Hillwood Estates Homes for Sale

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 serene suburban living and convenient access to the vibrant amenities of the city. With its tree-lined streets and well-maintained properties, Hillwood Estates is an ideal place for families, retirees, and everyone in between who seeks a welcoming neighborhood to call home.

The homes for sale in Hillwood Estates boast a variety of styles and sizes, catering to diverse preferences and lifestyles. From cozy single-family homes to spacious residences, each property reflects the warmth and character that this community is known for. Many homes feature modern updates, inviting outdoor spaces, and beautiful landscaping, making them perfect for both relaxation and entertaining.

Living in Hillwood Estates means enjoying the best of both worlds. Residents can take advantage of the nearby parks, schools, and recreational facilities, while also being just a short drive away from Cookeville’s bustling downtown area. Here, you can explore a rich array of dining, shopping, and entertainment options, all while soaking in the charm of this vibrant city.

If you’re looking for a place that combines comfort, community, and convenience, Hillwood Estates is the perfect choice. Explore the available homes for sale today and discover the endless possibilities that await you in this enchanting subdivision. Your dream home in Hillwood Estates is just a visit away!

Newest Hillwood Estates Homes for Sale

$3,100,000

5 Beds ⋅ 5 Baths ⋅ 3304767 MLS ⋅ ACTIVE Status ⋅ 2.15 Acres ⋅ 37205 Zip Code

Set on 2.15 private acres along one of Nashville's most desirable streets, this exceptional Hillwood residence offers a rare combination of timeless architecture, gracious interiors and an unrivaled location just doors from Hillwood Country Club. This classic home is thoughtfully designed for both entertaining and comfortable everyday living. Beautifully proportioned rooms and dramatic floor to ceiling windows flood the interior with natural light. Designed with the ease of main level living in mind, there are three bedrooms on the main level including the primary. Upper level has two additional bedrooms and two full baths plus sitting area. Great paneled den with built ins and fireplace. Additional features include 2 fireplaces, circular drive with plenty of parking and 2 car garage. Professionally designed landscape by renowned designer Ben Page. Don't miss this rare opportunity to own a distinguished Hillwood property offering privacy, elegance and convenience. Great schools. Buyer and Buyers agent to verify all pertinent information.

6111 Hickory Valley Rd, Nashville

$2,799,900

5 Beds ⋅ 6 Baths ⋅ 3259842 MLS ⋅ ACTIVE Status ⋅ 1.98 Acres ⋅ 37209 Zip Code

A once-in-a-generation opportunity to own one of Nashville's most distinctive Mid-Century Modern residences. Originally owned by a single family, this iconic custom home is being meticulously reimagined through a complete down-to-the-studs renovation—preserving its timeless architectural character while incorporating today's luxury finishes, exceptional craftsmanship, and modern building systems. • Nestled on a private 2-acre estate just moments from Hillwood Country Club, the home showcases soaring vaulted ceilings, expansive living spaces, oversized bedrooms, striking architectural details, and a seamless connection to the surrounding landscape. Every finish has been carefully curated to create a home that remains authentic to its mid-century roots while delivering the comfort, quality, and sophistication of contemporary luxury living. • Construction Notice: This home is currently undergoing an extensive renovation and remains an active construction site. The property is not yet available for showings or public access. Please contact the listing agent for anticipated completion timelines and availability. Unauthorized entry is strictly prohibited. • Listing Photo Disclaimer: Certain images included in this listing are architectural renderings, conceptual visualizations, inspiration images, and material selection examples provided solely to illustrate the intended design concept. These images are for illustrative purposes only and are not representations, warranties, or guarantees of the final design, specifications, finishes, materials, colors, furnishings, landscaping, or features. The seller reserves the right to modify or substitute materials, finishes, fixtures, design elements, specifications, and other features without notice. Buyers should verify all final selections, specifications, included features, and any optional upgrades with the seller prior to entering into a purchase agreement.

716 Summerly Dr, Nashville

$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

$2,595,000

5 Beds ⋅ 5 Baths ⋅ 3155212 MLS ⋅ ACTIVE Status ⋅ 1.35 Acres ⋅ 37205 Zip Code

Prime HILLWOOD! Level, corner 1.35 acre lot, gated and fenced in both front and back. Built in 1955, the home was purchased, expanded and reimagined 2017-2020. Offering approx. 5,000 square feet of heated and cooled living space; easy living, primarily on one level! An awesome screened porch with a beamed vaulted ceiling overlooks a private backyard, with the perfect spot to add a pool. The new primary suite on the main level is huge and luxurious, with two exposures and a soaring ceiling! Whether you are a car aficionado, or just love storage, check out the four bays in two garages, with a lift for the fifth - a sports car! The terrace level is great for in-laws, teens, room to spread out or the potential 'pool house'. Do not miss the kid's craft room and library. Encapsulated crawl, tons of storage and the essential whole house Generator. Motorized top-of-the-line Hunter Douglas window treatments. Bevolo gas lights and landscape lighting set the mood at dusk! Note: 359 sq.ft. listed in lower level has reduced ceiling height.

6010 Hickory Valley Rd, Nashville

$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.