Homes For Sale in Sarasota 34231 - 451 homes

Remarks: A Piece of Sarasota History Meets Modern Opportunity: The "Siesta Key Style" Duplex with TWO separate electrical panels! Own a landmark piece of Sarasota history. Nestled on an expansive, wooded double lot at the western end of Wilkinson Road, this "Siesta Key style" bungalow offers a rare blend of timeless character and modern updates. Surrounded by a lush, quarter-acre canopy of mature bamboo, majestic oaks, and tropical palms, this property is a private sanctuary just minutes from the best of the Gulf Coast. Two units, endless potential and fully remodeled between 2023 and 2024, this versatile duplex is an ideal setup for savvy investors, multi-generational families, or those looking to "house-hack". Unit 1: A spacious 2-bedroom, 2-bathroom layout. Unit 2: A charming 1-bedroom, 1-bathroom retreat. Modern Upgrades & Peace of Mind: Every major system has been addressed so you can enjoy "turn-key" living or immediate rental income. Roof: New commercial-grade TPO membrane roof (2022) with a 30-year life. Climate: Brand new, energy-efficient mini-split AC systems in both units. Infrastructure: New plumbing throughout and separate electrical panels for each side. Interior: A fresh mix of new and restored flooring, newer appliances in unit 1, and stylish finishes. Exterior: Extra storage in the outdoor shed and plenty of room to roam & garden on the oversized lot. Location is Everything!!! Whether you’re heading to the beach, to work or to the city, you are perfectly positioned: 5 Minutes to the North Siesta Key Bridge. 12 Minutes to the vibrant culture and dining in Downtown Sarasota. 11 Minutes to the freeway for easy commuting. Don't miss this rare chance to own a functional, fully updated landmark in one of Sarasota’s most convenient locations. Some photos are visually staged. Schedule your private tour today!

Listing is courtesy of: BOUDRIE REAL ESTATE GROUP INC (941-730-5674)

Listing Agent: Rebekah Boudrie (941-730-5674)

Remarks: Under contract-accepting backup offers. Stunning Waterfront Condo with Breathtaking Views in a Premier Gated Waterfront Community, The Landings -New flooring and tiled master bathroom just finished! Welcome to your dream home at the serene and picturesque Fourth Floor Condo, offering mesmerizing views of Phillipi Creek and a luxurious lifestyle in an exclusive gated community. This exquisite 3-bedroom, 2.5-bath condo is a rare find, boasting a perfect blend of comfort, convenience, and natural beauty. Spectacular Views: Wake up to the soothing sights of Phillipi Creek right from your living room or enjoy the tranquil vistas from the privacy of your screened balcony. Witness breathtaking sunrises and sunsets that will leave you feeling rejuvenated every day. Gated Community: Rest assured in the safety and security of this gated oasis, providing you and your loved ones with peace of mind and a sense of community. Community Pool: Cool off in the sparkling waters of the community pool, where you can bask in the sun, socialize with neighbors, and create lasting memories with family and friends. Gazebo & Picnic Tables: Embrace the outdoors and unwind in the community's charming gazebo area, perfect for leisurely strolls, reading a book, or hosting intimate gatherings. The picnic tables offer an ideal spot for al fresco dining with your loved ones. Proximity to Landings Racquet Club and Fitness Center: Stay active and healthy with a short walk to the prestigious Landings Racquet Club and fitness center. Enjoy various sports facilities and state-of-the-art workout equipment, enriching your daily routine with an active lifestyle. Don't Miss This Opportunity. This Fourth Floor Condo presents an unparalleled chance to embrace a life of comfort, luxury, and natural beauty. Whether you're seeking a peaceful retreat or an entertainer's paradise, this property ticks all the boxes

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

Listing Agent: Lee Brewer (941-724-3448)

