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2434 Dick Wilson Drive, Sarasota
$1,339,000
3 Beds ⋅ 3 Baths ⋅ Laurel Oak Estates SubDv. ⋅ 34240 Zip Code
Beautifully situated overlooking the 5th green of the Player Course in Laurel Oak Estates, this well-maintained three-bedroom, 2.5 bath home offers a wonderful combination of comfort & golf course living. The home features hardwood flooring in the main living areas & tile in the bathrooms. The inviting family room includes a gas fireplace, while the updated kitchen showcases attractive wood cabinetry. A spacious laundry center adds convenience, storage & a beverage cooler. A 3-car side entry garage with paver turnaround. Lawn maintenance is included in the quarterly HOA dues. Enjoy Florida living at its best in the expansive lanai, complete with a heated pool, spa & extended awning for added shade & comfort. Furnishings are available under separate agreement. Laurel Oak Country Club offers optional memberships featuring two championship golf courses, 12 Har-Tru tennis courts, a Jr. Olympic swimming pool, pickleball & an active social calendar. Enjoy an exceptional 42,000 sq ft clubhouse with formal & casual dining, complemented by outdoor seating with fire pits. Come Live the Lifestyle!

2434 Dick Wilson Drive, Sarasota
1392 Tangier Way, Sarasota
$11,900,000
6 Beds ⋅ 7 Baths ⋅ San Remo Estates SubDv. ⋅ 34239 Zip Code
This custom waterfront estate is a contemporary masterpiece where architectural sophistication & resort-inspired living converge in the heart of Sarasota’s coveted San Remo neighborhood. Spanning 3 levels, this extraordinary residence was thoughtfully designed by award winning architect Clifford Schultz to embody modern luxury, seamlessly blending cutting-edge technology, impeccable craftsmanship, & elevated designer finishes. From arrival, the home commands attention with its sleek architectural lines, custom stonework, imported Italian garage door coverings, & hurricane-impact construction designed for both beauty & peace of mind. Inside, walls of glass and expansive motorized sliding doors dissolve the boundary between indoors and out, flooding the interiors w/natural light & framing serene waterfront vistas. The home’s curated collection of luxury amenities rivals that of a private resort, including a stunning temperature-controlled wine room w/storage for approximately 240 bottles, w/motion-controlled lighting for dramatic presentation. The formal living and dining room open seamlessly with motorized glass doors onto an expansive bayfront terrace, with hot tub, fire pit and gas grill—perfect for effortless indoor-outdoor entertaining and enjoying glorious sunsets year-round. The beautifully appointed chef’s kitchen showcases custom rosewood cabinetry and premium appliances, including dual Thermador dishwashers, a five-burner Thermador cooktop, double Thermador ovens, microwave, and warming drawer. A well-designed butler’s pantry offers additional wine storage, two beverage drawers, and a built-in desk. Adjacent to the kitchen, a charming sitting area provides a comfortable retreat with a concealed pop-up television, blending luxury with everyday living, and opening onto the gracious bayside terrace. Entertain guests in the private theater room, host evenings in the billiards lounge, or unwind across multiple expansive terraces designed for effortless indoor-outdoor living. The primary suite serves as a tranquil sanctuary, offering a spa-inspired retreat w/refined finishes & an ambiance that captures the essence of waterfront luxury with double vanities, private water closet with bidet, glass enclosed shower with views of Sarasota Bay. Four additional ensuite bedrooms with bayfront terrace access provide plenty of space for friends and family. Parklex wood-look overlay garage doors offer a refined aesthetic while remaining rust-resistant and storm-rated. An advanced security camera system, & private elevator servicing all 4 floors provide effortless convenience & security. Outdoors, the resort-style setting continues w/inviting lounge areas, a private jacuzzi, & beautifully designed entertaining spaces that embrace Sarasota’s coastal climate. Crowning the residence is an extraordinary rooftop terrace offering breathtaking panoramic views of Sarasota Bay, the downtown city skyline, & the surrounding barrier islands. A newly constructed private dock completes this exceptional waterfront estate. Whether enjoying morning coffee, sunset cocktails, or evenings under the stars, this vantage point creates an unforgettable backdrop for entertaining & relaxation alike. Located just moments from world-class Siesta Key beach, downtown Sarasota, shopping, dining, waterfront parks, & cultural attractions. This home represents a rare opportunity to own a one-of-a-kind estate where luxury, design, & lifestyle exist in perfect harmony.

1392 Tangier Way, Sarasota
4717 E E Trails Drive, Sarasota
$1,045,000
5 Beds ⋅ 4 Baths ⋅ Lakes Estates The SubDv. ⋅ 34232 Zip Code
Welcome home to The Lakes 111. Where mature Oak trees surround this picturesque neighborhood. The Lakes has two community pools one heated with heated spas. A gym, a basketball court, playground, two tennis courts, and walking trails around a beautiful lake. Truly making you fell like you are in a different world. . Nestled in the back of this highly desirable neighborhood. You will find an updated modern 5 bed plus office / 3.5 bath home. This expansive home has nearly 3100 ft.2 of freshly painted beauty. It features an updated kitchen and bathrooms, quartz countertops, high end stainless steel kitchen appliances with a wine fridge. The quartz wood burning fireplace is a must for chilly winter nignts. You will fall in love with the master suite. It encompasses the whole right wing of the house with his and hers closets and ensuite master bathroom. New mechanicals including a HVAC two years old, energy efficient heat pump/water heater less than one year old and energystar pool pump that is 8 months old. Hurricane rated garage door, with new app friendly opener. Open or close while not home. New impact resistant windows and doors. Including 4 pocket sliders. Here you can truly live the indoor outdoor lifestyle with these fully opening pocket slinging glass doors. These doors open onto the expansive patio/pool deck. Fully screened in pool cage, outdoor kitchen with quartz countertops, outdoor shower and both shaded or sunny lounging areas. Take your pic. Or you can sit by the the custom outdoor fire pit overlooking the picturesque views of Philippi Creek. Best part of all NO rear neighbors. HOA will consider rear fence for properties by the water. Flood insurance only $1500 a year. No water ever entered the house.

4717 E E Trails Drive, Sarasota
435 S Gulfstream Avenue Unit 907, Sarasota
$549,000
1 Beds ⋅ 1 Baths ⋅ Regency House SubDv. ⋅ 34236 Zip Code
Make downtown Sarasota your everyday experience in this one-of-a-kind, furnished one-bedroom, one-bath condo. Across the street from Bayfront Park and Marina Jack, you’re surrounded by opportunities to enjoy the best of Sarasota. Enjoy the waterfront, discover a favorite coffee shop, browse local boutiques, or meet friends for dinner before the theatre or opera. Spend a morning at the farmers market, explore Selby Gardens, or head out for a bike ride with downtown connections to the Legacy Trail. For a beach day, choose Siesta Key or Lido Beach. With the free trolley to Lido, you don’t even have to get in the car. Or, with a boat club across the street, head to the beach by boat. At the end of the day, simply hand in the keys and let the crew do the rest. Inside, an open layout makes this home as inviting for entertaining as it is for a quiet evening downtown. Taj Mahal countertops, a generous kitchen island, and engineered hardwood floors create a warm foundation, while handmade Moroccan tile, wood accents, and handmade art features give the space its unmistakable personality. A private in-unit sauna adds an unexpected retreat, and included furnishings make settling in easy. From its distinctive finishes to its connection with the city outside, this is downtown living with a point of view, far beyond a standard finish palette.

