Homes for Sale near Winchester Christian Academy

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  /71

  $799,999

  • 4 Beds
  • 2.5 Baths
  • 5,290 Sq Ft

  186 Chardonnay Ct, Winchester, KY 40391

  Step into a world of both comfort and convenience with this beautiful 3/4 bedroom, two and one half bath, perfectly designed for relaxation and entertainment. Key features of this property include outdoor spaces to enjoy morning coffee or quiet evening chats. The cozy back porch extends your living space, ideal for dining and enjoying the tranquil surroundings, The beautifully designed patio

  

  Brenda Sipes

  WEICHERT REALTORS - ABG Properties

  (859) 813-4308

  186 Chardonnay Ct, Winchester, KY 40391
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  Explore Winchester Christian Academy

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  /14

  $312,975

  • 2 Beds
  • 1 Bath
  • 1,116 Sq Ft

  1363 Clintonville Rd, Winchester, KY 40391

  Here's your chance to own a rare 5-acre property in Clark County, one of Central Kentucky's most desirable areas. Tucked just minutes from downtown Winchester, the Hamburg corridor, and Lexington, this property blends convenience with the peacefulness of country living. Whether you're dreaming of building a brand-new home, expanding into a mini farm, or investing in future growth, this land gives

  

  Rebakah Goodpaster

  Keller Williams Legacy Group

  (859) 659-6863

  1363 Clintonville Rd, Winchester, KY 40391
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  /40

  $355,000

  • 3 Beds
  • 3 Baths
  • 2,166 Sq Ft

  115 Woodford Dr, Winchester, KY 40391

  Discover a perfect blend of comfort and elegance as you step inside this charming home. Sitting on a generous 1/4 acre lot, this property offers a peaceful retreat with space to relax and entertain both inside and out. The heart of the home is the airy and open kitchen, featuring an oversized island that is perfect for gathering and sharing a meal. A dedicated keeping room provides a cozy

  

  Brenda Sipes

  WEICHERT REALTORS - ABG Properties

  (859) 251-8500

  115 Woodford Dr, Winchester, KY 40391
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  /67

  $699,000

  • 3 Beds
  • 4 Baths
  • 4,123 Sq Ft

  1775 Irvine Rd, Winchester, KY 40391

  Just 12 minutes from Lexington, this charming home rests atop 5 acres of breathtaking rolling hills, offering a perfect mix of privacy, elegance, and convenience. The long private driveway may seem steep at first glance, but after a few trips, you'll find it feels completely natural, and the elevated vantage point rewards you with sweeping countryside views and unmatched tranquility, exactly the

  

  Oxana Lopetegui-Pineda

  Lifstyl Real Estate

  (859) 659-6462

  1775 Irvine Rd, Winchester, KY 40391
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  /117

  $3,175,000

  • 8 Beds
  • 7.5 Baths
  • 12,702 Sq Ft

  4664 Lexington Rd, Winchester, KY 40391

  Visitors to the farm are greeted by a substantial stone entry before traveling a gently winding path to the circular drive. There rests the grand residence, offering an ideal setting for entertaining family & friends. Ten minutes from Hamburg, the farm is located on the convenient Lexington/Winchester Road. Lovely views abound and the property retains remarkable privacy. The 13,500 square foot

  Zach Davis Kirkpatrick & Company

  4664 Lexington Rd, Winchester, KY 40391
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  /23

  $498,900

  2996/3056 Irvine Rd, Winchester, KY 40391

  Rare find! Gorgeous 25 acres of gently rolling land with a barn and creek is perfect for building your dream home and creating your homestead! Don't miss this opportunity! This is farm is conveniently located 20 miles from Hamburg and 5 miles from the Winchester bypass. No city sewage. Deed restrictions apply. Relax and enjoy the spectacular views. Get ready to enjoy life! Land consists of 2

  Lura Justice Rector Hayden Realtors

  2996/3056 Irvine Rd, Winchester, KY 40391
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  /37

  $384,000

  • 4 Beds
  • 2.5 Baths
  • 2,244 Sq Ft

  213 Hood Ave, Winchester, KY 40391

  This newly updated 4-bedroom home with lots of character sits in an established neighborhood on just under a half-acre lot in the heart of Winchester. Located less than a 5-minute walk to the Winchester Country Club. Great space with over 2200 square feet with lots of storage space and a 2-car garage. Step inside and check out all the updates! New HVAC system, new concrete front porch, updated

  Tonya Skeens RE/MAX Elite Lexington

  213 Hood Ave, Winchester, KY 40391
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  /70

  $335,000 Open Sat 3PM - 5PM

  • 6 Beds
  • 4 Baths
  • 3,544 Sq Ft

  297 S Main St, Winchester, KY 40391

  Completely remodeled duplex offering over 3,400 sq. ft. of living space! Featuring 6 bedrooms and 4 bathrooms, this property has been fully updated with granite countertops, new appliances, fresh flooring, and paint throughout. The layout is bright and inviting with plenty of natural light. Enjoy the covered front porch, separate utility room, and unfinished basement for extra storage or future

  Silvia Torres Tru Life Real Estate

  297 S Main St, Winchester, KY 40391
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  /31

  $365,000

  • 3 Beds
  • 3 Baths
  • 1,832 Sq Ft

  536 S Maple St, Winchester, KY 40391

  No Expense was spared on this beautiful, updated home! The Living Room showcases new hardwood flooring and an electric fireplace with changing lights to set the mood! Updated kitchen with new white cabinets, granite counter tops, tile backsplash and all new appliances for easy entertaining! A dining room with a pantry make storage and dinner a breeze! 3 generous sized bedrooms, 3 full bathrooms

  Whitney Ensor Ensor Real Estate, LLC

  536 S Maple St, Winchester, KY 40391
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  /51

  $359,000

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

  356 Boone Ave, Winchester, KY 40391

  **Step into timeless elegance in the heart of downtown Winchester!** This stunning 4-bedroom, 3-full-bath home on historic Boone Avenue has been *completely renovated* while thoughtfully preserving its historic charm. High ceilings, original woodwork, and classic architectural details blend seamlessly with modern updates, offering the best of both worlds. The spacious floor plan features a

  Elizabeth Hodge Lifstyl Real Estate

  356 Boone Ave, Winchester, KY 40391
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  /14

  $394,999

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  408 Corinne Ct, Winchester, KY 40391

  Come see this immaculate 3 bedroom, 2 bath single-story ranch with an open-concept split bedroom layout and 1,604 square feet of living space. This home has been beautifully maintained and is ready for its next owner. Inside you will find laminate and tile floors and stainless steel appliances that make daily living easy and stylish. The spacious design flows seamlessly, creating a bright and

  Caleb Gonzalez The Brokerage

  408 Corinne Ct, Winchester, KY 40391
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  /37

  $350,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft

  103 Mayfair Ct, Winchester, KY 40391

  This well-maintained ranch offers 3 bedrooms, 2 full baths, and a 3-car garage that's insulated, heated, and wired with a — Looks good. The garage has a 100amp service, 3each. 220v 30amp breakers—ideal for hobbies or extra storage. The property sits on a great lot with a fenced-in backyard, perfect for both privacy and entertaining. Inside, the split-bedroom design separates the secondary

  Carlos Elliott Tru Life Real Estate

  103 Mayfair Ct, Winchester, KY 40391
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  /64

  $440,000

  • 5 Beds
  • 2.5 Baths
  • 2,924 Sq Ft

  1857 Ironworks Rd, Winchester, KY 40391

  Get a piece of Bluegrass heaven in this move-in ready modern farmhouse on just under 5acres in Clark County. Dreaming of the country life? This is it, originally built in 1865 this timeless home has been completely updated and seamlessly blended the history with modern elegant design and livability. Classic farmhouse style with tons of natural light that bring the outside in. Spacious great room

  Meredith Walker Bluegrass Sotheby's International Realty

  1857 Ironworks Rd, Winchester, KY 40391
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  /58

  $457,900

  • 3 Beds
  • 2.5 Baths
  • 2,961 Sq Ft

  42 Mockingbird Valley Rd, Winchester, KY 40391

  The term 'Move In Ready' really and truly applies here at 42 Mockingbird Valley Road! Versatility, Family Friendly, Well Constructed and Maintained, Mature Landscaping and Quiet Location are among the many attributes you'll find. This beautiful one level home on a full basement is ready for your personal touches.Sparking hardwood floors throughout will highlight and set off your furniture

  Markus Cross Keller Williams Commonwealth

  42 Mockingbird Valley Rd, Winchester, KY 40391
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  /19

  $410,000

  • 4 Beds
  • 2.5 Baths
  • 3,806 Sq Ft

  410 Lyon Dr, Winchester, KY 40391

  Presenting this lovely, move in ready brick ranch on a full walkout basement located in a desirable neighborhood within minutes to downtown, schools, and the bypass. With four bedrooms and three bathrooms, a large updated kitchen, and spacious finished basement, this home has space for everyone! Meticulously maintained, and thoughtfully updated with new floors, fresh paint, new windows and more!

  Natalie Nohel CENTURY 21 Advantage Realty

  410 Lyon Dr, Winchester, KY 40391
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  /82

  $429,000

  • 4 Beds
  • 3.5 Baths
  • 2,637 Sq Ft

  397 Calmes Blvd, Winchester, KY 40391

  This stunning, renovated home is move-in ready and packed with upgrades that make it an absolute must-see! Step inside and enjoy the fresh, modern feel of the newly painted interior, with updated flooring throughout—including brand-new flooring in the basement, kitchen, and upstairs hall, along with plush new carpet on the upper level. The two remodeled bathrooms feature sleek finishes that add a

  Omar Shalash Tru Life Real Estate

  397 Calmes Blvd, Winchester, KY 40391
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  /67

  $539,000

  • 4 Beds
  • 2.5 Baths
  • 3,989 Sq Ft

  415 David Ln, Winchester, KY 40391

  Location, location, location!! This house, 415 David Lane, is located in the most sought after neighborhood, Stoneybrook. It is approximately 20 minutes from the Hamburg area of Lexington and minutes from the I-75 corridor. Enter the house from the welcoming front porch to a entryway and notice immediately the gleaming hardwood floors and the stairway leading to the second floor. The primary

  Craig Bridgewater Bridgewater Real Estate

  415 David Ln, Winchester, KY 40391
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  /53

  $459,000

  • 4 Beds
  • 3 Baths
  • 2,844 Sq Ft

  129 Lana Ln, Winchester, KY 40391

  Open House -Sunday 1-3 p.m.! Stunning renovated 4-BR,3BA brick ranch with walkout basement, in-ground pool & pool house! This home has undergone extensive remodeling to improve traffic flow while preserving distinct living spaces. These updates create a seamless and intuitive flow through, enhancing both functionality and style! Recent Improvements and Updates-fully remodeled kitchen, bathrooms,

  Jo Gawthrop Keller Williams Bluegrass Realty

  129 Lana Ln, Winchester, KY 40391
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  /9

  $365,000

  • 3 Beds
  • 2.5 Baths
  • 2,868 Sq Ft

  508 Boone Ave, Winchester, KY 40391

  3 bedroom, 2 1/2 bath brick home in Witherspoon Subdivision. New roof, new freeze resistant water lines, new heat and air, new appliances, and backsplash. Full basement with double space garage. Spacious formal living room and separate formal dining room. Great room includes breakfast area and sitting area, and fireplace. Large master ensuite includes closet with plenty of storage space.

  Donna C. Slone-Crumbie Wright Realty

  508 Boone Ave, Winchester, KY 40391
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  /24

  $340,000

  • 4 Beds
  • 2.5 Baths
  • 2,008 Sq Ft

  118 Strawberry Ln, Winchester, KY 40391

  Welcome Home!Kick back and relax on either the covered front porch or the spacious back patio of this charming 4-bedroom, 2.5-bath home. Perfectly positioned in a prime, central location. Just a short drive to Lexington, and only minutes from shopping, dining, schools, the hospital, and easy access to I-64 and the bypass, this home offers the perfect blend of comfort and

  Susan Baldwin Rector Hayden Realtors

  118 Strawberry Ln, Winchester, KY 40391
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  /58

  $350,000

  • 4 Beds
  • 2.5 Baths
  • 2,179 Sq Ft

  205 Chardonnay Ct, Winchester, KY 40391

  This charming 4-bedroom, 2.5-bath home with a classic white picket fence sits on a quiet cul-de-sac in Fontaine Estates. Inside, the versatile layout offers space for every occasion—a formal dining room for special gatherings, a bright sunroom for morning coffee, a comfortable living room, and a cozy family room featuring a masonry fireplace with built-ins. The eat-in kitchen is perfect for

  Janna Smith United Real Estate Bluegrass

  205 Chardonnay Ct, Winchester, KY 40391
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  /36

  $360,000

  • 2 Beds
  • 2 Baths
  • 1,568 Sq Ft

  208 Citation Ct, Winchester, KY 40391

  One owner, all electric, 2 BR/2Ba ranch with a bonus room that could be an office or a third bedroom. The open floor great room with ample windows to brighten it supports the handicapped features of the primary bedroom, primary bathroom, garage and more. Enjoy the large pantry off the kitchen area and the island that has room to slide a chair under. (see photos) Kitchen appliances include

  Garnett Davis Tom Goebel & Company

  208 Citation Ct, Winchester, KY 40391
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  /42

  $399,900

  • 4 Beds
  • 3.5 Baths
  • 2,718 Sq Ft

  210 College St, Winchester, KY 40391

  Welcome to one of Winchester's most iconic and award-winning homes—a stunning 4-bedroom, 3.5-bath historic residence spanning over 2,700 square feet. This exceptional property, recipient of a Historic Preservation Award, beautifully balances timeless character with modern comfort. From the moment you step onto the newly built wide front porch, the home's undeniable charm begins to unfold. Inside,

  Erin Lewis Christies International Real Estate Bluegrass

  210 College St, Winchester, KY 40391
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  /18

  $389,900

  • 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
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  /13

  $340,000

  • 6 Beds
  • 4 Baths
  • 4,456 Sq Ft

  410 W Lexington Ave, Winchester, KY 40391

  Estate Sale. Selling 'AS IS', in 2024 new roof, walls repaired and freshly painted throughout.Great home for a growing family, covered front porch, 10-foot ceilings upstairs and down, handicap ramp, ample parking in rear. Motivated seller, call for your private showing today

  Melisa McDonald Wrenn Realty

  410 W Lexington Ave, Winchester, KY 40391
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  /4

  $369,900 New Construction

  • 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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  /3

  $380,000 New Construction

  • 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

  Rex Hall United Real Estate Bluegrass

  270 Evergreen Dr, Winchester, KY 40391
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  /3

  $380,000 New Construction

  • 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
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  /3

  $345,000 New Construction

  • 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
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  /2

  $345,000 New Construction

  • 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
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  /3

  $380,000 New Construction

  • 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
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  /29

  $252,500

  • 4 Beds
  • 2 Baths
  • 1,593 Sq Ft

  306 Snowden Dr, Winchester, KY 40391

  Home is quietly nestled within the Wesleyan Park subdivision just off the Winchester Bypass. While convenient location is obvious this home boast many updates throughout. Including flooring, appliances, New roof, HVAC, Water heater and so much more. Schedule your showing while you can!

  Michael Hilario The Agency

  306 Snowden Dr, Winchester, KY 40391
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  /46

  $284,900

  • 3 Beds
  • 2 Baths
  • 1,454 Sq Ft

  165 Hilltop Dr, Winchester, KY 40391

  This stunning property is ideally located and is an absolute must see! This lovely home is located on over a quarter acre lot with gorgeous farm views. Featuring an open floor plan that is perfect for entertaining, a beautiful kitchen with granite countertops, stainless appliances, and a large island. The primary suite offers a large en-suite full bath with a double bowl raised vanity. This

  Tyson Walters Kassie & Associates

  165 Hilltop Dr, Winchester, KY 40391
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  /4

  $64,900

  • Land
  • 0.64 Acre
  • $101,406 per Acre

  102 Royal Oak Dr, Winchester, KY 40391

  A Unique Opportunity to Build your Dream Home in the Estate Section of Royal Oaks in Clark County. Situated on..64 acres of land and Conveniently located off Exit 96 on I-64, with close proximity to the Industrial Park, Shopping, Dining and downtown Winchester. Call listing agent for additional details and information on the few lots left to build on in this subdivision!

