Homes for Sale Near Sarasota High in Sarasota - 724 homes

Remarks: Lovely, well maintained 3 Bed/2 Bath home located on quiet street in established neighborhood convenient to everything! Large yard with room for pool or create your own backyard oasis. 3rd bedroom could be office/studio. New roof 2024 , updated electrical panel, newer windows. This home is in perfect condition. Move in ready!

Listing is courtesy of: GOOD CHOICE REALTY INC. (941-355-8282)

Listing Agent: James Good (941-355-8282)

Remarks: Great Opportunity to own your own Mid Century block built cottage near Sunnyside Park, Arlington Park and Sarasota Memorial Hospital, Or build NEW on the 9681 sq ft lot.... Ready to move right in, this 2 bedroom 1 bath home ...Enjoy the great back yard. AC 2014, Roof 2019.. Hot Water Heater 2020.....Located within the City of Sarasota limits, this home allows for weekly (7-day minimum) rentals, making it uniquely suited for those seeking both personal enjoyment and income potential.

Listing is courtesy of: MEDWAY REALTY (941-375-2456)

Listing Agent: Jonathan Woods (941-356-7583)

Remarks: Direct Waterfront, newly updated 2 bedroom 2 bath end unit with hurricane resistant windows and sliders. Sarasota Harbor East, a premier 55+ maintenance-free community in one of the most desirable bayfront locations in Sarasota! Just minutes from downtown Sarasota, St. Armands Circle, Lido Beach, and directly across from the Sarasota Yacht Club, this community offers an unmatched combination of convenience, charm, and waterfront living. This residence features a fully glass-enclosed lanai—perfect for soaking in the spectacular waterfront views. The unit also comes with a covered parking space plus ample guest parking. Community highlights include: Free boat docks for sailboats or powerboats up to 30’ (first-come, first-serve), heated waterfront pool with stunning bay views, community gas grill and picnic area, secured covered bicycle shed & kayak storage, individual storage bins for residents. With its unbeatable location, Sarasota Harbor East is a rare opportunity to own in one of Sarasota’s most sought-after waterfront communities.

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

Listing Agent: Janice Melzer Langa (941-404-0802)

Remarks: Experience the timeless charm and distinctive elegance of this West of Trail luxury cottage, with modern finishes that remain true to its original allure, at 1829 Bougainvillea Street. Occupying three lots, it is nestled gracefully in Sarasota's most cherished neighborhood. Set on a tranquil, tree-lined avenue, moments from vibrant Southside Village, Sarasota Memorial Hospital, and the renowned sands of Siesta Key, this thoughtfully enhanced residence exudes a rare character and allure that newer homes simply cannot replicate. From the moment you step inside, you're captivated by a refined blend of historic charm and contemporary luxury. Rich hardwood flooring, detailed crown moldings, and designer lighting create a warm and refined ambiance throughout the spacious, open-concept layout. Anchoring this home is a beautifully reimagined gourmet chef's kitchen, showcasing high-end stainless steel appliances, luminous granite countertops, bespoke cabinetry, and an expansive island—ideally suited for gatherings both grand and intimate. The luxurious master suite is a serene retreat, illuminated by abundant natural light and offering generous closet space alongside a spa-inspired ensuite with a sumptuous walk-in shower and dual vanities. Additional bedrooms and versatile living areas effortlessly accommodate family, guests, or a tailored home office. Unique to this remarkable residence is the thoughtfully designed separate living quarters, complete with a private entrance, an inviting bedroom, a fully equipped kitchen, and a full bathroom. Ideal for hosting guests, housing extended family, or offering privacy to long-term visitors, these quarters are unique. Outside, the magic only continues—enchanting gardens burst with colorful bougainvillea, and mature greenery surrounds an inviting patio that effortlessly extends the living space outdoors, perfect for sunlit gatherings or quiet moments beneath Sarasota's famous skies. With meticulous care and modern upgrades, including a newer roof, advanced HVAC systems with two newly installed air conditioning units, recently replaced front-facing windows, and fully updated plumbing and electrical infrastructure, this home blends historic character with contemporary convenience, ensuring comfort, efficiency, and peace of mind. 1829 Bougainvillea Street represents more than just a renowned address; it offers a rare opportunity to own a property rich in Sarasota history and charm, distinctively set apart from uniformity and infused with authentic character. Welcome home to an extraordinary residence awaiting your personal story. Its roots run deep into our community. The prior owners have all remained friends to this day, and the resurgence of the modern cottage is now at the forefront of interior design and architecture. This property embodies that trend in a way no other home can. A true one-of-a-kind that will never be replicated.

