Homes for Sale Near Brookside Middle in Sarasota - 599 homes

Remarks: Elegant Siesta Key Waterfront Living. Don’t just move. Arrive! Enter into your residence, and the world falls away. Picture-perfect postcard views from nearly every room await to welcome you home. Nestled on an unrivaled point at the intersection of the Grand Canal’s most impressive waterways, this newly renovated, rare find offers you the complete package. Luxury finishes, high-tech resilience, and the quintessential Siesta Key lifestyle are prepared for you to move in ready. A brief stroll from the vibrant energy of Siesta Key Village and the quartz sands of Siesta Beach. With an astounding approximately 240 feet of private seawall and offering long-range canal views creating a lagoon-like setting, this opportunity simply cannot be replicated. While offering crisp, clean lines of modern contemporary style, the infrastructure is strictly 2026-ready. This unique residence provides both luxurious aesthetic appeals, featuring a fully updated chef’s kitchen and designer baths, and "invisible luxury". The peace of mind that comes from the resilience of a durable metal roof, new seawall, and all-new high-velocity hurricane windows and doors, new flooring, wood burning fireplace, and new electrical, plumbing, as well as new three-zone HVAC and mechanical systems, has been thoughtfully provided. And, for your peace of mind, professional night vision high-tech security cameras and systems were installed in 2026. The preferred split plan offers three additional bedrooms, including a private guest suite with its own separate entrance and ensuite bath. Life at 339 Treasure Boat Way centers around the water. Venture out onto the paved, open-air pool deck to find a 2026 freshly re-finished Aqualink-controlled, saltwater, heated pool and spa with LED lighting. Enjoy gentle, golden morning sun and cool, shaded afternoons—perfect for entertaining and alfresco dining. An oversized detached two-car air-conditioned garage, fenced yard for pets, and ample guest parking.

Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)

Listing Agent: Tonna Gruber (941-232-8950)

Remarks: OWNER MOTIVATED LOOKING FOR OFFERS! Positioned in highly desirable Oyster Bay Estates in the West of Trail area, this beautifully rebuilt 4-bedroom, 3.5-bath home sits on a high-and-dry spacious 1/3-acre lot in flood zone X where no flood insurance is required. Completely gutted and reconstructed to the highest standards in 2021 this residence is like new. This remarkable property includes a newly-built 484 sq ft detached guest house/ADU with private entrance. Lush, mature landscaping provides privacy and curb appeal to this lovely home. Relaxing Florida living is ensured with a covered luxury outdoor living space including an outdoor kitchen with grill, cooktop, refrigerator and sink ideal for entertaining and family life. Also part of the outdoor living space is the inviting heated saltwater pool and spa with travertine tile deck and new pool cage. The new open-concept kitchen boasts Dekton countertops, a light-wood island with built-in drawers, a gas range and closet pantry. All the bedrooms include ensuite bathrooms. The primary suite offers a custom walk-in closet and spa-style bath with dual vanities, quartz countertops, large walk-in shower, and Toto water closet. The A/C system was replaced in 2025 and provides individual thermostats in each bedroom for comfort. Other new features include wood-look tile flooring throughout, impact windows and doors, new roof, replaced PVC plumbing drains, updated electrical with new panel, sprayed insulation, smooth finished walls & ceilings, tankless water heater, natural gas hookup, new well and irrigation system, and $100,000 in upgraded landscaping. The oversized 2-car garage features epoxy flooring and an impact garage door. Surveillance cameras and security lighting is included for your well-being. Set back from the road, this home offers a quiet and private ambiance. Residents in Oyster Bay enjoy walking through the lovely treed neighborhood and biking to tennis, dining & the marina at the Field Club, and to Red Rock Park and Siesta Key. The home is in an excellent location just minutes to Siesta Key beach, Southside Village and downtown Sarasota, and walking distance to schools, Trader Joe’s, Publix, restaurants, and cafes. This is a fabulous opportunity!

