Winchester, KY Homes

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  /65

  Est $987,138 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 4,258 Sq Ft

  485 Combs Ferry Rd, Winchester, KY 40391

  485 Combs Ferry Rd, Winchester, KY 40391
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  /77

  $464,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,495 Sq Ft

  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 home features 3 large

  R Tyson Walters Kassie & Associates

  275 Runnymeade Dr, Winchester, KY 40391
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  /84

  Est $433,180 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 3,149 Sq Ft

  2845 Schollsville Rd, Winchester, KY 40391

  2845 Schollsville Rd, Winchester, KY 40391
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  /22

  $196,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,164 Sq Ft

  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, 2-bath

  Jeremy Perryman United Real Estate Bluegrass

  116 Linden Ave, Winchester, KY 40391
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  /17

  Est $164,979 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,530 Sq Ft

  121 Lindberg Ave, Winchester, KY 40391

  121 Lindberg Ave, Winchester, KY 40391
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  /36

  $355,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,910 Sq Ft

  1173 Lafayette Blvd, Winchester, KY 40391

  It's your lucky day! Due to no fault of the home, this great property is back on the market! Don't miss this lovely 3-bedroom, 2.5-bath ranch home in a family oriented neighborhood. Step inside to a formal dining room and a spacious living room featuring a vaulted ceiling and cozy gas log fireplace and hardwood floors. The eat-in kitchen boasts granite countertops, a pantry, and newer stainless

  Janna Chalfant Smith United Real Estate Bluegrass

  1173 Lafayette Blvd, Winchester, KY 40391
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  /14

  Est $144,272 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,250 Sq Ft

  109 4th St, Winchester, KY 40391

  109 4th St, Winchester, KY 40391
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  /70

  $429,900 Pending

  • 4 Beds
  • 3 Baths
  • 2,952 Sq Ft

  4353 Boonesboro Rd, Winchester, KY 40391

  WELCOME HOME - Discover your private retreat on almost 1.3 acres! This spacious brick home offers modern comfort with granite kitchen countertops, an open layout, and Whirlpool appliances on the main level. A fully equipped second kitchen downstairs, alongside a versatile'man cave' room, provides ample space for entertaining or mullti-generational living. With 4 bedrooms, there is a bonus room

  Gail Cleaver United Real Estate Bluegrass

  4353 Boonesboro Rd, Winchester, KY 40391
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  /3

  Est $349,567 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,478 Sq Ft

  146 Gibson Way, Winchester, KY 40391

  146 Gibson Way, Winchester, KY 40391
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  /40

  $289,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  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
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  /28

  Est $190,043 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,245 Sq Ft

  125 Lindberg Ave, Winchester, KY 40391

  125 Lindberg Ave, Winchester, KY 40391
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  /3

  $59,000 Pending

  • Land
  • 1.69 Acres
  • $34,911 per Acre

  200 Tartan Ct, Winchester, KY 40391

  Over 1.6 acres of conveniently located multi-family property ready for your new builds. Property is accessible from 2 streets. Tartan Ct and Porter Ct

  Louis Baldwin Rector Hayden Realtors

  200 Tartan Ct, Winchester, KY 40391
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  /49

  Est $550,854 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,016 Sq Ft

  147 Hawthorne Dr, Winchester, KY 40391

  147 Hawthorne Dr, Winchester, KY 40391
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  /33

  $299,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 1,876 Sq Ft

  107 Morning Glory Ct, Winchester, KY 40391

  Move-in ready and waiting for you! This stunning split-foyer home in McClure Manor offers everything you need for comfortable living. Featuring 4 bedrooms and 2.5 baths, this home provides ample space for everyone. The inviting living room flows seamlessly into a well-appointed kitchen with stainless steel appliances, while the downstairs family room offers additional space to relax and

  Jonathan Wood HomeLand Real Estate Inc - Mt Sterling

  107 Morning Glory Ct, Winchester, KY 40391
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  /27

  Est $320,453 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,794 Sq Ft

  107 Bella Ct, Winchester, KY 40391

  107 Bella Ct, Winchester, KY 40391
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  /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
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  /19

  Est $253,728 Not Listed For Sale

  7055 Bybee Rd, Winchester, KY 40391

  7055 Bybee Rd, Winchester, KY 40391
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  /8

  $94,900 Pending

  • 2 Beds
  • 1 Bath
  • 1,332 Sq Ft

  120 E Lexington Ave, Winchester, KY 40391

  Fixer upper with huge potential. In-house financers, investors or cash buyers only. No FHA, RHS, VA, conventional, etc. Home needs work, but has a good foundation, a dry crawl space, mostly 10-foot interior ceilings, partial hardwood floors, vinyl clad multi-pane windows and great bones. Renovate this one and profit!!

  Sondra Clark Taylor Real Estate, LLC

  120 E Lexington Ave, Winchester, KY 40391
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  /9

  Est $208,099 Not Listed For Sale

  1200 Craig Crossing Rd, Winchester, KY 40391

  1200 Craig Crossing Rd, Winchester, KY 40391
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  /3

  $685,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  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
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  /9

  Est $363,174 Not Listed For Sale

  1055 Craig Crossing Rd Unit Lot 33, Winchester, KY 40391

  1055 Craig Crossing Rd Unit Lot 33, Winchester, KY 40391
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  /11

  $195,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,830 Sq Ft

  25 Hays St, Winchester, KY 40391

  Investors!! Here is a chance to increase your portfolio with this Income Producing Triplex Downtown Winchester! Has always been 100% occupied generating $2,345/mo but with rent increases/new tenant, New monthly will be $2,740/mo. Units are as follows: Studio/1BA; 2B/1Ba; 2B/1.5 Ba. Tenants considered to be long term tenants. Additional side yard identified as Lot #9 included. Sold AS IS. Please

  Chase Pennington Team Pannell Real Estate

  25 Hays St, Winchester, KY 40391
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  /9

  Est $221,559 Not Listed For Sale

  1135 Craig Crossing Rd, Winchester, KY 40391

  1135 Craig Crossing Rd, Winchester, KY 40391
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  /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
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  /9

  Est $123,879 Not Listed For Sale

  611 Craig Crossing Rd, Winchester, KY 40391

  611 Craig Crossing Rd, Winchester, KY 40391
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  /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
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  /9

  Est $217,666 Not Listed For Sale

  870 Craig Crossing Rd, Winchester, KY 40391

  870 Craig Crossing Rd, Winchester, KY 40391
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  /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
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  /9

  Est $305,139 Not Listed For Sale

  1095 Craig Crossing Rd, Winchester, KY 40391

  1095 Craig Crossing Rd, Winchester, KY 40391
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  /3

  $30,000 Pending

  • Land
  • 0.41 Acre
  • $73,171 per Acre

  308 Duclair Dr, Winchester, KY 40391

  This .41 acre lot is located on a cul-de-sac in the residential neighborhood of Mallard Place. Bring your house plans! Build your new home right here!

  Craig Bridgewater Bridgewater Real Estate

  308 Duclair Dr, Winchester, KY 40391
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  /9

  Est $181,073 Not Listed For Sale

  830 Craig Crossing Rd, Winchester, KY 40391

  830 Craig Crossing Rd, Winchester, KY 40391
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  /2

  $300,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,394 Sq Ft

  209 Locust Grove Rd, Winchester, KY 40391

  For comp purposes

  Lindsay Barsotti ERA Select Real Estate

  209 Locust Grove Rd, Winchester, KY 40391
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  /10

  Not Listed For Sale

  4655 Combs Ferry Rd, Winchester, KY 40391

  4655 Combs Ferry Rd, Winchester, KY 40391
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  /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
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  /24

  Est $1,785,529 Not Listed For Sale

  • 3 Beds
  • 2 Baths

  2520 Pilot View Rd, Winchester, KY 40391

  2520 Pilot View Rd, Winchester, KY 40391
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  /28

  $237,500

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  108 Sturbridge Ln, Winchester, KY 40391

  Gorgeous one story home located just off the Winchester Bypass. This lovely home has three bedrooms and two full baths with a two car attached garage and deck out back. Fenced in yard!!!! Don't miss out; this one will go FAST!!! NOTE: Property must be listed for 5 days before seller will look at any offers

  Jason Szaks EXIT TOWN & COUNTRY REALTORS

  108 Sturbridge Ln, Winchester, KY 40391
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  /8

  Est $233,105 Not Listed For Sale

  13555 Irvine Rd, Winchester, KY 40391

  13555 Irvine Rd, Winchester, KY 40391
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  /13

  $40,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  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
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  /39

  Est $105,649 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 928 Sq Ft

  543 Constitution Dr, Winchester, KY 40391

  543 Constitution Dr, Winchester, KY 40391
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  /8

  Est $125,139 Not Listed For Sale

  9840 Ironworks Rd, Winchester, KY 40391

  9840 Ironworks Rd, Winchester, KY 40391

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