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Tucked into the sought-after Fairway neighborhood, this beautifully updated 4-bedroom, 4.5-bath home offers an exceptional blend of comfort, style, and location. Backing directly to Idle Hour Country Club, the property enjoys a peaceful, private setting. Inside, you'll find hardwood floors throughout and thoughtfully updated spaces designed for both everyday living and entertaining. The spacious layout features well-appointed bedrooms and inviting living areas filled with natural light. Step outside to a screened-in porch complete with a cozy fireplace—perfect for year-round enjoyment—overlooking the fully fenced backyard. Whether hosting guests or enjoying a quiet evening at home, this outdoor space is a true highlight. Ideally located just minutes from shopping, dining, and downtown Lexington, this move-in ready home offers the best of convenience and lifestyle in one of the city's most desirable neighborhoods.

4 Beds ⋅ 6 Baths ⋅ 26012442 MLS

Tucked into the sought-after Fairway neighborhood, this beautifully updated 4-bedroom, 4.5-bath home offers an exceptional blend of comfort, style, and location. Backing directly to Idle Hour Country Club, the property enjoys a peaceful, private setting. Inside, you'll find hardwood floors throughout and thoughtfully updated spaces designed for both everyday living and entertaining. The spacious layout features well-appointed bedrooms and inviting living areas filled with natural light. Step outside to a screened-in porch complete with a cozy fireplace—perfect for year-round enjoyment—overlooking the fully fenced backyard. Whether hosting guests or enjoying a quiet evening at home, this outdoor space is a true highlight. Ideally located just minutes from shopping, dining, and downtown Lexington, this move-in ready home offers the best of convenience and lifestyle in one of the city's most desirable neighborhoods.

304 Holiday Rd, Lexington

$1,675,000

Welcome to this beautifully updated home in the ever-popular Fairway neighborhood, where timeless charm meets modern comfort in one of Lexington's most desirable locations. Tucked away on a quiet street, this stylishly decorated 4-bedroom, 3.5-bath residence offers exceptional living spaces both inside and out. Set on a landscaped corner lot, the property is designed for easy enjoyment with multiple patio areas that create the perfect backdrop for outdoor dining, entertaining, or simply relaxing in a private garden setting. Inside, the open floor plan flows effortlessly, blending everyday functionality with inviting spaces for gatherings large and small. At the heart of the home is the remodeled eat-in chef's kitchen, thoughtfully designed with quality finishes, generous workspace, and room for casual dining. It opens seamlessly to the main living areas, making entertaining effortless and daily living a pleasure. The home's flexible layout includes four spacious bedrooms and three-and-a-half baths, offering room for family, guests, or home office needs. A partially finished basement with walk-up access provides additional living space ideal for a media room, playroom, fitness area, or hobby retreat. Practical upgrades add tremendous value and peace of mind, including a full-home Generac generator, newer roof, updated HVAC systems, and sophisticated Lutron lighting controls. A two-car garage with extra storage completes the package. Enjoy the convenience of being just minutes from downtown Lexington, Ashland Park, and an array of local shopping, dining, and everyday amenities. This is a rare opportunity to own a move-in ready home in a location that never goes out of style.

4 Beds ⋅ 4 Baths ⋅ 26009015 MLS

Welcome to this beautifully updated home in the ever-popular Fairway neighborhood, where timeless charm meets modern comfort in one of Lexington's most desirable locations. Tucked away on a quiet street, this stylishly decorated 4-bedroom, 3.5-bath residence offers exceptional living spaces both inside and out. Set on a landscaped corner lot, the property is designed for easy enjoyment with multiple patio areas that create the perfect backdrop for outdoor dining, entertaining, or simply relaxing in a private garden setting. Inside, the open floor plan flows effortlessly, blending everyday functionality with inviting spaces for gatherings large and small. At the heart of the home is the remodeled eat-in chef's kitchen, thoughtfully designed with quality finishes, generous workspace, and room for casual dining. It opens seamlessly to the main living areas, making entertaining effortless and daily living a pleasure. The home's flexible layout includes four spacious bedrooms and three-and-a-half baths, offering room for family, guests, or home office needs. A partially finished basement with walk-up access provides additional living space ideal for a media room, playroom, fitness area, or hobby retreat. Practical upgrades add tremendous value and peace of mind, including a full-home Generac generator, newer roof, updated HVAC systems, and sophisticated Lutron lighting controls. A two-car garage with extra storage completes the package. Enjoy the convenience of being just minutes from downtown Lexington, Ashland Park, and an array of local shopping, dining, and everyday amenities. This is a rare opportunity to own a move-in ready home in a location that never goes out of style.