435 S Gulfstream Avenue Unit 907, Sarasota
2692 Pretzel Lane, North Port
$350,000
3 Beds ⋅ 2 Baths ⋅ Port Charlotte Sub SubDv. ⋅ 34286 Zip Code
BRAND NEW, NEVER OCCUPIED | 2025 CUSTOM-BUILT HOME | IMPACT WINDOWS | NO HOA OR CDD | FLOOD ZONE X | GREENBELT SETTING Be the first to call this beautifully designed North Port residence home! Completed in 2025 and NEVER OCCUPIED, this custom-built 3-bedroom, 2-bathroom home offers 1,487 square feet of thoughtfully designed living space on an approximately quarter-acre lot backing to a greenbelt. With modern finishes, distinctive architectural details, and an attached two-car garage, this move-in-ready residence offers the appeal of new construction without the wait to build. MODERN CURB APPEAL. Clean architectural lines, crisp white stucco, contrasting dark accents, a covered entry, and an expansive paver driveway give the home a contemporary presence. OPEN-CONCEPT LIVING. Vaulted ceilings, recessed lighting, contemporary ceiling fans, and wood-look plank flooring create a bright, cohesive interior. The spacious great room seamlessly connects the living, dining, and kitchen areas, while a sleek linear electric fireplace with a contrasting mantel provides an attractive focal point. A KITCHEN THAT STANDS OUT. An oversized center island with seating and three contemporary pendant lights anchors the kitchen. Beautiful stone countertops, white shaker-style cabinetry, contrasting black hardware, a coordinating backsplash, and stainless steel appliances complete the space. SPACIOUS PRIMARY SUITE. The primary bedroom features an elegant tray ceiling, a contemporary ceiling fan, and a walk-in closet. The adjoining bathroom includes a dual-sink vanity with individual framed mirrors, decorative lighting, and a generous walk-in shower finished with large-format, marble-look tile and contrasting dark fixtures. THOUGHTFULLY DESIGNED BEDROOMS & BATHS. Two additional bedrooms feature tray ceilings and flexible layouts suitable for guests, hobbies, or a home office. The second bathroom offers a tub-and-shower combination with coordinating tile finishes. A dedicated interior laundry room adds everyday convenience. COVERED OUTDOOR LIVING. Sliding glass doors lead to a covered rear patio finished with attractive pavers, creating a natural extension of the interior living space. The generous backyard offers room for outdoor activities, gardening, or future landscaping, while the greenbelt setting provides additional separation from neighboring properties. BUILT FOR FLORIDA LIVING. Impact-resistant windows provide added storm protection and potential sound-reduction benefits. Enjoy the freedom of NO HOA and NO CDD fees. The property is located in FLOOD ZONE X, where flood insurance is generally not required by mortgage lenders (buyer to verify individual insurance requirements). CONVENIENT NORTH PORT LOCATION. Enjoy easy access to I-75, shopping, dining, and recreation. Nearby destinations include Cocoplum Village Shops, North Port Aquatic Center, Wellen Park, Downtown Wellen, and CoolToday Park, the spring training home of the Atlanta Braves. Golf courses, boating, fishing, and the beautiful Gulf beaches of Venice and Manasota Key offer additional opportunities to enjoy Southwest Florida's coastal lifestyle. NEVER LIVED IN, MOVE-IN READY, AND DESIGNED FOR MODERN FLORIDA LIVING. Schedule your private showing today!

2692 Pretzel Lane, North Port
1161 Westway Drive, Sarasota
$13,750,000
6 Beds ⋅ 8 Baths ⋅ Lido Shores SubDv. ⋅ 34236 Zip Code
Virtually Staged. Known as the Grand Piano House, this striking contemporary waterfront estate in Lido Shores is an architectural landmark overlooking New Pass and the Gulf of Mexico. Designed by Jonathan Parks and Peter Shaw and built by Whitehead Construction, the residence features sweeping curves, dramatic elevations, and walls of glass capturing passing boats, open water, and spectacular sunsets. Set on more than half an acre behind a gated entrance and stone privacy wall, the property offers 105 feet of water frontage, 6,221 square feet of interior living, and nearly 7,500 square feet of terraces, balconies, and covered walkways. A lighted koi pond, sculptural staircase, and soaring ceilings introduce the dramatic, light-filled interiors. Oversized tile flooring extends throughout the main level, where formal living and dining rooms with a wet bar flow into generous gathering spaces. Walls of impact sliding glass doors open to expansive waterfront terraces, creating an effortless indoor-outdoor connection. The contemporary kitchen overlooks the informal dining area and adjoining family room, featuring Wolf gas cooking and warming drawer, Sub-Zero refrigeration, quartz countertops, a large island with breakfast bar seating, and a butler's pantry. Two guest bedrooms with east- and west-facing terraces share a modern bathroom, while a conveniently located laundry room completes the main level. Mahogany wood flooring extends throughout the second level, where the private primary wing overlooks New Pass. This retreat features a morning kitchen, custom walk-in closet, an adjoining study with built-in workstation, and separate bathrooms with spa-inspired finishes, including a steam shower. An additional guest bedroom and media room provide flexible accommodations, while a second laundry room, abundant storage, and three-stop elevator add convenience. Connected to the main residence by a covered bridge, the separate guest casita offers two bedrooms, private bathrooms, a vaulted wood-beamed ceiling, private entrance, and outdoor deck. An oversized split three-car garage includes additional workshop space. The versatile ground level features durable finished flooring, dedicated storage, workout and cabana spaces opening directly to the pool deck. Outdoors, the heated saltwater pool enjoys a dramatic waterside setting surrounded by mature tropical landscaping, expansive terraces, and covered entertaining areas. A fully equipped outdoor kitchen and elevated sun decks capture panoramic views of New Pass and the Gulf, providing exceptional spaces for dining, relaxing, and enjoying Sarasota's coastal lifestyle. Located in the architecturally celebrated Lido Shores neighborhood on northern Lido Key, the residence is moments from St. Armands Circle's boutiques and restaurants, the beaches of Lido and Longboat Key, and Downtown Sarasota's renowned dining, theaters, galleries, and cultural attractions. Optional community membership provides access to the neighborhood's private beach. The Grand Piano House offers a rare combination of architectural distinction, extraordinary waterfront views, and a coveted Sarasota address.

1161 Westway Drive, Sarasota
4269 Palau Drive, Sarasota
$340,000
3 Beds ⋅ 2 Baths ⋅ Lake Sarasota SubDv. ⋅ 34241 Zip Code
Conveniently situated in the desirable Lake Sarasota neighborhood, with no HOA or CDD fees, this property offers incredible potential for investors and savvy buyers alike. With three bedrooms, two baths and an attached garage, this home also has a split floor plan, vaulted ceilings, wood grain tile throughout, granite countertops in the kitchen and mature foliage around the perimeter. Modern touches and recent updates give you a jumpstart on renovations while leaving room for personal touches. Only minutes from top-rated schools, parks, I-75, UTC and world-renowned Sarasota beaches!

