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Under contract
    • Price cut: $205K (6/19)
    $2,490,000

    1300 Mayfield Ave, Winter Park, FL 32789

    5beds
    4,389sqft
    : 
    $16,011/mo
    Get pre-qualified
    Single Family Residence
    Built in 1958
    0.45 Acres Lot
    $2,330,700 Zestimate®
    $567/sqft
    $-- HOA

    What's special

    Gas fireplaceBrick-paver pool deckLush fenced-in backyard oasisToto washletAir-conditioned outdoor barNatural gas wolf rangeDining room
    Under contract-accepting backup offers. Tucked behind towering hedges on a coveted brick-lined street, this estate sits on an approximately ½-acre corner lot, providing modern functionality, Old World charm, and an unmatched lifestyle. The main residence spans over 3,600+ SF with 4 bedrooms, 4 bathrooms, and an attached 2-car garage. Across the brick driveway is a detached, fully-equipped 700+ SF studio apartment (5th bedroom suite) located above an additional 2-car garage, and an air-conditioned outdoor bar. With two dwellings, a 4-car garage, and an expansive outdoor entertaining space on a ½ acre lot, this home is a true private compound. Notable updates include newer HVAC systems (2020 & 2025), a new tankless gas water heater (2024), a fully renovated laundry room with new LG stackable washer/dryer, newer kitchen appliances, new copper gutters and downspouts, fresh exterior paint (2025), a newly designed primary bathroom, and much more... Ask for the $400K list of improvements! Enter the main residence to a family room that stretches 30 feet wide, with 12-foot ceilings, a gas fireplace, and multiple French doors lining the rear wall to showcase the brick-paver pool deck and lush, fenced-in backyard oasis, and southern exposure that invites natural light all morning and afternoon. The expansive family room is open to the kitchen, making this home ideal for entertaining. The kitchen perfectly balances charm and function, with a NEW Sub-Zero refrigerator, natural gas Wolf range, 2 Miele dishwashers, a copper-topped island that offers room for prep, serving, or seating, and a spacious dinette area with pool views. Behind the kitchen sits a dining room and adjacent den (currently used as a library/office) for more living/dining flexibility. A side entrance opens to a covered side porch overlooking a generous side yard framed by tall Podocarpus hedges... ideal for pets, a fabulous garden, or future expanded parking. A 1st floor rear bedroom wing presents 3 bedrooms & 3 full baths. Privately positioned upstairs, the expansive primary suite offers a quiet retreat, highlighted by a recent luxury bathroom renovation with elegant custom finishes including a large glass shower with 3 showerheads, 2 separate vanities, a Toto washlet, and tons of cabinetry for linen storage. French doors from both the bedroom and bath open to a covered balcony overlooking the backyard and pool, while 3 custom walk-in closets create a true dressing room experience, or the perfect opportunity to turn excess space into an office or special hobby room. Designed for entertaining, the outdoor living is equally impressive, with a sprawling lawn surrounding the large saltwater pool and an expansive paver patio for lounging and dining. A covered, air-conditioned bar is designed with custom cabinetry, exquisite lighting, a copper sink, dishwasher, wine fridge, and beverage fridge...all secured by an electronic storm shutter. The extended bar seamlessly serves the adjacent tent-covered lounge area, complete with a natural gas grill, pool bath, and outdoor shower. Above the detached 2-car garage is the studio apartment with a private entry, along with a full kitchen and bath, making it ideal for extended stays or flexible living arrangements. Located just minutes from the vibrant Park Avenue, this distinctive Winter Park compound is a one-of-a-kind property!
    53 days
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    213
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    4
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    Zillow last checked:

    Listing updated:

    Listed by:

