Glasgow, KY Homes for Sale under $500,000

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  /54

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  9026 Tompkinsville Rd, Glasgow, KY 42141

  Enjoy peaceful country living on 9.87 private acres with this well-maintained 3-bedroom, 2-bath home offering a detached 4 car garage built for any business owner, car enthusiast or hobbyist. The open floor plan features a split-bedroom design, large pantry, spacious primary suite with walk-in closet and Roman tub. Energy-efficient tinted double-pane windows help keep utility costs down. Outside,

  

  Steve Cline

  Berkshire Hathaway HomeServices

  9026 Tompkinsville Rd, Glasgow, KY 42141
• Explore Glasgow

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  /68

  $299,000

  • 3 Beds
  • 2.5 Baths
  • 2,314 Sq Ft

  106 Shangri la Place, Glasgow, KY 42141

  Nestled in the desirable Shangri-La Subdivision, this beautiful 3-bedroom, 2.5-bath brick home offers the perfect combination of comfort, charm, and convenience. The thoughtfully designed floor plan provides plenty of space for everyday living, while the screened-in back porch creates a peaceful retreat for relaxing or entertaining. A covered breezeway connects the home to the attached 2-car

  

  Jamie Ash

  Legacy Property Group

  106 Shangri la Place, Glasgow, KY 42141
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  $215,000

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,142 Sq Ft

  735 E Main St, Glasgow, KY 42141

  Completely remodeled and full of opportunity!This unique Glasgow property features a beautifully updated 2-bedroom, 1-bath main home plus a separate 2-bedroom, 1-bath apartment above the detached garage, creating excellent potential for rental income, multi-generational living, or guest accommodations. Recent improvements include a new roof on the main house and a privacy fence along one side of

  

  Tony Huynh

  Keller Williams First Choice R

  735 E Main St, Glasgow, KY 42141
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  /35

  $232,000

  $7K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  232 Homewood Blvd, Glasgow, KY 42141

  Welcome to this like-new 3-bedroom, 2-bath home nestled in the heart of Glasgow! Perfectly located just minutes from T.J. Samson Community Hospital, local schools, parks, and a variety of dining and shopping options. Inside, you'll find an inviting open-concept layout with vaulted ceilings in the living room and a spacious kitchen designed for modern living. The split floor plan offers privacy,

  

  Tony Huynh

  Keller Williams First Choice R

  232 Homewood Blvd, Glasgow, KY 42141
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  $499,000

  $51K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,790 Sq Ft

  230 Indian Point Rd, Glasgow, KY 42141

  Searching for a full-time residence or perfect weekend lake retreat, this beautifully designed home offers an ideal blend of comfort & space. Featuring 3 full bedrooms & 2.5 baths, + a bonus room perfect for bunks. The heart of the home is stunning open-concept living centered around a gorgeous three-sided fireplace. A fully finished walkout basement adds even more room. Enjoy lake living at its

  

  Steve Cline

  Berkshire Hathaway HomeServices

  230 Indian Point Rd, Glasgow, KY 42141
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  /29

  $210,000

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  64 Bethel Church Rd, Glasgow, KY 42141

  Enjoy the best of both worlds with this charming home nestled in a peaceful country setting while remaining just minutes from shopping, restaurants, schools, hospitals, and everyday amenities. Offering comfort, privacy, and numerous recent updates, this property waiting for its next owner. Recent improvements include fresh paint on the front porch railing, a new front screen door, a new kitchen

  Monica Long RE/MAX Real Estate Executives

  64 Bethel Church Rd, Glasgow, KY 42141
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  /21

  $214,900

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft

  4112 Dripping Springs Rd, Glasgow, KY 42141

  This comfortable home offers convenient living with modern updates throughout. This property features three bedrooms and two bathrooms, providing comfortable accommodations for daily living. The thoughtful configuration offers practical space for various needs and activities. The dual bathroom setup ensures convenience for residents and guests alike, while the three-bedroom arrangement allows for

  Tony Whitney Coldwell Banker Legacy Group

  4112 Dripping Springs Rd, Glasgow, KY 42141
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  /7

  $249,900

  • Land
  • 27,442 Sq Ft
  • $396,667 per Acre

  Tract #6 Trojan Trail, Glasgow, KY 42141

  Position your business where thousands of people travel every day. These commercial tracts on Trojan Trail offer a rare opportunity to develop in one of Glasgow's most active growth corridors, combining outstanding accessibility with a built-in customer base. Located adjacent to the Glasgow Independent School District Board Office, Preschool, and Elementary School, and along the primary route

