2,642

Jessamine, KY Homes in ZIP Code 40390

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  • /30

    $185,000

    • Land
    • 3.50 Acres
    • $52,857 per Acre

    575 Brooklyn Rd, Wilmore, KY 40390

    3.5+/- Acres with Kentucky River Frontage! This unique property offers 470 feet of Kentucky River frontage in southeastern Woodford County. Located on both sides of Brooklyn Road, it features about an acre of cleared, level land and gently rolling bottomland leading to the river. A natural waterfall on the west side adds to the scenic beauty, with a trail along its east side. The tree-lined

    Agent Photo

    David Humes

    Christies International Real Estate Bluegrass

    (859) 719-2955

    575 Brooklyn Rd, Wilmore, KY 40390
  • /45

    $325,000 Sold Jul 30, 2025

    • 2,467 Sq Ft
    • $132/SF
    • 45 Days On Market
    • 4 Beds
    • 2.5 Baths

    204 S Walnut St, Wilmore, KY 40390

    You will love this charming 2-story home in downtown Wilmore! The front yard has been masterfully landscaped, exploding with a variety of flowers. The spacious front porch gives hints of yesteryear. A large foyer welcomes you, with 10-foot-high ceilings throughout the first floor. The hardwood flooring of entry foyer, living, and dining rooms creates a warm aesthetic, as do the 3 antique

    Andy Bathje The Agency

    204 S Walnut St, Wilmore, KY 40390
    • /33

      Est $326,665 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,510 Sq Ft

      1665 Glass Mill Rd, Wilmore, KY 40390

      1665 Glass Mill Rd, Wilmore, KY 40390
  • /46

    $574,900

    • 4 Beds
    • 3 Baths
    • 3,602 Sq Ft

    811 Corbitt Dr, Wilmore, KY 40390

    Back on Market! Previous Buyers home did not sell! Discover the property everyone has been looking for a stunning custom-built ranch home that blends luxury, comfort, and prime location. This meticulously maintained, one-owner residence offers 4 bedrooms, 3 full baths, and a walk-out basement, all while backing up to the scenic Kinlaw Park in the Talbott subdivision. If you're looking for a

    Michael E Sayre United Real Estate Bluegrass

    811 Corbitt Dr, Wilmore, KY 40390
  • /34

    $530,000 Sold Jul 29, 2025

    • 3,739 Sq Ft
    • $142/SF
    • 9 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2008

    260 Bernie Trail, Nicholasville, KY 40356

    Check out this newly renovated gem in Jessamine County—Approx. 3,738 square feet of space, style, and comfort. Located just 11 miles from Keeneland and Bluegrass Airport, and less than a mile from West Jessamine High School, this place is all about convenience.You've got 4 bedrooms, 3 full baths, and a half bath. The main-level laundry room makes life a little easier. Head downstairs and

    Jaime Patterson Danny Ayres Realty & Auction

    260 Bernie Trail, Nicholasville, KY 40356
    • /30

      Est $306,103 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,062 Sq Ft

      105 Fox Run Dr, Wilmore, KY 40390

      105 Fox Run Dr, Wilmore, KY 40390
  • /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
  • /33

    $330,000 Sold Jul 23, 2025

    • 2,952 Sq Ft
    • $112/SF
    • 20 Days On Market
    • 4 Beds
    • 2 Baths

    103 Lowry Ln, Wilmore, KY 40390

    Only in Wilmore! This just might be the best deal in Jessamine county! Outstanding family home with so much square footage for the price! What a great location and backs to farmland! If your looking for an outstanding property that has 4 bedrooms, 2 baths and almost 3000 sqft you need to take a look at 103 Lowry Lane. This home features custom made poplar kitchen cabinets, crown molding, custom

    Michael E Sayre United Real Estate Bluegrass

    103 Lowry Ln, Wilmore, KY 40390
    • /21

      Est $235,261 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,160 Sq Ft

      107 Berry Patch Dr, Wilmore, KY 40390

      107 Berry Patch Dr, Wilmore, KY 40390
  • /18

    $739,900

    • 4 Beds
    • 3.5 Baths
    • 2,805 Sq Ft

    1004 Cade Dr, Wilmore, KY 40390

    Spacious newly built 1.5 story home with lots of charm! This 4-bedroom, 3.5-bathroom home features 2 story entry, formal dining room that would also be a great home office. Separate Laundry room. 2 story family room is opened to spacious eat in kitchen. Kitchen includes an abundance of cabinetry and countertops and pantry for additional storage. 36'' wall cabinetry, upgrade trim package,

