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5-Bedroom Houses for Sale in Jessamine County KY

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  • /56

    $591,000

    • 5 Beds
    • 3.5 Baths
    • 2,908 Sq Ft

    407 Morgan Leigh Ln, Nicholasville, KY 40356

    Welcome to the Classic Farmhouse III, a beautifully designed 5-bedroom, 3.5-bathroom home that spans 2908 sf. This exceptional residence combines thoughtful layout with modern finishes, making it ideal for today's lifestyle. The main level features a spacious primary suite with a large walk-in closet & double vanities, along with a powder room, mudroom, & utility room for convenience. The open

    Kimberly Holtegel ERA Select Real Estate

    407 Morgan Leigh Ln, Nicholasville, KY 40356
  • /69

    $925,000

    • 5 Beds
    • 4 Baths
    • 5,262 Sq Ft

    300 Stonegate Dr, Nicholasville, KY 40356

    The highly desirable community of Barkley Woods has a real beauty to offer. This attractive 1.5 story home on a corner lot has equal parts of elegance and coziness. The main level features a large 1st Floor primary w/ double tray ceiling, sitting area & fireplace, a very hard to find 2nd bedroom & full bath along w/ laundry room & formal dining rm w/ southern plantation shutters that overlooks

    Eric Bumm The Brokerage

    300 Stonegate Dr, Nicholasville, KY 40356
  • /82

    $750,000

    • 5 Beds
    • 3 Baths
    • 3,634 Sq Ft

    203 Whispering Brook Dr, Nicholasville, KY 40356

    Set on one of the most scenic lots in Jessamine County, this impeccably maintained 5-bedroom, 3-bath home blends location, comfort, and nature's beauty. A welcoming front porch framed by mature trees invites you inside, where you'll find an expansive living room, dining room, and eat-in kitchen. This home showcases quality craftsmanship with beautiful hardwood floors, quartz countertops, and a

    Randi Mjos Building The Bluegrass Realty

    203 Whispering Brook Dr, Nicholasville, KY 40356
  • /63

    $849,900

    • 5 Beds
    • 3 Baths
    • 2,832 Sq Ft

    3532 Keene Troy Pike, Versailles, KY 40383

    Welcome to Pinehaven! a stunning 5-acre country living retreat at the edge of Jessamine/Woodford County! This property offers a peaceful rural setting that features 2 homes for multigenerational living. The 2nd home can be used as a separate guest home, artist studio or office. The main residence has 5 spacious bedrooms, 3 full baths, and a versatile floor plan ideal for both everyday living and

    Kim Nelsen Lifstyl Real Estate

    3532 Keene Troy Pike, Versailles, KY 40383
  • /70

    $850,000

    • 5 Beds
    • 4 Baths
    • 2,976 Sq Ft

    132 Tara Ln, Wilmore, KY 40390

    Welcome to your sanctuary nestled on 1 acre where craftsmanship meets a taste of country. Charming entryway with covered front porch just adds to the curb appeal. Hardwood floors invite you into the living/kitchen/dining open room concept. Great room has custom built ins and gas burning, shiplap fireplace. The kitchen is outfitted with a large island, walk in pantry, quartz, soft close, tall,

    Natalie Cusic The Brokerage

    132 Tara Ln, Wilmore, KY 40390
  • /41

    $815,000

    • 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
  • /31

    $655,696

    • 5 Beds
    • 4.5 Baths
    • 3,460 Sq Ft

    261 Blackthorn Dr, Nicholasville, KY 40356

    Home is complete.The Westchester is a traditional two-story home with a flex area off the entry and a large family room with fireplace opening to the island kitchen and breakfast area. A first-floor guest suite is conveniently tucked away at the rear of the home and a spacious mudroom connects the garage to the kitchen. A powder room and coat closet are located off the main entry hall.

    Joseph Sisson Christies International Real Estate Bluegrass

    261 Blackthorn Dr, Nicholasville, KY 40356
  • /56

    $763,900

    • 5 Beds
    • 4 Baths
    • 4,637 Sq Ft

    111 Colonial Dr, Versailles, KY 40383

    Welcome to this beautifully designed home nestled on a spacious 1-acre lot in the desirable Colonial Estates subdivision. This home features a spacious kitchen with new granite countertops, an abundance of custom cabinetry, and plenty of room to entertain. The open-concept layout flows seamlessly into the covered back porch—perfect for relaxing while enjoying the privacy of your serene

