Monticello Real Estate

Monticello Real Estate

Welcome to Monticello, a charming subdivision nestled in the heart of Lexington, Fayette County, Kentucky. This picturesque neighborhood offers a perfect blend of tranquility and convenience, making it an ideal place to call home.

Monticello boasts a variety of housing options, from cozy single-family homes to spacious townhouses, providing something for everyone. The tree-lined streets and well-maintained properties create a welcoming atmosphere for residents and visitors alike.

Living in Monticello means enjoying easy access to a range of amenities and attractions. Just a short drive away, residents can explore the vibrant downtown area of Lexington, known for its eclectic mix of shops, restaurants, and entertainment options. Nature enthusiasts will appreciate the proximity to beautiful parks and green spaces, perfect for outdoor activities and relaxation.

Families are drawn to Monticello for its top-rated schools and safe, family-friendly environment. With a strong sense of community and plenty of opportunities for socializing and recreation, residents of all ages can find something to love about this neighborhood.

Whether you're looking for a peaceful retreat or a bustling urban lifestyle, Monticello offers the best of both worlds. Come discover the beauty and charm of this welcoming community in the heart of Lexington, Kentucky.

Newest Listings in Monticello

3462 Boston Rd, Lexington
$334,900
3 Beds ⋅ 2 Baths ⋅ 26028533 MLS
Welcome to 3462 Boston Road, a 3-bedroom, 1.5-bath split-level home in the Monticello subdivision with 1,645 square feet of finished living space, no HOA, and an oversized detached garage. The layout offers flexible living space across three levels, with updates and features that make this home both comfortable and functional. The main level features an open-concept living room and kitchen with granite countertops, stainless steel appliances, a large center island, and great storage. The breakfast bar overhang is perfect for afternoon snacks or entertaining, while three floor-to-ceiling storage closets offer exceptional storage beyond the kitchen cabinetry. Upstairs, you'll find three bedrooms and a full bath, with hardwood flooring throughout. The bathtub was professionally resurfaced in 2026, adding a fresh, updated touch to the bathroom. The lower level provides even more flexibility with a family/entertainment room, bonus room, half bath, and laundry area. The walk-up basement offers direct exterior access to the backyard, creating convenient options for everyday living. Outside, you will enjoy a very generous backyard, and the oversized detached garage provides parking for two vehicles plus valuable additional storage space. Located in Lexington's Monticello subdivision, this home is approximately one mile from Shillito Park, a 176-acre regional park featuring the Shillito Aquatic Center, eight tennis courts, 20 pickleball courts, baseball/softball fields, basketball courts, soccer fields, a football field, playgrounds, shelters, and 2.5 miles of paved multi-use trails. With its versatile split-level floor plan, generous storage, oversized detached garage, brand-new HVAC, spacious backyard, and convenient access to one of Lexington's most extensive parks, 3462 Boston Road offers a compelling combination of space, updates, and location.

3462 Boston Rd, Lexington
430 Plymouth Dr, Lexington
$305,000
3 Beds ⋅ 2 Baths ⋅ 26028149 MLS
Welcome to 430 Plymouth Drive, a lovely ranch with inviting living spaces and a backyard ready for gardening and outdoor enjoyment. Step inside to a spacious living room that flows into the eat-in kitchen, with access to an oversized screened-in porch overlooking the fully fenced backyard—the perfect spot for morning coffee or relaxing evenings. Down the hall, three bedrooms include a primary bedroom with a private half bath, while a full bathroom serves the hallway. The partially finished basement offers additional living space with a bar and lounge area, ideal for entertaining or unwinding. A separate unfinished area provides ample storage and convenient access to the home's mechanical systems. With room to gather, garden, and enjoy the outdoors, this charming ranch is ready to welcome you home.

430 Plymouth Dr, Lexington
423 Plymouth Dr, Lexington
$319,000
3 Beds ⋅ 2 Baths ⋅ 26028029 MLS
Settle into this comfortable home with Lexington favorites close by. Shillito Park, Fayette Mall, and The Summit at Fritz Farm put outdoor recreation, shopping, and dining just minutes away from this all-brick ranch with a full basement. A brand-new roof and updated windows add to its curb appeal. Inside, natural light fills the spacious living room, where new flooring creates a fresh, welcoming feel. From there, the home flows into the eat-in kitchen. The main level also includes an updated hall bath, two bedrooms, and a primary bedroom with an updated half bath. Downstairs, the partially finished basement offers two bonus rooms—space to imagine a cozy movie night, a creative workspace, or a quiet place to unwind—with ample storage in the unfinished area. With welcoming spaces upstairs, room to make the basement your own, and so many Lexington favorites nearby, this home makes everyday living easy to imagine.

423 Plymouth Dr, Lexington
575 Monticello Blvd, Lexington
$289,900
3 Beds ⋅ 2 Baths ⋅ 26023161 MLS
Welcome to this charming 3-bedroom, 1.5-bath home located in a desirable neighborhood and offering a fantastic blend of comfort, updates, and convenience! Original hardwood floors flow throughout most of the home, adding timeless character. Enjoy two separate living areas, including a front living room and a cozy bonus room in the back of the home filled with natural light. Just off the bonus room, you'll find a spacious laundry room. Outside, the large fully fenced backyard offers plenty of room to relax, play, or entertain, complete with a new paver patio. Recent updates include a new roof, new water heater, interior paint throughout most of the home, freshly painted kitchen cabinets, and landscaping improvements. The location is hard to beat! Convenient to Shillito Park, Wellington Elementary, Clays Mill Road, Fayette Mall, and downtown Lexington. Enjoy easy access to multiple grocery options, including Kroger, Meijer, Aldi, and Whole Foods. A one-year home warranty is offered with an accepted offer. Don't miss the opportunity to make this wonderful home your own!

575 Monticello Blvd, Lexington
423 Monticello Blvd, Lexington
$362,000
4 Beds ⋅ 2 Baths ⋅ 26019151 MLS
Welcome to 423 Monticello Boulevard, where comfort, convenience, and an unbeatable Lexington location come together. This all-brick ranch offers the versatility of a finished walkout basement, providing plenty of space for everyday living, entertaining, storage, or accommodating guests. The main level features a welcoming family room that flows into the eat-in kitchen, where you'll enjoy easy access to the expansive deck, replaced just one year ago—perfect for morning coffee, grilling, or relaxing while overlooking the backyard. Down the hall, you'll find two generously sized bedrooms, a full hall bath, and a private primary suite complete with its own full bathroom. The finished walkout basement expands your living space with a second family room, an additional bedroom, and a spacious utility and storage area, offering endless possibilities for a home office, recreation space, or guest quarters. Ideally located in Lexington, you'll appreciate the convenience of nearby shopping, dining, parks, schools, and quick access to major roadways, making commuting and enjoying everything the city has to offer a breeze. Don't miss the opportunity to make this move-in-ready home your own!

423 Monticello Blvd, Lexington
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