Skip main navigation
For sale
  • Price cut: $25K (10/30)
    $499,888

    109 DOLLY STREET, PUNTA GORDA, FL 33950

    2beds
    1,127sqft
    : 
    $3,380/mo
    Get pre-qualified
    Single Family Residence
    Built in 1914
    3,520 Square Feet Lot
    $-- Zestimate®
    $444/sqft
    $-- HOA

    What's special

    Furnished interiorCozy bedroomsMetal roofUpdated bathsSun-filled roomsFlexible living spacesWood accents
    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.
    40 days
    359
    22

    Zillow last checked:

    Listing updated:

    Listed by:

    Ashley Harris 941-456-0020,

    REAL BROKER, LLC 855-450-0442

    Source: Stellar MLS,MLS#: C7531067MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Den/Library/Office, Florida Room, Great Room, Utility Room, Loft
      Primary bedroom
      • Features: Ceiling Fan(s), En Suite Bathroom, Built-in Closet
      • Level: Second
      • Area: 120 Square Feet
      • Dimensions: 10x12
      Bedroom 2
      • Features: En Suite Bathroom, Walk-In Closet(s)
      • Level: First
      • Area: 130 Square Feet
      • Dimensions: 10x13
      Bathroom 1
      • Features: Ceiling Fan(s), En Suite Bathroom, Garden Bath, Window/Skylight in Bath
      • Level: Second
      Bathroom 2
      • Features: Shower No Tub, Window/Skylight in Bath
      • Level: First
      Florida room
      • Level: First
      Kitchen
      • Features: Breakfast Bar, Kitchen Island, Pantry, Stone Counters
      • Level: First
      • Area: 200 Square Feet
      • Dimensions: 10x20
      Living room
      • Level: First
      • Area: 143 Square Feet
      • Dimensions: 11x13
      Utility room
      • Features: Water Closet/Priv Toilet
      • Level: First
      Heating
      • Central
      Cooling
      • Central Air, Ductless
      Appliances
      • Included: Dishwasher, Dryer, Microwave, Range, Refrigerator, Tankless Water Heater, Washer
      • Laundry: Electric Dryer Hookup, Inside, Laundry Room, Other, Washer Hookup
      Features
      • Ceiling Fan(s), Eating Space In Kitchen, PrimaryBedroom Upstairs, Solid Surface Counters, Stone Counters, Thermostat, Walk-In Closet(s)
      • Flooring: Laminate, Luxury Vinyl
      • Doors: Outdoor Shower
      • Windows: Hurricane Shutters, Shutters, Hurricane Shutters/Windows
      • Has fireplace: No
      • Furnished: Yes
      Interior area
      • Total structure area: 1,223
      • Total interior livable area: 1,127 sqft
      Video & virtual tour

      Property

      Parking
      • Parking features: Alley Access, Driveway, On Street
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Patio
      • Exterior features: Lighting, Outdoor Shower, Private Mailbox, Sidewalk
      • Has view: Yes
      • View description: Park/Greenbelt, Water, Bay/Harbor - Partial
      • Has water view: Yes
      • Water view: Water,Bay/Harbor - Partial
      • Body of water: CHARLOTTE HARBOR
      Lot
      • Size: 3,520 Square Feet
      • Features: Historic District, Landscaped, Near Marina, Sidewalk
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Parcel number: 412212228006
      • Zoning: NR-10
      • Special conditions: Short Sale

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Bungalow,Coastal,Historical
      • Property subtype: Single Family Residence
      Materials
      • HardiPlank Type, Wood Frame
      • Foundation: Crawlspace, Stem Wall
      • Roof: Metal
      Condition
      • Completed
      • New construction: No
      • Year built: 1914

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Available, Water Connected

      Community & HOA

      Community
      • Features: Golf Carts OK, Park, Playground, Sidewalks, Tennis Court(s)
      • Pet fee: $0 monthly
      • Subdivision: PUNTA GORDA
      HOA
      • Has HOA: No
      Location
      • Region: Punta Gorda

      Financial & listing details

      • Price per square foot: $444/sqft
      • Tax assessed value: $157,874
      • Annual tax amount: $1,614
      • Date on market: 9/24/2026
      • Cumulative days on market: 41 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Brick, Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        10/30/2026Price change$499,888-4.8%$444/sqft
        Source: Stellar MLS #C7531067 Report a problem
        9/30/2026Price change$524,888-4.4%$466/sqft
        Source: Stellar MLS #C7531067 Report a problem
        9/24/2026Listed for sale$548,925+12.3%$487/sqft
        Source: Stellar MLS #C7531067 Report a problem
        5/24/2023Sold$488,900+146.9%$434/sqft
        Source: Public Record Report a problem
        4/20/2015Sold$198,000-5.7%$176/sqft
        Source: Public Record Report a problem
        12/2/2014Listed for sale$210,000+5.5%$186/sqft
        Source: RE/MAX ANCHOR REALTY #C7205230 Report a problem
        2/28/2012Listing removed$199,000$177/sqft
        Source: ReMax Anchor Realty #C7025302 Report a problem
        6/23/2011Listed for sale$199,000$177/sqft
        Source: ReMax Anchor Realty #C7025302 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$1,682 -68.6%$101,210 -68.3%
        2024$5,350 +57%$319,447 +59.8%
        2023$3,406 +9.4%$199,905 +10%
        2022$3,115 +412.8%$181,732 +144.1%
        2021$607 +2.5%$74,456 +1.4%
        2020$593 -12.1%$73,428 +0.6%
        2019$674 +2.3%$73,014 -4.4%
        2018$659 $76,402 +3%
        2017$659 +1.3%$74,192 +3.4%
        2016$650 +13%$71,764 +40.6%
        2015$576 +30.9%$51,037 +0.8%
        2014$440 -0.1%$50,632 +3.2%
        2013$440 +3.8%$49,050 +3%
        2012$424 +10.4%$47,621
        2011$385 -16.5%$47,621 -10.3%
        2010$461 +7.9%$53,114 +2.7%
        2009$427 $51,718 -18.7%
        2007-- $63,650
        2006-- $63,650 +6.1%
        2005-- $59,996 +1.9%
        2004-- $58,877
        2003-- $58,877 +7.9%
        2002$494 -65.4%$54,552 -50.3%
        2001$1,428 $109,681
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 33950

        Getting around

        54 / 100
        Somewhat Walkable
        70 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Sallie Jones Elementary
        • Middle: Punta Gorda Middle
        • High: Charlotte High

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts