Jessamine County KY Homes for Sale

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  /21

  $279,900

  • 3 Beds
  • 1 Bath
  • 1,215 Sq Ft

  1334 Shun Pike, Nicholasville, KY 40356

  Welcome to this beautifully well maintained 3-bedroom, 1-bath ranch-style home offering the ease of one-level living and a spacious, open floor plan perfect for modern lifestyles. With 1,215 sq ft of thoughtfully designed space, this home boasts of vaulted ceilings that enhance the airy, light-filled living areas. Enjoy peace of mind with numerous updates, including new flooring in the living

  Kathy Martin United Real Estate Bluegrass

  1334 Shun Pike, Nicholasville, KY 40356
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  /30

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,705 Sq Ft

  117 Denton Ct, Nicholasville, KY 40356

  All-brick 3-bedroom, 2-bathroom, 2-car garage ranch with over 1,700 sqft.! Desirably located on a cul-de-sac right off N 3rd Street in northwest Nicholasville, this one-owner home is ready for the next buyer to make it their own! Step inside to vaulted ceilings and a gas fireplace. A bonus room full of windows gives you flexibility to use as you like; a fourth bedroom, another family room,

  Lauren Back The Brokerage

  117 Denton Ct, Nicholasville, KY 40356
• 

  

  

  /20

  $439,900

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  2031 Shun Pike, Nicholasville, KY 40356

  This is your opportunity to have it ALL ! All brick and all one level. Welcome to your new home. Built in 2025, this home is practically brand new. Immediately you are welcomed into the great room, which allows you to enjoy both the kitchen and the living room. The kitchen has an incredible kitchen featuring cabinets with soft close drawers, granite counter tops, a tile backsplash, kitchen island

  Lynn East Ransdell RE/MAX Creative Realty

  2031 Shun Pike, Nicholasville, KY 40356
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  /101

  $1,300,000

  • 4 Beds
  • 3.5 Baths
  • 3,528 Sq Ft

  140 Cave Run Blvd, Versailles, KY 40383

  From the moment you arrive, this exceptional residence makes a lasting impression. A welcoming driveway, expansive windows, and a private tree-lined backyard creates an inviting setting that is becoming increasingly difficult to find. Thoughtfully designed with modern finishes and exceptional functionality, every detail has been carefully considered. Inside, abundant natural light fills the

  Paul Timoshchuk Lifstyl Real Estate

  140 Cave Run Blvd, Versailles, KY 40383
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  /37

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 1,910 Sq Ft

  448 Friendly Ave, Nicholasville, KY 40356

  Welcome to this stunning home in sought after Jessamine County, KY! This beautifully maintained 3-bed, 2.5-bath residence features classic white brick, black-accented windows, and a charming covered front porch. Inside, 9-ft ceilings and neutral decor create a bright, move-in-ready atmosphere. The spacious 2-car garage, wide concrete driveway, and fully fenced yard offer ample parking, privacy,

  Whitney Pannell Team Pannell Real Estate

  448 Friendly Ave, Nicholasville, KY 40356
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  /114

  $700,000

  • 4 Beds
  • 2.5 Baths
  • 2,948 Sq Ft

  203 Paddock Dr, Nicholasville, KY 40356

  Every day feels like a vacation at 203 Paddock! Situated on approximately 2 acres, this beautifully maintained two-story home has been lovingly cared for by the same owner for 22 years and offers an incredible combination of indoor and outdoor living. The backyard is truly something special, featuring a saltwater pool with lighting, custom fountain and splash pad, along with a beautifully

  Casey Weesner Weesner Properties, Inc.

