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1252 Gainesway Dr, Lexington
$450,000
3 Beds ⋅ 3 Baths ⋅ 26008888 MLS
Top to bottom renovation! Step into this stunning 3 bedroom, 2.5 bath immaculate gem where every detail has been polished to perfection. The open-concept main floor shines with a beautiful, updated kitchen featuring granite counters, stainless appliances, a pantry and abundant natural light. The first floor primary suite is a true standout with its brand-new custom tile shower, dual vanities and two closets. The second level provides plenty of room with two large bedrooms, while the lower level offers incredible potential for future growth, with egress windows and fireplace. Enjoy outdoor living with the large deck, fenced yard and beautiful landscaping. The rear-entry garage provides extra room for gear and vehicles. Convenient to New Circle, UK, Baptist Hospital and Downtown. This is the one you've been waiting for.

1252 Gainesway Dr, Lexington

3362 Pimlico Pkwy, Lexington
$415,000
4 Beds ⋅ 3 Baths ⋅ 26020347 MLS
Set on more than a third of an acre backing directly to Tates Creek Golf Course, 3362 Pimlico Parkway offers comfortable, easy living. A covered entry opens to the foyer, and the living room beyond is anchored by a wall of windows framing wide views across the fairway. The main level is built for both everyday life and gathering, with a spacious living room, a large dining room, a well-sized kitchen with tile backsplash, and a breakfast room that could work equally well as a home office. The vaulted primary suite is a genuine retreat, featuring a sitting area, en-suite bathroom, and a generous walk-in closet. Two additional bedrooms and a full bath complete the main floor. The finished walk-out basement adds meaningful space with a family room, a fourth bedroom, a full bath and laundry room. Ample walk-in storage with built-in shelving and an oversized garage round out the level. Outdoor living is a highlight. A vaulted screened porch with skylights opens to an expansive upgraded deck overlooking perennial gardens and the course beyond. Newer HVAC and roof offer peace of mind for the next owner. Located a short distance from Man o' War Boulevard and Tates Creek Road, with easy access to shopping, dining, and everything Lexington has to offer. Golf course settings in this price range rarely come available. Make this wonderful one yours.

3362 Pimlico Pkwy, Lexington

3303 Pimlico Pkwy, Lexington
$410,000
3 Beds ⋅ 3 Baths ⋅ 26017097 MLS
Don't miss this beautifully remodeled home in the heart of Lexington! Gorgeous hardwood floors welcome you into a home that perfectly blends timeless charm with modern style. The stunning kitchen features quartz countertops, stainless steel appliances, and opens to the spacious yet cozy family room with a wood-burning fireplace and an abundance of natural light. The primary suite is a true retreat, complete with a beautifully updated ensuite featuring a tiled glass shower, double vanity, and a walk-in closet. Two additional bedrooms and a bright, updated full bath complete the main level. Need extra space? The finished basement offers endless possibilities with a large flex area and its own full bathroom, ideal for a home office, recreation room, gym, or guest space. The outdoor living is just as impressive! Relax year-round in the oversized three-season room, or step outside to enjoy the private, fenced backyard that feels like your own peaceful retreat. Schedule your private showing today!

3303 Pimlico Pkwy, Lexington

3337 Crown Crest Rd, Lexington
$396,500
4 Beds ⋅ 2 Baths ⋅ 26019645 MLS
Welcome to 3337 Crown Crest Road, a beautifully updated 4-bedroom, 2-bath brick ranch that rests on a basement. This home offers the perfect blend of classic charm with a modern touch while centrally located in the Gainesway neighborhood on a low traffic street. Inside, you'll find an open concept, hardwood flooring and a beautifully renovated kitchen featuring quartz counters and a sizable butcher block island. A functional layout designed for everyday living and entertaining. Down the hall, you have 2-bedrooms, a full bathroom, and your primary suite with an en suite bedroom. The full finished basement provides flexibility with additional living space, including a fourth room that can serve as a bedroom, office, or workout space. Outside you'll enjoy a welcoming front porch, spacious backyard, and a covered back deck perfect for relaxing or entertaining. The attached rear-entry garage enhances curb appeal while providing added convenience. Ideally situated less than five minutes from New Circle Road, Tates Creek Golf Course, Lansdowne Shoppes, Kroger, and more. Don't miss your opportunity to make this centrally located gem your own!

