OWNER MOTIVATED LOOKING FOR OFFERS! Positioned in highly desirable Oyster Bay Estates in the West of Trail area, this beautifully rebuilt 4-bedroom, 3.5-bath home sits on a high-and-dry spacious 1/3-acre lot in flood zone X where no flood insurance is required. Completely gutted and rebuilt from the studs in 2021 this residence is like new. The property includes a newly-built 484 sq ft detached guest house/ADU with private entrance. Lush, mature landscaping provides privacy and curb appeal to this lovely home. Relaxing Florida living is ensured with a covered luxury outdoor living space including an outdoor kitchen with grill, cooktop, refrigerator and sink ideal for entertaining and family life. Also part of the outdoor living space is the inviting heated saltwater pool and spa with travertine tile deck and new pool cage. The new open-concept kitchen boasts Dekton countertops, a light-wood island with built-in drawers, a gas range and closet pantry. All the bedrooms include ensuite bathrooms. The primary suite offers a custom walk-in closet and spa-style bath with dual vanities, quartz countertops, large walk-in shower, and Toto water closet. The A/C system was replaced in 2025 and provides individual thermostats in each bedroom for comfort. Other new features include wood-look tile flooring throughout, impact windows and doors, new roof, replaced PVC plumbing drains, updated electrical with new panel, sprayed insulation, smooth finished walls & ceilings, tankless water heater, natural gas hookup, new well and irrigation system, and $100,000 in upgraded landscaping. The oversized 2-car garage features epoxy flooring and an impact garage door. Surveillance cameras and security lighting is included for your well-being. Set back from the road, this home offers a quiet and private ambiance. Residents in Oyster Bay enjoy walking their dogs through the lovely treed neighborhood, biking to tennis, dining & the marina at the Field Club, and kids play or ride to Red Rock Park down the street. The home is in an excellent location just minutes to Siesta Key and downtown Sarasota, and walking distance to schools, Trader Joe’s, Publix, restaurants, and cafes. This is a fabulous opportunity!

Welcome to your own piece of paradise in the prestigious Country Club Shores community on Longboat Key. This completely renovated 4-bedroom, 3-bath coastal retreat was taken down to the studs in 2012 and rebuilt with exceptional attention to detail—offering the rare combination of timeless style, modern infrastructure, and effortless move-in readiness on a tranquil canal.
From the ground up, every major system has been upgraded for peace of mind: new water and sewer lines, updated electrical throughout, impact-rated doors and windows, a resurfaced saltwater pool and with new pool heater. Newer seawall and dock, gas that was run to the house with no propane tank to worry about. No component was overlooked. The result is a home that lives like new yet radiates refined coastal charm, with most of the beautifully curated furnishings remaining with the property. Inside, you’ll be welcomed by a bright, open-concept design featuring beautiful, engineered wood floors, custom beadboard ceilings, with beams, elevated ceiling heigh in the main living room and a soothing palette of sea-glass blues and clean whites. The heart of the home is a gourmet kitchen outfitted with stainless steel appliances, designer pendant lighting, and stylish lattice-front cabinetry. A large island anchors the space, perfect for entertaining, while the adjacent living area boasts custom-built-ins, a sleek gas fireplace, and expansive views that flow effortlessly outdoors. Each bedroom is designed for comfort and privacy, with spa-inspired bathrooms that feature elegant tile work, modern fixtures, and soft lighting. The primary suite is a retreat of its own, with custom shelving, cozy window seats, and lush garden views through plantation shutters. Step outside to experience Florida living at its finest. The spacious screened lanai surrounds a sparkling heated saltwater pool and paved deck, creating a private oasis perfect for lounging, swimming, or dining alfresco in total comfort. Just beyond, a large, newer dock awaits, offering deep-water canal access—an ideal setup for avid boaters and water lovers. The deck overlooking the canal is a peaceful setting for morning coffee or an evening cocktail This home also offers exclusive deeded beach access, just a short walk or bike ride away, where you can soak in the soft white sands and turquoise waters of the Gulf. When it’s time to explore, the renowned boutiques and fine dining of St. Armands Circle are just down the street, offering vibrant nightlife, unique shopping, and gourmet experiences in a picturesque coastal setting. A short drive over the scenic Ringling Bridge takes you to downtown Sarasota, a cultural haven known for its art galleries, theaters, opera house, and waterfront dining. Whether you're strolling through the Saturday farmers market, taking in a performance at the Sarasota Opera, or enjoying waterfront cocktails at Marina Jack, the city provides an enriching blend of sophistication and coastal charm. With its ideal location, timeless design, and luxurious updates, this home offers the very best of Longboat Key living—a rare opportunity to enjoy both boating and beachside leisure in one of Florida’s most coveted communities.