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

Listing Agent: Carolyn Donnelly, Pa (941-350-9900)

Remarks: Welcome to this SOUTHGATE pool home in the heart of Sunnyside Park—one of Sarasota’s most sought-after neighborhoods. Recently refreshed with fresh interior paint, this well-maintained 3-bedroom, 2-bath residence blends timeless character with thoughtful updates, offering comfort, functionality, and move-in-ready appeal. Inside, you’ll find a spacious layout highlighted by a brick-accented living room that brings warmth and charm. Natural light pours in through large windows and enclosed sliding doors, brightening both the main living space and separate dining area. Terrazzo floors run through most of the home, adding durability and classic Florida style. The split-bedroom floor plan provides ideal privacy, with a generously sized primary suite featuring its own en-suite bath. Step outside to your private Florida retreat, set on an extra-large lot. A screened lanai transitions seamlessly to a paved patio and open pool area, ideal for entertaining or relaxing in the sunshine year-round. The fully fenced backyard offers both privacy and space to spread out, while the oversized driveway provides ample parking. Located just minutes from US41, Siesta Key Beach, and downtown Sarasota, and zoned for top-rated schools including Southside Elementary and Brookside Middle, this home also places you close to Arlington Park’s trails, fitness center, and aquatic complex. With its fresh updates, flexible living spaces, and prime central location, this Southgate pool home is ready for its next owner—schedule your showing today.

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

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

Remarks: One or more photo(s) has been virtually staged. Fully remodeled Sarasota duplex in highly desirable Phillippi Gardens with no HOA and no CDD fees, offering exceptional income potential just minutes from world-famous Siesta Key Beach, consistently ranked among America’s top beaches. This turn-key multifamily investment property features two spacious 2-bedroom, 1.5-bath units, each with an attached 1-car garage, private patio, screened lanai, and fenced backyard, providing ideal privacy for tenants, short-term rental guests, or multi-generational living. Both units have been thoughtfully upgraded with brand-new luxury flooring, beautifully renovated kitchens with modern cabinetry and countertops, updated bathrooms, new stainless steel appliances including washers and dryers, all-new hurricane-impact windows and garage doors, plus updated plumbing and electrical systems for added peace of mind. The property experienced no interior flooding during the 2024 storms, a rare advantage in this market. Perfect for investors seeking strong long-term rental income, Airbnb or VRBO opportunities (buyer to verify local regulations), or a house-hacking strategy by living in one unit and renting the other, this Sarasota income property offers outstanding flexibility in one of the Gulf Coast’s most desirable locations. Ideally situated approximately 10 minutes from Siesta Key Beach, 12 minutes to Siesta Key Village, under 20 minutes to University Town Center, and conveniently close to US-41, downtown Sarasota, waterfront dining, marinas, nightlife, and premier shopping, this fully upgraded duplex presents a rare opportunity to own a high-demand Sarasota investment property in a market known for rental strength and long-term appreciation.

Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)

Listing Agent: Mark Middleton (727-871-7653)

Remarks: A rare opportunity to reimagine a Gulf-front penthouse on Siesta Key. Set in a boutique condominium community near Siesta Village, this expansive four-bedroom, four-bath residence offers over 3,900 air-conditioned square feet, full Gulf views and the kind of scale, frontage and location that are seldom available. With nearly 80 feet of linear Gulf frontage, the penthouse captures sweeping vistas of the azure Gulf waters, Big Pass, Lido Key and downtown Sarasota from nearly every room. The floor plan is exceptionally spacious, with grand living areas, high ceilings, a fireplace, two balconies, an attached two-car garage and the rare flexibility that comes with a residence of this size and presence. The two-building, 22-unit complex features a pool overlooking the Gulf, offering a relaxed setting to enjoy the waterfront lifestyle. This residence presents a unique canvas for a complete custom renovation. A new owner can transform this property into a spectacular coastal showplace, tailored to today’s luxury lifestyle. The existing floor plan includes generous entertaining spaces, a large kitchen footprint, two primary-suite areas, one with a private sauna, all ready to be reinterpreted with a fresh vision and design. Just moments from Siesta Village, with its restaurants, boutiques, boating and waterfront activities, this residence also enjoys proximity to Siesta Key’s world-famous white quartz sand beach. It is an extraordinary chance to create a one-of-a-kind Gulf-front penthouse in one of the island’s desirable locations. Beyond the island, vibrant downtown Sarasota’s cultural, shopping, dining and entertainment areas are just minutes away.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: Judie Berger (941-928-3424)

