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305 Henry Clay Blvd, Lexington
$750,000
3 Beds ⋅ 2 Baths ⋅ 26030722 MLS
Welcome to the charm and character of Lexington's beloved Fairway neighborhood! This beautifully maintained 1.5-story home combines timeless architecture with thoughtful improvements and inviting living spaces. From the whitewashed brick exterior and charming Juliet balconies to the second-story window boxes and beautifully landscaped grounds, every detail adds to its storybook appeal. Inside, natural light fills the spacious living and dining areas, while the cozy sunroom showcases gorgeous Italian marble flooring. The well-appointed kitchen is both functional and full of character, featuring granite countertops, double ovens, a gas cooktop, KitchenAid refrigerator, generous cabinetry, shiplap ceiling, and a convenient pass-through to the dining room. Upstairs, a beautifully finished bath features basketweave marble flooring, a frameless glass shower, and granite vanity. Significant recent improvements include a new roof and fresh interior paint in 2024, upgraded front windows and doors, Hardie Board and brick enhancements to the dormers, Hardie Board gables, and rebuilt brick steps at the rear entrance. Outside, a spacious patio provides the perfect setting for relaxing or entertaining, while an automatic gate and carport add convenience. Classic Fairway charm with the updates today's buyers appreciate!

305 Henry Clay Blvd, Lexington

2121 Nicholasville Rd Unit 503, Lexington
$139,000
1 Beds ⋅ 1 Baths ⋅ 26030646 MLS
Welcome to effortless Lexington living. This bright and efficiently designed condo offers 1 bed,1 bath and 696 square feet. A fresh coat of paint and newer LVP flooring make this condo feel clean and move-in ready. Situated just off Nicholasville Road, you're steps away from Lexington's best dining, shopping, and everyday conveniences. Everything you need is practically at your doorstep! Unwind in the community pool-your own little oasis without any of the upkeep. And, your HOA has you covered in a big way: heating, cooling, water, sewer, trash removal and snow removal are all included. Your utility stress is handled. Whether you are a University of Kentucky student or faculty, a down-sizer or a savvy investor, this condo checks every box: unbeatable location, low-maintenance lifestyle, and community amenities that make everyday feel a little more carefree. Don't miss this one!

2121 Nicholasville Rd Unit 503, Lexington

220 Irvine Rd, Lexington
$850,000
4 Beds ⋅ 2 Baths ⋅ 26030300 MLS
A classic 1922 Ashland Park bungalow offering four bedrooms, two bathrooms and over 2,300 finished square feet! The spacious and wonderful covered front porch is so welcoming and is perfect for entertaining and visiting all year long! You'll appreciate the tall ceilings, beautiful hardwood floors and built ins as soon as you enter in to the formal living room. Just beyond, a spacious formal dining room leads to the designer kitchen done by the late Laura Dalzell. The kitchen opens to the great room which boasts an abundance of additional living space and windows overlooking the large backyard. The primary bedrooms offers a sitting area and opens to the rear deck. There is an additional bedroom as well as full bath and laundry on the first floor. Upstairs, you'll find two additional bedroom spaces and a full bath. The lower level is unfinished and offers an abundance of storage space. The fenced backyard features a deck, 1 car detached garage and carport. See attached documents for list of improvements. Property being sold as-is with inspections welcomed.

220 Irvine Rd, Lexington

395 Redding Rd Unit 131, Lexington
$209,000
2 Beds ⋅ 2 Baths ⋅ 26030306 MLS
Enjoy maintenance-free living in this desirable gated community! This spacious second-floor condo offers 2 bedrooms, 2 full baths, and 1,144 square feet of comfortable living space. Conveniently located just 9 steps up to the unit, this home features updated flooring throughout the main living areas and a lovely glass-enclosed sunroom. Enjoy relaxing outdoors on the coveted private patio, or take advantage of the highly desirable covered carport parking. Community amenities include a clubhouse, swimming pool, and tennis courts. Just steps away, Shillito Park offers even more recreational opportunities with walking trails, pickleball courts, tennis and basketball courts, and a playground. A wonderful opportunity to enjoy comfort, convenience, and an active lifestyle! Selling "as is" with inspections welcomed.