    Maggie Taylor RE/MAX Creative Realty

    1004 Cade Dr, Wilmore, KY 40390
  • /46

    $750,000 Sold Jul 21, 2025

    • 2,456 Sq Ft
    • $305/SF
    • 14 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2022

    1005 Cade Dr, Wilmore, KY 40390

    Truly a rare opportunity, this beautifully crafted ranch sits on a picturesque 1 acre lot, surrounded by peaceful countryside. This 3 bedroom, 2.5-bath home showcases top-tier craftsmanship and high-end upgrades throughout. You step into the expansive foyer and you're greeted by a warm, open layout highlighted by rustic wood beams, a cozy gas fireplace with custom built-ins, and panoramic sliding

    Nicholas Ratliff Real Broker, LLC

    1005 Cade Dr, Wilmore, KY 40390
    • /27

      Est $290,237 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,431 Sq Ft

      119 Brookwood Ln, Wilmore, KY 40390

      119 Brookwood Ln, Wilmore, KY 40390
  • /73

    $895,000

    • 4 Beds
    • 4 Baths
    • 3,719 Sq Ft

    1431 Troy Rd, Wilmore, KY 40390

    Beautiful five-acre farm conveniently located just minutes away from Lexington, Versailles and Nicholasville. This one and a half story home on a finished walk-out basement features a first floor primary suite, hardwood floors, a stone fireplace, bespoke woodwork throughout, a pantry and a lovely deck for outside entertaining. Other amenities include a three-car garage, a safe room and laundry

    Lesley Ward Biederman Real Estate

    1431 Troy Rd, Wilmore, KY 40390
  • /33

    $240,000 Sold Jul 08, 2025

    • 1,026 Sq Ft
    • $234/SF
    • 25 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1985

    340 Wise Dr, Wilmore, KY 40390

    Welcome home to this charming and updated ranch-style house nestled in the heart of Wilmore, KY! This 3-bedroom, 1.5-bath gem features a spacious layout with fresh paint, new flooring throughout, generous closet space, and modern fixtures that make it move-in ready. The bright and airy primary bedroom includes its own private half bath. Enjoy outdoor living with a large, flat yard—perfect for

    Randy Rodriguez Positive Property Management

    340 Wise Dr, Wilmore, KY 40390
    • /28

      Est $257,335 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft

      410 Woodspointe Way, Wilmore, KY 40390

      410 Woodspointe Way, Wilmore, KY 40390
  • /39

    $599,000

    • 4 Beds
    • 3.5 Baths
    • 3,070 Sq Ft

    205 Witts Ln, Wilmore, KY 40390

    Welcome to your dream home in the highly sought-after Talbott subdivision of Wilmore. This stunning new construction offers the perfect blend of luxury, comfort, and modern design. The spacious primary suite serves as a private retreat with a spa-like bath featuring a soaking tub, walk-in shower, double vanity, and dual walk-in closets. The heart of the home is the open-concept kitchen, dining

    Mary Galus Rector Hayden Realtors

    205 Witts Ln, Wilmore, KY 40390
  • /12

    $115,000 Sold Jun 27, 2025

    • Land
    • 0.57 Acre
    • $201,754 per Acre
    • 17 Days On Market

    103 Crouse Cir, Wilmore, KY 40390

    Kentucky Dream Home building site on a .57 acre lot in the desirable Talbott subdivision in Wilmore, one of the last towns like Mayberry in America. The lot has farm views and is at the back of a cul-de-sac for peaceful privacy. One of the best lots still available in the whole subdivision. Come see it today before it's gone!

