Sarasota Homes For Sale & Real Estate - 3524 homes

Remarks: Under contract-accepting backup offers. Discover the ultimate coastal retreat at 428 Sapphire Drive, a stunning block-construction residence situated on a rare and expansive double lot in the prestigious Sapphire Shores area. A long driveway and winding sidewalk lead you through a beautifully landscaped front yard to this secluded haven, which is set back from the street for maximum privacy. Inside, the home exudes a modern, industrial-chic aesthetic featuring sleek polished concrete floors, soaring vaulted ceilings, and a fresh interior paint palette. The open-concept gourmet kitchen is a focal point, illuminated by a bright skylight and appointed with premium Quartz countertops, abundant cabinetry, and a high-end stainless appliance suite including a Bosch cooktop and refrigerator alongside a KitchenAid double oven. The thoughtful layout offers exceptional flexibility; the current library, featuring a recently replaced north-facing impact window, was originally a third bedroom and can easily be restored to its original configuration. Seamlessly connecting the interior to the outdoor oasis are sliding pocket glass doors that retreat to open the living area to the lanai, offering both an elegant architectural feature and an added layer of protection for the block-construction core. The master suite serves as a private sanctuary with its own bay-facing impact window, a spacious walk-around closet, and a luxurious ensuite bathroom featuring a deep soaker tub and a separate walk-in shower. Significant structural upgrades provide peace of mind, including a new metal roof installed in 2023 and brand-new hurricane-rated garage doors added in 2025. The epoxy-finished garage also comes equipped with a Tesla charging station, catering to modern efficiency. The outdoor living space is a true oasis, fully enclosed by a vinyl privacy fence. Relax in the heated saltwater pool surrounded by elegant Shellock pavers, or enjoy the convenience of the lanai’s solar shower. The sprawling backyard is a nature lover’s dream, boasting a dedicated butterfly garden, a cozy fire pit, and an irrigation system powered by well water. A versatile detached storage building, currently utilized as a home gym, is equipped with its own air conditioning unit and dedicated kayak storage. Perfectly positioned just minutes from Downtown Sarasota, this home is also a short stroll from the Ringling Museum and the scenic bayfront paths of Sapphire Shores Park.

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

Listing Agent: Mairead Smialek (847-334-4848)

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

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

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

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

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

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

Remarks: FIVE UNIT APARTMENT COMPLEX. DTN zoned corner lot in downtown Sarasota. Fully rented month to month annual agreements paying below market value. City zoning allows weekly rentals. Purchase and earn rental income OR develop in DTN zoning. Common area laundry as an amenity for tenants. Bldg #1 has 2 units, each are 1 bedroom/1 bath. Bldg 2 has 2 units, each are 2 bedroom/1 bath. Bldg #3 is the cottage/studio. This property is in fast growing downtown Sarasota a few blocks to Main Street with downtown restaurants, shops and bars. 2 blocks from Sarasota City park with tennis courts, playground and dog park all situated around a lake! Many multimillion dollar homes and deluxe condo developments in and surrounding Gillespie Park. Close to beaches and beautiful Sarasota Bay. Investment property with huge income potential and huge future DTN development. Seller is offering owner/seller financing to prospective buyers. 60% minimum down payment requirement. All financing terms are extremely attractive. Minimum balloon options will be considered. Seller will not go into 2nd position as lender.

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

Listing Agent: Patrick Ritchey (941-284-7287)

Remarks: This home is special. Take a peek at this spacious home in Crestwood Villas. It has outstanding features at a reasonable price. This squeaky-clean villa has 3 large bedrooms, 2 full baths, 2 car garage, and 1803 sf of living space. Your screened lanai has a water view right out the back door. Crestwood villas in within 2 miles of several restaurants, shops, Doctor's Hospital, Publix locations, parks, and golf courses. Crestwood also includes a clubhouse, large pool, and tennis court. Exterior and grounds maintenance are included, along with cable, deed restrictions, and full-time management. What is one of the very hot topics in real estate these days? It is your roof. The owner of this outstanding property has already paid for your new roof, and it is expected to be installed in the next 30 to 60 days. When you call for your showing appointment we can also show you this exact, same roof on many of the neighbor's homes right down the street. The clubhouse is large and hosts many functions. It has a kitchen, restrooms, library, and it is large enough to host several card or board game table simultaneously. Sarasota's area attractions include the ambiance and recreational shopping in downtown Sarasota, the beautiful beaches of Siesta Key, and the sparkling water of the Gulf. Within a 15–20-minute drive is the UTC Mall, and many more local attractions and outstanding golf courses. Sarasota offers something for everyone in the family who loves sports, education, fine arts, or history. Your pro-active family and friends will love this villa with both a formal dining room and an eat in kitchen. The home also provides a clear view from the kitchen through the great room and the lanai to the water beyond. The primary bedroom has dual walk-in closets and dual vanities in the en-suite bathroom. There is also an American Home Shield home warranty. Come and see this great home today.

