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Perched above the sweeping landscapes of Cherokee Park, this remarkable residence—designed by renowned architect Frederic Morgan—captures a sense of history, architecture, and setting rarely found in the Highlands. Set on 1.01 acres with extraordinary views and direct access to the park, the property has been lovingly preserved by two generations of the original family since it was built in 1950, offering a rare opportunity to steward a truly distinctive Louisville home. Inside, the home reveals a collection of thoughtful architectural details, including a formal entrance foyer, graceful arched doorways, updated windows, and a beautiful marble mantel that anchors the main living space. The first floor offers a spacious formal living room, a family-sized dining room, a library, and a comfortable den with a wet bar. The primary bedroom is located on the main level along with a second bedroom that is currently arranged as a sitting room, accompanied by a primary bath and an additional full bath. The thoughtfully designed white gourmet kitchen opens to a cozy sunroom and sitting area filled with natural light. Upstairs, two charming bedrooms share a full hall bath, providing comfortable accommodations for family or guests. The beautifully landscaped backyard creates a peaceful retreat, complete with a sparkling gunite swimming pool with a deep end ideal for diving and a pool house that includes two dressing rooms and a half bath. Over the decades, the homeowners have carefully maintained and updated the property while preserving its architectural character. With its rich history, distinctive design, and exceptional location overlooking Cherokee Park, this home presents a rare opportunity to own a meaningful piece of Louisville's architectural heritage.
…By Lenihan Sotheby's International Realty
Discover timeless sophistication in this extraordinary 1.5-story masterpiece, perfectly placed in the sought-after Honey Springs area of Castlegate. The property's beautifully landscaped front and back yards set an elegant tone—vibrant, irrigated plantings and low-maintenance design create year-round beauty and privacy via the tall brick wall. A dramatic two-story foyer with exquisite trim leads to an expansive great room with fireplace, custom shelving, and seamless transition to an exceptional custom kitchen featuring premium appliances, gas range, double ovens, oversized island, secondary fireplace, and striking wood ceiling. Light-filled spaces abound. The captivating primary suite includes dramatic ceiling, deck access via French doors, expansive custom closets, and luxurious spa bath with oversized shower, tub, and dual vanities. First-floor laundry and mudroom for ideal flow. Upstairs: three generous en-suite bedrooms, bonus room, and storage with overlooks. Lower level offers updated wet bar, fireplace, bedroom, bath, craft room, and ample storage. Step outside to a resort-like backyard with gunite pool, deck, lower patio, and pristine, irrigated landscaping. Nothing overlooked; everything elevated. A picture-perfect home of exceptional quality in Lexington's premier neighborhood.
…By Bluegrass Sotheby's International Realty
Handsome condo nestled in a small quiet community just 5 minutes from historic Woodstock. This is an end unit in very good condition- first floor comprised of a den/bedroom with pocket doors for added privacy, lots of bookshelves - an adjacent 3/4 bath with updated tile floors and soapstone countertop. Spacious living room anchored by a wood burning fireplace, nicely crafted mantle and hardwood cherry floors. A couple of steps down takes you into a renovated kitchen with newer stainless appliances and cherry butcher block counters... a small eating area overlooking the back deck with privacy facing East. Tall ceilings allow this space to feel spacious with extra windows and an abundance of natural light. Second floor consisted of a very large primary bedroom with 2 walk-in closets and sitting area. Second bedroom is spacious with lots of sunlight and new carpet. Good size full bathroom with tiled floors. Lower level has a walkout patio, large family room with lots of options for use, renovated 3/4-bathroom, storage and laundry. Pets are allowed! Come take a look at this END UNIT -its turn key.
…By Williamson Group Sotheby's International Realty
This beautiful 5 bedroom, 3.5 bathroom multigenerational home is located in the convenient Blackford subdivision just minutes away from I-75, Greenbrier Golf Course, and Hamburg shopping and restaurants. The open 1st floor offers hardwood throughout the entire space and is highlighted by an incredible kitchen, huge family room with stone fireplace, formal rooms and powder room. Upstairs features a large primary suite with upgraded bath and large walk-in closet that connects to an oversized laundry room. Additionally there are 3 large bedrooms, full bath and bonus flex room. Newer, premium wood flooring is throughout the 2nd level. The finished basement offers a family room, bedroom with full bath, and a media/flex room. This level walks out to a patio overlooking the fenced back yard with deck above. This home fulfills all of your needs!