Remarks: One or more photo(s) has been virtually staged. Outstanding Sarasota location for this truly unique lakefront home, complete with a small private dock. Nestled on a wooded, private lot, the setting offers a peaceful retreat that feels worlds away—yet is just minutes from everything Sarasota has to offer. Inside, generous living areas and soaring ceilings create an open, airy atmosphere ideal for both everyday living and entertaining. There is ample space for gatherings, along with a versatile bonus area perfect for a study, den, or gallery. The main-floor primary suite features a walk-in closet for added comfort and convenience. The two-car garage is currently configured as a one-car garage with additional flex space that could serve as a bedroom or office and can easily be converted back to a full two-car garage. Two spacious upstairs bedrooms share a conveniently located bathroom. A large enclosed, air-conditioned lanai with French doors opens to a serene back patio, offering tranquil lake views and abundant wildlife. This home radiates warmth and character, reflecting years of cherished family and friend gatherings. Located just one block from Bee Ridge Park, which offers basketball, volleyball, softball fields, and a shaded playground, and within a highly sought-after school district for elementary, middle, and high school. Sarasota Memorial Hospital is only three miles away, downtown Sarasota just five miles, and world-famous Siesta Key Beach approximately seven miles away—featuring exceptional dining, shopping, and cultural attractions. This property has never flooded and sits well above sea level. Most furnishings have been removed. Home is now vacant and easy to show.

Listing is courtesy of: ANMARK REALTY LLC (941-363-1043)

Listing Agent: Andrey Markov (941-363-1043)

Remarks: Stunning Turn-Key Dual-Unit Income Property | Fully Renovated Top to Bottom | Prime Sarasota Location This meticulously renovated single-family residence with 4 bedrooms and 3 bathrooms has been completely transformed into a modern, income-producing gem on a spacious 10,048 sq ft lot (approx. 0.23 acres). The property features extensive updates throughout, including brand-new plumbing, electrical, roof, and air conditioning systems. The interior has been beautifully refreshed with a renovated kitchen featuring granite countertops, new cabinets, and an open-concept design, along with tile flooring throughout and fully renovated bathrooms. The exterior boasts fresh stucco paint for enhanced curb appeal. The interior floor plan has been thoughtfully reconfigured to include a completely independent studio unit with its own private entrance, full kitchenette, dedicated washer and dryer, and complete autonomy — ideal for multi-generational living, guests, or maximizing rental income. Both units are beautifully furnished and move-in ready, making this a true turn-key opportunity. Each unit enjoys its own private backyard space, while the generous lot size offers plenty of room to add a pool in the backyard if desired. The property also provides ample parking for multiple vehicles. Perfect for investors or owner-occupants seeking strong short- and mid-term rental performance, this home comes with proven rental records available upon request. The thoughtful design provides privacy and functionality for both living spaces. This fully renovated property offers unbeatable central Sarasota location — just minutes to Siesta Key Beach, downtown Sarasota, and surrounded by an abundance of restaurants, shopping, and entertainment options. Whether you're looking for a low-maintenance primary residence with income potential or a high-performing investment property, this fully updated and furnished dual-unit home delivers exceptional value in one of Sarasota’s most convenient and desirable neighborhoods. Don’t miss this rare opportunity — schedule your showing today!