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

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

Remarks: Major price reduction so it’s time to enjoy care-free Florida living in this 2-bedroom, 2-bath condominium located in the Eagle Creek neighborhood of Palm Aire. Being on the second floor, there is no residence above offering a peaceful and private atmosphere that is easy to appreciate from the moment you arrive. Inside, a remodeled kitchen and freshly painted interior create a welcoming space that is move-in ready. Step outside to your private terrace—an ideal spot to enjoy Sarasota’s beautiful year-round weather. The well-designed layout provides comfortable bedroom separation, making the condo equally appealing for full-time living or a seasonal retreat. Just a short distance from the community pool and clubhouse, residents enjoy these amenities as part of the reasonable HOA fee of $345.00 a month. The community is pet friendly, allowing one cat or dog household, and offers leasing flexibility with up to 12 leases a year and a 30-day minimum. Nearby, the Palm Aire Golf & Country Club offers optional membership opportunities for those who enjoy golf and social activities. Conveniently located near shopping, dining, and major roadways, this home delivers an easy, enjoyable lifestyle in one of Sarasota’s most popular communities.

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

Listing Agent: Pam Charron (941-993-3388)

Remarks: Your Private Sarasota Sanctuary Awaits! Tucked away in a quiet neighborhood, this beautifully updated 2-bedroom, 2-bathroom pool home perfectly blends serene seclusion with an unbeatable coastal lifestyle. Step inside to a sun-drenched, open-concept floor plan defined by elegant tile flooring, completely updated kitchen including solid surface countertops, Updated cabinetry and stainless steel appliances. Beyond the kitchen, awaits a flexible bonus sunroom that opens to the outdoors through elegant French doors. The beautifully upgraded main bathroom features a spa-like double-sink vanity. Outside, the impressive lot serves as your personal tropical oasis, boasting a sparkling screened in swimming pool equipped with a pool heater, alongside a sprawling open-air brick terrace bordered by a secure privacy fence, mature palms, and soaring bamboo. Complete with a durable metal roof and spectacular curb appeal, this move-in-ready retreat sits just minutes away from the vibrant dining and shopping of Gulf Gate and the world-famous quartz sands of Siesta Key beach. Schedule your tour today!

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

Listing Agent: Brett Keyser, Jr (941-957-8425)

Remarks: This spacious 2BD/2BA 2ND floor unit, Boasts an eat-in kitchen area, plenty of cabinet and storage space, stacked washer/dryer laundry closet, serene views from the covered lanai to enjoy evening sunsets. Whether you are an investor or looking for a place to call home, you can't miss the opportunity to purchase in this community. Residents can enjoy access to a heated pool, clubhouse and shuffleboard courts. For those seeking more adventure, there are optional full-time or seasonal memberships to purchase at Palm Aire Country Club which offers two championship golf courses, tennis, pickleball, paddle courts, a fitness and aquatic center, and dining options. Shopping, dining, Mote Aquarium and the UTC Mall located in close proximity. A tenant is currently in place and the sale will be subject to the lease terms.

Listing is courtesy of: PALM OASIS REALTY AND MGMT INC (941-750-6464)

Listing Agent: Tara Bolesta (941-232-8587)

Remarks: Dive into the ultimate Florida lifestyle with this beautiful 3-bedroom, 2-bath pool home designed for both comfort and entertaining! Step inside to a bright and inviting layout featuring a well-appointed kitchen with stainless steel appliances, durable tile countertops, and a stylish backsplash—perfect for everyday living and hosting guests. Seamlessly transition to outdoor living through the screened-in patio, where you can relax in comfort before stepping out to your very own sparkling inground pool—an ideal setting for weekend gatherings, summer fun, or peaceful evenings under the stars. Additional highlights include a one-car garage, functional floor plan, and plenty of space to make this home your own. With its private pool, inviting layout, and move-in ready appeal, this home is a standout opportunity. Don’t miss your chance—schedule your private showing today before this pool home is gone!

