Winchester KY Real Estate & Homes for Sale

52 Properties Found

The median home value in Winchester, KY is $244,500. This is higher than the county median home value of $132,704. The national median home value is $308,980. The average price of homes sold in Winchester, KY is $244,500. Approximately 51% of Winchester homes are owned, compared to 39% rented, while 10% are vacant. Winchester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Winchester real estate agent to arrange a tour today!
Learn more about Winchester.


1–25 of 52 properties displayed
Refine Property Search
Page 1 | 2 | 3 of 3    Prev | Next
Beds:
3
Baths:
2.00
Sq.Ft.:
1,696
Status:
NEW LISTING
MLS#:
24009482
Type:
Single Family
Subdivision:
Oliver Addition
Lot size:
0.13 Acres
Year built:
1940
A broker reciprocity listing Courtesy: RE/MAX Creative, Winchester
View additional info

Welcome to this 2-story older home, just minutes to downtown! With 3 bedrooms and 2 bathrooms, this residence is a perfect blend of vintage charm and modern convenience and is awaiting your touches! Upon entering, you are greeted by a spacious entrance foyer that sets the tone for the character found throughout the home. The main level features the primary bedroom while upstairs you will find two additional bedrooms and a small room that could be a home office, a craft room, or even a walk-in closet! The eat-in kitchen is the heart of the home and leads to a covered back porch, a perfect spot for your grill. Out front, a sizable front porch spans the width of the house, providing the perfect spot to relax. This home's solid bones and location make it a wonderful opportunity and a blank slate for those looking to customize and create their dream home on a budget! There are many restaurants, boutiques and more downtown, the public library and two local parks are just a few blocks away and you are just minutes from the interstate for commuting. The building next door is now privately owned and no longer a church. Will not pass FHA or VA.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,116
Status:
NEW LISTING
MLS#:
24009464
Type:
Single Family
Subdivision:
Rural
Lot size:
5 Acres
Year built:
1950
A broker reciprocity listing Courtesy: Keller Williams Legacy Group, 859-585-8970
View additional info

Embrace the potential of this 5-acre gem near Winchester & Hamburg, KY. This fixer-upper boasts 2 beds, 1 bath, and scenic farm views on flat land. Enjoy a long driveway and a detached 2-car garage. Ideal for a smaller homestead! Close to amenities but secluded enough for privacy. Get on the schedule to see this one today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,054
Status:
NEW LISTING
MLS#:
24009441
Type:
Single Family
Subdivision:
Holiday Hills
Lot size:
0.19 Acres
Year built:
1993
A broker reciprocity listing Courtesy: CENTURY 21 Advantage Realty
View additional info

Welcome to this charming 3 bedroom 2 bath ranch style home, just minutes away from downtown and the bypass. As you approach, you'll be pleased by the inviting front porch, offering a cozy spot to unwind.Upon entering, you'll be greeted by the family room with vaulted ceilings, creating an open and airy atmosphere. Adjacent to the family room is a functional kitchen, also having vaulted ceiling, providing ample space for cooking and dining.One notable feature of this home is its carpet-free interior, offering a clean and low-maintenance living environment. The primary bedroom is complete with an en suite bathroom and a walk-in cedar closet.Step outside onto the new deck, where you can bask in the sun. The property also includes a chain-link fenced yard, perfect for pets and for outdoor enjoyment. With the addition of some trees, the yard offers a touch of natural beauty and shade.In summary, this charming ranch style home combines location, a cozy front porch, a spacious family room and kitchen with vaulted ceilings, a carpet-free interior, an en suite primary bedroom with a walk-in cedar closet, a new deck for outdoor relaxation, and a fenced yard with trees for added.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,648
Status:
NEW LISTING
MLS#:
24009417
Type:
Single Family
Subdivision:
Ft Estill
Lot size:
0.14 Acres
Year built:
2019
A broker reciprocity listing Courtesy: Kentucky Residential Real Estate, LLC
View additional info

Charming Craftsman-Style Home Featuring 3 Bedrooms, 2 Full and 1 Half Baths, and 1 Car Garage. The Main Floor of this Home Features and Open Concept Family Room, Kitchen & Dining, a Half Bath, Stainless Steel Applicances, & LVP Flooring. Head Upstairs to the Large Primary Suite with Full Bath & Walk-In Closet. 2 Additional Bedrooms, a 2nd Full Bath, Separate Laundry Room, & New Carpeting Complete the Upstairs. Move-In Ready.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,456
Status:
NEW LISTING
MLS#:
24009407
Type:
Single Family
Subdivision:
Rolling Acres
Lot size:
0.2 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Keller Williams Bluegrass Realty
View additional info