4269 Palau Drive, Sarasota
1404 Kenilworth Street, Sarasota
$4,775,000
4 Beds ⋅ 5 Baths ⋅ Oyster Bay Landings SubDv. ⋅ 34231 Zip Code
Designed by renowned architect Guy Peterson, this waterfront residence in gated Oyster Bay Landings pairs distinctive modern architecture with a private setting overlooking a short canal to Sarasota Bay. Offering 5,428 square feet with four bedrooms and four and a half baths, the home is defined by walls of glass, expansive outdoor living spaces and a private dock with two lifts and bridge-free access to the bay. Natural materials bring warmth to the interiors, while water views and changing evening light create a compelling backdrop throughout. In the great room, travertine floors and cypress ceiling details complement floor-to-ceiling windows, creating an inviting balance of openness and warmth. Expansive terraces extend the living spaces outdoors, offering places to gather, dine or simply enjoy the waterfront setting. The kitchen brings people together around an island with seating for six, supported by separate refrigerator and freezer units, two dishwashers and a deep walk-in pantry. A 20-foot counter accommodates two desk workstations, while the adjoining family room features a built-in entertainment wall and opens to a waterfront patio with an outdoor cooking center. A game area with a wet bar and 400-bottle wine room offers another setting for evenings with friends. The dedicated office is appointed with stone countertops and solid wood cabinetry. Throughout more than 4,000 square feet of outdoor space, the home offers a variety of experiences. Covered terraces overlook tropical gardens and manicured grounds, while the courtyard brings together a heated pool and spa. Along the canal, the two private docks make boating a natural extension of life at home, with Sarasota Bay just beyond. Upstairs, a 30-foot hallway creates a distinctive approach to the private primary wing. Water views, a sitting room, morning bar and adjoining gym or office give the suite the feeling of a retreat within the home. The primary bath and dressing spaces include a dressing hall with built-ins and mirrors, a generous custom walk-in closet, a multi-function shower and a deep jetted soaking tub. Additional en-suite bedrooms feature custom closet systems and elevated ceilings. An elevator serves all three levels, complemented by a Crestron music and lighting system, a Generac generator and a four-car garage. Within easy reach of Sarasota’s beaches, golf, dining and downtown, this residence brings together architectural distinction, gated privacy and direct boating access. Its thoughtful balance of gathering spaces and private retreats makes it as welcoming for a houseful of guests as it is for a quiet evening overlooking the water.

1404 Kenilworth Street, Sarasota
3930 Elysian Woods Lane, Sarasota
$1,999,000
4 Beds ⋅ 3 Baths ⋅ Booth Preserve SubDv. ⋅ 34231 Zip Code
Virtually Staged. Coastal Elegance on Phillippi Creek! Custom-built by Coachman Homes, this exceptional waterfront residence blends timeless architecture, privacy, and an ideal Sarasota location. Set within an intimate gated enclave of just nine homes, the property spans nearly three-quarters of an acre and offers over 190 feet of private frontage on the scenic Phillippi Creek—an idyllic backdrop for daily living and entertaining. Notably, the house structure has had no water intrusion from storms/hurricanes during the owners’ tenure. Inside, approximately 3,500 square feet of living space unfolds in an open, light-filled layout with four bedrooms, a family room, and a dedicated office. A columned front porch and double-door entry lead into a grand living room featuring vaulted ceilings, a cultured stone fireplace, and a wall of glass doors that open to the screened lanai and pool. The adjacent dining room creates an elegant setting for gatherings, while the open-concept kitchen connects seamlessly to the family and casual dining areas—each overlooking the outdoor living space. The chef’s kitchen features custom cabinetry with under-cabinet lighting, granite countertops, tile backsplash, breakfast bar, and stainless-steel appliances. A split-bedroom plan ensures privacy. The primary suite is a serene retreat with French doors to the deck, a large walk-in closet, and a spa-style bathroom complete with dual vanities, walk-in shower, soaking tub, and private water closet. A flexible office adjoins the suite, ideal for working from home or quiet reading. On the opposite wing, three guest bedrooms share two full baths, offering comfort for family and visitors alike. Additional features include Lauzon hardwood floors throughout, recessed lighting, plantation blinds, hurricane shutters, two-zone A/C, re-screened pool cage (2024), a spacious laundry with newer washer and dryer, and a three-car garage with abundant storage. Outdoor living takes full advantage of Sarasota’s year-round sunshine. A large, screened lanai with swimming pool, spa, and waterfall fountain invites relaxation, while the full-length covered deck—with outdoor kitchen—encourages al fresco dining. Lush tropical landscaping guarantees privacy, and the large fenced portion of the backyard offers space for pets and play. A brick walkway leads to the private dock, equipped with water and electric. With only two bridges to Roberts Bay, boaters enjoy quick access to the Intracoastal Waterway and Gulf of Mexico. This residence combines the serenity of a secluded estate with unmatched convenience—just minutes to Siesta Key Beach, Downtown Sarasota, and The Bay Park. Fine dining, boutique shopping, cultural venues, and waterfront recreation are all within easy reach. In this rare nine-home community, you’ll experience the perfect balance of coastal tranquility and city sophistication—a true Sarasota lifestyle.

3930 Elysian Woods Lane, Sarasota
540 Bird Key Drive, Sarasota
$1,900,000
3 Beds ⋅ 2 Baths ⋅ Bird Key Sub SubDv. ⋅ 34236 Zip Code
Charming garden home on Bird Key , situated on a very quiet lot at the southernmost end of Bird Key Drive. Open kitchen with white cabinets and newer stainless steel appliances opens onto the expansive covered screened lanai and tropical pool area . Newer flooring , all new plumbing inside and out. Brand new AC. This home is all on one level and perfect for the Sarasota lifestyle . Inside laundry room . Spacious bedrooms . Beautifully landscaped , fenced back yard .

540 Bird Key Drive, Sarasota
3607 Flamingo Avenue, Sarasota
$4,950,000
3 Beds ⋅ 4 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Exceptional Waterfront in North Siesta Key's Bay Island Shores Community. Experience the best of coastal living in this custom built residence with direct access just minutes to the Intracoastal Waterway. The home features a 2023 14,000lb dock/lift with electric and 3pnt moorage. Step inside a welcoming slate tile entry foyer to discover timeless quality design with Brazilian Ipe hardwood flooring throughout, hurricane rated windows, French doors and volume Pine ceilings. At the heart of the home is a true cook's kitchen with Wolff Gas Range, built-in Sub-Zero stainless refrigerator, Fisher Paykel dishwasher and soap-stone countertop. A walk-in chef's pantry, abundant cabinetry and full wet-bar with wine refrigeration elevate the entertaining experience. The Primary Bedroom Suite, set it its own private wing, offers a tranquil retreat w/French doors opening to a full private deck, perfect to enjoy sunrise and enjoy the water vistas; generous closet space and spa-inspired Bath; Guests Private Wing and other rooms offer flexibility. Laundry room w/sink; office nook and mudroom are conveniently located off the 3-car garage. Outdoors, enjoy multiple covered decks, one with gas fireplace for perfect evening waterfront ambiance; overlooking heated salt-water pool/spa; tropical lighted landscape and water view. Located just minutes to downtown Sarasota; shopping; restaurants and cultural venues.

3607 Flamingo Avenue, Sarasota
800 N Tamiami Trail Unit 611, Sarasota
$699,000
2 Beds ⋅ 2 Baths ⋅ Alinari SubDv. ⋅ 34236 Zip Code
Immerse yourself in refined coastal luxury in this beautifully designed two-bedroom, two-bath residence, ideally in the heart of downtown Sarasota. On the sixth floor, this elegant home blends comfort, sophistication and functionality while capturing turquoise Sarasota Bay views from every room. The sought-after Cellini floor plan offers 1,332 square feet of interior living space and 1,411 square feet total, thoughtfully arranged in a spacious great-room layout oriented toward the bay and the vibrant waterfront cultural district beyond. Floor-to-ceiling sliding glass doors bathe the residence in natural light and open to a covered balcony, creating a seamless indoor-outdoor connection suited for relaxed coastal living. A welcoming foyer introduces ceramic tile flooring paired with neutral carpeting, crown molding and 9-foot ceilings. Thoughtful design details continue throughout, including recessed and accent lighting, custom wall finishes, designer fixtures, ceiling fans and furniture-quality wood cabinetry, resulting in a timeless and polished interior. The open kitchen is stylish and functional, featuring granite countertops, a generous breakfast bar, stainless steel appliances, indirect lighting and rich cherry wood cabinetry. Positioned to overlook the main living area, the kitchen maintains uninterrupted bay views while remaining suited for entertaining. The primary suite is privately within its wing and offers tranquil water views, a spacious walk-in closet and a spa-inspired en-suite bath with a soaking tub, separate shower and dual vanities. A well-appointed guest bedroom and guest bath provide additional accommodations, while a private laundry room with extra storage enhances everyday convenience. This residence also includes two deeded garage parking spaces, a valuable feature for downtown living. The second bedroom, equally suited as a den or office, is generously sized and features two windows with Sarasota Bay views, an attribute shared by every room in the residence. Alinari is a classic contemporary 18-story luxury high-rise offering refined plazas, fountains, a private recreational parcel and resort-style amenities. In 2025, enhancements were completed to the pool area, planters, movie theater, game room and catering kitchen. The building features key-card entry, a redesigned lobby, 24-hour on-site security and full front-desk services. In Flood Zone X and outside the flood plain, Alinari was engineered with reinforced concrete construction and deep pilings, with lobby and guest parking elevated approximately 17 feet above base sea level. This residence includes a climate-controlled assigned storage unit and two garage parking spaces on the second and third levels, placing vehicles more than 30 feet above sea level. The association maintains strong reserves with no current or upcoming assessments. Amenities include on-site management, secured parking, a resort-style pool, a hot tub, a grilling area, a clubroom, a wine room, a fitness center, saunas, a business center, a resident theater and two on-site guest suites newly renovated. Ideally in Sarasota’s cultural district, Alinari is moments from world-class arts, dining, waterfront promenades and vibrant social experiences, with the Sarasota Bay Park project underway with a new bayfront greenspace with pier and more. Downtown Sarasota living meets convenient coastal living.