3337 Crown Crest Rd, Lexington

1023 Claiborne Way, Lexington
$395,000
4 Beds ⋅ 2 Baths ⋅ 26005454 MLS
Completely renovated 4 bedroom, 2 full bath ranch in the heart of Gainesway with intentional design throughout. The white painted brick exterior, black windows, covered front porch, and extended oversized driveway create standout curb appeal. Inside, the open floor plan is filled with natural light and features refinished hardwood flooring throughout, updated lighting, and a clean, cohesive design. The kitchen offers all new cabinetry, quartz countertops carried up the backsplash, and Café brand appliances including a double oven, cooktop with hood, dishwasher, and refrigerator. The kitchen features a large island that serves as the natural gathering space of the home. The walk-in laundry room includes custom pantry shelving and a granite countertop for added storage and functionality. The hall bathroom has been fully remodeled with tile flooring, tiled tub surround, new vanity, and toilet. The primary suite features a renovated bathroom with tile flooring, walk-in tiled shower, new vanity, and a clawfoot soaking tub positioned within the shower. The backyard is fully fenced and designed for both everyday use and entertaining, with an oversized patio and a custom covered pergola with horizontal privacy slat walls creating a private outdoor living space. A large storage shed with lift-up door measures approximately 20'5" x 16'3". Major improvements completed within the past few years include roof, HVAC, water lines, windows, insulation, crawl space encapsulation with vapor barrier and dehumidifier, updated electrical, driveway, patio, and more . Move-in ready with extensive updates in a well-established neighborhood with easy access to grocery, restaurants, shopping, and more. A truly unique opportunity.

1023 Claiborne Way, Lexington

3476 Dixiana Dr, Lexington
$395,000
3 Beds ⋅ 3 Baths ⋅ 26020216 MLS
Beautifully updated ranch with a full finished walkout basement on a quiet, low-traffic street! This move-in-ready home offers 3 bedrooms, 2.5 baths, beautiful hardwood floors, and an updated kitchen featuring a gas range. The spacious finished walkout basement provides flexible living space perfect for a family room, home office, gym, or recreation area. Enjoy the beautifully landscaped, fully fenced backyard—ideal for entertaining, gardening, or pets. Additional updates include new windows for improved energy efficiency and abundant natural light, dishwasher 2024 and EV Charger. Conveniently located just minutes from downtown Lexington, the University of Kentucky, shopping, dining, and with quick access to New Circle Road. Don't miss this opportunity to own a beautifully updated home in a prime location!

3476 Dixiana Dr, Lexington

1288 Gainesway Dr, Lexington
$375,000
4 Beds ⋅ 2 Baths ⋅ 26019457 MLS
Welcome to 1288 Gainesway Drive! This spacious 4-bedroom, 2-full-bath home offers 2,750+ sq. ft. of finished living space in the heart of Southeast Lexington. Step inside to find rich hardwood flooring, a welcoming entrance foyer, and a cozy living room featuring one of two masonry fireplaces. The light-filled main level flows seamlessly into a well-appointed kitchen equipped with a range, dishwasher, and refrigerator. Downstairs, the finished walk-out basement doubles your entertaining options with a secondary living space, wet bar, and a second fireplace - perfect for movie nights or hosting guests. Outside, enjoy a lush, tree-lined yard from your choice of the covered porch, deck, or patio. Complete with an attached garage and carport, this move-in-ready home sits just minutes from local parks, pools, Chinoe Kroger and Tates Creek schools. Schedule your private showing today!

1288 Gainesway Dr, Lexington

1380 Tanforan Dr, Lexington
$369,900
5 Beds ⋅ 3 Baths ⋅ 26005258 MLS
Homes like this don't come along often—this property has been home to the same family for over 30 years and is ready for its next chapter. This spacious 5-bedroom split foyer offers incredible flexibility with room to live, grow, and entertain. The upper level features a large living room, expansive kitchen, three bedrooms, and two full bathrooms. Downstairs you'll find two additional bedrooms, a comfortable family room, a large rec room, and a third full bathroom. This gives you many options; a man cave layout, ideal for guests, multi-generational living, or simply bonus space for hobbies. When you are ready to step outside, you are welcomed by a massive deck that spans the full width of the home, covering patio below that is perfect for relaxing or entertaining. This is situated on nearly 1/3 of an acre, and features an oversized two-car garage and a large above-ground pool just in time for summer. If you've been looking for space, versatility, and a home with a long-standing sense of pride in ownership, wait no longer!

