8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes with Entry Rear Parking

8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes with Entry Rear Parking

Welcome to the charming neighborhoods of Douglas Hills, Hurstbourne, Middletown, and Anchorage, nestled in the heart of Jefferson County, Kentucky. Just a stone’s throw from the vibrant city of Louisville, these areas offer a delightful blend of suburban tranquility and urban convenience.

Douglas Hills is known for its picturesque tree-lined streets and friendly community atmosphere, making it a perfect place for families and young professionals alike. Hurstbourne boasts beautiful parks and recreational facilities, inviting residents to embrace an active lifestyle. Meanwhile, Middletown is rich in history and charm, featuring a quaint downtown area filled with boutique shops and local eateries. Anchorage, with its serene landscapes and tight-knit community, offers a unique escape from the hustle and bustle of city life.

One of the standout features of homes in this region is their innovative entry rear parking design. This thoughtful layout not only enhances curb appeal but also maximizes usable outdoor space, allowing homeowners to enjoy private backyards without sacrificing convenience. Imagine stepping into your home from a beautifully landscaped garden, all while enjoying the ease of parking right at your doorstep.

Whether you’re looking for a spacious family home, a cozy retreat, or a vibrant community to call your own, the Douglas Hills, Hurstbourne, Middletown, and Anchorage areas offer a myriad of options. With their rich community spirit, excellent schools, and proximity to Louisville’s amenities, these neighborhoods are truly a hidden gem in Kentucky. Come discover your dream home in this delightful region today!

Newest 8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes with Entry Rear Parking

$944,900
4 Beds 4 Baths 1724922 MLS
Extensively renovated home offering luxury, comfort, and privacy. This exceptional property features two primary suites, including a first-floor primary bedroom with two closets and a private patio, plus a second-floor primary suite with a private deck overlooking the beautifully landscaped backyard. Enjoy the outdoor retreat featuring a new privacy fence with lattice detailing, a beautiful stone walkway, and extensive landscaping improvements. The home offers a spacious two-car garage, three full bathrooms, and one half bathroom. The gourmet kitchen features custom-built cabinetry, granite countertops, and brand-new KitchenAid refrigerator, dishwasher, and range. Three fireplaces add warmth and character, including one in the upstairs primary suite. Major updates include new flooring throughout, fresh paint, most drywall replaced, updated bathroom tile, new roof, HVAC system, water heater, garage door and opener, concrete driveway, heavy-duty metal entrance door, gutters, shake-style siding, and composite deck with metal railing. Interior plumbing and sewer lines have been completely replaced, along with extensive electrical improvements. The home also offers two laundry areas, including an upstairs washer/dryer combo and a spacious lower-level laundry room. With multiple outdoor living spaces, exceptional upgrades, and a private backyard oasis, this home provides a rare combination of elegance and functionality.

801 Greenwillow Way, Louisville

$399,900
4 Beds 3 Baths 1724737 MLS
Welcome to 10100 Afton Road, a wonderful opportunity to own a home in the highly sought-after Plainview neighborhood. Cherished by the same family for nearly 50 years, this well-maintained two-story home offers 4 bedrooms, 2.5 bathrooms, a partially finished basement, and a functional floor plan designed for comfortable everyday living. Step inside to find multiple gathering spaces, including a spacious great room, a separate living room, and a formal dining room that's perfect for hosting holidays and family dinners. The eat-in kitchen features a pantry, plenty of cabinet and counter space, and overlooks the backyard, making it easy to stay connected while preparing meals. A conveniently located half bath completes the main level. Upstairs, you'll find four generously sized bedrooms, including a comfortable primary suite with a private bath that's ready for someone to personalize and make their own, along with a second full bathroom to accommodate family and guests. The partially finished basement provides flexible living space that could serve as a family room, recreation area, home office, workout room, or hobby space, while the unfinished portion offers abundant storage. Outside, you'll appreciate the rear-entry two-car attached garage, generous parking area, and a spacious deck that's ideal for entertaining, grilling, or simply relaxing while enjoying the large backyard. The mature lot provides plenty of room for gardening, outdoor activities, or creating your own private retreat. Located in one of Louisville's most established and desirable neighborhoods, Plainview is known for its tree-lined streets, sidewalks, and welcoming community atmosphere. Enjoy evening walks through the neighborhood while being just minutes from shopping, restaurants, parks, medical facilities, expressways, and many of Louisville's everyday conveniences. Whether you're looking to move right in or personalize the space with your own updates over time, this home offers a rare combination of location, space, and opportunity. Homes with this much character and nearly five decades of ownership don't come along often. Schedule your private showing today and discover everything 10100 Afton Road has to offer.