800 N Tamiami Trail Unit 611, Sarasota
6240 Yellow Wood Place, Sarasota
$1,000,000
4 Beds ⋅ 3 Baths ⋅ Secluded Oaks SubDv. ⋅ 34241 Zip Code
**Discover Luxury, Privacy & Timeless Craftsmanship in Secluded Oaks!** Tucked away in a tranquil setting yet centrally located, this stunning custom-built Maglich Homes residence showcases exceptional craftsmanship, thoughtful design, and timeless architectural details. Situated on a **premium double half-acre lot overlooking a beautiful pond**, this home offers exceptional outdoor living. Enjoy the sparkling saltwater pool within a full mansard screen enclosure, a **newly rescreened lanai**, and an updated outdoor kitchen with gas cooking—perfect for entertaining. Lush landscaping is supported by a full-perimeter, well-fed irrigation system. Inside, the open-concept floor plan welcomes you with abundant natural light, luxurious hand-scraped distressed wood flooring, dramatic 12-foot coffered ceilings, disappearing pocket sliders, elegant French doors, and stunning aquarium glass. The desirable split-bedroom layout features four bedrooms, three full baths, and a dedicated den, offering flexibility for family, guests, or working from home. The spacious primary suite is a private retreat featuring an additional bonus room and a luxurious marble-enveloped en-suite bath. Distinctive architectural details include arched doorways, elegant lighting with decorative medallions, six-inch baseboards with double molding, and crown molding throughout. A stone-accented gas fireplace adds warmth and character to the living space. The gourmet kitchen impresses with 42-inch wood cabinetry, crown molding, integrated lighting, beaded-edge detailing, built-in oven/microwave, cooking island, wine refrigerator, and double sinks. Additional features include central vacuum and surround sound. With its expansive water views, generous homesite, custom craftsmanship, and inviting indoor-outdoor living spaces, this exceptional residence offers a wonderful opportunity to enjoy the best of the Florida lifestyle. Beyond the home, Secluded Oaks offers the charm of a peaceful country setting with the convenience of low HOA fees and easy access to everyday essentials. Enjoy proximity to A-rated schools, shopping, dining, Rothenbach Park, and a Publix shopping plaza just five minutes away. **A rare combination of custom craftsmanship, generous outdoor living, beautiful views, and an exceptional location—this is a home you truly need to experience in person. Don't miss your opportunity to make it yours!**

6240 Yellow Wood Place, Sarasota
452 Blue Garden Lane, Osprey
$1,925,000
3 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Experience exceptional luxury and privacy in this Updated, custom Bo MacEwen residence, ideally situated on a beautifully landscaped cul-de-sac homesite in the prestigious gated community of Oaks Bayside. A welcoming approach features a long paver driveway, side-entry garage, and generous guest parking. Inside, architectural details take center stage with a dramatic two-story domed foyer, 11-foot ceilings, custom millwork, crown molding, tray ceilings, travertine flooring, abundant natural light, and oversized doors throughout. Designed for both elegant entertaining and comfortable everyday living, the open great room features a fireplace and flows seamlessly into a chef-inspired kitchen appointed with custom wood cabinetry, granite countertops, induction cooktop, double wall ovens, microwave drawer, and premium built-in appliances, including a wine cooler. The expansive primary suite offers a private retreat with ample sitting space, generous walk-in closets, and a beautifully appointed bath featuring dual vanities, dressing area, soaking tub, and glass-enclosed shower overlooking a secluded garden. Two additional guest suites, each with private en-suite baths, are thoughtfully positioned on the opposite side of this split floor plan. Outdoors, a recently renovated private courtyard creates an exceptional setting for relaxation and entertaining, featuring more than 1,500 square feet of covered and open-air space, a heated pool and spa, and convenient access to the main living areas and pool bath. Additional features include central vacuum, zoned HVAC with enhanced air filtration, hardwired security, integrated pool controls, and a Sonos/Sonance theater system. A distinctive combination of craftsmanship, architectural character, and private outdoor living in one of The Oaks' most desirable neighborhoods. The nearby, Private Dock on the Intracoastal Waterway is a cherished amenity of the Oaks-Bayside residents. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR**

452 Blue Garden Lane, Osprey
2589 Daisy Drive, North Port
$320,000
2 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
**TURNKEY FURNISHED** Experience a luxurious, maintenance-free lifestyle in the 55+ Del Webb community of Cypress Falls at The Woodlands! This meticulously kept 2-bedroom + den, 2-bath home radiates w/ light, openness & tranquility offering the perfect blend of comfort & elegance. Nestled within a peaceful setting, this home invites relaxation from the moment you arrive. Drive up & be greeted w/ lush Florida landscaping including perfectly trimmed shrubbery, manicured green grass & swaying palm trees. The brick pavered driveway and front entryway sets the tone for the inviting ambiance inside as you step through the beautiful etched glass front door into a spacious, open-concept layout featuring soaring ceilings, large tile flooring & neutral colors throughout. The kitchen is a showstopper—granite countertops, decorative tile backsplash, Stainless steel appliances that pair beautifully with the 42" white wood cabinets with crown molding. Enjoy the abundance of counter/cabinet space as well as recessed lighting, pull out cabinet drawers, a closet-style pantry, and a large island that seamlessly connects the kitchen to the dining and living room, creating a warm and inviting atmosphere for gatherings! The expansive living room has ample space for friends and family, making it the heart of the home. The split-bedroom layout ensures privacy for you and your guests and includes a den/office offering versatility for various uses. Retreat to the spacious owner’s suite that is tucked away right off the living room, featuring a ceiling fan, walk-in closet and 2 large windows w/ one overlooking the private preserve—a peaceful view to wake up to each day. The en-suite bath features dual sinks, upgraded faucet package, granite countertops, wood cabinetry (which includes 3 pull out drawers) and a walk- in shower with frame-less glass door enclosure, perfect for a spa-like experience! The guest bedroom is generously sized with a ceiling fan and a built-in closet. The nearby guest bath doesn’t disappoint w/ granite countertops, white wood cabinets & a shower/tub combo w/ upgraded tiled walls. The interior laundry room has a matching whirlpool washer & dryer w/ added shelving above, perfect for all your extra laundry room necessities. Step out through the back door onto the screened-in lanai and enjoy the peace and privacy with no rear neighbors, making it easy to fully appreciate this space—a perfect spot for outdoor dining or simply relaxing in the tranquil surroundings. Updated fixtures/faucets, Storm impact windows, plantation shutters throughout & accordion hurricane shutters. Lawn care and irrigation are included in your HOA, so your days of mowing, edging & weeding are over! The community is small enough to still have a small town feel, while large enough to have all the activities & amenities you’d love to enjoy in your retirement years including: a resistance pool, beach access pool, spa, pickle ball courts, bocce ball, billiard's, ping pong, horseshoes, library, internet café; to the numerous clubs & classes, crafters, Bridge, poker, euchre, yoga, tai chi, water aerobics, dance club, mah jong & more. Community activities also include Bingo, parties & professional entertainment. Active individuals and enthusiasts will revel in the community's tennis courts, while the 55+ community aspect ensures a neighborly vibe with plenty of engaging activities for the mature homeowner!

