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Sold for $490,000
  • $490,000

    2803 RIDDLE DRIVE, WINTER PARK, FL 32789

    3beds
    1,709sqft
    Single Family Residence
    Built in 1955
    0.25 Acres Lot
    $489,900 Zestimate®
    $287/sqft
    $3,039 Estimated rent

    Home value

    $489,900

    $451,000 - $529,000

    $3,039/mo

    Zestimate® history
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    What's special

    Sparkling private poolTwo-car garageBright open living spaceInviting open floor planWood-burning fireplaceFilled with natural lightPrivate full fenced backyard
    Life in Winter Park is about more than just where you live—it's about how you live. At 2803 Riddle Drive, that lifestyle comes together with an inviting open floor plan, a private full fenced backyard with a pool designed for year-round enjoyment, and a location that's just minutes from everything that makes Winter Park one of Central Florida's most desirable communities. The heart of the home is a bright, open living space where the kitchen, dining, and living areas flow effortlessly together around a wood-burning fireplace. Filled with natural light and designed for connection, it's a space that feels equally suited for lively gatherings, holiday celebrations, or quiet evenings at home. Step outside and discover what truly sets this property apart. A sparkling private pool and a fully fenced quarter-acre yard that creates an outdoor retreat that's increasingly hard to find. Whether you're entertaining friends, watching children or pets play, or simply enjoying a peaceful morning by the pool, this backyard offers the space and privacy to enjoy Florida living the way it was meant to be. Thoughtful updates—including a new roof (2022), HVAC system (2022), fresh interior paint, and updated lighting—provide peace of mind while leaving opportunities for the next owner to make the home uniquely their own. Ideally located just minutes from Park Avenue's dining and boutiques, Lake Killarney, Hillstone, College Park and major commuter routes, this home offers exceptional convenience without sacrificing the character and charm that make Winter Park so special. With a private pool, two-car garage, generous outdoor space, and an open floor plan that truly lives for entertaining, 2803 Riddle Drive offers a rare opportunity to enjoy the Winter Park lifestyle at an exceptional value.

    Zillow last checked:

    Listing updated:

    Listed by:

    Allie George 407-457-4815,

    CORCORAN PREMIER REALTY 407-965-1155

    Bought with:

    Jennifer King, 3012268

    CORCORAN PREMIER REALTY

    Source: Stellar MLS,MLS#: O6423829MLS LogoOriginating MLS: Orlando Regional

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Dual Closets
    • Level: First
    • Area: 144 Square Feet
    • Dimensions: 12x12
    Bedroom 2
    • Features: Built-in Closet
    • Level: First
    • Area: 121 Square Feet
    • Dimensions: 11x11
    Bedroom 3
    • Features: Built-in Closet
    • Level: First
    • Area: 132 Square Feet
    • Dimensions: 12x11
    Primary bathroom
    • Features: Shower No Tub
    • Level: First
    Dining room
    • Level: First
    • Area: 117 Square Feet
    • Dimensions: 13x9
    Great room
    • Level: First
    • Area: 216 Square Feet
    • Dimensions: 18x12
    Kitchen
    • Level: First
    • Area: 140 Square Feet
    • Dimensions: 14x10
    Heating
    • Central, Electric
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Disposal, Electric Water Heater, Microwave, Refrigerator
    • Laundry: In Garage
    Features
    • Cathedral Ceiling(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Vaulted Ceiling(s), Walk-In Closet(s)
    • Flooring: Carpet, Travertine
    • Doors: Sliding Doors
    • Has fireplace: Yes
    • Fireplace features: Living Room, Wood Burning
    Interior area
    • Total structure area: 2,109
    • Total interior livable area: 1,709 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Garage Door Opener, Guest
    • Attached garage spaces: 2
    Features
    • Levels: One
    • Stories: 1
    • Patio & porch: Deck, Patio, Porch
    • Exterior features: Irrigation System
    • Has private pool: Yes
    • Pool features: Gunite, In Ground
    • Fencing: Fenced
    Lot
    • Size: 0.25 Acres
    • Dimensions: 85 x 130
    • Features: In County, Landscaped, Oversized Lot, Sidewalk
    • Residential vegetation: Mature Landscaping, Trees/Landscaped
    Details
    • Additional structures: Shed(s), Storage
    • Parcel number: 022229260000040
    • Zoning: R-1A
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Florida
    • Property subtype: Single Family Residence
    Materials
    • Block, Stucco
    • Foundation: Crawlspace, Slab
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 1955

