Ford, KY Homes

/71
$799,000
- 4 Beds
- 2.5 Baths
- 7,058 Sq Ft
186 Chardonnay Ct, Winchester, KY 40391

Fontaine Estates, a great place to call home. This spacious 4 bedroom 3 bath property offers an abundance of storage,, including charming window seats. Enjoy the convenience of an oversized driveway and garage, along with a beautifully designed outdoor setting, feauring a fire pit and a dedicated entertainment space. The thoughtfully planned, custom designed landscaping enhances the home's curb

Brenda Sipes

WEICHERT REALTORS - ABG Properties

(859) 470-2071

186 Chardonnay Ct, Winchester, KY 40391
/28

Call for Price

Cambridge Square Apartments - Income Based

1 - 3 Beds

300 C G Stephenson Dr, Winchester, KY 40391

This community is open by appt only. Office hours are 9am to 12pm and 1pm to 4pm. Please call to schedule your appt!Cambridge Square is a community with beautifully maintained grounds, offering one, two and three bedroom apartment homes with some one bedroom homes reserved for the elderly/dis-abled, all rent based on income. We are located in quiet Winchester, Kentucky, with easy

300 C G Stephenson Dr, Winchester, KY 40391
/8
$15,000 Sold Dec 30, 2025

61 Melbourne St, Winchester, KY 40391
- Land
- 0.1 Acre
- $150,000 per Acre
Last Sold Summary
- 40% Below List Price
- 57 Days On Market
Current Estimated Value $49,546

Last Listing Agent Brian Lewis Guide Realty, Inc.

61 Melbourne St, Winchester, KY 40391

/22
Est $222,473 Not Listed For Sale

44 Buckner St, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,309 Sq Ft
- Built 1935
44 Buckner St, Winchester, KY 40391

Last Sold Summary
- 18% Above List Price
- $144/SF
- 143 Days On Market
Last Sold Price $188,000

Last Listing Agent W Tyce McCullough Rector Hayden Realtors

/47
$365,000 Pending
- 4 Beds
- 3 Baths
- 2,105 Sq Ft
114 Mallard Ln, Winchester, KY 40391

Nestled in a quiet cul-de-sac just minutes from shopping, dining, and the interstate, this unique ranch-style home offers a space, flexibility, and convenience. Originally designed as a duplex, the property has been thoughtfully renovated and modernized for an easy lifestyle. The main living area welcomes you with a light-filled, open concept layout featuring beautiful hardwood floors, a

Robin Jones

Keller Williams Legacy Group

(859) 809-3100

114 Mallard Ln, Winchester, KY 40391
/35

$800 - $1,200 per month

Summit Apartments

1 - 3 Beds

260 Oxford Dr, Winchester, KY 40391

The Summit located in Winchester; KY is just minutes away from major employers. We are just a short drive from Lexington, KY. Come see our pet friendly community with lots of green space. We have spacious one-, two-, and three-bedroom apartment homes with caring on-site management. Our homes feature walk-in closets, new Laminate Vinyl Plank Flooring, fully equipped kitchens, washer/dryer

260 Oxford Dr, Winchester, KY 40391
/20
$189,500 Sold Dec 18, 2025

13015 Irvine Rd, Winchester, KY 40391
Last Sold Summary
- 17% Below List Price
- 134 Days On Market
Last Listing Agent Mendel Tipton Natural Bridge Realty

13015 Irvine Rd, Winchester, KY 40391

/23
Est $211,803 Not Listed For Sale

42 Park Ave, Winchester, KY 40391
- 3 Beds
- 1.5 Baths
- 1,129 Sq Ft
- Built 1940
42 Park Ave, Winchester, KY 40391

Last Sold Summary
- 8% Above List Price
- $174/SF
- 54 Days On Market
Last Sold Price $197,000

Last Listing Agent Jonathan McMahan Coldwell Banker McMahan

/18
$556,000
- 5 Beds
- 3 Baths
- 3,102 Sq Ft
110 White Conkwright Rd, Winchester, KY 40391

Brick ranch with 3 upstairs bedrooms and 2 bedrooms in your mother in law suite and full finished basement, complete with kitchen. 2 gazebos with one attached to walk out porch over looking almost 3 acres of beautiful land. Attached 2 car garage and detached 2 car garage. Barn/workshop included, along with another metal building for storage.

