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Space, character and opportunity come together at 820 Celia Lane! Situated on a spacious corner lot in the established Gardenside neighborhood, this 4-bedroom, 3-full-bath ranch offers a versatile floor plan with plenty of room to make it your own. Inside, hardwood floors add warmth and character, while multiple living spaces provide comfort for everyday living and entertaining. The oversized living room is filled with natural light and offers views of the backyard, while the dining room features a fireplace and an inviting setting for gathering and entertaining. The partially finished basement adds even more living space with a family room, bedroom and full bath, along with unfinished areas offering flexibility for storage, hobbies or future use. Outside, the fenced backyard and patio provide plenty of room to relax, entertain, garden or create an outdoor retreat of your own. Located inside New Circle Road, you'll enjoy convenient access to UK, downtown Lexington, hospitals, shopping, and dining. With an established location and a layout offering so much potential, 820 Celia Lane is ready for its next chapter. Bring your vision, add your personal style and imagine all this home can become!

4 Beds ⋅ 3 Baths ⋅ 26021514 MLS

Space, character and opportunity come together at 820 Celia Lane! Situated on a spacious corner lot in the established Gardenside neighborhood, this 4-bedroom, 3-full-bath ranch offers a versatile floor plan with plenty of room to make it your own. Inside, hardwood floors add warmth and character, while multiple living spaces provide comfort for everyday living and entertaining. The oversized living room is filled with natural light and offers views of the backyard, while the dining room features a fireplace and an inviting setting for gathering and entertaining. The partially finished basement adds even more living space with a family room, bedroom and full bath, along with unfinished areas offering flexibility for storage, hobbies or future use. Outside, the fenced backyard and patio provide plenty of room to relax, entertain, garden or create an outdoor retreat of your own. Located inside New Circle Road, you'll enjoy convenient access to UK, downtown Lexington, hospitals, shopping, and dining. With an established location and a layout offering so much potential, 820 Celia Lane is ready for its next chapter. Bring your vision, add your personal style and imagine all this home can become!

820 Celia Ln, Lexington

$1,090,000

Set on one of Lexington's most beloved tree-lined streets in the coveted Chevy Chase / Ashland Park area, this 1935 Kentucky limestone Cotswold/Tudor home is a rare blend of storybook character and modern living. From the steeply pitched gables and stone chimney with terracotta chimney pots to the arched red front door and bluestone covered porch, the curb appeal is straight out of a storybook. Timeless and natural materials were chosen throughout to honor the home's original architecture while quietly delivering every modern convenience. Inside, graceful arched doorways and refinished hardwood floors set a warm, inviting tone. A completely renovated open-concept kitchen anchors the main level with custom cabinetry, granite countertops, limestone backsplash, a gas range, and a breakfast-bar peninsula that flows effortlessly into the dining and living spaces — with double pocket doors opening to a light-filled sunroom. A custom travertine-slab fireplace with a herringbone-tile firebox and gas insert serves as a stunning focal point. Original curved ceilings in two of the upstairs bedrooms — a signature of authentic Cotswold design — and distinctive staircase balusters are charming reminders of the home's 1935 pedigree. The 2005 two-story addition expanded the living space with Hardie board siding, solid-wood interior doors with crystal knobs, and a stone skirt around the foundation — some of it original stone reclaimed from the main home. Walls of French doors along the addition open to the backyard, filling the home with natural light and creating a seamless indoor-outdoor flow. Custom built-ins throughout, including a glass-front dining room hutch and a laundry room/pantry with granite and travertine, reflect the same craftsmanship found in every corner. The spa-like primary bath is a true retreat, featuring a freestanding clawfoot soaking tub, a long double vanity with marble countertop, custom cabinetry, a chandelier, penny-tile flooring, and a custom laundry chute. A second-floor secondary bath is equally refined with a new porcelain tile shower and floor, custom cabinetry, and marble countertops. The finished basement is a destination of its own: custom and reclaimed-wood shelving, a bar area with a beverage fridge, a cedar closet, generous storage, and durable LVP flooring — with the adjacent utility area proactively waterproofed to protect the finished space. Outdoors, a generous 17' x 29' patio topped with Pennsylvania bluestone — accessible through multiple sets of French doors — creates an elegant, private setting for entertaining. Out front, professional landscaping and mature trees and hydrangeas, a bluestone covered front porch and walkway, and laurel-stone edging. A rare extra-deep 22' x 26' detached garage with carriage-style doors, coordinating stone front and Hardie board siding was designed to blend seamlessly with the home, and even reuses windows from the original house. Behind its timeless facade, this home offers the best of both worlds: the irreplaceable character of a 1935 Chevy Chase original, paired with thoughtfully updated interiors that honor its heritage down to the smallest detail. Walkable to the shops and restaurants of Chevy Chase and just minutes from the University of Kentucky, downtown, and everything that makes this one of Lexington's most sought-after neighborhoods. Property being sold as is with inspections welcomed.

4 Beds ⋅ 3 Baths ⋅ 26021097 MLS

Set on one of Lexington's most beloved tree-lined streets in the coveted Chevy Chase / Ashland Park area, this 1935 Kentucky limestone Cotswold/Tudor home is a rare blend of storybook character and modern living. From the steeply pitched gables and stone chimney with terracotta chimney pots to the arched red front door and bluestone covered porch, the curb appeal is straight out of a storybook. Timeless and natural materials were chosen throughout to honor the home's original architecture while quietly delivering every modern convenience. Inside, graceful arched doorways and refinished hardwood floors set a warm, inviting tone. A completely renovated open-concept kitchen anchors the main level with custom cabinetry, granite countertops, limestone backsplash, a gas range, and a breakfast-bar peninsula that flows effortlessly into the dining and living spaces — with double pocket doors opening to a light-filled sunroom. A custom travertine-slab fireplace with a herringbone-tile firebox and gas insert serves as a stunning focal point. Original curved ceilings in two of the upstairs bedrooms — a signature of authentic Cotswold design — and distinctive staircase balusters are charming reminders of the home's 1935 pedigree. The 2005 two-story addition expanded the living space with Hardie board siding, solid-wood interior doors with crystal knobs, and a stone skirt around the foundation — some of it original stone reclaimed from the main home. Walls of French doors along the addition open to the backyard, filling the home with natural light and creating a seamless indoor-outdoor flow. Custom built-ins throughout, including a glass-front dining room hutch and a laundry room/pantry with granite and travertine, reflect the same craftsmanship found in every corner. The spa-like primary bath is a true retreat, featuring a freestanding clawfoot soaking tub, a long double vanity with marble countertop, custom cabinetry, a chandelier, penny-tile flooring, and a custom laundry chute. A second-floor secondary bath is equally refined with a new porcelain tile shower and floor, custom cabinetry, and marble countertops. The finished basement is a destination of its own: custom and reclaimed-wood shelving, a bar area with a beverage fridge, a cedar closet, generous storage, and durable LVP flooring — with the adjacent utility area proactively waterproofed to protect the finished space. Outdoors, a generous 17' x 29' patio topped with Pennsylvania bluestone — accessible through multiple sets of French doors — creates an elegant, private setting for entertaining. Out front, professional landscaping and mature trees and hydrangeas, a bluestone covered front porch and walkway, and laurel-stone edging. A rare extra-deep 22' x 26' detached garage with carriage-style doors, coordinating stone front and Hardie board siding was designed to blend seamlessly with the home, and even reuses windows from the original house. Behind its timeless facade, this home offers the best of both worlds: the irreplaceable character of a 1935 Chevy Chase original, paired with thoughtfully updated interiors that honor its heritage down to the smallest detail. Walkable to the shops and restaurants of Chevy Chase and just minutes from the University of Kentucky, downtown, and everything that makes this one of Lexington's most sought-after neighborhoods. Property being sold as is with inspections welcomed.

