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$524,888

Short Sale. Short Sale. Well hello, sugar! Let me introduce you to a little lady who knows how to make an entrance. Legends never go out of style, and this 1914 Florida Cracker bungalow is living proof. She is 112 years young, dressed in white with a turquoise front door and sitting pretty on a rare brick-paved street in historic Punta Gorda. Her name is Ohana Oasis, but around here, we simply say Dolly’s still got it. Pour yourself a cup of ambition in a reimagined kitchen with quartz countertops, white shaker cabinetry, brand-new matching stainless steel appliances and storage for every rhinestone, recipe and secret ingredient. Beadboard ceilings, wood accents and sun-filled rooms preserve her character while thoughtful updates bring modern comfort. A bright office and reading nook is ready for dreaming or starting your own Imagination Library. Cozy bedrooms, updated baths and flexible living spaces make this sweetheart as functional as she is charming. From the primary suite, wake up, roll over and watch the boats through your window on Charlotte Harbor. That view makes it awfully hard to get out of bed, even when you are working 9 to 5. She's adorned with a metal roof and has been lovingly restored with updates to the electrical system, windows, insulation, subfloor, drywall, flooring, doors, trim and paint. A brand-new HVAC system, new upstairs mini-split, whole-house tankless water heater, matching washer and dryer and new kitchen appliances make her ready for the next chapter. She is also participating in the Elevate Florida program, should her next owner want to give this little lady a lift. Now, honey, wait until you see the backyard. Behind this bungalow is a private tropical world of mature palms, lush landscaping, low-maintenance shell grounds, shaded patios and quiet corners made for hammocks, champagne and Florida sunshine. There is even a surfboard outdoor shower because life is too short for an ordinary one. A rare alley-access driveway provides off-street parking, while the expansive backyard is perfect for grilling, gathering and entertaining beneath the palms. It is so magical, you could even host a wedding here. In fact, one very special couple already did. And the location? That is where this little lady really belts it out. In about 30 seconds, you can be standing along Charlotte Harbor at Gilchrist Park. Fish from the seawall, play basketball, pickleball or tennis, enjoy the playground or relax beneath the waterfront gazebo. Follow the 2.5-mile Harborwalk to Fishermen’s Village for marina views, dining, boutiques and entertainment. Downtown Punta Gorda’s restaurants, shops, events and historic charm are also just minutes away on foot. For the past several years, this sweetheart has welcomed guests as a highly successful Airbnb. Her established short-term rental history, furnished interior and walkable waterfront location offer an exciting opportunity for someone seeking a distinctive Punta Gorda investment. Best of all, she comes furnished. Just bring your toothbrush, your biggest dreams and perhaps a rhinestone or two. Whether you are looking for a full-time sweetheart, Florida getaway or investment with personality as big as Tennessee, this darling on Dolly Street is ready for her next chapter. Here you come again, and this time, honey, you may never want to leave.

2 Beds ⋅ 3 Baths ⋅ Punta Gorda SubDv. ⋅ 33950 Zip Code

109 Dolly Street, Punta Gorda

$750,000

Virtually Staged. As the sun settles over Charlotte Harbor and the palms begin to sway, the front porch becomes your favorite seat in the house. Just one property from Gilchrist Park in the heart of Punta Gorda's Historic District, this beautifully restored 1920's residence invites you to slow down and savor a lifestyle where evening strolls along the waterfront, dolphins playing offshore, live music downtown, and unforgettable Florida sunsets become part of your everyday routine. Thoughtfully restored while honoring its historic character, this exceptional home offers nearly 2,758 square feet of living space on a rare double lot, creating opportunities seldom found within the Historic District. A classic brick driveway, mature palms, and one of Punta Gorda's charming brick streets complete the timeless curb appeal. Inside, original refinished wood floors carry the story of the home from room to room, blending beautifully with carefully selected modern updates that make daily living effortless. Sunlight pours through oversized windows, filling the formal living and dining rooms with warmth before opening into a spacious family room where French doors invite the outdoors in. The renovated kitchen offers generous cabinet storage and overlooks the main living area, making it easy to stay connected whether entertaining guests or enjoying a quiet evening at home. The thoughtfully designed floor plan includes three bedrooms and two full baths on the main level, providing comfortable everyday living, while the upstairs bonus room with its own full bath creates an ideal space for guests, a media room, home office, studio, or private retreat. A screened porch with rich wood plank ceilings offers another inviting place to unwind as coastal breezes drift through the property. While the home's character reflects another era, its essential systems have been updated for today's lifestyle, including a 2025 restoration by Wetherington, two 2025 A/C units, updated plumbing and electrical, and assumable flood insurance offering the confidence today's buyers appreciate without sacrificing historic charm. Life here extends well beyond the property. Walk or bike just moments to Gilchrist Park, Charlotte Harbor, Fishermen's Village, marinas, waterfront paths, pickleball and tennis courts, locally owned restaurants, boutique shopping, weekly farmers markets, festivals, and the vibrant downtown Punta Gorda waterfront. Whether searching for a full-time residence, seasonal escape, luxury vacation rental, or an investment in one of Southwest Florida's most treasured historic neighborhoods, this home offers an opportunity that is increasingly difficult to replicate. More than a beautiful home, this is a chance to own a piece of Punta Gorda's past while embracing everything that makes its future so special.

3 Beds ⋅ 3 Baths ⋅ Punta Gorda SubDv. ⋅ 33950 Zip Code

115 Gill Street, Punta Gorda