    MaryStuart Day 407-620-8683,

    FANNIE HILLMAN & ASSOCIATES 407-644-1234,

    Sara Robbins 407-587-9085,

    FANNIE HILLMAN & ASSOCIATES

    Source: Stellar MLS,MLS#: O6393777MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Den/Library/Office, Dining Room, Garage Apartment, Utility Room
      Primary bedroom
      • Description: Room9
      • Features: Walk-In Closet(s)
      • Level: Second
      • Area: 360 Square Feet
      • Dimensions: 18x20
      Bedroom 2
      • Description: Room6
      • Features: En Suite Bathroom, Built-in Closet
      • Level: First
      • Area: 198 Square Feet
      • Dimensions: 18x11
      Bedroom 3
      • Description: Room7
      • Features: Built-in Closet
      • Level: First
      • Area: 182 Square Feet
      • Dimensions: 13x14
      Bedroom 4
      • Description: Room8
      • Features: Built-in Closet
      • Level: First
      • Area: 110 Square Feet
      • Dimensions: 11x10
      Primary bathroom
      • Description: Room10
      • Features: Built-In Shower Bench, Multiple Shower Heads, Rain Shower Head, Split Vanities
      • Level: Second
      • Area: 247 Square Feet
      • Dimensions: 19x13
      Balcony porch lanai
      • Level: Second
      • Area: 140 Square Feet
      • Dimensions: 28x5
      Balcony porch lanai
      • Level: First
      • Area: 429 Square Feet
      • Dimensions: 19.5x22
      Bonus room
      • Features: Breakfast Bar, Built-In Shelving, Stone Counters, No Closet
      • Level: First
      • Area: 132 Square Feet
      • Dimensions: 16.5x8
      Den
      • Description: Room4
      • Level: First
      • Area: 185.25 Square Feet
      • Dimensions: 19.5x9.5
      Den
      • Description: Room11
      • Features: Built-In Shelving
      • Level: Second
      • Area: 72 Square Feet
      • Dimensions: 9x8
      Dinette
      • Description: Room2
      • Level: First
      • Area: 149.5 Square Feet
      • Dimensions: 11.5x13
      Dining room
      • Description: Room5
      • Level: First
      • Area: 277.5 Square Feet
      • Dimensions: 18.5x15
      Kitchen
      • Description: Room1
      • Features: Breakfast Bar, Pantry, Kitchen Island, Stone Counters
      • Level: First
      • Area: 231.25 Square Feet
      • Dimensions: 18.5x12.5
      Laundry
      • Features: Breakfast Bar, Built-In Shelving, Stone Counters, Wet Bar
      • Level: First
      • Area: 72 Square Feet
      • Dimensions: 9x8
      Living room
      • Description: Room3
      • Level: First
      • Area: 540 Square Feet
      • Dimensions: 30x18
      Heating
      • Central, Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Bar Fridge, Dishwasher, Disposal, Dryer, Gas Water Heater, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
      • Laundry: Inside
      Features
      • Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, In-Law Floorplan
      • Flooring: Carpet, Tile, Travertine, Hardwood
      • Doors: French Doors, Outdoor Shower
      • Windows: Blinds, Skylight(s), Window Treatments
      • Has fireplace: Yes
      • Fireplace features: Gas, Living Room
      Interior area
      • Total structure area: 6,196
      • Total interior livable area: 4,389 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 4
      • Parking features: Driveway, Garage Door Opener, Garage Faces Side, Parking Pad, Split Garage
      • Attached garage spaces: 4
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 23x26
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Patio, Side Porch
      • Exterior features: Balcony, Irrigation System, Lighting, Outdoor Shower, Rain Gutters
      • Has private pool: Yes
      • Pool features: Gunite, In Ground, Outside Bath Access, Salt Water
      • Fencing: Fenced,Wood
      Lot
      • Size: 0.45 Acres
      • Dimensions: apr x -150 x 130
      • Features: Corner Lot, City Lot, Oversized Lot
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Additional structures: Guest House
      • Parcel number: 052230860802010
      • Zoning: R-1A
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco, Wood Frame
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1958

