8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes for Sale

8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes for Sale

Welcome to the picturesque region of Douglas Hills, Hurstbourne, Middletown, and Anchorage, nestled in the heart of Jefferson County, Kentucky. This charming area is renowned for its stunning landscapes, vibrant community spirit, and a perfect blend of suburban tranquility and urban convenience. With its tree-lined streets and beautifully manicured lawns, it's no wonder that families and professionals alike are drawn to this delightful corner of the Bluegrass State.

Douglas Hills offers a serene atmosphere with its well-maintained parks and recreational facilities, making it an ideal place for outdoor enthusiasts. Hurstbourne, known for its upscale homes and luxurious lifestyle, boasts an array of shopping and dining options, while Middletown features a rich history and a warm, welcoming community vibe. Anchorage, a quaint village, is celebrated for its historic homes and strong sense of community, providing a peaceful retreat from the hustle and bustle of city life.

For those looking to make this enchanting region their home, there are a variety of properties available for sale. From elegant single-family homes to modern townhouses, the real estate market here caters to diverse tastes and budgets. Whether you are seeking a cozy abode or a spacious family residence, you will find a wealth of options that reflect the charm and character of this exceptional area.

Experience the best of Kentucky living in Douglas Hills, Hurstbourne, Middletown, and Anchorage—where community, comfort, and convenience come together to create the perfect place to call home. Don’t miss out on the opportunity to find your dream home in this thriving and welcoming region!

Newest 8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes for Sale

10216 Timberwood Cir, Louisville
$629,000
4 Beds ⋅ 4 Baths ⋅ 1732890 MLS
Perfectly positioned on a scenic, treed lot within the desirable Plainview neighborhood, this timeless two-story colonial features year-over-year improvements tailored to create a truly move-in ready retreat, including updated kitchen, remodeled primary bathroom, new deck and screened-in porch with heaters, new paint, hardwood flooring, and much more! Conveniently situated in the heart of the East End corridor, homeowners will enjoy immediate access to the Plainview Pool and Tennis Center, I-64, and Hurstbourne's best shopping and restaurants. Featuring 4 bedrooms, 2 full baths, 2 half baths, newly renovated 2-car garage, and sprawling backyard surrounded by HOA green space, this home checks every box! With incredible curb appeal, guests first arrive into the home's spacious foyer with beautifully refinished hardwood floors that continue throughout the first floor. To the left, an elegant dining room greets guests, while a spacious living room provides the perfect place for entertaining to the right. The living room adjoins the cozy den of the first floor, featuring convenient built-ins, new fireplace, and new Pella sliding doors opening to the newly rebuilt deck. Past a chic powder room, guests are invited further into the home's remodeled eat-in kitchen with walk-in pantry, quartz countertops, designer subway tile, stainless steel appliances, dining area, and access to the home's incredible screened-in porch with new windows and screens for year-round enjoyment. Custom redesigned for a one-of-a-kind owner's retreat, the home's second floor primary bedroom suite sprawls across two bedrooms to offer a spacious primary bedroom with separate closet and dressing room, connected by a renovated primary bathroom featuring today's most sought-after styles. The second floor features two additional spacious bedrooms with shared full bath and walk-in closets, for a total of four usable bedrooms. The lower level is perfect for entertaining friends and family, offering spacious family room with bright windows and wet bar, home office with closet (perfect for a fifth guest bedroom), half bath, exercise room, laundry, and plenty of room for unfinished storage. The home's exterior is as impressive as its interior, featuring rolling lawn, oversized deck with dining and seating areas, stunning screened-in porch with dining and living areas, spacious patio with privacy screening, and beautiful mature trees for scenic views in every direction. A rare offering for the neighborhood, this home is not to be missed!

10216 Timberwood Cir, Louisville

1307 Peaceful Way, Louisville
$425,000
4 Beds ⋅ 3 Baths ⋅ 1732885 MLS
Skip the new construction countdown! This beautiful two-story gem in The Overlook at Eastwood, crafted in May 2026, flaunts over 2,600 sq ft of pure comfort in Louisville's east end. Offering 4 bedrooms, 2.5 baths, an attached 2-car garage, and versatile living spaces, this home promises tranquility after a long day. Inside, a private office with French doors has great natural light and a quiet place to work. The great room seamlessly connects to an open-concept kitchen, featuring quartz countertops, stainless steel appliances, a corner pantry, and a spacious island, perfect for entertaining. Start your mornings in the breakfast area with easy access to the covered back patio, an ideal setting for outdoor gatherings or simply unwinding in the fresh air. A versatile flex room on this level can be tailored to suit your lifestyle needs, whether as a study, art studio, fitness area, and more. A convenient guest bath and access to your garage completes the main level. Upstairs, a large loft provides a second living area, playroom, game room, or library. Unwind in your primary suite with a huge walk-in closet and ensuite bath with double sink & stand-up shower. Three additional bedrooms on this level have a second full bathroom to share, and your laundry room is on this level, as well. This peaceful community is just minutes from shopping, dining, entertainment, and outdoor recreation. Spend the afternoon exploring The Outlet Shoppes of the Bluegrass, teeing off at nearby Valhalla Golf Club, or enjoying the natural beauty at nearby Parklands of Floyd's Fork. You have quick access to major highways including I-64 and I-265, making commutes across Louisville simple and convenient. Don't miss the opportunity to make this exceptional property your own - schedule a private tour today! Seller is licensed realtor in the state of Kentucky.

1307 Peaceful Way, Louisville

10818 Ward Ave, Louisville
$432,000
2 Beds ⋅ 2 Baths ⋅ 1732746 MLS
Nestled on the edge of Anchorage, this enchanting cottage offers a rare blend of historic character, timeless charm, and everyday comfort. Originally constructed in 1926, the home's earliest portion is believed to have served as a cook's cottage for a larger Anchorage estate, lending a unique sense of history and story that is seldom found today. A welcoming covered front porch sets the tone for the warmth and character found throughout. Inside, the original cottage has been thoughtfully expanded over the years, creating a home for modern livability. Hardwood floors, crown molding, French doors, fireplaces, and abundant natural light contribute to the home's inviting atmosphere. The great room serves as the heart of the home, featuring vaulted ceilings, a skylight, expansive windows, and a cozy fireplace. The spacious kitchen offers generous cabinetry, ample workspace, a center island, and an adjoining breakfast nook for casual dining. A formal dining room provides the perfect setting for gatherings and special occasions, while French doors open to a screened porch overlooking the private backyard. The primary suite is a true retreat, complete with a fireplace, dual closets, and an en-suite bath. Additional living spaces include a second bedroom, a comfortable den, a flexible room currently utilized as a bedroom, a second full bath, and a laundry room with storage. Outside, the expansive fenced yard feels like a private park. Mature trees create a setting that is both peaceful and picturesque. The screened porch offers the perfect place to enjoy morning coffee and unwind in the evening. An oversized two-car garage provides ample room for vehicles, hobbies, and storage. This one-of-a-kind property is a rare opportunity, offering the feel of Anchorage living without Anchorage city taxes in a timeless home to be treasured for years to come.

10818 Ward Ave, Louisville

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