Listing is courtesy of: DREAMPRENEURS LLC (321-754-1738)

Listing Agent: Laura Ortenzio (321-512-2886)

Remarks: Mid-Century Soul + Coastal Sophistication + West of the Trail. Welcome to a masterfully curated Mid-Century Modern retreat located just north of the Stickney Point Bridge in one of Sarasota's coveted zip codes. Situated on a lush 0.31-acre corner lot, this property offers a rare sense of tranquility and total privacy with no HOA or deed restrictions—all just minutes from the world-renowned quartz sands of Siesta Key or Sarasota’s vibrant Downtown. The Aesthetic: Architectural Artistry. This isn’t just a home; it’s a design statement. Every inch celebrates the iconic MCM silhouette, from the striking floor-to-ceiling stone fireplace to the authentic exposed beams and dramatic vaulted ceilings. The timeless architecture is elevated by contemporary finishes, including large-format porcelain tile, Hunter Douglas window treatments, and custom stained-glass transoms that bathe the space in natural light. The Vibe: Indoor-Outdoor Synergy. Live the Sarasota dream in a space designed for the ultimate entertainer. The family room features pocketing glass sliders that reveal your private outdoor oasis, seamlessly dissolving the line between indoors and out. Host “golden hour” gatherings on the 20’ x 14’ composite deck, dine alfresco beneath the Cypress-wood lanai, or unwind in the heated saltwater pool—all enveloped by lush, professionally designed tropical landscaping and a fully fenced yard. Inside the lanai, a tranquil pond with a pump and cascading waterfall creates the perfect setting for meditation. The private, gated west-side yard—just off the primary bedroom deck—offers an additional secluded retreat, while thoughtfully designed landscape lighting sets the stage for stunning evening vistas. Retreat & Versatility: The Primary suite is a true sanctuary, boasting a sun-drenched reading nook, a spacious walk-in closet, and private deck access perfect for your morning coffee. On the opposite wing, a secondary primary-style suite offers ultimate flexibility for high-end guest hosting or a sophisticated home office. Another spacious guest bedroom completes the floorplan. With three full baths and a thoughtful "split" floor plan, the layout is as functional as it is beautiful. Modern “Peace of Mind Checklist” features include: new roof (2024), new ductwork (2024), fresh exterior paint (2024), 3 new water heaters (2024/2023), impact rated windows & doors (2023/2020), high-efficiency A/C (2020), Honeywell Home WiFi thermostat, and updated ADT monitored security system. Parking Pro: Two separate driveways plus a one-car garage for all your toys.

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

Listing Agent: Dana Cook Westmark (941-356-5091)

Remarks: Nestled within the sought-after, gated Landings neighborhood, this two-story residence offers an exceptional opportunity. Featuring three bedrooms and two-and-a-half baths, the home is thoughtfully designed to blend comfort, functionality, and effortless everyday living. A combined living and dining area creates an inviting atmosphere for entertaining, while the updated kitchen flows seamlessly into the family room, creating the ideal space for gathering with friends and family. The spacious primary suite is conveniently located on the first floor, providing a private retreat. Upstairs you will find two bedrooms, a shared bathroom, and a versatile den perfect for an office or additional living space. Outdoors, a screened lanai and papered pool area invite year-round Florida living, overlooking a fully fenced backyard. A paver driveway leads to a three-car garage, offering ample storage. Completing the appeal is the home?s unbeatable location, with walking trails and lush landscaping throughout the neighborhood, a fabulous shopping center just a short walk away, and minutes from the world-famous Siesta Key Beach. Seller has selected and paid for a new flat tile roof to be installed by Zoller Roofing. Roof tile is Bel Air/ Terracambra Range #4664.

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

Listing Agent: Kelly Quigley (941-356-9954)

