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$3,700,000
4 Beds 5 Baths Seminole Heights SubDv. 34239 Zip Code
Stunning New Construction by Award-Winning Architect Dan Lear in coveted West of Trail Neighborhood** This meticulously designed luxury home offers the perfect blend of modern elegance and timeless sophistication. Near Selby Gardens, Morton's Market, and Sarasota Memorial Hospital, this exceptional property provides both convenience and style. Spanning over 3,800sqft of living area, this expansive residence boasts four spacious bedrooms, five full bathrooms, a enormous den with terrace, and a dedicated office space, all thoughtfully crafted for contemporary living. The grand, open-concept great room is the heart of the home, seamlessly floating over the pool area with a stunning large corner pocketing glass door that connects the interior to the beautifully landscaped outdoor oasis. The second floor features three guest suites, each with its own private terrace, offering tropical views and tranquility. The home's striking exterior showcases luxurious vein-cut travertine, creating a refined, sophisticated look. This is an extraordinary opportunity to move right in to a worry free one-of-a-kind masterpiece.

1642 Bahia Vista Street, Sarasota

$789,000
3 Beds 2 Baths The Oaks SubDv. 34229 Zip Code
Looking for a home you can truly fall in love with? Your search ends here. This thoughtfully updated, impeccably maintained 3 bedroom, 2 bath residence in The Oaks Preserve offers the perfect blend of comfort, style, and privacy. And you can BUY WITH CONFIDENCE — THE PROACTIVE SELLERS HAVE COMPLETED INSPECTIONS IN ADVANCE TO SHARE WITH BUYERS, GIVING YOU CLARITY FROM THE START. No guessing…what you see, and what you don’t see, is what you get! From the moment you arrive at the pavered driveway, the pride of ownership is unmistakable. Double leaded-glass front doors open to a light-filled interior designed for effortless Florida living. Just off the entry, a dedicated home office features plantation shutters and a ceiling fan. The formal dining room showcases a decorative ceiling and a beautiful built-in buffet with glass-front cabinetry. The open kitchen features new granite countertops, stainless appliances, a breakfast bar, chef’s desk, and built-in wine and beverage cooler. The adjoining breakfast nook with an aquarium window, overlooks the sparkling pool and spa. The master suite is exceptionally spacious, offering a sitting area with built-in window seat and large walk-in closets with glass-front storage. The updated en suite bathroom has granite countertops, dual sinks, a soaking tub, separate shower, and marble accents. Two well-sized guest bedrooms provide generous closet space, and the updated guest bath includes granite and marble finishes. The air conditioned 2-car garage with epoxy flooring offers abundant storage. This home backs to a lush, tropical preserve, ensuring privacy for the pool and spa. The lanai features two distinct areas: a large, covered space with outdoor kitchen and ceiling fan for shaded dining, and a sun-splashed pool and spa area under a screened enclosure. You can also enjoy the nearby Bishopscourt community pool. With mandatory membership, this home offers access to all of the amenities being a member of The Oaks has to offer. There is currently no waiting list for either Golf or Sports/Social membership

21 Bayhead Lane, Osprey

$1,649,000
5 Beds 3 Baths Siesta Rev SubDv. 34242 Zip Code
Situated in the sought-after Bay Isle community on Siesta Key, this exceptional three-level pool home combines the best of upscale coastal living with impressive rental performance. Designed to host gatherings of all sizes, it is perfectly suited as a primary residence, vacation escape, or income-producing property. In 2024, it brought in $132,419 in gross rental income, with 2025 projections at $120,681, showcasing its strong investment appeal. Just a short stroll to Shell Beach and minutes from Siesta Key Village and the world-renowned Siesta Key Beach, the home offers unmatched access to award-winning white sand, vibrant dining, and boutique shopping. A complete renovation in 2019 transformed the property with a new metal roof, hurricane-impact windows, patio and garage doors, upgraded AC systems, and an oversized resurfaced lap pool with all-new equipment, including a heat pump. Over 50 Areca palms frame the lush tropical landscaping, providing beauty and privacy while remaining easy to maintain. The outdoor living space rivals a private resort, featuring a sparkling pool, spacious patio, and tranquil surroundings ideal for lounging or entertaining. Inside, natural light fills the open floor plan, creating seamless flow to the outdoor areas and making it a true entertainer’s haven. Impeccably maintained and move-in ready, this Bay Isle residence offers a rare opportunity to enjoy the island lifestyle while benefiting from consistent rental income.