409 Dudley Rd, Lexington

$594,900

This one feels like home as soon as you walk in the door! Come see this beautiful 4 bedroom home located in picturesque Andover Forest! Walk into the grand foyer with 20 feet ceiling. Walk towards the step down great room complete with vaulted ceilings, built-in cabinets, a wet bar and a gas fireplace. Off the great room is a spacious 1st floor primary bedroom suite complete with a jacuzzi tub,a walk in shower big enough for two, dual vanity and a walk-in closet. The kitchen is perfect with lots of cabinets and countertop space, a breakfast bar, and a walk in pantry. The 3 additional bedrooms upstairs are huge! So many special features - central vac throughout the house (even in the garage and basement), surround sound, hardwood floors, outdoor sprinkler system, cedar closet, walk in attic storage space, a pond upfront, and nearly 2000 square feet of unfinished space in the basement that is already plumbed for a full bathroom. Designer faux-painted walls provide a timeless look! Plus, this fabulous house is located a beautiful tree-lined cul-de-sac. This is the one! (Buyers financing fell thru on previous contract)

4 Beds ⋅ 3 Baths ⋅ 26021355 MLS

This one feels like home as soon as you walk in the door! Come see this beautiful 4 bedroom home located in picturesque Andover Forest! Walk into the grand foyer with 20 feet ceiling. Walk towards the step down great room complete with vaulted ceilings, built-in cabinets, a wet bar and a gas fireplace. Off the great room is a spacious 1st floor primary bedroom suite complete with a jacuzzi tub,a walk in shower big enough for two, dual vanity and a walk-in closet. The kitchen is perfect with lots of cabinets and countertop space, a breakfast bar, and a walk in pantry. The 3 additional bedrooms upstairs are huge! So many special features - central vac throughout the house (even in the garage and basement), surround sound, hardwood floors, outdoor sprinkler system, cedar closet, walk in attic storage space, a pond upfront, and nearly 2000 square feet of unfinished space in the basement that is already plumbed for a full bathroom. Designer faux-painted walls provide a timeless look! Plus, this fabulous house is located a beautiful tree-lined cul-de-sac. This is the one! (Buyers financing fell thru on previous contract)

3128 Althorp Way, Lexington

$449,900

Welcome to this Historic Pensacola Park home built in 1925 located in downtown Lexington! It has been over 33 years since this home was last on the market. This home features 4 bedrooms, 2 bathrooms, a complete separate living area upstairs with its own kitchen and bath as well as its own entrance from the back which would allow for separate living if wanted. Lots of potential for this home and all of the options that it has to offer!

4 Beds ⋅ 2 Baths ⋅ 26021347 MLS

Welcome to this Historic Pensacola Park home built in 1925 located in downtown Lexington! It has been over 33 years since this home was last on the market. This home features 4 bedrooms, 2 bathrooms, a complete separate living area upstairs with its own kitchen and bath as well as its own entrance from the back which would allow for separate living if wanted. Lots of potential for this home and all of the options that it has to offer!

1909 Nicholasville Rd, Lexington

2830 2830 Old Lemons Mill Rd Rd, Lexington

$3,850,000

A unique boutique farm in the heart of Lexington horse country, this beautifully renovated four bedroom home on 14 pristine acres is completely turn key and ready for you and your two legged and four legged family. Nestled among some of the most beautiful aged trees you will find in this area, including the one of the oldest Bur Oak trees, you will find equestrian paradise. Secluded among trees and opening into pastures you can see your horses in from all views, the quiet of farm life exists just minutes to all the necessities. The completely renovated home features 5800 square feet under air with flexible spaces for many options for staff and/or a home business. Key features include a whole house generator running off a 1000 gallon buried propane tank, separate staff apartment in the walk out basement with private entrance, new fencing in 2025 on entire property, 3 RV hookups at the barn and arena. The fully steel 125 x 250 covered arena features a 3' concrete ribbon wall and screen curtains throughout. Complete gutter system empties into a cistern for reusable water. Six stall barn features Lucas doors, rubber pavers and mat systems, tack room, feed room, and hot/cold wash rack and storage loft. No detail has gone unnoticed on this meticulously maintained exquisite equestrian estate. Just 15 min to downtown Lexington and Paris, Bluegrass Airport, and Keeneland, as well as two world class veterinary clinics and the Kentucky Horse Park.

4 Beds ⋅ 3 Baths ⋅ 26020901 MLS

A unique boutique farm in the heart of Lexington horse country, this beautifully renovated four bedroom home on 14 pristine acres is completely turn key and ready for you and your two legged and four legged family. Nestled among some of the most beautiful aged trees you will find in this area, including the one of the oldest Bur Oak trees, you will find equestrian paradise. Secluded among trees and opening into pastures you can see your horses in from all views, the quiet of farm life exists just minutes to all the necessities. The completely renovated home features 5800 square feet under air with flexible spaces for many options for staff and/or a home business. Key features include a whole house generator running off a 1000 gallon buried propane tank, separate staff apartment in the walk out basement with private entrance, new fencing in 2025 on entire property, 3 RV hookups at the barn and arena. The fully steel 125 x 250 covered arena features a 3' concrete ribbon wall and screen curtains throughout. Complete gutter system empties into a cistern for reusable water. Six stall barn features Lucas doors, rubber pavers and mat systems, tack room, feed room, and hot/cold wash rack and storage loft. No detail has gone unnoticed on this meticulously maintained exquisite equestrian estate. Just 15 min to downtown Lexington and Paris, Bluegrass Airport, and Keeneland, as well as two world class veterinary clinics and the Kentucky Horse Park.

2830 2830 Old Lemons Mill Rd Rd, Lexington

$295,000

Welcome to this remodeled 4 bedroom 2 bathroom ranch on a basement in Garden Springs subdivision. This spacious home has a huge Living room that leads to a nicely sized eat in kitchen. The property has been full floored with LVP and fully painted. On the main level, there are 2 bedrooms and the 2 bathrooms. The basement boasts a Family room, 2 bedrooms with closets, the utility room and the mechanical room for extra storage. The large 1 car detached garage provides ample space for storage. Schedule a time to come see this great home!

4 Beds ⋅ 2 Baths ⋅ 26020838 MLS

Welcome to this remodeled 4 bedroom 2 bathroom ranch on a basement in Garden Springs subdivision. This spacious home has a huge Living room that leads to a nicely sized eat in kitchen. The property has been full floored with LVP and fully painted. On the main level, there are 2 bedrooms and the 2 bathrooms. The basement boasts a Family room, 2 bedrooms with closets, the utility room and the mechanical room for extra storage. The large 1 car detached garage provides ample space for storage. Schedule a time to come see this great home!

