Homes for Sale Near Sarasota High in Sarasota - 577 homes

Remarks: Live in it, rent it or enjoy the best of both worlds. Welcome to Hyatt Residence Club Sarasota – Siesta Key Beach, where effortless ownership meets elevated coastal living. Residence 604 at 915 Seaside Drive offers a rare opportunity to own a fully furnished 3-bedroom, 3-bath luxury condominium with sweeping city and skyline views, just steps from the world-famous quartz sands of Siesta Key Beach. This thoughtfully designed residence features an open-concept layout ideal for both everyday living and entertaining. Floor-to-ceiling windows fill the space with natural light, while the gourmet kitchen showcases high-end appliances, custom cabinetry, and premium finishes. The private terrace provides a front-row seat to vibrant city sunrises, and the spa-inspired bathrooms complete the experience of refined comfort. Ownership at the Hyatt Residence Club is truly turnkey. Enjoy a seamless lifestyle with resort-style amenities, including a beachfront pool and spa, state-of-the-art fitness center, private cabanas, and beautifully appointed lounges. Owners and guests benefit from on-site concierge services, housekeeping, a 24-hour staffed front desk, secure access, and reserved owner parking, all within a boutique luxury setting. Perfectly positioned near Siesta Key Village, you’re moments from renowned dining, shopping, nightlife, and endless outdoor activities—from kayaking the mangroves to sunset strolls along the beach. Whether you’re seeking a low-maintenance second home, an income-producing property, or a flexible coastal retreat, this residence delivers unmatched convenience and lifestyle in one of Florida’s most iconic destinations. Turnkey. Timeless. Siesta Key living at its finest.

Listing is courtesy of: EXP REALTY LLC (800-486-1794)

Listing Agent: Matthew Hickey (941-539-6773)

Remarks: Under contract-accepting backup offers. Experience elevated coastal living at Harbor Towers Yacht & Racquet Club, where this beautifully updated 2-bedroom, 2-bath residence offers a seamless blend of comfort, style, and breathtaking waterfront scenery. Perfectly positioned along the Intracoastal Waterway in sought-after Siesta Key, this light-filled condo showcases an open-concept layout with expansive windows that frame stunning views of the marina, sparkling pools, and lush tropical surroundings. The thoughtfully designed interior features a modernized kitchen and sleek flooring throughout, creating a fresh and inviting atmosphere ideal for both everyday living and entertaining. The spacious primary suite offers a private retreat with an en-suite bath and generous closet space, while the guest accommodations provide comfort and privacy for visitors. Residents enjoy a gated, resort-style community with exceptional amenities, including multiple pools, tennis courts, fitness center, sauna, private marina, and scenic waterfront spaces perfect for relaxing or watching boats glide by. With easy access to Siesta Key’s world-renowned beaches, dining, and entertainment—plus convenient trolley service just outside the community—this property presents an outstanding opportunity for both personal enjoyment and investment in one of Florida’s most desirable coastal destinations.

Listing is courtesy of: SHOWTIME REALTY (941-822-0890)

Listing Agent: Anna Lee Williams (240-315-4672)

Remarks: Nestled in a quiet and highly desirable Sarasota community west of Tamiami Trail, this charming condo offers unbeatable convenience with close proximity to Siesta Key Beach, Southside Village, Publix, dining, and everyday amenities. Featuring 2 bedrooms, each with its own ensuite bathroom, this 976 sq. ft. residence provides an efficient and comfortable layout ideal for both relaxation and entertaining. With an east–west exposure, the home is filled with natural light offering bright mornings and warm, colorful sunsets. Move-in ready and priced to sell, this is the perfect opportunity to enjoy Sarasota living. Bonus: New Roof in August 2025!

