Sarasota Homes For Sale & Real Estate - 3548 homes

Remarks: Under contract-accepting backup offers. Welcome to Cascades at Sarasota, a premier gated 55+ community offering true maintenance-free, resort-style living in the heart of Sarasota. The HOA delivers exceptional value, covering private roads, a stunning 25,000-square-foot clubhouse, internet, cable, lawn and landscape maintenance, irrigation, pest control, alarm monitoring, and more—allowing you to enjoy a carefree, vacation-inspired lifestyle every single day. This beautifully maintained waterfront pool home offers the serenity and views you’ve been searching for. From the moment you arrive, the curb appeal impresses with manicured landscaping, a NEW tile roof (2025), paver driveway and walkway, open paver porch, and elegant stained-glass entry door. Inside, soaring ceilings and architectural details create a light, bright, and welcoming atmosphere. The foyer is filled with natural light from the decorative stained-glass door and transom, complemented by tile flooring that flows throughout the main living areas. The kitchen opens seamlessly to the living and dining spaces and features granite countertops and backsplash, stainless steel appliances, and generous prep space—perfect for entertaining family and friends. The expansive screened lanai extends your living space outdoors, showcasing a private pool and spa with tranquil water views. Whether enjoying a morning swim or unwinding in the hot tub at sunset, this home offers the ultimate Florida lifestyle. The primary suite is a private sanctuary with walk-in closets and a spa-like ensuite bath featuring dual vanities, a frameless walk-in shower with tile detail, and a soaking tub. Guest suites are thoughtfully positioned to provide privacy and comfort for visitors. You’ll also appreciate no carpet throughout—tile in the main living areas and laminate flooring in the bedrooms for a clean, modern look. Take a dip in your private pool or relax in the hot tub after a long day while taking in the great water views or just sit out on your expansive covered and screened lanai for all of your outdoor activities. Recent Updates Include: Tile Roof (2025) Pool Pump Motor (2025) HVAC (2024) Garage Door Opener (2024) Garage Door Springs, Rollers & Bearings (2024) Microwave & Dishwasher (2024) Laminate Flooring in Primary & Bedroom 2 (2023) Life in Cascades is vibrant and engaging, with a dedicated lifestyle director and a full calendar of social events and activities. Amenities include a grand clubhouse, indoor and outdoor resort-style pools with spa, state-of-the-art fitness center, yoga and aerobics studio, six Har-Tru tennis courts, pickleball courts, bocce ball, arts and crafts rooms, billiards, and a library. Ideally located near The Mall at University Town Center, dining, shopping, and entertainment, and just a short drive to Downtown Sarasota, St. Armands Circle, Lido Key Beach, and the area’s renowned Gulf beaches, this home offers the perfect blend of luxury, location, and lifestyle.

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

Listing Agent: Matt Cannon Llc (941-228-2030)

Remarks: Under contract-accepting backup offers. Back on market and ready for its next owner to secure this beautifully updated Sarasota home, 4014 Radnor Place combines clean design, thoughtful upgrades, and easy indoor-outdoor living — all with no HOA restrictions. Right away, you’ll notice the attention to detail. The home features a brand-new roof (2026), hurricane-impact windows and doors throughout, and a fully renovated interior that feels cohesive without being overdone. Tile plank flooring runs throughout, paired with 1x baseboards and casing for a clean, finished look. The kitchen has been updated with quartz countertops and flows seamlessly into the main living areas, while the bathrooms have also been tastefully renovated with quality finishes. One of the guest rooms also features a built-in Murphy bed, offering flexibility for guests, a home office, or additional living space. Out back is where this home truly shines. The backyard has been thoughtfully designed as a private retreat with a saltwater pool, pool heater, and a gorgeous Shellcrete pool deck — perfect for relaxing or entertaining year-round. The picture-frame pool cage provides unobstructed views of the outdoor space, while portions of the backyard fencing reach up to 8 feet for additional privacy before transitioning to 6 feet around the remainder of the yard. Mature Areca palms have also been added to enhance the tropical feel and create even more seclusion. A full outdoor bathroom is a standout feature, making pool days even more convenient while helping keep traffic out of the main house. There’s also ample extra storage, including a large shipping container that offers excellent space for tools, equipment, hobbies, or seasonal items. The exterior has been designed with both functionality and low maintenance in mind. The oversized concrete driveway offers plenty of room for boats, RVs, trailers, or additional parking — something increasingly hard to find in Sarasota. The front yard features fresh St. Augustine grass along with updated landscaping, while the backyard is finished with astroturf for a clean, green look year-round without the upkeep. It’s one of those homes that simply feels easy the moment you walk in — everything has already been done and is ready to enjoy. Centrally located with quick access to shopping, dining, and the Legacy Trail for evening walks, bike rides, or exercise, this is a true move-in ready Sarasota property with quality upgrades throughout.