1701 Bon Air Dr, Lexington

$1,502,500

Location, Location, Location. Nestled in the highly sought-after Fairway Neighborhood, this exquisite Dutch colonial offers 4110 finished square feet of elegant living space and showcases perfection in the finest details. Completely renovated from top to bottom, everything has been thoughtfully reimagined and upgraded to create a home that blends timeless character with modern luxury. This stunning residence features 4 spacious bedrooms and 3.5 beautifully appointed baths. The spectacular master suite addition serves as a private, retreat, complete with a spa-like bath featuring heated travertine floors, marble vanities, a soaking tub, and separate his and hers walk-in closets. Designed for both everyday living and entertaining, the gourmet kitchen boasts custom cabinetry, quartzite countertops, and double dishwashers. Throughout the home, custom built-ins enhance the living room, family room, bedrooms, and the basement providing both beauty and functionality. Additional highlights include a partially finished basement, detached garage and a gated rear yard offering privacy and security . Outside, professionally landscaped grounds create a setting of absolute perfection and exceptional curb appeal. This remarkable home is a rare opportunity to own a meticulously renovated Dutch colonial in one of the areas most desirable and prestigious addresses in Lexington. Luxury, craftsmanship, and location come together beautifully in this one of a kind property.

4 Beds ⋅ 4 Baths ⋅ 26013812 MLS

Location, Location, Location. Nestled in the highly sought-after Fairway Neighborhood, this exquisite Dutch colonial offers 4110 finished square feet of elegant living space and showcases perfection in the finest details. Completely renovated from top to bottom, everything has been thoughtfully reimagined and upgraded to create a home that blends timeless character with modern luxury. This stunning residence features 4 spacious bedrooms and 3.5 beautifully appointed baths. The spectacular master suite addition serves as a private, retreat, complete with a spa-like bath featuring heated travertine floors, marble vanities, a soaking tub, and separate his and hers walk-in closets. Designed for both everyday living and entertaining, the gourmet kitchen boasts custom cabinetry, quartzite countertops, and double dishwashers. Throughout the home, custom built-ins enhance the living room, family room, bedrooms, and the basement providing both beauty and functionality. Additional highlights include a partially finished basement, detached garage and a gated rear yard offering privacy and security . Outside, professionally landscaped grounds create a setting of absolute perfection and exceptional curb appeal. This remarkable home is a rare opportunity to own a meticulously renovated Dutch colonial in one of the areas most desirable and prestigious addresses in Lexington. Luxury, craftsmanship, and location come together beautifully in this one of a kind property.

229 Kingsway Dr, Lexington

$1,305,000

Tucked away on a quiet cul-de-sac in the ever-popular Fairway neighborhood, this handsome brick home has been renovated and thoughtfully reimagined for modern living and effortless entertaining. A bright, open floor plan anchors the main level, where gleaming hardwood floors flow through elegant formal living and dining rooms and into the heart of the home - a stunning new eat-in kitchen designed for gathering. The adjoining family room opens seamlessly to a newly built screened porch, creating the perfect setting for relaxed evenings overlooking the landscaped, private backyard. The first floor also offers the flexibility of a private en-suite bedroom, perfect for guests or multi-generational living. Upstairs, the spacious primary suite is a true retreat, featuring separate closets, and convenient laundry room. Two additional bedrooms and a full bath complete the second level, providing comfortable space for family or guests. The partially finished lower level offers a welcome escape - perfect for movie nights, a playroom or casual TV space. Ideally located just steps away from Ashland Park and minutes from local restaurants, shopping, downtown Lexington, and the University of Kentucky - this home combines timeless character, modern updates, and an unbeatable in-town location!