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

Listing Agent: Michelle Ward (941-920-2460)

Remarks: Now Offered At a Refined Price — Modern Siesta Key Living. Set on the north end of Siesta Key, this striking modernist residence offers the rare balance of island serenity and seamless access to the mainland, placing vibrant downtown Sarasota, Southside Village, and the area’s cultural and dining destinations just minutes away—while the azure waters of the Gulf of Mexico and Siesta Key’s world-famous white quartz sand beach are equally close at hand. Designed with crisp architectural lines and a light-filled, contemporary aesthetic, this nearly 3,800-square-foot, four-bedroom, four-bath home redefines modern coastal living. An open floor plan, 12-foot ceilings, and expansive walls of impact-resistant glass windows and doors create a natural flow throughout the home, blurring the line between indoors and out while capturing the relaxed elegance of island life. A dramatic natural rosewood floating staircase serves as a sculptural centerpiece, leading to the main living level where modern design and functionality converge. The living area is anchored by a 100-inch electric floating wall and linear fireplace, creating a striking focal point for both everyday living and entertaining. Modern LED lighting, integrated throughout the interior and exterior, enhances the home’s clean architectural lines and evening ambiance. The open-concept kitchen is sleek and refined, featuring premium appliances, a natural gas cooktop, contemporary cabinetry, and generous prep and gathering space—ideal for entertaining or relaxed daily living. The primary suite is a tranquil retreat, highlighted by a spa-inspired bath with LED anti-fog mirrors, a 74-inch soaking tub, and a walk-in closet, along with direct access to outdoor living. Three additional guest suites are thoughtfully designed to offer comfort, privacy, and flexibility. One of the home’s most distinctive features is the private balcony with spa-style hot tub, offering views to both the front and rear of the home—perfectly positioned for morning relaxation, evening unwinding, or enjoying coastal breezes after a day at the beach. The property also offers ample room to add a pool, allowing for future customization of the outdoor living experience. Elevated and thoughtfully constructed in accordance with current building standards, the residence offers peace of mind without compromising design. Beneath the home, an exceptionally expansive garage and storage level accommodates 12 or more vehicles, a rare and highly sought-after feature on Siesta Key. This level also includes a separate flex room with an overhead door that opens directly to the backyard, ideal for a private home gym, wellness studio, hobby space, or additional entertaining area. Just a short stroll away, a charming neighborhood beach at Big Pass provides a front-row seat to boats gliding through the pass and colorful sunsets each evening—a hidden gem that captures the unique coastal energy of the north end of Siesta Key. This is a compelling opportunity for buyers seeking a move-in-ready modernist home on Siesta Key’s coveted north end—where convenience, coastal beauty, and architectural sophistication come together, and where the beach, boating, dining, and Sarasota’s vibrant cultural scene are all within easy reach. A refined blend of modern design, prime location, and lifestyle flexibility, this residence delivers an exceptional Siesta Key experience.

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

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

Remarks: Stunning and move-in ready, this beautifully renovated and fully furnished 2-bedroom, 2-bath condo offers effortless living in an exceptionally convenient central Sarasota location. Perfectly positioned in the heart of the city, you are just minutes from Downtown Sarasota, Sarasota Memorial Hospital, and a straight drive to Siesta Key’s world-famous beaches. Enjoy the rare combination of accessibility and everyday walkability, with popular dining, cafés, and entertainment only a short stroll away. Inside, the condo has been updated to the nines, showcasing a bright, naturally light interior and a complete 2023 renovation including a modern kitchen with quartz countertops and breakfast bar, fully renovated bathrooms, updated flooring throughout, impact (hurricane-rated) windows, and custom window treatments. Offered fully furnished and move-in ready, this residence is ideal for seasonal living, downsizing, or anyone seeking a low-maintenance Sarasota retreat. Ground-floor convenience, a quiet private setting, parking directly outside the unit, and the added benefit of not being located in a flood zone further enhance the appeal. The community pool and laundry facilities are just steps away, adding to the ease of everyday living. Located within a desirable 55+ community, this condo delivers comfort, simplicity, and exceptional lifestyle appeal. Spend your time enjoying Sarasota’s favorite attractions while living in the heart of the city — mornings on Siesta Key’s world-renowned beaches, afternoons exploring local markets and boutiques, and evenings spent dining at the area’s exceptional restaurants.