Remarks: Welcome to 5589 Cannes Circle—an exceptional waterfront townhome in the gated community of Phillippi Landings, where refined design meets effortless Florida living. Perfectly positioned along Phillippi Creek, this residence offers breathtaking water views and a rare sense of privacy, all just minutes from The Landings Shopping Center, Siesta Key, and downtown Sarasota. This impeccably maintained three-story home features 4 bedrooms, 3 full baths, and a bright, open-concept layout designed for both everyday comfort and entertaining. Soaring ceilings, abundant natural light, and thoughtfully selected finishes create a clean, contemporary aesthetic throughout. The designer kitchen is equipped with solid surface countertops, stainless steel appliances, 42” cabinetry and perfectly appointed island that flows seamlessly into the main living space. Multiple outdoor living areas—including two private lanais—invite you to enjoy the peaceful creek views and lush tropical surroundings. A private elevator provides access to all levels, while the oversized garage offers generous storage for boats, kayaks, beach gear and more. Built with quality and efficiency in mind, the home includes impact-rated windows, energy-efficient systems, LED lighting, and durable finishes such as beautifully maintained engineered wood flooring throughout. Additional upgrades include Moen fixtures, Kohler plumbing features, and professionally designed landscaping within the community. Offered in immaculate, move-in ready condition, this residence is available to purchase furnished for a turnkey experience or unfurnished to suit your personal style—making it an ideal full-time home, seasonal retreat, or turnkey investment opportunity. Furnishings offered separately. Residents of Phillippi Landings enjoy a resort-style lifestyle with amenities including a heated pool, fitness center, dog park, clubhouse, kayak launch, and a scenic boardwalk along the water. The adjacent Phillippi Harbor Club marina offers convenient access for boating enthusiasts. This is a rare opportunity to own a waterfront-facing home in one of Sarasota’s most desirable communities. Call today for a private showing!

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

Listing Agent: Evan Danzig (941-350-1248)

Remarks: Discover this charming fully furnished block home, turn key 3 bedroom/2 bath home located in Sarasota. 10-15 minutes to Siesta Key Beach, close to shopping, city and entertainment. This home is surrounded by beautiful mature gardens and has a spacious layout with abundant natural light. Inside you'll find a modern kitchen with updated appliances, inviting living spaces, a garage with laundry and sauna and a private backyard great for relaxation in a screened in lanai garden room. The home is being sold with high end furnishings, home decor, linens, dishes, etc. The neighborhood is safe and is walking distance to a highly desired A rated school. Don't miss the opportunity to explore this delightful home and come see it for yourself.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Unique and enchanting, this charming four-bedroom, two-bath split-plan home offers 2,190 square feet of character-filled living space. Vaulted ceilings with exposed wood beams, an ample-sized loft ideal for an office or guest space and a cozy wood-burning fireplace create a warm and inviting atmosphere. The thoughtfully designed layout and distinctive architectural details provide both comfort and versatility, ideal for everyday living and entertainment. The spacious primary suite features a large walk-in closet and added benefit of a newer separate air-conditioning unit (2023). The kitchen is well-appointed with granite countertops, wood cabinetry with over- and under-cabinet lighting and a convenient indoor laundry room nearby. The flexible fourth bedroom is positioned and generously sized to easily serve as a family room or dining area. Outside, enjoy a fully fenced backyard that feels like a private oasis, showcasing lush gardens in a peaceful, serene setting, ideal for attracting butterflies and native birds. Recent upgrades include a roof (2021), HVAC system (2019), water heater (2021) and PGT hurricane-rated windows and doors. Additional features include a putting green, a quiet dead-end street, a covered two-car carport with a breezeway, an outdoor storage shed, room for a pool and a large double driveway with plenty of space for RV or boat parking. Ideally located near downtown Sarasota’s fine dining and arts district, St. Armands Circle, UTC Mall, Interstate 75, Sarasota Memorial Hospital, parks, boat ramps, short distance to Riverview High School and Wilkinson Elementary School and the world-renowned Siesta Key and Lido beaches. This home offers a blend of charm, convenience and lifestyle.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)

Listing Agent: Cindy Pierro (941-920-6818)

