Homes for Sale near Henry Clay High School

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  /129

  $1,150,000

  • 4 Beds
  • 3.5 Baths
  • 3,604 Sq Ft

  400 Ridgeway Rd, Lexington, KY 40502

  A quintessential Ashland Park treasure—this impeccably maintained 1935 English cottage-style home perfectly blends timeless character w modern sophistication. This home offers the charm & craftsmanship of the 1930's w the space & flow of modern living. From the welcoming entry nook to the light-filled great room addition, every detail has been thoughtfully curated to honor the home's historic

  Meredith Walker Bluegrass Sotheby's International Realty

  400 Ridgeway Rd, Lexington, KY 40502
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  /36

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft

  394 Bassett Ave, Lexington, KY 40502

  Hey, stop scrolling and take a moment to fall in love with 394 Bassett Ave. First off this unique property is located in the historic Kenwick Neighborhood. Now let me explain why this property is so unique, this property could be an investment property for your growing portfolio as it has two units; a first floor that two bedrooms, 1 bathroom, a living room, dining area, kitchen, mudroom/laundry

  Brandon Hedinger Keller Williams Bluegrass Realty

  394 Bassett Ave, Lexington, KY 40502
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  /37

  $2,000,000

  • 4 Beds
  • 4 Baths
  • 4,836 Sq Ft

  1861 Evans Mill Rd, Lexington, KY 40515

  Welcome to your ultimate family retreat just minutes from downtown Lexington where luxurious meets a sportsman's paradise! The first floor of the custom-built home features vaulted ceilings, curved beams, abundant natural light, a primary bedroom complete with his & hers bathrooms, and a laundry that is adjacent to the spacious walk-in closet. The open concept living room and chef's kitchen open

  Kim Morris Berkshire Hathaway de Movellan Properties

  1861 Evans Mill Rd, Lexington, KY 40515
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  /39

  $159,999

  • 2 Beds
  • 2 Baths
  • 784 Sq Ft

  404 Bainbridge Ct Unit E3, Lexington, KY 40509

  Now Available! - Updated 2-bedroom, 2-bath condo located in the Hamburg neighborhood. Situated on the second floor, this unit features a spacious living room with vaulted ceilings that create an open, airy feel. The home is enhanced with modern LVT flooring throughout and a contemporary kitchen complete with stainless steel appliances. Step outside to enjoy your private deck — perfect for

  Kristi Osborne Bluegrass Property Exchange

  404 Bainbridge Ct Unit E3, Lexington, KY 40509
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  /64

  $899,900

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

  211 Chenault Rd, Lexington, KY 40502

  Situated on one of Chevy Chase's most coveted streets, this Cape Cod charmer on Chenault Road blends timeless elegance with modern comfort. Enjoy the welcoming front patio framed by brick knee walls leads to a rich, solid wood door with beveled glass, opening to a gracious foyer and expansive living room with fireplace and built-ins. Then discover the sunlit front bedroom which could be used as

  Whitney Durham Bluegrass Sotheby's International Realty

  211 Chenault Rd, Lexington, KY 40502
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  /84

  $795,000

  • 5 Beds
  • 2.5 Baths
  • 3,515 Sq Ft

  1908 Blairmore Rd, Lexington, KY 40502

  First Time Ever on the Market in the 02!This all-brick two-story home is a rare gem—situated on a spacious .34-acre fully fenced lot with mature trees, offering privacy and serenity just minutes from everything. The oversized 2-car attached garage provides plenty of room for vehicles and storage, while the screened-in porch is perfect for relaxing or entertaining year-round. Step inside

  Andrea Coughtry Lifstyl Real Estate

  1908 Blairmore Rd, Lexington, KY 40502
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  /50

  $748,000

  • Land
  • 19 Acres
  • $38,616 per Acre

  6824 Grimes Mill Rd, Lexington, KY 40515

  This is a great 19.3 acre sport horse farm on the edge of the Iroquois Hunt country. The barn features 15 stalls (including two possible foaling stalls), wash stall, grooming stall, hay storage, equipment storage, other storage areas, and tack room with a full bathroom. There is also an outdoor ring, separate equipment barn detached garage, pond, and 6 paddocks. The ranch house has 3 bedrooms