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

Listing Agent: Ryan Adamson, Pa (941-713-9234)

Remarks: There is only one – Endless Summer. They say some homes are built, and others are dreamt into existence. More than a residence, this is a coastal heirloom designed as a reverie on Lido Key, where days stretch long and golden nights are spent under twinkling stars. Here, morning begins with salt-kissed air drifting through balconies that open like quiet invitations to the sea. Crafted with designer precision, nearly 3,300 square feet of refined interiors unfold in soft whites and warm golds. Quartz catches the light like sun on shallow water, balanced by warm woods and soft textures that echo the shore just beyond the walls. A perfect complement to the chef’s kitchen, the great room offers dining and living spaces where laughter and long meals linger. A second lounge area, the club space feels like a hidden chapter—where stories unfold over amber drinks, rain-softened afternoons, and the kind of company that never watches the clock. Each of the six suites offer a private retreat – like personal chapters in a story meant to be shared across generations. Outside, time slows. The saltwater pool shimmers like a private lagoon, complete with spa, sun shelf, and lush greenery that wraps the grounds in quiet seclusion. Covered terraces whisper of morning coffee and midnight talks, and above it all, a rooftop deck offers a front-row seat to the Gulf’s ever-changing poetry. A love letter to your legacy, this luxe sanctuary sits just moments from powder-soft white sands and the romantic St. Armands Circle, blending tranquility with world-class dining, boutique shopping, and the cultural intrigue of nearby Sarasota. For those who collect memories the way others collect assets, this is where the story is written and passed down through generations. More than a home, Endless Summer is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

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

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

Remarks: Welcome to this beautiful redux in the desirable South Gate community of Sarasota. Originally constructed more than 60 years ago by exceptional craftsmen, this mid-century home has been meticulously updated with a modern interpretation of the classic South Gate style. Updated electric, completely re-piped, new HVAC, and new hurricane-rated impact windows and doors are the most important updates offered here. Three new baths and a completely reimagined kitchen and dining area bring everything and everyone together. Even the landscaping has been optimized for resilience and maintenance simplicity. With a generous two-bay garage, extra parking for entertaining, privacy fencing, and an oversized lot, this home will satisfy the needs and vision of many discerning buyers, and certainly its next fortunate owner. Positioned on an elevated lot well above any flood zone, owners will rest easily, no matter what the weather brings. This extraordinary home provides all this, quality, style, modernity and safety, while being only a few minutes from everything people desire in this area. Siesta Key and downtown Sarasota, wonderful beaches and vibrant lifestyle will be the daily experience for the next owner of this fine home. Find out what life could be like for you in this special place!

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

Listing Agent: Christopher Bush (941-404-9504)

Remarks: Under contract-accepting backup offers. Set on nearly half an acre in the heart of The Lakes Estates, a sought after community with mature trees and winding roads, 1533 Oak Way offers a rare combination of space, serenity and central Sarasota convenience. Surrounded by mature trees and positioned on higher ground, this five-bedroom residence feels private and elevated, literally and figuratively. A welcoming front porch sets the tone, inviting you into a thoughtfully laid-out home with five bedrooms, three full baths and an additional half bath on the first floor, ideal for everyday living and hosting. Natural light fills the interior, while the home’s screened back porch provides a peaceful place to unwind and enjoy the lush, tree-filled surroundings. The expansive lot offers ample room to add a pool, creating opportunity to design your private outdoor oasis, an increasingly rare feature in such a centrally located neighborhood. Peace of mind comes standard with a roof replaced just two years ago, allowing you to focus on enjoying the home rather than future maintenance. The Lakes Estates is beloved for its resort-style amenities, including two community pools, a clubhouse, recreation center, playground and tennis courts, offering something for every age and lifestyle. Just minutes from downtown Sarasota, shopping, dining, beaches and top schools, this location puts all things Sarasota within easy reach. Opportunities like this, large lots, established neighborhoods and central proximity, are increasingly hard to find. Don’t miss your chance to own a standout home in one of Sarasota’s sought-after communities.

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

Listing Agent: Katy Mcbrayer (941-400-2406)

Remarks: Under contract-accepting backup offers. Welcome to easy Florida living in the highly sought-after Village Green community, featuring a new roof. This two bedroom, two bath villa is located in a peaceful 55+ community known for its mature landscaping, friendly atmosphere, and convenient Sarasota location. Just steps to the pool and set within a great walking area with charming vistas, the home offers a welcoming foyer entry, eat-in kitchen, inside laundry, den, and a screened lanai ideal for relaxing. With a little TLC, this villa could become the perfect place to call home. The community features a swimming pool perfect for socializing or unwinding, along with beautifully maintained common areas that reflect pride of ownership throughout. Village Green is centrally located just minutes from world-class Sarasota beaches including Siesta Key, premier shopping and dining, and medical facilities. This villa is an excellent opportunity for a full-time residence or seasonal retreat, offering low-maintenance living in an established community. Enjoy the best of the Sarasota lifestyle with sun, convenience, and community in one desirable address.