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

Listing Agent: Ryan Skrzypkowski (941-328-8307)

Remarks: One or more photo(s) has been virtually staged. Elevated PENTHOUSE living with breathtaking views. Ready to skip the renovations and some carrying costs? This 11th-floor penthouse-level gem at Regency House is officially “THE ONE”. Spanning 1,424 SF of bright, open space, this 2-bed, 2-bath residence trades dark corners for floor-to-ceiling glass that frames Sarasota Bay and the Ringling Bridge like a living gallery. Inside, a clean, neutral palette creates a move-in-ready aesthetic that complements a variety of design styles. The designer kitchen featuring custom cabinetry and stone surfaces flows effortlessly into an open-concept living area anchored by a custom electric fireplace, perfect for sunset hosting. Retreat to a spacious primary suite with tranquil water views, complemented by a well-sized secondary bedroom ideal for guests or a home office. Both bathrooms have been tastefully updated. A new in-unit washer and dryer add everyday convenience, along with additional in-unit storage closets. Enjoy maintenance-free living with a professional on-site manager and 24-hour concierge, dedicated covered parking, heated community pool and fitness center, club room, and an active social calendar. Ideally positioned on the quiet edge of downtown Sarasota, this residence offers a true world-class lifestyle just moments from Marina Jack, boutiques of Palm Avenue, Opera and Theatre, Whole Foods, and the botanical beauty of Selby Gardens. Whether it's a morning walk through Bayfront Park or a quick drive over the bridge to St. Armand's Circle and Lido Beach, the best of the Gulf Coast is quite literally at your doorstep. Celebrate ease of ownership and peace of mind; in an era where buyers are cautious about condo buildings, Regency House stands apart as a solid choice. This building has completed the Milestone Inspection and Structural Integrity Reserve Study and maintains healthy reserves. To make your transition entirely frictionless, the seller will pay the Special Assessment for the upgraded pool.

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

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

Remarks: Discover the epitome of luxury living at this stunning beachfront residence, offering an unparalleled blend of modern elegance and coastal serenity. Situated on the penthouse level overlooking the pristine quartz sand of Siesta Key’s Crescent Beach, this exclusive location promises breathtaking Gulf views, stunning sunsets, direct beach access, world class amenities and is perfect for those seeking the ultimate in sophistication and relaxation. Every inch of the 2,562 total square feet of this three bedroom, three and one half bathroom condo has been thoughtfully designed to curate comfort and convenience. The living space, adorned with fetching furnishings and charming décor, offers an open concept with seamless indoor to outdoor integration to the spacious patio and outdoor kitchen with panoramic views of the horizon and when privacy or shade is in order, utilize the advantageous motorized blinds for added comfort. The chef’s kitchen, featuring top of the line cabinetry draped in quartz countertops and state of the art appliances featuring a Wolf gas range, is a masterpiece where inspired coastal cuisine will be a pleasure to create. Preserve your prized wine collection in the attractive wine refrigerator. A true retreat, the luxurious primary suite offers mesmerizing views, a spacious walk-in closet and a spa-inspired ensuite bathroom complete with dual sinks and a glass enclosed shower with multiple shower heads. The two additional bedrooms are generously sized, each offering ample closet space and easy access to elegant ensuite guest bathrooms. From the handsome natural wood flooring to the eye-catching and dazzling light fixtures, this Siesta Key dwelling is intentional in its purpose of granting a tranquil island paradise to you, your loved ones and your furry family members as pets are welcome. For the owner with an interest in income potential, a full service on site rental manage

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)

Listing Agent: Rudy Dudon (941-234-3991)