  Kole Wilkinson eXp Realty LLC

  Tract #6 Trojan Trail, Glasgow, KY 42141
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  /36

  $289,900

  • 3 Beds
  • 2 Baths
  • 2,306 Sq Ft

  937 Dripping Springs Rd, Glasgow, KY 42141

  Country Living Without Giving Up Convenience. Looking for a home where you can slow down without feeling far away from everything? Welcome to 937 Dripping Springs Road in Glasgow, where peaceful country living meets everyday convenience. Situated on a spacious lot, this well-maintained home offers plenty of square footage with room to grow, entertain, and make lasting memories. The main level

  Nikki Adams Keller Williams First Choice R

  937 Dripping Springs Rd, Glasgow, KY 42141
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  /2

  $200,000

  • Land
  • 4.11 Acres
  • $48,662 per Acre

  4.11 AC Beaver Trail S, Glasgow, KY 42141

  Location alert! Incredible opportunity to purchase a prime piece of commercial real estate in highly desirable location. Nestled just outside of the outer loop, this property is zoned I-1, light industrial. Great location for a variety of business pursuits, with easy access to the amenities of town. Pieces of property like this one don't come along often! Over 4 acres would offer ample room to

  William Botts Botts Real Estate & Auction

  4.11 AC Beaver Trail S, Glasgow, KY 42141
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  /20

  $235,900

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft

  216 Wedgewood Dr, Glasgow, KY 42141

  Welcome to 216 Wedgewood Drive in Glasgow, Kentucky! This well-maintained brick home offers 3 bedrooms, 2 full bathrooms, and approximately 1,625 square feet of comfortable living space, all situated on a 0.24± acre lot in an established neighborhood. Inside, you'll find a functional floor plan with spacious living areas, abundant natural light, and plenty of room for everyday living and

  Amanda Cowan Elmore Realty & Auction

  216 Wedgewood Dr, Glasgow, KY 42141
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  /30

  $263,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft

  108 Hudson Ln, Glasgow, KY 42141

  3-bedroom, 2-bath, split floor plan house that is less than 2 years old. No carpet, appliances included, 2-car attached garage in the city limits of Glasgow KY.

  Randy Gibbons Glasgow Realty & Auction LLC

  108 Hudson Ln, Glasgow, KY 42141
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  /27

  $309,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,478 Sq Ft

  100 Robin Dr, Glasgow, KY 42141

  Welcome to this beautifully crafted new construction home located in the desirable Castle Ridge Subdivision. Offering 1,478± square feet of thoughtfully designed living space, this 3-bedroom, 2-bath home combines quality craftsmanship with modern style and everyday functionality. Step inside to an open-concept floor plan highlighted by soaring cathedral ceilings in both the spacious living room

  Amanda Cowan Elmore Realty & Auction

  100 Robin Dr, Glasgow, KY 42141
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  /35

  $289,900

  $60K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,755 Sq Ft

  606 Happy Landing Rd, Glasgow, KY 42141

  This breath taking property is secluded and park like, with abundant trees and wildlife. Beautiful gently sloping trail(no stairs) leading to waters edge where docks are located. The property boarders state red line or red zone. You can have a Boat dock with Army Corp approval. It is located on Barren River Lake. This unique property offers a cozy, remodeled, 3-bedroom, 1-bathroom with a third

  Kristy MIller Keller Williams First Choice R

  606 Happy Landing Rd, Glasgow, KY 42141
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  /8

  $349,890

  $14K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,250 Sq Ft

  2840 Nobob Rd, Glasgow, KY 42141

  Nestled on nearly 8 acres of rolling countryside, this unique red 2-story barndominium offers endless potential for the right buyer with vision and a love for country living. Featuring 3 bedrooms, 2.5 bathrooms, soaring two-story living room ceilings, polished concrete floors, and a spacious country kitchen with adjoining dining area, this home is full of rustic charm and solid bones. All

  Suzanne Douglas Coldwell Banker Legacy Group

  2840 Nobob Rd, Glasgow, KY 42141
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  $249,000

  $30K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,299 Sq Ft

  10371 Roseville Rd, Glasgow, KY 42141

  Ready to escape the city? Here's country living at its finest. If you've been dreaming about peace, space, and beautiful views - this is the place for you. This charming brick home sits on 1.42 acres and offers the perfect blend of comfort and country living. 3 Bedrooms 1.5 Bathrooms Bright and cozy sunroom Spacious eat-in kitchen Full Basement with shower and sink Tilt Windows Washer & Dryer

  Sheri Eubank Crye-Leike Executive Realty, Inc.