156 Siesta Drive, Sarasota

$595,000
2 Beds 2 Baths Island Reef SubDv. 34242 Zip Code
ENJOY THE BAY VIEWS FROM THIS UPDATED HOME! Kitchen with Granite countertop, Laundry in Residence, office space off foyer. Partially Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!

8779 Midnight Pass Road Unit 401H, Sarasota

$3,200,000
5 Beds 6 Baths Avondale SubDv. 34236 Zip Code
Ensconced in the heart of the highly esteemed West-of-Trail Avondale neighborhood, this stunning 5-bedroom, 4.5-bath, 4400 square foot residence seamlessly blends timeless charm with modern luxury. Situated on a rare 14,750 sq ft oversized lot, the original 1952 home was extensively renovated and thoughtfully expanded in 2022, more than doubling its original square footage—all on a single level. Step inside to discover an open-concept layout designed for both comfort and entertaining, featuring a state-of-the-art kitchen with custom cabinetry, high-end appliances, a spacious eating area, and an impressive full butler’s pantry. The kitchen flows effortlessly into the elegant dining room and the great room, all bathed in natural light and finished with premium materials throughout. The home offers a separate formal living room and a versatile bonus room overlooking the pool—ideal for a home office, library, or sunlit sitting room. The owner's suite features sliding glass doors to access the pool, transom windows that filter in natural light, two walk-in closets, and top of the line finishes in the spa-like bath. The guest wing offers an over-sized bedroom, perfect for a home gym or private in-law suite, and provides privacy and flexibility for guests or multigenerational living. Every detail has been meticulously curated, from designer finishes to thoughtful storage solutions. Outside, enjoy lush landscaping, generous green space, and the perfect setting for outdoor entertaining. The lap pool and spa offer privacy and access to indoor-outdoor living spaces. All of this is located in the highly sought after Southside Elementary School district, and within walking distance to downtown Sarasota and Southside Village, placing dining, shopping, and cultural attractions just steps from your door.

1838 Alta Vista Street, Sarasota

$344,900
4 Beds 2 Baths North Port SubDv. 34288 Zip Code
Inquire about our Builder Incentives available! Stunning Brand-New construction just completed on this 4-bedroom 2-bathroom home located in the thriving community of Northport! Standout features include waterproof and scratch resistant Luxury Vinyl Plank flooring throughout (NO CARPET), Samsung stainless-steel appliance suite plus washer and dryer, and New Caledonia Granite countertops throughout. The modern open floor plan is centered around the Great room with the Living, Dining and Kitchen all flowing together seamlessly. The Chef's Kitchen features entertaining island with sink/dishwasher, panty, and subway tile backsplash. The owner's retreat showcases His & Hers walk-in closets and en-suite bathroom with floor to ceiling tile shower complete with glass enclosure. Guest Bedroom are all generously sized and share a centrally located hallway guest bathroom. The fully covered back lanai is a perfect extension of the homes living space perfect for Summer cookouts or just unwinding with family and friends. With proximity to I75, shopping, and dining this is the perfect place to call home. No need to wait as this home is ready for immediate occupancy! Call today for your private showing.