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

Listing Agent: Rick Tritschler, Jr. (941-928-1292)

Remarks: In a world where more is usually never enough……. 161 S. Polk Drive is JUST ENOUGH and MORE OF EVERYTHING YOUR DREAMS ARE MADE OF! Positioned waterfront between St. Armands Circle and Lido Beach, you can start your day walking just one block to put your toes in the sand and soak up the morning sun and then head straight to your favorite lunch spot on the circle. Upon returning home, take up lounging in the split-level, salt water pool and relax to the sounds of the water as it crests the infinity edge OR you can choose one of the many decks, from rooftop on down, canal to Gulf, to savor the sun, the breeze, the views and the peacefulness all around you. Once evening arrives, hop on the boat for a pleasant ride to your waterfront dining of choice or enjoy a glass of wine as you unwind with soothing music, the gentle movement of the water and savor the setting sun. This privately gated, coastal contemporary home encompasses over 4,600 square feet of interior living space with an open plan from living to dining to kitchen and on to the outdoor patio with a full wall of pocketing sliders. The acacia wood floor will be the first to grab your eye, but you will then be drawn to the unlimited other features of this home. From the many windows offering abundant natural light, to the built-ins, wet bars, oversized kitchen island, 3 en-suite bedrooms all with private balconies (includes first and 2nd floor owner suites), elevator, outdoors showers, sauna, ‘hidden’ oversized laundry room with 2 sets of washers and dryers, oversized boat dock with 2 lifts……. Shall I go on?? The well thought out configuration of this home rationalizes JUST ENOUGH of comfortably elegant entertaining mixed with intimate peace and privacy. Recent improvements include A/C handlers and compressors, tankless water heater and pump, flat tile roof decking, refinished exterior wood railings, pool pumps and actuators, in-ground drainage system, refreshed landscaping, exterior pressure washing, recent elevator service completed

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

Listing Agent: Cindy Schatzle (941-587-7556)

Remarks: Elevate your lifestyle in this unique island-style home in the heart of Sarasota! An exceptional opportunity to experience the best of Florida living and an effortless move-in with all turnkey furnishings included, allowing you to settle in immediately. The interior is bright, optimized, and beautifully finished with luxury vinyl floors, shaker style cabinets, smooth finish doors, and smart TVs throughout, creating a modern and inviting atmosphere. The spacious living room and alcove with an antique bar cart and desk are adjacent to the dining area and a fully equipped kitchen, featuring elegant stone countertops and "smart" Samsung stainless steel appliances—ideal for entertaining guests or enjoying family meals. For your convenience, the interior laundry area includes a Samsung washer and dryer. This delightful home, built in 2022 to current building codes, ensures peace of mind with optimal construction features including impact windows, durable metal roof, and elevated stilt-on-concrete-piling construction with ample under-building carport style parking for two cars. With three bedrooms and two full baths, it comfortably sleeps eight, making this home perfect for families or groups. Located in a coveted area between vibrant downtown Sarasota and gorgeous Gulf Coast beaches, you can easily walk to Arlington Park and Aquatic Complex, head to Lido Key Beach or world-famous Siesta Key Beach with its quartz crystal sand, or simply relax in the serene, tree-lined backyard. This home is currently used as a part-time vacation home and for weekly vacation rentals. It's ideal as a full-time residence, a convenient part-time vacation home, or for continued weekly rentals, offering flexible ownership options. You will also love the close proximity to Sarasota's vibrant arts and culture scene, diverse dining venues, Sunday Farmers Market, the stunning Sarasota Bayfront and marina, and abundant recreational activities.

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

Listing Agent: Dennis Kotaska, Llc (941-815-6772)

Remarks: Find maintenance free living in this right sized paired villa in the well-situated, over 55 community of Oakhurst. Two bedrooms and two baths with a generous living area make a great floor plan. A formal dining area, along with a breakfast nook and finished lanai means there is plenty of room to enjoy this space. A full two car garage is another plus. The HVAC system was replaced a couple of years ago. The roof, exterior landscape and building maintenance are included as is Cable TV. A convenient location near the back gate means easy access in and out of the community. The home is around the corner from the community’s clubhouse and pool area. Oakhurst is an over 55 community in the heart of Sarasota. Doctor’s Hospital and Detwilers are just down the street. Siesta Key is a short drive away and the cultural district in Downtown Sarasota is nearby. A little TLC makes this the perfect Florida home. Seller requests offers only from buyers that have toured the property.