  10371 Roseville Rd, Glasgow, KY 42141
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  /13

  $215,000

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  1570 Park City Glasgow Rd, Glasgow, KY 42141

  Looking for real living? Check out this 3 bed 2 full bath home on 0.46 acres. 1200 square feet of living area located on Park City Glasgow Rd. Property is located 10 minutes from Glasgow. Features include an outside building large enough to be used as a garage, vaulted ceiling in living room, and 1 car attached garage.

  Chris Bolinger Coldwell Banker Legacy Group

  1570 Park City Glasgow Rd, Glasgow, KY 42141
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  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,653 Sq Ft

  3088 Finney Rd, Glasgow, KY 42141

  Welcome to 3088 Finney Road, Glasgow, KY—a beautiful ranch-style home nestled on approximately 4 scenic acres just at the water's edge of Barren River Lake. Offering 1,653± square feet of living space, this home features 3 bedrooms, 1.5 baths, and a comfortable layout designed for everyday living. Enjoy peaceful mornings or relaxing evenings in the bright sunroom overlooking the picturesque

  Amanda Cowan Elmore Realty & Auction

  3088 Finney Rd, Glasgow, KY 42141
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  /23

  $230,000

  $55K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  2517 Lecta Kino Rd, Glasgow, KY 42141

  Escape to the peace and quiet of country living with this charming 3 bedroom-1 bathroom home nestled on 10 beautiful acres. Surrounded by scenic views and open space, this property offers the perfect setting to relax and unwind. A 2 car detached garage provides plenty of storage, while the barn adds extra versatility for hobbies, animals, or equipment. Whether you're looking for a private retreat

  Misty Ballard Keller Williams First Choice R

  2517 Lecta Kino Rd, Glasgow, KY 42141
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  /2

  $400,000

  • Land
  • 2 Acres
  • $200,000 per Acre

  0 Happy Valley Rd, Glasgow, KY 42141

  If you are looking for a prime commercial location spot, look no further. This property has 2 acres located in the front of a 200 lot subdivision - Royal Troon. Lot is perfect for commercial and retail development offer a great location and lots of opportunity. The 2 acres have easy access to major roads and highways. With Royal Troon subdivision, this offers a great opportunity for new business

  Kent Bulle BHG Realty

  0 Happy Valley Rd, Glasgow, KY 42141
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  /7

  $249,900

  • Land
  • 1 Acre
  • $249,900 per Acre

  Tract #7 Trojan Trail, Glasgow, KY 42141

  Position your business where thousands of people travel every day. These commercial tracts on Trojan Trail offer a rare opportunity to develop in one of Glasgow's most active growth corridors, combining outstanding accessibility with a built-in customer base. Located adjacent to the Glasgow Independent School District Board Office, Preschool, and Elementary School, and along the primary route

  Kole Wilkinson eXp Realty LLC

  Tract #7 Trojan Trail, Glasgow, KY 42141
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  $360,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,196 Sq Ft

  206 Windsor Ave, Glasgow, KY 42141

  Move-in ready brick home offering 2,126 finished sq. ft. with 3 bedrooms and 2 full baths! Features include a beautifully remodeled kitchen with all appliances conveying, hardwood floors, and a cozy fireplace. Rare attached 2-car garage plus an additional detached 2-car garage for extra parking, storage, or hobbies. Situated on a well-established street with convenient access to shopping, dining,

  Josh Pierce Keller Williams First Choice R

  206 Windsor Ave, Glasgow, KY 42141
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  /4

  $214,200

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,030 Sq Ft

  210 Ashkirk Ln, Glasgow, KY 42141

  New construction home coming soon, offering approximately 1,030± square feet of thoughtfully designed living space in the city limits. This 3-bedroom, 2-bath home features LVP flooring with an open-concept floor plan with a spacious living area highlighted by a vaulted ceiling, creating a bright and inviting atmosphere. The kitchen is equipped with granite countertops and includes a new

  Cheyenne Mercer Elmore Realty & Auction

  210 Ashkirk Ln, Glasgow, KY 42141
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  $499,900

  • 2 Beds
  • 1 Bath
  • 1,003 Sq Ft

  1474 Crow Rd, Glasgow, KY 42141

  Escape to your own scenic park-like paradise tucked away in a cove at Barren River Lake! This property features 13 acres of unmatched privacy, natural beauty, and direct water access. With open meadows, mature woodlands and abundant wildlife, lakefront properties like this are rarely available. The property is also home to a well maintained two-bedroom house with updated bathroom, eat-in kitchen,

