565 W Second Street, Lexington, KY 40508 (MLS# 26016794)

565 W Second Street, Lexington, KY 40508

$1,199,000

Property Type: Residential Bedrooms: 3 Baths: 3 Square Footage: 4,375 Lot Size (sq. ft.): 8,198 Status: Active

Current Price: $1,199,000 List Date: 7/08/2026 Last Modified: 7/21/2026

Overview

Description

Experience the timeless character of this beautifully restored downtown Lexington home, where historic charm meets thoughtfully updated modern living. Ideally located within walking distance of downtown restaurants, shopping, Central Bank Center, and the new Gatton Park on the Town Branch, this home offers exceptional convenience in the heart of the city. Extensive improvements include updated sewer and plumbing lines, electrical, HVAC, insulation, appliances, and more, providing peace of mind while preserving the home's original character. Hardwood flooring flows throughout the interior, complemented by a beautifully restored staircase that serves as a striking architectural centerpiece. The main level features an open-concept kitchen and family room anchored by a natural gas linear fireplace and bar area, creating an inviting space for both everyday living and entertaining. The kitchen opens directly to the rear deck and patio, extending the living space outdoors. A separate living ... (Read more) Experience the timeless character of this beautifully restored downtown Lexington home, where historic charm meets thoughtfully updated modern living. Ideally located within walking distance of downtown restaurants, shopping, Central Bank Center, and the new Gatton Park on the Town Branch, this home offers exceptional convenience in the heart of the city. Extensive improvements include updated sewer and plumbing lines, electrical, HVAC, insulation, appliances, and more, providing peace of mind while preserving the home's original character. Hardwood flooring flows throughout the interior, complemented by a beautifully restored staircase that serves as a striking architectural centerpiece. The main level features an open-concept kitchen and family room anchored by a natural gas linear fireplace and bar area, creating an inviting space for both everyday living and entertaining. The kitchen opens directly to the rear deck and patio, extending the living space outdoors. A separate living room and formal dining room provide additional flexibility for gatherings and special occasions. Upstairs, you'll find three bedrooms, two full bathrooms, and a conveniently located laundry room. The spacious primary suite includes a large walk-in closet and an updated ensuite bathroom. The third floor offers a versatile office or flex space with hardwood flooring, while the finished basement provides additional living space ideal for a media room, recreation area, or entertaining, along with unfinished storage. Step outside to a private backyard retreat featuring a deck, patio, and hot tub, creating a rare outdoor oasis in downtown Lexington. Whether enjoying a quiet evening or hosting family and friends, this space is designed to be enjoyed year-round. With its exceptional restoration, modern updates, versatile living spaces, and premier downtown location, this home offers a unique opportunity to enjoy the best of historic Lexington living. Schedule your private showing to experience everything this remarkable property has to offer.

Open Houses

Sunday, July 26, 2:00 pm - 4:00 pm

Listing Details MLS# 26016794

Listing Information

Comp Sale YN: No
Property Sub Type: Single Family Residence

Status Change Information

Status Change Timestamp: 2026-07-08

Address

County: Fayette
Street Number: 565
Street Direction Prefix: W
Street Name: Second
Street Suffix: Street
State: KY
Zip Code: 40508
Zip +4: 1203
Directions: Main Street to Second Street (one way) home is on the left in the block between Jefferson St and Newtown Pike
Parcel Number: 13185700
Tax District: 01

Contract

Original List Price: 1199000
Start Showing Date: 2026-07-08
Listing Contract Date: 2026-07-07
Listing Agreement: Exclusive Right To Sell
Occupant Type: Occupied
Office Exclusive YN: No
List Price/SqFt: 274.06

Tax Legal

MLS Area Major: 001 - Fayette County NW
Subdivision Name: Downtown
High School District: Fayette County - 1

Interior

Bedrooms Total: 3
Bathrooms Total: 3
Bathrooms Full: 2
Bathrooms Half: Yes
Above Grade Finished Area: 3578
Below Grade Finished Area: 797
Below Grade Unfinished Area: 797
Living Area: 4375
Living Area Source: Appraiser
Basement YN: Yes
Fireplace YN: Yes
Fireplaces Total: Yes
Above Grade Unfinished Area: 0

More Information

Parking Information

Garage YN: No
Carport YN: No

Building

Year Built: 1900
Accessibility Features YN: No

Lot

Lot Size Source: Public Records
Lot Size Acres: 0.188
Lot Size Square Feet: 8198
Pool Private YN: No
View YN: Yes
Waterfront YN: No
Water Body Access YN: No
Horse YN: No

Utilities

Cooling YN: Yes
Heating YN: Yes
Electricity Connected: Yes
Natural Gas Connected: Yes
Sewer Connected: Yes
Water Connected: Yes

Remarks

Public Remarks: Experience the timeless character of this beautifully restored downtown Lexington home, where historic charm meets thoughtfully updated modern living. Ideally located within walking distance of downtown restaurants, shopping, Central Bank Center, and the new Gatton Park on the Town Branch, this home offers exceptional convenience in the heart of the city. Extensive improvements include updated sewer and plumbing lines, electrical, HVAC, insulation, appliances, and more, providing peace of mind while preserving the home's original character. Hardwood flooring flows throughout the interior, complemented by a beautifully restored staircase that serves as a striking architectural centerpiece. The main level features an open-concept kitchen and family room anchored by a natural gas linear fireplace and bar area, creating an inviting space for both everyday living and entertaining. The kitchen opens directly to the rear deck and patio, extending the living space outdoors. A separate living room and formal dining room provide additional flexibility for gatherings and special occasions. Upstairs, you'll find three bedrooms, two full bathrooms, and a conveniently located laundry room. The spacious primary suite includes a large walk-in closet and an updated ensuite bathroom. The third floor offers a versatile office or flex space with hardwood flooring, while the finished basement provides additional living space ideal for a media room, recreation area, or entertaining, along with unfinished storage. Step outside to a private backyard retreat featuring a deck, patio, and hot tub, creating a rare outdoor oasis in downtown Lexington. Whether enjoying a quiet evening or hosting family and friends, this space is designed to be enjoyed year-round. With its exceptional restoration, modern updates, versatile living spaces, and premier downtown location, this home offers a unique opportunity to enjoy the best of historic Lexington living. Schedule your private showing to experience everything this remarkable property has to offer.

Amenity Fee Details

Amenity Fee YN: No

Showing Information

Showing Instructions: Showing Time

Room Types

Bathroom 1 Level: First
Bathroom 2 Level: Second
Bathroom 3 Level: Second
Bedroom 1 Level: Second
Bedroom 2 Level: Second
Den Level: Lower
Dining Room Level: First
Family Room Level: First
Foyer Level: First
Kitchen Level: First
Living Room Level: First
Office Level: Third
Primary Bedroom Level: Second
Bathroom 1: Yes
Bathroom 2: Yes
Bathroom 3: Yes
Bedroom 1: Yes
Bedroom 2: Yes
Den: Yes
Dining Room: Yes
Family Room: Yes
Foyer: Yes
Kitchen: Yes
Living Room: Yes
Office: Yes
Primary Bedroom: Yes

Currently Not Used

List Price/Acre: 6377659.57

Tax & Legal

Elementary School: Harrison
Middle Or Junior School: Lexington Trad
High School: Lafayette
Tax Rate: 1.2638
Inside New Circle Road YN: Yes

Association/Community

Association YN: No

Appliances

Dishwasher: Yes
Disposal: Yes
Dryer: Yes
Gas Range: Yes
Microwave: Yes
Refrigerator: Yes
Washer: Yes

Basement

Partially Finished: Yes
Sump Pump: Yes
Walk-Up Access: Yes

Construction Materials

Solid Masonry: Yes

Cooling

Central Air: Yes
Electric: Yes

Exterior Features

Hot Tub: Yes

Fencing

Privacy: Yes
Wood: Yes

Fireplace Features

Family Room: Yes

Flooring

Hardwood: Yes

Foundation Details

Stone: Yes

Heating

Electric: Yes

Interior Features

Entrance Foyer: Yes
Walk-In Closet(s): Yes
Wet Bar: Yes

Laundry Features

Electric Dryer Hookup: Yes
Upper Level: Yes
Washer Hookup: Yes

Levels

Three Or More: Yes

Parking Features

Driveway: Yes
Off Street: Yes

Patio And Porch Details

Rear Patio: Yes
Covered Porch: Yes
Front Porch: Yes

Patio And Porch Features

Deck: Yes
Patio: Yes
Porch: Yes

Possession

Negotiable: Yes

Roof

Shingle: Yes

Security Features

Security System Owned: Yes

Sewer

Public Sewer: Yes

Showing Considerations

Pet(s) on Premises: Yes

Structure Type

House: Yes

View

Neighborhood: Yes

Water Heater

Electric: Yes

Water Source

Public: Yes

Window Features

Blinds: Yes

Showing Requirements

Showing Service: Yes

Property Features

Utilities: Electricity Connected; Natural Gas Connected; Sewer Connected; Water Connected; Electricity Connected; Natural Gas Connected; Sewer Connected; Water Connected Appliances: Dishwasher; Disposal; Dryer; Gas Range; Microwave; Refrigerator; Washer Basement: Partially Finished; Sump Pump; Walk-Up Access Construction Materials: Solid Masonry Cooling: Central Air; Electric Exterior Features: Hot Tub Fencing: Privacy; Wood Fireplace Features: Family Room Flooring: Hardwood Foundation Details: Stone Heating: Electric Interior Features: Entrance Foyer; Walk-In Closet(s); Wet Bar Laundry Features: Electric Dryer Hookup; Upper Level; Washer Hookup Levels: Three Or More Parking Features: Driveway; Off Street Patio And Porch Details: Rear Patio; Covered Porch; Front Porch Patio And Porch Features: Deck; Patio; Porch Possession: Negotiable Roof: Shingle Security Features: Security System Owned Sewer: Public Sewer Showing Considerations: Pet(s) on Premises Structure Type: House View: Neighborhood Water Heater: Electric Water Source: Public Window Features: Blinds Showing Requirements: Showing Service Room Types: Bathroom 1; Bathroom 2; Bathroom 3; Bedroom 1; Bedroom 2; Den; Dining Room; Family Room; Foyer; Kitchen; Living Room; Office; Primary Bedroom

Room Information

Room Name	Level	Remarks
Primary Bedroom	Second
Kitchen	First
Family Room	First
Living Room	First
Dining Room	First
Foyer	First
Bathroom 1	First	Half Bath
Bedroom 1	Second
Bedroom 2	Second
Bathroom 2	Second
Bathroom 3	Second
Den	Lower
Office	Third

Documents

Sellers Disclosure Of Property Condition ›

Lead Based Paint Disclosure ›

Listing Office: Christies International Real Estate Bluegrass

Last Updated: July - 21 - 2026

Information deemed reliable but not guaranteed.