Start out bigger and better! This cute ranch boasts over 1400 square feet of open living space and has a great yard with a detached one car garage and a carport! In 2019 it was freshly updated and the kitchen has a cute custom-built island/breakfast bar. The furnace was new in 2019! It's a ''Dual Fuel'' furnace and the water heater was also new in 2019! There is a Metal roof on both the house and detached garage. This move-in ready cutie is only minutes to the Winchester Bypass or interstate for easy access for you to travel. Large Laundry room with plenty of room for a folding area. Call today for a showing you're going to love it.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,355
Status:
NEW LISTING
MLS#:
24009333
Type:
Single Family
Subdivision:
Thomson Addition
Lot size:
0.24 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Rector Hayden Realtors
View additional info

Mediterranean Revival style home, not a cookie cutter house! This 1920's stunner has maintained some historical charm, with modern conveniences. What's not to love about a rounded entry door and window openings! It maintains that charm with hardwood floors, wrought iron, tiled front porch and beautiful mantles. The 9' ceilings and ample windows, add an airy feel. The fenced in back yard, is lined with privacy evergreens. Gather around the fire pit area, relax on the back deck and enjoy! Newer roof and HVAC!

Beds:
4
Baths:
3.00
Sq.Ft.:
1,618
Status:
NEW LISTING
MLS#:
24009113
Type:
Single Family
Subdivision:
Colby Ridge
Lot size:
0.14 Acres
Year built:
2007
A broker reciprocity listing Courtesy: Keller Williams Legacy Group
View additional info

Escape the hustle and bustle of city life without sacrificing convenience - this stunning 4-bedroom home nestled on a serene dead-end street surrounded by lush greenery is the perfect sanctuary for your family. While being just moments away from the interstate, and dining hotspots. The spacious open kitchen and dining area seamlessly flow into the living room, offering a seamless blend of comfort and style. Plus, the first floor features a convenient laundry area and a half bath. Upstairs, retreat to your cozy bedrooms, each boasting ample closet space for all your storage needs. Experience the best of both worlds with this idyllic home - urban convenience meets suburban peace.

Beds:
5
Baths:
2.00
Sq.Ft.:
1,530
Status:
NEW LISTING
MLS#:
24009018
Type:
Single Family
Subdivision:
Downtown
Lot size:
0.13 Acres
Year built:
1940
A broker reciprocity listing Courtesy: The Brokerage
View additional info

Come see this completely remodeled home in downtown Winchester! This unique property boasts a long list of updates including new, flooring, windows, appliances and much more. The home has a welcoming and open layout providing friendly and usable space with plenty of natural light. It is conveniently situated near the intersection of Winn Ave and N Main St being only a a few minutes from Interstate 64 and downtown Winchester. Come see it today!Buyer to verify sq ft and school district

Beds:
3
Baths:
2.00
Sq.Ft.:
1,680
Status:
Active
MLS#:
24008913
Type:
Single Family
Subdivision:
Rural
Lot size:
14.17 Acres
Year built:
1984
A broker reciprocity listing Courtesy: Coldwell Banker McMahan
View additional info

Are you looking for a place that has it all? Then you have found it. This property has an abundance of extras! From the serene 14.7 acres, woods, cleared walking trails, wildlife, places to ride your recreational vehicles or just relax in the peaceful surroundings! Enjoy the beautiful landscaping, sunsets and views from a spacious front porch overlooking a small pond. Manufactured home on a permanent foundation. 3-bedroom, two bath, eat-in kitchen, oversized 2-car garage, and paved driveway with lots of space for parking. Plus a 30' x 40' Pole Building workshop with electric. Small office trailer that could be perfect for guests or a home office, internet available. This property is a must see to appreciate. Don't miss this rare opportunity! Call today for your private showing. By appointment only.

