Trimble County Homes under $300,000

Trimble County Homes under $300,000

Welcome to Trimble County, Kentucky, a hidden gem nestled in the heart of the Bluegrass State! Known for its picturesque landscapes, friendly communities, and rich history, Trimble County offers a perfect blend of rural charm and modern convenience. With its scenic rivers, rolling hills, and lush farmlands, residents here enjoy a serene lifestyle while still being within easy reach of larger cities like Louisville and Madison.

For those seeking affordable housing options, Trimble County is a fantastic place to call home. You can find a variety of charming homes priced under $300,000, making it an ideal choice for first-time buyers, families, or anyone looking to downsize. These homes often feature spacious yards, cozy interiors, and the kind of character that makes a house feel like a true home. Whether you’re searching for a quaint cottage, a classic ranch-style home, or a modern build, Trimble County has something to suit every taste and budget.

Living in Trimble County means enjoying a slower pace of life while still having access to essential amenities, local shops, and dining options. The community is known for its welcoming spirit, with numerous events and activities that bring residents together throughout the year. From outdoor adventures like hiking and fishing to local festivals celebrating the area’s rich heritage, there’s always something to do.

If you’re ready to discover the charm of Trimble County and find your dream home under $300,000, let us guide you through the exciting journey of homeownership in this vibrant community. Your perfect home awaits!

Newest Trimble County Homes under $300,000

2699 Bells Ridge Rd, Bedford
$189,900
1 Beds ⋅ 1 Baths ⋅ 1731048 MLS
Privacy, wrapped in a porch. Set on 4.03 wooded acres, this 1 bed, 1 bath retreat, built in 2023 and finished and lived in since 2025, is a getaway you can come home to. The new wrap-around deck is the main event, with room to sit, grill, and take in the trees. Inside, everything is under two years old: butcher block counters, a farmhouse sink, stainless appliances, light plank flooring, and a walk-in closet with built-in shelving and drawers. Two separate mini-splits keep it comfortable year-round and efficient. The woods keep the quiet real. Right-sized living with acreage to spare. Schedule your private showing today!

2699 Bells Ridge Rd, Bedford
520 Peck Pike Rd, Milton
$225,000
3 Beds ⋅ 2 Baths ⋅ 1729550 MLS
Welcome home to 520 Peck Pike Rd! Situated on a serene 2.25-acre lot in Milton, KY, this charming 1.5 story residence offers almost 1,500 square feet of comfortable living space combining classic style with modern conveniences. The main level features a primary suite complete with a jetted garden tub, walk-in shower, and double vanity, a warm living room with a fireplace, and kitchen. The eat-in kitchen offers plentiful cabinetry and flows directly into a dedicated first-floor laundry/mud room. Upstairs, you will find two additional spacious bedrooms and a second full bathroom. The full, unfinished basement provides extra storage and hobby space. Outside enjoy a detached garage and expansive, level, and wooded grounds —ideal for gardening, entertaining, or peaceful country living. Schedule your private tour today!

520 Peck Pike Rd, Milton
440 Mitchell Rd, Milton
$274,900
2 Beds ⋅ 2 Baths ⋅ 1728768 MLS
Welcome home to this charming retreat offering rustic warmth, picturesque views, and a peaceful pond setting on a quiet dead-end street. The heavily wooded backdrop begins just steps from the backyard, creating a serene and private atmosphere to enjoy year-round. The inviting open floor plan seamlessly connects the kitchen and family room, making the space perfect for relaxing or gathering with loved ones. Featuring 2 bedrooms, 1.5 bathrooms, a temperature-controlled garage, and 36X21 Run In Shed, this cozy home blends comfort, functionality, and the beauty of its natural surroundings. A wonderful opportunity to enjoy a warm and tranquil setting you'll be proud to call home!

440 Mitchell Rd, Milton
27 Smith Dr, Bedford
$199,000
3 Beds ⋅ 2 Baths ⋅ 1728587 MLS
If you're looking for a home with character, space and the opportunity to make it your own, 27 Smith Drive is the one you've been waiting for. This brick Cape Cod has great bones and plenty to work with, starting with a covered front porch. Inside you'll find 3 bedrooms, 2 full baths, a living room with a fireplace equipped for both wood-burning and gas, plus two bonus rooms that give you options for an office, playroom, hobby space or whatever fits your life. The unfinished basement provides additional storage and the laundry. Out back, a porch overlooks an oversized backyard with plenty of room to enjoy, along with a basketball hoop, concrete pad and an outbuilding for extra storage. This home isn't trying to pretend it doesn't need some TLC—but for the buyer with a little vision, there's a whole lot of potential waiting here. Bring your ideas and make it yours.

27 Smith Dr, Bedford
309 Lear Ln, Bedford
$285,000
3 Beds ⋅ 2 Baths ⋅ 1728392 MLS
Brand-new home on 2 acres just minutes from I-71! Welcome to 309 Lear Ln in Bedford, KY, offering the perfect combination of peaceful country living and convenient access. This new 3-bedroom, 2-bath manufactured home features approximately 1,500 sq. ft. of living space and sits on 2 partially wooded acres, giving you plenty of room to relax, entertain, and enjoy the outdoors. Inside, you'll find a bright, open floor plan with modern finishes throughout. The kitchen offers generous cabinet and counter space, a center island, and stainless steel appliances while opening to the main living area. The spacious primary suite includes a private bath, with two additional bedrooms offering space for family, guests, or a home office. Outside, enjoy the extra space and privacy of the partially wooded lot, along with a dedicated fire pit area perfect for evenings around the fire, entertaining friends, or simply unwinding at the end of the day. Located approximately 2 miles from Interstate 71, this property makes commuting and travel easy while still giving you that country setting. With a new home, 2 acres, modern interior, fire pit area, and convenient location, 309 Lear Ln is ready for its first owner. Lot can be divided Schedule your private showing today!

