8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes under $250,000

8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes under $250,000

Welcome to the enchanting neighborhoods of Douglas Hills, Hurstbourne, Middletown, and Anchorage, nestled in the heart of Jefferson County, Kentucky. This vibrant region is a harmonious blend of suburban charm and urban convenience, making it an ideal place for families, young professionals, and retirees alike. With lush parks, excellent schools, and a strong sense of community, these neighborhoods offer a welcoming atmosphere that feels like home.

In Douglas Hills, you’ll find picturesque tree-lined streets and a range of amenities that cater to all lifestyles. Hurstbourne boasts an array of shopping and dining options, ensuring you’ll never have to venture far for your daily needs. Middletown is rich in history, with its quaint downtown area providing a unique blend of modern conveniences and historical charm. Meanwhile, Anchorage offers a serene escape with its spacious lots and beautiful homes, perfect for those who appreciate a peaceful environment.

What makes this region even more appealing is the availability of homes under $250,000. This price point opens the door to a variety of housing options, from charming single-family homes to cozy townhouses, ensuring that first-time buyers and budget-conscious families can find their dream home without breaking the bank.

With its prime location, community spirit, and affordable housing options, Douglas Hills, Hurstbourne, Middletown, and Anchorage are not just places to live—they’re places to thrive. Discover your perfect home in this delightful corner of Kentucky, where comfort and convenience await!

Newest 8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes under $250,000

209 S Dorsey Ln, Louisville
$249,000
2 Beds ⋅ 2 Baths ⋅ 1730661 MLS
SELLER IS OFFERING AN APPLIANCE ALLOWANCE! Freshly updated paint and flooring and easy to enjoy, this first-floor 2-bedroom, 2-bath condo in 40223 is ready for its next owner. New flooring and fresh paint throughout give the home a bright, welcoming feel. The spacious living room opens to the dining area, with a convenient kitchen nearby. The primary bedroom has its own full bath, while the second bedroom and bath offer room for guests or a home office. Step out to the private back patio for a quiet morning or a relaxing evening. A 1-car garage adds everyday convenience, and shopping, dining, and major interstates are just minutes away.

209 S Dorsey Ln, Louisville
431 Logsdon Ct, Douglass Hills
$185,000
2 Beds ⋅ 2 Baths ⋅ 1730617 MLS
Quiet community that backs up to Douglass Hills Park. Two Bedroom, Two bath condo with in unit laundry. A carpet allowence is being offered.

431 Logsdon Ct, Douglass Hills
1209 Winter Springs Ct Unit 104, Louisville
$244,900
2 Beds ⋅ 2 Baths ⋅ 1730614 MLS
End-unit living, abundant storage, and move-in-ready condition come together in this beautifully maintained Swan Pointe condo! This spacious 2-bedroom, 2-bath home offers 1,393 sq. ft. with an open-concept kitchen, dining area, and large family room at the center of the home. The bright living room features French doors leading to a private patio, and as an end unit, you'll enjoy patio neighbors on only one side. The oversized primary suite offers two walk-in closets and a private bath, while the generously sized second bedroom features its own walk-in closet. A flexible bonus room off the living area provides an ideal space for a home office, den, hobby room, or additional sleeping area. This home has been lovingly maintained and features a newer refrigerator and range, washer and dryer, HVAC and water heater replaced in 2022, and quality Pergo flooring in the entry and kitchen. Professionally cleaned carpets make this home truly ready for its next owner. The attached one-car garage is a standout, with extensive built-in shelving and organization already in place, plus an additional storage unit conveniently located just steps from the front door. Swan Pointe offers wonderful community amenities, including a pool, gym, library, community center, and party room, along with frequent resident gatherings and events. Clean, spacious, well-maintained, and loaded with storage—this is a condo that offers both comfort and functionality in a welcoming community.