Remarks: Short Sale. Move-In Ready Home Near Pinecraft with Garage and Room to Grow Tucked away on a quiet dead-end street, this well-maintained 2 bedroom, 2 bathroom home offers privacy, flexibility and a central Sarasota location with no HOA fees or restrictions. From the moment you enter, the home feels open and inviting, with long sightlines and connected living spaces that create a natural sense of flow. The living and dining areas are open to one another, giving the home an airy feel while still maintaining defined spaces. Crown molding adds subtle character and ceramic tile flooring throughout provides durability and easy upkeep. The layout allows natural light to travel through the home, enhancing the sense of space and openness. The kitchen sits at the heart of the home and connects seamlessly to both the living and dining areas. Generous counter space, ample cabinetry and a long serving bar make it functional for everyday living while also working well for gatherings. Sliding glass doors bring in additional light and lead to the screened-in lanai, extending the living space outdoors. The primary suite offers a comfortable retreat with a large walk-in shower, while the second bedroom provides flexibility for guests, a home office, or additional living needs. Outside, the fully fenced backyard offers privacy and room to relax or entertain. A one-car garage and extra-wide driveway provide convenient parking and storage. Key improvements have already been completed, including a new septic tank and drain field (2019), A/C replacement (2021), and water heater (2022), along with a whole-home water filtration system. Centrally located in Sarasota, this home is just minutes from shopping, dining, beaches, public transportation, and the unique charm of Pinecraft!

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

Listing Agent: Ronald Pepka (941-877-1488)

Remarks: Under Construction. An exceptional opportunity to own a brand-new waterfront residence in the highly sought-after Siesta Isles community. Expertly crafted by Nutter Custom Construction, this British West Indies-inspired custom home offers 3,568 square feet of air-conditioned living space and 5,725 total square feet designed for luxurious coastal living. Situated on a 14,300-square-foot lot with 104 feet of waterfront and a brand-new seawall, this thoughtfully designed residence features 4 bedrooms, 4.5 bathrooms, a 2-car garage, private pool and spa, and an expansive outdoor living area complete with a summer kitchen. Interior features include soaring 23.5-foot ceilings in the entry & foyer, 11.4-foot ceilings throughout the main living areas, custom wood beam details, wide-plank wood flooring, custom cabinetry, natural stone finishes, and a premium Thermador appliance package. The well-designed floor plan offers a first-floor primary suite, spacious great room, and seamless indoor-outdoor living. Upstairs, a flexible bonus room showcases dramatic glass corner sliders opening to a waterfront balcony with sunset views. The luxurious primary suite features a private lanai, spa-inspired bath with outdoor shower, and oversized walk-in closets. Located just minutes from Siesta Key Village and world-renowned Siesta Key Beach, this exceptional property combines the best of waterfront living with convenient access to dining, shopping, and entertainment. Buyers may have the opportunity to make select finishes and customization choices depending on the stage of construction. Estimated completion February 2027. Experience the unmatched craftsmanship and attention to detail that define every Nutter Custom Construction home.

Listing is courtesy of: NCC PROPERTIES LLC (941-924-1868)

Listing Agent: Morgan Marziali (941-806-7214)

Remarks: LOCATION! LOCATION! Bellevue Terrace! Fantastic opportunity to purchase this beautifully renovated 3 bedroom 3 bathroom home on a very spacious lot. This is an open, split level home with large fenced-in back yard, with room for a pool. The first floor has a large living room/dining room combo, kitchen and half bath. It includes bran new large floor tiles, new hard wood cabinets with quartz tops. All new appliances. The top level has 3 bedrooms with original hardwood floors and 2 full renovated bathrooms. The lower level has a large bonus room that lets lots of light in, and separate laundry room with new washer and dryer leading to the garage. Additional renovations include new shingle roof, electric panel and hot water heater. PVC water lines. The property also has side parking for an RV or Boat. This home is just minutes to downtown Sarasota and a very close proximity to the Lido Beach, Legacy Trail, Payne Park, Sarasota High School, Alta Vista Elementary School, & Sarasota Art Museum. This home gets extra points for its central location. Sarasota City Limits allow for great flexibility for short term rentals on Air BNB, VRBO and short term rentals. Located in the 1-week rental zone. No HOA! Close to the sun kissed beaches of Sarasota, downtown, cultural venues, Big Olaf Ice cream, Yoders Fresh Fruit and Vegetable Market, YMCA, and Locklear Park. Everything is just minutes away. Move quick. Don't miss out.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Brett Decklever (248-766-7571)

Remarks: One or more photo(s) was virtually staged. Rare. Refined. Ready. This is the home Sarasota buyers have been waiting for a meticulously maintained, one-owner estate in the coveted gated enclave of Laurel Lakes, where properties of this caliber almost never come to market. Set on an oversized lot approaching a third of an acre, the panoramic lake views are nothing short of breathtaking morning coffee on the lanai, sunset dinners al fresco, every day feels like a retreat What Makes This Home Exceptional. A brand-new barrel tile roof (an $65,000 improvement, completed August 2025) means the next owner inherits zero deferred maintenance and maximum peace of mind a rare gift in today's market. Inside, the thoughtfully renovated chef's kitchen is the heart of the home: natural gas cooktop, gleaming new quartz countertops, an expansive center island, and an open flow into the spacious family room that makes entertaining effortless. The layout is uncommonly versatile 6 bedrooms plus a 17×15 bonus room (ideal as a 6th bedroom, home office, or media suite), 4 full baths, formal living and dining rooms, and a spa-inspired primary suite featuring dual vanities, a walk-in shower, jetted soaking tub, and a walk-in closet that will impress even the most selective buyer. Live Like Every Day Is a Vacation Step through the oversized screened lanai into your private outdoor oasis — a summer kitchen, extended cage, and sweeping lake views that never get old. The circular driveway and 2.5-car garage ensure there's room for every vehicle and every guest. A Community That Completes the Lifestyle Laurel Lakes delivers resort-style amenities at a fraction of the cost: heated pool & spa, fitness center, pickleball courts, and a clubhouse — all with low HOA fees and no CDD. This is the sweet spot buyers rarely find. And the location? Minutes from Siesta Key Beach (consistently ranked among the nation's best), A-rated Tatum Elementary School, Rothenbach Park, upscale dining, and a brand-new Publix just five minutes away. The Bottom Line At $237/SF for a move-in ready, upgraded, gated-community home in one of Sarasota's most sought-after corridors — this is exceptional value that is difficult to replicate. The home is vacant, immaculate, and priced to move. Design Services are complilmentary. All items in mood boards may be purchased Don't wait. Opportunities like this don't linger.

Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)

Listing Agent: Brandy Loebker (941-404-4737)

Remarks: Under Construction. The exterior presentation of this spectacular waterfront residence is most impressive with its blend of modern architecture and refined luxury. With superior elevation high above the water’s edge on Siesta Key’s prestigious Bay Island, this new to-be-built 4,310 sq. ft. residence is an unparalleled oasis of tranquility in a breathtaking setting. A place where architectural elegance and natural beauty converge in perfect harmony with elaborate artisanal work, functional design, and top-tier amenities. For boaters, the location is ideal with a new seawall and a private dock allowing quick access to the bay and gulf beyond. Built with intention and quality, large windows flood the space with natural light illuminating the graceful enhancements within. When entering the home through the 4-car garage, an elevator takes you to the first and second living levels. An elegant foyer entry with double-height ceiling and sleek iron-railed staircase usher you into the spacious interiors where every detail, from the fluid layout to the custom finishes, is thoughtfully curated. Adding a distinctive touch to the stunning great room are 20-foot ceilings and a two-story entertainment wall flanked by artistic display niches. A wall of glass sliders sets a dramatic tone, framing water views and uniting indoor-outdoor living. Designed for effortless entertaining and timeless family gatherings, the outdoor area overlooks the water to create a tranquil setting that feels both secluded and well-connected. With nearly 500 sq. ft. of covered lanai, an outdoor cook center and a heated pool/spa, there’s ample opportunity for hosting special gatherings or simply enjoying the quiet beauty laid before you. Lovely landscaping, lush greenery and outdoor spaces add to the home's overall aesthetic appeal. A remarkable gourmet kitchen is designed for functionality and style, equipped with high-end finishes, top-tier appliances, a large island and a butler’s pantry with additional refrigerator and dishwasher. An adjoining dining room comfortably seats 8-10 and offers wonderful water views while dining. The primary wing is remarkable with an exquisite spa bath, enlarged customized wardrobe room, and direct access to the laundry facilities. The first level also includes a den suite ideal for remote work or creative pursuits and a completely private guest bedroom with its own full bath. Upstairs, there’s an overlook to the great room below, 2 bedrooms, 2 full baths, and an amazingly-sized bonus room with private balcony. The award-winning and talented team of professionals at Allegra Homes has thoughtfully and expertly created a residence offering a secure, exclusive lifestyle in one of Sarasota's most sought-after and high-value areas. The construction quality is of the highest standard, ensuring that the home is both beautiful and built to last. Just minutes to the mainland, downtown’s cultural mecca, world-class dining and shopping venues, gorgeous area beaches and a top-ranked school system coveted by families for generations, the prized waterfront location couldn’t be better. Showcasing extraordinary craftsmanship throughout, this never-lived-in showplace is the ultimate vision for those who value the very best of coastal Florida living. There’s still time to make your own personal choices for creating the perfect custom home tailored to your family’s taste and style.