2589 Daisy Drive, North Port
5880 Tyler Road, Venice
$469,500
3 Beds ⋅ 2 Baths ⋅ Gulf View Estates SubDv. ⋅ 34293 Zip Code
If you have been searching for the perfect blend of a modern custom home, an established neighborhood, and a prime Venice location, this is the One! Thoughtfully designed and lovingly maintained, this custom 3-bedroom, 2-bath heated pool home sits in Gulf View Estates, one of Venice's beloved "Hidden Gem" communities, and delivers comfort, style, and everyday practicality few homes can match. The bright, open Great Room and Dining Room feature soaring ceilings, abundant natural light, and a "disappearing" sliding door that leads to the expansive, covered Lanai and sparkling 26 x 13 screened pool, framed by a mature hedge for year-round privacy and enjoyment. Your family Chef will enjoy this updated designer kitchen featuring quartz countertops with an oversized drop-in granite sink; cabinets with drawers, pull-outs, and lazy susans; a custom tile backsplash; under-counter lighting; and stainless steel appliances. A true split-bedroom floor plan ensures privacy for the owners and guests, with three generously sized bedrooms. The Primary Suite features two walk-in closets, a rare and highly desirable feature, and a fully updated en Suite bathroom with an oversized, curbless walk-in shower and a quartz double-sink vanity. Two guest bedrooms and the guest baths are tucked behind a pocket door for added privacy. The Laundry room, with a washer, dryer, and built-in laundry tub, features 2 storage closets and leads to the 2-car garage, which has a second laundry tub for outdoor use. Located in Gulf View Estates, a friendly, deed-restricted community with low HOA fees of just $350 annually, NO CDD FEES, and Flood Zone X. You're only 5 minutes from Manasota Key Beach and close to dining, shopping, golf, medical facilities, and entertainment, including Cool Today Park, home of the Atlanta Braves Spring Training. HVAC '2024; Roof 2015; Gutters with gutter guards (2021); new exterior paint (2026); irrigation on a private well; and much more! A great opportunity to grab a slice of Florida paradise!

5880 Tyler Road, Venice
1207 Sharswood Lane, Sarasota
$3,195,000
3 Beds ⋅ 4 Baths ⋅ Spice Bay SubDv. ⋅ 34242 Zip Code
LIVE THE SIESTA KEY LIFESTYLE IN SPICE BAY—an intimate, gated enclave of just 14 estate-sized homesites in one of Siesta Key’s most distinctive Intracoastal communities. Custom built by award-winning builder Ryan Perrone of Nautilus Homes, this sophisticated residence offers approximately 3,235 square feet of beautifully designed SINGLE-LEVEL LIVING with exceptional craftsmanship, privacy, and effortless indoor-outdoor entertaining. Offered FURNISHED, this exceptional home is ready for you to immediately begin enjoying the Siesta Key lifestyle. From the moment you enter through the impressive mahogany front door, a dramatic wall of glass sliders draws your eye to the lush tropical surroundings and expansive outdoor living areas beyond. Filled with NATURAL LIGHT, the home blends refined finishes with relaxed “barefoot elegance,” creating a coastal retreat that feels both luxurious and inviting. The thoughtfully designed floor plan features 3 BEDROOMS, EACH WITH ITS OWN ENSUITE BATH, providing exceptional privacy and comfort for family and guests. The spacious primary suite includes a private den/study and a luxurious spa-inspired bath, while the additional bedrooms are generously sized and beautifully appointed. A PRIVATE CASITA LOCATED JUST OFF THE PORCH adds even more flexibility—perfect for visiting guests, extended family, a private retreat, studio, or home office. Throughout the home, you’ll find wide-plank oil-finished wood flooring, handcrafted details, custom closets and built-ins that reflect the quality of this custom residence. At the heart of the home, the GOURMET CHEF’S KITCHEN was created for entertaining and features a 6-burner gas range, steam oven, two dishwashers, generous workspace and a large walk-in pantry. Open the sliders and embrace true Florida indoor-outdoor living. The extended courtyard and lanai enjoy DESIRABLE SOUTHERN EXPOSURE and a private tropical setting—perfect for morning coffee, entertaining friends, relaxing with an evening cocktail or unwinding in the spa. For boating enthusiasts, enjoy access to a DEEP-WATER BOAT DOCK WITH A 13,000-LB LIFT, making it easy to spend your days exploring Sarasota Bay and the surrounding waterways. An oversized THREE-CAR TANDEM GARAGE provides exceptional space for vehicles, storage and all your island toys. Spice Bay offers the rare combination of PRIVACY AND CONVENIENCE on Siesta Key. Walk or bike to the beach, nearby shops and restaurants, spend your days enjoying the world-famous quartz sands of Siesta Key Beach, then head downtown for Sarasota’s celebrated dining, arts and cultural scene. This exceptional TURNKEY FURNISHED custom residence captures the very best of luxury coastal living—private, refined and unmistakably Siesta Key.

1207 Sharswood Lane, Sarasota
156 Bishopscourt Road, Osprey
$1,289,000
3 Beds ⋅ 4 Baths ⋅ Bishops Court At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
This stunning 3 bedroom, 3.5 bath home, designed by the renowned architect Frank Folsom Smith, stands out with its unique design. The charming Cape Cod style sets the stage for comfortable, graceful living. The home features a Sonos surround sound system throughout. The backyard, overlooking the preserve, is a quiet sanctuary, where you can enjoy the open-air freeform pool with spa in complete privacy. The whole-house stereo system extends to the enclosed back patio, making it a lovely place to sit and enjoy a peaceful, rare rainy afternoon with a good book and a cuppa. There is an additional 732 square feet of outdoor deck space off the second floor and rooftop. Recent renovations in 2023 include two main bathrooms with high-end decorator tile, premium glass enclosures, and premium plumbing fixtures, including an elegant standalone bathtub. The powder room has also been completely renovated. The kitchen boasts new ceramic tile floors, backsplashes, an induction cooktop, an LG smart refrigerator, a farmhouse sink, and a garburetor. The laundry room features new ceramic tile floors, a washer and dryer, extensive shiplap walls, and a sliding hanging barn door to the pantry. The second-floor bathroom has new tub fixtures, shiplap walls, and a decorator granite sink area. Additional updates include crown moldings throughout the ground floor, new ceiling fans in all bedrooms and the den/office, with a decorator oversized 52-inch windmill fan in the main bedroom. The home also has new LED ceiling can lights, new plantation shutters in the front hall/foyer, and new Levolor blinds in the kitchen and laundry room. **A new main-floor HVAC unit was installed in June 2026.** The pool area has been upgraded with a new heat pump pool heater, a new filtration system, and a new pool pump and motor. The lanai has new aluminum framing and screening with a screen door, installed in 2025. The second floor has a new flat roof by Curry Roofing with a warranty. The landscape has been renewed with new trees, bushes, sod, and flower plantings worth $20,000, completed in 2022. Premium decorator light fixtures have been added to the dining room, kitchen, and foyer. The entire house exterior was painted in August 2025, and a new second-floor deck was also completed in August 2025. The pristine condition of this lovely home, combined with the quiet, private setting on a double lot at the end of a cul-de-sac, makes it the perfect Florida retreat for you and your loved ones. Situated in the enclave of Bishopscourt, a maintenance-free neighborhood behind the gates of The Oaks Preserve, lawn and landscape maintenance, as well as irrigation, are included in the homeowner's association fees. You will delight in this graceful, inviting home. Membership in The Oaks, Sarasota's finest golf and country club, is required with homeownership. With two distinctly unique 18-hole championship golf courses, 12 HAR-TRU tennis courts (4 lighted), croquet and pickleball courts, a state-of-the-art fitness center, fine and casual dining options, and a wealth of social events, The Oaks is truly Sarasota's premier golf and country club. There is currently no waiting list for either Golf or Sports/Social membership. Tighten this for MLS readabilityShorten this to fit MLS limits