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Jeff Jones (205-902-3584)

Remarks: Remodeled 6-Bedroom Estate on 1.2 Acres Near Sarasota’s Medical Corridor Beautifully updated and move-in ready, this 6-bedroom, 4.5-bath executive residence in Country Creek offers over an acre of privacy just minutes from HCA Florida Sarasota Doctors Hospital. Designed for flexible living, the home features dual main-floor primary suites, a 4-car garage, rich hardwood flooring, and expansive living spaces ideal for multigenerational households, work-from-home professionals, or large families. The renovated outdoor living area includes a resurfaced pool and spa, new screened enclosure, and covered outdoor kitchen—perfect for year-round Florida entertaining. Recent updates include: • New A/C systems (2022–2023)- Upstairs/ downstairs/ and Master suite • New double entry doors- • Fresh interior/exterior paint • Updated lighting and fans throughout -Updated bathrooms/ tile/ etc -Resurfaced Pool Located less than a mile from daily conveniences and approximately 8 miles to Siesta Key Beach, this property combines privacy, space, and convenience in one of Sarasota’s most established settings.

Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)

Listing Agent: Stephen Hachey (813-642-6030)

Remarks: Outstanding water views over lake and golf course. Turnkey furnished. The Meadows has a long history as one of the most desirable communities. Chartwell Green is conveniently located within walking distance to The Meadows Shopping Village with new restaurant offerings for sweet treats, adult beverages or tasty dining, shopping and entertainment venues can be quickly accessed at University Town Center.

Listing is courtesy of: REALTY SERVICES INC (941-954-4443)

Listing Agent: Kenneth Cowles (941-954-4443)

Remarks: Location, Location. Centrally located to ALL Sarasota has to experience! Close access to I-75 and the UTC area which features a large upscale mall, over 80 dining options ranging from fast-casual to upscale dining, Brand New Mote SEA Marine, the 600-acre Benderson Park, and a short drive to SRQ Beaches! This first floor 3 bed, 2 bath, with 1 car garage is located in the highly desired gated Parkridge Condominium. The community has New exterior paint, roofs, and resurfaced roads. This is a maintenance free lifestyle with Low HOA that covers lawn/ground maintenance, pool, pest control, basic cable, and water. New carpet in bedrooms/new kitchen appliances/slide in stove will be installed. Not located in flood zone (No flood insurance needed). Make an appointment today!

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

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

Remarks: Under contract-accepting backup offers. GOLF COURSE + WATER VIEWS = YOU'RE NEW FLORIDA OASIS! Welcome to laid-back luxury in the highly sought-after Palm Aire Country Club community! This beautifully maintained first-floor condo delivers the ideal combination of comfort, convenience, and resort-style living. Step inside to a light-filled, open layout designed for both relaxation and entertaining. The spacious living and dining areas flow seamlessly out to your private screened lanai—perfect for enjoying morning coffees or evening cocktails. The kitchen offers a functional layout with ample cabinetry and counter space, making it easy to cook, host, or simply enjoy everyday living. The spacious primary suite serves as a quiet retreat, complete with a generous closet and en-suite bath. Living in Palm Aire means more than just owning a home—it’s a lifestyle. Residents enjoy access to championship golf courses, scenic walking paths, and optional membership opportunities that include tennis, pickleball, a fitness center, and an active clubhouse social scene. The community is beautifully maintained and known for its peaceful atmosphere and pride of ownership. Ideally located just minutes from shopping, dining, UTC Mall, SRQ Airport, and the Gulf Coast’s world-class beaches, this condo offers both tranquility and accessibility. Whether you're seeking a seasonal getaway, full-time residence, or investment opportunity, this is your chance to own in one of the area’s most established golf course communities. Experience the best of Florida living at Palm Aire... COME SEE FOR YOURSELF TODAY!