…By Bluegrass Sotheby's International Realty
Beautiful residence with newer renovations...located in the heart of historic Woodstock. Sunlit rooms, open floor concept with handsome refinished original pine floors. Stunning kitchen with stainless appliances, oversized island and soapstone counters accent the new cabinetry. Large dining room for entertaining with lovely screened in porch with double doors that lead out to a privately enclosed courtyard. First floor also features a mudroom, new 1/2 bath, family room and gracious formal living room accented with bookshelves. Second floor consists of a large primary bedroom, a guest bedroom and newly renovated full bathroom and laundry room. Third level has another 2 bedrooms or could be used as offices. This residence is the south side (left side) of the building and includes new mini split a/c units, a storage shed and perennials gardens. Walk to all of towns amenities, shops and restaurants. Mt. Tom National park and hiking behind the house for those nature enthusiasts, championship golf, skiing and fly fishing near by. 20 minutes to the Upper Valley and Dartmouth. Wonderful opportunity to own this charming home in one of Vermonts prettiest towns. Beautiful residence with newer renovations...located in the heart of historic Woodstock. Sunlit rooms, open floor concept with handsome refinished original pine floors. Stunning kitchen with stainless appliances, oversized island and soapstone counters accent the new cabinetry. Large dining room for entertainment with lovely screened in porch with double doors that lead out to a privately enclosed courtyard. First floor also features a mudroom, new 1/2 bath, family room and gracious formal living room accented with bookshelves. Second floor consists of a large primary bedroom, a guest bedroom and newly renovated full bathroom and laundry room. Third level has another 2 bedrooms or could be used as offices. This residence is the south side (left side) of the building and includes new mini split a/cunits, a storage shed and perennials gardens. Walk to all of town’s amenities, shops and restaurants. Mt. Tom National Park and hiking behind the house for those nature enthusiasts, championship golf, skiing and fly fishing nearby. 20 minutes to the Upper Valley and Dartmouth. Wonderful opportunity to own this charming home in one of Vermont’s prettiest towns.
…By Williamson Group Sotheby's International Realty
Set at the end of a cul-de-sac on nearly an acre, 3144 Warrenwood Wynd offers a level of privacy that's increasingly hard to find in-town. Located in Warrenton Woods, an enclave with enduring appeal inside New Circle Road, the home pairs a timeless Colonial exterior with a classic interior that incorporates thoughtful updates throughout. With 4,155 square feet, it features four bedrooms, four and a half baths, and a layout that includes primary suites on both the first and second floors. The renovated upstairs primary bath is a standout, finished with a clean, timeless feel. The kitchen features generous cabinetry and opens into an inviting family room, creating a connected space that is easy to live in. Doors lead directly to the rear deck and brick patio, extending the living space outdoors and offering an exceptional setting for entertaining or quiet evenings at home. The partially finished basement provides additional flexibility for a media room, home gym, or play area, along with an abundant storage room. Homes in Warrenton Woods rarely come available with this combination of setting, space, and layout. Make this wonderful one yours.
…By Bluegrass Sotheby's International Realty
Set on a sun-bathed hillside between Woodstock Village and the renowned slopes of Killington and Pico, this custom-built colonial captures what buyers seek most in Vermont: privacy, craftsmanship, and striking mountain views that feel close enough to touch. Thoughtfully designed by the respected Vermont Vernacular Builders, the home reflects classic regional architecture with refined proportions, timeless materials, and an effortless sense of place. The interior is bright, welcoming, and designed for both everyday living and memorable gatherings. Wide board floors run throughout, while exposed beams lend texture and authenticity to the inviting den and spacious eat-in kitchen. A butler’s pantry provides exceptional storage and service flow to the formal dining room, and multiple living spaces —including a fireplaced living room with gas insert and a den warmed by a wood stove — offer comfortable options for relaxing or entertaining in every season. Positioned on more than eight private acres, the setting feels peaceful and secluded, yet remains remarkably convenient: Woodstock’s celebrated restaurants, boutiques, and cultural attractions are just minutes away, and premier skiing at Killington’s Skye ship Base Lodge is under eight miles from your door. Outdoor living is equally compelling, with a large deck perfectly oriented toward the mountains, an in-ground pool for summer enjoyment, and an oversized garage/barn with storage above presenting exciting potential for a guest suite, studio, or party barn. A rare combination of location, quality, and lifestyle flexibility, this property is ideally suited as a full-time residence, seasonal retreat, or investment in Vermont living at its best.
…By Williamson Group Sotheby's International Realty
An extraordinary opportunity to own one of downtown Versailles' most iconic residences— a wonderful multi-generational home, designed for living together - without compromise. A stately front porch framed by impressive columns and a classic fan-lighted front door welcomes you into a grand entry hall with fireplace. Throughout the home, soaring ceilings, gleaming hardwood floors, and oversized windows create a light-filled and timeless atmosphere. The formal living and dining rooms flank the entry hall, each showcasing exquisite woodwork and inviting fireplaces. A graceful curved front staircase—adorned with carved spindles, a hand-crafted rail, and a striking leaded-glass window on the landing—anchors the home with architectural distinction. The second level offers four bedrooms, two full baths, and a half bath. A former bedroom adjacent to the primary suite has been thoughtfully converted into a generous walk-in closet and opens to a charming second-story balcony overlooking the front yard of the home. A permanent staircase leads to the third-floor attic, offering excellent potential for future finishing. A rear staircase returns to the kitchen and rear entry hall, while an inviting sunroom provides tranquil views of the backyard. A seamless first -level addition showcases an impressive great room, a spacious primary suite with a tiled bath featuring a zero-entry shower, a walk-in closet, a private office and a screened patio. The presence of the original primary suite on the second level makes this home an ideal option for multi-generational buyers. At the rear of the property, you'll find a three-car garage, workshop, laundry room, walk-in pantry, and a second home office. Above the garage, a private guest suite features a full kitchen, living area, bedroom, and full bath. Set on 1.41 acres, the estate also includes a historic icehouse, smokehouse, and a separate guest house (approximately 650 sq ft per level, 2nd level non-conforming) offering a living room, kitchen, bedroom, and full bath. A whole-house generator services both the main residence and guest house. The property is being sold as-is, presenting a rare opportunity to steward a truly remarkable historic estate in the heart of Versailles.