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

Listing Agent: Mike Aveni (941-961-8730)

Remarks: Under contract-accepting backup offers. “Country Charm with Everyday Convenience” Nestled on over an acre of beautifully manicured and mature landscaping, this custom-built Augusta model, featuring 3 bedrooms, 2 baths, and a den, offers a rare combination of elegance & comfort. The beautiful double glass front entry with matching transom windows sets the tone, opening to soaring 12-foot ceilings, refined crown moulding, beautiful wood floors and an abundance of natural light. The Family room is anchored by a lovely wood-burning fireplace, while the den features a bay window with custom built-in seating, blending functionality with architectural charm. The gourmet kitchen is the heart of the home, showcasing a granite-topped island, premium finishes, and seamless flow for both intimate gatherings and grand entertaining. The expansive master suite is a private sanctuary, complete with a large walk-in closet En-suite bathroom boasting double sink vanity, frameless glass shower, roman tub, and bidet. Sliding doors allow easy access to pool deck and lots of light. Practical touches such as a well-appointed laundry room with cabinetry and a utility tub access the spacious 3 car garage equipped with workbench and extra storage. Outdoors, the property embraces Florida living at its finest. A tranquil pond, shared with a neighboring property, provides the perfect setting for fishing and quiet reflection. At the same time, the surrounding grounds attract deer, turkeys, and other wildlife, not to mention abundant butterflies in the garden, creating a private nature retreat. Golf cart accessibility enhances the lifestyle, and additional features such as New Roof installed (2021), Well Pump (2025), Hot Water Heater (2022), solar film on south facing windows, a water softener all add both efficiency and convenience. Located just 30 min. from downtown Sarasota, 20 min. to Waterside LWR, Only 11 miles from I-75, shopping & Restaurants. Convenient to both Siesta and Lido’s beautiful beaches and 15 min. from the Majestic Myakka State Park. With timeless design and serene surroundings, this home is a refined retreat where luxury meets tranquility. Schedule you showing today!

Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)

Listing Agent: Tina Timmons (941-350-5030)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. --Beautifully updated home, situated on an oversized half-acre fenced lot in the desirable Country Place subdivision-- Offering both modern luxury and a prime central location! With four bedrooms, three baths, AND a pool, it’s split plan layout is ideal for entertaining or family living. Originally transformed inside and out in 2015, the home features top-tier finishes—from a magnificent chef’s kitchen with a Wolf range, Thermador fridge and walk in pantry, to impact windows, hvac, electric, and plumbing. Roof was replaced in 2010. Large Primary bedroom with large dual walk-in closets and an oversized custom walk in shower. The jumbo two car garage has plenty of space for 2 cars plus tons of storage for your toys or hobbies. Nestled in a pedestrian-friendly neighborhood, it’s just minutes from Siesta Key Beach, top-rated schools, and convenient shopping.

Listing is courtesy of: PEPPERTREE BAY REALTY INC (941-914-3380)

Listing Agent: Eliza Miller (941-914-3380)

Remarks: Experience modern living in this beautifully remodeled two-bedroom plus den home, perfectly situated in a prime location now available! The versatile den offers the perfect solution for a home office, guest room, or movie room. Nestled on a peaceful dead-end street for ultimate privacy and tranquility. Discover the ease of maintenance-free living allowing you to enjoy a relaxed lifestyle without the hassle of upkeep. Enjoy modern updates throughout, designed for comfort and style with natural light all throughout. Located in a highly desirable area near University Town Center that offers shopping, dining, and entertainment. Whether you're downsizing, retiring, or seeking a hassle-free lifestyle, this home is must-see. Don't miss this exceptional opportunity!