    Ryan Smith Rector Hayden Realtors

    103 Crouse Cir, Wilmore, KY 40390
    • /25

      Est $221,088 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,026 Sq Ft

      605 Tocher Dr, Wilmore, KY 40390

      605 Tocher Dr, Wilmore, KY 40390
  • /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
  • /34

    $275,500 Sold Jun 27, 2025

    • 1,390 Sq Ft
    • $198/SF
    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1997

    118 Brookwood Ln, Wilmore, KY 40390

    Welcome to your slice of small-town paradise! This classic ranch-style charmer is bursting with warmth, personality, and just the right touch of flair. Nestled in a friendly little town where neighbors still wave and the coffee's always hot, this 3-bedroom gem is the perfect blend of comfort and character.Step inside to find sunny living spaces and a floor plan that makes everyday living

    Shelley Paterson In House Real Estate

    118 Brookwood Ln, Wilmore, KY 40390
    • /19

      Est $304,353 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,368 Sq Ft

      190 Academy Dr, Wilmore, KY 40390

      190 Academy Dr, Wilmore, KY 40390
  • /64

    $455,000

    • 3 Beds
    • 1 Bath
    • 1,648 Sq Ft

    9412 Harrodsburg Rd, Wilmore, KY 40390

    SELLER OFFERING 2/1 BUY DOWN WITH PREFERRED LENDER. FIRST YEAR RATE AS LOW AS 4.65%. All-brick, one-level home has been meticulously remodeled to offer a combination of modern luxury & timeless comfort. The open-concept family room features ceiling fans & a welcoming view of the charming front porch. The chef-inspired, custom eat-in kitchen boasts solid surface countertops, an undermount sink, &

    Maggie Taylor RE/MAX Creative Realty

    9412 Harrodsburg Rd, Wilmore, KY 40390
  • /34

    $340,000 Sold Jun 27, 2025

    • 2,476 Sq Ft
    • $137/SF
    • 54 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1996

    103 Rabbit Trail, Wilmore, KY 40390

    This is it! A beautiful lovingly maintained 3 bedroom/3 bath ranch home in the quaint town of Wilmore! One level living on a walk out basement! Privacy fenced yard! Situated deep in the Meadows neighborhood such a nice quiet street! Come take a look!

    Christina Dudek Coldwell Banker McMahan

    103 Rabbit Trail, Wilmore, KY 40390
    • /31

      Est $446,466 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,480 Sq Ft

      505 Kinlaw Dr, Wilmore, KY 40390

      505 Kinlaw Dr, Wilmore, KY 40390
  • /54

    $429,900 Open Sun 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,940 Sq Ft

    121 Wyatt Ct, Nicholasville, KY 40356

    Welcome to the Devonshire Plan - A Beautifully Crafted New Home in Lou Carlton This thoughtfully designed home features 3 spacious bedrooms, 2 full bathrooms, and an open-concept floorplan that's perfect for modern living. Step through elegant double front doors that fill the entryway with natural light. The family room offers a cozy fireplace, custom built-in shelving, and durable luxury vinyl

    Maggie Taylor RE/MAX Creative Realty

    121 Wyatt Ct, Nicholasville, KY 40356
  • /33

    $200,000 Sold Jun 26, 2025

    • 1,025 Sq Ft
    • $195/SF
    • 6 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1992

    212 Winding Way, Wilmore, KY 40390

    Ranch , all brick well maintained home on a spacious corner lot. New range appx 3 yrs ago, New refrigerator last year . mew counter tops , new vinyl plank flooring throughout, except bath, electric fireplace in living room. All these per sellers. This home offers curb appeal, all electric, and neutral decor. This home lends an open fell from the family room to the spacious kitchen . These

    Brenda Pike Charlene Clark & Associates, LLC

    212 Winding Way, Wilmore, KY 40390
    • /33

      Est $374,329 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,057 Sq Ft

      123 Pickett Dr, Wilmore, KY 40390

      123 Pickett Dr, Wilmore, KY 40390
  • /32

    $394,900 Open Sun 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 2,104 Sq Ft

    205 Bernie Trail, Nicholasville, KY 40356

    Welcome to this beautiful 4 bedroom, 2 bath brick and stone home in one of Jessamine County's most sought after neighborhoods, Lou Carlton, just minutes from Rosenwald Elementary and West Jessamine Middle and High Schools. Situated on a corner lot with a privacy fence, the backyard is summer ready with a deck and pool—perfect for entertaining! The open floor plan offers seamless flow for

    Ben Allen The Brokerage

    205 Bernie Trail, Nicholasville, KY 40356
  • /44

    $361,500 Sold Jun 24, 2025

    • 1,840 Sq Ft
    • $196/SF
    • 29 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2007

    112 Bernie Trail, Nicholasville, KY 40356

    Welcome to Lou Carlton - where comfort meets countryside charm! This nicely maintained 4-bedroom, 2-bathroom ranch is move-in ready with brand new carpet just installed in all bedrooms along with an updated HVAC system and roof for added peace of mind. What truly sets this home apart is its unmatched backyard view - it backs up to hundreds of acres of scenic farmland, ensuring privacy and

    Eric Denmark The Local Agents

    112 Bernie Trail, Nicholasville, KY 40356
    • /18

      Not Listed For Sale

      • 2 Beds

      1240 Pekin Pike, Wilmore, KY 40390

      1240 Pekin Pike, Wilmore, KY 40390
  • /53

    $1,600,000

    • 3 Beds
    • 1.5 Baths
    • 2,600 Sq Ft

    3475 Frankfort Ford Rd, Wilmore, KY 40390

    Discover the endless possibilities at this rare 24.82 acre family farm nestled in the heart of Wilmore, Kentucky—one of America's last true Mayberry-style towns. Boasting over 1,000 feet of scenic Jessamine Creek frontage and 1,200 feet of road frontage, this stunning property offers a rare blend of privacy, natural beauty, and long-term investment potential. With the ability to be divided into

    Ryan Smith Rector Hayden Realtors

    3475 Frankfort Ford Rd, Wilmore, KY 40390
  • /41

    $365,000 Sold Jun 23, 2025

    • 2,275 Sq Ft
    • $160/SF
    • 29 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1975

    505 Wilder Reynolds Rd, Wilmore, KY 40390

    Welcome to this beautifully maintained 4-bedroom, 3-bathroom home in the heart of charming Wilmore, KY. Step inside and be greeted by classic French doors that open into a spacious living and dining area, perfect for entertaining. The kitchen boasts painted Scherich oak cabinets, double ovens, a KitchenAid dishwasher and large casement windows over the sink that bring in abundant natural light.

    Paul Hamilton United Real Estate Bluegrass

    505 Wilder Reynolds Rd, Wilmore, KY 40390
    • /3

      Not Listed For Sale

      Lot 48 Dix Dr, Wilmore, KY 40390

      Lot 48 Dix Dr, Wilmore, KY 40390
  • /36

    $430,000

    • 4 Beds
    • 3 Baths
    • 2,991 Sq Ft

    419 Talbott Dr, Wilmore, KY 40390

    Great home in a great neighborhood! Upper level has it all -- three bedrooms with master bathroom. Large living room and family room facing the deck. Open kitchen with all appliances. Lower level has great room with fireplace and full bathroom suitable for guests. Brick exterior and large fenced backyard with mature trees. Double garage with adjacent large storage room.Enjoy small

    Paul Hamilton United Real Estate Bluegrass

    419 Talbott Dr, Wilmore, KY 40390
  • /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
    • /5

      Not Listed For Sale

      135 Lesley Trail, Wilmore, KY 40390

      135 Lesley Trail, Wilmore, KY 40390
  • /32

    $400,000

    • 4 Beds
    • 2.5 Baths
    • 2,045 Sq Ft

    105 Bernie Trail, Nicholasville, KY 40356

    Discover this beautiful all brick home in the wonderful Lou Carlton subdivision. This over 2,000 square foot home is surrounded by gorgeous farmland and located just minutes from schools and shops. Enter into the open foyer and discover what this home has to offer.. You will find vaulted ceilings in the living room that allow for plenty of entertaining space. The kitchen includes beautiful

    Darcy Gillock Marshall Lane Real Estate

    105 Bernie Trail, 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
    • /18

      Est $1,791,304 Not Listed For Sale

      • 4 Beds

      3460 Frankfort Ford Rd, Wilmore, KY 40390

      3460 Frankfort Ford Rd, Wilmore, KY 40390
  • /5

    $84,900

    • Land
    • 0.19 Acre
    • $446,842 per Acre

    129 Wyatt Ct, Nicholasville, KY 40356

    Premier Building Lot Available in Lou Carlton Development!Don't miss this opportunity to own an oversized lot in the highly sought-after Lou Carlton community! Located in a quiet cul-de-sac on Wyatt Drive—the newest phase of the development—this lot is surrounded by beautiful, newly built homes.Conveniently situated between US-27 and US-68, the location offers easy access for commuting to

    Maggie Taylor RE/MAX Creative Realty

    129 Wyatt Ct, Nicholasville, KY 40356

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