  Hill Parker Turf Town Properties

  6824 Grimes Mill Rd, Lexington, KY 40515
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  /40

  $489,900

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft

  353 Sherman Ave, Lexington, KY 40502

  Welcome to your dream home in Kenwick! Step inside this beautifully updated 3-bedroom, 2-bath, 1,530 sq. ft. home and be greeted by smooth, elegant tile flooring that flows throughout the common areas! As you continue through the spacious, open living area, you'll find a dedicated dining space, and just to the left, two bedrooms featuring plush new carpet, with one featuring another room that

  William Said Tru Life Real Estate

  353 Sherman Ave, Lexington, KY 40502
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  /14

  $829,950

  • 5 Beds
  • 4.5 Baths
  • 4,711 Sq Ft

  192 Somersly Place, Lexington, KY 40515

  Welcome - professionals to bring your client Discover your dream home at 192 Somersly Pl, nestled in Lexington's prestigious Ellerslie neighborhood, just across from the scenic Jacobson Park. This 4,711 square foot masterpiece, boasting 5 bedrooms and 4.5 bathrooms, blends timeless elegance with modern upgrades. Step into gleaming hardwood floors that flow throughout the main floor, leading to a

  Darrell Lewis DIY Flat Fee.com

  192 Somersly Place, Lexington, KY 40515
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  /19

  $975,000

  • Land
  • 10 Acres
  • $97,305 per Acre

  110 Damar Dr, Lexington, KY 40515

  Click on the VirtualTour section to see the video!Your dream property awaits in the heart of horse country on ten peaceful acres with a lake view, mature trees, and is only minutes from Downtown and Hamburg. Become a regular at Boonedog's which is right around the corner. The property features an elegant gated entry and classic plank fencing, setting the stage for a grand estate. And

  Michael Mallory The Brokerage

  110 Damar Dr, Lexington, KY 40515
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  /45

  $759,000

  • 3 Beds
  • 2.5 Baths
  • 3,012 Sq Ft

  393 Weston Park, Lexington, KY 40515

  Beautiful, new construction, ranch home now complete in the desirable Ellerslie at Delong development. High-end, designer selected, finishes throughout.

  Reece Miller Signature Real Estate, LLC

  393 Weston Park, Lexington, KY 40515
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  /83

  $1,595,000

  • 5 Beds
  • 5.5 Baths
  • 4,744 Sq Ft

  2005 Lakeside Dr, Lexington, KY 40502

  Discover a rare chance to own a beautifully reimagined waterfront property in the prestigious Lakeside community. Set on an expansive 0.5+ acre lot, this stunning home has been thoughtfully re-mastered to embody a sophisticated modern organic aesthetic. The main level features an open floor plan with striking floor-to-ceiling windows that seamlessly blend indoor and outdoor living. On the first

  Abby Jones Bluegrass Sotheby's International Realty

  2005 Lakeside Dr, Lexington, KY 40502
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  /53

  $739,900

  • 3 Beds
  • 3 Baths
  • 3,906 Sq Ft

  5420 Kiddville Ln, Lexington, KY 40515

  Nestled on just over an acre in the quiet countryside of Lexington, this beautifully maintained ranch with walkout basement offers the perfect blend of serenity, space, and smart design. Tucked among mature trees, yet only a short drive to conveniences. Inside, the heart of the home is the open-concept kitchen, where an impressive eight-foot island invites family and friends to gather. Stainless

  Martha Hiles Rector Hayden Realtors

  5420 Kiddville Ln, Lexington, KY 40515
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  /19

  $339,900

  • 3 Beds
  • 2 Baths
  • 1,236 Sq Ft

  1017 Sugarbush Trail, Lexington, KY 40509

  Welcome home to this beautifully maintained single-story gem in the sought-after Chilesburg neighborhood! Featuring 3 spacious bedrooms, 2 full baths, and an open-concept living area with vaulted ceilings, this home offers both comfort and style. The kitchen boasts modern appliances, ample counter space, and a breakfast bar—perfect for entertaining. Enjoy relaxing evenings in the private, patio