4 Beds ⋅ 5 Baths ⋅ 26002634 MLS

Tucked away on a quiet cul-de-sac in the ever-popular Fairway neighborhood, this handsome brick home has been renovated and thoughtfully reimagined for modern living and effortless entertaining. A bright, open floor plan anchors the main level, where gleaming hardwood floors flow through elegant formal living and dining rooms and into the heart of the home - a stunning new eat-in kitchen designed for gathering. The adjoining family room opens seamlessly to a newly built screened porch, creating the perfect setting for relaxed evenings overlooking the landscaped, private backyard. The first floor also offers the flexibility of a private en-suite bedroom, perfect for guests or multi-generational living. Upstairs, the spacious primary suite is a true retreat, featuring separate closets, and convenient laundry room. Two additional bedrooms and a full bath complete the second level, providing comfortable space for family or guests. The partially finished lower level offers a welcome escape - perfect for movie nights, a playroom or casual TV space. Ideally located just steps away from Ashland Park and minutes from local restaurants, shopping, downtown Lexington, and the University of Kentucky - this home combines timeless character, modern updates, and an unbeatable in-town location!

325 Kingsway Dr, Lexington

$968,000

Absolute Auction April 25th. 10:00 a.m. Live On-Site. Selling to the highest bidder regardless of listing price. Visit www.bluegrassauction.com for Terms & Conditions, Bidder & Agent Registration Forms. This Fabulous Corner Lot Home is Conveniently Located to Downtown Lexington, The Henry Clay Home, Idle Hour Golf Club, Restaurants & More. This Beautiful Corner Lot Home Exterior offers a Large Front & Back Landscaped Yard, Single Garage with Workshop, Dual Patios & Large Screened Porch. The Interior Boasts Very Spacious Rooms Including: Sunroom, 4 Bedrooms, 4.5 bath, Open Living Room, Generous Dining Room, Office/Den and much more. New Roof in Summer 2025, This is a Must See! Book Your Showing Today. Chuck McKee Auctioneer.

4 Beds ⋅ 5 Baths ⋅ 26005331 MLS

Absolute Auction April 25th. 10:00 a.m. Live On-Site. Selling to the highest bidder regardless of listing price. Visit www.bluegrassauction.com for Terms & Conditions, Bidder & Agent Registration Forms. This Fabulous Corner Lot Home is Conveniently Located to Downtown Lexington, The Henry Clay Home, Idle Hour Golf Club, Restaurants & More. This Beautiful Corner Lot Home Exterior offers a Large Front & Back Landscaped Yard, Single Garage with Workshop, Dual Patios & Large Screened Porch. The Interior Boasts Very Spacious Rooms Including: Sunroom, 4 Bedrooms, 4.5 bath, Open Living Room, Generous Dining Room, Office/Den and much more. New Roof in Summer 2025, This is a Must See! Book Your Showing Today. Chuck McKee Auctioneer.

1703 Fairway Dr, Lexington

$875,000

This beautifully updated 4-plex is situated in the highly sought-after 40502 area, offering a prime investment opportunity or potential for individual ownership. Each unit features hardwood floors, modernized kitchens and bathrooms, stylish new lighting fixtures, and updated tile work throughout. Additional highlights include a shared basement with dedicated storage space, ample parking with a private lot, and additional street parking on a quiet, low-traffic street. The seller may also consider selling units individually, providing flexibility for investors or owner-occupants alike.

8 Beds ⋅ 4 Baths ⋅ 26006453 MLS

This beautifully updated 4-plex is situated in the highly sought-after 40502 area, offering a prime investment opportunity or potential for individual ownership. Each unit features hardwood floors, modernized kitchens and bathrooms, stylish new lighting fixtures, and updated tile work throughout. Additional highlights include a shared basement with dedicated storage space, ample parking with a private lot, and additional street parking on a quiet, low-traffic street. The seller may also consider selling units individually, providing flexibility for investors or owner-occupants alike.

