Homes for Sale Near Brookside Middle in Sarasota - 719 homes

Remarks: Welcome to 1732 Pine Harrier Circle, a beautifully maintained 4-bedroom, 2 1/2-bath pool home in the highly sought-after community of The Landings. Offering over 2,500 square feet, this residence features a desirable split floor plan designed for both privacy and functionality, making it ideal for everyday living as well as entertaining. Major improvements include a brand-new roof in 2025, new HVAC in 2023, and hurricane protection on all openings for added peace of mind. The spacious interior opens to a private outdoor setting with a pool and peaceful pond view, creating the perfect backdrop for relaxing, entertaining, and enjoying the Florida lifestyle. With generous living areas, four true bedrooms, and a layout that separates the primary suite from the guest bedrooms, this home offers the flexibility and comfort today’s buyers are looking for. Located in The Landings, one of Sarasota’s most desirable gated communities, residents enjoy a prime location near Siesta Key, downtown Sarasota, and The Landings shopping center, where everyday conveniences are just moments away, including Publix, Starbucks, fitness centers, dining, and other neighborhood favorites. With a split floor plan, private pool, pond view, hurricane protection, and valuable recent updates, 1732 Pine Harrier Circle is an exceptional opportunity to own a spacious Sarasota home in a location that combines privacy, convenience, and lifestyle.

Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)

Listing Agent: Kelly Mooney (941-587-8430)

Remarks: Under Construction. Bird Key—Sarasota’s premier island address nestled just off the John Ringling Causeway between vibrant downtown Sarasota and the beaches of Lido and Longboat—provides the setting for this custom-built Allegra Homes masterpiece. The “Laurie Coastal” floor plan delivers approx. 2,757 sq ft of refined, light-filled living with 3 bedrooms, 3.5 baths, a dedicated study, and a versatile bonus room that adapts beautifully as media, fitness, or play space. A chef’s kitchen anchors the home with Wolf cooking, Sub-Zero refrigeration, and a Cove dishwasher, complemented by an oversized island and generous cabinetry. The great room’s pocketing glass sliders dissolve the boundary to a screened lanai appointed for true Florida living with a private saltwater pool/spa and tongue-and-groove ceiling—an effortless backdrop for everyday relaxation and elegant entertaining. Engineered for coastal living, the residence features impact Low-E windows/doors and an elevated foundation: a 3-course stem wall constructed above the Base Flood Elevation. Additional upgrades include a tankless water heater, professional landscaping, paver driveway, and a 3-car garage with epoxy flooring. From this coveted island of beautifully manicured streets and canal/bayfront homes, you’re moments to St. Armands Circle, downtown dining and arts, world-class marinas, and under construction is the new Bird Key Yacht Club; convenient to Sarasota–Bradenton International Airport (SRQ).

Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)

Listing Agent: Karen Greco (941-504-6927)

Remarks: Welcome to easy, low-maintenance living in this beautifully updated second-floor condo offering peaceful garden views. This 2-bedroom, 2-bath residence combines comfort and style with an open and inviting layout perfect for everyday living or seasonal enjoyment. The kitchen is thoughtfully upgraded with sleek stainless steel appliances, rich granite countertops, and ample cabinetry—ideal for both cooking and entertaining. Tile flooring flows throughout the main living areas, providing durability and a clean, modern look. Both bathrooms have been tastefully updated, offering a fresh, contemporary feel, while the spacious bedrooms provide plenty of natural light and comfort. Step out and unwind with serene garden views that create a relaxing backdrop for your morning coffee or evening wind-down. Located in the highly desirable Pelican Cove, this waterfront community is perfectly situated along Clower Creek, which opens directly into the Gulf, making it ideal for nature lovers and boating enthusiasts alike. Residents enjoy an active, resort-style lifestyle with multiple clubhouses, miles of scenic walking paths, lush mature landscaping, tennis courts, pickleball courts, kayak launches, and a wide variety of additional recreational activities. Whether you're looking for a full-time residence, vacation retreat, or investment opportunity, this move-in-ready condo checks all the boxes.

Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)

Listing Agent: Samantha Campbell (941-441-5131)

Remarks: Under contract-accepting backup offers. Experience refined urban living in this beautifully updated residence, complete with two dedicated parking spaces, featuring two bedrooms, 2.5 baths, and a versatile bonus room. Thoughtfully designed with an open concept layout, the home seamlessly blends modern style and everyday functionality, enhanced by high end builder finishes and custom upgrades throughout. The flexible den, ideal as a library, media room, or home office, offers endless possibilities. At the heart of the home, the gourmet kitchen impresses with an induction cooktop, quartz countertops, custom backsplash, and under cabinet lighting, perfect for both everyday living and entertaining. The spacious owner’s suite serves as a private retreat, featuring direct terrace access, a large walk in closet, additional custom storage, and a spa inspired bathroom with dual vanities, an oversized countertop, and a glass enclosed walk in shower with a rain showerhead. Each bedroom includes its own en suite bath, and the additional half bath is both stylish and convenient for guests. Storage is thoughtfully maximized with custom built closets, cabinetry, and shelving throughout. Luxury upgrades include porcelain flooring, designer light fixtures, premium wireless ceiling fans, an Ecobee smart thermostat, and remote controlled Hunter Douglas window treatments. Residents also benefit from community EV charging stations. The expansive terrace offers ample room for outdoor dining and lounging, with sweeping views of downtown Sarasota and the bay, perfect for taking in stunning sunsets. Residents of The Mark enjoy exceptional amenities, including a stylish club room and lounge, a state of the art fitness center, and an outdoor entertaining area with grilling stations, fire pit, and a 65 foot heated saltwater pool and spa. Located in the heart of downtown Sarasota’s vibrant arts and dining district, the building offers 24 hour security and on site management. Built in 2019, The Mark is known for its sleek contemporary design and premier location just steps from Main Street’s boutiques, restaurants, and popular farmers market. Schedule your private showing today.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Mairead Smialek (847-334-4848)

Remarks: Location! Location! Enjoy a private, serene view from this first-floor “Deluxe” model featuring a desirable 1,008 sq ft split floor plan with 2 bedrooms and 2 full bathrooms in the popular Swifton Villas adult active community. Relax on the covered, screened lanai overlooking peaceful surroundings. This well-designed unit includes exterior storage, a separate laundry room, and a single covered carport parking space. Low condo fees add to the appeal. 2 pets are allowed. Swifton Villas offers residents a variety of amenities including a clubhouse, heated pool, shuffleboard, bocce, and an active social atmosphere. Conveniently located with easy access to I-75, area beaches including world-renowned Siesta Beach, shopping, downtown Sarasota and Venice cultural venues, and all the best of Florida Gulf Coast living.

Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)

Listing Agent: Mark Lyda (941-586-2670)

Remarks: Welcome to a place where mornings begin with the sound of gentle waves and evenings settle into sunsets that linger long after the sky fades. This ground-level villa places you within steps of the Gulf in one of Siesta Key’s most cherished beachfront communities. The interior of this home has been completely transformed with a full remodel, bringing a fresh, modern feel to every room. This renovation was done with both comfort and longevity in mind, creating a space that is truly ready for its next chapter with a new owner. Updates include state-of -the art impact resistant doors and windows, a re-imagined kitchen with new lower cabinets and granite countertops, an upgraded primary bathroom, new base trim and interior doors, and all-new furniture and appliances, including a new dishwasher, refrigerator, washer, dryer, AC, and water heater. Jamaica Royale is known for its private white-sand beach, three heated pools, serene garden pathways, and welcoming coastal atmosphere. Not only do residents enjoy true maintenance-free living in Jamaica Royal, but cable, internet, water, and sewer are also included in association dues. The convenience continues with optional in-house rental management, allowing owners to easily generate income when they are away while keeping their home professionally cared for. Everything you need is within easy reach, yet every moment here feels like a getaway. Spend your days stretched out on the sand in a private cabana, making new friends while wandering the shoreline at sunset, or grilling up the day's fresh catch on the beachside BBQ. Then, when it's time for venturing out, public transportation makes it easy to head to downtown Sarasota, Gulf Gate, or Siesta Village for dining, music, and local coastal charm. If you have been waiting for the perfect home by the beach, that has already been beautifully updated and offers the full island lifestyle, this villa is the one. Schedule your private showing and experience what makes Jamaica Royale such a special place to call home. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)

Listing Agent: Domanic Calamese (941-914-0038)

Remarks: Charming Vamo Pool Home — 1893 Rita Street Welcome to this well-loved 3-bedroom, 2-bath home in desirable Vamo—where classic Florida charm meets move-in-ready updates. Gorgeous Eastern European oak hardwood floors run throughout the living spaces, adding warmth and timeless character. The living room features a working fireplace—perfect for those rare cool Florida nights. The private backyard oasis includes a sparkling pool—ideal for relaxing, entertaining, and enjoying countless beautiful sunsets. Major updates provide peace of mind, including a new roof and impact windows. Bright, airy rooms and thoughtful finishes make this home effortless to enjoy year-round. This location truly lives like a destination. Enjoy multiple waterfront restaurants, convenient grocery stores, neighborhood cafés, dog parks, YMCAs, and county facilities—everything you need for active, social, and convenient living is close by. Minutes from two kayak put-ins on Little Sarasota Bay, the area offers easy access to outdoor recreation and waterfront dining. And no HOA. Prime coastal access and drives to nearby favorites: 9.5 miles to downtown Sarasota, 6 miles to Siesta Key Beach, 11.5 miles to St. Armands Circle, and 10 miles to Venice Beach. Schedule your private showing today and discover why 1893 Rita Street is more than a home—it’s a lifestyle destination.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Karen Sweat (941-323-6707)

Remarks: One or more photo(s) has been virtually staged. REDUCED! BEST PRICE ON A LANDINGS VILLA! LOCATION, LOCATION! Situated in the Landings, this spacious villa offers maintenance free living in one of Sarasota's favorite communities! 2 bedrooms with an additional den that can be used as a third bedroom or a perfect office. Two enclosed lanais, one on the rear and one on the side, present unlimited opportunities for extra space. Huge living area with fireplace along with an oversized dining area, perfect for entertaining. Beautiful, attached courtyard, perfect for your plants or just relaxing. Access to the lanai or courtyard from each bedroom. One car garage with extra storage space. All of this in a beautiful, gated community located near beaches, downtown & more! The Landings is known for its lush, beautiful mature landscaping, access to the intercoastal and great social activities. Optional membership is available for the Landings Racquet Club. Don't miss this opportunity to live in one the most sought-after communities in Sarasota! PLEASE NOTE: December 2025, unit has been painted throughout, wallpaper removed and some doors replaced.

Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)

Listing Agent: Kim Sheridan (941-313-0262)

Remarks: Located in the highly sought-after Avondale neighborhood, this beautiful home has been extensively and tastefully UPDATED while maintaining its timeless charm. The SPLIT FLOOR PLAN includes three oversized ENSUITE BEDROOMS, an additional powder room, and a separate study/den conveniently positioned adjacent to the primary suite. FLOOR -TO-CEILING WINDOWS and an open floor plan allow for abundant natural light and views of the HEATED SALT WATER POOL, travertine deck, and generously sized backyard. Significant renovations in 2022 and 2023 include a new primary suite addition, an EXTENSIVE KITCHEN REMODEL WITH UPDATED PLUMBING AND ELECTRICAL and new flooring throughout. Exterior improvements are equally impressive, featuring IMPACT RATED WINDOWS AND DOORS throughout, enhanced landscaping with drainage systems, irrigation, front yard fencing, and updated lighting. Additional features include a 2-car garage with EPOXY FLOORING, METAL ROOF(2007/2021), and NEWER A/C (2021). The elevation of the house is above the based flood elevation and experienced no flood on the property during the 2024 storm season. Perfectly situated between Southside Village and the vibrant Downtown Sarasota Bayfront, the property is also located within the highly sought-after Southside Elementary School District, making it a premier choice for those seeking convenience, style, and location.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Fred Sassen (404-408-5956)

Remarks: The West of Trail BEST BUY!! Located between Osprey Avenue and Orange Ave, rarely will you find a 2500+ square foot cement block home on an oversized corner lot (100' x 142') with 3 bedrooms, 2 bathrooms, 2 car attached garage and pool for this price. Open floor plan with high ceilings in living areas, wood flooring, spacious living and dining areas, wine cellar, separate laundry room, screened in pool and large lanai. Automatic driveway gate for garage side entry on Osprey and circular drive on Loma Linda. Prime location just down the street from popular Southside Village shops and restaurants and in highly acclaimed schoold districts. Come see for yourself and have a very pleasant surprise. No interior storm damage in the home.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Barbara May (404-822-9264)