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

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

Remarks: Centrally located and fully furnished! Located within the boutique condominium community of Villa Navarra on Siesta Key, this fully updated, turnkey-furnished ground-floor residence offers an exceptional blend of quality, comfort, and convenience. The property is ideally situated one block from Siesta Key Village and approximately two blocks from Siesta Beach, providing easy access to the island’s most popular destinations. Ideal for full time, snow birds or people looking to lease this condo out to renter's for the two month minimum. The residence features two bedrooms and two full bathrooms arranged in an open, functional layout. The spacious living and dining areas flow seamlessly into a thoughtfully renovated kitchen appointed with solid-surface countertops, modern cabinetry, and stainless-steel appliances. Finishes and flooring throughout the home have been carefully selected to create a clean, contemporary aesthetic that complements its coastal setting. The primary suite includes an en-suite bath and generous closet space, while the guest bedroom is conveniently located near the second full bath. The ground-floor design allows direct access to the assigned parking space for added ease. With extensive updates and attention to detail, this residence is move-in ready and designed for practical, comfortable living. Villa Navarra is a well-maintained, low maintenance community of just sixteen units surrounded by tropical landscaping and a relaxed island atmosphere. Residents enjoy convenient access to the free Siesta Key trolley and can easily walk to Siesta Key Village, offering a wide variety of local dining, shopping, and entertainment options. The renowned quartz sands and turquoise waters of Siesta Beach are only a short stroll away. This property is well-suited for a full-time residence, seasonal getaway, or long-term rental investment. Its location, quality, and turnkey condition make it a rare opportunity to enjoy the Siesta Key lifestyle within a private and beautifully maintained setting.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Jeffrey Bray, Pllc (941-718-1213)

Remarks: Under contract-accepting backup offers. Welcome to this beautiful Sarasota gem nestled on a quiet, tree-lined street in the desirable Orange Grove Park community. Offering 2 bedrooms, 2 full bathrooms, and 1,296 square feet of thoughtfully designed living space, this charming single-story home blends timeless character with modern comfort and Florida lifestyle appeal. Step inside to discover an inviting open floor plan featuring sleek tile flooring, a soft contemporary color palette, abundant natural light, and stylish upgrades throughout. The spacious living and dining areas flow seamlessly into the well-appointed kitchen, creating the perfect space for entertaining or everyday living. French doors lead to a bright glass-enclosed Florida room, ideal for a home office, reading nook, fitness space, or year-round relaxation. The private primary suite offers a peaceful retreat complete with an updated en suite bath featuring a granite-topped vanity and vessel sink. Outside, enjoy your own tropical oasis with an elevated deck, tiled patio, privacy fencing, and lush mature landscaping that creates a serene backyard setting perfect for morning coffee or evening gatherings. Enjoy peace of mind with move-in ready condition, low-maintenance living, and the added freedom of no HOA restrictions. Perfectly located just minutes from Downtown Sarasota, UTC shopping and dining, SRQ Airport, world renowned Gulf beaches including Siesta Key and Lido Key, parks, golf courses, and everyday conveniences. With easy access to I-75 and nearby arts, dining, and entertainment, this home offers the ideal combination of charm, location, and Florida lifestyle living. Don’t miss this opportunity to own a beautifully maintained Sarasota home in a prime central location!

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Breanne Frank (941-299-3092)

Remarks: New Home Ready Now in Hawkstone, 5-bedrooms, 4-full bathrooms, approximately 3,300 square feet of thoughtfully planned living space. This new construction home features a desirable open-concept floor plan with a spacious great room that seamlessly connects to the café and gourmet kitchen, complete with a large center island, walk-in pantry, and abundant cabinetry. Upon entry, the welcoming foyer is flanked by a versatile flex room/home office and convenient laundry room. The first floor also includes a private guest bedroom with access to a full bath, ideal for visitors. Sliding glass doors lead to a covered lanai, creating effortless indoor-outdoor living and room to enjoy the Florida lifestyle. Upstairs, the expansive primary suite offers a true retreat with dual walk-in closets, dual vanities, and a spacious shower. Additional bedrooms are well-positioned for comfort and privacy, while the large bonus room/loft provides flexible space for a media room, playroom, fitness area, or additional living area. Designed with both function and style in mind, this home offers ample storage, flexible living spaces, and modern finishes throughout. Located in sought-after Hawkstone in Sarasota, this property presents an exceptional opportunity to own a move-in ready new home near shopping, dining, top-rated amenities, and major commuter routes. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE****

