Refine Search
Map
Sort by
$850,000
6 Beds ⋅ 5 Baths ⋅ 26022497 MLS
Luxury Golf Course Living at 409 Holly Lane, Princeton, Kentucky. This elegant all-brick luxury residence located in one of the most desirable areas of Princeton, Kentucky real estate—directly on the prestigious Princeton Country Club golf course. Offering over 7,000 square feet of finished living space, this impressive two-story executive home with a walkout basement blends timeless craftsmanship, spacious design, and resort-style amenities in a highly sought-after Caldwell County location. This home features six bedrooms and five full bathrooms, providing abundant space for family living, guests, or multi-generational needs. A bright and inviting sunroom with panoramic golf course views creates the perfect year-round retreat, while the elegant den with fireplace offers a warm and comfortable setting for everyday living and entertaining. Designed for both relaxation and entertaining, the home opens to a private outdoor oasis featuring a heated in-ground swimming pool, ideal for summer gatherings and enjoying Kentucky's beautiful seasons. A covered deck spans the back of the home, perfectly positioned to overlook the pool and the scenic golf course, creating an exceptional outdoor living and entertaining space. Additional highlights include a three-car garage, expansive walkout basement w/ a service garage door into the large shop and storage area of the basement. New roof in 2022, new Pella windows (2023), new garage doors (2022), inground heated pool, sidewalks and patio (2022), wrought iron perimeter fencing (2022). 409 Holly Lane represents a rare opportunity to own a premier luxury property in Princeton, KY—where golf course living, elegant timeless design, and resort-style comfort come together in one extraordinary home.

409 Holly Ln, Princeton
$655,500
26016447 MLS
This sprawling farm near the Tradewater River offers an excellent opportunity for any outdoor enthusiast! Throughout this timber tract you will find varying topography, including rock bluffs, rolling timbered ridges and two cleared areas, ideal for food plots or a basecamp. The woods consist of both softwoods and hardwoods to provide a good food source while the cedar thickets offer shelter for the wildlife. An established trail system throughout offers easy access for hunters of all ages!

1013 Donahue, Princeton
$495,000
3 Beds ⋅ 2 Baths ⋅ 26014908 MLS
Beautiful 3-bedroom, 2 bath brick home perfectly positioned on Hole #11 of the Princeton Golf Club in the highly desirable Country Club Hills Subdivision. Situated on a large lot, this spacious home offers over 2,800 sq ft designed for comfortable living and entertaining, a whole-home generator, plus an attached 2-car garage. Features include engineered hardwood floors throughout most of the home, a chef's kitchen with a breakfast area, a formal dining room, and two inviting living areas—both with gas fireplaces. The standout feature is the large rear addition living room with built-ins and expansive golf course views, perfect for entertaining or relaxing. The front living room showcases decorative wood beam ceilings and opens to a covered brick patio. The updated primary suite offers a large walk-in closet and a renovated bath with a tiled walk-in shower. Major updates in 2022 include doors, windows, soffit, gutters, roof, and the main HVAC system. Rare golf course living opportunity!

205 Holly Ln, Princeton
$429,900
5 Beds ⋅ 2 Baths ⋅ 26021062 MLS
Sportsman's Paradise on 25 Secluded Acres! Escape to your own private retreat with this spacious 5-bedroom, 2-bath home nestled on 25 beautiful acres of peaceful countryside. Whether you're an outdoor enthusiast, hobby farmer, or simply looking for room to roam, this property offers it all. The home features a finished walk-out basement, with the primary bedroom conveniently located on the main level and three additional bedrooms downstairs. A large bonus/family room in the basement provides plenty of space for entertaining, relaxing, exercising or recreation. The living room showcases a cozy fireplace and four sets of sliding glass doors that open to a covered, partially wrap-around porch, creating indoor-outdoor living and offering beautiful views of the surrounding property. The kitchen is designed with both everyday living and entertaining in mind, featuring abundant cabinetry and countertop space, a breakfast bar/island, and two pantry closets. Car enthusiasts, RV owners, and anyone needing extra workspace will appreciate the attached, oversized, drive-through two-car garage with separate bays, each equipped with 14-foot overhead doors. The impressive 40' x 60' shop provides endless possibilities for equipment, projects, tractors, ATVs and additional storage. Outside, you'll find plenty of open space and abundant wildlife, making this a true sportsman's paradise. Tucked away in a secluded, tranquil setting, this property offers the privacy you've been searching for while still providing all the amenities needed for comfortable country living. If you've been dreaming of a peaceful rural lifestyle with room to hunt, explore, work, and relax, this exceptional property is ready to welcome you home.

