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$369,900
3 Beds ⋅ 2 Baths ⋅ 26024780 MLS
If you've been searching for an immaculate ranch home in a great location, this is one you won't want to miss! Let's start with the updates. This beautifully maintained home features newer heating and cooling, a newer water heater, granite countertops, updated kitchen and appliances, a privacy fence, professional landscaping, exterior lighting, and so much more. Now that I have your attention, let's talk about the home itself. Offering three bedrooms, two full bathrooms, and a spacious bonus room that could easily serve as a fourth bedroom, this home has an incredible layout with plenty of flexibility for your lifestyle. Then there's the outdoor living space! You'll find yourself spending countless mornings and evenings relaxing on the large, covered, screened-in back patio, overlooking your private backyard. It's the perfect spot to enjoy your morning coffee, entertain guests, or simply unwind at the end of the day. With its thoughtful updates, fantastic layout, beautiful outdoor space, and move-in-ready condition, this ranch is truly a home you'll want to see for yourself!

327 Primrose Ln, Winchester
$259,900
3 Beds ⋅ 1 Baths ⋅ 26024178 MLS
Welcome to this freshly renovated farmhouse in the heart of Trapp, Kentucky! Blending timeless farmhouse charm with fresh updates, this property is ready for its next chapter. The possibilities are endless—come see all this special home has to offer. An absolute must-see!

11304 Irvine Rd, Winchester
$350,000
3 Beds ⋅ 3 Baths ⋅ 26024167 MLS
Attention Investors! This 3 plex in the heart of Winchester is a great investment. There are 3 apartments that are all currently rented out. The bottom floor has a huge living room, bathroom, and kitchen. The other two upstairs also have a living room, kitchen, bathroom, and bedroom. There is also a huge deck on the back for entertaining. Schedule an appointment to take a look before this one is gone.

135 E Broadway St, Winchester
$165,000
3 Beds ⋅ 1 Baths ⋅ 26024016 MLS
Conveniently located in Winchester, this one-story home offers three bedrooms, one bath, and plenty of potential for a first-time buyer or investment property. Inside, you'll find laminate and vinyl flooring throughout, a spacious kitchen, and a separate laundry room. The bathroom received new fixtures in 2025, while the roof is approximately 1.5 years old, taking care of two worthwhile updates for the next owner. Gas freestanding heaters provide heat, and the home does not currently have central air. Outside, there's a covered front porch and a nice-sized backyard with an alley running behind the property. Whether you're looking for an affordable place to call your own or an addition to your rental portfolio, this home is ready for its next chapter.

209 E Washington St, Winchester
$225,000
4 Beds ⋅ 2 Baths ⋅ 26023784 MLS
This move in ready ranch home offering 4 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of LIHTC for Clark County. The property offers brand new cabinets, countertops, appliances, flooring, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!

522 Acadia Way, Winchester
$249,900
3 Beds ⋅ 1 Baths ⋅ 26023780 MLS
Welcome home to this beautifully updated property offering modern finishes, a functional layout, and a fantastic location! Major improvements include an updated HVAC system, water heater, roof, windows, doors, lighting, flooring, fresh paint and more, giving the next owner plenty to appreciate from day one. Inside, the open kitchen and living area creates an inviting space for everyday living and entertaining. The updated kitchen features new cabinetry, granite countertops, and stainless steel appliances, while the Hollywood-style bathroom showcases custom tile with convenient access from both the primary bedroom and hallway. The spacious primary bedroom provides plenty of room to relax and unwind. Step outside to enjoy the large backyard with a new privacy fence, offering a great space for kids, pets, entertaining, or simply enjoying the outdoors. A new storage shed adds even more functionality for lawn equipment, tools, and additional storage. Enjoy a peaceful setting while remaining conveniently located approximately 5 minutes from Winchester and 10 minutes from Lexington's Hamburg area. The property is also Rural Housing loan eligible, providing another attractive financing option for qualified buyers. With extensive updates already completed, a spacious backyard, and convenient access to both Winchester and Lexington, this home is ready for its next owner. Schedule your private showing today!

