22,508

Jessamine, KY Homes

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  • /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
  • /34

    $350,000 Sold Jun 05, 2025

    • 2,027 Sq Ft
    • $173/SF
    • 12 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    121 Crowe Ln Unit 5, Nicholasville, KY 40356

    If you are looking for high end amenities that could be seen in a 500k+ home, look no further! Beautiful 3 bedroom 2.5 bathroom home with all the bells & whistles! Enter the vaulted foyer & family room with stone fireplace, open to the dining area & kitchen featuring beautiful granite counters, a large farm sink and island with breakfast bar. Waterfall granite surround utility room and half

    Sarah Espinosa RE/MAX Creative Realty

    121 Crowe Ln Unit 5, Nicholasville, KY 40356
    • /2

      Est $305,550 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,675 Sq Ft

      312 Weslyn Way, Nicholasville, KY 40356

      312 Weslyn Way, Nicholasville, KY 40356
  • /35

    $379,900

    • 3 Beds
    • 2.5 Baths
    • 2,098 Sq Ft

    100 Southbrook Dr, Nicholasville, KY 40356

    Built in 2021 and sitting on just under half an acre, this modern two-story home offers the perfect blend of style, space, and comfort. The open-concept main level features a spacious island kitchen with a large pantry, breakfast area, and countertop seating—all flowing seamlessly into the bright family room, ideal for entertaining or relaxing at home.Upstairs, you'll find a private primary

    Nicholas Ratliff Real Broker, LLC

    100 Southbrook Dr, Nicholasville, KY 40356
  • /41

    $412,900 Sold Jun 04, 2025

    • 2,417 Sq Ft
    • $171/SF
    • 1 Day On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    217 Brome Dr, Nicholasville, KY 40356

    Back up offers welcome. Located in Keene Crossing, you find this charming 4 bedroom, 2.5 bath home waiting for a new owner! This home is filled with love and an amazing amount of natural light. From shaded front yard and to the fenced back yard you find great outdoor space to enjoy in this poplar neighborhood. Walk through the front door to find not only a living room but a spacious family room

    Jackie Nickell Century 21 Commonwealth Real Estate

    217 Brome Dr, Nicholasville, KY 40356
    • /29

      Est $308,889 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,617 Sq Ft

      125 Dawson Pass Unit 2, Nicholasville, KY 40356

      125 Dawson Pass Unit 2, Nicholasville, KY 40356
  • /84

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 4,512 Sq Ft

    108 Peaceful Landing, Wilmore, KY 40390

    Experience refined living in this extraordinary one-owner luxury estate, nestled on a serene 1-acre lot in the exclusive Jewell Pointe subdivision of Wilmore, KY. Soaring ceilings, abundant natural light and high-end, quality finishes set the tone in this remarkable home for sophisticated Kentucky living. All-new in 2022, this stunning custom-built home was thoughtfully designed for both

    Amanda Clark Dexter Real Estate

    108 Peaceful Landing, Wilmore, KY 40390
  • /20

    $259,000 Sold Jun 04, 2025

    • 1,320 Sq Ft
    • $196/SF
    • 53 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1996

    119 Allison Cir Unit 2, Nicholasville, KY 40356

    New Deck!!! Come check out the newest addition to this wonderful listing! Located on a quiet street in a sought after neighborhood. WEST DISTRICT SCHOOLS!New updates through out the home, featuring luxury vinyl plank flooring, stainless steel appliances, new siding done in 2024, roof & HVAC are both 3 years old offering peace of mind for its new owner! Call listing agent today to schedule

    Taylor Kays Keller Williams Commonwealth

    119 Allison Cir Unit 2, Nicholasville, KY 40356
    • /24

      Est $211,239 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,075 Sq Ft

      502 Foxwood Dr, Nicholasville, KY 40356

      502 Foxwood Dr, Nicholasville, KY 40356
  • /30

    $640,000

    • 3 Beds
    • 2.5 Baths
    • 2,355 Sq Ft

    108 Ridgefield Dr, Nicholasville, KY 40356

    This almost new, beautiful brick home sits in the quiet, yet easy to get to Ridgefield Estates. Just minutes from Lexington, Nicholasville and Wilmore. Easy to care for landscaping, large fenced back yard and a nice open floor plan make this a perfect house for everyone. The single level floor plan features a spacious kitchen with loads of countertop and cabinet space. Perfect for entertaining

    Donna Mink Mink Realty

    108 Ridgefield Dr, Nicholasville, KY 40356
  • /2

    $307,136 Sold Jun 04, 2025

    • 1,997 Sq Ft
    • $154/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    224 Ivy Green Place, Nicholasville, KY 40356

