Skip main navigation
For sale
  • $1,995,000

    922 N PENNSYLVANIA AVENUE, WINTER PARK, FL 32789

    4beds
    3,440sqft
    : 
    $12,694/mo
    Get pre-qualified
    Single Family Residence
    Built in 2001
    7,464 Square Feet Lot
    $1,890,700 Zestimate®
    $580/sqft
    $-- HOA

    What's special

    Gas fireplaceAbundant natural lightCustom floor-to-ceiling cabinetryCharming breakfast nookCustom built-insPremium thermador appliancesClassic built-in shelving
    Truly a rare Winter Park offering. Perfectly positioned along the dogleg of the fourth fairway of the historic Winter Park 9-Hole Golf Course, this beautifully renovated four-bedroom, four-bath Mediterranean residence seamlessly blends timeless architectural character with sophisticated modern living. Rich in charm and thoughtfully updated throughout, the home welcomes you with an elegant living room featuring a gas fireplace, classic built-in shelving and abundant natural light. At the heart of the home is a stunning chef's kitchen, complete with custom floor-to-ceiling cabinetry, premium Thermador appliances, a charming breakfast nook and an inviting bar with wine refrigeration that flows effortlessly into the formal dining room, ideal for entertaining. A distinguished first-floor office offers an exceptional work-from-home environment, showcasing a breathtaking custom wall of built-in shelving, cabinetry and an integrated desk. This versatile space also serves beautifully as a library or den. Upstairs, all four bedrooms provide privacy and comfort. The luxurious primary suite features two separate closets, a spacious spa-inspired bath with a soaking tub overlooking the golf course and a private covered balcony perfect for enjoying peaceful morning coffee or evening sunsets. A generously sized secondary suite offers exceptional flexibility with its own custom walk-in closet, en suite bath and private rear staircase, making it ideal for guests, multigenerational living or a secluded retreat. Two additional bedrooms and a well-appointed full bath complete the second level. Updated features include smart house lighting, cabinet and shelving accent lighting, custom built-ins and much more. Designed to embrace Florida's indoor-outdoor lifestyle, the home offers a screened porch accessible from both the dining room and breakfast nook, creating an inviting space for year-round entertaining. Two additional open patios provide the perfect setting to relax while enjoying picturesque golf course views and the tranquil surroundings. Perhaps the home's greatest luxury is its exceptional location. Just steps from the boutiques, acclaimed restaurants, sidewalk cafés and vibrant atmosphere of Park Avenue, this residence offers an unmatched Winter Park lifestyle. Convenient access to downtown Orlando, major hospitals, world-renowned attractions and both Orlando International and Orlando Executive airports makes everyday living as effortless as it is elegant. This is a rare opportunity to own a beautifully updated Mediterranean home in one of Winter Park's most coveted and locations.
    31 days
    |
    1,706
    |
    91
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Mick Night 407-629-4446,

    PREMIER SOTHEBY'S INTL. REALTY 407-644-3295,

    John Pinel 407-497-9335,

    PREMIER SOTHEBY'S INTL. REALTY

    Source: Stellar MLS,MLS#: O6424685MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 4
      Rooms
      • Room types: Den/Library/Office, Dining Room, Utility Room
      Other
      • Features: En Suite Bathroom, Walk-In Closet(s)
      • Level: Second
      • Area: 299 Square Feet
      • Dimensions: 23x13
      Primary bedroom
      • Features: En Suite Bathroom, Walk-In Closet(s)
      • Level: Second
      • Area: 288 Square Feet
      • Dimensions: 18x16
      Bedroom 3
      • Features: Built-in Closet
      • Level: Second
      • Area: 144 Square Feet
      • Dimensions: 12x12
      Bedroom 4
      • Features: Built-in Closet
      • Level: Second
      • Area: 132 Square Feet
      • Dimensions: 12x11
      Primary bathroom
      • Features: Split Vanities, Tub with Separate Shower Stall
      • Level: Second
      • Area: 182 Square Feet
      • Dimensions: 14x13
      Balcony porch lanai
      • Level: First
      • Area: 165 Square Feet
      • Dimensions: 15x11
      Dinette
      • Level: First
      • Area: 108 Square Feet
      • Dimensions: 12x9
      Dining room
      • Level: First
      • Area: 224 Square Feet
      • Dimensions: 16x14
      Foyer
      • Level: First
      • Area: 153 Square Feet
      • Dimensions: 17x9
      Kitchen
      • Features: Kitchen Island
      • Level: First
      • Area: 182 Square Feet
      • Dimensions: 14x13
      Living room
      • Level: First
      • Area: 352 Square Feet
      • Dimensions: 22x16
      Office
      • Features: Built-In Shelving, Built-in Features
      • Level: First
      • Area: 169 Square Feet
      • Dimensions: 13x13
      Heating
      • Central, Heat Pump, Zoned
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
      • Laundry: Inside, Laundry Room
      Features
      • Built-in Features, Ceiling Fan(s), Crown Molding, Dry Bar, Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s)
      • Flooring: Carpet, Tile, Hardwood
      • Doors: French Doors
      • Windows: Window Treatments
      • Has fireplace: Yes
      • Fireplace features: Gas, Living Room
      Interior area
      • Total structure area: 4,288
      • Total interior livable area: 3,440 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Circular Driveway
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Patio, Rear Porch, Screened
      • Exterior features: Awning(s), Balcony, Irrigation System, Lighting, Rain Gutters, Sidewalk
      • Has view: Yes
      • View description: Golf Course
      Lot
      • Size: 7,464 Square Feet
      • Dimensions: 100 x 75
      • Features: City Lot, Landscaped, Level
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Parcel number: 062230858003014
      • Zoning: R-2
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Mediterranean
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 2001

