Homes for Sale in 40965

/24
$200,000
- 3 Beds
- 2 Baths
- 1,036 Sq Ft
101 Shillalah Spur, Miracle, KY 40856

Pretty chalet in the beautiful Bell county Ky mountains just off highway 217 in the Shillalah Village community. This cozy cabin has 3 bedrooms, 2 bathrooms on two lots (1.7 acres per Bell county pva). All appliances convey with the home including the washer/dryer. New roof July 2025, hardwood flooring, tile, city water and shared well, septic. Very nice decking and covered areas for enjoying the

Megan Stanaford Black Diamond Realty

101 Shillalah Spur, Miracle, KY 40856
/57
$325,000
- 3 Beds
- 2.5 Baths
- 2,512 Sq Ft
440 Sams Mountain, Middlesboro, KY 40965

This is a very nice private home. Comes with lot 10-11. Open concept with a lot of windows to let the sun light in, master on the main level, 2 car garage, wood deck, large kitchen with a long island with a flat gas range, with bar stools. This is a must see!! Close to town but in a quiet area. Don't wait call today for your showing!BUYER TO VERIFY SQUARE FOOTAGE!!

Steve Mason REMAX PROFESSIONAL'S

440 Sams Mountain, Middlesboro, KY 40965
/24
$289,900
- 3 Beds
- 2 Baths
- 2,096 Sq Ft
10 Thaxted Ln, Middlesboro, KY 40965

HIDDEN GEM! This beautiful one level home is located in Middlesboro, just outside the city limits in a private area in Ambleside subdivision. This home has 2096 sf of living space, all on one level, with 3 bedrooms and 2 full baths. There is a spacious kitchen with custom cabinets and steel appliances which stay with the house. The stove has a convection oven and the refrigerator has French

Kevin Bisceglia Coldwell Banker Bisceglia Real

10 Thaxted Ln, Middlesboro, KY 40965
/15
$210,000
- 3 Beds
- 2 Baths
- 1,312 Sq Ft
708 Ilchester Ave, Middlesboro, KY 40965

Newly renovated 3 bedroom, 2 bath house located in a great neighborhood in Middlesboro, Ky. Within minutes of Lincoln Memorial university.

Michael Hensley REMAX PROFESSIONAL'S

708 Ilchester Ave, Middlesboro, KY 40965
/40
$399,000
- 4 Beds
- 2.5 Baths
- 2,500 Sq Ft
2824 W Cumberland Ave, Middlesboro, KY 40965

Charming 4-Bedroom Historic Home in the Heart of Middlesboro4-bedroom, 2.5-bath home nestled in historic Middlesboro, KY. Built in 1928, this classic gem combines rich architectural character with modern comfort.Inside, you'll find a spacious formal dining room perfect for entertaining, alongside a large, updated kitchen that blends traditional charm with contemporary

Michael Hensley REMAX PROFESSIONAL'S

2824 W Cumberland Ave, Middlesboro, KY 40965
/43
$209,900
- 3 Beds
- 2 Baths
- 1,684 Sq Ft
1315 Winchester Ave, Middlesboro, KY 40965

MIDDLESBORO KENTUCKYThis home is perfect for entertaining. It sits on a corner lot with plenty of accessible parking. There is a disability ramp if one is needed. Large living room with a gas fireplace. This home has a large dinning room with the kitchen having plenty of cabinets for storage. There is a walk-in pantry and a separate laundry room. Three (3) bedrooms and two (2) full

Janice Pratt AAA Realty, Inc.

1315 Winchester Ave, Middlesboro, KY 40965
/18
$249,900
- 3 Beds
- 2 Baths
- 1,221 Sq Ft
5 Abbey Ln, Middlesboro, KY 40965

Tired of living in a house where you don't know your neighbors and feel like you can't enjoy your neighborhood? You can change all that with this 3 bedroom, 2 bath HOME in Ambleside subdivision. Have a problem with stairs? Not anymore. Two of the bedrooms and one bath are on the 2nd floor, but one bedroom and bath are on the first level. Nice open concept living room/dining room. You can enjoy

Kevin Bisceglia Coldwell Banker Bisceglia Realty & Auction Co

5 Abbey Ln, Middlesboro, KY 40965
/66
$329,900
- 6 Beds
- 3.5 Baths
- 4,033 Sq Ft
832 N 25th St, Middlesboro, KY 40965

beautiful and spacious home located within the city limits of Middlesboro. this property consists of a main home and a separate apartment.The main home has four beds and 3 baths (2 full and 1 half). It has potential for a home office, home library, etc. The apartment that sits above the garage provides a unique income producing opportunity. It has 2 bedrooms and 1 full bath. Great location,