395 Redding Rd Unit 131, Lexington

2000 Hillgate Dr, Lexington
$1,450,000
5 Beds ⋅ 6 Baths ⋅ 26028790 MLS
Discover a private Bluegrass retreat on 11.4 acres in Hillgate, where contemporary architecture meets rolling green views and the quiet sounds of the countryside. Designed by noted architect Herb Greene and known as the O'Neill House, this distinctive residence combines expansive windows, a dramatic three-story dining atrium, and open living spaces that connect beautifully with the surrounding landscape. Tucked off Old Richmond Road with convenient interstate access, the property offers a secluded setting approximately 20 minutes from downtown Lexington. Thoughtful renovations enhance the home while preserving its distinctive architectural character. The kitchen offers new cabinetry, appliances, and a wine refrigerator, while refinished floors add warmth throughout the interior. Updates also include new living room windows and a sliding glass door by Renewal by Andersen, a renovated third-floor bathroom, and a new washer and dryer. Multiple fireplaces and versatile living spaces create comfortable settings for entertaining, relaxing, or working from home. The primary suite features an oversized en-suite and a generous sized closet. Newly finished guest space above the garage offers flexibility for visitors, a studio, or a home office. A large finished basement with marble flooring provides additional room to gather and unwind, while a steam shower and sauna bring a spa-like experience home. Outside, balconies, terraces, creeks, a bocce court, and multiple outdoor living areas invite everything from quiet morning coffee to evenings entertaining beneath the stars. Additional improvements include rooftop solar panels, a new main electrical panel, a water heater installed in 2025, radon mitigation, and new front, office, and side entry doors. The expanded garage includes added storage, cabinets, and a workbench, complemented by an outdoor shed. Replaced garage entry pavers, a replacement retaining wall, and patio lighting complete the updates. This distinctive Hillgate property brings together architectural character, thoughtful improvements, and space to enjoy Kentucky country living close to the city.

2000 Hillgate Dr, Lexington

734 Tremont Ave, Lexington
$525,000
3 Beds ⋅ 2 Baths ⋅ 26028644 MLS
Fall in love with this charming bungalow in a sought-after location near Chevy Chase and the University of Kentucky! From the moment you step onto the inviting covered front porch and spot the classic porch swing, you'll want to settle right in. Inside, a cozy living room flows into a dedicated dining room and a thoughtfully appointed kitchen, creating a warm and welcoming space for everyday living and entertaining. The main floor also features a true owner's suite with an updated bathroom—a rare and desirable find for the area! Upstairs, you'll discover a spacious, open bedroom with endless possibilities. Create a home office, guest retreat, or fun bunk space for visiting friends and family. An unfinished basement provides plenty of room for storage, while the detached garage offers convenient parking and the perfect spot for a workshop or hobbies. Out back, enjoy a space made for relaxing and entertaining, complete with a deck ready for grilling and room to create your own garden beds or cozy fire pit area. Charming character, a fantastic location, and inviting indoor and outdoor spaces make this bungalow a must-see. Don't miss your opportunity to make this special home yours!

734 Tremont Ave, Lexington

4465 Todds Rd, Lexington
$1,750,000
6 Beds ⋅ 6 Baths ⋅ 26028751 MLS
There are 123 pictures of this gorgeous recently renovated estate home sitting on 10 acres that is literally on the edge of town. There is so much to love about this place that I just don't know which amazing feature to mention first. Do I lead with recent Anderson & Rodgers renovation and addition? Do I mention the Guest house/Pool house with it's own garage that is ideal for multi-generational living or for that kid that won't move out? Or should it be the location? If you have ever been torn between being in town and country life, you get both here. Okay, so before you start scrolling through all those pictures, let's knock out some important items: The roof is 3 years old. HVAC units in main house are 5 years old. Guest House/Pool House HVAC unit is 1 year old. New pool liner this year. The Guest House/Pool House has a living room, full kitchen, Bedroom, laundry, full bath and garage on the main level. Upstairs is one giant open finished space. The main house has a first floor primary en suite and laundry. In the finished basement is Family Room, Exercise Room, Bedroom and Full Bath plus a 250 square foot shop with an exterior door. Out back is a pool and Baby Pool. Truly a one of a kind property offering Location+Condition+Features+Amenities......plus, you are allowed to have up to 4 horses!

