Winchester, KY Homes

/18
$99,000 Sold Jun 17, 2025
- 1,242 Sq Ft
- $80/SF
- 8 Days On Market
- 2 Beds
- 2 Baths
- Built 1940
27 Oliver St, Winchester, KY 40391

Who's looking for their next Home? 27 Oliver Street located in downtown Winchester should definitely be on your list to see! This 2 Bedroom and 2 full Bathroom ranch home offers foyer, living room, dining room & kitchen. Hardwood floors in the home + gas logs in fireplace. There is an unfinished basement for extra storage options! This would be a great option for a handy person owner occupant or

Daniel Ellis Metro Max Realty

27 Oliver St, Winchester, KY 40391

/71
Est $314,717 Not Listed For Sale
- 4 Beds
- 2 Baths
- 3,402 Sq Ft
16 French Ave, Winchester, KY 40391

16 French Ave, Winchester, KY 40391

/15
$115,000
- 3 Beds
- 2 Baths
- 924 Sq Ft
706 Williamsburg Dr, Winchester, KY 40391

This is your opportunity to buy a brand new Clayton tru elation single wide mobile home. 3 bed 2 bath all electric. The .11 acre lot conveys. New front porch and back steps. This house is in the Yorktown trailer park. They currently have an HOA fee of $150 a month and that covers your water, sewer, and trash. The park also offers a play ground for the kids. Please confirm you read over all park

Andrew Fugitt Coldwell Banker McMahan

706 Williamsburg Dr, Winchester, KY 40391
/12
$75,000 Sold Jun 17, 2025
- Land
- 0.55 Acre
- $136,364 per Acre
- 210 Days On Market
120 Jacob Ct, Winchester, KY 40391

HUGE PRICE REDUCTION!!! Prime Reserve building lot in the new luxury subdivision located on the West side of Winchester. This is your opportunity to own one of the prime lots in Mallard Place. Enjoy the peaceful quiet of this subdivision while enjoying the beautiful views.

Keith Wilson Coldwell Banker McMahan

120 Jacob Ct, Winchester, KY 40391

/36
Est $234,232 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,116 Sq Ft
250 S Highland St, Winchester, KY 40391

250 S Highland St, Winchester, KY 40391

/19
$285,000
- 3 Beds
- 2.5 Baths
- 1,708 Sq Ft
223 Cross Brook Ln, Winchester, KY 40391

Nice 3 bedroom 2 1/2 bath in one of the most desirable neighborhoods in Winchester, Colby Ridge. Brand new hvac units, large yard, and convenient to almost everything in Winchester

Dwight Donaldson Murphy Realty Group

223 Cross Brook Ln, Winchester, KY 40391
/43
$430,000 Sold Jun 16, 2025
- 3,465 Sq Ft
- $124/SF
- 47 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1995
1128 Lafayette Blvd, Winchester, KY 40391

Located in Clark County's sought-after Stoneybrook neighborhood, this move-in-ready Ranch with a finished walk-out basement has been extensively updated. The main floor features fresh paint, new light fixtures, and new hardwood in the primary bedroom. The kitchen boasts new granite countertops, backsplash, and black stainless appliances. The primary bath has a new walk-in shower and tile floors,

Alyssa Ryan Marshall Lane Real Estate - Lexington

1128 Lafayette Blvd, Winchester, KY 40391

/29
Est $243,138 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,544 Sq Ft
144 E Broadway St, Winchester, KY 40391

144 E Broadway St, Winchester, KY 40391

/22
$210,000
- 3 Beds
- 1 Bath
- 1,235 Sq Ft
110 Colonial Park Dr, Winchester, KY 40391

Relax in your private paradise! The fully privacy fenced backyard hides the pool and deck area along with the really cool hot tub room, huge dog kennel, and storage shed. 3 bedrooms, all one level, newer roof and HVAC system. Come see what sets this home apart from all the rest!

Jason Townsend Kentucky Residential Real Estate, LLC

110 Colonial Park Dr, Winchester, KY 40391
/27
$245,000 Sold Jun 13, 2025
- 1,728 Sq Ft
- $142/SF
- 8 Days On Market
- 3 Beds
- 2 Baths
- Built 1968
8 Seneca Dr, Winchester, KY 40391

This 3 bed, 2 bath home is quietly located within the Lyndale subdivision. Home features spacious living areas, full finished basement with garage, large back yard and so much more. Schedule your showing today!