  203 Paddock Dr, Nicholasville, KY 40356
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  /28

  $269,000

  • 3 Beds
  • 1.5 Baths
  • 1,343 Sq Ft

  700 Wise Dr, Wilmore, KY 40390

  This lovely brick home on a large corner lot is located in the desirable Westpointe subdivision in Wilmore! The functional layout has been freshly painted and features a vaulted living room with lots of natural light and a bright sunroom to enjoy. The kitchen has newly updated flooring and appliances and is ready for it's new owner. The generous yard provides plenty of space on the corner lot and

  Brittany Ogata RE/MAX Elite Lexington

  700 Wise Dr, Wilmore, KY 40390
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  /12

  $330,000

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,254 Sq Ft

  412 Perry Dr, Nicholasville, KY 40356

  Charming 4 bedroom, 2.5 bathroom home in The Vineyards Subdivision with plenty of possibilities. This property offers a 2 car garage with space for parking, as well as storage for tools. The primary level offers a Family Room with new flooring, tall vaulted ceilings, and a gas fireplace. The Kitchen area includes 2 pantries, a breakfast bar area, stainless steel appliances, and lots of storage.

  LeShai Phelps Exit Realty Crutcher

  412 Perry Dr, Nicholasville, KY 40356
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  /79

  $995,000

  • 4 Beds
  • 4 Baths
  • 4,533 Sq Ft

  203 Stonegate Dr, Nicholasville, KY 40356

  Set on a picturesque one-acre lot surrounded by mature trees, this home features four bedrooms, two full bathrooms, two half bathrooms, and high-end architectural details including coffered ceilings, extensive trim work, and hardwood flooring throughout. The gourmet kitchen includes granite countertops, stainless steel appliances, a walk-in pantry, and custom designer cabinetry. The first level

  Pamela Jury Christies International Real Estate Bluegrass

  203 Stonegate Dr, Nicholasville, KY 40356
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  /62

  $950,000

  • 6 Beds
  • 2.5 Baths
  • 4,046 Sq Ft

  2680 Adena Ln, Nicholasville, KY 40356

  Tucked away on 11.76 acres across two tracts, this Craftsman style home offers the privacy of country living with the convenience of being only 15 minutes from Lexington. If you've been dreaming of room to roam without giving up nearby shopping, dining, and everyday amenities, this property delivers. With 6 bedrooms and 2.5 bathrooms, there is plenty of space for family and guests. The custom

  Mimi Iverson Real Broker, LLC - Harrodsburg

  2680 Adena Ln, Nicholasville, KY 40356
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  /51

  $357,500

  Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,281 Sq Ft

  141 Academy Dr, Wilmore, KY 40390

  Five years new, this model home was built in 2021 and has had one owner with no children or pets. The builder spared no expense on this immaculate custom build, offering upscale, modern living with total peace of mind in the desirable Bethel Pointe community. The beautifully designed 'Keene' floor plan features a sun-drenched, open-concept layout highlighted by soaring vaulted ceilings, durable

  Misty Viands RE/MAX Elite Lexington

  141 Academy Dr, Wilmore, KY 40390
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  /45

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft

  113 S Town Branch Dr, Nicholasville, KY 40356

  Welcome home to this beautifully maintained, turnkey ranch in the heart of Nicholasville! Designed for easy single-level living, this inviting home offers a spacious and functional floor plan with an attached garage, three comfortable bedrooms, and two full bathrooms. The primary suite features a generously sized walk-in closet, while the additional bedrooms provide flexibility for family,

  Scott Fryar Keller Williams Bluegrass Realty

  113 S Town Branch Dr, Nicholasville, KY 40356
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  /26

  $239,900

  • 3 Beds
  • 1.5 Baths
  • 1,084 Sq Ft

  120 Collins Dr, Nicholasville, KY 40356

  1/2 Acre, 14x20 Covered Deck and 14x20 Workshop!! Welcome home to 1/2 acre of quiet, country charm! This lovely 3-bedroom, 1 1/2-bath home is set in a peaceful rural area with beautiful surroundings and a lovely lake view from your 10x16 covered front porch - perfect for morning coffee or evening sunsets. Inside, enjoy a large living room with an insert that will keep the whole family warm on

