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STUNNING SHOWCASE MANSION IN BEAUTIFUL HARLAN KY WITH INGROUND POOL, POOL HOUSE, 5 GARAGES, and TRIM WORK THAT WILL BLOW YOU AWAY!! Welcome to 40 Hendrickson Pass, where timeless elegance, extraordinary craftsmanship, and resort-style living come together in one truly remarkable estate. From the moment you enter, it is obvious that this home was built with an uncompromising attention to detail. Approximately $240,000 was invested in the home's custom trim and crown molding alone, creating an incredible level of craftsmanship rarely found in homes today. Elaborate moldings, rich hardwood floors, elegant chandeliers, and beautifully appointed spaces give the home a sense of sophistication that simply cannot be replicated. The interior blends grand scale with comfortable luxury, offering spaces designed for both impressive entertaining and everyday living. From the detailed millwork to the luxurious bathrooms featuring a Jacuzzi tub, every room showcases thoughtful design and quality finishes. But the true showstopper may be outside. Step into your own private resort-style retreat, complete with an impressive swimming pool and slide--perfect for summer gatherings, family celebrations, or relaxing afternoons at home. The beautifully appointed pool house takes outdoor entertaining to another level, featuring its own full kitchen and bathroom, allowing guests to enjoy the pool area without ever needing to go inside. Imagine summer evenings by the pool, entertaining friends beneath the lights, children racing down the slide, and gathering around the pool house for food and fellowship. This isn't simply a backyard--it's an entertainment destination. Inside and out, 40 Hendrickson Pass delivers the kind of craftsmanship, amenities, and presence that make a property truly special. Elegant crown molding, gleaming hardwoods, dramatic chandeliers, a luxurious Jacuzzi tub, and an extraordinary pool and pool-house complex create an estate designed to be experienced. If you're searching for a home that offers luxury, craftsmanship, entertainment, and an unmistakable wow factor, 40 Hendrickson Pass deserves your attention.

4 Beds ⋅ 3 Baths ⋅ 1358230 MLS

STUNNING SHOWCASE MANSION IN BEAUTIFUL HARLAN KY WITH INGROUND POOL, POOL HOUSE, 5 GARAGES, and TRIM WORK THAT WILL BLOW YOU AWAY!! Welcome to 40 Hendrickson Pass, where timeless elegance, extraordinary craftsmanship, and resort-style living come together in one truly remarkable estate. From the moment you enter, it is obvious that this home was built with an uncompromising attention to detail. Approximately $240,000 was invested in the home's custom trim and crown molding alone, creating an incredible level of craftsmanship rarely found in homes today. Elaborate moldings, rich hardwood floors, elegant chandeliers, and beautifully appointed spaces give the home a sense of sophistication that simply cannot be replicated. The interior blends grand scale with comfortable luxury, offering spaces designed for both impressive entertaining and everyday living. From the detailed millwork to the luxurious bathrooms featuring a Jacuzzi tub, every room showcases thoughtful design and quality finishes. But the true showstopper may be outside. Step into your own private resort-style retreat, complete with an impressive swimming pool and slide--perfect for summer gatherings, family celebrations, or relaxing afternoons at home. The beautifully appointed pool house takes outdoor entertaining to another level, featuring its own full kitchen and bathroom, allowing guests to enjoy the pool area without ever needing to go inside. Imagine summer evenings by the pool, entertaining friends beneath the lights, children racing down the slide, and gathering around the pool house for food and fellowship. This isn't simply a backyard--it's an entertainment destination. Inside and out, 40 Hendrickson Pass delivers the kind of craftsmanship, amenities, and presence that make a property truly special. Elegant crown molding, gleaming hardwoods, dramatic chandeliers, a luxurious Jacuzzi tub, and an extraordinary pool and pool-house complex create an estate designed to be experienced. If you're searching for a home that offers luxury, craftsmanship, entertainment, and an unmistakable wow factor, 40 Hendrickson Pass deserves your attention.

40 Hendrickson Pass, Harlan

Listing courtesy of D.J. Wilder of Century 21 Virginia Wilder Real Estate.

$69,500

This property has an extra lot deeded as Lot#1 that is included with lot #41 and borders the Martins Fork River. The seller is motivated and will consider all offers!

2 Beds ⋅ 1 Baths ⋅ 26027375 MLS

This property has an extra lot deeded as Lot#1 that is included with lot #41 and borders the Martins Fork River. The seller is motivated and will consider all offers!

41 3rd St, Harlan

Listing courtesy of J Gary Horton of CENTURY 21 Advantage Realty.

