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Property for sale at 109 DOLLY STREET, PUNTA GORDA, FL, 33950
Property for sale at 109 DOLLY STREET, PUNTA GORDA, FL, 33950
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109 Dolly StreetPunta Gorda, FL, 33950

2beds
3baths
1,127sqft
Single Family Residence
Built in 1914
$499,888
For sale
$548,925−$49,037 (9%)
Short saleA sale for less than the amount owed, which may require lender approval.
Price per sqft
$444
Days on market
44
Listed
Sep 24
Last reduction
−$25,000
Oct 30, 2026
MLS #C7531067Updated Oct 31, 2026

About this property

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.

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Property details

Property type
Single Family Residence
Street address
109 Dolly Street
City
Punta Gorda
State
FL
ZIP code
33950
Year built
1914
New construction
No
Faces
Northeast
Rooms
8
Building stories
2
Living area
1,127 sqft
Total building area
1,223 sqft
Architectural style
Bungalow
Levels
Two

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at November 7, 2026 at 4:48 PM EST

Price & sale history

Asking price reduced by $49,037 (8.9%) since first listed.

EventPrice
Price reducedMLS #C7531067$499,888Change: −4.8%−$25,000
Price reducedMLS #C7531067$524,888Change: −4.4%−$24,037
Listed for saleMLS #C7531067$548,925
SoldMLS #C7205230$198,000
History may be incomplete.
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Property for sale at 109 DOLLY STREET, PUNTA GORDA, FL, 33950
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