4798 Jody Avenue, North Port

$5,685,000
5 Beds 7 Baths Hidden Harbor SubDv. 34242 Zip Code
Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living and architectural details that convey quiet luxury. Set on more than half an acre with 135 feet of water frontage, the residence opens with a stunning walnut-domed foyer, where soaring ceilings and floor-to-ceiling windows flood the space with light. Rich finishes—including Birdseye maple, tongue-and-groove cypress tray ceilings, and handcrafted millwork—are woven throughout the home, delivering a consistent sense of quality and character. The kitchen is a dream for chefs and entertainers alike, appointed with quartz countertops, a large center island, professional-grade appliances, a built-in espresso machine, and a walk-in butler’s pantry that seamlessly connects to formal and casual living areas. The owner’s suite is a private retreat, complete with a sitting room, dual walk-in closets, a spa-style bath with steam shower and a peaceful balcony overlooking the water. Each of the four guest suites offers its own en-suite bathroom and generous closet space, with three featuring walk-in closets and one boasting a built-in wall closet, ensuring privacy and comfort. Whether you need a quiet office, a vibrant game room or a cozy retreat, the bonus room, game room and loft offer the flexibility to suit your lifestyle. True to its coastal character, the home opens fully to expansive covered terraces designed for year-round enjoyment. Retractable screens, a wood-paneled ceiling, integrated fans, and ambient lighting create an outdoor living room atmosphere, complete with a fireplace and a full summer kitchen with built-in grill and bar seating. Beyond, the resort-style pool and raised spa are surrounded by tropical landscaping and natural stone decking, with multiple lounge areas designed for sun and shade. A custom fire pit anchors the space, offering a cozy, elegant setting for evening gatherings with water views. Water enthusiasts will appreciate the boat dock, built to accommodate a large vessel, complete with a boat lift. With quick access to the Intracoastal Waterway, the location is as functional as it is beautiful. Below, the expansive under-building garage offers room for more than 10 vehicles across five bays, plus a workshop, EV charging station and golf cart storage. A brand new whole-house generator was installed in June of 2025, creating peace of mind. Set on a quiet cul-de-sac just minutes from Sarasota’s best beaches, shopping, dining and cultural destinations, this rare offering is a seamless blend of timeless design, superior craftsmanship and the relaxed elegance of coastal Florida living.

5132 Jungle Plum Road, Sarasota

$1,250,000
2 Beds 2 Baths Lido Beach Club SubDv. 34236 Zip Code
Entertaining any and all offers...the highest ceilings in the building, 10 ft. unusual for a building built in the 70s! The benefits of owning a first-floor beachfront condo versus a beachfront home. Only one of two beach condos is like this at Lido Beach Club. Owned since 1975. Only two units in this complex are beachfront on the first floor. There are no lobby or elevator hassles for this unit, these two rest in a PRIVATE wing of the building. The Lido Beach Club condo building has never had any interior flooding. Located next to The Ritz-Carlton Beach Residences and neighboring the new Rosewood Residences (where prices start at 7million)! This first-floor private gulf-front two-bedroom, two-bath Beach home condo is where luxury meets coastal tranquility. This condo offers an unparalleled walkout to your lanai, blending the beach lifestyle with elegance, comfort, and breathtaking waterfront views. Fresh paint hues, high 10-foot ceilings in great rooms and bedrooms, and a massive mirrored wall accentuate the high-end finishes in turquoise, blues, greens, and beige, creating a coastal charm decor. Light dances through the large lanai and master bedroom sliders out to the lower pool deck and beach. From the pillow-tile kitchen backsplash and all-new GE Profile appliances, including a 5-burner cooktop and single oven, #102 is turnkey furnished; check out the inventory list with three newer televisions and a multitude of accessories! If you wish to use this property as a residence or an investment, it embodies a formula of coastal elegance. The Rental of this property has been solid through most of the fall and spring seasons. Henredon and Martha Stewart master bedroom furnishings, a scattering of Annie Selke throw rugs, luxe upholstery, two new full beds and chests in the guest room, and a newly remodeled guest bath captivate the decor. Expansive light-filled sliders in the Living and Master bedroom invite you to enjoy the heated Gulf-front pool with private beach access. Your sizable private porch features dining and two sunbathing chaises, perfect for unwinding, watching a spectacular sunset, or enjoying your morning coffee. LBC features a fitness room with a sauna to support a healthy, fit lifestyle, a community room with a full kitchen adjacent to the main lobby, and a beachfront grilling area. Lido Key Park is not far off, featuring bike trails and a kayaking area through mangroves. On the North side of the key, an Olympic-sized pool and the Lido Key Blue Pavilion complex are located. Next door to LBC is the Ritz-Carlton Beach Club with a beach bar, and it's a mere 1.2 miles to St. Armands Circle's restaurants, boutiques, and cultural events. Lido Beach Club has the Milestone report, on-site management, and secure entry to the building and the beach. This community is more than just a place to live; it's a place to thrive! Here, the beauty of the Gulf of America becomes an extension of your home, and every day is a celebration of effortless coastal luxury.