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

Listing Agent: Michael Gray, Llc (941-720-5466)

Remarks: Set on a beautiful street on Siesta Key near the world-renowned white quartz sands of Siesta Beach and the shops and dining of Siesta Key Village, this exceptional waterfront residence captures the essence of relaxed coastal living with deep boating water along the Grand Canal and direct access to Sarasota Bay and the Intracoastal Waterway. Beautifully landscaped on a nearly 14,000-square-foot homesite, the property welcomes with a circular paver drive, tile roof and timeless curb appeal. Thoughtfully above base flood elevation, the residence blends the beauty of waterfront living with the added comfort of elevated construction. Inside, volume ceilings and an open floor plan create a light-filled atmosphere designed for comfortable everyday living and effortless entertaining. Rich Le Château engineered wood flooring flows throughout the living spaces, complemented by refined finishes and thoughtfully selected details. The beautifully designed island kitchen is elegant and functional, featuring fine stone countertops, a gas cooktop, stainless steel appliances, custom cabinetry and a generous workspace for gathering and entertaining. The spacious floor plan offers three bedrooms, two-and-a-half baths, a private office, formal and casual living and dining areas, a split-bedroom layout and an interior laundry room. The primary suite is complemented by a spacious ensuite bath with dual vanities, a soaking tub and a separate walk-in shower, creating a private retreat within the home. Walls of glass open to an expansive 35-by-35-foot screened lanai with a freeform pool and spa overlooking the waterway, creating a seamless transition between indoor and outdoor living. A magnificent up-lit oak tree brings warmth and character to the backyard, enhancing the property’s tranquil setting. For boating enthusiasts, the Grand Canal provides easy access to Sarasota Bay and the Intracoastal Waterway with only one bridge to the bay and a mean tide clearance of approximately 13 to 14 feet. The seawall, dock and pilings for a future boat lift accommodating up to 14,000 pounds were all installed in 2020, creating an exceptional setting for enjoying life on the water. A rare opportunity to experience refined waterfront living in one of Siesta Key’s desirable locations.

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

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

Remarks: Tremendous value for this 4th floor condo for sale at the Excelsior Beach to Bay Complex! Coveted for its soaring ceilings and the opportunity to add a bona fide 3rd bedroom, you can redesign this bayside penthouse into a luxurious home/home away from home. Take your time as there have been updates, it's in great condition and quite lovely as is. This particular unit faces south and is filled with lots of natural light plus the added benefit of clerestory windows. AC and water heater replaced in 2025. A pre-listing home inspection was conducted for your peace of mind and is available for review. There have been some compelling upgrades over the years including granite countertops, stainless appliances flooring, carpeting and so forth. The condo has not only been owned by the same family since construction if is also smoke free, pet free, never rented, and has been extremely well maintained. The screened in lanai overlooks the grounds however could be enclosed if you like. Each condo comes with assigned underbuilding parking as well as an additional parking for one other car under the carports. There is also a locked storage locker for your toys and seasonals. Absolutely the best value and opportunity at the Excelsior and perhaps on Siesta Key itself. The Excelsior is rich with amenities: Two Large Heated Swimming Pools, Poolside Restrooms / Hot Water Showers, Two Hot tubs, Tennis Courts, Pickle Ball Courts, Fitness Center, Gulf side Sun Deck, Beach Lounge Chairs, Outdoor Grills, Intercoastal Fishing Pier, Community Room and monthly community events, Library, and catering kitchen. Walk to Shopping, Dining, Bike & Boat Rentals This ideal location has direct and deeded beach access to Siesta Beach, renowned for its quartz sand known for staying cool in the summer and feeling like talcum underfoot. Easy on and off the key access at the south Stickney Point Bridge. The increasingly popular Gulf Gate neighborhood is just over the bridge offering a wide variety of eclectic restaurants, grocers, pubs, and shops. A remarkable opportunity with these features and at this price which doesn't come around very often.