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

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

Remarks: If you have been searching for a home that offers both comfort and a true feeling of community, this one stands out from the rest. Welcome to this inviting first-floor condo in the well-established community of Village Brooke. The home features an alluring kitchen with stunning counters and a pass-through bar top to the adjacent dining room, durable ceramic tile flooring, a generously sized bedroom with a walk-in closet, an assigned on-site storage unit, and a private, south-facing screened lanai that provides cool shade in the summer and gentle warmth in the winter. In addition to the full-scale updates made by the previous owner, the current owner has recently replaced the air conditioning system and dishwasher. Located just across from the Village Green public golf course, the Village Brooke community is appreciated for its beautifully maintained grounds and friendly atmosphere, and offers an active social calendar for residents, featuring weekly gatherings, seasonal events, and community activities designed to foster connection and engagement within the neighborhood. The association's reasonable monthly fee includes water/sewer, basic cable, trash, pest control, grounds maintenance, and on-site management, making everyday living simple and convenient. In addition, the association's fee also covers the outstanding recreation facilities, which include two heated pools, tennis courts that also accommodate pickleball, shuffleboard, and serene ponds with shaded gazebos outfitted with BBQ grills & picnic areas; As well as a clubhouse that offers billiards, a library, a gathering room, and a kitchen for events. Whether you are buying your first home, planning to downsize, wanting a lock-and-leave seasonal retreat, or adding a reliable long-term rental to your portfolio, this condo offers a carefree lifestyle in a welcoming community just minutes from Sarasota’s best shopping, dining, golf, and the world-famous white sand beaches and warm Gulf waters of Siesta Key. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

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

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

Remarks: This is it. All the top boxes are checked: 4 Bedrooms, Plus a Den, 3 Full Bathrooms, Beautiful Pool, 3 Car Garage. Not only that, the home is in beautiful condition, and it backs up to ….Wait? ….Nothing?....No house behind me?.... That’s right, I can look at greenery instead of another house! I think I want to see this one pretty soon. Three Oaks is an upscale community west of I-75 between exits 205 (Clark Rd.) and 207 (Bee Ridge Rd.). The home is about 5 minutes to shopping including Publix and many other businesses, Doctor’s Hospital, restaurants, strip malls, and parks. This is a great home for families that need space. The primary bedroom is split from the other 3 bedrooms, and there are 2 bathrooms near those 3 BRs. The kitchen/great room opens to the pool area. The kitchen has a walk in pantry for that active family. The great room has built in shelving and an electric fireplace. The home has both a formal dining room and an eating area with an aquarium window to the pool. There are many closets for storage, plus a unique electric storage lift for the garage and attic. The home is about 15 minutes to downtown Sarasota, the Intracoastal Waterway, the barrier islands, and to the UTC Mall with the brand new Mote Science Education Aquarium. This is a great home and a great opportunity for an active, growing family. Come and see it soon.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)

Listing Agent: B.J. Ratigan (941-932-6040)