1380 Tanforan Dr, Lexington

3512 Winding Dr, Lexington
$365,000
3 Beds ⋅ 3 Baths ⋅ 26019889 MLS
Find peace in Gainesway, one of South Lexington's most established and desirable neighborhoods. Tucked away on a quiet dead-end street surrounded by mature trees, this beautifully updated home offers the perfect blend of privacy, comfort, and convenience. Inside, you'll find a renovated kitchen with quartz countertops, stainless steel appliances, and an inviting dining area. Spacious bedrooms, a versatile flex room, and a bright sunroom with remote-controlled skylight shades provide flexible living spaces filled with natural light. The primary suite features an updated bath with dual vanities, while a new HVAC system and newer roof offer added peace of mind. Step outside to a private patio overlooking the partially fenced, tree-lined backyard. Ideally located just minutes from New Circle Road, the University of Kentucky, shopping, dining, and parks, this move-in-ready home delivers the lifestyle buyers are looking for in the heart of South Lexington.

3512 Winding Dr, Lexington

3320 High Hope Rd, Lexington
$350,000
4 Beds ⋅ 2 Baths ⋅ 26013703 MLS
Welcome home to this beautifully updated ranch offering space, comfort, and versatility! Featuring 4 bedrooms and 2 full bathrooms, including a desirable first-floor primary suite with a private en-suite bath, this home provides a functional layout designed for everyday living. The heart of the home is the oversized eat-in kitchen, recently updated with beautiful new cabinetry and plenty of space for gathering with family and friends. Gorgeous hardwood floors flow throughout the main level, adding warmth and timeless character. The full walk-out basement provides an abundance of additional living space, featuring a large great room perfect for entertaining, relaxing, or hosting game-day gatherings. An additional finished room offers endless possibilities as a home office, craft room, playroom, fitness space, or hobby room. Step outside and discover your own backyard retreat! A large deck overlooks the expansive, flat, fully fenced backyard, providing the perfect setting for outdoor dining, summer cookouts, and family gatherings. The outdoor brick BBQ grill adds charm and functionality, making this backyard an entertainer's dream. With generous living areas, beautiful hardwood floors, an updated kitchen, flexible basement space, and an incredible outdoor living area, this move-in-ready ranch offers the perfect combination of comfort, convenience, and lifestyle. Don't miss your chance to make this exceptional property your new home! Co-owner is a licensed real estate agent in the state of KY.

3320 High Hope Rd, Lexington

3279 Waterford Park, Lexington
$325,000
4 Beds ⋅ 2 Baths ⋅ 26019755 MLS
Tucked away on a quiet cul-de-sac in the established Gainesway neighborhood, 3279 Waterford Park is a warm and welcoming four-bedroom, two-bath brick home filled with character, flexible living space, and an exceptional backyard designed to be enjoyed. From the memorable red front door to the mature trees surrounding the property, this is a home that feels comfortable and familiar from the moment you arrive. Step inside to a bright interior featuring hardwood floors, detailed trim, crown molding, and a traditional floor plan that provides plenty of room for everyday living without sacrificing the charm of defined spaces. The spacious front living area features built-in shelving and offers the flexibility to serve as a second sitting room, home office, library, playroom, music room, or creative space. Large windows bring in natural light, while the easy connection to the nearby dining room allows the front of the home to feel open and inviting. The formal dining room provides a natural setting for everything from quiet weeknight meals to holidays and gatherings with friends. It connects easily to the kitchen, creating a comfortable flow through the center of the home. Exceptionally well maintained and fully functional, the kitchen offers abundant cabinetry, generous workspace, stainless steel appliances, and a center island with seating for casual meals, conversation, or morning coffee. At the back of the home, the family room becomes the true heart of the house. A substantial stone fireplace and built-in shelving create a warm focal point and give the room the kind of character that makes you want to settle in and stay awhile. Whether it is a quiet evening by the fire, a movie night, or time spent entertaining, this space feels comfortable, inviting, and connected to the rest of the home. French doors open directly from the family room onto the expansive covered porch, creating a seamless connection between the indoor and outdoor living spaces. More than simply a place to step outside, the porch feels like an additional living room. There is plenty of space to relax with a cup of coffee, host a weekend cookout, enjoy the sound of a summer rain, or unwind at the end of the day while looking out over the backyard. The outdoor space is one of the property's most memorable features. The large, fully fenced yard is framed by mature shade trees and established landscaping, offering a sense of privacy along with an impressive amount of usable space. There is room to entertain, garden, play, or simply enjoy the outdoors without feeling crowded. A built-in firepit creates a second gathering area for cool evenings and long conversations, while the broad lawn provides endless possibilities for recreation or future outdoor projects. A large storage shed adds valuable space for tools, lawn equipment, bicycles, and seasonal belongings without taking away from the beauty or function of the yard. Inside, four bedrooms and multiple flexible living areas provide options for guests, work, hobbies, or changing needs. The spacious primary bedroom features hardwood flooring, crown molding, multiple windows, and enough room for substantial furniture without feeling crowded. A dedicated laundry area and additional versatile spaces add everyday convenience while preserving the welcoming personality found throughout the home. Important recent improvements offer added peace of mind, including a new roof installed in June 2026, a new water heater in 2026, and an air-conditioning system replaced in 2024. The heating system has been regularly serviced and inspected and is in good working order. Comfortable, well cared for, and full of warmth, 3279 Waterford Park is more than a collection of rooms. It is a home with inviting spaces, a fireplace that draws people together, a covered porch that encourages you to slow down, and a backyard that gives you every reason to stay awhile.