  David Oatts Oatts Real Estate

  120 Collins Dr, Nicholasville, KY 40356
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  /2

  $135,000

  • Land
  • 1.1 Acres
  • $122,727 per Acre

  101 Peaceful Landing, Wilmore, KY 40356

  Suheil Albaree Tru Life Real Estate

  101 Peaceful Landing, Wilmore, KY 40356
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  /81

  $950,000

  Open Sun 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 3,898 Sq Ft

  405 Lone Oak Ln, Wilmore, KY 40390

  Escape to the countryside in this immaculate 4-bedroom, 3.5-bath home that checks every box. Situated on over 11 acres of lush, secluded land, this property offers the maximum privacy your family craves. Inside, you'll find a freshly painted home featuring a stunning new kitchen remodel—a perfect space with granite counters and premium new appliances. There is plenty of space to host with the

  Ethan Burton RE Solutions Bluegrass

  405 Lone Oak Ln, Wilmore, KY 40390
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  /77

  $535,000

  • 3 Beds
  • 2.5 Baths
  • 2,176 Sq Ft

  104 Greystone Dr, Nicholasville, KY 40356

  Thoughtfully built and meticulously maintained, this Nicholasville home sits in one of Greystone's quietest pockets, overlooking open farmland with a back porch made for slow mornings and long evenings. The view is the kind that doesn't change — peaceful, pastoral, and all yours. Inside and out, this one was built with intention. A whole-house generator means you're never left in the dark. A

  Ken Donworth Bluegrass Sotheby's International Realty

  104 Greystone Dr, Nicholasville, KY 40356
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  /65

  $649,900

  • 3 Beds
  • 3 Baths
  • 2,025 Sq Ft

  133 Lake Point Dr, Nicholasville, KY 40356

  Welcome to this beautifully designed Cape Cod-style condo in the desirable Brannon Reserve community. Built in 2023, this thoughtfully crafted 1.5-story home offers 3 bedrooms, 3 full bathrooms, and the perfect blend of modern comfort and low-maintenance living. The inviting floor plan features spacious living areas, a well-appointed kitchen, and a convenient laundry/mudroom that connects to the

  Steve Klein Bluegrass Sotheby's International Realty

  133 Lake Point Dr, Nicholasville, KY 40356
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  /33

  $439,900

  • 4 Beds
  • 2.5 Baths
  • 2,420 Sq Ft

  208 Skaggs Blvd, Nicholasville, KY 40356

  Seller will pay $5000 in closing costs if under contract by 8/20/26. Fenced in backyard! Check out these bedrooms sizes! Covered front porch. 2 story foyer. Formal dining room. Kitchen will features a beautiful subway tile backspace and includes refrigerator, dishwasher, range and microwave. Large family room. All bedrooms and laundry are located on the 2nd floor. Primary bedroom has 2 walk-in

  

  Lauren Ball

  Deborah Ball Realty

  208 Skaggs Blvd, Nicholasville, KY 40356
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  /39

  $374,900

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  109 Derby Dr, Nicholasville, KY 40356

  3-Bedroom, 2-Bath Ranch Home w/ Open Layout & Premium Features. Step into this beautifully designed ranch-style.Open-concept layout and a fully insulated 2-car garage complete w/ an opener, remotes, and keypad entry. Inside, you'll find 10-foot smooth ceilings, 8' doors & luxury vinyl plank flooring throughout the main living areas, complemented by plush carpeting with 8-pound padding in all

  Maggie Taylor RE/MAX Creative Realty

  109 Derby Dr, Nicholasville, KY 40356
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  /27

  $224,900

  • 3 Beds
  • 3 Baths
  • 2,941 Sq Ft

  209 S 1st St, Nicholasville, KY 40356

  Income producing historic asset in the heart of downtown Nicholasville! The Metcalf Place holds rich history as the first house to be erected in the establishing of the town of Nicholasville in the late 1700s. This now cash flowing triplex at 209 South 1st Street offers an excellent chance to start or expand your investment portfolio. All three units are currently occupied by month-to-month