      Utilities & green energy

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

      Community & HOA

      Community
      • Security: Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: TEMPLE HEIGHTS
      HOA
      • Has HOA: No
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $567/sqft
      • Tax assessed value: $1,665,553
      • Annual tax amount: $26,657
      • Date on market: 3/27/2026
      • Cumulative days on market: 76 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Brick, Paved

        Estimated market value

        $2,330,700

        $2.21M - $2.45M

        $7,871/mo

        Price history

        DateEventPrice
        7/8/2026Contingent$2,490,000$567/sqft
        Source: Stellar MLS #O6393777 Report a problem
        6/23/2026Pending sale$2,490,000$567/sqft
        Source: Stellar MLS #O6393777 Report a problem
        6/19/2026Price change$2,490,000-7.6%$567/sqft
        Source: Stellar MLS #O6393777 Report a problem
        6/12/2026Listed for sale$2,695,000$614/sqft
        Source: Stellar MLS #O6393777 Report a problem
        6/8/2026Pending sale$2,695,000$614/sqft
        Source: Stellar MLS #O6393777 Report a problem
        6/1/2026Listed for sale$2,695,000-5.4%$614/sqft
        Source: Stellar MLS #O6393777 Report a problem
        5/7/2026Listing removed$2,850,000$649/sqft
        Source: Stellar MLS #O6393777 Report a problem
        3/27/2026Listed for sale$2,850,000+137.5%$649/sqft
        Source: Stellar MLS #O6393777 Report a problem
        10/15/2016Sold$1,200,000-4%$273/sqft
        Source: Public Record Report a problem
        7/14/2016Pending sale$1,250,000$285/sqft
        Source: FANNIE HILLMAN & ASSOCIATES #O5440171 Report a problem
        5/13/2016Listed for sale$1,250,000+108%$285/sqft
        Source: FANNIE HILLMAN & ASSOCIATES #O5440171 Report a problem
        11/4/2011Listing removed$600,900$137/sqft
        Source: isNowListed.com Report a problem
        11/2/2011Listed for sale$600,900+8.3%$137/sqft
        Source: isNowListed.com Report a problem
        12/27/2010Sold$555,000-44.8%$126/sqft
        Source: Public Record Report a problem
        1/4/2006Sold$1,005,000+428.9%$229/sqft
        Source: Public Record Report a problem
        12/27/1994Sold$190,000$43/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$25,790 +13.6%$1,610,413 +14.8%
        2023$22,696 +15.2%$1,402,518 +10%
        2022$19,700 +7.2%$1,275,016 +9.5%
        2021$18,370 +4%$1,164,738 +5.7%
        2020$17,672 +1.3%$1,101,651 -0.6%
        2019$17,440 +0.3%$1,108,012 +1.7%
        2018$17,392 $1,089,418 +4.2%
        2017$17,392 -0.9%$1,045,933 +48%
        2016$17,554 +88.7%$706,738 +0.9%
        2015$9,304 -3.2%$700,504 +11%
        2014$9,609 +2.1%$630,901 +9.8%
        2013$9,408 -0.6%$574,837 +7.3%
        2012$9,467 -7.3%$535,972 -6.9%
        2011$10,208 -14.4%$575,799 -17%
        2010$11,923 $694,067 -19%
        2009-- $857,278 -13.6%
        2008$14,742 +2.2%$992,074 -5.4%
        2007$14,429 -6.6%$1,048,515 +17.9%
        2006$15,455 +119.3%$889,151 +69.8%
        2005$7,048 +4.5%$523,522 -2.5%
        2004$6,748 +5.5%$537,023 +0.7%
        2003$6,393 +2.6%$533,344 +21.1%
        2002$6,230 +0.4%$440,549 +3.5%
        2001$6,206 +27.8%$425,604 +21.3%
        2000$4,856 $350,884
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 32789

        Getting around

        14 / 100
        Car-Dependent
        21 / 100
        Minimal Transit
        40 / 100
        Somewhat 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.

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