  Ben Allen The Brokerage

  1017 Sugarbush Trail, Lexington, KY 40509
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  /57

  $1,499,000

  • 5 Beds
  • 4.5 Baths
  • 4,904 Sq Ft

  333 Culpepper Rd, Lexington, KY 40502

  Located in popular Ashland Park! This impressive home offers something for everyone. The home features two primary bedrooms as well as two junior suites, plus an additional bedroom with an attached bath. As soon as you enter the home, you immediately notice the large vaulted ceilings and open kitchen concept and den. The kitchen features custom cabinetry, professional grade stainless steel

  Richard Flora Christies International Real Estate Bluegrass

  333 Culpepper Rd, Lexington, KY 40502
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  /75

  $845,000

  • 4 Beds
  • 2.5 Baths
  • 3,689 Sq Ft

  754 Chinoe Rd, Lexington, KY 40502

  Sellers are willing to pay up to $10,000 closing cost for a full price offer. New price reduction on this well-maintained 4-bedroom, 2.5-bath home, nestled in one of Lexington's most desirable neighborhoods, sitting on a half acre corner lot. With only two owners since it was built, this property has been lovingly cared for & offers a rare combination of comfort, space, and privacy. Inside,

  Diane Layson Turf Town Properties

  754 Chinoe Rd, Lexington, KY 40502
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  /83

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  2381 Randolph Ct, Lexington, KY 40503

  This stunning brick ranch home in South Lexington is a rare find! Recently updated, it features an open floor plan that seamlessly blends modern style with cozy comfort. Perfect for both relaxation and entertaining, the home includes an inviting inground pool, ideal for those warm summer days.With its blend of contemporary updates and classic charm, this home is sure to impress.

  Michelle Gunter Bluegrass Home Group

  2381 Randolph Ct, Lexington, KY 40503
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  /27

  $324,900

  • 4 Beds
  • 2.5 Baths
  • 1,780 Sq Ft

  289 Mulberry Ct, Lexington, KY 40509

  Step into this stunning renovated home, perfect for your family! Featuring a bright new kitchen that will inspire your inner chef, spacious walk-in closets, and beautifully updated bathrooms. Enjoy the large walkout basement with a family room designed for movie nights and gatherings. The patio is ideal for entertaining and relaxing outdoors. This home truly feels brand new — come see where your

  Jenny Perron EXP Realty, LLC

  289 Mulberry Ct, Lexington, KY 40509
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  /9

  $189,900

  • 2 Beds
  • 1.5 Baths
  • 1,164 Sq Ft

  414 Darby Creek Rd Unit B, Lexington, KY 40509

  Why rent when you can own for less. Please give 2 hour notice for tenant approval. Tenant would like to stay if buying as an investment. Please do not let cat out. Property sold as is inspections welcome. Owner has never occupied. Call today for your private showing

  Kevin Mangold Goshen Real Estate, LLC

  414 Darby Creek Rd Unit B, Lexington, KY 40509
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  /95

  $969,000

  • 4 Beds
  • 2.5 Baths
  • 3,252 Sq Ft

  406 Dudley Rd, Lexington, KY 40502

  Charming 2.5-Story Brick Craftsman in Prime Location! Welcome to 406 Dudley Road, a beautifully maintained brick Craftsman-style home nestled in one of the area's most desirable, tree-lined neighborhoods. This spacious residence offers timeless character with modern comfort, featuring 4 bedrooms, 2.5 bathrooms, gleaming hardwood floors, and thoughtful built-ins throughout. Enjoy multiple living

