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3-Bedroom Homes for Sale in Winchester, KY

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  • /51

    $575,000

    • 3 Beds
    • 4 Baths
    • 3,160 Sq Ft

    520 Gay Evans Rd, Winchester, KY 40391

    Custom-built, 1-owner home nestled on 4.29 private acres minutes from Winchester & I-64. Located on a peaceful lane, this handsome ranch w/partially finished basement offers a bright & welcoming space that you will want to call home. The home boasts Hardie board-type siding/brick, Anderson windows, UPDATED 2025 shingles & a spacious front porch for relaxing. Inside, 9' & vaulted ceilings create

    Agent Photo

    Robin Jones

    Keller Williams Legacy Group

    (859) 577-7692

    520 Gay Evans Rd, Winchester, KY 40391
  • /77

    $464,900

    • 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

    R Tyson Walters Kassie & Associates

    275 Runnymeade Dr, Winchester, KY 40391
  • /13

    $459,000

    • 3 Beds
    • 3 Baths
    • 4,260 Sq Ft

    207 Bentbrook Ct, Winchester, KY 40391

    Spacious Ranch with Pool & Finished BasementOver 4,200 sq ft of versatile living space on a quiet cul-de-sac—perfect for large or multigenerational families!Main Features:• 3 bedrooms on the main floor, including a large primary suite• Ensuite with soaking tub, separate shower, double vanity & walk-in closet• Open living room with wood-burning fireplace & stone surround•

    Melodie Lincavage RE/MAX Elite Realty

    207 Bentbrook Ct, Winchester, KY 40391
  • /73

    $339,900 Open Sun 1PM - 3PM

    • 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 vinyl plank flooring spills into the spacious kitchen area which features an oversized

    Josh Wood Freedom Realty & Property Mgt

    407 Fairholme Way, Winchester, KY 40391
  • /41

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,890 Sq Ft

    525 Lasalle Ct, Winchester, KY 40391

    Don't miss this charming ranch on a walkout basement nestled in one of the most desirable neighborhoods in Winchester. This open floor plan home offers a first floor primary with two additional bedrooms on the main floor. A spacious kitchen is the heart of the home with room to cook and converse with guests. The basement offers the best of both worlds with another living area and a flex space

    Lindsay Barsotti ERA Select Real Estate

    525 Lasalle Ct, Winchester, KY 40391
  • /42

    $450,000

    • 3 Beds
    • 2 Baths
    • 2,120 Sq Ft

    485 Mccullough Ln, Winchester, KY 40391

    The Homestead you have been looking for. Farmhouse in the country. This beauty is just 6 miles from the interstate. Spacious 5.72 acres on this mini farm. It is located at the end of McCullough Lane. This three bedroom 2 bath home has 2,120 square feet. There is a beautiful 9 feet deep inground pool. The pool had a new liner and equipment installed 3 years ago. Inside you will find 3 fireplaces

    Dale Hatton Dream Maker Realty, LLC

    485 Mccullough Ln, Winchester, KY 40391
  • /75

    $334,900 Open Sun 1PM - 3PM

    • 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
  • /62

    $384,700 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    309 Gallahadion Ct, Winchester, KY 40391

    This beautiful home located in desirable Fairholme Estates is a must see!! Amazing open floor plan with kitchen granite countertops, a large island and upgraded Frigidaire Elite Stainless Appliances. The waterproof Pergo laminate flooring is throughout the home. Don't miss the primary bedrooms with walk in closet, double sinks and tile shower in the bathroom. The two car garage is located on

    Josh Wood Freedom Realty & Property Mgt

    309 Gallahadion Ct, Winchester, KY 40391
  • /26

    $349,000

    • 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
  • /43

    $499,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,414 Sq Ft

    430 Fairholme Way, Winchester, KY 40391

    Nestled in the serene landscape of Kentucky, is this stunning 1 1/2 story brick home. It offers the perfect blend of elegance and modern comfort. This inviting home offers a timeless appeal that harmonizes beautifully with the tranquil surroundings. It's located on the outskirts of town, in a quiet neighborhood, making it the perfect retreat from the hustle and bustle of life. It's perfect

    Robyn Bradley Woods Realty Group

    430 Fairholme Way, Winchester, KY 40391
  • /44

    $330,000

    • 3 Beds
    • 2 Baths
    • 2,459 Sq Ft

    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
  • /40

    $326,000

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

    1831 Kiddville Rd, Winchester, KY 40391

    Newly renovated! This beautiful three-bedroom two-bath home boasts Acacia wood plank flooring, custom kitchen cabinets with LED lighting, stainless-steel appliances, a vent-free gas fireplace, a primary bedroom located on the first floor with a large walk-in closet and a full master bathroom, equipped with a double walk-in shower and two sinks. The 3/4-acre lot features TWO buildings for all your

    Derrick Simpson CENTURY 21 Advantage Realty

    1831 Kiddville Rd, Winchester, KY 40391
  • /58

    $319,000

    • 3 Beds
    • 1.5 Baths
    • 2,240 Sq Ft

    19 Valley Ct, Winchester, KY 40391

    This beautiful home has been completely redone. New flooring, HVAC, and much more. It also has new Whirlpool appliances. Three bedrooms upstairs and plenty of room in the basement to make 3 more. This home is in a well established neighborhood and close to several amenities. Just minutes from the Winchester Bypass, golf courses, and Boonseborough State Park. Come take look at your new home today.

    Dale Hatton Dream Maker Realty, LLC

    19 Valley Ct, Winchester, KY 40391
  • /27

    $224,900

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

    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 the

    Nena Honaker Tom Goebel & Company

    13 Fairview Ave, Winchester, KY 40391
  • /22

    $229,000

    • 3 Beds
    • 2 Baths
    • 1,210 Sq Ft

    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
  • /27

    $290,000

    • 3 Beds
    • 2.5 Baths
    • 1,690 Sq Ft

    602 Laura Dr, Winchester, KY 40391

    Is it summer yet? This updated ranch is perfect entertaining, featuring an in-ground pool and walk-out basement. Just 10 minutes from Hamburg, enjoy all the perks of Lexington in a quiet neighborhood just over the county line. This all-brick ranch home features 3 bedrooms, 3 bathrooms and a backyard perfect for a summer BBQ. Seller has made numerous upgrades, including all-new vinyl flooring on

    Ryan O'Gara Real Broker, LLC

    602 Laura Dr, Winchester, KY 40391
  • /24

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,644 Sq Ft

    114 Bayberry Ln, Winchester, KY 40391

    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
  • /54

    $540,000

    • 3 Beds
    • 2.5 Baths
    • 2,020 Sq Ft

    1778 Elkin Rd, Winchester, KY 40391

    Peaceful Living on 8.83 aces of gently rolling hills in the heart of Kentucky. Breathtaking countryside features a charming home that offers peace, privacy and serene surroundings. Whether you're dreaming of a small hobby farm, a quiet artist retreat or just want space to breathe. This is the place. Wake up to birdsong, watch deer wander at dusk and soak in the golden sunsets from your own

    Valeria Kaidanov Pacesetters Real Estate

    1778 Elkin Rd, Winchester, KY 40391
  • /16

    $210,000

    • 3 Beds
    • 2 Baths
    • 1,526 Sq Ft

    128 Alabama St, Winchester, KY 40391

    Charm meets convenience in this delightful newly renovated home! Experience city living at its finest with the tranquility of your own spacious backyard, yet be within walking distance to shops and restaurants! Step inside the living room and let the natural light peeking through the large windows welcome you home. With a bedroom on the main floor, two bedrooms upstairs, and a bonus room that

    Paul Eads Woods Realty Group

    128 Alabama St, Winchester, KY 40391
  • /15

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,463 Sq Ft

    234 Prescott Ln, Winchester, KY 40391

    Welcome Home! This stunning 1.5-story home is ready for its next owner! The primary suite is conveniently located on the ground floor, featuring a large walk-in closet for all your storage needs. The cozy living room boasts vaulted ceilings, creating an open, airy feel, while the brand-new tile shower in the full downstairs bathroom adds a touch of modern elegance. Upstairs, you'll find two

    Darrell Tackett Dream Maker Realty, LLC

    234 Prescott Ln, Winchester, KY 40391
  • /12

    $199,000

    • 3 Beds
    • 2 Baths
    • 1,238 Sq Ft

    24 Fairview Ave, Winchester, KY 40391

    This lovely ranch home just a mile from downtown Winchester and the new bypass. All major house systems are around 2 years old- the heating and cooling system, hot water heater, appliances, tiled bath and vanities and plumbing. This is a perfect home for someone downsizing or a first time home buyer. Schedule your showing today.

    Tracey Goebel Tom Goebel & Company

    24 Fairview Ave, Winchester, KY 40391
  • /50

    $285,000

    • 3 Beds
    • 2 Baths
    • 1,928 Sq Ft

    113 Olde Potomac Ave, Winchester, KY 40391

    This phenomenal property has had so many updates including the addition of a full bath on the second floor, an updated electric panel, including new wiring throughout the entire home and added electrical outlets, a heat pump for the second floor (there is gas heat on the first floor) and a walk-in closet for the master bedroom on the first floor. The owners have given attention to every

