Upton Homes under $500,000

Upton Homes under $500,000

Welcome to Upton, Kentucky—a charming small town that perfectly blends rural tranquility with a welcoming community spirit. Nestled in the heart of LaRue County, Upton is known for its picturesque landscapes, friendly neighbors, and a slower pace of life that many find refreshing. With its rich history and close-knit community, Upton offers a unique opportunity for those looking to settle in a place where everyone feels like family.

One of the most appealing aspects of Upton is its affordability. Here, you can find a variety of beautiful homes priced under $500,000, making it an ideal location for first-time homebuyers, families, or anyone looking to invest in a peaceful lifestyle without breaking the bank. Whether you’re seeking a cozy cottage, a spacious family home, or a charming bungalow, Upton has something to suit every taste and budget.

The town’s real estate market showcases a blend of traditional architecture and modern amenities, ensuring that you can find a home that meets your needs. Many properties feature generous yards, perfect for gardening or outdoor gatherings, while the friendly atmosphere of Upton encourages a sense of belonging and community.

In addition to its affordable housing options, Upton is conveniently located near larger cities, providing easy access to shopping, dining, and entertainment while still allowing you to enjoy the serenity of small-town living. Discover the charm of Upton, Kentucky, where your dream home awaits at an unbeatable price!

Newest Upton Homes under $500,000

1945 George Tabb Road, Upton
$449,999
2 Beds ⋅ 2 Baths ⋅ HK2604170 MLS
YOU WILL NOT WANT TO MISS THE OPPORTUNITY TO TOUR THIS MAGNIFICENT PROPERTY. THE HOME FEATURES A LARGE FAMILY/KITCHEN GATHERING AREA, AN OVERSIZED MASTER SUITE THAT FEATURES A BEAUTIFUL TILE WALK-IN SHOWER PLUS A JETTED TUB. OTHER FEATURES INCLUDE A HALL BATH/LAUNDRY ROOM, A GUEST BEDROOM, AS WELL AS AN AMAZING MULTI-BAY ATTACHED GARAGE/WORKSHOP. YOU WILL ENJOY WONDERFUL VIEWS AND PRIVACY IN ALL DIRECTIONS.

1945 George Tabb Road, Upton
22 Brenda Jean Street, Upton
$270,000
3 Beds ⋅ 2 Baths ⋅ HK2603885 MLS
Welcome to tranquil country living! This Adorable home is a place to rest, relax, and slow down, with countryside views and peaceful quiet setting. Featuring 3 Bedrooms and 2 Full Bathrooms. Open concept for the living room area, allows plenty of space, with a new gas fireplace. This home has a new roof, new Thermo-Pane hurricane proof windows, new doors, a new tankless hot water heater, new patios, and a large workshop. The spacious lot with scenic views has plenty of space for all outdoor activities and gardening. A beautiful landscaped sitting area is just the perfect spot to relax and have a fire pit. This home has privacy, and country living, but located conveniently right in town and close access to 1-65 interstate for easy traveling. Call or text me today to set up your showing!

22 Brenda Jean Street, Upton
70 & 80 Priddy Street, Upton
$145,000
2 Beds ⋅ 2 Baths ⋅ HK2603868 MLS
Welcome to 70 & 80 Priddy Street, Upton, KY 42784! This 2-bedroom, 2-bathroom property offers comfortable living spaces, including a kitchen, living room, and two bedrooms and bathrooms. A spacious 2-car garage provides room for vehicles, storage, or a workshop. Whether you're looking for a home or an investment opportunity, this property offers potential to make it your own. Motivated Seller!

70 & 80 Priddy Street, Upton
214 N Walnut Street, Upton
$209,000
3 Beds ⋅ 2 Baths ⋅ HK2603531 MLS
Step into timeless charm with this spacious three bedroom, two bath home located in the heart of Upton, Kentucky. Offering more than 2,600 square feet of living space, this classic residence showcases original character, tall ceilings, wide moldings, and a traditional floor plan. Recent improvements include updated electrical, a new roof in 2025, new windows, new flooring, new upstairs bathroom, new porch ceiling, and new lighting. Situated on a generous 0.89-acre lot, the property features mature trees, a large backyard, and an inviting front porch that adds to its curb appeal. The versatile layout and high-visibility location offer exciting possibilities for homeowners, investors, or small-business owners, including a live/work arrangement, short-term rental, or home-based business, buyer to verify zoning and permitted uses. Enjoy small-town living with convenient access to nearby destinations, approximately one minute from downtown Upton, 20 minutes from Elizabethtown, and one hour from Louisville via I-65. Don’t miss this opportunity to own a home filled with character, space, and potential. Property is being sold AS-IS.