1802 Carolyn Dr, Lexington

$717,000

Nestled in the heart of Lexington's highly sought-after Fairway neighborhood, this charming and beautifully updated home combines timeless character with exceptional modern amenities. Stylishly decorated throughout, the home features a stunning open-concept kitchen designed by Creative Kitchen & Bath, showcasing Taj Mahal quartzite countertops, a stainless induction range, and thoughtful custom finishes that make both everyday living and entertaining a delight. The first floor offers a welcoming living room anchored by a wood-burning soapstone stove, a dining area that flows seamlessly into the kitchen, two bedrooms, and a beautifully appointed full bath with Carrara marble finishes. Upstairs, the spacious primary suite provides a private retreat with a luxurious marble bath and convenient laundry area. An additional bedroom and a flexible bonus room make the perfect office, reading nook, or hobby space. Outdoor living is equally inviting with a covered back porch, ideal for enjoying afternoon tea while overlooking the backyard. Additional highlights include a two-car garage, a whole-house Generac generator, and all-new Andersen Architectural wood-clad windows, offering both beauty and energy efficiency. Located just moments from neighborhood parks, local restaurants, shopping, and downtown Lexington, this exceptional Fairway home is move-in ready and filled with charm at every turn.

4 Beds ⋅ 2 Baths ⋅ 26012956 MLS

Nestled in the heart of Lexington's highly sought-after Fairway neighborhood, this charming and beautifully updated home combines timeless character with exceptional modern amenities. Stylishly decorated throughout, the home features a stunning open-concept kitchen designed by Creative Kitchen & Bath, showcasing Taj Mahal quartzite countertops, a stainless induction range, and thoughtful custom finishes that make both everyday living and entertaining a delight. The first floor offers a welcoming living room anchored by a wood-burning soapstone stove, a dining area that flows seamlessly into the kitchen, two bedrooms, and a beautifully appointed full bath with Carrara marble finishes. Upstairs, the spacious primary suite provides a private retreat with a luxurious marble bath and convenient laundry area. An additional bedroom and a flexible bonus room make the perfect office, reading nook, or hobby space. Outdoor living is equally inviting with a covered back porch, ideal for enjoying afternoon tea while overlooking the backyard. Additional highlights include a two-car garage, a whole-house Generac generator, and all-new Andersen Architectural wood-clad windows, offering both beauty and energy efficiency. Located just moments from neighborhood parks, local restaurants, shopping, and downtown Lexington, this exceptional Fairway home is move-in ready and filled with charm at every turn.

340 Henry Clay Blvd, Lexington

$690,000

365 Henry Clay Boulevard is a distinguished 1941 brick home in the heart of Fairway, one of Lexington's most coveted 40502 addresses. Featuring 4 bedrooms, 2 full baths, and 2 half baths, the residence offers timeless proportions, mature surroundings, and enduring architectural character. Ideally located within walking distance to Idle Hour Country Club and Kenwick Table, and moments from downtown and Rupp Arena, the setting is both refined and remarkably convenient. Opportunities in this established enclave are infrequent -- and always noteworthy. A distinguished offering in the heart of Lexington.

4 Beds ⋅ 4 Baths ⋅ 26012511 MLS

365 Henry Clay Boulevard is a distinguished 1941 brick home in the heart of Fairway, one of Lexington's most coveted 40502 addresses. Featuring 4 bedrooms, 2 full baths, and 2 half baths, the residence offers timeless proportions, mature surroundings, and enduring architectural character. Ideally located within walking distance to Idle Hour Country Club and Kenwick Table, and moments from downtown and Rupp Arena, the setting is both refined and remarkably convenient. Opportunities in this established enclave are infrequent -- and always noteworthy. A distinguished offering in the heart of Lexington.

365 Henry Clay Blvd, Lexington

$550,000

Don't miss this incredible investment opportunity! This well-maintained duplex offers the perfect blend of charm, functionality, and income potential. Featuring beautiful hardwood floors throughout, the property exudes warmth and character while providing durable, low-maintenance living spaces. The upstairs unit has been thoughtfully remodeled, showcasing modern updates that appeal to today's renters or owner-occupants alike. With updated finishes, improved layout, and fresh appeal, this unit is move-in ready and primed to generate strong rental income. Whether you're looking to expand your portfolio or live in one unit while renting the other, this duplex delivers flexibility and value. Conveniently designed with separate living spaces, it's ideal for maximizing returns while maintaining privacy for tenants. Opportunities like this don't come around often—schedule your showing today and see the potential for yourself!