$125,000

I found your new house overlooking the city of Harlan. This house is just above sunshine preschool and a 5-minute walk to Harlan Independent School. There are great features about this home including a fenced in front and back yard with an above ground pool and deck. All 3 bedrooms and bath are located on the second floor with deep walk-in closets. Stainless dishwasher and refrigerator in the kitchen and an electric range. This property has a private drive with a 1 car detached garage. Schedule your showing today

3 Beds ⋅ 1 Baths ⋅ 26026305 MLS

I found your new house overlooking the city of Harlan. This house is just above sunshine preschool and a 5-minute walk to Harlan Independent School. There are great features about this home including a fenced in front and back yard with an above ground pool and deck. All 3 bedrooms and bath are located on the second floor with deep walk-in closets. Stainless dishwasher and refrigerator in the kitchen and an electric range. This property has a private drive with a 1 car detached garage. Schedule your showing today

412 Poplar Ter, Harlan

Listing courtesy of Jarrod Nunnelley of New Beginnings Real Estate LLC.

$17,000

Looking for a place to put a small home? This conveniently located surveyed lot may be just the right spot for you! There are only 2 restrictions on this lot, no mobile homes or modular homes, other then that you can do put anything you want here!

26026245 MLS

Looking for a place to put a small home? This conveniently located surveyed lot may be just the right spot for you! There are only 2 restrictions on this lot, no mobile homes or modular homes, other then that you can do put anything you want here!

110 Mill Dr, Harlan

Listing courtesy of Phyllis Napier of Forever Home.

$360,000

This home is a rare find... how often do we see a home with 3 out of 4 bedrooms that have on-suite bathrooms and four and a half total bathrooms? In addition, this home has a ton of storage space. But the best part is, whether you are setting by the fireplace in the living room, back deck, or setting on the screened in patio out back this home doesn't feel like it is in a neighborhood...there is a good chance you will see deer and other wildlife pass by in this neighborhood! How relaxing is that? You have the best of both worlds! The convenience of being in the neighborhood across from Food City and nature in your yard!

4 Beds ⋅ 5 Baths ⋅ 26025370 MLS

This home is a rare find... how often do we see a home with 3 out of 4 bedrooms that have on-suite bathrooms and four and a half total bathrooms? In addition, this home has a ton of storage space. But the best part is, whether you are setting by the fireplace in the living room, back deck, or setting on the screened in patio out back this home doesn't feel like it is in a neighborhood...there is a good chance you will see deer and other wildlife pass by in this neighborhood! How relaxing is that? You have the best of both worlds! The convenience of being in the neighborhood across from Food City and nature in your yard!

891 Woodland Hls, Harlan

Listing courtesy of Phyllis Napier of Forever Home.

$133,000

Just outside of Harlan KY, in the Eastbrook subdivision is this 3bed/1bath move-in ready house for you! Offering a mountain setting with a fenced in backyard. This home has new appliances as well as a new HVAC system. Private concrete driveway with off-street parking as well. Cover porch as well as a walk-out/ walk-up deck. Built to code in 2001 and will qualify for all loan types including USDA, FHA, and VA. Call today for your showing

3 Beds ⋅ 1 Baths ⋅ 26024485 MLS

Just outside of Harlan KY, in the Eastbrook subdivision is this 3bed/1bath move-in ready house for you! Offering a mountain setting with a fenced in backyard. This home has new appliances as well as a new HVAC system. Private concrete driveway with off-street parking as well. Cover porch as well as a walk-out/ walk-up deck. Built to code in 2001 and will qualify for all loan types including USDA, FHA, and VA. Call today for your showing

140 Station Ln, Harlan

Listing courtesy of Jarrod Nunnelley of New Beginnings Real Estate LLC.

$377,000

Have you often dreamed of having a home with the character and room of an old home and a nice large yard in or just outside of downtown Harlan? Often you either have the lot size you want or the beautiful older home that has stood the test of time and has features you just don't see in the newer homes. If you have been looking then you know how hard that is to find both features here. Here you go! This listing has it all!! With 1.77 acre of fenced in yard 5 bedrooms and 3 baths along with a heated and cooled basement this home is a hard to find gem! There is even a cozy 2 bedroom, 1 bath cottage in the side yard that can be used as a guest house! Like to travel and have an RV? No worries there is a place for it too! The property has a second entrance to the back coming off Ivy Hill where you can park the RV and there is already an electric hook up there for it! Someone is going to get a hard to find unique and wonderful property! It should be you! Call today to set up your showing and see this one of a kind property for yourself!!