2129 Palms Dr, Lexington

$1,299,999

New Construction in Prestigious Beaumont Reserve! Experience refined luxury in this exceptional custom-built home, ideally situated in Beaumont Reserve, one of West Lexington's most prestigious and sought-after communities. Offering the rare opportunity to own a brand-new home in an established neighborhood, this residence blends timeless elegance with modern sophistication. Positioned on a spacious corner lot, the home features soaring ceilings, abundant natural light, and thoughtfully designed living spaces throughout. The oversized three-car garage provides generous parking and storage. At the heart of the home is a spectacular chef's kitchen, beautifully appointed with premium appliances, custom-crafted cabinetry, an expansive island, and an open-concept design that flows effortlessly into the inviting great room—perfect for everyday living and elegant entertaining. The main level also offers a private office or study and a spacious laundry room. Upstairs, all four generously sized bedrooms feature their own en-suite full bathrooms, providing exceptional comfort and privacy. The luxurious primary suite serves as a retreat, complete with its own private covered deck. The finished basement offers many possibilities for future customization, additional living space, recreation, or storage. Step outside to the large, covered patio, a perfect setting for outdoor entertaining, relaxing, or creating the outdoor kitchen of your dreams. This remarkable new construction offers the perfect combination of contemporary design, exceptional craftsmanship, and an unbeatable Beaumont location. Don't miss this rare opportunity to own one of Lexington's finest luxury homes. Original house was completely distorted in a house fire Dec 2020 - It is completely rebuilt on new foundation in 2025/26. Schedule your private showing today.

4 Beds ⋅ 6 Baths ⋅ 26020505 MLS

New Construction in Prestigious Beaumont Reserve! Experience refined luxury in this exceptional custom-built home, ideally situated in Beaumont Reserve, one of West Lexington's most prestigious and sought-after communities. Offering the rare opportunity to own a brand-new home in an established neighborhood, this residence blends timeless elegance with modern sophistication. Positioned on a spacious corner lot, the home features soaring ceilings, abundant natural light, and thoughtfully designed living spaces throughout. The oversized three-car garage provides generous parking and storage. At the heart of the home is a spectacular chef's kitchen, beautifully appointed with premium appliances, custom-crafted cabinetry, an expansive island, and an open-concept design that flows effortlessly into the inviting great room—perfect for everyday living and elegant entertaining. The main level also offers a private office or study and a spacious laundry room. Upstairs, all four generously sized bedrooms feature their own en-suite full bathrooms, providing exceptional comfort and privacy. The luxurious primary suite serves as a retreat, complete with its own private covered deck. The finished basement offers many possibilities for future customization, additional living space, recreation, or storage. Step outside to the large, covered patio, a perfect setting for outdoor entertaining, relaxing, or creating the outdoor kitchen of your dreams. This remarkable new construction offers the perfect combination of contemporary design, exceptional craftsmanship, and an unbeatable Beaumont location. Don't miss this rare opportunity to own one of Lexington's finest luxury homes. Original house was completely distorted in a house fire Dec 2020 - It is completely rebuilt on new foundation in 2025/26. Schedule your private showing today.

2269 Savannah Ln, Lexington

$559,900

Welcome to 109 N. Ashland Avenue, a timeless Craftsman bungalow nestled in one of Lexington's most desirable and walkable neighborhoods. This charming 3-bedroom, 2.5-bath home perfectly blends classic character with modern comfort. Relax on the covered front porch before stepping inside to discover warm hardwood floors, traditional living areas, and an inviting floor plan designed for both everyday living and entertaining. Outside, the deep backyard offers plenty of space to enjoy, while the unbeatable location puts you just steps from local restaurants, coffee shops, parks, and everything that makes the Ashland Park/Bell Court area so special. Whether you're taking an evening stroll through the neighborhood or enjoying nearby Chevy Chase and downtown Lexington, you'll love the convenience and vibrant lifestyle this location provides. Don't miss this rare opportunity to own a classic Lexington bungalow in an exceptional location. This home is being offered AS-IS, inspection welcome. Please note the alleyway includes an easement for this property to access two off road private parking spaces.

3 Beds ⋅ 3 Baths ⋅ 26019969 MLS

Welcome to 109 N. Ashland Avenue, a timeless Craftsman bungalow nestled in one of Lexington's most desirable and walkable neighborhoods. This charming 3-bedroom, 2.5-bath home perfectly blends classic character with modern comfort. Relax on the covered front porch before stepping inside to discover warm hardwood floors, traditional living areas, and an inviting floor plan designed for both everyday living and entertaining. Outside, the deep backyard offers plenty of space to enjoy, while the unbeatable location puts you just steps from local restaurants, coffee shops, parks, and everything that makes the Ashland Park/Bell Court area so special. Whether you're taking an evening stroll through the neighborhood or enjoying nearby Chevy Chase and downtown Lexington, you'll love the convenience and vibrant lifestyle this location provides. Don't miss this rare opportunity to own a classic Lexington bungalow in an exceptional location. This home is being offered AS-IS, inspection welcome. Please note the alleyway includes an easement for this property to access two off road private parking spaces.

109 N Ashland Ave, Lexington

$1,299,000

Luxury, elegance, and thoughtful design come together in this exceptional custom-built home, completed in late 2024, in Lexington's highly sought-after Tuscany community. Offering nearly new construction with timeless architecture and premium finishes throughout, this home was designed to impress at every turn. Step through the grand foyer into light-filled living spaces where wide-plank hardwood flooring with a timeless white oak finish, custom millwork, coffered ceilings, designer lighting, and a stunning gas fireplace create a warm yet sophisticated atmosphere. At the heart of the home, the gourmet kitchen is designed for both everyday living and entertaining, featuring an oversized quartz island, premium KitchenAid appliances, a gas cooktop with pot filler, beverage refrigerator, walk-in pantry, and an open-concept layout that flows seamlessly into the dining and living areas. Designed with flexibility in mind, the home offers two exceptional en suite bedroom retreats. The main-level suite provides the convenience of first-floor living and includes a walk-in closet with washer and dryer hookups, making it ideal for multigenerational living, extended guests, or a luxurious private retreat. The upstairs owner's retreat is truly unforgettable. A grand custom walk-in closet offers exceptional storage, with additional hanging and wardrobe space extending beyond the main dressing area. The closet connects directly to a beautifully finished marble laundry room, while the spectacular primary bathroom is finished in elegant marble and offers a true spa experience with an expansive walk-in shower, freestanding soaking tub, dual vanities, and a stunning open design. The finished walkout basement offers incredible versatility with a kitchenette, spacious guest suite, full bath, bonus room ideal for a theater, fitness room, or home office, a second laundry area, generous storage, and abundant space for entertaining family and friends. Outdoor living is equally inviting with a spacious Trex deck and covered patio, providing the perfect setting for morning coffee, evening gatherings, or simply enjoying the peaceful surroundings. Ideally located just minutes from Hamburg Pavilion, premier shopping, dining, entertainment, and I-75, this extraordinary home combines luxury, comfort, and thoughtful functionality in one remarkable package. A rare opportunity to own a nearly new custom luxury home in one of Lexington's most desirable communities.

5 Beds ⋅ 5 Baths ⋅ 26018925 MLS

Luxury, elegance, and thoughtful design come together in this exceptional custom-built home, completed in late 2024, in Lexington's highly sought-after Tuscany community. Offering nearly new construction with timeless architecture and premium finishes throughout, this home was designed to impress at every turn. Step through the grand foyer into light-filled living spaces where wide-plank hardwood flooring with a timeless white oak finish, custom millwork, coffered ceilings, designer lighting, and a stunning gas fireplace create a warm yet sophisticated atmosphere. At the heart of the home, the gourmet kitchen is designed for both everyday living and entertaining, featuring an oversized quartz island, premium KitchenAid appliances, a gas cooktop with pot filler, beverage refrigerator, walk-in pantry, and an open-concept layout that flows seamlessly into the dining and living areas. Designed with flexibility in mind, the home offers two exceptional en suite bedroom retreats. The main-level suite provides the convenience of first-floor living and includes a walk-in closet with washer and dryer hookups, making it ideal for multigenerational living, extended guests, or a luxurious private retreat. The upstairs owner's retreat is truly unforgettable. A grand custom walk-in closet offers exceptional storage, with additional hanging and wardrobe space extending beyond the main dressing area. The closet connects directly to a beautifully finished marble laundry room, while the spectacular primary bathroom is finished in elegant marble and offers a true spa experience with an expansive walk-in shower, freestanding soaking tub, dual vanities, and a stunning open design. The finished walkout basement offers incredible versatility with a kitchenette, spacious guest suite, full bath, bonus room ideal for a theater, fitness room, or home office, a second laundry area, generous storage, and abundant space for entertaining family and friends. Outdoor living is equally inviting with a spacious Trex deck and covered patio, providing the perfect setting for morning coffee, evening gatherings, or simply enjoying the peaceful surroundings. Ideally located just minutes from Hamburg Pavilion, premier shopping, dining, entertainment, and I-75, this extraordinary home combines luxury, comfort, and thoughtful functionality in one remarkable package. A rare opportunity to own a nearly new custom luxury home in one of Lexington's most desirable communities.

2648 Lucca Pl, Lexington

$1,600,000

Discover exceptional craftsmanship and thoughtful design throughout this stunning townhome. The welcoming main level features a gracious entry, a dining room complete with a fireplace and custom built-ins, and a private home office with its own full bathroom. The chef-inspired kitchen showcases designer finishes, exposed wood beams and a spacious island, flowing seamlessly through a butler's pantry into the fireplace-warmed family room. A convenient half bath, an enclosed breezeway leading to a private courtyard, and an oversized two-car garage complete this level. Upstairs, the luxurious primary suite awaits with a generous walk-in closet and a spa-like bathroom boasting heated floors and a steam shower. Two additional bedrooms, a full bathroom, and a dedicated laundry room round out the second floor, while the third level offers two more bedrooms and an additional full bath — ideal for family or guests. The lower level adds even more living space with a versatile recreation room, perfect as a media room or entertainment retreat. This exceptional home is loaded with premium amenities, including a fully owned solar panel system, tankless water heaters, central vacuum, two gas vent-free fireplaces, a security system, an irrigation system, and abundant storage throughout. NO HOA FEE!

5 Beds ⋅ 5 Baths ⋅ 26019143 MLS

Discover exceptional craftsmanship and thoughtful design throughout this stunning townhome. The welcoming main level features a gracious entry, a dining room complete with a fireplace and custom built-ins, and a private home office with its own full bathroom. The chef-inspired kitchen showcases designer finishes, exposed wood beams and a spacious island, flowing seamlessly through a butler's pantry into the fireplace-warmed family room. A convenient half bath, an enclosed breezeway leading to a private courtyard, and an oversized two-car garage complete this level. Upstairs, the luxurious primary suite awaits with a generous walk-in closet and a spa-like bathroom boasting heated floors and a steam shower. Two additional bedrooms, a full bathroom, and a dedicated laundry room round out the second floor, while the third level offers two more bedrooms and an additional full bath — ideal for family or guests. The lower level adds even more living space with a versatile recreation room, perfect as a media room or entertainment retreat. This exceptional home is loaded with premium amenities, including a fully owned solar panel system, tankless water heaters, central vacuum, two gas vent-free fireplaces, a security system, an irrigation system, and abundant storage throughout. NO HOA FEE!

558 Central Ave, Lexington

$314,999

FLEXIBILITY! This 3 bed, 3 bath home has two kitchens, two living rooms, two utility rooms, and a huge backyard! It is ideal for multi-generational living, work at home scenarios, or buyers wanting a flexible layout. The split-foyer leads upstairs to a living room, kitchen, utility room, a primary suite, and an additional bedroom and bathroom. Go down a few steps and you'll find another living area with fireplace, full bathroom, another bedroom or office space attached to another kitchen, a 2nd utility room, an enclosed sun room, and backyard access. Beautiful gardens, character, and ideal for various lifestyles.

3 Beds ⋅ 3 Baths ⋅ 26017438 MLS

FLEXIBILITY! This 3 bed, 3 bath home has two kitchens, two living rooms, two utility rooms, and a huge backyard! It is ideal for multi-generational living, work at home scenarios, or buyers wanting a flexible layout. The split-foyer leads upstairs to a living room, kitchen, utility room, a primary suite, and an additional bedroom and bathroom. Go down a few steps and you'll find another living area with fireplace, full bathroom, another bedroom or office space attached to another kitchen, a 2nd utility room, an enclosed sun room, and backyard access. Beautiful gardens, character, and ideal for various lifestyles.

713 Dicksonia Ct, Lexington

$235,500

Whether you're a first-time home buyer, investor, or looking for a convenient location for students, this property is full of opportunity! Offering comfort, convenience, and potential, this home is ideally located near everyday amenities, making it a smart choice for homeowners and investors alike. Call today for a showing!

2 Beds ⋅ 3 Baths ⋅ 26017082 MLS

Whether you're a first-time home buyer, investor, or looking for a convenient location for students, this property is full of opportunity! Offering comfort, convenience, and potential, this home is ideally located near everyday amenities, making it a smart choice for homeowners and investors alike. Call today for a showing!

3104 High Ridge Dr, Lexington

$1,050,000

Experience the timeless character of this beautifully restored downtown Lexington home, where historic charm meets thoughtfully updated modern living. Ideally located within walking distance of downtown restaurants, shopping, Central Bank Center, and the new Gatton Park on the Town Branch, this home offers exceptional convenience in the heart of the city. Extensive improvements include updated sewer and plumbing lines, electrical, HVAC, insulation, appliances, and more, providing peace of mind while preserving the home's original character. Hardwood flooring flows throughout the interior, complemented by a beautifully restored staircase that serves as a striking architectural centerpiece. The main level features an open-concept kitchen and family room anchored by a natural gas linear fireplace and bar area, creating an inviting space for both everyday living and entertaining. The kitchen opens directly to the rear deck and patio, extending the living space outdoors. A separate living room and formal dining room provide additional flexibility for gatherings and special occasions. Upstairs, you'll find three bedrooms, two full bathrooms, and a conveniently located laundry room. The spacious primary suite includes a large walk-in closet and an updated ensuite bathroom. The third floor offers a versatile office or flex space with hardwood flooring, while the finished basement provides additional living space ideal for a media room, recreation area, or entertaining, along with unfinished storage. Step outside to a private backyard retreat featuring a deck, patio, and hot tub, creating a rare outdoor oasis in downtown Lexington. Whether enjoying a quiet evening or hosting family and friends, this space is designed to be enjoyed year-round. With its exceptional restoration, modern updates, versatile living spaces, and premier downtown location, this home offers a unique opportunity to enjoy the best of historic Lexington living. Schedule your private showing to experience everything this remarkable property has to offer.

3 Beds ⋅ 3 Baths ⋅ 26016794 MLS

Experience the timeless character of this beautifully restored downtown Lexington home, where historic charm meets thoughtfully updated modern living. Ideally located within walking distance of downtown restaurants, shopping, Central Bank Center, and the new Gatton Park on the Town Branch, this home offers exceptional convenience in the heart of the city. Extensive improvements include updated sewer and plumbing lines, electrical, HVAC, insulation, appliances, and more, providing peace of mind while preserving the home's original character. Hardwood flooring flows throughout the interior, complemented by a beautifully restored staircase that serves as a striking architectural centerpiece. The main level features an open-concept kitchen and family room anchored by a natural gas linear fireplace and bar area, creating an inviting space for both everyday living and entertaining. The kitchen opens directly to the rear deck and patio, extending the living space outdoors. A separate living room and formal dining room provide additional flexibility for gatherings and special occasions. Upstairs, you'll find three bedrooms, two full bathrooms, and a conveniently located laundry room. The spacious primary suite includes a large walk-in closet and an updated ensuite bathroom. The third floor offers a versatile office or flex space with hardwood flooring, while the finished basement provides additional living space ideal for a media room, recreation area, or entertaining, along with unfinished storage. Step outside to a private backyard retreat featuring a deck, patio, and hot tub, creating a rare outdoor oasis in downtown Lexington. Whether enjoying a quiet evening or hosting family and friends, this space is designed to be enjoyed year-round. With its exceptional restoration, modern updates, versatile living spaces, and premier downtown location, this home offers a unique opportunity to enjoy the best of historic Lexington living. Schedule your private showing to experience everything this remarkable property has to offer.