4 Beds ⋅ 2 Baths ⋅ 26006588 MLS

Don't miss this incredible investment opportunity! This well-maintained duplex offers the perfect blend of charm, functionality, and income potential. Featuring beautiful hardwood floors throughout, the property exudes warmth and character while providing durable, low-maintenance living spaces. The upstairs unit has been thoughtfully remodeled, showcasing modern updates that appeal to today's renters or owner-occupants alike. With updated finishes, improved layout, and fresh appeal, this unit is move-in ready and primed to generate strong rental income. Whether you're looking to expand your portfolio or live in one unit while renting the other, this duplex delivers flexibility and value. Conveniently designed with separate living spaces, it's ideal for maximizing returns while maintaining privacy for tenants. Opportunities like this don't come around often—schedule your showing today and see the potential for yourself!

440 Henry Clay Blvd, Lexington

$534,000

Historic Charm. Prime Location. Timeless Appeal. Homes on Henry Clay Blvd rarely become available—and once you step inside, you'll understand why. Historic charm in one of Lexington's most coveted locations near downtown, 411 Henry Clay Blvd blends timeless character with thoughtful modern updates. Inside, the beautiful hardwood floors have been refinished, creating warmth and continuity that perfectly complements the home's classic style. The updated kitchen with upgraded appliances offers modern convenience while maintaining a traditional feel. Looking for garage parking? You're in luck this classic charmer also includes a garage connected to the home by a covered roofline, offering convenient access while preserving the home's architectural charm. Step outside to enjoy a backyard ready for relaxing evenings, entertaining guests, or creating your own outdoor retreat. The unfinished basement offers incredible flexibility for storage, a workshop, hobby space, or potential future expansion. Imagine starting your mornings with coffee in a quiet backyard setting and ending the day in a home filled with the warmth and character that makes historic Lexington properties so special. Opportunities in this location are rare. Come experience the charm of Henry Clay Blvd for yourself.

3 Beds ⋅ 2 Baths ⋅ 26005159 MLS

Historic Charm. Prime Location. Timeless Appeal. Homes on Henry Clay Blvd rarely become available—and once you step inside, you'll understand why. Historic charm in one of Lexington's most coveted locations near downtown, 411 Henry Clay Blvd blends timeless character with thoughtful modern updates. Inside, the beautiful hardwood floors have been refinished, creating warmth and continuity that perfectly complements the home's classic style. The updated kitchen with upgraded appliances offers modern convenience while maintaining a traditional feel. Looking for garage parking? You're in luck this classic charmer also includes a garage connected to the home by a covered roofline, offering convenient access while preserving the home's architectural charm. Step outside to enjoy a backyard ready for relaxing evenings, entertaining guests, or creating your own outdoor retreat. The unfinished basement offers incredible flexibility for storage, a workshop, hobby space, or potential future expansion. Imagine starting your mornings with coffee in a quiet backyard setting and ending the day in a home filled with the warmth and character that makes historic Lexington properties so special. Opportunities in this location are rare. Come experience the charm of Henry Clay Blvd for yourself.

411 Henry Clay Blvd, Lexington

$430,000

This cape cod style stone beauty in the heart of Fairway subdivision is for sale. It has two bedrooms and two full baths. It blends timeless charm with modern updates. The kitchen has been opened up and has stainless appliances. A great sunroom is ideal for morning coffee or evening entertaining. It looks out to a lush, private backyard with mature landscaping and is perfect for relaxing or gardening. The brand new HVAC system (July 2025) ensures comfort year-round and peace of mind for years to come. Large two-car garage and partially fenced backyard make it a perfect fit for most. Whether you are starting out, downsizing, or investing in a beloved Lexington neighborhood, this home offers the perfect blend of coziness, comfort and location, close to all that downtown Lexington has to offer and the University of Kentucky.

2 Beds ⋅ 2 Baths ⋅ 26008209 MLS

This cape cod style stone beauty in the heart of Fairway subdivision is for sale. It has two bedrooms and two full baths. It blends timeless charm with modern updates. The kitchen has been opened up and has stainless appliances. A great sunroom is ideal for morning coffee or evening entertaining. It looks out to a lush, private backyard with mature landscaping and is perfect for relaxing or gardening. The brand new HVAC system (July 2025) ensures comfort year-round and peace of mind for years to come. Large two-car garage and partially fenced backyard make it a perfect fit for most. Whether you are starting out, downsizing, or investing in a beloved Lexington neighborhood, this home offers the perfect blend of coziness, comfort and location, close to all that downtown Lexington has to offer and the University of Kentucky.

404 Henry Clay Blvd, Lexington