Remarks: INSTANT EQUITY! BELOW APPRAISAL VALUE! COUNTY SAYS YOU CAN TEAR DOWN AND BUILD 2-LIKE MANY AROUND US ARE DOING! A TRUE 4 BEDROOM WITH AN OFFICE(OR A 5 BEDROOM). NO HOA & NO DEED RESTRICTIONS ON A DOUBLE LOT! ROOM FOR YOUR BOAT, RV, OR ANY OTHER TOYS! The property taxes show 4 bedrooms but a fully permitted 5th bedroom was added on. You'll want to tour this open concept floor plan where your first few steps inside the home show just how much warmth & comfort are exuding from the sweeping views of the entertaining spaces in the living area and beyond. The CHEF'S DREAM KITCHEN boasts MULTIPLE PANTRIES: 1 built into the kitchen cabinetry & the second through the swinging door to the laundry room. There's also GRANITE COUNTERTOPS, beautiful BRICK BACKSPLASH, UNDER-CABINET LIGHTING, Matte Finish Stainless Steel appliances to keep fingerprints from showing, TOUCH KITCHEN FAUCET, QUADRUPLE TRASH BINS with a double on each side of the stainless steel sink, A COFFEE BAR, multiple spaces of BUILT-IN ORGANIZATION scattered throughout the cabinetry like a KNIFE BLOCK, a BAKING PAN ORGANIZER, a 9 x 13 GLASS PAN ORGANIZER, PULL OUT SPICE CUPBOARD, SOFT CLOSE DRAWERS, and much more. The HUGE Master Bedroom offers a RETREAT OF TRANQUILITY with an extra-large space to include room for a set of cozy chairs, a table/chair combo, or whatever you like. It also includes HIS & HER CLOSETS, with CALIFORNIA SHELVING & ORGANIZATIONAL UNITS, and a PRETTY CHANDELIER. This bedroom has room for a KING OR CALIFORNIA KING sized bed if desired plus room to spare. The SPA like Master Bathroom features an OVERSIZED JACUZZI TUB, DUAL SHOWER HEADS-RAINTREE & STANDARD, along with a SILKROAD EXCLUSIVE WALNUT VANITY. The 3rd bedroom is placed such that it could accommodate multi-generational living. The 5th bedroom/Office is wired for an office and is currently being used as one but can easily revert back to being used as one, as it has its own designated standard closet. INTERIOR Laundry room has newer cabinetry & a stainless steel sink with a MARBLE BACKSPLASH. This home has gorgeous views of the POOL, MARBLE ROCK & PAVERED PATHWAY, with FLOWER PLANTERS, & LIGHTING AROUND THE POOL, FIREPIT, & BACKYARD CREATING AMBIENCE, RELAXATION, & FUNCTION FOR YOUR NIGHTTIME ENTERTAINING. A concrete slab with a newer shed & concrete sidewalk rounds out the exterior. Overall, nearly $400k of updates and improvements have been made to the home including hooking up to city/water sewer, plumbing, electrical, roof, hot water heater, bedroom & bathroom updates & improvements, flooring, high end trim finishes, interior & exterior paint, pool, shed, concrete slab & stone pathways, firepit with marble stone, all exterior lighting, & more. Within minutes to Lido & Siesta Key, the #1 beach in the nation along with shopping, restaurants, and 5 minutes to Sarasota Memorial Hospital. Check out the MATTERPORT TOUR and don't pass up this opportunity to make this one yours!

Listing is courtesy of: EXIT KING REALTY (941-497-6060)

Listing Agent: Anna Martin (941-539-6601)

