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$525,000
3 Beds ⋅ 3 Baths ⋅ 1728570 MLS
This St. Matthews bungalow has all the character you hope for and space that will surprise you! With 3 bedrooms, 3 full baths, and nearly 2,600 finished square feet, this home has an impressive footprint from the moment you step inside. The updates you do not want to worry about have been taken care of: All new plumbing, HVAC in 2020, a tankless water heater, a brand-new deck, new windows, 1 year old appliances and faithful maintenance throughout provides peace of mind. The welcoming front porch practically begs for a big cup of morning coffee, hot tea, and your favorite book. Inside, the rooms are generous in size, offering plenty of elbow room and storage throughout. Even the two second-floor bedrooms boast TWO closets each, a rare find in St. Matthews! The lower level adds another layer of flexibility with a second kitchen, full bath, and bedroom area with an egress window and a private entry! This could be an income producing studio apartment or a private space for your college student. Consider a comfortable mother-in-law suite, extended guest quarters, or simply a getaway where visitors can truly settle in and feel at home. Options are endless. Outside, the home sits on a large double lot with room to enjoy. A brand-new rear deck creates the perfect spot for alfresco dinners and quiet evenings, while the beautifully maintained grassy yard leaves plenty of space for bonfires, playing catch, gardening, or letting your four-legged family members run. A one-car garage sits at the rear of the double-wide driveway, offering plenty of additional off-street parking. For a home just over a century old, she wears her age beautifully. Her bones have been loved, her spaces carefully maintained, and her sellers have treasured their time here. Now life is calling them onward, which means this special St. Matthews home is ready for its next chapter. Come see it yourself public showings begin: Friday, 9/11. OR come to the Public Open House on Sunday, 2:00-4:00 PM.

3840 Napanee Rd, Louisville
$415,000
3 Beds ⋅ 2 Baths ⋅ 1728311 MLS
Welcome to 6836 Green Meadow Circle, a beautifully renovated brick ranch in the desirable Woodlawn Park/St. Matthews area. Offering over 2,200 sq. ft. of finished living space, this 3-bedroom, 2-full-bath home has been thoughtfully updated from top to bottom. The bright, open-concept main level features refinished hardwood floors, stylish lighting, a classic fireplace and a renovated kitchen with white cabinetry, quartz countertops, a large island, stainless steel appliances and gold-toned finishes. The finished walkout basement offers a spacious family/recreation area, second fireplace and bonus room. Outside, enjoy refreshed landscaping, abundant parking, a large rear paved area, backyard space and a detached 2-car garage. Move-in ready and beautifully transformed!

6836 Green Meadow Cir, Louisville
$530,000
3 Beds ⋅ 3 Baths ⋅ 1727333 MLS
Charming & versatile, this excellent Crescent Hill bungalow offers bright, inviting spaces & thoughtful updates throughout. A welcoming foyer flows into the living room w/ fireplace & continues to a flexible family room that could also serve as a formal dining room. The modern eat-in kitchen features a large island & stainless steel appliances, while a laundry room & full bath complete the main level. Upstairs, you'll find three bedrooms & a full bath. The finished basement adds even more flexibility w/ private access, a kitchenette, generous living space, & a large full bath. Outside, enjoy an awesome screened-in porch overlooking the private backyard, while a freestanding outbuilding & detached garage offer bonus space w/ both water & electric.

