109 Dolly Street, Punta Gorda, FL 33950
For Sale $499,888
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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.
Ceiling Fans(s)
Eat-in Kitchen
Primary Bedroom Upstairs
Solid Surface Counters
Stone Counters
Thermostat
Walk-In Closet(s)
Taxes: $1,614.68
Tax Year: 2025
Hurricane Shutters
Lighting
Outdoor Shower
Private Mailbox
Shade Shutter(s)
Sidewalk
Dishwasher
Dryer
Microwave
Range
Refrigerator
Tankless Water Heater
Washer
Park/Greenbelt
Water
Elementary School: Sallie Jones Elementary
Middle School: Punta Gorda Middle
Junior High: Punta Gorda Middle
High School: Charlotte High
Building Description: Bungalow, Coastal, Historic
MLS Area: 33950 - Punta Gorda
Total Square Footage: 1,223
Price per Square Feet: $443.56
Total Floors: 2
Water: Public
Construction: Hardi Plank Type, Frame
Date Listed: 2026-09-24 00:00:00
Furnished: Furnished
Windows: Blinds, Shutters
Parking: Alley Access, Driveway, On Street
Flooring: Laminate, Luxury Vinyl
Roof: Metal
Heating: Central
Cooling: Central Air, Mini-Split Unit(S)
Laundry: Electric Dryer Hookup, Inside, Laundry Room, Other, Washer Hookup
Sewer: Public Sewer
Lot Desc.: Historic District, Landscaped, Near Marina, Sidewalk, Street Brick, Paved
Parcel ID: 412212228006
Listing Courtesy Of: Real Broker, Llc
ashley@ohanahomesteam.com
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.
Property Details
Price: $499,888
Sq Ft: 1,127
($444 per
sqft)
Bedrooms: 2
Bathrooms: 2
Partial Baths: 1
City: Punta Gorda
County: Charlotte
Type: Single Family
Development: Punta Gorda
Acres: 0.0800
Virtual Tour/Floorplan: View
Year Built: 1914
Listing Number: C7531067
Status Code: A-Active
Taxes: $1,614.68
Tax Year: 2025
Garage:
Furnishings: Furnished
Interior Features:
Ceiling Fans(s)
Eat-in Kitchen
Primary Bedroom Upstairs
Solid Surface Counters
Stone Counters
Thermostat
Walk-In Closet(s)
Financial Information:
Taxes: $1,614.68
Tax Year: 2025
Exterior Features:
Hurricane Shutters
Lighting
Outdoor Shower
Private Mailbox
Shade Shutter(s)
Sidewalk
Equipment:
Dishwasher
Dryer
Microwave
Range
Refrigerator
Tankless Water Heater
Washer
View:
Park/Greenbelt
Water
School Information:
Elementary School: Sallie Jones Elementary
Middle School: Punta Gorda Middle
Junior High: Punta Gorda Middle
High School: Charlotte High
Additional Information:
Building Description: Bungalow, Coastal, Historic
MLS Area: 33950 - Punta Gorda
Total Square Footage: 1,223
Price per Square Feet: $443.56
Total Floors: 2
Water: Public
Construction: Hardi Plank Type, Frame
Date Listed: 2026-09-24 00:00:00
Furnished: Furnished
Windows: Blinds, Shutters
Parking: Alley Access, Driveway, On Street
Flooring: Laminate, Luxury Vinyl
Roof: Metal
Heating: Central
Cooling: Central Air, Mini-Split Unit(S)
Laundry: Electric Dryer Hookup, Inside, Laundry Room, Other, Washer Hookup
Sewer: Public Sewer
Lot Desc.: Historic District, Landscaped, Near Marina, Sidewalk, Street Brick, Paved
Parcel ID: 412212228006
Map of 109 Dolly Street, Punta Gorda, FL 33950
Listing Courtesy Of: Real Broker, Llc
ashley@ohanahomesteam.com