  Jeremy Dawson Coldwell Banker Legacy Group

  1474 Crow Rd, Glasgow, KY 42141
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  $474,900

  • 4 Beds
  • 2.5 Baths
  • 2,621 Sq Ft

  106 Tanglewood Dr, Glasgow, KY 42141

  Welcome to 106 Tanglewood Drive, a stunning traditional brick home situated on a beautifully landscaped 0.90-acre lot in one of Glasgow's established neighborhoods. Offering 4 bedrooms, 2.5 bathrooms, and over 2,600 square feet of living space, this home blends timeless charm with modern comfort. An additional 402 square feet of finished living space with a full bathroom is located above the

  Shaden Melky Coldwell Banker Legacy Group

  106 Tanglewood Dr, Glasgow, KY 42141
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  /31

  $279,000

  • 3 Beds
  • 2 Baths
  • 1,757 Sq Ft

  215 Temple Hill Rd, Glasgow, KY 42141

  New Listing – 215 Temple Hill Rd, Glasgow, KY Looking for country living with room to spread out? This home offers 3 bedrooms, 2 bathrooms, and Full Basement and sits on 3.28 beautiful acres in the desirable Temple Hill area. The property features a spacious living room, a cozy family room with a fireplace, and an additional bonus room that could be used as a man cave, game room, home office, or

  Dwayne Pierce Keller Williams First Choice R

  215 Temple Hill Rd, Glasgow, KY 42141
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  /60

  $475,000

  • 4 Beds
  • 3 Baths
  • 3,983 Sq Ft

  675 Stovall Rd, Glasgow, KY 42141

  Magnificent 4 Bed/ 3 Bath home setting on a spacious 1.28 acre slice of heaven on earth. This home features tons of space, full finished walk-out basement, terrific finishes, nice open floor plan complete with an above ground pool and separate deck. Country living at its finest and this home has it all. You can be the lucky next owner of this well-kept home

  Jim Cummings Century 21 Premier Realty Part

  675 Stovall Rd, Glasgow, KY 42141
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  /4

  $380,000

  $80K PRICE DROP

  • Land
  • 2.42 Acres
  • $157,025 per Acre

  0 Shane Dr, Glasgow, KY 42141

  William Botts Botts Real Estate & Auction

  0 Shane Dr, Glasgow, KY 42141
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  /31

  $495,000

  $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,313 Sq Ft

  62 Oscar Gilpin Rd, Glasgow, KY 42141

  Luxury, Privacy, and Craftsmanship on 9.63 Acres Experience the rare combination of timeless craftsmanship, generous space, and private country living in this exceptional custom-built estate. Nestled on 3.65 beautiful acres, this property offers the quality, character, and versatility that are increasingly hard to find. Inside, rich hardwood flooring, real hardwood trim, and solid wood doors

  Todd Fisher RE/MAX Highland Realty

  62 Oscar Gilpin Rd, Glasgow, KY 42141
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  /7

  $249,900

  • Land
  • 31,363 Sq Ft
  • $347,083 per Acre

  Tract #5 Trojan Trail, Glasgow, KY 42141

  Position your business where thousands of people travel every day. These commercial tracts on Trojan Trail offer a rare opportunity to develop in one of Glasgow's most active growth corridors, combining outstanding accessibility with a built-in customer base. Located adjacent to the Glasgow Independent School District Board Office, Preschool, and Elementary School, and along the primary route

  Kole Wilkinson eXp Realty LLC

  Tract #5 Trojan Trail, Glasgow, KY 42141
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  /31

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  6531 Burkesville Rd, Glasgow, KY 42141

  Welcome home to peaceful country living with modern comfort. Nestled on beautiful acreage, this property offers the perfect blend of space, privacy, and convenience—just minutes from town. This 3-bedroom, 2-bath home sits on 4.78 scenic acres complete with a creek. This home has the perfect blend of charm, space, and convenience being only 10 minutes from Glasgow & the Cumberland Parkway. Step

  Samantha Clemons RE/MAX Highland Realty

  6531 Burkesville Rd, Glasgow, KY 42141
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  /7

  $330,000

  $40K PRICE DROP

  402 E Wayne St, Glasgow, KY 42141

  This rare downtown Glasgow property offers exceptional flexibility, with five total units that can be purchased in several different configurations. Buyers can choose to purchase the historic main home containing three units, the pair of studio-style units sold together, or the entire five-unit package as one investment. This allows owner occupants, investors, or portfolio builders to tailor the