Remarks: Under contract-accepting backup offers. Under Construction. Now introducing a signature modern farmhouse in Paladin Estates, Sarasota’s newest private enclave designed for boat, RV, and collector car enthusiasts who value space, privacy, and high-performance living. Positioned on a premier half-acre homesite within this newly developed community, this custom residence pairs timeless farmhouse architecture with advanced durability and energy efficiency. Built as a true performance home, it features a standing seam 5V crimp metal roof, impact and insulated windows and doors, and open-cell spray foam insulation for superior structural strength, storm protection, and year-round climate control. Wide-plank European Oak flooring, architectural millwork, and custom built-ins add warmth and character throughout, while every closet is appointed with premium wood shelving. The chef’s kitchen anchors the home, crafted in partnership with Amish artisans and equipped with professional-grade Thor appliances, a Rohl Allia fireclay sink, custom cabinetry, and designer finishes for elevated everyday living and effortless entertaining. A detached 45-foot-deep toy garage with a 14-foot door delivers exceptional flexibility, accommodating an impressive classic car collection while the main residence provides two additional attached garage spaces. Alternatively, the structure is equally suited to house a large boat or RV with remaining capacity for stacked vehicles, creating a rare multi-purpose compound for serious collectors and outdoor enthusiasts alike. Outdoors, travertine surrounds a saltwater pool and spa, creating a resort-style retreat ideal for year-round Florida living, with additional backyard space offering the opportunity to add a private pickleball court or expanded recreational amenities. Just minutes from downtown Sarasota, the Cultural Coast, fine dining, championship golf, marinas, and the quartz-sand beaches of Siesta Key, this home by Yoder Built Properties stands as a statement of craftsmanship, integrity, and enduring quality. This property qualifies for a 1% lender incentive when using the preferred lender; inquire for details. Your Sarasota legacy starts here.

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

Listing Agent: Tory Uccello, Jr (941-504-8052)

Remarks: Under contract-accepting backup offers. Welcome to Residence #201 at Halcyon Siesta Key—a rare opportunity within one of the island’s most exclusive boutique communities. With only six Gulf-front residences, Halcyon offers the ultimate in privacy, luxury, and architectural sophistication. This exquisite coastal retreat blends modern design with relaxed seaside living. Engineered hardwood floors, soft coastal hues, and floor-to-ceiling hurricane-impact windows frame sweeping views of the turquoise Gulf waters. Step off your private elevator into a bright, open floor plan designed for effortless entertaining. The gourmet kitchen features Wolf appliances, a wine fridge, and an oversized island flowing seamlessly into the dining and living spaces. The Gulf-front primary suite is a serene escape with a spa-inspired bath boasting dual vanities, a soaking tub, and a glass-enclosed shower. Two additional guest suites—each with private en-suite baths—offer exceptional comfort, while a versatile den/office provides flexibility for work or an additional bedroom. Unwind on your private Gulf-front terrace, where sunsets and sea breezes set the tone for everyday tranquility. Enjoy direct private beach access and the exclusive front amenity cabin, complete with a fitness center, bathrooms, comfortable lounge area, and an expansive deck ideal for entertaining or relaxing after a day by the water. A private two-car garage and resort-style amenities—including a beachfront pool and fire pit—complete this one-of-a-kind coastal lifestyle!

Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-321-5595)

Listing Agent: David Lehrman (941-321-5595)

Remarks: Welcome to the 'Grace and Effie Bills House,' a rare locally designated historic treasure in Sarasota’s highly sought-after Laurel Park Historic District. This 1925 Craftsman Style Bungalow is perfectly situated on a quiet street within walking distance of downtown amenities. Radiating a vibrant, tropical personality with its iconic colorful façade the home is a magical, inspiring retreat perfect for the history lover, artist, musician, or creative soul. A jasmine-covered archway sets the tone as you arrive at the charming front porch and step inside this light-filled 2BR/1BA “jewel box,” where vintage character meets thoughtful updates throughout. This home is a masterclass in the efficient use of space, blending a breezy 'Old Florida' feel with modern updates. Architectural details such as crown molding, baseboards, and built-in cabinetry add authenticity. The open-concept living and dining area features a classic white brick fireplace and flows seamlessly into a kitchen that has been opened up to maximize every inch, and updated with quartz countertops, stainless appliances, beautiful cabinetry, and a gas stove for the culinary enthusiast. The interior showcases a timeless palette including a beautifully updated bathroom featuring a glass shower and crisp white cabinetry. Extending the living space with an effortless indoor-outdoor lifestyle, the property boasts two spacious screened porches that extend the width of the residence, where you can enjoy the neighborhood breeze on your street-side front porch or host intimate alfresco meals on the private rear dining porch, which overlooks a hidden backyard sanctuary enveloped in lush tropical landscaping. The property also includes a rare, historically designated detached garage—ideal for additional storage or a creative studio conversion. The extra long driveway can accomodate up to five cars. Offered turnkey furnished, this is an ideal downtown pied-à-terre or income-producing rental opportunity (7-day minimum). Ideally situated in a highly sought-after, historic neighborhood located in the heart of downtown Sarasota, allowing residents to walk to Burns Court, Bayfront Park & Marina, Selby Gardens, and Downtown Main Street, this is a rare chance to own a piece of Sarasota’s history. Enjoy the peace of living in a quiet historic residential neighborhood while being just steps from a neighborhood kayak launch (next door), world-class dining, urban amenities, and the bayfront.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)

