Winchester KY Real Estate & Homes for Sale

59 Properties Found

The median home value in Winchester, KY is $245,000. 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 $245,000. 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!
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1–25 of 59 properties displayed
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Beds:
3
Baths:
2.00
Sq.Ft.:
1,734
Status:
NEW LISTING
MLS#:
24007641
Type:
Single Family
Subdivision:
South Park Addition
Lot size:
0.11 Acres
A broker reciprocity listing Courtesy: KY Realty Co
View additional info

Stunning home in downtown Winchester, extensively and gorgeously remodeled. New (beautiful) kitchen and bathrooms, new roof, new heat pump, new windows, new flooring, new fixtures, and more! Upgrades galore, while keeping the charming character of this downtown beauty. Living room, kitchen, laundry/mud room, and three bedrooms downstairs, with large flex space upstairs. Who doesn't love a picturesque home with wrap around porch? Ideally situated on a corner lot, this wonderful home is a must see!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,422
Status:
NEW LISTING
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
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Thils Ranch home has been updated, new flooring, new interior and exterior painting,New HVAC, new kitchen cabinets with grainte, new appliancs ,It also has a large work shop

Beds:
3
Baths:
2.00
Sq.Ft.:
1,776
Status:
NEW LISTING
MLS#:
24007576
Type:
Single Family
Subdivision:
Pine Ridge Estates
Lot size:
0.28 Acres
Year built:
2002
A broker reciprocity listing Courtesy: Keller Williams Commonwealth
View additional info

This lovely 3 bedroom 2 bath home has been freshly painted throughout the inside and features two spacious living areas with cathedral ceilings. This one-owner home features beautiful well kept hardwood floors and tile flooring. Enjoy evenings on the deck over the large back yard. Some additional features this home's next owner will enjoy include , and a new roof in November, an updated primary bathroom with a double rain shower head, a pantry cabinet pull out design in the open kitchen area, dawn to dusk outdoor front lighting, outdoor outlets, a brand new back door, well lit closets, and an in house vacuum. This is a USDA approved area which means that a qualified BUYER can get this home for zero down!! Call to schedule a showing today!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,800
Status:
Active
MLS#:
24007441
Type:
Single Family
Subdivision:
Hibiscus Terrace
Lot size:
0.2 Acres
Year built:
2024
A broker reciprocity listing Courtesy: Freedom Realty & Property Management
View additional info

This new construction house will be completed soon and ready for you to move in and call home! From the moment you step inside, you'll find stunning features including 9 foot ceilings for an open and airy feel, with hardwood floors throughout. In the kitchen will be granite countertops with white cabinets including an island with bar top seating. New stainless appliances will complete the kitchen. Upstairs will feature an open loft area with two bedrooms plus a bonus room over the garage that could also be used as a bedroom. The view from the upper floor overlooks beautiful farmland and a pond so you feel like you live in the country with all of the convenience of living in town. Out back there is a new covered deck for a wonderful place to enjoy the country view while entertaining or just relaxing on a cool summer evening. This home is not yet completely finished, so there is some opportunity for you to have some choices in the final touches.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,244
Status:
Active
MLS#:
24007336
Type:
Single Family
Subdivision:
Rural
Lot size:
5.57 Acres
Year built:
2007
A broker reciprocity listing Courtesy: Coldwell Banker McMahan
View additional info

OPEN HOUSE SUNDAY April 21st 1:00-3:00 Check out this beautiful brick with walk out basement located on 5.5 acres of flat land in Winchester. This is a rare jewel, you will enjoy the peace and quiet sitting on front porch drinking your coffee or relax on the large covered deck. The bonus is a nice metal unattached garage/workshop 26'X34'. Perfect little farm to have any kind of animals you desire. This beauty has hardwood floors through out main area, 3 bedrooms with carpet and 3 baths are tile. You will fall in love with the large master suite that leads to masterbath with jacuzzi tub and beautiful double vanities. A lovely home with many updates. New HVAC system, water heater, painted, all new light fixtures inside and out, kitchen subway tile backsplash, island butcherblock & tile floor. Bathrooms have new vanity tops, faucets, mirrors, ship lap, tile, shower head & hardware. You won't believe the huge laundry room. The unfinished walkout basement can be great storage area or finished for more space. This home is ready for its new owners to move in and enjoy country life at its best! Less than 30 minutes from Lexington, Georgetown & surrounding areas

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
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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
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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:
6
Baths:
2.00
Sq.Ft.:
3,820
Status:
Active
MLS#:
24006749
Type:
Single Family
Subdivision:
Rural
Lot size:
4.07 Acres
Year built:
1930
A broker reciprocity listing Courtesy: Freedom Realty & Property Management
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Let's start by saying 4 acres without subdivision restrictions and located within 2 miles of the bypass. Now that I have your attention, let's talk about a six bedroom colonial home with new shingles installed on the home and garage in 2023. New septic system was installed approximately five years ago as well as some electrical updating and some newer windows installed. The home also features a separate garage/workshop area that's perfect for mowers, tractors, and tools. Have a big family with kids? They will love the inground pool on the property that needs to be brought back to life to create lots of new memories. Don't want a pool? You can even fill in that space and use it to build another garage space, greenhouse, etc. If you are looking for a front porch where you can relax and watch the squirrels and listen to the birds, this may be the spot for you. If you have the skills to do a few updates and improvements, this is definitely the place for you. The options are truly endless for this property. Don't miss the opportunity to see this historic home. Schedule your appointment today. All information is believed to be correct. Buyer to confirm.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,610
Status:
Active
MLS#:
24006671
Type:
Single Family
Subdivision:
Fontaine Estates
Lot size:
0.38 Acres
Year built:
1991
A broker reciprocity listing Courtesy: Kentucky Realty Group, LLC
View additional info

Live grand on prestigious Fontaine Blvd! This expansive 4-bedroom, 3.5-bathroom home offers ample space for your family's dreams to flourish. Envision cozy movie nights by the fireplace, grand holiday gatherings, and peaceful escapes in the spacious bedrooms. The beautifully appointed kitchen is a chef's dream, while the sizeable backyard beckons for barbecues and laughter. Located in a charming neighborhood, 27 Fontaine Blvd puts you close to top-rated schools and vibrant community amenities. Don't miss your chance to own a piece of Winchester's finest real estate - contact us today to schedule your viewing!

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:
5
Baths:
4.00
Sq.Ft.:
4,456
Status:
Active
MLS#:
24006758
Type:
Single Family
Subdivision:
Mallard Place
Lot size:
0.34 Acres
Year built:
2002
A broker reciprocity listing Courtesy: RE/MAX Elite Realty
View additional info

This home has maximized all the space! All brick 1.5 story home on a basement in the coveted Mallard Place subdivision. Three levels of wonderful craftsmanship. The main floor has hardwood floors, vaulted ceilings, a gas fireplace, a spacious primary bedroom with an en suite bath, 2 bedrooms with a jack-n-jill bathroom, formal dining, and eat-in kitchen. The basement has an entertainment area with a bar, bonus room and storage room. The upstairs is perfect for a teen suite, or another place to relax. It has a bedroom that is a loft, bonus room/bedroom and a family room, plus more attic storage. This home is beautiful and you won't want to miss out on seeing it in person!

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:
2
Baths:
2.00
Sq.Ft.:
1,523
Status:
Active
MLS#:
24006465
Type:
Single Family
Subdivision:
Rural
Lot size:
0.24 Acres
Year built:
2024
A broker reciprocity listing Courtesy: The Agency
View additional info

This stunning residence boasts a unique blend of modern style, functionality, and serene privacy Enjoy the tranquility of a corner lot with no nearby neighbors, surrounded by beautiful greenery. Step inside a world of comfort featuring two spacious bedrooms, each with walk-in closets. Two full bathrooms, including a master bathroom retreat with custom full tiled shower. Fully finished bonus space upstairs. Beautiful modern kitchen featuring large island for seamless entertaining. Relax and unwind in the comfort of covered porches, and privacy. Homes exterior exudes durability with Hardie board and batten siding with brick skirt. Schedule your showing today!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,366
Status:
Active
MLS#:
24005987
Type:
Single Family
Subdivision:
Hampton Manor
Lot size:
0.47 Acres
Year built:
1969
A broker reciprocity listing Courtesy: Lawson Real Estate, Inc
View additional info

Make your appointment today for this charming home nestled in a well-known neighborhood of Hampton Manor. It's nothing to see neighbors riding their golf carts to the nearby golf course, quiet and neighborly living. Now, to the 3 BR 2.5 BA brick ranch style home. Formal entry way going into a spacious family room with brick fireplace, dining area, eat-in kitchen. Flooring consists of hardwood, and tile. Partially finished basement has lots of potential for extra bedroom or for a perfect entertaining area with its own brick gas fireplace. As you can walk out to the plush back yard with endless possibilities, imagine taking it easy on the spring and summer nights.

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.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
24005373
Type:
Single Family
Subdivision:
Downtown
Lot size:
0.21 Acres
Year built:
2024
A broker reciprocity listing Courtesy: Tom Goebel & Company
View additional info

NEW! NEW! NEW! Welcome to your BRAND NEW HOME. New house, new yard, new appliances. Did we mention this is a NEW home?? 3 bedrooms, 1 bath, NEW stainless-steel appliances, granite counter tops. THIS WILL SELL FAST... Don't wait. Give me a call for a private showing. Owner/Agent

Beds:
3
Baths:
2.00
Sq.Ft.:
1,328
Status:
Active
MLS#:
24005353
Type:
Single Family
Subdivision:
Downtown
Lot size:
0.2 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Bluegrass Sotheby's International Realty
View additional info

Cute and classic home on Buckner Street in downtown Winchester! This home features 3 spacious bedrooms, 2 full baths, generous sizedeat-in kitchen with ample work space highlighting classic, white cabinetry and butcher block counter tops. You'll love the NEW tankless hot water heater (saves energy and also provides near endless amounts of hot water), gleaming hardwood floors throughout and walk-in closets; so much storage! This home also offers a partial basement foreven more storage space! Spray foam insulation in basement helps with energy efficiency. Close to all things downtown including shopping, dining and so much more!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,120
Status:
Active
MLS#:
24005255
Type:
Single Family
Subdivision:
Stoneybrook
Lot size:
0.53 Acres
Year built:
1981
A broker reciprocity listing Courtesy: Marshall Lane Real Estate - Lexington
View additional info

Welcome home to this gorgeous sprawling brick ranch in Winchester's desirable Stoney Brook. This home has been lovingly maintained over the years and undergone some recent updates like new light fixtures in the dining room, den and desk area as well as new paint throughout. Inside you'll find plenty of space to make your own. The entry gives way to a large living room, and a beautiful kitchen and dining room with hardwood floors, granite counter tops, stainless steel appliances and gorgeous cabinetry. In the primary bedroom you'll find a walk in closet, two additional closets and an attached primary bath with brand new shower. There is no shortage of storage in this home as both of the additional bedrooms have two closets each, and there is also a bonus room located over the garage, and several other closets throughout the home. There is plenty of space for cars, tools and the like inside the 2.5 car garage and large utility room. Outside, there is an oversized front porch and a large flat yard, perfect for adding a pool. Enjoy plenty of privacy as there is ample space between neighbors. This is the house you've been looking for, don't miss out on making it your home!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,798
Status:
Active
MLS#:
24005245
Type:
Single Family
Subdivision:
Poynterville
Lot size:
0.17 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Christie's International Real Estate Bluegrass
View additional info

Step into the tranquility of Poynterville with this charming ranch home! Boasting three bedrooms, two full baths, and ample living space including a dining room, den, & living room. This cozy abode is perfect for family living. Enjoy modern convenience with a new mudroom addition featuring stand-alone cabinetry, along with recent upgrades including HVAC system in 2021. Plus, the convenience continues with included appliances - washer & dryer and deep freezer, ensuring a seamless move-in experience. With an open backyard ready for endless family fun, this home is your ticket to a relaxed lifestyle. Selling as-is, inspections welcome.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
24004858
Type:
Farm
Subdivision:
Rural
Lot size:
4.14 Acres
A broker reciprocity listing Courtesy: Rector Hayden Realtors
View additional info

Been itching to find a piece of land that you can call your own? Looking to build your forever home? Why not come out and look at what this 4 acre tract has to offer! Situated out in the country with farm views, sunsets are beautiful out here. Just several minutes from downtown Winchester, you may have hit the jackpot. Schedule your showing to. walk this property today. All appointments must be scheduled.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,540
Status:
Active
MLS#:
24004616
Type:
Single Family
Subdivision:
Colby Ridge
Lot size:
0.26 Acres
Year built:
1999
A broker reciprocity listing Courtesy: Dream Maker Realty, LLC
View additional info

Welcome Home! Come check out this beautiful 3 bed 2 bath home nestled right on the corner of Hanover Street. This home welcomes you in with its elevated ceilings in the living/dining room area. Kitchen offers a good-sized pantry as well as lots of cabinet and counter space. Relax in your new sunroom or spend an evening on your screened in back porch. When your day is done, you can retreat to your spacious primary bedroom that is complete with a walk-in closet and private bathroom. Plenty of closet storage throughout this house! Call today!

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Information is deemed to be reliable, but is not guaranteed. © 2022 MLS and FBS.

Prepared by Bluegrass REALTORS® on 4/25/2024. The information on this sheet has been made available by the MLS and may not be the listing of the provider.

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