Kentucky Square Homes with Sidewalks Community Features

Kentucky Square Homes with Sidewalks Community Features

Welcome to Kentucky Square, an enchanting subdivision nestled in the heart of Sanford, Florida, within beautiful Seminole County. This charming community offers a perfect blend of modern living and serene surroundings, making it an ideal place for families, retirees, and everyone in between.

Kentucky Square is thoughtfully designed with a focus on community and connectivity. One of its most appealing features is the well-maintained sidewalks that wind throughout the neighborhood, providing safe and inviting pathways for evening strolls, morning jogs, or leisurely bike rides. These sidewalks encourage a sense of camaraderie among residents, making it easy to meet neighbors and enjoy the picturesque Florida weather.

The homes in Kentucky Square boast a variety of styles and sizes, catering to diverse tastes and lifestyles. Each residence is designed with comfort and functionality in mind, featuring spacious layouts, modern amenities, and lush landscaping. Whether you’re looking for a cozy starter home or a larger family residence, Kentucky Square has something to suit your needs.

Beyond the beautiful homes, residents can enjoy a wealth of nearby amenities. The subdivision is conveniently located close to parks, shopping centers, and top-rated schools, ensuring that everything you need is just a stone's throw away. Additionally, Sanford's vibrant downtown area, with its charming shops and delightful dining options, is only a short drive away.

Discover the charm of Kentucky Square, where community spirit meets comfortable living. Come and experience the warmth of this inviting neighborhood, and see why so many choose to call Kentucky Square home!

Newest Kentucky Square Homes with Sidewalks Community Features

3656 Triple Crown Loop, Sanford
$396,990
3 Beds ⋅ 2 Baths ⋅ Kentucky Square SubDv. ⋅ 32773 Zip Code
Virtually Staged. Under Construction. **DECEMBER DELIVERY! MAIN LEVEL LIVING, OPEN-CONCEPT DESIGN, KITCHEN ISLAND, WALK-IN CLOSET, LANAI! Discover the Portland G on Lot 145 at Kentucky Square. This thoughtfully designed single-level home features an inviting covered entry, spacious connected living areas, a well-appointed kitchen with a center island, two secondary bedrooms, and a private primary suite with dual vanities, a standing shower, and a generous walk-in closet. Step outside to the lanai and enjoy effortless indoor-outdoor living—perfect for quiet mornings, casual gatherings, and the Florida lifestyle. Located in desirable Sanford, Kentucky Square offers convenient access to Lake Mary, Orlando Sanford International Airport, SR 417, I-4, shopping, dining, recreation, and everyday essentials. Community amenities include a sparkling pool, cabana, and kiddy play yard, creating inviting spaces to relax, connect, and play. December opportunities are limited—schedule your visit today and ask about CURRENT INCENTIVES! *Photos are of a similar home and may vary from the actual home.

3656 Triple Crown Loop, Sanford
3659 Triple Crown Loop, Sanford
$450,000
4 Beds ⋅ 2 Baths ⋅ Kentucky Square SubDv. ⋅ 32773 Zip Code
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 at Kentucky Square offers 4 bedrooms, 2 bathrooms, and 1,819 square feet designed for everyday living and entertaining. The kitchen features stainless steel appliances, quartz countertops, a tile backsplash, and 42-inch frost cabinets. Tall ceilings and 6-by-36-inch tile flooring add to the airy feel of the main living areas, while the primary suite offers a spacious walk-in closet and a frameless glass shower. At Kentucky Square, the community pool and cabana are coming soon. Explore the Sanford Riverwalk about 6 miles away, enjoy downtown waterfront dining, or spend the day in nearby Lake Mary. The community also features a playground and smart home conveniences and is located within the A-rated Seminole County school district. Sanford International Airport is minutes away, with access to major roads connecting you to Orlando and the East Coast beaches.

3659 Triple Crown Loop, Sanford
3895 Triple Crown Loop, Sanford
$568,990
5 Beds ⋅ 4 Baths ⋅ Kentucky Square SubDv. ⋅ 32773 Zip Code
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 feet. Situated on a desirable corner homesite near the community pool, this open-concept home features a formal living room, a spacious family room, and a covered lanai ideal for relaxing or entertaining. The thoughtfully designed kitchen showcases premium appliances, 42-inch cabinetry with crown molding, and elegant quartz countertops. A private first-floor guest suite with its own full bathroom and walk-in closet creates a comfortable retreat for overnight visitors. Upstairs, the spacious primary suite joins three additional bedrooms and a versatile loft, providing plenty of room for work, play, or relaxation. Every full bathroom includes dual sinks for added everyday convenience. Located in Kentucky Square, this home offers access to a community pool, cabana, playground, smart-home features, and A-rated Seminole County schools. Enjoy being just six miles from the Sanford Riverwalk, 13 minutes from Lake Mary-area amenities, and close to Downtown Sanford’s waterfront dining, breweries, and recreation. With Sanford International Airport only minutes away, Downtown Orlando approximately 30 minutes south, and convenient access to major roadways leading to Central Florida attractions and East Coast beaches, Kentucky Square keeps you close to what matters most.