4465 Todds Rd, Lexington

395 Redding Rd Unit 41, Lexington
$325,000
3 Beds ⋅ 4 Baths ⋅ 26028379 MLS
A remodeled kitchen, private courtyard and generous living space across three levels make this condo stand out in the gated Oaks community. With 3 bedrooms and 3.5 baths, the thoughtfully arranged layout offers separate spaces for gathering, hosting guests and enjoying time to yourself. The main level features hardwood floors and an inviting family room with a fireplace and built-in shelving. The remodeled eat-in kitchen includes new appliances installed in July 2026. Step outside to your own brick-walled courtyard, complete with pavers, a mature shade tree and a storage shed. A rear gate leads directly to the two-car covered carport. Upstairs, both bedrooms offer private en suite baths. The spacious primary suite features a walk-in closet and an enclosed former balcony with heated tile floors--a welcoming bonus space for reading or relaxing. The finished basement expands your options with a third bedroom featuring egress windows, a full bath, a family room or recreation area, and a separate utility and laundry room. Exceptional storage throughout all three levels adds everyday practicality. Replacement windows and doors were installed in 2015. Set among mature trees, The Oaks offers a clubhouse, recreation room, pool and tennis courts, with Kirklevington Park conveniently located across the street. Enjoy the space and flexibility of a townhome paired with the amenities of an established gated community.

395 Redding Rd Unit 41, Lexington

230 E Bell Ct, Lexington
$900,000
4 Beds ⋅ 3 Baths ⋅ 26027855 MLS
Bell Court BEAUTY just minutes from thriving downtown Lexington tucked away in one of the city's most iconic historic neighborhoods. This post-Victorian era home is filled with the charm and original architectural details of the early 1900s, thoughtfully paired with modern updates that make the home as livable as it is beautiful. Leaded glass windows, wide moldings, tall ceilings, gorgeous original hardwood floors, pocket doors and unique fireplaces are just a few of the historic details preserved and still in place. Spacious light filled living, dining and family rooms and a timeless front parlor. The updated chef's kitchen is complete with a cozy corner window seat--the perfect spot to watch the action or sneak in a nap. Just off the kitchen, a screened porch offers another favorite place to relax and enjoy the outdoors (without the bugs!) and private backyard views. Upstairs, the sunroom overlooking the tree-canopied streets of Bell Court makes the most perfect home office or reading room. Three spacious bedrooms include a primary suite with a bonus room and access to the second-floor porch, plus a walk-in closet and beautifully updated bath with both a soaking tub and tiled shower. The finished third floor could serve as a large bedroom with its huge walk-in closet or another common living space with endless possibilities. Outside, the dreamy front porch is exactly what you want in a historic neighborhood like Bell Court with its annual Front Porch Festival. The private backyard feels like its own little oasis, with a patio, mature landscaping, plenty of room to relax or entertain and a detached 2-car garage. Historic charm, modern comfort in one of Lexington's most beloved neighborhoods a short stroll to the shopping and dining of Chevy Chase AND downtown to catch a movie at the Kentucky Theater, the Saturday farmers market and a UK basketball game at Rupp Arena.

230 E Bell Ct, Lexington

712 Burkshire Dr, Lexington
$1,499,000
4 Beds ⋅ 4 Baths ⋅ 26027512 MLS
Move-in READY!! Welcome home to this spacious 4-bedroom, 3.5 bath home offering over 5,000 square feet in the desirable Lansdowne neighborhood. Recent updates make this exquisite home a rare find in 40502. The home offers multiple living spaces, brick fireplaces, and an eat-in kitchen/bar featuring beautiful cabinetry, granite countertops, and stainless steel appliances. Oversized bedrooms, abundant storage, flexible living areas, a four-car garage, and a private fenced backyard provide plenty of room to spread out. Conveniently located near shopping, dining, downtown Lexington, and UK. With the recent improvements complete, this home is ready for its next owner to simply move in and enjoy the luxury of the large private backyard & custom finishings.

712 Burkshire Dr, Lexington

411 Park View Ave, Lexington
$199,000
2 Beds ⋅ 1 Baths ⋅ 26027489 MLS
Perfect downtown package in this sweet house! Located directly across from Castlewood Park and the beloved Loudon House, enjoy your morning coffee or winddown after a busy day on the front porch with the great view! Enjoy all the fun happenings in the NoLi District and Greyline Station! Step inside this cute house to the large living room, there are 2 bedrooms (possibly 3 currently a home office), 1 remodeled bathroom, the kitchen and den offer lots of space with large sunny windows and views to the backyard. The unfinished basement offers good storage space. The large deck overlooking the lovely landscaped backyard brings nature to your downtown living. The detached garage offers room for your car plus work and storage space. The Seller has loved this home and has made awesome improvements, some of the many are: new roof (2021), new gutters (2022), new windows, except large picture window in den (2022) & new siding (2022). Enjoy walking through Castlewood Park or swimming at the park's pool in the summer or playing tennis. Take in all the wonderful art exhibits and happenings at the Loudon House. An easy walk to the NoLi District, Greyline Station and more! This adorable home is waiting for you!

411 Park View Ave, Lexington

593 Mitchell Ave, Lexington
$339,900
3 Beds ⋅ 2 Baths ⋅ 26027471 MLS
Classic 1949 brick in the heart of Southland with something most homes here don't have: two full baths, including a private upstairs primary suite. The second floor is a true retreat with an en suite bath, generous closet space, and a walk-in closet. The main level has hardwood floors throughout and two more bedrooms. Out back, the large yard is made for cookouts and get-togethers, with a detached garage and off-street parking. Walk to Clays Mill Elementary and Lexington Catholic, and you're minutes from the shops, specialty markets, restaurants, and summer Farmers Market along Southland Drive, with quick access to Harrodsburg Rd, Nicholasville Rd, and New Circle. Schedule your private showing today! Open House, Sunday October 11 from 2:00 to 3:00!

593 Mitchell Ave, Lexington

256 Bassett Ave, Lexington
$624,999
3 Beds ⋅ 3 Baths ⋅ 26027342 MLS
Welcome to this stunning home in the highly sought-after Kenwick neighborhood, perfectly positioned on the second block of Bassett Avenue. Offering 3 bedrooms, 2.5 baths, and designer finishes throughout, this home beautifully blends luxury, character, and one of Lexington's most desirable locations. A large covered front porch welcomes you inside, where soaring ceilings, beautiful wood beams, and thoughtfully selected finishes immediately set this home apart. The open-concept kitchen features marble countertops, a wine fridge, and plenty of space for entertaining, flowing seamlessly into the breakfast nook and living room with a gas fireplace. A formal dining room and half bath complete the main living areas. The first-floor primary suite is a true retreat, featuring a luxurious marble bathroom with heated floors, soaking tub, walk-in shower, private water closet, and spacious walk-in closet. Upstairs, you'll find two additional bedrooms, a full bathroom, dedicated office, and conveniently located laundry room. Outside, enjoy a fenced backyard and detached two-car garage. Best of all, this incredible Kenwick location puts you within walking distance of restaurants, entertainment, and parks, while keeping you just minutes from downtown Lexington. With its designer finishes, thoughtful floor plan, and unbeatable location, this Bassett Avenue home is truly one you don't want to miss! Call today for your private showing!

256 Bassett Ave, Lexington

101 S Hanover Ave Unit 7B, Lexington
$329,000
2 Beds ⋅ 2 Baths ⋅ 26027223 MLS
Enjoy effortless one-level living in this beautifully situated seventh-floor condominium at Hanover Towers, overlooking the treetops of coveted Ashland Park. This spacious two-bedroom, two-bath residence features an open floor plan filled with natural light and lovely elevated views. With elevator access and everything conveniently located on one level, this home offers the perfect combination of comfort and ease. The open living and dining areas provide wonderful space for entertaining or simply relaxing above the canopy of one of Lexington's most treasured neighborhoods. Residents of Hanover Towers also enjoy access to a rooftop patio with sweeping views of downtown Lexington—an ideal spot to gather with friends, enjoy an evening cocktail, or take in the city skyline. Step outside and enjoy the charm and convenience of Ashland Park and Chevy Chase, with favorite restaurants, shopping, coffee shops, entertainment, and neighborhood amenities just moments away. Enjoy low-maintenance condominium living on the 7th level, without street noise, beautiful views, and one of Lexington's most desirable in-town locations.

101 S Hanover Ave Unit 7B, Lexington

1040 Hudson Ave, Lexington
$230,000
3 Beds ⋅ 1 Baths ⋅ 26027204 MLS
Enjoy comfortable living in this inviting 3-bedroom, 1-bath brick ranch. The home features a living room, separate family room, and a kitchen with a convenient bar and newer appliances. Plenty of space to relax and gather. separate utility room/cellar lower level. Step outside to a cozy covered front porch or for more privacy enjoy the back covered patio. Parking and projects are a breeze with an attached one-car garage plus a detached 24' x 24' two-car garage with 10-foot ceilings and a separate driveway. Conveniently located near parks, restaurants, and shopping, this home offers a great blend of comfort, storage, and location. Situated on a cute, fenced lot with 8X10 storage shed. Hardwood floor under carpet in living room & hall per seller. Property being sold "AS IS" "WHERE IS" with no warranties expressed or implied. Inspections welcome.

