Sleepy Hollow Homes for Sale

Welcome to Sleepy Hollow, a charming subdivision nestled in the heart of Tennessee. This idyllic neighborhood offers a peaceful and serene environment, perfect for those seeking a tranquil retreat. With its convenient location and beautiful homes, Sleepy Hollow is a true gem in the state of Tennessee.

In Sleepy Hollow, you will find a variety of homes for sale that cater to different preferences and budgets. From cozy cottages to spacious family homes, there is something for everyone in this subdivision. The properties in Sleepy Hollow are known for their impeccable design, quality craftsmanship, and attention to detail.

Living in Sleepy Hollow offers residents a plethora of amenities and conveniences. The neighborhood boasts well-maintained parks, walking trails, and recreational facilities, providing ample opportunities for outdoor activities and relaxation. Additionally, the community is located near top-rated schools, shopping centers, and dining options, ensuring that residents have everything they need within reach.

The real estate market in Sleepy Hollow is thriving, with homes for sale attracting both local residents and those from out of state. The demand for properties in this subdivision is high, thanks to its desirable location, excellent amenities, and strong sense of community.

If you are looking for a place to call home in Tennessee, Sleepy Hollow may be the perfect choice for you. With its picturesque setting, quality homes, and convenient location, this subdivision offers a truly exceptional living experience. Contact a local real estate agent today to explore the homes for sale in Sleepy Hollow and discover the perfect property to suit your needs.

Newest Sleepy Hollow Homes for Sale

$37,500

2 Beds ⋅ 3592219 MLS ⋅ ACTIVE Status ⋅ 0.49 Acres ⋅ 38556 Zip Code

Handyman Special! This could be made into a nice cabin or rustic retreat. Conveniently located 10 minutes to Jamestown and close to Parks and recreation. The structure is being sold ''AS IS'' there is currently a water meter on the property and electricity is on. Buyer to verify all info. Nice 1/2-acre lot with circle drive. Bring your hammer and make this your next money maker or hideaway.

765 Sleepy Hollow Rd, Jamestown

$675,000

3 Beds ⋅ 3 Baths ⋅ 3527944 MLS ⋅ ACTIVE Status ⋅ 0.18 Acres ⋅ 37405 Zip Code

Welcome to 1728 Ichabod Lane! Nestled on a quiet street in the heart of North Chattanooga, this captivating two-story home offers the perfect blend of modern updates, classic charm, and unbeatable neighborhood convenience. Zoned for the desirable Normal Park Schools and just a short walk to local boutique shops, restaurants, and neighborhood parks, this location places the best of Chattanooga right outside your front door. Enjoy the covered front porch, ideal for relaxing with your morning coffee, or unwinding from a busy day. Step inside, you'll notice beautiful hardwood floors running throughout the entire main level. The expansive living room is flooded with natural sunlight, and creates a perfect space for families, or entertaining guests. The large kitchen features plenty of countertop space, cabinetry storage, and stainless steel appliances. The master bedroom and fully renovated en suite bathroom is located on the main level, along with laundry room, and additional half bathroom off the kitchen. Upstairs, two spacious bedrooms share a renovated full bathroom with stylish contemporary finishes. The 2nd level also includes extensive unfinished attic storage, perfect for seasonal items or future expansion possibilities. Step out back to a covered, screened patio designed for year-round outdoor living without the pests. Fully private backyard oasis complete with a thriving home orchard featuring apple, peach, and fig trees, alongside a dedicated herb garden. *Whole-House Water Softener and Reverse Osmosis System included.

1728 Ichabod Lane, Chattanooga

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Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.