Cumberland, KY Homes

/44
$289,900
- Land
- 138.4 Acres
- $2,095 per Acre
0 Hwy 522, Cumberland, KY 40823

Located in the mountains of Eastern Kentucky within Kentucky's Elk Management Zone, this 138.40 +/- acre tract in Harlan County offers a strong combination of privacy, huntabilty, and long-term recreational value. This region is known for elk activity and sits within the core of Kentucky's elk restoration range, adding unique wildlife and hunting appeal to the property.The

Cameron Claunch Mossy Oak Properties Hart Realty

0 Hwy 522, Cumberland, KY 40823
/16
$65,000 Sold Nov 03, 2025

703 School Rd, Cumberland, KY 40823
- 3 Beds
- 1 Bath
- 1,092 Sq Ft
- Built 1930
Last Sold Summary
- 19% Below List Price
- $60/SF
- 17 Days On Market
Current Estimated Value $67,044

Last Listing Agent Victoria Allen Century 21 Virginia Wilder Real Estate

703 School Rd, Cumberland, KY 40823

/142
Est $175,784 Not Listed For Sale

24455 Old Highway 119, Cumberland, KY 40823
- 3 Beds
- 1.5 Baths
- 2,239 Sq Ft
- Built 1960
24455 Old Highway 119, Cumberland, KY 40823

Last Sold Summary
- 10% Above List Price
- $71/SF
- 31 Days On Market
Last Sold Price $159,150

Last Listing Agent Phyllis Napier Forever Home

/8
$320,000
- 2 Beds
- 1 Bath
- 800 Sq Ft
105 State Square, Cumberland, KY 40823

Unique opportunity to own 6 rental properties in the Pride Terrace community of Cumberland. All 6 units for $320,000. The units are all currently rented and each unit the range and refrigerator convey. 105 State Square - 2 bed, one bath, asphalt shingle roof. .08 acre lot 301 Cumberland Place - 2 bed, one bath, asphalt shingle roof .08 acre lot 205 Federal Terrace - 2 bed, one bath, asphalt

Jeff Wilder Scott Hogue & Associates Realty

105 State Square, Cumberland, KY 40823
/27
$62,000 Sold Dec 23, 2025

131 Keller St, Cumberland, KY 40823
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 1930
Last Sold Summary
- 13% Below List Price
- $54/SF
- 22 Days On Market
Current Estimated Value $67,613

Last Listing Agent Jarrod Nunnelley New Beginnings Real Estate LLC

131 Keller St, Cumberland, KY 40823

/18
Est $59,606 Not Listed For Sale

407 Scott Ave, Cumberland, KY 40823
- 1 Bed
- 1 Bath
- 673 Sq Ft
- Built 1940
407 Scott Ave, Cumberland, KY 40823

Last Sold Summary
- 342% Above List Price
- $20/SF
- 15 Days On Market
Last Sold Price $13,500

Last Listing Agent Phyllis Napier Forever Home

/8
$320,000
- 2 Beds
- 1 Bath
- 825 Sq Ft
205 Federal Place, Cumberland, KY 40823

This unit is one of six total in the Pride Terrace community offered at one price of $320,000. The unit features two bedrooms and one bath..

Jeff Wilder Scott Hogue & Associates Realty

205 Federal Place, Cumberland, KY 40823
/19
$70,000 Sold Aug 18, 2025

106 Keller St, Cumberland, KY 40823
- 2 Beds
- 1 Bath
- 1,058 Sq Ft
Last Sold Summary
- 6% Above List Price
- $66/SF
- 11 Days On Market
Current Estimated Value $70,372

Last Listing Agent Chris Hogue Scott Hogue & Associates Realty

106 Keller St, Cumberland, KY 40823

/25
Est $59,719 Not Listed For Sale

502 Creech Ave, Cumberland, KY 40823
- 2 Beds
- 1 Bath
- 1,150 Sq Ft
- Built 1940
502 Creech Ave, Cumberland, KY 40823

Last Sold Summary
- 57% Above List Price
- $33/SF
- 67 Days On Market
Last Sold Price $38,000

Last Listing Agent Jarrod Nunnelley Century 21 Virginia Wilder Real Estate

/7
$320,000
- 2 Beds
- 1 Bath
- 777 Sq Ft
502 Last Resort Ct, Cumberland, KY 40823

This home is one of six single-family homes located in the Pride Terrace community that is offered at a group price for all six homes at $320,000. This particular home is two bedrooms and one bath.

