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576 Rosemill Dr, Lexington
$465,000
3 Beds ⋅ 2 Baths ⋅ 26015387 MLS
Timeless mid-century charm meets room to spread out in the heart of Lexington's Southland neighborhood. This 2,040 sq ft home features a fully renovated kitchen with quartz countertops, two main-floor living areas — each with a fireplace, original hardwood floors, and a rare main-level primary suite seldom found in this area. A bedroom with custom built-in bunks adds character upstairs, while a dedicated mudroom and laundry room keep daily life easy. Outside, a spacious covered porch welcomes you, and a large detached garage offers extra storage. Major systems are done: new roof (2026), new siding (2022), new windows (2022). Walk to Southland Drive's shops and dining, with parks, top-rated schools, UK, downtown, and hospitals all minutes away inside New Circle Road.

576 Rosemill Dr, Lexington

323 Stratford Dr, Lexington
$460,000
3 Beds ⋅ 2 Baths ⋅ 26017259 MLS
Charm, character, and exceptional space come together in this beautifully maintained Southland home. Enjoy the convenience of one of Lexington's most beloved neighborhoods, with local restaurants, coffee shops, shopping, parks, and schools all within walking distance. Offering over 2,500 square feet of finished living space, this home provides the flexibility and room to fit a variety of lifestyles. The thoughtfully designed main level features a spacious kitchen with quartz countertops, abundant cabinetry, and generous workspace. Multiple inviting living areas, a large primary bedroom, a dedicated utility room, and a sun-filled four-season room create a home that's as functional as it is comfortable. Upstairs are two additional bedrooms and a full bath, while the finished basement adds even more versatility with a comfortable family room and multiple flex rooms ideal for a home office, fitness area, playroom, hobby room, or guest space. An additional unfinished storage area provides plenty of room to keep everything organized. Step outside to enjoy the fenced backyard, offering space for entertaining, pets, gardening, or simply unwinding after a long day. Recent improvements—including the roof, HVAC system, and water heater, all replaced within the past few years—provide valuable peace of mind, allowing you to focus on enjoying your new home. Combining classic Southland charm, exceptional living space, modern updates, and an unbeatable walkable location, this is a rare opportunity you won't want to miss. Schedule your private showing today!

323 Stratford Dr, Lexington

508 S Main St, Versailles
$430,000
4 Beds ⋅ 2 Baths ⋅ 26005410 MLS
Well maintained ranch home on a 0.7 acre lot offering 4 bedrooms and 2 full baths, including one ensuite. The home features generous sized rooms, hardwood flooring (including areas beneath some carpeted sections), and laminate flooring in the updated kitchen, which was remodeled in 2014. The layout includes a full walk up basement with partially finished space. A chair lift is installed on the basement stairway and may remain with the property. Exterior features include a two car attached carport that can also function as a covered patio, along with an additional two car detached carport. Recent improvements include an updated furnace, updated hot water heater, high quality replacement windows, and a roof installed in 2016. The home is being sold as is, with all inspections welcome. Per the sellers, no smoking or pets have been in the home. The property is located along South Main Street with convenient access to nearby community amenities. Downtown Versailles, including shopping, restaurants, and local services, is approximately 1 mile from the home. Big Spring Park is approximately 1.2 miles away, and the Woodford County Park and Falling Springs Recreation Center are approximately 2.8 miles away. Nearby schools include Southside Elementary School at approximately 0.4 miles, Woodford County Middle School at approximately 1.7 miles, and the new Woodford County High School at approximately 2 miles. The location provides access to parks, schools, and the Main Street corridor connecting to Lexington and Frankfort.