565 W Second St, Lexington

$1,650,000

If you are looking for a home that offers space to unwind from daily demands—along with room for entertaining, celebrations, hobbies, or even a horse or small animal operation—this property delivers. With abundant indoor and outdoor entertaining areas, the shed-row barn offers flexible use as a horse facility, workshop, "she-shed," hobby space, or storage. Set on 10 acres, this is a property where imagination can truly take hold. The home has been spectacularly remodeled by Creative Kitchen and Bath. Impeccably maintained, it was taken down to the studs and completely renovated from top to bottom. Features include new hardwood floors, detailed moldings, new kitchens on both the main level and the basement, new bathrooms throughout, new windows and doors, high-speed broadband, a central vacuum system, a high-powered security system, and a Bluegrass home movie theatre entertainment system. All bedrooms include walk-in closets with custom-designed wood shelving. The lower level offers a separate entrance, making it ideal for a mother-in-law suite or apartment, complete with a full walkout, multiple French doors, and wall-to-wall windows. The property is being sold furnished, with furnishings included in the current price, and is priced under recent appraisal. The location combines convenience with a true country feel—close to shopping in Hamburg and directly across from Hisle Farm Park. The park spans approximately 280 acres of rolling pastureland located five miles northeast of downtown Lexington at 3601 Briar Hill Road. It features shared-use trails for horseback riding and hiking, including 1- and 2.5-mile loops, a 10-lane target archery range, and is open from dawn until dusk. Pets are welcome but must be leashed. Priced $540,000 below recent appraisal!!!

6 Beds ⋅ 6 Baths ⋅ 26006604 MLS

If you are looking for a home that offers space to unwind from daily demands—along with room for entertaining, celebrations, hobbies, or even a horse or small animal operation—this property delivers. With abundant indoor and outdoor entertaining areas, the shed-row barn offers flexible use as a horse facility, workshop, "she-shed," hobby space, or storage. Set on 10 acres, this is a property where imagination can truly take hold. The home has been spectacularly remodeled by Creative Kitchen and Bath. Impeccably maintained, it was taken down to the studs and completely renovated from top to bottom. Features include new hardwood floors, detailed moldings, new kitchens on both the main level and the basement, new bathrooms throughout, new windows and doors, high-speed broadband, a central vacuum system, a high-powered security system, and a Bluegrass home movie theatre entertainment system. All bedrooms include walk-in closets with custom-designed wood shelving. The lower level offers a separate entrance, making it ideal for a mother-in-law suite or apartment, complete with a full walkout, multiple French doors, and wall-to-wall windows. The property is being sold furnished, with furnishings included in the current price, and is priced under recent appraisal. The location combines convenience with a true country feel—close to shopping in Hamburg and directly across from Hisle Farm Park. The park spans approximately 280 acres of rolling pastureland located five miles northeast of downtown Lexington at 3601 Briar Hill Road. It features shared-use trails for horseback riding and hiking, including 1- and 2.5-mile loops, a 10-lane target archery range, and is open from dawn until dusk. Pets are welcome but must be leashed. Priced $540,000 below recent appraisal!!!

3600 Briar Hill Rd, Lexington

$779,000

Welcome to 2051 Bridgeport Drive, a beautifully maintained brick ranch located in the sought-after Lakeview Estates neighborhood of Lexington. Set on nearly half an acre, this spacious one-story home offers over 4,200 sq. ft. of refined living space, including four bedrooms, three full bathrooms, and a partially finished basement. Inside, the home features a warm and inviting layout with hardwood floors, plush carpeting, and a cozy family room centered around a fireplace. The well-appointed eat-in kitchen includes modern appliances and flows naturally into the formal dining and living areas—perfect for gatherings and everyday living. Large windows throughout the home bring in abundant natural light and provide views of the mature landscaping surrounding the property. Outdoors, the expansive lot offers privacy and plenty of room for relaxation or outdoor activities, complete with a patio and fenced yard. Located near many Lexington amenities, this exceptional home combines classic charm, generous space, and an outstanding location.

4 Beds ⋅ 3 Baths ⋅ 25506627 MLS

Welcome to 2051 Bridgeport Drive, a beautifully maintained brick ranch located in the sought-after Lakeview Estates neighborhood of Lexington. Set on nearly half an acre, this spacious one-story home offers over 4,200 sq. ft. of refined living space, including four bedrooms, three full bathrooms, and a partially finished basement. Inside, the home features a warm and inviting layout with hardwood floors, plush carpeting, and a cozy family room centered around a fireplace. The well-appointed eat-in kitchen includes modern appliances and flows naturally into the formal dining and living areas—perfect for gatherings and everyday living. Large windows throughout the home bring in abundant natural light and provide views of the mature landscaping surrounding the property. Outdoors, the expansive lot offers privacy and plenty of room for relaxation or outdoor activities, complete with a patio and fenced yard. Located near many Lexington amenities, this exceptional home combines classic charm, generous space, and an outstanding location.

2051 Bridgeport Dr, Lexington

$769,000

Welcome to the Reese plan in Harper Woods, a private gated community in the heart of the bluegrass. Located on a premium walk-out basement lot backing to a tree lined creek, this home has nearly 3,000 completed sq ft + 1,300 unfinished sq ft in the basement ready for the new owners to finish to their specifications. The features & finishes in this home will not disappoint! The 1st floor features spacious light filled living areas w/wide plank French oak flooring including a chef's kitchen w/walk-in pantry, white ceiling height cabinets w/champagne bronze hardware, quartz countertops, 3X9 natural marble tile backsplash w/herringbone accent, under cabinet lighting and LG ThinQ stainless appliance pkg incl a 5 burner gas range & counter depth French door refrigerator; living area that opens to a 20X8 covered Trex deck & has a gas fireplace w/granite surround; A half bath & sizable mudroom w/space for additional storage or cabinetry. Upstairs you will find an owner's suite w/large walk-in closet and private bath w/double bowl quartz top vanity, & curbless tiled shower; 3 guest bedrooms; full guest bath w/quartz countertop & tub to ceiling porcelain subway tile surround & laundry room.

4 Beds ⋅ 3 Baths ⋅ 26014292 MLS

Welcome to the Reese plan in Harper Woods, a private gated community in the heart of the bluegrass. Located on a premium walk-out basement lot backing to a tree lined creek, this home has nearly 3,000 completed sq ft + 1,300 unfinished sq ft in the basement ready for the new owners to finish to their specifications. The features & finishes in this home will not disappoint! The 1st floor features spacious light filled living areas w/wide plank French oak flooring including a chef's kitchen w/walk-in pantry, white ceiling height cabinets w/champagne bronze hardware, quartz countertops, 3X9 natural marble tile backsplash w/herringbone accent, under cabinet lighting and LG ThinQ stainless appliance pkg incl a 5 burner gas range & counter depth French door refrigerator; living area that opens to a 20X8 covered Trex deck & has a gas fireplace w/granite surround; A half bath & sizable mudroom w/space for additional storage or cabinetry. Upstairs you will find an owner's suite w/large walk-in closet and private bath w/double bowl quartz top vanity, & curbless tiled shower; 3 guest bedrooms; full guest bath w/quartz countertop & tub to ceiling porcelain subway tile surround & laundry room.

