Homes for Sale Near Brookside Middle in Sarasota - 719 homes

Remarks: LOCATION LOCATION LOCATION! Sarasota's hottest zip code is Presenting a strong multifamily investment opportunity just minutes from Siesta Key, this 5-unit hotel/ motel property offers current income, flexible rental options, and long-term upside in one of Sarasota’s most desirable rental markets. Located in a non-flood zone approximately 4 miles from Siesta Key Beach, the property is well positioned for long-term tenants, seasonal rentals, or potential short-term rental strategies. The building includes five 2-bedroom, 1-bath units, each offering broad tenant appeal and turnkey convenience. Long-term tenants are currently in place, while the property has the availability to hold a motel/hotel license, creating additional flexibility for future ownership and rental operations. Investor-friendly features include individually metered utilities, public water and sewer, paved parking, no required flood insurance, and reported general liability insurance of approximately $460. Recent improvements include exterior paint in 2024, remodeled kitchens in Units 2, 3, and 4 in 2024, updated bathrooms, major plumbing replacement completed in 2009 and 2010, roof replacement in 2014, blown-in roof insulation. The property also offers private amenities that help set it apart from typical multifamily options, including a heated and cooled swimming pool, screened patio room, and tropical outdoor space designed to enhance tenant or guest enjoyment. With current income, multiple rental strategy options, turnkey units, and a prime Sarasota location near Siesta Key, this property is a compelling opportunity for investors seeking cash flow, flexibility, and long-term appreciation potential. Schedule your private showing today.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)

Listing Agent: Rachel Tritschler (941-993-5892)

Remarks: Beautiful 4BR/3Bath Pool Home in the highly desirable Southgate neighborhood close to everything great that Sarasota has to offer. Sitting on a perfect rectangular 10,500 Sq’ lot the home boast 2895 Sq’ of indoor livingspace, offering plenty of room for multi-generational living or converting the primary suite (with 2 doors to the exterior) into a Mother-In-Law apartment or ADU (AuxiliaryDwelling Unit) as a possible income generator. When you enter the home, you are greeted by a massive living room and tastefully updated ceramic tile on the diagonal that carries throughout the home. The open plan main living areas are complemented with spacious split bedrooms for privacy. The light and bright kitchen has 2 windows and recessed LED lighting and ample stone counters that a cook or baker will appreciate, plus upscale Samsung black stainless steel appliances, and a breakfast bar to the bonus room that has 2 large pantry closets and a built in desk with shelves. French doors lead out to the paver brick; lanai, patio and sunny pool area, on a spacious fully fenced backyard. The home is on county water and sewer and has  9.5 year old roof, 2 zones of HVAC; one is 2021 14 SEER Trane 2 ton for the primary BR side of the home, and the other is a 13 year old 15 SEER 3.5 ton Comfortmaker that is serviced regularly for the rest of the home. Large overhanging roof provides shade for passive cooling and coverage for outdoor storage. The stand-up attic offers excelent additional storage or oportunity to dormer and make into additional living space. Book your private showing and scoopup this rare opportunity NOW!

Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)

Listing Agent: Albert Wooster (941-350-1220)

Remarks: Experience Coastal Living at its finest in this turnkey-furnished, three-bedroom, two-bath retreat tucked away on a quiet cul-de-sac in a private community just minutes from the beach! This home features the ULTIMATE OUTDOOR living space with numerous updates offering the perfect blend of style, comfort, and low-maintenance lifestyle. As you step through the front door, you’re greeted by a bright open floor plan enhanced by tasteful coastal décor and tile flooring. Multiple dining and entertaining spaces flow effortlessly into the spacious family room, ideal for relaxing or hosting guests, with direct access to the stunning pavered pool area. The beautifully appointed kitchen features stainless steel appliances, abundant counter space, and a convenient breakfast bar for additional seating. Retire to the serene primary suite which offers a walk-in closet and a well-designed bath with dual sinks, and opens directly to the INCREDIBLE new 21' x 24' covered lanai—an inviting extension of your living space. This IMPRESSIVE private outdoor oasis features pavers, remote-controlled ceiling fans, sconce lighting, and a remarkable sunset overlooking the relaxing pool complete with dramatic lighting for that special ambience. Enjoy privacy and seclusion in your backyard retreat which is fully enclosed with a 7 foot vinyl fence. An outdoor shower adds convenience after a day at the beach. The exterior has been expertly refreshed with new hardiplank siding, fresh paint, and attractive stone accents. A premium landscaping package includes full irrigation, shell for low maintenance, and landscape lighting to set the perfect atmosphere. Additional upgrades elevate peace of mind and efficiency: a 2024 roof, hurricane-rated windows and doors, new pool pump, attic insulation, new garage door and opener, and a newly pavered front walkway and driveway with a charming sitting area and extra parking. This beautiful home reflects pride of ownership and detail with so many updates and most important no flooding during the storms! Ideally located close to Siesta Key Village, just one mile from world-renowned Siesta Key Beach, and near shopping, dining, and ODA school, this home is perfectly suited as a primary residence, vacation retreat, or exceptional rental opportunity!

Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)

Listing Agent: Lori Lockhart, Pa (941-724-0595)

Remarks: Pre-Construction. To be built. Joint-Venture opportunity partnering with investors up and down Florida's coast. Brought to you by Noah Thomas Builders — where modern luxury meets timeless coastal elegance. A masterclass in luxury homebuilding, this Noah Thomas Builders contemporary coastal home offers an exceptional blend of modern aesthetics and is built to FEMA's latest standards. Step inside this 3240 sqft home offering four bedrooms, four bathrooms, an open-concept floor plan with high ceilings and premium finishes throughout. It features all hurricane-rated windows and doors and is constructed to be as hurricane and flood-proof as possible-giving you peace of mind while living steps from the water. The kitchen boasts quartz countertops, top-tier appliances, and a spacious island perfect for entertaining. Retreat to the luxurious master suite with spa-inspired bath and expansive walk-in closets. Endless sunshine, gentle breezes, and your own private pool and spa — relax, unwind, and entertain in your personal outdoor oasis. Additional highlights include a private elevator, gas generator and wine room. The rooftop deck, however, defines this residence. This elevated sanctuary invites you to experience Siesta Key from a completely new perspective. Your private escape above it all — a space built for sunsets, sea breezes, and unforgettable gatherings. Situated on the quiet north end of Siesta Key, Roberts Point is prized for its natural beauty, privacy, and proximity to Siesta Beach, Siesta Village, and downtown Sarasota. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)

Listing Agent: Holly Wikfors, Llc (239-777-8075)

Remarks: Not every buyer is looking for a cookie cutter home. If you've been searching for a property with character, modern updates, and an unbeatable Sarasota location, welcome to 4074 Redbird Circle. Perfectly positioned on nearly a third of an acre, this fully renovated 4 bedroom, 2.5 bathroom home offers the space, privacy, and personality that's becoming harder to find in Sarasota. From the moment you arrive, the horseshoe driveway, mature landscaping, and welcoming front porch set the tone for what's inside. The heart of the home is a thoughtfully designed kitchen built for gathering. The oversized quartz waterfall island comfortably seats up to eight, complemented by brand new stainless steel appliances, abundant storage, and natural gas availability for future cooking options. Just beyond, the wood burning fireplace creates a warm focal point in the living room, while the adjacent dining nook overlooks the backyard through a charming bay window. The primary suite is privately tucked away on the first floor, offering vaulted ceilings, a custom walk in closet, dual vanities, and a spacious walk in shower. Upstairs, three additional bedrooms and a full bathroom provide flexibility for family, guests, or a home office. Step outside to the large screened lanai, an ideal space for morning coffee, weekend barbecues, or relaxing after a day at the beach. The expansive backyard offers room to play, entertain, garden, or even add a future pool. A fenced side yard provides a great space for pets, while the oversized two car garage includes built in cabinets and shelving for additional storage or workshop space. Beyond the cosmetic renovation, you'll appreciate the major improvements already completed, including a new roof, newer HVAC system, updated PVC plumbing, fresh interior and exterior paint, and move in ready condition throughout. Location is where this home truly shines. Nestled among established homes near Shady Creek, you'll enjoy convenient access to boating, kayaking, and paddleboarding while being just minutes from Siesta Key Beach, Downtown Sarasota, Sarasota Memorial Hospital, Trader Joe's, CineBistro, University Town Center, golf, dining, shopping, and some of Sarasota's highest rated public and private schools. Whether you're looking for a full time residence or a Florida retreat, 4074 Redbird Circle delivers something increasingly rare: a home with character, meaningful updates, and a location that puts the very best of Sarasota right at your doorstep.