    The Laurel Square, part of the Trend Collection by Ball Homes, is two story plan with a very open first floor layout. The island kitchen offers both a breakfast area and countertop dining, and a large pantry. The kitchen opens to the family room at the rear of the home. Upstairs are the primary bedroom suite, two bedrooms and a hall bath, plus a spacious loft. A fourth bedroom option is

    Matt Gerwin Christies International Real Estate Bluegrass

    224 Ivy Green Place, Nicholasville, KY 40356
    • /29

      Est $266,891 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,802 Sq Ft

      108 Richmond Ave, Nicholasville, KY 40356

      108 Richmond Ave, 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
  • /41

    $314,900 Sold Jun 02, 2025

    • 2,054 Sq Ft
    • $153/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1999

    129 Millhouse Dr, Nicholasville, KY 40356

    Newer HVAC & Roof! Beautiful 2-story on a large corner lot in the Orchard Subdivision! Very open floor plan. 1st floor stuns with a 2-story entry foyer, LVP Flooring, huge living room w/fireplace, & open formal dining...providing a great entertaining area. Crown molding in Living & Dining. Kitchen enjoys a breakfast area, pantry for storage, and all stainless appliances convey. Separate laundry

    Katherine Hawkins HomeSelect Realty

    129 Millhouse Dr, Nicholasville, KY 40356
    • /20

      Est $296,470 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,900 Sq Ft

      312 Peachtree Rd, Nicholasville, KY 40356

      312 Peachtree Rd, Nicholasville, KY 40356
  • /46

    $875,000

    • 4 Beds
    • 3.5 Baths
    • 2,911 Sq Ft

    1775 Logana Pike, Nicholasville, KY 40356

    Looking for total privacy and seclusion in your very own 10-acre farm? This 7yr old home features 4 bedrooms, 3 1/2 bathrooms, (two of the upstairs bedrooms have their own bathrooms) Great room with fireplace, large master suite, covered front and back porches, inground pool, 3 car detached garage with an additional storage room (currently being used for a dog kennel) and more! You cannot see

    Bradley Warford Century 21 Pinnacle

    1775 Logana Pike, Nicholasville, KY 40356
  • /36

    $299,500 Sold Jun 02, 2025

    • 1,968 Sq Ft
    • $152/SF
    • 0 Days On Market
    • 4 Beds
    • 2 Baths

    519 N Lexington Ave, Wilmore, KY 40390

    Welcome to your new home, nestled in Wilmore just minutes from Asbury University with a straight drive to Lexington or Nicholasville. This beautifully renovated 4 bedroom, 2-bathroom home offers modern updates while preserving all its charm. Step inside to find stunning hardwood floors throughout, tall ceilings, and an open airy floor plan perfect for entertaining. The spacious, updated kitchen

    Caitlin Mittle RE/MAX Elite Lexington

    519 N Lexington Ave, Wilmore, KY 40390
    • /2

      Est $273,291 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,055 Sq Ft

      114 Applegrove Dr, Nicholasville, KY 40356

      114 Applegrove Dr, Nicholasville, KY 40356
  • /32

    $259,000

    • 3 Beds
    • 2 Baths
    • 2,332 Sq Ft

    112 Bridgeside Dr, Nicholasville, KY 40356

    Two story home with full walkout basement overlooking Town Fork Creek. Home features formal dining room, galley style kitchen with vaulted ceiling open to the greatroom with views of the backyard. There is a guest bedroom on the main level and a full bath as well as bar area. Upstairs has second guest bedroom, with open hallway overlooking the kitchen and greatroom area and primary bedroom with

    Kimberly Brunson Hunter Real Estate

    112 Bridgeside Dr, Nicholasville, KY 40356
  • /38

    $585,000 Sold Jun 02, 2025

    • 3,054 Sq Ft
    • $192/SF
    • 41 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2022

    205 Halfhill Ln, Nicholasville, KY 40356

    Welcome to your dream home in Halfhill Estates! Why wait for new when this two year-old home is perfection and ready to go! This stunning 4-bedroom, 4-bathroom luxury craftsman property offers unparalleled elegance and comfort with over 3,000 square feet. One of the largest floor plans in the neighborhood. Spanning two stories, this meticulously designed home features high-end finishes, spacious

    Cynthia Trgo Diamond Real Estate Group, Inc

    205 Halfhill Ln, Nicholasville, KY 40356
    • /30

      Est $221,565 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,420 Sq Ft

      125 May Ct Unit 2B, Nicholasville, KY 40356

      125 May Ct Unit 2B, Nicholasville, KY 40356
  • /13

    $388,000

    • Land
    • 8 Acres
    • $48,500 per Acre

    LOT 1-E Ashgrove Rd, Nicholasville, KY 40356

    What are you waiting for? Stunning 8-acre property that offers the perfect balance of natural beauty and building potential. Surrounded by mature trees and gently rolling hills, it provides breathtaking views in every direction, making it an ideal spot to build your dream home or create a private retreat.Schedule your private showing today!