Beds:
4
Baths:
4.00
Sq.Ft.:
5,440
Status:
Active
MLS#:
24008844
Type:
Single Family
Subdivision:
Mallard Place
Lot size:
0.46 Acres
Year built:
2002
A broker reciprocity listing Courtesy: McConnell Real Estate, Inc.
View additional info

Welcome to 281 Rose Dr. located in the prestigious Mallard Place subdivision. This home features 4 bedrooms and 4 full bathrooms across 5,440 sq ft of total living space, perfectly designed for both grand entertaining and private comfort. The residence includes multiple walk-in closets, ensuring ample storage and organization. The second floor is pre-wired for a media room, creating an ideal space for a home theater or entertainment hub. Situated on a prime level corner lot, the home boasts over 1,500 sq ft of garage space alongside a vast driveway suitable for multiple vehicles. Relish the great outdoors from the comfort of your large patio or the screened-in deck, both perfect for relaxing or hosting events. With its luxurious amenities and desirable location, this home is a true gem waiting to be yours!

Beds:
5
Baths:
4.00
Sq.Ft.:
4,515
Status:
Active
MLS#:
24008612
Type:
Single Family
Subdivision:
Rural
Lot size:
2.3 Acres
Year built:
2010
A broker reciprocity listing Courtesy: Ro&Co Real Estate
View additional info

This meticulously crafted 5-bedroom home boasts exquisite trim and finishes throughout. The main level features a grand formal dining room leading to a light-filled family room with a dramatic vaulted coffered ceiling. Perfect for gatherings, the open-concept kitchen allows you to cook and socialize seamlessly.Upstairs, a second primary suite awaits, complete with a luxurious bathroom and a massive walk-in closet. The expansive basement offers additional living space with 3 bedrooms (2 non-compliant), a full bath, laundry area, and unfinished storage.A brand new 30x50 barn is perfect for all of your hobby and storage needs & don't worry, if you're caught in a snow storm or power outage this home is equipped with a wood burnin stove and propane in addition to electric heat. Enjoy outdoor entertaining on the covered deck overlooking your 2.3-acre property, conveniently located near I-64. Bonus: a brand new roof will be installed before closing!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
24008590
Type:
Single Family
Subdivision:
Noble Heights
Lot size:
0.18 Acres
Year built:
1992
A broker reciprocity listing Courtesy: Tom Goebel & Company
View additional info

Nice 4 bedroom, 2 bath home located on a quiet cul de sac close to Winchester bypass and downtown Winchester. This is your chance to have a piece of country living right in town. Home is being sold as is.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,413
Status:
Active
MLS#:
24008452
Type:
Single Family
Subdivision:
Stoneybrook
Lot size:
0.34 Acres
Year built:
1979
A broker reciprocity listing Courtesy: Coldwell Banker McMahan
View additional info

Charming all-brick ranch featuring 4 bedrooms and 2 full bathrooms with a delightful all-season room overlooking beautiful flower gardens on a spacious, flat lot. Located in Stoneybrook Subdivision! Make an appointment today, for your private viewing.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,120
Status:
Active
MLS#:
24008060
Type:
Single Family
Subdivision:
Rural
Lot size:
5.72 Acres
Year built:
1950
A broker reciprocity listing Courtesy: Torrey Smith Realty Co, LLC
View additional info

Welcome to the cozy country house. There is plenty of room on this 5.72 acre mini farm that is at the end of the road. The farmhouse has three bedrooms, two full baths, three fireplaces and an in ground pool. When you come through the front door, you are greeted by a large living room with two fireplaces, one on either side. Down the hall, you will find the primary bedroom hall bath and second bedroom. At the end of the hall is the eat in kitchen with its own wood-burning fireplace. Through the kitchen you will find the back hallway, third bedroom, second full bath, and large laundry room. If you need workshops, this place features two large metal buildings. The buildings are insulated, on their own 200 amp service with separate meter and reinforced concrete floors. Building one is 50 x 60 with two overhead doors both 10 x 10 with one having a loading dock. Building two is 40 x 60 with a 12 x 12 overhead door. There is also a four car run in garage/shed that is 24 x 41. This is a must see unique property that has lots of potential.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,422
Status:
Active
MLS#:
24007633
Type:
Single Family
Subdivision:
Sunset Heights Addit
Lot size:
0.17 Acres
Year built:
1961
A broker reciprocity listing Courtesy: Milton and Associates Real Estate
View additional info