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

Listing Agent: Michael Cook (941-704-9432)

Remarks: Experience the best of Sarasota living in this beautifully furnished 2-bedroom, 2-bath condominium in the sought-after community of Castel Del Mare.  Perfectly positioned at the south bridge to Siesta Key, this community offers a rare combination of waterfront ambiance and everyday convenience just minutes from world-famous Siesta Key Beach.  Inside, the open-concept floor plan is bright and inviting, with generous living and dining areas designed for comfort and ease.  Large sliding doors lead to a screened lanai and frame serene views of lush tropical landscaping, tennis courts and the intracoastal waterway. The updated kitchen features granite countertops, elegant wood cabinetry, tile flooring and a stylish back splash.  The spacious primary suite offers a peaceful retreat with access to the screened lanai, views of the Intracoastal Waterway, an en-suite bath and walk in closet with custom built-ins.  A comfortable guest bedroom and second full bath provide privacy for family and visitors.  Additional features include impact rated windows and sliders, assigned parking and tasteful furnishings. Castel Del Mare is beloved for its exceptional amenities and unbeatable location.  Residents enjoy two heated pools, tennis and pickleball courts, shuffleboard, kayak storage, a fishing pier, bayside gazebo, clubhouse, grilling areas, bike storage and beautifully landscaped grounds.  This community offers direct access to the scenic waterfront boardwalk and is just a short stroll to restaurants, shops, marinas and boating options nearby.  Whether you are seeking a full-time residence, seasonal escape or investment opportunity, this condo offers outstanding flexibility, strong lifestyle appeal and the relaxed coastal atmosphere that makes Sarasota so desirable.  Enjoy sunrise walks, sunset views, dolphins along the bay, and the convenience of being close to everything Siesta Key has to offer.

Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)

Listing Agent: Sarah Lowry (941-400-9026)

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: One or more photo(s) has been virtually staged. Welcome to 3084 Spirea Residence a beautifully renovated 5-bedroom Sarasota pool home tucked away on a quiet dead-end cul-de-sac just minutes from Siesta Key Beach and Downtown Sarasota. Situated on an oversized 0.36-acre lot directly next to Bee Ridge Park, this rare property offers privacy, space, and freedom with no HOA and no flood zone. Fully updated throughout with a brand-new 2026 roof, new windows and doors, updated flooring, quartz kitchen countertops, new appliances, and more, this move-in-ready home blends modern luxury with everyday comfort. The spacious layout includes two private suites, ideal for guests, multigenerational living, or a home office. Step outside to your own tropical retreat featuring a screened-in pool, covered outdoor entertaining area, lush landscaping, and plenty of room for RVs, boats, trailers, or additional parking through a separate gated entrance. Located in a highly desirable area with top-rated schools, excellent highway access, and close proximity to parks, shopping, dining, and Sarasota’s best attractions, this home is a rare combination of location, flexibility, and lifestyle.

Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)

Listing Agent: Anton Kozub (727-900-2173)

Remarks: Under Construction. Welcome to 5174 Sandy Cove Ave, a pinnacle of contemporary elegance nestled in the heart of Sarasota, Florida. Designed by architect Mark Sultana. This 3900 sq foot new construction home epitomizes the fusion of exquisite design and impeccable craftsmanship, promising an unparalleled sanctuary for its new owner. Positioned just minutes from Sarasota's pristine white sand beaches, dynamic city life, and a wealth of amenities, this residence seamlessly harmonizes tranquility with convenience. Its proximity to major thoroughfares, shopping districts, culinary delights, and recreational hubs ensures a lifestyle of unparalleled ease and accessibility. The expansive backyard, complete with an open pool area and 275 feet of corner canal lot, featuring a dock and 10,000 lb boat lift, offers endless opportunities for relaxation, recreation, and waterfront adventures, providing direct access to Sarasota's endless waterways. Thoughtfully designed with energy efficiency and cutting-edge smart home technology, this residence promises a lifestyle that transcends the ordinary, ensuring comfort and sophistication for generations to come. 5174 Sandy Cove Ave isn't just a home—it's a lifestyle, an embodiment of coastal living in one of Sarasota's most coveted neighborhoods. Seize the opportunity to make this exceptional property your own and embark on the ultimate Florida dream. Estimated time to complete is approximately 8 months

Listing is courtesy of: REALTY EXECUTIVES GALLERY (941-376-8769)

Listing Agent: Troy Jenkins (941-376-8769)

