Jessamine County Real Estate

Jessamine County Real Estate

Welcome to Jessamine County, a hidden gem nestled in the heart of Kentucky, where small-town charm meets modern convenience. Located just south of Lexington, Jessamine County boasts a rich history, vibrant communities, and stunning natural landscapes that make it a desirable place to call home.

The county seat, Nicholasville, is the perfect blend of rural tranquility and urban accessibility. With a population that reflects a warm, welcoming spirit, Nicholasville offers a variety of amenities including delightful local shops, cozy cafes, and a diverse selection of restaurants that cater to every palate. The annual events, such as the Jessamine County Fair, foster a strong sense of community, inviting residents and visitors alike to celebrate the county's heritage and camaraderie.

Nature enthusiasts will find plenty to love about Jessamine County. With its picturesque parks and scenic trails, outdoor activities abound. The beautiful Lake Mingo Park is a local favorite for fishing, picnicking, and leisurely strolls, while the nearby Kentucky River offers opportunities for kayaking and canoeing.

Education is a priority in Jessamine County, with highly rated schools and a commitment to fostering young minds. The county is also home to several higher education institutions, making it an ideal location for families and students alike.

Whether you're looking to settle down or simply explore, Jessamine County is a vibrant community that offers a blend of history, nature, and modern living. Discover your new home in Nicholasville, where every day feels like a breath of fresh air in this charming Kentucky county.

Newest Listings in Jessamine County

316 Hillbrook Dr, Nicholasville
$615,000
4 Beds ⋅ 5 Baths ⋅ 26030479 MLS
Welcome to this SPACIOUS 3-story home with a walk-out basement in Bell Place. NEW ROOF and NEW GUTTERS as of 10/26! It is conveniently located near shopping, parks, dining, and all the charm of Nicholasville. This one offers an expansive layout, flexibility, and a location that makes everyday life easy! With 4 bedrooms, 4 full baths and a half bath, there's room to spread out on every level. The main floor features a welcoming family room, formal dining room, living room, private office, and a large kitchen designed for gathering. The kitchen specifically includes, an eat-in bar, additional dining area, generous prep space, and luxury stainless steel "Miele" branded appliances (gas/induction range, FUTURA model dishwasher, and CAFE microwave) make the kitchen ready for everything from weeknight dinners to holiday cooking. Upstairs you'll find three generously sized bedrooms, including 2 more full bathrooms that help guests and family members live without chaos. One guest bedroom has a "Juliette" deck balcony feature that is so perfect foe journaling or an evening tea. A walk-In floored attic area is just one more storage space that has endless possibilities. Downstairs, the walk-out basement adds an entirely new level of possibilities for a 5th bedroom if needed. Other features include; a full bath, recreation area, wet sink, safe/storm room, a second oversized shelved storage room (offering pantry-style organization for bulk groceries, small appliances and/or household supplies), AND a massive unfinished area ready for hobbies, a workshop, exercise equipment, or just MORE storage— whatever your lifestyle requires. Outside, enjoy the back deck and fenced yard with plenty of room for furry family members. Don't overlook the rare 3-space side-entry garage, offering exceptional flexibility for vehicles, lawn equipment, recreational gear, or additional storage. If you've been looking for a home where you won't have to wonder, "Where are we going to put everything?"—this one may have your answer. Come check it out today.

316 Hillbrook Dr, Nicholasville
215 S Main St, Nicholasville
$265,000
4 Beds ⋅ 3 Baths ⋅ 26030475 MLS
Great investment opportunity in the heart of Nicholasville! This triplex unit won't last long. Call today to schedule your showing.

215 S Main St, Nicholasville
700 Anthony Dr, Nicholasville
$365,292
5 Beds ⋅ 3 Baths ⋅ 26030430 MLS
Contract writing period through Thursday, November 5th at NOON. The Sycamore Bend, part of the Trend Collection by Ball Homes, is a two-story plan that can be configured with up to five bedrooms, including a first-floor guest bedroom. The plan offers a versatile flex room off the entry and an open kitchen and family room at the rear of the home. A study and half bath can be configured as an additional bedroom and full bath. The island kitchen offers both a breakfast area and countertop dining, and a pantry. Upstairs are the primary bedroom suite, two bedrooms, a loft and a hall bath. The loft can also be configured as an optional bedroom. The primary bedroom suite includes a bedroom with vaulted ceiling, huge closet, and spacious bath with tub/shower, window, and linen storage. An upgrade bath offers a garden tub, separate shower, and picture window. Job# 37AA