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

Listing Agent: Joan Winters (941-536-1714)

Remarks: Fractional Ownership. Experience luxury beachfront living with this Winter Fractional Package offering a 1/16th share of ownership at The Residences on Siesta Key Beach. This is a rare opportunity to own a piece of paradise on one of America’s top-rated beaches while enjoying the comfort, convenience, and services of a luxury resort. This expansive residence features a primary suite, junior primary suite, and guest bedroom, along with beautifully updated custom furnishings valued at more than $150,000. The fully equipped kitchen includes premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtful details throughout. Owners enjoy legendary Hyatt Vacation Club hospitality services, including daily complimentary continental breakfast, beach service, recreation and front desk staff, assistance with local activities, valet parking, and 24-hour security. Enjoy everything you would expect from a luxury Siesta Key beachfront condominium with resort-style amenities and services, all at a fraction of the cost.

Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)

Listing Agent: Kelly Mooney (941-587-8430)

Remarks: Welcome to Westwoods at Sunrise, a pet-friendly, well-maintained 55+ community offering a maintenance-free lifestyle with low HOA dues and no CDD fees. This 2-bedroom, 2-bathroom villa stands out with excellent storage, including large walk-in closets in both bedrooms, a linen closet, a kitchen pantry, and a spacious 2-car garage with durable epoxy floors. A screened breezeway connects the garage to the main living area, leading inside to an open floor plan complete with brand-new kitchen appliances and plantation shutters on several windows. The screened-in lanai features windows for added versatility throughout the year. For peace of mind, the association is responsible for roof replacement and exterior maintenance. Residents enjoy access to fantastic community amenities, including two heated pools, a clubhouse, tennis, and pickleball courts. Conveniently located near I-75, local dining, and the beautiful beaches of Siesta Key, this home is perfect for full-time living or a seasonal retreat.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)

Listing Agent: Jill Thomas (941-544-1160)

Remarks: One or more photo(s) has been virtually staged. Virtually staged photos. This Jonas Yoder custom-built home is move-in ready and located in the rarely available Green Acres community. This 3-bedroom, 2-bathroom home features an open floor plan, split bedroom layout, plenty of natural light, and a spacious 1-car garage. The primary suite includes a walk-in closet and en suite bathroom, while the great room overlooks a lovely paved patio, perfect for enjoying your morning coffee. Enjoy peace of mind knowing the big-ticket items have already been taken care of. Recent upgrades include the roof (2024), water heater (2023), septic tank and drainfield (2022), water filtration system (2022), and A/C replaced in 2020. The interior and exterior have also been painted, making this home truly move-in ready. Situated on well water and septic, with no HOA or CDD fees, this property offers both comfort and flexibility in a mature neighborhood with beautiful landscaping, lush foliage, and ample space between neighbors. Conveniently located near Target, Publix, shopping, restaurants, Pinecraft Amish Community, and Celery Fields, this home is also about 10 miles from Siesta Key Beach, about 8 miles from St. Armands Circle, about 5 miles from Nathan Benderson Park, and offers quick access to I-75. Now offered at an improved price, this home presents a great opportunity for buyers looking for value, location, and recent upgrades. This property is suitable for short-term rental or Airbnb use, subject to buyer verification of local zoning, licensing, and rental regulations.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Andy Arencibia (813-220-3453)

Remarks: Under contract-accepting backup offers. Artistic, charming and inviting 2/2 home with extra room that could be turned into a 3rd bedroom easily, in the heart of Sarasota. Just minutes from the world famous Siesta Key, this home puts beaches, shopping, dining, and entertainment all within easy reach. This home offers both comfort and convenience. It features a one-car garage (currently set up as a workshop) plus a carport, giving plenty of space for vehicles or extra storage. Step outside from the Florida room, to mature trees and a large patio area and fire pit perfect for entertaining or relaxing in the Florida sun. Extremely high fences surround the entire property, providing privacy, security, and peace of mind. Inside, the home has been well cared for. The roof was replaced in 2018, and the seller is willing to replace the HVAC system prior to closing, ensuring you move in ready to enjoy year-round comfort. Whether you’re looking for a full-time residence or a second-home getaway, this property combines privacy, outdoor living, and a prime Sarasota location. It’s a perfect place to call home, with everything you love just minutes away. Don’t miss the chance to make this private, spacious, and convenient home yours—schedule a showing today!

Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)

Listing Agent: Thomas Fara (941-209-0335)

Remarks: Timeless Elegance, Effortless Living where HISTORY Meets MODERN LUXURY @ "Casa del Carnevale," an exquisite waterfront estate, situated in the prestigious St. Armands Key, the neighborhood of John Ringling Estates. This home seamlessly blends history with modern luxury, offering views of the Sarasota Waterway and Bay with a historic designation. Casa del Carnevale presents a rare opportunity to own an esteemed historical property. Offered for only the fifth time in its storied history, this exceptional estate combines Old World architectural charm with contemporary opulence. The home underwent an extensive renovation, with meticulous attention to detail and craftsmanship, utilizing top-tier materials and artisanship. Expanded from 4,000 to nearly 10,000 sq. ft. under roof, and featuring over 7,800 sq. f.t of air-conditioned space, Casa del Carnevale preserves its original charm while offering a reimagined layout that exceeds modern luxury standards. Set on three sprawling lots, 30,000+ square feet, the estate boasts 171 feet of waterfrontage, a private dock lift, a floating lift for jet skis and kayaks, and breathtaking views of Sarasota Waterway. The lush, meticulously designed tropical landscaping creates a private oasis that feels like you are walking in Selby Gardens on St. Armands. The residence includes five bedrooms and six and a half baths across two spacious levels with an elevator. Multiple terraces provide perfect outdoor retreats and entertaining areas, all complemented by stunning garden water vistas, a central courtyard, and an elegant 65' saltwater pool and spa with arched spraying fountains and iridescent glass tiles. Other luxury features include a three-car garage, elevator, nanny’s quarters, walk-in wine room, billiards room, office, and custom impact-glass arched windows designed to maximize unobstructed views. The chef’s kitchen boasts premium finishes, top-of-the-line appliances, a 5-Star La Cornue range and hood from France, featuring gas or electric ovens (kitchen art). Sub-Zero refrigerators, a Bosch dishwasher, a Miele microwave, a Miele built-in coffee machine, a stand-alone beverage refrigerator, and a stand-alone ice maker. Throughout the home, exposed beams, warm wood tones, natural stone, custom ironwork, Pecky Cypress wood throughout, and curated artwork create an inviting, sophisticated atmosphere. Offering furniture (negotiable under separate contract), and instant enjoyment to create everlasting memories, Casa del Carnevale is a rare and exquisite blend of history, elegance, and modern comfort on one of Sarasota’s most coveted waterfront estates. EASY TO SHOW. CASA DEL CARNEVALE IS A MUST-SEE IN PERSON TO FULLY APPRECIATE.

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

Listing Agent: Judy Kepecz-Hays (941-587-1700)

Remarks: Rare penthouse offering at Mark Sarasota. 111 S Pineapple Ave. #1204 is a one-of-a-kind 12th-floor residence and the largest home in the building, offering 2,845 square feet under air and over 3,600 square feet of total living space including a spacious wraparound covered terrace with uninterrupted views of Sarasota Bay. From the moment you go inside, you’re greeted by 11-foot ceilings, double 8-foot entry doors, and expansive 10-foot impact-rated sliding glass doors that blur the line between indoors and out. Gleaming 24-inch white polished porcelain tile floors run throughout the open-concept interior, where a thoughtfully designed layout integrates the living, dining, and family spaces with a chef-caliber kitchen—complete with high-gloss European cabinetry, quartz countertops, and a suite of premium Jenn-Air stainless steel appliances including a 42-inch built-in refrigerator, convection wall oven, and 36-inch induction cooktop. The primary suite is a private oasis, offering panoramic views, dual walk-in closets by California Closets, and a spa-inspired en-suite bath with double vanities, an oversized walk-in shower, deep soaking tub and sleek Grohe fixtures. Two generous guest suites, each with private baths, custom closets and blackout shades, provide comfort and privacy for visitors or family. Additional interior highlights include a convenient and spacious family room/den, automated roller shades throughout with blackout shades in all bedrooms, a full laundry room with custom cabinetry and Whirlpool HE washer and dryer, water filtration and softener systems for the entire residence, and four deeded garage parking spaces plus a same-floor oversized private storage unit. The wraparound covered terrace is an entertainer’s dream with commanding views of the water and city skyline. Enjoy alfresco dining at the built-in outdoor kitchen, equipped with an electric grill, under-counter refrigerator, stone countertops, and durable exterior cabinetry. Residents of The Mark enjoy exceptional lifestyle amenities including 24-hour concierge service, a resort-style heated saltwater pool and spa, state-of-the-art fitness center with a dedicated spin room, a club room with catering kitchen, fireplace and billiards, as well as outdoor lounging areas with fire pits, grills, and dining spaces—all just steps from Whole Foods, Bayfront Park, shopping, dining, galleries and Sarasota’s renowned cultural venues. This rare penthouse opportunity places you in the heart of downtown Sarasota’s most desirable address, where convenience, comfort and coastal elegance converge.

