Homes for Sale Near Sarasota High in Sarasota - 723 homes

Remarks: The Regency House is in the ideal downtown location because it feels like a neighborhood with parkland and the cities bayfront Park to the West as well as Palm Avenue's Tree lined side walked street to the East. The neighbors use the sidewalks and are friendly and active. This building is just far enough from Main Street and all the fun and cultural venues, but just far enough away that it is more peaceful when activities are going on there. Walk the farmer's market and art shows on Saturday mornings and too the Opera and Theaters in the evenings. Many excellent restaurants and entertainment venues line the downtown streets. Walk to Whole foods or Marina Jack's and O'Leary's Cabana bar restaurant less than a half block away as well as stroll the art district walk a block away on your way to Main Street. Hard to beat this location and it is surrounded by some of the most luxurious condominiums in all of downtown but at the most reasonable price level anywhere in the area. With a new resort style pool being installed this summer to replace the dated pool, it will be a relaxing place to enjoy your time or get your exercise doing laps in the extended pool. There are new sunshades and BBQ areas to enjoy as well. We have an exercise area, a party/meeting room with small kitchen for events. The lobby has three convenient entrances and a full-time concierge and manager monitoring the properties security cameras and taking care of the residence owner's requests and needs. Everyone has a nice carport with insulated roofs and some guest spots plus parking on either side of the building on Gulfstream and Palm Avenues. The property is wide and not as crowded together like others in the downtown areas. This is a roomy two bedroom, two-bathroom unit with a nice sized living and dining room as well as the sunny and bright space with opening patio doors to enjoy the morning sunrises or evening moonlight. Attractive and warm wood floors in all the living areas and bedrooms add to the comfortable feel. Bright galley kitchen is easy to prepare your meals or walk five minutes to dine downtown or the neighborhoods quaint cafes, movie theater in the Burns Court area. Hard to beat the convenience to everything including medical services and hospital at short 5 minutes' drive. Airport is less than 15 minutes to pick up your guests, and our airport is quick and easy to get to your gate if you plan to travel. Fine dining on St. Armand's Circle and prime shopping on Lido Key as well as our clean quartz sand beaches like Siesta, Lido and Longboat Keys which are rated consistently among the best in the world! How can you beat all you get at this price level and the lifestyle this condominium will give you? Come take a look and live, the Sarasota Florida Lifestyle!

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

Listing Agent: David Butler Jr (941-350-9503)

Remarks: Under contract-accepting backup offers. Welcome to 4576 Bliss Road, a beautifully updated family home nestled in one of Sarasota’s most desirable neighborhoods, renowned for its top-rated schools and friendly community atmosphere. This spacious 3-bedroom, 2-bathroom residence is thoughtfully designed with a smart split floor plan that provides both privacy and comfort for every member of your family. Step inside to discover brand-new plumbing and elegant, durable luxury vinyl plank flooring that flows seamlessly throughout the home, combining style with practicality for busy family life. The bathrooms have been meticulously remodeled to create spa-like retreats, blending modern elegance with functionality, ensuring a relaxing and rejuvenating space for your family to unwind. Additional upgrades include impact-resistant windows that offer peace of mind and energy efficiency, along with a complete home repipe to ensure long-lasting reliability. Outside, you’ll find a fully fenced yard that offers a safe, private oasis for children and pets to play freely or for hosting unforgettable family gatherings and celebrations. Whether it’s a quiet evening on the patio or a lively weekend BBQ, this outdoor space is designed to accommodate all your family’s needs. This home perfectly marries the timeless charm of classic Sarasota updates that buyers desire—all within a highly sought-after school district that prioritizes education and community values. Don’t miss this rare opportunity to secure a comfortable, stylish, and welcoming home at 4576 Bliss Road, where your family’s new chapter awaits.

Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)

Listing Agent: Robert Krasow (941-363-6507)

Remarks: SELLER IS MOTIVATED AND WILL CONTRIBUTE TOWARDS BUYERS CLOSING COSTS, PREPAIDS, AND INTEREST RATE BUY DOWNS! New price and fresh opportunity- just minutes from all things Sarasota has to give, such as the arts and theater district, shopping, dining, BEACHES, activities, walking trails, pickleball, tennis courts and much much more! Welcome to this 3-bedroom, 2.5 bath, single family home in Sarasota, where location, location, location truly defines the lifestyle. Positioned on a corner .21-acre lot with NO HOA OR CDD, this home places you just a stone’s throw from the Legacy Trail, with walking access to pickleball courts, tennis courts, Pompano Park, and Locklear Park, plus nearby community amenities. Whether it’s biking, running, or social recreation, everything is right outside your door. The backyard is the standout feature, thoughtfully designed for entertaining and everyday enjoyment. Enjoy a fire pit area, low maintenance astro turf, multiple seating zones, a gazebo, and a screened in porch that can easily be converted into a full outdoor kitchen. The large yard offers ample room to build a pool, all surrounded by mature oak trees and a mango tree that add shade and character. Inside, the home offers 2,346 sqft with spacious bedrooms, a flexible bonus room for work or guests, and a primary bath with a garden tub. Major updates include an AC system replaced in 2022, water heater in 2024, along with the benefit of being in Flood Zone X with a raised foundation. The dining area has custom built-in seating with storage area to accommodate small or large gatherings, built with the intention for hours of entertaining. This is a rare opportunity to own a home that combines space, updates, and one of Sarasota’s most activity rich locations. With lots of potential, let the imagination take over as you create the space you desire and deserve to have!

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

Listing Agent: Jennifer Mcclendon (720-839-2131)

Remarks: * WATERFRONT CONDOMINIUM * GATED COMMUNITY * LIKE NEW * FANTASTIC AMENITIES * By far the BEST PRICE PER SQUARE FOOT IN THE ENTIRE DEVELOPMENT! Beautifully kept, spotlessly maintained, townhouse style second floor condominium. Just ONE owner since new. There isn't another one like this! On Crocker Lake in the gated development of Pinestone one of Palmer Ranches best loved neighborhoods, this one has it all. New appliances, new washer and drier, Pinestone's largest condominium. Soaring two story ceilings, ceramic tile throughout with the exception of 2 of the 3 bedrooms which have new carpet. Recently repainted too! This one is truly a delight and is now is the time to get it before all those moving to Florida send prices much higher. Light, bright and airy with lake views from most every room. The second floor primary bedroom balcony overlooks the main living area. Primary bedroom is oversized with a wall closet and a walk in closet too. Second bedroom has a walk-in closet and like the primary, faces the lake. Located next to the full bath this room is a perfect second bedroom for family, friends or visitors. Third bedroom can be set up as a formal dining area, bedroom, office or den. This is a great multi purpose room located near the main living area and containing a large closet. Living room, kitchen and breakfast bar area are very open and inviting with great lake views and lots of light. Recently replaced and updated AC, recently painted throughout and all new upgraded carpeting in two of the bedrooms. The lanai givestch the sunset, the choice is yours. New washer and dryer are located in the wall closet on the main floor right next to the understairs storage area. Pinestone is a premier gated condominium development with 310 condominium properties. With very low monthly condominium fees! Amenities include oversize heated pool with lap lanes, hot tub/spa, gym, BBQ grills, two tennis courts, billiard room, library, card room, large social area in clubhouse with kitchen facilities, 32 seat movie theater, 1/2 basketball court, pickleball courts, shuffle board, bocce court, fountain courtyards, fire pits, outdoor conversation seating area, locked bike storage and much more. Seller says it's time to get it sold. Take a look but do it quick because this one won't last!

Listing is courtesy of: SARASOTA HOME REALTY (941-544-6763)

Listing Agent: Brian Mcgreevy (941-544-6763)