508 S Main St, Versailles

2063 Rainbow Rd, Lexington
$423,900
3 Beds ⋅ 2 Baths ⋅ 26003840 MLS
Located in the heart of the highly sought-after Southland neighborhood, 2063 Rainbow Road offers the perfect blend of walkability, charm, and thoughtful updates, all tucked away on a quiet, low-traffic street. Enjoy being just steps from local restaurants, coffee shops, a beloved donut shop, boutique shopping, the weekly Southland Farmers Market, and the neighborhood's annual street festival. This is true Southland living.This renovated ranch on a basement features 3 bedrooms (with a lower level bonus room used as a primary bedroom ensuite) and 2 full baths with hardwood floors and inviting living spaces throughout. Upon entry, you're welcomed by a cozy family room anchored by a new electric fireplace. The updated kitchen showcases granite and butcher block countertops and flows seamlessly into a light-filled dining area with glass french doors, creating an ideal setup for everyday living and entertaining. Two bedrooms and a shared full bath are located on the main level. The private primary suite is situated in the basement and includes a full bath and walk-in closet, offering a quiet retreat. The basement also provides additional flexible space for a fourth bedroom, family room, home office, or extra storage space. Outdoor living is just as impressive with a private, wood-fenced backyard and a new TREX- patio plus a detached covered patio—perfect for relaxing evenings or hosting friends. Extra bonus is the detached two-car garage with bonus space ideal for a home gym, extra storage, workshop or hobby nook. Recent improvements include a new sump pump, new French doors leading to the backyard, and a new radon mitigation system. If you've been waiting for an updated home in one of Lexington's most vibrant and walkable neighborhoods, this Southland gem delivers. Schedule your private showing today!

2063 Rainbow Rd, Lexington

2039 Rainbow Rd, Lexington
$405,000
3 Beds ⋅ 2 Baths ⋅ 26019550 MLS
Completely reimagined and renovated, this stunning 3-bedroom, 2-bathroom home seamlessly blends timeless charm with modern luxury. Every detail has been thoughtfully updated, creating a truly move-in-ready home with exceptional style and quality craftsmanship throughout. The beautifully remodeled kitchen serves as the heart of the home, featuring quartz countertops, custom cabinetry, stainless steel appliances and a spacious peninsula that opens up to the bright living and dining area. Refinished original hardwood floors, custom millwork, recessed lighting, and designer finishes create a warm and inviting feel. The main level offers two bedrooms and two beautifully renovated bathrooms featuring marble vanity countertops. Upstairs, you'll find a private third bedroom along with a versatile flex space, ideal for a home office, playroom or hobby room. This home has been extensively updated well beyond the cosmetic finishes, with all-new windows, doors, lighting, plumbing, updated electrical, new dry wall, spray foam insulation, an encapsulated crawlspace with dual sump pumps, and more; all providing exceptional peace of mind for years to come. Located in one of Lexington's most desirable neighborhoods, this home offers the perfect blend of classic charm, modern updates, and everyday convenience. With virtually every major improvement already completed, all that's left to do is move in and enjoy.

2039 Rainbow Rd, Lexington

2091 Spring Grove Ave, Lexington
$396,500
3 Beds ⋅ 1 Baths ⋅ 26018530 MLS
Open House Saturday 1-3p Welcome to this beautifully updated ranch home with basement in the desirable Southland Neighborhood, situated on a spacious lot at the end of a quiet dead-end street. This 1,720 sq ft home features three bedrooms, a fully refreshed bathroom, and a stunning kitchen makeover with all-new GE stainless steel appliances (2023-2025), white cabinetry, subway tile backsplash, and quartz countertops. The basement offers over 600 sq ft of potential, already upgraded with a drywall ceiling, custom closets, and a functioning B-Dry waterproofing system — easily converted into a fourth bedroom or flex space. This home has been meticulously maintained since 2023, including a new dimensional shingle roof (2025), new sump pump, new water heater, upgraded PEX plumbing, all-GFI outlets, and a widened garage with new door, opener, and paint. Outside, enjoy an expansive private backyard and a detached garage with covered seating for entertaining. Zoned for Clays Mill Elementary, Jessie Clark Middle, and Lafayette High School. Minutes from UK campus and Harrodsburg Road dining and shopping. This move-in ready home has the upgrades already done for you — call for a tour today!

