Winchester, KY Homes

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  /27

  $207,500 Sold Jul 11, 2025

  • 1,385 Sq Ft
  • $150/SF
  • 6 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1970

  2350 Ironworks Rd, Winchester, KY 40391

  Escape to the country with the perfect blend of space, privacy, and convenience at 2350 Ironworks Rd. Nestled on a generous lot just minutes from downtown Winchester and a short drive to Lexington, this charming 3-bedroom, 1-bath home offers the peaceful feel of rural living without sacrificing accessibility. Step inside to find an inviting living space with natural light, original hardwood

  Dylan Justice GSP Homes

  2350 Ironworks Rd, Winchester, KY 40391
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• 

  

  /2

  Est $314,177 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,242 Sq Ft

  3282 Old Ruckerville Rd, Winchester, KY 40391

  3282 Old Ruckerville Rd, Winchester, KY 40391
• 

  

  

  /32

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,305 Sq Ft

  3560 Wades Mill Rd, Winchester, KY 40391

  Welcome to your future farmette just minutes from town and the highway! With 5 acres offering privacy, beautiful views over the front pond, fenced in spaces for your animals and sheds and shelters, you are most of the way to tiny farm upon moving in. With a cozy 3 bed 2 bath home, and nearly all systems updated, as well as a fairly recent roof replacement, you are able to focus on customizing to

  Sarah MacHarg Kentucky Land and Home

  3560 Wades Mill Rd, Winchester, KY 40391
• 

  

  

  /3

  $554,651 Sold Jul 10, 2025

  • 2,400 Sq Ft
  • $231/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  426 Alexis Way, Winchester, KY 40391

  Introducing the Merango, a classic all-brick ranch home designed for both comfort and style. With stunning double front doors and a 2-car attached garage, this home offers incredible curb appeal and modern living. The spacious 3-bedroom, 2-bath layout features a split-bedroom design for added privacy, along with a dedicated study perfect for a home office. The open-concept kitchen is ideal for

  Shane Underwood Keller Williams Commonwealth

  426 Alexis Way, Winchester, KY 40391
• 

  

  

  /34

  Est $427,811 Not Listed For Sale

  • 2 Beds
  • 1 Bath

  5934 Irvine Rd, Winchester, KY 40391

  5934 Irvine Rd, Winchester, KY 40391
• 

  

  /64

  $369,900

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  309 Gallahadion Ct, Winchester, KY 40391

  This beautiful, new-construction home located in desirable Fairholme Estates is a must see!! Amazing open floor plan with kitchen granite countertops, a large island and upgraded Frigidaire Elite Stainless Appliances. The waterproof Pergo laminate flooring is throughout the home. The builder has installed window blinds throughout the home and stained the back deck. Don't miss the primary

  Josh Wood Freedom Realty & Property Mgt

  309 Gallahadion Ct, Winchester, KY 40391
• 

  

  /22

  $220,000 Sold Jul 08, 2025

  • 1,210 Sq Ft
  • $182/SF
  • 32 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1970

  122 Spruce Ct, Winchester, KY 40391

  RENOVATED Brick Ranch Home * 3 Bedrooms, 2 Full Baths, plus separate Laundry Room, Deck and Covered Front Porch! Updates in 2022 include: Tall White Kitchen Cabinets, Tile Backsplash, New Countertops, Sink, Faucet & Stainless Appliances * Primary Suite with Spacious Closet, New Vanity and Tiled Walk-in Shower with Body Sprayer Shower System * Guest Bath with New Vanity and Tiled Bathtub Area *

  Christal Browning Four Seasons Realty

  122 Spruce Ct, Winchester, KY 40391
• 

  

  /35

  Est $352,193 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,964 Sq Ft

  4476 Ecton Rd, Winchester, KY 40391

  4476 Ecton Rd, Winchester, KY 40391
• 

  