Remarks: One or more photo(s) has been virtually staged. Discover the perfect blend of space, comfort, and opportunity in this desirable three-bedroom, two-bath end-unit condominium located in the highly sought-after gated community of The Landings. Enter through the welcoming first-level foyer and ascend to the light-filled main living area, where vaulted 13-foot ceilings create an airy, open ambiance. With approximately 1,775 square feet of living space, this residence offers a well-designed split floor plan that ensures privacy while maintaining an effortless flow for everyday living and entertaining. The living and dining areas seamlessly connect to the kitchen, complete with a convenient pass-through bar—perfect for hosting gatherings or casual dining. The spacious primary suite serves as a relaxing retreat, featuring a large walk-in closet and an oversized ensuite bath with dual sinks and a spa-inspired shower. Two inviting guest bedrooms provide comfortable accommodations for family or visitors. Enjoy peaceful moments on the screened lanai, surrounded by lush natural scenery, or take advantage of the attached one-car garage for added convenience. As a resident, you’ll have access to The Landings Racquet Club, offering 8 Har-Tru tennis courts, pickleball, a heated swimming pool and spa, fitness center, meeting rooms, and a library—the perfect extension of your home and lifestyle. Set within a secure, 24-hour guard-gated community, The Landings is renowned for its scenic walking trails, lush tropical setting, and direct access to Sarasota Bay. Ideally situated near top-rated schools, world-class dining, shopping, arts, and the beautiful Gulf Coast beaches, this community embodies Sarasota living at its finest.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Stephanie Church (941-724-5448)

Remarks: Prime location directly across the street from Siesta Key Public beach has a full Gulf view that enjoys gorgeous sunrises and sunsets! Unit was completely gutted and remodeled with high end finishes, paint, and furniture in 2011. Everything is in excellent condition. This third floor unit in the highly desired Crescent Royale Condominium complex has a screened lanai, assigned covered parking space and storage locker for beach gear. Complex has large heated pool, grills with picnic area, bike parking, shuffleboard, a Clubhouse with pool table, exercise room and bathrooms. One mile to the Village restaurants and shops. This unit is sold turnkey furnished and allows weekly rentals. Use excellent on-site management or DIY on VRBO and AirBNB. Start your revenue stream from day one - ask to see our stunning rental history! Great income producer - $48,622 in 2025

Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)

Listing Agent: Douglas Addeo (561-251-3408)

Remarks: 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, rated #1 beach in the US by US News, 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 (305-762-9576)

Listing Agent: Lyndsey Kaplan (813-924-4017)

Remarks: Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an oversized lot. The interior features refinished hardwood floors, double-paned windows, and an updated kitchen equipped with custom cabinetry, granite countertops, and stainless-steel appliances. The inviting main living area is highlighted by a trey ceiling and a gas fireplace, with French doors leading to a private outdoor area, perfect for the Florida lifestyle. This exterior retreat includes a saltwater pool and a professionally landscaped, fully fenced yard with irrigation supported by an irrigation well. Significant improvements offer peace of mind and long-term value, including a new standing seam metal roof (2025), a full A/C system (2022), a garage mini-split (2024), and completely replumbed with PVC. The air-conditioned two-car garage features new epoxy flooring and is currently utilized as a versatile game room. Ideally located in the sought-after Southside Elementary district, this residence provides quick access to Southside Village, downtown Sarasota, and the renowned beaches of Siesta and Lido Key. This property has a great rental history along with future bookings, please inquire for more details.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Fred Sassen (404-408-5956)

Remarks: Perfectly located home close to Siesta Key! This property is located in Bay View Acres which is just south of the Stickney Point Bridge (the south bridge leading to Siesta Key). It’s a quiet neighborhood conducive to walking and bicycling. Close to everything, Bay View Acres is: 1 mile to Crescent Beach; 3 miles to Siesta Beach; 6 miles to downtown; 15 miles to UTC Mall; and approximately 10 miles from the Sarasota International Airport. Restaurants and shops in Gulfgate Village and the future Siesta Promenade are all within walking distance! The house is nicely renovated and sits on a .31 acre corner lot. This beautifully appointed single level home features two bedroom, one and a half baths and one-car garage. The property has a well for irrigation and a 6’ fencing that separates neighboring properties. Inside this bright, sunny home, you will observe luxury vinyl flooring throughout, tile flooring in the main and half baths, inside laundry, and large covered lanai perfect for entertaining. The open floor plan offers a large great room that opens to the kitchen with a double oven, granite counters and mosaic back-splash. As you walk through, you will see attention to detail including crown molding, framed mirrors, decorative accent tiles, jetted soaking tub and spacious yard with shuffleboard deck. HVAC was replaced in 2022, Garage Door Replaced 2014, Hurricane /Impact Windows and Sliders 2013, and new Roof 2013. No HOA fees Great neighborhood for investment income.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Dan Miller (941-376-7442)

Remarks: Under contract-accepting backup offers. Nestled in the heart of Sarasota’s coastal paradise, this stunning TURNKEY FURNISHED PENTHOUSE offers million-dollar views and an unparalleled Florida lifestyle. *LESS THAN A MILE FROM SIESTA KEY BEACH ACCESS (.7 MILES)* Located in the coveted Castel Del Mare—nicknamed “The Hidden Jewel on the Bay”—this prime waterfront condo places you just minutes from Siesta Key’s world-famous beaches, top-tier shopping, dining, and entertainment. Step inside and be captivated by breathtaking water views that greet you upon entry. This beautifully renovated fourth-floor residence has been thoughtfully updated with high-end finishes, ensuring both style and comfort. The heart of the home is the gourmet kitchen, where quartz countertops, elegant cabinetry, a modern backsplash, and stainless steel appliances create a sleek yet functional space. Enjoy casual dining at the barstool seating or gather in the dedicated dining area for a more formal setting. The primary suite serves as a tranquil retreat, complete with a walk-in closet and a spa-like ensuite bathroom featuring a seamless glass-enclosed shower. Crown molding in the bedrooms adds a refined touch to the space. Beyond the condo, Castel Del Mare offers an impressive selection of resort-style amenities, including two heated swimming pools, tennis and pickleball courts, shuffleboard, a clubhouse, a scenic gazebo, kayak access with storage, and a picturesque boardwalk encircling the complex. Best of all, this waterfront haven is situated on the Intracoastal Waterway, where you can lounge by the bayfront pool, watch boats glide by, and take in spectacular sunsets. SOLD TURNKEY FURNISHED. Experience the best of Sarasota living—schedule your private showing today!

Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)

Listing Agent: Keith Curcio (941-376-7683)

Remarks: Craving a low-maintenance, island-inspired lifestyle just moments from sparkling open water, world-famous beaches, and Sarasota’s most coveted destinations? This quaint Florida bungalow located in west of trail delivers the perfect blend of charm, location, and effortless living—just minutes to Siesta Key and steps from the coastal lifestyle you’ve been dreaming of. Tucked away in one of Sarasota’s most desirable “West of the Trail” neighborhoods, 3424 Old Oak Dr has been thoughtfully redesigned to preserve its original character while introducing timeless, modern updates. From the moment you arrive, the lush tropical landscaping, winding garden paths, and private courtyard-style entry create a warm, inviting ambiance that feels like your own hidden oasis. Inside, the home showcases a light-filled, airy design highlighted by vaulted wood-beam ceilings, soft coastal tones, and an open-concept layout that seamlessly blends comfort and style. The beautifully updated kitchen features granite countertops, open shelving, stainless steel appliances, and designer finishes, creating a space that is both functional and visually stunning. The living area centers around a charming wood-burning fireplace, adding warmth and character, while French doors invite natural light and connect indoor and outdoor living spaces effortlessly. The home offers flexible living spaces ideal for a primary residence, seasonal retreat, or income-producing property. Each room reflects a curated, coastal aesthetic with tasteful updates while maintaining the home’s unique bungalow charm. Step outside to your private backyard sanctuary, where a screened-in heated pool is surrounded by mature tropical landscaping, creating a serene and secluded environment perfect for relaxing or entertaining. An outdoor shower adds to the coastal lifestyle experience, while multiple seating areas and garden spaces enhance the home’s tranquil, resort-like feel. Located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and top-rated dining and shopping, this home offers unmatched convenience paired with a laid-back coastal lifestyle. Rarely does a property combine location, charm, income potential, and lifestyle so seamlessly. This is your opportunity to own a truly special Sarasota bungalow where every day feels like a vacation.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Adnan Dedic (941-726-2917)

Remarks: Welcome to Bay Island, ideally positioned on the north end of Siesta Key, where island living meets exceptional convenience. Just moments from Siesta Beach, Siesta Key Village, and downtown Sarasota’s waterfront dining and cultural offerings—with easy access on and off the island—this elevated Key West-style residence is set across a rare double lot, an uncommon offering on Siesta Key. Fully renovated in late 2019, the home features new siding, roof, electrical, plumbing, irrigation, hurricane-rated windows and French doors, and two HVAC systems. It has since been further enhanced with premium retractable invisible screens on all French doors, kitchen and bath refinements, and a whole-house water filtration system, along with additional upgrades that reflect its continued care and quality. The open-concept floor plan is filled with natural light, highlighted by vaulted ceilings, LVP flooring, and a natural gas fireplace. Multiple covered terraces extend the living space outdoors, reinforcing the home’s relaxed coastal design. The kitchen is designed for both everyday living and entertaining, centered around a large quartzite island with extensive drawer storage and pull-out shelving. A full Thermador appliance package includes a gas range, refrigerator and freezer columns, and dishwasher. Soft-close cabinetry and thoughtful storage solutions provide both function and efficiency. French doors open to an oversized covered deck overlooking mature tropical landscaping. The well-sized owner’s suite is located on the main living level and includes a walk-in closet and a private en-suite bathroom featuring a double vanity and large walk-in shower. A den on this level offers flexibility and can easily serve as a fourth bedroom or home office. Upstairs, two generously sized guest bedrooms share a newly appointed bathroom and enjoy access to a third-level terrace ideal for sunset views. Outdoor living sets this property apart. The double lot creates an expansive backyard with a recently resurfaced pool, travertine decking, and multiple covered terraces—an uncommon offering on Siesta Key. The additional lot provides flexibility for future enhancements while preserving privacy and open space.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Barbara May (404-822-9264)

Remarks: Under contract-accepting backup offers. You're about to miss it...coming off the market 6/1. A perfect blend of old-school cool and 2026 finishes, this mid-century modern bungalow is a true "buy it and move-in tomorrow” type home. Most importantly, no high condo/HOA fees. Polished terrazzo floors, vaulted ceilings, it’s just fun all over. Fully renovated with crisp coastal selections. It has a nice sunroom for a large party gathering or workout room, art studio, play area. Carport equipped with RV hookups and motor court driveway. Plenty of parking space for bikes, scooters, and golf carts. The landscaping is immaculate, professionally designed by the owner including an advanced drainage system helping keep you dry 24/7/365. Not far from the Village, close to the beach, and minutes to North bridge. Clean, affordable, easy beach living. Being offered turn-key furnished.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Jason Skowronski (941-812-6090)

Remarks: Nestled on the second floor of Sarasota's boutique Crooked Creek community, this thoughtfully updated two-bedroom, two-bath condominium offers a rare combination of refined interiors, natural surroundings, and low-maintenance living. Since 2022, the owners have invested significantly in the home. The kitchen was fully renovated in 2023 with sleek European-style cabinetry, black granite countertops, and all-new appliances , a clean, contemporary space that anchors the open living area. Underfoot, premium engineered hardwood flooring with a 4mm wear layer (refinishable) runs through the main living and dining rooms, installed in 2022. Overhead, a designer Hubbardton Forge light fixture in the dining area and a new ceiling fan with wall switch in the living room add considered detail throughout (2024). The second bathroom received a complete refresh in 2025 with a new toilet, vanity, and flooring. Fresh paint throughout ,the living and dining rooms, kitchen, master and second baths, hallway, and master bedroom ceiling ties everything together with a crisp, move-in ready finish. The functional floor plan is further enhanced by a glass-enclosed porch, offering additional living space and a seamless connection to the outdoors. The unit enjoys a private, tranquil setting with views of mature tropical landscaping and the adjacent Red Bug Slough Preserve a natural buffer that creates a true sense of retreat while keeping you centrally located. Crooked Creek is a 78-unit community with a heated pool, tennis and pickleball courts, a clubhouse, and outdoor gathering areas. Covered assigned parking and dedicated storage are included. Shopping, dining, and area beaches are all just minutes away.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)

Listing Agent: Johnny Sokhon (941-961-4579)