  Randi Mjos Building The Bluegrass Realty

  209 S 1st St, Nicholasville, KY 40356
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  /35

  $399,900

  • 4 Beds
  • 2.5 Baths
  • 1,931 Sq Ft

  105 Manoah Ln, Nicholasville, KY 40356

  Don't miss this spacious 4-bedroom, 2.5-bath home situated on a desirable corner lot! Featuring generously sized rooms, a dramatic two-story foyer, and a flexible floor plan, this home offers a first-floor bedroom that could serve as a second primary suite, guest suite, or the perfect mother-in-law suite. It's also an ideal option for parents or guests who prefer to avoid stairs. The private,

  Susy Esquivel Allied Realty

  105 Manoah Ln, Nicholasville, KY 40356
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  /45

  $422,500

  New Construction Open Sun 1PM - 5PM

  • 4 Beds
  • 2.5 Baths
  • 2,138 Sq Ft

  432 Krauss Dr, Nicholasville, KY 40356

  Your new construction home is built just for you, where timeless design meets modern luxury. Thoughtfully crafted with impeccable attention to detail, this stunning 4-bedroom, 2.5-bath residence offers an expansive open-concept floor plan enhanced by soaring vaulted ceilings and abundant natural light, creating an inviting atmosphere for both everyday living and entertaining. You'll fall in love

  Jessica Bach Lifstyl Real Estate

  432 Krauss Dr, Nicholasville, KY 40356
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  /10

  $229,500

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  119 Rolling Acres Dr, Nicholasville, KY 40356

  Very well kept home in quite (no thru traffic) area. House is in move in condition. Covered front porch and covered rear deck.

  Charles Collins Charles Collins Real Estate

  119 Rolling Acres Dr, Nicholasville, KY 40356
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  /42

  $509,900

  • 3 Beds
  • 2 Baths
  • 1,977 Sq Ft

  312 Fox Hollow Trail, Nicholasville, KY 40356

  Welcome to this immaculately maintained, move-in ready ranch home offering the perfect blend of comfort, convenience, and low-maintenance living. Tucked away on a quiet street just minutes from Brannon Crossing's shopping, dining, and everyday conveniences, this nearly new home has been meticulously cared for and shows exceptionally well. Built just a few years ago, you'll find an inviting open

  Jonathan Profitt Bluegrass Home Group

  312 Fox Hollow Trail, Nicholasville, KY 40356
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  /28

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,636 Sq Ft

  119 Cherrybrook Dr, Nicholasville, KY 40356

  Open House Saturday 1-3 PM. Welcome to this charming opportunity in the heart of Nicholasville! This 3-bedroom, 2 full bathroom ranch home offers a layout designed for comfortable everyday living. With a functional floor plan, this property provides an excellent foundation for buyers looking to add their personal style and updates over time. The home features a spacious two-car attached garage,

  Amanda Garland Keller Williams Bluegrass Realty

  119 Cherrybrook Dr, Nicholasville, KY 40356
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  /40

  $500,000

  Open Sun 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,342 Sq Ft

  553 Brannon Meadow Way, Nicholasville, KY 40356

  Perfectly positioned in one of Nicholasville's most desirable locations, 553 Brannon Meadow Way offers refined living just moments from everything Brannon Crossing has to offer. Grocery stores, restaurants, shopping, fitness centers, and everyday conveniences are all just minutes away, creating a lifestyle that's as effortless as it is connected. Built in 2021, this thoughtfully designed home

  Sheridan Sims Keller Williams Commonwealth

  553 Brannon Meadow Way, Nicholasville, KY 40356
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  /71

  $575,000

  Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,656 Sq Ft

  201 Blue Ridge Dr, Nicholasville, KY 40356

  In a market where homes are often built just feet apart, finding one with room to breathe is a rare opportunity. Nestled in the highly desirable Grey Oaks subdivision, this home offers a premium lot with an expansive backyard that backs to open fields, creating a sense of privacy that's hard to find, all while being just minutes from Brannon Crossing. Inside, thoughtful upgrades and tasteful