Remarks: Nestled within the secure, mainland West-of-Trail enclave of Coral Cove, this elevated 2-story waterfront residence offers refined coastal living on a generous 17,000+ square-foot canal-front homesite with direct access to the Intracoastal Waterway. Positioned in an X flood zone and exhibiting exceptional resilience, the property sustained no storm impact and features a standing-seam metal roof, mature landscaping, and a well servicing the irrigation system. A brick-paver circular drive introduces a striking double-door entrance, opening to a light-filled interior defined by soaring volume ceilings, clerestory windows, and an airy, sun-washed ambiance. The welcoming foyer flows into a spacious living and dining composition designed for both intimate and large gatherings. At the heart of the home, the centrally placed kitchen features expansive sightlines, abundant cabinetry, and a seamless aquarium-glass breakfast retreat overlooking tranquil water vistas. Adjacent, a large 21x24 family room with bar, wine refrigerator, sink and fireplace extends effortlessly outdoors, creating a harmonious connection between interior comfort and open-air relaxation. The main living level has a second main bedroom plus 2 guest rooms. One bedroom is currently designed as a study. A stairway ascends to an open gallery walkway leading to an extraordinary 25x18 owner’s sanctuary. This upper-level retreat showcases a spa-inspired bath, custom-tailored walk-in wardrobe, plus a dedicated exercise studio or nursery. Enjoy private access to an upper sun deck overlooking the water. Outdoor living is truly exceptional, with an expansive entertainment environment featuring a swim-spa, screened lounging deck, additional open-air terrace, and fully fenced backyard ideal for pets or play. The Trex dock is engineered to accommodate a large boat, offering easy access to the bay and beyond. Coral Cove residents enjoy exclusive use of a private two-acre waterfront park and community boat ramp, fostering a close-knit, serene atmosphere. Peaceful surroundings pair beautifully with remarkable convenience to shopping, dining, and cultural attractions, while the powder-white sands of Siesta Key Beach—ranked the nation’s finest—are just minutes away. A rare blend of security, scale, natural light, and waterfront sophistication, this Coral Cove offering delivers an elevated coastal lifestyle without compromise.

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

Listing Agent: Ryan Ackerman, Pa (305-205-7700)

Remarks: Don't let this opportunity pass you buy. This 3 bedroom, 2 bath home is packed with potential. It enjoys a great location In the Gulf Gate area, off the main roads on a large private lot. Featuring newer HVAC and an oversized two car garage.

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

Listing Agent: Steve Abbe (941-400-3969)

Remarks: 2017 contemporary home by DSDG Architects & Majestik Homes with new 2024 impact windows & sliders throughout is ideally situated on a prestigious, tree-lined street in the heart of Sarasota. This 3-bedroom, 2.5-bath home blends modern design with refined comfort. Step inside to an open-concept layout highlighted by soaring 10-foot ceilings, sleek porcelain tile flooring, and expansive new windows that flood the home with natural light while framing serene views of the private backyard oasis. New sliding glass doors fully open to create seamless indoor-outdoor living, extending into an expansive entertaining space complete with a stylish poolside pergola. The tropical landscaped backyard is thoughtfully designed with low-maintenance synthetic turf, a custom putting green, and a stunning heated saltwater pool enhanced by LED color lighting. At the heart of the home, the gourmet kitchen is a true showpiece, featuring premium stainless-steel appliances, a Fisher & Paykel dishwasher, a striking waterfall quartz island with integrated breakfast bar, sleek custom cabinetry, and a built-in pantry designed for abundant storage. Upstairs, a versatile loft anchors the level, alongside two guest bedrooms connected by a Jack-and-Jill bath and a sophisticated primary suite. The primary retreat features dual custom walk-in closets and a spa-inspired ensuite. Sliding glass doors open to a private second-story balcony—an ideal setting to take in tranquil pool views and softly lit evenings. Modern elegance, indoor-outdoor living and perfectly positioned near Siesta Key, top-rated schools, shopping, dining, and downtown Sarasota, this exceptional residence offers the ultimate Florida lifestyle.

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

Listing Agent: Maureen Doherty (941-993-3159)

Remarks: Commanding attention from the moment you arrive, 1451 Rebecca Lane is a masterfully re-envisioned gated elevated waterfront estate where architectural elegance meets uncompromising modern refinement crafted for the luxury buyer who demands both distinction and substance. Set behind the gates of Oyster Bay Landings, this residence has undergone a complete, high-level redesign, transforming it into a sophisticated coastal retreat defined by intentional design, elevated materials, and flawless execution. Every surface, finish, and fixture has been curated to create a timeless yet fashion-forward aesthetic—balancing warmth, drama, and livability. Inside, wide-plank wood-like flooring, bespoke millwork, and striking ceiling details create a gallery-like flow throughout the main living spaces. The living room is both refined and inviting, anchored by a sculptural fireplace and framed by expansive glass that seamlessly connects the interior to the private outdoor environment. Natural light pours in, highlighting the home’s clean lines and layered textures. The kitchen is a true work of art, designed to impress at both visual and functional levels. An oversized island takes center stage, complemented by custom cabinetry in rich designer hues, statement stone surfaces, and professional-grade stainless appliances. The dramatic backsplash and curated lighting elevate the space into a showpiece worthy of entertaining at scale, while still remaining perfectly suited for everyday living. The primary suite has been transformed into a spa-caliber retreat, offering serene views, custom-designed closets, and a magazine-worthy bathroom featuring marble finishes, a double vanity, elevated fixtures, and an expansive walk-in shower that rivals a five-star resort. Guest suites and secondary living spaces mirror the same level of craftsmanship, offering flexibility for hosting, working from home, or multigenerational living all without compromising style. Outdoors, the home unfolds into a private courtyard oasis, a hallmark of the redesign. The pool and spa are surrounded by lush tropical landscaping, refined hardscape, and multiple covered lounging areas that blur the line between indoor and outdoor living. Whether hosting elegant evening gatherings or enjoying quiet afternoons by the water, the setting is both intimate and grand. For the boating enthusiast, the property delivers an exceptional advantage: a private deep-water dock with an approximately 15,000-lb boat lift and no-bridge access to Sarasota Bay and the Gulf of Mexico— placing world-class boating just moments from your back door. Additional features include climate-controlled wine storage, thoughtfully designed bonus spaces ideal for media or fitness use, upgraded systems throughout, and a garage suited for both function and organization—ensuring the home is as practical as it is beautiful. Located minutes from downtown Sarasota, Southside Village, and the iconic beaches of Siesta Key, this residence offers a lifestyle defined by privacy, prestige, and proximity. 1451 Rebecca Lane is not simply renovated—it is reimagined, offering a rare opportunity to own a waterfront home where design excellence, quality craftsmanship, and coastal luxury converge at the highest level.

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

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

Remarks: One or more photo(s) has been virtually staged. You will love Oak Forest with all the mature trees and grassy landscaped areas and its LOCATION! Just minutes to Siesta Key Beaches, Downtown shopping, restaurants, social events and theater. This community is impeccably maintained and modernized. Conveniently located directly across from the community pool and tennis courts, the entire interior of this end unit was just painted and all of the popcorn has been removed. The guest bathroom totally remodeled with a walk-in shower. New never been used stainless steel appliances: refrigerator, stove and dishwasher are included. Tile flooring throughout the villa with vinyl flooring for easy maintenance in the guest bedroom. Primary bedroom has brand new carpet and offers two walk-in custom designed closets for maximum efficiency. Primary bathroom designed with dual sinks and a walk-in shower with glass doors. The Primary Bedroom, Living Room and Kitchen have sliding glass doors to access the extended private lanai. This community is not an age restricted community, is pet friendly and offers tennis, pickleball, heated pool and clubhouse. Whether you are a snow bird or a full-time resident this property checks desired boxes for your new home. Association replaced the roofs about two years ago, painted all exteriors and installed paver driveways. AC was replaced in 2025. The Association remains diligent regarding their finances and are fully reserved. No CDD fees!

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

Listing Agent: Midge Mccarthy (941-809-3800)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. From the moment you arrive, you will immediately notice the combination of an oversized driveway, garage, and covered carport. With room for multiple vehicles, guests, a boat, or weekend toys, this is the type of flexibility you hope for. That's not a stone roof either.... It's an ALL NEW Decra metal roof which gives the home a clean, updated look while adding long-term value and protection. Located at 5929 Murdock Ave, this Sarasota home has been fully renovated with the updates that matter most. Inside, you’ll find new vinyl flooring throughout, fresh paint, updated bathrooms, and hurricane-impact sliders that bring in natural light while adding peace of mind during storm season. The major systems have already been addressed as well, including all new electrical and plumbing that has been professionally scoped, giving the next owner confidence in what they’re walking into. Every update was made with everyday living in mind — creating a home that feels fresh, functional, and ready to enjoy from day one. More than just cosmetic improvements, this is a home where the work has already been done, allowing its next owner to simply move in and make it their own in Sarasota. Updates: 2019 Permit - Mechanical change out - HVAC System - new heat pump - rear unit, 2021 All new LVP flooring throughout the main house, 2021 Installed fence around back yard, 2022 New dishwasher, 2023 Permit - Re-Roof - Decra stone coated metal roof Installed by RoofTech Roofing & Waterproofing, Inc, 2023 New garbage disposal, 2023 Septic tank pumped with full inspection & maintenance, 2023 Installed all new water valves throughout the house, Bathrooms, kitchen & laundry room, 2024 Permit - Rewiring the entire house, new electrical panel, outlets, switches & all new fixtures. Also installed a whole house surge protector at the panel, 2024 Installed new tankless water heater, 2024 Installed new door between the garage and kitchen to meet FBC (was glass door before), 2024 New upgraded stainless steel kitchen sink, 2024-25 Re-screened rear porch, 2025 Full master bathroom remodel, 2026 Full hall bathroom remodel, 2026 Interior Paint, 2026 Exterior paint, 2026 Installed new impact glass sliding doors in living room & master bedroom.

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

Listing Agent: Vincent Diorides (941-720-5717)

Remarks: Living the Easy Life is RIGHT HERE at 254 Southwinds Dr, in desirable South Winds Mobile Home Park Co-Op! Just a few ( 5 ) minutes to Siesta Key! The amenities in this charming 55t community include a Clubhouse and Cpmmunity Pool, with plenty of activies to enjoy!! South Winds Mobile Home Park Co-Op has an on site office and manager. HOA fee also includes Lawn Care, Cable TV, Water - YES all this and more for a low monthly HOA fee of $195. This sweet mobile home is a 2 bedroom, 2 bath with central AC just 3 years old, an eat in kitchen, plus a living room/dining room combo. Being sold furnished. OF course the residents here are so happy and friendly - with everything this lovingly cared for Co-Op community offers - it is truly a model of how Mobile Home Parks should look and be managed!

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

Listing Agent: Marcia Morse (941-374-0442)

Remarks: Welcome to Strathmore Riverside Villas, a vibrant 55+ community perfectly situated in the heart of Sarasota. This spacious two-bedroom, two-bath villa offers the ideal blend of comfort, convenience, and endless potential. Light, bright, and airy, the home features an open-concept layout with generous room sizes and an inviting flow throughout. The enclosed lanai, complete with both windows and screens, provides a wonderful year-round living space; perfect for morning coffee, relaxing afternoons, or entertaining friends. The villa also includes a one-car carport and a separate storage and laundry area, offering privacy, security, and plenty of extra space. With just a touch of personalization, this residence can truly shine. The community itself is beautifully maintained and lushly landscaped, creating a serene and welcoming atmosphere surrounded by green space. Strathmore Riverside Villas is known for its active lifestyle and warm sense of community. Residents enjoy a wealth of amenities, including a heated geothermal pool overlooking the marina, clubhouse, fitness center, library, meeting rooms, sauna, and billiards. There’s always something happening here; social events, card games, bingo nights, potlucks, concerts, dancing, and more. Boat docks are available on a first-come, first-served basis for just $1,344 per year, and the community is pet-friendly. The location couldn’t be better; just minutes from shopping, hospitals, and the world-famous Siesta Key Beach, as well as the rich cultural attractions of downtown Sarasota, including opera, ballet, symphony, and live theatre. Whether you’re looking for a full-time residence or a seasonal getaway, this villa lives like a single-family home and offers the perfect opportunity to enjoy Florida’s relaxed coastal lifestyle. Don’t wait; schedule your private tour today and discover the charm of Strathmore Riverside Villas.

