15,923

Winchester, KY Homes

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    • /20

      Est $334,337 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,016 Sq Ft

      1270 Sewell Shop Rd, Winchester, KY 40391

      1270 Sewell Shop Rd, Winchester, KY 40391
  • /53

    $985,000 Pending

    • 4 Beds
    • 4.5 Baths
    • 4,698 Sq Ft

    511 Boone Ave, Winchester, KY 40391

    One of a kind opportunity to live in history and in luxury in one of Winchester's finest offerings. This majestic home spares no detail, offering charming details throughout like hardwood floors, high ceilings, large windows, crown moldings, and fireplaces throughout. As well, the gracious lot offers expansive views and privacy with its large patio seating area and beautiful swimming pool. Ripe

    Greg Leveridge Block + Lot Real Estate

    511 Boone Ave, Winchester, KY 40391
    • /42

      Est $357,524 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,664 Sq Ft

      127 Gibson Way, Winchester, KY 40391

      127 Gibson Way, Winchester, KY 40391
  • /32

    $299,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,694 Sq Ft

    2615 Ironworks Rd, Winchester, KY 40391

    CONGRATULATIONS!! Your home search is over!! A move-in ready home with 1,694 sq. ft. of finished space, 3 BR's/2 baths, and a recent metal roof. Fresh neutral colored paint inside. Fully equipped kitchen with tons of cabinets! ALSO, a detached 900 sq. ft. Man Cave AND a 600 sq. ft. She Shed! Lots of parking space out back. Situated on a one acre lot (partially fenced) with a quiet, country

    Jim Woodrum RE/MAX Creative, Winchester

    2615 Ironworks Rd, Winchester, KY 40391
    • /22

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,440 Sq Ft

      541 Constitution Dr, Winchester, KY 40391

      541 Constitution Dr, Winchester, KY 40391
  • /2

    $110,000 Pending

    • Land
    • 0.43 Acre
    • $255,814 per Acre

    170 Duclair Dr, Winchester, KY 40391

    Looking for a place to build a Upscale homein Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

    John Wilson Bluegrass Properties Group

    170 Duclair Dr, Winchester, KY 40391
    • /33

      Est $353,481 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,631 Sq Ft

      108 Bella Ct, Winchester, KY 40391

      108 Bella Ct, Winchester, KY 40391
  • /2

    $150,000 Pending

    • Land
    • 2.40 Acres
    • $62,500 per Acre

    3235 Colby Rd, Winchester, KY 40391

    Rare opportunity to buy a small acreage parcel on Colby Road. Water, electric, and gas available at the road. Lot will be accessed by a 50' easement adjacent to Colby Road.

    Steve Adams Steven D Adams Real Est Serv

    3235 Colby Rd, Winchester, KY 40391
    • /31

      Est $210,109 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,069 Sq Ft

      35 Wheeler Ave, Winchester, KY 40391

      35 Wheeler Ave, Winchester, KY 40391
  • /2

    $610,000 Pending

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

    4560 Pine Ridge Rd, Winchester, KY 40391

    Step back in time and embrace the tranquility of country living with this 2 story farmhouse built in 1905 and situated on over 88 acres of farmland in eastern Clark Co. This house blends historic character with modern potential, offering the perfect canvas for your dream rural retreat or working farm. The property includes a spacious 900 sq ft, three-car garage-ideal for vehicles, equipment, or a

    Natalie Avant Berkshire Hathaway HomeServices Foster Realtors

    4560 Pine Ridge Rd, Winchester, KY 40391
    • /9

      Est $221,889 Not Listed For Sale

      370 Howard Creek Rd, Winchester, KY 40391

      370 Howard Creek Rd, Winchester, KY 40391
  • /2

    $603,750 Pending

    • Land
    • 24 Acres
    • $25,000 per Acre

    1395 Two Mile Rd, Winchester, KY 40391

    PLANNED DEVELOPMENT INVESTMENT INVESTMENT OPPORTUNITY! Already zoned Planned Development! There is an approximately 24 acre tract zoned for all forms of Residential use. (In addition there is an approximately 21 acre Residential tract that adjoins the Winchester Country Club. The two Residential tracts have access to gravity flow sewer. Sewer maps available. The remaining

    Garnett Davis Tom Goebel & Company

    1395 Two Mile Rd, Winchester, KY 40391
    • /49

      Est $379,714 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,664 Sq Ft

      113 Shala-Mar Rue, Winchester, KY 40391

      113 Shala-Mar Rue, Winchester, KY 40391
  • /2

    $125,000 Pending

    • 5 Beds
    • 3 Baths

    48 Jackson St, Winchester, KY 40391

    Triplex for sale 1/2 mile from downtown Winchester! One unit is occupied, the other two are vacant and cleared out. Clean slate ready for units to be turned and re-leased! This property consists of two 2-bed 1-bath units, and one 1-bed 1-bath unit. Units 1&2 on shared electric and gas, all 3 on shared water. Market rents for all units in the 2100-2300 range. (owner/agent)

    Ryan Niccum Riesig Realty

    48 Jackson St, Winchester, KY 40391
    • /54

      Est $774,243 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 745 Sq Ft

      7900 Ecton Rd, Winchester, KY 40391

      7900 Ecton Rd, Winchester, KY 40391
  • /34

    $252,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    216 Connie Ln, Winchester, KY 40391

    Liz Hodge Lifstyl Real Estate

    216 Connie Ln, Winchester, KY 40391
    • /39

      Not Listed For Sale

      • 4 Beds
      • 3 Baths

      2655 Two Mile Rd, Winchester, KY 40391

      2655 Two Mile Rd, Winchester, KY 40391
  • /37

    $299,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 1,936 Sq Ft

    848 Stratton Ln, Winchester, KY 40391

    Welcome to your next happy place—located in the heart of Winchester, just a short cruise to the energy of Lexington! This well-loved and beautifully updated 4-bedroom, 3-bath home has all the space and style you've been looking for.Step inside to a bright open floor plan where the kitchen flows into the living room—perfect for entertaining or just keeping an eye on the game while you cook. The

    Joey Hamilton EXP Realty LLC

    848 Stratton Ln, Winchester, KY 40391
    • /33

      Est $382,738 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,280 Sq Ft

      820 Little Stoner Rd, Winchester, KY 40391

      820 Little Stoner Rd, Winchester, KY 40391
  • /17

    $99,900 Pending

    • 3 Beds
    • 1 Bath
    • 1,030 Sq Ft

    977 Muddy Creek Rd, Winchester, KY 40391

    One story with basement located just outside downtown Winchester!!! With three bedrooms, one bath, and an unfinished basement, this home has charm that is ready to be had. Don't let this one slip by!!!

    Jason Szaks EXIT TOWN & COUNTRY REALTORS

    977 Muddy Creek Rd, Winchester, KY 40391

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