Philip 'PJ' Elder

Omega Real Estate Brokerage LLC

(859) 695-3879

110 White Conkwright Rd, Winchester, KY 40391
/20

$899 per month

Studio 28 Apartments

1 Bed

27 E Washington St, Winchester, KY 40391

*One Month Free Rent!* All Utilities Included! Nice Studio Apt Near Downtown Winchester!Marketing DescriptionStudio Apartment Available at Studio 29 Apartments, Winchester, KY! One Bath; Only 5 Minutes from Downtown! Off-Street Parking, Small Pets Ok; All Utilities Included! Kitchen includes a Stove, Refrigerator, and Microwave; Non-smoking.Conveniently located near Shopping, Grocery

27 E Washington St, Winchester, KY 40391
/43
$430,000 Sold Jun 16, 2025

1128 Lafayette Blvd, Winchester, KY 40391
- 5 Beds
- 3.5 Baths
- 3,465 Sq Ft
- Built 1995
Last Sold Summary
- 2% Below List Price
- $124/SF
- 47 Days On Market
Current Estimated Value $457,550

Last Listing Agent Alyssa Ryan Marshall Lane Real Estate - Lexington

1128 Lafayette Blvd, Winchester, KY 40391

/6
Est $94,337 Not Listed For Sale

231 W Broadway St, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,150 Sq Ft
- Built 1945
231 W Broadway St, Winchester, KY 40391

Last Sold Summary
- 372% Above List Price
- $17/SF
- 667 Days On Market
Last Sold Price $20,000

Last Listing Agent Will Childers WTC Realty LLC

/36
$319,900
- 5 Beds
- 2 Baths
- 2,082 Sq Ft
128 Cherokee Dr, Winchester, KY 40391

Welcome to 128 Cherokee Drive, a beautifully maintained home in a quiet and desirable neighborhood. With 5 bedrooms, two full bathrooms, and a second living room on the lower floor, there is plenty of room for the entire family and friends. A spacious backyard , many appealing updates since 2022 including a brand new furnace installed in February of 2026, and exceptional curb appeal and charm,

Tyler Hurst

Thwaites Realtors LLC

(859) 927-8049

128 Cherokee Dr, Winchester, KY 40391
/9

$1,249 per month

Lofts of Winchester

3 Beds

510 College St, Winchester, KY 40391

Lovely 2 Bedroom and One Bath Apartment at the Lofts of Winchester, located at 508 College Street, Winchester, KY! Near Downtown, Shopping, Restaurants, Hwy 64 and Hwy 60. Off-street Parking; Small Pets Ok! Beautiful Updated Flooring and Stainless Steel Appliances. Kitchen includes Stove and Refrigerator. Central Heat & AC.Local Schools are: Willis H. Justice Elementary; Robert D.

510 College St, Winchester, KY 40391
/41
$272,000 Sold Jun 26, 2025

205 Beaumont Place, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,404 Sq Ft
- Built 1995
Last Sold Summary
- 5% Above List Price
- $194/SF
- 4 Days On Market
Current Estimated Value $289,600

Last Listing Agent Terry Billiter Premier Property Consultants

205 Beaumont Place, Winchester, KY 40391

/33
Est $305,185 Not Listed For Sale

129 Ashley Dr, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,884 Sq Ft
- Built 1993
129 Ashley Dr, Winchester, KY 40391

Last Sold Summary
- 13% Above List Price
- $143/SF
- 8 Days On Market
Last Sold Price $270,000

Last Listing Agent Audra Tate National Real Estate

/32
$375,000
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
4305 Old Boonesboro Rd, Winchester, KY 40391

Brenda Sipes

WEICHERT REALTORS - ABG Properties

(859) 549-3072

4305 Old Boonesboro Rd, Winchester, KY 40391
/2
$1,350 per month
- 2 Beds
- 1 Bath
- 1,400 Sq Ft
- Condo for Rent
204 S Maple St Unit 204 S Maple, Winchester, KY 40391

This charming 2-bedroom, 1-bathroom apartment features a comfortable living room and a functional kitchen. Rent includes the municipal water bill, while tenants are responsible for gas and electricity. Perfect for anyone seeking an affordable, move-in ready home with essential amenities.

204 S Maple St Unit 204 S Maple, Winchester, KY 40391
/75
$315,000 Sold Jun 27, 2025

408 Calmes Blvd, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,848 Sq Ft
- Built 1991
Last Sold Summary
- 6% Below List Price
- $170/SF
- 46 Days On Market
Current Estimated Value $327,174

Last Listing Agent Josh Wood Freedom Realty & Property Management

408 Calmes Blvd, Winchester, KY 40391

/54
Est $1,007,397 Not Listed For Sale

118 Bella Shae Way, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 3,220 Sq Ft
- Built 2024
118 Bella Shae Way, Winchester, KY 40391

Last Sold Summary
- 35% Below List Price
- $480/SF
- 0 Days On Market
Last Sold Price $1,546,482

Last Listing Agent Shane Underwood Keller Williams Commonwealth

/22
$255,000
- 4 Beds
- 2 Baths
- 2,332 Sq Ft
35 Cherokee Ct, Winchester, KY 40391