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

Listing Agent: Mark Midyett (941-556-5151)

Remarks: Spacious island living awaits in this beautifully maintained 5-bedroom, 3-bath furnished home on the coveted north end of Siesta Key, just steps from beach access No. 1, Shell Rd, on Big Pass and with convenient access to the Sarasota mainland. Fully gated and walled for privacy, the property is surrounded by lush tropical landscaping and offers the ideal blend of comfort, functionality, and a weekly rental. An oversized 3-car garage and large paver driveway provide plenty of space for vehicles, beach gear, and a golf cart—perfect for enjoying the Siesta Key lifestyle. Adding to its appeal, the home is built above base flood elevation, a valuable feature on Siesta Key. Inside, the large open floor plan is designed for entertaining, with 12-foot ceilings, crown molding, arched openings, and travertine flooring. The spacious kitchen features stainless steel appliances, oak cabinetry, and a breakfast nook overlooking the backyard oasis, while a separate dining area and large living room with a gas fireplace provide plenty of space to gather. French doors off the living room open to a large terrace overlooking the backyard oasis, while a second terrace off the side of the home offers a cozy, private spot to relax. The private main-floor primary suite offers direct terrace access, two walk-in closets, an oversized bedroom, and a luxurious en-suite bath with dual vanities, soaking tub, walk-in shower, and floor-to-ceiling travertine. Two additional large bedrooms and a full bath are also located on the first floor. Upstairs, two generous guest bedrooms, a full bath, and a wet bar with a beverage fridge create an ideal retreat for visitors, while one of the bedrooms opens to a private terrace overlooking the backyard. Additional conveniences include multiple storage closets and a central vacuum system for easy maintenance. The backyard is a true tropical oasis with mature landscaping, a heated saltwater pool with fountain, paver deck, large turf area, outdoor shower, and an exceptional tiki hut bar and outdoor kitchen designed for entertaining, complete with a built-in gas grill, two bar fridges, and porcelain countertops. An additional fenced side yard provides a great space for dogs to roam. Ideally located, this property is just moments from world-renowned Siesta Key Beach and a short drive to downtown Sarasota’s celebrated restaurants, shopping, and cultural attractions. With three terraces, abundant indoor-outdoor living, strong weekly rental history, and a prime north Siesta Key location, this is an outstanding opportunity to enjoy the best of island living.

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

Listing Agent: Robert Ruiz (941-544-3299)

Remarks: Income opportunity !! Lowest Priced 5/3 Remodeled 2 story home in Sarasota. Complete with separate 2 Main Bed 2 Bath in-law suite quarters Keep in laws with super Primary bedroom upstairs with own bath and private deck and another primary bedroom with own bath downstairs. You could rent it out as an attached ADU. These two separate nicely configured design has great possibilities for large family or even short term rental being close to downtown and beaches. Currently getting $1600 for 1 side and earning potential for the whole place is great! The front would also be perfect for someone to move in right away.

Listing is courtesy of: VICKI WEBB REALTY (941-928-1000)

Listing Agent: Vicki Webb (941-928-1000)

Remarks: One or more photo(s) has been virtually staged. Discover the ultimate Sarasota lifestyle in this charming home situated in one of the city's most coveted neighborhoods. This property offers the rare luxury of true walkability; stroll to Southside Village for your morning coffee, pick up fresh ingredients at Morton’s Gourmet Market, or enjoy dinner at a handful of top-rated local restaurants just steps from your door. For those who love the city energy, downtown Sarasota is just a short walk or bike ride away. Enjoy the peace of mind that comes with a home where the major work is already complete. A comprehensive plumbing update replaced both supply and drain lines throughout the majority of the home in 2020/2021. The property feels brand new, featuring fresh exterior paint (2026) and pristine flooring installed in the bedrooms in 2024 and the main living areas in 2026. This residence is also perfectly suited for multi-generational living; the flexible floor plan offers the ideal opportunity to convert a portion of the home into a private in-law suite. Outside, you will find a massive, wide-open backyard that is a true private oasis. The expansive green space is perfect for family activities, entertaining, or future expansion. It features a variety of lush plants and mature trees, all kept vibrant by a custom irrigation system installed in 2021. Don’t miss this opportunity to own a move-in ready home in the heart of it all.

