Courtesy: Keller Williams Collective
Set behind towering trees and sweeping lawns in the heart of Pewee Valley, Tuliphurst is one of Kentucky's most extraordinary and storied residential estates. Revered for its architectural significance, enchanting grounds, and deeply rooted place in the history of Pewee Valley itself, this National Register property is being offered for the first time in nearly four decades. Opportunities like this are exceptionally rare. Not simply because Tuliphurst is historic... but because homes with this level of provenance, atmosphere, acreage, preservation, and spirit almost never become available. Tuliphurst was built in two principal stages during two different eras of the 1800s, the first by Professor Noble Butler and later expanded after the Civil War by Woodford Hector Delaney (cont) Tuliphurst is widely regarded as one of the finest surviving examples of Gothic Revival residential architecture in Pewee Valley and quite possibly all of Oldham County. It was here, according to local legend, that the name "Pewee Valley" was first inspired by the call of an Eastern Wood-Pewee bird echoing through the trees overhead. The estate unfolds across six breathtaking acres, including the original five-acre homesite plus an additional adjoining one-acre parcel being conveyed with the sale. The additional parcel is separately deeded and offers the rare opportunity for a future guest residence, carriage house, or secondary home. Even more remarkable, the front portion of the five acre property is protected conservation land, preserving the beauty and privacy that make Tuliphurst feel entirely set apart from the rest of the world. The home itself is rich with architectural romance and layered history; Tuliphurst has been lovingly maintained and thoughtfully updated over the years while preserving the craftsmanship and character that make it irreplaceable. The exterior was freshly painted in 2025, and a new roof was installed in Spring 2026. From the moment you step through the front vestibule, the home reveals itself with a sense of grace and grandeur rarely found today. The two adjoining front parlors are among the estate's most exquisite spaces, featuring soaring ceilings, floor-to-ceiling windows, a staircase rumored to be featured in the famous photo by Kate Matthews, "The Bride," and the extraordinary ash and walnut parquet floors believed to have been imported from Italy more than a century ago. These are not simply rooms. They are spaces that have hosted generations of Kentucky life. The banquet-sized dining room was designed for gathering and celebration, while the enormous screened-in side porch opens effortlessly to a separate fountain garden area where the sound of water and rustling trees create an atmosphere that feels quintessentially Southern. The library, with its fireplace, bookshelves, and unmistakable character, feels equally suited for quiet mornings with coffee as it does for evenings spent beside the fire during a Kentucky snowfall. The home offers 4 bedrooms and 3.5 baths, including a spacious first-floor primary suite thoughtfully added in a later era to blend modern comfort into the home's evolving story. The suite features a fireplace, large walk-in closet, ensuite bath with soaking tub and walk-in shower, and direct access to the inground swimming pool and outdoor entertaining spaces. The kitchen, mudroom, first-floor laundry area, attached two-car garage, and integrated office workspace allow the home to function beautifully for modern living while preserving the soul of the historic residence. Upstairs, two charming bedrooms, a loft area, full bath, and hidden tucked-away attic spaces create the kind of storybook character that simply cannot be replicated in newer construction. The finished lower level offers additional living flexibility as a second family room, recreation area, or fitness space. Outside, the grounds are nothing short of magical. Towering magnolias, perennial gardens, mature shade trees, expansive lawns, winding garden spaces, and one of the region's most remarkable bald cypress trees create an atmosphere that feels peaceful, private, and deeply alive. Planted in the 1850s, the magnificent bald cypress has quietly watched over Tuliphurst for generations and remains one of the estate's most iconic natural landmarks. This is the kind of property where children imagine fairies beneath the trees. Where weddings unfold on the lawn. Where summer evenings linger beside the pool amidst the twinkle of the fireflies. Where generations gather on the porch while cicadas hum softly in the Kentucky air. Tuliphurst has never been simply a historic home. It has been a scholar's retreat, a gathering place, a country estate, a keeper of Kentucky memory, and a home where nearly two centuries of beauty, celebration, family, and everyday life have unfolded beneath the trees of Pewee Valley. And now, for the first time since 1989, Tuliphurst is ready to welcome its next chapter.
Courtesy: Keller Williams Collective
Beautiful, move-in ready ranch home in the desirable Clovercroft area! This 3-bedroom, 2 full bath home offers an open concept layout connecting the dining area, kitchen, and great room—perfect for everyday living and entertaining. The spacious great room is filled with natural light and features a gorgeous fireplace with custom built-ins. The kitchen includes stainless steel appliances, a peninsula with seating, and an easy flow to the main living spaces. The main floor offers 1,466 finished sq. ft., including a primary bedroom with en-suite bath, two additional spacious bedrooms, and another full bath. The basement provides additional living space with a family room, laundry area, and plenty of storage. Situated on a .58-acre lot, the private, fenced backyard features a two-level deck and peaceful surroundings. Additional highlights include a 2-car attached garage and a storage shed. A wonderful opportunity to own a beautiful home with space, privacy, and comfort!
Courtesy: Realty One Group River Valley
Rare opportunity in sought-after Pewee Valley! This spacious 7-bedroom, 3-bath home sits on a beautiful 1.2-acre lot, offering the perfect blend of comfort, space, and privacy. With multiple upgrades throughout, this home is move-in ready while still leaving room to make it your own. Major updates include a new roof and HVAC system, both replaced in 2019, giving peace of mind for years to come. The generous layout provides flexibility for large families, multi-generational living, or those needing extra space for work or hobbies. Enjoy the charm of a quiet setting with plenty of room to spread out, entertain, or simply relax outdoors. Homes with this much space and acreage in Pewee Valley are hard to find—don't miss your chance to make it yours!