5750 Princeton Olney Rd, Princeton
$322,000
26016686 MLS
73.5± acres of prime wooded hunting land located in northern Caldwell County! This property features an established roadway for easy access, multiple ponds, and two cleared fields perfect for food plots or future building sites. Abundant wildlife, including deer and turkey, makes this an excellent recreational getaway or hunting retreat. A great opportunity to own a piece of the Kentucky outdoors! ***This property does not currently have deeded or recorded easement access, and there is a gate across the roadway. The seller is actively working to resolve the access issue.

406 Lakewood Rd, Princeton
$312,000
26016844 MLS
SECLUDED hunting farm! This tract has been left alone for years, providing a sanctuary for wildlife. The thick timber coverage provides excellent habitat while neighboring cropland offers an additional food source. Currently there is no deeded access, priced accordingly.

9999 Cannon Rd, Princeton
$300,000
26023494 MLS
Excellent business opportunity! This 3000+ square foot building offers metal exterior and interior, 2 overhead doors, concrete floor, natural gas heat and 3-phase electric. There are 2 large rooms, one of which is wired for woodworking equipment and plumbed to an air compressor with multiple connection points. There is also a small office and half bath, making this a suitable option for most any type of business. The property offers approximately 3.49 acres, providing the option to expand on the current structure and/or build another. Zoned I-1(light industrial) with quick access and GREAT visibility from I-69!

27 Jeff Watson Rd, Princeton
$287,500
3 Beds ⋅ 2 Baths ⋅ 26014407 MLS
This recently updated 3 bedroom, 2 bath home is move-in ready! The open-concept floor plan boasts a new kitchen, providing a functional and welcoming place to entertain family and friends. remodeled bathrooms, new flooring and fresh paint take away all the work and make your new home ready for immediate enjoyment! Outside you'll find an attached garage, covered porch, spacious rear patio and detached workshop with a lean-to. New roofing on the home AND the detached workshop! Situated on 3.13 acres just North of I-69 and Princeton.

3350 Ky-293, Princeton
$285,000
3 Beds ⋅ 2 Baths ⋅ 26016463 MLS
This 28.99 acre tract offers a very well maintained, 3 bedroom, 2 bath manufactured home with attached garage. The property provides a nice, shaded yard, two ponds and a large covered porch for enjoying time with the family! The balance of the acreage is currently leased for crop production for 2026, however would make a great place for horses or other livestock in the years to come. With frontage on HWY 293N AND Boitnott Ford Road, this would also make an excellent investment opportunity!

9896 N Kentucky, Princeton
$275,000
5 Beds ⋅ 3 Baths ⋅ 26016427 MLS
Spacious, 5 bedroom, 3 bath home located at the edge of the Princeton city limits! The main floor offers a primary suite, 2 additional bedrooms, 2nd bath, living area and equipped, eat-in kitchen. Downstairs has 2 more bedrooms, laundry, LARGE flex/living area and a 3rd bathroom! Outside boasts multiple entertaining areas with a two-tiered deck, above ground pool, hot tub area, basketball court and your very own treehouse!

2000 Dawson Rd, Princeton
$249,900
3 Beds ⋅ 2 Baths ⋅ 26017705 MLS
: Welcome to beautiful 401 Centennial Drive: a spacious brick ranch offering comfort, convenience, ideal location on a quiet "no outlet" street. This well-designed home features 3BR(walk-in closets) 2BA, and large kitchen for entertaining family & friends. Boasts of 2,064 square feet of living space, a 2 car garage w/ storage above and a 12'x12' deck overlooking a lovely outdoor setting w/ plenty of room for playing, pets, & gardening. The attractive twin-gable design adds character, while the practical single-level layout and minimal two step entry provide excellent potential for handicap-accessible modifications. Conveniently located within walking distance to CVS, Domino's, Ideal Market, etc., along with quick and easy access to Interstate 69 for commuting or travel. Priced at $135 per square foot, this property is an exceptional value in today's market! So if you are searching for a home w/ generous space, solid construction, in a prime location, at a great price, this is the ONE!

401 Centennial Dr, Princeton
$249,000
26017433 MLS

4961 Cadiz Rd, Princeton
$215,000
3 Beds ⋅ 2 Baths ⋅ 26021411 MLS
If you've been looking for a home with land, privacy, and a convenient location, this one deserves a closer look! Situated on 1.31 acres, this is the largest lot on the block, offering plenty of room to enjoy the outdoors. Mature trees surround the property, creating a peaceful and private setting while still being close to town and everyday conveniences. Inside, you'll find 3 bedrooms, 1.5 baths, and well divided rooms that provide a practical layout for everyday living. The home is move-in ready, with a newer metal roof and appliances that remain with the home, making the transition into your new place even easier. The property also features exterior security cameras for added peace of mind. Step outside and enjoy the front porch or deck, perfect for morning coffee, evening relaxation, or simply taking in the peaceful surroundings. The 2-car garage is complete with electricity, offering flexible space for vehicles, storage, hobbies, or a workshop. The location is another major highlight. You're just seconds from the City County Park, where you can enjoy swimming, pickleball, and tennis. Downtown and local shopping are only minutes away, giving you easy access to the things you need while still enjoying the privacy of a larger lot. Love spending time at the lake? Lake Barkley is approximately 15 minutes away, boating, fishing, recreation, and relaxing by the water within easy reach! There's a lot to appreciate here, and the combination of land and convenience makes this property a must have.

105 Airport Rd, Princeton
$215,000
3 Beds ⋅ 2 Baths ⋅ 26019907 MLS
New Construction in the Heart of Princeton! Beautifully finished home offering over 1,200 sq ft of modern comfort. Features include luxury vinyl plank flooring throughout, custom kitchen and bathrooms, and a spacious open layout with 3 bedrooms and 2 baths. Enjoy relaxing evenings on the full-length front porch. Covered carport adds convenience and protection year-round. Designed for low-maintenance living and ideally located just minutes from I 69 and downtown amenities.

204 N Plum St, Princeton
$215,000
3 Beds ⋅ 1 Baths ⋅ 26017939 MLS
WOW! Check out this well maintained 3 bed 1 bath brick ranch home situated on a spacious corner lot. This charming home features an open kitchen and dining area, custom built cabinetry, beautiful hardwood floors throughout, generously sized rooms and ample closet space for storage. Outside, this property offers a covered front porch, circular driveway and an attached 1 car carport for added convenience. The detached 2 car garage also offers a large finished living space complete with central heat and air and a bathroom providing endless possibilities for a home office, hobby room, guest quarters or additional recreational space. You will appreciate the partially fenced backyard providing a private space for your pets or garden. With its versatile layout and well kept condition this property is ready to welcome its next owner!

1560 Dawson Rd, Princeton
$210,000
3 Beds ⋅ 1 Baths ⋅ 26025123 MLS
Meadow Lane, where morning coffee tastes better, summer evenings linger a little longer, and the sunroom might just become your favorite room in the house. This charming 3 bedroom, 1 bath brick home sits on a beautiful one acre lot, with an additional one acre lot available for purchase if you're looking for a little more land to make your own and giving you the opportunity to spread out. Filled with the kind of character they simply aren't making anymore, this home welcomes you with original hardwood floors that bring warmth and history throughout. But the showstopper may just be the sunroom, with a wall of windows and a beautiful view that makes it the perfect place to watch the evolving Kentucky skies. Picture yourself settled in with a cup of coffee watching a summer storm come rolling across the horizon. When the skies clear and the sunshine returns, Meadow Lane offers even more places to enjoy it. Sip your sweet tea on the screened-in porch, stretch out on the patio, or gather your favorite people for an evening of good food and conversation. The location is a dream for someone who wants the essence of country with the closeness of city convenience. You're just seconds from Adams Breezy Hill, CRP Farms Produce Stand, and Food Giant, with some of Princeton's favorite local spots right around the corner, while still being only minutes from downtown. Hardwood floors. Brick charm. A dreamy sunroom. Porch-sitting potential. Beautiful views. Local favorites close by. And a little more room to roam if you want it. 87 Meadow Lane isn't just an address It's the kind of place you settle down for good.

87 Meadow Ln, Princeton
$200,000
3 Beds ⋅ 2 Baths ⋅ 26014900 MLS
Completely remodeled and move-in ready! This stunning brick home offers 3 bedrooms and 2 full bathrooms with updates throughout. Enjoy all-new drywall, flooring, recessed lighting, modern bathrooms, and a beautifully redesigned kitchen. Major improvements include new windows, all-new electrical inside and out, all-new plumbing, new HVAC system, new insulation in the ceilings and walls, new roof, new garage door, and new interior and exterior paint. Situated on a spacious double lot, this maintenance-free home is ready for its new owners to move in and enjoy from day one! Selling As-Is!