3521 Harper Woods Ln, Lexington

$785,000

6 Beds ⋅ 4 Baths ⋅ 26015922 MLS

2409 San Milano Pl, Lexington

$639,900

Beautiful new construction 4-bedroom, 4-bath home offering approximately 2,565 sq. ft. of finished living space with quality craftsmanship and thoughtful upgrades throughout. The open-concept design features abundant natural light and a seamless flow ideal for everyday living and entertaining. The chef's kitchen includes quartz countertops, stainless steel appliances, a large center island with seating, corner window over the sink, subway tile backsplash, and an oversized pantry for additional storage. The kitchen opens to the inviting great room featuring a stone gas-log fireplace with custom built-in bookshelves, creating a warm and elegant gathering space. The spacious primary suite features a tray ceiling with integrated lighting and a luxurious ensuite bath with separate his-and-hers vanities and a large tiled walk-in shower. Additional highlights include LVP flooring throughout the home, two guest baths upstairs, a large laundry room with attic access, and solid oak stair treads leading to the foyer. The full unfinished basement (approx. 1,100 sq. ft.) offers incredible future potential and is already equipped with rough-in plumbing for a bath and wet bar, 11" poured walls, two sump pumps, and an ejector pump. Enjoy outdoor living with a covered deck and porch, a fully sodded yard, and a landscaped front yard. The property backs directly to the Rails-to-Trails walking path leading to the city park, providing easy access to walking and biking. The oversized garage includes extra depth for storage or workbench space. EV CHARGER ROUGH-IN. This beautifully designed home combines modern finishes, thoughtful details, and a fantastic location—schedule your private showing today!

4 Beds ⋅ 4 Baths ⋅ 26004130 MLS

Beautiful new construction 4-bedroom, 4-bath home offering approximately 2,565 sq. ft. of finished living space with quality craftsmanship and thoughtful upgrades throughout. The open-concept design features abundant natural light and a seamless flow ideal for everyday living and entertaining. The chef's kitchen includes quartz countertops, stainless steel appliances, a large center island with seating, corner window over the sink, subway tile backsplash, and an oversized pantry for additional storage. The kitchen opens to the inviting great room featuring a stone gas-log fireplace with custom built-in bookshelves, creating a warm and elegant gathering space. The spacious primary suite features a tray ceiling with integrated lighting and a luxurious ensuite bath with separate his-and-hers vanities and a large tiled walk-in shower. Additional highlights include LVP flooring throughout the home, two guest baths upstairs, a large laundry room with attic access, and solid oak stair treads leading to the foyer. The full unfinished basement (approx. 1,100 sq. ft.) offers incredible future potential and is already equipped with rough-in plumbing for a bath and wet bar, 11" poured walls, two sump pumps, and an ejector pump. Enjoy outdoor living with a covered deck and porch, a fully sodded yard, and a landscaped front yard. The property backs directly to the Rails-to-Trails walking path leading to the city park, providing easy access to walking and biking. The oversized garage includes extra depth for storage or workbench space. EV CHARGER ROUGH-IN. This beautifully designed home combines modern finishes, thoughtful details, and a fantastic location—schedule your private showing today!

4049 Buttermilk Rd, Lexington

$2,795,000

A rare masterpiece of country elegance and modern luxury, this spectacular 10-acre estate offers unparalleled privacy just moments from the city. Designed for both grand-scale entertaining and serene daily living, the property features a resort-style custom pool, a tranquil zen garden with a koi pond, a custom playhouse, and a pristine pond complete with a newly installed fountain and a dedicated well pump to maintain perfect water levels. The expansive outdoor oasis is further elevated by updated custom pergolas, a brand-new fire pit, and a convenient outdoor shower. Inside, impeccable craftsmanship defines the 5-bedroom, 5-full, and 2-half-bath residence. The gourmet chef's kitchen is a culinary dream, boasting top-of-the-line appliances, endless workspace, and a massive walk-in pantry. The luxurious primary suite serves as a private sanctuary with panoramic nature views, custom closets, and a spa-like bath with a deep soaking tub. A collector's dream, the massive 8-door garage accommodates up to 15 vehicles and features a private home office above. Mechanically flawless, the estate includes freshly painted perimeter fencing and a reconnected full-property irrigation system with a new pond pump. The previous owner performed many high-end upgrades, including 3 geothermal HVAC units with UV light filters, a water pressure booster pump, enhanced foundation drainage, and full-house blown-in foam insulation for maximum energy efficiency.

5 Beds ⋅ 7 Baths ⋅ 26013465 MLS

A rare masterpiece of country elegance and modern luxury, this spectacular 10-acre estate offers unparalleled privacy just moments from the city. Designed for both grand-scale entertaining and serene daily living, the property features a resort-style custom pool, a tranquil zen garden with a koi pond, a custom playhouse, and a pristine pond complete with a newly installed fountain and a dedicated well pump to maintain perfect water levels. The expansive outdoor oasis is further elevated by updated custom pergolas, a brand-new fire pit, and a convenient outdoor shower. Inside, impeccable craftsmanship defines the 5-bedroom, 5-full, and 2-half-bath residence. The gourmet chef's kitchen is a culinary dream, boasting top-of-the-line appliances, endless workspace, and a massive walk-in pantry. The luxurious primary suite serves as a private sanctuary with panoramic nature views, custom closets, and a spa-like bath with a deep soaking tub. A collector's dream, the massive 8-door garage accommodates up to 15 vehicles and features a private home office above. Mechanically flawless, the estate includes freshly painted perimeter fencing and a reconnected full-property irrigation system with a new pond pump. The previous owner performed many high-end upgrades, including 3 geothermal HVAC units with UV light filters, a water pressure booster pump, enhanced foundation drainage, and full-house blown-in foam insulation for maximum energy efficiency.

601 Delong Rd, Lexington

$5,350,000

One of the most desirable properties I've ever had the privilege to sell - the Marylou Whitney Farm. It has it ALL: historic main residence, 2 story guest home, extraordinary pool house with Olympic size pool, studio, log cabin chapel, rose garden, 2 horse barns with 16 stalls with frontage on 2 roads in the heart of the horse industry!

8 Beds ⋅ 8 Baths ⋅ 24020331 MLS

One of the most desirable properties I've ever had the privilege to sell - the Marylou Whitney Farm. It has it ALL: historic main residence, 2 story guest home, extraordinary pool house with Olympic size pool, studio, log cabin chapel, rose garden, 2 horse barns with 16 stalls with frontage on 2 roads in the heart of the horse industry!

3521 Bryan Station Rd, Lexington

$685,000

This spacious duplex is located in the desirable Lakeview area and is convenient to parks, schools, dining, shopping, Chevy Chase & downtown Lexington. Each unit is all on one level and features a large Living Room with a decorative fireplace and open to the Dining Room. The Kitchen offers white cabinetry, newer stainless refrigerator and dishwasher (in main level unit). Also, there are 2 nice Bedrooms and a full Bathroom. Both units offer hardwood floors, and the main level has fresh paint. Both units have the same floor plan and each has a great screened back porch overlooking a large treed backyard perfect for picnics and relaxing. The nice 2 car garage is an added special feature and equally valuable is a full basement with 2 sets of washer/dryers hook ups and plenty of space for storage. Weather you are looking for an owner- occupied opportunity, investment property or multi-generational living, this duplex presents a wonderful opportunity. Being sold "as is".

