Winchester KY Real Estate

920 Bypass Rd.

Winchester, KY 40391

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Winchester KY Real Estate | Homes For Sale

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430 Pretty Run Rd, Winchester, KY 40391

Price:$1,395,000

Bedrooms: 4

Baths Full: 3

Bath Half: 0

Finished Sq ft:  

Rural Subdivision

County: Clark

Real Estate for sale in Winchester KY

Gorgeous historic home with Clark County location, within 20 minute drive to Lexington! Situated on 15 acres, this home features beautiful hardwood floors, 4 bedrooms, 3 baths, guest house and a 3 car garage. Peaceful location and beautiful views!


3565 Paris Rd, Winchester, KY 40391

Price:$1,190,000

Bedrooms: 6

Baths Full: 3

Bath Half: 1

Finished Sq ft:  

Rural Subdivision

County: Clark

Real Estate for sale in Winchester KY

The magnificent Rotherwood mansion was constructed ca. 1887 by Asa Rodgers Sphar, a prominent Clark County landowner. The 6BR/3.5BA residence has been restored over the past few years, but has also been updated to accommodate today's luxuries. A dramatic foyer runs the length of the home, connecting the parlor and library with a formal dining room. The kitchen, with Sub Zero & Wolf appliances, also offers ample pantry storage and a charming breakfast room. Both the second and third floors have three bedrooms each, with foyers large enough to accommodate additional living areas. Behind the residence is a 3BR/2BA mobile home (ca. 2009), which could serve as guest quarters or on-site living for a caretaker, and a small barn/workshop. The home rests on 25+ acres just off the Paris Road (627) and less than 2-miles off I-64. The quality of craftsmanship and attention to detail make Rotherwood one of the most interesting estates on the market today.


3565 Paris Rd, Winchester, KY 40391

Price:$1,190,000

Bedrooms: 6

Baths Full: 3

Bath Half: 1

Finished Sq ft: 7679

Rural Subdivision

County: Clark

Real Estate for sale in Winchester KY

The magnificent Rotherwood mansion was constructed ca. 1887 by Asa Rodgers Sphar, a prominent Clark County landowner. The 6BR/3.5BA residence has been restored over the past few years, but has also been updated to accommodate today's luxuries. A dramatic foyer runs the length of the home, connecting the parlor and library with a formal dining room. The kitchen, with Sub Zero & Wolf appliances, also offers ample pantry storage and a charming breakfast room. Both the second and third floors have three bedrooms each, with foyers large enough to accommodate additional living areas. Behind the residence is a 3BR/2BA mobile home (ca. 2009), which could serve as guest quarters or on-site living for a caretaker, and a small barn/workshop. The home rests on 25+ acres just off the Paris Road (627) and less than 2-miles off I-64. The quality of craftsmanship and attention to detail make Rotherwood one of the most interesting estates on the market today.


3035 Becknerville Rd, Winchester, KY 40391

Price:$999,000

Bedrooms: 0

Baths Full: 0

Bath Half: 0

Finished Sq ft:  

Rural Subdivision

County: Clark

Real Estate for sale in Winchester KY

This 135 acre farm challenges comparison! It's a great cattle farm, and fields can be used for crops and hay production. Tracts on Becknerville Rd would be desirable because of location between Winchester and Lexington. The land is gently rolling. An extremely nice 6 bent barn is on the property and it is used at present for hay storage. Electric is to the barn.


1080 Cole Rd, Winchester, KY 40391

Price:$900,000

Bedrooms: 3

Baths Full: 2

Bath Half: 0

Finished Sq ft:  

Rural Subdivision

County: Clark

Real Estate for sale in Winchester KY

Hard-to-find farm on the outskirts of Winchester that includes home, two barns and metal Morton building that is perfect for cattle, horses, and/or recreation. Cell phone tower on property produces immediate income. Home has 3 bedrooms and 2 full baths. Deer and wild turkey abound. Call today for your private showing.


6870 Old Boonesboro Rd, Winchester, KY 40391

Price:$787,000

Bedrooms: 3

Baths Full: 2

Bath Half: 0

Finished Sq ft: 3396

Rural Subdivision

County: Clark

Real Estate for sale in Winchester KY

Great Price Reduction!! Peace and beauty combined with tremendous QUALITY in this wonderful home located on 125+ private acres of working farm land. Gorgeous views in every direction and lovingly tended by the same family for over 6 decades. Offering spacious rooms, high ceilings, geo-thermal HVAC`, hardwoods throughout, newer windows and metal roof. It will make a perfect pallet for your choice of decor and todays lifestyle. Perfect for horses or cattle etc. with barn, ponds, infield water and fully fenced. Truly only minutes from I64 and I75 offering quick access to Lexington, Winchester, Richmond and all points beyond. This is a very special opportunity - be certain to put it on your MUST SEE list soon. SELLER IS OFFERING ONE YEAR HOME WARRANTY.


501 Kiddville Rd, Winchester, KY 40391

Price:$750,000

Bedrooms: 4

Baths Full: 2

Bath Half: 0

Finished Sq ft:  

Rural Subdivision

County: Clark

Real Estate for sale in Winchester KY

This is an incredible opportunity for the right person(s)! 25.4 Acres that is right at the NEW off ramp Exit 10 of Mt. Parkway. Property is zoned Agriculture but the future looks bright for growth, especially in this newly open area. Currently this farm is host to an all brick 4 bedroom, 2 full bath home (being Sold As Is), there is a carport in front of the 2-car detached garage with workshop & bathroom, the red barn is 72.2 X 82 sq. ft. mostly concreted, the blue barn is 20.8 X 56.5 sq. ft. completely concreted & there are 2 entertaining shelters. Completely fenced. Call for more information today. Within viewing of the Kentucky Equestrian Center.


221 Windy Ln, Winchester, KY 40391

Price:$725,000

Bedrooms: 4

Baths Full: 3

Bath Half: 0

Finished Sq ft:  

Rural Subdivision

County: Clark

Real Estate for sale in Winchester KY

Farm Paradise! * Gently rolling 164 acres of beautiful Central Kentucky farmland * 2 combined tracts * Frontage on 89 Irvine Road runs completely from Pilot View Rd. to Wils Rupard Rd. * 4 total barns * 1 cattle shed * 23 bents * 5 paddocks * 6 fields * Wildlife with turkey & deer * Large metal workshop building * Double wide trailer & single wide trailer for additional investment properties * Storage trailers * Present farm use for cattle, crops, pasture - possible horse farm operation * Property lines all fenced * Brick ranch home on full basement * Attached 2-car garage * 18 x 14 Sunroom * 4 bedrooms, 3 full baths * Kitchen features real oak cabinets, built-in dining table * 2 fireplaces * Champion vinyl windows * New roof 2012 * New furnace 2003 * New central vacuum system 2013 * Rain Soft water softener system * Additional building sites with fabulous views * Great development property potential - Brandenburg Acres? * Approx. 7 miles to downtown * Short drive to 1-64 * Must See!


221 Windy Ln, Winchester, KY 40391

Price:$725,000

Bedrooms: 4

Baths Full: 3

Bath Half: 0

Finished Sq ft: 1700

Rural Subdivision

County: Clark

Real Estate for sale in Winchester KY

Farm Paradise! * Gently rolling 164 acres of beautiful Central Kentucky farmland * 2 combined tracts * Frontage on 89 Irvine Road runs completely from Pilot View Rd. to Wils Rupard Rd. * 4 total barns * 1 cattle shed * 23 bents * 5 paddocks * 6 fields * Wildlife with turkey & deer * Large metal workshop building * Double wide trailer & single wide trailer for additional investment properties * Storage trailers * Present farm use for cattle, crops, pasture - possible horse farm operation * Property lines all fenced * Brick ranch home on full basement * Attached 2-car garage * 18 x 14 Sunroom * 4 bedrooms, 3 full baths * Kitchen features real oak cabinets, built-in dining table * 2 fireplaces * Champion vinyl windows * New roof 2012 * New furnace 2003 * New central vacuum system 2013 * Rain Soft water softener system * Additional building sites with fabulous views * Great development property potential - Brandenburg Acres? * Approx. 7 miles to downtown * Short drive to 1-64 * Must See!


5838 Old Boonesboro Rd, Winchester, KY 40391

Price:$719,000

Bedrooms: 4

Baths Full: 3

Bath Half: 1

Finished Sq ft:  

Forest Grove Subdivision

County: Clark

Real Estate for sale in Winchester KY

Kentucky country living with easy access to Richmond, Winchester and Lexington. Great neighbors, actively farming. Large rooms, bright and sunny. Golf tee & target green for family fun (previously riding ring). Lengthy asphalt drive with large parking apron. This farm is well fenced with a stock pen, barnyard, three paddocks, a three bent barn with three boxed stalls, workbench, lights, electrical service & water. Gravel drive from house to barn/pond/stock pen area. The pond has electrical service and an aerator. Spring fed spring pond (open water for stock year round). Old rock fencing at road front and in the spring pond. Concrete block tractor garage near the barn with lights and electrical service. Two nice run in sheds (one has concrete floor). Water service at the front gate.


5838 Old Boonesboro Road, Winchester, KY 40391

Price:$719,000

Bedrooms: 4

Baths Full: 3

Bath Half: 1

Finished Sq ft: 3516

Forest Grove Subdivision

County: Clark

Real Estate for sale in Winchester KY

Kentucky country living with easy access to Richmond, Winchester and Lexington. Great neighbors, actively farming. Large rooms, bright and sunny. Golf tee & target green for family fun (previously riding ring). Lengthy asphalt drive with large parking apron. This farm is well fenced with a stock pen, barnyard, three paddocks, a three bent barn with three boxed stalls, workbench, lights, electrical service & water. Gravel drive from house to barn/pond/stock pen area. The pond has electrical service and an aerator. Spring fed spring pond (open water for stock year round). Old rock fencing at road front and in the spring pond. Concrete block tractor garage near the barn with lights and electrical service. Two nice run in sheds (one has concrete floor). Water service at the front gate.


2968 McClure Rd, Winchester, KY 40391

Price:$650,000

Bedrooms: 4

Baths Full: 2

Bath Half: 1

Finished Sq ft:  

Rural Subdivision

County: Clark

Real Estate for sale in Winchester KY

Gentleman's Farm--A rare offering--so be first in line to view it! This one owner home has been well cared for and it offers many amenities. The master bedroom is on the first level, as well as a separate laundry room with space for a freezer. The kitchen has major appliances, a desk/recipe center, free standing island, bar counter, and a dining area with picturesque scenery out the bay window. The FR has a F/P for cozy evenings, and the built in bookshelves give you display room plus lower storage. The home has a formal DR, LR, and 3 more bedrooms (one being used as an office). Other amenities include a walk in cedar closet, a window seat in a bedroom, 2.5 baths, crown molding, walk in storage, front porch, and screened in back porch. Entertain, relax, exercise and enjoy the benefits of an in-ground pool. The 32 ac farm has 6 paddocks with water, a barn for hay, a barn with 2 horse stalls and concrete pad for workers. Bring the family! Bring the horses! See this unique property!


703 Kiddville Rd, Winchester, KY 40391

Price:$650,000

Bedrooms: 3

Baths Full: 3

Bath Half: 0

Finished Sq ft:  

Rural Subdivision

County: Clark

Real Estate for sale in Winchester KY

1 story brick ranch with attached garage, barn-frame (48'x48'), approx. 31.699 acres, plank and woven wire fence around boundaries of farm. Also 2 ponds on farm. Level and gently rolling land.


1025 Elkin Station, Winchester, KY 40391

Price:$649,900

Bedrooms: 4

Baths Full: 3

Bath Half: 1

Finished Sq ft:  

Rural Subdivision

County: Clark

Real Estate for sale in Winchester KY

This 55 acres of lush central Kentucky farmland has been paired with an equally impressive home that's over 5,000 sqft of finished space and has something to offer for all! Multiple rooms of elegance on the first floor with a highly sought after 1st floor master suite. Upstairs, the space abounds with one bedroom offering a private bath as well as a bonus room and large closet. 2 other generously sized bedrooms are connected with a jack and jill bath and both offer ample closet space. A bonus room is also offered on the 2nd floor. The house is great but you may never leave the basement! Theatre room, kitchenette, full bath, rec room space and a full bath! PLUS over 1200 square feet of workshop and garage space! The front porch views are no slouch but the back porch sun room overlooks the in ground pool and rear of the property. The acreage also offers what is certainly one of the best building spots in all of central Kentucky. The term Million Dollar View just doesn't justify it.


1025 Elkin Station, Winchester, KY 40391

Price:$649,900

Bedrooms: 4

Baths Full: 3

Bath Half: 1

Finished Sq ft: 5270

Rural Subdivision

County: Clark

Real Estate for sale in Winchester KY

This 55 acres of lush central Kentucky farmland has been paired with an equally impressive home that's over 5,000 sqft of finished space and has something to offer for all! Multiple rooms of elegance on the first floor with a highly sought after 1st floor master suite. Upstairs, the space abounds with one bedroom offering a private bath as well as a bonus room and large closet. 2 other generously sized bedrooms are connected with a jack and jill bath and both offer ample closet space. A bonus room is also offered on the 2nd floor. The house is great but you may never leave the basement! Theatre room, kitchenette, full bath, rec room space and a full bath! PLUS over 1200 square feet of workshop and garage space! The front porch views are no slouch but the back porch sun room overlooks the in ground pool and rear of the property. The acreage also offers what is certainly one of the best building spots in all of central Kentucky. The term Million Dollar View just doesn't justify it.


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Principle Broker Jerry McMahan


The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Lexington-Bluegrass Association of Realtors. Real estate listings held by IDX Brokerage firms other than Coldwell Banker McMahan Co. are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing IDX Brokers. The Broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision. © 2016 Lexington-Bluegrass Association of Realtors. All rights reserved.


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