411 Bell St, Princeton
$181,000
2 Beds ⋅ 1 Baths ⋅ 26025026 MLS
Enjoy country living just minutes from town with this updated 2 bedroom, 1 bath home located on the outskirts of Princeton on a dead-end road! Inside, you'll find updated flooring, fresh paint throughout, and a spacious kitchen and living area with ample cabinet space. A versatile den provides additional living space and could be utilized as a third bedroom, home office, or bonus room. The home also features a propane backup heat source for added peace of mind. Outside, the property sits on a sizable lot and includes a detached 2 car garage/workshop with electricity offering plenty of room for vehicles, storage, or projects. If you're looking for peaceful country living while still being close to town don't let this one get away!

1050 Old Madisonville Rd, Princeton
$174,900
26025373 MLS
Just 3 miles south of Princeton, and not far off Hwy 139 sits this 35.7 acre blank slate that is ready for the next chapter. Whether you're looking for an unrestricted build site not far from town or a farm that provides quality hunting opportunities this could be the one. A property that provides the opportunity for privacy and convenience all in one is hard to come by and even includes a new survey on file and now includes a newly established parking/access area and trail system to access the property. Not to mention, this property has been managed following a Forest Management Plan developed by a consulting forester, leaving a midsize timber that will be available for harvest in 10 to 15 years. Survey and FMP available upon request.

Martins Dr, Princeton
$162,000
3 Beds ⋅ 2 Baths ⋅ 26023329 MLS
Welcome to 206 Alise Court in Princeton, Kentucky; a well-maintained three-bedroom, one-and-a-half-bath brick ranch home located on a quiet private street in a desirable neighborhood where homes rarely come available. This inviting home features a covered front porch, attractive landscaping, and a back patio area perfect for relaxing or entertaining. The carport provides convenient covered parking and includes an additional sitting area—an ideal spot to enjoy your morning coffee. The property also includes an extra lot, adding even more space to this appealing home. Conveniently located near the county ballpark, downtown Princeton, and the Princeton Golf Club—just 1.4 miles away—this home offers both peaceful neighborhood living and easy access to local amenities. Situated on a quiet cul-de-sac in a highly desirable part of town, this charming one level home is ready for its next owner.

206 Alise Ct, Princeton
$155,000
3 Beds ⋅ 1 Baths ⋅ 26025828 MLS
Charming 3-bedroom, 1-bath home full of character, nestled in a quiet neighborhood on a corner lot. Features include a sunroom or flex room off the kitchen, built-in shelving and cabinet for added character, a fenced yard, storage shed, and a 2-car detached garage with office space—ideal for work or hobbies. All appliances stay, making this home move-in ready. A perfect blend of comfort, convenience, and timeless appeal.

401 Nichols St, Princeton
$150,000
26017331 MLS
4.83+/- surveyed acres loaded with commercial potential! Just off of I-69 & 383 feet of North Jefferson St road frontage for great commercial potential (& 293 feet of Skyline Dr road frontage for your residential potential could be added for a total of 7.65 acres). If it would better suit your needs, this property can be divided and purchased in two sections if desired with approval from planning and zoning. This property is the perfect canvas to build your dream business. Don't miss out on this great opportunity!

49-51a51b50aa N Jefferson St, Princeton
$145,000
3 Beds ⋅ 2 Baths ⋅ 26025911 MLS
HARD-TO-FIND SMALL ACREAGE IN THE COUNTY! Situated on 3.41 acres, this versatile property offers a peaceful setting, usable land, a small pond, and plenty of room to enjoy the outdoors. Deer and turkey are often seen in the area, adding to the quiet country atmosphere. The property features a 16x70 singlewide home along with an impressive collection of additional structures, including a 2-car garage with attached carport, an outbuilding, and a separate workshop with a concrete slab, providing plenty of space for vehicles, storage, hobbies, equipment, or projects. Previously used as a rental, the home offers several possibilities: make it your permanent residence, create a weekend getaway, continue using it as an investment property, or take advantage of the acreage and build your dream home. Recent updates include a new stove in 2025, a water heater installed in 2021, and a newer refrigerator. With acreage, a pond, multiple buildings, usable outdoor space, and a peaceful county setting, this property is full of potential. Whether you're looking for a place to call home, room for your hobbies, an investment opportunity, or the perfect spot for a future build, the possibilities here are endless!