Michael Hilario The Agency

8 Seneca Dr, Winchester, KY 40391

/8
Est $164,883 Not Listed For Sale
- 2 Beds
- 1 Bath
- 984 Sq Ft
12 Buckner St, Winchester, KY 40391

12 Buckner St, Winchester, KY 40391

/34
$235,000
- 3 Beds
- 2 Baths
- 1,680 Sq Ft
37 7th St, Winchester, KY 40391

Check out this charming, well-maintained single-story brick ranch! Featuring 3 bedrooms, 2 full bathrooms, and a spacious living room, this home offers comfort and convenience. Recent updates over the past 10 years include a new HVAC system, roof, windows, water heater, and appliances. The oversized 2-car garage provides ample indoor parking, with additional off-street parking for two more

Andrew Fugitt Coldwell Banker McMahan

37 7th St, Winchester, KY 40391
/27
$275,000 Sold Jun 13, 2025
- 1,726 Sq Ft
- $159/SF
- 129 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2008
216 Prescott Ln, Winchester, KY 40391

Conveniently located near shopping centers, schools and 6 minutes from the hospital. This home opens to a large den area which could easily be used for dining or flex space. The kitchen has plenty of room for entertaining with an island that opens to a spacious living room with fireplace. Plenty of room for parking in the attached garage. Upstairs features a separate laundry room, bedrooms and

Brittany Lewis National Real Estate

216 Prescott Ln, Winchester, KY 40391

/17
Est $154,033 Not Listed For Sale
- 3 Beds
- 1 Bath
- 956 Sq Ft
30 Rowland Ave, Winchester, KY 40391

30 Rowland Ave, Winchester, KY 40391

/31
$245,000
- 3 Beds
- 2 Baths
- 1,201 Sq Ft
210 Moss Ct, Winchester, KY 40391

Nice 3 bedroom, 2 bath, all one level, ranch home! Convenient location! Nice patio to sit out back in the mostly privacy fenced in yard. Only needs a few panels to be completely fenced if desired. One car garage. Easy to maintain lot. Large kitchen. Good sized bedrooms. Windows, HVAC, and roof all replaced within the last 8 years. This will make someone a great home!

Jason Townsend Kentucky Residential Real Estate, LLC

210 Moss Ct, Winchester, KY 40391
/46
$302,500 Sold Jun 11, 2025
- 1,475 Sq Ft
- $205/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 2020
1740 Oil Springs Rd, Winchester, KY 40391

5 year old manufactured home with over 5 acres in Clark county. Want rural country living with internet, this is it! They just ran fiber down the street. Close to the Clark county mountain parkway exit. Only 30 minutes to Hamburg. Open floor plan with a big island that seats 4. Updated fixtures and stainless steel appliances. Lots of natural light. Primary on one side of the house and the two

Libby VanMeter Marshall Lane Real Estate - Lexington

1740 Oil Springs Rd, Winchester, KY 40391

/16
Est $183,983 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,442 Sq Ft
10 Rowland Ave, Winchester, KY 40391

10 Rowland Ave, Winchester, KY 40391

/65
$713,500
- 6 Beds
- 4.5 Baths
- 6,243 Sq Ft
418 David Ln, Winchester, KY 40391

This impeccable house is a Buyer's Delight. Located in the most desirable residential neighborhood, Stoney Brook. Discover a serene retreat in this beautifully appointed home, offering spacious interiors and breathtaking outdoor spaces. Step into the front door and discover the soaring ceilings with beautifully appointed crown molding. The flowing space from the dining room to the great room to

Craig Bridgewater Bridgewater Real Estate

418 David Ln, Winchester, KY 40391
/23
$244,895 Sold Jun 10, 2025
- 2,536 Sq Ft
- $97/SF
- 10 Days On Market
- 3 Beds
- 3 Baths
- Built 2006
244 Bay Hill Ct, Winchester, KY 40391

A super rare opportunity to own a townhome with all the luxuries and space of a single family home! From the open floor plan to the gleaming hardwood floors, this home has so much to offer! With three bedrooms on the main floor and a potential fourth on the lower level, this home has room for everyone. Whether you like to play inside or out there's room for both. The basement has a huge bonus

Destiny Darby Keller Williams Commonwealth

244 Bay Hill Ct, Winchester, KY 40391

/19
Est $147,021 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,081 Sq Ft
43 Jackson St, Winchester, KY 40391

43 Jackson St, Winchester, KY 40391

/14
$265,000
- 3 Beds
- 2.5 Baths
- 2,380 Sq Ft
10 Upper St, Winchester, KY 40391

Modern Ranch residence full un-finished basement, large lot.

