$599,000 A 1910 Highlands home on one of the neighborhood's more generous lots: just over a quarter acre, 60 feet wide and 183 feet deep, with an alley behind and a fully fenced backyard that offers real outdoor space at a scale that's hard to find here. Inside, the layout is well-defined and functional. The front formal living room leads to a spacious family room with a fireplace. The dining room connects to the kitchen and opens directly to the backyard through French doors, creating a natural flow for both daily living and entertaining. The kitchen includes stainless steel appliances, and a half bath completes the first floor. Upstairs, the primary bedroom includes a built-in wardrobe and connects directly to a second bedroom that functions equally well as a large dressing room, private office, or additional closet space. That room also opens to a flat roof that can serve as an outdoor living space, or built upon as an additional room. A third bedroom, full bath, second half bath, and second-floor laundry complete the upper level. Heated bathroom floors add a practical comfort upgrade. The waterproofed unfinished basement handles storage without giving anything up above grade, and houses a tankless water heater for endless hot water. Outside, a covered patio and mature, garden-like backyard make the most of that deep lot. A private driveway from the street and 1.5-car garage offer off-street parking that's uncommon in this area of the Highlands. With 183 feet of depth and alley access, there's real room to grow, whether that's an addition, a pool, or an additional structure. Bardstown Road is at the end of the street. Cherokee Park is just around the corner. 3 Beds ⋅ 3 Baths ⋅ 1716197 MLS A 1910 Highlands home on one of the neighborhood's more generous lots: just over a quarter acre, 60 feet wide and 183 feet deep, with an alley behind and a fully fenced backyard that offers real outdoor space at a scale that's hard to find here. Inside, the layout is well-defined and functional. The front formal living room leads to a spacious family room with a fireplace. The dining room connects to the kitchen and opens directly to the backyard through French doors, creating a natural flow for both daily living and entertaining. The kitchen includes stainless steel appliances, and a half bath completes the first floor. Upstairs, the primary bedroom includes a built-in wardrobe and connects directly to a second bedroom that functions equally well as a large dressing room, private office, or additional closet space. That room also opens to a flat roof that can serve as an outdoor living space, or built upon as an additional room. A third bedroom, full bath, second half bath, and second-floor laundry complete the upper level. Heated bathroom floors add a practical comfort upgrade. The waterproofed unfinished basement handles storage without giving anything up above grade, and houses a tankless water heater for endless hot water. Outside, a covered patio and mature, garden-like backyard make the most of that deep lot. A private driveway from the street and 1.5-car garage offer off-street parking that's uncommon in this area of the Highlands. With 183 feet of depth and alley access, there's real room to grow, whether that's an addition, a pool, or an additional structure. Bardstown Road is at the end of the street. Cherokee Park is just around the corner. 2037 Alta Ave, Louisville
$315,000 What a rare and wonderful opportunity to find a charming, cottage hidden in the heart of the Highlands. 1926 REAR Wrocklage Avenue is a 3 bed, 1 bath home with many recent updates (metal roof, refinished floors, and HVAC) and is move-in ready. The location is premium—close to shopping, dining, interstates, parks, schools, and entertainment. Located behind (thus the REAR) but completely. separate from 1926 Wrocklage Avenue, you'd never know this home exists unless you're invited. It comes with its own ingress/egress off the alley from Wrocklage (behind Highland'sKroger) offering plenty of off-street parking. To view this wonderful property, feel free to park in the gravel driveway behind the home (follow signage) or park in the Kroger parking lot and walk down to the home. 3 Beds ⋅ 1 Baths ⋅ 1715390 MLS What a rare and wonderful opportunity to find a charming, cottage hidden in the heart of the Highlands. 1926 REAR Wrocklage Avenue is a 3 bed, 1 bath home with many recent updates (metal roof, refinished floors, and HVAC) and is move-in ready. The location is premium—close to shopping, dining, interstates, parks, schools, and entertainment. Located behind (thus the REAR) but completely. separate from 1926 Wrocklage Avenue, you'd never know this home exists unless you're invited. It comes with its own ingress/egress off the alley from Wrocklage (behind Highland'sKroger) offering plenty of off-street parking. To view this wonderful property, feel free to park in the gravel driveway behind the home (follow signage) or park in the Kroger parking lot and walk down to the home. 1926 Wrocklage Ave Unit Rear, Louisville
