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35624 Cypress Court, Leesburg
$630,000
3 Beds ⋅ 2 Baths ⋅ Pine Island Shores SubDv. ⋅ 34788 Zip Code
From the moment you turn onto the quiet cul-de-sac of Cypress Court and the canopy of ancient cypress trees parts to reveal shimmering lake views, you can feel that this isn’t just a home—it’s the beginning of a Florida story many dream about but few actually get to live. Now priced $100,000 lower than before, this waterfront retreat on the Harris Chain of Lakes invites the next owner to shape its future, bringing new life to a place that has been loved for decades. The home still reflects the style of the era it was built in, waiting for your updates and imagination, but the setting… the setting is nothing short of extraordinary. With 100 feet of reinforced shoreline, your own private boat ramp, a covered dock with electric hoist, and a screened heated pool perched right above the water, every sunrise feels like a front-row seat to the best of lakefront living. A new roof (2024), hurricane windows, new HVAC, new septic, tile floors, spacious bedrooms, updated bathrooms, and lush mature landscaping mean the fundamentals are solid—giving you a canvas to create the lake home you’ve always envisioned. Step onto your dock at dawn and you can glide directly into the legendary Dora Canal, where ancient trees lean overhead and wildlife stirs along the shoreline; the very waterway where scenes from The Africa n Queen were filmed. From here, adventure awaits in every direction. Drift into Tavares, America’s Seaplane City, where the buzz of engines overhead mixes with live music from waterfront bars and restaurants that come alive at sunset. Cruise farther to Mount Dora, a town that feels like it was lifted from a postcard—especially now, during Christmas, when millions of twinkling lights transform every street, every rooftop, every tree into a glowing holiday village. Stroll past boutique shops, sip hot cocoa while the town square sparkles, enjoy dinner at The Goblin Market or Pisces Rising, or wander the historic halls of the Lakeside Inn, where stories of Al Capone and whispered hauntings add a hint of mystery to the charm. And just beyond lies Eustis, a laid-back lakeside town with its own waterfront restaurants, hometown festivals, walkable shops, and a welcoming community spirit that makes even a quick stop feel like a visit with old friends. For those who love a touch of country life with their waterfront lifestyle, Amber Brooke Farms offers sunflower fields, seasonal festivals, holiday events, U-pick experiences, handmade treats, and that nostalgic family-farm feeling that’s getting harder to find. And when blueberry season arrives, Kings Grove becomes a local favorite—rows of fresh berries, warm sunshine, and the simple joy of picking your own produce just minutes away. Life on the Harris Chain is a rhythm—slow mornings on the water, afternoons exploring charming towns, evenings spent watching the lake turn to glass as the sky fades pink and gold. And this home, now attractively positioned for offers, is ready for someone to continue its story. Whether you’re seeking a weekend escape, a full-time lakeside lifestyle, or a renovation opportunity with unlimited upside, this property offers not just a home, but a life deeply connected to nature, history, community, and the magic of Central Florida’s most beloved waterfront towns. Private showings available by appointment.

35624 Cypress Court, Leesburg

2391 Date Street, St James City
$569,000
3 Beds ⋅ 2 Baths ⋅ Pine Island Shores SubDv. ⋅ 33956 Zip Code
STUNNING WATERFRONT RETREAT! This 3 Bedroom, 2 Bathroom, 2 Car Garage POOL HOME offers 50 feet of water frontage and is just minutes to open water — all perfectly situated on an oversized corner lot in desirable St. James City. CLICK VIRTUAL TOUR LINK 1 for the property video and VIRTUAL TOUR LINK 2 for the interactive 3D walkthrough. Step inside to a bright, open floor plan with tile flooring in the main living areas, recessed lighting, and panoramic water views that immediately set the tone for relaxed coastal living. The living and dining areas flow seamlessly to a large glass slider overlooking the canal — the perfect backdrop for entertaining friends and family. The chef’s kitchen boasts stainless steel appliances including a double oven and new dishwasher, Cambria Quartz countertops, tiled backsplash, a cabinet pantry, and soft-close cabinetry with pullouts for effortless storage. Enjoy casual meals in the waterside dinette framed by oversized windows. The spacious primary suite features serene water views, direct lanai access, a walk-in closet, and a private bath with dual sinks and a walk-in shower. Two guest bedrooms on a split floor plan offer comfort and privacy with built-in closets and a nearby guest bath. Extend your living space outdoors! The expansive screened lanai wraps around the side of the home, opening to your sparkling pool and oversized pool deck — the ultimate oasis for lounging, entertaining, and soaking in the Florida sunshine. A private dock with a 10,000lb boat lift makes it easy to launch into endless boating and fishing adventures. UPDATES & FEATURES: 2023 Roof | 2020 HVAC | 2023 Water Heater | 2025 Pool Pump | 2023 Pool Cage | Home wired for generator | Extra-high garage ceilings ideal for raised storage or a car lift. Nestled in the heart of St. James City, this home offers the perfect blend of small-town charm and vibrant boating lifestyle. Explore local seafood restaurants, boutique shops, and water-based activities right at your doorstep — or set out to discover Pine Island, Sanibel, and Captiva’s world-famous beaches. Don’t miss this opportunity to own your slice of paradise — schedule your private showing TODAY!

2391 Date Street, St James City

2368 Date Street, St James City
$445,000
2 Beds ⋅ 2 Baths ⋅ Pine Island Shores SubDv. ⋅ 33956 Zip Code
Nestled in the picturesque city of St. James, this enchanting canal-front property invites you to a life where every day feels like a vacation. Imagine stepping out onto your spacious waterfront patio, where canal views unfold before you, offering a daily display of dolphins and manatees feeding in their natural habitat. The beautifully mature landscaping complements a maintenance-free shell yard, accentuating the allure of outdoor living. For the maritime enthusiast, a 13,000 lb boat lift with a captain's walk dock promises swift access to the Gulf and surrounding Bays of Pine Island renowned for its unparalleled fishing and boating. Indoors, discover a sanctuary of comfort with a brand-new HVAC system, Custom Wood kitchen cabinets, large walk-in closets, beautiful rock master bath shower and personal touches throughout the home. All this and a metal roof provides for ready for occupancy space all wrapped in charming coastal decor for island living. The air-conditioned workshop and storage provide space for hobbies and projects, ensuring functionality meets style. Just minutes from shopping, dining, and entertainment venues, this property perfectly balances tranquility and convenience, creating the ultimate waterfront lifestyle, Great for Entertaining !! This property will not last long with this kind of easy boating access and charming island style. Located on the Paradise Canal in St. James City!! What is better than that?

2368 Date Street, St James City

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