Blake Ramey Century 21 Virginia Wilder Real Estate

832 N 25th St, Middlesboro, KY 40965
/11
$199,000
- 3 Beds
- 1 Bath
- 996 Sq Ft
105 Mudlick Rd, Middlesboro, KY 40965

Charming 3-Bedroom Ranch on 3.89 Scenic Acres!Welcome to this delightful 3-bedroom, 1-bath ranch-style home nestled on 3.89 picturesque acres with stunning mountain views. This inviting property offers the perfect blend of peaceful country living and convenient access to town, schools, shopping, and outdoor recreation.Step inside to find a cozy yet spacious layout, ideal for family living or a

Aaron Rose Realty Network, Inc

105 Mudlick Rd, Middlesboro, KY 40965
/36
$256,000
- 3 Beds
- 2 Baths
- 1,900 Sq Ft
4921 W Cumberland Ave, Middlesboro, KY 40965

Nice Ranch style home with an oversized 1 car garage with a 2-car carport attached, 3 bd, 2 full baths, large dining / kitchen area, laundry room, comes with 2 storage buildings This is a very nice home. Ready to move in and no work to be done. Close to main town or hit the woods with your side by side.

Steve Mason REMAX PROFESSIONAL'S

4921 W Cumberland Ave, Middlesboro, KY 40965
/27
$339,000
- 3 Beds
- 2 Baths
- 2,270 Sq Ft
900 Twin Fawn Trail, Middlesboro, KY 40965

In the beautiful hills of Vista Venado lies the gorgeous 3 bedroom and 2 bath 900 Twin Fawn Trail.From the trey ceilings to the marble flooring, to the jetted tub this home is breathtaking! Your HOA fee of $20/month gives you unlimited water with very light restrictions. Massive patio for all your entertaining. Brand new french drain system.Quiet neighborhood perfect for evening walks. Let's go

Misti McGrath Realty Group

900 Twin Fawn Trail, Middlesboro, KY 40965
/24
$195,000
- 3 Beds
- 1 Bath
- 2,000 Sq Ft
515 N 25th St, Middlesboro, KY 40965

Cute as I'll get out! And no, I don't mean cute as in little either. This one packs a big punch so don't just do a drive-by, you MUST see inside!3 bedrooms with multiple bonus rooms and extra, extra storage space. Charming character and the quality of yesteryear, you'll feel the comfort just walking through the door. Let's go!Buyer/Agent to verify all information

Misti McGrath Realty Group

515 N 25th St, Middlesboro, KY 40965
/24
$249,900
- 3 Beds
- 2 Baths
- 1,989 Sq Ft
4922 W Cumberland Ave, Middlesboro, KY 40965

Looking for a place to call home? Don't miss out on this one! This 3 bedroom, 2 bath brick ranch is spacious and sits on a large lot within the city limits. Lovingly cared for, you can feel the memories made in this home and imagine the new ones you can make with your family. Even the basketball goal next to the detached garage will bring back memories of summer nights playing ball in the back

Kevin Bisceglia Coldwell Banker Bisceglia Real

4922 W Cumberland Ave, Middlesboro, KY 40965
/20
$199,900
- 3 Beds
- 2 Baths
- 1,408 Sq Ft
106 S 38th St, Middlesboro, KY 40965

Well-kept Brick Ranch Home. This home is conveniently located in the heart of the city limits. The 3 bedroom 2 bath home has a spacious living room. It has a galley kitchen with a formal dining room. There is a den that extends from the dining area for more space for entertaining. This home also offers a one car attached garage and additional parking in the driveway. There is a guest bath with

Sheila Durham Coldwell Banker Bisceglia Real

106 S 38th St, Middlesboro, KY 40965
/25
$225,000
- 2 Beds
- 2 Baths
- 1,144 Sq Ft
505 S South 38th St, Middlesboro, KY 40965

Located in Middlesboro, KY, this property is conveniently close to the hospital, schools, banks, shopping, and downtown historic Middlesboro, where you'll find charming boutiques and excellent dining options. This 2-bedroom, 2-bathroom brick home features an unfinished basement and sits on nearly an acre of land. Currently generating rental income, it also makes a great option for a first-time

Beth Combs Turn Key Realty

505 S South 38th St, Middlesboro, KY 40965
/16
$159,000
- 3 Beds
- 1 Bath
- 1,320 Sq Ft
428 Wilderness Rd, Middlesboro, KY 40965

Beautiful house located in Middlesboro Kentucky minutes away from Lincoln Memorial University and Cumberland Gap National Park. This home features beautiful hardwood floors, a great yard and even a garage. Don't miss the chance to own this wonderful home.

