Recently Sold Winchester, KY Homes

/2
$39,500 Sold Mar 05, 2025
- Land
- 0.37 Acre
- $106,757 per Acre
- 1596 Days On Market
414 Fairholme Way, Winchester, KY 40391

Lot in beautiful Fairholme Estates with easy access to Lexington, I-75 and I-64. Fairholme now has Natural Gas. Easy to get to Winchester Country Club and Downtown Winchester. Golf cart access to downtown and downtown streets. Other lots available.

Garnett Davis Tom Goebel & Company

414 Fairholme Way, Winchester, KY 40391
/2
$39,500 Sold Mar 05, 2025
- Land
- 0.40 Acre
- $98,750 per Acre
- 1599 Days On Market
410 Fairholme Way, Winchester, KY 40391

Alley lot in Fairholme Estates. Garage will open from the rear alley. Golf cart access to downtown Winchester and other downtown streets. Near Winchester Country Club. Fairholme Estates now has Natural Gas. Other lots are available in Fairholme. Please check them out!

Garnett Davis Tom Goebel & Company

410 Fairholme Way, Winchester, KY 40391
/2
$415,000 Sold Mar 03, 2025
- 2,470 Sq Ft
- $168/SF
- 0 Days On Market
- 3 Beds
- 2 Baths
1480 White Turley Rd, Winchester, KY 40391

Charming 3-bedroom, 2-bath home on 5 acres with beautiful views, featuring new flooring throughout. This property is full of life, with abundant wildlife and a variety of fruit-bearing trees, including 2 apple trees, 2 peach trees, 2 pear trees, a grapevine, blackberry bushes, and walnut trees. There's also a chicken coop, a goat enclosure, and a fenced yard, providing ample space for all your

Hannah Porter DEE'S REAL ESTATE SERVICE

1480 White Turley Rd, Winchester, KY 40391
/2
$1,475,000 Sold Feb 21, 2025
- 12,704 Sq Ft
- $116/SF
- 32 Beds
- 32 Baths
- Built 1970
300 Moundale Ct, Winchester, KY 40391

Comp purposes. Sale

Will Campbell Ben H Campbell Appraiser, Inc

300 Moundale Ct, Winchester, KY 40391
/2
$110,750 Sold Feb 07, 2025
- 1,150 Sq Ft
- $96/SF
- 3 Beds
- 2 Baths
- Built 1985
735 Country Club Ct, Winchester, KY 40391

For Comp Purposes Only 3BR/2BA on an unfinished basement

Jo Gawthrop Keller Williams Bluegrass Realty

735 Country Club Ct, Winchester, KY 40391
/2
$110,750 Sold Feb 07, 2025
- 906 Sq Ft
- $122/SF
- 2 Beds
- 2 Baths
570 Country Club Ct, Winchester, KY 40391

For Comp Purposes Only 2BR/2BA half of duplex on an unfinished basement

Jo Gawthrop Keller Williams Bluegrass Realty

570 Country Club Ct, Winchester, KY 40391
/2
$110,750 Sold Feb 07, 2025
- 906 Sq Ft
- $122/SF
- 2 Beds
- 2 Baths
- Built 1995
569 Country Club Ct, Winchester, KY 40391

For Comp Purposes Only 2BR/2BA on an unfinished basement. Half of duplex

Jo Gawthrop Keller Williams Bluegrass Realty

569 Country Club Ct, Winchester, KY 40391
/2
$110,750 Sold Feb 07, 2025
- 906 Sq Ft
- $122/SF
- 2 Beds
- 2 Baths
- Built 1995
551 Country Club Ct, Winchester, KY 40391

FOR COMP PURPOSES ONLY- 2br/2ba ON UNFINISHED BASEMENT

Jo Gawthrop Keller Williams Bluegrass Realty

551 Country Club Ct, Winchester, KY 40391
/2
$110,750 Sold Feb 07, 2025
- 906 Sq Ft
- $122/SF
- 2 Beds
- 2 Baths
- Built 1995
549 Country Club Ct, Winchester, KY 40391

For comp purposes only one half of duplex2BR/2BA on an unfinished basement

Jo Gawthrop Keller Williams Bluegrass Realty

549 Country Club Ct, Winchester, KY 40391
/2
$110,750 Sold Feb 07, 2025
- 906 Sq Ft
- $122/SF
- 2 Beds
- 2 Baths
545 Country Club Ct, Winchester, KY 40391