4 Beds ⋅ 2 Baths ⋅ 26014251 MLS

This spacious duplex is located in the desirable Lakeview area and is convenient to parks, schools, dining, shopping, Chevy Chase & downtown Lexington. Each unit is all on one level and features a large Living Room with a decorative fireplace and open to the Dining Room. The Kitchen offers white cabinetry, newer stainless refrigerator and dishwasher (in main level unit). Also, there are 2 nice Bedrooms and a full Bathroom. Both units offer hardwood floors, and the main level has fresh paint. Both units have the same floor plan and each has a great screened back porch overlooking a large treed backyard perfect for picnics and relaxing. The nice 2 car garage is an added special feature and equally valuable is a full basement with 2 sets of washer/dryers hook ups and plenty of space for storage. Weather you are looking for an owner- occupied opportunity, investment property or multi-generational living, this duplex presents a wonderful opportunity. Being sold "as is".

1928-1930 Fontaine Rd, Lexington

$2,825,000

Gunite pool is Salt water, Crystal chandeliers in living room and dining room to not transfer. 2 Radon Systems. Underground utilities. Beautiful off white cabinets in Chefs kitchen open to family room. Exquisite wood molding through out. Wide halls. Customized glass front entrance door allows a view from the foyer through the house. High ceilings. Home has had many upgrades and is in immaculate condition. Beautiful fully wood paneled office/den w/ many book shelves.

5 Beds ⋅ 8 Baths ⋅ 26014759 MLS

Gunite pool is Salt water, Crystal chandeliers in living room and dining room to not transfer. 2 Radon Systems. Underground utilities. Beautiful off white cabinets in Chefs kitchen open to family room. Exquisite wood molding through out. Wide halls. Customized glass front entrance door allows a view from the foyer through the house. High ceilings. Home has had many upgrades and is in immaculate condition. Beautiful fully wood paneled office/den w/ many book shelves.

1601 Sahalee Dr, Lexington

$800,000

Rare opportunity to own a piece of downtown Lexington history at 579 W Short Street. Ideally located in the heart of the city, this unique property places you within walking distance of Lexington's finest restaurants, shopping, entertainment, parks, and local attractions, offering the true downtown living experience. This three-story historic home is ready for its next chapter. The property has been extensively prepared for renovation, with much of the heavy lifting already completed, including updated electrical and plumbing systems, as well as excavation of the basement to create taller ceilings and expanded usable space. With the home gutted and ready for finishing, buyers have the unique opportunity to design and customize the interior to their own vision while preserving the character and charm of a historic downtown residence. Adding to the property's appeal is a detached two-car garage with a one-bedroom apartment above, offering excellent potential for rental income, guest quarters, a home office, or mother-in-law suite. With valuable yard space, off-street parking, income-producing possibilities, and an unbeatable downtown location, this is a rare chance to create a one-of-a-kind residence or investment property in one of Lexington's most sought-after areas. Bring your vision and transform this historic gem into something truly extraordinary.

3 Beds ⋅ 5 Baths ⋅ 26013475 MLS

Rare opportunity to own a piece of downtown Lexington history at 579 W Short Street. Ideally located in the heart of the city, this unique property places you within walking distance of Lexington's finest restaurants, shopping, entertainment, parks, and local attractions, offering the true downtown living experience. This three-story historic home is ready for its next chapter. The property has been extensively prepared for renovation, with much of the heavy lifting already completed, including updated electrical and plumbing systems, as well as excavation of the basement to create taller ceilings and expanded usable space. With the home gutted and ready for finishing, buyers have the unique opportunity to design and customize the interior to their own vision while preserving the character and charm of a historic downtown residence. Adding to the property's appeal is a detached two-car garage with a one-bedroom apartment above, offering excellent potential for rental income, guest quarters, a home office, or mother-in-law suite. With valuable yard space, off-street parking, income-producing possibilities, and an unbeatable downtown location, this is a rare chance to create a one-of-a-kind residence or investment property in one of Lexington's most sought-after areas. Bring your vision and transform this historic gem into something truly extraordinary.

579 W Short St, Lexington

$479,500

Add your chapter to the story of this iconic c. 1805 log cabin, 220 years after its construction. Thought to be the oldest surviving log residence in Lexington still on its original site, this two-story, two-bay clapboard-wrapped home offers a blend of early Kentucky heritage and downtown convenience. In 1994, the Blue Grass Trust for Historic Preservation saved the structure from demolition, undertaking a careful restoration that preserved its integrity. Today, its rich character endures through hand-hewn logs, exposed beams, very old hardwoods, two brick fireplaces, and historic cabinetry including linen ''presses.'' An updated adjoining kitchen and bath retain traditional charm. Upstairs, a sunlit bedroom provides ample space for a sitting area beside the fireplace. French doors and limestone slab steps lead to the spacious rear greenspace - a coveted & rare feature for a downtown property. A stone pathway leads to a generous, private off-street parking area accessible from Mack's Alley. Recent enhancements include a remodeled bath, exterior painting, new heat pump, a new Bosch dishwasher, and a handcrafted storm door by Bourbon Millworks. The property's R-2 zoning adds further appeal and possibilities. Design review district.

1 Beds ⋅ 1 Baths ⋅ 26010609 MLS

Add your chapter to the story of this iconic c. 1805 log cabin, 220 years after its construction. Thought to be the oldest surviving log residence in Lexington still on its original site, this two-story, two-bay clapboard-wrapped home offers a blend of early Kentucky heritage and downtown convenience. In 1994, the Blue Grass Trust for Historic Preservation saved the structure from demolition, undertaking a careful restoration that preserved its integrity. Today, its rich character endures through hand-hewn logs, exposed beams, very old hardwoods, two brick fireplaces, and historic cabinetry including linen ''presses.'' An updated adjoining kitchen and bath retain traditional charm. Upstairs, a sunlit bedroom provides ample space for a sitting area beside the fireplace. French doors and limestone slab steps lead to the spacious rear greenspace - a coveted & rare feature for a downtown property. A stone pathway leads to a generous, private off-street parking area accessible from Mack's Alley. Recent enhancements include a remodeled bath, exterior painting, new heat pump, a new Bosch dishwasher, and a handcrafted storm door by Bourbon Millworks. The property's R-2 zoning adds further appeal and possibilities. Design review district.

361 S, Lexington

$799,000

Historic Charm Meets Modern Living in the Heart of Downtown Lexington! Welcome to the Hall Pettit Headley House—a rare opportunity to own a piece of Lexington history in one of the city's most sought-after locations. Situated directly across from the iconic Botherum property, this beautifully maintained home blends rich character with thoughtful updates throughout. From the intricate millwork in the formal dining room to the private wraparound porch and spacious deck, every detail invites relaxation and entertaining. The lush backyard offers a serene escape and hot tub, while inside, you'll find a chef-friendly kitchen with gas range and breakfast bar, two soaking tubs, two walk-in showers, and multiple fireplaces adding warmth and elegance to the living spaces. Enjoy city views and starry nights from the third-floor retreat, complete with skylights and a walk-in closet that also makes a great fifth bedroom. An unbeatable location within walking distance to the Central Bank Arena, local dining, and entertainment this home is truly a downtown gem. Charge your vehicle with the electric charger. Currently used as an airbnb!