700 Anthony Dr, Nicholasville
225 Madison Ave, Nicholasville
$580,000
4 Beds ⋅ 3 Baths ⋅ 26030332 MLS
A few weeks from completion. Welcome to 225 Madison Avenue, where exceptional craftsmanship meets timeless design. Spacious vaulted covered front porch that creates the perfect first impression. Step inside to discover a light-filled interior featuring an abundance of windows, soaring vaulted ceilings in both the foyer and great room, and beautiful upgraded engineered hardwood flooring throughout the main level. The impressive great room is anchored by a cozy fireplace with custom built-ins (shelves + mantle to be stained), creating a warm and elegant gathering space. The thoughtfully designed first-floor primary suite offers a private retreat with a spa-inspired ensuite featuring a freestanding soaking tub, tiled walk-in shower (with shower door), dual separate vanities, and a generous walk-in closet. A gorgeous wood-tread staircase leads to the second level, where an open loft provides flexible living space for a home office, playroom, or media area. Three additional spacious bedrooms and a full bathroom complete the upper level, offering plenty of room for family and guests. Continue the entertaining outdoors on the expansive vaulted covered back porch, an ideal setting for relaxing evenings or weekend gatherings. Blending luxurious finishes, functional design, and exceptional attention to detail, this beautiful new home offers the perfect combination of comfort, style, and everyday living. Home will also include carpet in bedrooms upstairs, wire shelving closets, stainless steel appliances and gas fireplace logs. Broker/owner.

225 Madison Ave, Nicholasville
108 Anderson Way, Wilmore
$699,900
4 Beds ⋅ 4 Baths ⋅ 26030320 MLS
This stunning custom-built home has been thoughtfully designed and meticulously maintained, with attention to detail in every corner. Located in the highly desirable Talbott subdivision in Wilmore, near Asbury University, it offers four bedrooms, three-and-a-half baths, and beautiful spaces for everyday living and memory making with your family. A spacious open floor plan welcomes you as you walk in the front door with gorgeous hardwood floors and a beautiful living room fireplace that creates warm inviting charm. The living area flows seamlessly into the bright, airy, thoughtfully designed kitchen, featuring ample cabinet storage and countertop space for meal preparation and entertaining. An eat-in dining area and bar seating provide the perfect gathering place for family meals and conversation. The exceptionally spacious main-level primary suite offers a relaxing retreat, complete with a private bath featuring a walk-in shower, soaking tub, stunning double vanity and walk-in closet. An additional bedroom on the main floor provides wonderful flexibility for guests or other needs, along with the convenience of a main level laundry area with a half bath. Thoughtfully designed wide hallways, doorways and stairs provide additional accessibility to accommodate wheelchair access if needed. Upstairs you'll discover a spacious open bonus area offering endless possibilities for a home office, playroom, craft room or additional gathering space. Two more generously sized bedrooms and a full bathroom with double vanity complete the upper level. Additional highlights include a large two car garage with extra storage space, as well as wonderful outdoor living areas featuring a welcoming porch and covered back patio, perfect for relaxing or entertaining. Call today for you private showing.

108 Anderson Way, Wilmore
520 Cassity Way, Nicholasville
$3,400,000
6 Beds ⋅ 7 Baths ⋅ 26030265 MLS
A Timeless Castle Experience! Step into a masterpiece reminiscent of European chateaus with magnificent Gothic Revival and Renaissance influences. This exquisite brick and stone home, situated on 5 acres of land, is designed for those who appreciate artistry and elegance. The stunning 'Stone Serenity' room features a 24' tall turret, perfect for gatherings, complete with custom-built forged doors and intricate craftsmanship. The chef's kitchen boasts a double island with granite countertops and a unique pantry door, creating an ideal space for culinary adventures. Experience luxury in the primary suite, complete with a spacious walk-in closet and a spa-like bath featuring a walk-in shower, soaking tub, dual vanities, and direct patio access. Each guest bedroom offers its own private walk-in closet and full bath, ensuring comfort for all. The basement showcases stylish bourbon barrel decor leading to a vibrant game room and a stunning wine bar, perfect for entertaining. A home theater provides the ultimate movie experience. Additionally, a separate guest house offers versatility as a bedroom, office, or gym ideal for guests or a personal retreat. This property also includes a 1-acre wooded lot across the street from the house. Everything in this home reflects exquisite taste and style. Owner/Agent.

520 Cassity Way, Nicholasville
400 Brannon Meadow Way, Nicholasville
$528,900
3 Beds ⋅ 3 Baths ⋅ 26030259 MLS
UNIQUE ALL-BRICK 1½-STORY HOME WITH OVER 2,400 SQ. FT. AND NUMEROUS UPGRADES! This beautiful all-brick home offers a spacious and versatile floor plan with over 2,400 square feet of living space, a two-car garage, and a wonderful combination of comfort, style, and functionality! The main level features 3 bedrooms and 2 full baths, including a spacious primary suite with a private ensuite bath featuring a relaxing soaking tub and separate shower. Enjoy a formal dining area, a comfortable breakfast area, and a large, upgraded kitchen offering plenty of space for cooking and entertaining. The inviting great room features a direct-vent gas fireplace with remote control, creating a warm and welcoming atmosphere. Additional highlights include attractive LVP flooring, a generously sized laundry room with utility sink, and a delightful 14' x 11' sunroom, perfect for relaxing and enjoying the outdoors year-round. Upstairs, you'll find a large bonus room or optional fourth bedroom, complete with a half bath and additional storage space—ideal for guests, a home office, recreation room, or private retreat. Recent improvements include upgraded HVAC and roof shingles, adding even more value to this exceptional home. With its timeless all-brick exterior, flexible floor plan, generous living spaces, and numerous upgrades, this home offers a wonderful opportunity for comfortable everyday living and entertaining.

400 Brannon Meadow Way, Nicholasville
221 Ashville Dr, Nicholasville
$289,900
3 Beds ⋅ 2 Baths ⋅ 26030256 MLS
Perfect!!! This Gorgeous 3 Bedroom 2 Bathroom Ranch Home Sits On A Flat, Lanscaped Almost 1/4 Acre Lot! Features Of This Home Includes An Open Floor Plan; Vaulted Ceilings; Real Harwood Floors; Granite Countertops In The Kitchen; New Paint; Generous Sized Bedrooms; A Master Suite With A Beautiful Full Tile Shower; Covered Rear Porch With Extended Patio (Perfect For The Hot Tub; Fully Fenced Yard And A Perfect Man Cave/She Shed/Shop/Garage With Electric. Schedule A Private Showing Today Before Its Too Late!

221 Ashville Dr, Nicholasville
200 Maple Lawn Cir, Nicholasville
$849,900
3 Beds ⋅ 3 Baths ⋅ 26030129 MLS
This home doesn't just welcome you in--it draws you in. Set on just over an acre beside the neighborhood water feature, this stunning one-level retreat delivers a quiet, intoxicating kind of luxury where everything feels slower, softer, and more intentional. With over 2,700 square feet under roof, space unfolds effortlessly, inviting you to relax and linger. The split-bedroom design creates privacy where it matters, featuring three bedrooms plus a flex room that adapts beautifully as a fourth bedroom, office, playroom, or formal dining space. The open-concept living area is the heart of the home--perfect for late nights, low lighting, good music, and conversations that stretch on without ever checking the clock. The primary suite is pure escape. Tucked away and quietly indulgent, it offers a spa-inspired ensuite bathroom, a huge walk-in closet, and a private deck made for slow mornings and even slower evenings. Step outside, breathe deep, and let the stillness wrap around you--the water nearby, the air calm, the world just far enough away. A side-entry garage keeps the focus on the home's clean lines and peaceful setting. This is the kind of place where you pour a drink, step outside barefoot, and realize... you're exactly where you're meant to be. Calm, confident, and undeniably alluring--this home is a whole mood.

200 Maple Lawn Cir, Nicholasville
225 Cannonball Dr, Nicholasville
$309,500
3 Beds ⋅ 2 Baths ⋅ 26030120 MLS
Welcome to 225 Cannonball Drive in Nicholasville! This well-maintained 3-bedroom, 2 full bath home offers a comfortable layout, thoughtful updates, and a backyard you'll love spending time in! Inside, you'll find great natural light, black kitchen appliances, and plenty of storage throughout. The spacious primary suite features a walk-in closet and private bath with a jetted tub, walk-in tile shower, and updated tile in 2026. Two additional hall closets provide even more convenient storage. The current owners have made several improvements, including a new HVAC system in 2024, new carpet in 2025, and a new dishwasher and garbage disposal in 2026. Additional updates include a new crawlspace vapor barrier and insulation in 2026, along with improvements to the garage door hardware. Step outside to a fully privacy-fenced backyard featuring an above-ground pool surrounded by a spacious deck, perfect for summer afternoons and entertaining friends and family. Recent improvements include updated pool pipes and electrical cords, new gates on the pool deck, replaced fence gates, and extended fencing along the right side of the property. There's also a backyard storage shed and plenty of room to enjoy the outdoor space beyond the pool. With an inviting layout, numerous recent improvements, and a backyard ready for making memories, 225 Cannonball Drive has so much to offer. Come see it for yourself!

225 Cannonball Dr, Nicholasville
117 Bass Pond Glen Dr, Nicholasville
$274,900
3 Beds ⋅ 2 Baths ⋅ 26030080 MLS
Great centrally located ranch only 15-20 minutes to Lexington and close to many amenities! This lovely three bedroom home offers many terrific features and a fully fenced backyard. This home offers a nice floor plan with an open kitchen/living space/dining area boasting vaulted ceilings. In addition, this property offers a large master suite w/ full bath/dual closets, two generous sized guest bedrooms, laundry closet and full guest bathroom. Other features include an attached two-car garage with ample storage space, updated 3.5-ton heat pump, fresh paint throughout, updated range and a covered front porch. Schedule your showing today before it is too late!!

117 Bass Pond Glen Dr, Nicholasville
113 Preston Pl, Nicholasville
$324,500
3 Beds ⋅ 2 Baths ⋅ 26029979 MLS
Well maintained Ranch featuring 3 bedrooms, 2 full bathrooms, 2 car garage, spacious kitchen with vaulted ceilings, granite countertops and stainless steel appliances, large open great room, 2 generous guest suites, large primary owner suite with walk in shower, covered porch overlooking large rear yard.

113 Preston Pl, Nicholasville
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