Jeff Wilder Scott Hogue & Associates Realty

502 Last Resort Ct, Cumberland, KY 40823
/44
$145,000 Sold Oct 02, 2025

907 Augusta Dr, Cumberland, KY 40823
- 4 Beds
- 3 Baths
- 1,815 Sq Ft
- Built 1955
Last Sold Summary
- 34% Below List Price
- $80/SF
- 133 Days On Market
Current Estimated Value $148,360

Last Listing Agent Chris Hogue Scott Hogue & Associates Realty

907 Augusta Dr, Cumberland, KY 40823

/61
Est $90,967 Not Listed For Sale

307 4th Ave, Cumberland, KY 40823
- 3 Beds
- 2.5 Baths
- 2,489 Sq Ft
- Built 1989
307 4th Ave, Cumberland, KY 40823

Last Sold Summary
- 133% Above List Price
- $16/SF
- 24 Days On Market
Last Sold Price $39,000

Last Listing Agent Phyllis Napier Forever Home

/9
$320,000
- 2 Beds
- 1 Bath
- 677 Sq Ft
301 Cumberland Place, Cumberland, KY 40823

This unit along with five other single-family homes in the Pride Terrace community are offered at a complied price of $320,000 for all six units. This particular unit is a two bedroom one bath home.

Jeff Wilder Scott Hogue & Associates Realty

301 Cumberland Place, Cumberland, KY 40823
/50
$223,000 Sold Nov 24, 2025

4758 Cloverlick Rd, Cumberland, KY 40823
- 6 Beds
- 3 Baths
- 2,736 Sq Ft
- Built 1983
Last Sold Summary
- 3% Above List Price
- $82/SF
- 155 Days On Market
Current Estimated Value $210,207

Last Listing Agent Jarrod Nunnelley New Beginnings Real Estate LLC

4758 Cloverlick Rd, Cumberland, KY 40823

/21
Est $105,386 Not Listed For Sale

313 New York Rd, Cumberland, KY 40823
- 4 Beds
- 2 Baths
- 1,512 Sq Ft
- Built 1930
313 New York Rd, Cumberland, KY 40823

Last Sold Summary
- 5% Above List Price
- $66/SF
- 12 Days On Market
Last Sold Price $100,000

Last Listing Agent Jarrod Nunnelley Century 21 Virginia Wilder Real Estate

/7
$320,000
- 2 Beds
- 1 Bath
- 825 Sq Ft
411 Capitol Crescent, Cumberland, KY 40823

This is one of six single-family homes located in the Pride Terrace community offered at one price of $320,000. This is a two bedroom one bath home.

Jeff Wilder Scott Hogue & Associates Realty

411 Capitol Crescent, Cumberland, KY 40823
/12
$49,900 Sold Dec 19, 2025

904 Pine St, Cumberland, KY 40823
- 4 Beds
- 2 Baths
- 1,680 Sq Ft
- Built 1981
Last Sold Summary
- 9% Below List Price
- $30/SF
- 185 Days On Market
Current Estimated Value $100,310

Last Listing Agent Robert E. Noble The Mountain Real Estate Co.

904 Pine St, Cumberland, KY 40823

/12
Est $90,549 Not Listed For Sale

201 Helton St, Cumberland, KY 40823
- 4 Beds
- 1.5 Baths
- 1,729 Sq Ft
- Built 1950
201 Helton St, Cumberland, KY 40823

Last Sold Summary
- 39% Above List Price
- $38/SF
- 105 Days On Market
Last Sold Price $65,000

Last Listing Agent George Green Green & Associates Realty DBA Green Team RE Services

/5
$70,000
- 4 Beds
- 1 Bath
- 1,250 Sq Ft
106 State Square, Cumberland, KY 40823

Investor opportunity / handyman special! This home features 4 bedrooms and 1 bathroom, a spacious living room, dining area, kitchen, and utility room. Ideal for renovation and resale or rental. Sold as-is.

Tabitha House CENTURY 21 Advantage Realty

106 State Square, Cumberland, KY 40823
/29
$40,000 Sold Aug 18, 2025

103 State Square, Cumberland, KY 40823
- 2 Beds
- 1 Bath
- 901 Sq Ft
- Built 1980
Last Sold Summary
- 23% Below List Price
- $44/SF
- 82 Days On Market
Current Estimated Value $59,667

Last Listing Agent Phyllis Napier Forever Home

103 State Square, Cumberland, KY 40823

/4
Est $165,136 Not Listed For Sale

1310 Fairchild St, Cumberland, KY 40823
- 3 Beds
- 3 Baths
- 1,750 Sq Ft
- Built 1986
1310 Fairchild St, Cumberland, KY 40823

Last Sold Summary
- 19% Above List Price
- $79/SF
- 16 Days On Market
Last Sold Price $138,500

Last Listing Agent Jacob Watts Keller Williams Legacy Group

/2
$660,000
- 23 Beds
- 9 Baths
- 6,464 Sq Ft
509 Last Resort Ct Unit 1-6, Cumberland, KY 40823

This 6 unit complex along with the 4 unit complex at 601 Cannon House Ct are offered at $660,000 for both. This unit houses 3 three bedroom units and 3 two bedroom units.