    Susan Colwell Colwell Realty Professionals

    113 Olde Potomac Ave, Winchester, KY 40391
  • /23

    $249,900

    • 3 Beds
    • 3 Baths
    • 2,536 Sq Ft

    244 Bay Hill Ct, Winchester, KY 40391

    A super rare opportunity to own a townhome with all the luxuries and space of a single family home! From the open floor plan to the gleaming hardwood floors, this home has so much to offer! With three bedrooms on the main floor and a potential fourth on the lower level, this home has room for everyone. Whether you like to play inside or out there's room for both. The basement has a huge bonus

    Destiny Darby Keller Williams Commonwealth

    244 Bay Hill Ct, Winchester, KY 40391
  • /46

    $229,500

    • 3 Beds
    • 2 Baths
    • 1,167 Sq Ft

    115 Georgia St, Winchester, KY 40391

    ✨ ''Warm, inviting, and full of character—your dream home awaits!'' 🔥 ''Cozy up by the fireplace in a home that feels like home!'' 🏡 ''Classic charm meets modern convenience in this Winchester gem!'' 🌳 ''Tranquility meets accessibility—peaceful neighborhood, minutes from downtown!'' 🚗 ''Detached garage = extra storage, workspace, and convenience!'' 💎

    Darrell Tackett Dream Maker Realty, LLC

    115 Georgia St, Winchester, KY 40391
  • /24

    $224,000

    • 3 Beds
    • 1 Bath
    • 1,420 Sq Ft

    13365 Ironworks Rd, Winchester, KY 40391

    Charming and fully renovated, this 3-bedroom, 1-bathroom home offers the perfect blend of modern style and cozy comfort. With a fresh white exterior accented in black and a brand-new metal roof, it stands out with timeless curb appeal and lasting durability.Inside, every detail has been thoughtfully updated, from the sleek modern kitchen to the stylish lighting fixtures that brighten the

    Joshua Davis The Agency

    13365 Ironworks Rd, Winchester, KY 40391
  • /24

    $189,900

    • 3 Beds
    • 1 Bath
    • 1,044 Sq Ft

    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
  • /16

    $175,000

    • 3 Beds
    • 2 Baths
    • 1,072 Sq Ft

    117 Buffalo Trace, Winchester, KY 40391

    NEW Price Reduction!!! Perfect 3 Bedroom 2 Bathroom Home For A First Time HomeBuyer Or Someone Downsizing. Location Is Convenient To The Interstate, Shopping And Downtown! Nice Size Backyard And Plenty Of Parking In The Front. Shed In The Backyard Is Included. Make This Beautiful And Affordable Home Yours Before The Holidays!

    Patrick Arvin Keller Williams Commonwealth

    117 Buffalo Trace, Winchester, KY 40391
  • /48

    $274,000

    • 3 Beds
    • 2 Baths
    • 1,256 Sq Ft

    40 N Burns Ave, Winchester, KY 40391

    This stunning fully remodeled 3-bedroom, 2-bathroom home is move-in ready with top-to-bottom updates. Every detail has been thoughtfully upgraded, from the modern lighting in every room to the brand-new flooring and fresh paint throughout. The kitchen is a standout with granite countertops, new cabinetry, and brand-new appliances, while the bathrooms boast quartz countertops and elegant tiled

    Ernesto Martinez Berkshire Hathaway HomeServices Foster Realtors

    40 N Burns Ave, Winchester, KY 40391
  • /77

    $725,000

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

    1775 Irvine Rd, Winchester, KY 40391

    Own the most charming home atop a scenic hill at Blue Ridge Manor—a breathtaking 5.13-acre retreat where modern comfort meets classic elegance. As you drive up the long, private driveway, you'll feel like you're entering your own exclusive retreat, a sanctuary of peace and tranquility. Lovingly maintained by its original owner for the past 30 years, this beautifully renovated brick home (updated

    Oxana Lopetegui-Pineda Lifstyl Real Estate

    1775 Irvine Rd, Winchester, KY 40391
  • /24

    $339,500

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

    360 N Middletown Rd, Winchester, KY 40391

    More photos to come!!! Investment Opportunity! This is the Child Listing. 2 Parcels listed for $339,500 (MLS listing #s 25005575 and 25005577). 2 Manufactured double-wide homes on permanent foundations sitting on ten acres in Clark County KY. Both properties, 374 and 360 N. Middletown Rd., are being offered together. (Child listing is 360 N. Middletown Rd). Mature garden and LOTS of potential.

    Danielle Haggard Keller Williams Commonwealth

    360 N Middletown Rd, Winchester, KY 40391
  • /29

    $339,500

    • 3 Beds
    • 2 Baths
    • 1,719 Sq Ft

    374 N Middletown Rd, Winchester, KY 40391

    More photos to come!!! Investment Opportunity! This is the Parent Listing. 2 Parcels listed for $339,500 (MLS listing #s 25005575 and 25005577). 2 Manufactured double-wide homes on permanent foundations sitting on ten acres in Clark County KY. Both properties, 374 and 360 N. Middletown Rd., are being offered together. (Child listing is 360 N. Middletown Rd). Mature garden and LOTS of

    Danielle Haggard Keller Williams Commonwealth

    374 N Middletown Rd, Winchester, KY 40391
  • /27

    $279,900

    • 3 Beds
    • 2.5 Baths
    • 1,770 Sq Ft

    707 Terry Dr, Winchester, KY 40391

    Welcome to 707 Terry Dr, Winchester, KY, a beautifully updated 3-bedroom, 2.5-bathroom home that blends modern comfort with a warm, inviting feel.Step inside to a spacious kitchen featuring custom cabinetry, updated appliances, and plenty of counter space perfect for everything from busy mornings to dinner with friends. The adjoining dining area with a cozy stone fireplace makes every

    Kymberly Clem EXP Realty, LLC

    707 Terry Dr, Winchester, KY 40391
  • /37

    $1,490,000

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

    700 Nick Ln, Winchester, KY 40391

    Step into country living with this amazing 120-acre working farm! You'll love the brand-new 3-bedroom, 2.5-bath home that features an open floor plan, perfect for hanging out with family or hosting friends. It's got all the modern touches, so you can enjoy both style and comfort.This farm is ready to work with a brand-new 2,000 sqft metal pole barn—plenty of space for storage, projects,

    Darrell Tackett Dream Maker Realty, LLC

    700 Nick Ln, Winchester, KY 40391
  • /2

    $135,000

    • 3 Beds
    • 1 Bath
    • 1,046 Sq Ft

    175 Magnolia St, Winchester, KY 40391

    Two homes on one lot. Informaton in listing is for the home in the front of the lot. Behind this home is a second home consisting of 2 bedrooms, 1, bath, Living room and kitchen. Both units are currently used as investment property. Both homes need extensive repair. The home in the front of the property is vacant but there is a tenant in the home in the rear of the property. The lease is

    A. Rebecca Woods Woods Realty Group

    175 Magnolia St, Winchester, KY 40391
  • /21

    $229,900

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    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
  • /14

    $285,000

    • 3 Beds
    • 2.5 Baths
    • 2,380 Sq Ft

    10 Upper St, Winchester, KY 40391

    Modern Ranch residence full un-finished basement, large lot.

    E. Clark Toleman Real Estate Appraisal Services

    10 Upper St, Winchester, KY 40391
  • /25

    $240,000

    • 3 Beds
    • 2 Baths
    • 1,518 Sq Ft

    313 S Burns Ave, Winchester, KY 40391

    Great opportunity to own this historic charmer with 3 bedrooms and 2 bathrooms in the heart of Winchester. As you enter you will notice beautiful hardwood floors, beautiful woodwork, high ceilings, and a functional floor plan. The primary suite features two closets, a fireplace, and there is a renovated bathroom with tile shower. The backyard has a deck and a large 2 car detached garage. Most of

    Ryan Hilliard The Brokerage

    313 S Burns Ave, Winchester, KY 40391
  • /34

    $235,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    37 7th St, Winchester, KY 40391

    Check out this charming, well-maintained single-story brick ranch! Featuring 3 bedrooms, 2 full bathrooms, and a spacious living room, this home offers comfort and convenience. Recent updates over the past 10 years include a new HVAC system, roof, windows, water heater, and appliances. The oversized 2-car garage provides ample indoor parking, with additional off-street parking for two more

    Andrew Fugitt Coldwell Banker McMahan

    37 7th St, Winchester, KY 40391
  • /32

    $183,000

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    517 Hidden Hills Way, Winchester, KY 40391

    Enjoy the convenience of a prime location with this property. Mature trees provide shade and privacy, while the screened sunroom offers a relaxing space. You'll also appreciate the proximity to restaurants, shopping, the Bypass, and the Interstate, making commuting and errands a breeze. Inside this beautifully updated home you will find 3 bedrooms, 2 full bathrooms, fresh paint, new

    Brenda Sipes Bridgewater Real Estate

    517 Hidden Hills Way, Winchester, KY 40391
  • /33

    $261,000 Open Sun 2PM - 4PM

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

    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

Showing Results 1 - 40, Page 1 of 2

Home Trends in Winchester, KY

Home Trends

Median Price (12 Mo)
$245,000
Median Single Family Price
$265,000
Median Townhouse Price
$196,400
Average Price Per Sq Ft
$158
Number of Homes for Sale
108
Last 12 months Home Sales
333
Months of Supply
3.90
Median List Price
$270,000
Median Discount From 1st List Price
3%
Median Home Sale Price YoY Change
3%
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