The Oaks Real Estate

The Oaks Real Estate

Welcome to The Oaks, a picturesque subdivision nestled in the heart of Kentucky, where charm meets modern living. This serene community is a hidden gem, offering a perfect blend of tranquility and accessibility. With its tree-lined streets and beautifully manicured lawns, The Oaks is a place where families thrive and neighbors become lifelong friends.

The Oaks boasts a variety of stunning homes, each designed with thoughtful attention to detail and quality craftsmanship. Whether you’re seeking a cozy single-family home or a spacious residence for your growing family, you’ll find an array of architectural styles that cater to diverse tastes and lifestyles. Many properties feature expansive backyards, perfect for summer barbecues or quiet evenings under the stars.

Life in The Oaks is enriched by its proximity to some of Kentucky’s finest amenities. Residents enjoy easy access to local parks, shopping centers, and top-rated schools, making it an ideal location for families. The community is also just a short drive away from the vibrant culture and entertainment options of nearby cities, offering the best of both worlds.

For outdoor enthusiasts, The Oaks is surrounded by beautiful landscapes and recreational opportunities. Explore scenic hiking trails, enjoy a leisurely afternoon at the local park, or take a short trip to nearby lakes for fishing and boating.

Discover the charm of The Oaks, where a welcoming community awaits you. Here, you can create lasting memories in a place that feels like home. Come and experience the lifestyle that makes The Oaks one of Kentucky’s most desirable neighborhoods!

Newest Listings in The Oaks

$335,000
3 Beds 4 Baths 26024248 MLS
Welcome to the Transylvania, a spacious two-story condo with a finished basement tucked inside the gated Oaks community. With generous living space across three levels, this home delivers the comfort of a single-family residence with the convenience of low-maintenance condo living. The main level features hardwood floors and an inviting open floor plan designed for both everyday living and entertaining. The family room is anchored by a fireplace with built-ins, while the beautifully remodeled eat-in kitchen shines with all-new appliances installed in July 2026. Replacement windows and doors, added in 2015, enhance the home's comfort and efficiency. Step through the sliding glass door into your own private courtyard retreat, complete with pavers, a mature shade tree, storage shed and brick privacy wall. A secure rear gate leads directly to the two-car covered carport. Upstairs, the spacious primary suite offers a private bath and walk-in closet. The former balcony, professionally enclosed by Champion Windows, features heated tile floors and creates a wonderful year-round bonus space. The second upstairs bedroom is equally inviting with its own private en suite bath. The finished basement adds even more versatility with a third bedroom featuring egress windows, a full bath, family room or recreation area, and a separate utility and laundry room. One of this home's greatest surprises is the exceptional amount of storage available throughout all three levels, something rarely found in condo living. Surrounded by mature trees, The Oaks offers a peaceful, walkable setting with a clubhouse, recreation room, in-ground pool and tennis courts. Kirklevington Park is conveniently located just across the street. The $481 monthly HOA fee makes ownership refreshingly simple, with owners responsible only for electric and internet. Whether you are searching for a full-time residence or an easy-to-maintain second home, this one offers the space, privacy and amenities to enjoy it all.

395 Redding Rd Unit 41, Lexington

$255,000
2 Beds 2 Baths 26024373 MLS
Welcome to The Oaks, a desirable gated community offering privacy, convenience, and a peaceful setting in the heart of Lexington. This beautifully remodeled 2-bedroom, 2-bath, top floor condo features thoughtful updates and an inviting open feel, with serene views overlooking green space. The redesigned kitchen offers a fresh, modern aesthetic, while the remodeled primary bath provides a stylish retreat. Engineered hardwood floors flow throughout the main living areas, complemented by a cozy wood-burning fireplace that creates the perfect gathering space. A glass-enclosed patio extends the living space and provides a wonderful spot to relax and enjoy the peaceful surroundings year-round. The Oaks offers an exceptional lifestyle with on-site management, gated security, a community pool, clubhouse, and tennis court. Residents also enjoy an active social community with planned gatherings and opportunities to connect with neighbors, creating a welcoming sense of community. Tucked away in a quiet setting yet close to everything, The Oaks is conveniently located near Kirklevington Park and the Lexington Tennis Club, with shopping and dining just minutes away. Enjoy easy access to the University of Kentucky, downtown Lexington, and Blue Grass Airport, approximately 15 minutes away. A beautifully updated home in a gated community with wonderful amenities, an engaging social atmosphere, and an exceptional location—this is Lexington living at its best! Some photos are virtually staged.

395 Redding Rd Unit 242, Lexington

$429,990
3 Beds 3 Baths 26014735 MLS
Located in the gated community of The Oaks, 398 Carriage Lane offers over 4,000 finished square feet of living space on approximately 0.63 acres and is just minutes from Lake Cumberland and Jamestown Marina. This home features 3 bedrooms, 3 full bathrooms, and an additional room in the finished basement that is currently being used as a bedroom and includes a closet. The main level offers an eat-in kitchen with breakfast bar, formal dining room, spacious living area, and a functional layout that works well for both everyday living and entertaining. The primary suite includes access to a private back porch, while the home also offers a wrap-around front porch and additional outdoor living space to enjoy the peaceful setting. The finished basement includes a large game room with a custom pool table that will remain with the property, along with a two-car garage and an additional side room that would make an excellent workshop, storage area, hobby room, or home gym. Recent updates include a newer roof. Outside, the property features a dedicated dog yard with a chain-link fence, providing a secure and low-maintenance area for pets. The stock tank pool area offers another great outdoor space to relax and enjoy the warmer months. Most of the furniture is negotiable, creating the opportunity for a move-in ready or vacation home setup. Residents of The Oaks enjoy private access to Lake Cumberland. The property is located approximately 1.9 miles from Jamestown Marina and about 3 miles from Jamestown Square, providing convenient access to boating, dining, shopping, and local amenities.

398 Carriage Ln, Jamestown

$575,000
4 Beds 3 Baths 26004391 MLS
Welcome to Lake Cumberlands newest SHOW STOPPER! Better than new and thoughtfully designed, this 2023 modern craftsman blends luxury finishes, smart design, and timeless character right here in the heart of Jamestown, KY in the highly sought after gated community- The Oaks! Offering 4 bedrooms and 3 full baths. The main level features 10' ceilings, 8' doors, and European oak engineered hardwood flooring (50-year warranty). Vaulted living room with wood beams and a wood-burning fireplace with stone veneer and custom wood mantle creates a warm focal point. The kitchen includes quartz countertops, custom floating shelving, Kohler cast iron under-mount sink, touchless Delta faucet, and GE Café appliances including a double oven convection range with air fry & WiFi, counter-depth French door refrigerator, convection microwave, dishwasher, and butler bar pantry with GE Café wine refrigerator. The special order Louisville Tile glass mosaic backsplash at the bar adds an extra custom touch. Main level offers two bedrooms and two full baths, including a primary suite with a tiled bath and double shower heads offering a rain shower. Upstairs features two additional bedrooms and full bath with tub/shower. Additional features include Anderson black windows, Honeywell WiFi thermostat, custom closet shelving, spacious laundry room with built-ins, double desk workspace, butcher block tops and abundant storage throughout. Step outside and enjoy the home's inviting outdoor living spaces, featuring multiple covered porches perfect for morning coffee or winding down in the evening. The spacious back patio was designed with entertaining in mind, offering plenty of room for gatherings and already equipped with a hot tub hookup, creating the ideal setting to relax and enjoy the outdoors year-round. Lake days are just around the corner and so is this house to Jamestown Marina. Square footage, lot size & school district to be verified by buyer.

255 Lantern Way, Jamestown

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