQ Airport, 15 minutes to Downtown Sarasota, 5 minutes to The Ringling Museum, 20 minutes to UTC, and approximately 20 minutes to both Lido Beach and Bradenton Beach. Quick access to Tamiami Trail and I-75 makes commuting simple and convenient. Situated within the Whitfield Estates Overlay District, the neighborhood is recognized for its established residential character and added protections that help maintain the integrity of the area over time. There is a distinct Old Florida feel throughout that is relaxed, welcoming, and full of potential. It is the kind of property that offers more than one path forward, whether you are looking for a primary residence, an investment opportunity, or both. Total estimated square footage reflects the combined living space of both the main home and detached studio guest house.
Riverview High - A4690440 - 1624 STICKNEY POINT RD #108, SARASOTA, FL 34231 Just Added on 04/23/2026 4:27PM
$2,200 | Condo | 2 beds | 2.0 baths
Discover the epitome of island living in this inviting 2-bedroom, first-floor condominium, perfectly positioned a short distance from Siesta Key—offering the ideal blend of comfort and convenience in beautiful Sarasota. Nestled within a sought-after resort-style community along the Intracoastal Waterway, residents enjoy exceptional amenities including two heated pools! One is located right on Sarasota Bay—with breathtaking water views and unforgettable sunsets await. Additional features include a bayside gazebo, kayak racks with launch area, tennis courts, pickleball courts, shuffleboard, and a scenic boardwalk that wraps around the bay. Inside, the thoughtfully designed layout offers both comfort and functionality. The primary bedroom features a queen-sized bed, generous space, and a private ensuite bathroom, while the second bedroom includes two full beds and ample closet storage. The well-appointed kitchen flows seamlessly into the cozy living area, creating a welcoming space for relaxation or entertaining. Location is everything—and this home delivers. Enjoy a short 12-minute walk to the world-famous Siesta Key Beach, or take a quick 10-minute stroll to nearby dining, shopping, and recreational activities including jet ski rentals. Embrace the island lifestyle by biking to Siesta Key Village or hopping on the free trolley after a scenic walk over the bridge. Additional convenience includes a laundry room just steps from the unit. Leave your car behind and enjoy the ease of walkable coastal living. Seize the opportunity to experience your own slice of paradise—monthly rates vary by season, please inquire for accurate pricing.
Listing is courtesy of: SHOWTIME REALTY
Sarasota High - A4690443 - 301 AVENIDA MADERA #B, SARASOTA, FL 34242 Just Added on 04/23/2026 4:15PM
$12,600 | Single Family Home | 2 beds | 2.0 baths
Welcome to your perfect island getaway at 301 Avenida Madera #B, ideally located in the heart of Siesta Key—this is truly THE location! Just steps from popular spots like Village Cafe and The Hub Baja Grill, and only a short walk to the world-famous Siesta Key Beach, this beautifully updated 2-bedroom, 2-bath home offers the perfect blend of comfort and coastal charm. Inside, you’ll find a bright open floor plan with a relaxed coastal theme, a fully equipped kitchen featuring granite countertops, stainless steel appliances, and a Keurig coffee maker, plus a spacious dining area overlooking a peaceful canal. The home comfortably sleeps up to 6 guests with a queen-size sofa bed and an auto-inflatable queen EZ bed, while the primary suite includes a private full bathroom. Step outside to enjoy true Florida living—grill out, swim, sunbathe, or fish right from the canal, and don’t forget your furry companions as this property is extremely pet-friendly. The shared pool area (with Unit A) adds to the experience, while both units has private entrances with no shared interior walls, ensuring added privacy. For peace of mind, exterior security cameras are in place, and the unit is strictly smoke-free with no indoor smoking permitted. Whether you're walking, biking, or taking the trolley to Siesta Key Village, everything you need is within reach—making this an exceptional opportunity to enjoy the ultimate Siesta Key lifestyle.
