Jefferson, KY Homes

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  /66

  $1,750,000

  • 4 Beds
  • 3.5 Baths
  • 3,768 Sq Ft

  1802 Park Boundary Rd, Louisville, KY 40205

  Designed by the renowned architect Frederic Morgan, this stunning home sits on a 1.01-acre lot, nestled in the Highlands and offers instant access and astonishing views of Cherokee Park. The meticulously maintained grounds provide a serene backdrop for this one of a kind masterpiece. This home has been lovingly cared for by two generations of the original family since being built in 1950. Step

  Amanda Shea Homepage Realty

  1802 Park Boundary Rd, Louisville, KY 40205
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  Explore Highlands Douglass

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  /36

  $1,055 - $1,115 per month

  St. Francis Apartments

  1 - 2 Beds

  100 St Francis Ct, Louisville, KY 40205

  Discover the charm of St. Francis Apartments, nestled in the vibrant Highlands neighborhood. Just a short stroll away from an array of exquisite restaurants, parks, chic boutiques, and art galleries, St. Francis offers a selection of open and airy one and two-bedroom apartments. Each apartment boasts a generous floor plan, a well-appointed kitchen, and ample closet space, with many featuring

  100 St Francis Ct, Louisville, KY 40205
• 

  

  

  /51

  $245,000 Sold Jul 30, 2025

  • 958 Sq Ft
  • $256/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath

  2126 Village Dr Unit 11, Louisville, KY 40205

  Welcome to 2126 Village Dr #11, a light-filled top-floor condominium with two bedrooms, one bath, kitchen with breakfast bar, dining room area and a spacious living room. Unique features: one car parking space in the lower-level garage and an extra assigned parking space. It also includes a stackable laundry unit, a large balcony, a storage unit in the basement and electronic security system for

  Debra Poth Kentucky Select Properties

  2126 Village Dr Unit 11, Louisville, KY 40205
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  /40

  Est $205,605 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 826 Sq Ft

  2039 Douglass Blvd Unit 7, Louisville, KY 40205

  2039 Douglass Blvd Unit 7, Louisville, KY 40205
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  /42

  $487,500 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,625 Sq Ft

  2117 Wrocklage Ave, Louisville, KY 40205

  Looking for a fully renovated home in one of Louisville's most charming historic neighborhoods? Welcome to the Highlands—where classic charm meets modern luxury! This stunning 3-bedroom, 2.5-bath home has been reimagined from top to bottom with all-new electrical, plumbing, HVAC, roof, windows, insulation, siding and flooring. Enjoy the ease of first-floor living with a spacious en suite primary

  Mona Nunn RE/MAX Properties East

  2117 Wrocklage Ave, Louisville, KY 40205
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  /12

  $1,700 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  1905 Bardstown Rd Unit 2, Louisville, KY 40205

  Charming 2-Bedroom Apartment in the Heart of the Original Highlands - Prime Location!Live in one of Louisville's most vibrant and walkable neighborhoods! This spacious and well-maintained 2-bedroom, 1-bath apartment is located in the sought-after Original Highlands, just steps from some of the city's best restaurants, coffee shops, and boutiques.

  Antecia Whitehead Inclusive Realty, LLC

  1905 Bardstown Rd Unit 2, Louisville, KY 40205
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  /66

  $435,000 Sold Jul 30, 2025

  • 2,085 Sq Ft
  • $209/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1925

  2429 Wallace Ave, Louisville, KY 40205

  Century-Old Charm Meets Urban Chic! This classic bungalow perfectly blends timeless architecture with contemporary upgrades, all set in one of the most walkable and vibrant neighborhoods in the city. Just minutes from Cherokee Park, Seneca Park and Seneca Golf course, the location is ideal for outdoor lovers and city dwellers alike! You're welcomed by a spacious front porch ideal for

