Vintage homes for sale & real estate in Caldwell County, KY

11 homes

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ABOUT THIS HOME
Vintage Home for sale in Caldwell County, KY:
This is a 3 bed 1 bath brick ranch home situated on 3 lots! Inside, you will find a spacious living room, formal dining room, and plenty of closets for storage. Outside, you will find a spacious and partially fenced back yard, shed, 2 car carport along with two gravel driveways providing ample space for parking. This home sits on a dead end street in the city limits of Princeton.

$119,900

3 beds1 bath1,308 sq ft

237 Center St, Princeton, KY 42445

2 car carport • Brick ranch home • Dead end street

NEW 10 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Caldwell County, KY:
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.

$155,000

3 beds1 bath996 sq ft

401 Nichols St, Princeton, KY 42445

Fenced yard • Sunroom • Storage shed

ABOUT THIS HOME
Vintage Home for sale in Caldwell County, KY:
Step into the timeless charm of this beautifully restored Victorian home in Princeton, KY, where historic character and modern updates come together seamlessly. From the moment you arrive, the oversized front porch sets the tone for a home filled with original details, including hardwood floors, intricate trim and molding, stained glass accents, and an ornate staircase. The main level offers a spacious living room with coffered ceilings and a beautiful fireplace, along with a flexible floor plan that provides plenty of room for everyday living. The former formal dining room is currently being used as a third bedroom, while additional spaces throughout the home offer flexibility for a home o

$220,000

3 beds2 baths2,152 sq ft

701 W Main St, Princeton, KY 42445

Ornate staircase • Hardwood floors • Detailed trim

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Caldwell County, KY:
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 bedr

$139,900

4 beds1 bath1,566 sq ft

715 E Market St, Princeton, KY 42445

Classic staircase • Updated full bath • Tile flooring

ABOUT THIS HOME
Vintage Home for sale in Caldwell County, KY:
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 cl

$181,000

2 beds1 bath1,131 sq ft

1050 Old Madisonville Rd, Princeton, KY 42445

Versatile den • Spacious kitchen • Propane backup heat

Property at 408 N Hawthorne St, Princeton, KY 42445, 3 beds, 2 baths

$128,000

3 beds2 baths1,044 sq ft

408 N Hawthorne St, Princeton, KY 42445

Property at 123 S Highland Ave, Princeton, KY 42445, 3 beds, 2 baths

$119,000

3 beds2 baths2,389 sq ft

123 S Highland Ave, Princeton, KY 42445

Property at 601 W Locust St, Princeton, KY 42445, 4 beds, 2 baths

$121,000

4 beds2 baths1,583 sq ft

601 W Locust St, Princeton, KY 42445

Property at 607 N Jefferson St, Princeton, KY 42445, 4 beds, 2 baths

$129,500

4 beds2 baths2,008 sq ft

607 N Jefferson St, Princeton, KY 42445

Property at 12597 S Jefferson St, Princeton, KY 42445, 7 beds, 5 baths

$2,380,000

7 beds5 baths5,700 sq ft

12597 S Jefferson St, Princeton, KY 42445

Property at 701 Hopkinsville St, Princeton, KY 42445, 3 beds, 2 baths

$114,900

3 beds2 baths2,500 sq ft

701 Hopkinsville St, Princeton, KY 42445

Listing provided by REALTRACS as Distributed by MLS Grid

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ABOUT THIS HOME
Vintage Home for sale in Caldwell County, KY:
Nestled in the heart of Marion's historic district, this historic home blends timeless charm with major 2023 updates. Upstairs offers a 1-2 bedrooms that can be completely finishe and 1 bath with tons of space, full of potential for extra living space or a large entertainment area with some work. Recent upgrades include a newer roof, energy-efficient windows, insulated PVC water lines, a tankless gas water heater, and a full bathroom on the main floor. The kitchen and baths feature vinyl tile flooring and newer appliances throughout, plus fresh paint, fixtures, and exterior touches with repoured front steps and a new side porch roof. This one blends historic character with modern comfort, a

$160,000

4 beds2.5 baths2,969 sq ft

117 W Elm St, Marion, KY 42064

Newer appliances • Vinyl tile flooring • Major updates

ABOUT THIS HOME
Vintage Home for sale in Caldwell County, KY:
Discover the charm of country living in this cozy 3-bedroom, 2-bath home nestled on 3 peaceful acres. Warm and inviting, the home offers comfortable living spaces, a practical layout, and plenty of natural beauty just outside your door. Enjoy morning coffee, outdoor gatherings, and room to roam on the expansive property. A detached garage provides excellent space for vehicles, hobbies, or storage, while the barn adds versatility for equipment, animals, or workshop use. With privacy, open space, and endless possibilities, this property is the perfect blend of comfort and rural living—yet conveniently located for everyday needs. Make this inviting retreat your own! Contact Angela Wright

$279,900

3 beds2 baths1,506 sq ft

10035 Beulah Rd, Dawson Springs, KY 42408

Open space • Barn • 3 peaceful acres

ABOUT THIS HOME
Vintage Home for sale in Caldwell County, KY:
This updated 4-bedroom, 1-bath home offers approx. 1,600 sq ft of living space with a practical layout that includes a laundry room that doubles as a bedroom or storage room. Recent improvements—new roof, vinyl siding, gutters, and windows—provide great curb appeal and long-term durability. The home sits on 0.48 acres with an unfinished basement for additional storage or future expansion, plus outbuildings ideal for tools, equipment, or hobby space. Located on quiet Rosedale Lane, this property delivers move-in-ready comfort in a peaceful rural setting.

$120,000

4 beds1 bath1,612 sq ft

60 Rosedale Ln, Dawson Springs, KY 42408

Laundry room • Unfinished basement • Outbuildings

ABOUT THIS HOME
Vintage Home for sale in Caldwell County, KY:
Welcome to Eddyville! Enjoy the best of both convenience and outdoor recreation with this charming 2-bedroom, 1 bath home situated on approximately 2 acres near downtown Eddyville. Located just minutes form local amenities and only about . 5 mile from the nearest boat ramp, this property offers an excellent opportunity for those who enjoy boating, fishing, and the outdoors. Included on the property is a detached garage for storage, tankless water heater, and all appliances! Leaving the home fully furnished can be negotiated! Whether you're looking for a full-time residence, weekend getaway, or investment opportunity, this property offers a convenient location and plenty of potential!

$163,000

2 beds1 bath1,152 sq ft

84 Arrowhead Rd, Eddyville, KY 42038

Detached garage • Boat ramp • 2 acre lot

ABOUT THIS HOME
Vintage Home for sale in Caldwell County, KY:
Imagine your morning coffee on the front porch in the country setting of your very own mini farm only minutes from Lake Barkley. This property offers plenty of land to grow at 11.9+/- acres. The 3 bed 2 full bath home was updated with an additional living area, utility room, second floor private master bedroom and a poured concrete partial basement. The back screened porch overlooks a fenced pasture perfect for a farm animals or the addition of a barn or shop. Only five minutes from Eddy Creek Marina.

$370,000

3 beds2 baths2,128 sq ft

9872 State Highway 93, Eddyville, KY 42038

Mini farm • Utility room • Front porch

ABOUT THIS HOME
Vintage Home for sale in Caldwell County, KY:
* * Motivated Sellers!! * * Cute 3 bedroom 2 bathroom home that was completely renovated on the inside in 2026 including adding the second bathroom. This home offers approximately 1618 square feet on 0.5 acres surrounded by crop land and approximately 5 minutes from town. There is a massive detached garage approximately 53.5x40 plus an additional 20x18 and a lean to on it. The garage is partially finished, it has a wood burning stove as well as a wall heater and a full bathroom there is two rooms that could be used as office space or maybe convert it to like an apartment or such, it also offers washer and dryer hook ups just so many opportunities with this space. The master bedroom has n

$260,000

3 beds2 baths1,618 sq ft

643 Weldon Rd, Marion, KY 42064

Natural lighting • Full bathroom • Completely renovated

Property at 414 S Moore St, Marion, KY 42064, 4 beds, 3 baths

$150,000

4 beds3 baths2,036 sq ft

414 S Moore St, Marion, KY 42064

Property at 425 Main St, Cerulean, KY 42215, 3 beds, 2 baths

$262,000

3 beds2 baths3,456 sq ft

425 Main St, Cerulean, KY 42215

Property at 42 Meadowlark Ln, Eddyville, KY 42038, 4 beds, 2 baths

$575,000

4 beds2 baths2,478 sq ft

42 Meadowlark Ln, Eddyville, KY 42038

Property at 115 Pierce St, Marion, KY 42064, 3 beds, 2.5 baths

$269,000

3 beds2.5 baths2,500 sq ft

115 Pierce St, Marion, KY 42064

Property at 501 W Arcadia Ave, Dawson Springs, KY 42408, 4 beds, 2 baths

$280,000

4 beds2 baths3,206 sq ft

501 W Arcadia Ave, Dawson Springs, KY 42408

$40,000

3 beds1.5 baths1,728 sq ft

3269 Mott City Rd, Marion, KY 42064

Property at 525 E Keigan St & Others St, Dawson Springs, KY 42408

$75,000

Land2.30 acres (lot)

525 E Keigan St & Others St, Dawson Springs, KY 42408

Vintage Homes for Sale in Caldwell County

There are currently 11 vintage homes for sale in Caldwell County at a median listing price of $200K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Caldwell County stay on the market for 97 days. This map is refreshed with the newest listings in Caldwell County every 15 minutes.

In the past month, 3 homes have been sold in Caldwell County. In addition to houses in Caldwell County, there were also 0 condos, 0 townhouses, and 2 multi-family units for sale in Caldwell County last month. Find your dream home in Caldwell County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Caldwell County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Caldwell County. If you're looking to sell your home in the Caldwell County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Caldwell County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Based on information submitted to the MLS GRID as of Sat Sep 19 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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