Courtesy: Ensor Real Estate, LLC
859-749-0892
Charming 3-Bedroom Home with Great Investment Potential....Welcome to this charming 3-bedroom, 1-bath home offering comfortable living space and plenty of opportunity for homeowners or investors alike. Featuring an easy layout with generously sized bedrooms, a large eat-in kitchen, and a bright living area, Outside, you'll find a covered front porch perfect for relaxing, along with a private backyard shaded by mature trees that offers space for outdoor enjoyment. The property also includes off-street parking and easy access to local amenities, schools, and shopping. Whether you're a first-time homebuyer, looking to downsize, or searching for your next investment property, this home combines affordability, functionality, and potential. Don't miss your chance to own this affordable home with endless possibilities. Schedule your private showing today!
Courtesy: HomeFirst Real Estate
859-749-7400
Don't miss this move-in ready brick ranch home offering the perfect blend of comfort, style and convenience. Whether you're relaxing indoors or enjoying the outdoor space, this home is ready for its next owner to move right in and start making memories. Conveniently located near shopping, dining, schools, and major roadways, this updated ranch is a must-see. Don't miss your opportunity to own this charming, turnkey home!
Courtesy: Coldwell Banker McMahan
859-744-1400
Charming story and a half home nestled in a well established neighborhood, featuring beautiful hardwood floors and an updated kichen with modern finishes and ample cabinet space. Relax and entertain with ease on the screened back deck overlooking the large fenced backyard and enjoy the added bonus of a charming gazebo, perect for outdoor gathers or peaceful evenings. This well maintaned home offers a warm and inviting atmosphere, blending timeless chcaracter with thougful updates. Move in ready and full of appeal this is one you won't want to miss?
Courtesy: Freedom Realty & Property Management
859-771-0777
If you love to entertain and are looking for a cozy home that is move in ready, you don't want to let the one pass you by! Includes 3 bedrooms and two full baths this home has it all. Equipped with a primary bedroom suite with spacious bathroom and walk in closet. This home has beautiful hardwood floors in kitchen living and dining areas. In the gallery kitchen you will find granite countertops, new stainless steel dishwasher,refrigerator and stove. Great curb appeal, covered back porch, with privacy fencing, two storage sheds, large driveway, lots of updates throughout and more.
Courtesy: Freedom Realty & Property Management
859-771-0777
Welcome to this well-maintained home located in a quiet, established neighborhood with convenient access to everything Winchester has to offer. The first floor features an open and inviting layout, creating a comfortable space for everyday living and entertaining alike. Upstairs, you'll find a traditional three-bedroom floor plan with generously sized bedrooms, including a spacious primary suite. Recent updates include a brand-new roof, along with manufactured hardwood flooring installed in the living area, foyer, and primary bedroom. Conveniently located near the Winchester Bypass, this home offers quick access to shopping, dining, and everyday amenities, while also providing easy access to I-64, I-75, Lexington, and the Mountain Parkway for commuters and travelers. Offering a desirable combination of space, updates, and location, this home is ready for its next owner to enjoy. Schedule your private showing today!
Courtesy: eXp Realty LLC
888-624-6448
Step into the timeless charm of this beautifully maintained historic home featuring 4 bedrooms, 1.5 baths, a formal dining room, living room, laundry room, and charming library with built-in bookshelves and pocket doors. Original heart pine floors, soaring ceilings, a winding staircase, and five decorative fireplaces showcase the home's historic craftsmanship, while updates provide modern comfort. Recent improvements include a new HVAC system, new sewer lines, plumbing updates, interior paint, refinished flooring, bathroom tile updates, and granite countertops. This home is move-in ready with major updates completed. Enjoy relaxing on the wraparound front porch or entertaining in the fenced backyard. The property offers a private driveway and street parking too. Conveniently located near Main Street Winchester and a quick commute to Lexington. Very close to shopping, parks, and amenities. If you've been searching for a home with timeless charm and room to grow, this one is a must-see!
Courtesy: Kentucky Land and Home
859-619-9970
Good things absolutely do come in affordable packages! This well maintained 3 bed 2.5 bath home in the heart of Winchester has a beautiful back yard with a deck and built-in porch swing. It is privacy fenced and ready for you to enjoy, but not at the expense of access to town! With shopping & coffee right around the corner, and access to the highway not far off, this home would be great for someone who already loves Winchester, or a commuter from Lexington who is looking for more bang for their buck. This home is competitively priced per square foot and boasts a young roof, fault free systems, and easy to manage layout. Enjoy your peace and quiet, or bring the kids and dogs- this set up is turnkey for everyone!
Courtesy: The Agency
859-285-0614
Welcome home to this inviting 3 Bedroom 2 bath home situated on a spacious 0.41 Acre lot. This home offers the perfect blend of comfort and functionality that offers a well designed layout with ample living space. Step into the spacious living room where beautiful Hardwood floors add warmth, character,and timeless appeal. Perfect for relaxing with family or entertaining guests. The Master bedroom is also on the main floor complete with a spacious Bathroom. The heart of the home is the beautifully appointed kitchen featuring oak cabinets that provide both timeless charm and abundant storage. Equipped with All newer appliances, this kitchen offers the perfect combination of style and functionality. Adjacent to the kitchen the well appointed dining room creates an inviting space for family meals. Upstairs you will find two generously sized bedrooms that offer space for relaxation and storage. Serving the upper level is the huge bathroom featuring ample room to accommodate those busy mornings with ease. Step out on the brand-new back deck that creates an ideal space for taking in the beautiful views of the trees that line the back of the property. With Plenty of yard space this property Is perfect for enjoying family get together's or simply having the space for the kids to play. Combining classic charm, and a beautiful 0.41 Acre setting, this move-in-ready home is ready for its next owners!! Schedule your showing today and discover all it has to offer!
Courtesy: Ensor Real Estate, LLC
859-749-0892
Lovely older home, located witin waking distance to collage park whice offers Pickle Ball, Pool, Tennis, play gound and Walking Trail, also walking distance to Historic Downtown Winchester, with a little love house brings large rooms and a nostlogic atmosphire, take a look, view today, this a a great price for 3 bedrooms, 1 1/2 baths, nice back yard, with parking, call today! Selling AS IS, inspections welcome, the are no utilties on at the present, Estate Please make sure all doors are locked when you leave, buyer to verifye size of home & Lot
Courtesy: RE/MAX Creative, Winchester
859-422-2000
Built in 2024 and upgraded throughout, this beautiful 3-bedroom, 2.5-bath home offers modern style, functional living space, and a prime location just moments from Winchester Country Club. The open-concept main level features a spacious living room, kitchen, and dining area designed for both everyday living and entertaining, complete with granite countertops in the kitchen and baths, a deep farmhouse sink, pantry, and stainless appliances. Upstairs, you'll find a generous primary suite with a private bath and walk-in closet, along with two additional bedrooms and a full guest bath. Luxury vinyl plank flooring runs throughout the home, while accent wallpaper in multiple rooms adds warmth, personality, and a custom feel. Recent owner upgrades include a privacy fence, landscape lighting and new shrubs, upgraded stair treads, a concrete sidewalk, and additional attic flooring with a folding attic ladder for convenient storage. The home's attractive exterior combines clean modern lines with shake-style architectural accents, creating great curb appeal. Enjoy living near Winchester Country Club, with convenient golf cart access and nearby golf course views, without being directly on the course. Additional features include a 2-car attached garage, crawlspace foundation, and no HOA. With modern construction, quality finishes, and numerous owner-added improvements, this move-in ready home is ready for its next owners to enjoy.
Courtesy: The Agency
859-285-0614
Discover elevated living on 2.5 acres! This 3,350 sqft custom masterpiece boasts 4 bedrooms, 4.5 bathrooms with an open 2,670 sqft main level. Featuring custom solid oak cabinetry not only in kitchen, but master closets, pantry and utility areas. Custom Showers and tile in each bathroom throughout the home. Gas and electric fireplaces located in great room as well as primary first floor bedroom. Head upstairs to the spacious 680sqft recreation room with its own full bathroom and attic storage access. Step outside to your large, spacious covered patio, personal inground pool with spa and sunken inground fire pit for endless entertaining. 3-Car garage offers ample storage. The 2670sqft Walk-out basement is a blank canvas with endless opportunities. Basement can be finished by builder at buyer's discretion. Some additional selections may be available. LUXURY, SPACE and PRIVACY just minutes from town.
Courtesy: Keller Williams Commonwealth
859-721-2121
Nestled in a well-established neighborhood filled with charm and character, this inviting all-brick home offers the warmth and comfort you've been looking for. Featuring 4 bedrooms and 1 bath, the thoughtfully designed layout includes a primary bedroom and second bedroom on the main floor, with two additional bedrooms upstairs, providing flexibility for family, guests, or a home office. Beautiful hardwood floors add timeless character throughout much of the home, while the kitchen is equipped with stainless steel appliances and plenty of space for preparing meals and gathering with loved ones. The solar panels help keep utility costs low, making this home as efficient as it is welcoming. Outside, you'll find a wonderful fenced backyard that feels like a private retreat, complete with a chicken coop, storage shed, and plenty of room for gardening, pets, play, or relaxing evenings outdoors. A 1-car garage provides additional storage and convenience. With its classic all-brick construction, cozy atmosphere, mature surroundings, and practical updates, this home offers a perfect blend of comfort, character, and everyday living in one of Winchester's quaint established neighborhoods.
Courtesy: Woods Realty Group
859-644-5077
Don't miss this wonderful home offering convenience, comfort, and value!! Ideally situated near shopping, dining, schools, churches and everyday amenities. This property is perfect for first-time buyers or downsizers. The backyard provides ample space for entertaining is completely fenced in for children and pets. Home also provides room to grow. The attic space has plenty of room to add another bedroom and full bath if desired. If you're looking for a place to call home this one is loaded with charm and busting with potential!! Schedule your showing today!!
Courtesy: Freedom Realty & Property Management
859-771-0777
This classic brick ranch house is move-in ready and waiting for you to call it home! Take a step inside the front door to appreciate the gleaming laminate wood floors in the open concept living space. Around the corner, the beautiful kitchen cabinets and updated, stainless, kitchen appliances are ready for family meals and social gatherings around the dining table. In the full bath, you'll find a lovely tiled, walk-in shower with a rain shower head and new tile floors. Out the back door, you'll find an excellent outdoor living area on the back deck with space to grill out or relax on a quiet spring evening. With the oversized, detached 2 car garage, you can enjoy extra storage space as well as a hobby workspace. The exterior brick façade, plus the newer roof, appliances, HVAC system, water heater and light fixtures make this home virtually maintenance free. Schedule your private showing today!
Courtesy: WEICHERT REALTORS - ABG Properties
859-333-7271
Welcome to a well maintained 3 bedroom 1 full bath home that has been lovingly cared for by only two owners since 1962. Recent updates include new flooring and completed repairs, makiing this property ready for a new owner, while preserving its timeless character. Beautiful hardwood floors add warmth and charm throughout the home. Enjoy relaxing or entertaining on the comfortable spacious patio perfectly sized for gatherings. The brick fireplace with gas logs, located in the living room, adds a cozy ambience on cool evenings. One of the property's standout features is its prime location backing directly to Legacy Grove Park complete with a private gate providing conveninent park access. This unique setting offers addttiional outdoor space, scenic views and a peaceful atmosphere right in your own backyard. . This is a wonderful opportunity to call a well cared for property with an abundance of charm your very own.
Courtesy: The Agency
859-285-0614
Step into the timeless elegance of this stunning Southern antebellum-style home, where classic charm meets modern luxury. Boasting four spacious bedrooms and five beautifully appointed bathrooms, this grand residence offers an unparalleled level of sophistication and comfort. A breathtaking foyer and entryway welcome you with a sweeping staircase, and exquisite architectural details, setting the tone for the elegance that flows throughout the home. The formal living room exudes Southern charm, featuring intricate moldings, and large windows that bathe the space in natural light. The formal dining room is perfect for hosting memorable gatherings, with ample space for entertaining in style. Designed for both beauty and function, this home seamlessly blends historic inspiration with modern amenities, creating a warm and inviting atmosphere. Whether you're enjoying a quiet evening on the spacious screened in porch or hosting lavish celebrations, this extraordinary estate is a true embodiment of Southern grace and hospitality.
