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For sale
    • Price cut: $25K (7/23)
    $1,025,000

    1138 S PENNSYLVANIA AVENUE, WINTER PARK, FL 32789

    3beds
    2,434sqft
    : 
    $7,284/mo
    Get pre-qualified
    Townhouse
    Built in 2005
    4,893 Square Feet Lot
    $996,100 Zestimate®
    $421/sqft
    $500/mo HOA

    What's special

    Additional ensuite bedroomOverlooks the family roomCustom details throughoutBuilt-in dehumidifierAdditional side parking padFoyer with slate flooringCooking inspired kitchen
    Georgetown-style 'Brownstown' in the Heart of Winter Park, walking distance to Downtown, PLUS deeded Lake Access to Lake Virginia! This spacious property has 3 bedrooms, 3 full baths, 2434 sq ft, 10' ceilings custom details throughout and natural lighting. Foyer with slate flooring, enjoy the double-sided gas fireplace in the Living & Dining areas, beautiful wood floors, crown molding, plantation shutters, a butler bar with custom cabinetry & wine refrigerator. Cooking inspired Kitchen with a lengthy granite island and sitting bar overlooks the Family room. Upgraded stainless appliances, including gas cooktop with griddle, microwave/convection oven, hanging pot rack with lighting, and soft close cabinets with pullouts. French doors to the covered 'English Garden' courtyard with pavers & stainless grill for entertaining. Guest suite or home office with a custom closet and full bath overlooks brick street, Pennsylvania Ave. Large laundry room near the garage with granite countertops, cabinets & utility sink, plus washer & dryer. Upstairs is a spacious Primary bedroom with French doors to a private covered balcony; also, 2 large walk-in closets with closet systems, Jacuzzi tub, huge walk-in shower, dual vanities with granite countertops & more. An additional ensuite bedroom, more wood floors, plus a built-in dehumidifier. Attached 2-car, rear alley access garage, plus an additional side parking pad. Walk to Park Ave. for dining, shopping, WP Tennis Center, outdoor park & Rollins College. Neighborhood Lake Virginia access for paddleboard & kayak launching to the Winter Park Chain of Lakes. Top schools, Audubon K-8 seconds away, and WPHS. Updated TPO membrane roof w/ metal coping March 2026. HOA maintains: landscaping, irrigation, building maintenance & outdoor lighting. Won't last!
    52 days
    |
    1,346
    |
    58
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    George Stringer 407-222-7047,

    COLDWELL BANKER REALTY 407-647-1211

    Source: Stellar MLS,MLS#: O6420090MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      Rooms
      • Room types: Family Room, Dining Room, Living Room, Utility Room
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: Second
      • Area: 252 Square Feet
      • Dimensions: 14x18
      Bedroom 2
      • Features: Other, Built-in Closet
      • Level: Second
      • Area: 210 Square Feet
      • Dimensions: 15x14
      Bedroom 3
      • Features: Walk-In Closet(s)
      • Level: First
      Primary bathroom
      • Features: Other
      • Level: Second
      • Area: 196 Square Feet
      • Dimensions: 14x14
      Dining room
      • Features: Other
      • Level: First
      • Area: 208 Square Feet
      • Dimensions: 13x16
      Foyer
      • Level: First
      • Area: 70 Square Feet
      • Dimensions: 7x10
      Kitchen
      • Level: First
      Living room
      • Features: Other
      • Level: First
      • Area: 252 Square Feet
      • Dimensions: 14x18
      Heating
      • Central, Natural Gas, Zoned
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Bar Fridge, Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Ice Maker, Microwave, Range Hood, Refrigerator, Washer, Wine Refrigerator
      • Laundry: Inside, Laundry Room
      Features
      • Built-in Features, Ceiling Fan(s), Crown Molding, High Ceilings, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-In Closet(s)
      • Flooring: Ceramic Tile, Travertine, Hardwood
      • Doors: French Doors, Outdoor Grill
      • Windows: Skylight(s)
      • Has fireplace: Yes
      • Fireplace features: Gas, Living Room, Other Room
      Interior area
      • Total structure area: 3,147
      • Total interior livable area: 2,434 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Alley Access, Driveway, Garage Door Opener, Garage Faces Rear, Off Street, Oversized, Parking Pad
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 20x20
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Front Porch, Porch, Side Porch
      • Exterior features: Balcony, Courtyard, Garden, Irrigation System, Lighting, Outdoor Grill, Rain Gutters, Sidewalk, Storage
      • Fencing: Fenced,Masonry,Other
      • Waterfront features: Lake, Lake Privileges, Fishing Pier, Skiing Allowed
      • Body of water: LAKE VIRGINIA
      Lot
      • Size: 4,893 Square Feet
      • Features: City Lot, Landscaped, Near Public Transit, Sidewalk
      • Residential vegetation: Trees/Landscaped
      Details
      • Parcel number: 072230891002040
      • Zoning: R-2
      • Special conditions: None

