Homes In Orlando For Sale Search
$525,000
3 Beds ⋅ 3 Baths ⋅ Fairshores Place SubDv. ⋅ 32789 Zip Code
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.

2803 Riddle Drive, Winter Park
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Orange County › Winter Park › Fairshores Place

Fairshores Place, Winter Park

Fairshores Place is a 1950s neighborhood in west Winter Park, in the 32789 zip code. Homes are block and stucco, predominantly single story. Most homes fall between about 1,300 and 1,700 square feet under air, the median lot is roughly a quarter acre, and a one car garage is standard.

Most of Fairshores Place carries no mandatory HOA.

What the homes are

  • Built Essentially all built in the 1950s.
  • Construction Block and stucco. Shingle roofs are near universal.
  • Style Florida, Ranch, Traditional. Predominantly single story.
  • Size Most homes fall between about 1,300 and 1,700 square feet under air.
  • Bedrooms Three bedrooms is the most common plan, then two.
  • Garage A one car garage is standard.
  • Lot The median lot is roughly a quarter acre.
  • HOA Most of the neighborhood carries no mandatory HOA. Confirm on a specific parcel before relying on it.

Where Fairshores Place is

Fairshores Place, centered at 28.596636, -81.387378. Drag to explore.
Street level, inside the neighborhood. Drag to look around.

Drive times below are measured on the road network from the center of Fairshores Place, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving toTimeMiles
Downtown Orlando12 min4.5
Walt Disney World27 min24.5
Orlando International Airport28 min25.9
Universal Orlando19 min12.6

Public schools nearby

  • Killarney Elementary School 5 min, 0.9 mi
  • Edgewater High School 6 min, 2.0 mi
  • Park Maitland School of Winter Park 5 min, 1.4 mi
  • Hospital Homebound School 6 min, 2.1 mi

Private schools nearby

  • Tri-L Christian Academy 3 min, 0.8 mi
  • Lodestone Academy 3 min, 1.0 mi
  • St. Charles Borromeo Catholic School 5 min, 1.7 mi
  • Bishop Moore Catholic High School 6 min, 1.7 mi

Parks and recreation

  • Interlaken Park 8 min, 3.0 mi
  • Mathews Park 6 min, 1.8 mi
  • Frances Jerry Park 10 min, 2.8 mi
  • Ravaudage Winter Park 7 min, 2.4 mi

Groceries and errands

  • Walmart Neighborhood Market 4 min, 1.3 mi
  • Trader Joe's 8 min, 2.5 mi
  • Publix Super Market at Hollieanna Shopping Center 6 min, 1.6 mi
  • Wild Fork Meat & Seafood Market, Winter Park 6 min, 1.6 mi

Nearest is not the same as zoned. The schools above are the closest ones to Fairshores Place by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Orange County Public Schools before it matters to a decision.

Places and drive times from Google, checked 20 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.

This page tracks what homes in Fairshores Place actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 0 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated September 2026.

Read this one loosely. Fewer than eight homes closed here in the last year, so every median on this page rests on a small sample and can swing on a single sale.

What homes sold for in Fairshores Place

n/aMedian sale price
n/aMedian per square foot
n/aMedian days to contract
0Homes sold in 12 months

Questions about a specific home in Fairshores Place, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.

About this data. Source is the Stellar MLS feed for Fairshores Place in Winter Park, Orange County, covering closed sales from 25 September 2025 through 20 September 2026, refreshed monthly and current as of September 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. Data believed accurate but not guaranteed; listings and closings change daily.