1209 Winter Springs Ct Unit 104, Louisville
1202 Pickings Pl Unit 202, Louisville
$215,000
2 Beds ⋅ 2 Baths ⋅ 1730588 MLS
The bright and airy great room features a vaulted cathedral ceiling, cozy fireplace with gas logs and access to a private balcony. There is a nice sized dining area which offers plenty of room for entertaining and flows into the galley- style kitchen and is open to the large great room. Luxury vinyl plank flooring extends through the foyer, dining room, kitchen and laundry room while updated carpeting adds warmth and comfort to the great room and both bedrooms. The spacious primary bedroom offers lots of natural light and features a partially vaulted ceiling and a large walk-in closet. The second bedroom also offers excellent natural light and its own large walk-in closet. With 2 full baths, an in-unit laundry and updated flooring throughout, this home is comfortable fresh and move in ready. There is an additional storage unit on the same floor. It is conveniently located in the hallway just outside the unit. Swan pointe residents enjoy wonderful community amenities including a clubhouse, swimming pool fitness room and tennis courts.

1202 Pickings Pl Unit 202, Louisville
902 La Fontenay Ct, Louisville
$132,500
2 Beds ⋅ 2 Baths ⋅ 1730518 MLS
Welcome home to this updated 2 Bedroom, 2 Bath Condo offering low maintenance living conveniently located in Middletown. Recent updates include new luxury vinyl plank flooring, new carpet, fresh paint and new faucets and light fixtures. The generous living room area opens through sliding glass doors to a private covered patio. The adjoining dining area flows easily into the kitchen, where convenient pass-through keeps the space open and connected for everyday living and entertaining. Both bedrooms offer comfortable living space. Enjoy the benefits of condo living with an HOA that includes gas heat, water, trash, sewer, exterior maintenance, snow removal and master insurance. Community amenities include a clubhouse , tennis court and pool. Move in ready.

902 La Fontenay Ct, Louisville
10605 Sycamore Trail, Louisville
$229,000
2 Beds ⋅ 2 Baths ⋅ 1730506 MLS
Welcome to 1605 Sycamore Trail in "The City of Sycamore". Great location near Middletown ! A Well maintained community. Convenient easy access to any area. Townhouse style condo unit, 2 bedrooms, 1.5 baths, partially fin. bsmt, fireplace, two car carport, fenced in patio with rear entry access to the unit. Community has a built in pool, clubhouse, tennis/pickleball court. A Modern living floor plan with the opportunity to create your own personal style and space. Immediate occupancy available. https://www.cityofsycamore.net/news/

10605 Sycamore Trail, Louisville
11905 Wetherby Ave, Louisville
$250,000
3 Beds ⋅ 1 Baths ⋅ 1730429 MLS
Welcome to 11905 Wetherby Ave, a beautifully renovated 3-bedroom, 1-bath ranch nestled in a quiet, established neighborhood just off Evergreen Road in the heart of Middletown. This move-in ready home offers modern updates while maintaining the comfort and functionality of single-level living. Inside, you'll find a bright, inviting layout with stylish finishes throughout. The spacious backyard provides plenty of room for entertaining, gardening, pets, or simply relaxing outdoors, while the attached 1-car garage adds everyday convenience. Centrally located near shopping, dining, parks, schools, and major highways, this home combines peaceful neighborhood living with easy access to everything Louisville has to offer. Whether you're a first-time homebuyer, downsizing, or looking for a turnkey investment, this home is one you won't want to miss. Schedule your private showing today!

11905 Wetherby Ave, Louisville
125 Dorsey Station Rd, Louisville
$217,900
2 Beds ⋅ 3 Baths ⋅ 1730325 MLS
What a DEAL ! Not many town homes come on the market around here. This 2 bed/ 2bath has 1181 sq ft of living space. First floor has Kitchen, living room with fireplace, laundry and powder room. There are sliding glass doors off the living room leading to your private patio overlooking a park like setting. The second floor has 2 private suite's and both have large closets and their own private bathrooms. There is a pool and tennis courts close to the town home and best thing is there are NO rental units. This is off Shelbyville Road at Dorsey Rd and close to loads of shopping and bus line. HOA fee covers Master Ins., Lawn care and snow removal, grounds maintenance, pool and Tennis courts, garbage.

125 Dorsey Station Rd, Louisville
107 Shelby Pointe Dr, Louisville
$250,000
2 Beds ⋅ 3 Baths ⋅ 1730196 MLS
A best-kept townhome secret and an incredible value in Louisville's east end! Tucked amongst only 16 units, this fee-simple townhome boasts fresh paint and flooring, oversized windows, open spaces and multiple outdoor living areas! The kitchen features solid-wood cabinetry, loads of counter space, laundry access and is connected to the carport for easy loading and unloading. Enjoy a small eat-in table here or a larger one in the living room/ dining area combo spacious enough for more than one seating area and your favorite farm table, too! A cozy fireplace serves as the perfect focal point in this space. The Primary Suite is incredible with double closets, an en-suite bath and access to a rooftop deck! The location is unbeatable with easy access to interstates, dining and shopping, too!

107 Shelby Pointe Dr, Louisville
107 Shelby Pointe Dr, Louisville
$250,000
2 Beds ⋅ 3 Baths ⋅ 1730195 MLS
A best-kept townhome secret and an incredible value in Louisville's east end! Tucked amongst only 16 units, this fee-simple townhome boasts fresh paint and flooring, oversized windows, open spaces and multiple outdoor living areas! The kitchen features solid-wood cabinetry, loads of counter space, laundry access and is connected to the carport for easy loading and unloading. Enjoy a small eat-in table here or a larger one in the living room/ dining area combo spacious enough for more than one seating area and your favorite farm table, too! A cozy fireplace serves as the perfect focal point in this space. The Primary Suite is incredible with double closets, an en-suite bath and access to a rooftop deck! The location is unbeatable with easy access to interstates, dining and shopping, too!

107 Shelby Pointe Dr, Louisville
107 Shelby Pointe Dr, Louisville
$250,000
2 Beds ⋅ 3 Baths ⋅ 1730194 MLS
A best-kept townhome secret and an incredible value in Louisville's east end! Tucked amongst only 16 units, this fee-simple townhome boasts fresh paint and flooring, oversized windows, open spaces and multiple outdoor living areas! The kitchen features solid-wood cabinetry, loads of counter space, laundry access and is connected to the carport for easy loading and unloading. Enjoy a small eat-in table here or a larger one in the living room/ dining area combo spacious enough for more than one seating area and your favorite farm table, too! A cozy fireplace serves as the perfect focal point in this space. The Primary Suite is incredible with double closets, an en-suite bath and access to a rooftop deck! The location is unbeatable with easy access to interstates, dining and shopping, too!

107 Shelby Pointe Dr, Louisville
501 Westwood Dr, Louisville
$240,000
3 Beds ⋅ 2 Baths ⋅ 1729934 MLS
Nice curb appeal on the 3 bedroom/2 full bath Cape Cod on a beautiful corner lot in Woodland Hills. Perfectly located on a quiet street and Hardy Brinly Memorial Park is just a block away and offers plenty of room for fun outdoor activities. There is huge playground, walking trails, baseball diamonds and a gazebo. Some of the features of the main level include family room, eat-in kitchen, two bedrooms and two full baths. Laundry is also conveniently located just off the kitchen area. Seller mentioned oak hardwood is under carpeted areas on first floor. Second level includes one additional bedroom and home office room with attic access to a 16.5 x 10 floored area for plenty of storage. Generous 1.5 car attached garage has A/C unit. Seller updates include new front porch/columns and walkway. Seller also built a very nice 16 x 12 shed for all your lawn and garden items and recently remodeled full bath near bedrooms. Nice size corner lot and mature landscape complement this Woodland Hills home. Call today so you can put your TLC to work and earn some sweat equity on this home! Price reflects the need for many updates. Great location in the heart of Middletown with close proximity to retail, restaurants, shopping and schools. Woodland Hills city tax covers trash pick-up, snow removal and community park.

501 Westwood Dr, Louisville
Start Your Search