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

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

Remarks: One of the lowest priced homes on Siesta Key's deep boating water and only 3 blocks to the white quartz sand and aqua Gulf waters! An inviting opportunity to enjoy relaxed waterfront living on Siesta Key, this well-maintained residence is ideally positioned just minutes from the powdery white sands of world-famous Siesta Beach and the turquoise waters of the Gulf. Set on an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath home blends comfortable coastal living with everyday functionality in a highly desirable island setting. Designed for effortless entertaining and easy living, the open-concept floor plan centers on a spacious island kitchen with generous seating, a breakfast bar, and abundant workspace, flowing seamlessly into the dining and living areas for gatherings both large and small. A thoughtful split-bedroom layout offers privacy for owners and guests alike. The primary suite enjoys peaceful views of the pool and canal, while a secondary bath doubles conveniently as a pool bath—ideal for indoor-outdoor living. Step outside to the covered, screened lanai and unwind beside the sparkling pool, framed by tranquil water views and gentle coastal breezes. Tucked along a quiet harbor just off the Grand Canal, the setting is ideal for kayaking, paddleboarding, or boating, with frequent sightings of manatees and coastal birds adding to the natural charm. Evenings bring glowing “mango sunsets” nearby, while mornings begin with soft sunrises reflected on the water. Additional highlights include an oversized two-car garage and a concrete tile roof. Ideally located near the shops, dining, and energy of Siesta Village—and just 15 minutes from downtown Sarasota’s vibrant arts and cultural scene—this home presents a compelling opportunity to enjoy the best of island living, whether as a full-time residence or a serene coastal retreat.

Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)

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

Remarks: Under contract-accepting backup offers. Experience elevated waterfront living in this impeccably designed 2022-built Kiawah model, nestled within the highly sought after, gated enclave of Windward at Lakewood Ranch. Set on a premium pondfront homesite, this exceptional residence captures breathtaking western sunset views, offering a daily backdrop of serene beauty and refined tranquility. Spanning nearly 3,000 square feet of living space, this 4 bedroom, 3 bathroom estate includes a bonus office, a 3-car garage and seamlessly blends modern elegance with effortless comfort. The thoughtfully curated open-concept design creates a natural flow between the grand living room, elegant dining area, and chef-inspired gourmet kitchen, perfectly suited for both intimate gatherings and upscale entertaining. At the heart of the home, the kitchen is a true showpiece, featuring an oversized island with enhanced storage, a walk-in pantry, and a rare coffee bar. Outfitted with premium stainless steel appliances, including a double oven and gas cooktop, this space is designed to impress even the most discerning culinary enthusiast. Throughout the home, designer finishes such as sleek luxury vinyl flooring, dimmable ambient lighting, and curated ceiling fixtures create a polished, contemporary aesthetic. The owner’s suite serves as a private sanctuary, highlighted by coffered ceilings, an expansive walk-in closet, and a spa-like bath retreat complete with dual vanities, a deep soaking tub, and an oversized walk-in shower. Three additional bedrooms, along with two beautifully appointed bathrooms and a dedicated office, offers versatile luxury living ideal for guests, remote work, or multigenerational needs. Step outside to your own private resort oasis, where a spectacular saltwater pool awaits, featuring a sun shelf, cascading waterfalls, and custom LED lighting. The expansive lanai, enclosed with a clearview screen, ensures uninterrupted water vistas while offering the ultimate indoor-outdoor lifestyle. Designed for entertaining, the space includes a pool bath and is pre-plumbed for a future outdoor kitchen, allowing for effortless al fresco dining year-round. Additional enhancements include hurricane impact windows and sliders, automated shutters, a three-zone HVAC system, whole-home water purification, and an extended garage with generous storage capacity, delivering both peace of mind and practical luxury. Residents of Windward enjoy a maintenance-free lifestyle complemented by an array of resort-style amenities, including a clubhouse, state-of-the-art fitness center, sparkling pool, tennis and pickleball courts, and more. Centrally located just moments from Waterside Place, top-rated schools, fine dining, upscale shopping, and the world-renowned Gulf Coast beaches, this home embodies the perfect fusion of luxury, convenience, and coastal sophistication. This is more than a home, it is a statement of lifestyle. Schedule your showing and discover the art of refined Florida living today!