5 Beds ⋅ 3 Baths ⋅ 26024164 MLS

Have you often dreamed of having a home with the character and room of an old home and a nice large yard in or just outside of downtown Harlan? Often you either have the lot size you want or the beautiful older home that has stood the test of time and has features you just don't see in the newer homes. If you have been looking then you know how hard that is to find both features here. Here you go! This listing has it all!! With 1.77 acre of fenced in yard 5 bedrooms and 3 baths along with a heated and cooled basement this home is a hard to find gem! There is even a cozy 2 bedroom, 1 bath cottage in the side yard that can be used as a guest house! Like to travel and have an RV? No worries there is a place for it too! The property has a second entrance to the back coming off Ivy Hill where you can park the RV and there is already an electric hook up there for it! Someone is going to get a hard to find unique and wonderful property! It should be you! Call today to set up your showing and see this one of a kind property for yourself!!

522 N Main St, Harlan

Listing courtesy of Phyllis Napier of Forever Home.

$185,000

This stately brick building sits in downtown Harlan, Kentucky and offer multiple possibilities. It once was a law office. The downstairs needs a little TLC. On the main floor there are 12 rooms plus 2 half bathrooms and a kitchenette, a front and back door. Upstairs, there are 2 large apartments. One the owner occupies, it has 2 bedrooms, one full bathroom, Livingroom, kitchen, laundry area and dining area. The other upstairs apartment has 2 bedrooms, one full bathroom, living room, dining area, laundry area and is vacant. With some TLC the second apartment would be ready to rent. The unfinished basement has a concrete floor. This building has city water and city sewer, high speed internet is available, a heat pump, nice windows, great visibility, walking distance to the courthouse. This is a golden opportunity!

26021122 MLS

This stately brick building sits in downtown Harlan, Kentucky and offer multiple possibilities. It once was a law office. The downstairs needs a little TLC. On the main floor there are 12 rooms plus 2 half bathrooms and a kitchenette, a front and back door. Upstairs, there are 2 large apartments. One the owner occupies, it has 2 bedrooms, one full bathroom, Livingroom, kitchen, laundry area and dining area. The other upstairs apartment has 2 bedrooms, one full bathroom, living room, dining area, laundry area and is vacant. With some TLC the second apartment would be ready to rent. The unfinished basement has a concrete floor. This building has city water and city sewer, high speed internet is available, a heat pump, nice windows, great visibility, walking distance to the courthouse. This is a golden opportunity!

107 E Mound St, Harlan

Listing courtesy of Virginia Wilder of Century 21 Virginia Wilder Real Estate.

$180,000

This stately brick building sits in downtown Harlan, Kentucky and offer multiple possibilities. It once was a law office. The downstairs needs a little TLC. On the main floor there are 12 rooms plus 2 half bathrooms and a kitchenette, a front and back door. Upstairs, there are 2 large apartments. One the owner occupies, it has 2 bedrooms, one full bathroom, Livingroom, kitchen, laundry area and dining area. The other upstairs apartment has 2 bedrooms, one full bathroom, living room, dining area, laundry area and is vacant. With some TLC the second apartment would be ready to rent. The unfinished basement has a concrete floor. This building has city water and city sewer, high speed internet is available, a heat pump, nice windows, great visibility, walking distance to the courthouse. This is a golden opportunity!

1350764 MLS

This stately brick building sits in downtown Harlan, Kentucky and offer multiple possibilities. It once was a law office. The downstairs needs a little TLC. On the main floor there are 12 rooms plus 2 half bathrooms and a kitchenette, a front and back door. Upstairs, there are 2 large apartments. One the owner occupies, it has 2 bedrooms, one full bathroom, Livingroom, kitchen, laundry area and dining area. The other upstairs apartment has 2 bedrooms, one full bathroom, living room, dining area, laundry area and is vacant. With some TLC the second apartment would be ready to rent. The unfinished basement has a concrete floor. This building has city water and city sewer, high speed internet is available, a heat pump, nice windows, great visibility, walking distance to the courthouse. This is a golden opportunity!

107 E Mound St, Harlan

Listing courtesy of Virginia Wilder of Century 21 Virginia Wilder Real Estate.

$176,600

This remarkable home is now available to be your new remarkable home. On Ivy Hill, in Harlan, you'll find this single story 4-bedroom 2.5 bath home on a half acre lot. Covered carport, paved driveway, and multiple large living spaces are just a few features that set this home apart. This home is for sale at just $90 a square foot in one of the more sought-after neighborhoods. Schedule your showing today!