Step into this 4-bedroom, 2 full bath split-foyer home, perfectly designed for comfortable everyday living. The upper level features three generously sized bedrooms, a full bath, a bright living room, kitchen, and dining area—ideal for gathering with family and friends. Just off the kitchen, enjoy easy access to the covered deck overlooking a spacious backyard. The lower level offers even more

Brenda Rue

Keller Williams Bluegrass Realty

(859) 470-8131

35 Cherokee Ct, Winchester, KY 40391
/2
$1,600 per month
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
- Condo for Rent
135 Winn Ave Unit A, Winchester, KY 40391

Step into this beautifully renovated 3-bedroom, 2-bathroom home featuring a bright and open living area and a modern kitchen on the ground floor. Designed for comfort and style, this residence offers contemporary finishes, spacious layouts, and all the amenities you need for modern living. Perfect for families or anyone seeking a move-in ready home with a fresh, modern feel.

135 Winn Ave Unit A, Winchester, KY 40391
/41
$302,500 Sold Jan 05, 2026

202 Dubuy Dr, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,800 Sq Ft
- Built 2022
Last Sold Summary
- 1% Below List Price
- $168/SF
- 5 Days On Market
Current Estimated Value $302,611

Last Listing Agent Jonne Ursos Keller Williams Bluegrass Realty

202 Dubuy Dr, Winchester, KY 40391

/33
Est $277,056 Not Listed For Sale

7344 Ironworks Rd, Winchester, KY 40391
- 2 Beds
- 1 Bath
- 1,400 Sq Ft
- Built 1925
7344 Ironworks Rd, Winchester, KY 40391

Last Sold Summary
- 27% Above List Price
- $156/SF
- 2 Days On Market
Last Sold Price $219,000

Last Listing Agent Jason Rainey Executive Real Estate, LLC

/32
$349,900 New Construction
- 3 Beds
- 2.5 Baths
- 1,628 Sq Ft
538 S Maple St, Winchester, KY 40391

Be the first to call this stunning new construction home! Perfectly situated in the heart of Winchester, this two-story residence offers a fresh, modern feel with convenience at your doorstep. Step inside to discover a bright and airy open-concept main level, featuring durable and stylish Luxury Vinyl Plank (LVP) flooring throughout. The kitchen is a true showstopper, boasting crisp white

Heather Kuykendoll

Bluegrass Properties Group

(859) 535-9618

538 S Maple St, Winchester, KY 40391
/2
$1,690 per month
- 3 Beds
- 2 Baths
- Condo for Rent
117 Linden Ave Unit A, Winchester, KY 40391

Discover comfortable and affordable living in this spacious 3-bedroom, 1-bathroom apartment with gas and water included in rent. The home features bright and inviting interiors with plenty of natural light, offering a warm and welcoming atmosphere for you and your family.Designed with convenience in mind, this unit provides ample living space, functional layouts, and easy access to nearby

117 Linden Ave Unit A, Winchester, KY 40391
/31
$88,500 Sold Aug 08, 2025

15 Sycamore St, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,144 Sq Ft
- Built 1945
Last Sold Summary
- 12% Below List Price
- $77/SF
- 28 Days On Market
Current Estimated Value $97,942

Last Listing Agent Rony Jo Ballou Power House Realty

15 Sycamore St, Winchester, KY 40391

/53
Est $291,334 Not Listed For Sale

1489 White Conkwright Rd, Winchester, KY 40391
- 3 Beds
- 1.5 Baths
- 1,126 Sq Ft
- Built 1995
1489 White Conkwright Rd, Winchester, KY 40391

Last Sold Summary
- 6% Above List Price
- $244/SF
- 45 Days On Market
Last Sold Price $275,000

Last Listing Agent Sabina Chambers Semonin Realty

/35
$360,900 New Construction
- 3 - 4 Beds
- 2.5 - 3.5 Baths
- 1,828 Sq Ft
Grace Plan at Boone's Crossing, Winchester, KY 40391

Welcome to the Grace plan, where the art of harmonious living comes to life, striking the perfect balance between spacious living areas on the first floor and cozy bedrooms on the second. As you approach, take in the captivating exterior options, where you have the power to choose between a Farmhouse, French Country, or Cottage facade, ensuring your home is a reflection of your unique style.Upon

James Monroe Homes Builder

2070 Boonesboro Rd Unit 39824257, Winchester, KY 40391
/2
$1,795 per month
- 4 Beds
- 3 Baths
- 1,450 Sq Ft
- Condo for Rent
16 Central Ave Unit A, Winchester, KY 40391

Experience modern living in this 4-bedroom, 3-bathroom home featuring a bright, open layout, a contemporary kitchen, and comfortable living spaces perfect for families or entertaining. Enjoy stylish finishes, ample storage, and a home designed for convenience and comfort.

16 Central Ave Unit A, Winchester, KY 40391
/35
$308,000 Sold Oct 03, 2025

329 Hanover Dr, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,903 Sq Ft
- Built 2003
Last Sold Summary
- 3% Below List Price
- $162/SF
- 5 Days On Market
Current Estimated Value $311,675

Last Listing Agent Bradley Warford Century 21 Pinnacle

329 Hanover Dr, Winchester, KY 40391

/23
Est $305,385 Not Listed For Sale

440 White Conkwright Rd, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,624 Sq Ft
- Built 2004
440 White Conkwright Rd, Winchester, KY 40391

Last Sold Summary
- 25% Above List Price
- $151/SF
- 3 Days On Market
Last Sold Price $245,000

Last Listing Agent Louis Baldwin Threshold Real Estate Services

/46
$347,900 New Construction
- 3 - 6 Beds
- 2 - 4 Baths
- 1,580 Sq Ft
Martha Plan at Boone's Crossing, Winchester, KY 40391

The Martha plan is your canvas for crafting the ideal home that suits your unique lifestyle and needs. This versatile layout is a true chameleon, offering three distinct configurations: a welcoming ranch, an expansive ranch with a basement for extra space, or an impressive two-story design featuring additional rooms (bedrooms or a loft) and an extra bath on the second floor.As you step through

James Monroe Homes Builder

2070 Boonesboro Rd Unit 39824258, Winchester, KY 40391
/6
$985 total monthly price
- 2 Beds
- 1 Bath
- 840 Sq Ft
- Townhouse for Rent
18 White Cir, Winchester, KY 40391

Now Accepting applications for this very clean and well maintained two (2) bedroom, one (1) bath duplex in quiet neighborhood. $985 per month plus you pay all utilities (water, gas, and electric). We require an $900 deposit, a one year lease and have “NO PET” and “NO INDOOR SMOKING” policies, including e-cigarettes or vaping. Professional lawn care, stove, dishwasher, refrigerator, and in-unit

18 White Cir, Winchester, KY 40391
/70
$424,900 Sold Jun 02, 2025

4353 Boonesboro Rd, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 2,952 Sq Ft
- Built 1990
Last Sold Summary
- 1% Below List Price
- $144/SF
- 5 Days On Market
Last Listing Agent M Gail Cleaver United Real Estate Bluegrass

4353 Boonesboro Rd, Winchester, KY 40391

/78
Est $525,547 Not Listed For Sale

7625 Irvine Rd, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 2,689 Sq Ft
- Built 2006
7625 Irvine Rd, Winchester, KY 40391

Last Sold Summary
- 8% Below List Price
- $212/SF
- 42 Days On Market
Last Sold Price $570,000

Last Listing Agent Elizabeth Torchia Caswell Prewitt Realty, Inc

/28
$363,900 New Construction
- 4 - 5 Beds
- 2.5 - 3.5 Baths
- 2,100 Sq Ft
Elizabeth Plan at Boone's Crossing, Winchester, KY 40391

Step into the exquisite Elizabeth, a home that caters to families who cherish open-concept living on the first floor while seeking ample bedroom space on the second floor. As you approach, a gracious front porch welcomes your guests into a grand and inviting foyer that sets the tone for what's to come.Upon crossing the threshold and passing the convenient powder room and elegant stairs, you'll be

James Monroe Homes Builder

2070 Boonesboro Rd Unit 39824250, Winchester, KY 40391
/7
$985 total monthly price
- 2 Beds
- 1 Bath
- 840 Sq Ft
- Townhouse for Rent
24 White Cir, Winchester, KY 40391

This very clean and well maintained 2-bedroom, 1-bathroom property at 24 White Circle offers 840 square feet of living space on a quiet cul-de-sac. The living room provides ample room for relaxation and features ceiling fans for comfort. The kitchen is equipped with a dishwasher and includes a washer and dryer for added convenience. The bathroom includes a tub/shower combination. Additional

24 White Cir, Winchester, KY 40391
/21
$175,000 Sold Nov 18, 2025

612 Boone Ave, Winchester, KY 40391
- 2 Beds
- 2 Baths
- 1,262 Sq Ft
- Built 1958
Last Sold Summary
- 12% Below List Price
- $139/SF
- 13 Days On Market
Current Estimated Value $195,940

Last Listing Agent Garnett Davis Tom Goebel & Company

612 Boone Ave, Winchester, KY 40391

/39
Est $375,715 Not Listed For Sale

3232 Old Ruckerville Rd, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,424 Sq Ft
- Built 1994
3232 Old Ruckerville Rd, Winchester, KY 40391

Last Sold Summary
- 17% Above List Price
- $225/SF
- 2 Days On Market
Last Sold Price $320,000

Last Listing Agent Megan McCoy Keller Williams Legacy Group

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