    Cynthia Trgo Diamond Real Estate Group, Inc

    111 Colonial Dr, Versailles, KY 40383
  • /74

    $695,000

    • 5 Beds
    • 3 Baths
    • 3,828 Sq Ft

    113 Paddock Dr, Nicholasville, KY 40356

    Discover the perfect blend of comfort and versatility with this stunning all-one-level home situated on nearly 1.5 acres of picturesque land. This 5-bedroom, 3-bathroom property offers an exceptional open floor plan, ideal for modern living and entertaining. The home features two cozy fireplaces, creating inviting spaces to relax and unwind.The property boasts two luxurious primary suites,

    Michelle Gunter Bluegrass Home Group

    113 Paddock Dr, Nicholasville, KY 40356
  • /59

    $459,999

    • 5 Beds
    • 3.5 Baths
    • 2,841 Sq Ft

    437 Friendly Ave, Nicholasville, KY 40356

    SUMMER SPECTACULAR SALES EVENT!!! TARIFF FREE HOMES FOR LIMITED TIME!! SAVE UP TO $40,000 ON THIS HOME TODAY!!!! BLINDS AND REFRIGERATOR TO BE ADDED TO HOME! MOVE-IN READY by James Monroe Homes! The Nancy French Country elevation on a partially finished basement with a 4' family room extension is an absolute MUST SEE! Luxury vinyl plank flooring runs throughout the 1st floor common areas and

    James Monroe Buy With Confidence Real Estate

    437 Friendly Ave, Nicholasville, KY 40356
  • /98

    $2,495,000

    • 6 Beds
    • 5.5 Baths
    • 9,008 Sq Ft

    217 Keene Manor Cir, Nicholasville, KY 40356

    Introducing highly sought after, Keene Manor beauty, in North Jessamine County on the Keene Trace Golf Club-Keene Run Course. A stunning 9,000 + square feet home on one acre, backs to the 7th Fairway, boasting Six bedrooms, Five baths, one half bath and ensuites with each bedroom. A truly amazing property and community of its own, offering a club house, pool, tennis courts, golf cart access &

    Joy Doyle United Real Estate Bluegrass

    217 Keene Manor Cir, Nicholasville, KY 40356
  • /39

    $465,000

    • 5 Beds
    • 3 Baths
    • 2,701 Sq Ft

    133 Deer Crossing Unit IC, Nicholasville, KY 40356

    Welcome to this spacious 5-bedroom, 3-bath, two-story home that is quietly tucked away on a quiet court in the back of Autumn Hills Neighborhood. Conveniently located between Harrodsburg Rd. and Nicholasville Rd., this home offers easy access to shopping, dining, schools and a park - all while enjoying the peace and privacy of a court setting. Step inside to find beautiful hardwood floors

    Lisa Rehmel EXP Realty, LLC

    133 Deer Crossing Unit IC, Nicholasville, KY 40356
  • /90

    $1,350,000

    • 6 Beds
    • 5 Baths
    • 6,514 Sq Ft

    210 Eagle Dr, Nicholasville, KY 40356

    Experience refined living in this stunning 6 bedroom, 5 bath estate home on a scenic 1 acre golf course lot in Harrods Ridge, offering breathtaking views in a prime location. The main level welcomes you with a grand two-story foyer, formal dining room, rich paneled study, and a first-floor bedroom with a full bath. The spacious, tray-ceiling family room with fireplace flows into a gourmet kitchen

    Michael McNeill Bluegrass Sotheby's International Realty

    210 Eagle Dr, Nicholasville, KY 40356
  • /49

    $599,000

    • 5 Beds
    • 3.5 Baths
    • 4,252 Sq Ft

    209 Juniper Dr, Nicholasville, KY 40356

    Create unforgettable family memories in this spacious and thoughtfully updated home! Imagine summer evenings spent on the sprawling 1,000 sqft deck, grilling on your covered full Outdoor Kitchen while you watch the kids play in your secluded, tree-lined backyard.Inside, recent updates provide true peace of mind, including a newer roof, two newer AC units, and a newer water heater. The main

    Audra Tate National Real Estate

    209 Juniper Dr, Nicholasville, KY 40356
  • /3

    $406,065

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

    709 Anthony Dr, Nicholasville, KY 40356

    Contract writing period through Friday, July 18th at NOON. 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. Granite

