Hillwood Estates Homes with Cookeville High School

Welcome to Hillwood Estates, a charming subdivision nestled in the heart of Cookeville, Tennessee, within the picturesque Putnam County. This delightful community offers a perfect blend of suburban tranquility and modern convenience, making it an ideal choice for families, professionals, and retirees alike.

As you stroll through Hillwood Estates, you’ll be captivated by the beautifully landscaped streets lined with well-maintained homes, each exuding character and warmth. The architecture is a harmonious mix of traditional and contemporary styles, providing a variety of options to suit diverse tastes. With spacious yards and inviting outdoor spaces, residents can enjoy the beauty of nature right at their doorstep.

One of the standout features of Hillwood Estates is its proximity to Cookeville High School, a top-rated educational institution known for its commitment to academic excellence. Families with school-age children will appreciate the convenience of having such a reputable school nearby, ensuring a seamless balance between education and home life.

Beyond the community, Hillwood Estates is conveniently located near shopping, dining, and recreational facilities, offering residents easy access to all that Cookeville has to offer. Spend your weekends exploring local parks, indulging in delicious cuisine at nearby restaurants, or enjoying the vibrant arts scene that this charming city boasts.

Experience the warmth and welcoming spirit of Hillwood Estates, where community and comfort come together to create a truly exceptional living environment. Whether you’re looking for your first home or your forever home, Hillwood Estates is the perfect place to start your next chapter. Come and discover the joys of living in this wonderful subdivision today!

Newest Hillwood Estates Homes with Cookeville High School

$465,000

4 Beds ⋅ 3 Baths ⋅ 3230122 MLS ⋅ ACTIVE Status ⋅ 0.84 Acres ⋅ 38506 Zip Code

Welcome to this charming and well-maintained single-owner home nestled in the desirable Hillwood Estates. This home features 4 BRs, 2 1/2 BAs and a floor plan including a formal living, dining room, as well as an eat-in kitchen and den with gas log fireplace. The home has been thoughtfully updated over the years, boasting granite kitchen countertops with custom cabinetry, interior doors, double pane windows, bathroom updates, garage door and added insulation. Step outside and enjoy not one, but two patios and a welcoming front porch ideal for relaxing. One of the standout features is its unbeatable location situated directly across the street from the neighborhood pool. Hillwood Swim Club offers a voluntary HOA with pool access for just $375 per year. This home enjoys the added convenience of municipal trash pickup, natural gas service, and public sewer. This is a rare opportunity to own a lovingly cared-for home with a rich history — a true gem waiting for its next chapter. 12 month home warranty for peace of mind.

1250 Charles St, Cookeville

$475,000

6 Beds ⋅ 5 Baths ⋅ 3170653 MLS ⋅ ACTIVE Status ⋅ 0.48 Acres ⋅ 38506 Zip Code

Back on the Market! No fault of house or sellers!!! This expansive Cookeville home offers unbeatable value at just $131/sf, making it one of the best values in its price point and a rare find. This home is perfectly tailored for multigenerational living, a work from home setup, or for a family looking for space to spread out. The flexible floor plan can adapt to your needs! You’ll enjoy peace of mind with over $70,000 in recent upgrades—including a brand-new roof, siding, some windows, and one furnace (and much, much more!). Other perks include a community pool right across the street with dues already paid for the season. The property boasts a massive, 800+ square foot garage ideal for toys, a workshop, or endless storage, all while offering lightning-fast access to Hwy 111 and I-40 for an effortless commute, access to shopping and everything Cookeville has to offer. This incredible value won't last long—schedule your tour today before it's gone!

1360 Charles St, Cookeville

$559,000

4 Beds ⋅ 4 Baths ⋅ 3149889 MLS ⋅ ACTIVE Status ⋅ 1.4 Acres ⋅ 38506 Zip Code

Discover comfort and character at this spacious 4 bedroom, 4 bathroom home offers approximately 3,400 square feet and sits in a peaceful setting surrounded by mature trees, including nearly 30 varieties that create privacy and natural beauty year-round. Inside, guests immediately notice the warmth and character of the home, highlighted by a custom staircase and detailed molding. The living room features an electric fireplace, creating a cozy gathering space, while the kitchen includes refrigerator, range/oven, dishwasher, and microwave. Interior features include new flooring, fresh paint, a jet tub, and a wet bar, with laundry located upstairs. The home also offers a 2-car garage, a Mennonite built workshop / additional garage space, outdoor kitchen, spacious sunroom, and attached apartment perfect for multi generational living. Located in a quiet neighborhood convenient to Cookeville, homeowners may also choose optional HOA access to a community pool during the summer.

1439 Thomas Cir, Cookeville

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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.