    Sonia Scorsone United Real Estate Bluegrass

    LOT 1-E Ashgrove Rd, Nicholasville, KY 40356
  • /2

    $200,000 Sold Jun 02, 2025

    • Land
    • 6 Acres
    • $31,348 per Acre
    • 176 Days On Market

    6 Chrisman Mill Rd, Nicholasville, KY 40356

    Lovely 6.38 acres of gently-rolling terrain offering charm and character to the land with beautiful building sites. You have country atmosphere with room to breathe and the convenience of being within minutes of Nicholasville and Lexington.

    Bill Bell Justice Real Estate

    6 Chrisman Mill Rd, Nicholasville, KY 40356
    • /38

      Est $253,425 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,270 Sq Ft

      205 Faulconer Dr, Nicholasville, KY 40356

      205 Faulconer Dr, Nicholasville, KY 40356
  • /31

    $330,000

    • 3 Beds
    • 1 Bath
    • 2,400 Sq Ft

    9581 Harrodsburg Rd, Wilmore, KY 40390

    Welcome to this well-loved, one-owner all-brick ranch in beautiful Wilmore, KY! Nestled just minutes from downtown, this home offers the best of both worlds—convenience and a peaceful, country feel. Currently set up as a 3-bedroom, this flexible floor plan could easily accommodate a 4th bedroom by converting the den or relocating the laundry from its current main-level bedroom back to the

    Justin Satterwhite SimpliHOM

    9581 Harrodsburg Rd, Wilmore, KY 40390
  • /29

    $198,000 Sold May 30, 2025

    • 1,077 Sq Ft
    • $184/SF
    • 10 Days On Market
    • 2 Beds
    • 1 Bath

    503 W Brown St, Nicholasville, KY 40356

    Discover your next dream home with unique charm and endless possibilities at this new listing in Nicholasville, Kentucky. Offering 2 bedrooms, 1 bathroom, 2 inviting living spaces and a flex space, this property captures the essence of comfort and potential. Noteworthy is the large walk-in closet in the primary bedroom and the freshly painted and updated interior.The home also boasts a

    Jennifer Mooney The Brokerage

    503 W Brown St, Nicholasville, KY 40356
    • /23

      Est $259,713 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,184 Sq Ft

      132 Bass Pond Glen Dr, Nicholasville, KY 40356

      132 Bass Pond Glen Dr, Nicholasville, KY 40356
  • /95

    $2,300,000

    • Land
    • 56 Acres
    • $41,233 per Acre

    1390 Groggins Ferry Rd, Nicholasville, KY 40356

    Exceptional 55.78-acre estate just minutes from Brannon Crossing & Lexington. This 2022-constructed equestrian property features a vaulted modern farmhouse with open-concept layout, bright chef's kitchen, screened porch, and stunning views all around. The 2777 sq ft home boasts 2 main-level primary suites, gas fireplace, 3-car garage, 1974 sq ft unfinished walkout basement with poured concrete,

    Kathy Martin The Brokerage

    1390 Groggins Ferry Rd, Nicholasville, KY 40356
  • /37

    $940,000 Sold May 30, 2025

    • 2,528 Sq Ft
    • $372/SF
    • 3 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1983

    515 Sussex Estates, Nicholasville, KY 40356

    Experience the best of both worlds with this beautifully remodeled 3-bed, 3-bath ranch on 5 private acres—just 12 minutes from Brannon Crossing. Fully updated in 2020, this 2,528 sq. ft. home features hardwood and tile flooring throughout, new plumbing, 400 AMP electric, and an energy-efficient geothermal HVAC system. Enjoy a spacious modern kitchen, formal dining, sunroom, office, and inviting

    John Nickels Deaton Realty

    515 Sussex Estates, Nicholasville, KY 40356
    • /2

      Est $231,374 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,680 Sq Ft

      307 Faulconer Dr, Nicholasville, KY 40356

      307 Faulconer Dr, Nicholasville, KY 40356
  • /37

    $519,500

    • 4 Beds
    • 3 Baths
    • 2,645 Sq Ft

    216 Blackthorn Dr, Nicholasville, KY 40356

    Welcome to this stunning home in the sought-after Brannon Oaks neighborhood of Nicholasville. This move-in ready home offers a perfect mix of space, style, and upgrades. With a first-floor bedroom and full bath, it's ideal for guests, multi-generational living, or a private home office. The open-concept layout flows beautifully into a light-filled, spacious living area and well-appointed modern