Remarks: Some homes are built to impress. This one was built to live in — and it delivers on every level. Constructed in 2022 to current building codes, this island-style elevated stilt home sits in one of Sarasota's most coveted in-town corridors, tucked between the energy of downtown and the calm of the Gulf Coast beaches, with virtually everything you need within a half mile of your front door. Step inside and the first thing you notice is how right it feels. Luxury vinyl floors run throughout, shaker-style cabinetry lines the kitchen, and stone countertops anchor a fully equipped cooking space outfitted with smart Samsung stainless steel appliances. The living room flows naturally into a dining area and a charming alcove complete with an antique bar cart and built-in desk — equal parts functional and full of character. Smart TVs throughout, an interior Samsung washer and dryer, and all turnkey furnishings included mean you walk in and you're already home. 3 bedrooms and 2 full baths sleep up to 8 comfortably, making the layout as practical for a full-time family as it is for a rotating roster of vacation guests. The metal roof and impact windows provide the kind of peace of mind that's hard to put a price on in Florida, and the elevated stilt-on-concrete-piling construction keeps you above the worry. Under-building carport parking accommodates 2 vehicles with ease. Out back, a serene tree-lined yard gives you a private exhale after everything the neighborhood has to offer — and the neighborhood has a lot to offer. The gym, medical, and pharmacy are each 0.3 miles away. Coffee and groceries are 0.4 miles out. Gas in 0.6 miles, the movie theater in 1.1. Arlington Park and Aquatic Complex — one of Sarasota's most beloved community anchors — is a short walk. Southside Village, with its independent restaurants and neighborhood charm, is right there. Downtown Sarasota, the Bayfront, the marina, the Sunday Farmers Market, the arts district — all within easy reach. Lido Key and world-famous Siesta Key Beach, with its powdery quartz sand, are a quick drive when the Gulf is calling. Currently operating as a successful short-term vacation rental, this home offers genuine flexibility — use it as a primary residence, a personal retreat, or continue generating rental income with an already-proven property in an always-in-demand location. In Sarasota, that combination is harder to find than it looks.

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

Listing Agent: Michael Laconca, Pa (941-800-2940)

Remarks: Amazing opportunity to create your waterfront estate in Sapphire Shores, where history, culture, and growth meet. This 16,378 sq. ft. lot offers 87 feet of water frontage, a private dock, and direct access to Sarasota Bay. Positioned along a quiet shoreline, it overlooks an almost 900-foot-wide deep-water basin, providing both privacy and natural beauty. Sapphire Shores combines legacy estates, striking new builds, and proximity to cultural landmarks such as The Ringling Museum and Asolo Theatre. With the North Trails ongoing transformation, including new developments, zoning updates, Ringling Colleges expansion the neighborhood is emerging as a prime location for luxury residences. Whether for a custom estate or a speculative project, this is a rare chance to secure a large waterfront property in one of Sarasota's most dynamic luxury neighborhoods.

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

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

Remarks: Welcome home to this beautiful 3-bedroom, 2-bath villa with a 2-car garage, located behind the gates of Bent Tree Village in Hammocks 1. This split-bedroom floor plan offers both space and privacy, with formal living and dining areas, vaulted beam ceilings, and a separate Florida room featuring new hurricane-rated skylights. From there, enjoy views of the open-air patio and peaceful trees beyond. The newly renovated 2025 kitchen features quartz countertops, all-new cabinetry, pull-out lower drawers, and newer stainless steel appliances. The laundry closet is conveniently located in the kitchen. The oversized primary suite includes an ensuite bath with dual vanities, a walk-in shower, and a large walk-in closet. On the opposite side of the home, you’ll find two guest bedrooms and a full guest bath. This villa is located in Hammocks 1, which is not a 55+ community. You’ll also love the convenient location near I-75, restaurants, shopping, and just a short drive to the area’s beautiful beaches or UTC Mall. Don’t miss your chance to make this lovely villa your new home.

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

Listing Agent: Lisa Bouck, Pa (941-374-0165)

Remarks: Under contract-accepting backup offers. Spacious and inviting, this TRUE 3-bedroom, 5th-floor end-unit condominium is located directly on Siesta Key’s world-renowned quartz crystal sand beach and offers sweeping west-facing Gulf and Crescent Beach views from Point of Rocks to northern Siesta Key. Enjoy water views from every room in this updated, move-in-ready residence that comes fully turnkey furnished—just bring your suitcase and start enjoying the beachfront lifestyle. Featuring IMPACT windows and doors for peace of mind, this coastal retreat is nestled within the desirable Horizons West, a Gulf-to-Bay resort set on over 7 beautifully landscaped acres. Amenities include 300 feet of deeded beach access with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock ideal for fishing, picnicking, or watching boats pass by. Launch kayaks and paddleboards from the bayside to explore the mangroves, or hop on the free Siesta Key trolley to experience the island’s exceptional dining, shopping, and entertainment.