For Comp Purposes only 2BR/2BA half of a duplex on unfinished basement

Jo Gawthrop Keller Williams Bluegrass Realty

545 Country Club Ct, Winchester, KY 40391
/2
$110,750 Sold Feb 07, 2025
- 1,008 Sq Ft
- $110/SF
- 2 Beds
- 1.5 Baths
- Built 1979
542 Country Club Ct, Winchester, KY 40391

For comp purposes only 2BR/1.5BA on an unfinished basement

Jo Gawthrop Keller Williams Bluegrass Realty

542 Country Club Ct, Winchester, KY 40391
/2
$110,750 Sold Feb 07, 2025
- 1,008 Sq Ft
- $110/SF
- 2 Beds
- 1.5 Baths
- Built 1979
540 Country Club Ct, Winchester, KY 40391

This is for comp purposes only. This unit (half of a duplex) is 2BR/1.5BA on an unfinished basement

Jo Gawthrop Keller Williams Bluegrass Realty

540 Country Club Ct, Winchester, KY 40391
/2
$325,000 Sold Jan 27, 2025
- 2,025 Sq Ft
- $160/SF
- 0 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1970
2 Redwing Dr, Winchester, KY 40391

FSBO, comp purposes only

Null Non-Member Non-Member Office

2 Redwing Dr, Winchester, KY 40391
/2
$175,000 Sold Jan 07, 2025
- 1,680 Sq Ft
- $104/SF
- 4 Beds
- 2 Baths
- Built 1979
308 Vaught Rd, Winchester, KY 40391

For Comp Purposes only Duplex with 4BR/2BA. The right unit has an unfinished basement and the left unit has a crawl space

Jo Gawthrop Keller Williams Bluegrass Realty

308 Vaught Rd, Winchester, KY 40391
/2
$15,000 Sold Dec 19, 2024
- Land
- 0.17 Acre
- $88,235 per Acre
- 176 Days On Market
59 4th St, Winchester, KY 40391

0.17 +/- acres located in the heart of Winchester, KY.

Will Childers WTC Realty LLC

59 4th St, Winchester, KY 40391
/2
$207,500 Sold Nov 01, 2024
- 1,407 Sq Ft
- $147/SF
- 10 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2006
108 Inverness Ln, Winchester, KY 40391

Justed painted, new carpet coming in the next couple of days. Will have new shutters and will be pressured washed in the next few days. This unit will be like new!

John Wilson Bluegrass Properties Group

108 Inverness Ln, Winchester, KY 40391
/2
$95,000 Sold Oct 29, 2024
- 1,584 Sq Ft
- $60/SF
- 0 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1935
305 W Hickman St, Winchester, KY 40391

Investor Special! Beautiful 1935 Craftsman home located within walking distance of College Park. Agent has interest in the property.

Jason Joseph Keller Williams Commonwealth

305 W Hickman St, Winchester, KY 40391
/2
$22,500 Sold Oct 23, 2024
- Land
- 1.89 Acres
- $11,905 per Acre
- 4 Days On Market
678 Bailey Ln, Winchester, KY 40391

Nice building lot priced to sell. owner agent

E Anthony Phillips RE/MAX Creative Realty

678 Bailey Ln, Winchester, KY 40391
/2
$120,000 Sold Oct 11, 2024
- 3,020 Sq Ft
- $40/SF
- 4 Days On Market
- 5 Beds
- 3 Baths
48 Jackson St, Winchester, KY 40391

Triplex for sale 1/2 mile from downtown Winchester! One unit is occupied, the other two are vacant and cleared out. Clean slate ready for units to be turned and re-leased! This property consists of two 2-bed 1-bath units, and one 1-bed 1-bath unit. Units 1&2 on shared electric and gas, all 3 on shared water. Market rents for all units in the 2100-2300 range. (owner/agent)

Ryan Niccum Riesig Realty

48 Jackson St, Winchester, KY 40391
/2
$150,000 Sold Sep 19, 2024
- Land
- 2.61 Acres
- $57,471 per Acre
3335 Colby Rd, Winchester, KY 40391

Flat, vacant lot on Colby Road. Driveway to the farm is to be used as an easement by the farm owner for agricultural or recreational purposes only.