Sarasota High - A4690447 - 301 AVENIDA MADERA #A, SARASOTA, FL 34242 Just Added on 04/23/2026 4:07PM
If you’re searching for the perfect location for your next vacation, your search ends here! This beautifully updated 2-bedroom, 2-bath home is ideally situated in the heart of Siesta Key, within Siesta Key Village and just a few blocks from the world-famous Siesta Key Beach. Designed with a bright coastal theme, the home features an inviting open layout and a fully updated kitchen with solid surface countertops, stainless steel appliances, and a charming breakfast nook. The spacious primary suite offers a king-sized bed and a private en suite bathroom with a walk-in shower. A standout feature of this home is the private rooftop deck, complete with outdoor furniture, a grill, and umbrellas for shielding the sun- perfect for enjoying sunny afternoons or relaxing evenings while taking in stunning sunset views over Siesta Key Beach. During the day, enjoy the convenience of walking to the beach, local shops, and restaurants, or take a short drive over the bridge into Sarasota for even more dining, shopping, and entertainment options. This pet-friendly home is ideal for family gatherings, and for larger groups, Unit B can also be rented for additional space. The pool area is shared with the neighboring unit, while both units maintain privacy with separate entrances and no shared interior walls. The home is strictly smoke-free with no indoor smoking permitted. Enjoy your stay in this exceptional island retreat!
Sarasota High - TB8500166 - 1731 SIESTA DR, SARASOTA, FL 34239 Just Added on 04/23/2026 4:01PM
$2,595,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Under Construction. Brand new construction with ultra-luxury finishes, estimated for completion July 2026. This is the one. A statement home in one of Sarasota’s most desirable “West of the Trail” locations, designed with intention, elevated finishes, and a level of detail you simply don’t see every day. Be the first to live in it! Featuring 3 bedrooms, 2.5 bathrooms, plus a separate detached 1 bed, 1 bath guest house/in-law suite, this property offers flexibility, privacy, and true lifestyle living. From the moment you walk in, you’re welcomed by a stunning foyer featuring Taj Mahal quartzite and custom solid wood cabinetry, setting the tone throughout. Wide-plank oak flooring runs throughout the home, complemented by designer lighting, double recessed lighting, and curated finishes at every turn. The kitchen is a true showpiece—featuring Taj Mahal quartzite countertops, custom oak cabinetry in a soft cashmere tone, LED strip lighting, 3’ floating shelves with integrated lighting, a statement hood, oven and cooktop, refrigerator, built-in microwave island, spice rack, and a corner cabinet with a built-in lazy Susan. The island showcases sleek slat panel detailing, and the wine feature will be upgraded to a waterfall design. The living space is equally impressive, anchored by a Dimplex deluxe built-in electric fireplace with logs, framed by a custom American walnut wall unit, travertine stone, and metal detailing. The primary suite is a true retreat, featuring custom sand-grey paneling with integrated LED lighting, floating solid wood shelving with drawers, and a fully built-out walk-in closet with oak cabinetry and LED lighting. The spa-inspired primary bath showcases Taj Mahal quartzite countertops, a floating vanity with dual sinks, brushed gold fixtures, and a walk-in shower with dual shower heads including a rainfall feature. Step outside and it only gets better. The backyard is designed for true resort-style living, featuring a full infinity-edge pool with integrated jacuzzi, a fully equipped outdoor kitchen with BBQ and gazebo, perfect for entertaining. Take it to the next level—literally—with a rooftop terrace complete with a built-in bar with mini-fridge and private mini golf course, offering the perfect setting to enjoy sunsets and sweeping views of the beach and Sarasota skyline. Additional highlights include custom oak built-ins with LED lighting in the garage, designer light fixtures and wall sconces throughout, brushed gold plumbing and bathroom fixtures, Bosch appliances, Avanti wine fridge, and Samsung Bespoke washer & dryer. NO HOA. The location is unmatched!! 10 minutes to Siesta Key Beach, one of the top-rated beaches in the U.S. known for its white-quartz sand and turquoise water, and minutes to Turtle Beach. Just 5 minutes to Southside Village, a charming, walkable area with coffee shops, wine bars, and boutique dining, and 6 minutes to The Crossings at Siesta Key and Morton’s Gourmet Market. Downtown Sarasota is 10 minutes away, while St. Armands Circle and Lido Key Beach are approximately 15 minutes away. Sarasota Memorial Hospital is also just 5 minutes away. This home delivers the perfect balance of luxury, design, and lifestyle, complete with a private guest residence and resort-style outdoor living, making it an exceptional opportunity you don’t want to miss. All photos are renderings and virtually staged.
Listing is courtesy of: AIM WEALTH REALTY LLC
Booker High - R4911133 - 659 N JEFFERSON AVE #659, SARASOTA, FL 34237 Just Added on 04/23/2026 3:14PM
$1,900 | Villa | 2 beds | 2.0 baths | 2 car
Set within the desirable Jefferson Pines community, this updated 2-bedroom, 2-bath villa combines a peaceful residential setting with easy access to the best of Sarasota. The home features a bright, open interior with modern finishes, upgraded flooring, and an easy flow through the main living areas. The kitchen has been refreshed with contemporary cabinetry, stone counters, stainless steel appliances, and a layout that works well for both daily use and hosting. Interior details such as crown molding and updated fixtures add to the home’s appeal, while both baths have been renovated, including a primary bath with double sinks. The bedrooms are comfortably sized, and the enclosed extended lanai offers extra space to enjoy the private surroundings. Two dedicated parking spaces are directly in front of the villa and the community pool is just across the street. Jefferson Pines offers a convenient location near downtown Sarasota, Legacy Trail, Ed Smith Stadium, Sarasota-Bradenton International Airport, and area shopping, dining, and cultural destinations. Sorry no pets permitted. Good credit and issue free background required. First, last and security is required. Included in rent: HOA dues, water/sewer, trash, exterior pest control and basic cable.
Listing is courtesy of: LINDSAY LEASING LLC
Booker High - A4691158 - 5368 ROYAL PALM AVE #5368, SARASOTA, FL 34234 Just Added on 04/23/2026 1:54PM
$1,775 | Condo | 2 beds | 2.0 baths
Annual UNfurnished Beautifully remodeled 2/2 villa in secluded neighborhood close to the Ringling Museum. Come home to a modern and spacious villa that is flooded with natural light from large windows, sliding glass doors and a Florida room that spans the unit. The floor plan is open for ease of entertaining. The bedrooms are spacious with good closets. The master en suite bathroom has a large shower stall that could be open to the walled outside enclosure. One assigned parking space and a large pool for relaxing complete the picture. This condo is super close to shopping, dining, the airport, downtown Sarasota and the beach. CALL NOW! NOTE: This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details.
Listing is courtesy of: RENT SARASOTA
Riverview High - A4691142 - 346 ANDROS DR, SARASOTA, FL 34233 Just Added on 04/23/2026 1:37PM
$210,000 | Manufactured Home | 2 beds | 2.0 baths | 2 car
WELCOME TO WINDWARD ISLES – ONE OF SARASOTA’S MOST DESIRABLE RESIDENT-OWNED 55+ COMMUNITIES! This WELL-MAINTAINED 2 BEDROOM, 2 BATH DOUBLE-WIDE HOME offers the perfect blend of comfort, convenience, and FLORIDA LIFESTYLE LIVING. Built in 2003 and featuring APPROXIMATELY 930 SQ FT OF HEATED SPACE, this home sits on a nicely sized lot with COVERED PARKING, A PRIVATE DRIVEWAY, AND ADDITIONAL STORAGE SHED. Step inside to find a LIGHT AND BRIGHT FLOOR PLAN with LAMINATE FLOORING THROUGHOUT MAIN LIVING AREAS, a SPACIOUS LIVING ROOM, and a FUNCTIONAL KITCHEN equipped with CONVECTION OVEN, REFRIGERATOR, MICROWAVE, and more. The PRIMARY SUITE includes a WALK-IN CLOSET and EN-SUITE BATH, while the SPLIT BEDROOM DESIGN offers privacy for guests. Enjoy your morning coffee or evening relaxation from MULTIPLE OUTDOOR SPACES INCLUDING A SCREENED PORCH, FRONT PORCH, AND REAR PATIO—perfect for taking in Sarasota’s year-round sunshine. WINDWARD ISLES IS A LAND-OWNED CO-OP COMMUNITY offering residents access to a HEATED COMMUNITY POOL, RECREATIONAL FACILITIES, AND A FULL CALENDAR OF SOCIAL ACTIVITIES. The LOW HOA FEE (APPROX. $178/MONTH) INCLUDES WATER, TRASH, LAWN MAINTENANCE, AND COMMUNITY AMENITIES, making this an EXCEPTIONAL VALUE. Ideally located just minutes from SHOPPING, DINING, MEDICAL FACILITIES, AND WORLD-FAMOUS GULF BEACHES, this property offers both PEACEFUL COMMUNITY LIVING and EASY ACCESS TO EVERYTHING SARASOTA HAS TO OFFER. Whether you're looking for a SEASONAL RETREAT or a FULL-TIME RESIDENCE, this home is a fantastic opportunity to own in a HIGHLY SOUGHT-AFTER COMMUNITY. SCHEDULE YOUR PRIVATE SHOWING TODAY.
Listing is courtesy of: FINE PROPERTIES
Riverview High - A4691020 - 1921 MONTE CARLO DR #302, SARASOTA, FL 34231 Just Added on 04/23/2026 12:59PM
$4,000 | Condo | 2 beds | 2.0 baths | 1 gar
SARASOTA..Luxurious Waterfront Living Awaits You at Phillippi Landings. Welcome to your dream residence: an exquisite third-floor condominium that embodies the very essence of Florida’s coastal lifestyle. Nestled within the gated community of Phillippi Landings, this impeccably remodeled 2-bedroom plus den, 2-bath luxury home offers the perfect blend of elegance, comfort, and convenience. Situated just West of the Trail, you are mere minutes away from the world-renowned beaches of Siesta Key, voted one of the best beaches in the U.S. Stroll to the nearby Phillippi Farmhouse Market or indulge in a shopping spree at the Landings Shopping Center, where a plethora of dining options awaits. As you enter through the secure gate and ascend via the direct elevator to your private foyer, you’ll be greeted by an open, airy floor plan that exudes warmth and tranquility. Enjoy the elegance of porcelain tile flooring complemented by a soothing coastal aesthetic throughout. The heart of the home is the beautifully updated kitchen, featuring gleaming granite countertops, stainless steel appliances, and rich wood cabinetry,perfect for culinary endeavors and entertaining guests alike. The spacious living area flows seamlessly onto a private covered and screened balcony, where you can savor the gentle breeze and stunning water views. The thoughtful split-bedroom layout ensures privacy, with two generously sized bedroom suites that promise restful nights. The primary suite is a true sanctuary, boasting serene water views, two oversized walk-in closets, and a luxurious spa-style bath complete with a jetted soaking tub and a custom walk-in shower. This is your haven to escape from the hustle and bustle of daily life. Need an office, a cozy reading nook, or an additional dining area? A flexible bonus space off the main living area provides endless possibilities to suit your lifestyle. Life at Phillippi Landings transcends the walls of your exquisite home. Enjoy resort-style amenities that include a heated pool and spa, a well-equipped fitness center, and a clubhouse perfect for social gatherings. Take leisurely evening strolls along the expansive waterfront promenade, surrounded by lush, tropical landscaping and swaying palms. For boating enthusiasts and nature lovers, the community offers kayak launch access and dedicated storage racks, inviting you to explore the peaceful waterways of Phillippi Creek and beyond. This property also provides assigned parking and a private storage unit. With impact doors and windows, beautiful wood plantation shutters, and a low-maintenance lifestyle. Don’t miss your chance to live in this extraordinary residence where refined luxury meets the serene beauty of nature. Call today to schedule a showing of this exceptional rental...your coastal paradise awaits!
Listing is courtesy of: JENNETTE PROPERTIES INC
Booker High - A4690680 - 771 JOHN RINGLING BLVD #5, SARASOTA, FL 34236 Just Added on 04/23/2026 12:41PM
$549,000 | Condo | 2 beds | 1.0 baths | 1 car
Completely renovated condominium in a unique, prime, waterfront community with an optional boat slip directly outside your door. Sarasota Harbor East is a 55+ maintenance-free community with an exceptional location and arguably the finest Bayfront views in Sarasota! Minutes from downtown Sarasota and St. Armands Circle, Lido Beach, and conveniently located just across the street from the Sarasota Yacht Club. This ground-floor unit features two bedrooms, one bath, and a fully glassed porch that offers breathtaking views. The windows and bi-fold sliders are high-impact glass. The clubhouse has undergone a complete remodel and includes a fully equipped kitchen and new metal roof. Each unit is equipped with a covered carport (this one is directly in front of your door) along with guest parking. There is a designated area onsite for storing kayaks and bicycles. Boats (sailboats or powerboats) up to 30 feet are permitted. Slips are offered on a first-come, first-served basis, and all costs are included in the maintenance fee (several slips are currently available for your boat!). The quarterly HOA fee encompasses cable/high-speed internet, water, sewer, trash collection, exterior pest control, and all building/community maintenance expenses. Pets permitted with valid service or support animal documentation. Furnishings are offered on a separate bill of sale.