    Emma Chin Rector Hayden Realtors

    216 Blackthorn Dr, Nicholasville, KY 40356
  • /24

    $243,000 Sold May 30, 2025

    • 936 Sq Ft
    • $260/SF
    • 12 Days On Market
    • 3 Beds
    • 2 Baths

    130 Brookview Dr, Nicholasville, KY 40356

    Brick ranch on a basement, on a cul-de-sac! Recent improvements include: an updated kitchen, with new cabinets, counters and appliances, along with fresh paint and updated flooring throughout the entire first floor. A large deck over looks the large back yard and nearby creek. There is a full basement--full of potential!

    Paige Wilson The Brokerage

    130 Brookview Dr, Nicholasville, KY 40356
    • /2

      Est $203,465 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 1,224 Sq Ft

      222 Garnet Dr, Nicholasville, KY 40356

      222 Garnet Dr, Nicholasville, KY 40356
  • /43

    $285,000

    • 3 Beds
    • 1.5 Baths
    • 1,765 Sq Ft

    213 W Elm St, Nicholasville, KY 40356

    Welcome to this beautiful home in the heart of Nicholasville. This charming home sits on a large lot with new carpet and new paint on the exterior and interior of the home. The house also has a new refrigerator, dishwasher, and microwave. You will love the lovely fireplace and formal dining area as well as a large, enclosed room on the back perfect for morning coffee or a great mud room and

    Shiloh Williams GSP Homes

    213 W Elm St, Nicholasville, KY 40356
  • /46

    $310,000 Sold May 30, 2025

    • Land
    • 5.00 Acres
    • $62,000 per Acre
    • 42 Days On Market

    2425 Handys Bend Rd, Wilmore, KY 40390

    Paradise in this country setting - ready for you to build your dream home. This 5 +/- acre property has amazing views and ready for a mini farm or recreational property. The 42' x 60' metal shop is ready for all your toys and equipment. Shop has been updated with new insulation since purchase, additional room has been added on with a mini-split for heating/cooling, new back roof over doorway. It

    Innessa Savchuk Lizette Realty

    2425 Handys Bend Rd, Wilmore, KY 40390
    • /2

      Est $367,900 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,839 Sq Ft

      309 Savannah Dr, Nicholasville, KY 40356

      309 Savannah Dr, Nicholasville, KY 40356
  • /5

    $245,000

    • Land
    • 1.00 Acre
    • $245,000 per Acre

    102 Turner Ln, Nicholasville, KY 40356

    Beautiful flat lot in Jessamine County, just south of the Fayetteville/Jessamine County line. Located in the relatively new luxury development of Turner Trace. Turner Trace offers a custom homesites in a tranquil, private setting just minutes from Lexington. With over 5 acres of open space along South Elkhorn Creek and a walking trail, this lot boasts natural, serene living nearby some of the

    Jennifer Mooney The Brokerage

    102 Turner Ln, Nicholasville, KY 40356
  • /101

    $1,390,000 Sold May 30, 2025

    • 5,769 Sq Ft
    • $241/SF
    • 7 Days On Market
    • 6 Beds
    • 7 Baths
    • Built 2019

    384 Chandamere Way, Nicholasville, KY 40356

    Discover luxury living in this custom built, one owner ranch on a walkout basement, nestled on five beautiful acres in Chandamere. Designed with an open floor plan and soaring ceilings, this home boasts a family room with exposed beams, built-in bookshelves, fireplace, and sliding doors leading to a covered porch. The chef's kitchen is a dream, featuring a massive island, double ovens, an

    Joy Buchanan Kentucky Real Estate Group

    384 Chandamere Way, Nicholasville, KY 40356
    • /23

      Est $255,421 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,240 Sq Ft

      222 Christopher Dr, Nicholasville, KY 40356

      222 Christopher Dr, Nicholasville, KY 40356
  • /41

    $219,950

    • 3 Beds
    • 1 Bath
    • 1,296 Sq Ft

    100 McDonald St, Nicholasville, KY 40356

    LARGE LOT! Step inside this gem to discover a bright and inviting interior offering a comfortable layout with three bedrooms and a full bath while providing ample space for families, a completely renovated kitchen with brand-new cabinets, sleek countertops, and modern appliances and a bonus room perfect for a home office. Outside is ideal for family outdoor activities and entertaining. Seller

    Christopher Conn RE/MAX Creative Realty

    100 McDonald St, Nicholasville, KY 40356

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