Hillwood Estates Homes with Prescott South Middle School Junior High School

Welcome to Hillwood Estates, a charming subdivision nestled in the heart of Cookeville, Tennessee, within the picturesque Putnam County. This community is a hidden gem, offering a perfect blend of suburban tranquility and convenient access to urban amenities. With its tree-lined streets and friendly neighbors, Hillwood Estates is an ideal place for families looking to settle down in a welcoming environment.

The homes in Hillwood Estates are thoughtfully designed, featuring a variety of architectural styles that cater to diverse tastes. From cozy single-family homes to spacious two-story residences, there’s something for everyone in this delightful neighborhood. Many properties boast modern finishes, expansive backyards, and inviting outdoor spaces perfect for entertaining or enjoying a peaceful evening under the stars.

Families with school-aged children will appreciate the proximity to Prescott South Middle School, a well-regarded junior high school known for its commitment to academic excellence and fostering a positive learning environment. The school’s dedicated staff and engaging curriculum ensure that students receive a quality education, making Hillwood Estates a prime location for families seeking a supportive community for their children’s growth.

Living in Hillwood Estates means enjoying the best of both worlds: a serene suburban lifestyle with easy access to Cookeville’s vibrant downtown, where you can find an array of shopping, dining, and recreational opportunities. Whether you’re taking a stroll through the neighborhood or exploring the nearby parks, Hillwood Estates offers a warm and inviting atmosphere that you’ll be proud to call home. Come and discover the charm of Hillwood Estates—your dream home awaits!

Newest Hillwood Estates Homes with Prescott South Middle School Junior 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.