Hillwood Estates Real Estate

Welcome to Hillwood Estates, a hidden gem nestled in the heart of Cookeville, Tennessee! This charming subdivision in Putnam County offers a perfect blend of tranquility and convenience, making it an ideal choice for families, professionals, and retirees alike.

Hillwood Estates is characterized by its picturesque tree-lined streets and beautifully maintained homes, each showcasing unique architectural styles that reflect the warmth and character of the community. With spacious lots and lush green spaces, residents enjoy a serene atmosphere that invites outdoor activities and neighborhood gatherings.

One of the standout features of Hillwood Estates is its prime location. Just minutes away from Cookeville’s vibrant downtown area, residents have easy access to a variety of shopping, dining, and entertainment options. The renowned Tennessee Technological University is also nearby, making it an attractive spot for students and faculty members seeking a peaceful retreat close to campus.

Families will appreciate the top-rated schools in the area, ensuring that children receive a quality education. Additionally, the community is in close proximity to numerous parks and recreational facilities, offering plenty of opportunities for outdoor adventures, including hiking, biking, and picnicking.

Whether you’re looking to settle down in a welcoming neighborhood or seeking a peaceful escape from the hustle and bustle, Hillwood Estates has something for everyone. Discover the charm and convenience of this delightful subdivision, where your dream home awaits in beautiful Cookeville, TN!

Newest Listings in Hillwood Estates

$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 ⋅ COMING SOON / HOLD 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

$995,900

3164586 MLS ⋅ ACTIVE Status ⋅ 1.6 Acres ⋅ 37205 Zip Code

An extraordinary opportunity to secure a truly remarkable homesite perched at the top of a scenic hill, offering exceptional privacy and presence. This expansive, fully treed lot provides the perfect canvas for a grand custom estate, where the future residence can be thoughtfully nestled among mature trees for a secluded, estate-like setting. Surrounded by distinguished homes — including a neighboring estate valued at approximately $12 million — this rare property is being offered primarily for its exceptional land value and unmatched potential to create a legacy residence in a prestigious location.

611 Hillwood Blvd, Nashville

$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

Start Your Search

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.