109 DOLLY STREET, Punta Gorda, FL 33950

• 2 beds |
• 3 baths |
• 1,127 sqft

Property Description

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.

Listing Status:

Active

Date Added:

September 24, 2026

Data Last Updated:

September 29, 2026 at 7:21AM

Listing Office:

REAL BROKER, LLC : 855-450-0442

Listing Agent:

Ashley Harris : 941-456-0020

Contact:

855-450-0442

MLS ID:

C7531067

Interior

• General: Ceiling Fans(s)Eat-in KitchenPrimaryBedroom UpstairsSolid Surface CountersStone CountersThermostatWalk-In Closet(s)
• Rooms: Den/Library/OfficeFlorida RoomGreat RoomInside UtilityLoft
• Appliances: DishwasherDryerMicrowaveRangeRefrigeratorTankless Water HeaterWasher
• Laundry: Electric Dryer HookupInsideLaundry RoomOtherWasher Hookup
• Flooring: LaminateLuxury Vinyl
• A/C: Central AirMini-Split Unit(s)
• Heating: Central

Exterior

• General: Hurricane ShuttersLightingOutdoor ShowerPrivate MailboxShade Shutter(s)Sidewalk
• Style: BungalowCoastalHistoric
• Other Structures: Patio
• Parking: Alley AccessDrivewayOn Street

Construction

• Roofing: Metal
• Windows: BlindsShutters
• General: HardiPlank TypeFrameTwoCrawlspaceStem Wall

Location

• Road/Access: Brick
• Originating MLS: Stellar MLS
• County: Charlotte

Lot

• Zoning: NR-10PUG 000 0011 0021 PUNTA GORDA BLK 11 LT 21 404/602 662/73 1781/274 2928/570412212228006
• View: Park/GreenbeltWater

Utilities

• Utilities: BB/HS Internet AvailableCable AvailableElectricity AvailableElectricity ConnectedPhone AvailablePublicSewer ConnectedWater AvailableWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple