1,653

Jefferson, KY Homes

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    • /5

      Est $643,280 Not Listed For Sale

      • 1 Bed
      • 1.5 Baths
      • 1,253 Sq Ft

      1400 Willow Ave Unit 1001, Louisville, KY 40204

      1400 Willow Ave Unit 1001, Louisville, KY 40204
  • /31

    $290,000 Open Sun 2PM - 4PM

    • 2 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    1128 Cherokee Rd Unit 1, Louisville, KY 40204

    This turn-key, stand-alone condo offers maintenance-free living just minutes from Cherokee Park! Enjoy an open-concept main level that's perfect for everyday living and entertaining, featuring a newly renovated kitchen overlooking a spacious family room with a cozy corner wood burning fireplace and soaring vaulted ceilings. Classic white shaker cabinetry, new stainless appliances, and a charming

    Ethan Adams RE/MAX Properties East

    1128 Cherokee Rd Unit 1, Louisville, KY 40204
  • /27

    $575,000 Sold Jun 24, 2025

    • 2,320 Sq Ft
    • $248/SF
    • 39 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1910

    1316 Everett Ave, Louisville, KY 40204

    Cherokee Triangle Brick Beauty. One block from Cherokee Park. In move in condition. 3 Bedrooms, 2.5 Baths. The New Kitchen has quartz countertops and stainless- steel appliances. It is open to the great room through a Dutch door and pass-through window. Floor to ceiling built-in shelves, tall ceilings and a wall of windows in the newly carpeted Great room. Inlaid wood floors in the entry hall,

    Sandy Grisso Phillips Kentucky Select Properties

    1316 Everett Ave, Louisville, KY 40204
    • /31

      Est $758,729 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 2,236 Sq Ft

      1400 Willow Ave Unit 905, Louisville, KY 40204

      1400 Willow Ave Unit 905, Louisville, KY 40204
  • /25

    $650,000

    • 2,976 Sq Ft

    2012 Edgeland Ave, Louisville, KY 40204

    Located in highly desirable Cherokee Triangle, and sold furnished, this Highland fourplex has recently undergone major renovations and improvements.With easy access to Bardstown Rd., the property is currently operating as a mid-term rental, and has enjoyed high occupancy with premium rates. The furnishings are included with the sale.There is ample off-street parking, plus residual

    Jenny Johnston PRG Commercial Property Advisors

    2012 Edgeland Ave, Louisville, KY 40204
  • /53

    $925,000 Sold Jun 23, 2025

    • 3,288 Sq Ft
    • $281/SF
    • 1 Day On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1910

    2509 Ransdell Ave, Louisville, KY 40204

    This stylishly renovated four bedroom home in the sought after Cherokee Triangle neighborhood is move-in ready and combines the best of modern living with timeless architectural character. The main level features a wonderful screened-in porch, just off the open entry, which flows seamlessly into a spacious living room with fireplace and cozy family room. The bright kitchen has gleaming marble

    Jay Gulick Kentucky Select Properties

    2509 Ransdell Ave, Louisville, KY 40204
    • /24

      Est $809,200 Not Listed For Sale

      • 2 Beds
      • 4 Baths
      • 2,593 Sq Ft

      1400 Willow Ave Unit 805, Louisville, KY 40204

      1400 Willow Ave Unit 805, Louisville, KY 40204
  • /22

    $147,500

    • 1 Bed
    • 1 Bath
    • 620 Sq Ft

    2450 Glenmary Ave Unit 3, Louisville, KY 40204

    Absolutely adorable 1st floor unit in sought-after Highlands location directly across from Collegiate School. Delightful & charming with large rooms (9 foot ceilings!), big windows, lots of natural light, amazing closet space and great flow. Updated kitchens. Hardwood flooring with inlay design throughout. Pretty glass front cabinetry in dining room to show off your china! HVAC is 8 years old.

    Meredeth Holliger RE/MAX Properties East

    2450 Glenmary Ave Unit 3, Louisville, KY 40204
  • /47

    $785,000 Sold Jun 13, 2025

    • 2,370 Sq Ft
    • $331/SF
    • 6 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1920

    1416 Willow Ave Unit 4B, Louisville, KY 40204

    Exquisite Renovation in The Dartmouth - Luxury Living in the Heart of LouisvilleExperience sophisticated living in this spectacularly renovated condo at The Dartmouth, one of Louisville's premier addresses. Thoughtfully reimagined with top-of-the-line finishes, this stunning home blends timeless elegance with modern luxury.Freshly painted throughout—including walls, trim, and

    Jacob Gurney Parkside Realty

    1416 Willow Ave Unit 4B, Louisville, KY 40204
    • /48

      Est $430,000 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,106 Sq Ft

      1400 Willow Ave Unit 702, Louisville, KY 40204

      1400 Willow Ave Unit 702, Louisville, KY 40204
  • /44

    $220,000

    • 1 Bed
    • 1 Bath
    • 596 Sq Ft

    1412 Willow Ave Unit 56, Louisville, KY 40204

    Historic Charm Meets Highlands CoolWelcome to Willow Terrace — a classic gem in the heart of Cherokee Triangle. This 5th-floor, one-bedroom condo offers vintage elegance with modern updates, including an updated bath and unit plumbing, and rare in-unit laundry.With 596 sq ft of cozy, stylish space, this unit is the perfect crash pad, pied-à-terre, or smart investment. Enjoy 24/7 live-attendant,

    Doug Roemer Semonin REALTORS

    1412 Willow Ave Unit 56, Louisville, KY 40204
  • /48

    $560,000 Sold Jun 13, 2025

    • 2,646 Sq Ft
    • $212/SF
    • 32 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1910

    2521 Ransdell Ave, Louisville, KY 40204

    Cherokee Triangle 4 Bedroom 3.5 Bath Brick home 1 block from Collegiate School and Cherokee Park. The first floor consists of a generous living room with a fireplace, a family room/sunroom, a dining room, an updated eat in kitchen and a powder room. The second floor has 3 bedrooms and 2 remodeled bathrooms. The delightful third floor suite has been recently renovated. It has a full bathroom, a

    Sandy Grisso Phillips Kentucky Select Properties

    2521 Ransdell Ave, Louisville, KY 40204
    • /21

      Est $202,220 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 995 Sq Ft

      2023 Eastern Pkwy Unit 10, Louisville, KY 40204

      2023 Eastern Pkwy Unit 10, Louisville, KY 40204
  • /52

    $540,000

    • 4 Beds
    • 1.5 Baths
    • 3,075 Sq Ft

    2113 Grinstead Dr, Louisville, KY 40204

    A beautiful, historic brick classic in the Cherokee Triangle! Wonderfully maintained, this spacious home features fantastic architectural charm and numerous updates. The stately curb appeal is highlighted by a welcoming front porch, slate roof, and mature landscaping. Once inside, you are greeted by a large entry foyer with a stunning staircase. The formal living room with fireplace adjoins the

    Logan Ormerod Lenihan Sotheby's International Realty

    2113 Grinstead Dr, Louisville, KY 40204
  • /40

    $885,000 Sold May 16, 2025

    • 3,040 Sq Ft
    • $291/SF
    • 18 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1925

    2158 Baringer Ave, Louisville, KY 40204

    Experience the timeless charm and enduring elegance of this impeccably restored, park-side residence. Nestled in the Cherokee Triangle Historic Preservation District, this remarkable Tudor Revival embraces modern living in a century home. This heritage home boasts original hardwood floors with intricate inlaid borders, oversized millwork, and graceful crown moldings. The distinctive

    Rick Martinson Weichert Realtors-ABG

    2158 Baringer Ave, Louisville, KY 40204
    • /39

      Est $195,133 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 995 Sq Ft

      2023 Eastern Pkwy Unit 8, Louisville, KY 40204

      2023 Eastern Pkwy Unit 8, Louisville, KY 40204
  • /28

    $459,900

    • 4 Beds
    • 2 Baths
    • 3,930 Sq Ft

    2228 Glenmary Ave, Louisville, KY 40204

    Well preserved and maintained duplex unit in the Cherokee Triangle presents a great investment opportunity, or for an owner-occupied unit in one of Louisville's most sought after and beautiful neighborhoods. The building has two, two-bedroom and one bath units, just blocks away from Cherokee Park and easy walking distance of all Bardstown Road and Baxter Avenue amenities, while being

    Matthew Kuhl The Breland Group

    2228 Glenmary Ave, Louisville, KY 40204
  • /45

    $1,200,000 Sold May 15, 2025

    • 2,393 Sq Ft
    • $501/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1920

    1416 Willow Ave Unit 2A, Louisville, KY 40204

    Classic, OLD World charming 2-3 bedroom, 2 full bath condominium designed in Park Avenue style by Joseph & Joseph in the early 1920's, rich in architectural details including high ceilings and original hardwood floors. Spacious 600 sq ft adjoining terrace, stone balustraded, planted with evergreens, mature Japanese Maples, and stone flowerbeds. Indoor parking, 24-hour security, storage, gym, and

    Joanne Owen Kentucky Select Properties

    1416 Willow Ave Unit 2A, Louisville, KY 40204
    • /27

      Est $240,108 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,300 Sq Ft

      2023 Eastern Pkwy Unit 5, Louisville, KY 40204

      2023 Eastern Pkwy Unit 5, Louisville, KY 40204
  • /48

    $515,000

    • 4 Beds
    • 2 Baths
    • 2,810 Sq Ft

    1200 Cherokee Rd, Louisville, KY 40204

    This charming duplex offers a rare opportunity for homeowners and investors in the heart of Louisville's coveted Cherokee Triangle. Combining historic character with modern upgrades, the property is approved for historic tax credits and eligible for an owner-occupied Conditional Use Permit (CUP) for Airbnb, making it an excellent choice for those looking to generate additional income through

    Jonathan Klunk EXP Realty LLC

    1200 Cherokee Rd, Louisville, KY 40204
  • /47

    $726,000 Sold May 14, 2025

    • 3,035 Sq Ft
    • $239/SF
    • 1 Day On Market
    • 4 Beds
    • 3 Baths
    • Built 1920

    2061 Eastern Pkwy, Louisville, KY 40204

    An architectural charmer just steps from Cherokee Park awaits a new owner to love it! This residence has only been inhabited by two families since it was built in 1920. In many ways, this home emulates the classic Highlands four square design, but in other ways it has its own personality. The curb appeal is on point with its sweeping front porch as it is perched on a small knoll overlooking the

    Julie Beam Lenihan Sotheby's International Realty

    2061 Eastern Pkwy, Louisville, KY 40204
    • /32

      Est $549,905 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,428 Sq Ft

      1416 Willow Ave Unit 9B, Louisville, KY 40204

      1416 Willow Ave Unit 9B, Louisville, KY 40204
  • /30

    $675,000

    1210 Everett Ave, Louisville, KY 40204

    Seize this incredible investment opportunity in the heart of Louisville’s sought after Cherokee Triangle! This beautifully updated duplex seamlessly blends modern upgrades with historic charm, featuring a new roof, new windows, upgraded kitchens, and updated bathrooms. Spacious rooms throughout make this property a standout. Unit 1 offers a roomy 2 bed,1 bath layout, while Unit 2 is a sprawling

    Danielle Hartnett Totally About Houses

    1210 Everett Ave, Louisville, KY 40204
  • /46

    $515,000 Sold May 05, 2025

    • 2,190 Sq Ft
    • $235/SF
    • 26 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1910

    1203 Everett Ave, Louisville, KY 40204

    Welcome to Sunrise Bay, a delightful home nestled in the highly sought-after Cherokee Triangle neighborhood. This property masterfully combines historic charm with modern elegance, offering 4 bedrooms, 2 full bathrooms, and a convenient half bath with laundry.As you step through the foyer, you'll immediately appreciate the rich woodwork, soaring ceilings, and stylish contemporary color

