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Highlands Douglass Homes for Sale

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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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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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