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Under contract
    • $649,000

    2700 Cady Way, Winter Park, FL 32792

    4beds
    1,876sqft
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    Single Family Residence
    Built in 1965
    9,492 Square Feet Lot
    $-- Zestimate®
    $346/sqft
    $-- HOA

    What's special

    Four bedrooms providing flexibilityHome officeSpacious two-car garageSpacious backyardWell-designed layoutUpdated kitchenStainless steel appliances
    Under contract-accepting backup offers. Welcome to this charming, renovated 4-bedroom, 2-bath home in the highly desirable Winter Park Pines neighborhood, with the Cady Way Trail just steps from your front door. Move-in ready and thoughtfully maintained, this home offers the perfect blend of comfort, style, and an unbeatable location. Inside, the updated kitchen features stainless steel appliances and opens to a cozy sitting area with direct access to the outdoor patio, while a separate dining and family room provide comfortable, functional spaces for everyday living and entertaining. The well-designed layout offers four bedrooms providing flexibility for guests, a home office, or changing lifestyle needs. Step outside to a screened-in lanai overlooking the spacious backyard, creating the perfect setting to relax, entertain, or enjoy Florida living year-round. Situated on a .22-acre lot, the property offers plenty of outdoor space to enjoy, while the spacious two-car garage provides added convenience and storage. Enjoy an active lifestyle with immediate access to the Cady Way Trail and nearby community amenities, including soccer and baseball fields, tennis courts, a playground, and an Olympic-sized pool—all just moments away. Zoned for top-rated schools and located just minutes from Park Avenue’s renowned dining, shopping, and entertainment, this home offers an exceptional Winter Park lifestyle. Why not have it all? This Cady Way Charmer is ready for you to move in and start making memories.
    30 days
    |
    2,708
    |
    203
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Megan Byers 407-457-7131,

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

    Source: Stellar MLS,MLS#: O6347690MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Attic, Family Room, Florida Room, Utility Room
      Primary bedroom
      • Features: Built-in Closet
      • Level: First
      • Area: 140 Square Feet
      • Dimensions: 10x14
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      • Area: 120 Square Feet
      • Dimensions: 12x10
      Bathroom 1
      • Level: First
      • Area: 100 Square Feet
      • Dimensions: 10x10
      Family room
      • Level: First
      • Area: 160 Square Feet
      • Dimensions: 16x10
      Kitchen
      • Level: First
      • Area: 242 Square Feet
      • Dimensions: 22x11
      Laundry
      • Level: First
      • Area: 144 Square Feet
      • Dimensions: 12x12
      Living room
      • Level: First
      • Area: 234 Square Feet
      • Dimensions: 18x13
      Living room
      • Level: First
      • Area: 204 Square Feet
      • Dimensions: 17x12
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Microwave, Range, Refrigerator
      • Laundry: Laundry Room
      Features
      • Ceiling Fan(s), Eating Space In Kitchen, Kitchen/Family Room Combo, Solid Wood Cabinets
      • Flooring: Vinyl
      • Doors: Sliding Doors
      • Windows: Skylight(s)
      • Has fireplace: No
      Interior area
      • Total structure area: 2,424
      • Total interior livable area: 1,876 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage Door Opener, Garage Faces Rear, Garage Faces Side
      • Garage spaces: 2
      • Details: Garage Dimensions: 20x20
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Irrigation System
      • Has view: Yes
      • View description: Park/Greenbelt
      Lot
      • Size: 9,492 Square Feet
      • Features: Corner Lot, City Lot, Near Public Transit, Sidewalk
      • Residential vegetation: Mature Landscaping, Oak Trees
      Details
      • Parcel number: 092230942706010
      • Zoning: R-1A
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Block
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1965

      Utilities & green energy

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

      Community & HOA

      Community
      • Features: Golf, Pool, Tennis Court(s)
      • Security: Security System Owned, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: WINTER PARK PINES UNIT 4
      HOA
      • Has HOA: Yes
      • Amenities included: Tennis Court(s)
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $346/sqft
      • Tax assessed value: $495,650
      • Annual tax amount: $8,335
      • Date on market: 6/11/2026
      • Cumulative days on market: 26 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt, Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/10/2026Contingent$649,000$346/sqft
        Source: Stellar MLS #O6347690 Report a problem
        6/11/2026Listed for sale$649,000+18%$346/sqft
        Source: Stellar MLS #O6347690 Report a problem
        6/29/2022Sold$550,000-1.8%$293/sqft
        Source: Public Record Report a problem
        5/25/2022Pending sale$560,000$299/sqft
        Source: Stellar MLS #V4924546 Report a problem
        5/17/2022Listed for sale$560,000+55.6%$299/sqft
        Source: Stellar MLS #V4924546 Report a problem
        9/11/2019Sold$360,000-3.4%$192/sqft
        Source: Public Record Report a problem
        7/30/2019Pending sale$372,500$199/sqft
        Source: Berkshire Hathaway Home Services #O5797754 Report a problem
        7/11/2019Listed for sale$372,500+58.5%$199/sqft
        Source: BHHS FLORIDA REALTY #O5797754 Report a problem
        7/19/2013Sold$235,000-5.2%$125/sqft
        Source: Stellar MLS #O5154357 Report a problem
        5/19/2013Price change$247,900-2.4%$132/sqft
        Source: RE/MAX 200 REALTY #O5154357 Report a problem
        5/11/2013Price change$253,900-2%$135/sqft
        Source: RE/MAX 200 REALTY #O5154357 Report a problem
        5/3/2013Listed for sale$259,000$138/sqft
        Source: RE/MAX 200 Realty #O5154357 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$8,335 +6.2%$495,650 +2.1%
        2023$7,846 +59.9%$485,688 +44.4%
        2022$4,906 +1.7%$336,405 +3%
        2021$4,826 +0.8%$326,607 +1.4%
        2020$4,788 -9.2%$322,098 +4.3%
        2019$5,275 +8.2%$308,942 +10%
        2018$4,873 $280,856 +4.9%
        2017$4,873 +4.9%$267,699 +12.3%
        2016$4,644 +8.7%$238,427 +6.7%
        2015$4,272 +8.4%$223,448 +7.2%
        2014$3,939 +144.9%$208,402 +53.7%
        2013$1,609 +1.3%$135,565 -0.1%
        2012$1,587 +3.7%$135,729 -12.9%
        2011$1,530 +5.5%$155,876 -7.5%
        2010$1,450 $168,574 -4%
        2009-- $175,676 -11.6%
        2008$1,334 -8.3%$198,772 -2.6%
        2007$1,454 -5%$204,064 -4.6%
        2006$1,531 +2.4%$213,969 +19.6%
        2005$1,495 +5.3%$178,856 +10.9%
        2004$1,420 +1.1%$161,216 +1.4%
        2003$1,405 -3.6%$159,061 +18.6%
        2002$1,457 -0.5%$134,080 +7.4%
        2001$1,465 +2.6%$124,786 +20.5%
        2000$1,427 $103,596
        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: 32792

        Getting around

        32 / 100
        Car-Dependent
        29 / 100
        Some Transit
        54 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Brookshire Elem
        • 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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