  Connor Raymer NextHome Realty Experts

  402 E Wayne St, Glasgow, KY 42141
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  /2

  $325,000

  $74K PRICE DROP

  • Land
  • 2.68 Acres
  • $121,269 per Acre

  900 S Lewis St, Glasgow, KY 42141

  Property has City Water, Sewer, and Gas Available

  Billy Carver Mills Real Estate & Auction Co., LLC - Glasgow

  900 S Lewis St, Glasgow, KY 42141
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  /88

  $379,900

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,418 Sq Ft

  123 Karakal Dr, Glasgow, KY 42141

  A Perfect Blend of Craftsmanship and Comfort Welcome home to this beautifully updated 3-bedroom, 2-bath brick ranch, thoughtfully designed for everyday living and timeless appeal. From the moment you step inside, the quality is unmistakable — hand-crafted cabinetry highlights the kitchen and primary bath, while gleaming hardwood floors flow throughout the main living areas. The spacious layout

  Elizabeth Hinkley Elmore Real Estate

  123 Karakal Dr, Glasgow, KY 42141
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  /40

  $342,500

  • 3 Beds
  • 2 Baths
  • 2,122 Sq Ft

  305 Brice Ave, Glasgow, KY 42141

  Rare opportunity in the highly desirable Norris Court subdivision! This beautiful and unique home sits on an oversized 1.2-acre lot and offers over 2,000 square feet of living space, plus a basement. Filled with charm and character, the home features spacious rooms, stunning woodwork throughout, and a high-end kitchen perfect for both everyday living and entertaining. The layout provides

  Bo Edwards Coldwell Banker Legacy Group

  305 Brice Ave, Glasgow, KY 42141
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  /6

  $200,000

  402 E Wayne St, Glasgow, KY 42141

  This rare downtown Glasgow property offers exceptional flexibility, with five total units that can be purchased in several different configurations. Buyers can choose to purchase the historic main home containing three units, the pair of studio-style units sold together, or the entire five-unit package as one investment. This allows owner occupants, investors, or portfolio builders to tailor the

  Connor Raymer NextHome Realty Experts

  402 E Wayne St, Glasgow, KY 42141
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  /15

  $400,000

  • Land
  • 5.93 Acres
  • $67,454 per Acre

  5.93 AC Country Club Rd, Glasgow, KY 42141

  Ready to build? Absolutely incredible opportunity to capitalize on demand for desirable housing area. The land sits only minutes from town, in an area that is conveniently located near the amenities of the country club. This parcel offers immense potential. With nearly 6 acres, there's plenty of room to breathe life into your development project. This property is subject to the restrictions and

  William Botts Botts Real Estate & Auction

  5.93 AC Country Club Rd, Glasgow, KY 42141
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  /16

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,830 Sq Ft

  2893 Hollow Rd, Glasgow, KY 42141

  ?? Country Charm Meets Everyday Comfort in Beautiful Barren County! ?? Welcome home to this well-maintained 3-bedroom, 2-bath home nestled on 0.69 acres in the peaceful countryside of Barren County. Surrounded by mature trees and beautiful landscaping, this property offers the perfect blend of comfort, convenience, and country living. Step inside to find hardwood floors, a welcoming living room

  Wilma Embry Crye-Leike Executive Realty

  2893 Hollow Rd, Glasgow, KY 42141
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  /32

  $309,900

  • 3 Beds
  • 2 Baths
  • 1,451 Sq Ft

  1701 Settles Rd, Glasgow, KY 42141

  Storm-Ready with Full Basement – 1.10-Acre Barren River Lake-Area With severe storms on the rise, having a full poured concrete basement is more than a luxury—it’s a must-have. This new construction home delivers peace of mind, protection, and polished style, all set on a spacious 1.10-acre lot just minutes from both Beaver Creek and Peninsula boat ramps. Inside, you’ll love the upscale touches

  Lorie Hernandez Crye-Leike Executive Realty, Inc.

  1701 Settles Rd, Glasgow, KY 42141
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  /29

  $220,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,512 Sq Ft

  7940 Tompkinsville Rd, Glasgow, KY 42141

  Like-new 2024-built home situated on approximately 3.5 acres with scenic country views. This 4-bedroom, 2-bath home offers 1,512 +/- sq ft and an open-concept floor plan designed for comfortable everyday living. The spacious kitchen features a large center island, ample cabinet storage, a full appliance package, and overlooks the backyard and surrounding countryside. The split-bedroom layout

  Maranda Duron Keller Williams First Choice R

  7940 Tompkinsville Rd, Glasgow, KY 42141

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