Kentucky Square is a 2020s neighborhood in southeast Sanford, in the 32773 zip code. Homes are block and stucco, predominantly single story. Most homes fall between about 1,600 and 2,900 square feet under air, the median lot is roughly a fifth of an acre, and a two car garage is standard.
Homes here carry an HOA, billed quarterly, typically around $365. Confirm the figure on a specific parcel before relying on it.
What the homes are
Built Essentially all built in the 2020s.
Construction Block and stucco. Shingle roofs are near universal.
Style Ranch, Traditional, Contemporary. Predominantly single story.
Size Most homes fall between about 1,600 and 2,900 square feet under air.
Bedrooms Four bedrooms is the most common plan, then five, then three.
Garage A two car garage is standard.
Lot The median lot is roughly a fifth of an acre.
HOA Billed quarterly, typically around $365. Confirm on a specific parcel before relying on it.
Where Kentucky Square is
Kentucky Square, centered at 28.756102, -81.223631. 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 Kentucky Square, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.
Driving to
Time
Miles
Downtown Orlando
33 min
27.5
Orlando International Airport
36 min
33.3
Winter Park
33 min
20.6
Heathrow and Lake Mary offices
23 min
13.2
Public schools nearby
Midway Elementary School 9 min, 4.6 mi
Pinecrest Elementary School 11 min, 4.9 mi
Private schools nearby
Liberty Christian School 9 min, 4.6 mi
Wise Academy Orlando 11 min, 5.0 mi
Parks and recreation
Midway Park 9 min, 4.9 mi
Woodmere Park 10 min, 4.6 mi
Magnolia Park 8 min, 4.0 mi
Sanford Park 9 min, 5.4 mi
Groceries and errands
Midway Food store 7 min, 3.6 mi
Family Grocery 7 min, 3.7 mi
Publix Super Market at King's Crossing 5 min, 2.7 mi
Nearest is not the same as zoned. The schools above are the closest ones to Kentucky Square 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 Seminole County Public Schools before it matters to a decision.
Places and drive times from Google, checked 18 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.
This page tracks what homes in Kentucky Square 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 October 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 Kentucky Square
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 Kentucky Square, 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 Kentucky Square in Sanford, Seminole County, covering closed sales from 27 October 2025 through 22 October 2026, refreshed monthly and current as of October 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.