E. Clark Toleman Real Estate Appraisal Services

10 Upper St, Winchester, KY 40391
/51
$560,000 Sold Jun 10, 2025
- 3,160 Sq Ft
- $177/SF
- 11 Days On Market
- 3 Beds
- 4 Baths
- Built 2012
520 Gay Evans Rd, Winchester, KY 40391

Custom-built, 1-owner home nestled on 4.29 private acres minutes from Winchester & I-64. Located on a peaceful lane, this handsome ranch w/partially finished basement offers a bright & welcoming space that you will want to call home. The home boasts Hardie board-type siding/brick, Anderson windows, UPDATED 2025 shingles & a spacious front porch for relaxing. Inside, 9' & vaulted ceilings create

Robin Jones Keller Williams Legacy Group

520 Gay Evans Rd, Winchester, KY 40391

/61
Est $260,107 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,318 Sq Ft
229 E Broadway St, Winchester, KY 40391

229 E Broadway St, Winchester, KY 40391

/47
$259,000
- 3 Beds
- 2 Baths
- 1,656 Sq Ft
17 Euclid Ave, Winchester, KY 40391

Welcome to 17 Euclid Ave, a charming two-story home in the heart of Winchester! This beautifully maintained property features 3 bedrooms and 2 full baths, offering ample space and comfort. Enjoy the outdoors with a spacious deck perfect for relaxing or entertaining, surrounded by mature trees that provide shade and privacy. Convenient off-street parking ensures easy access, and the home's prime

Donna Thwaites Thwaites RealtorsÂ® LLC

17 Euclid Ave, Winchester, KY 40391
/55
$448,000 Sold Jun 09, 2025
- 4,260 Sq Ft
- $105/SF
- 12 Days On Market
- 3 Beds
- 3 Baths
- Built 1998
207 Bentbrook Ct, Winchester, KY 40391

Spacious Ranch with Pool & Finished BasementOver 4,200 sq ft of versatile living space on a quiet cul-de-sac—perfect for large or multigenerational families!Main Features:• 3 bedrooms on the main floor, including a large primary suite• Ensuite with soaking tub, separate shower, double vanity & walk-in closet• Open living room with wood-burning fireplace & stone surround•

Melodie Lincavage RE/MAX Elite Realty

207 Bentbrook Ct, Winchester, KY 40391

/11
Est $198,833 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,892 Sq Ft
110 E Hickman St, Winchester, KY 40391

110 E Hickman St, Winchester, KY 40391

/56
$699,000
- 6 Beds
- 4.5 Baths
- 4,021 Sq Ft
4455 Colby Rd, Winchester, KY 40391

Gorgeous Ranch Home On Basement, Situated Perfectly On Over 3.5 Lush Acres Of Level Seclusion, As Property Is Lined Beautiful, Mature Trees! Enjoy Peace & Quiet In This Newly Renovated Home, Offering 6 Bedrooms, 5 Baths, Ample Family Space, Home Office, (Fiber Optic Internet), Large Separate Laundry, Sun Room, 2 Covered Porches, Deck, Fire Pit, 2 Car Garage, Barn/ Workshop... THE LIST GOES ON!

Melissa Thompson Keller Williams Legacy Group

4455 Colby Rd, Winchester, KY 40391
/15
$249,900 Sold Jun 09, 2025
- 1,463 Sq Ft
- $171/SF
- 17 Days On Market
- 3 Beds
- 2 Baths
- Built 2005
234 Prescott Ln, Winchester, KY 40391

Welcome Home! This stunning 1.5-story home is ready for its next owner! The primary suite is conveniently located on the ground floor, featuring a large walk-in closet for all your storage needs. The cozy living room boasts vaulted ceilings, creating an open, airy feel, while the brand-new tile shower in the full downstairs bathroom adds a touch of modern elegance. Upstairs, you'll find two

Darrell Tackett Dream Maker Realty, LLC

234 Prescott Ln, Winchester, KY 40391

/21
Est $173,710 Not Listed For Sale
- 3 Beds
- 1 Bath
- 931 Sq Ft
29 Oliver St, Winchester, KY 40391

29 Oliver St, Winchester, KY 40391

/46
$399,900
- 3 Beds
- 2 Baths
- 1,616 Sq Ft
7875 Bybee Rd, Winchester, KY 40391

2021 Sout, Giles Double wide mobile home with 1616 square feet. Three bedrooms, 2 full baths. Primary bedroom has walk-in closet and the bath has a walk-in shower and double sink. In fact, all three bedrooms have walk-in closets. Range, dishwasher and refrigerator stay. There is a front porch and a covered deck on the back for your enjoyment. Mobile home has been attached to the land. Barn with

Joyce Ratliff Tom Goebel & Company

7875 Bybee Rd, Winchester, KY 40391
/77
$464,900 Sold Jun 09, 2025
- 2,495 Sq Ft
- $186/SF
- 21 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2017
275 Runnymeade Dr, Winchester, KY 40391

This stunning property is ideally located and is an absolute must see! Featuring a beautiful kitchen that boasts a large island, gas range, tiled backsplash, and granite countertops.The primary suite offers an incredible en-suite full bath with a tiled walk in shower, oversized soaking tub, granite countertops on a large double vanity, and a walk-in closet.This lovely

R Tyson Walters Kassie & Associates

275 Runnymeade Dr, Winchester, KY 40391

/12
Est $153,668 Not Listed For Sale
- 3 Beds
- 1 Bath
- 900 Sq Ft
25 Oliver St, Winchester, KY 40391

25 Oliver St, Winchester, KY 40391

/38
$285,000
- 4 Beds
- 2 Baths
- 1,924 Sq Ft
217 Morris Rd, Winchester, KY 40391

OPEN HOUSE this Saturday (6/28) & Sunday (6/29) 2-4pm! This is The one You Have Been Waiting For! Room For The Whole Family In The Country But Within 5 Minutes Of The Interstate. This 4 Bedroom 2 Bathroom Home With A Living Room And Family Room/Den With Open Kitchen Has It All. Property Includes An Above Ground Swimming Pool, TinyHome/Shed That Has Plumbing Already Ran And Electric At The Pole

Patrick Arvin Keller Williams Commonwealth

217 Morris Rd, Winchester, KY 40391
/33
$250,000 Sold Jun 09, 2025
- 1,500 Sq Ft
- $167/SF
- 75 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1940
14 Calloway St, Winchester, KY 40391

Beautiful and completely remodeled! Welcome to this stunning home. As you pull up, you will notice a brand new driveway and the inviting front entry.Upon entering, you will love the open floor plan and the brand new luxury vinyl plank flooring. The bright inviting kitchen is just waiting for you to cook and entertain. With brand new cabinets, quartz countertops, stainless steel appliances and

Libby VanMeter Marshall Lane Real Estate - Lexington

14 Calloway St, Winchester, KY 40391

/25
Est $178,075 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,168 Sq Ft
5 2nd St, Winchester, KY 40391

5 2nd St, Winchester, KY 40391

/48
$224,900
- 3 Beds
- 1 Bath
- 1,050 Sq Ft
59 Holiday Rd, Winchester, KY 40391

With limited inventory on the market, don't wait too long to view this brick ranch that offers comfort, updates, and a spacious outdoor area—all at an affordable price!This home features 3 bedrooms and 1 full bath, with fresh interior paint and newer laminate flooring for a clean, modern feel. The living spaces are filled with natural light, making the home feel warm and inviting from the

Kathy Burton Coldwell Banker McMahan

59 Holiday Rd, Winchester, KY 40391
/36
$184,742 Sold Jun 06, 2025
- 1,140 Sq Ft
- $162/SF
- 3 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1990
120 Heather Ln, Winchester, KY 40391

This Townhome is Adorable and move in ready. It offers vaulted tongue and groove ceilings and a wood burning fireplace in the living room. There are beautiful hardwood floors in the kitchen and dining room. In the kitchen you will find custom oak cabinets and granite counter tops. The full bathroom also has a custom oak cabinet with a granite sink and numerous closets made of cedar throughout the

Julie Wiggington RE/MAX Creative, Winchester

120 Heather Ln, Winchester, KY 40391

/35
Est $287,730 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,800 Sq Ft
328 S Main St, Winchester, KY 40391

328 S Main St, Winchester, KY 40391

/37
$1,249,500
- 3 Beds
- 2.5 Baths
- 2,400 Sq Ft
700 Nick Ln, Winchester, KY 40391

🚨 BIG PRICE DROP ALERT! 🚨 Motivated sellers are ready to make a deal—this is your chance to snag an unbeatable offer! 💰🏡Step into country living with this amazing 120-acre working farm! You'll love the brand-new 3-bedroom, 2.5-bath home that features an open floor plan, perfect for hanging out with family or hosting friends. It's got all the modern touches, so you

Darrell Tackett Dream Maker Realty, LLC

700 Nick Ln, Winchester, KY 40391
/33
$450,000 Sold Jun 06, 2025
- 3,046 Sq Ft
- $148/SF
- 49 Days On Market
- 4 Beds
- 3 Baths
- Built 2006
210 Candlewood Dr, Winchester, KY 40391

Gorgeous brick home in the Royal Oaks neighborhood in Clark County! Quiet and peaceful location on a cul-de-sac on over a half acre lot. Surrounded by farmland with fabulous views, but only 2 minutes to the I-64 ramp and close to schools, shopping and restaurants. Over 3,000 square feet of finished space, walkout basement, 4 bedrooms (5 BR's with one non-conforming), 3 full baths, and a HUGE

Jim Woodrum RE/MAX Creative, Winchester

210 Candlewood Dr, Winchester, KY 40391

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