Remarks: OPPORTUNITY IS KNOCKING! NO STORM DAMAGE and ONLY 2 MILES TO SIESTA KEY! Used as a rental for the last 20 years, this property is READY FOR A FRESH START. This is a TRUE THREE-BEDROOM, TWO-BATH home—no funky garage or patio conversions, which means no insane markup on a sketchy weekend warrior remodel. Here, you can update to YOUR OWN LIKING and at your own pace. INVESTORS, TAKE NOTE: This home has FANTASTIC BONES thanks to ALL BLOCK CONSTRUCTION (aside from the second carport)—from back when homes were built to last. And with a NEWER ROOF and HOT WATER TANK, that’s two less expenses you have to worry about. Inside, you’ll find ROOMS LARGER THAN YOU’D THINK, including an EAT-IN KITCHEN and a BONUS ROOM (NOT an enclosed lanai) that could be a formal dining room, playroom, office, or combine it with the primary bedroom to create a glorious owner's retreat. The laundry room under the carport is at house level, not ground level, and adjacent to the primary bath, which could allow for an owner's bathroom expansion. Reopen the few windows that were previously enclosed and revive the vibe—Florida sunshine transforms everything. A-RATED SCHOOLS across the board—elementary, middle, and high! Perfect for families. And yes, you can BRING ALL YOUR TOYS because this property is NOT DEED RESTRICTED and has plenty of space for your boat, RV, or whatever else you’ve got. LOCATION-WISE, IT CAN’T BE BEAT: You’re in the HEART OF SARASOTA, with every shopping and dining convenience imaginable nearby. The Legacy Trail is just down the road—12+ paved and pretty miles of walking, biking, rollerblading, etc. And the glorious beaches of Siesta Key are less than 10 minutes away. If you’re looking for a GREAT DEAL on a GREAT HOUSE, this is it. HURRY OVER BEFORE IT’S GONE. This MOTIVATED SELLER IS READY TO CLOSE!

Listing is courtesy of: REAL ESTATE MATCH USA (941-224-2344)

Listing Agent: Cheryl Edwards (941-224-2344)

Remarks: One or more photo(s) has been virtually staged. Welcome home to Ashton Enclave, where serene views can be enjoyed from the main living areas, primary suite, and outdoor living spaces. Located just minutes from Siesta Key Beach, shopping, and dining, this beautifully maintained home offers a spacious 4-bedroom, 3-bath open-concept floor plan with numerous recent upgrades. The first floor features tile flooring throughout, crown molding, and multiple inviting living spaces—including a large great room/dining room combination and a sunny breakfast area—perfect for everyday living and entertaining. Step outside to the spacious screened and covered lanai, plus a 20x20 deck, providing ample room to relax, host gatherings, or enjoy peaceful outdoor living. The primary suite on the first floor offers walk-in closets and an ensuite bath with granite countertops, dual sinks, a soaking tub, and a walk-in shower. Additional first-floor guest suites also include walk-in closets. Upstairs, a private bedroom with newer laminate flooring and an ensuite bath featuring granite countertops and a decorative picture-frame mirror can serve as a second primary suite or ideal guest retreat. Additional highlights include an indoor laundry room with a laundry sink, new cabinet doors, and newer washer and dryer. Recent updates include new kitchen cabinets and stainless steel appliances (2025), laundry cabinet doors (2025), interior paint (2025), HVAC and water heater (2024), and roof (2017). Outside, a fenced area with a concrete pad offers space for RV parking. Ashton Enclave is a quiet community of only six homes and features a low HOA fee that includes water, sewer, irrigation, and lawn care, making for easy, low-maintenance living.

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

Listing Agent: Matt Cannon Llc (941-228-2030)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. *PENDING - ACCEPTING BACKUPS*One or more photo(s) has been virtually staged. Nestled just south of the Ringling Museum, this prestigious West of Trail estate is set in Sarasota’s historic Indian Beach Sapphire Shores neighborhood, known for its majestic tree-canopied streets, bayfront parks, and architectural charm. Spanning 5,712 sq. ft. on a one-half acre lot, this home is designed for multi-generational living, featuring 5 bedrooms, 6.5 baths, 2 offices, and a private in-law suite. A newly built 616 sq. ft. detached guest house with a kitchenette and full bath offers additional flexibility. Extensively remodeled in 2013 and upgraded in 2023 by Murray Homes, the residence boasts a new roof, smart home features, low-voltage lighting, high-end cabinetry, new flooring, an updated kitchen, deck, and lush landscaping. The chef’s kitchen is a showpiece of design and functionality, highlighted by a raised skylight with exposed beam rafters over the 11’8” x 3’7” Cambria White Cliff quartz island with a waterfall mitered end panel and counter-height breakfast bar for five. Soft-close solid wood cabinetry includes pull-out shelves and recessed LED lighting. Top-tier appliances feature a Wolf double oven, Wolf 48” 6-burner gas range, Subzero column refrigerator/freezer, two dishwashers, and an instant hot/cold filtered water faucet. A café nook with a coffee bar and custom cabinetry adds convenience. Designed for seamless indoor-outdoor living, the spacious great room features engineered white oak plank flooring and a floor-to-ceiling walnut slat entertainment wall with a ventless fireplace. A striking agate-topped dry bar with a custom wine bottle display enhances the dining area. The brand-new screened lanai with French white oak Azek decking extends the living space outdoors. The 400 sq. ft. family room provides a flexible retreat, featuring a floating cabinetry entertainment wall, a full pool bath, additional laundry, hidden storage, and a private entrance from the pool deck. Outside, a 2,000 sq. ft. backyard retreat offers a 40 x 15 heated saltwater pool with a cascading waterfall, cooling lime rock pavers, pristine turf, and a brand-new outdoor kitchen with a gas grill and refrigerator. A motorized pergola adjusts for sun or shade, creating a luxurious resort-style setting. The fully fenced yard and lush landscaping enhance the privacy of this location. A brick-paver courtyard and circular driveway add elegance while offering ample parking and space to add an additional garage. This property is not in a flood zone. Minutes from downtown Sarasota, Lido Beach, and St. Armands Circle, the home is perfectly positioned near Ringling College of Art, New College, and the North Trail’s independent restaurants, coffee shops, and pubs.

