8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes with Off Street Parking

8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes with Off Street Parking

Welcome to the enchanting neighborhoods of Douglas Hills, Hurstbourne, Middletown, and Anchorage, located in the heart of Jefferson County, Kentucky. This captivating region is known for its suburban charm, lush landscapes, and a vibrant community spirit that makes it an ideal place to call home.

Douglas Hills is a serene enclave that boasts well-maintained parks and friendly neighbors, creating a welcoming atmosphere for families and individuals alike. Hurstbourne, with its elegant homes and tree-lined streets, offers a blend of sophistication and comfort, making it a sought-after destination for those looking to invest in quality living. Middletown combines rich history with a modern flair, featuring unique shops, delightful eateries, and a strong sense of community. Finally, Anchorage stands out with its picturesque surroundings and a tight-knit community that values tranquility and connection.

One of the standout features of homes in these neighborhoods is the availability of off-street parking, ensuring convenience for residents and their guests. Whether you’re hosting a gathering or simply returning home after a long day, having your own designated parking space adds an extra layer of comfort and ease to your daily life.

In addition to their stunning homes and beautiful surroundings, these neighborhoods offer excellent schools, ample recreational opportunities, and a variety of local amenities. With a perfect blend of suburban tranquility and urban accessibility, Douglas Hills, Hurstbourne, Middletown, and Anchorage present an irresistible opportunity for anyone looking to find their dream home in Kentucky. Come discover the charm of these delightful communities, where every day feels like a retreat!

Newest 8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes with Off Street Parking

$225,000
2 Beds ⋅ 2 Baths ⋅ 1728879 MLS
Welcome to low-maintenance living at its finest in desirable Swan Pointe! This Move-in ready, two-bedroom, two-full-bath condo offers ultimate everyday convenience with front-door parking and key updates already completed, including fresh new flooring and a brand-new HVAC system for year-round peace of mind. Enjoy a vibrant lifestyle with top-tier community amenities just steps away, including a clubhouse, sparkling swimming pool, tennis courts, fitness center, and private event spaces. Ideally situated minutes from premier dining, shopping, and major highway access for an effortless commute. Perfect for first-time buyers, downsizers, or anyone looking for turn-key comfort!

1303 Taxus Top Ln Unit 203, Louisville
$519,000
4 Beds ⋅ 3 Baths ⋅ 1728777 MLS
Step inside to a thoughtful floor plan built for both everyday living and entertaining. A formal dining room and living room greet you up front, while the heart of the home flows through an eat-in kitchen featuring freshly painted cabinetry, into a warm family room anchored by a cozy fireplace and rich hardwood floors. Upstairs, the primary suite is a true retreat — spacious enough for a sitting room currently used as a home office, plus a large, updated primary bath bathed in natural light. Three additional bedrooms and a full bath round out the second floor. Downstairs, an unfinished basement offers a blank canvas to expand an already generous footprint with over 2,500 sq feet — ideal for a future rec room, gym, or additional living space. Out back, escape to your own private oasis: a peaceful, serene yard complete with a soothing water feature and an extended deck perfect for morning coffee or evening entertaining. A rear-entry two-car garage completes the package with clean curb appeal and everyday convenience. Homes in Old Dorsey Place don't come around often — schedule your showing before this one's gone.

714 Elsmere Cir, Louisville
$475,000
4 Beds ⋅ 4 Baths ⋅ 1728764 MLS
Freshly updated, thoughtfully staged, and ready for its next chapter, this timeless traditional two-story in Douglass Hills combines the craftsmanship and architectural detail of an established home with a fresh, beautifully curated interior. Rich moldings, classic wall paneling, and extensive millwork bring warmth and character throughout, while fresh interior paint, updated lighting, and a professionally curated color palette give the home a renewed, cohesive feel. The thoughtfully designed floor plan features four bedrooms on the second level, three and a half baths, a finished basement, side-entry garage, and the convenience of a first-floor laundry room. Spacious living areas provide exceptional flexibility for everyday living and entertaining, while the updated kitchen features ceiling-height cabinetry, black granite countertops, and a new refrigerator. The finished lower level extends the living and entertaining space and includes a distinctive speakeasy-style bar area and wine refrigerator. Recent improvements include new basement flooring, updated kitchen and primary bathroom lighting, basement waterproofing with warranties, and a new chimney cap with professional chimney repairs. The home has also been professionally cleaned inside and out and is truly ready to welcome its next owners. Outside, established landscaping and gardens add another layer of character to the property. Located just minutes from the neighborhood park, residents enjoy discounted access to City of Douglass Hills amenities, including the community pool, multiple parks, tennis and pickleball courts, sand volleyball courts, and a large reservable gazebo. According to the City of Douglass Hills, this section does not have a homeowners association. City services funded through Douglass Hills taxes include snow removal, road maintenance and replacement, sanitation service through EcoTech, street lighting, park maintenance, and additional off-duty Louisville Metro Police patrols. Classic character, thoughtful improvements, and spaces designed to be lived in and enjoyed—911 Thorpe Drive is ready to be seen again. Buyers are encouraged to independently verify all information important to them.