Listing Agent: Doug Parks (941-400-9087)

Remarks: Pre-Construction. To be built. This luxurious grand canal-front estate offers direct deep-water boating to the Gulf, out of one of the most exclusive neighborhoods on north Siesta Key. This in progress New Construction property by Pham Development is on an expansive 17,842 SF and 0.41 acre lot, with a 4,769 SF traditional-style home to be built. Enjoy two separate guests suites on top of the two 2-car garages, for a total of 4 garage spaces, both with elevator access to the above suites. The master bedroom will have water views, and the grand entry home hosts a total of 6 bedrooms, 6 baths, and 1 powder bath. This property's deep-water grand canal with no bridges is ideal for yachts and boats, with up to a 13-foot draft. A new dock and boat lift is set to be installed. Inside, expansive living spaces boast high-end finishes and top-of-the-line appliances, blending timeless elegance with modern comfort. Enjoy the water, and a large backyard perfect for entertaining, a private pool, and new lush landscaping—making this the ultimate waterfront estate for family.

Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)

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

Remarks: Welcome to the effortless rhythm of island living at Gulf & Bay Club, one of Siesta Key’s most prestigious beachfront communities. Behind the 24-hour guard-gated entrance, this beautifully remodeled, rarely available, three-bedroom residence offers the perfect blend of comfort, privacy, and resort-style living in a setting that feels worlds away from the everyday. Positioned on the first floor as a bright end unit, the home is surrounded by windows on three sides, filling the interior with natural light and creating a relaxed coastal atmosphere throughout. The thoughtfully redesigned floor plan opens beautifully for entertaining, with elegant finishes and carefully curated upgrades that make the residence feel both sophisticated and welcoming. The kitchen was designed with gathering in mind, featuring custom cabinetry, quartz countertops, marble backsplash, and premium Bosch appliances including induction cooktop and stainless vent hood. An additional built-in entertaining area with beverage refrigeration and extra storage makes hosting friends and family effortless. Living and dining areas flow naturally to the private lanai overlooking tropical landscaping and a tranquil lagoon, just steps to one of the community’s three pools, where evenings are often spent enjoying the peaceful surroundings and the soft glow of Siesta Key sunsets. The three-bedroom layout provides exceptional flexibility, whether for hosting guests, accommodating family, or creating a quiet home office. The primary suite offers a peaceful retreat with a walk-in closet and a beautifully updated bath featuring custom cabinetry, quartz countertops, and an expanded designer-tiled shower. Extensive renovations throughout the home include raised ceilings, smooth-finish walls, luxury flooring, updated lighting and electrical systems, new ductwork, upgraded panel box, air handler, and quick-recovery water heater. Importantly, the residence did not experience water intrusion during the recent hurricanes, offering additional peace of mind. Life at Gulf & Bay Club is defined by its resort-style amenities across 32 gated beachfront acres and 800 feet of Siesta Key’s famous quartz sand beach. Residents enjoy three heated pools including a lap pool, tennis and pickleball courts, racquetball, a large fitness center, beautifully landscaped walking paths surrounding the freshwater lagoon, clubhouses for gatherings, electric vehicle charging stations, and professional on-site management — all within a secure 24-hour guard-gated community. Just beyond the gates, the vibrant charm of Siesta Key Village awaits with its locally loved restaurants, boutiques, and island nightlife, while downtown Sarasota’s renowned arts and cultural scene is only a short drive away. This is more than a residence — it is an opportunity to experience the best of beachfront living on Siesta Key.