  /64

  $364,900

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft

  616 Colby Ridge Blvd, Winchester, KY 40391

  This beautiful ranch home located in Colby Ridge Subdivision is a must see!! Located close to shopping, schools and the interstate and parkway. Amazing open floor plan with granite kitchen countertops, tile backsplash, walk-in pantry, a large island and upgraded Frigidaire Elite Stainless Appliances. The waterproof vinyl plank flooring is throughout the home. Don't miss the primary bedroom suite

  Josh Wood Freedom Realty & Property Mgt

  616 Colby Ridge Blvd, Winchester, KY 40391
• 

  

  /32

  $285,000 Sold Jul 03, 2025

  • 1,690 Sq Ft
  • $169/SF
  • 168 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1976

  602 Laura Dr, Winchester, KY 40391

  MOTIVATED SELLERS. Find peace in this updated all-brick ranch that's made for summer fun and year-round comfort — complete with an in-ground pool, walk-out basement, and a backyard that's calling for your next BBQ. Tucked in a quiet neighborhood just over the Fayette County line, you're only 10 minutes from Hamburg, giving you the best of both convenience and calm.Inside, this 3 bedroom,

  Ryan O'Gara Real Broker, LLC

  602 Laura Dr, Winchester, KY 40391
• 

  

  /41

  Est $327,613 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,988 Sq Ft

  5751 Mount Sterling Rd, Winchester, KY 40391

  5751 Mount Sterling Rd, Winchester, KY 40391
• 

  

  /46

  $629,000

  • 3 Beds
  • 3.5 Baths
  • 2,900 Sq Ft

  433 Fairholme Way, Winchester, KY 40391

  This elegant ranch on a basement offers refined main-level living with upscale finishes throughout. The chef's kitchen is a standout featuring double ovens, custom soft-close cabintry, granite countertops, a large island with seating, a spacious walk-in pantry for entertaining and everyday ease. Primary bedroom has Amish cutom built closet. Enjoy quiet evenings on the covered front porch with

  Kathryn Cheuvront Coldwell Banker McMahan

  433 Fairholme Way, Winchester, KY 40391
• 

  

  /28

  $265,000 Sold Jul 02, 2025

  • 1,305 Sq Ft
  • $203/SF
  • 2 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1980

  609 Clintonville Rd, Winchester, KY 40391

  Location, location, location! This house is located on a .48 Kentucky Bluegrass lot in a residential neighborhood, Wayland Heights. And within minutes you can be at the Hamburg area of Lexington or to the Historical Downtown Winchester. The owners of this home remodeled interior, added new windows, gutters and facia trim and painted the exterior of the house. The great room is a welcoming space

  Craig Bridgewater Bridgewater Real Estate

  609 Clintonville Rd, Winchester, KY 40391
• 

  

  /43

  Est $501,891 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,060 Sq Ft

  2100 Ecton Rd, Winchester, KY 40391

  2100 Ecton Rd, Winchester, KY 40391
• 

  

  /41

  $335,000

  • 3 Beds
  • 2 Baths
  • 1,617 Sq Ft

  118 Windridge Dr, Winchester, KY 40391

  *Seller has accepted an offer with a 24 hour kickout clause.* Located in the Windridge neighborhood with easy access to both Bypass Rd and Boone Ave, this charming brick ranch offers 3 bedrooms, 2 full baths, and character throughout. Inside, you'll find hardwood and tile floors (no carpet!), a spacious kitchen with plenty of cabinet space that opens into the dining area and living room, complete

  Michelle Blackburn RE/MAX Creative, Winchester

  118 Windridge Dr, Winchester, KY 40391
• 

  

  /43

  $354,000 Sold Jul 02, 2025

  • 2,120 Sq Ft
  • $167/SF
  • 38 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  485 Mccullough Ln, Winchester, KY 40391

