1,612

Jefferson, KY Homes

Section Image
  • /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
  • /36

    $1,055 - $1,195 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
  • /26

    $310,000 Sold Aug 22, 2025

    • 984 Sq Ft
    • $315/SF
    • 11 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1925

    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
    • /40

      Est $204,971 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
  • /59

    $1,250,000

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

    2325 Carolina Ave, Louisville, KY 40205

    Discover a rare blend of timeless charm and modern luxury in this 5BR/5BA home with 4,160 sq. ft. of finished living space, just steps from Cherokee & Seneca Parks. A welcoming front porch with original swing leads inside to soaring 10-ft ceilings, gleaming hardwoods, and restored period details. The heart of the home is an open-concept kitchen, dining, and living area—seamlessly flowing

    Angela Chambers EXP Realty LLC

    2325 Carolina Ave, Louisville, KY 40205
  • /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
  • /33

    $353,000 Sold Aug 22, 2025

    • 1,736 Sq Ft
    • $203/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    17 Denham Rd, Louisville, KY 40205

    SENECA PARK LOCATION! Is a prime area included as one of your Must Have parameters for your new Home? If so, check out 17 Denham Rd and what it offers. This home features three bedrooms, two full baths, plus a first floor office/ den and a large enclosed porch on the rear.Other features include lots of hardwood flooring, a fireplace, an updated bath, plenty of replacement windows, and a private

    Bob Kennedy RE/MAX Properties East

    17 Denham Rd, Louisville, KY 40205
    • /28

      Est $194,628 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
  • /60

    $685,000

    • 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

    TTimothy Mattingly Premier Homes Realty

    2104 Lauderdale Rd, Louisville, KY 40205
  • /2

    $1,675 per month

    Apartment for Rent

    3 Beds

    2012 Lauderdale Rd, Louisville, KY 40205

    Three bedroom unit in a highly desirable area! Unique layout and tons of space. Will consider shorter term leases.

    2012 Lauderdale Rd, Louisville, KY 40205
  • /61

    $454,000 Sold Aug 21, 2025

    • 3,004 Sq Ft
    • $151/SF
    • 3 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1940

    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
    • /53

      Est $374,309 Not Listed For Sale

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

      2510 Wallace Ave, Louisville, KY 40205

      2510 Wallace Ave, Louisville, KY 40205
  • /82

    $1,599,000

    • 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
  • /12

    $2,500 per month

    • 2 Beds
    • 1.5 Baths
    • 1,712 Sq Ft
    • House for Rent

    2203 Wrocklage Ave, Louisville, KY 40205

    2 bed 1.5 bath 1,712 sq ft.Nestled in the heart of the Highlands, this charming 2-bedroom, 1.5-bath Craftsman-style home exudes warmth and character, offering a perfect blend of historic charm and modern updates. From the moment you step inside, you'll feel at home in this cozy, inviting space.The living room and dining room are the heart of the home, featuring a gas log fireplace in the

    2203 Wrocklage Ave, Louisville, KY 40205
  • /18

    $267,500 Sold Aug 15, 2025

    • 1,938 Sq Ft
    • $138/SF
    • 10 Days On Market
    • 4 Beds
    • 0.5 Baths
    • Built 1925

    2229 Talbott Ave, Louisville, KY 40205

    Welcome to this two story home located in a convenient location. This home features 4 bedrooms with nice size closets. On the main level you will find a large living room with fireplace, dining room, kitchen , full bath and two bedrooms. On the second level there are two more bedrooms and another room. On the exterior there is a nice size covered front porch, backyard with oversized one car

    Ashley Peak MINT Real Estate Group

    2229 Talbott Ave, Louisville, KY 40205
    • /31

      Est $225,192 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
  • /31

    $392,000

    • 3 Beds
    • 2 Baths
    • 1,603 Sq Ft

    2215 Talbott Ave, Louisville, KY 40205

    Nestled perfectly between Bardstown Road and Cherokee Park, this rare 3-bedroom, 2-bathroom home on a single level combines comfort, style, and convenience. A covered front porch welcomes you inside to a flexible floor plan featuring a cozy living room with fireplace, formal dining room, kitchen, and sunny breakfast nook. The spacious primary suite is a true retreat with a large walk-in closet

    Zach Wedding Six Degrees Real Estate, LLC

    2215 Talbott Ave, Louisville, KY 40205
  • /22

    $390,000 Sold Aug 14, 2025

    • 1,600 Sq Ft
    • $244/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1925

    2429 Carolina Ave, Louisville, KY 40205

    Step into timeless charm with this beautifully maintained 3-bedroom, 2-bath historic Highlands home, perfectly blending classic details with everyday comfort. Nestled in a quiet, established neighborhood, within walking distance to Cherokee and Seneca Parks, this home features original character throughout, including hardwood floors, vintage trim, French doors and thoughtful architectural

    Rhonda Dazley LPT Realty

    2429 Carolina Ave, Louisville, KY 40205
    • /13

      Est $335,501 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 360 Sq Ft

      1801 Spring Dr, Louisville, KY 40205

      1801 Spring Dr, Louisville, KY 40205
  • /62

    $540,000

    • 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
  • /42

    $485,000 Sold Aug 11, 2025

    • 1,625 Sq Ft
    • $298/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1920

    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
    • /39

      Est $198,464 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
  • /39

    $549,500

    • 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
  • /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
    • /29

      Est $196,712 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
  • /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
  • /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
    • /36

      Est $153,755 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 484 Sq Ft

      2039 Douglass Blvd Unit 3, Louisville, KY 40205

      2039 Douglass Blvd Unit 3, Louisville, KY 40205
  • /50

    $4,495,000

    • 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
  • /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
    • /24

      Est $194,108 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
  • /34

    $215,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,098 Sq Ft

    1909 Lauderdale Rd Unit 5, Louisville, KY 40205

    Move in ready, turn-key and In the heart of the Highlands... this large 2 Bedroom/1 Bath condo with separate (large) dining room offers many original features such as hardwood floors, tall ceilings and architectural details of an art-deco building era. Updates in the kitchen include new countertops, updated butcherblock topped breakfast bar and refreshed paint. Plantation blinds and closet

    Jackie Engle Semonin REALTORS

    1909 Lauderdale Rd Unit 5, Louisville, KY 40205
  • /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
    • /47

      Est $196,670 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
  • /50

    $325,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,267 Sq Ft

    2401 Wallace Ave, Louisville, KY 40205

    Welcome to 2401 Wallace Ave, a cozy corner cottage nestled on the highly desired park side of Bardstown Road. The inviting front porch provides a warm greeting. Inside the beautiful front entry, you will find a spacious, light-filled living room with freshly refinished hardwood floors. The dining room is just through the cased opening and is open to the kitchen - which is ideal for entertaining.

    Thomas Willett Kentucky Select Properties

    2401 Wallace Ave, Louisville, KY 40205
  • /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
    • /25

      Est $167,920 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 597 Sq Ft

      2082 Douglass Blvd Unit 16, Louisville, KY 40205

      2082 Douglass Blvd Unit 16, Louisville, KY 40205
  • /45

    $599,000 Under Contract

    • 4 Beds
    • 4 Baths
    • 2,745 Sq Ft

    2300 Carolina Ave, Louisville, KY 40205

    Pristine home in the Highlands. Close to Cherokee and Seneca Olmstead designed parks. Great room has built in shelving, vaulted ceiling and a wood burning fireplace with a gas starter for cold winter nights. Hard to find attached 2 car garage will be a pleasure this winter. Kitchen and breakfast area make a good place for guest to gather. Kitchen updates with quartz countertop and high end

    Lena Kearney Carol Luthi Associates

    2300 Carolina Ave, Louisville, KY 40205
  • /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
    • /26

      Est $196,487 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 768 Sq Ft

      2082 Douglass Blvd Unit 11, Louisville, KY 40205

      2082 Douglass Blvd Unit 11, Louisville, KY 40205

Showing Results 1 - 40, Page 1 of 18

Home Trends in Highlands Douglass, KY

Housing Trends

Median Sale Price
$477,000
Median Single Family Sale Price
$530,000
Median Townhouse Sale Price
$727,500
Median 2 Bedroom Sale Price
$230,225
Median 1 Bedroom Sale Price
$171,250
Average Price Per Sq Ft
$232
Number of Homes for Sale
8
Last 12 months Home Sales
64
Months of Supply
1.50
Median List Price
$483,390
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
How to Buy a Home How to Finance a Home How to Sell a Home