3279 Waterford Park, Lexington

3308 Crown Crest Rd, Lexington
$316,700
3 Beds ⋅ 2 Baths ⋅ 26020636 MLS
Welcome home to this charming Gainesway gem! This well-maintained 3-bedroom, 1.5-bath home offers comfort, character, and functional living space throughout. Hardwood floors enhance the main living areas and bedrooms, while the spacious kitchen features an abundance of white cabinetry, stainless steel appliances, and a sliding glass door leading to the deck. The finished lower-level family room showcases durable laminate flooring, a convenient half bath, and a cozy masonry wood-burning fireplace with an insert and blower—perfect for chilly evenings. An oversized one-car attached garage provides additional storage and workspace. Step outside to enjoy the large, fenced backyard complete with a garden area and storage shed, offering plenty of room for entertaining, gardening, or play. Don't miss your opportunity to make this Gainesway charmer your next home!

3308 Crown Crest Rd, Lexington

3407 Greentree Rd, Lexington
$310,000
3 Beds ⋅ 2 Baths ⋅ 26013534 MLS
What a great location! Minutes from Chinoe, Lansdowne shops, TatesCreek Center, Man O War and New Circle Rd. This classic brick, ranch style home has 3 bedrooms and 2 baths, open floor plan with large eat in kitchen. Enjoy this upcoming fall/winter season by having meals in front of the wood burning fireplace. Hardwood floors throughout most of the home, upgraded wood cabinets in the kitchen along with granite counter tops and stainless steel appliances. Large pantry with back door that has a pet door. There is a breakfast bar in the kitchen overlooking the living room. The baths have updated vanities with the primary shower that has been tiled and has a glass door. There is an abundant amount of storage closets in this home. The 4 season room can be utilized in anyway you like. Seller is leaving high end cabinets in the two car garage and has extended the driveway to add space for parking and/or recreational vehicles. The backyard is fenced with 2 storage sheds. Not only is there a cover front porch but a cover rear patio as well. This large one level living is ideal and will not last long. Schedule your showing quickly! Selling As Is!

3407 Greentree Rd, Lexington

1034 Castleton Way, Lexington
$305,000
3 Beds ⋅ 2 Baths ⋅ 26010391 MLS
Step into timeless mid-century modern style with all the modern updates already done for you. This beautifully maintained 4 bedroom, 2 bathroom tri-level home in Lexington's beloved Gainesway neighborhood is the perfect blend of classic architectural character and worry-free, contemporary living. The moment you walk in the door the main level greets you with vaulted ceilings that flood the space with natural light. The thoughtful tri-level design provides distinct zones for living, sleeping, and gathering — giving every member of the household their own sense of space without sacrificing connection. The lower level adds incredible versatility to this home, featuring a spacious flex room that easily serves as a 4th bedroom, a family room, a media space, or a private guest suite — whatever your lifestyle calls for. A large full bathroom on this level makes it ideal for flexibility. You'll also love the separate, generously sized utility room. What truly sets this home apart is the extensive list of recent improvements that make it genuinely move-in ready. The big-ticket items? Already handled. Enjoy peace of mind with all-new plumbing (2022), a new HVAC system (2022), a brand-new bathroom addition (2022), a roof that's only 6 years old, and beautifully refinished original hardwood floors (2022). The exterior was completely transformed in 2022 with new Hardie plank siding. In 2025, the crawlspace was fully encapsulated for improved energy efficiency and air quality. And to top it all off, the entire interior was freshly painted in 2026, giving the home a crisp, clean, ready-to-enjoy feel. Outside, you'll find one of the rarest features in Lexington: a generously sized yard with room to play, garden, entertain, or simply unwind under the open sky. An additional driveway provides extra parking for guests, a boat, an RV, or a second vehicle — a feature that's hard to come by in established neighborhoods. Located in the heart of Gainesway, this home offers easy access to shopping, dining, parks, and schools, all while sitting in a neighborhood known for its mature trees, friendly atmosphere, and convenient location.

1034 Castleton Way, Lexington

3418 Greentree Rd, Lexington
$292,000
5 Beds ⋅ 2 Baths ⋅ 26015081 MLS
Lovingly cared for and updated by the same family for more than 50 years, this brick ranch on a finished walk-up basement offers a lot of living space and a modern floor plan in convenient and established Gainesway neighborhood. Walls were removed to create the open floorplan Buyers love featuring a spacious kitchen with tons of cabinetry and countertops, and an island that provides perfect prep space for the home chef. Natural light from the replacement windows fills the great room highlighting the original hardwood floors. Three bedrooms on the first floor, including one with added shelving and washer/dryer hookups that could easily serve as a generous laundry room or walk-in closet. The updated full bath features a walk-in shower. Finished walk-up basement expands the living area with two additional bedrooms, full bath, a family room with a wood-burning fireplace insert and a large unfinished workshop perfect for hobbies, projects, or additional storage. The outdoor space offers privacy and a spacious deck overlooking a peaceful, park-like yard with mature trees and established landscaping. It's a peaceful retreat in the heart of convenient Gainesway, just minutes from the University of Kentucky, downtown Lexington, Kroger Field and the Arboretum.

3418 Greentree Rd, Lexington

3195 Aqueduct Dr, Lexington
$210,500
2 Beds ⋅ 2 Baths ⋅ 26014340 MLS
Welcome home to this well-maintained property in the heart of Lexington! Featuring beautiful luxury vinyl plank flooring and tile throughout, this home offers 2 spacious bedrooms, 1 full bathroom, and 1 half bathroom, providing both comfort and functionality. Enjoy relaxing evenings by the fireplace in the large living room, perfect for entertaining or unwinding after a long day. The eat-in kitchen offers ample dining space and is equipped with a brand-new oven and dishwasher. Several windows and doors have been updated, adding to the home's appeal. Conveniently located near shopping, dining, parks, schools, and major roadways, this home offers easy access to everything Lexington has to offer while being tucked away in an established neighborhood. Don't miss the opportunity to make this charming property your own!

3195 Aqueduct Dr, Lexington

3462 Sutherland Dr, Lexington
$172,250
2 Beds ⋅ 2 Baths ⋅ 26022144 MLS
Homeownership made easy! This well-maintained all-brick townhome offers the comfort, convenience's, and low-maintenance lifestyle you've been looking for. Featuring 2 bedrooms with generous closet space, dedicated parking, and a fully fenced private garden patio designed for easy outdoor enjoyment - morning coffee or intimate dinner. Inside, thoughtful custom built-ins add character and functionality, including a dining-area built-in hutch that's perfect for a coffee bar and living-room shelving ideal for books, albums, favorite collections, and additional storage closet. NOTE: All appliances remain for the new owner's convenience. Mechanical room, off the centrally located Powder Room, houses the water heater, panel box and furnace for easy filter change. Major updates include new roof shingles and new water heater in 2024. Lovingly maintained by the same owner for 26 years, the home has benefited from numerous improvements over the years, including updated light fixtures and ceiling fans, custom built-ins, new vanities and sinks, and more. For more details, see the attached thorough list of improvements. The HOA adds even more value with swimming pool, clubhouse, lawn mowing, and snow removal. Conveniently located near Kroger, restaurants, New Circle Road, and University of KY/Kroger Field and multiple hospitals, approximately 3.2 miles away, with Downtown and Rupp Arena approximately 5 miles away. Priced to offer an exceptional opportunity for homeownership while leaving room to add your own personal touches. Come see why this cozy, well-loved townhome could be the perfect place to settle in and make your own.

3462 Sutherland Dr, Lexington

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