156 Bishopscourt Road, Osprey
3787 Eagle Hammock Drive, Sarasota
$950,000
4 Beds ⋅ 3 Baths ⋅ Hammocks SubDv. ⋅ 34240 Zip Code
Set behind lush, mature landscaping on a premium preserve-view lot, this custom-built pool residence by Coachman Homes offers refined Florida living in the desirable gated community of The Hammocks in Sarasota. Featuring 4 bedrooms, 3 full bathrooms, a dedicated office, and a 3-car garage with epoxy floors, this beautifully maintained home combines elegant architectural details, exceptional entertaining spaces, and a private natural backdrop. Fresh new interior and exterior paint enhance its beautifully maintained appeal. Soaring 14-20 foot ceilings with elegant tray and double tray ceilings, ceramic tile flooring, tray ceilings, crown molding, and a double-sided gas fireplace create an inviting atmosphere throughout the open living spaces. The chef’s kitchen features quartz countertops, wood cabinetry, a five-burner gas cooktop with updated vent, double ovens, updated backsplash, a spacious center island, and convenient slide-out cabinet storage. Expansive pocketing sliders open to a generous lanai featuring a resort-style gas heated pool and spa all framed by tranquil preserve views. One of the home’s standout features is the fully enclosed, climate-controlled second/outdoor kitchen and entertaining space, complete with a separate brand new mini-split A/C system, gas grill, side burner, commercial vent hood, beverage refrigerator, dishwasher, wine cooler, and beverage cooler. With direct access to the pool and lanai, this impressive addition creates an exceptional setting for hosting guests and enjoying the Florida lifestyle. The spacious primary suite offers private lanai access, picturesque views, dual walk-in closets with upgraded storage systems, and a well-appointed bath featuring dual vanities, a Jacuzzi soaking tub, and a separate walk-in shower. A dedicated office with custom built-in cabinetry and wood flooring provides a comfortable, functional workspace. Additional highlights include security system, comprehensive hurricane protection with impact glass and a whole-house gas generator installed in 2019. Recent improvements include A/C systems (2021 and 2016), a pool pump (2020), pool heater (2023), washer and dryer (2021), wine and beverage coolers (2021), refrigerator and dishwasher (2025), and a new water heater. The irrigation system, sourced from a private well, supports vibrant landscaping, and landscape lighting elevates the property’s curb appeal. Enjoy the privacy of a preserve setting with convenient access to shopping, dining, golf, entertainment, and major roadways. Publix is less than a mile away, and Siesta Key is within reach for a day at the beach. Combining impressive architectural details, exceptional indoor-outdoor living, a distinctive second kitchen, and inviting pool and spa, this remarkable residence with no CDD fees offers a sophisticated Sarasota lifestyle. Schedule your private showing today!

3787 Eagle Hammock Drive, Sarasota
7323 Bounty Drive, Sarasota
$438,000
2 Beds ⋅ 2 Baths ⋅ Gulf Gate Woods SubDv. ⋅ 34231 Zip Code
BUYERS: THIS HOME IS PRICED TO SELL. IT IS AN OUTSTANDING OPPORTUNITY! GULF GATE WOODS IS A FANTASTIC NEIGHBORHOOD CLOSE TO SHOPPING , GREAT RESTAURANTS, AND A SHORT DRIVING DISTANCE TO WORLD FAMOUS SIESTA BEACH. HOMEOWNERS LOVE THE VERY LOW HOA FEES, $75 / YEAR!!! THIS HOME IS SITUATED ON A BEAUTIFUL TREE HOMESITE. SOME OUTSTANDING FEATURES INCLUDE AN UPDATED KITCHEN WITH WOOD CABINETS, STAINLESS APPLIANCES, AND A WONDERFUL BREAKFAST ROOM OVERLOOKING THE BEAUTIFUL BACK YARD! TILE AND SOLID WOOD PLANK FLOORING GRACE THIS BEAUTIFUL HOME. THE BEDROOMS ARE ACCENTED WITH BEAUTIFUL WOOD FLOORS, UPDATED BATHROOM, BOTH BEDROOMS HAVE LARGE WIC! NEWER TILE ROOF, RELAX IN THE EXTENDED CAGED LANAI WITH BRICK PAVERS AND A LOVELY VIEW! THIS HOME IS A GREAT BUY!!!

7323 Bounty Drive, Sarasota
2555 Ruffing Court, Sarasota
$690,000
3 Beds ⋅ 4 Baths ⋅ Payne Park Sub SubDv. ⋅ 34237 Zip Code
Virtually Staged. Enjoy modern style and low-maintenance living in this three-story, end-unit townhome with only one shared wall at 2555 Ruffing Court in Payne Park Village. Built by David Weekley Homes, this home presents inviting indoor spaces and the charm of a coastal neighborhood, just across from Payne Park and The Legacy Trail. A fenced courtyard with tropical landscaping and a covered entry creates a welcoming first impression. Inside this 3-bedroom, 3.5-bath residence, luxury vinyl plank flooring flows through the main living areas, while MSI Quartz countertops provide a consistent upscale finish throughout the kitchen and baths. Carpeting adds comfort to all three bedrooms, while tile flooring provides a practical finish in each bathroom. With a bedroom and full bath on each of the three levels, along with flexible living spaces, this thoughtfully designed layout offers versatility for multi-generational living, so you can choose your preferred primary suite on any floor. The first floor includes a private bedroom with direct access to a bath. A flex nook, foyer, and attached two-car garage with storage add functionality. Upstairs, the second level is the heart of the home, where an open great room, dining area, and kitchen create space for living and effortless entertaining. The kitchen is appointed with white cabinetry, MSI Quartz counters, stainless steel appliances, a tiled backsplash, recessed lighting, and a center island with sink and breakfast bar seating. Luxury vinyl plank floors and abundant natural light enhance the space. This level also includes a powder room, laundry closet, and pantry. The primary suite includes a walk-in closet and en suite bath with dual vanities, MSI Quartz surfaces, private water closet, and a walk-in shower with a rainfall showerhead. The third floor adds a bedroom with a walk-in closet, a full bath, and an inviting loft overlooking the great room below. The loft can serve as a home office, media lounge, creative studio, or additional gathering space. Payne Park Village provides an appealing combination of coastal architecture, landscaped courtyards, green spaces, and private community amenities, including a swimming pool and spa. Payne Park, just across the street, features tennis courts, multi-use paths, disc golf, a skate park, a playground, an amphitheater, a café, and open green areas. The Legacy Trail has additional pedestrian and biking options. Located near downtown Sarasota, this home is close to restaurants, boutiques, galleries, theaters, cultural attractions, and the bayfront. Golfers will appreciate the nearby Bobby Jones Golf Club. Marina Jack, St. Armands Circle, and the beautiful Gulf Coast beaches are also within easy reach. From Payne Park's green space to downtown Sarasota's restaurants, culture, and waterfront, this location puts so much of what makes Sarasota special within easy reach.

