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Sold for $735,000
  • $735,000

    738 S PENNSYLVANIA AVENUE, WINTER PARK, FL 32789

    3beds
    1,739sqft
    Single Family Residence
    Built in 1925
    9,525 Square Feet Lot
    $734,200 Zestimate®
    $423/sqft
    $3,731 Estimated rent

    Home value

    $734,200

    $697,000 - $771,000

    $3,731/mo

    Zestimate® history
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    What's special

    Authentic characterWalk-in closet
    Experience the pinnacle of the Winter Park lifestyle in this enchanting historic cottage, offering an unbeatable, highly walkable location just a 2-minute stroll from the pristine campus of Rollins College, a 4-minute walk to the neighborhood coffee shop, and approximately 11 minutes on foot to the boutique shops, world-class dining, and scenic shores of the Winter Park Chain of Lakes along Park Avenue. Families will secure unparalleled long-term educational value with zoning for highly rated schools including Audubon Park K-8 and Winter Park High School. Stepping inside, the home's authentic character is immediately felt, anchored by beautiful real heart of pine wood flooring that flows seamlessly throughout the entire 1,739-square-foot livable layout. The private primary suite serves as a true retreat, complete with a walk-in closet and a sunlit office/flex space ideal for a remote work setup. The home also features an indoor wood-burning fire pit, adding warmth and character to the living space. Natural gas is available on-site, adding efficiency and flexibility for future upgrades, and the home benefits from a new roof installed in 2023. Situated on a rare, sweeping 9,525-square-foot lot that holds substantial land value on its own, the property offers a massive backyard oasis with ample space for a future pool and endless possibilities for outdoor living. A detached garage provides valuable storage and presents excellent potential for conversion into an accessory dwelling unit (ADU), guest house, home office, or income-producing space, subject to buyer verification and local regulations. Adding even more flexibility, an incredible attic space/storage within the home offers the opportunity to create a unique bonus room, studio, office, or creative retreat. Whether you're seeking a charming historic residence, a highly walkable lifestyle, or a property with exceptional long-term upside, this rare Winter Park offering combines character, location, land value, and future potential in a way that is increasingly difficult to find.

    Zillow last checked:

    Listing updated:

    Listed by:

    Justin Jodha 689-250-8606,

    COMPASS FLORIDA LLC 407-203-9441

    Bought with:

    Beth Hobart, 3140177

    MAINFRAME REAL ESTATE

    Source: Stellar MLS,MLS#: S5151458MLS LogoOriginating MLS: Osceola

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Rooms
    • Room types: Attic, Bonus Room
    Primary bedroom
    • Features: Walk-In Closet(s)
    • Level: First
    • Area: 192 Square Feet
    • Dimensions: 12x16
    Dining room
    • Features: No Closet
    • Level: First
    • Area: 50 Square Feet
    • Dimensions: 10x5
    Kitchen
    • Level: First
    • Area: 144 Square Feet
    • Dimensions: 12x12
    Living room
    • Features: Linen Closet
    • Level: First
    • Area: 280 Square Feet
    • Dimensions: 14x20
    Heating
    • Natural Gas
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Gas Water Heater, Range, Refrigerator
    • Laundry: Inside
    Features
    • Ceiling Fan(s), Walk-In Closet(s)
    • Flooring: Hardwood
    • Has fireplace: Yes
    • Fireplace features: Wood Burning
    Interior area
    • Total structure area: 2,099
    • Total interior livable area: 1,739 sqft

    Property

    Parking
    • Total spaces: 1
    • Parking features: Garage
    • Garage spaces: 1
    Features
    • Levels: One
    • Stories: 1
    • Patio & porch: Enclosed, Front Porch
    • Exterior features: Irrigation System
    Lot
    • Size: 9,525 Square Feet
    • Features: Historic District
    Details
    • Parcel number: 052230940096070
    • Zoning: R-2
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cottage,Historical
    • Property subtype: Single Family Residence
    Materials
    • Vinyl Siding, Wood Frame
    • Foundation: Crawlspace
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 1925

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: None
    • Utilities for property: Cable Available, Electricity Available, Natural Gas Available, Sewer Available, Water Available

    Community & HOA

    Community
    • Pet fee: $0 monthly
    • Subdivision: WINTER PARK
    HOA
    • Has HOA: No
    Location
    • Region: Winter Park

    Financial & listing details

    • Price per square foot: $423/sqft
    • Tax assessed value: $545,865
    • Annual tax amount: $2,730
    • Date on market: 6/8/2026
    • Cumulative days on market: 2 days
    • Listing terms: Cash,Conventional,FHA,VA Loan
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Asphalt

    Price history

    DateEventPrice
    6/30/2026Sold$735,000$423/sqft
    Source: Stellar MLS #S5151458 Report a problem
    6/10/2026Pending sale$735,000$423/sqft
    Source: Stellar MLS #S5151458 Report a problem
    6/8/2026Listed for sale$735,000$423/sqft
    Source: Stellar MLS #S5151458 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$2,632 +4.6%$201,201 +3%
    2023$2,518 +8.2%$195,341 +3%
    2022$2,326 +1.5%$189,651 +3%
    2021$2,290 +0.1%$184,127 +1.4%
    2020$2,289 +1.1%$181,585 +2.3%
    2019$2,265 +0.9%$177,502 +1.9%
    2018$2,245 $174,192 -46.8%
    2017$2,245 +1.3%$327,482 +0.9%
    2016$2,217 +2.2%$324,698 +1.8%
    2015$2,169 -3.1%$318,869 +30.9%
    2014$2,238 +2.5%$243,603 +50.2%
    2013$2,182 0%$162,188 +0.6%
    2012$2,183 -1.7%$161,224 -1%
    2011$2,222 -2.1%$162,896 -4.3%
    2010$2,270 $170,254 -18%
    2009-- $207,555 +31.5%
    2008$2,592 -6.1%$157,799 -6.7%
    2007$2,761 -15.8%$169,180 -7.5%
    2006$3,277 -3.1%$182,867 +0.1%
    2005$3,383 +26.9%$182,717 +25.4%
    2004$2,666 +4%$145,659 +0.6%
    2003$2,562 +24.7%$144,808 +24.7%
    2002$2,055 -4.4%$116,119 +4.8%
    2001$2,149 +9.5%$110,846 +1.8%
    2000$1,962 $108,834
    Find assessor info on the county website

    Neighborhood: 32789

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Audubon Park K8
    • Middle: Glenridge Middle
    • 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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    Estimated market value
    $734,200
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $734,200