Saint Matthews, KY Homes for Sale under $600,000

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  /66

  $389,900

  $5K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,318 Sq Ft

  209 Fairfax Ave Unit 1, Louisville, KY 40207

  NEW 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

  

  Carl Horton

  Semonin Realtors

  209 Fairfax Ave Unit 1, Louisville, KY 40207
• Explore Saint Matthews

• 

  

  

  /63

  $305,000

  $34K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,746 Sq Ft

  303 N Hubbards Ln, Louisville, KY 40207

  Step into this charming Cape Cod located in the heart of St. Matthew's, KY, where modern updates meet timeless elegance. This 2-bedroom, 2- bathroom home, with designated office space, invites you to enjoy its exceptionally maintained hardwood floors and a recently refreshed interior. The expansive living room, featuring a cozy fireplace, creates the perfect space for relaxation or entertaining.

  

  Greg Taylor

  Trueblood Real Estate KY LLC

  303 N Hubbards Ln, Louisville, KY 40207
• 

  

  

  /53

  $479,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,695 Sq Ft

  4600 Beaver Rd, Louisville, KY 40207

  Beautifully maintained 3-bedroom, 2 full bath home in desirable Beechwood Village situated on a large corner lot. Offering 1,695 finished sq ft, this home features hardwood floors, granite countertops, and a flexible layout designed for comfortable living. The spacious second-level loft provides excellent bonus space and could easily serve as a 4th bedroom, home office, or additional family room.

  

  Rita Walker

  Eline Realty Company

  4600 Beaver Rd, Louisville, KY 40207
• 

  

  

  /15

  $375,000

  Open Sun 1PM - 5PM

  • 3 Beds
  • 2 Baths
  • 1,945 Sq Ft

  804 Cannonside Dr, Louisville, KY 40207

  Welcome to 804 Cannonside Dr — a beautifully maintained raised ranch tucked at the end of a quiet cul-de-sac in one of the area's most meticulous, well-mannered neighborhoods. Just minutes from Seneca Park, this home offers the perfect blend of location, comfort, and timeless charm. Step inside to gleaming hardwood floors that flow throughout and a modern kitchen featuring rich granite

  

  Yalonda Buckner

  Buckner Real Estate Services, LLC

  804 Cannonside Dr, Louisville, KY 40207
• 

  

  

  /29

  $339,900

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  4122 Ledyard Rd, Louisville, KY 40207

  Welcome to 4122 Ledyard Rd, Richlawn, KY 40207, a charming 3 bedroom, 1 bath home for sale near St. Matthews in Louisville, KY. This well-located home features wood floors in the main living areas, tile in the kitchen and bathroom, and LVP flooring in the upstairs primary bedroom. Enjoy fresh paint in the kitchen and living areas, along with a new electric panel for added peace of mind. The

  

  Jayme Burden

  United Real Estate Louisville

  4122 Ledyard Rd, Louisville, KY 40207
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  /38

  $515,000

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,173 Sq Ft

  4609 Tween Rd, Louisville, KY 40207

  Welcome to Beechwood Village, where classic Louisville charm and modern updates come together in all the right ways. This beautifully maintained brick Cape Cod offers 4 bedrooms, 2.5 baths, and a floor plan that works for today's lifestyle while preserving the character that makes these homes so special. The first-floor primary suite provides convenient one-level living, while hardwood floors

  

  Jersenia Patterson

  Reserve Realty Group

  4609 Tween Rd, Louisville, KY 40207
• 

  

  /41

  $495,000

  • 4 Beds
  • 3 Baths
  • 2,360 Sq Ft

  3407 Grandview Ave, Louisville, KY 40207

  Move right into this meticulously maintained 4-bed, 3-full-bath Cape Cod offering the perfect blend of space, comfort, and functionality. An oversized 2-car garage and double-wide driveway provide plenty of parking and storage. Inside, the bright open-concept layout is filled with natural light from large windows, seamlessly connecting the living room, dining area, and kitchen. The kitchen

  

  Jamie Klein

  Family Realty LLC

  3407 Grandview Ave, Louisville, KY 40207
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  /13

  $300,000

  $25K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,328 Sq Ft

  3701 Plymouth Rd, Louisville, KY 40207

  Grab this solid brick St. Matthews ranch home with 3 bedrooms and 1.5 bath located near the desirable Broadfield's neighborhood and Seneca Park. The corner lot provides a nice side yard space. Spacious living room provides character and charm with the fireplace and hardwood floors. Unfinished basement is ready to be finished to your taste. Add some TLC and this would be a beauty. Property is sold

  

  Yalonda Buckner

  Buckner Real Estate Services, LLC

  3701 Plymouth Rd, Louisville, KY 40207
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  /36

  $349,900

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 2,020 Sq Ft

  115 Cannons Ln, Louisville, KY 40206

  This 1922 Craftsman-style bungalow was built from the Sears & Roebuck catalog as the "The Osborn" model. It blends traditional American craftsman home style with subtle Japanese influences and sits in the desirable St. Matthews / Crescent Hill corridor. The inviting front porch with swing offers a perfect spot to relax. Inside, you'll find classic Craftsman details including rich woodworking,

  

  David Vincent

  Hasty REALTORS

  115 Cannons Ln, Louisville, KY 40206
• 

  

  /45

  $385,000

  Open Sat 1PM - 3PM $10K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,638 Sq Ft

  3944 Massie Ave, Louisville, KY 40207

  Beautifully maintained home in a highly desirable St. Matthews location, blending timeless character with thoughtful modern updates. Original hardwood flooring extends throughout much of the main living area, while classic features such as the wood-burning fireplace add warmth and charm. Just off the living room, a three-season room provides additional space to relax. The main level flows

  John Brace Redfin

  3944 Massie Ave, Louisville, KY 40207
• 

  

  /34

  $399,000

  $26K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,011 Sq Ft

  3806 Napanee Rd, Louisville, KY 40207

  An exceptional opportunity awaits to personalize this charming Cape Cod nestled in the heart of Brownsboro Village. This inviting 3-bedroom, 2-bath home blends character and potential, featuring beautiful hardwood floors, an expansive dining room perfect for hosting, and a bright galley-style kitchen with abundant cabinetry and generous counter space. The vaulted family room is a true highlight,

  Allison Bartholomew Weichert Realtors-ABG

  3806 Napanee Rd, Louisville, KY 40207
• 

  

  /18

  $525,000

  • Land
  • 36,154 Sq Ft
  • $632,530 per Acre

  4504 Poplar Manor Rd, Indian Hills, KY 40207

  LOT 8 / Experience the beauty and tranquility of Poplar Hill Bluff, an intimate community where nature's splendor meets thoughtful stewardship, and every detail is designed to enrich your living experience. Perched on a hill, surrounded by mature hardwoods and native vegetation, ten custom-built homesites designed by Doug Schmitt await. Each home features harmonious architecture, timeless curb

  Mac Barlow Kentucky Select Properties

  4504 Poplar Manor Rd, Indian Hills, KY 40207
• 

  

  /17

  $380,000

  • Land
  • 23,086 Sq Ft
  • $716,981 per Acre

  Lot 3 Poplar Hill Bluff, Louisville, KY 40207

  LOT 3 / Experience the beauty and tranquility of Poplar Hill Bluff, an intimate community where nature's splendor meets thoughtful stewardship, and every detail is designed to enrich your living experience. Perched on a hill, surrounded by mature hardwoods and native vegetation, ten custom-built homesites designed by Doug Schmitt await. Each home features harmonious architecture, timeless curb

  Mac Barlow Kentucky Select Properties

  Lot 3 Poplar Hill Bluff, Louisville, KY 40207
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  /56

  $600,000

  Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 3,518 Sq Ft

  115 Don Allen Rd, Louisville, KY 40207

  Welcome to 115 Don Allen Rd, nestled on one of the most picturesque streets in Richlawn. This beautifully updated St. Matthews home blends timeless character with modern functionality. Hardwood floors flow throughout the main level, where you'll find a spacious living room with fireplace, a cozy family room with built-in bookcases and window seats, and an updated eat-in kitchen featuring granite

  Kyle Elmore White Picket Real Estate

  115 Don Allen Rd, Louisville, KY 40207
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  /63

  $450,000

  Open Sun 2PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 2,082 Sq Ft

  233 Monohan Dr, Louisville, KY 40207

  Welcome to 233 Monohan Drive. Located in the heart of St.Matthews. This great home comes with 4 bedrooms and 3 and a half bathrooms and over 2,000 finished square feet of stylish and functional living space. Recently renovated throughout, the first floor primary suite provides convenience and privacy, while the spacious layout is perfect for both everyday living and entertaining. Enjoy your

  Scott Radcliff RE/MAX Premier Properties

  233 Monohan Dr, Louisville, KY 40207
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  /12

  $399,000

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,620 Sq Ft

  307 Fairmeade Rd, Louisville, KY 40207

  Nestled in the heart of the highly desirable St. Matthews area! This charming home offers incredible potential for buyers looking to add their personal touch and some TLC. The home has great bones and ready for a fresh vision to make it shine. A functional layout with 3 bedrooms, 2 full baths, a corner fireplace, and laundry all on the first floor. The basement has a entertainment area, built in

  Karla Wright G. Starks Realty Co.