    Christy Rock Christies International Real Estate Bluegrass

    709 Anthony Dr, Nicholasville, KY 40356
  • /49

    $580,000

    • 6 Beds
    • 3 Baths
    • 3,580 Sq Ft

    517 Brannon Meadow Way, Nicholasville, KY 40356

    Southern Charm, Has the WOW FACTOR, Beautiful. This Home offers so much!!! Great Shopping,& Restaurants, The Location has it all!! Brick & Stone with an outstanding curb appeal and a lovely front porch. The home sits next to a greenspace that is used for community gardening. Six bedrooms,3 baths, formal dining room, formal dining room, Great Room with a Wood burning Fireplace, beautiful

    Jackie Lawson RE/MAX Creative Realty

    517 Brannon Meadow Way, Nicholasville, KY 40356
  • /26

    $529,900 Open Sat 1PM - 3PM

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

    105 Tattersalls Dr, Nicholasville, KY 40356

    Where Suburban Serenity Meets Urban EnergyStep into modern luxury in this nearly new 5-bedroom, 3-bath beauty, perfectly positioned on a spacious corner lot. Designed with today's lifestyle in mind, the open-concept layout flows effortlessly from the sun-drenched living room to the sleek, stylish kitchen—ideal for entertaining or simply enjoying time at home.Whether you're hosting guests

    Robert Ferrell Guide Realty, Inc.

    105 Tattersalls Dr, Nicholasville, KY 40356
  • /148

    $1,750,000

    • 6 Beds
    • 6.5 Baths
    • 8,230 Sq Ft

    60 Avenue of Champions, Nicholasville, KY 40356

    Welcome to your private retreat in the prestigious Champions Golf Community, where timeless elegance meets resort-style living. Perfectly positioned on the 10th hole, this extraordinary custom-built estate spans over 8,200 square feet of refined comfort and luxury. Designed with intention, every space balances beauty and function, offering the lifestyle you've always dreamed of—distinguished,

    Melia Hord Keller Williams Bluegrass Realty

    60 Avenue of Champions, Nicholasville, KY 40356
  • /168

    $1,550,000

    • 5 Beds
    • 4.5 Baths
    • 6,922 Sq Ft

    315 Whispering Brook Dr, Nicholasville, KY 40356

    Welcome to 315 Whispering Brook Drive, this Jessamine county estate has it all! Offering 5 bedrooms, 5 bathrooms, 5 car garage, chef's kitchen, inground heated saltwater swimming pool, unfinished guest house, home theater and bar with nearly 7,000 square feet. Located on an immaculately maintained and private two acre cul-de-sac lot, you will be impressed by the curb appeal from the second you

    S Alexander Lennon Bluegrass Sotheby's International Realty

    315 Whispering Brook Dr, Nicholasville, KY 40356
  • /22

    $1,580,000

    • 6 Beds
    • 4.5 Baths
    • 5,326 Sq Ft

    202 the Backstretch, Nicholasville, KY 40356

    Be the first to own this brand-new luxury spec home in the highly sought-after Equestrian Estates. Scheduled for completion in July 2025, this exceptional residence offers over 5,000 square feet of meticulously designed living space with a modern open floor plan, perfect for both everyday living and entertaining.Property Highlights:Completion July 2025Over 5,000 sq ft of open, functional living

    Randy Rodriguez Positive Property Management

    202 the Backstretch, Nicholasville, KY 40356
  • /41

    $385,000

    • 5 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    121 Winners Cir, Nicholasville, KY 40356

    This charming Dailey Homes-built residence offers 5 bedrooms and 2.5 baths with a spacious, thoughtfully designed layout. The kitchen features quartz countertops, stainless steel appliances, and an open floor plan with an island perfect for entertaining. It flows seamlessly into the living room, creating a warm and inviting space. Upstairs, you'll find all five bedrooms and a conveniently located

    Sherry Clark Coldwell Banker Realty FM

    121 Winners Cir, Nicholasville, KY 40356
  • /63

    $1,485,000

    • 5 Beds
    • 4.5 Baths
    • 5,447 Sq Ft

    502 W Brannon Rd, Nicholasville, KY 40356

    This beautifully designed home, located in a highly desirable area in Jessamine County, offers a perfect blend of elegance & functionality. NO detail has been forgotten. The quality & craftsmanship are second to none. A beautiful entry flanked by an office & kitchen. leads to a two-story family room w/large sliding doors that open to a cozy back porch & spacious back yard. The kitchen is one a

