14,779

Winchester, KY Homes

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  • /3

    $345,000

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

    225 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

    225 Evergreen Dr, Winchester, KY 40391
  • /2

    $366,363 Sold May 22, 2025

    • 2,269 Sq Ft
    • $161/SF
    • 162 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2024

    140 Gibson Way, Winchester, KY 40391

    This Haywood Park is framed and at plumbing stage, is part of the Trend Collection by Ball Homes. It's a two story plan on a walk-out basement with plenty of room to grow! When you walk through the front door, you're greeted with a versatile flex space then down the hall opens up to the large living room and spacious kitchen. Cozy up next to the fireplace or sip your morning coffee outside on

    Neshia Gaines Christies International Real Estate Bluegrass

    140 Gibson Way, Winchester, KY 40391
    • /43

      Est $565,387 Not Listed For Sale

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

      2100 Ecton Rd, Winchester, KY 40391

      2100 Ecton Rd, Winchester, KY 40391
  • /3

    $430,000

    • 3 Beds
    • 2 Baths
    • 1,935 Sq Ft

    220 Evergreen Dr, Winchester, KY 40391

    Introducing The Mulberry floor plan - a beautifully designed proposed construction home in the scenic Locust Hill Acres community. This open-concept floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 full bathrooms, unfinished walkout basement and thoughtful living spaces throughout.The spacious primary suite features a large walk-in closet and a private ensuite

    Rex Hall United Real Estate Bluegrass

    220 Evergreen Dr, 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
    • /99

      Est $645,071 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths

      1700 Cabin Creek Rd, Winchester, KY 40391

      1700 Cabin Creek Rd, Winchester, KY 40391
  • /2

    $345,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    215 Evergreen Dr, Winchester, KY 40391

    Welcome to Triple Crown - a stunning proposed construction home nestled in the beautiful Locust Hill Acres community. Thoughtfully designed with an open-concept layout, this home offers 3 comfortable bedrooms, 2 full bathrooms, and versatile living spaces perfect for today's lifestyle.The expansive primary suite serves as a private sanctuary, complete with a spacious walk-in closet and a

    Rex Hall United Real Estate Bluegrass

    215 Evergreen Dr, Winchester, KY 40391
  • /36

    $309,000 Sold May 21, 2025

    • 1,958 Sq Ft
    • $158/SF
    • 29 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1999

    172 Buckingham Ln, Winchester, KY 40391

    Absolutely Fabulous, this home lots of character, updated kitchen, granite counter tops, 3 bedrooms, master suite down, 2 1/2 baths, large fenced in back yard, located on a cul-de-sac, bonus room, family room, dining, eat in kitchen, 1 large storage building, 1 small storage building, call today!

    Mila Ensor Ensor Real Estate LLC

    172 Buckingham Ln, Winchester, KY 40391
    • /21

      Est $216,029 Not Listed For Sale

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

      227 Leslie Dr, Winchester, KY 40391

      227 Leslie Dr, Winchester, KY 40391
  • /3

    $380,000

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

    200 Evergreen Dr, Winchester, KY 40391

    Introducing the Run For The Roses - 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 bathroom. The kitchen

    Rex Hall United Real Estate Bluegrass

    200 Evergreen Dr, Winchester, KY 40391
  • /3

    $219,000 Sold May 20, 2025

    • 1,628 Sq Ft
    • $135/SF
    • 18 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2005

    410 Paisley Ct, Winchester, KY 40391

    Completely remodeled unit! New Granite countertops, Lighting, Plumbing fixtures, Stainless steel appliances, New Painting and carpeting throughout. Will be finished in the next few days and is ready to show. 408 Paisley could be purchased as well.

    John Wilson Bluegrass Properties Group

    410 Paisley Ct, Winchester, KY 40391
    • /45

      Est $230,844 Not Listed For Sale

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

      334 Vanover Way, Winchester, KY 40391

      334 Vanover Way, Winchester, KY 40391
  • /60

    $339,600

    • 4 Beds
    • 2.5 Baths
    • 2,136 Sq Ft

    402 Mcdowell Dr, Winchester, KY 40391

    Very clean, well kept home! Split foyer with plenty of space including a large kitchen with peninsula and open to dining area. Four bedrooms, 2.5 baths. Nice size living room on main level with additional family room with wood burning fireplace featuring full brick wall on lower level.Very large 2 car garage. Beautiful back covered deck that leads to a lovely gazebo in the spacious fenced in

    Christine McDonald FC Tucker Bluegrass

    402 Mcdowell Dr, Winchester, KY 40391
  • /43

    $165,000 Sold May 20, 2025

    • 1,130 Sq Ft
    • $146/SF
    • 96 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1980

    12005 Irvine Rd, Winchester, KY 40391

    $15K PRICE REDUCTION!!! Perfect Investment Opportunity In The Country! You Can Live In This Cool Berm Home And Rent The Cabin Out Or Have Two Great Cash Flowing Rentals. The Cabin Is Currently Rented For $799 Per Month (Tenant Pays Utilities). There is Also Potential To Build On Top Of The Current Home And Increase Your Rental Portfolio Or Footprint Of The Home! The Berm Home Has 2 Bedrooms

    Patrick Arvin Keller Williams Commonwealth

    12005 Irvine Rd, Winchester, KY 40391
    • /27

      Est $214,661 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,200 Sq Ft

      300 Vanover Way, Winchester, KY 40391

      300 Vanover Way, Winchester, KY 40391
  • /44

    $310,000

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

    2482 Mina Station Rd, Winchester, KY 40391

    Move in Ready! 3 bedroom 2 full bath. Gorgeous updated kitchen with TONS of cabinet space, stainless steel appliances, and added additional cabinets with buffet space for prepartion or serving. Side entrance door with mud room area. Large dinning room with added storage and counter top space and an abundance of window light. Both bathrooms have been updated with new vanities and fixtures and

    Stephanie Hacker Kentucky Residential Real Estate, LLC

    2482 Mina Station Rd, Winchester, KY 40391
  • /2

    $374,738 Sold May 20, 2025

    • 2,519 Sq Ft
    • $149/SF
    • 9 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2024

    138 Gibson Way, Winchester, KY 40391

    Contract writing period through 12:00 noon on Thursday, November 7th.The Sycamore Bend, part of the Trend Collection by Ball Homes, is a two-story plan that includes a first-floor guest bedroom. The plan offers a versatile flex room off the entry and an open kitchen and family room at the rear of the home. The kitchen offers both a breakfast area, countertop dining at the island, and a pantry.

    Jennifer Sisson Christies International Real Estate Bluegrass

    138 Gibson Way, Winchester, KY 40391
    • /20

      Est $219,961 Not Listed For Sale

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

      209 Allan Place, Winchester, KY 40391

      209 Allan Place, Winchester, KY 40391
  • /34

    $385,000

    • 4 Beds
    • 2.5 Baths
    • 2,456 Sq Ft

    148 Gibson Way, Winchester, KY 40391

    OPEN HOUSE Sunday, May 25 From 10:00 A.M. - Noon!! Better Than New Construction!!! This Spacious 4 Bedroom 2 1/2 Bath Home Is Move In Ready And Has A Beautiful Farm View From Your Covered Porch. Features Include A Large Open Living Room And Kitchen With Plenty Of Cabinet Space; Large Island With Faucet; Granite Countertops; Tile Backsplash; Stainless Steel Appliances; Large pantry; Gas Log

    Patrick Arvin Keller Williams Commonwealth

    148 Gibson Way, 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
    • /20

      Est $189,147 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,075 Sq Ft

      100 Colonial Park Dr, Winchester, KY 40391

      100 Colonial Park Dr, Winchester, KY 40391
  • /25

    $329,900

    • 4 Beds
    • 2.5 Baths
    • 3,024 Sq Ft

    816 Stratton Ln, Winchester, KY 40391

    Welcome to your dream home! Nestled in an excellent location in Winchester, KY, this charming 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort and convenience. Enjoy the backyard, ideal for outdoor entertainment and relaxation, as well as the inviting front deck, perfect for sipping your morning coffee or watching the sunset. The above ground pool stays with the home and will be a

    Haley Rollins Dream Maker Realty, LLC

    816 Stratton Ln, 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
    • /26

      Est $185,351 Not Listed For Sale

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

      129 Buffalo Trace, Winchester, KY 40391

      129 Buffalo Trace, Winchester, KY 40391
  • /73

    $339,900

    • 3 Beds
    • 2 Baths
    • 1,805 Sq Ft

    407 Fairholme Way, Winchester, KY 40391

    Looking for a newer home in a beautiful, family friendly neighborhood? Look no further than this lovely, low maintenance home in the desirable Fairholme Estates subdivision. Take a step inside and enjoy the sunlight streaming in through the abundant windows in the great room. Gleaming, easy to clean, laminate wood plank flooring spills into the spacious kitchen area which features an oversized

    Josh Wood Freedom Realty & Property Mgt

    407 Fairholme Way, 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
    • /18

      Est $183,558 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 924 Sq Ft

      107 Buffalo Trace, Winchester, KY 40391

      107 Buffalo Trace, Winchester, KY 40391
  • /75

    $324,900

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    408 Calmes Blvd, Winchester, KY 40391

    This lovely two story home is waiting for your family to call it home! Situated in the family friendly Calmes Estates subdivision, this home includes 3 bedrooms and two full baths on the second floor, with plenty of comfortable living space on the first floor. In the front great room, natural lighting from the picture windows glows on the hardwood floors. A step around the corner into the kitchen

    Josh Wood Freedom Realty & Property Mgt

    408 Calmes Blvd, Winchester, KY 40391
  • /47

    $396,500 Sold May 19, 2025

    • 2,400 Sq Ft
    • $165/SF
    • 51 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1980

    520 Bailey Ln, Winchester, KY 40391

    Beautiful large ranch completely remodeled manufactured home on 24 acres with large addition. large bedrooms, family room, dining room, formal living room, 4 Bedroom and 3 baths. 30 foot above ground pool multiple outbuildings, front porch large back patio and just minutes from downtown Winchester. All new Bathrooms, All new Kitchen, All new fixtures, All new flooring. All new paint. House

    Paul Waddelow Hand in Hand Realty Central KY

    520 Bailey Ln, Winchester, KY 40391
    • /33

      Est $270,550 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
  • /26

    $339,900

    • 3 Beds
    • 2.5 Baths
    • 2,065 Sq Ft

    118 Sturbridge Ln, Winchester, KY 40391

    Nestled right in the heart of town, lies this charming 2 story home that embodies the essence of rustic glam. This cozy retreat offers a convenient escape from the hustle and bustle of life. The first floor offers ample space to host friends and family gatherings. Upstairs, the bedrooms serve as serene sanctuaries. Each room offers the perfect balance of the rustic charm. The backyard boasts

    A. Rebecca Woods Woods Realty Group

    118 Sturbridge Ln, 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
    • /15

      Est $195,377 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,006 Sq Ft

      13 Hiawatha Trail, Winchester, KY 40391

      13 Hiawatha Trail, Winchester, KY 40391
  • /33

    $360,000

    • 3 Beds
    • 1.5 Baths
    • 1,356 Sq Ft

    4074 Ironworks Rd, Winchester, KY 40391

    OPEN HOUSE 5/18 1-3! Welcome to country living! This newly renovated ranch on 4+ scenic acres offers peaceful living just 10 minutes from town. Inside, the open floor plan seamlessly connects the kitchen, dining, and living areas. The kitchen features granite countertops, new stainless steel appliances, a central island with bar seating, while the living room boasts a cozy fireplace. Durable LVP

    Michelle Blackburn RE/MAX Creative, Winchester

    4074 Ironworks Rd, 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
    • /29

      Est $227,387 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,500 Sq Ft

      46 Hiawatha Trail, Winchester, KY 40391

      46 Hiawatha Trail, Winchester, KY 40391
  • /47

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    210 Jett Dr, Winchester, KY 40391

    Don't miss out on this wonderful ranch floor plan, New Construction, 3 bedrooms, 2 baths, covered porch, great location, Call today.Size of home may vary from plan, spec home,all specifics have already been ordered. This information will follow within a few weeks and posted on line.

    Mila Ensor Ensor Real Estate LLC

    210 Jett Dr, Winchester, KY 40391
  • /18

    $246,500 Sold May 16, 2025

    • 1,176 Sq Ft
    • $210/SF
    • 35 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1978

    6278 Irvine Rd, Winchester, KY 40391

    **Attention Investors, Homesteaders, and First-Time Home Buyers!** Seize this rare opportunity to own a charming 3 bedroom 1.5 bath Ranch Home tucked away on a stunning 13.9-acre property! Being sold ''as is''. Step inside to an inviting open-concept design featuring beautiful hardwood floors, stylishly updated bathrooms, and modern laminate flooring in the master bedroom. Don't let this hidden

    Angela Yonts EXP Realty, LLC

    6278 Irvine Rd, Winchester, KY 40391
    • /33

      Est $247,868 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,875 Sq Ft

      14 Hiawatha Trail, Winchester, KY 40391

      14 Hiawatha Trail, Winchester, KY 40391
  • /3

    $369,900

    • 3 Beds
    • 2 Baths
    • 1,635 Sq Ft

    206 Jett Dr, Winchester, KY 40391

    New Construction, come view, great house plan, ranch on a crawl space, 3 bedrooms, 2 bath, you will love this inviting neighborhood, plan shown on line could vary, this is a spec home, all the colors have been decided, fixtures, flooring, brick, siding, cabinets, countertops have been ordered, restrictions apply, no HOA, buyer to verify sq ft of home and lot. This home is close to I-64, I-75,

    Mila Ensor Ensor Real Estate LLC

    206 Jett Dr, Winchester, KY 40391

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