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1903 S Main St, Hopkinsville
$295,000
3184199 MLS ⋅ ACTIVE Status ⋅ 42240 Zip Code
Located in the heart of the historic district, this unique quadruplex offers charm, character, and strong investment potential. Each of the four units features a one bedroom, one bath layout, making it an ideal setup for consistent rental demand. The property showcases timeless curb appeal with a large inviting front porch, perfect for relaxing and enjoying the surrounding mature trees that provide both shade and a peaceful setting. Inside, residents benefit from a shared laundry facility, adding convenience and functionality. A distinctive upstairs common area creates an added sense of community and flexible shared space for tenants. With its classic architectural details, desirable location, and thoughtfully designed layout, this property stands out from typical multi family options. Whether you are looking to expand your portfolio or own a piece of historic charm with income producing potential, this quadruplex is a rare opportunity you will not want to miss.

1903 S Main St, Hopkinsville

132 Windsor Dr, Hopkinsville
$329,900
3 Beds ⋅ 3 Baths ⋅ 3184005 MLS ⋅ ACTIVE Status ⋅ 0.58 Acres ⋅ 42240 Zip Code
Beautifully remodeled all-brick home offering 3 bedrooms and 2.5 baths, perfectly situated on a desirable corner lot with a privacy fence. This move-in ready property features fresh paint throughout, new luxury vinyl plank flooring on the main level, updated light fixtures, modern door hardware, and resurfaced cabinetry. The spacious and functional layout includes a formal living room, formal dining room, inviting family room with a cozy fireplace, and a versatile bonus room—ideal for entertaining or everyday living. A dedicated office with custom built-ins provides the perfect work-from-home setup. Step outside to enjoy the backyard featuring a new retractable awning, privacy fence & large patio, perfect relaxing or hosting guests. With its timeless curb appeal, thoughtful updates, and indoor-outdoor living appeal, this home truly has it all! Just minutes from Eagle Way Bypass & all Hopkinsville has to offer! Some photos have been staged using virtual technology.

132 Windsor Dr, Hopkinsville

300 Donna Dr, Hopkinsville
$269,000
3 Beds ⋅ 2 Baths ⋅ 3181563 MLS ⋅ ACTIVE Status ⋅ 0.43 Acres ⋅ 42240 Zip Code
A BEAUTIFUL CREEKSIDE SETTING AT AN EXCEPTIONAL PRICE! This beautifully updated all brick home offers an expansive tree lined yard with the North Fork Little River just beyond the backyard, creating a beautiful natural backdrop that’s increasingly difficult to find. Best of all, you can enjoy the beauty of this creekside setting with no flood insurance requirement, all at a price well below comparable homes in the area. Mature trees and landscaping, a nearly new roof and gutters, and timeless brick exterior make a great first impression. Inside, the beautifully appointed kitchen features granite countertops, soft close cabinetry, stainless steel appliances, and a gas stove, combining style with everyday functionality. The inviting layout flows into the main living areas, while the sun filled sunroom overlooking the backyard is a perfect place for morning coffee, relaxing in the evening, or simply enjoying the view. A gas HVAC system adds another important update, while the detached garage/workshop provides outstanding additional space for vehicles, storage, hobbies, or projects. VA APPROVED! With its combination of updates, expansive yard, detached garage/workshop, beautiful natural setting, and exceptional value, this home offers a combination that is difficult to duplicate at this price. Seller is also including a professional cleaning prior to closing as a courtesy to the buyer.

300 Donna Dr, Hopkinsville

137 Dripping Springs St, Crofton
$205,000
3 Beds ⋅ 2 Baths ⋅ 3180010 MLS ⋅ ACTIVE Status ⋅ 0.49 Acres ⋅ 42217 Zip Code
Seller said, "Sell it!" $10,000 flooring allowance. Welcome to easy living with room to breathe at 137 Dripping Springs Street in Crofton! Nestled on a spacious half-acre corner lot, this home offers flexibility, comfort, and plenty of space to make it your own. The layout is where things get exciting… featuring versatile living areas that can be tailored to fit your lifestyle. Whether you envision two separate living spaces, a living room paired with a formal dining area, or even dual dining rooms for entertaining, the possibilities are wide open. A decorative (non-working) double-sided fireplace serves as a charming focal point, adding character and visual appeal between the rooms. Just down the hallway, you’ll find three generously sized bedrooms, each offering plenty of space to spread out and unwind. Both full bathrooms include double vanities, making busy mornings a breeze. Step outside to enjoy a large patio—perfect for relaxing evenings or hosting guests—along with a storage building and additional outbuilding for hobbies, along with a Whole Home Generac Generator. ASSUMABLE mortgage: VA loan assumable (subject to lender approval)

