Lexington Homes with On Street Parking Features

Lexington Homes with On Street Parking Features

Welcome to Lexington, Kentucky—an enchanting city that beautifully blends Southern charm with a vibrant urban lifestyle. Known as the "Horse Capital of the World," Lexington is nestled in the heart of the Bluegrass region, surrounded by rolling hills and picturesque horse farms. This dynamic city boasts a rich history, exceptional educational institutions, and a thriving arts scene, making it a perfect place to call home.

As you explore the diverse neighborhoods of Lexington, you'll discover an array of homes that cater to various lifestyles and preferences. One standout feature that many residents appreciate is the convenience of on-street parking. In Lexington, homes with on-street parking provide not only ease of access but also a sense of community, as neighbors often gather and enjoy each other's company in the welcoming streets.

Imagine coming home to a charming residence, where you can easily park your car right outside your door after a long day. On-street parking not only simplifies daily life but also enhances the overall appeal of your neighborhood. Whether you’re hosting friends for a backyard barbecue or simply enjoying a leisurely evening stroll, the accessibility of on-street parking allows you to fully embrace the Lexington lifestyle.

From historic homes in the downtown area to newer developments in family-friendly suburbs, Lexington offers a diverse range of properties that feature on-street parking. With its perfect blend of natural beauty, cultural richness, and community spirit, Lexington is not just a place to live—it's a place to thrive. Come experience the charm of this remarkable city and find your dream home today!

Newest Lexington Homes with On Street Parking Features

519 W Main St, Lexington
$1,400,000
3 Beds ⋅ 3 Baths ⋅ 26029769 MLS
Urban sophistication meets unforgettable entertaining in the heart of downtown Lexington! Welcome to an extraordinary loft-style condo at 519 W. Main Street, where contemporary design, industrial character, and an unbeatable location come together to create a truly unique living experience. From the moment you enter, you'll be captivated by the dramatic two-story layout, soaring ceilings, exposed brick accents, beautiful hardwood floors, and striking spiral staircase. The spacious, open-concept living area flows seamlessly into a stunning kitchen featuring an oversized island with seating, stainless steel appliances, stylish cabinetry, and generous counter space—perfect for gathering with friends and family. But what truly sets this property apart is its incredible entertainment potential! An impressive upper-level bar and lounge area features a large custom bar, abundant seating, and an open view overlooking the main living space. Downstairs, a dedicated recreation area offers room for shuffleboard, relaxing, and hosting unforgettable game nights. Step outside to enjoy exceptional covered outdoor living spaces overlooking Main Street, complete with room for comfortable seating and entertaining. The combination of exposed brick, expansive glass, modern finishes, and industrial architectural details creates a sophisticated urban atmosphere throughout. Located just moments from Rupp Arena, Central Bank Center, Lexington's finest restaurants, shopping, and nightlife, this property puts the best of downtown right at your doorstep. Whether you're looking for an exciting full-time residence or the ultimate downtown retreat, this exceptional condo offers a lifestyle that's anything but ordinary. Live downtown. Entertain in style. Experience Lexington like never before!

519 W Main St, Lexington
3411 Pimlico Pkwy, Lexington
$374,000
4 Beds ⋅ 3 Baths ⋅ 26029976 MLS
This inviting home blends classic character with comfortable, everyday living. Thoughtfully designed and lovingly maintained, this home is being offered to the market for the first time in nearly 50 years! Stately double doors welcome you into the heart of the home. The spacious living room features a striking brick fireplace that creates a warm focal point, while large windows bring in plenty of natural light. The living room is large enough to allow for multiple uses like a game room or home office. The kitchen offers an abundance of rich wood cabinetry, generous granite countertops, and a practical layout with a breakfast bar overlooking the adjoining dining space overlooking the large backyard. A first floor bedroom suite and separate laundry room finish of the first floor. Upstairs you will find three large bedrooms, including the primary suite with walk-in closet, and another full bath that is easily accessible from the hallway or adjoining bedroom. The flexible floorplan offers plenty of options for today's lifestyle, including a dedicated dance room with hardwood floors that could easily serve as a home gym, studio, office, playroom, or creative space. Charming details throughout, including traditional millwork, paneled cabinetry, and distinctive finishes, add personality and timeless appeal. With its comfortable living spaces, welcoming atmosphere, and classic style, this home offers a wonderful opportunity to make it your own. Within walking distance to Tates Creek Golf Course and Tates Creek Aquatic Center, this home has it all!