  Deborah Cox RE/MAX Results

  2429 Wallace Ave, Louisville, KY 40205
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  /28

  Est $199,567 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 948 Sq Ft

  2043 Douglass Blvd Unit 18, Louisville, KY 40205

  2043 Douglass Blvd Unit 18, Louisville, KY 40205
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  /39

  $650,000

  • 3 Beds
  • 1.5 Baths
  • 2,100 Sq Ft

  2539 Woodcreek Rd, Louisville, KY 40205

  Charming renovated home in Seneca Gardens! Entry offers rich turn staircase, beautiful hardwoods! Half bath and closet! Big Greatroom with fireplace , lots of natural light! Dining room has built in china cabinet and wall of windows! Gourmet kitchen totally updated with gas stove! First floor bedroom.. Big sunroom attached to extra deep garage! Upstair features 2 big bedrooms with jack and jill

  Melody Malone RE/MAX Properties East

  2539 Woodcreek Rd, Louisville, KY 40205
• 

  

  /23

  $2,200 per month

  • 4 Beds
  • 1 Bath
  • 2,600 Sq Ft
  • Condo for Rent

  2010 Kenilworth Place Unit 1, Louisville, KY 40205

  In the Highlands, close to schools, shopping, restaurants! Quiet neighborhood and well established!

  2010 Kenilworth Place Unit 1, Louisville, KY 40205
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  /35

  $339,900 Sold Jul 28, 2025

  • 1,352 Sq Ft
  • $251/SF
  • 0 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1910

  2106 Speed Ave, Louisville, KY 40205

  Welcome to 2106 Speed Avenue! Charming and fully updated, this 2 bedroom, 1 bath home is nestled in the heart of the highly sought-after Highlands-Douglass neighborhood. Step inside to discover a brand-new kitchen featuring granite countertops and new stainless steel appliances, a completely renovated bathroom, and beautifully refinished hardwood floors throughout. The vaulted ceiling adds an

  Alyssa Graham United Real Estate Louisville

  2106 Speed Ave, Louisville, KY 40205
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  /40

  Est $357,612 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,830 Sq Ft

  2523 Talbott Ave, Louisville, KY 40205

  2523 Talbott Ave, Louisville, KY 40205
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  /49

  $697,400

  • 4 Beds
  • 3.5 Baths
  • 3,440 Sq Ft

  2104 Lauderdale Rd, Louisville, KY 40205

  Discover timeless elegance in this move-in-ready Highlands gem, located parkside in one of the tLouisville's most sought after neighborhoods. Steps from Bardstown Road and Cherokee Park, this classic home blends prime location with sophisticated charm.Enter through a welcoming foyer into the living room, anchored by a cozy gas fireplace and custom bookshelves. To the left is a sun-drenched

  TTimothy Mattingly Premier Homes Realty

  2104 Lauderdale Rd, Louisville, KY 40205
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  /12

  $1,100 per month

  • 1 Bed
  • 1 Bath
  • 605 Sq Ft
  • Condo for Rent

  2082 Douglass Blvd Unit 15, Louisville, KY 40205

  Nestled on a beautiful tree lined street in the heart of the Highlands, this condo building features pre-war construction and lovely architectural details. You are in walking distance of Kroger, the Saturday morning farmers market, shops and restaurants at the Douglass Loop. You will also be close to both Seneca and Cherokee Parks. The street has both large single-family homes and historic condo

  2082 Douglass Blvd Unit 15, Louisville, KY 40205
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  /34

  $550,000 Sold Jul 23, 2025

  • 2,820 Sq Ft
  • $195/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1947

  2417 Meadow Rd, Louisville, KY 40205

  Welcome to this sought after 4 bedroom, 2.5 bath, brick two story colonial which has been updated throughout. Located in idyllic Seneca Gardens you can walk to the park or the Seneca golf course. Gleaming hardwood floors with traditional appointments throughout. Open floor plan with white cabinetry in kitchen, built-in pantry, breakfast bar and gracious dining room. The living room is generously

