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This is an opportunity for an investor that comes once in a lifetime! Looking for a 1031 exchange? Stop and look here!! 26 Units are available that are in a highly sought out area for rentals. Fully rented with the exception of one rental that will be filled shortly. Beautiful, historic late 1800's early 1900's homes (6 total) that have been used for rentals. Many video tours are attached of the other units, please see video tours. This listing displays 323 High st, the largest of the units. Some of these homes have had a basement apartment added and a few can still have this addition made. Newer apartment (6 unit) and two four plexes ,one triplex building included. These are fast to rent and located in walking distance to EKU, downtown and conveniently located between two I-75 off ramps that are in close proximity. These rental homes also have opportunity for expansion! The rentals included in this sale include 315 High st with 4 bedrooms and a back deck that was completed a year and a half ago (this home has opportunity to expand an apartment underneath the home and a building for rentals can be placed in rear of home). 323 & 327 High st are on the same lot with 323 High st including a very large 6 bedroom home with a back deck, lower 2 bed 2 bath apartment that is rented separate with a separate entrance and back covered patio. 327 High st has a four-plex with four two bedroom two full bath apartments and each unit has a small back yard area or patio. 331 High st is a large 5 bedroom home with a back deck and a 2 bed apartment below that has a covered patio. 335 High st is a large 5 bedroom house with a large back patio, large rooms and a 1 bedroom 1 bath apartment. Behind this house is also a garage that is included with misc doors, windows and other parts usable for rental repairs inside. 337 High st is a fourplex with 4 two bedroom, 2 full bath apartments. Two of those apartments have backyard space. Large parking area in between 323 and 331 high st and the two four-plexes. 335 High st is a 5 bedroom with a back deck and a 1 bedroom apartment below. 337 High st is a six unit apartment building with two three bedroom 2 full bath apartments (one is fully furnished) and 4 two bedroom 1 full bath apartments. All of those units have a back patio and there is a paved parking area in front of the apartment building. 351 High st is a large 5 bedroom home with a back deck and a large yard behind it that may have possibilities for a building to be added behind it and an apartment underneath it. There is off street gravel parking behind this home. 441 Oak st is a 4 bedroom home with a basement, deck was built approx 3 years ago, off street asphalt parking and garage behind the home. 433 Oak st has two four bedroom three full bath units and one three bedroom two full bath unit with a large deck and patio in back. Numerous improvements on these buildings including 3 of the buildings have had new roofs in the last three years, multiple newer HVAC units and improvements. Owner is licensed real estate agent and can answer questions regarding property.

8 Beds ⋅ 5 Baths ⋅ 25503107 MLS

This is an opportunity for an investor that comes once in a lifetime! Looking for a 1031 exchange? Stop and look here!! 26 Units are available that are in a highly sought out area for rentals. Fully rented with the exception of one rental that will be filled shortly. Beautiful, historic late 1800's early 1900's homes (6 total) that have been used for rentals. Many video tours are attached of the other units, please see video tours. This listing displays 323 High st, the largest of the units. Some of these homes have had a basement apartment added and a few can still have this addition made. Newer apartment (6 unit) and two four plexes ,one triplex building included. These are fast to rent and located in walking distance to EKU, downtown and conveniently located between two I-75 off ramps that are in close proximity. These rental homes also have opportunity for expansion! The rentals included in this sale include 315 High st with 4 bedrooms and a back deck that was completed a year and a half ago (this home has opportunity to expand an apartment underneath the home and a building for rentals can be placed in rear of home). 323 & 327 High st are on the same lot with 323 High st including a very large 6 bedroom home with a back deck, lower 2 bed 2 bath apartment that is rented separate with a separate entrance and back covered patio. 327 High st has a four-plex with four two bedroom two full bath apartments and each unit has a small back yard area or patio. 331 High st is a large 5 bedroom home with a back deck and a 2 bed apartment below that has a covered patio. 335 High st is a large 5 bedroom house with a large back patio, large rooms and a 1 bedroom 1 bath apartment. Behind this house is also a garage that is included with misc doors, windows and other parts usable for rental repairs inside. 337 High st is a fourplex with 4 two bedroom, 2 full bath apartments. Two of those apartments have backyard space. Large parking area in between 323 and 331 high st and the two four-plexes. 335 High st is a 5 bedroom with a back deck and a 1 bedroom apartment below. 337 High st is a six unit apartment building with two three bedroom 2 full bath apartments (one is fully furnished) and 4 two bedroom 1 full bath apartments. All of those units have a back patio and there is a paved parking area in front of the apartment building. 351 High st is a large 5 bedroom home with a back deck and a large yard behind it that may have possibilities for a building to be added behind it and an apartment underneath it. There is off street gravel parking behind this home. 441 Oak st is a 4 bedroom home with a basement, deck was built approx 3 years ago, off street asphalt parking and garage behind the home. 433 Oak st has two four bedroom three full bath units and one three bedroom two full bath unit with a large deck and patio in back. Numerous improvements on these buildings including 3 of the buildings have had new roofs in the last three years, multiple newer HVAC units and improvements. Owner is licensed real estate agent and can answer questions regarding property.

323 High St, Richmond

$3,300,000

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 and decorated with the utmost attention to detail, ensuring that you'll feel right at home from the moment you walk through the door. When you're ready to explore all that downtown Lexington has to offer, you'll be just steps away from some of the finest dining and entertainment options in the city. Don't miss out on the opportunity to experience luxury living at its finest in this one-of-a-kind condo.

3 Beds ⋅ 4 Baths ⋅ 25012026 MLS

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 and decorated with the utmost attention to detail, ensuring that you'll feel right at home from the moment you walk through the door. When you're ready to explore all that downtown Lexington has to offer, you'll be just steps away from some of the finest dining and entertainment options in the city. Don't miss out on the opportunity to experience luxury living at its finest in this one-of-a-kind condo.

103 S Limestone St Unit 1150, Lexington

$2,300,000

Sold Office Exclusive - Comp Purposes Only

2 Beds ⋅ 2 Baths ⋅ 26010031 MLS

Sold Office Exclusive - Comp Purposes Only

106 W Vine St Unit 902, Lexington

$1,900,000

The newest benchmark of luxury in Lexington, KY: The Vine. This brand-new, boutique collection of luxury residences is redefining, in a huge way, what it means to live in the heart of downtown Lexington. Premium craftsmanship with high-end finishes and effortless city living — all wrapped in an atmosphere of sophisticated elegance. As you enter the two-story lobby of The Vine, you are greeted with a sleek yet cozy lounge for working, relaxing or entertaining. Make your way to floor 7, where you'll find the only available unit at this time & the 2nd largest of the building: unit 705. A residence that's been curated, not just constructed, with expansive windows allowing natural light to pour in across the wide-plank hardwood flooring. The sophisticated palette of finishes draws you in throughout the open-concept living areas. Every detail has been thoughtfully designed to elevate the way you live. Enjoy a chef's kitchen with custom cabinetry premium integrated appliances, statement lighting, and a unique island that creates the gathering point of the entire home. Wake up feeling like you're on vacation at a 5-star resort every morning when greeted with a luxurious, spa-like ambiance in your primary quarters to start the day. Entertain much? The over-sized wet bar offers extra space for hosting large gatherings or weekend guests, while also offering the perfect everyday coffee and/or cocktail bar. Amenities of The Vine Club include a rooftop pool and lounge, a luxury spa: including a cold plunge and sauna, and a fine dining restaurant: The V at The Vine. You'll also receive concierge service that includes a doorman and in-house management for short term rentals. The Vine boasts a convenient location to Rupp Arena, Lexington's best restaurants and exciting nightlife, the University of Kentucky, and everything you would want right outside the lobby doors. This isn't just a luxury condo, it's a home where you can live well, feel well, eat well, and invest well — all in one extraordinary place.