  The Homestead you have been looking for. Farmhouse in the country. This beauty is just 6 miles from the interstate. Spacious 5.72 acres on this mini farm. It is located at the end of McCullough Lane. This three bedroom 2 bath home has 2,120 square feet. There is a beautiful 9 feet deep inground pool. The pool had a new liner and equipment installed 3 years ago. Inside you will find 3 fireplaces

  Dale Hatton Dream Maker Realty, LLC

  485 Mccullough Ln, Winchester, KY 40391
• 

  

  /99

  Est $633,487 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths

  1700 Cabin Creek Rd, Winchester, KY 40391

  1700 Cabin Creek Rd, Winchester, KY 40391
• 

  

  /53

  $559,000

  • 4 Beds
  • 3 Baths
  • 2,482 Sq Ft

  5 Fairwood Ln, Winchester, KY 40391

  Just a two minute walk from Winchester Country Club, this architect-designed 4BR/3BA split-level home was taken to the studs in 2013 and rebuilt with timeless craftsmanship and modern ease. Light-filled spaces, rich hardwood floors, a custom kitchen by Shaker Village's Terry Craycraft, granite countertops, abundant cabinetry, and a hidden pantry.. The spa-like main-level primary suite is a true

  Kathryn Cheuvront Coldwell Banker McMahan

  5 Fairwood Ln, Winchester, KY 40391
• 

  

  /23

  $135,000 Sold Jul 02, 2025

  • Land
  • 5.00 Acres
  • $27,000 per Acre

  • 69 Days On Market

  2100 Old Log Lick Rd, Winchester, KY 40391

  Dreaming of peaceful country living with a head start on the building process? This beautiful 5-acre tract in the country has everything you need to get started: electric and water already in place, a septic system installed, and a cleared, flat spot just waiting for your dream home. The property features a pond, a gravel driveway, and a small shop with a bathroom and attached carport, perfect

  Michelle Blackburn RE/MAX Creative, Winchester

  2100 Old Log Lick Rd, Winchester, KY 40391
• 

  

  /21

  Est $214,133 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,108 Sq Ft

  227 Leslie Dr, Winchester, KY 40391

  227 Leslie Dr, Winchester, KY 40391
• 

  

  /36

  $419,900

  • 4 Beds
  • 4.5 Baths
  • 2,800 Sq Ft

  136 College St, Winchester, KY 40391

  Welcome to this stunning, fully renovated 4-bedroom, 4.5-bathroom home in the heart of downtown Winchester. Thoughtfully redesigned with a rear addition, this property now features a spacious first-floor primary suite complete with a private bathroom, walk-in closet, and convenient laundry access.Each of the four bedrooms has its own private en-suite bathroom, offering comfort and privacy

  Danielle Hatton The Brokerage

  136 College St, Winchester, KY 40391
• 

  

  /13

  $75,000 Sold Jul 01, 2025

  • 1,113 Sq Ft
  • $67/SF
  • 74 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  2431 Pine Ridge Rd, Winchester, KY 40391

  Looking for a quite place in the country that will give you enough room for a great garden, a few chickens and a huge helping of peace and quiet?? This little gem may be for you. A 1920 built wood home tucked away in the hills of Clark County. Call today for your private showing.

  A. Rebecca Woods Woods Realty Group

  2431 Pine Ridge Rd, Winchester, KY 40391
• 

  

  /45

  Est $237,692 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  334 Vanover Way, Winchester, KY 40391

  334 Vanover Way, Winchester, KY 40391
• 

  

  /18

  $395,000

  • 3 Beds
  • 3 Baths
  • 2,516 Sq Ft

  110 Hampton Ave, Winchester, KY 40391

  Move-in ready mid- century brick ranch home! Features 3 bedrooms, 3 full baths, new kitchen with granite countertops, 3 woodburning fireplaces, formal dining or family room, full basement with huge rec room or space to have 4th bedroom, 1 car garage, 2 storage buildings & fenced in yard! Updates include windows, doors, metal roof, new paint inside & out, new flooring in basement & bedrooms, all

  Angie Conley Dixon Dixon Properties

  110 Hampton Ave, Winchester, KY 40391
• 

  

  /22

  $334,327 Sold Jul 01, 2025

  • 1,997 Sq Ft
  • $167/SF
  • 219 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2024

  136 Gibson Way, Winchester, KY 40391

  The Laurel Square, part of the Trend Collection by Ball Homes, is two story plan with a very open first floor layout. The island kitchen offers both a breakfast area and countertop dining, and a large pantry. Granite kitchen counter tops with stainless steel 50/50 under-mount sink and full back splash. Stainless steel appliances including smooth top range, microwave and dishwasher. The kitchen

  Neshia Gaines Christies International Real Estate Bluegrass

  136 Gibson Way, Winchester, KY 40391
• 

  

  /27

  Est $215,769 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  300 Vanover Way, Winchester, KY 40391

  300 Vanover Way, Winchester, KY 40391
• 

  

  /57

  $359,000

  • 4 Beds
  • 3 Baths
  • 3,200 Sq Ft

  356 Boone Ave, Winchester, KY 40391

  Step into timeless charm with this beautifully renovated home on one of Winchesters most historic streets. Built over 100 years ago, this 3200 sq ft residence blends classic character with modern updates. You will love the updated kitchen featuring granite countertops, stainless appliances and plenty of space for cooking and entertaining in the large dining room. This home showcases re-tiled

  Nancy Smith Rector Hayden Realtors

  356 Boone Ave, Winchester, KY 40391
• 

  

  /4

  $315,000 Sold Jun 30, 2025

  • Land
  • 49 Acres
  • $6,487 per Acre

  • 2 Days On Market

  4550 Schollsville Rd Unit 40391, Winchester, KY 40391

  Welcome to this wonderful world , 48 acres of vacant land, you must see this gently rolling piece of property, build your next dream home, explore nature, call today! There is no survey or restrictions, buyer to have a septic analysis at their cost, buyer to check with Clark Co Road department about entrance to property, as per East Clark Water it is across the road. Posts are marked on

  Mila Ensor Ensor Real Estate LLC

  4550 Schollsville Rd Unit 40391, Winchester, KY 40391
• 

  

  /20

  Est $222,125 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,246 Sq Ft

  209 Allan Place, Winchester, KY 40391

  209 Allan Place, Winchester, KY 40391
• 

  

  /33

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft

  1831 Kiddville Rd, Winchester, KY 40391

  Offering a perfect blend of modern comfort, energy efficiency, and country charm. Conveniently located just 1.3 miles from Exit 10 off the Bert T. Combs Mountain Parkway, this property provides easy access to both natural beauty and city amenities, with Downtown Winchester only 15 miles away and Natural Bridge State Park just 27 miles down the road. The living area features a cozy vent-free gas

  Joshua Davis The Agency

  1831 Kiddville Rd, Winchester, KY 40391
• 

  

  /34

  $205,000 Sold Jun 30, 2025

  • 1,013 Sq Ft
  • $202/SF
  • 13 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  42 Wheeler Ave, Winchester, KY 40391

  Location and low maintenance combined with tons of hobby space describes this freshly remodeled bungalow near College Park! Two bedrooms with a bonus room upstairs previously used as 2 more small bedrooms, brand new refrigerator, stove, washer and dryer! Open concept living / dining area. Really nice, recently built detached 22'x24' garage and carport out back with another garage in the

  Jason Townsend Kentucky Residential Real Estate, LLC

  42 Wheeler Ave, Winchester, KY 40391
• 

  

  /26

  Est $184,473 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,028 Sq Ft

  129 Buffalo Trace, Winchester, KY 40391

  129 Buffalo Trace, Winchester, KY 40391
• 

  

