Historic South Hill Homes

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  $495,000

  • 1 Bed
  • 1 Bath
  • 1,141 Sq Ft

  361 S Upper St Unit 363, Lexington, KY 40508

  Add your chapter to the story of this iconic c. 1805 log cabin, 220 years after its construction. Thought to be the oldest surviving log residence in Lexington still on its original site, this two-story, two-bay clapboard-wrapped home offers a blend of early Kentucky heritage and downtown convenience. In 1994, the Blue Grass Trust for Historic Preservation saved the structure from demolition,

  James Turek Bluegrass Sotheby's International Realty

  361 S Upper St Unit 363, Lexington, KY 40508
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  /17

  $1,950 per month

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Condo for Rent

  650 S Mill St Unit 120, Lexington, KY 40508

  This condo has all new paint and carpet.Features 2 bedrooms, 2 bathrooms,.Laminate flooring in the kitchen and living room.One nice thing about this unit is you can go out the backdoor and straight to the street, without going through the parking garage.You can buy a permit to park on the street for @12.00 dollars per year. Of course you can still park in the garage if you

  Steve Christensen Calumet Realty

  650 S Mill St Unit 120, Lexington, KY 40508
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  /13

  $290,000 Sold Jul 10, 2025

  • 790 Sq Ft
  • $367/SF
  • 41 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2007

  535 S Upper St Unit 317, Lexington, KY 40508

  Say Hello To A Good ''Buy''!Enjoy Downtown living close to Uk Campus.Walk to restaurants, outside venues, and a variety of entertainment that Lexington has to offer.

  Andy Conners Conners Real Estate & Auction

  535 S Upper St Unit 317, Lexington, KY 40508
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  /15

  Est $257,764 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 649 Sq Ft

  650 S Mill St Unit 324, Lexington, KY 40508

  650 S Mill St Unit 324, Lexington, KY 40508
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  /16

  $269,900

  • 3 Beds
  • 1 Bath
  • 958 Sq Ft

  117 W Maxwell St, Lexington, KY 40508

  Currently used as Joe Bologna's office, this property was remodeled to the studs back 25 years ago and has been well maintained since. Some alterations/doors would probably need to be added to return the house into a residential use, or slight modification could be done to make for a ''live where you work'' type of setup. House cannot be used as a longterm rental, only Airbnb or 'live where you

  Travis Emnett Top Ten Realty

  117 W Maxwell St, Lexington, KY 40508
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  /18

  $3,900 per month

  • 2 Beds
  • 2 Baths
  • 1,571 Sq Ft
  • Condo for Rent

  275 S Limestone Unit 110, Lexington, KY 40508

  Ultra Cool space in historic Kimball House Square located between Campus and Central Business District. Walk to all things downtown! Exposed brick, hardwood, all appliances including Sub-Zero, Wolf gas range, Microwave drawer, Dishwasher, Washer/Dryer, Wet Bar, 2 gas Fireplaces, Security System, Smart Lock Keypad, Large private Front Porch, access to private courtyard area w outdoor seating and

  Tina Ball Local First Realty, LLC

  275 S Limestone Unit 110, Lexington, KY 40508
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  /34

  $550,000 Sold Jul 09, 2025

  • 2,254 Sq Ft
  • $244/SF
  • 0 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2004

  504 Lawrence St, Lexington, KY 40508

  Location! Location! This southern traditional home is loaded with charm & offers a lovely floor plan with 9' ceilings on 1st floor, 2 car garage with private driveway plus 1st & 2nd floor porch. Built by Padgett Construction, this home features a beautiful kitchen with abundant cabinetry with granite tops plus center island. The family room is spacious with bricked fireplace (wood burning)

  Deborah Back The Brokerage

  504 Lawrence St, Lexington, KY 40508
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  /29

  Est $221,020 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 582 Sq Ft

  650 S Mill St Unit 316, Lexington, KY 40508

  650 S Mill St Unit 316, Lexington, KY 40508
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  /46

  $568,000

  • 2 Beds
  • 2.5 Baths
  • 1,987 Sq Ft

  517 Lawrence St, Lexington, KY 40508

  Come discover the best kept secret of downtown living at South Hill Crossing Townhouses! You will be amazed to find out you are only moments to ALL of Lexington's favorites - Rupp Arena, local Restaurants, shopping, moments from the heart of University of KY main campus (including law & medical schools), UK Healthcare and short distance to cultural offerings at Singletary Center and the Opera

  Laura Hayden Rector Hayden Realtors

  517 Lawrence St, Lexington, KY 40508
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  /40

  $2,475 per month

  • 2 Beds
  • 2 Baths
  • 1,783 Sq Ft
  • Condo for Rent

  257 S Limestone Unit 201, Lexington, KY 40508

  Available EARLY July 2025: Beautiful condo located at 257 S. Limestone or also known as Kimball House Square. This is an older home that was converted into two condos. Unit 201 is the upstairs condo. You will not find a more spacious condo featuring vaulted ceilings, exposed brick, walk up floored attic for storage, intercom, all hardwood floors, Character, and much more. Right between Downtown &

  Casey Weesner Weesner Properties, Inc.

  257 S Limestone Unit 201, Lexington, KY 40508
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  /31

  $246,900 Sold Jun 25, 2025

  • 649 Sq Ft
  • $380/SF
  • 21 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2009

  650 S Mill St Unit 218, Lexington, KY 40508

  Bright and Light 2nd Floor Condo located in the desirable Center Court Condominiums. Center Court is located just at the edge of The University of Kentucky campus and blocks away from Downton Lexington. Walk to class, work, shopping and the many restaurants and pubs Lexington has to offer. The building has on site management that is very quick to assist. A great place to call

  Craig Johnson Silvestri Real Estate, LLC

  650 S Mill St Unit 218, Lexington, KY 40508
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  /18

  Est $356,094 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft

  650 S Mill St Unit 315, Lexington, KY 40508

  650 S Mill St Unit 315, Lexington, KY 40508
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  /28

  $479,000

  • 3 Beds
  • 1 Bath
  • 1,696 Sq Ft

  317 S Mill St, Lexington, KY 40508

  Own a piece of Lexington History-The Adam Rankin House Circa 1784. Rare opportunity to own what is believed to be Lexington's oldest houses. Rich in character and history this house offers timeless charm paired with modern conveniences. Inside a wide central hall separates a spacious kitchen with a fireplace on one side and a large living room with a fireplace on the other.Upstairs you will find

  Jane Pappas Keller Williams Bluegrass Realty

  317 S Mill St, Lexington, KY 40508
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  /22

  $1,900 per month

  • 2 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • House for Rent

  377 S Upper St Unit 7, Lexington, KY 40508

  Located on desirable South Upper Street, this bright spacious condo is within walking distance of the University, most hospitals, and the restaurants and bars downtown. It consist of two large bedrooms with hardwood floors, two bathrooms, one ensuite. A large dining room and equally large sitting room. The kitchen includes a gas stove, dishwasher and fridge. There is a separate utility room with

  Mark Dixon Biederman Real Estate

  377 S Upper St Unit 7, Lexington, KY 40508
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  /36

  $420,000 Sold Jun 16, 2025

  • 1,000 Sq Ft
  • $420/SF
  • 1 Day On Market

  • 2 Beds
  • 2 Baths
  • Built 2010

  220 Cedar St Unit 104, Lexington, KY 40508

  This updated 2-bedroom, 2-bath unit offers the perfect blend of comfort and convenience in the heart of Lexington. The modern kitchen features stylish finishes, updated appliances, and an eat-in island that flows seamlessly into the living spacea€”perfect for everyday living or entertaining. You'll love the oversized closets that provide plenty of storage throughout. Enjoy your own private

  Robert Bratton Bluegrass Sotheby's International Realty

  220 Cedar St Unit 104, Lexington, KY 40508
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  /19

  Est $224,974 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 582 Sq Ft

  650 S Mill St Unit 212, Lexington, KY 40508

  650 S Mill St Unit 212, Lexington, KY 40508
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  /27

  $451,000

  • 2 Beds
  • 2 Baths
  • 1,691 Sq Ft

  257 S Limestone Unit 101, Lexington, KY 40508

  This is a great opportunity to own a first floor condo in the historic Kimball House Square. Designed and built in the mid-1800s by Architect Cincinnatus Shryouck and famed builder John McMurtry, this condo is ideal for those seeking a blend of historic charm and character with modern amenities. In 2007, the building was renovated and converted into two condos. This unit features a spacious

  Lee King Kinglander Company

  257 S Limestone Unit 101, Lexington, KY 40508
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  /27

  $335,000 Sold Jun 13, 2025

  • 961 Sq Ft
  • $349/SF
  • 16 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2007

  535 S Upper St Unit 210, Lexington, KY 40508

  Live, work and play in the heart of Lexington! Within walking distance to UK campus, restaurants, shops and entertainment, this condo features high ceilings, ample natural light and an open concept as well as a covered balcony. This two bed unit offers one dedicated bedroom and another that can be used as a bedroom, flex room, etc. and one full bath. Wonderfully appointed and meticulously

  Pamela Jury Christies International Real Estate Bluegrass

  535 S Upper St Unit 210, Lexington, KY 40508
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  /14

  Est $226,515 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 665 Sq Ft

  650 S Mill St Unit 211, Lexington, KY 40508

  650 S Mill St Unit 211, Lexington, KY 40508
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  /17

  $268,800

  • 1 Bed
  • 1 Bath
  • 582 Sq Ft

  650 S Mill St Unit 219, Lexington, KY 40508

  Discover the perfect blend of comfort and convenience in this condo located in the heart of Lexington. Featuring sleek stainless steel appliances and an open-concept layout, this second-floor unit provides ample natural lighting. Enjoy your morning coffee or unwind after a long day on your private balcony. Just steps away from the University of Kentucky's campus, this prime location offers easy

  Cherise Wilson Diamond Key Realtors

  650 S Mill St Unit 219, Lexington, KY 40508
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  /19

  $205,000 Sold Jun 02, 2025

  • 673 Sq Ft
  • $305/SF
  • 5 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2006

  205 S Martin Luther King Blvd Unit 303, Lexington, KY 40508

  Like new 1 bedroom, loft condo that's centrally located near UK & Downtown Lexington in the highly desirable City Courts Complex. Beautifully updated, Open concept floor plan with 10 foot ceilings, large kitchen, granite countertops, stackable w/d, and hardwood floors. The complex includes a secure parking garage. elevator and 3 courtyards. The building is very well maintained and within walking

  Ryan Lemond Colwell Realty Professionals

  205 S Martin Luther King Blvd Unit 303, Lexington, KY 40508
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  /27

  Est $221,601 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 582 Sq Ft

  650 S Mill St Unit 119, Lexington, KY 40508

  650 S Mill St Unit 119, Lexington, KY 40508
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  /32

  $340,000 Pending

  • 2 Beds
  • 1 Bath
  • 931 Sq Ft

  535 S Upper St Unit 201, Lexington, KY 40508

  Don't miss this beautifully 2-bedroom, 1-bath condo located in the highly sought-after Center Court community! Perfectly positioned next to the University and just minutes from downtown Lexington, this second-floor condo offers a blend of comfort, convenience, and modern style.Step inside to an open-concept kitchen, living, and dining area bathed in natural light from large picture windows.

  Juanita Allen RE/MAX Elite Lexington

  535 S Upper St Unit 201, Lexington, KY 40508
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  /42

  $380,000 Sold May 28, 2025

  • 1,000 Sq Ft
  • $380/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2007

  535 S Upper St Unit 425, Lexington, KY 40508

  **Stunning 4th Floor Condo with Spectacular Views Near the University of Kentucky!**Don't miss out on this highly sought-after 4th-floor condo, perfectly positioned atop Center Court with breathtaking views of S. Upper Street and the University of Kentucky campus. This beautifully updated unit offers the ideal roommate floor plan, with each spacious bedroom featuring its own private bathroom and

  Casey Weesner Weesner Properties, Inc.

  535 S Upper St Unit 425, Lexington, KY 40508
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  /29

  Est $261,074 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 668 Sq Ft

  220 Cedar St Unit 405, Lexington, KY 40508

  220 Cedar St Unit 405, Lexington, KY 40508
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  /77

  $940,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,741 Sq Ft

  385 S Upper St, Lexington, KY 40508

  Priced below appraisal! Experience unparalleled elegance and modern refinement in this stunning 3,741 sq. ft. end-unit townhome, just two blocks from Rupp Arena, Jeff Ruby's, the Farmers Market, and more! With 3 bedrooms (plus potential for a 4th), 3.5 baths, and a private gated entry, this rare find offers the perfect blend of style, convenience, and exclusivity.Step inside to two fireplaces,

  Zach Johnson The Brokerage

  385 S Upper St, Lexington, KY 40508
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  /58

  $656,666 Sold May 27, 2025

  • 1,943 Sq Ft
  • $338/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2009

  420 Lawrence St Unit 102, Lexington, KY 40508

  Located in the heart of downtown Lexington, this unique 2-bedroom, 2-bath condo is part of Cigar Flats, a thoughtfully converted space in the old Bluegrass Cigar Company building. With its reclaimed brick walls, gorgeous hardwood floors, and matte black exposed ductwork, this home blends historic character with modern style. The spacious living area features a stunning see-through fireplace that

  D Bryan Wehrman Bluegrass Sotheby's International Realty

  420 Lawrence St Unit 102, Lexington, KY 40508
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  /30

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,147 Sq Ft

  220 Cedar St Unit 306, Lexington, KY 40508

  220 Cedar St Unit 306, Lexington, KY 40508
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  /26

  $249,900 Pending

  • 1 Bed
  • 1 Bath
  • 790 Sq Ft

  535 S Upper St Unit 315, Lexington, KY 40508

  Beautifully maintained 1 bed, 1 bath condo at Center Court. This unit is perfectly situated on floor 3 and right in the middle of the building, offering wonderful views of campus and downtown areas. You'll find a sought after open-concept kitchen/dining area that has a large island leading to the living room. The living room is highlighted by huge picture windows that allow not only amazing views

  Jason Wade National Real Estate

  535 S Upper St Unit 315, Lexington, KY 40508
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  /39

  $350,000 Sold May 06, 2025

  • 1,275 Sq Ft
  • $275/SF
  • 4 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1818

  333 S Upper St Unit 103, Lexington, KY 40508

  The former Lafayette Academy transformed into downtown condo lifestyle living years ago and this updated condo has all the right touches! This move in ready unit has industrial qualities like exposed brick walls, a metal staircase, while maintaining classic finishes like vaulted ceilings, wooden beam rafters, and gorgeous 5'' oak hardwoods. It's downtown location keeps you close to popular

  Crystal Gail Smith In House Real Estate

  333 S Upper St Unit 103, Lexington, KY 40508
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  /23

  Est $334,334 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,102 Sq Ft

  261 S Limestone Unit 302, Lexington, KY 40508

  261 S Limestone Unit 302, Lexington, KY 40508
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  /25

  $295,000 Pending

  • 1 Bed
  • 1.5 Baths
  • 1,013 Sq Ft

  261 S Limestone Unit 301, Lexington, KY 40508

  New to the market in Kimball House Square!Welcome to this stunning third-floor one-bedroom, one-and-a-half-bath condo featuring two private balconies, an attached one-car garage, and a climate-controlled storage unit.Step into a beautifully designed contemporary space with exposed ceilings, gorgeous hardwood floors, and an open floor plan filled with natural light from floor-to-ceiling windows.

  Christy M Pellegrino The Brokerage

  261 S Limestone Unit 301, Lexington, KY 40508
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  /13

  $370,000 Sold May 05, 2025

  • 1,147 Sq Ft
  • $323/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2009

  220 Cedar St Unit 207, Lexington, KY 40508

  Wonderful second floor, 2 bedroom, 2 bath condo across from UK campus. Has all the amenities: Split bedroom plan, outdoor balcony, 2 parking spaces located in garage, Stainless steel appliances, well maintained, just off campus proximity, security, condo management and limited availability contribute to the added value of this very desirable condo.

  Gayle Cravens Cravens Realty

  220 Cedar St Unit 207, Lexington, KY 40508
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  /13

  Est $323,075 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,063 Sq Ft

  535 S Upper St Unit 316, Lexington, KY 40508

  535 S Upper St Unit 316, Lexington, KY 40508
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  /4

  $175,000 Sold Apr 25, 2025

  • 1 Day On Market

  321 S Mill St, Lexington, KY 40508

  Buildable lot zoned R-2 in prime downtown location. Proximity to Rupp, Convention Center, UK, Hospitals, restaurants etc. Currently a part of Adam Rankin House, 317, S Mill Street but can be sold separately or together.

  Jane Pappas Keller Williams Bluegrass Realty

  321 S Mill St, Lexington, KY 40508
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  /25

  Est $369,548 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft

  535 S Upper St Unit 405, Lexington, KY 40508

  535 S Upper St Unit 405, Lexington, KY 40508
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  /22

  $365,000 Sold Apr 14, 2025

  • 999 Sq Ft
  • $365/SF
  • 2 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2007

  535 S Upper St Unit 302, Lexington, KY 40508

  Welcome to this beautifully updated 2-bedroom, 2-bathroom condo located in the heart of Lexington! When you step into this 3rd floor unit you will find a bright, open-concept living space with modern finishes and plenty of natural light. The updated kitchen features sleek countertops, stainless steel appliances, and ample storage making it ideal for both cooking and entertaining. The living

  Luke Snyder Block + Lot Real Estate

  535 S Upper St Unit 302, Lexington, KY 40508
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  /21

  Est $300,061 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 869 Sq Ft

  535 S Upper St Unit 308, Lexington, KY 40508

  535 S Upper St Unit 308, Lexington, KY 40508
• 

  

  /22

  $315,000 Sold Nov 15, 2024

  • 931 Sq Ft
  • $338/SF
  • 0 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2007

  535 S Upper St Unit 401, Lexington, KY 40508

  Discover the perfect blend of convenience and modern comfort in this bright, beautifully designed 1-bedroom, 1-bath condo, ideally situated on the 4th floor. This light-filled, end-unit residence offers a spacious, open-concept kitchen and living area, perfect for entertaining or relaxing. A rare find with a dedicated office space, this condo is tailored for today's remote work lifestyle. The

  James Turek Bluegrass Sotheby's International Realty

  535 S Upper St Unit 401, Lexington, KY 40508
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  /21

  Est $354,105 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 999 Sq Ft

  535 S Upper St Unit 303, Lexington, KY 40508

  535 S Upper St Unit 303, Lexington, KY 40508

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