  307 Fairmeade Rd, Louisville, KY 40207
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  /37

  $385,000

  • 4 Beds
  • 2 Baths
  • 1,630 Sq Ft

  419 Iola Rd, Louisville, KY 40207

  Connie Rodosky Semonin Realtors

  419 Iola Rd, Louisville, KY 40207
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  /27

  $350,000

  $25K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,405 Sq Ft

  3706 Grandview Ave, Louisville, KY 40207

  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,

  Zach Wedding Six Degrees Real Estate, LLC

  3706 Grandview Ave, Louisville, KY 40207
• 

  

  /20

  $439,000

  $26K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,802 Sq Ft

  4029 Hycliffe Ave, Louisville, KY 40207

  Tucked in the heart of St. Matthews, this beautifully updated Cape Cod offers the perfect blend of classic character and modern comfort. With 3 bedrooms, 2 full baths, and a timeless Bedford stone exterior, this home has been thoughtfully refreshed while still preserving the charm that makes it so special. Inside, you'll find original hardwood floors, graceful arched doorways, and a warm,

  Kelley Miracle Signature One Properties

  4029 Hycliffe Ave, Louisville, KY 40207
• 

  

  /59

  $410,000

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,618 Sq Ft

  114 Oxford Place, Louisville, KY 40207

  Welcome to 114 Oxford Place — a rare opportunity to own a beautifully updated 4-bedroom, 2.5-bath home in the heart of St. Matthews offering incredible space, thoughtful updates, and exceptional value. From the moment you arrive, you'll be captivated by the home's charm, effortless flow, and impressive amount of living space. Start your mornings with coffee or unwind in the evenings from the

  Ashley Spillman Homepage Realty

  114 Oxford Place, Louisville, KY 40207
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  /82

  $575,000

  • 3 Beds
  • 3 Baths
  • 3,541 Sq Ft

  5404 Hempstead Rd, Louisville, KY 40207

  ~Previous buyers plans changed giving your buyers this opportunity!~ Welcome to 5404 Hempstead Drive, located in the established Indian Hills neighborhood. This well-maintained home offers 3 bedrooms, 3 full baths, a 2-car attached garage, a 1-car carport, and over 3,600 square feet of finished living space, including 2,361 square feet above grade and an additional 1,280-square-foot finished

  Adam Caperton Caperton Realty

  5404 Hempstead Rd, Louisville, KY 40207
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  /32

  $350,000

  Open Sat 2PM - 4PM

  • 3 Beds
  • 1 Bath
  • 1,354 Sq Ft

  313 Iola Rd, Louisville, KY 40207

  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

  Kyle Elmore White Picket Real Estate

  313 Iola Rd, Louisville, KY 40207
• 

  

  /40

  $480,000

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  208 Oxford Place, Louisville, KY 40207

  Welcome home to the heart of Saint Matthews and this fantastic three bedroom, two bath home! Within walking distance of Seneca Park and a multitude of shops and restaurants, here is your private oasis. You're greeted with a beautiful blend of classic elements and modern amenities in the cozy living room, large dining (or activity) room, wood floors, and kitchen with granite countertops. Enjoy a

  Courtney Dietrich Enrich Realty LLC

  208 Oxford Place, Louisville, KY 40207
• 

  

  /18

  $495,000

  • Land
  • 19,602 Sq Ft
  • $1,100,000 per Acre

  2305 Clovelly Springs Ct, Indian Hills, KY 40207

  LOT 12 / Experience the beauty and tranquility of Poplar Hill Bluff, an intimate community where nature's splendor meets thoughtful stewardship, and every detail is designed to enrich your living experience. Perched on a hill, surrounded by mature hardwoods and native vegetation, ten custom-built homesites designed by Doug Schmitt await. Each home features harmonious architecture, timeless curb

  Mac Barlow Kentucky Select Properties

  2305 Clovelly Springs Ct, Indian Hills, KY 40207
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  /57

  $449,900

  $25K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,346 Sq Ft

  225 Brown Ave, Louisville, KY 40207

  Welcome to 225 Brown Avenue, where thoughtful updates and inviting spaces come together in a location you'll love. This 3-bedroom, 3-bathroom home offers the perfect blend of comfort, style, and functionality, complete with a finished walkout basement for added living and entertaining space. From the moment you step inside, you'll appreciate the fresh, modern feel created by brand new flooring

  Dee Amber Anderson Lenihan Sotheby's Int'l Realty

  225 Brown Ave, Louisville, KY 40207
• 

  

  /23

  $585,000

  $15K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,897 Sq Ft

  4024 Saint Ives Ct, Louisville, KY 40207

  Lovely 3 Bedroom 1.5 Bath Cape Cod in sought after Norbourne Estates located on large private yard. This home features a 1st floor bedroom with lots of hardwood floors, new furnace, partially finished walk-out basement, plus a 2-car Garage. Open this Sunday from 12:00-2:00.

  Steve Canfield Canfield Realty Group, LLC

  4024 Saint Ives Ct, Louisville, KY 40207
• 

  

  /54

  $535,500

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft

  1409 Mockingbird Terrace Dr Unit 104, Louisville, KY 40207

  Nothing competes for your attention that hasn't earned it! Steel. Concrete. River views. The building works so you don't have to. Mockingbird Terrace is not a condominium that apologizes for itself. Non-combustible steel and concrete construction, full fire sprinklers, a climate-controlled garage, secured entry, & a private elevator deliver the kind of infrastructure that lets daily life

  tony tricase simpler.realestate

  1409 Mockingbird Terrace Dr Unit 104, Louisville, KY 40207
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  /52

  $374,900

  • 3 Beds
  • 1.5 Baths
  • 2,936 Sq Ft

  323 N Hubbards Ln, Louisville, KY 40207

  Welcome home to this charming classic St. Matthews gem, where timeless character meets modern comfort. This beautifully maintained 3-bedroom, 11⁄2-bath home is filled with distinctive details, including gorgeous hardwood floors, built-in cabinetry, and a charming black-and-white tile bathroom that adds vintage appeal. Fresh new carpet on the second floor and throughout the spacious finished

  Emily Blanford Homepage Realty

  323 N Hubbards Ln, Louisville, KY 40207
• 

  

  /24

  $345,000

  $25K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,410 Sq Ft

  316 Monohan Dr, Louisville, KY 40207

  Great location in St. Matthews! Cozy living room with fireplace, large eat in kitchen with new counter top and appliances, open to dining room, 2 bedrooms and full bathroom complete 1st floor with hardwood floors and fresh paint. 2nd floor has 2 bedrooms and could easily be converted into a primary bedroom and bathroom. Room to expand living area in unfinished basement. 1 car garage and fenced in

  Kenneth Kaiser simpler.realestate

  316 Monohan Dr, Louisville, KY 40207
• 

  

  /34

  $499,900

  $100K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,300 Sq Ft

  2406 Phoenix Hill Dr, Louisville, KY 40207

  Nestled in the heart of prestigious Indian Hills, this all-brick home offers exceptional space. All bedrooms are thoughtfully positioned on the second floor, creating a classic and functional layout. A walkout basement adds versatility for entertaining or extended living, while the private backyard showcases an inviting in-ground pool—ideal for summer enjoyment. Surrounded by mature trees and

  Karen Fox simpler.realestate

  2406 Phoenix Hill Dr, Louisville, KY 40207
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  /28

  $469,000

  • 2 Beds
  • 2 Baths
  • 2,101 Sq Ft

  419 Wendover Ave, Louisville, KY 40207

  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

  Peggy Ann Fairleigh Elite Realty of Kentucky

  419 Wendover Ave, Louisville, KY 40207
• 

  

  /41

  $415,000

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  4209 Alton Rd, Louisville, KY 40207

  Lovely 3 Bedroom 2 Bath brick Cape Cod in sought after St Matthews. This beautifully maintained residence features hardwood flooring, gas fireplace and LOTS of closet space (rare in St Matthews). Kitchen remodeled in 2022 features custom all-wood cabinets, quartz countertops and stainless steel appliances. Enjoy customized comfort and efficiency with a dual-zone HVAC system (2021 and 2023). A

  Shaun Wallace 1 Percent Lists Purple Door

  4209 Alton Rd, Louisville, KY 40207
• 

  

  /25

  $399,500

  $11K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,526 Sq Ft

  4224 Churchill Rd, Louisville, KY 40207

  Welcome to your new home in sought after St. Matthews. The charming 2 story is located on the corner lot with curb appeal galore. There is a screened in porch located off the dining room to see the well maintained landscape. The bay window in the living room brings in a lot of natural light. Hardwood floors gleam and the additional 265 sq ft partially finished basement is perfect for entertaining.

  Samantha Walace - Corbin Semonin Realtors

  4224 Churchill Rd, Louisville, KY 40207
• 

  

  /18

  $375,000

  • Land
  • 23,522 Sq Ft
  • $694,444 per Acre

  2301 Clovelly Springs Ct, Louisville, KY 40207

  LOT 10 / Experience the beauty and tranquility of Poplar Hill Bluff, an intimate community where nature's splendor meets thoughtful stewardship, and every detail is designed to enrich your living experience. Perched on a hill, surrounded by mature hardwoods and native vegetation, ten custom-built homesites designed by Doug Schmitt await. Each home features harmonious architecture, timeless curb

  Mac Barlow Kentucky Select Properties

  2301 Clovelly Springs Ct, Louisville, KY 40207
• 

  

  /32

  $435,000

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  302 Iola Rd, Louisville, KY 40207

  Conveniently located St Mathews home. 3 bedrooms, 2.5 bathrooms, 1,700 square feet. Updated kitchen and bathrooms, open floorplan! Solid surface kitchen countertops. Hardwood floors throughout. Upstairs bedrooms have separate mini-split HVAC units. Large deck off kitchen and primary suite, overlooks a fence rear yard. 1 car detached garage with concrete driveway. Unfinished basement. Owner agent

  Jeff Perellis BERKSHIRE HATHAWAY HomeServices, Parks & Weisberg Realtors

  302 Iola Rd, Louisville, KY 40207
• 

  

  /31

  $450,000

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft

  1800 Rudy Ln, Louisville, KY 40207

  Welcome to 1800 Rudy Lane with the main entry conveniently located on the side of the home facing Rudy Lane. This 3 bedroom, 2 bathroom ranch offers a functional layout, generous living space, and an unbeatable location. The front foyer welcomes you and opens to a formal dining room on the right, with plenty of room for a large dining table. The perfect place for large family meals! A pocket door

  Katie Esterle White Picket Real Estate

  1800 Rudy Ln, Louisville, KY 40207
• 

  

  /49

  $449,900

  $13K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,546 Sq Ft

  316 Short Rd, Louisville, KY 40207

  Completely rebuilt brick ranch in Beechwood Village, not a cosmetic flip. This home has been fully gutted and thoughtfully renovated with new plumbing, updated electrical, new windows, new lighting, refinished hardwood floors, remodeled kitchen and baths, and a partially finished basement, offering modern reliability in one of St. Matthews' most sought-after locations. Inside, natural light pours

  Stephan Van Treese Trueblood Real Estate

  316 Short Rd, Louisville, KY 40207
• 

  

  /31

  $390,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,793 Sq Ft

  218 Cornell Place, Louisville, KY 40207

  Located in the highly sought-after St. Matthews area, this beautifully updated home offers convenience and style. Just moments from popular restaurants and shops, it features a welcoming front porch, three bedrooms (including a spacious first-floor primary), and two updated full bathrooms. The updated kitchen boasts granite counter tops, stainless steel appliances, fenced in backyard and the deck

  Melanie Jones Keller Williams Collective

  218 Cornell Place, Louisville, KY 40207
• 

  

  /10

  $525,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,752 Sq Ft

  1112 Chamberlain Hill Rd Unit 205, Louisville, KY 40207

  Shelly Chandler Duane Realty Group

  1112 Chamberlain Hill Rd Unit 205, Louisville, KY 40207
• 

  

  /26

  $575,000

  • 5 Beds
  • 3 Baths
  • 3,528 Sq Ft

  405 Macon Ave, Louisville, KY 40207

  Luxury House Hack in St. Matthews!! Own one of St. Matthews' most desirable duplexes. Live in one beautifully renovated residence while rental income from the second unit helps offset your mortgage or add a turnkey investment property to your portfolio in one of Louisville's strongest rental markets. This well-maintained brick property features two spacious units totaling over 3,500 square feet.

  Nathan Bellows Semonin Realtors

  405 Macon Ave, Louisville, KY 40207

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