Jeff Wilder Scott Hogue & Associates Realty

509 Last Resort Ct Unit 1-6, Cumberland, KY 40823
/19
$72,500 Sold Mar 05, 2026

1009 Pine St, Cumberland, KY 40823
- 2 Beds
- 2 Baths
- 1,144 Sq Ft
- Built 1930
Last Sold Summary
- 3% Below List Price
- $63/SF
- 35 Days On Market
Current Estimated Value $75,778

Last Listing Agent Chris Hogue Scott Hogue & Associates Realty

1009 Pine St, Cumberland, KY 40823

/22
Est $87,604 Not Listed For Sale

805 Cannon St, Cumberland, KY 40823
- 3 Beds
- Built 1946
805 Cannon St, Cumberland, KY 40823

Last Sold Summary
- 119% Above List Price
- $27/SF
- 126 Days On Market
Last Sold Price $40,000

Last Listing Agent Janice Napier Mountain View Realty, Inc.

/27
$115,500
- 2 Beds
- 1 Bath
- 1,176 Sq Ft
902 Oak St, Cumberland, KY 40823

Opportunity to own a brick home on a corner lot in the Springfield section of Cumberland. Two bedrooms with bath on the first floor, plus an upstairs 2 room sleeping loft. HVAC heat/air plus propane fireplace. Hardwood floors (under carpet), ceiling fans, and a large 700 sq. ft. detached garage with plumbing access. Very close to Kingdom Come State Park, historic communities of Benham and Lynch.

Chris Hogue Scott Hogue & Associates Realty

902 Oak St, Cumberland, KY 40823
/32
$198,900 Sold May 12, 2025

484 Montgomery Rd, Cumberland, KY 40823
- 1 Bath
- 600 Sq Ft
- Built 2014
Last Sold Summary
- 1% Below List Price
- $332/SF
- 97 Days On Market
Last Listing Agent Carolyn Hager RE/MAX Elite Realty

484 Montgomery Rd, Cumberland, KY 40823

/36
Est $152,302 Not Listed For Sale

220 Field St, Cumberland, KY 40823
- 3 Beds
- 2 Baths
- 1,482 Sq Ft
- Built 1936
220 Field St, Cumberland, KY 40823

Last Sold Summary
- 15% Above List Price
- $89/SF
- 40 Days On Market
Last Sold Price $132,000

Last Listing Agent Virginia Wilder Century 21 Virginia Wilder Real Estate

/24
$99,000
- 4 Beds
- 1 Bath
- 1,888 Sq Ft
324 Yaden St, Cumberland, KY 40823

Your new home is in the foothills of Eastern Kentucky just seconds from downtown Cumberland. This 4 bedroom home offers a fenced yard, rear entrance parking on a flat lot. Features include 2 carpeted bedrooms upstairs with a hall closet and 2 downstairs bedrooms with a lower level full bath. A spacious formal dining area, kitchen and living. Great investment opportunity. Call today for your

Jarrod Nunnelley New Beginnings Real Estate LLC

324 Yaden St, Cumberland, KY 40823

/31
Est $220,474 Not Listed For Sale

25769 U S 119, Cumberland, KY 40823
- 3 Beds
- 2 Baths
- 1,980 Sq Ft
- Built 1962
25769 U S 119, Cumberland, KY 40823

Last Sold Summary
- 2% Below List Price
- $114/SF
- 111 Days On Market
Last Sold Price $225,000

Last Listing Agent Jarrod Nunnelley Century 21 Virginia Wilder Real Estate

/43
$289,900
- Land
- 138.4 Acres
- $2,095 per Acre
522 Cumberland St, Cumberland, KY 40823

Nestled in the heart of Eastern Kentucky, this 138.40 +/- acre tract in Harlan, KY offers a strong combination of privacy, huntability, and long-term recreational value. The property is bordered by the E. Lucy Braun State Nature Preserve to the North, which encompasses over 600 acres and provides a significant natural buffer. The landscape consists of mixed timber, rock overhangs, and elevated

Cameron Claunch Mossy Oak Properties Hart Realty

522 Cumberland St, Cumberland, KY 40823

/17
Est $153,793 Not Listed For Sale

15257 Hwy 522, Cumberland, KY 40823
- 3 Beds
- 2 Baths
- 2,008 Sq Ft
- Built 1942
15257 Hwy 522, Cumberland, KY 40823

Last Sold Summary
- 28% Above List Price
- $60/SF
- 23 Days On Market
Last Sold Price $120,000

Last Listing Agent Jo Newsome Valley Agency, Inc.

