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Jamestown, KY Homes for Sale | Realty.com

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Homes for Sale in Jamestown, KY

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23 of 63 Listings

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23 of 63 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #221881

Call Thomas

76Active
$669,000
6 bd · 5 ba · 5,235 sqft
135 Laurel Road, Jamestown, KY
Amy Walker · Bluegrass Real Estate Agency
Price ReducedActive
$295,000
3 bd · 2 ba · 1,275 sqft
131 Pumpkin Creek Circle, Jamestown, KY
Tina Clay · CENTURY 21 Advantage Realty
Price ReducedActive
$295,000
3 bd · 2 ba · 1,256 sqft
360 Pumpkin Creek Circle, Jamestown, KY
Tina Clay · CENTURY 21 Advantage Realty

Price ReducedActive
$295,000
3 bd · 2 ba · 1,275 sqft
197 Pumpkin Creek Circle, Jamestown, KY
Tina Clay · CENTURY 21 Advantage Realty
Price ReducedActive
$380,000
3 bd · 3 ba · 1,256 sqft
223 Pumpkin Creek Circle, Jamestown, KY
Tina Clay · CENTURY 21 Advantage Realty
Price ReducedActive
$295,000
3 bd · 2 ba · 1,256 sqft
234 Pumpkin Creek Circle, Jamestown, KY
Tina Clay · CENTURY 21 Advantage Realty
Price ReducedActive
$295,000
3 bd · 2 ba · 1,256 sqft
456 Pumpkin Creek Circle, Jamestown, KY
Tina Clay · CENTURY 21 Advantage Realty
Price Reduced1Active
$295,000
3 bd · 2 ba · 1,256 sqft
488 Pumpkin Creek Circle, Jamestown, KY
Tina Clay · CENTURY 21 Advantage Realty
Active
$295,000
2 bd · 1 ba · 800 sqft
394 W Cumberland Avenue, Jamestown, KY
Darren Gossage · Weichert Realtors Ford Brothers, Inc.
29Active
$264,000
3 bd · 2 ba · 1,792 sqft
89 Sims Avenue, Jamestown, KY
Matthew Cooper · Lake Cumberland Properties, Ltd. Co.
Price ReducedActive
$629,500
4 bd · 5 ba · 6,687 sqft
371 Lakeview Drive, Jamestown, KY
Darren Gossage · Weichert Realtors Ford Brothers, Inc.
56Active
$314,900
4 bd · 2 ba · 1,723 sqft
186 Lily Creek Resort Road, Jamestown, KY
Matthew Fouch · Keller Williams Commonwealth - Somerset
67Active
$449,500
4 bd · 4 ba · 2,780 sqft
293 Laurel Road, Jamestown, KY
Susan W Farley · Kentucky Real Estate Group
65Active
$424,900
4 bd · 3 ba · 2,608 sqft
163 Tall Timber Drive, Jamestown, KY
Bradley Bigelow · CENTURY 21 Advantage Realty
Price Reduced84Active
$2,299,000
5 bd · 6 ba · 10,076 sqft
1360 State Highway 92, Jamestown, KY
Matthew Cooper · Lake Cumberland Properties, Ltd. Co.
Price Reduced26Active
$317,000
3 bd · 2 ba · 1,750 sqft
1745 Twin Creek Loop, Jamestown, KY
The Dream Team Real Estate Professionals - Dreama Bolin · Lake Cumberland Real Estate Professionals
Price Reduced40Active
$327,500
3 bd · 2 ba · 1,800 sqft
120 Ivy Drive, Jamestown, KY
Kimberly F Byrom · Lake Cumberland Properties, Ltd. Co.
58Active
$395,000
3 bd · 1 ba · 800 sqft
220 F Johnson Road, Jamestown, KY
Kristin Whitson · My Lake Cumberland Realty Group
64Active
$144,500
2 bd · 2 ba · 900 sqft
145 State Park Road B3 B3, Jamestown, KY
Scotty H Carter · Lake Cumberland Real Estate Professionals
44Active
$263,000
4 bd · 2 ba · 1,482 sqft
183 Linkview Road, Jamestown, KY
Sherri West · Lake Cumberland Real Estate Professionals
Price Reduced72Active
$675,000
5 bd · 5 ba · 3,796 sqft
905 Lily Creek Resort Road, Jamestown, KY
Kimberly F Byrom · Lake Cumberland Properties, Ltd. Co.
Price Reduced58Active
$99,900
2 bd · 2 ba · 900 sqft
145 State Park Road I-6, Jamestown, KY
Sallye Broyles · RE/MAX LakeTime Realty
Price Reduced29Active
$235,000
2 bd · 1 ba · 1,200 sqft
612 Little Indian Dr, Jamestown, KY
Barbara McWhorter · The Realty Firm - Byrdstown