2555 Ruffing Court, Sarasota
117 Bishops Court Road, Osprey
$850,000
3 Beds ⋅ 2 Baths ⋅ Bishops Court At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Enjoy the benefits of living in a three bedroom, two bath, maintenance free home in the ever popular Bishops Court in the Oaks Preserve. This desirable floor plan with rear southern exposure allows for easy living with landscape maintenance and irrigation included. The interior features beautiful wood cabinetry, a gas range, complete house water filtration system, and granite countertops in the kitchen and baths. Attractive tile floors in most living areas are easy to maintain. The primary suite is spacious enough for a sitting area or a desk, and the guest suites are on the opposite side for privacy. The dining room has a custom built in buffet with abundant cabinetry for storage. The roof is 4 years new, and the lanai has a plunge pool to enjoy. Bishops Court is a quaint neighborhood, with canopied oak tress offering shade for strolling the neighborhood. Also, enjoy the community pool steps away for a quiet swim, or soaking up the sun. Being a member of The Oaks Country Club is an extraordinary experience offering the best of golf, dining, tennis, regulation croquet, and every social activity to keep you busy throughout the year. Choose either a social membership, or golf (two 18 hole courses) and begin your active and fun lifestyle in a beautiful community.

117 Bishops Court Road, Osprey
1241 Gulf Of Mexico Drive Unit 803, Longboat Key
$3,195,000
3 Beds ⋅ 4 Baths ⋅ Water Club At Longboat Key SubDv. ⋅ 34228 Zip Code
The epitome of beachfront luxury awaits in this meticulously renovated 8th-floor residence at the prestigious Water Club on Longboat Key. This stunning 3-bedroom, 4-bath home is a rare offering in one of the Gulf Coast’s premier direct beachfront communities. From the moment you step off the private elevator into the foyer, you’re greeted by serene neutral tones, 10-foot ceilings, and wide-plank engineered hardwood floors that set the tone for elegant coastal living. Walls of glass frame spectacular, unobstructed views of the Gulf of Mexico, filling the expansive living spaces with natural light and breathtaking scenery. The open-concept floor plan seamlessly blends comfort and sophistication, enhanced by recessed lighting and a calming contemporary palette. The spacious living room flows onto a generous beachfront terrace—perfect for soaking in mesmerizing views and the soothing sounds of the surf. The designer kitchen is a showcase of modern design, featuring white glass subway tile backsplash, solid wood cabinetry, an induction cooktop with pot filler, Sub-Zero refrigerator, and premium stainless-steel appliances. A large center island and adjacent breakfast area provide the perfect setting for casual meals with sweeping water views. Each guest suite is a luxurious haven, including one with double queen beds and an en suite bath with soaking tub and separate shower. The third bedroom is currently configured as an office, yet spacious enough to accommodate a queen-size bed, and offers beautiful views of downtown Sarasota. The primary suite is a private retreat, featuring its own beachfront terrace, a separate sitting area, custom-fitted dual closets, and a spacious study with built-in office space. The spa-inspired primary bath is the essence of indulgence with white marble floors and walls, a freestanding soaking tub, and a glass-enclosed walk-in shower. Additional highlights include TWO under-building covered garage parking spaces, a private storage closet, and access to all the amenities of the Water Club—24-hour security, full concierge service, a resort-style pool and spa, Har-Tru tennis courts, fitness center, clubhouse with catering kitchen, and over 16 acres of pristine beachfront grounds. This is beachfront living redefined! Located just a short distance to St. Armands and downtown Sarasota's shopping, dining & cultural events.

1241 Gulf Of Mexico Drive Unit 803, Longboat Key
3321 Charles Macdonald Drive, Sarasota
$1,424,000
4 Beds ⋅ 5 Baths ⋅ Laurel Oak Estates SubDv. ⋅ 34240 Zip Code
Virtually Staged. In prestigious Laurel Oak Estates, this custom-built residence offers an exceptional setting overlooking the lake and fourth fairway of the Signature Jones golf course! A circular driveway welcomes you to this impressive four-bedroom, 4.5-bath home, featuring a bright, open plan with natural lighting. Kitchen features stainless steel appliances complemented by a wet bar and built-in desk. Additional features include a 3.5-car garage plus an air-conditioned storage/golf cart garage. On an oversized lot of approximately 0.493 acres, the home features an outdoor living area designed for entertaining with a large pool, spa, outdoor kitchen and awning for shade. Inside, a spacious laundry center with abundant storage adds everyday convenience. Laurel Oak Country Club offers two signature golf courses, 12 Har-Tru tennis courts, pickleball and an active social calendar. Experience the beauty, privacy and lifestyle that make Laurel Oak Estates desirable.

3321 Charles Macdonald Drive, Sarasota
5168 Northridge Road Unit 103, Sarasota
$218,500
2 Beds ⋅ 2 Baths ⋅ Serenade On Palmer Ranch SubDv. ⋅ 34238 Zip Code
FIRST FLOOR UNIT IN Resort STYLE LIVING - Prime location in Serenade On Palmer Ranch, with exceptional amenities! Enjoy the Florida lifestyle in this desirable first-floor 2-bedroom, 2-bath residence in the gated, pet-friendly community of Serenade on Palmer Ranch. Perfect for year-round living, a seasonal retreat, or an investment opportunity. This home features 10-foot ceilings, laminate flooring, carpet and a well-appointed kitchen, wood cabinetry, and breakfast bar, plus an in-unit laundry room and screened lanai. Enjoy two swimming pools, tennis courts, a fitness center, clubhouse, playground, grilling area, on-site management, and ample guest parking. New roofs installed in 2025! The nearby Legacy Trail offers scenic paths for biking, walking, and running without vehicle traffic. Make the most of Florida living! Schedule your showing today.

5168 Northridge Road Unit 103, Sarasota
1591 Gulf Of Mexico Drive Unit 515, Longboat Key
$2,670,000
1 Beds ⋅ 2 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code
Exceptional opportunity to be a resident at The St. Regis Longboat Key for under $3,000,000. Enter your private elevator into a dramatic living area with high ceilings and expansive glass featuring spectacular views of Sarasota Bay. The living area opens to a large outdoor terrace with a Wolf gas grill for easy entertainment. The chef’s kitchen is equipped Poggenpohl cabinetry, top-of-the-line Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, microwave, large refrigerator and beverage center. If you don’t feel like cooking, just order room service from one of The St. Regis’s esteemed dining venues. The Earth finishes were curated by Marc Michaels Interior Design and were selected to remain timeless. The owner’s suite is luxurious and opens to the outdoor terrace for your morning coffee. Relax after a day at the beach or saltwater lagoon in the spa like bathroom boasting double vanities, water closet with Toto bidet toilet, soaking tub and oversize shower with seamless glass enclosure. The floor plan was altered to include two full bathrooms and is large enough to graciously accommodate overnight guests. A custom built owner’s suite closet and motorized blinds complete this beautiful residence. Nestled within the first branded residential community and ultra-luxe 5 star resort on the Gulf of Mexico. The Residences at The St. Regis Longboat Key blend legendary service with the allure of a seaside getaway. Spanning over 17 acres with 800 feet of direct beachfront, this community offers unparalleled amenities, including the signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in residence dining. Resident only amenities include a clubhouse, fitness center, pool/spa and beach area. Enjoy your private resident only amenities, while having access to all the resort has to offer. Live like you are on vacation all year round!