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

Listing Agent: Joey Lamielle (941-350-0016)

Remarks: Under contract-accepting backup offers. This exceptional 3-bedroom + den (optional 4th bedroom), 3.5-bath estate home stands out with its rare oversized half-acre lot, offering privacy and space that’s nearly impossible to find in today’s newer communities. Located in the desirable Serenoa Golf community, where golf membership is not mandatory, and the course is open to the public, residents also enjoy a welcoming clubhouse featuring a bar and restaurant—perfect for casual dining and socializing. Surrounded by majestic oak trees and lush landscaping, the property offers a peaceful, park-like setting with breathtaking golf course and lake views overlooking the 2nd hole, along with unobstructed sunset views that make every evening feel like a retreat. Positioned near the end of a quiet cul-de-sac, this home provides exceptional privacy and minimal traffic. Inside, you’ll find soaring ceilings, an open floor plan, and abundant natural light, creating a spacious, airy feel throughout. Lovingly maintained by its original owners, this home reflects true pride of ownership and offers a solid, move-in-ready foundation, while presenting a great opportunity for a new owner to update and personalize finishes to their own style. Major updates have already been completed, including a roof replaced in 2020, water heaters in 2025, and dual AC systems in 2016—providing peace of mind where it matters most. Step outside to your private oasis featuring a sparkling pool and expansive lanai, perfect for entertaining or relaxing while enjoying serene golf and water views. Additional features include hurricane shutters for added security and convenience. Ideally located near top-rated dining, shopping, parks, and just 7 miles to Siesta Key’s world-renowned beaches, this home offers the perfect blend of luxury, privacy, and location. Whether you're searching for a spacious Florida home, golf course property, large lot estate, or private pool home near Siesta Key, this residence offers exceptional value and endless potential. Furniture is available and negotiable.

Listing is courtesy of: WAGNER REALTY (941-955-1500)

Listing Agent: Gina Kiger (941-313-5464)

Remarks: Perfectly positioned on a prime waterfront lot, this exceptional Oakmont model is a true standout. Built by renowned DiVosta, this home showcases superior poured-concrete, steel-reinforced construction, offering lasting quality and peace of mind. A barrel tile roof and paver driveway add to its impressive curb appeal. Inside, you’ll find a thoughtfully designed layout featuring three bedrooms plus a den and three full baths. The spacious primary suite is a private retreat, highlighted by a generous walk-in closet with custom built-ins and a highly sought-after his-and-her bath complete with a garden tub and separate shower. Motorized storm shutters were installed on the lanai in 2021. Located within the gated, master-planned VillageWalk community, residents enjoy resort-style, maintenance-free living with a 24-hour guarded gate. Community amenities are unmatched and include a vibrant waterfront Town Center, state-of-the-art fitness center, lap pool and lagoon pool, six lighted Har-Tru tennis courts, pickleball, basketball, bocce ball, library, café, meeting hall, hair salon, and even an on-site gas station. A full calendar of social events and activities ensures there’s always something to enjoy. Set across more than 500 acres of lush, tropical landscaping with miles of scenic walking trails, VillageWalk offers both tranquility and connection. Conveniently located near A-rated schools, Siesta Key Beach, and the Legacy Trail, this home delivers the perfect blend of luxury, lifestyle, and location.

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

Listing Agent: Mary Jo Violett (941-928-8474)