  Ivan Timoshchuk Lifstyl Real Estate

  201 Blue Ridge Dr, Nicholasville, KY 40356
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  /52

  $585,000

  • 3 Beds
  • 3 Baths
  • 2,025 Sq Ft

  200 Petunia Ct, Nicholasville, KY 40356

  The UNICORN! Meticulously taken care of, this unit in the last building to be finished in Brannon Gardens feels brand new! Ready for you to move in and start enjoying life without the chores of a single family home. Step inside and IMMEDIATELY you'll start to count the endless upgrades! Painted a calming light gray throughout your eye goes to the built in BOOKCASES with glass doors, premier

  

  Doreen Taylor

  Berkshire Hathaway de Movellan Properties

  200 Petunia Ct, Nicholasville, KY 40356
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  /88

  $1,800,000

  • 3 Beds
  • 5 Baths
  • 3,844 Sq Ft

  1170 Delaney Ferry Rd, Nicholasville, KY 40356

  Set behind a keyed entry gate on five private acres, 1170 Delaney Ferry Road pairs true tranquility with everyday convenience - Lexington's restaurants, grocery, and healthcare are minutes away, and Blue Grass Airport is a quick ten-minute drive. A flagstone walkway winds through mature landscaping to a front entry framed by an arched transom window. Step inside to a foyer with nineteen-foot

  Sheridan Sims Keller Williams Commonwealth

  1170 Delaney Ferry Rd, Nicholasville, KY 40356
• 

  

  /19

  $365,000

  • 4 Beds
  • 4 Baths
  • 2,670 Sq Ft

  170 Heritage Dr, Nicholasville, KY 40356

  Prime location! 2 occupied Townhomes for your portfolio or live in one, rent the other. Located on the north side of recently upgraded Lake Mingo Park, each unit is 2 bedrooms and 1.5 bathrooms with a one-car garage and an unfinished basement. NEW roof, NEW siding, NEW gutters and NEW windows. Tenants pay all utilities. The amenities and walkability make this location ideal for tenants! Walkable

  Terra Jeffries RE/MAX Elite Realty

  170 Heritage Dr, Nicholasville, KY 40356
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  /37

  $395,000

  • 4 Beds
  • 2 Baths
  • 2,797 Sq Ft

  316 Courchelle Dr, Nicholasville, KY 40356

  Welcome to this beautifully maintained home in highly sought-after Lone Oak subdivision, offering the perfect blend of space, comfort and convenience! Ideally situated in Nicholasville and close to Lexington for you to enjoy quick access to shopping, restaurants, entertainment, parks and everything both cities have to offer. Inside you'll find four spacious bedrooms and two full bathrooms with

  Shiloh Williams GSP Homes

  316 Courchelle Dr, Nicholasville, KY 40356
• 

  

  /50

  $900,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,724 Sq Ft

  200 Maple Lawn Cir, Nicholasville, KY 40356

  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

  Brandon Hedinger Keller Williams Bluegrass Realty

  200 Maple Lawn Cir, Nicholasville, KY 40356
• 

  

  /3

  $410,570

  New Construction

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

  709 Anthony Dr, Nicholasville, KY 40356

  (Property is at the drywall Stage 7/20/2026) Please see Documents tab for progress photos. The Sycamore Bend, part of the Trend Collection by Ball Homes, is a two-story plan that includes a first-floor guest bedroom and a Walk Out Basement with a 12x12 covered deck. 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

  Christy Rock Christies International Real Estate Bluegrass

  709 Anthony Dr, Nicholasville, KY 40356
• 

  