  Melia Hord Keller Williams Bluegrass Realty

  102 Royal Oak Dr, Winchester, KY 40391
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  /4

  $64,900

  • Land
  • 0.52 Acre
  • $124,808 per Acre

  101 Royal Oak Dr, Winchester, KY 40391

  A Unique Opportunity to Build your Dream Home in the Estate Section of Royal Oaks in Clark County. Situated on..52 acres of land and Conveniently located off Exit 96 on I-64, with close proximity to the Industrial Park, Shopping, Dining and downtown Winchester. Call listing agent for additional details and information on the few lots left to build on in this subdivision!

  Melia Hord Keller Williams Bluegrass Realty

  101 Royal Oak Dr, Winchester, KY 40391
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  /10

  $215,000

  211 Ashton Oak Way, Winchester, KY 40391

  Here is the Blank Canvas to build your Dream Home in the Plantation Subdivision. This two story brick building, formerly the Sales Office for the Subdivision, has been gutted to offer the unique opportunity to build a 3118 Sq Ft Home consisting of Four Bedrooms, Two and Half Baths, an open concept on the main level with the addition of a two car garage. Contact listing agent to discuss current

  Melia Hord Keller Williams Bluegrass Realty

  211 Ashton Oak Way, Winchester, KY 40391
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  /34

  $312,750

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft

  123 Strawberry Ln, Winchester, KY 40391

  Priced below recent appraisal this almost new 3 bed 2 bath open layout ranch. This split bedroom design places two bedrooms and the hall bath off the entry and the primary bedroom suite at the rear of the home. The central kitchen offers both a breakfast area and countertop dining at the island, and opens to the family room. Granite kitchen counter tops with stainless steel 50/50 under-mount sink

  Joseph Smallwood Christies International Real Estate Bluegrass

  123 Strawberry Ln, Winchester, KY 40391
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  /32

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,958 Sq Ft

  727 Terry Dr, Winchester, KY 40391

  Located near the end of a quiet cul-de-sac, this brick ranch features a finished basement and loads of character—completely move-in ready! Step inside to an inviting open-concept living, dining, and kitchen area with high ceilings and a warm wood beam accent. Hardwood and tile flooring run throughout the home, plus don't miss the granite countertops in the kitchen. Down the hall are 3 bedrooms,

  Michelle Blackburn RE/MAX Creative, Winchester

  727 Terry Dr, Winchester, KY 40391
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  /13

  $270,000

  • 5 Beds
  • 3 Baths
  • 2,445 Sq Ft

  130 E Broadway St, Winchester, KY 40391

  Wonderful investment opportunity! Cash flowing triplex located in the heart of Winchester. One unit has just been renovated and is ready for a new tenant. The other two have longstanding tenants who pay every month. Great price for the rent potential!

  Andrew Jarvis Lifstyl Real Estate

  130 E Broadway St, Winchester, KY 40391
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  /42

  $169,000

  • 2 Beds
  • 1 Bath
  • 1,046 Sq Ft

  2317 Muddy Creek Rd, Winchester, KY 40391

  Want a home with a couple of acres close to town? Then this one is for you! Located just outside of the city limits, this ranch style home offers a large living room that opens into an updated eat-in kitchen , 2 Bedrooms , 1-Bath, plus unfinished basement on a 2-Acre Lot. Step into the backyard and enjoy the view of the creek and wooded area. Plus you have a detached garage with covered

  Kathy Burton Coldwell Banker McMahan

  2317 Muddy Creek Rd, Winchester, KY 40391

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