10100 Afton Rd, Louisville

$439,000
3 Beds 3 Baths 1724617 MLS
Welcome to this beautifully updated 3-bedroom, 3-bath walkout ranch in the highly sought-after Willow Wood neighborhood, located in the heart of Middletown. Thoughtfully designed for both everyday living and entertaining, this move-in-ready home offers spacious living areas, abundant natural light, and picturesque views of the tree-lined backyard. Upon entering, you'll be greeted by a large living room and dining room, perfect for hosting gatherings or enjoying quiet mornings at home. The well-connected floor plan flows seamlessly into the inviting family room, featuring a stunning brick fireplace, skylights, built-in bookcases, and a wet bar—creating the perfect setting for entertaining family and friends. The eat-in kitchen offers an abundance of cabinetry and counter space and overlooks the expansive backyard through a charming bay window. Step directly from the kitchen onto the newly built deck, ideal for outdoor dining, relaxing, and enjoying the peaceful surroundings. The spacious primary suite provides beautiful backyard views along with generous closet and storage space. Two additional well-sized bedrooms and a full bath complete the main level. An open staircase leads to the finished walkout lower level, where you'll find a third living area with a second fireplace, creating a cozy retreat for movie nights, game days, or guests. Sliding glass doors open to a patio and an extended driveway offering additional parking and play space. A bonus room and third bath provide the perfect setup for a guest suite, home office, or flex space. Additional highlights include an attached 2-car garage, fresh paint, and new carpet installed in June 2026, making this home truly ready for its next owner. Nestled on a quiet cul-de-sac, this exceptional property offers easy access to top-rated schools, dining, shopping, parks, trails, and I-64, putting all of Louisville within easy reach. Combining comfort, space, updates, and an unbeatable location, this is a home you won't want to miss!

213 Club Oak Ct, Louisville

$2,695,000
6 Beds 7 Baths 1723954 MLS
Set within the exclusive Enclave of Lake Forest, this extraordinary estate is positioned on 1.4 private acres surrounded by protected woodlands and thoughtfully curated landscaping. Encompassing more than 8,000 square feet, the residence reflects a refined balance of timeless architecture, advanced technology, and meticulously crafted interiors designed for both grand-scale entertaining and everyday living. A circular drive and brick knee wall introduce the property, leading to stately iron entry doors that open into a dramatic foyer defined by barrel-vaulted ceilings, intricate millwork, and custom finishes. Throughout the home, rich hardwood and Appalachian maple flooring, detailed ceiling treatments, arched openings, and bespoke cabinetry create a layered sense of sophistication. The first-floor primary suite offers a private retreat with vaulted ceilings, custom silver maple cabinetry and marble finshes, a walk-in rain shower with water massage, and expansive dual dressing closets. Formal living spaces include a magazine-featured dining room, a richly paneled office with custom built-ins, and an inviting great room anchored by a stone fireplace and coffered ceilings. Designed as the heart of the home, the kitchen is exceptionally appointed with premium appliances, granite surfaces, custom maple and cherry cabinetry, a warming drawer, and a substantial stone-clad island overlooking the hearth room and breakfast area. Vaulted wood-beamed ceilings and a fireplace create warmth and intimacy within the adjoining gathering spaces. French doors throughout the main level open to expansive covered patios framed by white columns, seamlessly extending the living experience outdoors. Multiple fireplaces and generous entertaining areas create an ideal setting while capturing serene woodland views. The upper level offers four spacious bedroom suites, each with walk-in closets and direct bath access, in addition to a multimedia lounge overlooking the foyer. The walkout lower level was designed for entertaining on every scale, featuring a full wine bar, gaming and billiards areas, fitness room, speakeasy style bourbon room with custom bourbon stave wall, guest suite, sitting room with dual sided fireplace, and a dedicated home theater complete with tiered seating, star-lit ceiling panels, and a 120-inch projection screen. Additional highlights include whole-home Crestron audio and video distribution, integrated security and camera systems, invisible speakers within select formal spaces, an oversized attached garage, a secondary two-car garage connected by a breezeway, and unfinished guest quarters offering future expansion opportunities. A rare offering within one of Louisville's most sought-after communities, this residence presents an exceptional combination of privacy, craftsmanship, and modern luxury

3021 Long Creek Way, Louisville

$470,000
4 Beds 3 Baths 1723700 MLS
Perfectly positioned in the heart of Copperfield—one of eastern Jefferson County's most established and sought-after neighborhoods—this beautifully updated ranch offers an exceptional blend of timeless charm, thoughtful renovations, and an unmatched community lifestyle. Just a few homes from the neighborhood's newly renovated clubhouse, pool, pickleball courts, and playground, you'll enjoy one of Louisville's premier neighborhood amenity packages just steps from your front door. Inside, warm oak hardwood floors flow throughout the main living areas, creating an inviting backdrop for everyday living. The tastefully renovated eat-in kitchen is both stylish and functional, offering the perfect space to gather with family and friends. The spacious great room features a soaring vaulted cei anchored by a beautiful masonry wood-burning fireplace and opens seamlessly to an expansive rear deck—ideal for entertaining, relaxing, or enjoying peaceful evenings outdoors. The generously sized primary suite provides a true retreat with a walk-in closet and a beautifully renovated ensuite bath featuring a custom walk-in shower and elegant handcrafted woodwork. Three additional first-floor bedrooms offer comfortable accommodations and share a tastefully renovated full bathroom complete with a deep soaking tub. The lower level expands the home's versatility with impressive 9-foot ceilings, a spacious family room centered around a second masonry wood-burning fireplace, an additional bedroom, a dedicated home office, and a full bathroom—perfect for guests, multi-generational living, or today's work-from-home lifestyle. An oversized two-car garage with direct basement access provides exceptional convenience along with abundant storage. Ideally located in the heart of Middletown, you'll enjoy quick access to historic Main Street Middletown, Middletown Station, Publix, Kroger, a wide variety of local restaurants, coffee shops, and everyday conveniences. Commuting is effortless with immediate access to I-64, the Gene Snyder Freeway, and Blankenbaker Parkway, while nearby Beckley Creek Park and The Parklands of Floyds Fork offer miles of scenic trails, playgrounds, kayaking, and year-round outdoor recreation. With continued investment and growth throughout the Middletown corridor, this is an exceptional opportunity to own a beautifully updated home in one of Louisville's most desirable communities.

401 Wickfield Dr, Louisville

$639,900
4 Beds 4 Baths 1722963 MLS
Welcome to 14701 Forest Creek Way, tucked into a serene cul-de-sac setting in the sought-after Lake Forest subdivision. This beautiful, low-maintenance brick home was custom built in 1990 by Lloyd Streible and offers a wealth of unique features: a circle driveway, rear-entry 2-car garage, hardwood floors, a sunken living room, built-in bookcases, arched doorways, crown molding, vaulted ceilings, a wet bar in the great room, and a first-floor primary suite with a primary bath. Gather around the fireplace in the kitchen or unwind in the living room by the fire — this home is made for everyday living and making memories. A split staircase tucked to the side of the foyer rises to the second floor. Featuring 5 bedrooms and 3.5 baths, the home includes a living room with vaulted ceilings, a formal dining room, a library, and a huge eat-in kitchen with a fireplace. The spacious first-floor primary suite includes balcony access and an en suite primary bathroom, plus the convenience of a first-floor laundry room. The second floor offers three additional bedrooms, a full bath, and a spacious storage closet with built-in drawers. The finished lower level features a spacious living room with a gas fireplace and built-in surround sound, access to the balcony, a full bath, a bedroom, an office/workout room, storage, and a bonus room perfect for an artist studio, craft space, or countless other creative uses — with access to the deck. The covered deck overlooks a serene backyard and invites you to relax while taking in the soothing sound of Chenoweth Run stream, with access from the kitchen, primary bedroom, lower-level family room, and bonus room. Residents of Lake Forest enjoy exceptional amenities, including walking trails, playgrounds, clubhouses, pools, tennis courts, scenic lakes, and a membership golf course. Conveniently located near fabulous restaurants, shopping, and major highways, this home offers the perfect blend of comfort, space, and lifestyle. Schedule your showing today!

14701 Forest Creek Way, Louisville

$195,000
1 Beds 1 Baths 1722658 MLS
Hidden gems are hard to find, but 605 Fountain Avenue is one you'll be glad you discovered. Nestled in the heart of Lyndon, this delightful cottage blends timeless character with modern comfort, offering inviting curb appeal, thoughtful updates, and a location that's hard to beat. Inside, natural light, rich hardwood flooring, and a functional open layout create a warm and welcoming atmosphere. Don't let the square footage fool you—this thoughtfully designed home lives much larger than its footprint, offering comfortable living spaces, an effortless flow, and a layout perfect for both everyday living and entertaining. The living room features built-in shelving and a seamless connection to the dining area and kitchen, creating an inviting space where vintage character meets modern functionality with updated cabinetry, generous counter space, and a convenient breakfast bar. Throughout the home, abundant windows and thoughtful details add personality and warmth to every room. Step outside to enjoy a spacious backyard with plenty of room for entertaining, gardening, relaxing, or play. A detached garage with an attached workshop provides valuable space for hobbies, storage, and projects—an increasingly rare feature that adds versatility and value. Conveniently located near shopping, dining, parks, and major expressways, 605 Fountain Avenue offers the perfect blend of character, comfort, and convenience. If you've been searching for a home with personality, functional outdoor space, and a truly special feel, this hidden gem is ready to welcome you.

605 Fountain Ave, Lyndon

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