3 Beds ⋅ 4 Baths ⋅ 25506812 MLS

The newest benchmark of luxury in Lexington, KY: The Vine. This brand-new, boutique collection of luxury residences is redefining, in a huge way, what it means to live in the heart of downtown Lexington. Premium craftsmanship with high-end finishes and effortless city living — all wrapped in an atmosphere of sophisticated elegance. As you enter the two-story lobby of The Vine, you are greeted with a sleek yet cozy lounge for working, relaxing or entertaining. Make your way to floor 7, where you'll find the only available unit at this time & the 2nd largest of the building: unit 705. A residence that's been curated, not just constructed, with expansive windows allowing natural light to pour in across the wide-plank hardwood flooring. The sophisticated palette of finishes draws you in throughout the open-concept living areas. Every detail has been thoughtfully designed to elevate the way you live. Enjoy a chef's kitchen with custom cabinetry premium integrated appliances, statement lighting, and a unique island that creates the gathering point of the entire home. Wake up feeling like you're on vacation at a 5-star resort every morning when greeted with a luxurious, spa-like ambiance in your primary quarters to start the day. Entertain much? The over-sized wet bar offers extra space for hosting large gatherings or weekend guests, while also offering the perfect everyday coffee and/or cocktail bar. Amenities of The Vine Club include a rooftop pool and lounge, a luxury spa: including a cold plunge and sauna, and a fine dining restaurant: The V at The Vine. You'll also receive concierge service that includes a doorman and in-house management for short term rentals. The Vine boasts a convenient location to Rupp Arena, Lexington's best restaurants and exciting nightlife, the University of Kentucky, and everything you would want right outside the lobby doors. This isn't just a luxury condo, it's a home where you can live well, feel well, eat well, and invest well — all in one extraordinary place.

106 W Vine, Unit 705, Lexington

$1,575,000

16 Beds ⋅ 16 Baths ⋅ 26001798 MLS

125-135 E Walnut St, Danville

$1,325,000

10 Beds ⋅ 10 Baths ⋅ 26001796 MLS

115 E Walnut St, Danville

$1,325,000

Investors! Check out this rare opportunity in Georgetown! This is your chance to own 11 units that are rented, updated, and offers plenty of parking for tenants. The opportunity also includes a vacant lot if you want to build another duplex. Additional information available on request.

3 Beds ⋅ 2 Baths ⋅ 26014532 MLS

Investors! Check out this rare opportunity in Georgetown! This is your chance to own 11 units that are rented, updated, and offers plenty of parking for tenants. The opportunity also includes a vacant lot if you want to build another duplex. Additional information available on request.

287 Young St, Georgetown

$1,250,000

2 Beds ⋅ 2 Baths ⋅ 26028357 MLS

106 W Vine St Unit 803, Lexington

$1,250,000

Step into one of Lexington's most treasured homes -- a striking Italianate masterpiece with a story as beautiful as its architecture. Built circa 1872 as the official parsonage for Centenary Methodist Episcopal Church, this iconic residence has stood proudly on West Third Street for over 150 years, offering timeless elegance and an irreplaceable sense of presence in the Northside Historic District . Designed with care and craftsmanship attributed to Cincinnatus Shryock, the home features hallmark Italianate elements including tall arched windows, ornate bracketed cornices, and a symmetrical, commanding faÃ§ade . Inside, soaring ceilings, beveled and leaded glass windows, original hardwood floors, and six fireplaces set the tone for a space that is both stately and warmly livable. Every detail has been lovingly restored or enhanced. The sunroom addition, flooded with natural light, creates a peaceful retreat that flows seamlessly into the designer kitchen--complete with Taj Mahal quartz countertops, custom cabinetry, and elegant brass accents. The bathrooms feature a curated mix of vintage tile, marble finishes, and thoughtful modern updates that preserve the home's character while elevating everyday comfort. Upstairs, a private copper-roofed balcony overlooks a partially fenced backyard filled with mature trees, providing a quiet escape in the heart of downtown. The detached garage, updated zoned HVAC, modern electrical systems, and preserved period millwork offer a rare fusion of historic integrity and present-day convenience. This home's legacy is matched only by its livability. It's walkable to Gratz Park, Jefferson Street dining, and Transylvania University, and is recognized by the Blue Grass Trust for Historic Preservation -- a designation that ensures its beauty and cultural importance will be safeguarded for years to come . More than just a home, 448 West Third Street is a landmark -- lovingly restored, remarkably maintained, and ready to inspire its next chapter.

6 Beds ⋅ 3 Baths ⋅ 26013972 MLS

Step into one of Lexington's most treasured homes -- a striking Italianate masterpiece with a story as beautiful as its architecture. Built circa 1872 as the official parsonage for Centenary Methodist Episcopal Church, this iconic residence has stood proudly on West Third Street for over 150 years, offering timeless elegance and an irreplaceable sense of presence in the Northside Historic District . Designed with care and craftsmanship attributed to Cincinnatus Shryock, the home features hallmark Italianate elements including tall arched windows, ornate bracketed cornices, and a symmetrical, commanding faÃ§ade . Inside, soaring ceilings, beveled and leaded glass windows, original hardwood floors, and six fireplaces set the tone for a space that is both stately and warmly livable. Every detail has been lovingly restored or enhanced. The sunroom addition, flooded with natural light, creates a peaceful retreat that flows seamlessly into the designer kitchen--complete with Taj Mahal quartz countertops, custom cabinetry, and elegant brass accents. The bathrooms feature a curated mix of vintage tile, marble finishes, and thoughtful modern updates that preserve the home's character while elevating everyday comfort. Upstairs, a private copper-roofed balcony overlooks a partially fenced backyard filled with mature trees, providing a quiet escape in the heart of downtown. The detached garage, updated zoned HVAC, modern electrical systems, and preserved period millwork offer a rare fusion of historic integrity and present-day convenience. This home's legacy is matched only by its livability. It's walkable to Gratz Park, Jefferson Street dining, and Transylvania University, and is recognized by the Blue Grass Trust for Historic Preservation -- a designation that ensures its beauty and cultural importance will be safeguarded for years to come . More than just a home, 448 West Third Street is a landmark -- lovingly restored, remarkably maintained, and ready to inspire its next chapter.

448 W 3rd St, Lexington

$1,145,000

Awarded the Historic Preservation Comm. Renovation Award, this exceptional circa-1838 Greek Revival residence offers a rare and masterful fusion of historic character and refined modern living. Completely restored down to the studs in 2007, the home showcases timeless architectural elements—exposed brick walls, poplar floors, and six fireplaces (five gas)—beautifully complemented by contemporary design details, including a sleek bridge crafted from glass and reclaimed antique pine. Thoughtfully updated for today's lifestyle, the property features three bedroom suites, including a luxurious primary retreat with a spa-inspired bath complete with double vanities and a fireplace elegantly positioned beside the soaking tub—creating a true sanctuary experience. A secondary primary suite offers its own ensuite bath and fireplace, while a full bath on the main level adds flexibility for guests. The sellers have further enhanced the home by enclosing the former sleeping porch, adding approximately 150 square feet of additional living space, now serving as a light-filled flex room. The gourmet kitchen is appointed with granite countertops, a duel-fuel gas range with vented hood, and generous space for both everyday living and entertaining. Natural light cascades throughout, accentuating the home's elegant proportions and warm, inviting ambiance. Outdoor living is equally compelling, with a spacious & private fenced-in rear patio, a detached two-car garage, and an additional exterior parking space. Zoned B-2A, the property presents unique flexibility in one of downtown Lexington's most desirable and walkable locations. Significant recent seller improvements include three new zoned HVAC systems, a new roof, and two new water heaters. Additionally, the property includes a security system, water softening system, and radon mitigation system, ensuring comfort and peace of mind. As a bonus, the conditioned limestone cellar offers ideal space for a curated wine collection and two air-conditioned attics offer additional storage solutions. Designed for ease of ownership, the property offers a refined lock-and-leave lifestyle ideal for those who travel with confidence and frequency. A truly one-of-a-kind offering—rich in history, elevated in design, and impeccably preserved, this is a rare opportunity to own a distinguished award-winning piece of Lexington while enjoying the best of modern luxury living.

3 Beds ⋅ 4 Baths ⋅ 26008488 MLS

Awarded the Historic Preservation Comm. Renovation Award, this exceptional circa-1838 Greek Revival residence offers a rare and masterful fusion of historic character and refined modern living. Completely restored down to the studs in 2007, the home showcases timeless architectural elements—exposed brick walls, poplar floors, and six fireplaces (five gas)—beautifully complemented by contemporary design details, including a sleek bridge crafted from glass and reclaimed antique pine. Thoughtfully updated for today's lifestyle, the property features three bedroom suites, including a luxurious primary retreat with a spa-inspired bath complete with double vanities and a fireplace elegantly positioned beside the soaking tub—creating a true sanctuary experience. A secondary primary suite offers its own ensuite bath and fireplace, while a full bath on the main level adds flexibility for guests. The sellers have further enhanced the home by enclosing the former sleeping porch, adding approximately 150 square feet of additional living space, now serving as a light-filled flex room. The gourmet kitchen is appointed with granite countertops, a duel-fuel gas range with vented hood, and generous space for both everyday living and entertaining. Natural light cascades throughout, accentuating the home's elegant proportions and warm, inviting ambiance. Outdoor living is equally compelling, with a spacious & private fenced-in rear patio, a detached two-car garage, and an additional exterior parking space. Zoned B-2A, the property presents unique flexibility in one of downtown Lexington's most desirable and walkable locations. Significant recent seller improvements include three new zoned HVAC systems, a new roof, and two new water heaters. Additionally, the property includes a security system, water softening system, and radon mitigation system, ensuring comfort and peace of mind. As a bonus, the conditioned limestone cellar offers ideal space for a curated wine collection and two air-conditioned attics offer additional storage solutions. Designed for ease of ownership, the property offers a refined lock-and-leave lifestyle ideal for those who travel with confidence and frequency. A truly one-of-a-kind offering—rich in history, elevated in design, and impeccably preserved, this is a rare opportunity to own a distinguished award-winning piece of Lexington while enjoying the best of modern luxury living.

120 E Third St, Lexington

$1,030,000

Offered for the first time in nearly 30 years, 101 West Short Street is a unique opportunity. Located just one block off East Main Street and directly across from the courthouse plazas, the setting is connected and central. Immediate neighbors include City Center, 21C Museum Hotel, and the Lexington Financial Center. The three-story ca. 1930's building has an attractive façade, with large picture windows framing the first-floor restaurant. Intricate stonework lends further detail. Open space on the second floor is ideal for events or private receptions, while offices occupy the third level. The corner lot has frontage on both West Short Street and North Limestone, with sweeping views of downtown Lexington and room for sidewalk dining areas. The property is fully leased, making it an appealing long and short-term investment.

25506442 MLS

Offered for the first time in nearly 30 years, 101 West Short Street is a unique opportunity. Located just one block off East Main Street and directly across from the courthouse plazas, the setting is connected and central. Immediate neighbors include City Center, 21C Museum Hotel, and the Lexington Financial Center. The three-story ca. 1930's building has an attractive façade, with large picture windows framing the first-floor restaurant. Intricate stonework lends further detail. Open space on the second floor is ideal for events or private receptions, while offices occupy the third level. The corner lot has frontage on both West Short Street and North Limestone, with sweeping views of downtown Lexington and room for sidewalk dining areas. The property is fully leased, making it an appealing long and short-term investment.

101 W Short St, Lexington

$1,000,000

MAJOR PRICE REDUCTION FOR PROPERTY ......................exceptional opportunity to own a significant piece of local history in an incredible location. This property has immense potential: the former Stoner Creek Country Club and Golf Course, spanning 47 acres in a prime, picturesque setting directly on the banks of the historic Stoner Creek. This property offers a rare opportunity for development, preservation, or a new vision. The significant acreage and in-town location make this property a developer's dream. The property is being sold 'as is', giving the new owner flexibility to bring their own vision to life. Don't miss the chance to unlock the full potential of a true Paris icon and down home staple. Options with P and Z approval residential Home , maybe upscale townhomes, city park canoeing as a great option , public restaurant with down home cooking , light industrial ?, Call with your ideas , thoughts will talk with city fathers with your idea,,,, 47 acres,,,,,,,,,,large building dining room , ball room, bar,

26006662 MLS

MAJOR PRICE REDUCTION FOR PROPERTY ......................exceptional opportunity to own a significant piece of local history in an incredible location. This property has immense potential: the former Stoner Creek Country Club and Golf Course, spanning 47 acres in a prime, picturesque setting directly on the banks of the historic Stoner Creek. This property offers a rare opportunity for development, preservation, or a new vision. The significant acreage and in-town location make this property a developer's dream. The property is being sold 'as is', giving the new owner flexibility to bring their own vision to life. Don't miss the chance to unlock the full potential of a true Paris icon and down home staple. Options with P and Z approval residential Home , maybe upscale townhomes, city park canoeing as a great option , public restaurant with down home cooking , light industrial ?, Call with your ideas , thoughts will talk with city fathers with your idea,,,, 47 acres,,,,,,,,,,large building dining room , ball room, bar,

38 E Main St, Paris

$980,000

Downtown Lexington income property producing over $103,000 in 2024 and projected to exceed $111,000 in 2025! Built in 2016, this 5-unit multifamily offers modern construction, low maintenance, and strong rental demand in one of Lexington's most desirable areas. Each unit features a 1-bed/1-bath layout with full kitchen and bath — ideal for long-term tenants or short-term rental flexibility. With a 2024 gross income of $103,455 and 2025 projections approaching $111,000, the property delivers an estimated 7% cap rate at the current list price of $1,120,000. All five units are leased, including one performing well as a short-term rental. Tenants love the walkability to Rupp Arena, the University of Kentucky, downtown restaurants, and major employers. Zoned B-2A, this property provides flexibility for mixed use and continued appreciation in the downtown corridor. A true turn-key investment combining reliable cash flow, location, and long-term growth potential. Highlights: • 5 Units | 5 Beds | 5 Baths | 2,772 SF Total | Built 2016 • 2024 Gross Income: $103,455 | 2025 Projected: $111,455 • Estimated NOI: $78,000+ | 7% Cap Rate at $1.12M • Prime Downtown Location — Walk to Rupp & UK • Zoned B-2A | Low-Maintenance Modern Construction

5 Beds ⋅ 5 Baths ⋅ 25500197 MLS

Downtown Lexington income property producing over $103,000 in 2024 and projected to exceed $111,000 in 2025! Built in 2016, this 5-unit multifamily offers modern construction, low maintenance, and strong rental demand in one of Lexington's most desirable areas. Each unit features a 1-bed/1-bath layout with full kitchen and bath — ideal for long-term tenants or short-term rental flexibility. With a 2024 gross income of $103,455 and 2025 projections approaching $111,000, the property delivers an estimated 7% cap rate at the current list price of $1,120,000. All five units are leased, including one performing well as a short-term rental. Tenants love the walkability to Rupp Arena, the University of Kentucky, downtown restaurants, and major employers. Zoned B-2A, this property provides flexibility for mixed use and continued appreciation in the downtown corridor. A true turn-key investment combining reliable cash flow, location, and long-term growth potential. Highlights: • 5 Units | 5 Beds | 5 Baths | 2,772 SF Total | Built 2016 • 2024 Gross Income: $103,455 | 2025 Projected: $111,455 • Estimated NOI: $78,000+ | 7% Cap Rate at $1.12M • Prime Downtown Location — Walk to Rupp & UK • Zoned B-2A | Low-Maintenance Modern Construction

150 Deweese St, Lexington

$970,000

Step into a property with history and versatility, owned by the same company since 1985 and offering over 5,400 square feet of space. The main floor is designed for gathering and productivity, featuring a welcoming foyer, reception area, library, conference room, two private offices, a copy room, a kitchen, and a half bath. Upstairs provides six additional offices, three full baths, a half bath, and access to balcony seating, blending functionality with character. Whether envisioned as a distinctive office setting or transformed into a private residence, this property offers exceptional flexibility in the heart of the city. Its prime location places you just steps from Liberty Hall, the Orlando Brown House, and within walking distance of downtown restaurants and shopping. Rich in potential and unmatched in location, this property invites you to bring your vision to life.

25502540 MLS

Step into a property with history and versatility, owned by the same company since 1985 and offering over 5,400 square feet of space. The main floor is designed for gathering and productivity, featuring a welcoming foyer, reception area, library, conference room, two private offices, a copy room, a kitchen, and a half bath. Upstairs provides six additional offices, three full baths, a half bath, and access to balcony seating, blending functionality with character. Whether envisioned as a distinctive office setting or transformed into a private residence, this property offers exceptional flexibility in the heart of the city. Its prime location places you just steps from Liberty Hall, the Orlando Brown House, and within walking distance of downtown restaurants and shopping. Rich in potential and unmatched in location, this property invites you to bring your vision to life.

421 W Main St, Frankfort

$945,000

Welcome to elevated living in downtown Lexington's newest boutique condominium project The Vine! This unique property is where luxury meets lifestyle. This showplace is anything but ordinary. Top of the line appliances include sub-zero refrigerator and wolf range. This stunning unit has custom closets new crown molding, fresh paint, new wallpaper and a balcony over looking the city. The bountiful amenities include a roof top pool (opening Spring 2026) The Vine Club and concierge service in the building complete with doorman and security. And yes, there's even a management group in place if you're eyeing short-term rental opportunities or investment. This idle location allows you walk to Rupp Arena, dining, nightlife and everything downtown Lexington has to offer. This is truly a lifestyle! Your association fees include a social membership to The Vine, priority access to the spa which includes a hot tub and cold plunge electric, water, trash removal and common insurance.

2 Beds ⋅ 3 Baths ⋅ 26002430 MLS

Welcome to elevated living in downtown Lexington's newest boutique condominium project The Vine! This unique property is where luxury meets lifestyle. This showplace is anything but ordinary. Top of the line appliances include sub-zero refrigerator and wolf range. This stunning unit has custom closets new crown molding, fresh paint, new wallpaper and a balcony over looking the city. The bountiful amenities include a roof top pool (opening Spring 2026) The Vine Club and concierge service in the building complete with doorman and security. And yes, there's even a management group in place if you're eyeing short-term rental opportunities or investment. This idle location allows you walk to Rupp Arena, dining, nightlife and everything downtown Lexington has to offer. This is truly a lifestyle! Your association fees include a social membership to The Vine, priority access to the spa which includes a hot tub and cold plunge electric, water, trash removal and common insurance.

106 W Vine St Unit 405, Lexington

$945,000

Great Investment Opportunity in the Heart of Downtown- positioned in a prime downtown location, this versatile property offers incredible potential for investors. Currently configured with four residential units zoned R-4, one commercial space zoned B-1, and 6 off street parking spots and 2 car garage, this asset provides immediate income with strong upside for future development. Situated within walking distance to the courthouse, Transylvania University, Sayre School, lots of restaurants, and the vibrant downtown scene, the location is ideal for both residential and commercial tenants seeking convenience and accessibility. The property also features valuable off street parking, a rare and highly desirable amenity in a downtown setting. A great strategic long term hold in a high demand area, this is a unique opportunity worth exploring. Salon: $1290 per month leased until 2027 2 bedroom up $1600 per month (until June 2026) 1 bedroom up $1600 per month (month to month) 1 bedroom down $1600 per month (month to month) efficiency $1100 per month

6 Beds ⋅ 5 Baths ⋅ 26007015 MLS

Great Investment Opportunity in the Heart of Downtown- positioned in a prime downtown location, this versatile property offers incredible potential for investors. Currently configured with four residential units zoned R-4, one commercial space zoned B-1, and 6 off street parking spots and 2 car garage, this asset provides immediate income with strong upside for future development. Situated within walking distance to the courthouse, Transylvania University, Sayre School, lots of restaurants, and the vibrant downtown scene, the location is ideal for both residential and commercial tenants seeking convenience and accessibility. The property also features valuable off street parking, a rare and highly desirable amenity in a downtown setting. A great strategic long term hold in a high demand area, this is a unique opportunity worth exploring. Salon: $1290 per month leased until 2027 2 bedroom up $1600 per month (until June 2026) 1 bedroom up $1600 per month (month to month) 1 bedroom down $1600 per month (month to month) efficiency $1100 per month

400-402 N Limestone, Lexington

$925,000

Looking for luxury living in the heart of the Bluegrass? Look no further than The Vine, Lexington's newest and hottest downtown condo community! This 100% move-in-ready unit offers 2 bedrooms (each with its own modern ensuite) along with a premium floor plan, designed to feel open, spacious, and inviting throughout. The thoughtful layout is perfect for entertaining guests, while preparing meals in the chef-inspired kitchen, complete with Sub-Zero and Wolf appliances. Located on the Vine Street side of the building, this unit offers the best views of downtown Lexington. Whether it's through the stunning walls of windows (complete with remote-controlled shades) or from the convenience of your private balcony, you'll get to enjoy one of the best vantage points in the city. Life at The Vine extends far beyond your front door! Ownership offers an unmatched combination of high-end amenities and low-maintenance living, including two designated parking spaces in the covered, parking garage, paid utilities, and access to The Vine Club's resort-worthy amenities—featuring a rooftop lounge and pool, luxury spa services, fine dining at The V at The Vine restaurant, and more! Residents also enjoy concierge-style services, including a doorman, building security, and a professionally managed short-term rental program. Conveniently located just minutes from Rupp Arena, University of Kentucky, and many of the area's top dining, entertainment, and nightlife destinations, The Vine offers more than just a mere change of address—it's an entire lifestyle upgrade.

2 Beds ⋅ 2 Baths ⋅ 26012103 MLS

Looking for luxury living in the heart of the Bluegrass? Look no further than The Vine, Lexington's newest and hottest downtown condo community! This 100% move-in-ready unit offers 2 bedrooms (each with its own modern ensuite) along with a premium floor plan, designed to feel open, spacious, and inviting throughout. The thoughtful layout is perfect for entertaining guests, while preparing meals in the chef-inspired kitchen, complete with Sub-Zero and Wolf appliances. Located on the Vine Street side of the building, this unit offers the best views of downtown Lexington. Whether it's through the stunning walls of windows (complete with remote-controlled shades) or from the convenience of your private balcony, you'll get to enjoy one of the best vantage points in the city. Life at The Vine extends far beyond your front door! Ownership offers an unmatched combination of high-end amenities and low-maintenance living, including two designated parking spaces in the covered, parking garage, paid utilities, and access to The Vine Club's resort-worthy amenities—featuring a rooftop lounge and pool, luxury spa services, fine dining at The V at The Vine restaurant, and more! Residents also enjoy concierge-style services, including a doorman, building security, and a professionally managed short-term rental program. Conveniently located just minutes from Rupp Arena, University of Kentucky, and many of the area's top dining, entertainment, and nightlife destinations, The Vine offers more than just a mere change of address—it's an entire lifestyle upgrade.

106 W Vine St Unit 409, Lexington

$905,000

Buyers have an opportunity to own one of Downtown Frankfort's most historic and recently renovated homes. The Macklin House is located in the heart of Downtown Frankfort in what is known as the Corner of Celebrities. Built circa 1850 by George Macklin, a Frankfort coal operator and entrepreneur, this two-story brick, 6 bedroom, 4 bath home boasts a spacious 6,000 sq ft. of finished space. Purchased in 2017, the home underwent extensive renovations providing modern upgrades while maintaining the historic character both inside and out. The home, which previously served for decades as a law office for some of Frankfort's most respected attorneys, was converted into three separate suites with the main suite on the first floor and two nearly 1,500 sq. ft. suites on second floor. Each of the second-second floor suites have 2 bedrooms, 1 bath; and the main suite on the first floor has 2 bedrooms, 2 baths and covers nearly 3,000 sq. ft. Current owners' upgrades include: replacement of electrical service with updated wiring; plumbing upgrades; replacement of HVAC in 2017 for the second-floor suites, and 2023 for the first-floor suite; replacement of the standing seam metal roof in 2024 meeting the National Park Service's standards and guidelines for preservation work, as well as copper half round gutters on the front of the home, among other upgrades. With flexible zoning, this property offers versatility and presents a generational opportunity to any prospective buyer.

6 Beds ⋅ 4 Baths ⋅ 25504045 MLS

Buyers have an opportunity to own one of Downtown Frankfort's most historic and recently renovated homes. The Macklin House is located in the heart of Downtown Frankfort in what is known as the Corner of Celebrities. Built circa 1850 by George Macklin, a Frankfort coal operator and entrepreneur, this two-story brick, 6 bedroom, 4 bath home boasts a spacious 6,000 sq ft. of finished space. Purchased in 2017, the home underwent extensive renovations providing modern upgrades while maintaining the historic character both inside and out. The home, which previously served for decades as a law office for some of Frankfort's most respected attorneys, was converted into three separate suites with the main suite on the first floor and two nearly 1,500 sq. ft. suites on second floor. Each of the second-second floor suites have 2 bedrooms, 1 bath; and the main suite on the first floor has 2 bedrooms, 2 baths and covers nearly 3,000 sq. ft. Current owners' upgrades include: replacement of electrical service with updated wiring; plumbing upgrades; replacement of HVAC in 2017 for the second-floor suites, and 2023 for the first-floor suite; replacement of the standing seam metal roof in 2024 meeting the National Park Service's standards and guidelines for preservation work, as well as copper half round gutters on the front of the home, among other upgrades. With flexible zoning, this property offers versatility and presents a generational opportunity to any prospective buyer.

212 Washington St, Frankfort

$900,000

This well-maintained two-story brick building offers an exceptional investment opportunity in the heart of downtown Frankfort. Comprising 16 updated one-bedroom, one-bath apartment units, the property is located just one block from the Kentucky State Capitol, providing a highly desirable location with strong rental demand. The building is within walking distance of key government buildings, local amenities, and public transportation, making it an attractive choice for both tenants and investors alike. Each unit has been thoughtfully updated with modern finishes, providing functional living spaces that appeal to a wide range of renters. With its prime location and recent updates, this property offers solid long-term investment potential. The brick construction ensures durability, while the property's low-maintenance nature makes it an appealing option for investors seeking a hassle-free income stream. For further details and to request the rent roll, please contact the listing agent.

16 Beds ⋅ 16 Baths ⋅ 25504743 MLS

This well-maintained two-story brick building offers an exceptional investment opportunity in the heart of downtown Frankfort. Comprising 16 updated one-bedroom, one-bath apartment units, the property is located just one block from the Kentucky State Capitol, providing a highly desirable location with strong rental demand. The building is within walking distance of key government buildings, local amenities, and public transportation, making it an attractive choice for both tenants and investors alike. Each unit has been thoughtfully updated with modern finishes, providing functional living spaces that appeal to a wide range of renters. With its prime location and recent updates, this property offers solid long-term investment potential. The brick construction ensures durability, while the property's low-maintenance nature makes it an appealing option for investors seeking a hassle-free income stream. For further details and to request the rent roll, please contact the listing agent.

733 Woodland Ave, Frankfort

$885,000

Welcome to elevated living in downtown Lexington's newest boutique condominium project, The Vine, is where luxury meets lifestyle. With only one 2 bedroom unit currently available for sale, these showpiece units are anything but ordinary. Think Sub-Zero and Wolf appliances, custom closets, designer finishes from top to bottom, balconies overlooking the city, and amenities that will make your friends jealous—like the rooftop pool (opening Spring 2026!), The Vine Club, and concierge services in the building, complete with a doorman and security. And yes, there's even a management group in place if you're eyeing short-term rental opportunities. Location? Unbeatable. Walk to Rupp Arena, UK, dining, nightlife, and just about everything downtown Lexington has to offer. This isn't just a condo. It's a lifestyle. It's an investment. And with only one unit available under a million, you'll want to claim this spot before the secret's out.

2 Beds ⋅ 3 Baths ⋅ 25502527 MLS

Welcome to elevated living in downtown Lexington's newest boutique condominium project, The Vine, is where luxury meets lifestyle. With only one 2 bedroom unit currently available for sale, these showpiece units are anything but ordinary. Think Sub-Zero and Wolf appliances, custom closets, designer finishes from top to bottom, balconies overlooking the city, and amenities that will make your friends jealous—like the rooftop pool (opening Spring 2026!), The Vine Club, and concierge services in the building, complete with a doorman and security. And yes, there's even a management group in place if you're eyeing short-term rental opportunities. Location? Unbeatable. Walk to Rupp Arena, UK, dining, nightlife, and just about everything downtown Lexington has to offer. This isn't just a condo. It's a lifestyle. It's an investment. And with only one unit available under a million, you'll want to claim this spot before the secret's out.

106 W Vine St Unit 405, Lexington

$880,000

Elevated living at it's very best in downtown's newest 36 unit condominium project, The Vine. The finishes, the location, the experience-they simply can't be beat. One and two bedroom showplaces with exquisite finishes from floor to ceiling, a balcony over looking the city along with a rooftop pool and The Vine Club, concierge service that includes a doorman, and has a management group for short term rentals. The Vine's convenient location makes it a short walk to Rupp Arena, restaurants, UK, nightlife and most other amenities downtown Lexington has to offer. It's a lifestyle, it's an investment so secure your unit on the ground floor with pre-sales starting immediately. Prices will be increasing in the second phase starting in Spring of 2024. The first phase of proposed construction should be complete by June 2024. A 10% non refundable deposit will be required and held in escrow by Bluegrass Land Title.

2 Beds ⋅ 2 Baths ⋅ 25506808 MLS

Elevated living at it's very best in downtown's newest 36 unit condominium project, The Vine. The finishes, the location, the experience-they simply can't be beat. One and two bedroom showplaces with exquisite finishes from floor to ceiling, a balcony over looking the city along with a rooftop pool and The Vine Club, concierge service that includes a doorman, and has a management group for short term rentals. The Vine's convenient location makes it a short walk to Rupp Arena, restaurants, UK, nightlife and most other amenities downtown Lexington has to offer. It's a lifestyle, it's an investment so secure your unit on the ground floor with pre-sales starting immediately. Prices will be increasing in the second phase starting in Spring of 2024. The first phase of proposed construction should be complete by June 2024. A 10% non refundable deposit will be required and held in escrow by Bluegrass Land Title.

106 W Vine St Unit 709, Lexington

$850,000

Operated over 13 years as successful nightclub/bar, this is a fully sprinklered and well maintained building with ample electric, tankless gas water heater, large 2 story patio, occupancy of 392 total. 4692 sf per appraisal, 4624 per PVA, was used as a retail business most recently. 4 total public restrooms and 1 private staff rr. Previously 1 bar per floor total 2 fully plumbed and set up. B-2-B zoning allows a large number of uses including residential/apt/condo etc. Privately owned parking lot around building allows monthly, daily, hourly pay parking. Disclosure - LA/Broker is member/manager of LLC that owns the property. Property is being sold as is.

26009467 MLS

Operated over 13 years as successful nightclub/bar, this is a fully sprinklered and well maintained building with ample electric, tankless gas water heater, large 2 story patio, occupancy of 392 total. 4692 sf per appraisal, 4624 per PVA, was used as a retail business most recently. 4 total public restrooms and 1 private staff rr. Previously 1 bar per floor total 2 fully plumbed and set up. B-2-B zoning allows a large number of uses including residential/apt/condo etc. Privately owned parking lot around building allows monthly, daily, hourly pay parking. Disclosure - LA/Broker is member/manager of LLC that owns the property. Property is being sold as is.

208 S Limestone, Lexington

$825,000

Discover a rare opportunity to own a mixed-use property in the vibrant core of Downtown Lexington. This well-maintained building features two street-level retail spaces and three residential apartments. Retail units are currently leased to stable, long-term tenants in a high visibility area with heavy foot traffic and strong downtown exposure. The apartments were updated in 2019 and are ideal for short term or long term rentals. Property Highlights: Excellent downtown location near restaurants, entertainment, Rupp Arena and University of Kentucky campus. High walkability and easy access to public parking. Strong rental history and consistent cash flow. This property offers the best of both worlds — reliable commercial income from established tenants and flexible residential units in a thriving rental market. Perfect for investors seeking stable returns, appreciation potential, and short-term rental upside in one of Lexington's most desirable districts.

25503525 MLS

Discover a rare opportunity to own a mixed-use property in the vibrant core of Downtown Lexington. This well-maintained building features two street-level retail spaces and three residential apartments. Retail units are currently leased to stable, long-term tenants in a high visibility area with heavy foot traffic and strong downtown exposure. The apartments were updated in 2019 and are ideal for short term or long term rentals. Property Highlights: Excellent downtown location near restaurants, entertainment, Rupp Arena and University of Kentucky campus. High walkability and easy access to public parking. Strong rental history and consistent cash flow. This property offers the best of both worlds — reliable commercial income from established tenants and flexible residential units in a thriving rental market. Perfect for investors seeking stable returns, appreciation potential, and short-term rental upside in one of Lexington's most desirable districts.

102 W High St, Lexington

$820,000

American Gothic beauty in the heart of horse country in storybook, Midway Kentucky. This ICONIC home on 2acres sits across from the Holly Hill Inn and 2mins from Hallmark Movie quaint downtown Midway. Updated for modern living blending the historic with thoughtful updating. Open floor plan with spacious great room, gourmet kitchen and butler's pantry. Soaring ceilings with floor to ceiling windows that flood the space with soft natural light filtered through the old growth trees. Original heart pine floors beautifully preserved and many original features remain throughout the home. Full bath and a bedroom on the 1st floor. Primary suite on the 2nd floor with tile shower and large bath. Second en-suite bedroom on the 2nd floor. Copper gutters and copper roof on the seamless side porch addition. The barn is converted to a 3-car garage with tons of extra storage above. Tucked behind the garage is an 1800 sq. ft auxiliary building currently used as a wood shop. The building with covered porch and full bathroom offers enormous upside potential for whatever your dreams or hobbies are made of. Don't miss this rare opportunity to own a piece of Midway's history.

4 Beds ⋅ 3 Baths ⋅ 26016428 MLS

American Gothic beauty in the heart of horse country in storybook, Midway Kentucky. This ICONIC home on 2acres sits across from the Holly Hill Inn and 2mins from Hallmark Movie quaint downtown Midway. Updated for modern living blending the historic with thoughtful updating. Open floor plan with spacious great room, gourmet kitchen and butler's pantry. Soaring ceilings with floor to ceiling windows that flood the space with soft natural light filtered through the old growth trees. Original heart pine floors beautifully preserved and many original features remain throughout the home. Full bath and a bedroom on the 1st floor. Primary suite on the 2nd floor with tile shower and large bath. Second en-suite bedroom on the 2nd floor. Copper gutters and copper roof on the seamless side porch addition. The barn is converted to a 3-car garage with tons of extra storage above. Tucked behind the garage is an 1800 sq. ft auxiliary building currently used as a wood shop. The building with covered porch and full bathroom offers enormous upside potential for whatever your dreams or hobbies are made of. Don't miss this rare opportunity to own a piece of Midway's history.

425 N Winter St, Midway

$814,800

3.52 acres, fully renovated home - A rare find indeed with - usable land, updated living space and walkable access to everything Midway has to offer. The main home offers over 3200 sq ft with a layout designed for both everyday living and gathering. The updated kitchen includes granite countertops, gas range, pot filler, built in dishwasher and refrigerator, opening into a comfortable fireside sitting area. Multiple living spaces create a natural flow, making the home feel both connected and functional. The home includes 4 bedroom and 2 full bathrooms and an office, providing flexibility based on your level needs. A main-level bedroom and full bath offer added convenience for guests or single level living. Above the detached three-bay garage is a fully equipped 878 sq ft apartment with its own kitchen and laundry - ideal for guests, extended family or additional living space. ( not included in listing sq ft ) One garage bay is currently used an a workshop. The 3.52 acre property is partially wooded, with many native trees planted and landscaping designed to support pollinators and local bird population. A large front porch provides a place to take in the sunset, while outdoor spaces - including the fire pit area - offer opportunities to enjoy the property throughout the seasons. A well maintained chicken coop adds to the usability of the land. No roosters allowed per City Ordinances. Located just across from Walter Bradley walking trail, this home provides direct access to Midway's trail system, connecting you to local restaurants, shops, the dog park and nearby school. The home was fully renovated 3 years ago, bringing together modern updates with a setting that is increasingly difficult to find. Shown by appointment only. Security and cameras on site. OPEN HOUSE SAT MAY 23rd 2026 NOON to 3 PM

4 Beds ⋅ 2 Baths ⋅ 26008044 MLS

3.52 acres, fully renovated home - A rare find indeed with - usable land, updated living space and walkable access to everything Midway has to offer. The main home offers over 3200 sq ft with a layout designed for both everyday living and gathering. The updated kitchen includes granite countertops, gas range, pot filler, built in dishwasher and refrigerator, opening into a comfortable fireside sitting area. Multiple living spaces create a natural flow, making the home feel both connected and functional. The home includes 4 bedroom and 2 full bathrooms and an office, providing flexibility based on your level needs. A main-level bedroom and full bath offer added convenience for guests or single level living. Above the detached three-bay garage is a fully equipped 878 sq ft apartment with its own kitchen and laundry - ideal for guests, extended family or additional living space. ( not included in listing sq ft ) One garage bay is currently used an a workshop. The 3.52 acre property is partially wooded, with many native trees planted and landscaping designed to support pollinators and local bird population. A large front porch provides a place to take in the sunset, while outdoor spaces - including the fire pit area - offer opportunities to enjoy the property throughout the seasons. A well maintained chicken coop adds to the usability of the land. No roosters allowed per City Ordinances. Located just across from Walter Bradley walking trail, this home provides direct access to Midway's trail system, connecting you to local restaurants, shops, the dog park and nearby school. The home was fully renovated 3 years ago, bringing together modern updates with a setting that is increasingly difficult to find. Shown by appointment only. Security and cameras on site. OPEN HOUSE SAT MAY 23rd 2026 NOON to 3 PM

314 N Winter St, Midway

$808,250

This property has lots of potential from automotive to warehouse, paved parking, 3-9000 pound lifts, 2-12,000 pound lifts, air compressor, office space, 2 restrooms, 6 bays and loft, 200 amp service, gas heat in the work area, central heat and air in the office. Property has access from S Broadway and Marshall Park Drive. Selling in "AS IS" condition.

26005424 MLS

This property has lots of potential from automotive to warehouse, paved parking, 3-9000 pound lifts, 2-12,000 pound lifts, air compressor, office space, 2 restrooms, 6 bays and loft, 200 amp service, gas heat in the work area, central heat and air in the office. Property has access from S Broadway and Marshall Park Drive. Selling in "AS IS" condition.

1015 Lexington Rd, Georgetown

$787,000

Restored Italianate historic home on 1+ acre. Approx. 3400 sq.ft. with a separate guest house with approx. 800 sq.ft. in historic Downtown, Versailles. Convenient to downtown shops and retail. Beautiful high ceilings and impressive woodwork. Lots of sunlight with open concept. Hardwood floors, ceiling to floor windows make this an exceptional home. Over and acre right in the middle of town on the lovely South Main Street. The home is set off the road a bit to offer privacy and a picturesque area to stroll about. There is also a quaint guest house that can be used as an office or home business complete with kitchen, bedroom and full bath.

4 Beds ⋅ 3 Baths ⋅ 26008238 MLS

Restored Italianate historic home on 1+ acre. Approx. 3400 sq.ft. with a separate guest house with approx. 800 sq.ft. in historic Downtown, Versailles. Convenient to downtown shops and retail. Beautiful high ceilings and impressive woodwork. Lots of sunlight with open concept. Hardwood floors, ceiling to floor windows make this an exceptional home. Over and acre right in the middle of town on the lovely South Main Street. The home is set off the road a bit to offer privacy and a picturesque area to stroll about. There is also a quaint guest house that can be used as an office or home business complete with kitchen, bedroom and full bath.

305 S Main St, Versailles

$769,000

Charming Downtown Lexington Home with Modern Updates and Historic Character. Welcome to 452 West Third Street, a beautifully maintained home nestled in the heart of Lexington's most vibrant and historic district. This property blends classic architectural charm with thoughtful modern updates, offering the perfect balance of comfort, style, and convenience. As indicated in the historic documents, this house is an interesting stylistic mixture: visualized as it first stood (without the roof & later porch/entrance) it has the form of an Italianate house with simplified Romanesque windows and trim. It is rare that a house acquires its roof after 20 years of occupancy, but that is, apparently, what this one did. History documents that are included in the listing are really fascinating. The home is located just minutes from Transylvania University, Jefferson Street dining, Rupp Arena, and the energy of downtown. This home places you right where Lexington lives, works, and plays. Key Features Prime Downtown Location Walkable to restaurants, coffee shops, parks, and entertainment. Ideal for the person who wants to live an incredibly rich historic lifestyle. Historic Character-Italianate/Romesque Original architectural details, timeless curb appeal, and the charm that makes Lexington's older neighborhoods so beloved. Modern Comforts Updated systems, refreshed interiors, and a layout that supports both everyday living and entertaining. The home has over 3000 sq ft of livable space including a 3rd floor space w/full bathroom. 4 bedrooms /3 full baths, formal living room, formal dining room, loft space for home office, play area, den. Why Buyers Love This Area The 40508 ZIP code is one of Lexington's most desirable urban neighborhoods thanks to: Walkability Historic homes Access to parks, bike lanes, and cultural venues Northside Neighborhood-the oldest neighborhood association in Lexington. It's a rare opportunity to own a home in a location that continues to grow in popularity and value. Take the time to walk through this home and envision yourself making the changes that will make this your home, your lifestyle! The backyard has a beautiful perennial garden in the warmer months, deck/patio that allows you the space and charm to invite family & friends to dine with you, toast the end of the day or those lovely days sipping your coffee while breathing in the beauty of downtown Lexington.

4 Beds ⋅ 3 Baths ⋅ 26005508 MLS

Charming Downtown Lexington Home with Modern Updates and Historic Character. Welcome to 452 West Third Street, a beautifully maintained home nestled in the heart of Lexington's most vibrant and historic district. This property blends classic architectural charm with thoughtful modern updates, offering the perfect balance of comfort, style, and convenience. As indicated in the historic documents, this house is an interesting stylistic mixture: visualized as it first stood (without the roof & later porch/entrance) it has the form of an Italianate house with simplified Romanesque windows and trim. It is rare that a house acquires its roof after 20 years of occupancy, but that is, apparently, what this one did. History documents that are included in the listing are really fascinating. The home is located just minutes from Transylvania University, Jefferson Street dining, Rupp Arena, and the energy of downtown. This home places you right where Lexington lives, works, and plays. Key Features Prime Downtown Location Walkable to restaurants, coffee shops, parks, and entertainment. Ideal for the person who wants to live an incredibly rich historic lifestyle. Historic Character-Italianate/Romesque Original architectural details, timeless curb appeal, and the charm that makes Lexington's older neighborhoods so beloved. Modern Comforts Updated systems, refreshed interiors, and a layout that supports both everyday living and entertaining. The home has over 3000 sq ft of livable space including a 3rd floor space w/full bathroom. 4 bedrooms /3 full baths, formal living room, formal dining room, loft space for home office, play area, den. Why Buyers Love This Area The 40508 ZIP code is one of Lexington's most desirable urban neighborhoods thanks to: Walkability Historic homes Access to parks, bike lanes, and cultural venues Northside Neighborhood-the oldest neighborhood association in Lexington. It's a rare opportunity to own a home in a location that continues to grow in popularity and value. Take the time to walk through this home and envision yourself making the changes that will make this your home, your lifestyle! The backyard has a beautiful perennial garden in the warmer months, deck/patio that allows you the space and charm to invite family & friends to dine with you, toast the end of the day or those lovely days sipping your coffee while breathing in the beauty of downtown Lexington.

452 W Third St, Lexington

$765,000

Own a piece of Danville's vibrant and historic downtown with this stunning three-story commercial property. 303 W Main St showcases classic architectural charm and modern functionality in a beautifully maintained historic building. The first floor is home to the highly regarded Copper and Oak Restaurant, a local favorite known for its upscale atmosphere and strong customer base. The second floor features their private banquet room, ideal for events and gatherings, plus a private office; a chair lift is in place for accessibility. The first and second floor are approximately 4,038 square feet. On the third floor, you'll find a fully refurbished apartment, thoughtfully updated for comfort while maintaining its historic character. Whether used as a long-term rental or a short-term Airbnb, this space is perfect for those who want to enjoy downtown living at its finest—just steps away from dining, shopping, and entertainment. As an added benefit, Copper and Oak is open to continuing their lease with the new owner, offering immediate rental income and a seamless investment transition. Don't miss this unique opportunity!

25014933 MLS

Own a piece of Danville's vibrant and historic downtown with this stunning three-story commercial property. 303 W Main St showcases classic architectural charm and modern functionality in a beautifully maintained historic building. The first floor is home to the highly regarded Copper and Oak Restaurant, a local favorite known for its upscale atmosphere and strong customer base. The second floor features their private banquet room, ideal for events and gatherings, plus a private office; a chair lift is in place for accessibility. The first and second floor are approximately 4,038 square feet. On the third floor, you'll find a fully refurbished apartment, thoughtfully updated for comfort while maintaining its historic character. Whether used as a long-term rental or a short-term Airbnb, this space is perfect for those who want to enjoy downtown living at its finest—just steps away from dining, shopping, and entertainment. As an added benefit, Copper and Oak is open to continuing their lease with the new owner, offering immediate rental income and a seamless investment transition. Don't miss this unique opportunity!

303 W Main St, Danville

$700,000

Strategically situated on a heavily travelled stretch of US-127 and 1 mile from downtown Harrodsburg, KY. This commercial property offers 3.5+/- acres and a 55,000+/- poured concrete foundation. Long road frontage with access from 3 roads. Property has electric, gas and water. Huge development potential.

24000977 MLS

Strategically situated on a heavily travelled stretch of US-127 and 1 mile from downtown Harrodsburg, KY. This commercial property offers 3.5+/- acres and a 55,000+/- poured concrete foundation. Long road frontage with access from 3 roads. Property has electric, gas and water. Huge development potential.

905 N College St, Harrodsburg

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