  Elizabeth Herrington Bluegrass Sotheby's International Realty

  406 Dudley Rd, Lexington, KY 40502
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  /89

  $1,225,000

  • 3 Beds
  • 3.5 Baths
  • 3,848 Sq Ft

  100 Idle Hour Dr Unit 8, Lexington, KY 40502

  Timeless elegance meets exceptional privacy in this beautifully appointed townhome. From the welcoming foyer, step into a gracious living room with gas fireplace and custom cabinetry, and an elegant dining room perfect for entertaining. The stunning kitchen features Bosch appliances, double ovens, a large island with vegetable sink, and butler's pantry — ideal for both serious cooking and stylish

  Gwen Mathews Bluegrass Sotheby's International Realty

  100 Idle Hour Dr Unit 8, Lexington, KY 40502
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  /20

  $175,000

  • 1 Bed
  • 1 Bath
  • 699 Sq Ft

  1117 Turkey Foot Rd Unit 6, Lexington, KY 40502

  A hop, skip and a jump to Kroger Field, downtown and UK campus, this condo is move-in ready! Freshly painted throughout and not a stitch of carpet! One bedroom, one bathroom, kitchen, dining area, great room with vaulted ceiling and fireplace. Designated parking space.

  Jenny Mateyoke Keller Williams Legacy Group

  1117 Turkey Foot Rd Unit 6, Lexington, KY 40502
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  /62

  $727,777

  • 5 Beds
  • 3 Baths
  • 2,825 Sq Ft

  3880 Leighton Ln, Lexington, KY 40515

  Look no further, because your new forever home awaits in the prestigious Ellerslie at Delong community in Lexington! Situated on a quiet street, this gorgeous 5-bedroom, 3-bath home impresses at every turn. Custom-built by Payne Homes in 2016, it features an expansive chef's kitchen with gas range, granite countertops, large island, and high-end stainless steel appliances. The main level offers

  Kristi Osborne Bluegrass Property Exchange

  3880 Leighton Ln, Lexington, KY 40515
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  /14

  $499,000

  • 3 Beds
  • 3 Baths
  • 1,843 Sq Ft

  321 Clay Ave, Lexington, KY 40502

  Charming triplex exudes historic appeal in an excellent location close to everything: Chevy Chase, boutique shopping, restaurants, grocery, parks, downtown Lexington and the University of Kentucky. Opportunity awaits for investors or owner occupancy. Currently two units are rented with a third unit rented as Airbnb.

  Adam Rankin Kentucky Real Estate Group

  321 Clay Ave, Lexington, KY 40502
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  /95

  $2,795,000

  • 5 Beds
  • 6.5 Baths
  • 10,262 Sq Ft

  1617 Harmony Hall Ln, Lexington, KY 40502

  This home earns its place amongst the finest homes in Lexington. Located in the highly sought-after Lakewood neighborhood. Nestled on approximately 0.6 acres in the heart of Lexington, it's within walking distance to the University of Kentucky, as well as nearby shops and restaurants. This luxurious home showcases impeccable custom craftsmanship throughout. Upon entering via Pennsylvania

  Whitney Pannell Team Pannell Real Estate

  1617 Harmony Hall Ln, Lexington, KY 40502
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  /18

  $160,000

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  281 Osage Ct, Lexington, KY 40509

  *Price Reduction! Motivated Seller!* Fantastic Townhome that has been lovingly cared for and very well-maintained! This townhome is perfect for first-time home buyers, commuters, or investors who are looking to get their foot in the door at under $200K in Fayette County! Cute 3 bedroom/1.5 bathroom move-in ready and very conveniently located to New Circle! Backyard gate leads to dedicated parking

  Joy Napier ERA Select Real Estate

  281 Osage Ct, Lexington, KY 40509
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  /43

  $370,000

  • 4 Beds
  • 2 Baths
  • 2,378 Sq Ft

  112-114 Greenbriar Rd, Lexington, KY 40503

  What a great investment opportunity in a fine area of Lexington, and close to Nicholasville Road, Central Baptist Hospital, and UK. Twobedrooms, one bath on each side of the duplex. There is a nice sized family room and a full kitchen with a range and Refrigerator in eachunit. These units share a garage/carport, and each have a 20% basement area that has a washer and dryer. There is also