Courtesy: Stewart & Co Realty LLC
859-608-6200
A beautiful designed spacious house that offers 3 bedrooms, 3 full bathrooms, and 2266 sq ft og thoughtfully designed living space. Step inside to discover an open-concept layout perfect for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into the main living areas, creating a warm and inviting atmosphere. Generously sized bedrooms provide comfort and privacy, while the flexible floor plan offers space to fit your lifestyle. Located in a growing Winchester community, you'll enjoy the small-town living with convenient access to shopping, dining, schools, and major roadways. Don't miss your opportunity to own this beautiful home. The home features custom made window blinds as a plus. There is a preschool and two elementary schools within walking distance! Quiet neighborhood.
Courtesy: Joyce Marcum Realty
859-624-0088
Don't miss out on this beautiful two-story, 3 BR, 1.5 BA home in a great neighborhood in the heart of Winchester! Great-sized living room with real hardwood floors, complete with a tiled fireplace with mantel (seller has never used). Spacious Kitchen with a tiled backsplash, white cabinets, and stainless-steel appliances! Large Dining Room that will accommodate nearly any size table. Half bath with laundry on the first floor. Upstairs, the primary bedroom is very spacious, with large closets. The other two bedrooms are very spacious as well, with fresh paint and hardwood floors! Large full bathroom comes complete with a clawfoot tub. Outside features include a wrap-around front porch (with newly installed decking). Large deck on the back, perfect for entertaining. A fenced-in backyard makes for an ideal play area for children or those fur babies! Comes complete with a storage building. If you're looking for something outside the typical cookie-cutter homes, this one is it! This home has so much character and charm! Must see to truly appreciate! This is priced to sell, so it won't last long. Call me today to set up a time to check this one out!
Courtesy: WTC Realty LLC
606-344-6560
Newly renovated Cabin sitting on +- 5 acres. Renovations began in 2024 and were completed in 2026. An ideal property for a first-time home buyer or anyone looking for a remote quiet location located within 20 minutes of downtown Winchester.
Courtesy: Red River Gorge Real Estate
859-314-2465
MIDNIGHT ON THREE - Luxury Living Meets Convenience in Clark County KY Nestled on 3.054 beautifully maintained acres, this stunning home was thoughtfully designed with quality and elegance in every detail. Just 2 minutes from Exit 10 on the Mountain Parkway, this extraordinary custom-built estate offers a rare combination of privacy, craftsmanship, and accessibility. From the moment you arrive, the striking exterior, expansive covered porches, and picturesque setting create an unforgettable first impression. Inside, soaring ceilings, walls of windows, and abundant natural light showcase the home's exceptional design and create a warm, inviting atmosphere. The open-concept living space is anchored by a floor-to-ceiling stone fireplace and flows seamlessly into a designer kitchen featuring custom cabinetry, premium countertops, upscale fixtures, and a large gathering island perfect for entertaining. The luxurious primary suite offers a private retreat with a spa-inspired bath, oversized walk-in shower, soaking tub, and custom finishes throughout. Every room reflects the superior craftsmanship and attention to detail that set this home apart from ordinary construction. Whether you're enjoying morning coffee on the screened porch, hosting guests in the expansive living areas, or simply taking in the peaceful surroundings, this property delivers a lifestyle of comfort and sophistication. The versatile upper-level loft provides additional living space ideal for a media room, office, or guest retreat. Situated close to one of Eastern Kentucky's most desirable areas, this property offers quick access to Lexington, Winchester, and the Red River Gorge region while maintaining the privacy and serenity of a luxury country estate. Exquisite custom construction. Premium finishes. Exceptional location. For buyers seeking a truly remarkable home where quality, style, and convenience come together, this Clark County masterpiece is a rare opportunity. Luxury, privacy, and craftsmanship—without compromise.
Courtesy: eXp Realty, LLC
888-624-6448
Welcome to 105 Monet Blvd., located in one of Winchester's most desirable neighborhoods! This beautifully updated home offers the perfect combination of space, style, and future potential. Featuring 4 spacious bedrooms, a dedicated home office, formal dining room, family room, and an eat-in kitchen, this home was designed for both comfortable living and entertaining. The newly remodeled kitchen is the centerpiece of the home and is complemented by brand-new KitchenAid appliances, including a refrigerator, microwave, and dishwasher. Additional updates include fresh paint throughout the entire home and brand-new carpet throughout the upstairs, making this property truly move-in ready. Looking for room to expand? The walk-out basement is already studded and ready to be finished, offering endless possibilities for additional living space, a home theater, gym, recreation room, or guest suite. Situated in one of Winchester's most sought-after subdivisions, this home offers the space you need today with the opportunity to grow tomorrow. Don't miss your chance to make 105 Monet Blvd. your next home!
Courtesy: RE/MAX Creative, Winchester
859-422-2000
Behind a private, gated entrance on 14.38 acres, this 3,481 sq ft all-wood cabin estate is a truly rare find in Central Kentucky. Offering 3 bedrooms, 2 bathrooms, and a flexible bonus room perfect as a 4th bedroom or home office, every inch of this home reflects true craftsmanship — rich wood features throughout, a large sunroom, and a screened-in back porch made for long evenings and unhurried mornings. The newly remodeled kitchen features all-new appliances and is ready for full-time living or weekend retreats. Outside, enjoy an in-ground pool with concrete decking, a stocked pond, a seasonal stream along the boundary, RV pad with full electric and water hookup, a 4-stall metal barn, 2-bay garage under the home, and a 3-bay detached garage. 14.38 private acres with room to breathe, grow, and put down roots. Located just ~15 minutes from Downtown Winchester, ~25 minutes from Lexington, and under 30 minutes from Red River Gorge. Fox General Store is located less than a mile away. Private showings by appointment only.
Courtesy: The Agency
859-285-0614
Welcome home to Windridge!!! This beautifully updated all-brick ranch that perfectly blends charm and modern upgrades in a well established, desirable neighborhood is sure to please. Step inside to a bright open-concept living space featuring luxury vinyl flooring, a stunning wood-burning fireplace, and exposed wood ceiling beams that create a warm, inviting atmosphere in the spacious family room. The completely renovated kitchen boasts new cabinetry, gorgeous granite countertops, and new stainless appliances, making it perfect for cooking, entertaining, and everyday living. Enjoy mornings on the covered front porch and evenings in the fenced backyard with a deck, ideal for relaxing or hosting friends and family. If you are looking for low maintenance property, one level living and a home ready to move straight into, look no further! Stylish updates, great outdoor spaces, and a classic all-brick construction, situated on a large corner lot......Don't miss this one!
Courtesy: Coldwell Banker McMahan
859-744-1400
Charming 3 bedroom, 2 bath home situated on a large, level lot! Relax and enjoy the inviting covered front porch, perfect for morning coffee or evening unwinding. Inside, you'll find a spacious living room and dining room featuring beautiful hardwood floors that add warmth and character. The generous yard offers plenty of space for outdoor entertaining, gardening, play or future possibilities. Don't miss the opportunity to make this delightful property your new home!
Courtesy: Ensor Real Estate, LLC
859-749-0892
Come Home to Sunset!!!! Brick Ranch home, with 2 driveways, 3 bedrooms, 1 bathroom, Open Living Room, Dining Room and Kitchen Area, Spacious Laundry Room, Covered back patio for outdoor living! Beautiful Hardwood floors, updated bathroom and kitchen, exceptional location, building out back for he shed or she shed or storage, move in and enjoy the sunset!
Winchester is located in Kentucky. Winchester, Kentucky 40391has a population of 18,993. Winchester 40391 is less family-centric than the surrounding county with 25.5% of the households containing married families with children. The county average for households married with children is 25.74%.
The median household income in Winchester, Kentucky 40391 is $47,034. The median household income for the surrounding county is $59,294 compared to the national median of $69,021. The median age of people living in Winchester 40391 is 36.9 years.
The average high temperature in July is 85.8 degrees, with an average low temperature in January of 22 degrees. The average rainfall is approximately 45.8 inches per year, with 9.4 inches of snow per year.