215 Robyn Dr, Winchester
$639,000
5 Beds ⋅ 4 Baths ⋅ 26023607 MLS
Space, craftsmanship, and versatility come together in this stunning all-brick 1.5-story home with a finished basement, located in the desirable Mallard Place subdivision! Designed to maximize every square foot, this home offers three levels of comfortable and flexible living space. The main level welcomes you with beautiful hardwood floors, vaulted ceilings, and a cozy gas fireplace. The spacious primary suite features an en suite bath, while two additional bedrooms are connected by a convenient Jack-and-Jill bathroom. A formal dining room and eat-in kitchen provide plenty of space for everyday living and entertaining. The basement is made for gathering, featuring an entertainment area complete with a bar, along with a bonus room and plenty of storage. Upstairs, you'll find even more flexible space, including a loft-style bedroom, two additional bonus rooms that could be used as bedrooms, a family room, and additional attic storage. Step outside to enjoy the backyard retreat, complete with an in-ground pool—perfect for relaxing and entertaining! With so much space and so many possibilities inside and out, this home is one you truly need to see in person. Schedule your private showing today!

104 Teal Ln, Winchester
$519,900
4 Beds ⋅ 3 Baths ⋅ 26023537 MLS
Welcome to this beautiful 4-bedroom, 3-bath home in the Royal Oak Estates featuring exceptional curb appeal, a welcoming front porch, and a large yard. Inside, the spacious living room boasts vaulted ceilings and a fireplace, creating a warm and inviting atmosphere. The formal dining room is perfect for entertaining, while the split-bedroom floor plan provides privacy and functionality. The large eat-in kitchen opens to an adjoining sunroom, offering a bright and versatile space for everyday living. The full basement expands the living space with a family room and second fireplace, large laundry room, bonus room and an additional ensuite bathroom to a bedroom. Schedule your showing today!

123 Winterberry Cir, Winchester
$135,000
2 Beds ⋅ 1 Baths ⋅ 26023193 MLS
Set on a half-acre in a rural Winchester setting, this 2-bedroom, 1-bath home offers an efficient one-level layout with approximately 807 square feet of living space. The eat-in kitchen provides a comfortable spot for everyday meals, while main-level laundry hookups add convenience. Front and rear porches extend the living space outdoors and offer places to enjoy the surrounding trees, countryside, and views. A metal roof adds practicality, and the property's location near the Kentucky River provides easy access to one of the area's notable natural features. Whether you're looking for a primary residence, weekend getaway, or a smaller property with a little room around it, 3208 Ford Hampton Road offers a straightforward home in a scenic rural setting.

3208 Ford Hampton Rd, Winchester
$250,000
2 Beds ⋅ 1 Baths ⋅ 26023419 MLS
Discover the timeless charm of this storybook river house, perfectly nestled on a private 2 acres with river views and access.Completely renovated, new stove, full of character and warmth, this unique 2 bedroom, one bath retreat offers a peaceful escape with an incredible connection to the water and quiet nature. Inside the charming shiplap walls and two fireplaces create a cozy, inviting atmosphere. The impressive stone fireplace serves as beautiful focal point, while a second fireplace adds even more warmth and ambiance. Step outside and enjoy your own private connection with the river, perfect for launching your kayak into the water or just enjoy the sounds of the water by the riverbank. Private weekend getaway or full time residence, or one of a kind investment property, this charming river house offers something truly special- privacy, character, tranquility, and direct access to the Ky River. Bonus, Halls on the River is a stones throw away! Would be an amazing VRBO

682 Athens Boonesboro Rd, Winchester
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 26023265 MLS
Magnificent Home sitting on 2.446 Acres, Fantastic Location --Great Views on this 4 Bedroom, 4 Bath Brick Home with over 5,600 Sq. Ft. of Living space. This has a Huge Primary Bedroom with walk in Shower, 2 closets, Large Formal Dining Rm,--Stone Fireplace, Large Sun room with lots of Windows, Another Primary Bedroom upstairs w/Full Bath, Large Finished Basement, with Mother's in Law Quarters. Don't Miss this Great opportunity--Come se this huge Magnificent Home-- Buyer to measure for exact sq.ft of Home Home is vacant and nearing Completion.

1400 Craig Xing, Winchester
$275,000
3 Beds ⋅ 2 Baths ⋅ 26023105 MLS
Immaculately maintained and move-in ready! This 3-bedroom, 2-bath home is tucked along a cul-de-sac street and offers a spacious living room with vaulted ceiling, light-filled sunroom, well-kept kitchen with stainless appliances, and both bathrooms updated within the last four years. Enjoy even more living space outdoors on the covered, screened back deck overlooking the backyard. Conveniently located near shopping, restaurants and I-64 for an easy commute to Lexington.

204 Lindsey Ct, Winchester
$229,900
3 Beds ⋅ 1 Baths ⋅ 26023054 MLS
Charming ranch home featuring 3 bedrooms, 1 full bath with a spacious layout and inviting curb appeal. Enjoy relaxing or entertaining on the covered back patio overlooking the large backyard with plenty of room for pets, play, or gardening. The kitchen offers beautiful granite countertops, ample cabinet space, and all appliances stay for added convenience. A wonderful opportunity for comfortable one-level living.

125 Kittison Dr, Winchester
$359,900
3 Beds ⋅ 2 Baths ⋅ 26023052 MLS
Welcome to this beautifully maintained all-brick home nestled in one of Winchester's most established and desirable neighborhoods. Offering over 2,200 square feet of finished living space, this 3-bedroom, 2-bath home combines timeless character with an impressive list of thoughtful updates. The main level features a spacious family room with ventless gas logs, a beautifully updated kitchen with custom cabinetry, granite countertops, and stainless appliances, and a versatile dining room that can easily serve as a home office. The former sunroom was converted to finished living space in 2021 and now provides an inviting all-seasons room along with a convenient laundry area overlooking the backyard. Upstairs, the private primary suite offers a generously sized bedroom, full bath, and an impressive three walk-in closets. An unfinished basement provides abundant storage and additional possibilities for future use. The extensive improvements throughout the property add tremendous value and peace of mind, including PEX plumbing lines, HVAC and water heater replaced in 2021, a whole-home generator installed in 2021, a new roof in 2025, new gutters, exterior doors, chimney cap, French drain, and fencing. Kitchen appliances, including the refrigerator, range, dishwasher, and microwave, were replaced in 2020, while the exterior brick has also been freshly painted as part of the home's updates. Outside, enjoy a professionally leveled and graded yard with plenty of room to relax or entertain. And with the whole-home generator, you'll have the added comfort of backup power when you need it most. Conveniently located just minutes from historic downtown Winchester, the bypass, shopping, dining, and I-64, this move-in-ready home offers the character of an established property with many of the major updates today's buyers are looking for. Schedule your private showing and see everything this exceptional Winchester home has to offer!

15 Moundale Ave, Winchester
$460,000
3 Beds ⋅ 2 Baths ⋅ 26022948 MLS
Welcome to country living at its finest! This beautifully renovated three-bedroom, two-full-bath ranch home is situated on just over two acres in one of Clark County's most picturesque settings. Offering an exceptional blend of space, comfort, and functionality, this property is sure to impress from the moment you arrive—with a front porch view you'll truly appreciate. The main level features a thoughtfully updated kitchen with ample cabinetry and workspace, opening seamlessly into the dining area for easy entertaining and everyday living. The home has been freshly painted throughout, with numerous updates adding to its appeal and convenience. Step outside to enjoy the added patio, creating an inviting space for relaxing, entertaining, or simply taking in the peaceful surroundings. The partially finished basement provides additional flexible living and workspace, while the oversized two-car garage offers plenty of room for vehicles, storage, hobbies, or a workshop. For even more versatility, the property includes an additional detached one-car garage with electricity already connected—perfect for a workshop, additional storage, or recreational equipment. With beautiful acreage, updates throughout, multiple garage spaces, and a peaceful country setting, this is a property that truly needs to be experienced in person. Come see all that this exceptional Clark County home has to offer!

2195 Pretty Run Rd, Winchester
$365,900
3 Beds ⋅ 2 Baths ⋅ 26022830 MLS
New Construction, don't wait this one will not last, 3 bed/2 bath ranch, great floor plan, close to I-64 and I-75, lexington, richmond, call today! All colors, fixtures, granite, siding, outside landscaping, stone/brick, deck size, flooring have been ordered, New photos will be posted as house construction continues

204 Jett Dr, Winchester
$365,900
3 Beds ⋅ 2 Baths ⋅ 26022825 MLS
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, Lexington, Richmond, shopping, churches, hospital and schools, pictures to follow as home is being constructed. Contingency is buyers house having a successful closing on or before 8/31

206 Jett Dr, Winchester
$259,500
3 Beds ⋅ 2 Baths ⋅ 26022796 MLS
Location is key! Searching for your first home or thinking of downsizing? Priced right with stylish upgrades and style. This 3-bedroom 2 bath updated brick is ready for you to start enjoying home ownership. This gem has a new roof, new flooring throughout, new kitchen quartz countertop with a range backsplash, new doors, updated lighting, Shewin Williams paint throughout, updated bathrooms with a new shower, a floating vanity a new quartz vanity top. Located in an established neighborhood and you will enjoy the privacy of the fenced backyard. I would love to answer all of your new home ownership questions and schedule a home tour.

503 Kimberly Dr, Winchester
$215,000
3 Beds ⋅ 2 Baths ⋅ 26022771 MLS
Welcome to 3 Nunnelly Ct, Winchester, KY This charming 3-bedroom, 2-bathroom home offers comfortable living with several important updates already in place. Featuring a newer HVAC system and newer roof, this home provides peace of mind for its next owner while offering plenty of opportunity to make the space your own. Inside, you'll find a bright, inviting layout with fresh, neutral finishes, updated flooring, and plenty of natural light. The spacious living area features a classic brick fireplace, creating a warm focal point for relaxing or entertaining. The updated kitchen offers new white cabinetry, stainless steel appliances, subway tile backsplash, ample counter space, and new granite countertops. Both bathrooms have been updated with clean, modern finishes, including attractive tile work and contemporary fixtures. The home's three bedrooms provide flexibility for family, guests, a home office, or additional living space. Outside, enjoy a covered front porch and established, tree-lined surroundings that provide a private and welcoming setting. The rear of the property offers additional outdoor space and a detached storage/outbuilding area. Conveniently located in Winchester, this home combines a comfortable residential setting with easy access to local shopping, dining, schools, and major roadways. Whether you're looking for a primary residence or an investment opportunity, this well-maintained home is worth a look!

3 Nunnelly Ct, Winchester
$279,500
3 Beds ⋅ 3 Baths ⋅ 26022702 MLS
This house is located within walking distance of Clark County Preschool, Strode Station and Baker and is within minutes of Winchester Bypass and I-64. The house has 3 bedrooms and 2.5 baths and a bonus room on the 2nd floor that would make a great game room or office. The bonus room would also make a nice 4th bedroom. The owner of the house has replaced all of the kitchen appliances and replaced all carpet. The interior of the house has been painted throughout including the garage. The house features a large open great room with a wood burning fireplace. Lots to like about this house; make an appointment today; it could be your new HOME!

304 Newcastle Ln, Winchester
$175,000
3 Beds ⋅ 1 Baths ⋅ 26022678 MLS
Lovely one story home located minutes from downtown Winchester with large detached garage ans shed! This home as three bedrooms and one bath with covered porch and walled patio outside. The garage is equipped with large ares for parking and storage and also has its own kitchen. Don't let this one pass by. Come see TODAY!!! Note: This is an auction property. Please call agent for more info Buyer to verify all information including schools

24 Spring St, Winchester
$254,900
3 Beds ⋅ 3 Baths ⋅ 26022409 MLS
Welcome home to this spacious, low-maintenance townhome offering 3 levels of living space in a well established neighborhood. Thoughtfully maintained, a 3 year old roof, with recently replaced windows. This home offers plenty of room to spread out while keeping everyday living comfortable and convenient. The main level features a generously sized kitchen and family room with plenty of space for entertaining or gathering with family and friends. The lower level adds even more flexibility with a bonus room that could serve as a home office, recreation room, workout space, or additional living area. Upstairs you'll find 3 bedrooms, 2 full bathrooms, and ample closet space throughout. Outside, enjoy a large backyard backing to green space, along with the convenience of a rear-facing garage and a neighborhood walking trail. Ideally located with quick access to I-64 and approximately 20 minutes from Lexington's Hamburg area, this home combines space, updates, low-maintenance living, and a convenient location in one inviting package. Schedule your private showing today!

127 Bay Hill Dr, Winchester
$195,000
2 Beds ⋅ 2 Baths ⋅ 26022515 MLS
FRESHLY PAINTED BRAND NEW APPLIANCES HUGE FENCED BACKYARD NEWER PRIVACY FENCE FIRST TIME BUYER OPPORTUNITY INVESTMENT OPPORTUNITY $1,000 BUYER CREDIT Welcome to 325 Essex Ct in Winchester! This charming 2 bedroom, 1.5 bath home offers an excellent opportunity for a first time homebuyer or investor looking for an affordable property with great potential. Inside, you'll find fresh paint and brand new appliances, giving the home a clean and refreshed feel. The spacious backyard is a standout feature, offering plenty of room for pets, entertaining, gardening, or simply enjoying your own private outdoor space, with a newer privacy fence already in place. With a functional layout, desirable updates, and a large fenced in yard, this home is ready for its next owner. Whether you're looking to stop renting and make homeownership a reality or add another property to your investment portfolio, this one is worth a look! Plus, the lender I work with is offering a $1,000 buyer credit to qualified buyers. Don't miss your opportunity to make 325 Essex Ct your next home or investment!

325 Essex Ct, Winchester
$724,889
4 Beds ⋅ 5 Baths ⋅ 26022150 MLS
This gorgeous home is a rare find. Perfect for anyone looking for a spacious home with room to grow. The beautiful sunroom overlooks the luxurious in-ground salt water pool. Inside the home you'll find over 4,000 square feet of easy living. A beautiful kitchen with a breakfast nook and bar top, a formal dining area, large living room, a family room with a fireplace, spacious bedrooms, and a partially finished basement with a bathroom.

132 Lana Ln, Winchester
$234,500
3 Beds ⋅ 2 Baths ⋅ 26022078 MLS
NEW roof, NEW kitchen appliances, NEW deck, and more! Welcome to 527 Hidden Hills Way! Located on a quiet cul-de-sac, this renovated one level home is ready for you to move right in. Vaulted ceilings give an open and airy feel, while fresh paint throughout offers a neutral palette for any design style. The spacious kitchen includes plenty of oak cabinetry, a separate pantry, stainless steel appliances, and easy access to the backyard. Hardwood flooring extends from the living room to the hallway, and new carpet has been installed in the bedrooms. The large primary bedroom includes an updated ensuite bathroom. The new deck overlooks the private backyard, and the covered front porch offers the perfect spot to enjoy views of your peaceful, low traffic street. Conveniently located just minutes from downtown Winchester, schools, shopping, dining, and easy access to I-64, this home provides the best of both convenience and small town charm. Schedule your showing today!

527 Hidden Hills Way, Winchester
$282,500
3 Beds ⋅ 2 Baths ⋅ 26022065 MLS
Welcome to 158 Cabin Creek Heights, where comfortable one-level living meets a peaceful country setting just minutes from Winchester! This 3-bedroom, 2-bath ranch offers 1,580 square feet with a functional, easy-flowing layout and plenty of natural light throughout. The spacious primary suite features a walk-in closet and private bath, while the additional bedrooms offer flexibility for guests, a home office, or growing needs. Outside, enjoy nearly half an acre with room to relax, entertain, garden, or simply take in the surrounding rural views. An attached garage adds everyday convenience, and the location offers the quiet feel of country living while keeping Winchester amenities and I-64 within easy reach. A great opportunity for buyers looking for space, simplicity, and a little breathing room!

158 Cabin Creek Hts, Winchester
$410,000
4 Beds ⋅ 2 Baths ⋅ 26021961 MLS
*Seller has accepted a contingent offer with a 24 hour kickout.* Welcome to this inviting brick ranch in the desirable Stoney Brook neighborhood! Step inside through the foyer, where you'll find a formal dining room and a beautifully updated formal living room featuring fresh paint and wainscoting. The kitchen opens to the cozy living room/den with a masonry fireplace, making it a great space to relax or gather with friends and family. Just off the living area is a climate-controlled sunroom filled with windows and natural light, with direct access to the backyard and semi-permanent fencing. Down the hall are three bedrooms and a full guest bath that has been refreshed with new paint, beadboard and chair rail, plus a spacious primary bedroom with its own private bath. With a mix of hardwood, tile, carpet and vinyl flooring throughout and an attached two-car garage, this home has plenty of space, charm and potential to make it your own!

406 Lynnway Dr, Winchester
$194,900
3 Beds ⋅ 1 Baths ⋅ 26021903 MLS
Welcome to 143 Spruce Court in Winchester! This charming brick ranch offers comfortable one-level living with 3 bedrooms and 1 full bath. Inside, you'll find beautiful hardwood flooring and a warm, inviting layout. Outside, enjoy a well-manicured large corner lot (0.20 ac) with plenty of space to relax or entertain. Conveniently located near a local park featuring a splash park and recreational amenities, this home offers a great combination of comfort, location, and easy living. Schedule your showing today!

143 Spruce Ct, Winchester
$544,900
5 Beds ⋅ 4 Baths ⋅ 26021642 MLS
Welcome to this beautifully maintained modern home located in the highly sought-after Royal Oaks Estates, perfectly positioned on the edge of Winchester with quick access to shopping, dining, and more. From the moment you step inside, you'll be captivated by the soaring vaulted ceilings in the central great room--an impressive space filled with natural light and designed for both comfort and entertaining. The gourmet kitchen is a chef's dream, offering ample counter space, modern appliances, and a casual dining nook. Just off the kitchen, you'll find a spacious formal dining area, a private home office, and a first-floor primary suite tucked away for peace and privacy. Upstairs, a second primary suite provides additional flexibility--ideal for guests or multi-generational living--along with three more generously sized bedrooms and a full bath. Step outside through elegant French doors to a beautifully landscaped patio and garden area that backs up to a tranquil greenspace--perfect for morning coffee or evening gatherings. The covered front porch offers another peaceful spot to relax and enjoy the neighborhood.

130 Winterberry Cir, Winchester
$229,900
3 Beds ⋅ 2 Baths ⋅ 26021639 MLS
This is great space for the price, walk into a great room with firepalce, hardwood floors, dining area leads to enclosed sunporch, master suite with full bath on first floor, nice kitchen , large back yard, 2 bedrooms up with fill bath, semi finished basement, 1 car garage, don't miss out on this townhome in a great location

106 Quail Ridge Rd, Winchester