309 Lear Ln, Bedford
90 Raker Rd, Milton
$299,000
3 Beds ⋅ 2 Baths ⋅ 1727989 MLS
You will be impressed as you walk up to the HUGE front covered porch over looking the beautiful front yard and your over sized garage that could easily accommodate 2 cars and plenty of toys! Inside the home you will find a well sized family room, beautiful kitchen with white cabinets, granite tops, and stainless steel appliances. Brand new carpet has just been installed in all bedrooms! The primary bedroom is on its own end of the house and has a nicely updated primary bath. There are 2 guest bedrooms on the opposite end of the home as well as a guest bath. The walk out basement is nicely finished out as a large family room with a storage room. Outside you have plenty of room to roam in the yard, situated on a quiet street. There is a shed close to the house for storage as well as the oversized garage. This is an absolute must see! .

90 Raker Rd, Milton
9718 US-421, Milton
$149,900
2 Beds ⋅ 1 Baths ⋅ 1727358 MLS
Affordable, updated, and full of potential! This charming Milton home features 2 bedrooms, 1 bath, refinished flooring, fresh paint, and new windows throughout. A flexible bonus room adds valuable living space that can easily serve as a home office, guest room, or recreation area. Step outside to enjoy the oversized fenced backyard complete with two outbuildings for storage, hobbies, or workshop use. Whether you're a first time buyer, downsizing, or looking for an investment opportunity, this move in ready property checks all the boxes.

9718 US-421, Milton
73 Brandon Way, Milton
$184,900
3 Beds ⋅ 2 Baths ⋅ 1726872 MLS
Welcome home to this newly remodeled 3-bedroom, 2-bath manufactured home in Milton! Step inside to a fresh, updated interior featuring a spacious kitchen with plenty of room for cooking, gathering, and entertaining. The updated primary bathroom adds a fresh, modern touch to the primary suite. Outside, you'll love the large back deck, perfect for relaxing, entertaining, or enjoying the peaceful setting overlooking the wooded area behind the property. An additional outbuilding provides great storage for lawn equipment, tools, or hobbies. With its fresh updates, generous living space, and private-feeling backyard, this home is move-in ready and waiting for its new owners!

73 Brandon Way, Milton
77 Greenbriar Rd, Milton
$229,000
4 Beds ⋅ 1 Baths ⋅ 1726767 MLS
Seller will pay up to $10,000 toward buyers closing cost, prepaids, rate buy down or other allowable fees. Home is eligible for RHS/USDA 100% financing. Enjoy easy country living in this beautifully remodeled hard to find 4-bedroom, 1-bath ranch! This move-in-ready home features LVP flooring throughout and a spacious kitchen with a large walk-in pantry. The primary bedroom offers a tall ceiling and large closet, plus there are three additional bedrooms and a generously sized laundry room. Numerous updates include an updated bathroom, flooring, interior paint, light fixtures, HVAC, electrical panel, and much more. The attached oversized 1-car garage provides plenty of room for parking, storage, or workshop space. Enjoy peaceful country living with NO HOA, while still being an easy drive to Bedford, Carrollton, and Madison. Updated, move-in ready, and ready for its new owner!

77 Greenbriar Rd, Milton
236 Agin Way, Milton
$269,500
4 Beds ⋅ 3 Baths ⋅ 1726240 MLS
Welcome home to country comfort! Nestled on a sprawling 0.8 acre lot in Milton, KY, this impressive 4 bedroom, 2.5 bathroom residence offers an incredible 2,592 square feet of living space. Walk inside to find a warm, inviting interior featuring plush carpeting throughout. Additional living space was added shortly after the original home was built. The addition was designed as a separate living area including a living room, bedroom, and a half bath. The bathroom previously had a shower, and the plumbing remains in place. Hobbyists and mechanics will fall in love with the 1-car attached garage that is fully heated and cooled for year-round comfort! Outside, the yard offers endless possibilities, complete with an outdoor shed. A prelisting inspection was done. Attached is the repair bill.

236 Agin Way, Milton
6292 S Highway 421, Bedford
$135,000
3 Beds ⋅ 2 Baths ⋅ 1723896 MLS
Opportunity awaits with this 3 bedroom, 2 full bath Lincoln manufactured home situated in quiet Bedford, Kentucky. Enjoy peaceful country living with the convenience of being just minutes from the interstate, making commuting and travel a breeze. This home features over 1,300 square feet of space, vaulted ceiling in the main living area, large garden tub off the primary bedroom, and a 12' x 20' rear deck that's perfect for relaxing, entertaining, or enjoying the views. Sitting on just over an acre of rolling land you'll have plenty of space for outdoor activities as well. With a little vision and some TLC, this home offers great potential for homeowners or investors looking for an affordable housing option.

6292 S Highway 421, Bedford
1010 N Spillman Ln, Milton
$124,900
2 Beds ⋅ 1 Baths ⋅ 1721009 MLS
PRIVATE AND SECLUDED PROPERTY. A 12X60 MOBILE WITH A 12X18 BEDROOM ADDITION AND A 12X20 FAMILY ROOM ADDITION. LARGE COVERED PORCH AND POPLAR SIDING. GARAGE IS 31X31 W/ELECTRIC. 3 MORE STRUCTURES ON THE PROPERTY COULD BE USED AS CABINS, WORKSHOPS, ETC. MANY POSSIBILITIES FOR THIS PROPERTY.

1010 N Spillman Ln, Milton
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