Nestled on a peaceful street in the prestigious and highly sought-after Bird Key neighborhood, this garden home is a hidden gem. Surrounded by lush, mature landscaping, a paved circular driveway, and a two-car garage, this single-story, 4-bedroom, 3-bathroom ranch-style home offers a slice of paradise in the heart of Sarasota. Inside, the home features an open-concept, split floor plan with well-defined, flowing spaces that include both a family room and a living room—perfect for modern living. The open kitchen boasts granite countertops and an island that opens to the family room, both overlooking the private backyard and inviting pool area. The master suite includes a spacious bedroom, a walk-in closet, and an en-suite bathroom. Guests and family are comfortably accommodated with two guest bedrooms and a bathroom thoughtfully located on the opposite side of the home. A fourth bedroom, ideal as a home office, is conveniently situated next to the master suite. Living on Bird Key means enjoying an unbeatable location. You’re just moments from Sarasota’s vibrant downtown, with fine shopping, world-class dining, cultural attractions, and theaters. For beach lovers, the sandy shores of Lido Beach are nearby, along with the dining and boutique shopping of St. Armands Circle. Additionally, the Bird Key Yacht Club is undergoing a complete rebuild and is set to become one of Sarasota’s premier social, tennis, and boating clubs upon its anticipated completion in 2026. Don’t miss this opportunity to own a piece of paradise on Bird Key.

One or more photo(s) has been virtually staged. Situated in the highly sought-after maintenance-free community of Queens Harbour, behind the gates of Bay Isles, this updated lakefront home perfectly captures the ease of Florida living. A 2023 tile roof adds peace of mind, while a smart split floor plan includes three en-suite bedrooms, a half bath, and a versatile den/office that can serve as a fourth bedroom. The interiors feel bright and welcoming with 12–15’ ceilings, neutral tones, and elegant architectural details. New wood-look porcelain tile flooring enhances the living room, dining room, den/office, and first-floor bedrooms, combining durability with style. The kitchen features stainless steel appliances, a center island with second sink, updated hardware, and a breakfast nook with bay window views of the pool and lake. The primary suite enjoys direct lanai access, tranquil water views, and a spa-like bath with dual vanities, soaking tub, and walk-in shower. Outdoors, the screened lanai offers a heated pool and spa with a peaceful lake backdrop, plus a refreshed covered sitting area with a new tongue-and-groove ceiling and accent wall—perfect for relaxing or entertaining year-round. Residents enjoy exclusive access to the Bay Isles Beach Club, with its private beachfront, cabanas, and members-only amenities, along with optional memberships for golf, tennis, and the Harbourside Marina with deepwater slips. This home sustained no hurricane damage or water intrusion. This is Longboat Key living made simple—beautiful, low-maintenance, and ready to enjoy.

This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for strong income in $160K to $180K range annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you. Seller Financing Available.

Step into refined coastal living in this five-bedroom residence with office and bonus loft, located within the gated boating community of Harbour Walk at The Inlets. Designed by Rutenberg Homes, this Key West–inspired property blends timeless architecture with modern functionality and direct water access—creating an exceptional opportunity for boaters and those seeking an elevated Florida lifestyle.

A welcoming front porch, porte-cochère, and three-car tandem garage introduce the home’s thoughtful design. Notable features include impact glass throughout, new storm shutters, a Generac whole-house generator, water softener, and a kitchen reverse osmosis system—providing comfort and peace of mind. Glass double doors open to a dramatic foyer anchored by a handcrafted wood staircase, flanked by formal living and dining rooms.

Inside, travertine flooring, cathedral ceilings, and expansive windows and sliders fill the home with natural light. The chef’s kitchen is equipped with custom cabinetry featuring glass display panels, stainless-steel appliances, granite countertops, and a center island with seating. The adjoining family room flows seamlessly to the outdoor living area, extending the home’s livable space by more than 1,200 square feet.

Outdoor living is a true highlight, with polyaspartic flooring spanning the lanai, front entry, and garage for durability and style. The covered lanai includes a summer kitchen with built-in gas grill, ideal for entertaining. The heated pool and spa feature a swim-up table and seating, all overlooking nearly 100 feet of canal frontage. A 22,000-lb boat lift offers quick access to the Manatee River, making this property ideal for boating enthusiasts.

The first-floor primary suite serves as a private retreat, offering a sitting area, terrace access, and a spacious en-suite bath. A dedicated office with custom built-ins is also located on the main level. Upstairs, a bonus loft with morning kitchen and private balcony overlooks the pool and waterway. Four additional bedrooms provide flexible accommodations, including one with a Murphy bed, two sharing a Jack-and-Jill bath, and a fifth with a private en-suite and walk-in closet.

Ideally located near Sarasota, Bradenton, and Lakewood Ranch, this waterfront home offers convenient access to dining, shopping, and cultural attractions. Award-winning beaches including Anna Maria Island, Longboat Key, and Siesta Key are just a short drive away, along with premier golf courses and marinas—delivering the very best of Florida’s coastal lifestyle.