3411 Pimlico Pkwy, Lexington
200 Jon Allen Ln, Lexington
$279,900
3 Beds ⋅ 2 Baths ⋅ 26029907 MLS
* Seller will entertain a 2/1 Buydown with an acceptable offer * Charming and move-in ready in South Lexington's Southpoint neighborhood! This 1,427-square-foot home offers 3 bedrooms and 2 full baths, including a first-floor primary bedroom for easy, everyday living. It sits on a corner lot with a fully fenced yard offering privacy and space to enjoy, plus a 1-car garage for convenient storage and parking. Major updates give you real peace of mind -- newer roof, HVAC, and water heater all replaced. Priced under $300K, this is a rare opportunity in South Lexington. Enjoy easy access to Brannon Crossing, Veterans Park, The Summit, and more, all just minutes away. Truly move-in ready -- come see it for yourself!

200 Jon Allen Ln, Lexington
3609 Fair Ridge Dr, Lexington
$429,900
3 Beds ⋅ 3 Baths ⋅ 26029856 MLS
Tucked away as the very last house at the end of a quiet street, this beautiful and spacious two-story home offers the perfect blend of modern comfort and peaceful seclusion, directly bordering a lush wooded area for extra privacy. Inside, you will find a bright and airy layout featuring three bedrooms, two bathrooms, and brand-new flooring throughout. The entire home is finished in a fresh, neutral color palette, creating a warm and inviting canvas that is completely move-in ready. The highlight of this property is the incredible outdoor living space. The expansive, fully fenced-in lot features a massive deck designed for effortless entertaining. Best of all, a newer hot tub is included and conveys with the property, offering the perfect spot to unwind while soaking in your serene, wooded views. All this close to shopping, interstate access, adjacent to Lakeside golf course and Jacobson Park!!

3609 Fair Ridge Dr, Lexington
404 Lantana Park, Lexington
$584,900
5 Beds ⋅ 4 Baths ⋅ 26029840 MLS
Pinnacle Subdivision! Cul-de-sac living at it's finest! Minutes walk to Veterans Park or Brannon Crossing!!! If you've been searching for the perfect home in the perfect location, this is the home for you! If you've been looking for a stately, well-maintained, MOVE-IN READY, updated home w/neutral décor, tons of square footage, and natural light, this is the home for you! 404 Lantana Park is a 5-bedroom, 3.5-bathroom, home that sits on a fully finished walkout basement and boasts over 4000 sq.ft. of space. From the moment you drive up, you'll know you're home. The distinct curb appeal and fresh landscaping along with the brand-new custom front door and brand-new garage door welcome you in. Enter to enjoy a two-story foyer, grand staircase, a formal living room, hardwood floors, new carpet, and new professional paint throughout the entire home (Sherwin Williams Shoji White). You'll discover a renovated kitchen (2012) w/ stainless steel appliances, granite countertops, a raised bar, and a pantry that opens up to the formal dining/eat-in breakfast area and the family room w/ fireplace. Upstairs you'll find a spacious owners suite complete with an en-suite bath w/glass and tiled shower, soaking tub, dual vanities and a walk-in closet that is sure to please! You'll also find 3 generously sized bedrooms, (one with a bonus space), a full bathroom, and the laundry room. But wait, there's more! The full finished walk-out basement with its kitchenette, bedroom w/heated floors, and full bathroom w/glass and tiled shower is the perfect place for entertaining, recreation, or creating a multigenerational living space. The possibilities are endless! The home has a new deck (2026) and the large backyard is fully fenced and perfect for cornhole, cookouts, and pets. If you've been looking for the biggest bang for your buck in one of Lexington's most desirable neighborhoods, THIS HOME IS FOR YOU! Don't delay, Schedule your showing today! Being sold AS-IS with inspctions welcome.

404 Lantana Park, Lexington
874 Cheryl Ln, Lexington
$275,000
3 Beds ⋅ 1 Baths ⋅ 26029740 MLS
Gardenside beauty! Welcome home to this lovely 1.5-story, 3-bedroom home featuring beautifully refinished hardwood floors in the living room and two first-floor bedrooms. The inviting living room flows seamlessly into the kitchen, complete with a full complement of black and stainless appliances, a convenient laundry area, and a spacious pantry. The generously sized full bathroom features a classic cast-iron tub with a tiled shower surround. Upstairs, the third bedroom and staircase offer fresh new carpeting. Step out onto the rear deck overlooking a huge backyard with plenty of room for entertaining, grilling, and outdoor enjoyment. A detached two-car garage adds extra convenience and storage. Ideally located inside New Circle Road, with easy access to hospitals, the University of Kentucky, shopping, and everyday amenities. Don't miss this wonderful opportunity to enjoy comfortable living in a prime location!

874 Cheryl Ln, Lexington
2327 Stonewood Ln, Lexington
$335,000
3 Beds ⋅ 3 Baths ⋅ 26029370 MLS
Welcome to 2327 Stonewood Lane. This move-in-ready home offers 3 bedrooms, 2.5 bathrooms, and 1,862 square feet of comfortable living space. The updated kitchen brings a fresh feel to the heart of the home, while the functional layout offers room to relax, entertain, and enjoy everyday life. Stonewood Lane is located near shopping, dining, schools, and the everyday amenities of Hamburg. If you've been waiting for a home that checks ALL the boxes without the hassle of major projects, this one deserves a closer look! Schedule a private tour today before it's gone!

2327 Stonewood Ln, Lexington
415 Chestnut St, Lexington
$99,900
2 Beds ⋅ 1 Baths ⋅ 26029263 MLS
Turnkey investment producing $1,500/month, with expansion potential—up to 4 additional properties can be added to maximize cash flow. Property sold as-is.

415 Chestnut St, Lexington
1308 Robertson Ave, Lexington
$229,900
2 Beds ⋅ 1 Baths ⋅ 26028901 MLS
Looking for an opportunity to call Kenwick home? This 2-bedroom, 1-bath home offers 968 square feet of comfortable living space in one of Lexington's favorite neighborhoods. Enjoy a welcoming covered front porch, fenced backyard, a long driveway for off-street parking, and the convenience of being just around the corner from Kenwick Table. Whether you're purchasing your first home, downsizing, or simply looking for a place to make your own, this home offers a great opportunity to enjoy the Kenwick lifestyle at an attractive price point.

1308 Robertson Ave, Lexington
3330 Montavesta Rd, Lexington
$269,900
4 Beds ⋅ 3 Baths ⋅ 26029010 MLS
Four bedrooms, low-maintenance living, and a location inside New Circle Road - all for under $270,000! Located in the Townhouses of Merrick, this well-maintained townhome offers 2,790 square feet of living space just minutes from Lansdowne Shoppes, the University of Kentucky, UK Chandler Hospital, Baptist Health, Downtown Lexington, and more! Step inside to an inviting foyer with a conveniently located half bath before entering the main living area, featuring a cozy plug in electric fireplace, sliding glass doors leading to the covered deck, a dining area, and kitchen. Just off the living area is a versatile bonus room that could easily serve as a fifth bedroom, home office, or additional flex space. Upstairs, you'll find a spacious primary suite with a private bath, along with three additional bedrooms and a full hallway bathroom. Multiple closets throughout the bedrooms and home provide ample storage space, and a Ring system conveys with the home for added security. The fully finished walkout basement offers even more room to spread out, along with a finished storage room and a large laundry room with folding counter. Outside, enjoy a fully fenced backyard with a gate opening to the street and two dedicated parking spaces in the front. One of the biggest perks? The HOA handles lawn care, snow removal, roof maintenance, and maintenance of the community grounds and pool, and more, taking much of the hassle out of homeownership. The monthly association fee also includes popular streaming services such as Hulu, Disney+, HBO, ESPN, Peacock, Paramount+, and AMC! Whether you're looking for a home near UK, an easy commute to Lexington's medical campuses, or simply more space without the added upkeep, this townhome offers an ideal combination of location, convenience, and low-maintenance living. Swipe to the end of the photos to view the complete floor plan and layout breakdown!

3330 Montavesta Rd, Lexington
957 Darda Ct, Lexington
$334,890
4 Beds ⋅ 3 Baths ⋅ 26028588 MLS
Room to Grow, Space to Dream, and Endless Possibilities! Welcome to 957 Darda Court in Lexington, KY, where opportunity and potential come together! Featuring 4 bedrooms, 2.5 bathrooms, and a basement, this home offers the space and flexibility to bring your vision to life. With recent updates and fresh paint already completed, this property has a head start on its next chapter. Whether you're a first-time homebuyer looking to build equity while adding your personal touches, an investor searching for your next opportunity, or simply someone who loves transforming a space into something special, this home is full of possibilities. The generous bedroom count provides flexibility for a home office, guest accommodations, or additional living needs, while the basement offers even more room to explore creative uses and possibilities. A little TLC, a touch of imagination, and your own personal style could make this property truly shine. Why settle for someone else's vision when you can create your own? The space is here. The potential is waiting. All that's missing is you! Schedule your private showing today and discover the possibilities at 957 Darda Court!

957 Darda Ct, Lexington
1611 Atlanta Dr, Lexington
$299,900
3 Beds ⋅ 2 Baths ⋅ 26028792 MLS
Biggest Bang for Your Buck! This phenomenally priced home has everything you've been looking for; space, beautiful updates, incredible value at a great price! 1611 Atlanta Drive is minutes from Hamburg, Downtown, New Circle Road & I-75 & offers ample square footage, a custom kitchen remodel (2024), a spacious & versatile multilevel floor plan, a great yard size, & an established neighborhood w/ mature trees and parks in a prime location. When you arrive, you'll love the curb appeal, character, charm. Upon entering you'll discover a cozy home that's been professionally painted throughout (2026) w/ 3 bedrooms, 1.5 bathrooms, & almost 2000 sq.ft. of well-thought-out space. The NEWLY RENOVATED open concept custom kitchen is the heart of the home! It opens to a large living room w/picturesque windows that bring in tons of natural light & a well-designed spacious dining area w/ custom lighting. The kitchen features stainless steel appliances, custom cabinetry, tiled backsplash, custom apron sink, & a large island w/tons of storage. This space is perfect for entertaining & hosting family & friends. Upstairs you'll find 3 well-sized bedrooms & 1.5 bathrooms. The primary bedroom has an en-suite half bathroom giving you a private space for your fast paced morning routines. On the lower level there is a huge bonus room w/ endless possibilities that extends your living space. The lower level also features a second flex space that could be used as a home office, a crafting or hobby room, a canning space, or maybe a quiet reading nook. The choice is yours! The backyard is fenced in & full of mature trees. There's plenty of space for backyard barbecues & cornhole! Where can you find a well-maintained, MOVE-IN READY home that offers this much space, a custom renovated kitchen, & flexible floorplan w/bonus spaces, for under $300,000? SCHEDULE YOUR SHOWING TODAY! You could be "home for the holidays!" Being sold As-Is. Inspections are welcome.

1611 Atlanta Dr, Lexington
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