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Listing data & MLS disclosures

Imagine MLS (Bluegrass REALTORS): The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) Program of Bluegrass REALTORS®. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Real estate listings held by IDX brokerage firms other than Realty.com, are marked with the IDX logo or the IDX thumbnail logo and detailed information about them includes the name of the listing IDX brokers. Information deemed reliable but not guaranteed. Copyright © 2026 Bluegrass REALTORS®. All Rights Reserved.
Upper Cumberland Association of REALTORS: The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the Upper Cumberland Association of REALTORS®. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Real estate listings held by brokerage firms other than Realty.com, are indicated by detailed information about them such as the name of the listing firms. Information deemed reliable but not guaranteed. Copyright ©2026 Upper Cumberland Association of REALTORS®. All Rights Reserved.

Jamestown housing market

September 2026 · This period is still settling

Homes that sold · County records, as of Sep 24, 2026

Median sale price: $150,000$31,750–$225,000 typical range
Sales: 12
Paid in cash: 58.3%

Homes on the market · MLS, as of Sep 27, 2026

Median list price: $297,000
Homes for sale: 58

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: -5.3%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 1, 2026

Median home size: 1,300 sq. ft.

Jamestown, KY community profile

Population: 1,919
Median income: $47,308
Housing units: 1,068
People per sq. mi.: 18.1
Area: 106.3 sq. mi.

Source: HJN community data

Explore Jamestown homes

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Nearby areas

ZIP codes

42633 (67)
42629 (63)
42642 (59)
42544 (58)
42602 (28)
42717 (21)
42728 (18)
42503 (16)

Cities

Monticello (68)
Russell Springs (59)
Nancy (58)
Albany (28)
Burkesville (21)
Columbia (18)
Somerset (16)
Liberty (5)

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Listing data & MLS disclosures

Imagine MLS (Bluegrass REALTORS): The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) Program of Bluegrass REALTORS®. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Real estate listings held by IDX brokerage firms other than Realty.com, are marked with the IDX logo or the IDX thumbnail logo and detailed information about them includes the name of the listing IDX brokers. Information deemed reliable but not guaranteed. Copyright © 2026 Bluegrass REALTORS®. All Rights Reserved.
Upper Cumberland Association of REALTORS: The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the Upper Cumberland Association of REALTORS®. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Real estate listings held by brokerage firms other than Realty.com, are indicated by detailed information about them such as the name of the listing firms. Information deemed reliable but not guaranteed. Copyright ©2026 Upper Cumberland Association of REALTORS®. All Rights Reserved.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #221881

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #221881

Call Thomas

Nearby areas

ZIP codes

42633 (67)
42629 (63)
42642 (59)
42544 (58)
42602 (28)
42717 (21)
42728 (18)
42503 (16)

Cities

Monticello (68)
Russell Springs (59)
Nancy (58)
Albany (28)
Burkesville (21)
Columbia (18)
Somerset (16)
Liberty (5)

Jamestown, KY community profile

Population: 1,919
Median income: $47,308
Housing units: 1,068
People per sq. mi.: 18.1
Area: 106.3 sq. mi.

Source: HJN community data

Jamestown housing market

September 2026 · This period is still settling

Homes that sold · County records, as of Sep 24, 2026

Median sale price: $150,000$31,750–$225,000 typical range
Sales: 12
Paid in cash: 58.3%

Homes on the market · MLS, as of Sep 27, 2026

Median list price: $297,000
Homes for sale: 58

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: -5.3%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 1, 2026

Median home size: 1,300 sq. ft.