1591 Gulf Of Mexico Drive Unit 515, Longboat Key
1241 Gulf Of Mexico Drive Unit PH1102, Longboat Key
$5,995,000
3 Beds ⋅ 5 Baths ⋅ Water Club At Longboat Key SubDv. ⋅ 34228 Zip Code
Experience an exceptional expression of Gulf-front living in this impeccably maintained penthouse at The Water Club on Longboat Key. Occupying the coveted northwest penthouse position on the 11th floor of Building One, this pristine residence encompasses approximately 3,400 square feet with three bedrooms and four-and-a-half baths. Three separate balconies capture sweeping views of the Gulf of America, providing inviting settings for morning coffee, alfresco relaxation, and spectacular sunsets. An under-building parking space and an additional semi-private garage complement this distinguished waterfront offering. Set within 16 acres of magnificent beachfront grounds, The Water Club offers an extraordinary collection of amenities that extends the comforts of home well beyond your residence. The beautifully renovated, 18,000-square-foot clubhouse provides elegant spaces for relaxation, recreation, and entertaining, including a club room with billiards, a library with fireplace, and a ballroom with catering kitchen. Four lighted Har-Tru tennis courts, a heated junior Olympic pool, hot tub, spa, and fitness center create a resort experience, while a firepit, grills, and direct access to a beautiful stretch of beach invite you to embrace the coastal lifestyle. Gated security, concierge services, on-site management, and climate-controlled storage add everyday comfort and convenience. Ideally situated at the southern end of Longboat Key, this residence places you minutes from the boutiques and dining of St. Armands Circle, downtown Sarasota’s vibrant waterfront and cultural attractions, and an array of exceptional restaurants. Nearby conveniences include Publix and CVS, with the Longboat Key Club’s golf, tennis, and dining offerings close at hand. The neighboring St. Regis further enhances this desirable coastal setting, and Sarasota Bradenton International Airport is approximately 20 minutes away. Welcoming up to two pets, The Water Club is equally appealing as a full-time residence or a refined seasonal retreat. Discover the rare combination of penthouse privacy, generous living spaces, captivating Gulf views, and an exceptional beachfront lifestyle. Schedule your private showing today.

1241 Gulf Of Mexico Drive Unit PH1102, Longboat Key
871 Macewen Drive, Osprey
$3,190,000
5 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
A gracious columned front porch, classic dormers and a grand entry staircase introduce this distinctive residence in The Oaks. Set along the 13th hole, the home and separate guesthouse occupy more than half an acre framed by mature trees, with southern exposure, expansive greenspace to the east and no golf cart path bordering the property's side of the course. The setting feels remarkably private and spacious, with beautiful views from virtually every room. Timeless Southern character meets thoughtful updates, including a new tile roof, new hurricane-rated windows and skylights, freshly painted interiors and exterior, refinished wood floors, new upstairs flooring and updated lighting inside and out. Designer wallpaper and a new powder room vanity add fresh style, while the generous covered front porch offers an inviting place for morning coffee and relaxed gatherings. The kitchen features white cabinetry, quartz countertops, a waterfall-edge peninsula and a walk-in pantry. An oversized Viking six-burner gas range with a griddle, a Thermador refrigerator, a EuroCave wine cooler, a built-in Miele coffee maker and reverse osmosis system complement the space. Formal dining, a living room with a fireplace and a light-filled family room create inviting settings for entertaining and everyday living. The main-level primary suite overlooks the pool and grounds, spacious custom-organized closet, dual vanities, soaking tub and separate shower. A study and an exceptionally large laundry room with abundant storage complete the first floor. Upstairs, three bedrooms each feature an en suite bath and walk-in closet. A hidden playroom with skylights offers a magical retreat for imagination and creativity, with its area additional to the stated living square footage. With a full kitchen and bath, the separate guesthouse provides flexible accommodations for visitors, extended family or an au pair. Together, the main home and guesthouse frame an inviting outdoor retreat with an open-air pool and spa, palms and expansive golf course views. Generous entertaining areas, a fenced yard and a screened patio with a fireplace offer spaces to gather or unwind throughout the seasons. The home also includes a recently installed whole-house Generac generator with a 200-gallon buried propane tank. The Oaks lifestyle includes golf, tennis, pickleball, fitness and multiple dining venues, complemented by social gatherings and holiday traditions. Enjoy a casual meal at the Overlook or an evening celebration at the club, with the Legacy Trail, Pine View School and the beaches of Siesta Key and Casey Key nearby. Located in Flood Zone X with no reported history of flooding, this residence brings together architectural charm, substantial recent improvements and an exceptional golf course setting.

871 Macewen Drive, Osprey
1875 Oleander Street, Sarasota
$2,395,000
3 Beds ⋅ 3 Baths ⋅ Poinsettia Park SubDv. ⋅ 34239 Zip Code
Impeccably maintained and thoughtfully designed, this custom-built John Cannon home offers an inviting blend of timeless elegance, spacious interiors, and relaxed Florida living in Sarasota’s desirable West of Trail neighborhood. Set along beautiful, tree-lined Oleander Street adjacent to Cherokee Park, this residence welcomes you with an open floor plan and soaring 14-foot ceilings that create an immediate sense of space and light. The well-appointed kitchen features solid wood cabinetry, Bosch stainless steel appliances, and a breakfast bar with seating for four—ideal for casual dining and entertaining. The inviting family room, complete with a fireplace, overlooks the pool and patio, while pocketing sliding glass doors seamlessly connect indoor and outdoor living. A professionally painted mural gives the formal dining room a rich botanical backdrop infused with tropical elegance. There is a private office with built-in cabinetry providing a comfortable, dedicated workspace The expansive primary suite is a peaceful retreat, featuring dual walk-in closets, separate vanities, dual sinks, a jetted soaking tub, and a separate shower. Two additional bedrooms provide generous closet space, with one featuring an ensuite bath. Plantation shutters throughout enhance the home’s understated elegance and tropical ambiance. Outdoors, a gorgeous, screened pool and spa are surrounded by an expansive tiled patio and outdoor kitchen have abundant space for lounging, dining, and entertaining in the Florida sunshine. Practical amenities include a spacious laundry room with a sink and built-in cabinetry, plus an oversized two-car garage with workshop cabinetry and access to a large attic for additional storage. The location is equally appealing. Enjoy a short walk to Southside Elementary School and stroll a few blocks north to the boutiques, restaurants, and Morton's Gourmet Market in Southside Village. Sarasota Memorial Hospital, Downtown Sarasota, the Bayfront, and the area’s beautiful beaches are all conveniently accessible. Experience the elegance, comfort, and exceptional location of this West of Trail residence. Schedule your private showing today.

1875 Oleander Street, Sarasota
439 Madison Drive, Sarasota
$5,490,000
4 Beds ⋅ 6 Baths ⋅ St Armands Division SubDv. ⋅ 34236 Zip Code
Under Construction. EXCEPTIONAL NEW CONSTRUCTION ON ST. ARMANDS KEY 45 days out for move in! Discover an extraordinary opportunity to own a beautifully designed luxury residence in one of Sarasota's most sought-after neighborhoods. Thoughtfully conceived with an emphasis on modern elegance, sophisticated finishes, and effortless indoor-outdoor living, this exceptional home offers the perfect balance of architectural style, comfort, and functionality. Designed for both everyday living and entertaining, the residence features expansive living spaces, a seamless flow between interior and exterior areas, and carefully selected materials and finishes that create a refined yet inviting atmosphere. Every detail has been considered to deliver a distinctive coastal lifestyle. Ideally situated on St. Armands Key, the property offers convenient access to the world-class shopping and dining of St. Armands Circle, the beautiful beaches of Lido Key, and the cultural attractions, waterfront restaurants, and entertainment of downtown Sarasota. An exclusive furniture package, as showcased in the listing photographs, is also available for separate purchase, offering buyers the opportunity to complete the home's sophisticated design and enjoy a beautifully coordinated, move-in-ready setting. Massive landscaping package going in before closing. Experience the best of Sarasota luxury living in a remarkable new residence where exceptional design meets an unbeatable location.

439 Madison Drive, Sarasota

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