15

Middlesboro, KY 1-Story Homes for Sale

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  • /20

    $399,000

    • 3 Beds
    • 3 Baths
    • 3,397 Sq Ft

    103 Kingsbury Woods Rd, Middlesboro, KY 40965

    Rare opportunity to own a premier golf course property on Hole #2 at the Middlesboro Golf Course—one of only four homes situated directly on the course. Perfectly positioned on a generous 0.67-acre lot, this spacious residence offers a grand total living space, including a finished basement, providing plenty of room to live, entertain, and relax. With three bedrooms and three full baths, the home

    Anthony Gigilo ListWithFreedom.com

    103 Kingsbury Woods Rd, Middlesboro, KY 40965
  • /14

    $35,000

    $15K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 728 Sq Ft

    105 Nutwood Rd, Middlesboro, KY 40965

    3 bed, 1 bath fixer-upper in Middlesboro, KY! Great investment opportunity—flip, rent, or make it your own. City water/sewer (per public record). Priced for potential—bring your ideas!

    Megan Stanaford Black Diamond Realty

    105 Nutwood Rd, Middlesboro, KY 40965
  • /16

    $60,000

    • 3 Beds
    • 1 Bath
    • 768 Sq Ft

    712 Balmoral Rd, Middlesboro, KY 40965

    Investment opportunity with this 3 bedroom 1 bathroom home. Owner is relocating for work and must sell. The home is in progress of being renovated. Call for more info.

    Megan Stanaford Black Diamond Realty

    712 Balmoral Rd, Middlesboro, KY 40965
  • /18

    $110,000

    $25K PRICE DROP Pre-Foreclosure
    • 3 Beds
    • 1.5 Baths
    • 1,963 Sq Ft

    901 Exeter Ave, Middlesboro, KY 40965

    Hey Neighbors! If you've been looking for a solid property with room to build some serious sweat equity, you'll want to take a look at this one. Sitting on a spacious corner lot inside the Middlesboro city limits, this 1.5-story brick veneer home offers a massive 1,963 square feet of living space and sits on over half an acre 0.539 acres per (Bell County PVA). With a potential of 4 bedrooms, 2

    Russell Tribell Fathom Realty KY LLC

    901 Exeter Ave, Middlesboro, KY 40965
  • /17

    $129,900

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,908 Sq Ft

    405 S 37th St, Middlesboro, KY 40965

    Looking for a home to raise your family? Don't let this one go by! Spacious 4 bedrooms, 2 bath home with a fenced in yard, this one is just the right size for a growing family. Just minutes from the hospital and schools, yet tucked away on a side street with little traffic. Let us show you your new home today! Schedule a showing before it's gone.

    Kevin Bisceglia Coldwell Banker Bisceglia Realty & Auction Co

    405 S 37th St, Middlesboro, KY 40965
  • /37

    $297,500

    $53K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,195 Sq Ft

    717 S 27th St, Middlesboro, KY 40965

    This open floor plan home is waiting for your large family. This home features 5 bedrooms and 4 full baths, cathedral ceilings, a rock fireplace in the living room, and a full, unfinished basement just waiting for you to make more living space. Located in downtown with an out-of-town feel, get in to see this home now. *Buyer to verify acreage and septic.

    Barry Turner RE/MAX LakeTime Realty London

    717 S 27th St, Middlesboro, KY 40965
  • /27

    $89,900

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,240 Sq Ft

    816 W Chester Ave, Middlesboro, KY 40965

    Ranch-style home built in 1950 offering over 1,200 square feet with 2 bedrooms and 2 full bathrooms. Features include a covered patio, a fireplace in the living room, and additional space suitable for a den or workspace. The home sits on an approximate 0.38-acre lot.