    Wayne West The West Group REALTORS

    1203 Everett Ave, Louisville, KY 40204
    • /41

      Est $642,552 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,422 Sq Ft

      1416 Willow Ave Unit 8B, Louisville, KY 40204

      1416 Willow Ave Unit 8B, Louisville, KY 40204
  • /72

    $950,000

    • 6 Beds
    • 4 Baths
    • 3,712 Sq Ft

    1029 Bardstown Rd, Louisville, KY 40204

    Wonderful opportunity to acquire a commercially zoned multi-use property in the Highlands. Currently being used as 3 residential apartments and one commercial space. UNIT A is a 675 sq.ft. commercial space consisting of 4 rooms and 1 bathroom. UNIT B is a 687 sq.ft. residence consisting of 2 bedrooms, 1 full bathroom, and an open plan living room and kitchen. UNIT C is a 1178 sq.ft. residence

    Stephanie Kertis Kentucky Select Properties

    1029 Bardstown Rd, Louisville, KY 40204
  • /17

    $514,000 Sold Apr 30, 2025

    • 2,799 Sq Ft
    • $184/SF
    • 8 Days On Market
    • Built 1925

    2016 Edgeland Ave, Louisville, KY 40204

    Located in highly desirable Cherokee Triangle, and sold furnished, this Highland triplex has recently undergone major renovations and improvements.With easy access to Bardstown Rd., the property is currently operating as a mid-term rental, and has enjoyed high occupancy with premium rates. The furnishings are included with the sale.There is ample off-street parking, plus residual land. The large

    Jenny Johnston PRG Commercial Property Advisors

    2016 Edgeland Ave, Louisville, KY 40204
    • /30

      Est $367,479 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,550 Sq Ft

      1412 Willow Ave Unit 84, Louisville, KY 40204

      1412 Willow Ave Unit 84, Louisville, KY 40204
  • /44

    $349,000

    • 2 Beds
    • 2.5 Baths
    • 1,510 Sq Ft

    953 Baxter Ave Unit 104, Louisville, KY 40204

    Welcome to a stunning condo townhouse in the highly desirable Highland Terrace complex, nestled in the heart of the Highlands! This location is unbeatable, surrounded by a vibrant entertainment and dining district, making it ideal for professionals looking for convenience and investors interested in short-term rental potential. Zoned C2, this condo is Airbnb-ready, offering a unique opportunity

    Shaun Wallace 1 Percent Lists Purple Door

    953 Baxter Ave Unit 104, Louisville, KY 40204
  • /85

    $580,000 Sold Apr 25, 2025

    • 2,588 Sq Ft
    • $224/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1915

    2019 Baringer Ave, Louisville, KY 40204

    Welcome to this delightful, well loved traditional brick home on one of the best streets in Cherokee Triangle in the Highlands, minutes from restaurants, shopping, entertainment, Cherokee Park, downtown and more. This 3 bedroom, 2.5 bath home has plenty of character and charm, with a number of possibilities and potential for more! As you approach the home, you will appreciate the overall

    Jessica Yu Keller Williams Louisville East

    2019 Baringer Ave, Louisville, KY 40204
    • /23

      Est $329,352 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,440 Sq Ft

      1412 Willow Ave Unit 79, Louisville, KY 40204

      1412 Willow Ave Unit 79, Louisville, KY 40204
  • /46

    $349,000

    • 2 Beds
    • 3.5 Baths
    • 1,510 Sq Ft

    945 Baxter Ave Unit 102, Louisville, KY 40204

    Welcome to a stunning condo townhouse in the highly desirable Highland Terrace complex, nestled in the heart of the Highlands! This location is unbeatable, surrounded by a vibrant entertainment and dining district, making it ideal for professionals looking for convenience and investors interested in short-term rental potential. Zoned C2, this condo is Airbnb-ready, offering a unique opportunity

    Shaun Wallace 1 Percent Lists Purple Door

    945 Baxter Ave Unit 102, Louisville, KY 40204
  • /87

    $800,000 Sold Apr 24, 2025

    • 3,629 Sq Ft
    • $220/SF
    • 342 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1925

    2341 Glenmary Ave, Louisville, KY 40204

    In the heart of Cherokee Triangle this stunning remodel is conveniently located near award winning restaurants, shopping, schools, and parks. Loads of original characters have been lovingly brought back to life and updated for the lifestyle of today. The traditional foyer is bathed in light from the fan and side lights flanking the door. To the left is a dining area open to the updated and

    Neca Hudgins Coldwell Banker McMahan

    2341 Glenmary Ave, Louisville, KY 40204
    • /30

      Est $147,854 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 564 Sq Ft

      1412 Willow Ave Unit 67, Louisville, KY 40204

      1412 Willow Ave Unit 67, Louisville, KY 40204
  • /64

    $1,150,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,236 Sq Ft

    1400 Willow Ave Unit 1606, Louisville, KY 40204

    Experience stylish, luxurious, and truly maintenance-free living in the Highlands. This stunning and fully updated 3 bedroom, 3 full bathroom condo is located in the prestigious 1400 Willow Building, offering an unmatched combination of elegance, convenience, and location. Nestled beside the 400+ acres of Frederick Law Olmsted's Cherokee Park, this residence boasts panoramic views of both the

    Ashley Parker Parker & Klein Real Estate

    1400 Willow Ave Unit 1606, Louisville, KY 40204
  • /21

    $353,000 Sold Apr 21, 2025

    • 1,510 Sq Ft
    • $234/SF
    • 111 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2001

    951 Baxter Ave Unit 105, Louisville, KY 40204

    Welcome to a stunning condo townhouse in the highly desirable Highland Terrace complex, nestled in the heart of the Highlands! This location is unbeatable, surrounded by a vibrant entertainment and dining district, making it ideal for professionals looking for convenience and investors interested in short-term rental potential. Zoned C2, this condo is Airbnb-ready, offering a unique opportunity

    Shaun Wallace 1 Percent Lists Purple Door

    951 Baxter Ave Unit 105, Louisville, KY 40204
    • /34

      Est $241,310 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 1,100 Sq Ft

      1412 Willow Ave Unit 65, Louisville, KY 40204

      1412 Willow Ave Unit 65, Louisville, KY 40204
  • /80

    $639,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,376 Sq Ft

    1211 Everett Ave, Louisville, KY 40204

    Discover unparalleled classic charm at 1211 Everett Avenue, a stunning Cherokee Triangle brick Victorian where timeless elegance meets modern living in one of Louisville's most coveted neighborhoods.Nestled mid-block among mature trees on a beautifully level lot, this exquisite this 4-5 bedroom / 2.5 bath home invites you to enjoy both its inviting outdoor and rich indoor spaces. A charming,

    Bryan Maynard The Breland Group

    1211 Everett Ave, Louisville, KY 40204
  • /88

    $932,822 Sold Apr 07, 2025

    • 2,931 Sq Ft
    • $318/SF
    • 2 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1900

    1320 Cherokee Rd, Louisville, KY 40204

    At this remarkable residence, timeless elegance meets modern luxury in the heart of Cherokee Triangle! Nestled beneath the graceful canopy of a 120-year-old Olmsted oak, this meticulously restored three-story classic blends historic charm with today's design. Located just two blocks from Willow and Cherokee Parks, and all the amenities of Bardstown Road, this exceptional residence sits proudly in

    Jennifer Carroll Semonin REALTORS

    1320 Cherokee Rd, Louisville, KY 40204
    • /24

      Est $246,597 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 859 Sq Ft

      1412 Willow Ave Unit 61, Louisville, KY 40204

      1412 Willow Ave Unit 61, Louisville, KY 40204

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