1040 Hudson Ave, Lexington

602 Freeman Dr, Lexington
$226,900
3 Beds ⋅ 1 Baths ⋅ 26026648 MLS
Welcome to 602 Freeman Drive, a charming 3-bedroom, 1-bathroom home that blends classic character with thoughtful updates and everyday functionality. Step inside to find the warmth and character of original hardwood flooring, complemented by updated LVP flooring in the living room and hallway. The inviting layout offers comfortable living spaces and a practical kitchen with updated tile flooring, along with a convenient combination laundry and pantry area featuring excellent storage. The bathroom offers a beautiful built-in vanity with a granite countertop and a convenient stand-up shower. The home's third bedroom provides flexibility to suit your needs and could easily function as a bedroom, home office, hobby room, or additional living space. Outside, enjoy the spacious, private backyard, offering a peaceful retreat for morning coffee, entertaining, or simply relaxing. The 1-car garage provides convenient parking and additional storage, with a dedicated area that would be perfect for a workshop or hobby bench. For added peace of mind, the home features a new Generac whole-home generator installed in Fall 2025. Nestled in the established Mary Todd / Thoroughbred neighborhood, this move-in ready property offers a versatile floor plan, desirable updates, and plenty of potential—whether you're looking for a comfortable starter home or a turnkey addition to your investment portfolio. Schedule your private tour today and come see all that 602 Freeman Drive has to offer!

602 Freeman Dr, Lexington

412 Sandalwood Dr, Lexington
$200,000
2 Beds ⋅ 1 Baths ⋅ 26025893 MLS
ABSOLUTE AUCTION — SELLS TO THE HIGHEST BIDDER REGARDLESS OF PRICE! Offered at Live On-Site Absolute Auction with Simulcast Internet Bidding. Auction is on Monday, October 12, 2026 @ 12:00 PM (EST). Property sells AS-IS, WHERE-IS with no contingencies. Buyers premium will be added to the final bid price and non-refundable earnest money required. Auction will be held at The Campbell House Inn located at 1375 S Broadway, Lexington KY 40504. Two-bedroom, one-bathroom home features a layout designed for easy, comfortable living. Off the back of the house, a bright sunroom offers a peaceful spot to relax while enjoying views of the fully fenced backyard, ideal for outdoor gatherings, pets, or gardening. The property is complete with a convenient one-car detached garage that provides secure parking and extra storage space.

412 Sandalwood Dr, Lexington

220 Barberry Ln, Lexington
$439,500
5 Beds ⋅ 2 Baths ⋅ 26025412 MLS
Welcome to 220 Barberry Lane — a charming and nostalgic home nestled in one of Lexington's most beloved Historic District neighborhoods. Full of timeless character and thoughtful updates, this home beautifully blends original details with modern comfort. Inside, you'll find newly refinished hardwood floors, fresh paint, and an abundance of natural light that fills the home with warmth and charm. The main floor bathroom showcases treasured original features including the classic tile, tub, and sink — preserving the home's historic appeal in all the right ways. The original solid wood arched front door creates an unforgettable first impression and adds to the home's distinctive character. The spacious and private backyard offers beautiful landscaping beds and plenty of room to relax, garden, or entertain, and the detached 2-car garage adds valuable convenience and storage. Practical updates provide peace of mind, including a newer dishwasher, newer sump pumps, and a heating system replaced in 2026.This home truly checks all the boxes — character, updates, location, and lifestyle. Ideally situated just minutes from downtown Lexington, hospitals, the University of Kentucky, The Arboretum, and with fabulous proximity to Kroger Field for UK home football games, this is a rare opportunity to enjoy historic charm in an unbeatable location. Buyer to verify all aspects of the property important to their purchasing decision, including but not limited to square footage, lot size, schools, taxes, and any other material information. Windows in the lower-level bedrooms are not egress windows but are typical for homes built during this era.

220 Barberry Ln, Lexington

1877 Wickland Dr, Lexington
$234,900
3 Beds ⋅ 1 Baths ⋅ 26025790 MLS
*Seller offering up to $5,000 toward buyer's closing costs, prepaid expenses, discount points, or mortgage rate buydown.* Lovingly maintained and conveniently located, this charming home offers easy access to New Circle Road, Bryan Station Middle School, Bryan Station High School, shopping, parks, interstate connections, and more. Inside, the single-level floor plan features three bedrooms, one full bath, an updated kitchen, and a dedicated laundry room. The home provides plenty of flexibility with both a spacious family room and a formal living room highlighted by a cozy wood-burning fireplace and a large picture window that fills the space with abundant natural light. Outside, you'll find a welcoming patio, a modern storage shed, and a detached oversized one-car garage with ample room for additional storage or the perfect space for hobbies and projects. Major improvements have been completed within the last 10 years, including replacement windows throughout, roof, HVAC, and added attic insulation, offering peace of mind for years to come.

1877 Wickland Dr, Lexington

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