    Paula Elder The Brokerage

    502 W Brannon Rd, Nicholasville, KY 40356
  • /188

    $2,545,000

    • 7 Beds
    • 8 Baths
    • 8,859 Sq Ft

    260 Walden Way, Nicholasville, KY 40356

    Welcome home to the Grand Walden Estate. Luxury located on five acres in this exclusive, gated neighborhood. With exquisite finishes through out the main house that flow into the guest home, you wont be disappointed at any turn. Custom built with the demand for luxury, an entertainers dream inside and outside and extra space for any car lover to dream with its own car wash bay. The main home has

    Cynthia Trgo Diamond Real Estate Group, Inc

    260 Walden Way, Nicholasville, KY 40356
  • /86

    $1,300,000

    • 5 Beds
    • 4.5 Baths
    • 6,550 Sq Ft

    109 Triumph Ct, Nicholasville, KY 40356

    Take a look at Video Walk Through & the 3D Virtual Tour for this stunning home! Nestled in Bluegrass horse country, this 5 bed, 4 bath home has a lovely farm view, yet is only minutes from Lexington. Abundant natural light accentuates striking architectural details and premium finishes on the 1st floor. Features include high-end Z-Line appliances with a gas range, perfect for the culinary

    Kelly M. Moore KY Local

    109 Triumph Ct, Nicholasville, KY 40356
  • /52

    $515,000

    • 5 Beds
    • 3 Baths
    • 3,390 Sq Ft

    129 McPeek Place, Nicholasville, KY 40356

    Brick and stucco open concept home in a quiet neighborhood. Custom shed with electricity, ac, and water. Garden box and fire pit. Inside you'll find white oak flooring, upgraded trim and molding. Wooden beams, tray ceilings with lights, accent walls, built-in bookshelf and secret storage room under the stairs. Office with french doors and wooden finishes. Kitchen has a built-in pantry with new

    Darrell Lewis DIY Flat Fee.com

    129 McPeek Place, Nicholasville, KY 40356
  • /79

    $2,200,000

    • 7 Beds
    • 7 Baths
    • 8,106 Sq Ft

    240 Walden Way, Nicholasville, KY 40356

    Stunning Luxury Estate in the exclusive gated community of Walden! This extraordinary, like new, 7-bedroom, 5-full-bath, 2-half-bath home on slab offers over 8,000 sq. ft. of breathtaking living space, designed for comfort, elegance, and entertaining. Nestled on 5 acres in this private gated community with wide open spaces and ample room to roam, this estate is a true masterpiece. The first-floor

    Cynthia Trgo Diamond Real Estate Group, Inc

    240 Walden Way, Nicholasville, KY 40356
  • /49

    $549,000

    • 5 Beds
    • 3.5 Baths
    • 3,100 Sq Ft

    117 Farmers Bluff, Nicholasville, KY 40356

    NEW LOWER PRICE New construction with thoughtful design and attention to detail. This home is designed for both style and functionality. Boasting 5 spacious bedrooms with 3 1/2 beautifully crafted bathrooms, this home is perfect for modern living. The beautiful kitchen enjoys copious soft-close cabinets with quartzite countertops, stainless steel appliances including a gas range,

    Jennifer Sizemore Keller Williams Legacy Group

    117 Farmers Bluff, Nicholasville, KY 40356
  • /58

    $489,999

    • 5 Beds
    • 3.5 Baths
    • 3,201 Sq Ft

    429 Friendly Ave, Nicholasville, KY 40356

    SUMMER SPECTACULAR SALES EVENT!!! TARIFF FREE HOMES FOR LIMITED TIME!! SAVE UP TO $45,000 ON THIS HOME TODAY!!! BLINDS AND REFRIGERATOR TO BE ADDED TO HOME! MOVE-IN READY by James Monroe Homes! The Nancy Farmhouse elevation on a partially finished basement with morning room is an absolute MUST SEE! Luxury vinyl plank flooring runs throughout the 1st floor common areas and baths. A flex

    James Monroe Buy With Confidence Real Estate

    429 Friendly Ave, Nicholasville, KY 40356
  • /2

    $345,000

    • 6 Beds
    • 4 Baths
    • 2,652 Sq Ft

    211 Maryrose Dr, Nicholasville, KY 40356

    Selling 2 townhouses together, although they are both on their own deed. Located in the northern part of Nicholasville, these townhouses are great for an investor. They are rented through the end of March 2026.Each side has 3 bedrooms, 1 full and 1 half bath. There is hardwood flooring and a gas fireplace on each side. The fenced backyard is of great use to a tenant. The 1 car garage

    leransdell Ransdell RE/MAX Creative Realty

    211 Maryrose Dr, Nicholasville, KY 40356

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