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Cable Available, Electricity Connected, Sprinkler Meter

    Community & HOA

    Community
    • Features: None
    • Pet fee: $0 monthly
    • Subdivision: FAIRSHORES PLACE
    HOA
    • Has HOA: No
    Location
    • Region: Winter Park

    Financial & listing details

    • Price per square foot: $287/sqft
    • Tax assessed value: $365,566
    • Annual tax amount: $6,477
    • Date on market: 7/10/2026
    • Cumulative days on market: 71 days
    • Listing terms: Cash,Conventional,FHA
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Paved, Asphalt

    Price history

    DateEventPrice
    10/5/2026Sold$490,000-6.7%$287/sqft
    Source: Stellar MLS #O6423829 Report a problem
    9/10/2026Price change$525,000-4.5%$307/sqft
    Source: Stellar MLS #O6423829 Report a problem
    8/25/2026Price change$549,900-3.4%$322/sqft
    Source: Stellar MLS #O6423829 Report a problem
    7/20/2026Price change$569,000-3.4%$333/sqft
    Source: Stellar MLS #O6423829 Report a problem
    7/10/2026Listed for sale$589,000+156.2%$345/sqft
    Source: Stellar MLS #O6423829 Report a problem
    5/12/2025Listing removed$2,800$2/sqft
    Source: Zillow Rentals Report a problem
    5/9/2025Listed for rent$2,800+24.4%$2/sqft
    Source: Zillow Rentals Report a problem
    1/9/2021Listing removed--
    Source: Owner Report a problem
    5/3/2019Listing removed$2,250$1/sqft
    Source: Owner Report a problem
    3/31/2019Listed for rent$2,250$1/sqft
    Source: Owner Report a problem
    10/31/2014Sold$229,900-7.7%$135/sqft
    Source: Public Record Report a problem
    2/27/2014Listing removed$249,000$146/sqft
    Source: Kelly Price & Company #O5208797 Report a problem
    2/8/2014Listed for sale$249,000+240.2%$146/sqft
    Source: Kelly Price & Company #O5208797 Report a problem
    9/6/2012Sold$73,200-72.4%$43/sqft
    Source: Public Record Report a problem
    1/26/2007Sold$265,000+15.7%$155/sqft
    Source: Public Record Report a problem
    9/29/2005Sold$229,000$134/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$5,973 +8%$343,438 +10%
    2023$5,529 +12.8%$312,216 +10%
    2022$4,901 +13.2%$283,833 +10%
    2021$4,330 +70.4%$258,030 +40.8%
    2020$2,541 +1.9%$183,262 +2.6%
    2019$2,493 +1%$178,653 +1.9%
    2018$2,469 $175,322 -19%
    2017$2,469 +1.7%$216,453 +28.7%
    2016$2,427 +1.2%$168,184 -11.2%
    2015$2,399 +33.7%$189,387 +114.2%
    2014$1,795 +5.9%$88,403 +6.3%
    2013$1,694 -17.3%$83,164 -19.1%
    2012$2,050 -1.9%$102,736 -1.8%
    2011$2,090 -14.8%$104,622 -19%
    2010$2,453 $129,179 -23.3%
    2009-- $168,399 -20.4%
    2008$3,702 -5.1%$211,628 -7.1%
    2007$3,902 +15.5%$227,813 +27.2%
    2006$3,380 +161.3%$179,087 +44%
    2005$1,293 +5.2%$124,367 +4.8%
    2004$1,229 +0.9%$118,640 +1.2%
    2003$1,218 +3.1%$117,225 +22.3%
    2002$1,182 -0.5%$95,882 +15.8%
    2001$1,188 +2.4%$82,831 +7.6%
    2000$1,160 $76,947
    Find assessor info on the county website

    Neighborhood: 32789

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Killarney Elem
    • Middle: College Park Middle
    • High: Edgewater 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

    $489,900

    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

    $489,900