Recently Sold Winchester Homes

• 

  

  

  /36

  $179,000 Sold Jul 23, 2025

  • 1,020 Sq Ft
  • $175/SF
  • 11 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1999

  218 Buffalo Trace, Winchester, KY 40391

  Must see this nice home located in Buffalo Trace! Ranch with fenced in back yard, covered porch/patio, storage area, concrete drive, and nice yard with landscaping. Vinyl siding and metal roof. Features: Open floor plan, Living room, dining area, kitchen is fully applianced, and laundry area with washer and dryer included. Vaulted ceilings. Primary bedroom has large full bath. Two

  Sandy Statom ERA Team Realtors

  218 Buffalo Trace, Winchester, KY 40391
• 

  

  

  /24

  $249,900 Sold Jul 21, 2025

  • 1,644 Sq Ft
  • $152/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1991

  114 Bayberry Ln, Winchester, KY 40391

  Back on the market! No fault of the seller. Move right in! 3-bedroom 2 bath 1/2 story home. Upstairs bedrooms have been freshly painted. Both bathrooms have been updated. Garage was converted to a family room and laundry area in 2016. The home as 2 freestanding fireplaces (no blowers) Fenced in backyard with firepit area and 8x8 pergola. 10x16 storage shed with separate meter. 2 sump pumps.

  Debra Ward Coldwell Banker McMahan

  114 Bayberry Ln, Winchester, KY 40391
• 

  

  

  /24

  $198,000 Sold Jul 18, 2025

  • 1,075 Sq Ft
  • $184/SF
  • 0 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1983

  113 Colonial Park Dr, Winchester, KY 40391

  Conveniently located just off Veterans Memorial Bypass, this adorable brick ranch offers easy access to everything Winchester has to offer. Inside, you'll find a freshly painted interior, new flooring, new windows, a new roof and a new HVAC system. The nice-sized kitchen features plenty of cabinet space, perfect for home-cooked meals and gatherings. Nestled in a quiet, well-established

  Janet Baldwin Kentucky Land and Home

  113 Colonial Park Dr, Winchester, KY 40391
• 

  

  

  /27

  $199,900 Sold Jul 15, 2025

  • 1,348 Sq Ft
  • $148/SF
  • 18 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1940

  139 W Hickman St, Winchester, KY 40391

  Welcome Home! Featuring 3 bedrooms and 2 bathrooms, this home is everything you have been looking for. Recent updates include new flooring, appliances, roof, HVAC, and even the water heater. Sit out on your front porch and drink your morning coffee, or enjoy your large back deck for a weekend cookout. This home also has plenty of attic storage. The driveway makes a perfect place to plug in your

  Clay David Sutherland ERA Select Real Estate

  139 W Hickman St, Winchester, KY 40391
• 

  

  

  /14

  $222,500 Sold Jul 15, 2025

  • 1,064 Sq Ft
  • $209/SF
  • 112 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1995

  313 Vanover Way, Winchester, KY 40391

  Charming 3-bedroom, 2-bath brick home with both an attached and detached 1-car garage for added storage and convenience! This 1,064 sq ft home features a welcoming front entry with a ramp for easy access. Inside, enjoy a functional layout with comfortable living spaces. Outside, the detached garage offers extra workspace or storage. Conveniently located with easy access to I-64 and just minutes

  Bob Sophiea eXp Realty, LLC

  313 Vanover Way, Winchester, KY 40391
• 

  

  /20

  $189,900 Sold Jul 14, 2025

  • 1,056 Sq Ft
  • $180/SF
  • 2 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1970

  2342 Ironworks Rd, Winchester, KY 40391

  Welcome to 2342 Ironworks Road, where country charm meets effortless city access! Nestled on a lush, gently rolling lot, this brick ranch offers:Inviting Living Spaces: Original hardwood floors flow through a bright living room anchored by a classic painted-brick fireplace. The bonus room on the back side of the house would be ideal for a home office, nursery, or even a guest

  Dylan Justice GSP Homes

  2342 Ironworks Rd, Winchester, KY 40391
• 

  

  /58

  $232,500 Sold Jul 12, 2025

  • 1,161 Sq Ft
  • $200/SF
  • 235 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1980

  114 Holiday Rd, Winchester, KY 40391

  Price Improvement!Charming Brick Ranch Home in Holiday HillsWelcome to this inviting 1161 sq ft brick ranch home, lovingly maintained by the same family since 1980. Nestled in the desirable Holiday Hills subdivision, this property offers comfort and convenience with easy access to Wiseman Park.Inside, you'll find a cozy spacious living area that features beautiful hardwood

  Karen Smith Emmerich Muzic Realty

  114 Holiday Rd, Winchester, KY 40391
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /48

  $341,500 Sold Jun 27, 2025

  • 1,834 Sq Ft
  • $186/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  401 Cedar Ct, Winchester, KY 40391

  Step into this beautifully updated 3-bedroom, 2-bath gem and fall in love with the perfect blend of charm and modern finishes! From the moment you walk through the door, you'll be greeted by an open concept living area with vaulted ceilings that fill the home with light and warmth.Enjoy new luxury vinyl plank flooring throughout the home, complemented by stylish, updated tile in the

  Geneva Wilder Selling the South Realty

  401 Cedar Ct, Winchester, KY 40391
• 

  

  /44

  $315,000 Sold Jun 27, 2025

  • 2,459 Sq Ft
  • $128/SF
  • 70 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1981

  43 Skylark Dr, Winchester, KY 40391

  Discover this inviting 3-bedroom, 2-bath ranch-style home with a 2 car garage on a half acre lot! This well-maintained home offers comfort, convenience, and plenty of flexible space both inside and out. There are multiple rooms that can be used as a main living room, family room, home office, or kids playroom. Additional features include vinyl plank floors, a newer roof, a cozy gas fireplace, and

  Chad Bowman The Brokerage

  43 Skylark Dr, Winchester, KY 40391
• 

  

  /41

  $272,000 Sold Jun 26, 2025

  • 1,404 Sq Ft
  • $194/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1995

  205 Beaumont Place, Winchester, KY 40391

  Immaculate 3-Bedroom Gem in Winchester! Step into this beautifully maintained 3-bedroom, 2-bath home where charm meets functionality. Gleaming hardwood floors and stylish LVP tile create a seamless flow throughout the living spaces. The fully fenced backyard offers a private oasis ideal for entertaining, relaxing, or play. Need extra space? The detached garage is perfect for a workshop, storage,

  Terry Billiter Premier Property Consultants

  205 Beaumont Place, Winchester, KY 40391
• 

  

  /21

  $220,000 Sold Jun 26, 2025

  • 1,120 Sq Ft
  • $196/SF
  • 72 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  520 Barlow Dr, Winchester, KY 40391

  Newly renovated home just waiting for a new owner. This 3 bedroom, 2 full bath home features all new appliances, new flooring, new paint, new roof, and much, much more. The fenced back yard is perfect for your children whether they be 2 legged or 4 legged. Located in Holiday Hills close to shopping, schools, parks, and medical care. Call your lender today to see if you qualify for the Welcome

  Keith Wilson Coldwell Banker McMahan

  520 Barlow Dr, Winchester, KY 40391
• 

  

  /24

  $203,000 Sold Jun 23, 2025

  • 1,289 Sq Ft
  • $157/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  502 Corley Ln, Winchester, KY 40391

  You have found your 'perfect ranch'! Larger than most in the neighborhood, this 3/4 bedroom home has been very well kept and nicely updated. Under the 2 yr old roof you will find a very comfortable home with much new paint, just 1 yr old appliances, 2yr old roof and a ONE WEEK OLD HVAC system! With three bedrooms, two full baths and a bonus/4th bedroom, it will comfortably fit today's families.

  Peter doCouto Plum Tree Realty

  502 Corley Ln, Winchester, KY 40391
• 

  

  /36

  $300,000 Sold Jun 23, 2025

  • 2,019 Sq Ft
  • $149/SF
  • 1 Day On Market

  • 4 Beds
  • 4 Baths
  • Built 1969

  13 Shelley Dr, Winchester, KY 40391

  Gorgeous One Owner, Brick Ranch, On Basement! Meticulously Well Kept, Offering Gleaming Original Hardwoods And Fresh Paint Throughout! This 4 Bedroom, 2 1/2 Bath Home, Located In Holidays Hills Subdivision, Has Had Many Upgrades/ Additions Over The Years. Including An Updated Kitchen, Boasting Beautiful New Granite Countertops, Backsplash, Tile And Stainless Appliances! New Flooring In The

  Melissa Thompson Keller Williams Legacy Group

  13 Shelley Dr, Winchester, KY 40391
• 

  

  /24

  $185,000 Sold Jun 23, 2025

  • 1,044 Sq Ft
  • $177/SF
  • 23 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1990

  605 Dixiana Dr, Winchester, KY 40391

  This nice brick ranch will make someone a great home. New flooring throughout. Roof and water heater just 2 years old. Home is located close to downtown Winchester and the new Bypass. Schedule a tour before this beauty is gone.

  Dale Hatton Dream Maker Realty, LLC

  605 Dixiana Dr, Winchester, KY 40391
• 

  

  /26

  $239,900 Sold Jun 23, 2025

  • 1,878 Sq Ft
  • $128/SF
  • 74 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  134 Boone Ave, Winchester, KY 40391

  Step into this inviting home at 134 Boone Avenue, where timeless charm and thoughtful details create a warm and welcoming atmosphere. The classic front porch sets the tone, while inside, vintage wood floors, beautiful foyer, and large windows flood each room with natural light. The spacious living room has a cozy, intimate feel, perfect for family gatherings or quiet nights in. A delightful

  steven lindsey Heart of KY Real Estate

  134 Boone Ave, Winchester, KY 40391
• 

  

  /25

  $216,000 Sold Jun 20, 2025

  • 1,350 Sq Ft
  • $160/SF
  • 17 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  138 Linden Ave, Winchester, KY 40391

  Adorable and affordable — this brand-new construction home in downtown Winchester is the perfect blend of style, comfort, and convenience. Featuring an open-concept layout that seamlessly connects the living, dining, and kitchen areas, this home offers 3 bedrooms and 2 full bathrooms, making it ideal for a variety of lifestyles. The kitchen is complete with sleek granite countertops, stainless

  Jonathan Wood HomeLand Real Estate Inc - Mt Sterling

  138 Linden Ave, Winchester, KY 40391
• 

  

  /21

  $219,500 Sold Jun 20, 2025

  • 1,480 Sq Ft
  • $148/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2002

  523 Acadia Way, Winchester, KY 40391

  This move in ready ranch home offering 4 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of AMI for Clark County. Property offers brand new cabinets, countertops, appliances, flooring, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!

  Tyler I Back The Brokerage

  523 Acadia Way, Winchester, KY 40391
• 

  

  /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
• 

  

  /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
• 

  

  /22

  $193,000 Sold Jun 06, 2025

  • 1,164 Sq Ft
  • $166/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1945

  116 Linden Ave, Winchester, KY 40391

  Still waiting for the market to crash? Spoiler alert: it's not. But hey, keep paying rent and riding that wishful-thinking train all the way to a future where your budget lands you a one-room condo above a 24-hour laundromat with 'character.'Or—and hear us out—you could check out 116 Linden Ave in Winchester. For $196,000, you get a house. Not a studio, not a shoebox. An actual 3-bedroom,

  Jeremy Perryman United Real Estate Bluegrass

  116 Linden Ave, Winchester, KY 40391
• 

  

  /40

  $278,500 Sold Jun 06, 2025

  • 2,400 Sq Ft
  • $116/SF
  • 130 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1970

  8 Chickadee Ln, Winchester, KY 40391

  Classic Brick Ranch Home with all the charm! 4 bedrooms, 2.5 bathrooms, Living Room, and Large Family Room offers space for entertaining, Adorable Sunroom to enjoy all seasons, Carport with beautiful brick pavers, storage building, a very well maintained spacious beautifully manicured and landscaped yard, an indoor room with hot tub, all in a great location on a cul de sac street!!!

  Whitney Ensor Ensor Real Estate LLC

  8 Chickadee Ln, Winchester, KY 40391
• 

  

  /27

  $229,000 Sold Jun 05, 2025

  • 1,200 Sq Ft
  • $191/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  13 Fairview Ave, Winchester, KY 40391

  New Construction - 3 Bed, 2 Bath Home on Spacious Lot!Located in a well-established neighborhood just minutes from downtown Winchester, this brand-new 3-bedroom, 2-bath home offers modern comfort and convenience. The kitchen features granite countertops, stainless steel appliances, and stylish finishes throughout. Enjoy the benefits of a large lot—perfect for outdoor entertaining. Don't miss

  Nena Honaker Tom Goebel & Company

  13 Fairview Ave, Winchester, KY 40391
• 

  

  /48

  $330,000 Sold May 23, 2025

  • 2,090 Sq Ft
  • $158/SF
  • 35 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1970

  113 Holiday Rd, Winchester, KY 40391

  You must see this lovely brick home on a basement in Holiday Hills! If you like pickleball, disc golf, or anything else Wiseman Park has to offer, you will love this convenient location! 3 bedrooms, 2 and a half baths. Very practical kitchen featuring granite countertops and a brand new refrigerator. Plenty of room for entertaining with a beautiful deck just off the open concept kitchen / dining

  Jason Townsend Kentucky Residential Real Estate, LLC

  113 Holiday Rd, Winchester, KY 40391
• 

  

  /37

  $149,900 Sold May 23, 2025

  • 920 Sq Ft
  • $163/SF
  • 68 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  502 N Maple St, Winchester, KY 40391

  First Time Homebuyers, here is your opportunity to take advantage of Welcome Home Funds and make the move from renting to owning and investing in your future financial freedom! Check out this adorable 2 bedroom 1 bath home all on one level with an open kitchen and dining area. This home comes with plenty of storage in the 340 plus square foot metal building that has recently had electric added in

  Christa Joynt Keller Williams Commonwealth

  502 N Maple St, Winchester, KY 40391
• 

  

  /82

  $275,000 Sold May 23, 2025

  • 2,994 Sq Ft
  • $92/SF
  • 202 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1920

  111 S Burns Ave, Winchester, KY 40391

  Reduced for quick sale!! Don't miss out on your opportunity to own a 100+ year old home located near historic downtown Winchester, KY. The detail and charm located within the walls of this 2 story craftsman are what many dream of. Tall ceilings, fireplaces, in almost evey room, beautiful original wood work is abundant as you enter from the quintessential front porch that's perfect for casual

  Melodie Lincavage RE/MAX Elite Realty

  111 S Burns Ave, Winchester, KY 40391
• 

  

  /35

  $248,000 Sold May 22, 2025

  • 1,773 Sq Ft
  • $140/SF
  • 20 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1997

  206 Moss Cir, Winchester, KY 40391

  This 3 bedroom 2 bathroom home is located in the established Spring Hill Subdivision. Separate Utility/Mud room and one car garage. Two very spacious full bathrooms. Covered front porch creates nice space for relaxing. The rear patio overlooks a nice fenced in back yard with storage building. Roof shingles replaced in 2022.

  David Baesler Kentucky Dreams Realty

  206 Moss Cir, Winchester, KY 40391
• 

  

  /44

  $206,500 Sold May 21, 2025

  • 1,107 Sq Ft
  • $187/SF
  • 23 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1962

  206 W Clark Dr, Winchester, KY 40391

  Don't miss out on this move-in ready home in Winchester, 15 minutes from Lexington. The beautifully updated home features a NEW furnace & water heater. It has stylish laminate flooring throughout and modern stainless steel appliances. The kitchen shines with updated cabinets, countertops, backsplash, and light fixtures, while the bathroom boasts new tiles and a sleek vanity. A detached single-car

  Peggy Baldridge HomeFirst Real Estate

  206 W Clark Dr, Winchester, KY 40391
• 

  

  /13

  $38,700 Sold May 20, 2025

  • 1,100 Sq Ft
  • $35/SF
  • 33 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1945

  11 Spring St, Winchester, KY 40391

  Two bed, one bath, 1.5 story home in Winchester. Cash or cash equivalent only

  Jason Szaks EXIT TOWN & COUNTRY REALTORS

  11 Spring St, Winchester, KY 40391
• 

  

  /28

  $205,000 Sold May 19, 2025

  • 1,080 Sq Ft
  • $190/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2023

  303 W Washington St, Winchester, KY 40391

  Built in 2023 this home features 3 bedrooms, 2 bathrooms with a great amount of closet space, beautiful LVP flooring, stainless steel appliances and granite countertops in the kitchen. Located near downtown Winchester and I-64.

  Katherine G Pate Bluegrass Properties Group

  303 W Washington St, Winchester, KY 40391
• 

  

  /36

  $390,513 Sold May 19, 2025

  • 2,698 Sq Ft
  • $145/SF
  • 32 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1980

  21 Edgewood Dr, Winchester, KY 40391

  This spacious 4-bedroom, 2.5-bathroom, 2,698 sq. ft. ranch in Hampton Manor sits on nearly an acre double lot just 20 minutes from Lexington/Hamburg. The primary suite boasts a walk-in closet, Jacuzzi tub, and ample storage, while three additional large bedrooms offer flexibility for guests or a home office. A well-equipped kitchen, a laundry/pantry room, and formal living with fireplace and

  Kelly Nisbet Coldwell Banker McMahan

  21 Edgewood Dr, Winchester, KY 40391
• 

  

  /36

  $214,000 Sold May 19, 2025

  • 1,402 Sq Ft
  • $153/SF
  • 38 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2000

  509 Hidden Hills Way, Winchester, KY 40391

  This home is a must-see and would be perfect for a Welcome Home Grant, a program that gets the buyer a chance for a $20,000 purchase grant. Offering 3 or 4 bedrooms and 2 full baths, this home also features a large covered back patio and secluded back yard area so you can enjoy the Spring days ahead. If you have a lot of 'stuff', no worries. The storage building stays also. Need more info on

  Teresa Richmond Freedom Realty & Property Mgt

  509 Hidden Hills Way, Winchester, KY 40391
• 

  

  /44

  $515,000 Sold May 19, 2025

  • 4,091 Sq Ft
  • $126/SF
  • 294 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1958

  31 Bonnie Brook Ln, Winchester, KY 40391

  This Warfield Gratz designed rare beauty and history is located in the heart of Winchester. Embrace the essence of elegance in this beautifully appointed brick home, offering 5 bedrooms, 3 full baths and formal rooms. Main level of home boasts the primary suite as well as an additional bedroom. The large fully equipped kitchen is a delight for any chef. Home features a full walk-up basement

  Kelly Nisbet Coldwell Banker McMahan

  31 Bonnie Brook Ln, Winchester, KY 40391
• 

  

  /41

  $240,000 Sold May 16, 2025

  • 1,874 Sq Ft
  • $128/SF
  • 16 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1974

  860 Harkins Dr, Winchester, KY 40391

  Welcome to 860 Harkins Drive! This spacious split-foyer home features 4 bedrooms, 2 full bathrooms, a garage, and a large back deck perfect for outdoor entertaining. Conveniently located near public parks, the public library, and easy access to the Winchester Bypass. A fantastic opportunity for comfortable living in Winchester!

  Joseph Miller Keller Williams Commonwealth

  860 Harkins Dr, Winchester, KY 40391
• 

  

  /24

  $186,000 Sold May 14, 2025

  • 1,188 Sq Ft
  • $157/SF
  • 77 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  205 Arbor Ct, Winchester, KY 40391

  Charming 3 bedroom, 2 bath cottage with a fenced side yard, perfect for the furbabies or just for outdoor relaxation. Property includes a shed for extra storage. Your cozy new home awaits!

  Kathryn Cheuvront Coldwell Banker McMahan

  205 Arbor Ct, Winchester, KY 40391
• 

  

  /20

  $135,000 Sold May 13, 2025

  • 1,194 Sq Ft
  • $113/SF
  • 13 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1920

  100 Dallas Alley, Winchester, KY 40391

  Check out this beautifully refreshed home featuring a brand-new metal roof and a unique floorplan designed for flexibility. Enjoy easy access to downtown and ample parking space for 4 to 6 vehicles. The versatile layout allows for additional bedrooms, making it perfect for growing families or guests. Don't miss this opportunity for modern comfort with convenient urban access!

  Emidio Figueroa Rector Hayden Realtors

  100 Dallas Alley, Winchester, KY 40391
• 

  

  /23

  $210,000 Sold May 12, 2025

  • 1,200 Sq Ft
  • $175/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1998

  202 Washington Square, Winchester, KY 40391

  Step into this beautifully updated home featuring 3 spacious bedrooms and 2 full bathrooms. The modern kitchen boasts sleek granite countertops, stainless steel appliances, and plenty of cabinet space perfect for cooking or entertaining.

  Aaron Kendall Lifstyl Real Estate

  202 Washington Square, Winchester, KY 40391
• 

  

  /24

  $207,000 Sold May 12, 2025

  • 1,040 Sq Ft
  • $199/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2023

  411 Pueblo Ct, Winchester, KY 40391

  Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the desirable Ft. Estill neighborhood in Winchester. Only 2 years old, this home offers peace of mind with all major systems—including HVAC, roof, and water heater—just 2 years young. Enjoy an open, functional layout perfect for modern living, with spacious bedrooms and a comfortable primary suite.Situated in a quiet,

  Zach Johnson The Brokerage

  411 Pueblo Ct, Winchester, KY 40391

Showing Results 1 - 40, Page 1 of 2