This three bedroom Ranch home has one and 1/2 baths,a large family room with a fireplace, has been updated, new flooring, new interior and exterior painting,New HVAC, new kitchen cabinets with grainte, new appliances ,It also has a large work shop.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,911
Status:
Active
MLS#:
24007520
Type:
Single Family
Subdivision:
North Park
Lot size:
0.17 Acres
Year built:
1945
A broker reciprocity listing Courtesy: Coldwell Banker McMahan
View additional info

Come and view this 1945 style home, sit on the front porch and enjoy a glass of tea. Inside the home, upstairs, is 2 bedrooms with plenty of storage. Downstairs is the primary bedroom, kitchen, family room, and living area. Outside is a nice size yard, and a concrete pad that once was a garage. Minutes to the interstate and close to downtown Winchester. This home does need some TLC and is being sold ''as is''. Don't delay, call today to schedule your showing.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
24007122
Type:
Single Family
Subdivision:
Rural
Lot size:
5.66 Acres
Year built:
1997
A broker reciprocity listing Courtesy: Tom Goebel & Company
View additional info

This home built and loved by the Seller has many custom features Cabinets are either oak or cherry and handcrafter by the owner. The Laundry Room has a separate line to protect the septic system. House was built with yellow poplar siding and a truss roof. The roof is 3 years old. The HVAC system is 5 years old. The property is fenced on the sides and in the rear. There is a large Primary bedroom with a nice sized attached bath room and walk in closets. In addition there is a second good sized bedroom with an attached bath. There is a third room that could be used for a small bedroom or an office. Enjoy an eat in Kitchen with with refrigerator, stove, dishwasher and microwave. There is a nice sized Dining Room and a large Living Room. Mornings and evenings relax in an oak paneled sun porch with the view of cleared grass and woods. In the winter you''ll be cozy with a gas stove that can heat the entire house. The house has an attached 2 In the rear there is a 1420 SF shop. The shop was built 2011 and has different areas for different types of work to be done. Concrete drive runs to the shop and shop garage.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,148
Status:
Active
MLS#:
24007103
Type:
Single Family
Subdivision:
Hampton Manor
Lot size:
0.33 Acres
Year built:
1960
A broker reciprocity listing Courtesy: Freedom Realty & Property Management
View additional info

This stunningly updated home is situated in the comfortable and desirable Hampton Manor subdivision right in the heart of Winchester. From the moment you pull into the driveway, you'll notice the impeccably landscaped yard and beautiful covered front porch. Take a step inside the front door and experience the refinished hardwood floors leading into spacious rooms including a gorgeous fully remodeled kitchen with granite countertops and new stainless Bosch appliances. Each of the two full bathrooms have newly updated, walk-in tile showers. Follow the steps down into the refinished basement and discover all new vinyl plank flooring in the open office and living space where you can enjoy one of the 3 ventless gas fireplaces on a cool evening. The updated sunroom also offers a lovely place to sit or entertain guests with its new windows, flooring and wooden ceiling. Outside, the improvements continue with a new covered patio beside the above ground pool where you can relax in the summer heat. Schedule your private showing today to experience all this home has to offer!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
24006648
Type:
Farm
Subdivision:
Rural
Lot size:
92.31 Acres
A broker reciprocity listing Courtesy: Keller Williams Commonwealth
View additional info

Create your own idyllic escape on this sprawling 93-acre property! Imagine exploring creeks, encountering diverse wildlife, or simply relaxing in the peacefulness of nature. This property boasts a charming barn, perfect for storage or hobbies, and an impressive ~4,000 feet of road frontage, providing ample space and accessibility. Whether you dream of building your forever home, establishing a working farm, or creating a nature retreat, this land offers endless possibilities. Call today for your private showing.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,080
Status:
Active
MLS#:
24006600
Type:
Single Family
Subdivision:
South Park Addition
Lot size:
0.14 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Distinctive Living, (859) 229-8452
View additional info

Don't miss out on the chance to make this house your own! Whether you're seeking to add your personal touch or expanding your investment portfolio, this property offers endless possibilities! With some improvements, this 2 bedroom, 1 bathroom home is an ideal canvas for homeowners and savvy investors alike. Property is being sold AS IS. This property will not go FHA, VA, or USDA. Schedule your showing today!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,272
Status:
Active
MLS#:
24006529
Type:
Single Family
Subdivision:
Rural
Lot size:
8 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Lifstyl Real Estate
View additional info

As you meander down the winding driveway of 8 sprawling acres, a sense of tranquility washes over you-- just a short 8-minute drive from the bustling town of Winchester.The home boasts a spacious living room with fireplace, family room, eat-in kitchen, formal dining area, drop zone, two bedrooms, full bath, half bath, and master ensuite. These second floor has a wonderful size bonus room with full bathroom, and a bedroom.But perhaps the crowning jewel of this extraordinary estate lies beyond its walls--a haven of outdoor splendor awaiting your discovery. Complete with a sprawling in-ground pool and pool house with a bathroom, surrounded by meticulously manicured landscaping and stone hardscapes--a picturesque retreat where every day feels like a vacation.For the equestrian enthusiast, a charming barn awaits towards the front of the property, ready to accommodate your equine companions with multiple stables and ample storage space above. Whether you're an avid rider or simply appreciate the rustic charm of country living, this property offers endless possibilities for recreation and relaxation. Make 1995 Gay Evans your forever home!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,968
Status:
Active
MLS#:
24006544
Type:
Single Family
Subdivision:
Downtown
Lot size:
0.19 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Keller Williams Commonwealth
View additional info

An older home that offers the charm & character of days gone bye but has many updates of today. Step into a world of timeless charm and modern comfort with this meticulously maintained historic home. From the moment you enter, you'll be captivated by the enchanting character that fills every corner.As you cross the threshold, beautiful hardwood floors lead the way into a spacious living room and dining area, where accent columns add an elegant touch to the ambiance. Natural light pours in through large windows, illuminating the space and creating a warm, inviting atmosphere. The charm of yesterday w/updated kitchen & first floor bath. The Primary Bedroom on 1st floor has original pocket doors and a leaded glass window. Upstairs, three bedrooms offer peaceful retreats, each adorned with unique features that add to the home's allure. A sleeping porch off the primary bedroom invites you to indulge in moments of tranquility while soaking in the beauty of historic Main Street. Step outside in back to discover a covered porch with a charming brick floor, perfect for relaxing and enjoying the serene surroundings.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,821
Status:
Active
MLS#:
24005871
Type:
Single Family
Subdivision:
Noble Heights
Lot size:
0.26 Acres
Year built:
1983
A broker reciprocity listing Courtesy: Dream Maker Realty, LLC
View additional info

This recently updated home is calling your name! With plenty of square footage for anybody, this home offers 3 large bedrooms, a den, large living room space, and a large back deck! This tranquil backyard will have you feeling like you're on vacation everyday!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,377
Status:
Active
MLS#:
24005885
Type:
Single Family
Subdivision:
Bradley Place
Lot size:
0.14 Acres
Year built:
2006
A broker reciprocity listing Courtesy: Dixon Properties
View additional info

Updated ranch home with full basement! This home features new bathrooms, freshly painted, new laminate flooring & carpet, new light fixtures & ceiling fans. Kitchen has granite countertops and all new stainless appliances including the refrigerator! Basement features a 1/2 bath, utility room, and poured concrete walls. There is a huge drive-in garage with ample space for storage or workshop. Total electric. Close to downtown and Veterans Parkway. Buyer to verify schools. Owner/agent

Beds:
5
Baths:
4.00
Sq.Ft.:
4,091
Status:
Active
MLS#:
24005475
Type:
Single Family
Subdivision:
Hampton Manor
Lot size:
0.61 Acres
Year built:
1958
A broker reciprocity listing Courtesy: Coldwell Banker McMahan
View additional info

This is rare beauty and history located in the heart of Winchester. Embrace the essence of elegance in this beautifully appointed brick home, offering 5 bedrooms, 3 full baths and formal rooms. Main level of home boasts the primary suite as well as an additional bedroom. The large fully equipped kitchen is a delight for any chef. Home features a full walk-up basement that is unfinished with a half bath and additional laundry area. This home nestled on a spacious lot with a serene brick patio inviting relaxation. The 2 car carport situated close to home with plenty of storage.

Refine Property Search
Page 1 | 2 | 3 of 3    Prev | Next
1–25 of 52 properties displayed
Information is deemed to be reliable, but is not guaranteed. © 2022 MLS and FBS.

Prepared by Bluegrass REALTORS® on 5/13/2024. The information on this sheet has been made available by the MLS and may not be the listing of the provider.

How may I help you?

Get property information, schedule a showing or find an agent






We respect your privacy