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

Listing Agent: Jesse Bauer (941-465-8583)

Remarks: Oasis in the Heart of Sarasota Central Prime Location | 3 Bed + Den | 2 Bath | 13,800 Sq Ft Lot | Privacy | Nature in Your Front Yard If you’ve been looking for a home that feels like a private retreat yet keeps you close to everything Sarasota has to offer, this is the one. Discover a rare blend of privacy, natural beauty, and effortless Sarasota living in this move-in-ready home. Perfectly positioned on a quiet dead-end street, this secluded retreat offers a serene escape with seamless access to the very best of Florida’s Gulf Coast. Inside, hardwood floors lead to a living room with vaulted ceiling, an upgraded kitchen featuring granite countertops, quality custom made cabinetry, stainless steel appliances, and recessed lighting. The spacious primary suite opens to a private patio, creating a peaceful setting for morning coffee or evening relaxation. A new roof installed in December 2025 provides added peace of mind. Set on a generous 13,800 sq ft double lot, the property offers exceptional potential for a future pool, lush garden retreat, or outdoor entertaining space. Steps from Red Bug Slough Preserve, this home delivers a true Old Florida lifestyle with nature right at your doorstep. Red Bug Slough Preserve spans 72 acres and features more than 3 miles of paved and shaded trails through hammocks and pine flatwoods, a tranquil lake, birdwatching along the Florida Birding Trail, a butterfly garden, playground, fishing pier, and picnic shelters. Enjoy a central Sarasota's prime location with peaceful surroundings and convenient access to: Siesta Key Beach: 5 miles. Sarasota Memorial Hospital: 4.5 miles. Downtown Sarasota and the Bayfront: 6.5 miles. Whether you spend your days walking the trails, biking, birdwatching, fishing, or heading to the beach, this move-in-ready sanctuary offers an exceptional Sarasota lifestyle.

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Veronica Lee (609-651-0305)

Remarks: Looking for a Value Priced "Updated" Villa in Captiva Gardens with or without furniture? You've found it! All of these updates within the last 3 years: Luxury Vinyl Flooring*Hurricane Windows*Kitchen Appliances*Interior Freshly Painted*Walk-in Tub/Shower*LG Washer all in on*Recessed lighting & More! This villa has Coastal Fixtures and Decor and the furniture is optional! The layout is wonderful with two distinct living areas, providing ample space for relaxation and entertainment. Beautiful shell landscaping with decorative pots and a Lanai with a brick patio, which is a great place to unwind. Residents have full access to the Pool and the well maintained Clubhouse that is perfect for events and social gatherings with all of the friendly neighbors. The pool offers a refreshing escape and is ideal for soaking up the Florida sun or doing a leisurely swim. The location of this community is superb and it is within minutes to World Renowned Siesta Key Beaches, Gulf Gate Library, Legacy Trail, Gulf Gate Shops and Restaurants, Several Fitness Centers, A+ Schools and Shopping. UTC Mall is only 20 minutes away, as well as cultural downtown Sarasota with great nightlife, fine restaurants, opera, movie theaters and more. The one car garage is an added bonus that provides not only parking convenience but also adds additional storage options. You'll love living in sought-after South Sarasota. Whether you want to explore local parks, shop, hop on over to Siesta Key or take a walk or bike ride ... South Sarasota always has something to do. Make this one yours but don't wait!

Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)

Listing Agent: Debbie Hering (941-320-1070)

Remarks: Welcome to this charming home in the conveniently located Alta Vista neighborhood, just minutes from Downtown Sarasota and the best the area has to offer. This move-in ready 3-bedroom, 2-bathroom home sits on a rare double lot on a quiet dead-end street, offering a spacious private backyard with plenty of room to relax, entertain, or expand. With no deed restrictions, you have the flexibility to make this property your own, including space for boat or RV parking. The fenced backyard provides added privacy and functionality, perfect for outdoor living. Inside, you’ll find an open split floor plan filled with natural light, creating a warm and inviting atmosphere. The home has been updated with new plumbing, a remodeled kitchen and bathrooms, and easy-maintenance flooring throughout. Additional features include pavers, modern finishes, and functional living spaces designed for comfort and convenience. The property may be sold furnished, making it a great option for a primary residence, seasonal use, or investment. The double lot also offers future possibilities for expansion or new construction. Enjoy being just a short walk to the Legacy Trail, along with close proximity to Downtown Sarasota, shopping, dining, and the beautiful beaches, including Siesta Key. Schedule your private showing today!

Listing is courtesy of: FINE PROPERTIES (941-782-0000)

Listing Agent: Beverly Perez (941-323-4600)

Remarks: Virtually Staged. This stunning home represents a rare opportunity to acquire a newly constructed residence located inside the City of Sarasota, offers an open-concept layout 3 bedrooms, 2 and a half bathrooms, 2 car garage, featuring custom closets, high ceilings, and abundant natural light through hurricane-rated impact-resistant windows, sliders, and doors, concrete block construction, and elevated hurricane standards.The kitchen stands out with quartz countertops, soft-close cabinetry, stainless-steel appliances, flowing seamlessly into the dining area and expansive great room with perfect sightline to the enclosed patio and rear green yard. No HOA restrictions.Ideally located for effortless travel and coastal lifestyle enjoyment, this home is approximately 25 minutes from Sarasota–Bradenton International Airport, about 1 hour 10 minutes from Tampa International Airport, 20 minutes to Lido Key, and about 15 minutes to Siesta Key, unforgettable Gulf sunsets. Situated outside of a flood zone, this exceptional residence presents a rare opportunity to own a custom-built contemporary home where design, craftsmanship, location, and lifestyle converge. Easy access to Van Wezel Performing Arts Hall, top-rated schools, Southside Village, Ringling College, USF Sarasota-Manatee, and I-75. Short drive to iconic St. Armands Circle and Lido Beach.Don't miss the opportunity, schedule your showing time.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Jarek Chudoba (941-400-4850)

Remarks: Virtually Staged. Experience elevated coastal living in this nearly new Coastal Modern Farmhouse, thoughtfully built in 2025 by WG Homes with exceptional quality and craftsmanship. Constructed with solid block all the way up and topped with a standing-seam metal roof, this two-story residence offers five bedrooms, four-and-a-half baths, and a spacious, well-designed layout ideal for both everyday living and entertaining. Inside, soaring ceilings and abundant natural light define the open first-floor living spaces, complemented by beautiful wood flooring and designer finishes throughout. The chef’s kitchen features top-of-the-line Thermador appliances, a large hidden walk-in pantry, dry bar, and seamless flow to the dining and living areas. A private office, along with a well-appointed laundry and mudroom, enhances everyday functionality. The first-floor primary suite offers a serene retreat with a soaking tub, spa-inspired shower, and expansive walk-in closet designed for comfort and convenience. Upstairs, you’ll find three bedrooms, three full bathrooms, and a spacious bonus room with closet that could easily function as an additional bedroom, media room, playroom, or lounge. Vaulted ceilings in many of the upstairs rooms add architectural character and a sense of openness. Outdoor living is equally impressive, with sliding glass doors opening to a resort-style saltwater pool and hot tub. The covered patio, fully equipped outdoor kitchen featuring Thermador appliances, upgraded pavers, and full irrigation system complete this private oasis, perfectly designed for year-round Florida living. The home is further enhanced by premium upgrades including PGT aluminum impact-rated windows and doors, an epoxy-finished two-car garage, exterior architectural lighting, an additional laundry hookup upstairs, pre-wiring for security cameras, and multiple access points for future technology integration. Ideally located east of the Trail within the highly sought-after Southside School District, you’re just minutes from downtown Sarasota, Sarasota Memorial Hospital, top restaurants, parks, and under 10 minutes to world-class beaches including Siesta Key, Lido Key, and St. Armands Circle. This nearly new residence offers a rare opportunity to own a home that blends modern coastal design, superior construction, and exceptional Sarasota living.