137 Dripping Springs St, Crofton

207 Donna Dr, Hopkinsville
$263,000
3 Beds ⋅ 2 Baths ⋅ 3178906 MLS ⋅ ACTIVE Status ⋅ 0.33 Acres ⋅ 42240 Zip Code
VA approved. Huge price drop! The kind of all brick home buyers hope to find but rarely do, packed with upgrades, loaded with character, and perfectly set on a beautiful tree lined lot that immediately feels like home. From the nearly new roof and gutters to the mature landscaping and established setting, every inch of this property delivers curb appeal with substance behind it. Inside, the kitchen steals the show with granite countertops, soft close cabinetry and stainless steel appliances. The layout flows effortlessly into the living spaces, creating a warm, inviting feel that works just as well for entertaining as it does for everyday living. Then there’s the sunroom, a true standout space flooded with natural light and overlooking the backyard, making it the perfect spot for morning coffee, quiet evenings, a reading room, home office, or year round retreat. Major system updates including gas HVAC add comfort and efficiency, while the detached garage/workshop opens the door for hobbies, storage, projects, or extra vehicles. Surrounded by mature trees and offering the kind of established charm that new construction simply cannot replicate, this home blends timeless quality, thoughtful updates, and a setting that truly stands out.

207 Donna Dr, Hopkinsville

11485 Julien Rd, Gracey
$1,185,000
6 Beds ⋅ 6 Baths ⋅ 3172824 MLS ⋅ ACTIVE Status ⋅ 11.29 Acres ⋅ 42232 Zip Code
Drive along the tree-lined driveway to this distinctive circa 1878 estate situated on just under 12 acres in Gracey, Kentucky. Offering over 4,200 square feet of living space, the home features 6 bedrooms with potential for a 7th, 4 full bathrooms, and 2 half bathrooms, providing flexible space for family living, guests, entertaining, or multi-generational needs. The full covered front porch is perfect place to sip you iced lemonade. The property has undergone a meticulous three-year renovation designed to preserve its historic character while incorporating significant modern updates. Improvements include a new foundation, updated plumbing and electrical systems, new roof, renovated chef's country kitchen, and updated bathrooms with custom period time tile work. The kitchen entrance back covered porch to relax after a big family dinner and watch the sunset over the farm land. The home's original character and craftsmanship remain an important part of its appeal. A master carpenter carefully reworked the wood baseboards, wood siding shingles, fireplaces, stained glass windows, and detailed woodwork, preserving the architectural elements and character of this historic home while giving them renewed life. The spacious interior provides a combination of historic details and modern functionality. Outside, the nearly 12-acre setting offers privacy and room to enjoy the outdoors, with possibilities for horses, hobby farming, gardening, recreation, or simply experiencing the quiet of the countryside. Relax on the porch with your morning coffee while listening to the birds and taking in the surrounding landscape. Conveniently located near Hopkinsville and Fort Campbell/Night Stalkers Gate, this property offers a rare combination of historic character, extensive updates, generous living space, and acreage. A video tour is available to showcase the home, grounds, and unique features of this exceptional property.

11485 Julien Rd, Gracey

1022 Great Oaks Dr, Hopkinsville
$349,900
3 Beds ⋅ 3 Baths ⋅ 3146339 MLS ⋅ ACTIVE Status ⋅ 1 Acres ⋅ 42240 Zip Code
Completely Renovated & Move-In Ready! This beautifully updated home is ready for its next family and offers the perfect blend of space, comfort, and modern upgrades. Featuring 3 bedrooms and 2.5 bathrooms, the home includes both a spacious living room and a cozy family room, along with a formal dining room ideal for gatherings. The finished walk-out basement provides additional living space and could easily serve as a 4th bedroom, guest suite, or home office. Recent updates include new flooring, windows, kitchen, and bathrooms, meaning all you need to bring is your family and furniture! Situated on a 1-acre lot, the newly built deck creates the perfect outdoor space for relaxing or entertaining. A spacious 2-car garage completes the home's impressive features. Located in a great neighborhood for morning or evening walks, this move-in-ready home offers both comfort and convenience.

1022 Great Oaks Dr, Hopkinsville

412 W 2nd St, Hopkinsville
$60,000
3 Beds ⋅ 2 Baths ⋅ 3112604 MLS ⋅ ACTIVE Status ⋅ 0.14 Acres ⋅ 42240 Zip Code
Two-story home offering a renovation opportunity in close proximity to downtown. Some renovations have been started; however, the home remains unfinished and will require additional work. Seller discloses the property sustained a fire in the past. Property currently has temporary electrical service, and water service is not active. No permits were obtained for improvements. Property is being sold AS IS, WHERE IS, with no warranties or representations expressed or implied by Seller. Year built is unknown. The year shown is approximate and is not guaranteed. All information deemed reliable but not guaranteed. Buyer to verify all information, including year built, square footage, condition, zoning, permitted use, utility availability, repairs, and suitability for Buyer’s intended use.

