Highlands Homes under $500,000

Welcome to Highlands, a picturesque subdivision nestled in the heart of Tennessee, where charm meets modern living! This serene community is renowned for its lush landscapes, friendly neighbors, and a perfect blend of suburban tranquility and urban convenience. Whether you're a first-time homebuyer, a growing family, or looking to downsize, Highlands offers a variety of homes that cater to diverse lifestyles and budgets.

One of the standout features of Highlands is its affordability, with an impressive selection of homes available for under $500,000. These well-appointed residences boast spacious layouts, contemporary designs, and inviting outdoor spaces perfect for entertaining or simply enjoying the beautiful Tennessee weather. From cozy single-family homes to stylish townhouses, there's something for everyone in this vibrant community.

Living in Highlands means enjoying access to top-notch amenities, including well-maintained parks, walking trails, and recreational facilities that encourage an active lifestyle. Families will appreciate the proximity to highly-rated schools, making this an ideal place to raise children. Plus, with a variety of shops, restaurants, and entertainment options just a short drive away, you'll never be far from the action.

Join the welcoming community of Highlands, where you can create lasting memories in a beautiful home without breaking the bank. Discover your dream home today and experience the perfect blend of comfort, convenience, and community in this charming Tennessee subdivision!

Newest Highlands Homes under $500,000

$469,000

3 Beds ⋅ 3 Baths ⋅ 3619053 MLS ⋅ ACTIVE Status ⋅ 0.32 Acres ⋅ 37398 Zip Code

This home has so many details that make it special, from the beautifully crafted coffered ceiling and statement lighting to the thoughtfully selected finishes throughout. The open living area features a cozy fireplace and flows into a spacious kitchen with a large island, perfect for everyday living and entertaining. All three bedrooms are on the main level, with an upstairs bonus room and half bath offering extra flexibility. Located just minutes from Tims Ford Lake and downtown Winchester, with easy access to boating, fishing, local restaurants, and shopping. A beautiful home in a great location with plenty to enjoy both inside and out!

201 Lookout Dr, Winchester

$399,000

2 Beds ⋅ 2 Baths ⋅ 3592518 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code

Maintenance-free living at its finest! Step into comfort, style, and convenience with this beautifully appointed townhome located in a desirable gated community. Inside, you'll find gorgeous granite countertops, custom cabinetry, stainless steel appliances, and luxury vinyl plank flooring that combine modern style with easy everyday living. A one-car garage provides added convenience and storage, while the HOA helps make homeownership a breeze by covering lawn care, irrigation, and exterior maintenance. Only minutes from Tims Ford Lake and shopping/dining.

Edgefield Ct, Winchester

$399,000

2 Beds ⋅ 2 Baths ⋅ 3592365 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code

Maintenance-free lving at its finest! Step into comfort, style, and convenience with this beautifully appointed townhome located in a desirable gated community. Inside, you'll find gorgeous granited countertops, custom cabinetry, stainless steel appliances, and luxury vinyl plank flooring that combine modern style with easy everyday living. A one-car garage provides added convenience and storage, while the HOA helps make homeownership a breeze by covering lawn care, irrigation, and exterior maintenance. Only minutes from Tims Ford Lake and shopping/dining.

Edgefield Ct, Winchester

$399,000

2 Beds ⋅ 2 Baths ⋅ 3592310 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code

Edgefield Ct, Winchester

$369,000

2 Beds ⋅ 2 Baths ⋅ 3546608 MLS ⋅ ACTIVE Status ⋅ 0.11 Acres ⋅ 37398 Zip Code

Welcome to maintenance-free living in this beautifully maintained townhome! Enjoy the convenience of low-maintenance living with exterior maintenance taken care of, giving you more time to relax and enjoy your new home. This inviting property offers comfortable living space, a functional layout, and a welcoming atmosphere. Ideally suited for those looking for the ease of townhome living without the upkeep of a traditional single-family home. Stunning granite countertops, luxurious LVT flooring, large walk-in tiled shower, and a one car attached garage. Move-in ready!!

101 Edgefield Ct, Winchester

$443,900

3 Beds ⋅ 2 Baths ⋅ 3541127 MLS ⋅ ACTIVE Status ⋅ 0.28 Acres ⋅ 37398 Zip Code

Welcome to this beautiful 1.5-level home designed for comfort, convenience, and style! This 3-bedroom home features a zoned primary suite on the main floor, offering privacy and functionality for modern living. The open-concept layout creates an inviting space perfect for entertaining family and friends, while the spacious covered back porch provides the ideal spot to relax and unwind outdoors. Enjoy premium finishes throughout, including Moen black matte plumbing fixtures and elegant Dallas White granite countertops that add a touch of sophistication to the kitchen and baths. The huge finished bonus room offers endless possibilities—whether it’s a media room, playroom, or home office. Located in a gated, family-friendly community, this home is just minutes from shopping, restaurants, doctors’ offices, and the stunning Tims Ford Lake. Love the outdoors? You’ll be only 3 minutes from Sharp Springs Boat Ramp, where you can launch your boat, kayak, or canoe and spend your days fishing or exploring the water.