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

Listing Agent: Bev Murray (941-724-4995)

Remarks: Architectural character, curated design, and resort-style outdoor living define this exceptional Sarasota residence at 1780 Spring Creek Drive. Privately positioned behind a gated entry and surrounded by lush tropical landscaping, this distinctive home offers a refined Florida lifestyle with thoughtful upgrades, timeless style, and true peace of mind. Located in one of the the location that Sarasota has to offer. Inside, the home welcomes you with soaring ceilings accented by exposed beams, expansive windows, and an open, light-filled layout that blends modern design with everyday comfort. Warm wood tones, clean architectural lines, and carefully selected finishes create a sophisticated yet relaxed ambiance throughout the main living spaces. The updated kitchen is designed for both beauty and function, featuring luxury appliances, sleek cabinetry, stone countertops, and a statement glass-topped bar, ideal for entertaining or casual dining. The kitchen flows seamlessly into the living and dining areas, creating an inviting environment for gatherings large and small. The primary suite serves as a private retreat, offering tranquil garden views, direct access to the outdoor living area, and a spa-inspired bath adorned with striking mosaic tile, modern fixtures, and a glass-enclosed walk-in shower. Additional bedrooms are thoughtfully arranged to provide flexibility for guests, a home office, or creative space. Step outside to the screened lanai and resort-style pool and spa, where privacy and lush landscaping create a serene oasis. Recent upgrades include a new pool filter, enhancing efficiency and ease of ownership, while covered seating areas invite year-round outdoor enjoyment. Beyond its aesthetic appeal, this home is equipped with premium infrastructure upgrades designed for long-term comfort and reliability. A Generac natural gas generator powers the entire home and pool, providing seamless backup during outages. The roof is approximately six years old, plumbing lines have been professionally blown out and cleaned, and the property is located in a no flood zone for added peace of mind. The home is serviced by city water, complemented by a deep water irrigation well that keeps the lush landscaping thriving while helping reduce utility costs. Aerial views highlight the home’s generous lot, mature greenery, and prime Sarasota location—just minutes from downtown Sarasota, world-renowned beaches, shopping, dining, and cultural attractions. Distinctive, upgraded, and effortlessly livable, 1780 Spring Creek Drive delivers a sophisticated Sarasota lifestyle without compromise.

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

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

Remarks: An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium features two bedrooms and one bathroom, offering a highly desirable layout for both personal use and income production in one of Florida’s most sought-after vacation destinations. The residence includes a private balcony overlooking the pool, providing a relaxing, resort-style experience for owners and guests alike. The second-floor location offers added privacy, while elevators servicing each floor ensure easy access and convenience. Designed with investors in mind, the community offers a dedicated on-site management office, creating a truly turnkey rental opportunity with seamless guest coordination and peace of mind. Community laundry facilities are conveniently located on each floor, adding to the ease and appeal for short- and long-term stays. Just steps from world-famous sugar-sand beaches and minutes from Siesta Village dining, shopping, and entertainment, this condo presents a rare opportunity to own a low-maintenance, income-producing property that combines strong rental potential with the ultimate island lifestyle.