Steve Adams Steven D Adams Real Estate Services, LLC

3335 Colby Rd, Winchester, KY 40391
/2
$50,000 Sold Sep 06, 2024
- Land
- 0.65 Acre
- $76,923 per Acre
- 83 Days On Market
215 Connie Ln, Winchester, KY 40391

3 lots for sale in the Bradley Place subdivision. Close to downtown, restaurants, shops, and much more.

Christy Stout Bluegrass Property Exchange

215 Connie Ln, Winchester, KY 40391
/21
$525,000 Sold Aug 28, 2025
- 1,724 Sq Ft
- $305/SF
- 0 Days On Market
- 3 Beds
- 2 Baths
- Built 2016
2689 Pretty Run Rd, Winchester, KY 40391

Josh Wood Freedom Realty & Property Management

2689 Pretty Run Rd, Winchester, KY 40391
/34
$252,000 Sold Jul 30, 2025
- 1,248 Sq Ft
- $202/SF
- 2 Days On Market
- 3 Beds
- 2 Baths
- Built 2017
216 Connie Ln, Winchester, KY 40391

Elizabeth Hodge Lifstyl Real Estate

216 Connie Ln, Winchester, KY 40391
/2
$220,000 Sold Dec 02, 2024
- Land
- 14 Acres
- $15,493 per Acre
- 6 Days On Market
726 Gay Evans Rd, Winchester, KY 40391

Holly Goeing The Agency

726 Gay Evans Rd, Winchester, KY 40391
/18
$352,500 Sold Oct 21, 2024
- 1,858 Sq Ft
- $190/SF
- 3 Beds
- 2 Baths
- Built 1970
23 Windridge Dr, Winchester, KY 40391

Null Non-Member Non-Member Office

23 Windridge Dr, Winchester, KY 40391
/2
$125,000 Sold May 23, 2025
- Land
- 1.01 Acres
- $123,762 per Acre
- 0 Days On Market
265 Duclair Dr, Winchester, KY 40391

John Wilson Bluegrass Properties Group

265 Duclair Dr, Winchester, KY 40391
/2
$260,000 Sold May 01, 2025
- 2,766 Sq Ft
- $94/SF
- 4 Beds
- 3.5 Baths
- Built 1993
497 Goose Creek Rd, Winchester, KY 40391

Shari Frasure Keller Williams Commonwealth

497 Goose Creek Rd, Winchester, KY 40391
/2
$110,750 Sold Feb 07, 2025
- 961 Sq Ft
- $115/SF
- 3 Beds
- 2 Baths
745 Country Club Ct, Winchester, KY 40391

Jo Gawthrop Keller Williams Bluegrass Realty

745 Country Club Ct, Winchester, KY 40391
/2
$110,750 Sold Feb 07, 2025
- 906 Sq Ft
- $122/SF
- 2 Beds
- 2 Baths
- Built 1995
571 Country Club Ct, Winchester, KY 40391

Jo Gawthrop Keller Williams Bluegrass Realty

571 Country Club Ct, Winchester, KY 40391
/2
$110,750 Sold Feb 07, 2025
- 906 Sq Ft
- $122/SF
- 2 Beds
- 2 Baths
- Built 1995
547 Country Club Ct, Winchester, KY 40391

Jo Gawthrop Keller Williams Bluegrass Realty

547 Country Club Ct, Winchester, KY 40391
/2
$175,000 Sold Jan 30, 2025
- 2,400 Sq Ft
- $73/SF
- 0 Days On Market
- 4 Beds
- 2 Baths
27 N Burns Ave, Winchester, KY 40391

Kim Caywood The Real Estate Co.

27 N Burns Ave, Winchester, KY 40391
/2
$4,360,000 Sold Jan 09, 2025
- 1,330 Sq Ft
- $3,278/SF
- 0 Days On Market
- Built 2006
1403 Westwood Dr, Winchester, KY 40391

Wes Durrant Crye-Leike Executive Realty

1403 Westwood Dr, Winchester, KY 40391
/2
$2,600,000 Sold Dec 06, 2024
- Land
- 314 Acres
- $8,280 per Acre
2500 Mount Sterling Rd, Winchester, KY 40391

Null Non-Member Non-Member Office

2500 Mount Sterling Rd, Winchester, KY 40391

Showing Results 441 - 473, Page 12 of 12

Kentucky Clark County Winchester

How to Buy a Home How to Finance a Home How to Sell a Home

Winchester Types of Homes for Sale

More About Living in Winchester

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage