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109 Dolly Street, Punta Gorda
$524,888
2 Beds ⋅ 3 Baths ⋅ Punta Gorda SubDv. ⋅ 33950 Zip Code
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.

109 Dolly Street, Punta Gorda

502 W Marion Avenue, Punta Gorda
$485,000
3 Beds ⋅ 3 Baths ⋅ Punta Gorda SubDv. ⋅ 33950 Zip Code
A 1914 PUNTA GORDA TREASURE! Steeped in history and brimming with character, this iconic historic home is a rare opportunity to own one of Punta Gorda’s most recognizable residences. The expansive wrap-around porch welcomes you with charming views of the historic brick Church and its beautiful stained-glass windows. Inside, timeless details including wood floors and beadboard walls celebrate the home’s historic craftsmanship, while impact-rated doors and windows add modern peace of mind. The home offers two primary suites, 2.5 baths, and a finished third-floor attic providing versatile space for a studio, office, guest retreat, or creative escape. Sunporch has been thoughtfully converted into a spacious Laundry room surrounded by windows, creating a bright inviting space filled with natural light. Theres plenty of Family space with a large Parlor in the Front leading to wrap around porch and Family room in the back with a half bath leading to back lanai. The rear of the home is where the magic continues, with a covered screened lanai with a partial view Charlotte Harbor, offering spectacular sunset views. Relax in the hot tub as the sun sets over the water, or gather with friends and enjoy the peaceful coastal setting. A stone-paved courtyard and charming rock gardens add to the home’s unique outdoor appeal. Enjoy peace of mind with new AC units, tankless H20 tank and appliances. Located just 4 blocks from historic downtown Punta Gorda and a short walk to Fishermen’s Village, you’ll enjoy easy access to waterfront dining, shopping, entertainment, boating, the vibrant downtown lifestyle and that Old Florida Charm! Historic charm. Iconic character. Harbor sunsets. A home with a story to tell. The legendary Halloween House is ready for its next chapter.

502 W Marion Avenue, Punta Gorda

115 Gill Street, Punta Gorda
$750,000
3 Beds ⋅ 3 Baths ⋅ Punta Gorda SubDv. ⋅ 33950 Zip Code
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.

115 Gill Street, Punta Gorda

806 E Marion Avenue, Punta Gorda
$700,000
Punta Gorda SubDv. ⋅ 33950 Zip Code
Absolutely AMAZING almost 1/2 ACRE COMMERCIAL or RESIDENTIAL REAL ESTATE opportunity available NOW! This PRIME nearly half acre site boasts unbeatable visibility, perfectly perched overlooking bustling Highway 17 in the heart of Punta Gorda right at the NE corner of Adrienne & Marion Streets. Situated on a key main thoroughfare leading directly into the city center, with super convenient access to US 41 and I 75! Imagine being located DIRECTLY ACROSS the newly acquired Charlotte Regional Medical Center by ADVENT HEALTH! ZONED NEIGHBORHOOD CENTER DISTRICT perfect for small commercial building, Professional Offices, Restaurants, Medical Offices, Bed & Breakfast, Single Family Homes, Multifamily, Indoor Theaters and more! Bring your creativity by BUILDING MULTI-STORY and capture BREATHTAKING PANORAMIC WATER views of Charlotte Harbor including STUNNING SUNSETS, and the city’s dazzling skyline from just a few floors above. Step outside and your right on PUBLIC WALKING/BIKING TRAILS, charming boardwalks, and HARBORFRONT PIERS at Trabue Park just behind the property, along the serene Peace River. This spot sees major traffic, with busier intersections near I 75 and downtown Punta Gorda experiencing over 40,000 VEHICLES daily ensuring your business won’t go unnoticed! This outstanding property is a true gem and perfect for a medical building, upscale restaurant, office condos, or even a dynamic mix of uses. HOLD FOR FUTURE DEVELOPMENT USE AS MANY LOTS AROUND ARE OWNED BY THE CITY OF PUNTA GORDA! Don’t miss out on this once in a lifetime chance to own a premier piece of Punta Gorda commercial real estate! CALL TODAY TO MAKE THIS YOUR DREAM COME TRUE!

806 E Marion Avenue, Punta Gorda

1352 Monterey Court, Punta Gorda
$27,000
Punta Gorda SubDv. ⋅ 33983 Zip Code
A rare opportunity to claim your very own slice of paradise along the scenic Peace River! This oversized waterfront lot offers 81 feet of direct saltwater frontage and unrestricted Gulf access, making it the perfect canvas for your dream coastal retreat. Whether you envision a contemporary waterfront estate or a classic Florida-style sanctuary, this property provides the ideal setting with breathtaking water views, serene privacy, and year-round boating right from your backyard. Nestled on a peaceful cul-de-sac in Punta Gorda’s highly desirable community, this exceptional homesite sits directly on the Peace River, known for its calm waters, diverse wildlife, and spectacular sunsets. Enjoy tranquil mornings watching dolphins and manatees glide by or embark on afternoon adventures that lead you straight to the Gulf of Mexico. Located just minutes from Fishermen’s Village, Laishley Park & Marina, and the charming boutiques and restaurants of historic downtown Punta Gorda, this location perfectly balances luxury and leisure. Nearby, you’ll find world-class golf courses, pristine beaches, and abundant outdoor recreation—from kayaking and fishing to waterfront dining and cultural events. Opportunities like this are exceedingly rare—secure your piece of waterfront paradise today and build the home you’ve always imagined along one of Southwest Florida’s most sought-after waterways.

1352 Monterey Court, Punta Gorda