  John Sanders Rector Hayden Realtors

  112-114 Greenbriar Rd, Lexington, KY 40503
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  /95

  $1,500,000

  • 4 Beds
  • 5 Baths
  • 4,558 Sq Ft

  804 Old Dobbin Rd, Lexington, KY 40502

  Close in exclusive neighborhood with very little turnover. This will be your last home where you can raise a family and age in place with a main floor bedroom and ensuite handicap accessible bath. Second floor boasts an enormous Master bath and two large additional bedrooms. This spacious and elegant yet comfortable home is located in desirable Shadeland, right next door to the Arboretum, with a

  Diana Sisk Diana Sisk Real Estate

  804 Old Dobbin Rd, Lexington, KY 40502
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  /46

  $679,000

  • 6 Beds
  • 4 Baths
  • 6,240 Sq Ft

  305 Lakeshore Dr, Lexington, KY 40502

  Investor's dream in the heart of 40502! Located directly across from Henry Clay High School, this well-maintained duplex offers a prime location and strong rental history. Both units are currently leased, bringing in a combined $4,200/month ($2,200 and $2,000 respectively). Whether you're looking to expand your rental portfolio or secure a smart house-hack opportunity, this property delivers

  Crystal Towe The Real Estate Group

  305 Lakeshore Dr, Lexington, KY 40502
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  /24

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,174 Sq Ft

  110 Hazel Ave, Lexington, KY 40502

  Hot Kenwick Location! Renovated 3BR/2BA home in one of Lexington's most desirable neighborhoods. This move-in ready property offers a seamless flow from the welcoming front porch through the main living area to a private back patio—perfect for everyday living and entertaining. The updated eat-in kitchen features new appliances, including a gas stove ideal for cooking enthusiasts.The

  Robert Ferrell Guide Realty, Inc.

  110 Hazel Ave, Lexington, KY 40502
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  /14

  $810,000

  • 4 Beds
  • 4 Baths
  • 3,772 Sq Ft

  108 Cochran Rd, Lexington, KY 40502

  Fully Occupied 4-plex featuring (4) 1 bed / 1 bath units in the Chevy Chase area - a turnkey opportunity with consistent rental income from day one. Each unit offers a comfortable living space and the property has been well maintained. Low-maintenance, easy-to-manage layout, and strong rental history. Ideal for investors of all types. Secure your next income-producing asset today.

  Dustin Haulk 1 Percent Lists Purple Door

  108 Cochran Rd, Lexington, KY 40502
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  /65

  $1,299,000

  • 5 Beds
  • 6 Baths
  • 4,412 Sq Ft

  4301 Ravens Crest Ln, Lexington, KY 40515

  Perched atop a scenic hill with sweeping 360-degree views of rolling Kentucky hills, this stunning 2-story brick home with a walkout basement offers the perfect blend of luxury, privacy and functionality. Set on 11.15 acres with 4-plank fencing and a gated community entry, this property is a rare gem just minutes from Lexington and Raven Run Nature Sanctuary. The home features hardwood flooring

  Meredith Lane Bluegrass Sotheby's International Realty

  4301 Ravens Crest Ln, Lexington, KY 40515
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  /38

  $699,900

  • 4 Beds
  • 3.5 Baths
  • 3,096 Sq Ft

  543 Laketower Dr Unit 140, Lexington, KY 40502

  Don't miss this rare opportunity to own a fully renovated three-story townhome with stunning waterfront views from every level & abundant natural light throughout. The first floor boasts an inviting entertainment area with a wet bar, sliding doors to a covered patio, direct water access, & a private dock. The main level features a modern kitchen with sleek cabinetry & a walk-in pantry, seamlessly