214 N Walnut Street, Upton
26 Troon Court, Upton
$384,000
3 Beds ⋅ 2 Baths ⋅ HK2602978 MLS
Don't miss your chance to own this beautiful new construction ranch situated on a large, private lot. Relax and take in the peaceful country setting from the covered front and back porches, perfect for enjoying the outdoors year-round. Inside, you'll find 9-foot ceilings throughout and an open, thoughtfully designed floor plan that?s ideal for entertaining or everyday living. The spacious primary suite features a luxurious ensuite bath with a soaking tub, a large walk-in shower, and plenty of room to unwind. The home is pre-wired for high-speed internet, making it perfect for working from home, streaming, or staying connected with the fastest service available. Experience the comfort, convenience, and tranquility this exceptional home has to offer. Schedule your private tour today!

26 Troon Court, Upton
438 N Walnut Street, Upton
$299,900
3 Beds ⋅ 2 Baths ⋅ HK2602378 MLS
3 bed 2 bath home located in Upton city limits. Features a spacious living room and large kitchen with ample cabinet and counter space. Primary bath includes walk-in shower and soaking tub. Detached 2-car garage with loft/bonus room offering potential for guest quarters, mother-in-law suite, office, or additional storage. Concrete driveway and large patio for outdoor entertaining. Convenient in-town location with easy access to local amenities. Property offers functional living space and versatile detached garage with expansion potential.

438 N Walnut Street, Upton
257 N Walnut Street, Upton
$184,000
4 Beds ⋅ 2 Baths ⋅ HK2600923 MLS
A 4 Bedroom 1.5 bath home located in the great community of Upton. The home features hardwood floors, new carpet, a wood burning fireplace, new kitchen cabinets with a stove and dishwasher. The home is located on a .23 lot in a great area.

257 N Walnut Street, Upton
584 Grayson Street, Upton
$299,750
4 Beds ⋅ 3 Baths ⋅ HK2600015 MLS
Character Character Character!! Beautiful landscaped corner property with mature trees that include both parcels 196-40-00-085 & 196-40-00-086 (both included in this sale combined listing) brick paved paths and an abundance of privacy yet close to town! This sale includes two parcels combined for over an acre manicured corner lot! This late 1800's Farmhouse was completely down to joists in 1996 and remodeled with drywall and some modern amenities but keeping all the characteristics of the farmhouse feel. Extra tall ceilings, additional living space, built in bookcases, formal dining room, living room with beautiful fireplace surround and propane gas insert, lovely original hardwood banister, den with built-in bookscases, updated windows (mostly), new gutters and those covered country porches for sipping lemonade in the Summers and looking out over the beautiful landscaped side yard of the property. The property features a 2 car garage (metal roof-2009) with a large separate workshop area or room for your lawn eqt or toys! A separate storage /workshop with electric is also behind the home...just up the charming brick pathway from the back door. A smaller shed is the perfect spot for keeping your riding mower or zero turn. The property has a second septic with buried access and the potential for a second electric pole (second home and electric pole previously removed). House septic installed in 1996 by Meredith Septic. Lots of updates and charm in this one! Come see it today! Notice: Square footage and Acreage information from PVA. Buyer to verify SQ ft or acreage if desired. Combined acreage of the two parcels included in this sale. Antique wall phone, antique buffet in breakfast room and all extra freezers are not included in sale. Antique Furniture may be negotiable but not included.

584 Grayson Street, Upton
4901 Upton Talley Road, Upton
$458,900
4 Beds ⋅ 3 Baths ⋅ HK25003977 MLS
Location!!! This very well maintained ranch home is located under 15 minutes to Glendale, under 20 minutes to Elizabethtown and just minutes from I65. When you walk inside this one owner home, you will immediately notice the pride in ownership. This home has been immaculately kept and appears like new. Featuring 4bedrooms, 3 full bathrooms, walk-in closets, tiled showers and an open floor plan. Utility room, primary bedroom and primary bathroom are all on the main level. Downstairs in the finished walkout basement you will also find a bonus room, family room with a beautiful fireplace, 4th bedroom, a game room and lots of ample storage. Natural light floods the home, creating a bright and inviting atmosphere throughout. Outside, the property really shines. The expansive yard offers endless possibilities for gardening, recreation or simply enjoining the tranquility of nature. Property has potential to be fenced for horses or other animals. You'll find this home is perfect for both relaxing and entertaining. Exterior features - 2 car attached garage, detached 2 bay workshop with electricity that is boasting with loads of opportunity, shed for additional storage, pond with fish, beautiful solar powered fountain, 4.848 acres of land, covered front porch and a covered back porch. So many beautiful places to sit and drink your morning coffee in peace and tranquility with an amazing country view, yet only minutes to i65. Call your realtor today for a tour.

4901 Upton Talley Road, Upton
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