2091 Spring Grove Ave, Lexington

574 Sheridan Dr, Lexington
$385,000
3 Beds ⋅ 2 Baths ⋅ 26005950 MLS
Seller will add wall back to office/dining room to add back in the 3rd bedroom on the main floor with accepted offer. Welcome to 574 Sheridan Drive, a delightful residence tucked into the heart of Lexington's coveted Southland neighborhood. This beautifully maintained home offers a rare blend of mid-century character and modern livability ideal for anyone seeking the perfect balance between neighborhood warmth and city accessibility. This 2 bedroom (dining room could be converted back to a 3rd bedroom), 2 full bath ranch has been updated with beautiful hardwood floors, a shaker white kitchen with stainless appliances, partially finished basement and amazing covered back patio. The inviting basement includes a large second living area, tons of storage and laundry room/bathroom. You will love the large fenced in yard and attached garage. Don't miss your opportunity to take a look at this Southland charmer! Shed and hot tub included!

574 Sheridan Dr, Lexington

2208 Clays Mill Rd, Lexington
$375,000
3 Beds ⋅ 2 Baths ⋅ 26007467 MLS
Welcome to your dream home in one of Lexington's most sought after neighborhoods! This charming cape cod is full of character and natural light, thanks to an abundance of windows. The bright and inviting living room features a masonry fireplace and built-in's. The dining room flows seamlessly into the kitchen, which offers updated appliances, granite countertops, tile backsplash, and easy access to the outside. The spacious first floor primary with illuminated tray ceiling includes a walk-in closet, plus a gorgeous ensuite with tile shower. A guest bedroom and second full bath complete the main floor. Upstairs, a third bedroom and a large bonus space add to the functionality. Step outside to your private, fenced yard, perfect for entertaining. And don't miss the HUGE 30'x24' garage - offering plenty of space for parking, storage, or hobbies. Perfectly situated within walking distance to the farmers market, local shops and restaurants, plus an easy drive to Kroger Field and the university, this location offers the ideal blend of convenience and lifestyle. Don't miss this rare opportunity to own a turn key home that truly has it all—location, charm, and functionality! Schedule your showing today!

2208 Clays Mill Rd, Lexington

605 Longview Dr, Lexington
$366,500
3 Beds ⋅ 2 Baths ⋅ 26004025 MLS
Move right into this fully renovated Southland gem! Updated in 2022, this 3 bedroom, 2 bath home blends modern updates with timeless character, featuring beautifully restored original hardwood floors throughout most of the home, along with all new windows and HVAC installed in 2022. The main floor offers a welcoming living room with a masonry fireplace, dining room, eat in kitchen, den, and a main level primary bedroom—perfect for comfortable everyday living. The second floor has a bedroom and lofted area that could be used as a 4th bedroom or recreational space. Outside, enjoy a spacious backyard with fencing on three sides, plus an impressive 20 x 12 shed complete with its own covered patio—great for hobbies, storage, or outdoor relaxation. Conveniently located and thoughtfully updated, this home is ready for its next chapter.

605 Longview Dr, Lexington

660 Sheridan Dr, Lexington
$363,000
3 Beds ⋅ 2 Baths ⋅ 25507858 MLS
WOW FACTOR ALERT! This stunning mid-century modern ranch has been completely transformed from top to bottom—offering the peace of mind of a new build with the charm of an established neighborhood. Step inside to beautiful refinished hardwood floors and a brand-new designer kitchen featuring custom soft-close cabinetry, quartz countertops, and upgraded LG ThinQ appliances (yes, washer & dryer included!). Both bathrooms have been fully reimagined with custom vanities, quartz surfaces, and fresh tile flooring for a clean, modern feel. Behind the walls, enjoy true turn-key living with 100% new electrical (including a 200-amp panel) and 100% new plumbing throughout using PVC and PEX. Outside, the home shines with all new windows, doors, vinyl siding, gutters, soffits, and more—giving you low-maintenance living for years to come. This is the rare "new everything" home buyers dream of. Don't miss your chance—homes this updated don't last!

660 Sheridan Dr, Lexington

632 Sheridan Dr, Lexington
$355,000
3 Beds ⋅ 2 Baths ⋅ 25500122 MLS
Charming and fully updated, this 3-bedroom, 2-bathroom Cape Cod home blends classic curb appeal with modern upgrades. Step inside to find a fresh and inviting interior featuring a brand-new eat-kitchen with stylish cabinets, sleek new appliances, and upgraded fixtures, perfect for cooking and entertaining. The home also boasts a brand-new roof, new HVAC system, new mini split system in the upstairs bedroom and all-new PEX plumbing in the crawlspace, offering peace of mind for years to come. With two full bathrooms and thoughtfully designed living spaces, this home is as functional as it is beautiful. Don't miss your chance to own this move-in-ready gem! Seller is a licensed real estate agent in the state of KY

632 Sheridan Dr, Lexington

334 Stratford Dr, Lexington
$348,000
4 Beds ⋅ 2 Baths ⋅ 26001426 MLS
Come experience one of Lexington's most walkable and sought-after locations at 334 Stratford Dr. Nestled in the heart of Southland, this charming 4-bedroom, 2-bath home offers the perfect blend of neighborhood character, everyday convenience, and functional living space. Step outside your front door and enjoy walking distance to everything Southland has to offer — morning coffee at Winchell's, lunch or dinner at Critchfield Meats, grocery shopping at the community-owned Good Foods Co-Op, sand volleyball at Marrika's Sports Bar, and not to mention, conveniency to all three major hospitals and the University of Kentucky's Kroger Field and Arboretum. This location truly delivers the lifestyle buyers crave. Inside, the home features a flexible layout with four spacious bedrooms and two full baths, ideal for families, guests, home offices, or anyone needing extra space. Out back, you'll find a large backyard perfect for entertaining, pets, or play, along with a back deck that's ready for summer evenings, grilling, and gatherings with friends. Whether you're hosting or unwinding, this outdoor space adds incredible value and livability. Homes in Southland don't come available often — especially ones offering this combination of space, walkability, and charm. Don't miss your opportunity to make 334 Stratford Dr your next home. Join us Thursday from 4-6 PM to see it in person before it's gone.

334 Stratford Dr, Lexington

561 Claymont Dr, Lexington
$345,000
3 Beds ⋅ 2 Baths ⋅ 26008190 MLS
Beautifully updated ranch in the popular Southland / Hill N Dale area! This home blends character, comfort, and convenience with quick access to Southland Drive, restaurants, shopping, UK, hospitals, downtown, and everything inside New Circle. The inviting family room features hardwood floors, custom built-ins, and a charming window seat. The remodeled eat-in kitchen includes tile flooring, gray cabinetry, a mosaic tile backsplash, and a slate stainless appliance package. The primary suite offers a spacious retreat with built-ins, a large laundry area, an attractive en-suite bath, and a walk-in closet. Enjoy outdoor living on the large covered back deck overlooking the fully fenced backyard. Additional highlights include a one car garage, extra storage building, and recent mechanical updates: roof shingles approximately 3 years old, and HVAC and water heater around 6 years old. Move in ready and perfectly positioned in one of Lexington's most desirable neighborhoods.

561 Claymont Dr, Lexington

420 Longview Dr, Lexington
$339,000
4 Beds ⋅ 2 Baths ⋅ 26023527 MLS
Welcome home to this charming 4-bedroom, 1.5-bath home offering an inviting combination of comfort, character, and modern updates. Step inside to a cozy living room featuring a fireplace, creating a warm and welcoming space to relax or gather with family and friends. The updated kitchen features new appliances and a fresh, functional feel, while new paint and updated fixtures throughout the home give the interior a clean, refreshed look. With four bedrooms, there is plenty of flexibility for sleeping space, a home office, guest room, or hobby area. Outside, you'll love the large covered patio, perfect for outdoor dining, entertaining, or relaxing throughout the seasons. The spacious backyard provides plenty of room for gardening, recreation, pets, or simply enjoying time outdoors. Conveniently located within walking distance of shopping and the local farmers market, this home puts everyday amenities and neighborhood favorites close at hand. With its welcoming fireplace, updated kitchen, fresh improvements, generous outdoor living space, and convenient location, this home is ready for its next owner to move in and make it their own.

420 Longview Dr, Lexington

631 Cardinal Ln, Lexington
$330,000
3 Beds ⋅ 2 Baths ⋅ 25500767 MLS
Step inside this Southland gem and immediately feel these FRESHLY Sanded and Re-finished hardwood floors flowing seamlessly throughout! These homes typically have a wall tightening the entrance foyer, that has been eliminated! Welcome to an open floor plan for your great size living space! The generous bedrooms provide comfort and flexibility, offering plenty of space to unwind or create the perfect home office. Thoughtfully updated bathrooms add a touch of modern style, while the kitchen shines with brand-new appliances—ready for everyday living or entertaining with ease. From there, the home opens onto a brand-new back deck, an inviting space for gatherings or quiet evenings outdoors. Beyond the deck, discover the true rarity: a 0.3-acre lot inside New Circle Road. The expansive yard offers room to play, garden, or simply enjoy, all complemented by a detached two-car garage providing convenience and extra storage. This is truly a turn-key property that balances charm, function, and location. Come experience Southland living at its finest and see for yourself why this home is one you won't want to miss!

631 Cardinal Ln, Lexington

463 Pasadena Dr, Lexington
$328,000
3 Beds ⋅ 2 Baths ⋅ 26009785 MLS
Don't miss your chance to own this beautifully updated home in the highly desirable Southland neighborhood! Fully refreshed inside and out, this home is truly move-in ready and waiting for its next owner. Step inside and fall in love with the freshly refinished hardwood floors, new paint throughout, and an updated kitchen featuring stainless steel appliances and sleek granite countertops—perfect for both everyday living and entertaining. The home offers three bedrooms in the original layout, plus a spacious addition that provides incredible flexibility—ideal as a second living area, dining space, or even a fourth bedroom. Outside, you'll appreciate the fresh landscaping, brand-new windows, and a recently replaced roof, giving you peace of mind for years to come. The backyard is perfect for relaxing or hosting, complete with a large covered porch and a one-car garage for added convenience. Homes in Southland don't last long—schedule your showing today before it's gone! Owner/Agent

463 Pasadena Dr, Lexington

619 Longview Dr, Lexington
$322,000
3 Beds ⋅ 2 Baths ⋅ 25502563 MLS
Prime Southland Drive location! Gorgeous updates & spacious layout! Located in the highly sought-after Southland Drive area, this beautifully maintained home offers the perfect blend of charm, space, and convenience. Featuring hardwood floors throughout, a large living room with a wood burning fireplace and a spacious formal dining room. This 3-bedroom gem boasts a gorgeously updated kitchen with modern finishes and plenty of storage. The huge primary suite is a standout, offering a spacious en-suite bathroom and a versatile bonus room ideal for a home office, nursery, or private retreat. Enjoy morning coffee or evening relaxation in the screened-in porch overlooking a fully fenced backyard. A 2-car garage adds even more convenience just minutes from Southland Drive's shops and restaurants and close to the University of Kentucky campus, this home truly has it all. Don't miss your chance to live in one of Lexington's most desirable neighborhoods!

619 Longview Dr, Lexington

108 Dennis Dr, Lexington
$307,500
26014263 MLS
Office Space for Sale in the Heart of Lexington! Position your business for success with this exceptional office property in a highly desirable Lexington location. Conveniently situated just off Nicholasville Road and Regency Road, this office is only seconds from New Circle Road and minutes from downtown Lexington, providing easy access for clients and employees alike. The thoughtfully designed floor plan features three private offices, two spacious open work areas, a kitchenette, two restrooms, and multiple storage closets, offering flexibility for a variety of professional uses. The paved parking lot in the back provides ample off-street parking. New LVP flooring and fresh paint throughout the property. A covered rear patio provides a comfortable outdoor space for employee breaks, client gatherings, or collaborative work. Whether you're expanding your business, relocating your office, or seeking an investment opportunity, this well-located property offers functionality, convenience, and professional appeal in one of Lexington's most accessible business corridors. Schedule your private showing today!

108 Dennis Dr, Lexington