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

Listing Agent: Jose Hugo Martinez (941-373-5570)

Remarks: Positioned in one of the most desirable and private locations within Casa Del Sol, this end-unit villa stands out immediately with rare preserve views, added privacy, and a layout that offers both functionality and flexibility. Unlike many homes in the community that look onto the rear of neighboring properties, this residence enjoys a peaceful, natural backdrop overlooking the preserve—creating a far more serene and desirable setting. Inside, the home offers a bright and open floor plan with multiple living spaces, including an additional sitting room featuring wood flooring and a skylight that fills the space with natural light. From here, step directly out to your patio and take in the preserve views, seamlessly blending indoor and outdoor living. The layout includes an open living and dining area, kitchen with breakfast bar, and a primary suite conveniently located on the main level, complete with a walk-in closet and en-suite bath. This particular unit also benefits from additional green space compared to many neighboring properties, further enhancing both privacy and outdoor enjoyment. The property features a true 2-car garage—an upgrade not commonly found in all units within the community—along with an oversized private courtyard that is both functional and inviting, with no A/C equipment taking up valuable outdoor space. This area creates the perfect setting for outdoor living, entertaining, or simply enjoying the Florida lifestyle. Situated at the opposite end of the main road, the home benefits from minimal traffic and a noticeably quieter environment. As an end unit with only one shared wall, it provides additional privacy along with extra natural light and an overall more open feel compared to interior units. From a long-term ownership perspective, the value here is clear. At a time when many communities are increasing fees, Casa Del Sol has actually lowered HOA dues for certain sections in 2026, including this one—an uncommon advantage that speaks to strong community management. The A/C system is still under the balance of a 10-year warranty, and the roofs were proactively replaced by the HOA approximately 10 years ago, offering added peace of mind. The community itself offers a well-rounded lifestyle with amenities including a clubhouse, fitness center, pool, and tennis courts, all within a well-maintained setting with a consistent aesthetic. Location matters, and this home delivers with convenient access to some of Sarasota’s most sought-after amenities. Colonial Oaks Park is just minutes away for outdoor recreation, while Sarasota Christian School is nearby for quality education. Ideally situated off Cattlemen Road between US-41 and I-75, you are just minutes to downtown Sarasota and in close proximity to the #1 beach in the United States, Siesta Key, along with local favorites including Lido Beach, Legacy Trail, Payne Park, Sarasota High School, and the Sarasota Art Museum. Enjoy easy access to Sarasota’s renowned cultural venues, sun-drenched beaches, and everyday conveniences like Big Olaf Ice Cream, Yoder’s Fresh Market, the YMCA, and Locklear Park—all just a short drive away. This is a rare opportunity to secure a private, well-positioned end unit with preserve views, additional outdoor space, and key upgrades in one of the most sought-after sections of Casa Del Sol.

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

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

Remarks: A spectacular offering on one of Siesta Key’s most coveted streets, this stunning canal-front residence on Tremont Street represents a truly special opportunity to own a home that seamlessly blends boating, timeless island charm, and refined coastal living. Tucked beneath mature trees in a quiet, established enclave known for its old Siesta character, the property offers private canal frontage with a lift and a short, easy boat ride to the Intracoastal Waterway, all just minutes from Siesta Village and the world-renowned white sands of Siesta Beach. Homes of this caliber and setting are seldom available and must be experienced in person to be fully appreciated. Offering 4,194 square feet under air, the thoughtfully designed floor plan is both impressive and highly livable, ideal for full time residents and seasonal owners alike. Soaring ceilings, abundant natural light, and quality craftsmanship define the interior. The main floor primary suite is complemented by additional bedrooms on the main level, providing the ease of one level living, while the second floor offers a spacious guest suite and bonus room with peaceful views of the pool and canal. Exceptional indoor-outdoor living is at the heart of the home. Multiple pocketing sliding glass doors open wide to an expansive covered and fully screened lanai, creating a seamless connection between interior and exterior spaces. The outdoor living area is generous in scale and designed for entertaining, featuring a heated pool and spa, summer kitchen, gas fireplace, and multiple areas for dining and relaxation. The large screened layout allows you to comfortably enjoy outdoor living year round, regardless of the weather. Lush tropical landscaping enhances privacy and creates a tranquil island setting, while boating enthusiasts will appreciate the private lift and convenient access to open water. Impact-rated windows and doors, a generator, and a three-car garage provide peace of mind and everyday practicality. 611 Tremont Street combines location, boating, and lifestyle in a way few homes can. If you have been waiting for an exceptional Siesta Key property in one of the island’s most desirable neighborhoods, this is one you should see in person before it sells.