412 W 2nd St, Hopkinsville

Madisonville Rd, Hopkinsville
$543,000
3069798 MLS ⋅ ACTIVE Status ⋅ 46 Acres ⋅ 42240 Zip Code
5 MILES FROM HOPKINSVILLE ON US 41 N - Mostly tillable Productive farm land!!!!!!!! Opportunity meets wide-open space on this stunning ±46.02-acre tract along Hwy 41N (Madisonville Road), perfectly positioned between Hopkinsville and Crofton, KY. Mostly cleared and bordered by mature trees, this beautiful property offers both privacy and picturesque views. With excellent road frontage and county water available, it’s ready for your vision—whether that’s a charming hobby farm (with potential for certified organic use), a private country estate, or future development possibilities (potential for up to a 50-home subdivision). Enjoy peaceful rural living just minutes from Hopkinsville and Fort Campbell, combining convenience with countryside charm. Properties with this kind of flexibility and location are rare—don’t miss your chance to turn this incredible tract into something special! Please note: This property is being offered For Sale Only—no lease options available. Additionally, Dollar General store restrictions apply, preserving opportunity for alternative retail or commercial uses.

Madisonville Rd, Hopkinsville

Cadiz Rd, Hopkinsville
$3,031,200
3049860 MLS ⋅ ACTIVE Status ⋅ 33.68 Acres ⋅ 42240 Zip Code
DEVELOPMENT OPPORTUNITY | 33.68 ACRES | CADIZ ROAD CORRIDOR | HOPKINSVILLE, KY 33.68-acre shovel-ready development site at US-68 (Cadiz Road) and KY-91 (Princeton Road) in Hopkinsville, Kentucky — positioned for residential, multifamily, or mixed-use development backed by $19.8M in active state infrastructure investment and a proven Kentucky incentive stack. INCENTIVE-BACKED DEVELOPMENT SITE Kentucky's development financing tools are already proven in this county. Christian County carries $369M+ in active Industrial Revenue Bonds. KY SB 25 (2025) expanded IRB eligibility to multifamily projects of 48+ units — generating 150-200 basis point interest rate reductions through tax-exempt bond financing. KHC HOME ($500K), AHTF ($400K), LIHTC 4%/9% tax credit equity, and predevelopment loan programs are all accessible for qualifying residential and workforce housing projects on this site. $19.8M STATE INFRASTRUCTURE INVESTMENT KYTC Item 2-899 — $19.8M committed to US-68 corridor improvements directly serving this parcel. Construction awarded January 2025 and underway. Scope: design ($800K), ROW ($2.19M), utility relocation ($4.05M), and construction ($12.79M). Development concurrent with state construction enables vertical delivery immediately following infrastructure completion. PRICING ANCHOR Dollar General purchased 2.265 acres from this same parcel at $117,000/acre (July 2023), establishing commercial corridor pricing. Listed at $90,000/acre — a 23% discount to the last closed sale from the identical tract. PROPERTY SPECS 33.68 acres | 1,466,883 SF | Parcel 207-00 01 001.00 | Hopkinsville taxing district | Zone X flood designation | Level, development-ready terrain | City utilities available P3 proposal currently on the Mayor's desk. Contact listing broker for incentive stack documentation and development feasibility analysis.

Cadiz Rd, Hopkinsville

2210 Princeton Rd, Hopkinsville
$178,900
2 Beds ⋅ 1 Baths ⋅ 3013739 MLS ⋅ ACTIVE Status ⋅ 0.28 Acres ⋅ 42240 Zip Code
Welcome home to this beautifully renovated 2-bedroom, 1-bath property where modern updates meet everyday functionality. The heart of the home is the stunning new kitchen featuring soft-close cabinetry, butcher block countertops, and plenty of workspace for cooking and entertaining. The updated bathroom offers elegant granite finishes, creating a fresh, contemporary feel. Enjoy peace of mind with extensive improvements, including a new roof, HVAC system, flooring, windows, and exterior and interior doors—making this home truly move-in ready. What truly sets this property apart is the detached garage/workshop. Equipped with gas, water, electric, and a dedicated 200-amp electrical service, it also includes a front office area, making it an excellent space for woodworking, automotive projects, hobbies, a home-based business, or additional storage. Outside, the circle driveway provides abundant parking for family, guests, or work vehicles, while the rear patio offers the perfect spot for grilling, relaxing, and enjoying the outdoors. Whether you're purchasing your first home, downsizing, or looking for a property with an exceptional workshop, this one offers outstanding value, versatility, and modern updates—all in one package.

2210 Princeton Rd, Hopkinsville

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