  /11

  $97,000

  • 2 Beds
  • 1 Bath
  • 1,265 Sq Ft

  101 Ilhardt Ave, Nicholasville, KY 40356

  Great opportunity in the heart of Nicholasville! This 2-bedroom, 1 full bath home sits on a spacious 1⁄2-acre lot just minutes from downtown. Perfect for investors or buyers looking to renovate and make it their own, this property offers solid potential with room to add value. Generous lot provides space for expansion, outdoor living, or future improvements. Convenient location close to shopping,

  Gerson Luna Tru Life Real Estate

  101 Ilhardt Ave, Nicholasville, KY 40356
• 

  

  /22

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  704 Pinoak Dr, Nicholasville, KY 40356

  Charming 3 BR, 2 BA ranch home in Willow Glen! This inviting one-level home offers a spacious living room with fireplace, eat-in kitchen, attached 1-car garage, and a private fenced backyard with storage shed. Enjoy outdoor living from the covered front porch or rear patio. Conveniently located near schools, shopping, and US 27 South bypass. Great opportunity for first-time buyers, downsizers, or

  Joyce Nicholson Rector Hayden Realtors

  704 Pinoak Dr, Nicholasville, KY 40356
• 

  

  /75

  $899,900

  • 4 Beds
  • 3.5 Baths
  • 4,128 Sq Ft

  1020 High Point Dr, Nicholasville, KY 40356

  Classic Colonial living on five scenic acres overlooking Thoroughbred Golf Course. Perfectly positioned just minutes from Lexington and directly across from world-renowned Taylor Made Farm, this beautifully renovated home has everything you've been looking for. Inside, nearly every room has been thoughtfully updated. The well appointed kitchen showcases quartz countertops with a waterfall edge,

  James Turek Bluegrass Sotheby's International Realty

  1020 High Point Dr, Nicholasville, KY 40356
• 

  

  /147

  $1,575,000

  • 4 Beds
  • 6 Baths
  • 5,389 Sq Ft

  109 Stirling Ln, Versailles, KY 40383

  Welcome to this exceptional Central Kentucky retreat where luxury, thoughtful design, and peaceful country living come together on just over 5 picturesque acres in Jessamine County. This stunning ranch home is filled with carefully selected upgrades and custom touches, offering both elevated style and comfortable everyday living. At the heart of this home, the beautifully designed kitchen is

  Kelly Karls eXp Realty, LLC

  109 Stirling Ln, Versailles, KY 40383
• 

  

  /6

  $899,900

  • Land
  • 6.89 Acres
  • $130,610 per Acre

  Tract 1-D Ohare Ln, Nicholasville, KY 40356

  Terrific development potential. 6.89 acres of vacant land in Nicholasville, KY. Property located in county limits.

  Vitaliy Chubaruk United Real Estate Bluegrass

  Tract 1-D Ohare Ln, Nicholasville, KY 40356
• 

  

  /33

  $260,000

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

  107 Ross St, Nicholasville, KY 40356

  Turnkey investment opportunity! FULLY OCCUPIED. $2850 a month income. This newly updated triplex is a strong income-producing asset with updates throughout. Recent renovations minimize deferred maintenance and support long-term performance. The property offers excellent cash-flow with multiple income streams under one roof. Ideal for investors seeking a stabilized or value-add opportunity in a

  Alyssa Weir ERA Select Real Estate

  107 Ross St, Nicholasville, KY 40356
• 

  

  /7

  $250,000

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  501, 501 1/2, 503 Broadway St, Nicholasville, KY 40356

  Three properties being sold together. 3 separate lots. 503 does not have electric connected as all the wiring must be re-done . 501 is a tenant home currently but will be moving out with an acceptable offer. This home has to be renovated from floors to ceilings and everything in between as does 503. 501 1/2 is a mobile home on a separate lot and and also need completely renovated. These homes are

  Brenda Pike Charlene Clark & Associates, LLC

  501, 501 1/2, 503 Broadway St, Nicholasville, KY 40356

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