211 Pennsylvania Ave, Louisville
$350,000
4 Beds ⋅ 1 Baths ⋅ 1727133 MLS
Check out this charming St. Matthews bungalow perfectly located just minutes from shopping, restaurants, coffee shops, and beautiful Seneca Park! This inviting 4-bedroom, 1-bath home blends classic character with thoughtful updates, starting with a welcoming front porch — the perfect spot to relax and enjoy the neighborhood. Inside, you'll find original hardwood floors, a cozy brick fireplace, and large windows that fill the home with natural light. The remodeled kitchen features new cabinetry, updated granite countertops, and stainless steel appliances, offering both style and functionality. A bright and sunny sunroom provides additional living space and opens directly to the back deck, ideal for entertaining or enjoying quiet mornings. The first floor includes a spacious bedroom and a large full bathroom, while three additional bedrooms are located upstairs, offering flexible space for family, guests, or a home office. Outside, the generous yard with alley access provides plenty of room for outdoor living, gardening, or future possibilities. Full of charm and ideally situated in one of Louisville's most desirable areas, this St. Matthews bungalow is ready to welcome you home!

3706 Grandview Ave, Louisville
$639,000
4 Beds ⋅ 4 Baths ⋅ 1726110 MLS
There are certain streets that simply feel special, and Penwood is one of them. Situated along this coveted dead-end street culminating in a cul-de-sac, this beautifully renovated home offers an exceptional combination of location, character, thoughtful design and truly move-in-ready living. With Seneca and Cherokee Parks nearby, St. Matthews in one direction and the Highlands in the other, so many of the amenities we all love about Louisville are close at hand—favorite restaurants and neighborhood bakeries, local shops, parks and everyday conveniences. Just as compelling as the location is the home itself. Thoughtfully renovated throughout, this four-bedroom, three-and-one-half-bath residence blends the timeless character of a classic Cape Cod with sophisticated updates and a wonderfully versatile floor plan designed for the way we live today. Adding to its turnkey appeal, there is no carpet anywhere in the home, with solid-surface flooring throughout and gleaming hardwood floors extending into most of the living spaces on the first and second levels. The main level begins with a generous living room centered around a fireplace, creating a warm and inviting gathering space. Beyond, the strikingly renovated kitchen is as functional as it is stylish, offering an abundance of cabinetry, including an entire wall of built-in pantry storage, along with a center island and breakfast bar. Gorgeous walnut butcher-block countertops are paired with a marble backsplash, while a full complement of appliances remains, including the wine refrigerator. The adjoining dining area is wonderfully spacious, easily accommodating a generous dining table with room for a serving buffet. One of the home's most versatile spaces is the Florida-style sunroom, connected to the kitchen and dining area through a large, open transition that creates an effortless flow from one living space to the next. Designer tile, three walls of windows and an abundance of natural light make this so much more than a pass-through room. Generous enough for multiple uses, it could serve as a casual sitting room, morning coffee space or additional entertaining area while also incorporating a stylish drop zone near the garage entry. A sliding door continues the living space outdoors to the covered rear deck overlooking the private, thoughtfully landscaped lawn—a wonderful backdrop for alfresco dining, entertaining or simply enjoying a quiet evening at home. Another standout feature—and one that makes this floor plan particularly special—is the main-level primary suite. The spacious bedroom is complemented by a fabulous walk-in closet with custom built-ins and a truly luxurious, spa-inspired bath. Dual vanities, a soaking tub, separate shower, built-in linen cubbies and a private water closet create a retreat that feels both elegant and exceptionally functional. A fully renovated powder room serves the main level, while charming recessed original built-ins nearby preserve a bit of the home's character while providing additional linen or household storage. Upstairs, true to classic Cape Cod design, two remarkably generous bedrooms offer an unexpected amount of space and excellent closet storage, including an impressive walk-in closet in one. Both bedrooms share a hall bath featuring period-inspired finishes, a tub and shower combination and additional linen storage. The finished lower level extends the versatility of the home even further. A large family room with a second fireplace provides another inviting place to gather, while an additional flex room lends itself to a home office, hobby room, playroom or exercise space. The home's fourth bedroom is also located on this level, conveniently adjacent to another full bath that has been nicely updated—creating wonderful possibilities for guests or additional private living space. Updated throughout yet filled with original character, remarkably spacious yet warm and inviting, this is a home that offers flexibility for many chapters of life. Add its private, landscaped outdoor setting and an address on one of the area's most coveted streets, surrounded by some of Louisville's most treasured parks, neighborhoods, shops and dining, and the result is an exceptional place to call home!

