Hillwood Estates Homes with Cookeville High School

Welcome to Hillwood Estates, an enchanting subdivision nestled in the heart of Cookeville, Tennessee, within the picturesque Putnam County. This charming community offers a perfect blend of suburban tranquility and vibrant local amenities, making it an ideal place to call home.

Hillwood Estates boasts beautifully designed homes that cater to a variety of lifestyles, from young families to retirees seeking a peaceful retreat. With spacious layouts and modern finishes, these residences are not just houses; they are places where memories are made. Imagine relaxing on your front porch while enjoying the serene views of the surrounding nature, or hosting gatherings in your expansive backyard—Hillwood Estates is designed for both comfort and connection.

One of the standout features of this subdivision is its proximity to Cookeville High School, making it an excellent choice for families with school-aged children. The highly-rated school is just a stone’s throw away, ensuring that your kids have access to quality education without the hassle of long commutes. This convenience allows families to spend more time together, enjoying the community's parks, recreational facilities, and local events.

Living in Hillwood Estates means embracing a lifestyle enriched by nature and community spirit. With nearby shopping, dining, and entertainment options, residents can enjoy the best of both worlds—quiet suburban living with easy access to the vibrant culture of Cookeville. If you’re searching for a place that feels like home, look no further than Hillwood Estates, where your dream lifestyle awaits!

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.