Riverview High - C7525235 - 2418 N LINKS AVE, SARASOTA, FL 34234 1 Day on yellowkey
$205,000 | Single Family Home | 3 beds | 2.0 baths
Located in the heart of Sarasota’s established Epsteins Add to Newtown community, this 3-bedroom, 2-bath home offers a great opportunity for those looking to create something of their own. The home features approximately 1,260 square feet of living space with a functional layout, open living area, and a mix of durable flooring throughout. This property is best suited for buyers looking to personalize a home to fit their style—whether as a primary residence, investment, or renovation project. With no HOA and a convenient Sarasota location close to schools, shopping, dining, and downtown, the potential here is all about location and opportunity.
Listing is courtesy of: EXP REALTY LLC
Booker High - A4691134 - 8075 ANTHIRIUM LOOP, SARASOTA, FL 34240 1 Day on yellowkey
$755,990 | Single Family Home | 3 beds | 2.5 baths | 2 gar
The White Star offers 3 bedrooms, 2.5 baths, and 2,064 sq. ft. of thoughtfully designed living space ideal for both entertaining and everyday comfort. A formal dining room is positioned at the front of the home and connects seamlessly to the kitchen, creating an inviting setting for gatherings. An additional room may also serve as a den or casual sitting area. The open-concept great room flows into the island kitchen and café area, overlooking the covered lanai and professionally designed pool by Waterscapes—perfect for indoor-outdoor living. The spacious owner’s suite provides a private retreat with a large bedroom, spa-inspired bath featuring a corner shower, dual vanity, private water closet, and an oversized walk-in closet. Additional highlights include tile flooring throughout the home for a clean, cohesive look and easy maintenance.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC.
Booker High - C7525232 - 1543 N TUTTLE AVE, SARASOTA, FL 34237 1 Day on yellowkey
$349,000 | Single Family Home | 3 beds | 2.0 baths
Welcome to this 3-bedroom, 2-bathroom single-family home located in the established Oak Park community of Sarasota, where location and opportunity come together. Ideally situated, this property offers a chance to enjoy the best of Sarasota living while creating a space that truly fits your vision. Inside, the home features a functional layout with a comfortable living area and plenty of natural light flowing through sliding glass doors, creating an inviting connection to the outdoor space. The primary bedroom includes a walk-in closet, while the additional bedrooms offer built-in storage, providing convenience for everyday living. Enjoy year-round comfort with central air conditioning and heating, along with the ease of public water and sewer. The outdoor space offers a great setting to relax, entertain, or design your own private Florida retreat. Set on a manageable 0.11-acre lot with a driveway for parking, the property is located in Flood Zone X, offering added peace of mind. With no HOA fees and a prime Sarasota location, you’re just minutes from local schools, shopping, dining, and the area’s beautiful beaches, parks, and attractions. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this home offers flexibility, value, and the chance to make it your own in one of Florida’s most desirable towns.
