8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Real Estate

8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Real Estate

Welcome to the charming and vibrant region of Douglas Hills, Hurstbourne, Middletown, and Anchorage in Louisville, Kentucky. Nestled within Jefferson County, these communities offer a perfect blend of suburban tranquility and urban convenience.

Douglas Hills is known for its tree-lined streets, spacious homes, and family-friendly atmosphere. Residents enjoy easy access to local parks, top-rated schools, and a variety of shopping and dining options. Hurstbourne, on the other hand, boasts a mix of upscale neighborhoods, golf courses, and country clubs, making it a sought-after destination for those seeking a luxurious lifestyle.

Middletown exudes small-town charm with a bustling main street lined with boutique shops, cozy cafes, and historic architecture. This community offers a tight-knit feel while still being close to all the amenities of the city. Anchorage, with its stately mansions and large estates, is a picturesque enclave known for its historic charm and rural beauty.

Whether you're looking for a peaceful retreat or a bustling suburban hub, the Douglas Hills, Hurstbourne, Middletown, and Anchorage region has something to offer everyone. Come and discover the unique charm and endless possibilities that await you in this diverse and welcoming corner of Louisville, Kentucky.

Newest Listings in 8 - Douglas Hills / Hurstbourne / Middletown / Anchorage

410 Hidden Oak Way, Louisville
$474,900
3 Beds ⋅ 2 Baths ⋅ 1733163 MLS
Location, Location, Location! Nestled in the peaceful, highly sought-after Deepwood neighborhood, this well maintained, custom-built ranch is just steps from St. Matthews, Oxmoor Mall, and St. Margaret Mary. Built with solid and lasting craftsmanship that is hard to find today, this pristine home is perfectly laid out for a growing family. It features generously oversized rooms, a massive finished basement ready which could also accommodate an extra bedroom with the recently added Egress window. An oversized two-car attached garage with plenty of space for family's needs. Recent Updates include NEW ROOF 2024, NEW HVAC 2020, Primary Bath Remodel 2024, NEW Water Heater 2022, NEW Egress Window 2019, NEW Garage Door 2021, New Microwave and DW 2026, And New LVP Flooring in most of the home The home is in really good condition and priced to allow for easy cosmetic updates, giving you the perfect opportunity to customize the flooring, wallpaper, and finishes to match your family's personal style. At the heart of the home is a massive kitchen boasting 28 cabinets, 14 drawers, and a huge pantry—with a layout designed to open up directly into the family room so you can keep an eye on the kids while prepping dinner. The main floor also includes a large living room, a primary suite with a private remodeled bath, and spacious bedrooms that all feature double closets for maximum storage. Plus, the formal dining room can easily serve as a quiet first-floor home office. A screened-porch / deck area along with the serene treed lot provide peace and quiet year long. Be one of the first to view this great One Story Opportunity!!

410 Hidden Oak Way, Louisville

901 Lake Forest Pkwy, Louisville
$650,000
5 Beds ⋅ 6 Baths ⋅ 1733126 MLS
Located prominently on a corner lot with mature landscaping, a circular drive frame the front of 901 Lake Forest Parkway, while a second driveway leads to the three-car side entry garage. Lovingly maintained this home is in beautiful condition and ready for a glow-up. The home offers over 6,000 total finished square feet, five bedrooms, four full baths, and two half baths across three levels. Eat-in kitchen, with room for a full table and an easy path to the first-floor family room and its fireplace. A formal dining room and a separate living room give holidays and dinner parties a proper setting. The great room has two stories of ceiling height to carry light through the center of the house. The first floor primary bedroom with ensuite bath and walk-in closets, and laundry on the main level, so daily routines stay on one floor. Upstairs, three more bedrooms share two full baths accessed by front or rear staircases. The walkout lower level adds 2200+ finished square feet with a full kitchen, a family room with the home's second fireplace, a fifth bedroom, and a full bath, and it opens straight to the backyard. Overnight guests, a home office with its own entrance, or a second living space all fit here without crowding the main floor. Possible multigenerational living arrangements. A deck off the main level and a patio below give you two outdoor spaces for grilling, reading, or a slow evening outside. Lake Forest covers roughly 2,000 acres of Louisville's East End with lakes, walking paths, community pools, tennis courts, playgrounds, and a clubhouse, plus optional membership at the Arnold Palmer championship golf course at Lake Forest Country Club. Shelbyville Road shopping and dining are minutes away. All personal property is currently being auctioned and will be removed by December 9. Being sold to settle an estate.

901 Lake Forest Pkwy, Louisville

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

1201 Sugar Pine Terrace, Louisville
$344,900
2 Beds ⋅ 2 Baths ⋅ 1732837 MLS
Welcome to 1201 Sugar Pine Terrace, a beautifully maintained and thoughtfully designed home in the desirable Swan Pointe community. This spacious residence offers comfortable, low-maintenance living with an inviting layout and an abundance of natural light. The generous great room features a cozy gas fireplace and flows easily into the formal dining area, creating an ideal setting for both everyday living and entertaining. The fully equipped eat-in kitchen provides plenty of space for casual dining and daily convenience. The split-bedroom design offers wonderful privacy, with a spacious primary suite located at one end of the home and a comfortable guest bedroom and full bath at the opposite end. The primary suite features abundant closet space and a well-appointed bath with a large soaking tub and separate vanity area. One of the home's most enjoyable features is the bright four-season enclosed patio, offering a versatile space to relax, read, entertain, or simply enjoy the peaceful surroundings throughout the year. A large laundry/workshop area and an additional dedicated storage room provide exceptional storage and flexibility for hobbies, seasonal items, or a variety of other needs. An attached two-car garage and easy, low-step access add to the home's convenience. Located at the end of the street, the setting offers an added sense of privacy, while Swan Pointe residents enjoy wonderful community amenities including a pool, clubhouse, tennis and pickleball courts. With its spacious rooms, thoughtful floor plan, abundant storage, private setting and convenient East End location, 1201 Sugar Pine Terrace offers a wonderful opportunity to enjoy easy living in a welcoming community. Come see all that this special home has to offer! Seller is offering $5000 toward paint, carpet or renovations.

1201 Sugar Pine Terrace, 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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