Brad Cawood Turn Key Realty

428 Wilderness Rd, Middlesboro, KY 40965
/5
$22,500
- Land
- 0.36 Acre
- $62,500 per Acre
526 Balmoral Rd, Middlesboro, KY 40965

Lot available within the city limits of Middlesboro KY; The Bell County Ky online PVA site shows approximately 0.355 of an acre more or less. City utilities are available. There was a home on the property but was demoed April 2025. Buyer to verify all pertinent information; sold as is where is.

Megan Stanaford Black Diamond Realty

526 Balmoral Rd, Middlesboro, KY 40965
/2
$10,500
- Land
- 0.40 Acre
- $26,250 per Acre
4163 441, Middlesboro, KY 40965

This is a rare vacant lot on the beltline in Middlesboro. Electric and sewer on site.

David Gambrell Coldwell Banker Bisceglia Realty & Auction Co

4163 441, Middlesboro, KY 40965
/45
$105,000
- 6 Beds
- 4 Baths
- 2,520 Sq Ft
416 Winchester Ave, Middlesboro, KY 40965

Come check out 416 Winchester Ave Middlesboro KY. This property could be utilized as apartments or as one large unit. Parking allows for 4 vehicles out front and the driveway allows for a couple more. Level lot, tons of space. Public records show the building being built in 1891, there is a metal roof that's approximately a year old, hardwood flooring throughout with a mix of some vinyl flooring.

Megan Stanaford Black Diamond Realty

416 Winchester Ave, Middlesboro, KY 40965
/2
$18,500
- Land
- 1.14 Acres
- $16,228 per Acre
0 Home Run Rd, Middlesboro, KY 40965

Take a look at this beautiful land with 1.14 acres located in city limits of Middlesboro, KY. Doublewide homes welcome, it is unrestricted and has city water, city sewer and electric available! Sits fronting a paved street and is close to downtown Middlesboro.

Virginia Wilder Century 21 Virginia Wilder Real Estate

0 Home Run Rd, Middlesboro, KY 40965
/48
$2,500,000
- 3 Beds
- 1.5 Baths
- 1,976 Sq Ft
259 Watson Ln, Middlesboro, KY 40965

Offering for the first time on the market, this beautiful 92 acre property with 82 acres within city limits and 10 acres in the county. There is a beautiful hayfield and from that hayfield downtown Middlesboro can be seen as well as a view of the Pinnacle. This property comes with 2 homes. The main house has 3 bedrooms, 1 full bathroom and a half bathroom, foyer with staircase leading

Virginia Wilder Century 21 Virginia Wilder Real Estate

259 Watson Ln, Middlesboro, KY 40965
/3
$125,000
- 3 Beds
- 1.5 Baths
- 1,008 Sq Ft
114 W Rochester Ave, Middlesboro, KY 40965

Pretty 3 bedroom 1.5 bathroom home on 0.4 fenced lot in the quaint town of Middlesboro KY. This ranch style home has an attached carport, great covered front porch, flat yard, easy access to everything in town. Walking distance to the downtown area where you will find awesome restaurants & shopping. Awesome location to LMU's main campus (10 minute drive). The house needs some work but would

Megan Stanaford Black Diamond Realty

114 W Rochester Ave, Middlesboro, KY 40965
/7
$32,900
- 3 Beds
- 1 Bath
- 2,470 Sq Ft
524 Avondale Ave, Middlesboro, KY 40965

Attention investors and DIY enthusiasts! Multiple exit strategies: finish this remodel then either flip, rent or move in! Home being sold as is. Cash offers preferred but will consider financed all offers.

Dustin Hepburn

524 Avondale Ave, Middlesboro, KY 40965
/18
$189,000
- 4 Beds
- 1.5 Baths
- 1,120 Sq Ft
409 Meadow Ln, Middlesboro, KY 40965

This 4 bedroom home is located just minutes away from Downtown Middlesboro KY. With upgraded kitchen and new floors this house is a hidden gem.