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Propane, Public, Underground Utilities

      Community & HOA

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

      Financial & listing details

      • Price per square foot: $580/sqft
      • Tax assessed value: $1,657,793
      • Annual tax amount: $10,684
      • Date on market: 7/14/2026
      • Cumulative days on market: 21 days
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Road surface type: Paved

        Estimated market value

        $1,890,700

        $1.80M - $1.99M

        $6,783/mo

        Price history

        DateEventPrice
        7/14/2026Listed for sale$1,995,000-8.3%$580/sqft
        Source: Stellar MLS #O6424685 Report a problem
        12/12/2025Listing removed$2,175,000$632/sqft
        Source: Stellar MLS #O6316029 Report a problem
        11/5/2025Price change$2,175,000-0.9%$632/sqft
        Source: Stellar MLS #O6316029 Report a problem
        10/8/2025Price change$2,195,000-2.4%$638/sqft
        Source: Stellar MLS #O6316029 Report a problem
        8/25/2025Price change$2,249,000-2.2%$654/sqft
        Source: Stellar MLS #O6316029 Report a problem
        7/31/2025Price change$2,299,000-4.2%$668/sqft
        Source: Stellar MLS #O6316029 Report a problem
        6/6/2025Listed for sale$2,399,000+128.5%$697/sqft
        Source: Stellar MLS #O6316029 Report a problem
        1/13/2017Sold$1,050,000-8.7%$305/sqft
        Source: Stellar MLS #O5452305 Report a problem
        11/18/2016Pending sale$1,150,000$334/sqft
        Source: KELLY PRICE & COMPANY LLC #O5452305 Report a problem
        9/6/2016Price change$1,150,000-3%$334/sqft
        Source: KELLY PRICE & COMPANY LLC #O5452305 Report a problem
        7/11/2016Listed for sale$1,185,000+640.6%$344/sqft
        Source: KELLY PRICE & COMPANY LLC #O5452305 Report a problem
        1/20/2012Listing removed$3,350$1/sqft
        Source: Coldwell Banker Residential Real Estate (99010404) Report a problem
        8/3/2011Listed for rent$3,350$1/sqft
        Source: Coldwell Banker Residential Real Estate (99010404) Report a problem
        7/22/1999Sold$160,000+63.3%$47/sqft
        Source: Public Record Report a problem
        10/5/1998Sold$98,000+40%$28/sqft
        Source: Public Record Report a problem
        2/11/1997Sold$70,000$20/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$10,361 +3.8%$694,797 +3.1%
        2023$9,978 +5.1%$673,589 +3%
        2022$9,494 +1.1%$653,970 +3%
        2021$9,394 -0.2%$634,922 +1.4%
        2020$9,414 +0.7%$626,156 +2.3%
        2019$9,348 +1.8%$612,078 +3.1%
        2018$9,184 $593,680 -5%
        2017$9,184 -12.4%$624,968 +1.9%
        2016$10,489 +1.8%$613,539 +1.9%
        2015$10,306 +6.8%$602,162 +9.9%
        2014$9,654 +4.5%$548,056 +4%
        2013$9,240 +75.1%$527,160 +8.7%
        2012$5,275 +3%$484,776 -2.1%
        2011$5,122 +5.2%$494,939 -4.4%
        2010$4,871 $517,634 -8.2%
        2009-- $564,125 -18.5%
        2008$4,493 -1.1%$692,118 +45.1%
        2007$4,544 -6.5%$476,830 +61.7%
        2005$4,861 +4.5%$294,922 +3.5%
        2004$4,650 +5.6%$285,069 +3.9%
        2003$4,403 -7.6%$274,477 +1.6%
        2002$4,763 +241.6%$270,025 +246.2%
        2001$1,394 -0.9%$78,000
        2000$1,406 $78,000
        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: 32789

        Getting around

        73 / 100
        Very Walkable
        39 / 100
        Some Transit
        55 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Lakemont Elem
        • Middle: Maitland 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.

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

        Browse local experts

        Similar homes