  /40

  $332,000

  • 3 Beds
  • 2 Baths
  • 1,988 Sq Ft

  13544 Irvine Rd, Winchester, KY 40391

  Experience Stunning Sunrises and Starry Nights!Nestled on nearly 4 peaceful acres, this charming brick ranch offers the tranquility of country living with modern comfort. Surrounded by a beautiful tree grove, the home features a full walk-out basement with exciting potential—finish the lower level and additional bathroom to expand your living space!Inside, you'll find 3 spacious

  Susan Baldwin Rector Hayden Realtors

  13544 Irvine Rd, Winchester, KY 40391
• 

  

  /38

  $220,000 Sold Jun 30, 2025

  • 1,333 Sq Ft
  • $165/SF
  • 19 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1973

  212 Southwind Dr, Winchester, KY 40391

  Looking for a really nice, move-in ready, brick ranch home that won't break the bank? Look no further! This home is located on a low traffic neighborhood street that's very convenient to schools, shopping, and access to I-64. You can be in Hamburg in approximately 20 minutes! 3 nicely sized bedrooms, 1.5 baths, and a family room with a soaring vaulted ceiling. Relax in the shade of mature

  Jim Woodrum RE/MAX Creative, Winchester

  212 Southwind Dr, Winchester, KY 40391
• 

  

  /33

  Est $254,826 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,885 Sq Ft

  560 E Broadway St, Winchester, KY 40391

  560 E Broadway St, Winchester, KY 40391
• 

  

  /3

  $380,000

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft

  270 Evergreen Dr, Winchester, KY 40391

  Welcome to The Run for the Roses - a thoughtfully designed proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms on unfinished walkout basement.The large primary suite is a true retreat, complete with a generously sized walk-in closet and a

  Rex Hall United Real Estate Bluegrass

  270 Evergreen Dr, Winchester, KY 40391
• 

  

  /31

  $231,000 Sold Jun 30, 2025

  • 1,404 Sq Ft
  • $165/SF
  • 17 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1980

  619 Laura Dr, Winchester, KY 40391

  This beautiful 3-bedroom ranch is ready for you to make it your own. The home boasts 1400 SQ FT and has a wonderful floor plan. Step inside and check out the living room, which has great natural light and lots of space to relax or enjoy company. Home also has a bonus room next to the living room that adds a ton of space for living, work, or play. The formal dining area allows for easy mealtimes

  Kevin Bradley KB Realty Group

  619 Laura Dr, Winchester, KY 40391
• 

  

  /15

  Est $192,052 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,006 Sq Ft

  13 Hiawatha Trail, Winchester, KY 40391

  13 Hiawatha Trail, Winchester, KY 40391
• 

  

  /3

  $380,000

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft

  230 Evergreen Dr, Winchester, KY 40391

  Welcome to The Run for the Roses - a thoughtfully designed proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms.The large primary suite is a true retreat, complete with a generously sized walk-in closet and a well-appointed ensuite

  Rex Hall United Real Estate Bluegrass

  230 Evergreen Dr, Winchester, KY 40391
• 

  

  /49

  $390,000 Sold Jun 30, 2025

  • 1,900 Sq Ft
  • $205/SF
  • 26 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1940

  1094 Ford Hampton Rd, Winchester, KY 40391

  Introducing 1094 Ford Hampton Road, a Nice, Updated Farmhouse On 5.015 Acres of Gently Rolling Hills. This Lovely Home Features an Updated Kitchen with Ample Counter and Cabinet Space with a Large Farm Sink and Quartz Countertops, a See-Through Gas Fireplace Between the Dining Area and Den, a 1st Floor Primary Bedroom/Bathroom, Plus a 1st Floor Laundry/Full Bathroom. Upstairs There is 2 Bedrooms.

  Tom D. Thomas The Real Estate Co.

  1094 Ford Hampton Rd, Winchester, KY 40391

Showing Results 41 - 80, Page 2 of 18