    James Martin Century 21 Pinnacle

    816 W Chester Ave, Middlesboro, KY 40965
  • /16

    $295,000

    $15K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,100 Sq Ft

    717 Highway 441, Middlesboro, KY 40965

    Beautiful 5-Bedroom Home on 1.165 Acres - Middlesboro, KY Welcome to 717 Highway 441, a stunning custom manufactured home offering space, comfort, and modern charm—all set on a generous 1.165-acre lot. This gorgeous home features 5 spacious bedrooms and 3 full bathrooms, perfect for families of all sizes. Step inside to find large, open rooms, ample closet space, and beautifully designed

    Megan Stanaford Black Diamond Realty

    717 Highway 441, Middlesboro, KY 40965
  • /22

    $159,900

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 853 Sq Ft

    371 Eagle Ln, Middlesboro, KY 40965

    Looking for a nice home that is USDA, FHA, or VA approved? We have just what you have been looking for--hurry before it's gone! Move-in ready home only 15 years old iwth 2 bedrooms 1 bath, utility room large living room and kitchen with stove, refrigerator, dishwasher, washer and dry, which all go with the sale. Don't miss this opportunity to own a house perfect for raising your family.

    Kevin Bisceglia Coldwell Banker Bisceglia Realty & Auction Co

    371 Eagle Ln, Middlesboro, KY 40965
  • /3

    $125,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,664 Sq Ft

    120 Redwood Rd Unit A & B, Middlesboro, KY 40965

    Great investment opportunity with this one. Built in 2000 per appraisal, this property offers a total of 1,664 square feet and is currently occupied by reliable, long-term tenants. Each unit features 2 bedrooms and 1 bathroom, providing comfortable living space for residents. The address, listed as 102 A&B Redwood Road, originates from a previous appraisal. The property is confirmed per the

    Megan Stanaford Black Diamond Realty

    120 Redwood Rd Unit A & B, Middlesboro, KY 40965
  • /20

    $229,500

    • 6 Beds
    • 6 Baths
    • 2,700 Sq Ft

    623 N 20th St, Middlesboro, KY 40965

    Excellent investment opportunity with a strong ~9% cap rate at asking price! This unique 4-unit property offers incredible versatility-perfect as a pure cash-flowing asset or an ideal opportunity to live in one unit while renting out the other three. The property consists of four fully occupied units: a main multi-family building featuring one 2-bedroom unit and two 1-bedroom units, plus a

    Derek Eisenberg Continental Real Estate Group

    623 N 20th St, Middlesboro, KY 40965
  • /18

    $135,000

    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft

    2002 Winchester Ave, Middlesboro, KY 40965

    CHARMING 2 BEDROOM/ONE BATH HOME! This charming 2 bedroom, 1 bath home offers a perfect blend of comfort and convenience, completely outside of the flood zone. Enjoy leisurely mornings on the large covered front porch or entertain guest on the back deck overlooking your private fully fenced in yard - perfect for pets or gardening. This move in ready property also features a detached 2 -car

    Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

    2002 Winchester Ave, Middlesboro, KY 40965
  • /35

    $179,900

    $7K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,028 Sq Ft

    1200 W Chester Ave, Middlesboro, KY 40965

    Charming Home for Sale in Middlesboro, KY - 1200 W Chester Ave Welcome to this inviting home located in the heart of Middlesboro! Situated on a spacious corner lot at 1200 W Chester Avenue, this property offers comfort, convenience, and small-town charm—all in one. Comfortable living spaces with plenty of natural light. Functional kitchen with ample cabinet storage Generous yard—perfect for

    Megan Stanaford Black Diamond Realty

    1200 W Chester Ave, Middlesboro, KY 40965
  • /22

    $149,999

    • 2 Beds
    • 1 Bath
    • 1,275 Sq Ft

    1010 W Chester Ave, Middlesboro, KY 40965

    Charming Renovated Ranch in the Heart of Middlesboro! Welcome home to 1010 W Chester Avenue, a cozy and beautifully updated 2-bedroom, 1-bath brick ranch right in the heart of Middlesboro, KY. If you've been looking for that perfect blend of classic hometown charm and worry-free modern living, this is the one you've been waiting for. Step inside this solid traditional brick home and you'll

    Russell Tribell Fathom Realty KY LLC

    1010 W Chester Ave, Middlesboro, KY 40965
  • /30

    $269,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,016 Sq Ft

    127 Alpine Rd, Middlesboro, KY 40965

    This charming property offers the perfect blend of cozy indoor living and expansive outdoor space. Nestled in the heart of Middlesboro this home is situated on 1.5 acres. This brick ranch home with a basement has 1344 square feet, and features 3 bedrooms and 2 baths on the main floor along with the washer and dryer. The home provides plenty of room for family and guests. The heart of the home is

    Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

    127 Alpine Rd, Middlesboro, KY 40965
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