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

Listing Agent: Rachelle Golden (941-538-8998)

Remarks: Pre-Construction. To be built. 1621 Memory Lane presents a rare opportunity to build a custom bayfront estate on Little Sarasota Bay in the Bayview Acres neighborhood, one of Sarasota’s most strategically positioned mainland waterfront communities. Situated on a quiet no-through street south of Stickney Point Road and west of Tamiami Trail, this expansive .47-acre parcel offers approximately 100 feet of direct frontage on the bay and the scale to design a significant coastal residence with generous outdoor living areas, pool, and the ability to construct a private pier, subject to permitting. The property is offered as a vacant lot for $1,480,000 or as a to-be-built custom residence by The Vision Group priced at $3,980,000, providing flexibility for buyers to bring their own builder or move forward with a fully designed plan. The setting delivers privacy and calm while remaining just minutes from the south bridge to Siesta Key and equally convenient to downtown Sarasota’s dining, arts, and cultural amenities. Continued investment along the U.S. 41 and Siesta Drive corridor, including Benderson’s planned retail and mixed-use development, further strengthens the long-term appeal of this location. The property is especially well suited for buyers transitioning off the barrier islands who want mainland accessibility without sacrificing water views, as well as inland residents ready to elevate to a true bayfront setting without HOA constraints. With limited remaining buildable bayfront parcels of this size and frontage—and new construction next door on a comparable lot estimated at $6 million in value—the economics present a compelling opportunity to build at a meaningful discount to neighboring new construction.

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

Listing Agent: Daniel Treiman (917-657-7495)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Looking for simple, stress-free living minutes from the beach? This bright and airy end-unit in Swifton Villas offers the perfect blend of comfort and convenience. With 2 bedrooms, 2 baths, and a one-story layout, it’s ideal for easy everyday living or a seasonal getaway. Sip your morning coffee in the enclosed lanai, enjoy updated features like a refreshed kitchen and new A/C, and take advantage of a welcoming 55+ community with a pool, shuffleboard, and clubhouse with an active social scene. Other bonus features include tile floors, a retractable front door screen, sliding windows on the lanai, storm rated windows and new ceiling fans. Best of all—you’re just minutes from the beach and can walk to shopping, restaurants, and more. Low maintenance. Great location. Pet friendly. = Relaxed Florida lifestyle.

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

Listing Agent: Marcia Nelson (941-321-6691)

Remarks: Welcome to 3049 Gypsy Street, a beautifully updated, coastal-inspired retreat being offered turnkey furnished (minus personal property), making it the perfect opportunity for a first-time homebuyer, snowbird or savvy investor looking for immediate income potential. Previously operated as a highly rated Airbnb, this charming Sarasota home is move-in ready and set up to continue generating rental income from day one. Inside, discover a light and bright interior featuring luxury vinyl plank flooring throughout, a spacious living and dining area and a stunning remodeled kitchen complete with white cabinetry, stainless steel appliances, a farmhouse sink, a beautiful white 3D backsplash and all appliances included. The split-bedroom layout offers two spacious bedrooms and two completely renovated baths. The primary suite features a brand-new bath with a large walk-in shower, while the guest bedroom comfortably accommodates multiple guests with a full and twin bed. Outdoor living shines with a charming covered coastal-style lanai complete with a ceiling fan, shell paver patio area, fully fenced backyard, new landscaping and plenty of room for a future pool. There is also separate RV/boat parking on the side of the home for added flexibility or plenty of room for a pool. Additional highlights include a new roof (2022), a sewer connection completed in 2021, a one-car garage with a washer, dryer, utility sink and storage. Turnkey furnished opportunity: this was previously a successful Airbnb with a rental history. Ideally near all Sarasota has to offer, including world-famous beaches, dining, shopping, arts and entertainment, this adorable coastal getaway offers a blend of lifestyle and investment opportunity.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)

Listing Agent: Jaci Krawtschenko (941-284-3789)

Remarks: Property Size: 1,993 SF Total, +/- 996 SF Units This exceptional duplex offers an excellent investment opportunity in Sarasota, FL. With two spacious units, each featuring 2 bedrooms and 2 bathrooms, this property is perfect for owner-occupants or investors looking for rental income potential. The property boasts a rare RV full hookup pad, a two-car garage, and access to a community boat dock, adding to its unique appeal and versatility. 2 units, each with 2 bedrooms and 2 bathrooms RV full hookup pad 2-car garage Access to community boat dock

Listing is courtesy of: AMERICAN PROPERTY GROUP (941-923-0535)

Listing Agent: Leslye Seidel (941-544-8780)