108 Lookout Drive, Winchester

$424,900

4 Beds ⋅ 2 Baths ⋅ 3541078 MLS ⋅ ACTIVE Status ⋅ 0.28 Acres ⋅ 37398 Zip Code

The Winchester Plan—a beautifully designed 1-level, 4-bedroom home offering comfort, style, and functionality! The open living concept creates a warm and inviting atmosphere, perfect for family gatherings and entertaining guests. Located in a gated, family-friendly community, this home is just minutes from shopping, restaurants, doctors’ offices, and Tims Ford Lake. Outdoor enthusiasts will love being only 3 minutes from Sharp Springs Boat Ramp, where you can launch your boat, kayak, or canoe and spend the day fishing or exploring scenic Tims Ford Lake. Experience the perfect blend of convenience, community, and lake living—the Winchester Plan makes it all possible!

124 Lookout Drive, Winchester

$204,999

2 Beds ⋅ 1 Baths ⋅ 3216333 MLS ⋅ ACTIVE Status ⋅ 0.34 Acres ⋅ 37040 Zip Code

Big Price Drop !!!!A slice of paradise so welcome to your charming large Open Floor Plan with 2 bed, 1 bath ranch home in Clarksville, Tennessee! This cozy 816 sq. ft. gem is the perfect turnkey opportunity, nestled on a peaceful wooded lot that offers both privacy and convenience just minutes from downtown. Relax on the covered front porch with your morning coffee, then step inside to a spacious living area filled with natural light. The kitchen features ample wood cabinets and counter space, making everyday living and meal prep simple and functional. Both bedrooms provide comfortable retreats, while the stylish bathroom offers practicality and charm. Step outside onto your private deck — the perfect spot for entertaining guests or unwinding among the trees in a serene natural setting. This home is handicap accessible and was thoughtfully built by Habitat for Humanity, offering comfort, accessibility, and affordability all in one special property. Conveniently located near downtown Clarksville, you’ll enjoy quick access to shopping, dining, entertainment, and local amenities. Don’t miss this wonderful opportunity to own a peaceful retreat close to the heart of the city!

168 Inglewood Dr, Clarksville

$469,900

3 Beds ⋅ 2 Baths ⋅ 3189545 MLS ⋅ ACTIVE Status ⋅ 0.29 Acres ⋅ 37398 Zip Code

Better than new with tons of builder and seller upgrades in a beautiful, gated community! This gem is located only 1/2 mile from a public boat ramp on the ever-popular Tims Ford Lake. You'll love the grand entrance with soaring ceilings, 8 foot doors throughout, tons of natural light, quartz countertops, and the huge custom pantry. The laundry room, with custom cabinets and folding station, connects to the primary suite. The primary bath includes a separate soaking tub, walk-in tile shower, and double vanities. And the primary closet has custom shelving, by Closets By Design. This gorgeous home has an open floor plan, custom blinds, some new lighting, and tons of storage. The relaxing back porch is a must see. It includes a high ceiling, hanging flower boxes, patio lighting, and a propane heater that conveys with the property. And the extended patio, professional landscaping, and fenced back yard make outdoor entertaining a breeze. Preferred lender is offering 1% of purchase price towards closing costs or rate buy down. Ask me for details. Home is currently under contract, with a Buyer's First Right of Refusal in place, due to a home-sale contingency. Sellers are still accepting showings and entertaining offers!

172 Lookout Dr, Winchester

$454,900

4 Beds ⋅ 2 Baths ⋅ 3145241 MLS ⋅ ACTIVE Status ⋅ 0.22 Acres ⋅ 37398 Zip Code

Brand new construction opportunity with early buyer selections available. Construction hasn't begun, giving buyers who secure a contract early the opportunity to personalize select finishes such as paint colors, countertops, cabinetry, and flooring. Qualified buyers who use the preferred lender with an accepted offer may be eligible for rates in the 4s! Welcome to your brand-new dream home in the heart of Winchester, Tennessee! Nestled at a dead end cul-de-sac in a gated subdivision near beautiful Tim's Ford Lake, this modern ranch offers the perfect combination of comfort, convenience, and community. From the moment you arrive, you’ll appreciate the clean curb appeal, inviting entryway, and thoughtfully designed single-level layout that makes everyday living effortless The spacious kitchen is the centerpiece of the home, featuring sleek cabinetry, premium countertops, a large island with bar seating, and stainless steel appliances. Seamlessly connected to the dining and living spaces, it’s an ideal setup for both entertaining and everyday life. The private owner’s suite offers a peaceful retreat with a walk-in closet and a spa-inspired en-suite bath boasting dual sinks and a luxurious tiled shower. Three additional bedrooms provide flexibility for family, guests, or a home office. A second full bath ensures everyone has space and comfort. The gated subdivision provides extra security, while the proximity to Tim's Ford Lake means endless opportunities for boating, fishing, and outdoor recreation just minutes from your doorstep. With its custom touches, efficient floor plan, and prime location near schools, shopping, and Winchester’s charming downtown, this home is move-in ready and built for a lifestyle of ease. Whether you’re searching for a full-time residence or a weekend retreat near the lake, this property checks all the boxes. Don’t miss your chance to make this stunning new home yours—schedule a private showing today! (interior pics are from previous build)

25 Lookout Dr, Winchester

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.