1212 Benjamin Franklin Drive Unit 102, Sarasota

$365,000
3 Beds 3 Baths Buckingham Meadows SubDv. 34293 Zip Code
Welcome to truly maintenance free living in this beautifully appointed patio home. This charming home offers the perfect combination of comfort, convenience and natural beauty. This spacious property boasts 3 bedrooms and 2.5 baths providing ample space for you and your loved ones to create lasting memories. Step outside and discover the gem of this home-the oversized lanai that overlooks the preserve. Birders will love the sights and sounds while relaxing in this private space. Hurricane shutters for all windows. The community offers two swimming pools and a small clubhouse for social gathering, exercise or just quiet enjoyment. The private country club offers an array of memberships from social, tennis or golf. Conveniently located just minutes from downtown Venice or Wellen Park and the Cool Today Park. A gem waiting to be discovered.

1647 Lancashire Drive Unit 1647, Venice

$420,000
2 Beds 2 Baths Chelmsford Close SubDv. 34235 Zip Code
This beautiful villa sits at the end of a dead-end street, a few steps from the community pool and has stunning lake and golf course views. As you enter the walkway you are greeted by a gated entry gaining access to the front loggia that is accented with pavers and leads to your private entrance. The grand foyer is large and is the perfect space to display your art or family heirlooms. The kitchen has been professionally updated with stunning finishes and features high-end appliances. There is an office or den off the kitchen through dual pocket tiffany doors. The guest bedroom is spacious and provides a view to the front lanai. The living room and dining room provide for gracious living and entertaining allowing expansive views of the golf course and lake. Golf views are also from the primary suite with its large bathroom and walk-in closet. This home features high ceilings throughout, extensive levels of crown moldings, elegant features and finishes and is perfect for year-round living or as a wonderful getaway home for seasonal or frequent visitors.

3416 W Chelmsford Court Unit 2, Sarasota

$575,000
3 Beds 2 Baths Englewood Isles SubDv. 34223 Zip Code
Reduced!!! This Florida Intracoastal Water Way / Gulf Access home is NOT in a flood zone and does NOT require flood insurance!! Just 30 minutes and no fixed bridges to the glorious Gulf--and NO flood insurance required. How sweet is that? Immediately move into this beautifully furnished home turnkey. There are upgraded windows, custom window and patio door treatments, upgraded Berber carpet in bedrooms and Florida room; plus wireless remote controlled multi-function ceiling fans and lights. Spend a leisurely morning in your lovely Florida room overlooking the water where manatees and dolphins play. Some of the best fishing and crabbing is right in your back yard. The interior was completely remodeled in 2018 and 2022 and though to 2025, and is open, light and bright. Thoughtful perks include a central vacuum with a set of hoses for the garage and a separate set for the house to make your life easier. The den could be used as a third bedroom, and the split plan allows maximum peace and privacy. The updated kitchen features stainless Granite counter tops, and the spacious waterfront Florida room is marvelous for entertaining. There is even a protected private marina just for residents. Fancy a picnic at the beach. North Beach is just 9 little minutes from home on land! Prefer waterfront dining? The area's best is minutes from your house. Dearborn Street with shops, dining, galleries, hot rods and the Best Farmer's Market in the county is less than 10 minutes away. Englewood Isles has been Englewood's best address for over half a century, with peaceful tree lined streets and generous lots. Why settle for an anonymous beige box on a postage stamp lot? Your new home in Englewood Isles awaits!

4 Windsor Drive, Englewood