…By Bluegrass Sotheby's International Realty
Welcome to 1005 Cannons Lane, a spacious bi-level residence ideally located near Big Spring Country Club, Seneca Park, and a variety of nearby restaurants, shops, and amenities. Situated on a generous lot in one of Louisville's most desirable areas, this property offers a connected lifestyle and a versatile layout ready for your personal touch. A charming front porch leads into a warm and functional main level where the kitchen flows into the family room—ideal for everyday living and casual entertaining. The kitchen provides ample counter space and opens to the formal dining room for easy serving and natural connection between spaces. Hardwood floors enhance the dining and living areas, adding timeless character. The main level also includes a flexible bonus room with laundry perfect for a home office, studio, or additional utility space. With four bedrooms and three full baths, the home comfortably accommodates a variety of living arrangements. A main-level bedroom with an adjacent full bath is ideal for guests or multi-generational needs. Upstairs, the spacious primary suite includes an en-suite bath and generous closet space, while two additional bedrooms share a full hallway bath with a standing shower. A second level living room provides a peaceful retreat with views of the front yard. Additional features include a detached two-car garage, a large driveway, and an expansive side yard offering excellent potential for outdoor living or future enhancements. Centrally located with quick access to I-64, I-264, and I-71, this home provides convenient connectivity throughout Louisville. You'll be minutes from the established dining and shopping destinations of St. Matthews, the Highlands, and Frankfort Avenue, with nearby parks, golf courses, and schools further supporting both lifestyle and recreation.
…By Lenihan Sotheby's International Realty
Commanding the Louisville skyline from its unparalleled vantage point, the Penthouse at Waterfront Park Place is a residence without equal. Occupying the top two floors and spanning more than 7,200 square feet of refined interior space, this remarkable home embodies the essence of sophistication, architecture, and art. Walls of glass wrap the residence in an ever-changing panorama—stretching from the meandering Ohio River to the distant rolling hills—framing the city from every direction with a sense of permanence and grace that cannot be replicated. On the top floor of this extraordinary residence lies its most captivating feature: an open air garden terrace that seems to float above the skyline. Designed for both grand entertaining and quiet reflection, the terrace offers sweeping 360-degree views of the river and downtown, transforming with the light of each passing hour. By day, it's a serene retreat surrounded by open sky; by night, it becomes a glittering stage for gatherings that stretch effortlessly into the evening. A private elevator opens directly into the home, revealing a tranquil office and sitting area that set the tone for the residence's understated grandeur. Beyond, a luminous foyer and sweeping staircase rise beneath a cascade of natural light, creating an entrance as graceful as it is dramatic. The main level unfolds in a timeless, livable layouteach space proportioned with an architect's eye for flow and function. The gourmet kitchen, rich in custom millwork and outfitted with top-tier appliances, serves as the home's warm and inviting center, seamlessly connecting to a comfortable family room. The adjacent dining and living rooms, oriented eastward, frame breathtaking scenes of Louisville Slugger Field and the Ohio River through floor-to-ceiling glass, blurring the boundaries between interior and skyline. Three spacious bedroom suites offer comfort and privacy, each positioned to take in distinct perspectives of the city and water. The primary suitean architectural marvel of glass and curveappears to hover above the river itself, turning morning light and evening glow into part of daily life. A rare offering of scale, elevation, and presence, the Penthouse at Waterfront Park Place stands as Louisville's most iconic private addresswhere art, architecture, and atmosphere converge in perfect balance.
…By Lenihan Sotheby's International Realty
Timeless character on 4.5 picturesque acres in Woodford County. This remarkable residence, with origins tracing back to 1790, has been meticulously reimagined over the past two decades, including a Tom Padgett renovation. At the heart of the home, a stunning chef's kitchen invites gathering and celebration, showcasing an oversized island, Thermador Professional appliances, and abundant cabinetry. The main level offers a luxurious primary suite, a spacious living and dining area ideal for entertaining, a generous laundry room, and the home's original room—now a charming office with original beamed ceiling that nods to its storied past. Wide-plank Ash, Poplar, and Pine floors run throughout, complemented by soaring windows that flood the interiors with natural light. Upstairs, you'll find an additional primary suite, a guest room with ensuite bath, and a cozy traveler's room with its own staircase—plus two more bedrooms and a full bath on the third level. Outside, expansive patios and a covered front porch overlook rolling pastureland and mature trees. A detached two-car garage with storage, a barn, and a run-in shed complete the property. Just minutes from Keeneland, Bluegrass Airport, and The Kentucky Castle, this extraordinary estate embodies the grace and soul of Kentucky's countryside.
…By Bluegrass Sotheby's International Realty
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