Brad Cawood Turn Key Realty

409 Meadow Ln, Middlesboro, KY 40965
/21
$190,000
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
626 S 22nd St, Middlesboro, KY 40965

Wonderfully maintained home sitting on 12 beautiful flat, and cleared lots at the dead end of 22nd St.VERY private and perfectly seated home makes you feel like you're away from everything while being close to town. Lots of landscaping providing extra privacy. Room to build more homes, investment properties, or keep it all to yourself for gardening in the fertile soil or have a mini

Misti McGrath Realty Group

626 S 22nd St, Middlesboro, KY 40965
/13
$349,900
- Land
- 1.69 Acres
- $207,041 per Acre
321 W Chester Ave, Middlesboro, KY 40965

1.695 flat acres in the city of Middlesboro. Zoned B3 (Central Business District). Some uses permitted are: Wholesale & Retail Trade, Sporting Goods, Pharmacy, Banks, Theater, Auto Repair, Hotel-Motel, Bed & Breakfast, and Multi Family Copy of Middlesboro Zoning attached. All city utilities available.

Kevin Bisceglia Coldwell Banker Bisceglia Real

321 W Chester Ave, Middlesboro, KY 40965
/15
$115,000
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
921 Winchester Ave, Middlesboro, KY 40965

This country style home has 2 bedrooms with optional 3rd bedroom, 2 bathrooms, living room, dining room, kitchen, and large laundry room, central heat and air is about 6 years old, insulated windows are about 10 years old, seller is installing new cook stove and refrigerator, home has city water and city sewer, high speed internet available, concrete driveway, storage shed stays with home. Level

Virginia Wilder Century 21 Virginia Wilder Real Estate

921 Winchester Ave, Middlesboro, KY 40965
/4
$89,000
- 3 Beds
- 1 Bath
- 1,296 Sq Ft
3028 Highway 441, Middlesboro, KY 40965

This Property comes with Parcel ID:057-34-00-036.00 also. Which consist of around 3 acres and 1 livable structure of about 1000 sq foot. It is located just mins away from downtown Middlesboro and the LMU Campus.

Brad Cawood Turn Key Realty

3028 Highway 441, Middlesboro, KY 40965
/31
$182,050
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
180 Stevenson Bridge Rd, Middlesboro, KY 40965

Charming Rustic Cabin with Modern Comforts on 2 Acres Welcome to 180 Stevenson Branch Rd in Middlesboro, KY—where country charm meets convenience. Just minutes from historic downtown Middlesboro, you'll enjoy easy access to quaint shops, local restaurants, major retailers, medical offices, banks, and hospitals—all while savoring the serenity of rural living. Nestled on a hillside and surrounded

Beth Combs Turn Key Realty

180 Stevenson Bridge Rd, Middlesboro, KY 40965
/16
$155,000
- 3 Beds
- 2 Baths
- 648 Sq Ft
138 Robinson Ln, Middlesboro, KY 40965

Check out this charming 3-bedroom, 2-bath home featuring a spacious covered porch, updated master bathroom, fenced backyard, and beautiful tile and hardwood flooring throughout. Conveniently located just minutes from historic downtown Middlesboro, KY.

Beth Combs Turn Key Realty

138 Robinson Ln, Middlesboro, KY 40965
/23
$179,900
- 3 Beds
- 1.5 Baths
- 1,040 Sq Ft
164 Walker Ln, Middlesboro, KY 40965

Charming 3 Bedroom, 2 Bath Home - Fully Updated and Move-In Ready! Renovations and upgrades installed in 2023, this beautifully maintained home offers numerous upgrades throughout. Enjoy brand-new 12 ml vinyl plank flooring, solid wood soft-close kitchen cabinets, new countertops, a modern kitchen sink and fixtures, and a full suite of new stainless steel appliances—including washer and dryer.

Michael Hensley REMAX PROFESSIONAL'S

164 Walker Ln, Middlesboro, KY 40965
/31
$458,000
- 5 Beds
- 4 Baths
- 3,146 Sq Ft
523 N 30th St, Middlesboro, KY 40965

Spacious All-Brick Home with Attached Guest Quarters - Prime Location! This beautifully maintained, all-brick home offers exceptional flexibility and space, featuring a main residence with 3 bedrooms, 2 bathrooms, a bonus room perfect for a home office, rec room, or additional sleeping area, and two laundry rooms for added convenience.In addition, the property includes a fully separate, attached

Beth Combs Turn Key Realty

523 N 30th St, Middlesboro, KY 40965
/29
$260,000
- 4 Beds
- 2.5 Baths
- 2,020 Sq Ft
825 S 28th St, Middlesboro, KY 40965

