$420,000 Spacious and beautifully designed two-story home offering 5 bedrooms, 3.5 bathrooms, and approximately 3,300 square feet of comfortable living space. Step inside to a welcoming entrance foyer that leads into an open and functional layout perfect for everyday living and entertaining. The eat-in kitchen provides plenty of space for gatherings, while the cozy gas log fireplace adds warmth and charm to the main living area. Upstairs and throughout the home, you'll find generously sized bedrooms with walk-in closets, offering ample storage and flexibility. The home also features a 2-car garage and a private deck—ideal for relaxing or hosting outdoors. With its combination of space, comfort, and thoughtful design, this home is ready to meet a variety of lifestyle needs. 5 Beds ⋅ 4 Baths ⋅ 26007554 MLS Spacious and beautifully designed two-story home offering 5 bedrooms, 3.5 bathrooms, and approximately 3,300 square feet of comfortable living space. Step inside to a welcoming entrance foyer that leads into an open and functional layout perfect for everyday living and entertaining. The eat-in kitchen provides plenty of space for gatherings, while the cozy gas log fireplace adds warmth and charm to the main living area. Upstairs and throughout the home, you'll find generously sized bedrooms with walk-in closets, offering ample storage and flexibility. The home also features a 2-car garage and a private deck—ideal for relaxing or hosting outdoors. With its combination of space, comfort, and thoughtful design, this home is ready to meet a variety of lifestyle needs. 919 Winding Oak Trl, Lexington
$350,000 This is the kind of home that doesn't come around often—massive in size, flexible in layout, and packed with lifestyle features that make everyday living feel like an upgrade. With multiple living spaces including two separate living rooms, a dedicated sitting room, and a formal dining area, there's room here for everything from quiet mornings to hosting a full house of guests. The layout is ideal for multi-generational living or an in-law suite setup, offering privacy and versatility that's hard to find. You'll appreciate the convenience of two washer and dryer hookups, making daily routines smoother for larger households. Step outside and the property really starts to shine—relax on the front or back porch, unwind on the porch swing, entertain on the deck, or gather around the fire pit for evenings that just feel right. The home also features an attached shed for added storage and functionality. Location-wise, it's tough to beat: backing directly to the walking trails of Masterson Station Park and sitting less than 0.2 miles from the playground and sprayground, you're essentially living with a park in your backyard. Whether it's morning walks, letting the kids burn off energy, or just enjoying nature, this setting delivers. The home needs some cosmetic updates, but is your chance to step into instant equity and customize the space to your exact taste. Home also has a heated concrete ramp going to the basement for accessible living and easy snow melt. 5 Beds ⋅ 4 Baths ⋅ 26008974 MLS This is the kind of home that doesn't come around often—massive in size, flexible in layout, and packed with lifestyle features that make everyday living feel like an upgrade. With multiple living spaces including two separate living rooms, a dedicated sitting room, and a formal dining area, there's room here for everything from quiet mornings to hosting a full house of guests. The layout is ideal for multi-generational living or an in-law suite setup, offering privacy and versatility that's hard to find. You'll appreciate the convenience of two washer and dryer hookups, making daily routines smoother for larger households. Step outside and the property really starts to shine—relax on the front or back porch, unwind on the porch swing, entertain on the deck, or gather around the fire pit for evenings that just feel right. The home also features an attached shed for added storage and functionality. Location-wise, it's tough to beat: backing directly to the walking trails of Masterson Station Park and sitting less than 0.2 miles from the playground and sprayground, you're essentially living with a park in your backyard. Whether it's morning walks, letting the kids burn off energy, or just enjoying nature, this setting delivers. The home needs some cosmetic updates, but is your chance to step into instant equity and customize the space to your exact taste. Home also has a heated concrete ramp going to the basement for accessible living and easy snow melt. 2924 Trailside Dr, Lexington
$415,000 Located in the desirable Masterson Station neighborhood of Lexington, this home has been extensively updated inside and out. Exterior improvements include a freshly pressure-washed and painted exterior, new gutters, a refurbished deck with new decking and railings, freshly painted entrance posts and garage door, updated exterior lighting, and professional landscaping that enhances curb appeal. Inside, the entire home has been freshly painted, including walls and ceilings. The kitchen features new cabinetry, updated fixtures, new appliances, and beautiful Taj Mahal quartz countertops. Additional upgrades include new flooring, carpet, door hardware, ceiling fans, and granite surrounds at the fireplace. The bathrooms have been renovated with new vanities, matching Taj Mahal quartz countertops, updated mirrors, and a remodeled primary bath featuring a new soaking tub and tiled shower. Major mechanical improvements include the replacement of two HVAC units and all smoke detectors, providing added comfort, efficiency, and peace of mind. 3 Beds ⋅ 3 Baths ⋅ 26014267 MLS Located in the desirable Masterson Station neighborhood of Lexington, this home has been extensively updated inside and out. Exterior improvements include a freshly pressure-washed and painted exterior, new gutters, a refurbished deck with new decking and railings, freshly painted entrance posts and garage door, updated exterior lighting, and professional landscaping that enhances curb appeal. Inside, the entire home has been freshly painted, including walls and ceilings. The kitchen features new cabinetry, updated fixtures, new appliances, and beautiful Taj Mahal quartz countertops. Additional upgrades include new flooring, carpet, door hardware, ceiling fans, and granite surrounds at the fireplace. The bathrooms have been renovated with new vanities, matching Taj Mahal quartz countertops, updated mirrors, and a remodeled primary bath featuring a new soaking tub and tiled shower. Major mechanical improvements include the replacement of two HVAC units and all smoke detectors, providing added comfort, efficiency, and peace of mind. 925 Winding Oak Trl, Lexington
$425,000 Find peace in one of Lexington's fastest-growing areas with the space, flexibility, and location today's buyers are searching for. This spacious 4 bedroom, 4 bath home in Masterson Station offers an open-concept layout designed for both everyday living and entertaining, featuring a large living area, breakfast bar, dining space, and seamless flow throughout the main level. A second living area off the entry creates the perfect flex space for a home office, playroom, sitting room, or study. The spacious primary suite includes an updated en-suite bath and walk-in closet. The finished walkout basement significantly expands the living space with endless options for movie nights, guests, hobbies, fitness, or game-day gatherings. Outside, enjoy a fenced backyard with room to relax, entertain, or play. Located within walking distance to Sandersville Elementary and just minutes from Downtown Lexington, the Kentucky Horse Park, I-64/I-75, shopping, dining, and New Circle Road, this home offers the combination of space, convenience, and lifestyle that continues to make Masterson Station one of Lexington's most desirable neighborhoods. 4 Beds ⋅ 4 Baths ⋅ 26010158 MLS Find peace in one of Lexington's fastest-growing areas with the space, flexibility, and location today's buyers are searching for. This spacious 4 bedroom, 4 bath home in Masterson Station offers an open-concept layout designed for both everyday living and entertaining, featuring a large living area, breakfast bar, dining space, and seamless flow throughout the main level. A second living area off the entry creates the perfect flex space for a home office, playroom, sitting room, or study. The spacious primary suite includes an updated en-suite bath and walk-in closet. The finished walkout basement significantly expands the living space with endless options for movie nights, guests, hobbies, fitness, or game-day gatherings. Outside, enjoy a fenced backyard with room to relax, entertain, or play. Located within walking distance to Sandersville Elementary and just minutes from Downtown Lexington, the Kentucky Horse Park, I-64/I-75, shopping, dining, and New Circle Road, this home offers the combination of space, convenience, and lifestyle that continues to make Masterson Station one of Lexington's most desirable neighborhoods. 2863 Our Tibbs Trl, Lexington