Remarks: Experience the best of coastal luxury in this beautifully upgraded villa—designed for comfort, style, and effortless living. Step inside and feel the difference: brand-new PGT hurricane-impact windows and doors, fresh interior paint, elegant crown molding, tray ceilings, and luxury vinyl flooring that flows throughout. A modern kitchen with granite countertops, new ceiling fans, and thoughtful custom details add both beauty and function to every room. Convenience continues outdoors with a covered carport and additional storage in the laundry room—perfect for tools, hobbies, and your beach gear. Set within the highly desirable 55+ community of Strathmore Villas, this property offers more than just a home—it's a lifestyle. Located minutes from Siesta Key's world-famous beaches, you're also steps from the marina with direct access to Phillippi Creek, Sarasota Bay, and the Gulf of Mexico. Boat slips are available on a first-come, first-serve basis, making this a dream opportunity for boating enthusiasts. Residents enjoy a resort-style array of amenities including a heated pool, clubhouse, fitness center, library, sauna, billiards, shuffleboard, meeting rooms, and an active social calendar. Friendly neighbors, active living, and coastal convenience—it’s all here. Welcome home—your Sarasota retreat is waiting.

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

Listing Agent: Larisa Trexler (941-928-1347)

Remarks: Don’t miss this great property featuring 2 bedrooms and 1bathroom. This property is perfect for investors looking for a hassle-free addition to their portfolio. Convenient layout, strong rental potential, and stable occupancy make this a smart buy.

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

Listing Agent: Larisa Trexler (941-928-1347)

Remarks: Discover a rare opportunity to enjoy pristine Gulf views, aquamarine waters, and a deep-water dock on the very North end of Siesta Key, just minutes to downtown Sarasota. One of Siesta Key’s most stunning and secluded waterfront sites — a residence offering a rare combination of historic significance, panoramic views of Big Pass, and exceptional structural integrity. Located approximately 200 feet south of civic leader Henry Higel’s early 20th-century Higelhurst Hotel, the pioneering developer’s beloved coastal breezes still beckon family and friends to enjoy swimming, water sports, boating, fishing, shoreline picnics, and direct, no-bridge access to the sparkling Gulf. Multiple covered porches and expansive windows provide front-row views of vivid sunsets and frolicking dolphins. Named for its pineapple stair finials symbolizing welcome, the Pineapple House was built in 2008 with an engineer-homeowner’s meticulous eye for detail. Constructed on pilings and grade beams, the home is set on a 31,293-square-foot lot and encompasses 6,596 square feet under air, with more than 13,000 total square feet. Designed by Diane Weinman with a refined Boca Grande aesthetic and built by ML Collingwood, the dwelling projects enduring quality, thoughtful engineering, and elevated coastal living. Enter through the impressive double doors to a sensual treat of symmetry and light. Main-level windows crowned with transoms frame views of the tropical blue sky. Walnut engineered flooring, Jerusalem stone, eight-foot doors, custom millwork, and generous closets enhance both functionality and beauty throughout. Scaled to feel both warm and elegant, the interiors are enriched with refined finishes and thoughtful architectural detailing. Living spaces encompass a formal dining room with butler’s pantry, living room, bookcase-lined library or sitting room, private office with built-in desk and cabinetry, dedicated home gym, and a flexible gathering room. A second primary or guest suite on the main level offers a private sitting area, breakfast bar, screened porch, and picture-perfect water views. An elevator conveniently serves all three floors. The chef’s kitchen anchors the main living areas with honed granite countertops, Sub-Zero appliances, custom Campbell cabinetry, and a walk-in pantry, opening to casual dining spaces and sun-filled outdoor porches. Upstairs, the primary suite is a tranquil retreat featuring a spa-inspired bath, oversized walk-in closet, shaded terrace, and outdoor shower. The expansive dock features two boat lifts: one 22,000-pound lift suitable for a 32- to 36-foot vessel and a second 10,000-pound lift. A humidity-controlled four-car tandem garage and a separate two-car garage accommodate up to six vehicles along with extensive marine and recreational gear. Solar panels and a 30kW generator underscore the home’s focus on energy efficiency and resilience. Outdoor living is highlighted by a 20,000-gallon heated saltwater lap pool surrounded by Shellcrete patios and Ipe decking. A perched beach with fire pit and swings welcomes gatherings overlooking Big Pass, while a 75-foot rear setback ensures privacy within a lushly landscaped yard. Rich in history, resilient and luxurious, intimate and refined, this is Sarasota waterfront living at its most authentic and coveted.

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

Listing Agent: Jennifer Linehan (941-266-7555)