Remarks: Under contract-accepting backup offers. Behind one of Sarasota’s highly coveted Kentwood Estates, this extraordinary custom-built estate by award-winning Trinity Custom Homes delivers a level of luxury, craftsmanship, and architectural sophistication rarely seen in today’s market. From the moment you arrive along the sweeping circular driveway, the residence commands attention with its striking stone facade, dramatic rooflines, and manicured grounds, evoking the presence of a five-star private resort. Perfectly positioned on a serene lakefront homesite just moments from Siesta Key and Sarasota’s renowned waterfront lifestyle, this one-of-a-kind property was masterfully designed for the buyer who expects exceptional quality, timeless design, and elevated everyday living. Built with superior construction standards and cutting-edge technology, the home showcases Timberstrand engineered framing for long-term structural integrity, precision layout using a Trimble HP printer robot, and expert masonry by BMMI (Bob Miller Masonry), ensuring both durability and refined exterior detail. Andersen windows and exterior doors provide energy efficiency, storm resilience, and timeless design, while ISO insulation, enhances year-round comfort and performance. Inside, soaring vaulted ceilings with exposed architectural beams create a breathtaking first impression, while walls of glass frame tranquil water views and flood the home with natural light. The expansive open-concept floor plan blends warmth and sophistication, featuring wide-plank engineered hardwood flooring, solid custom poplar trim, solid-core Trustile interior doors, designer lighting, and curated high-end finishes throughout. The great room is anchored by a dramatic floor-to-ceiling stone fireplace, flowing seamlessly into the showpiece chef’s kitchen. Designed to rival the finest luxury residences, the gourmet kitchen features oversized dual waterfall islands, solid-ply Crystal Cabinetry, premium appliances, elegant stone countertops, designer backsplash details, double wall ovens, and a fully equipped wet bar—ideal for entertaining at the highest level. The luxurious owner’s retreat offers a private sanctuary with serene lake views, direct outdoor access, custom ceiling details, and a spa-inspired bath complete with dual vanities, a freestanding soaking tub, oversized walk-in shower featuring a Kerdi waterproofing system, and sophisticated designer finishes. Four additional bedrooms, a private den, and 5.5 beautifully appointed bathrooms provide exceptional comfort and flexibility for family and guests. Outdoor living is equally impressive, with an expansive screened lanai showcasing a resort-style pool and spa overlooking sparkling lake views and lush tropical landscaping. A fully equipped outdoor kitchen and multiple covered lounge areas create the perfect setting for both grand entertaining and quiet relaxation. Additional features include a whole-home generator, oversized garage space, and a PEX plumbing system for enhanced efficiency, durability, and long-term reliability. Located west of the Trail in one of Sarasota’s most desirable luxury neighborhoods, Kentwood Estates offers unparalleled proximity to Siesta Key Beach, Southside Village, downtown Sarasota, premier dining, shopping, marinas, golf courses, and top-rated schools. This is more than a home, it is a statement property defined by elite craftsmanship, advanced building techniques, and luxury living in the heart of Sarasota.

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

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

Remarks: Discover your dream condo in the highly sought-after West of Trail location! Experience the ultimate Florida lifestyle with this stunning 1-bedroom, 1-bath condo just minutes from the pristine sands of Siesta Key. Situated on the first floor, this gem boasts brand-new luxury vinyl flooring, sleek stainless steel appliances, and new hurricane-impact windows. This condo offers modern comfort with peace of mind. Step outside, and you're only a short walk from the serene Phillippi Estate Park, where you can enjoy scenic nature trails, a fishing pier, a playground, and a charming gazebo—ideal for relaxing and soaking in the Florida lifestyle. Whether you are looking for an investment opportunity with great rental potential or a quiet retreat to call home, this condo offers unparalleled access to all the amenities, dining, shopping, and attractions Sarasota is known for. Don’t miss out on the chance to own a piece of paradise in one of the most desirable locations in town! NEW ROOF!! The seller is offering a generous $5,000 credit toward buyer closing costs or a mortgage rate buy-down.

Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)

Listing Agent: Joleisy Machado-Gonzales (941-915-9251)