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Homes for Sale in Jessamine County KY with 5-Bedrooms

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  • /4

    $539,453 New Construction

    • 5 Beds
    • 3 Baths
    • 2,754 Sq Ft

    104 Hawks Bill Ct, Nicholasville, KY 40356

    The Jackson II is a spacious four bedroom home with a downstairs guest suite. The two story foyer has a railed overlook above and encompasses a stairway with a feature window over the landing. The family room and breakfast overlook the rear yard, and the centrally located kitchen is open to all main living areas of the home, for good traffic flow and entertaining. A large pass-through utility

    Agent Photo

    Joseph Smallwood

    Christies International Real Estate Bluegrass

    (859) 549-3128

    104 Hawks Bill Ct, Nicholasville, KY 40356
  • /44

    $589,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 2,859 Sq Ft

    105 Peoples Meadow, Nicholasville, KY 40356

    This stunning 5-bedroom, 3.5-bath home offers style, function, and thoughtful design throughout. The gorgeous kitchen features oversized pendant lighting, designer tile backsplash, sleek quartz countertops, and a generously sized pantry, perfect for everyday living and entertaining. The main level includes a spacious primary suite with direct access to the laundry/utility room, a flex space ideal

    Agent Photo

    Diane K Scott

    The Brokerage

    (859) 955-8466

    105 Peoples Meadow, Nicholasville, KY 40356
  • /111

    $3,480,000

    • 6 Beds
    • 6.5 Baths
    • 10,624 Sq Ft

    520 Cassity Way, Nicholasville, KY 40356

    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 is designed for those who appreciate artistry and elegance. The stunning 'Stone Serenity' room features 24' tall turret, perfect for gatherings, complete with custom-built forged doors and intricate craftsmanship.The

    Nasim Noorazar Lifstyl Real Estate

    520 Cassity Way, Nicholasville, KY 40356
  • /42

    $525,000

    • 5 Beds
    • 3 Baths
    • 2,808 Sq Ft

    804 Shelburne Way, Nicholasville, KY 40356

    This is the rare combination buyers search for: upscale finishes, thoughtful design, and a backyard setting that simply cannot be replicated. This executive home delivers elevated living at every turn-- with irresistible Kentucky bluegrass views. From the moment you step inside, artisan workmanship and upscale finishes create an atmosphere of refined comfort. The gourmet kitchen anchors the home

    Sheldon Parrott Bluegrass Properties Group

    804 Shelburne Way, Nicholasville, KY 40356
  • /151

    $1,995,000

    • 6 Beds
    • 8.5 Baths
    • 9,800 Sq Ft

    110 Golf Club Dr, Nicholasville, KY 40356

    A golfer's delight, located in Harrods Ridge, on a one-acre lot, 110 Golf Club is a 9800+ sq feet Estate. It boasts 6 bedrooms and 8 and 1/2 baths, with a four-car oversized garage. From the circular driveway, you are met at the front doors with an impressive double spiral staircase. The formal dining room to the left is a gracious two-story barrel ceiling with room for a 10 person dining table.

    John Scott Durbin Bluegrass Sotheby's International Realty

    110 Golf Club Dr, Nicholasville, KY 40356
  • /32

    $499,900

    • 5 Beds
    • 3 Baths
    • 2,876 Sq Ft

    105 Tattersalls Dr, Nicholasville, KY 40356

    **** 1-Year Home Warranty available @ Closing**** A refreshing escape from city traffic, but just 5 miles from grocery, dining, and shopping, this nearly 3,000 s.f. home blends everyday function with elevated detail. An inviting entry introduces wide plank flooring and sightlines to an open family room with windows overlooking the rear yard. But the custom kitchen is the SHOWSTOPPER. Featuring a

    Natalie Avant Berkshire Hathaway HomeServices Foster Realtors

    105 Tattersalls Dr, Nicholasville, KY 40356
  • /32

    $465,000

    • 5 Beds
    • 3.5 Baths
    • 2,685 Sq Ft

    104 Maxwell Ave, Nicholasville, KY 40356

    This gorgeous Burley Ridge home checks all the boxes for space, style, and comfort! From the moment you pull up, the curb appeal shines with a welcoming covered front porch, perfect for your favorite rocking chairs. Inside, the foyer opens to a spacious living room featuring a stunning stone-encased gas fireplace. The kitchen is a chef's dream with an oversized island, granite countertops,

    Stephanie Kelemen Keller Williams Legacy Group

    104 Maxwell Ave, Nicholasville, KY 40356
  • /63

    $1,100,000

    • 5 Beds
    • 5.5 Baths
    • 6,100 Sq Ft

    171 Grace Ln, Nicholasville, KY 40356

    Graceful living on Grace Ln! A beautiful five-acre corner lot framed by mature trees offers a tranquil touch of country. Five bedrooms and five and a half baths. The main level features a guest suite or workout room with its own private balcony. Gleaming real hardwood floors add warmth and comfort. Oversized granite kitchen island. Cozy fireplace gathering area. A walk-in pantry with

    Jonah Mitchell Jonah Mitchell Real Estate & Auction

    171 Grace Ln, Nicholasville, KY 40356
  • /21

    $1,495,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    205 Appaloosa Trail, Wilmore, KY 40390

    Proposed new custom home construction. Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more gently rolling,

    Oleg V Korchevoy Lifstyl Real Estate

    205 Appaloosa Trail, Wilmore, KY 40390
  • /119

    $1,770,000

    • 5 Beds
    • 6.5 Baths
    • 8,368 Sq Ft

    980 Chandamere Way, Nicholasville, KY 40356

    Luxury living awaits in this stunning estate on 5 acres. The grand two-story foyer showcases an elegant staircase, detailed trim, and a Swarovski crystal chandelier. The gourmet eat-in kitchen features custom cabinetry, granite countertops, and stainless-steel appliances, opening to the great room with a soaring stone fireplace. The main level offers two primary suites, including an owner's

    Cynthia Trgo Diamond Real Estate Group, Inc

    980 Chandamere Way, Nicholasville, KY 40356
  • /17

    $1,495,000

    • 5 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    101 Friesian Ct, Wilmore, KY 40390

    Proposed new custom home construction. Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more gently rolling,

    Oleg V Korchevoy Lifstyl Real Estate

    101 Friesian Ct, Wilmore, KY 40390
  • /26

    $609,900

    • 6 Beds
    • 4.5 Baths
    • 3,850 Sq Ft

    132 Farmers Bluff, Nicholasville, KY 40356

    This gorgeous 6, yes SIX bedrooms, 4.5 bathroom, over 3800 sq. ft., 3 car garage, new construction house is just about finished and is ready for a new owner! This property offers TWO primary bedrooms, one of the first floor and the second on the second floor. It also offers TWO utility rooms, one on the first floor and one on the second floor. All this and you still get a spacious gorgeous

    Tyler I Back The Brokerage

    132 Farmers Bluff, Nicholasville, KY 40356
  • /47

    $609,000

    • 5 Beds
    • 4.5 Baths
    • 4,085 Sq Ft

    504 Shelburne Way, Nicholasville, KY 40356

    Immaculate 5 bedroom home with countryside views in the desirable Burley Ridge area. Welcome to your dream home where luxury meets everyday comfort. This spacious 4085 sq ft residence boasts 5 bedrooms and 4.5 bathrooms, including a fully finished basement that adds incredible living space for entertaining or guest suite. Step inside to gorgeous engineered hardwood floors flowing throughout the

    Bernie Mullins Plum Tree Realty

    504 Shelburne Way, Nicholasville, KY 40356
  • /21

    $1,495,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    401 Appaloosa Trail, Wilmore, KY 40390

    Proposed new custom home construction. Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more gently rolling,

    Oleg V Korchevoy Lifstyl Real Estate

    401 Appaloosa Trail, Wilmore, KY 40390
  • /21

    $1,495,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    305 Appaloosa Trail, Wilmore, KY 40390

    Proposed new custom home construction. Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more gently rolling,

    Oleg V Korchevoy Lifstyl Real Estate

    305 Appaloosa Trail, Wilmore, KY 40390
  • /21

    $519,900

    • 5 Beds
    • 3 Baths
    • 3,203 Sq Ft

    572 Thames Cir, Nicholasville, KY 40356

    Don't miss this one!! They don't build them like this anymore. Stately home with a family feel. The 2 story foyer immediately welcomes you home. The great room features a vaulted ceiling that accentuates the gorgeous fireplace with a faux stone facade that goes all the way to the ceiling. The kitchen is open and airy and has an eat in dining area. The formal dining room is perfect for holiday

    Lynn East Ransdell RE/MAX Creative Realty

    572 Thames Cir, Nicholasville, KY 40356
  • /65

    $959,900

    • 5 Beds
    • 3 Baths
    • 3,986 Sq Ft

    412 W Brannon Rd, Nicholasville, KY 40356

    Wonderful ranch-style home in Equestrian Estates, with a versatile loft area, open floor plan, and a desirable split-bedroom design. This open concept makes entertaining and gatherings effortless. The spacious primary suite is privately situated on the right side on the house, offering an updated bathroom, (2021) custom closet and dressers, new plumbing and 2 windows. Primary suite also includes

    Joy Buchanan Kentucky Real Estate Group

    412 W Brannon Rd, Nicholasville, KY 40356
  • /44

    $510,000 Open Sun 2PM - 3PM

    • 5 Beds
    • 2 Baths
    • 3,904 Sq Ft

    302 Broadway St, Nicholasville, KY 40356

    This rare beauty has only had 3 owners... A bank owner, a judge and a realtor. Current owner did all the flooring, drywall, ceilings, roof, hvac, mini splits, new pool, new hot tub, new light fixtures and more. You could not walk in the house when she first bought it. After 3-4 years of renovating, she lived there for years with no issues and low maintenance. Looking to pass the torch on to a new

    Jenny Perron EXP Realty, LLC

    302 Broadway St, Nicholasville, KY 40356
  • /4

    $406,570 New Construction

    • 5 Beds
    • 3 Baths
    • 2,531 Sq Ft

    709 Anthony Dr, Nicholasville, KY 40356

    (Property is at the foundation Stage 2/24/2026 ) The Sycamore Bend, part of the Trend Collection by Ball Homes, is a two-story plan that includes 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. The kitchen offers both a breakfast area, countertop dining at the island, and a pantry. Quartz kitchen counter

    Christy Rock Christies International Real Estate Bluegrass

    709 Anthony Dr, Nicholasville, KY 40356
  • /25

    $1,495,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 4,000 Sq Ft

    202 Appaloosa Trail, Wilmore, KY 40390

    Proposed new custom home construction. Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more gently rolling,

    Oleg V Korchevoy Lifstyl Real Estate

    202 Appaloosa Trail, Wilmore, KY 40390
  • /3

    $477,617 New Construction

    • 5 Beds
    • 3 Baths
    • 2,498 Sq Ft

    6317 Grey Oak Ln, Nicholasville, KY 40356

    Please check progress pictures under the Documents tab. The Greenfield offers a great first floor layout with a large family room opening to a spacious island kitchen and breakfast area. The kitchen features an island design with countertop dining, a corner pantry, stainless appliances - gas range, dishwasher, chimney hood, micro-drawer, & French Door refrigerator. The first floor includes a coat

    Dicksie Ward Christies International Real Estate Bluegrass

    6317 Grey Oak Ln, Nicholasville, KY 40356
  • /19

    $1,495,000

    • 5 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    409 Appaloosa Trail, Wilmore, KY 40390

    Proposed new home construction. Large, walkout basement lot with great views. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more gently rolling, quiet and serene acres

    Oleg V Korchevoy Lifstyl Real Estate

    409 Appaloosa Trail, Wilmore, KY 40390
  • /94

    $1,999,000

    • 5 Beds
    • 4.5 Baths
    • 6,500 Sq Ft

    2250 Hall Rd, Nicholasville, KY 40356

    Back on the market with fresh updates! Enjoy newly refinished hardwood floors, brand-new carpet in the office, and professionally cleaned carpets throughout. Step into your own fairytale with this timeless yellow farmhouse, gracefully set on 20+ private acres overlooking the dramatic cliffs of the Central Kentucky Palisades. Every detail of this extraordinary estate blends classic charm with

    Tess Utterback Christies International Real Estate Bluegrass

    2250 Hall Rd, Nicholasville, KY 40356
  • /18

    $1,495,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    201 Appaloosa Trail, Wilmore, KY 40390

    New home construction in progress. Home plan is attached. Great open luxury floor plan. Premium choice of upgraded finishes. Underground electric, fiber optic and public water. Breathtaking views of Kentucky countryside. Very private, quiet and secluded. New development yet minutes to shopping and services via recently built 4 lane Harrodsburg road highway 68. Subdivision entrance is from Trotter

    Oleg V Korchevoy Lifstyl Real Estate

    201 Appaloosa Trail, Wilmore, KY 40390
  • /20

    $1,495,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    306 Appaloosa Trail, Wilmore, KY 40390

    Proposed new custom home construction. Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots left to choose from, 5 or more gently

    Oleg V Korchevoy Lifstyl Real Estate

    306 Appaloosa Trail, Wilmore, KY 40390
  • /50

    $799,900 Open Sat 2PM - 4PM

    • 5 Beds
    • 4 Baths
    • 4,445 Sq Ft

    210 Whispering Brook Dr, Nicholasville, KY 40356

    Set on a picturesque one-acre lot in Nicholasville's quiet Hickman's Point neighborhood, this spacious home offers comfort, functionality, and room to relax both inside and out. A welcoming two-story foyer and hardwood floors set the tone upon entry, leading into a vaulted living room filled with natural light and anchored by a brick fireplace. The kitchen features granite countertops, an eat-in

    Rusty Underwood Christies International Real Estate Bluegrass

    210 Whispering Brook Dr, Nicholasville, KY 40356
  • /55

    $499,999

    • 6 Beds
    • 3.5 Baths
    • 4,422 Sq Ft

    100 Deer Crossing, Nicholasville, KY 40356

    Welcome to this spacious two-story home with a full finished walkout basement, perfectly designed for multigenerational living. Offering 6 total bedrooms-5 upstairs and 1 in the basement-this home provides flexibility and room for everyone. Enjoy the convenience of a front-facing 2-car garage plus an additional 1-car garage around back, ideal for extra storage or separate access. Situated on a

    Mary Galus Rector Hayden Realtors

    100 Deer Crossing, Nicholasville, KY 40356
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