Venice Senior High - A4690841 - 5898 BENEVENTO DR, SARASOTA, FL 34238 1 Day on yellowkey
$599,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Move right into 5898 Benevento Drive, located in the highly desirable community of The Isles on Palmer Ranch, where resort-style amenities and an exceptional Sarasota location create the ultimate Florida lifestyle. This beautifully updated 3-bedroom, 2-bath home offering approximately 2,008 square feet has been thoughtfully enhanced within the past 3 years. Improvements include a new air-conditioning system and ductwork, remote-controlled hurricane screens, hurricane shutters, a newly painted interior and exterior, professional landscaping with outdoor lighting, and an extended lanai with upgraded pavers—creating a private outdoor retreat perfect for relaxing or entertaining. Inside this beautiful home, you’ll find a newly updated custom kitchen and primary bathroom with Cambria quartz countertops, an updated second bathroom, under-cabinet lighting, new luxury vinyl plank flooring, elegant 5 1/4-inch base molding, and plantation shutters that add timeless character and charm. The open-concept layout is bright and welcoming, designed for comfortable everyday living with seamless flow between the kitchen, dining, and living spaces. Additional upgrades include a fully upgraded and functioning central vacuum system, garage organization systems, and epoxy garage floors for clean and efficient storage. Residents of The Isles on Palmer Ranch enjoy a maintenance-free lifestyle with outstanding amenities including a resort-style heated pool and spa, fitness center, tennis and pickleball courts, basketball, bocce ball, playground, scenic walking paths, and a beautifully appointed clubhouse with year-round social activities. Ideally located just minutes from world-famous Siesta Key Beach, The Legacy Trail, golf, shopping, dining, medical facilities, and downtown Sarasota, this home offers comfort, style, and convenience in one of Sarasota’s most sought-after communities.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S
Booker High - A4691103 - 3553 LONGMEADOW #27, SARASOTA, FL 34235 1 Day on yellowkey
$1,500 | Condo | 1 beds | 1.0 baths
Perfect spot for an individual wanting to enjoy a golf course lifestyle, this cute little efficiency condo offers expansive golf course views. New flooring freshly painted throughout. Steps away from the community heated pool and sunning decks and common laundry room. Situated in the "Heart of The Meadows" amongst the beautiful oak trees and foliage that shades the at miles of walking trails. Close to the UTC Mall, local beaches, shopping and downtown Sarasota. Condo Association does not allow pets. - this is a no smoking property.
Listing is courtesy of: REALTY SERVICES INC
Riverview High - A4690808 - 10187 MILKY WAY CIR, SARASOTA, FL 34241 1 Day on yellowkey
$925,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Welcome to 10187 Milky Way, located in the highly sought-after Skye Ranch community, where charm, space, and thoughtful design come together on a private preserve lot. This home exudes character from the moment you step inside, featuring both a dedicated office with elegant French doors and a versatile bonus room located right off the entryway. The bonus room offers the flexibility to easily convert into a downstairs bedroom, making it ideal for guests or multi-generational living. The heart of the home is the beautifully designed kitchen, complete with a farmhouse sink, a gas cooktop with matching GE Cafe series appliances throughout, and an open layout that flows seamlessly into the living room. Here, you’ll find a cozy fireplace that adds warmth and style, creating the perfect space for entertaining or relaxing. Just off the garage, a functional mudroom adds everyday convenience and organization. Step outside to your private backyard oasis, already equipped with a fire pit and offering plenty of room to build your dream pool all while enjoying peaceful preserve views. Upstairs, a spacious loft provides additional living space, perfect for a media room, playroom, or second family area. The primary suite is a true retreat, featuring a private balcony, two walk-in closets, and a luxurious ensuite bath with a soaking tub and a rain shower. Three additional bedrooms are also upstairs, including a Jack-and-Jill bathroom between two of them, resulting in three full bathrooms on the second level. As a resident of Skye Ranch, you’ll enjoy access to resort-style amenities including a clubhouse, fitness center, pools, tennis and pickleball courts, scenic trails, and parks offering a true Florida lifestyle centered around comfort, community, and outdoor living. This Skye Ranch home blends functionality, flexibility, and distinctive style offering the perfect setting for both everyday living and entertaining.
Listing is courtesy of: KW COASTAL LIVING III
Sarasota High - A4691100 - 2306 VALENCIA DR, SARASOTA, FL 34239 1 Day on yellowkey
$1,260,000 | Single Family Home | 3 beds | 2.5 baths | 2 car
Welcome home to the heart of Sarasota's Southgate neighborhood! This stunning, fully rebuilt residence blends modern comfort with timeless appeal. Featuring 3 bedrooms 2.5 baths, the home showcases a bright open-concept floor plan with 10 ft.ceilings creating a light and bright atmosphere throughout. The impressive kitchen features custom soft-close cabinetry, premium appliances, a dedicated bar area, and a spacious breakfast bar ideal for casual gatherings. The master bedroom has a spa inspired bathroom with generous closet space. Sliding doors throughout this lovely home invites you outdoors to your private oasis. The maintenance-free yard features a sparkling heated large pool and spa enhanced with a sunshelf. Enjoy the shaded patio for comfort and relaxation. The beautiful landscaping is enclosed by a full fence for your privacy and your pets comfort. Southgate is a well renowned sought after area located in the Southside School district, just a few minutes from Sarasota Memorial Hospital, down town area, and the beach. This amazing house could be your....."Home sweet Home"
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER