Historic South Hill, KY homes for sale & real estate

5 homes

Sort:

Recommended

ABOUT THIS HOME
Historic South Hill, KY Homes for Sale
This property was remodeled to the studs back 25 yrs ago and was used as Joe Bologna's office since then. The rooms are open to each other now & doors would have to be added to make any of the rooms feel more like a bedroom. Due to the current B-1 zoning, the house can be used as an Airbnb (short term rental), or can be used by a business owner as a "live where you work" situation. Cannot be a long term rental unless rented to a business for business type use. Cannot be purchased for longterm housing unless an active business was ran out of the house. Currently there is a side courtyard that could possibly be a driveway if the utility pole could be moved, but currently no pa

$269,900

3 beds1 bath958 sq ft

117 W Maxwell St, Lexington, KY 40508

Covered front porch • Kitchenette • B-1 zoning

ABOUT THIS HOME
Historic South Hill, KY Homes for Sale
Ideally located in the highly desirable South Hill historic district and just steps from Lexington's downtown dining and entertainment and the University of Kentucky campus, this spacious 2-bedroom, 2-bath condo blends historic character with modern amenities and comfort. Occupying an entire floor of a Bluegrass Trust historic building thoughtfully renovated into two elegant condominiums in 2007, this large condo showcases soaring 11-foot ceilings and large windows in the living room, kitchen, master suite, and foyer—creating an abundance of natural light throughout. Original hardwood floors, two original fireplaces, elegant custom wood café shutters, and custom storm glass win

$451,000

2 beds2 baths1,691 sq ft

257 S Limestone St #101, Lexington, KY 40508

Large kitchen island • Spacious kitchen • First floor condo

3D WALKTHROUGH

ABOUT THIS HOME
Historic South Hill, KY Homes for Sale
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, undertaking a careful restoration that preserved its integrity. Today, its rich character endures through hand-hewn logs, exposed beams, very old hardwoods, two brick fireplaces, and historic cabinetry including linen ''presses. '' An updated adjoining kitchen and bath retain traditional charm. Upstair

$495,000

1 bed1 bath1,141 sq ft

361 S Upper St, Lexington, KY 40508

Hand-hewn logs • Iconic log cabin • Exposed beams

ABOUT THIS HOME
Historic South Hill, KY Homes for Sale
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 access to dining, shopping, and entertainment. Whether you're a student, professional, or investor, this condo is an unbeatable opportunity! Buyer to pay $1200 capitalization fee and admin fee of $295 at closing.

$259,900

1 bed1 bath582 sq ft

650 S Mill St #219, Lexington, KY 40508

Private balcony • Prime location • Open-concept layout

ABOUT THIS HOME
Historic South Hill, KY Homes for Sale
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 three bedrooms-two featuring original fireplaces as well as a bathroom with an adjoining dressing room. Beautiful hardwood floors, original architectural details, and thoughtfully preserved historic features can be found throughout the house. Comfortably updated offering central heat and air, moder

$479,000

3 beds1 bath1,696 sq ft

317 S Mill St, Lexington, KY 40508

Modern appliances • Storage shed • Fenced in back yard

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

ABOUT THIS HOME
Historic South Hill, KY Homes for Sale
Welcome to 250 S MLK #212 - a stylish, recently renovated 1 bed / 1 bath condo located in the heart of downtown Lexington! This move-in ready gem features LVP flooring throughout, granite countertops in the kitchen, and a beautifully tiled bathroom. Enjoy the natural light pouring in from tall ceilings and a stunning corner window with views of the city skyline. The spacious walk-in closet and stackable washer & dryer offer convenience and functionality. Perfectly situated just a short walk from the University of Kentucky and all that downtown Lexington has to offer—dining, shopping, and entertainment are right at your doorstep. The unit includes one reserved spot in the garage

$229,500

1 bed1 bath681 sq ft

250 S Martin Luther King Blvd #212, Lexington, KY 40508

$291 HOA • Garage • Walker's paradise

ABOUT THIS HOME
Historic South Hill, KY Homes for Sale
Welcome to City Courts Condominiums in the heart of Lexington. City Courts is a modern well managed building with secure entrances and parking garage, elevators, and a state of the art entrance system. One block from UK Campus and one block from Main St the building is located close to restaurants, shopping, museums, campus, grocery and pharmacy and entertainment. This one bedroom loft condo is a patio level corner unit with a spacious and open floor plan. Wonderful natural light from the massive windows. The condo boasts 650 sqft of space including a full compliment of appliances, kitchen island, walk in closet with front load washer and dryer, new hot water heater, extra closet space, pa

$235,000

1 bed1 bath650 sq ft

250 S Martin Luther King Blvd #113, Lexington, KY 40508

$279 HOA • Garage • Walker's paradise

ABOUT THIS HOME
Historic South Hill, KY Homes for Sale
Opening Bid Reserve Auction, Saturday, October 11th, Live On-Site at 10:00 am. Minimum Opening Bid of $299,000.00 required. Please visit www. Bluegrassauction.com for Terms & Conditions, Bidder & Agent Registration Forms. This Historic Home Features Large Rooms with High Ceilings, Updated Open Living Room with Fireplace, Updated Dining Room with Fireplace, Updated Kitchen w/ Frigidaire Stainless Appliance Package, Additional Bonus Room, 3 First Floor Bedrooms (2) with Fireplace, Laundry Room & Very Very Large Open Concept 2nd Floor Suite with Full Bath, Walk-In Closet, Additional Washer/Dryer Hookup & Vast Storage Space, Paved Driveway with Large Paved Parking in Re

$299,000

4 beds2 baths2,678 sq ft

706 W Maxwell St, Lexington, KY 40508

8,000 sq ft lot • Very walkable

ABOUT THIS HOME
Historic South Hill, KY Homes for Sale
A rooftop pool and stunning downtown Lexington views are just two favorite features of Centre City Condominiums. Add to that close proximity to LexLive and Rupp Arena, and you have a winning combination! A generous entry foyer leads to a great room and spacious kitchen with lots of cabinets and updated appliances. Two full bathrooms and in-unit laundry are perfect for hosting guests or even accommodating a roommate. The covered porch is a private oasis. Other than the pool, this community has a gym, community meeting room, a terrace, assigned parking, and eco-friendly geothermal heating and cooling. A $3,000 flooring allowance is provided. Condo sold as-is.

$400,000

2 beds2 baths1,434 sq ft

355 S Broadway #202, Lexington, KY 40508

$595 HOA • 2 garage spots • Community pool

ABOUT THIS HOME
Historic South Hill, KY Homes for Sale
In the heart of downtown Lexington. No expense spared in this head turning remodeled '23, 2 full BDRM 2 full BA condo. Experience true indoor/outdoor living in the city with the folding glass doors open to the wrap around terrace with its' own living/bar area. Terrace area also features gas fire-pit and turf. Seldom offered 1st floor unit. Only 4 in the building have this extended outdoor space. Some improvements but not all: tile floors throughout, recessed/dimmable lighting throughout, 2 custom tile showers, all new plumbing/water heater, high efficiency HVAC Carrier unit w/ custom backlash setup, BRIZO plumbing trim used for all fixtures, GE Cafe' appliances, custom fireplace surround, E

$659,000

2 beds2 baths1,437 sq ft

355 S Broadway #102, Lexington, KY 40508

$596 HOA • 2 garage spots • Walker's paradise

NEW CONSTRUCTION

ABOUT THIS HOME
Historic South Hill, KY Homes for Sale
Welcome to this stunning high-end fully furnished luxury condo located in The Penthouses of City Center in the heart of downtown Lexington. This state of the art condo boasts of marble flooring throughout and breathtaking floor-to-ceiling glass windows that offer panoramic views of three different city skylines. Step outside onto one of the two balconies and experience the bustling energy of downtown Lexington. Inside, you'll find three spacious primary suites, each with its own luxurious en-suite bathroom. The residence also features multiple gathering and seating areas, perfect for entertaining guests or relaxing after a long day. This fully furnished condo has been meticulously designed

$3,795,000

3 beds3.5 baths5,989 sq ft

103 S Limestone St #1150, Lexington, KY 40507

$2,246 HOA • Garage • Walker's paradise

Average home prices near Historic South Hill, KY

Cities

Neighborhoods

Fairway homes for sale
$467,500
Chevy Chase homes for sale
$938,450
North Limestone homes for sale
$257,450
Hollywood-Mount Vernon homes for sale
$700,500
Gardenside homes for sale
$335,000
Georgetown homes for sale
$124,900
University of Kentucky homes for sale
$1,654,500
Bryan Station homes for sale
$308,500
Gratz Park homes for sale
$459,900
Kenwick homes for sale
$529,950

Historic South Hill, KY real estate trends

All Home Types trends in Historic South Hill, KY

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$350,000

+9.1% YoY | Jul 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jul 2025

Growth

% YoY

Historic South Hill, KY

$350,000

+9.1%

See more Historic South Hill, KY market insights

More to explore in Historic South Hill, KY

How to buy a house in Historic South Hill, KY

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Kentucky

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Countries

United States

Canada

Updated January 2023: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, TITLE FORWARD, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

Rocket Mortgage is an affiliated business of Redfin. All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York. For additional information on Rocket Mortgage or to receive lending services in the State of New York, please visit RocketMortgage.com.

Rocket Mortgage, LLC, Rocket Homes Real Estate LLC, Rocket Card, LLC, RockLoans Marketplace LLC (doing business as Rocket Loans), and Rocket Money, Inc., are separate operating subsidiaries of Rocket Limited Partnership. Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company is a separate legal entity operated and managed through its own management and governance structure. Rocket Limited Partnership is an indirect, wholly owned subsidiary of Rocket Companies, Inc. (NYSE: RKT).

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.