139 Jenkins Rd, Princeton
$135,000
4 Beds ⋅ 1 Baths ⋅ 26023263 MLS
CHARACTER, CHARM & SPACE! Built in 1948, this 4-bedroom home offers approximately 1,566 finished square feet plus an additional 900 square feet of basement space, all situated on a .38-acre lot. Step inside and you'll immediately notice the character that makes this home special—from the beautiful original hardwood floors and woodwork to the classic staircase, crystal chandelier and distinctive architectural details. The spacious living room features abundant natural light and a handsome stone fireplace that provides a beautiful focal point (decorative only). The floor plan offers two bedrooms on the main level and two bedrooms upstairs, providing plenty of flexibility for bedrooms, an office or hobby space. The full bath has been updated, while the kitchen offers tile flooring, ample cabinetry and room for a new owner to make it their own. The approximately 900-square-foot basement provides additional storage, laundry and usable space. Major improvements include replacement windows in 2019 and a new water heater in 2025. With its original details, hardwood floors and timeless 1940s character, this home offers a wonderful opportunity to enjoy it as it is or add your own updates over time. Four bedrooms, plenty of space and character you simply don't find in newer construction!

715 E Market St, Princeton
$130,000
26014554 MLS
Retail space in downtown Princeton! This commercial property offers over 3,000 sf on West Main Street, just a couple blocks from the courthouse and within walking distance to other downtown businesses. Currently used as a boutique and custom clothing store, the storefront offers an established retail space with a bathroom, workroom, office and 2 storage areas. The rear of the building provides a TON of space for storing inventory or an additional work area with an overhead door for easy access, concrete floors, attic storage and tall ceilings. This price is for the real estate only but the owners are willing to offer a turn-key business opportunity to a qualified buyer! Don't miss your chance to own your very own downtown business!

215 W Main St, Princeton
$129,500
4 Beds ⋅ 2 Baths ⋅ 26014311 MLS
A great opportunity in the heart of Princeton! This 3 bedroom, 2 bathroom home features a large living area with fireplace, eat in kitchen with storage and a double deck on the back. Great potential to come in and make it your own. Don't miss out, schedule your showing today!

607 N Jefferson St, Princeton
$128,000
3 Beds ⋅ 2 Baths ⋅ 26017944 MLS

408 N Hawthorne St, Princeton
$126,000
26016700 MLS
Great opportunity to own 29.5 acres (Tract 2) of prime wooded hunting land in northern Caldwell County! This property features an established roadway for easy access, a large pond, and two cleared fields ideal for food plots or future building sites. Loaded with wildlife, including deer and turkey, this tract offers excellent recreational and hunting potential. An additional 44 adjoining acres are also available for those looking to expand. ***This property does not currently have deeded or recorded easement access, and there is a gate across the roadway. The seller is actively working to resolve the access issue.

406 Lakewood Rd Unit Tract 2, Princeton
$126,000
26016693 MLS
Great opportunity to own a 30-acre wooded hunting tract (Tract 1) in northern Caldwell County! This property features an established roadway for easy access, a pond, and excellent wildlife habitat with abundant deer and turkey activity. Ideal for hunting, recreation, or a private getaway. An additional 43.5 acres is also available for those looking for even more land and opportunity. ***This property does not currently have deeded or recorded easement access, and there is a gate across the roadway. The seller is actively working to resolve the access issue.

406 Lakewood Rd Unit Tract 1, Princeton
$121,000
4 Beds ⋅ 2 Baths ⋅ 26017945 MLS
Step into the charm and character of this beautiful historic home situated on a corner lot within the city limits of Princeton. Inside, you'll find spacious rooms, tall ceilings and a formal dining room perfect for hosting gatherings or holiday meals. The kitchen features stainless steel appliances, and tall cabinetry providing plenty of storage. Some of the home's original hardwood flooring still remains throughout adding warmth and timeless appeal. Enjoy relaxing mornings or quiet evenings on the covered front or back porches or unwind in the screened in sitting area. Just in time for summer, the backyard offers an above ground pool with a surrounding deck along with an outbuilding ideal for storing gardening tools and pool supplies. The fenced in yard offers a private retreat perfect for relaxing or entertaining.

601 W Locust St, Princeton