4 Beds ⋅ 2 Baths ⋅ 26019435 MLS

This remarkable home is now available to be your new remarkable home. On Ivy Hill, in Harlan, you'll find this single story 4-bedroom 2.5 bath home on a half acre lot. Covered carport, paved driveway, and multiple large living spaces are just a few features that set this home apart. This home is for sale at just $90 a square foot in one of the more sought-after neighborhoods. Schedule your showing today!

821 Ivy, Harlan Ky, Harlan

Listing courtesy of Jarrod Nunnelley of New Beginnings Real Estate LLC.

$143,000

You won't believe how well maintained and beautiful this mobile home is! The owners have taken excellent care of the home and it shows! Outside you have mountain views that will make you want to just spend the day on the porch enjoying nature! There is also a nice building that could be anything from guest quarters to a man cave or she shed, you decide!

3 Beds ⋅ 2 Baths ⋅ 26019053 MLS

You won't believe how well maintained and beautiful this mobile home is! The owners have taken excellent care of the home and it shows! Outside you have mountain views that will make you want to just spend the day on the porch enjoying nature! There is also a nice building that could be anything from guest quarters to a man cave or she shed, you decide!

60 Beech Grove Ln, Harlan

Listing courtesy of Phyllis Napier of Forever Home.

$354,000

Located in Dayhoit, Harlan county Ky...625+ acres vacant mountain land for sale...Discover the beauty of the Appalachian mountains of Eastern Ky...The land features steep terrain, wooded ridges and natural hollows, offering privacy, scenic views and a true Appalachian setting...Heavily forested with native hardwoods, this property is ideal for recreation, hunting, or long-term investment...best for outdoor use or off-grid living! Access is typical of mountain land in the area and may require 4WD vehicles

25508516 MLS

Located in Dayhoit, Harlan county Ky...625+ acres vacant mountain land for sale...Discover the beauty of the Appalachian mountains of Eastern Ky...The land features steep terrain, wooded ridges and natural hollows, offering privacy, scenic views and a true Appalachian setting...Heavily forested with native hardwoods, this property is ideal for recreation, hunting, or long-term investment...best for outdoor use or off-grid living! Access is typical of mountain land in the area and may require 4WD vehicles

9999 Hwy 3451, Harlan

Listing courtesy of Kathy F Jones of CENTURY 21 Advantage Realty.

$325,900

This immaculate home has only been owned by one family and has been well loved and maintained. From the large windows for natural light to the seamless layout you can tell that this owner put a lot of thought into the building of their home. Inside there is plenty of room for holiday get togethers and entertaining, great closet space and a gorgeous fireplace to wind down by on cold winter's nights. Outside you can enjoy setting on the patio nature watching as the day winds down. Or if you want an outdoor space without fighting mosquitos and gnats, no problem! This home has a screened in porch as well!! And as if that isn't enough let's talk location... this home is in a beautiful neighborhood just a couple minutes from Walmart, grocery stores and restaurants! Somebody is going to be the next to enjoy this wonderful home...it could be you!!

4 Beds ⋅ 3 Baths ⋅ 26014851 MLS

This immaculate home has only been owned by one family and has been well loved and maintained. From the large windows for natural light to the seamless layout you can tell that this owner put a lot of thought into the building of their home. Inside there is plenty of room for holiday get togethers and entertaining, great closet space and a gorgeous fireplace to wind down by on cold winter's nights. Outside you can enjoy setting on the patio nature watching as the day winds down. Or if you want an outdoor space without fighting mosquitos and gnats, no problem! This home has a screened in porch as well!! And as if that isn't enough let's talk location... this home is in a beautiful neighborhood just a couple minutes from Walmart, grocery stores and restaurants! Somebody is going to be the next to enjoy this wonderful home...it could be you!!

859 Woodland Hls, Harlan

Listing courtesy of Phyllis Napier of Forever Home.

$320,000

This home is one you truly have to see for yourself. Located at the top of woodland hills community this 4 bed / 3 bath home sits on just over an acre. One of the larger residential lots in the subdivision. There are deed restrictions but no HOA. Inside, you'll find the a primary and secondary bedrooms on the main level with the other 2 bedrooms

4 Beds ⋅ 3 Baths ⋅ 26011508 MLS

This home is one you truly have to see for yourself. Located at the top of woodland hills community this 4 bed / 3 bath home sits on just over an acre. One of the larger residential lots in the subdivision. There are deed restrictions but no HOA. Inside, you'll find the a primary and secondary bedrooms on the main level with the other 2 bedrooms

744 Woodland Hls, Harlan

Listing courtesy of Jarrod Nunnelley of New Beginnings Real Estate LLC.

$139,950

There is something about the charm of old homes, don't you agree? This 4 bedroom, 3 bath home has stood the test of time! It is beautifully landscaped outside there is a nice private yard and a carport that could easily be turned into a covered patio and lots of flowers and bushes for you to enjoy! Inside there is Tons of room!! With two levels of living space and a partially finished basement that has been used as a recreational room in the past, there is plenty of room for living, entertaining, and relaxing! To top it all off you have all the conveniences of living in downtown will still enjoying incredible views of the surrounding mountains!

4 Beds ⋅ 3 Baths ⋅ 26010213 MLS

There is something about the charm of old homes, don't you agree? This 4 bedroom, 3 bath home has stood the test of time! It is beautifully landscaped outside there is a nice private yard and a carport that could easily be turned into a covered patio and lots of flowers and bushes for you to enjoy! Inside there is Tons of room!! With two levels of living space and a partially finished basement that has been used as a recreational room in the past, there is plenty of room for living, entertaining, and relaxing! To top it all off you have all the conveniences of living in downtown will still enjoying incredible views of the surrounding mountains!

306 Ivy St, Harlan

Listing courtesy of Phyllis Napier of Forever Home.

$399,900

Welcome to 239 Sulphur Springs Road in Cranks, Kentucky — a hidden gem tucked deep in the scenic hills of Harlan County. This beautiful property offers the perfect blend of peaceful mountain living and outdoor adventure, making it an ideal retreat for nature lovers and ATV enthusiasts alike. Located just minutes from the famous Harlan County ATV trail system, you'll have direct access to miles of breathtaking terrain and unforgettable rides. Imagine starting your mornings surrounded by mountain views, fresh air, and the excitement of exploring some of Kentucky's most sought-after trails. This spacious home features 3 bedrooms, 2 bathrooms, and approximately 2,872 square feet of comfortable living space. Designed with both relaxation and entertaining in mind, the open floor plan allows natural light to pour in, creating a warm and inviting atmosphere throughout. Modern finishes and thoughtful details make this home move-in ready while still offering the charm of country living. Step outside and enjoy a generous yard perfect for gatherings, outdoor fun, or simply soaking in the peaceful surroundings. The natural beauty of the area provides a true escape from the everyday hustle, offering privacy, serenity, and endless scenic views. Conveniently located within a short drive to Martins Fork Lake, Black Mountain, the Kentucky Coal Mining Museum, and many local attractions, you'll enjoy the perfect mix of adventure, recreation, and small-town charm. Whether you're looking to ride, relax, fish, hike, or explore local history, it's all right at your fingertips. Don't miss your chance to own this incredible mountain retreat. Experience the thrill of ATV adventures, the beauty of Eastern Kentucky, and the comfort of a place you can truly call home. Schedule your showing today and discover everything this special property has to offer.

3 Beds ⋅ 2 Baths ⋅ 1329464 MLS

Welcome to 239 Sulphur Springs Road in Cranks, Kentucky — a hidden gem tucked deep in the scenic hills of Harlan County. This beautiful property offers the perfect blend of peaceful mountain living and outdoor adventure, making it an ideal retreat for nature lovers and ATV enthusiasts alike. Located just minutes from the famous Harlan County ATV trail system, you'll have direct access to miles of breathtaking terrain and unforgettable rides. Imagine starting your mornings surrounded by mountain views, fresh air, and the excitement of exploring some of Kentucky's most sought-after trails. This spacious home features 3 bedrooms, 2 bathrooms, and approximately 2,872 square feet of comfortable living space. Designed with both relaxation and entertaining in mind, the open floor plan allows natural light to pour in, creating a warm and inviting atmosphere throughout. Modern finishes and thoughtful details make this home move-in ready while still offering the charm of country living. Step outside and enjoy a generous yard perfect for gatherings, outdoor fun, or simply soaking in the peaceful surroundings. The natural beauty of the area provides a true escape from the everyday hustle, offering privacy, serenity, and endless scenic views. Conveniently located within a short drive to Martins Fork Lake, Black Mountain, the Kentucky Coal Mining Museum, and many local attractions, you'll enjoy the perfect mix of adventure, recreation, and small-town charm. Whether you're looking to ride, relax, fish, hike, or explore local history, it's all right at your fingertips. Don't miss your chance to own this incredible mountain retreat. Experience the thrill of ATV adventures, the beauty of Eastern Kentucky, and the comfort of a place you can truly call home. Schedule your showing today and discover everything this special property has to offer.

239 Sulphur Springs Rd, Harlan

Listing courtesy of Kevin Carroll of Backwoods Realty & Development.

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