  Amy Pearce Dishman RE/MAX Results

  2417 Meadow Rd, Louisville, KY 40205
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  /53

  Est $372,250 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft

  2510 Wallace Ave, Louisville, KY 40205

  2510 Wallace Ave, Louisville, KY 40205
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  /91

  $1,350,000

  • 5 Beds
  • 5 Baths
  • 4,164 Sq Ft

  2325 Carolina Ave, Louisville, KY 40205

  Step into a rare blend of classic elegance and modern sophistication with this extraordinary 5-bedroom, 5-bathroom residence, offering 4,160 square feet of meticulously updated living space. Perfectly positioned within walking distance to both Cherokee and Seneca Parks, the location is simply unbeatable.From the moment you approach the welcoming front porch—complete with the home's

  Angela Chambers EXP Realty LLC

  2325 Carolina Ave, Louisville, KY 40205
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  /17

  $1,200 per month

  • 2 Beds
  • 1 Bath
  • 740 Sq Ft
  • Condo for Rent

  2125 Village Dr Unit 1, Louisville, KY 40205

  Bright, airy first-floor apartment in a 3-unit building in a beautiful area with fine homes. Just a short walk to Cherokee Park and an easy bike ride to Seneca Park. Walking distance from grocery store and bus line. Lots of restaurants to choose nearby. Charming mint-retro kitchen and large, lockable storage unit in an accessible basement. Parking on site. Central air. Bike storage and laundry

  2125 Village Dr Unit 1, Louisville, KY 40205
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  /47

  $597,000 Sold Jul 15, 2025

  • 2,300 Sq Ft
  • $260/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1973

  2518 Meadow Rd, Louisville, KY 40205

  Welcome to 2518 Meadow Rd, a beautifully renovated 3 bed, 2.5 bath home in the heart of Seneca Gardens. Fully renovated in 2020, this home has continued to shine with thoughtful updates year after year. Improvements include a new roof and HVAC (2022), basement waterproofing with no leaks since (2022), updated electrical panel (2020), and a whole-home backup generator (2024). Inside, enjoy a

  Heather Spencer Keller Williams Louisville East

  2518 Meadow Rd, Louisville, KY 40205
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  /31

  Est $225,104 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft

  2208 Lauderdale Rd Unit 2, Louisville, KY 40205

  2208 Lauderdale Rd Unit 2, Louisville, KY 40205
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  /58

  $560,000

  • 3 Beds
  • 2 Baths
  • 2,181 Sq Ft

  2539 Carolina Ave, Louisville, KY 40205

  Updated Craftsman Bungalow Near Seneca & Cherokee Parks - A Rare Highlands Gem! Nestled in one of Louisville's most desirable neighborhoods, this beautifully remodeled Craftsman bungalow offers the perfect blend of historic charm and modern updates. Step up to the welcoming front porch and into a warm, light-filled living room featuring refreshed hardwood floors and a handsome fireplace. The

  Bob Sokoler RE/MAX Properties East

  2539 Carolina Ave, Louisville, KY 40205
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  /40

  $290,030 Sold Jul 10, 2025

  • 1,093 Sq Ft
  • $265/SF
  • 1 Day On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  2030 Speed Ave, Louisville, KY 40205

  A peach of a home on wonderful Speed Ave. - Cherokee Park-side! Enjoy a swing on the front porch and head out, a block or three or four, to two iconic Bardstown Rd. farmers markets, and shopping, and wonderful restaurants. This 2 bedroom 1 bath home sparkles brightly with natural light from replacement windows throughout this light filled home. Beaming original hardwood floors, and fresh neutral

  Jackie Strange Kentucky Select Properties

  2030 Speed Ave, Louisville, KY 40205
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  /13

  Est $339,118 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 360 Sq Ft

  1801 Spring Dr, Louisville, KY 40205

  1801 Spring Dr, Louisville, KY 40205
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  /26

  $325,000 Open Thu 4PM - 6PM

  • 2 Beds
  • 1 Bath
  • 984 Sq Ft

  2241 Kaelin Ave, Louisville, KY 40205

  Welcome to this charming 2-bedroom home in the Highlands! Thoughtfully maintained and full of character, this delightful residence features wood plantation shutters throughout and vintage touches like a classic clawfoot tub. Enjoy outdoor living on the spacious deck in the fully fenced yard—perfect for relaxing or entertaining.Situated on a desirable corner lot, the property offers

  Nikki Daberko Keller Williams Louisville East

  2241 Kaelin Ave, Louisville, KY 40205
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  /43

  $283,900 Sold Jun 30, 2025

  • 1,148 Sq Ft
  • $247/SF
  • 2 Days On Market

  • 2 Beds
  • 1.5 Baths

  2039 Douglass Blvd Unit 5, Louisville, KY 40205

  Don't miss out on this great opportunity! A penthouse condo with 2 outdoor terraces for privacy and entertaining! The front terrace is very spacious! Close to Douglass Loop and Bardstown Road, with many shops and restaurants! The kitchen has been updated with granite counters and a new Cafe dishwasher has been installed. The whole building, age unknown was renovated in 1985. This rare unit

  Kelly Gain Parker Semonin REALTORS

  2039 Douglass Blvd Unit 5, Louisville, KY 40205
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  /39

  Est $207,458 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  2126 Village Dr Unit 3, Louisville, KY 40205

  2126 Village Dr Unit 3, Louisville, KY 40205
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  /49

  $435,000

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  2103 Woodbourne Ave, Louisville, KY 40205

  You'll want to see this cutie for yourself! While other buyers are out of town, you could be get a new home and have an amazing STAYCATION with your in-ground pool! Newer roof, hvac, pool pump, water heater, refrigerator and more! Located in the heart of the Highlands, Louisville, Kentucky you'll find this remodeled 3 bedroom, 2 full bathroom home. The first floor has a living room with built in

  Laine Bowling EXP Realty LLC

  2103 Woodbourne Ave, Louisville, KY 40205
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  /39

  $565,000 Sold Jun 27, 2025

  • 2,541 Sq Ft
  • $222/SF
  • 0 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1951

  2318 Douglass Blvd, Louisville, KY 40205

  Welcome to 2318 Douglass Blvd! Situated on the corner of Douglass Blvd and Millvale Rd, this 4 bedroom 2 and a half bathroom home has everything you need. When you enter the front door, you are welcomed by the large living room and dining room. The kitchen is just behind the dining room with another entrance into the home via the enclosed side porch. The first floor also features a cozy

  Lizzie Cohen Homepage Realty

  2318 Douglass Blvd, Louisville, KY 40205
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  /29

  Est $196,508 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 826 Sq Ft

  2039 Douglass Blvd Unit 4, Louisville, KY 40205

  2039 Douglass Blvd Unit 4, Louisville, KY 40205
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  /13

  $1,600,000

  • 6,804 Sq Ft

  1905 Bardstown Rd, Louisville, KY 40205

  This remarkable property, nestled in the heart of the Highlands, offers an unmatched blend of historic charm, contemporary amenities, and an ideal location. Whether you're an investor or seeking a personal residence, this building represents an exceptional opportunity for long-term value in one of Louisville's most prestigious neighborhoods. Featuring timeless architectural design with a rich

  Antecia Whitehead Inclusive Realty, LLC

  1905 Bardstown Rd, Louisville, KY 40205
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  /29

  $480,000 Sold Jun 23, 2025

  • 2,745 Sq Ft
  • $175/SF
  • 47 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1910

  2023 Woodbourne Ave, Louisville, KY 40205

  Located in the heart of the Highlands on a prime corner lot along a highly desirable residential street, this turnkey duplex is an outstanding investment opportunity. Each unit features a well-appointed 2-bedroom, 1-bathroom layout with spacious living areas, updated kitchens, and modernized bathrooms, offering both comfort and style. Meticulously maintained, the property has secured leases in

  Claire Alagia Lenihan Sotheby's International Realty

  2023 Woodbourne Ave, Louisville, KY 40205
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  /23

  Est $176,541 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 698 Sq Ft

  2043 Douglass Blvd Unit 9, Louisville, KY 40205

  2043 Douglass Blvd Unit 9, Louisville, KY 40205
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  /50

  $4,995,000

  • 4 Beds
  • 7 Baths
  • 13,273 Sq Ft

  1801 Sulgrave Rd, Louisville, KY 40205

  Introducing a rare opportunity to own a piece of Louisville's storied history, the Cold Spring estate stands poised for new owners to write its next chapter. Built in 1867 by the distinguished Speed family, this historic home is nestled on 6.7+ serene, rolling acres in the heart of the Highlands, adjacent to Cherokee Park. The in-progress renovation awaits your personal touch, transforming this

  Jon Mand Lenihan Sotheby's International Realty

  1801 Sulgrave Rd, Louisville, KY 40205
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  /78

  $752,000 Sold Jun 20, 2025

  • 4,487 Sq Ft
  • $168/SF
  • 5 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1958

  2560 Woodbourne Ave, Louisville, KY 40205

  Nestled in the desirable Cherosen Hills neighborhood, this expansive 5 bed home offers incredible potential on a large, wooded lot that provides privacy and a serene natural backdrop. Enter into the welcoming foyer that leads into a formal living room, perfect for entertaining or relaxing. The formal dining room is ideal for hosting dinners and special occasions. The kitchen is open to a casual

  Ben Biery Family Realty LLC

  2560 Woodbourne Ave, Louisville, KY 40205
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  /24

  Est $193,411 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 684 Sq Ft

  2043 Douglass Blvd Unit 4, Louisville, KY 40205

  2043 Douglass Blvd Unit 4, Louisville, KY 40205
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  /82

  $1,699,000

  • 5 Beds
  • 4.5 Baths
  • 7,073 Sq Ft

  2119 Woodford Place, Louisville, KY 40205

  Looking for luxury living in one of Louisville's most coveted neighborhoods? 2119 Woodford Place offers over 7,000 square feet of finished living space in the heart of the Highlands' Douglass neighborhood. Originally built in 1922, and extensively renovated over the last year, this home is as close to new construction as you can get while retaining the exterior's historic charm. This stately

  Brooke Feather Lenihan Sotheby's International Realty

  2119 Woodford Place, Louisville, KY 40205
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  /62

  $695,000 Sold Jun 16, 2025

  • 3,155 Sq Ft
  • $220/SF
  • 0 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1937

  2118 Lauderdale Rd, Louisville, KY 40205

  Attractive center hall colonial style home - handsomely renovated, lovingly maintained, lusciously landscaped - and located on a most desirable Cherokee Parkside street near fabulous farmers markets, shopping and restaurants, and a few blocks from a peaceful walk in Cherokee Park. The lovely light filled living room with fireplace leads to the family room which opens to the kitchen. The

  Jackie Strange Kentucky Select Properties

  2118 Lauderdale Rd, Louisville, KY 40205
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  /47

  Est $201,667 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 883 Sq Ft

  2043 Douglass Blvd Unit 2, Louisville, KY 40205

  2043 Douglass Blvd Unit 2, Louisville, KY 40205
• 

  

  /61

  $450,000 Pending

  • 5 Beds
  • 2 Baths
  • 3,004 Sq Ft

  2603 Broadmeade Rd, Louisville, KY 40205

  Nestled in the charming Seneca Gardens neighborhood, this duplex offers spacious and well maintained units. The first floor unit offers 1600 Square feet of living space with 3 bedrooms, 1 bath with hardwood floors and a fireplace. The 2nd unit upstairs offers 1250 square feet of living space, 2 bedrooms, 1 bathroom, hardwood floors and a fireplace. Both units have high quality replacement

  Steve Spurlock Homepage Realty

  2603 Broadmeade Rd, Louisville, KY 40205
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  /31

  $550,000 Sold Jun 09, 2025

  • 3,270 Sq Ft
  • $168/SF
  • 2 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1950

  2403 Valletta Rd, Louisville, KY 40205

  Welcome to this Southern Charmer in Seneca Gardens, Louisville, Kentucky! This stunning two-story Colonial masterpiece sits proudly on a coveted corner lot of a peaceful cul-de-sac. With approximately 2,300 square feet of beautifully designed living space, this residence offers the opportunity for a perfect blend of classic charm and modern comfort. Step inside to discover a spacious and

  Jill Tabor Keller Williams Louisville East

  2403 Valletta Rd, Louisville, KY 40205

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