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

Listing Agent: Natalie Gutwein (941-993-2660)

Remarks: Located in Sarasota’s established West of Trail neighborhood, this gated and fenced 1920 Craftsman residence offers a rare double lot and a guest cottage. Originally constructed in 1920 and comprehensively renovated in 2025 and 2026, the property preserves its architectural character while integrating modern systems, finishes and upgrades including all impact windows and doors. Spanning 3,609 total square feet, the estate is designed for privacy and flexibility. The main residence includes three bedrooms and two and one-half baths. The primary suite is positioned on the main level with direct access to the pool and courtyard, along with a spacious walk-in closet. Large-format porcelain block flooring extends throughout, complemented by updated lighting and professionally curated design elements introduced during the full vintage renovation. The kitchen supports both daily living and entertaining, anchored by a substantial island with quartz countertops, new appliances and a natural gas five-burner range. A dining nook overlooks the pool and courtyard, while adjacent living and lounge areas create seamless gathering spaces. Outdoor living centers around a private courtyard featuring a heated saltwater pool and spa with rock fountain feature, outdoor kitchen, multiple balconies and sitting areas, a sweeping front porch and the landscape lighting is strategically set among the mature Florida landscaping. A custom-built treehouse fort and chicken coop contribute additional character to the grounds. A detached, air-conditioned two-car garage includes a self-contained guest cottage above with one bedroom, office and one bath, with additional covered parking offering flexibility for extended family, guests or potential rental income. Conveniently located near Hillview Street dining and shopping, Morton’s market, the bayfront, Downtown Sarasota and Southside Elementary School, this property combines preserved Craftsman architecture with modern livability in one of Sarasota’s most desirable in-town locations. Can be sold furnished.

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

Listing Agent: Lori Carey, Llc (941-780-3427)

Remarks: SELLER SAYS BRING ALL OFFERS! MAJOR PRICE IMPROVEMENT!! Reduced over 75k! Have you ever wondered what it's like to own a Siesta Key sunset? Throw on your swimsuit, grab a towel and take a short stroll across the street, because here at Beach Way, you can't get much closer! Embrace your very own next-level Florida lifestyle with this exceptional opportunity. This second floor 2-bedroom, 2-bathroom condo is ideally situated and directly across the street from the world-renowned Siesta Key Beach, continuously celebrated for its powdery soft, white quartz sands and clear waters. This property is being offered fully furnished and is move in ready, presenting a unique chance to personalize your very own dream retreat whether as a permanent residence or a vacation getaway. This unit beams with natural light throughout, showcasing its rare beauty. With a minimum lease period of one month, up to twelve times a year, it also offers potential for rental income. Rental Proforma attached. As you enter the front doors to this beach oasis, prepare to be impressed by an open-concept kitchen that seamlessly flows into the living and dining areas, extending out to a private screened-in lanai where you can take in partial glimpses of the Gulf, creating a perfect setting for relaxation and entertaining. Need a little space? Both bedrooms feature walk-in closets, providing ample storage and comfort. In addition, the unit overlooks the community's heated pool which is maintained at 85 degrees year-round. This well-maintained community was built in 1970, offering a host of amenities designed for convenience and leisure. Residents have access to a community room with a full kitchen for social gatherings, picnic and grilling areas, elevators, laundry facilities on each floor, and a personal storage unit. In addition, your deeded carport is located just steps from your front door, ensuring ease of access. Recent updates to building include a new roof in 2020, an updated elevator installed in 2019, re-plumbed stacks completed in 2018, the addition of new vinyl fencing in 2021. The quarterly condo association fee covers access to all the amenities, pest control, basic cable, water/sewer services, grounds maintenance, weekend on-site maintenance, and community insurance. Living on Siesta Key means more than just proximity to the beach; it's about embracing a lifestyle where every day feels like a vacation. Start your mornings with a peaceful walk along the shoreline, enjoy paddleboarding in the calm Gulf waters, or partake in beach yoga sessions at sunrise and drum circle Sundays. The island's laid-back atmosphere is complemented by its vibrant community, offering a mix of friendly full-time residents and seasonal visitors. Ready to venture out for some more fun? Siesta Key Village, just a short distance away, is the heart of the island's social scene. Here, you'll find an array of casual bars, eateries, and boutiques, perfect for evening outings or weekend brunches. The community's eclectic vibe ensures there's always something happening, from local festivals to live music events. Other close by attractions include the Ringling Bridge, Downtown Sarasota and St. Armands, close proximity to top rated schools and hospitals, SRQ Airport and University Town Center. Don't let another Season pass you by from owning your own slice of paradise in the sand. Schedule your showing today.

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

Listing Agent: Ashley Nevadomski (941-769-7627)