5 Beds ⋅ 3 Baths ⋅ 26008570 MLS

Historic Charm Meets Modern Living in the Heart of Downtown Lexington! Welcome to the Hall Pettit Headley House—a rare opportunity to own a piece of Lexington history in one of the city's most sought-after locations. Situated directly across from the iconic Botherum property, this beautifully maintained home blends rich character with thoughtful updates throughout. From the intricate millwork in the formal dining room to the private wraparound porch and spacious deck, every detail invites relaxation and entertaining. The lush backyard offers a serene escape and hot tub, while inside, you'll find a chef-friendly kitchen with gas range and breakfast bar, two soaking tubs, two walk-in showers, and multiple fireplaces adding warmth and elegance to the living spaces. Enjoy city views and starry nights from the third-floor retreat, complete with skylights and a walk-in closet that also makes a great fifth bedroom. An unbeatable location within walking distance to the Central Bank Arena, local dining, and entertainment this home is truly a downtown gem. Charge your vehicle with the electric charger. Currently used as an airbnb!

344 Madison Pl, Lexington

$750,000

Come enjoy this incredible view!!! Welcome to 2044 Manor Drive, an exceptional lakeside estate on beautiful Lake Hickman, ideally located inside New Circle Road within the exclusive Lakeview Estates. Tucked quietly back in Kingfish Cove, this home is perfectly positioned to capture stunning lake views while offering incredible potential for the right buyer to create a custom lake retreat just minutes from downtown...This well-laid-out ranch home features lake views from all rear-facing windows, a sunken family room, and a massive primary suite complete with a large bath, walk-in closet, and dedicated sitting/dressing area. The layout is ideal to simply update or fully renovate to your liking. The home also offers the potential for 5 bedrooms with the unique layout of the basement. A former darkroom is ready to become a new kitchenette, and the basement is a great candidate for renovation given it is a walkout with direct access to the large backyard and of course the lake...Step outside the great room onto the rear wraparound porch, which leads to a screened patio and a spacious elevated outdoor entertaining area overlooking the lake. Looking for a little more privacy? Retreat to your private lakeside patio, where your boat can stay fully charged and ready thanks to electrical service at the dock. The lake is clean, well-managed, police controlled and fully stocked. Electric motors only, making it ideal for peaceful evening cruises, paddleboarding, kayaking, and fishing...This home is ready to be updated and renovated to your taste, with strong upside potential given the rarity of waterfront properties in Lexington...Seller has never occupied the home. Seller welcomes inspections; however, the property is being sold AS IS. Structural repairs may be needed...Opportunities like this with location, views, and potential are extremely rare. Don't miss your chance to create your dream lake home. Schedule your private showing today!

4 Beds ⋅ 3 Baths ⋅ 26007329 MLS

Come enjoy this incredible view!!! Welcome to 2044 Manor Drive, an exceptional lakeside estate on beautiful Lake Hickman, ideally located inside New Circle Road within the exclusive Lakeview Estates. Tucked quietly back in Kingfish Cove, this home is perfectly positioned to capture stunning lake views while offering incredible potential for the right buyer to create a custom lake retreat just minutes from downtown...This well-laid-out ranch home features lake views from all rear-facing windows, a sunken family room, and a massive primary suite complete with a large bath, walk-in closet, and dedicated sitting/dressing area. The layout is ideal to simply update or fully renovate to your liking. The home also offers the potential for 5 bedrooms with the unique layout of the basement. A former darkroom is ready to become a new kitchenette, and the basement is a great candidate for renovation given it is a walkout with direct access to the large backyard and of course the lake...Step outside the great room onto the rear wraparound porch, which leads to a screened patio and a spacious elevated outdoor entertaining area overlooking the lake. Looking for a little more privacy? Retreat to your private lakeside patio, where your boat can stay fully charged and ready thanks to electrical service at the dock. The lake is clean, well-managed, police controlled and fully stocked. Electric motors only, making it ideal for peaceful evening cruises, paddleboarding, kayaking, and fishing...This home is ready to be updated and renovated to your taste, with strong upside potential given the rarity of waterfront properties in Lexington...Seller has never occupied the home. Seller welcomes inspections; however, the property is being sold AS IS. Structural repairs may be needed...Opportunities like this with location, views, and potential are extremely rare. Don't miss your chance to create your dream lake home. Schedule your private showing today!

2044 Manor Dr, Lexington

$1,695,000

Located in the highly desirable gated Sahalee community, known for its spacious 10-acre homesites and scenic setting, this extraordinary custom-built ranch offers over 8,580 square feet of exceptional living space, craftsmanship, and amenities. Thoughtfully designed with an inviting and functional floor plan, the residence features 5 bedrooms, 5 full baths, and 1 half bath throughout. An impressive entry foyer welcomes you into elegant living spaces including a formal dining room, living room with fireplace and custom built-ins, and a spacious family room with fireplace. The chef's kitchen is designed for both everyday living and entertaining, featuring stainless steel appliances, a large center island, walk-in pantry, abundant cabinetry, and adjoining drop zone and utility room. The luxurious primary suite serves as a private retreat with a spa-inspired bath and generous closet space. Three additional bedrooms and two full baths complete the main level. The upper level offers a versatile guest suite or bonus room with a full bath, while the finished walkout lower level provides exceptional recreational and entertainment space including a rec room, den, exercise room, sauna, theater room, bonus room, full bath, and second kitchen. The professionally landscaped grounds are equally impressive, highlighted by four-board fencing surrounding the property, expansive upper deck and lower patio, and breathtaking views of the resort-style backyard. Enjoy the heated in-ground pool with new automatic cover, spacious pool deck, and outdoor living areas designed for relaxation and entertaining. Additional features include an oversized 3-car attached garage on the main level plus a 1-car lower-level garage, geothermal HVAC and water heating systems, hardwood flooring, volume ceilings, extensive custom finishes, and a solar panel field installed by Synergy. This remarkable estate combines luxury, privacy, energy efficiency, and resort-style living in one of the area's most sought-after gated neighborhoods. A truly rare opportunity not to be missed.

5 Beds ⋅ 6 Baths ⋅ 26012889 MLS

Located in the highly desirable gated Sahalee community, known for its spacious 10-acre homesites and scenic setting, this extraordinary custom-built ranch offers over 8,580 square feet of exceptional living space, craftsmanship, and amenities. Thoughtfully designed with an inviting and functional floor plan, the residence features 5 bedrooms, 5 full baths, and 1 half bath throughout. An impressive entry foyer welcomes you into elegant living spaces including a formal dining room, living room with fireplace and custom built-ins, and a spacious family room with fireplace. The chef's kitchen is designed for both everyday living and entertaining, featuring stainless steel appliances, a large center island, walk-in pantry, abundant cabinetry, and adjoining drop zone and utility room. The luxurious primary suite serves as a private retreat with a spa-inspired bath and generous closet space. Three additional bedrooms and two full baths complete the main level. The upper level offers a versatile guest suite or bonus room with a full bath, while the finished walkout lower level provides exceptional recreational and entertainment space including a rec room, den, exercise room, sauna, theater room, bonus room, full bath, and second kitchen. The professionally landscaped grounds are equally impressive, highlighted by four-board fencing surrounding the property, expansive upper deck and lower patio, and breathtaking views of the resort-style backyard. Enjoy the heated in-ground pool with new automatic cover, spacious pool deck, and outdoor living areas designed for relaxation and entertaining. Additional features include an oversized 3-car attached garage on the main level plus a 1-car lower-level garage, geothermal HVAC and water heating systems, hardwood flooring, volume ceilings, extensive custom finishes, and a solar panel field installed by Synergy. This remarkable estate combines luxury, privacy, energy efficiency, and resort-style living in one of the area's most sought-after gated neighborhoods. A truly rare opportunity not to be missed.

1650 Sahalee Dr, Lexington

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