Kentucky Square Real Estate

Welcome to Kentucky Square, a charming subdivision nestled in the heart of Sanford, Florida, within Seminole County. This inviting community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal location for families, professionals, and retirees alike.

Kentucky Square boasts beautifully designed homes that exude warmth and character, showcasing a range of architectural styles to suit diverse tastes. Each property is thoughtfully landscaped, providing a picturesque setting that enhances the neighborhood's appeal. Residents enjoy spacious lots, well-maintained sidewalks, and a friendly atmosphere that fosters a strong sense of community.

One of the standout features of Kentucky Square is its prime location. Just a stone's throw away, you'll find an array of shopping, dining, and entertainment options in historic downtown Sanford. Explore charming boutiques, savor delicious cuisine at local restaurants, or take a leisurely stroll along the scenic waterfront. For outdoor enthusiasts, nearby parks and recreational areas offer ample opportunities for hiking, biking, and enjoying Florida’s natural beauty.

Families will appreciate the top-rated schools in the area, ensuring that children receive a quality education. Additionally, Kentucky Square is conveniently located near major highways, providing easy access to the greater Orlando area and its world-renowned attractions.

In Kentucky Square, you’ll not only find a house to call home but a vibrant community that embraces the joys of Florida living. Come discover the warmth and charm of this delightful subdivision, where your dream home awaits!

Newest Listings in Kentucky Square

3656 Triple Crown Loop, Sanford $401,990

Virtually Staged. Under Construction. **DECEMBER DELIVERY! MAIN LEVEL LIVING, OPEN-CONCEPT DESIGN, KITCHEN ISLAND, WALK-IN CLOSET, LANAI! Discover the Portland G on Lot 1...

3 Beds
2 Baths
Kentucky Square SubDv.
32773 Zip Code

3659 Triple Crown Loop, Sanford $450,000

Under Construction. Picture mornings in a bright, open living space, evenings gathered on your covered lanai, and future afternoons by the community pool. The Wellington ...

4 Beds
2 Baths
Kentucky Square SubDv.
32773 Zip Code

3895 Triple Crown Loop, Sanford $568,990 ▲

Under Construction. Discover spacious, flexible living in the Monroe, a beautifully designed five-bedroom, three-and-a-half-bath home offering approximately 2,900 square ...

5 Beds
4 Baths
Kentucky Square SubDv.
32773 Zip Code

3896 Triple Crown Loop, Sanford $518,990 ▼

Under Construction. Experience the perfect blend of style, flexibility, and everyday comfort in this Meadowood home at Kentucky Square. This beautifully designed home off...

3 Beds
2 Baths
Kentucky Square SubDv.
32773 Zip Code

3884 Triple Crown Loop, Sanford $544,990 ▼

Under Construction. Discover the Magnolia at Kentucky Square, a beautifully designed 2,557-square-foot home offering four bedrooms, three-and-a-half bathrooms, and a two-...

4 Beds
4 Baths
Kentucky Square SubDv.
32773 Zip Code

3888 Triple Crown Loop, Sanford $479,990 ▼

Under Construction. Discover modern style and thoughtful design in this Wellington home at Kentucky Square in Sanford. The privacy-focused layout features no shared bedro...

4 Beds
2 Baths
Kentucky Square SubDv.
32773 Zip Code

3660 Triple Crown Loop, Sanford $471,990 ▼

Virtually Staged. Pre-Construction. To be built. ***MAIN LEVEL LIVING***, *GUEST SUITE*, *KITCHEN ISLAND*, *WALK-IN PANTRY*, *COVERED LANAI!* The Webber B on Lot 146 at 3...

4 Beds
3 Baths
Kentucky Square SubDv.
32773 Zip Code

3727 Triple Crown Loop, Sanford $501,490 ▲

Virtually Staged. Pre-Construction. To be built. ***MAIN LEVEL BR/FLEX ROOM***, *LOFT,* *SMART STORAGE*, *KITCHEN ISLAND*, *WALK-IN PANTRY*, *COVERED LANAI!* The Linden C...

5 Beds
4 Baths
Kentucky Square SubDv.
32773 Zip Code

3960 Triple Crown Loop, Sanford $462,990

Virtually Staged. Pre-Construction. To be built. **MAIN LEVEL LIVING!** The Seaton II B on Lot 14 at 3960 Triple Crown Loop offers thoughtful single-story living with ope...

4 Beds
3 Baths
Kentucky Square SubDv.
32773 Zip Code

3924 Triple Crown Loop, Sanford $456,385

Virtually Staged. Pre-Construction. To be built. ***MAIN LEVEL LIVING!*** The Juniper C on Lot 5 at 3924 Triple Crown Loop offers thoughtful single-level design with open...

4 Beds
2 Baths
Kentucky Square SubDv.
32773 Zip Code

3936 Triple Crown Loop, Sanford $516,385

Virtually Staged. Pre-Construction. To be built. ***The Chester D*** on Lot 8 at 3936 Triple Crown Loop offers spacious two-story living with an open-concept main level, ...

5 Beds
4 Baths
Kentucky Square SubDv.
32773 Zip Code

3975 Triple Crown Loop, Sanford $417,990

Virtually Staged. Pre-Construction. To be built. **GRAND OPENING!** Discover the Portland G at Kentucky Square on Lot 118, located at 3975 Triple Crown Loop. This thought...