/29
$660,000
- 41 Beds
- 6 Baths
- 2,106 Sq Ft
601 Cannon House Ct Unit 1-4, Cumberland, KY 40823

601 Cannon House Court is a four unit apartment complex consisting of two one bedroom one bath units and two 4 bedroom one and a half bath units. 601 Cannon House Court along with 509 Last Resort Court comprising a 10 total rental units is offered at $660,000 for both complexes.

Jeff Wilder Scott Hogue & Associates Realty

601 Cannon House Ct Unit 1-4, Cumberland, KY 40823

/7
Est $80,000 Not Listed For Sale

48 Brock Rd, Cumberland, KY 40823
- 3 Beds
- 2 Baths
- 1,148 Sq Ft
- Built 1920
48 Brock Rd, Cumberland, KY 40823

Last Sold Summary
- 45% Above List Price
- $48/SF
- 77 Days On Market
Last Sold Price $55,000

Last Listing Agent Jarrod Nunnelley Century 21 Virginia Wilder Real Estate

/128
$174,500
- 3 Beds
- 2 Baths
- 2,990 Sq Ft
15718 Hwy 522, Cumberland, KY 40823

Have you been looking for a three bedroom, two bath home that stands out? This is it!! This charming home has the character of an old house with features such as arch doorways, gorgeous hardwood floors, and beautiful wood trim and doors along with updated features like a gas fireplace in the living room, a modern kitchen, a sun porch, double jacuzzi tub and lot of great closet space! Outside you

Phyllis Napier Forever Home

15718 Hwy 522, Cumberland, KY 40823

/27
Est $98,436 Not Listed For Sale

363 College Rd, Cumberland, KY 40823
- 3 Beds
- 2 Baths
- 1,792 Sq Ft
- Built 2006
363 College Rd, Cumberland, KY 40823

Last Sold Summary
- 26% Above List Price
- $43/SF
- 142 Days On Market
Last Sold Price $77,900

Last Listing Agent Jody Moore Threshold Real Estate Services

/35
$499,900 Pending
- 4 Beds
- 2 Baths
- 1,550 Sq Ft
1016 Montgomery Rd, Cumberland, KY 40823

Secluded serenity is what you will find with this property! A four-bedroom home sitting on approximately 136 acres. The acreage spans between Harlan and Letcher County and provides a multitude of opportunities for the lover of nature and/or the outdoorsman/woman. Sit on the deck or back porch and enjoy the tranquility of the creek that runs alongside the house, plant a garden or simply take in

Angela Harden Coldwell Banker Legacy Group

1016 Montgomery Rd, Cumberland, KY 40823

/16
Est $42,000 Not Listed For Sale

2209 E Main St, Cumberland, KY 40823
- Built 1940
2209 E Main St, Cumberland, KY 40823

Last Sold Summary
- 68% Above List Price
- $23/SF
- 775 Days On Market
Last Sold Price $25,000

Last Listing Agent Phyllis Napier Forever Home

/3
$100,000
- Land
- 0.51 Acre
- $196,078 per Acre
1313 E Main St, Cumberland, KY 40823

Opportunity to purchase one half acre of commercial property on Main Street in Cumberland. This is the former Tobacco Pouch property with a building (including a drive through) for conducting business along with 2 other storage buildings on the property. There is also plenty of parking available. This location is ideal for someone who wants to start a business.

Chris Hogue Scott Hogue & Associates Realty

1313 E Main St, Cumberland, KY 40823

/19
Not Listed For Sale

244 Gilley Hollow Rd, Cumberland, KY 40823
- 2 Beds
- 1 Bath
- 1,066 Sq Ft
- Built 1995
244 Gilley Hollow Rd, Cumberland, KY 40823

Last Sold Summary
- $111/SF
- 145 Days On Market
Last Sold Price $118,000

Last Listing Agent Kevin Bisceglia Coldwell Banker Bisceglia Realty & Auction Co

/10
$320,000
- 4 Beds
- 1 Bath
- 1,200 Sq Ft
506 Last Resort Ct, Cumberland, KY 40823

This house at four bedrooms one bath is the largest of six homes in the community that are being offered as a group for the price of $320,000.

Jeff Wilder Scott Hogue & Associates Realty

506 Last Resort Ct, Cumberland, KY 40823

Showing Results 1 - 40, Page 1 of 18

Kentucky Harlan County Cumberland

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Cumberland, KY Homes

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