498 Penwood Rd, Louisville
$339,900
3 Beds ⋅ 1 Baths ⋅ 1725084 MLS
Welcome home to 313 Iola Rd! Step inside from the covered front porch to discover original hardwood floors that flow throughout the home. The front living room welcomes you in and is anchored by a cozy fireplace, creating a warm and welcoming gathering space. Just beyond, the dining room seamlessly connects to the updated kitchen and offers access to the charming sunroom, the perfect spot to enjoy your morning coffee or unwind at the end of the day. Down the hall, you'll find two comfortable bedrooms and a full bathroom, while the upstairs bedroom features two closets for plenty of storage. The unfinished basement provides additional storage space and houses the laundry area. Outside, the fully fenced backyard offers a private setting for entertaining, gardening, or enjoying summer evenings. Conveniently located just minutes from St. Matthews, Crescent Hill, Seneca Park, and countless local shops and restaurants, this home combines timeless character with an unbeatable location.

313 Iola Rd, Louisville
$289,900
3 Beds ⋅ 2 Baths ⋅ 1725024 MLS
One of a kind contemporary gem in the heart of 40206! Tucked perfectly between Frankfort Ave. and Brownsboro Rd., this unique multi-story home is just steps from some of the best dining, shopping, and entertainment in town. Offering a rare reverse walk-up basement layout, you can enjoy city living at its finest from one of three private balconies (All freshly painted!) Inside, the open concept design between the kitchen and living space, paired with soaring ceilings, creates an airy and inviting atmosphere. The kitchen has been tastefully updated with new granite countertops, a stylish new sink, and fresh cabinet hardware. The main level also features a convenient half bath and laundry area ideal for daily functionality. Downstairs, you'll find a private bedroom with closet space and a charming nook ideal for an office, reading spot, or creative corner. There's also a large unfinished area offering plenty of storage and easy access to mechanicals. Upstairs has two spacious bedrooms, each with ample closet space, including a walk-in. A beautifully updated full bath with a double vanity accessible from both the hallway and one of the bedrooms. Thoughtfully updated and move in ready, the seller is even willing to leave the home fully furnished... making your transition effortless. The driveway provides private parking, with room for two more cars on the street. Whether you're looking for a stylish personal residence or an excellent rental opportunity, this one-of-a-kind home checks all the boxes. Don't miss your chance to own a piece of the Clifton/Crescent Hill charm!

152 N Ewing Ave, Louisville
$1,185,000
4 Beds ⋅ 3 Baths ⋅ 1724143 MLS
Beautifully maintained and thoughtfully updated, this sprawling Bedford stone ranch offers comfortable one-story living in a serene, park-like setting within the desirable Indian Hills Country Club area. A warm and inviting foyer wrapped in reclaimed wood welcomes you inside and features hidden dual coat closets. The mid-century inspired open floor plan flows beautifully into a chefs kitchen complete with stainless steel appliances, custom cabinetry, solid-surface countertops, abundant prep space, and an eat-in area that connects seamlessly to the formal dining room. The living room is a true focal point, showcasing a wall of built-in bookcases and a custom fireplace crafted with three distinct types of wood for a striking, artistic finish. The spacious primary suite offers a spa-like bath, while two additional bedrooms share a convenient Jack-and-Jill bathroom. A fourth bedroom or office with built-ins opens to a sunroom, providing flexible space for work, guests, or relaxation. Designed for easy living and entertaining, the home features hardwood floors, wide hallways for accessibility, a backyard patio, and expansive green space. Additional highlights include a two-car garage accessible from both the main level and basement, a long flat driveway with ample parking, heated floors on primary and jack and jill bathrooms, main-level and lower-level laundry areas, a whole-house generator, and many more updates. This one-of-a-kind home blends timeless character, modern convenience, and exceptional functionality—truly must-see. Schedule your private showing today!

162 Arrowhead Rd, Louisville
$455,000
2 Beds ⋅ 2 Baths ⋅ 1723191 MLS
Nestled beneath a canopy of mature trees in the heart of St. Matthews, this beautifully updated stone cottage offers over 2,100 square feet of finished living space, blending timeless charm with modern amenities. Featuring 2 bedrooms, 2 full baths, gleaming hardwood floors, arched doorways, and a chef's kitchen with a Wolf gas cooktop, GE stainless steel appliances, breakfast bar, and hidden walk-in pantry. The finished walkout lower level includes a spacious family room, custom wet bar, luxurious spa-inspired bath, and a versatile bonus room (not a legal bedroom). Enjoy the private fenced backyard with a brick paver patio, plus a rare oversized 2 car garage. Just minutes from St. Matthews' premier shopping, dining, parks, and hospitals.

419 Wendover Ave, Louisville
$949,000
5 Beds ⋅ 5 Baths ⋅ 1719682 MLS
Phenomenal location and home! This property is perfectly situated within walking distance from many of Louisville's favorite restaurants, bars, and shops. The home has been EXTENSIVELY remodeled within the past 5 years featuring significant updates throughout, including but not limited to a beautiful new kitchen, all new bathrooms, first floor laundry, new roof, windows, and two new HVAC systems. With all of the modern features, the home still maintains its classic charm with pretty hardwood floors throughout and vintage features. The main floor has a nice flow for dining, living, working, and relaxing while the second floor features the primary bedroom suite with a spacious walk in closet and bathroom as well as two guest bedrooms and a full bathroom. The third floor has an amazing flex space and full bathroom, making it ideal as a large fourth bedroom, playroom, media room, exercise room, or a combination of these! Finally, the cherry on top is a one bedroom, one bathroom carriage house in the back of the property that can be used as a studio, separate guest quarters, or investment rental. Enjoy this awesome space!

202 Crescent Ct, Louisville
$235,000
2 Beds ⋅ 1 Baths ⋅ 1718885 MLS
Beautifully updated 2-bedroom brick ranch offering a bright open feel with abundant natural light and spacious living areas. This move-in ready home features new flooring, fresh paint, updated kitchen cabinets, granite countertops, stainless steel appliances, and an updated bathroom. Large living room with exposed beam ceiling detail opens into the spacious eat-in kitchen, creating a functional and inviting layout. Major mechanical updates include a new HVAC system, electrical panel, and water heater installed in 2025, along with a new roof installed in 2024. Full walk-up basement provides abundant storage and additional potential. Deep backyard and detached garage/storage structure. Conveniently located near Crescent Hill, Clifton, downtown Louisville, hospitals, and expressway access. Detached garage/storage structure conveyed as-is. Buyer to verify condition and usability.

2504 Brownsboro Rd, Louisville
$3,900,000
7 Beds ⋅ 12 Baths ⋅ 1714448 MLS
Some homes are built to live in. This one was built to host. Set behind mature landscaping on two private acres in coveted Mockingbird Gardens, this 17,000+ square-foot estate is a stage for the kind of evenings people talk about for years. The arrival sets the tone — a grand foyer opens into a great room that stops conversation: coffered ceilings, custom millwork, and a wall of windows framing the grounds beyond. The gourmet kitchen flows into two family gathering spaces and a dining room designed for long, lingering dinners. When the party moves downstairs, the lower level delivers: a true state-of-the-art theater, a full bar, an expansive entertaining lounge, and a temperature-controlled wine cellar that holds the collection you've been building. Step outside to a Jerusalem gold stone patio that wraps the rear of the home — built for cocktails at dusk, dinner parties under the stars, and Derby weekends that become legend. When the guests retire, the home rewards its owners just as generously. The primary wing is a private retreat with dual walk-in closets, a dedicated home office, separate ensuite baths, and its own laundry. Six additional bedrooms — each with an ensuite bath — give visiting family and guests the kind of privacy that turns weekends into traditions. An elevator connects all three levels. A home gym, screened-in second-floor porch, and secluded courtyard round out a property that delivers on every front. Recent investments — new roof, new gutters, fully refreshed landscaping — mean the next owner inherits an estate that's move-in ready and turnkey for entertaining. Mockingbird Gardens is one of Louisville's most established luxury enclaves, minutes from the city's best dining, the Highlands, and downtown. Homes of this scale, in this neighborhood, on two acres, simply don't come available. This isn't just a house. It's the address your invitations come from.

203 Waterleaf Way, Louisville
$375,000
4 Beds ⋅ 3 Baths ⋅ 1710631 MLS
UPDATED PRICE! This two-story condominium is the original house on this property and offers the ideal blend of low-maintenance living and the privacy of a single-family home. Perfect for a multi-generational household and perfectly positioned in the heart of St. Matthews—just steps from City Hall, the St. Matthews Police Station and the public library—this spacious 4-bedroom, 3 full bath residence combines classic character with thoughtful updates. A gracious covered front porch with swing welcomes you inside, where hardwood floors, bay windows, crown molding, custom baseboards, fresh paint, new carpet, and custom roller shades create a warm and polished interior. The traditional floor plan features a light-filled living room with fireplace and a generously sized dining room flanking the central entry hall—ideal for both everyday living and entertaining. The eat-in kitchen offers abundant white cabinetry, expansive countertop workspace, white appliances, ceramic tile backsplash, dual-basin sink, built-in tabletop seating, and access to a private deck—perfect for morning coffee or evening relaxation. Originally designed as a den, the first-floor primary suite has been thoughtfully reimagined to provide exceptional comfort and accessibility. Highlights include coffered ceiling, sliding-door closet, built-in shelving, and a fully remodeled adjacent bath featuring a beautifully tiled step-in shower with safety bars, pedestal sink with granite top, ample storage, and stylish barn door. Upstairs, you'll find three additional bedrooms and two full baths, including a second oversized primary suite with walk-in closet, dual sink areas, and a private shower/tub enclosure with separate commode area. Two additional bedrooms offer generous closet space and share a hall bath with vanity, shower/tub combination, and linen closet. The partially finished basement expands the living space with a versatile bonus room, abundant unfinished storage with shelving, laundry hook-ups, and exterior access. Easy parking with one reserved parking space adjacent to the unit. The owner-occupied condo association fee covers water, sewer, trash and recycling, groundskeeping, exterior maintenance, snow removal, and the master insurance policy—delivering true peace of mind. This rare offering combines space, flexibility, and an unbeatable St. Matthews location in a low-maintenance package that lives like a single-family home. For buyer assurance seller is offering a 1-year limited home warranty.

209 Fairfax Ave Unit APT 1, Louisville
$495,000
4 Beds ⋅ 2 Baths ⋅ 1694192 MLS
Charming Updated Duplex in Clifton/Crescent Hill - Income-Producing Opportunity & Just Appraised Excellent investment opportunity in one of Louisville's most desirable neighborhoods! This well-maintained duplex offers two spacious units and is currently generating income with Unit 1 operating as a successful Airbnb. Features include numerous updates throughout, a large unfinished basement perfect for storage or expansion potential, and a detached 2-car garage. Located in the heart of Clifton/Crescent Hill, this property offers unbeatable access to local shops, restaurants, parks, and downtown Louisville. Whether you're looking to continue as a short-term rental, house-hack by living in one unit and renting the other, or build your long-term portfolio, this duplex checks all the boxe Additional Highlights: " Updated kitchens and baths " Private entrances for each unit " Ample off-street parking " Spacious backyard " Flexible layout with strong rental history Don't miss your chance to own a turn-key property in a prime location! Per seller, roof has lifetime transferable warranty.

153 N Bellaire Ave, Louisville