      Construction

      Type & style
      • Home type: Townhouse
      • Architectural style: Traditional
      • Property subtype: Townhouse
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Membrane,Metal
      Condition
      • Completed
      • New construction: No
      • Year built: 2005

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Electricity Connected, Natural Gas Available, Natural Gas Connected, Public, Sewer Connected, Sprinkler Well, Street Lights, Underground Utilities, Water Connected

      Community & HOA

      Community
      • Features: Fishing, Lake, Water Access, Buyer Approval Required, Community Mailbox, Deed Restrictions, Park, Sidewalks, Special Community Restrictions
      • Security: Security System, Security System Owned, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: VIRGINIA HEIGHTS REP
      HOA
      • Has HOA: Yes
      • Services included: Reserve Fund, Maintenance Structure, Maintenance Grounds, Maintenance Repairs
      • HOA fee: $500 monthly
      • HOA name: 1100 Pennsylavania HOA
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $421/sqft
      • Tax assessed value: $800,794
      • Annual tax amount: $10,212
      • Date on market: 6/26/2026
      • Cumulative days on market: 53 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Brick

        Estimated market value

        $996,100

        $946,000 - $1.05M

        $3,651/mo

        Price history

        DateEventPrice
        7/23/2026Price change$1,025,000-2.4%$421/sqft
        Source: Stellar MLS #O6420090 Report a problem
        6/26/2026Listed for sale$1,050,000+46.9%$431/sqft
        Source: Stellar MLS #O6420090 Report a problem
        2/17/2017Sold$715,000-4.7%$294/sqft
        Source: Public Record Report a problem
        1/5/2017Listed for sale$750,000$308/sqft
        Source: FANNIE HILLMAN & ASSOCIATES #O5483857 Report a problem
        12/5/2016Listing removed$750,000$308/sqft
        Source: FANNIE HILLMAN & ASSOCIATES #O5457613 Report a problem
        10/24/2016Price change$750,000-3.2%$308/sqft
        Source: FANNIE HILLMAN & ASSOCIATES #O5457613 Report a problem
        10/3/2016Price change$774,400-3.1%$318/sqft
        Source: FANNIE HILLMAN & ASSOCIATES #O5457613 Report a problem
        8/29/2016Price change$799,000-3.2%$328/sqft
        Source: FANNIE HILLMAN & ASSOCIATES #O5457613 Report a problem
        8/4/2016Listed for sale$825,000+87.5%$339/sqft
        Source: FANNIE HILLMAN & ASSOCIATES #O5457613 Report a problem
        8/24/2011Sold$440,000-11.8%$181/sqft
        Source: Public Record Report a problem
        4/29/2011Listing removed$499,000$205/sqft
        Source: Kelly Price & Company #O5031301 Report a problem
        3/2/2011Listed for sale$499,000-40.2%$205/sqft
        Source: Kelly Price & Company #O5031301 Report a problem
        8/8/2007Sold$835,000$343/sqft
        Source: Public Record Report a problem
        5/7/2007Sold$835,000+4.5%$343/sqft
        Source: Stellar MLS #O4740013 Report a problem
        11/7/2005Sold$799,000$328/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$9,909 +3.6%$669,351 +3%
        2023$9,562 +4.6%$649,855 +3%
        2022$9,138 +1.1%$630,927 +3%
        2021$9,041 -0.2%$612,550 +1.4%
        2020$9,060 +0.7%$604,093 +2.3%
        2019$8,996 +0.5%$590,511 +1.9%
        2018$8,949 $579,500 +2.6%
        2017$8,949 -5.6%$565,049 +2.1%
        2016$9,483 +60.3%$553,360 +6.9%
        2015$5,915 -3.2%$517,733 +17.2%
        2014$6,108 +2.2%$441,927 +16.6%
        2013$5,976 -1.6%$379,026 -0.7%
        2012$6,073 -13.1%$381,832 -3.2%
        2011$6,992 -5.1%$394,426 -15.6%
        2010$7,364 $467,208 -26.4%
        2009-- $635,131 -7.6%
        2008$10,629 +8.7%$687,728 -6.4%
        2007$9,775 -11.3%$734,576 +14.5%
        2006$11,025 +75.5%$641,441 +88.7%
        2005$6,282 +60.3%$340,000 +58.4%
        2004$3,918 -8%$214,604 -11.1%
        2003$4,258 +19.9%$241,268 +19.8%
        2002$3,551 $201,325
        Find assessor info on the county website

        Monthly payment

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        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.
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        Climate risks

        Neighborhood: 32789

        Getting around

        78 / 100
        Very Walkable
        36 / 100
        Some Transit
        76 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Audubon Park K8
        • Middle: Audubon Park K-8
        • High: Winter Park High

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

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