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

Listing Agent: Victoria Turner (662-614-2783)

Remarks: Don't let this one pass you by. Tucked in one of Sarasota's most sought-after locations, this beautifully updated single-family home offers the perfect blend of timeless neighborhood charm, modern comfort, and an active lifestyle — with no HOA to slow you down. Inside, a fully remodeled kitchen showcases quartz countertops, stainless steel appliances, and custom cabinetry, while two tastefully renovated bathrooms reflect the same attention to detail and designer touch found throughout. Natural light pours through the open layout, creating a warm, inviting atmosphere whether you're entertaining guests or simply settling in after a day at the beach. The big-ticket work is already behind you. A newer roof, updated HVAC, plumbing, and electrical mean you're stepping into genuine peace of mind — not a project. Outside, a spacious screened lanai and fenced backyard invite you to slow down, let the pets roam, tend the garden, or simply enjoy a warm Gulf evening in complete privacy. All of this, just minutes from the energy of downtown Sarasota — world-class dining, boutique shopping, pristine parks, and the Gulf's most celebrated beaches, world-renowned Yoders Marketplace, or a quick trip to the UTC area for outstanding retailers, Mote Marine, parks, walking trails, and more. Whether you're planning your starter home, escaping the winters, or adding a smart investment to your portfolio, this home checks every box. Stylish. Updated. Move-in ready. This is Sarasota living at its finest. Call today for your personal tour.

Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)

Listing Agent: Kathleen Long (813-470-0047)

Remarks: Previous buyer defaulted on contract— their loss could be your gain! Don’t miss this second chance to secure this opportunity before it’s gone again! Don't miss this incredible opportunity to own a beautifully maintained 3-bedroom, 2-bathroom pool home located West of the Trail in the desirable Vamo area of South Sarasota. It offers the perfect blend of comfort, convenience, and the Florida lifestyle, and is just minutes from Siesta Key Beach, Casey Key, Downtown Venice, Sarasota Memorial Hospital, shopping, dining, and top-rated schools. You'll also appreciate the convenience of the planned Whole Foods Market and the exciting Sarasota Square redevelopment, which will bring new shopping, dining, and lifestyle amenities to the area. For boating and outdoor enthusiasts, a public boat ramp is just blocks away, offering easy access to launch your boat, kayak, or paddle board to explore Sarasota's beautiful waterways. Inside, you'll find a bright and inviting floor plan designed for both everyday living and entertaining. Step outside to your own private backyard oasis featuring a sparkling pool and spacious patio, perfect for relaxing, hosting family and friends, or enjoying Florida's year-round sunshine.This move-in-ready home has been thoughtfully updated with a 2026 roof, 2026 water heater and PGT impact-resistant windows and a sliding glass door, providing enhanced storm protection, energy efficiency, and lasting peace of mind. Enjoy the freedom of no HOA and no CDD. Bring your boat, RV, trailer, or other recreational vehicles, as there are no association restrictions. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this exceptional West of the Trail property offers modern updates, a private pool, and an unbeatable South Sarasota location. Schedule your private showing today and take advantage of this exciting new price before it's gone! Inquiry about lender programs available through our preferred lender.

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

Listing Agent: Justin Piccillo (908-670-3209)

Remarks: Under Construction. Experience refined luxury living at Bath & Racquet Residences, where modern elegance meets Sarasota’s storied legacy. This thoughtfully designed two-bedroom, 2.5-bath loft-style residence features floor-to-ceiling windows, custom Italian cabinetry, quartz countertops, premium Bosch appliances, and an expansive outdoor patio with built-in planters—perfect for seamless indoor-outdoor living. Ideally situated in a prime location near the club. Beyond your doorstep, enjoy an unparalleled collection of resort-style amenities. The community and club feature a private pool, expansive two-acre park, dog park, playground, and a scenic 1-kilometer walking trail—ideal for an active outdoor lifestyle. Sports and wellness enthusiasts will appreciate 13 tennis courts, 2ipickleball courts, 4 padel courts, a resort-style club pool, on-site restaurant, state-of-the-art fitness center, and a full-service wellness spa. Located just 4 miles from the world-famous Siesta Key beaches and 3 miles from vibrant Downtown Sarasota, this address offers the perfect blend of luxury, convenience, and coastal sophistication. Bath & Racquet Residences presents a unique opportunity for both full-time residents and investors, with short-term rentals permitted (7-night minimum), offering flexibility and income potential. Under the guidance of Tommy Haas, former World No. 2 and official club ambassador, this iconic redevelopment reimagines the historic Bath & Racquet Club, originally founded in 1969. Once the home court of tennis legends such as Chris Evert and Martina Navratilova, the property now enters a new era—honoring its rich heritage while embracing modern elegance, wellness, and active living. Designed by the acclaimed Halflants + Pichette Architects, Bath & Racquet Residences and Club presents 256 luxury condominiums with low HOA fees.

Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)

Listing Agent: Cari Miller (203-722-4509)

Remarks: Nestled beneath majestic oak trees, this beautifully updated home has a flexible floor plan. It boasts multiple sleeping areas that comfortably accommodates visiting family and guests. Tastefully furnished and decorated, this residence underwent extensive renovations in recent years and features a newly installed roof, new impact rated windows, restored terrazzo flooring complemented by updated tile throughout. The kitchen is well-appointed with stainless steel appliances. Both bathrooms have been tastefully remodeled with granite countertops, updated fixtures, modern sinks, and designer finishes. Walk, Bike or golf cart just a short distance to the Siesta Key Village and America's most celebrated beach. Step outside to enjoy the enclosed, heated, chlorine-free pool and a private backyard oasis, perfect for relaxing or entertaining. Nearby, Siesta Key Village offers boutique shopping, acclaimed dining, live entertainment, vibrant nightlife, charming cafés, and peaceful parks. Aside from the stunning Siesta Key beaches... pickle ball, tennis courts and parks just a short bike ride away, provide fantastic outdoor recreation opportunities. Throughout the year, the island hosts a variety of special events that celebrate the unique lifestyle and beauty of the area. Experience the best of island living on world-famous Siesta Key, renowned for its powder-soft white sand, crystal-clear turquoise waters, and laid-back coastal charm. Whether you're seeking a full-time residence, vacation getaway, or income-producing investment, this exceptional property presents an opportunity to own your own slice of paradise. With strong year-round rental demand, it offers both an outstanding lifestyle and excellent investment potential. All measurements are approximate and need to be confirmed by the buyer.

Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)

Listing Agent: Jessica Hoffman (941-400-5778)

Remarks: Located on approximately 200 feet of open Bay frontage in one of Sarasota's most prestigious neighborhoods, this remarkable property enjoys a postcard-worthy setting on more than an acre of beautifully landscaped grounds near The Field Club. A 150+/- foot private dock, expansive lawn, and breathtaking panoramic views create one of Sarasota's truly exceptional waterfront offerings. The residence is in outstanding, like-new condition, with all major systems and components replaced in 2017. Thoughtfully designed with an open floor plan, the home offers three private en-suite bedrooms and a relaxed island-inspired aesthetic complemented by textured wall finishes, tray ceilings, crown moldings, custom built-ins, designer lighting, and fine finishes throughout. The spacious great room is ideal for entertaining, while the well-appointed kitchen is perfectly positioned between a charming breakfast room and formal dining area. Additional features include an oversized laundry room, generous air-conditioned attic storage, an attached two-car garage, and an air-conditioned workshop that could also serve as a third garage bay. For many, however, the true rarity lies in the land itself. With approximately 200 feet of open Bay frontage, more than an acre of prime waterfront, and surrounded by Sarasota's most significant estates, this is the kind of homesite that rarely becomes available. While the existing residence can be enjoyed immediately for years to come, the property also presents an extraordinary opportunity to create a world-class waterfront estate that fully realizes the potential of this iconic setting. Quite simply, the value of this offering extends well beyond the home—it is an opportunity to own one of Sarasota's premier Bayfront properties. Offered at a compelling value among the area's most prestigious waterfront estates, this is a rare chance to secure an irreplaceable piece of Sarasota's shoreline for today and for generations to come.

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

Listing Agent: Kim Ogilvie (941-951-6660)

Remarks: Modern architecture reaches an extraordinary new level at 1555 Eastbrook Drive, a newly completed 2025 estate offering nearly 4,000 square feet of sophisticated single-level living in one of Sarasota’s most coveted residential corridors. Positioned on an expansive 0.45-acre homesite near Oyster Bay and the sought-after West of Trail area, this five-bedroom, five-and-one-half-bath residence was created for the discerning buyer who values distinctive design, advanced technology, privacy, and effortless entertaining. Beyond its dramatic contemporary façade, soaring ceilings, expansive glass, warm architectural woodwork, and statement lighting create an atmosphere that is both impressive and inviting. The designer kitchen commands attention with custom flat-panel cabinetry, premium appliances, elegant stone surfaces, and an oversized waterfall island that opens seamlessly to the grand living and dining spaces. Integrated smart-home automation, generator, whole-home audio, surveillance, and dedicated controls place lighting, sound, and security at your fingertips. The primary suite is a private sanctuary with direct access to the pool, dual custom walk-in closets, and a spa-inspired bath featuring a sculptural soaking tub, dramatic stonework, dual vanities, and an oversized glass-enclosed shower. Four additional bedroom suites offer beautifully appointed private baths, creating exceptional accommodations for family and guests. A rare four-car garage with soaring ceilings provides space for an impressive automobile collection, with the potential for lift systems and additional storage. Designed to rival a private resort, the expansive outdoor retreat features a heated saltwater pool, elevated spa, illuminated water features, panoramic screen enclosure, and lush tropical surroundings. The covered lanai is finished with wood-accented ceilings and dramatic stone surfaces, while the fully equipped outdoor kitchen, wet bar, and generous gathering areas make year-round entertaining effortless. This exceptional Sarasota luxury home places Siesta Key’s celebrated quartz-sand beaches and vibrant village atmosphere within easy reach. Enjoy convenient access to the historic Field Club, Southside Village, Sarasota Bay, downtown Sarasota, St. Armands Circle, Marie Selby Botanical Gardens, fine dining, designer shopping, boating, golf, and the city’s renowned arts and cultural venues. More than a residence, 1555 Eastbrook Drive is a statement of modern luxury in an irreplaceable Sarasota setting.

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

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

Remarks: Pre-Construction. To be built. Situated in San Remo Estates, one of Sarasota's most exclusive waterfront communities, this upcoming new construction home, designed and built by Pham Development, represents the pinnacle of luxury living in one of the city's most sought-after locations. Perfectly positioned West of the Trail, just before the North Siesta Key Bridge, the home provides effortless access to Siesta Key's world-renowned beaches while remaining minutes from Southside Village, Sarasota Memorial Hospital, St. Armands Circle, downtown Sarasota, exceptional dining, shopping, and the area's renowned arts and culture. Set on a 0.37-acre homesite with 100 feet of seawall along Roberts Bay, the property enjoys breathtaking sunset views and deep-water boating with no fixed bridges to the Gulf of Mexico. Designed for both elegant entertaining and everyday comfort, the residence will feature 4,865 square feet of thoughtfully designed living space with 4 bedrooms, 4 full bathrooms, and 2 half baths. The home's well-planned layout emphasizes the convenience of primarily single-level living, with the main living areas, chef's kitchen, primary suite, and secondary bedrooms all situated on the same floor. A private office, media room or den, home gym, elevator, and designer three-car garage further enhance the home's exceptional functionality, while timeless architecture, premium finishes, and superior craftsmanship create an atmosphere of understated luxury throughout. The chef's kitchen is centered around a striking 60-inch Wolf range hood above the professional-grade cooking area, while a second 60-inch Wolf range hood anchors the fully equipped outdoor summer kitchen, creating exceptional spaces for both indoor and outdoor entertaining. An elite appliance package includes premium Wolf appliances and three 72-inch Sub-Zero refrigerators thoughtfully positioned throughout the home. Expansive 12-foot pocket sliding glass doors open to an extraordinary outdoor living area, where retractable Eisenglass screens can enclose the covered lanai to help retain conditioned air for enhanced comfort. A separate remote-controlled screen system provides protection from mosquitoes and the sun, allowing the outdoor living spaces to be enjoyed throughout the year. Completing this remarkable waterfront retreat are a 20,000-pound boat lift, generous dockage, and 100 feet of seawall, providing direct deep-water access to Sarasota Bay and the Gulf of Mexico. Every detail of this exceptional residence has been thoughtfully curated to deliver an unparalleled waterfront lifestyle in one of Sarasota's most desirable luxury communities.

Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)

Listing Agent: Faith Stutzman (941-260-0709)

Remarks: Welcome to this FRESH and Bright centrally located home in Sarasota! It offers 3 bedrooms, 2 bathrooms, and valuable updates that provide both comfort and peace of mind. A BRAND NEW ROOF was just installed in June 2026, while the freshly painted interior (May 2026), finished in a soft/neutral white, creates a light-filled and inviting atmosphere throughout the home. The beautifully updated kitchen features newer appliances, cabinetry, white quartz countertops, and fixtures, blending style and functionality for everyday living and entertaining. The spacious primary suite is complemented by a stunning bathroom renovation completed in March 2026, showcasing modern finishes and thoughtful design. The water softener is also new. Step outside and enjoy the spacious screened lanai, an ideal setting for morning coffee, evening relaxation, or gathering with family and friends. The large private backyard is shaded by mature trees, offering both beauty and privacy. A one-car carport under the main roofline adds convenience and enhances the property's overall value. Located within the highly sought-after Riverview School District, this home is just minutes from Siesta Key's world-famous beaches, vibrant downtown Sarasota, premier shopping and dining, parks, and major medical facilities. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this exceptional location offers enduring appeal. With many of the major improvements already completed—including the new roof, fresh interior paint, updated kitchen, renovated primary bathroom, and new water softener—this property presents an outstanding opportunity to enjoy the Sarasota lifestyle from day one. Combining desirable updates, a prime location, and room to make it your own, this home is ready to welcome its next owner.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)

Listing Agent: Julie Shaw (941-408-4760)

Remarks: Rare and extraordinary waterfront offering on the coveted North end of Siesta Key, this premier Bay Island estate parcel presents the ultimate canvas for creating a world-class coastal retreat. Set on nearly half an acre, the property commands sweeping waterway views and offers 90 feet of protected sailboat-water frontage, complete with an existing 73-foot composite and tile dock—an exceptional amenity for the discerning boating enthusiast. To seamlessly bring your vision to life, fully customizable luxury home plans, as well as projected expenditure framework are available for review from Salt Wave Construction thus significantly expediting the design-build process. The seller has also committed to demolition of the existing structure, allowing for a smooth and efficient transition to new construction. The proposed residence spans approximately 6,366 square feet, including over 4,000 square feet of refined, air-conditioned living space, thoughtfully designed to maximize waterfront exposure and elevate indoor-outdoor living. Multiple entertaining spaces, expansive terraces, and view-oriented decks create the perfect setting for both grand gatherings and intimate moments, all framed by captivating water vistas. Ideally located for effortless access on and off Siesta Key and just minutes from the culture, dining, and sophistication of Downtown Sarasota, this exceptional property offers the rare combination of privacy, prestige, and proximity. An unparalleled opportunity to craft a legacy waterfront estate in one of Sarasota’s most sought-after enclaves.

Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)

Listing Agent: Jay Mitchell Jr., Pllc (941-586-1754)

Remarks: Under contract-accepting backup offers. **Mid-Century Modern Gem in Arlington Park** This well-maintained mid-century modern home is located just blocks from Southside Elementary. Featuring a new metal roof, clean lines, and timeless style, it offers comfortable living with many original features like terrazzo floors and built-in cabinetry. Inside, you'll find bright, open spaces and a versatile area perfect for a possible third bedroom, office, or studio. The backyard is a standout, with an easement providing natural privacy and no direct rear neighbors. Just minutes from all the best of downtown Sarasota, the North Bridge to Siesta Key, and The Arlington Park And Aquatic Center complete with a dog park, 50 meter pool, pickleball courts, and walking trails. A rare blend of character, comfort, and unbeatable location. Call for a showing today!

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

Listing Agent: Wade Ongstad (941-705-0537)