  Rusty Underwood Christies International Real Estate Bluegrass

  543 Laketower Dr Unit 140, Lexington, KY 40502
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  /17

  $152,500

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

  290 Hedgewood Ct, Lexington, KY 40509

  This updated unit in the Woodhill area offers one of the larger floorplans in the complex with a large bedroom at the front of the upstairs and two good size bedrooms at the rear. The kitchen features a smooth top range and plenty of cabinet space. Solid surface flooring throughout the townhome makes for easy upkeep. There is a small fenced backyard that opens to community green space with a

  Brian Raisler Mayca Property Solutions

  290 Hedgewood Ct, Lexington, KY 40509
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  /66

  $784,900

  • 5 Beds
  • 3 Baths
  • 4,289 Sq Ft

  3876 Leighton Ln, Lexington, KY 40515

  Impeccably maintained and move-in ready, this luxurious split-bedroom ranch in Elegant Ellerslie on Delong offers high-quality finishes and flexible living. Gleaming hardwoods run throughout the main level. The remodeled primary suite by Greystone Renovations includes heated floors, double-head shower, and a custom walk-in closet with laundry. A stylish drop zone and fresh updates enhance comfort

  Gwen Mathews Bluegrass Sotheby's International Realty

  3876 Leighton Ln, Lexington, KY 40515
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  /3

  $1,650,000

  • 6 Beds
  • 5.5 Baths
  • 4,691 Sq Ft

  1212 Kastle Rd, Lexington, KY 40502

  Welcome to 1212 Kastle Road, a stunning custom home nestled in the heart of Lexington's Montclair neighborhood - an area known for its historic charm and exciting transformation. As one of the city's most desirable and fast-evolving communities, Montclair is where architectural legacy meets elevated new construction, and this residence is a standout example.Designed, developed, and built by AW

  Paul Chartier The Agency

  1212 Kastle Rd, Lexington, KY 40502
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  /27

  $330,000

  • 3 Beds
  • 2.5 Baths
  • 1,942 Sq Ft

  424 Woodcrest Place, Lexington, KY 40517

  You will really like the LOCATION of this raised ranch on almost 1/3 ac., in the much desired school district with a new Henry Clay high school in process of being built. The sellers have lovingly cared for this well maintained home. The amenities include two wood-burning fireplaces (inserts with stone facing), two decks that overlook the beautiful Mount Tabor Park and walking trail. In 2023

  Frances Hall Rector Hayden Realtors

  424 Woodcrest Place, Lexington, KY 40517
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  /3

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  128 Patchen Dr, Lexington, KY 40517

  Charming newly built home located in West Place Development! Lots of charm in this all one level home Ranch style home with 2 car fully insulated garage with openers and remotes. Large open Kitchen design completed with custom cabinetry, quartz countertops, stainless appliance package to include dishwasher, range, microwave & rangehood.

  Maggie Taylor RE/MAX Creative Realty

  128 Patchen Dr, Lexington, KY 40517
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  /98

  $2,299,900

  • 7 Beds
  • 8 Baths
  • 7,092 Sq Ft

  4349 Ravens Crest Ln, Lexington, KY 40515

  Unparalleled luxury on 10 private acres in Fayette County—just minutes from Hamburg's premier shopping and dining! This extraordinary new construction estate offers over-the-top amenities and a thoughtful layout with 7 spacious bedrooms (5 include full bath), including dual primary suites—one on each level. The dramatic foyer sets the tone, opening into a formal dining room and a designer living

  Kim Caywood The Real Estate Co.

  4349 Ravens Crest Ln, Lexington, KY 40515
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  /8

  $1,200,000

  • Land
  • 4.00 Acres
  • $300,000 per Acre

  391 Chilesburg Rd, Lexington, KY 40509

  For sell for the first time in over 70 years, don't miss out on this once in a lifetime opportunity to buy 4 acres of undeveloped land in Lexington. Currently zoned A-R, a zone change could open the door to endless possibilities. Located just minutes East of downtown Lexington as well as minutes West of I-75, it is easy to see why everything surrounding this property has been developed into

  Tanner Culver Keller Williams Commonwealth

  391 Chilesburg Rd, Lexington, KY 40509

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