911 Thorpe Dr, Douglass Hills
$599,999
4 Beds ⋅ 3 Baths ⋅ 1728677 MLS
You don't want to miss out on the incredible value and potential of over 6,200 total square feet at this price point! Set in serene Midland Meadows, this sprawling ranch offers one-floor living. Spanning 2,601 finished above-grade sq ft (plus 1,044 non-conforming finished bonus space upstairs), the layout lives far larger than traditional ranch profiles suggest. The main floor features convenient primary living quarters, while the expansive upper-level bonus room with a dedicated mini-split serves as a private retreat, rec room, or executive office. Down below, the massive 2,591 sq ft unfinished basement already features rough-in plumbing, offering an easy path to customize your dream lower level. Room to grow, entertain, and live large! The lifestyle at 305 Gablewood Circle extends beyond the front door. Located just 25 minutes from the Louisville city center, you are surrounded by the lush landscapes of the Midland Meadows golf course and mere minutes from the world-class greens of Valhalla. Whether enjoying the nearby upscale dining and shopping in Middletown or retreating to your quiet corner of the East End, this home delivers a premier Louisville experience with room to grow.

305 Gablewood Cir, Louisville
$195,000
2 Beds ⋅ 2 Baths ⋅ 1728671 MLS
Tucked back in Dorsey Hills this super clean, private and quiet, move in ready Middletown condo is ready for its new chapter. Top to bottom clean, spacious open floor plan, in unit laundry with two full bathrooms and large walk in closets. There is a nice, private balcony perfect for relaxing moments and/or a spot to grow your own plant garden. Well kept community pool and tennis area are other standouts. Hurry to schedule your showing as this is a rare opportunity at this price!

331 Piatt Pl Unit 207, Louisville
$475,000
3 Beds ⋅ 3 Baths ⋅ 1728667 MLS
Charming and well-maintained, this corner-lot ranch in Old Dorsey Place offers comfortable, updated living with an open-concept layout. The first-floor primary suite features an updated bath with a walk-in shower and soaking tub, while the first-floor laundry adds everyday convenience. A partially finished basement provides flexible additional living space and a full bathroom. Outside, enjoy entertaining or relaxing on the deck and a fully fenced garden area in the backyard. Major updates include a new roof and gutters in 2021, new windows and driveway within the last five years, and a high-efficiency HVAC system and water heater added in 2016. A well-cared-for home with thoughtful updates and plenty of flexibility! Schedule your private showing today!

9411 Tamarisk Pkwy, Louisville
$530,000
3 Beds ⋅ 3 Baths ⋅ 1728639 MLS
Welcome to 18620 Chadwick Glen Circle, an exceptionally well-maintained patio home in the Villas of Chadwick, tucked inside the desirable Notting Hill neighborhood. From the moment you arrive, it's clear how thoughtfully the sellers have cared for this home. Even better, the HOA takes care of the exterior maintenance, giving you the opportunity to enjoy your home without spending your weekends keeping up with the outside. Offering 3 bedrooms, 3 full bathrooms, and 2,549 square feet, the home features an open and inviting floor plan with hardwood flooring, granite countertops, recessed lighting, a large walk-in pantry, and convenient first-floor laundry. The main-level primary suite includes a tray ceiling, spacious walk-in closet, and upgraded tiled shower. Upstairs provides additional living space, including a bedroom with two Murphy beds and a large bonus storage room offering exceptional additional storage. Other thoughtful features include circulating hot water and an attached two-car garage with epoxy-finished floors. One of the sellers' favorite additions is the peaceful covered back porch, creating the perfect place for morning coffee, entertaining, or simply relaxing without another yard project waiting for you. Beautifully cared for, move-in ready, and designed for easy living, this is a wonderful opportunity to enjoy the space and comfort of a home with the convenience of a truly low-maintenance lifestyle.

18620 Chadwick Glen Cir, Louisville
$258,000
3 Beds ⋅ 3 Baths ⋅ 1728366 MLS
Open Sat. 9/12 from 1-3. Stylish townhome in convenient subdivision just outside of Hurstbourne. Updated kitchen & unique floorplan w/private courtyard & direct access to the pool/clubhouse. Enjoy 3 bedrooms & a brand new shower by Westshore Homes 3/2026 in the primary bath. Basement walls are finished & this area offers room to spread out & plenty of space to finish out to suit your needs! Laundry & storage space in the basement as well. WOOD FLOORS throughout, quartz tops in kitchen, neutral paint & updated lighting -this condo practically turnkey. Enjoy the fireplace on winter nights & a book by the pool in the summer! 2 reserved parking spots. Easy access to I-64 and grocery, dining, shopping. HOA $365 pays water/sewer/trash/exterior repairs/snow removal/ice melt/lawn & landscape care

1214 Inverary Ct, Louisville
$290,000
3 Beds ⋅ 1 Baths ⋅ 1728052 MLS
Welcome to 210 Daisy Lane, a 3-bedroom home tucked away in the heart of Middletown. Inside, you'll find hardwood floors, a brick fireplace, lovely built-ins, and an arched doorway that add just the right amount of character. The kitchen offers an updated feel with quartz countertops and stainless steel appliances, all new within the last year. The attached one-car garage adds everyday convenience, while out back, there's plenty of room to spread out with an oversized backyard surrounded by a privacy fence. Whether you're looking for space to entertain, garden, play, or simply enjoy a little more room of your own. All of this in a location that keeps you close to restaurants, shopping, and the conveniences Middletown has to offer. 210 Daisy Lane is ready for its next chapter. Come see if it's the right fit for yours.

210 Daisy Ln, Louisville
$125,000
2 Beds ⋅ 2 Baths ⋅ 1727922 MLS
Updated 2 Bedroom, 2 Full Bath, First Floor Condo, With Appliances (In Unit Washer & Dryer Included Too), Private Fenced Patio Area, Community Pool & More ~ In A Convenient East End Location At A Great Price! Shelby Crossing Community Is Located Near Shelbyville Rd & Hurstbourne Pkwy - Convenient To Restaurants, Shopping, Medical & Bus Line. Two Entrances To The Building. Sun-Filled, Secure Hallway. Easy Care Flooring Throughout - No Carpet! Open Layout! Spacious Primary Suite With Walk-In Shower & Walk-In Closet. Living Room & Dining Area Flow Together. Updated Kitchen With Tile Backsplash & Corner Cabinet. Covered Patio Area Is Completely Enclosed With A Wooden Privacy Fence. Monthly HOA Fee Is $387/mo & Includes Exterior Maintenance, Water, Trash, Sewer, Master Insurance & More. Cute!!

1102 La Fontenay Ct, Louisville
$120,000
2 Beds ⋅ 2 Baths ⋅ 1727820 MLS
Welcome to La Fontenay in the desirable Shelby Crossing Condominiums, ideally located in the heart of Middletown/Louisville just off Shelbyville Road. This second-floor condo offers 2 bedrooms and 2 full bathrooms with comfortable living space and exceptional value under $140,000. Inside, you'll find an open living and dining area filled with natural light from the sliding patio door, creating an inviting central gathering space. The living room features your own private outdoor balcony—perfect for enjoying fresh air and quiet moments. The kitchen is conveniently positioned near the entry appliances will remain. The bedroom includes a large closet, The full bath offers a shower/tub combination A dedicated laundry closet accommodates a stackable washer and dryer. Residents benefit from a secure building entrance with interior mailboxes and ample parking. The monthly maintenance fee covers water, sewer, trash removal, snow removal, exterior maintenance, groundskeeping, and master insurance providing simplified ownership. Owners are responsible only for personal electric/gas and internet/TV. Shelby Crossing Condominiums offers amenities including a pool, tennis courts, clubhouse, and fitness room. Pets and rentals are permitted, providing flexibility for both owner-occupants and investors. With quick access to Shelbyville Road, Hurstbourne Parkway, and nearby shopping and dining, this location delivers everyday convenience. Opportunities in Middletown at this price point are limited. Schedule your private showing today.

707 La Fontenay Ct, Louisville
$510,000
4 Beds ⋅ 3 Baths ⋅ 1727780 MLS
Enjoy space, comfort and a resort-style setting in the sought-after Polo Fields community! Situated on a corner lot with golf course views, this beautifully maintained brick 1½-story home offers four bedrooms, two and a half baths, and plenty of room to spread out. At the heart of the home is a light-filled, two-story great room featuring hardwood floors, a gas fireplace and custom built-ins. The adjoining kitchen offers granite countertops, stainless steel appliances, a generous pantry and easy access to the first-floor laundry and powder room. The main-level primary suite provides a comfortable retreat with a vaulted ceiling, spacious closet and ensuite bath featuring a whirlpool tub, separate shower and double vanity. Upstairs are three additional bedrooms—two with walk-in closets—and a full bath. There's even more living space in the finished basement, complete with a large family room, wet bar with granite countertops, dedicated office or flex space, and abundant storage. And the lifestyle extends well beyond the front door. Polo Fields is known for its beautifully maintained surroundings and extensive recreational opportunities, including an 18-hole championship golf course, swimming, tennis, playground, clubhouse, fitness center and on-site restaurant—all conveniently located near shopping, dining and everyday amenities. Club memberships and amenities require separate fees. An optional Fleur-De-Lis Club membership provides additional access to club amenities at Persimmon Ridge and Oxmoor Clubs. Visit PoloFieldsCC.com for additional membership and amenity information.

1201 Crosstimbers Dr, Louisville
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