3895 Triple Crown Loop, Sanford
3884 Triple Crown Loop, Sanford
$554,990
4 Beds ⋅ 4 Baths ⋅ Kentucky Square SubDv. ⋅ 32773 Zip Code
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-car garage. The gourmet kitchen features 42-inch cabinets with crown molding and beautiful finishes, while luxury vinyl plank flooring adds style and durability throughout the home. A private first-floor guest suite with a full bathroom creates a comfortable retreat for visitors. Upstairs, a versatile loft joins two secondary bedrooms, a full bathroom with dual sinks, and the spacious primary suite, complete with a large walk-in closet and spa-inspired bathroom. Enjoy outdoor living on the generous covered lanai and a homesite conveniently located near the community pool, cabana, and playground. Located in Sanford, Kentucky Square offers smart-home convenience and easy access to major roadways connecting residents to Downtown Orlando and Florida’s East Coast beaches. Enjoy proximity to A-rated Seminole County schools, Lake Mary area amenities, Sanford International Airport, and the Sanford Riverwalk along Lake Monroe. Downtown Sanford’s waterfront dining, breweries, parks, and recreation are also just minutes away.

3884 Triple Crown Loop, Sanford
3888 Triple Crown Loop, Sanford
$477,990
4 Beds ⋅ 2 Baths ⋅ Kentucky Square SubDv. ⋅ 32773 Zip Code
Under Construction. Discover modern style and thoughtful design in this Wellington home at Kentucky Square in Sanford. The privacy-focused layout features no shared bedroom walls, while the open-concept family room flows seamlessly into the kitchen and dining area. A large island creates a natural gathering space, and the covered lanai extends the living area outdoors. Elevated finishes include 9’4” ceilings, ceramic tile throughout the main living areas, plush bedroom carpeting, and quartz countertops in the kitchen and all bathrooms. The kitchen showcases 42-inch cabinetry with soft-close doors, stainless steel appliances, a natural gas range, and an exterior-vented microwave. Additional features include a wall-tile surround in the primary bath, gutters, a Wi-Fi-enabled garage door opener, and a smart thermostat. Kentucky Square offers a pool, cabana, and playground within the A-rated Seminole County school district. Enjoy easy access to major roadways, Sanford International Airport, Lake Mary, Downtown Orlando, and Central Florida’s east coast beaches. Located approximately six miles from the Sanford Riverwalk, the community also places waterfront dining, breweries, parks, and scenic trails along Lake Monroe within easy reach.

3888 Triple Crown Loop, Sanford
3727 Triple Crown Loop, Sanford
$501,490
5 Beds ⋅ 4 Baths ⋅ Kentucky Square SubDv. ⋅ 32773 Zip Code
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 on Lot 115 at 3727 Triple Crown Loop offers spacious two-story living with a versatile main-level bedroom/flex room, open-concept living, designer kitchen, inviting gathering spaces, and an upstairs loft ideal for movie nights, work, or play. The thoughtful layout also features ample storage and a private primary suite for everyday comfort. Experience the lifestyle of Kentucky Square in desirable Sanford, just minutes from Lake Mary, Orlando Sanford International Airport, major roadways, shopping, dining, and recreation. Enjoy community amenities including a sparkling pool, cabana, and tot lot. **JOIN US Saturday 9/12/26 10:00am-12:00pm for our GRAND OPENING!** Opportunities are limited—ask about current incentives and schedule your visit today. *Photos are of a similar home and may vary.

3727 Triple Crown Loop, Sanford
3924 Triple Crown Loop, Sanford
$456,385
4 Beds ⋅ 2 Baths ⋅ Kentucky Square SubDv. ⋅ 32773 Zip Code
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-concept living, a designer kitchen, inviting gathering spaces, lanai, and a private primary suite designed for comfort, convenience, and everyday ease. Experience the lifestyle of Kentucky Square in desirable Sanford, just minutes from Lake Mary, Orlando Sanford International Airport, major roadways, shopping, dining, and recreation. Enjoy community amenities including a sparkling pool, cabana, and tot lot—perfect for relaxing, connecting, and enjoying Florida living. Join us Saturday 9/12/26 10:00am-12:00pm for our **GRAND OPENING!** Opportunities are limited—ask about current incentives and schedule your visit today. *Photos are of a similar home and may vary from actual home.

3924 Triple Crown Loop, Sanford
3975 Triple Crown Loop, Sanford
$404,990
3 Beds ⋅ 2 Baths ⋅ Kentucky Square SubDv. ⋅ 32773 Zip Code
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 thoughtfully designed single-level home features an inviting covered entry, open-concept living, a kitchen island, two secondary bedrooms, and a private primary suite with dual vanities, walk-in closet, and standing shower. Built for the way you live, the Portland G offers an easy Florida lifestyle with a relaxing lanai and connected spaces for everyday living and entertaining. Kentucky Square’s unique appeal brings thoughtfully designed homes, generous homesites, and everyday convenience together in desirable Seminole County near Lake Mary, Downtown Lake Mary, Orlando Sanford International Airport, SR 417, I-4, SR 46, Lake Jessup, and Lake Monroe. Enjoy community amenities including a sparkling pool, cabana, and kiddy play yard. Don’t wait—ask about current incentives and schedule your visit today! *Photos are from a similar home. Join us Saturday 9/12/26 10:00am-12:00pm for our ***GRAND OPENING!***

3975 Triple Crown Loop, Sanford
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