$111,900 Price Improvement, Seller is Motivated: LOCATION. LIFESTYLE. OPPORTUNITY. Welcome to this charming and well-maintained 1-bedroom condo perfectly situated in the heart of St. Matthews, one of Louisville's most sought-after areas. Just minutes from premier shopping, dining, and everyday conveniences, this property offers the ideal blend of comfort and accessibility. Inside, you'll find a thoughtfully designed layout featuring a spacious living and dining area, a functional kitchen, and a cozy bedroom retreat. Whether you're looking for a low-maintenance place to call home or a smart addition to your investment portfolio, this condo checks all the boxes. One of the standout features is the private 300 sq. ft. utility space in the basement, complete with your own washer and dryer—providing added storage and convenience that's hard to find in similar properties. All kitchen appliances will remain, making this a true move-in ready opportunity. Located within a 4-plex setting, this property offers a more intimate, residential feel while still being close to everything Louisville has to offer. Whether you're a first-time buyer, downsizing, or seeking strong rental potential, this is an opportunity you don't want to miss. Schedule your private showing today—this one won't last long. 1 Beds ⋅ 1 Baths ⋅ 1714881 MLS Price Improvement, Seller is Motivated: LOCATION. LIFESTYLE. OPPORTUNITY. Welcome to this charming and well-maintained 1-bedroom condo perfectly situated in the heart of St. Matthews, one of Louisville's most sought-after areas. Just minutes from premier shopping, dining, and everyday conveniences, this property offers the ideal blend of comfort and accessibility. Inside, you'll find a thoughtfully designed layout featuring a spacious living and dining area, a functional kitchen, and a cozy bedroom retreat. Whether you're looking for a low-maintenance place to call home or a smart addition to your investment portfolio, this condo checks all the boxes. One of the standout features is the private 300 sq. ft. utility space in the basement, complete with your own washer and dryer—providing added storage and convenience that's hard to find in similar properties. All kitchen appliances will remain, making this a true move-in ready opportunity. Located within a 4-plex setting, this property offers a more intimate, residential feel while still being close to everything Louisville has to offer. Whether you're a first-time buyer, downsizing, or seeking strong rental potential, this is an opportunity you don't want to miss. Schedule your private showing today—this one won't last long. 2902 Abigail Dr Unit APT 4, Louisville
$110,000 New price on this adorable 2 bedroom condo nestled in the Lakeview community! Affordable living in 40205 with great access to 264 and Bardstown Rd. This community offers a pool, lake, clubhouse, fitness room, tennis court, and more. When you enter the home you will notice the hardwood flooring in the living room, kitchen and hallway. The living room boasts a cozy fireplace and a sliding door that leads to your own private balcony overlooking the courtyard, the perfect place to relax and unwind. The primary bedroom offers a spacious walk-in closet allowing ample space for storage. In the bathroom you will find tile flooring and a double sink vanity for added convenience. Still time to enjoy the community pool. 2 Beds ⋅ 1 Baths ⋅ 1714441 MLS New price on this adorable 2 bedroom condo nestled in the Lakeview community! Affordable living in 40205 with great access to 264 and Bardstown Rd. This community offers a pool, lake, clubhouse, fitness room, tennis court, and more. When you enter the home you will notice the hardwood flooring in the living room, kitchen and hallway. The living room boasts a cozy fireplace and a sliding door that leads to your own private balcony overlooking the courtyard, the perfect place to relax and unwind. The primary bedroom offers a spacious walk-in closet allowing ample space for storage. In the bathroom you will find tile flooring and a double sink vanity for added convenience. Still time to enjoy the community pool. 1935 Gardiner Ln Unit D62, Louisville
$185,000 CLOSE TO DOUGLASS LOOP FARMERS MARKET.. This 1st floor condo is conveniently located. This floor plan is very open, sprawling and has alot of sun light. You will love how the kitchen flows to the living room areas and there is a 1/2 BATHROOM for this area. The main bedroom has it's own private bath which adjoins the in-unit laundry & storage area. And parking....well, it is #21 and right outside your door....convenient. This is one of two units in the building with it's own private exit/entry. Just walk right in, no elevator. All appliances will remain. The utilities are low due to the location of the unit, holds cool and heat well. Walk to Douglass Loop, Cherokee & Seneca Parks, tons of restaurants & farmers market. 1 Beds ⋅ 2 Baths ⋅ 1712665 MLS CLOSE TO DOUGLASS LOOP FARMERS MARKET.. This 1st floor condo is conveniently located. This floor plan is very open, sprawling and has alot of sun light. You will love how the kitchen flows to the living room areas and there is a 1/2 BATHROOM for this area. The main bedroom has it's own private bath which adjoins the in-unit laundry & storage area. And parking....well, it is #21 and right outside your door....convenient. This is one of two units in the building with it's own private exit/entry. Just walk right in, no elevator. All appliances will remain. The utilities are low due to the location of the unit, holds cool and heat well. Walk to Douglass Loop, Cherokee & Seneca Parks, tons of restaurants & farmers market. 2043 Douglass Blvd Unit APT 21, Louisville
$1,695,000 Perched above the sweeping landscapes of Cherokee Park, this remarkable residence—designed by renowned architect Frederic Morgan—captures a sense of history, architecture, and setting rarely found in the Highlands. Set on 1.01 acres with extraordinary views and direct access to the park, the property has been lovingly preserved by two generations of the original family since it was built in 1950, offering a rare opportunity to steward a truly distinctive Louisville home. Inside, the home reveals a collection of thoughtful architectural details, including a formal entrance foyer, graceful arched doorways, updated windows, and a beautiful marble mantel that anchors the main living space. The first floor offers a spacious formal living room, a family-sized dining room, a library, and a comfortable den with a wet bar. The primary bedroom is located on the main level along with a second bedroom that is currently arranged as a sitting room, accompanied by a primary bath and an additional full bath. The thoughtfully designed white gourmet kitchen opens to a cozy sunroom and sitting area filled with natural light. Upstairs, two charming bedrooms share a full hall bath, providing comfortable accommodations for family or guests. The beautifully landscaped backyard creates a peaceful retreat, complete with a sparkling gunite swimming pool with a deep end ideal for diving and a pool house that includes two dressing rooms and a half bath. Over the decades, the homeowners have carefully maintained and updated the property while preserving its architectural character. With its rich history, distinctive design, and exceptional location overlooking Cherokee Park, this home presents a rare opportunity to own a meaningful piece of Louisville's architectural heritage. 4 Beds ⋅ 4 Baths ⋅ 1712645 MLS Perched above the sweeping landscapes of Cherokee Park, this remarkable residence—designed by renowned architect Frederic Morgan—captures a sense of history, architecture, and setting rarely found in the Highlands. Set on 1.01 acres with extraordinary views and direct access to the park, the property has been lovingly preserved by two generations of the original family since it was built in 1950, offering a rare opportunity to steward a truly distinctive Louisville home. Inside, the home reveals a collection of thoughtful architectural details, including a formal entrance foyer, graceful arched doorways, updated windows, and a beautiful marble mantel that anchors the main living space. The first floor offers a spacious formal living room, a family-sized dining room, a library, and a comfortable den with a wet bar. The primary bedroom is located on the main level along with a second bedroom that is currently arranged as a sitting room, accompanied by a primary bath and an additional full bath. The thoughtfully designed white gourmet kitchen opens to a cozy sunroom and sitting area filled with natural light. Upstairs, two charming bedrooms share a full hall bath, providing comfortable accommodations for family or guests. The beautifully landscaped backyard creates a peaceful retreat, complete with a sparkling gunite swimming pool with a deep end ideal for diving and a pool house that includes two dressing rooms and a half bath. Over the decades, the homeowners have carefully maintained and updated the property while preserving its architectural character. With its rich history, distinctive design, and exceptional location overlooking Cherokee Park, this home presents a rare opportunity to own a meaningful piece of Louisville's architectural heritage. 1802 Park Boundary Rd, Louisville
$615,000 Back on the Market at No Fault of the Seller — Turnkey Highlands Investment with OR-3 Zoning Income-producing property in the heart of the Highlands, currently operating as a successful short-term rental with professional third-party management in place. Flexible OR-3 zoning allows continued STR use, office space, live/work, or single-family residence. Layout includes 3 bedrooms, 3.5 baths, seven private rooms ideal for offices or guest suites, multiple common areas, a large central conference/dining space, and two full kitchens. Major updates done: brand-new roof and several new windows within the last year. Minutes from Bardstown Road. Turnkey Louisville investment with location, condition, and zoning flexibility — schedule your showing today! Property is currently operating as an active short-term rental under professional third-party property management; management contract details and income history available to qualified buyers upon request. Recent capital improvements include a brand-new roof (installed 2026 while under previous contract) and multiple new windows replaced within the past year. OR-3 (Office/Residential) zoning permits a wide range of uses including office, professional services, multi-family, and residential — buyer to verify intended use with Louisville Metro Planning & Design. Two full kitchens and seven private rooms make the property well suited for conversion or continued rental operation. Property is being sold as-is. Please allow advance notice for showings to accommodate active STR guest bookings; contact listing agent to schedule. 3 Beds ⋅ 4 Baths ⋅ 1712372 MLS Back on the Market at No Fault of the Seller — Turnkey Highlands Investment with OR-3 Zoning Income-producing property in the heart of the Highlands, currently operating as a successful short-term rental with professional third-party management in place. Flexible OR-3 zoning allows continued STR use, office space, live/work, or single-family residence. Layout includes 3 bedrooms, 3.5 baths, seven private rooms ideal for offices or guest suites, multiple common areas, a large central conference/dining space, and two full kitchens. Major updates done: brand-new roof and several new windows within the last year. Minutes from Bardstown Road. Turnkey Louisville investment with location, condition, and zoning flexibility — schedule your showing today! Property is currently operating as an active short-term rental under professional third-party property management; management contract details and income history available to qualified buyers upon request. Recent capital improvements include a brand-new roof (installed 2026 while under previous contract) and multiple new windows replaced within the past year. OR-3 (Office/Residential) zoning permits a wide range of uses including office, professional services, multi-family, and residential — buyer to verify intended use with Louisville Metro Planning & Design. Two full kitchens and seven private rooms make the property well suited for conversion or continued rental operation. Property is being sold as-is. Please allow advance notice for showings to accommodate active STR guest bookings; contact listing agent to schedule. 703 Rubel Ave, Louisville
$910,000 Renovated 5-bedroom, 3 full bath property located just minutes from Downtown Louisville. The flexible layout includes seven private rooms, two living areas, three full bathrooms, a full kitchen with granite countertops and new appliances, and an additional kitchenette. Spacious unfinished basement (1,200 SF) that could be renovated for added square footage. Designated on-site parking for up to four vehicles plus additional street parking adds convenience. One car garage located in the rear. The property is currently operating as a short-term rental and offers a spacious layout suitable for a variety of uses. Property is managed by a third party property manager who is willing to continue managing property after sale. Select furnishings may remain, providing potential for a turnkey transition. Conveniently located approximately 5 minutes from Downtown Louisville, 10 minutes from the Expo Center, and about 15 minutes from Louisville International Airport. 5 Beds ⋅ 3 Baths ⋅ 1712328 MLS Renovated 5-bedroom, 3 full bath property located just minutes from Downtown Louisville. The flexible layout includes seven private rooms, two living areas, three full bathrooms, a full kitchen with granite countertops and new appliances, and an additional kitchenette. Spacious unfinished basement (1,200 SF) that could be renovated for added square footage. Designated on-site parking for up to four vehicles plus additional street parking adds convenience. One car garage located in the rear. The property is currently operating as a short-term rental and offers a spacious layout suitable for a variety of uses. Property is managed by a third party property manager who is willing to continue managing property after sale. Select furnishings may remain, providing potential for a turnkey transition. Conveniently located approximately 5 minutes from Downtown Louisville, 10 minutes from the Expo Center, and about 15 minutes from Louisville International Airport. 1161 E Broadway, Louisville
$525,000 Charming 6-bedroom, 3 full bath property located in the heart of the Highlands, one of Louisville's most active and established neighborhoods. The home features 7 private rooms, three full bathrooms, and a full kitchen, offering a flexible layout suitable for a variety of uses. Additional highlights include original hardwood floors, natural light, spacious living areas, and street parking nearby. Easy to maintain yard. The property is currently operating as a successful short-term rental with an established rental history and guest-ready setup. Property is managed by a third party property manager that is willing to continue managing after sale. Select furnishings may remain, providing potential for a turnkey opportunity. Conveniently located approximately 5 minutes from Downtown Louisville and the Convention Center, 10 minutes from the Expo Center, and about 15 minutes from Louisville International Airport and Churchill Downs. 6 Beds ⋅ 2 Baths ⋅ 1712327 MLS Charming 6-bedroom, 3 full bath property located in the heart of the Highlands, one of Louisville's most active and established neighborhoods. The home features 7 private rooms, three full bathrooms, and a full kitchen, offering a flexible layout suitable for a variety of uses. Additional highlights include original hardwood floors, natural light, spacious living areas, and street parking nearby. Easy to maintain yard. The property is currently operating as a successful short-term rental with an established rental history and guest-ready setup. Property is managed by a third party property manager that is willing to continue managing after sale. Select furnishings may remain, providing potential for a turnkey opportunity. Conveniently located approximately 5 minutes from Downtown Louisville and the Convention Center, 10 minutes from the Expo Center, and about 15 minutes from Louisville International Airport and Churchill Downs. 1222 E Broadway, Louisville
$255,000 Completely remodeled with gorgeous finishes throughout! If you've been searching for a move-in ready home in a desirable location, this is the one for you. Located near the Highlands and Germantown at a price you will LOVE, it has been taken to the studs and beautifully rebuilt. You have 3 bedrooms, 1.5 baths, brand new flooring, fresh paint, updated bathroom, everything new in the kitchen, and a bright and cheerful atmosphere with sunlight filling the space. You have a 2-car detached garage and a scenic fully fenced-in yard with tons of greenery for gardening, creating your own entertainment space, and having little ones or furry friends run around. There is also a patio on the side of the home perfect for grilling out, surrounded by fresh landscaping. This quiet community also has a park a few blocks from the home with a playground, pool & splash pad. The location is top notch and not far from expressways, and just down Poplar Level a few miles, you have restaurants, shopping, and entertainment throughout the Highlands, Germantown & Schnitzelburg. Across the street, you have a new 7 Brew Coffee & Planet Fitness. Don't miss the opportunity to make this gem your new home! 3 Beds ⋅ 2 Baths ⋅ 1711605 MLS Completely remodeled with gorgeous finishes throughout! If you've been searching for a move-in ready home in a desirable location, this is the one for you. Located near the Highlands and Germantown at a price you will LOVE, it has been taken to the studs and beautifully rebuilt. You have 3 bedrooms, 1.5 baths, brand new flooring, fresh paint, updated bathroom, everything new in the kitchen, and a bright and cheerful atmosphere with sunlight filling the space. You have a 2-car detached garage and a scenic fully fenced-in yard with tons of greenery for gardening, creating your own entertainment space, and having little ones or furry friends run around. There is also a patio on the side of the home perfect for grilling out, surrounded by fresh landscaping. This quiet community also has a park a few blocks from the home with a playground, pool & splash pad. The location is top notch and not far from expressways, and just down Poplar Level a few miles, you have restaurants, shopping, and entertainment throughout the Highlands, Germantown & Schnitzelburg. Across the street, you have a new 7 Brew Coffee & Planet Fitness. Don't miss the opportunity to make this gem your new home! 4218 Sherman Ave, Louisville