Beautiful, split foyer home with 4 bedrooms and 2 bathrooms. The upstairs features a kitchen with plenty of space for storage, updated appliances, and tile floors. This home allows the natural light to shine through in all the rooms. The dining room and living room are open for entertainment or a growing family. The primary bedroom and bath are on the main floor. The guest bath is spacious

Kevin Bisceglia Coldwell Banker Bisceglia Real

825 S 28th St, Middlesboro, KY 40965
/7
$109,900
- 2 Beds
- 1 Bath
- 1,236 Sq Ft
112 Exeter Ave, De Soto, KY 40965

Welcome to 112 Cumberland Ave, Middlesboro, KY—a delightful 2-bedroom, 1-bath home boasting 1,236 square feet of comfortable living space! Perfectly situated in a prime, convenient location, this charming residence is just steps away from Middlesboro's best shopping, dining, and entertainment. With the option for an additional bedroom, this home offers flexibility to suit your needs, whether for

Jonathan Evans Action Realty

112 Exeter Ave, De Soto, KY 40965
/32
$299,000
- 3 Beds
- 2.5 Baths
- 3,174 Sq Ft
113 Hollywood Dr, Middlesboro, KY 40965

Beautiful Traditional Brick Ranch with Basement!This home has 1698sq/ft on the main floor with an additional 1476sq/ft in the basement. Nestled in the center of Middlesboro with a curved driveway and a 2 car carport with a storage unit between them. The home has two entrances from the carport for easy entry. There are two bonus rooms with a formal living room and formal dining area. The

Kevin Bisceglia Coldwell Banker Bisceglia Real

113 Hollywood Dr, Middlesboro, KY 40965
/33
$297,500
- 5 Beds
- 3.5 Baths
- 3,000 Sq Ft
2410 Cumberland Ave, Middlesboro, KY 40965

Remarkable Folk Victorian Historical Home. This home was built in 1908, redesigned for today's modern living, yet still encompassing the original charm. This home is nestled in the residential district of Cumberland Ave in Middlesboro. The inviting covered porch takes you back to the time that ''porch sitting'' in the evening was the thing to do and leads you into the entryway with tall

Kevin Bisceglia Coldwell Banker Bisceglia Real

2410 Cumberland Ave, Middlesboro, KY 40965
/5
$29,900
- Land
- 18 Acres
- $1,656 per Acre
0 Highway 217 Unit 25005121, Middlesboro, KY 40965

18.005 acre lot at Brush Mountain Farms. This is a great property for a cabin. Great views with a walking trail nearby. This property is located in a gated community and has an HOA with restrictions. Call for a showing.

David Gambrell Coldwell Banker Bisceglia Realty & Auction Co

0 Highway 217 Unit 25005121, Middlesboro, KY 40965
/22
$119,000
- 3 Beds
- 2 Baths
- 1,296 Sq Ft
252 Chasteen Dr, Middlesboro, KY 40965

This home has 3 bedrooms and 2 full bathrooms, living room, family room, 2 eat-in kitchens, 2 laundry hookups, attached storage shed, level lot with chain link fence, seller said it could be made into two apartments. Central heat and air, gas cook stove, natural gas, city water, city sewer. It is close to hospital. NEW ROOF It won't last long at this price!

Virginia Wilder Century 21 Virginia Wilder Real Estate

252 Chasteen Dr, Middlesboro, KY 40965
/12
$650,000
- 2 Beds
- 1 Bath
- 776 Sq Ft
516 S 34th St, Middlesboro, KY 40965

Unbelievable find in the city limits of Middlesboro. 13.7 acres inside the city limits with city water and public sewer. Property has two different homes and a barn. The address of the second home is 501 South 35th. street. Both homes need some TLC but are solid constructions. This property has potential for a small farm or development with several other home sites. Come take a look! Buyer

Michael Hensley REMAX PROFESSIONAL'S

516 S 34th St, Middlesboro, KY 40965
/17
$157,000
- 3 Beds
- 1 Bath
- 1,110 Sq Ft
1005 Hollywood Dr, Middlesboro, KY 40965

Located in Middlesboro KY, you will find this 3 bedroom 1 bath ranch style home with a fully equipped kitchen, laundry room, carport. This property is located approximately 10 minutes from the main campus of LMU.

Nicole Goins Heartland Real Estate, LLC

1005 Hollywood Dr, Middlesboro, KY 40965

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Kentucky Middlesboro 40965

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