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

Listing Agent: Sheryl Vanduren (720-384-4884)

Remarks: One step away from Siesta Key, Sarasota Memorial and Hillview. West of the trail. Beautiful condo in Oasis on Osprey. Enjoy the community pool before you head to the beach.2 bedrooms, 2 bathrooms. large living area. Screened lanai. All tiled for easy maintenance. Granite countertop in kitchen. AC 2020.

Listing is courtesy of: INVESTUS REALTY LLC (941-538-2010)

Listing Agent: Vincent Ricaud (941-538-2010)

Remarks: Under contract-accepting backup offers. Totally remediated and beautifully remodeled 3-bedroom, 2-bath pool home located in Bellevue Terrace, just off Bahia Vista, in the heart of Sarasota. This home was taken down to the studs and completely rebuilt, including all new electrical, plumbing, and sheetrock. Additional upgrades include all new interior doors, cabinetry, kitchen appliances, air conditioning system, hot water heater, and washer and dryer. Porcelain tile flooring throughout enhances the bright, open, and spacious feel of the home. The expansive screened pool area features a tropical setting and a large covered lanai, ideal for outdoor entertaining and year-round enjoyment. Bellevue Terrace offers a prime central location near Locklear Park, the YMCA, Pinecraft with its Amish Restaurants, downtown Sarasota, and the Bayfront neighborhoods. Enjoy a friendly community with no HOA, no rental restrictions, and easy access to everything Sarasota has to offer. Easy to show and a must see.

Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)

Listing Agent: Philip Graber (941-320-5451)

Remarks: One or more photo(s) has been virtually staged. Beautifully updated 4-bedroom, 2-bath pool home in the desirable Southgate neighborhood of Sarasota offering the ideal blend of indoor comfort and outdoor Florida living. The home features a bright open layout with expansive pocket sliding glass doors that fully open to an oversized open-air pool and patio, perfect for entertaining and relaxing. The updated kitchen includes extensive custom cabinetry with built-in pantry storage and a discreetly integrated laundry area. The home offers four spacious bedrooms and two bathrooms, including a guest bath with a soaking tub. Outside, the property features a large additional paved parking pad along with the driveway and garage, providing ample space for multiple vehicles and recreational equipment. With minimal deed restrictions, the property allows RV and boat parking, with additional space along the side of the home. The backyard also includes a custom playground area. Conveniently located just minutes from Siesta Key Beach, downtown Sarasota, shopping, dining, and parks.

Listing is courtesy of: PREMIER AGENT NETWORK (877-663-9366)

Listing Agent: Stephanie Hawkins (941-587-4337)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. EXQUISITE NEW CONSTRUCTION ON SIESTA KEY: ISLAND LUXURY REDEFINED | Estimated to be substantially completed by 4/30/2026 | A rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible from both the north and south bridges, this exceptional new build delivers the ultimate coastal lifestyle where refined interiors meet effortless outdoor living. | SIESTA Key Beach is frequently recognized as one of the best beaches in the U.S. and worldwide, celebrated for its powder quartz sand and crystal-clear waters. Its global reputation has been affirmed by TripAdvisor’s Travelers’ Choice Best of the Best Beaches and Dr. Beach’s annual rankings, making this location as iconic as it is desirable. | MOMENTS from Siesta Key Village, enjoy efficient access to boutique shopping, coffee shops, and acclaimed dining while still benefiting from an extraordinary amenity, your own private boat dock access on the canal just across the street. Spend the day boating and return home with ease, parking your vessel at your own dock, a true island luxury. | THIS thoughtfully curated residence reflects the vision of a hands-on developer deeply involved in every aspect of design, from interior finish selections to landscaping and amenities. Created for buyers who appreciate craftsmanship and fine detail, the home offers 4,195 sq ft of interior living space and an additional 3,756 sq ft of outdoor living, seamlessly blending indoor and outdoor environments. | THE chef’s kitchen is designed for both entertaining and everyday ease, complete with a “dirty kitchen” for behind-the-scenes preparation. The light-filled great room opens to a nearly 50-foot wraparound terrace, creating a spectacular setting for hosting family and friends. | TWO bedrooms are located on the main living level, ideal for guest suites or a secondary primary. Take the stairs or elevator one level up to access the private primary suite featuring a truly custom bath with bespoke tile, finishes, soaking tub and spacious shower that creates a spa-like retreat. Two additional bedrooms with a shared bath complete the upper-level.| FLEXIBLE, elegant, and intelligently executed, the suite of spaces within this home allows effortless tailoring to any family’s lifestyle from multi-generational living to a dynamic entertainer’s paradise. | IMAGINE a home where the luxuries of island beach life blend with a private, resort-style retreat: *Inground pool & spa for cooling off or casual lounging*Rooftop deck for sunset cocktails and starlit conversation*Private boating access just steps from your front door. | AND, when you’re ready for a taste of city life, Downtown Sarasota’s rich cultural tapestry with its farmers markets, arts, galleries, festivals, waterfront parks, and world-class dining is only a short drive away. |THIS is more than a home, it’s an invitation to own your piece of the new Siesta Key lifestyle: elevated, effortless, and extraordinary.

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

Listing Agent: Lisa Otte (941-281-5472)

Remarks: Welcome to 5619 New York Avenue, a charming Sarasota retreat where comfort, style, and convenience come together beautifully. Nestled in a quiet neighborhood with no HOA, this home offers the freedom to truly make it your own while being just minutes from Siesta Key Beach, Downtown Sarasota, and all the coastal lifestyle has to offer. As you arrive, refreshed tropical landscaping and a welcoming curb appeal set the tone. Step inside to find a bright, open layout designed for easy living and connection. Natural light fills every corner, reflecting off tile floors that create a clean and calming atmosphere. The kitchen opens to the living space, perfect for entertaining or relaxed family gatherings, while large sliding doors invite you to step outside and experience the home’s centerpiece, your private backyard oasis. Out back, the sparkling pool is surrounded by lush greenery, offering a peaceful escape where you can unwind, host weekend barbecues, or simply soak up the Florida sun. The fenced yard provides privacy and room for pets or gardening, creating a perfect blend of relaxation and functionality. Whether you are looking for a full time residence, a seasonal getaway, or an investment opportunity, this home captures what makes Sarasota living so desirable. You are close to the area’s top beaches, shopping, dining, and cultural attractions, yet tucked away in a neighborhood that feels like your own personal retreat. This is your chance to own a pool home in Sarasota that combines character, comfort, and location while giving you the freedom of no HOA restrictions. Experience the lifestyle you have been dreaming of at 5619 New York Avenue.

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

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

Remarks: Lakeside Club of Sarasota, move-in ready! This spacious second-floor two-bedroom, two-bath condominium features vaulted ceilings and a large screened lanai overlooking a serene lagoon and preserve. The open-concept living and dining area flows seamlessly to the private outdoor spaces, creating an environment for relaxation and entertaining. Enjoy your morning coffee on the front patio and unwind in the fully enclosed back lanai with tranquil pond views and a manicured green lawn just beyond. Ideally in the desirable Gulf Gate area, just 12 minutes from the nation’s No. 1 beach, Siesta Key, this well-maintained home offers a blend of comfort and convenience. Recent updates include a new roof and skylights (2025), PGT hurricane windows on the east side, a new air conditioner with heat pump and water heater (2023), and a refrigerator replaced in 2025. The stackable washer/dryer and range are only five years old. Community amenities include tennis courts, a clubhouse, a refreshing pool and covered carport parking. You'll love the proximity to the new Gulf Gate Library, popular restaurants, shopping and everything Sarasota has to offer. Whether you're looking for a full-time residence or a winter retreat, this condominium is must-see. Schedule a showing today.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: Cindy Taliaferro (941-894-7269)