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

Listing Agent: Suki Scollo (941-587-2289)

Remarks: Virtually Staged. Welcome to 2604 Sydelle Street, a breathtaking custom-built residence by Fine Construction that seamlessly blends timeless elegance, superior craftsmanship, and modern luxury. Perfectly positioned on a spacious corner lot in one of Sarasota’s most desirable locations, this exceptional home offers 4 bedrooms, 4 full bathrooms, a glass-enclosed den, and 3,523 square feet of thoughtfully designed living space tailored for both everyday comfort and sophisticated entertaining. From the moment you arrive, the home’s striking curb appeal and meticulous attention to detail set the tone for what awaits inside. Step through the custom entryway and impressive pivot door to discover an open-concept floor plan filled with natural light, soaring ceilings, and premium finishes throughout. Engineered hardwood flooring flows seamlessly from room to room, adding warmth and elegance while complementing the home’s contemporary design. At the heart of the home is a chef-inspired gourmet kitchen, thoughtfully appointed with custom European style cabinetry, stunning Taj Mahal quartzite countertops, premium Thermador appliances, and an expansive island that serves as the perfect gathering place for family and guests. A spacious butler’s pantry provides additional storage and prep space, making entertaining effortless while maintaining a clean, refined aesthetic. The luxurious primary suite serves as a private retreat, offering a spacious walk in shower and generous closet space designed with both comfort and functionality in mind. Each additional bedroom is thoughtfully appointed with ample space and access to beautifully finished bathrooms, ensuring comfort and privacy for family members and guests alike. The first floor den offers flexibility as a home office, media room, or guest space. Designed to embrace Florida’s indoor outdoor lifestyle, the expansive sliding glass doors open to a spectacular outdoor living area. The custom-designed pool is the centerpiece of the backyard oasis, complemented by a fully equipped outdoor kitchen and covered entertaining space, creating the perfect setting for year round gatherings, relaxation, and enjoying Sarasota’s beautiful weather. Additional features include a rare drive through garage, offering enhanced convenience, storage options, and flexibility for recreational vehicles or extra parking. Every detail of this residence has been carefully curated to provide a luxurious yet functional living experience. Located in the heart of Sarasota, this exceptional property offers unparalleled access to the area's finest amenities. Just minutes from downtown Sarasota, residents can enjoy world class dining, boutique shopping, arts and cultural attractions, waterfront parks, and the pristine Gulf Coast beaches that make Sarasota one of Florida’s most sought after destinations. This is a rare opportunity to own a truly custom luxury home in an unbeatable location. Schedule your private showing today and experience the extraordinary quality, design, and lifestyle that 2604 Sydelle Street has to offer.

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

Listing Agent: Jenna Didiego (941-735-3332)

Remarks: This rare, freestanding 3-bedroom, 2-bath villa presents an exceptional opportunity to create the coastal home you've always envisioned in the premier Gulf front community of Whispering Sands. With its highly desirable floor plan, attached 2-car garage, and private fenced patio, this residence offers the perfect foundation for a truly personalized retreat. Professionally remediated following Hurricane Helene, this villa is being offered in its current condition. Featuring concrete floors, partial drywall, and no kitchen or bathroom fixtures, this residence offers a true blank canvas – inviting you to select every finish, fixture, and detail to create a home that reflects your own style and vision. Washer and dryer hookup is located in the garage. Important exterior improvements have already been completed, including NEW 2025 villa and garage roofs and fresh exterior paint, while a comprehensive two-year community landscaping enhancement plan is in the planning stages. Life at Whispering Sands is about far more than just your residence. Enjoy 800 feet of PRIVATE quartz sand beach, two heated pools, clubhouse (currently undergoing complete remodeling that will also include a catering kitchen and fitness rooms), beachside Tiki Hut, shuffleboard courts, canoe/kayak storage, and professionally maintained grounds, all just a short stroll from the shops, restaurants, and vibrant charm of Siesta Key Village. The comprehensive HOA fee includes cable, high speed internet, recreational amenities, landscaping, reserves escrow, HOA insurance, on-site management & maintenance team, security, water and sewer – allowing you to spend more time enjoying the island lifestyle. Freestanding villas in Whispering Sands are exceptionally rare. This is a unique opportunity to create a home that reflects your personal taste while enjoying maintenance-free living in one of Siesta Key's most desirable 55+ Gulf front communities.