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

Listing Agent: Mike Warm, Llc (941-525-2740)

Remarks: Tucked away on highly sought-after Bay Island, just over the North Siesta Key Bridge, 679 Norsota Way is a rare and extraordinary opportunity to own a piece of Sarasota’s architectural history or create something entirely new. Built in 1926, this Mediterranean Revival estate with Spanish Colonial influences sits gracefully on an expansive 2/3-acre lot, offering timeless character, generous scale, and unmatched potential. With 150 feet of deep water bayfront, the homesite is one of the largest on Bay Island's coveted northern edge. The 3,788 sqft two-story residence features 4 bedrooms, 3.5 bathrooms, a dedicated office, and a flexible bonus room, with all bedrooms thoughtfully positioned on the second level. The primary suite is exceptionally spacious and captures breathtaking views overlooking Sarasota Bay, the Ringling Bridge, and the downtown skyline, a daily backdrop that defines true coastal living. Original details and soft historic charm are present throughout, providing a warm and inviting foundation ready to be reimagined. The home has been flood remediated but not remodeled, offering a clean slate for restoration or renovation while preserving its architectural integrity. Importantly, the property is not historically designated, presenting a rare level of flexibility. For those seeking new construction, this exceptional 2/3-acre homesite offers the opportunity to start fresh without the constraints of an HOA or significant building restrictions, an increasingly uncommon advantage in such a premier location. No deed restritions or grand oaks constrain construction. Beyond the main residence, a secondary structure provides a two-car garage and hobby space, ideal for storage, creative pursuits, or future customization. Perfectly positioned just 10 minutes to downtown Sarasota and 5 minutes to the beach, this property blends privacy, proximity, and prestige in one of the area’s most coveted neighborhoods.

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

Listing Agent: Nick Gard (941-500-4273)

Remarks: Location, location & views! Enjoy and experience luxury living at the Harbor Towers located just steps away from the world-famous Siesta Key beach. Highly desirable 4th floor unit, 2BR/2BTH with spectacular Gulf of America views from every room. Fully updated unit with new windows, new pipes, quartz countertops, new kitchen cabinets doors, new bathrooms and luxury vinyl flooring throughout. This turnkey furnished condo features an open floor plan, two suites split plan bedrooms and provides one parking space & additional storage room. New electrical panel and new water heater. Delight yourself at the HT amenities including heated resort style pools, 3 Har-Tru tennis courts, fitness center, sauna, clubhouse and a superb Marina & seating along the intercoastal waterway. HT has newly renovated building facade, common area including the lobby, spa area and hallways. A fantastic investment opportunity to own a rental income while enjoying the unit whenever you wish. Two-week minimum rentals are allowed 26 times/ year. Buyer can use the on-site property management company for rentals, or others.

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

Listing Agent: Mihaela Dragan (630-330-8903)

Remarks: Under contract-accepting backup offers. Located on a corner lot in The Fairways at Bent Tree, this home offers golf course and lake views in an optional golf community with maintenance-free lawn care. The fenced yard, screened lanai, and heated saltwater pool create the perfect setting for outdoor living. The open floor plan features 3 bedrooms plus a large den, 2.5 baths, and 9’4” ceilings with quality upgrades throughout. The kitchen includes 42” shaker cabinets, granite countertops, slate no-smudge appliances, and a large entertaining island. Tile flooring highlights the living areas, with bamboo flooring in the bedrooms and tray ceilings adding style. FPL Energy Certified with a 15-SEER HVAC, radiant barrier roof sheathing, and double-pane thermal windows. Ideally located less than 2 miles to I-75, 10 minutes to UTC, and approximately 20 minutes to Sarasota’s top beaches. Move-in ready and perfectly positioned for easy, low-maintenance living.

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

Listing Agent: Mary Michael Martin (941-962-2997)