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

Listing Agent: Harriet Stopher (404-316-8944)

Remarks: PRICE IMPROVEMENT! Discover exceptional value in this beautifully upgraded 3-bedroom, 2-bath residence located in the highly desirable gated community of Windward at Lakewood Ranch. Built in 2021 and meticulously maintained, this move-in-ready home combines contemporary style, thoughtful upgrades, and comfortable everyday living. Situated on one of the largest homesites in Windward, this property offers an expansive outdoor setting that is rarely available within the community. Even more impressive, it features one of the few fully fenced backyards, a highly sought-after feature since new backyard fencing is no longer permitted, providing added privacy, security, and space for families and pets. Inside, you'll find a bright, open-concept floor plan enhanced by elegant crown molding throughout the main living areas, dining room, and kitchen, along with a stunning coffered ceiling that adds a touch of sophistication. Raised electrical outlets have been strategically installed in the living room, bedrooms, and lanai, allowing for clean, wire-free wall-mounted television installations. The chef-inspired kitchen is both beautiful and functional, showcasing quartz countertops, stainless steel appliances, under-cabinet lighting, abundant cabinetry, and generous prep space that's perfect for entertaining or everyday living. The spacious primary suite serves as a relaxing retreat, offering two oversized walk-in closets and a well-appointed en-suite bathroom featuring dual vanities and a large walk-in shower. Step outside and experience the best of Florida living. The extended screened lanai overlooks the oversized fenced backyard, framed by mature privacy landscaping and complemented by a custom travertine patio that's perfect for a fire pit, outdoor dining, or simply unwinding in your own private backyard oasis. Additional features include an extended two-car garage with a utility sink, pull-down attic stairs leading to floored storage space, overhead garage storage racks, and recently cleaned, sanded, and sealed paver driveway and walkways. White wood blinds are installed throughout the home, while vertical blinds on the sliding glass doors provide additional privacy and comfort. Most furnishings are negotiable, offering a fantastic opportunity for buyers seeking a move-in-ready or partially furnished home. Garage cabinetry and the workbench may also be included. Residents of Windward enjoy an outstanding array of resort-style amenities, including gated entrances, sparkling community pools, a modern fitness center, clubhouse, tennis and pickleball courts, and scenic walking trails. Ideally located just minutes from Lakewood Ranch Main Street, Waterside Place, UTC's premier shopping and dining destinations, I-75, and Florida's renowned Gulf Coast beaches. With one of the community's largest lots, one of its few grandfathered fully fenced backyards, premium upgrades throughout, and an unbeatable Lakewood Ranch location, this exceptional home presents a rare opportunity that's becoming increasingly difficult to find. Schedule your private showing today.

Listing is courtesy of: KW SUNCOAST (941-792-2000)

Listing Agent: Gerry Tomchinsky (941-577-5184)

Remarks: Virtually Staged. Located in a well-established Sarasota neighborhood, this inviting home offers a comfortable and functional layout with warm living spaces that can easily adapt to a variety of lifestyles. The interior features a practical flow that supports both everyday living and entertaining, with plenty of potential to personalize and truly make it your own. Enjoy a convenient location close to shopping, dining, parks, schools, and major roadways, placing you just minutes from everything Sarasota has to offer. Whether you’re looking for a primary residence, seasonal getaway, or investment opportunity, this property delivers an excellent combination of location, comfort, and potential.

Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)

Listing Agent: Michael Mcgee (678-846-2807)

Remarks: ROI OPPORTUNITY – INCOME-PRODUCING PROPERTY WITH TENANT IN PLACE. Exceptional opportunity to own a 2-BEDROOM, 2-BATH condominium in the highly sought-after Fairways & Greens Condo community in Sarasota. This FIRST-FLOOR UNIT offers a bright and functional open-concept layout designed for comfortable living and effortless entertaining. The well-appointed kitchen features STAINLESS STEEL APPLIANCES and flows seamlessly into the dining and living areas, creating an inviting atmosphere filled with natural light. The spacious primary suite offers direct access to a PRIVATE ENCLOSED PATIO overlooking the COMMUNITY POOL and beautifully landscaped grounds. The second bedroom is generously sized and ideal for guests, a home office, or flexible living space. Additional highlights include a SECOND FULL BATHROOM, in-unit laundry closet with WASHER & DRYER, one ASSIGNED COVERED PARKING SPACE, and ample guest parking. TENANT-OCCUPIED WITH AN ACTIVE ONE-YEAR LEASE IN PLACE, making this a TURNKEY INVESTMENT with IMMEDIATE RENTAL INCOME from day one. Ideally located in CENTRAL SARASOTA, just 0.2 miles from Publix, 3 miles from Sarasota Memorial Hospital, and only 5.5 miles from the world-famous SIESTA KEY BEACH. Conveniently close to Arlington Park, Downtown Sarasota, Legacy Trail, premier shopping, dining, and major highways including US-41 and I-75. Perfect for investors seeking a WELL-LOCATED, INCOME-PRODUCING PROPERTY in one of Sarasota’s most desirable areas.

Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)

Listing Agent: Laura Teixeira, Pa (941-962-2413)

Remarks: Experience modern luxury in this stunning new construction home located in Sarasota's highly sought-after West of Trail area. Offering 5 bedrooms, 5.5 bathrooms, and 4,165 square feet under air (5,614 total square feet), this exceptional residence combines custom design with everyday functionality. A grand entry welcomes you with soaring 12-foot ceilings, a spacious foyer, and a striking staircase that sets the tone for the home's contemporary elegance. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating the perfect space for entertaining and daily living. The chef-inspired kitchen features custom solid wood cabinetry, quartz countertops, premium Thermador appliances, and an oversized island designed for gathering with family and friends. A custom built-in feature wall in the living room adds both style and practicality. The bright first-floor office, complete with convenient bathroom access, can easily function as a guest suite and overlooks the beautifully landscaped front yard. Upstairs, 10-foot ceilings enhance the spacious feel throughout. The luxurious primary suite serves as a private retreat, accessed through double doors and opening to a private balcony that extends the second-floor living space. Each additional bedroom offers its own en-suite bathroom and walk-in closet, providing comfort and privacy for family and guests alike. A spacious second-floor laundry room with built-in cabinetry adds convenience. Outside, lush tropical landscaping and a full irrigation system complement the home's impressive curb appeal. Premium upgrades include impact-rated windows and doors, epoxy-coated garage floors, designer exterior lighting, pre-wiring for security cameras, and dual HVAC systems for enhanced comfort and energy efficiency. Ideally located West of Trail, this exceptional home is just minutes from downtown Sarasota, Sarasota Memorial Hospital, premier dining and shopping, local parks, and the world-renowned beaches of Siesta Key. Schedule your private showing today and discover the perfect blend of luxury, location, and modern living.

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

Listing Agent: Samantha Jennen (941-321-6095)

Remarks: Welcome to luxury urban living in the heart of downtown Sarasota. Located in the highly sought-after Townhomes of Orange Club, this stunning three-story residence offers approximately 2,300 square feet of thoughtfully designed living space just steps from the charm and culture of Burns Court. This beautifully appointed townhome features three spacious bedrooms, each with its own private ensuite bathroom, providing comfort and privacy for both residents and guests. A private elevator services all levels, seamlessly blending convenience with sophistication. Designed for both everyday living and entertaining, the home is crowned by an expansive rooftop deck—your own private retreat in the city—perfect for sunset gatherings, outdoor dining, or simply enjoying the vibrant downtown skyline. With its premier location, modern design, and rare rooftop living, this residence embodies the very best of Sarasota’s downtown lifestyle.

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

Listing Agent: Samantha Jennen (941-321-6095)

Remarks: BEST VALUE WEST OF THE TRAIL! HUGE PRICE IMPROVEMENT! This dazzling custom-built, single-level pool home is situated in the desirable "flower streets”, west of the trail in Sarasota. Featuring a new, 3 color clay tile roof and Mediterranean style design this home has timeless style combined with modern luxury. Upon entering the double doors of this one-story retreat, you will notice the open layout and quality appointments that abound with tray and coffered ceilings, custom built-ins and niches, gas fireplace, gorgeous and rare coquina stone floors. This 4 bedroom (one a custom designed office), 3 bath, 3-car garage home features a new island kitchen with custom and glass front cabinets, stainless steel appliances, decorative backsplash and beautiful quartz counters. The tranquil primary retreat overlooks the lanai and pool and features a walk-in closet with built in closet system, wood floors and an incredible ensuite bath. This newly renovated primary bath exudes luxury with custom cabinetry, upscale finishes, and features a walk-in shower for a spa-like experience. The split floor plan showcases two additional guest bedrooms (one with a custom Murphy bed and office) each with access to newly renovated bathrooms. The high ceilings and 3 sets of sliding glass doors flood the open floor plan with natural light, while custom finishes and soft contemporary décor create an atmosphere of effortless sophistication. The very private lanai with a screened pool, new pool heater, fiber optic lighting, Pebble tec finish, pool bath and outdoor shower is surrounded with lush vegetation, perfect for entertaining and outdoor relaxation. The paver driveway and side-entry 3 CAR garage adds additional built-in storage, a 2nd refrigerator and fabulous curb appeal. Within city limits, this residence offers the option of a part-time stay, allowing for potential short term rental income. When you want to enjoy the neighborhood, you are minutes away from downtown Sarasota’s cultural scene, Siesta Key Beach, Southside Village shops and restaurants. World-class health care is located steps away at Sarasota Memorial Hospital’s main campus. This home has it all -- a sanctuary feel AND all the amenities you desire at your fingertips.

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

Listing Agent: Jan Jordan (941-737-4169)

Remarks: Welcome to one of the largest and most desired floor plans in Payne Park Village! This beautifully appointed 3-bedroom, 3.5-bath townhome offers over 2100 square feet of thoughtfully designed living space, complete with a private elevator, two car garage, custom closets, and an open-concept main living area perfect for entertaining. The chef's kitchen features stunning quartz countertops, upgraded Samsung Bespoke appliances, and abundant cabinetry, while the spacious living and dining areas flow seamlessly together. Each bedroom offers its own private bath, creating comfort and privacy for family and quests alike. Step outside and enjoy resort-style amenities including a heated pool, spa, BBQ pavilion, corn hole, and a community dog park. Location is everything, and this home delivers! Just steps away from Payne Park/RinglingPark, direct gated access to the Legacy trail, you'll enjoy walking, biking, or riding downtown Sarasota in minutes. Continue along the connected trail system to Sarasota Bay, Marina Jacks, St. Armand's Circle, Lido Beach. Enjoy nearby parks, playgrounds, restaurants, shopping, the Sarasota Market, arts, and entertainment-all just moments from your front door. This is Sarasota living at its finest!

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)

Listing Agent: Donna Wood (941-599-4891)

Remarks: Virtually Staged. Adorable 2 Bed 2 Bath Plus a BONUS ROOM/Office almost 1600SF living area and move in ready w/ NO HOA on Siesta Key! Large spacious privacy fenced back yard with new deck and room to add a pool if desired. Taken back to studs and remodeled inside and out including underground sewage lines. New Kitchen and Bathrooms all New Flooring, Paint, lighting, A/C, Appliances, Updated Windows, irrigation system, Barrell tile roof cleaned sealed and painted and insurance approved! Newer Garage door as well. All on a quiet Cul De Sac neighborhood that's 3 minutes to Siesta Key beach! This home was flooded in storm Helene and was remediated prior to current owner purchasing and completely remodeling home.

Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)

Listing Agent: Michelle Shiver (352-895-5779)

Remarks: Under contract-accepting backup offers. Hidden behind lush, curated gardens on a rare .34-acre parcel in McClellan Park, west of Osprey, this is more than a home—it’s a private in-town compound designed for those who value beauty, privacy, and a deeply connected lifestyle. A winding approach reveals a residence that unfolds with intention, where indoor and outdoor living exist in perfect harmony. At its heart, a 2024 architectural addition creates a breathtaking great room, where walls of glass disappear and the home opens entirely to a serene poolside setting—blurring the line between interior elegance and natural surroundings. The kitchen, dining, and living spaces flow effortlessly together, framed by garden views and natural light, creating an atmosphere that is both refined and grounding. This charming in-city home combines historic character with modern living. The property underwent a complete back-to-studs renovation, bringing it fully up to current Florida building codes with an official build date of 2013. You’ll enjoy the best of both worlds: a classic foundation refined by modern systems and standards. The main home spans 3,239 square feet with three bedrooms and three baths, fully customized with all the details valued by today’s buyers. Bonus rooms include an office/den, plus a sitting room in the primary suite. The striking 2024 addition, designed by Jimmy Thornton, features an open-concept great room, dining and kitchen with zero-corner, fully pocketing sliding glass doors, a dramatic architectural detail that opens the living space completely to the pool and outdoor areas. The kitchen is a true showpiece. It features high ceiling, super-organized European cabinetry with illuminated interiors, high-profile quartz and marble countertops, a glass window backsplash, and clerestory windows. Custom walnut open shelving add artistic flair. Appliance garages, interior drawers, workstation sink with two faucets, and oversize eat-in island add high-end functionality. The outdoors is incredibly lush and functional for an in-town location. Outdoor living rooms, fruit trees, trellises, native flowers, and an expansive food garden…plus a tree house for charm and fun. A heated saltwater pool anchors the backyard, while the detached guest house adds flexibility for recreation, home office, studio or guests. Energy independence is a standout advantage with a roof solar system, two-car solar carport, and backup batteries. It’s a home that powers itself confidently and efficiently. Location is a major benefit here, and one you’ll appreciate every day. From this quiet McClellan Park street, you can walk to Southside School (or the Pine View bus stop), reach Southside Village in 0.5 mile, and be at Sarasota Memorial Hospital in 1.0 mile. Everyday convenience continues just beyond the neighborhood with shopping centers, restaurants, Downtown Sarasota and Gulf beaches all within five miles. And for buyers who love being on the water, you can roll your kayaks to the bay. There’s a convenient put-in at the end of the street. McClellan park homes like this one are few and far between. Quiet street, large lot, guest house and a full renovation already done. If you want Sarasota West of Trail without compromise, this is your moment.

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

Listing Agent: Andrew Tanner (941-539-0998)

Remarks: Located in Oak Court, a gated community of approximately 60+ homes just off Fruitville Road, this updated, west-facing, single-story residence offers convenient access to downtown Sarasota, University Town Center (UTC), Gulf beaches, golf courses, parks, and I-75. Set on a private dead-end street with mature canopy trees and landscaped surroundings. Extensive upgrades include roof (2021), AC (2025), and water heater (2026). Interior features professionally curated paint selections and 24-inch tile flooring (2025) in select areas including two bedrooms and foyer. The layout offers a flexible front room off the entry, ideal for dining, sitting, or office use. The home then opens into the main living area with vaulted ceilings and an open connection to the kitchen. A separate dining area is positioned just off the kitchen, creating a natural flow for everyday living and entertaining. The living space provides direct access to the screened lanai and hot tub, which conveys with the sale. Kitchen features a Samsung appliance suite (2025), soft-close cabinetry, pull-out drawers, island workspace, and adjacent dining area. Bathrooms updated with Calcutta wall tile and energy-efficient commodes (2025). Primary suite includes dual sinks, walk-in shower, and walk-in closet. Secondary bedrooms offer built-in storage and custom paint finishes. Smart home features include Eufy video doorbell and upgraded digital AC thermostat. Additional interior improvements include plantation shutters, vertical blinds, updated lighting fixtures, and ceiling fans. Garage includes epoxy-coated floor (Galaxy Blue, 2025), custom overhead storage, and fresh interior paint. Exterior upgrades include backyard privacy landscaping with Areca palms (2025) and redesigned irrigation system. Community amenities include pool, cabana, lake with fountain, and irrigation.

Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)

Listing Agent: Antonio Lopez (626-664-5124)