Courtesy: Lenihan Sotheby's Int'l Realty
Nestled in the charming community of Pewee Valley, this beautifully crafted two-story French inspired home offers timeless elegance and exceptional comfort. Custom built and lovingly maintained by its original owner, the residence is ready to welcome its next owner. Privately situated at the end of a quiet cul-de-sac, the home rests on a picturesque 1.3-acre lot adorned with mature trees, creating a serene, park-like setting. Thoughtfully designed for both everyday living and effortless entertaining, the floor plan showcases a dramatic two-story great room featuring rich hardwood floors, a grand fireplace, and flanking display cases. This inviting space flows seamlessly to an outdoor patio, ideal for gatherings or peaceful evenings surrounded by nature. The elegant formal dining room provides the perfect backdrop for holiday celebrations and special occasions. The custom kitchen offers abundant workspace, along with a cheerful dining area overlooking the scenic backyard. A first-floor study or office, complete with a wood-burning fireplace and a large picture window, creates a warm and inspiring workspace with views of the front grounds. The first-floor primary suite serves as a private retreat, offering comfort, tranquility, and lovely views of the surrounding landscape. Upstairs, three generously sized bedrooms and two full baths provide comfortable accommodations for family and guests. The walkout lower level offers additional space for recreation and leads outdoors to an in-ground swimming pool, sure to please during the warmer months. Blending classic French-inspired architecture with modern livability, this exceptional home presents a rare opportunity in one of Oldham County's most desirable settings.
Courtesy: Homepage Realty
Estate sale opportunity! Historical in Pewee Valley! Welcome to 138 Rollington Rd. built circa 1870 in an early Kentucky Pioneer community originally known as Rollington (circa 1790). Located on spacious 1.35 acre lot off Central Avenue and Highway 22 Ballardsville Rd. and only a few minutes from the Gene Snyder freeway and Louisville. Step inside the vintage entry foyer that has greeted guest for over 150 years and served us home to a prominent Pee-wee Valley family for approximately 80 years first floor of this two-story home offer spacious rooms with many fireplaces, including a large living/gathering room with FP, A huge dining room with FP, a big family room with gas, log FP, and a first floor bedroom or perhaps an office/study off the family room is an oversized laundry/utility room and a big updated Eden country kitchen with a large pantry/closet. The pegs in the closet were used in pioneer days by visitors and family to hang their guns before sitting down to a meal. The back kitchen door opens to a large private patio and gathering area Perfect for outdoor dining. Upstairs are four more bedrooms. Three bedrooms have fireplaces and the fourth bedroom is ideal for a nursery or private office/den. Outside the home enjoy the oversize wooded park like level yard with a huge open lawn for yard parties, outdoor games, family activities, and entertaining. You'll also love the beautiful relaxing, private ornamental pond with a water feature and sitting area - an ideal place to read a book and unwind. Other outstanding property features are the old smokehouse/yard and garden tool storage building, and a big chicken coop/storage building. An old large garage/Outbuilding has a finished loft above that has been used as living quarters for guest and travelers. A two car carport is attached to this building. Over $75,000 in recent updates and improvements, including roofs, HVAC, water heater, new designer hardware, wood, flooring, and carpeting on the first floor level plus new landscaping and even ornamental fish pond. Don't miss out on this opportunity to own this historic Pewee Valley home!
Courtesy: Finish Line Realty Llc
Welcome to this beautifully crafted new construction home nestled in highly desirable Pewee Valley, where modern design meets everyday functionality. Thoughtfully designed with an open floor plan and stylish finishes throughout, this home offers the perfect blend of comfort and convenience. The main level showcases 9-foot ceilings and durable, low-maintenance LVP flooring. The inviting great room features a sleek gas fireplace and flows seamlessly into the dining area, with direct access to the rear deck, ideal for entertaining or enjoying a quiet evening outdoors. The adjoining kitchen is a true centerpiece, complete with stainless-finish appliances, a spacious center island with bar seating, and plenty of workspace for cooking and gathering. A split-bedroom layout provides added privacy, highlighted by a luxurious primary suite. The bedroom features a double tray ceiling with crown molding, while the spa-like ensuite bath offers double vanities, a soaking tub, a walk-in shower with a rain shower head, and a private water closet. A generous walk-in closet completes the suite. Two additional bedrooms and a full bath are situated on the opposite side of the home. The full-size laundry room doubles as a convenient mudroom with direct access to the garage, adding everyday practicality. The walkout lower level expands your living space with a large family room, recreation area with a wet bar and wine fridge, and two additional bedrooms, perfect for guests, a home office, or flex space—along with a full bath. While the home features five true bedrooms, the septic system is designed for four bedrooms. Step outside to the lower-level patio and enjoy peaceful views of the mature, tree-lined lot. Ideally located near the Gene Snyder Freeway, as well as dining, shopping, medical facilities, and top-rated schools, this home offers both tranquility and accessibility. Don't miss your opportunity to make this exceptional home your own—schedule your private showing today!
Courtesy: Finish Line Realty Llc
Nestled in the heart of historic and highly sought after Pewee Valley in Oldham County, this diamond in the rough offers a rare opportunity to create your dream home on a beautiful, flat 1.13-acre lot. The home features a functional layout with a welcoming family room, an eat-in kitchen, a main-level bedroom, full bath, and a convenient laundry/utility room. Upstairs, you'll find a versatile loft area along with three additional bedrooms and a second full bath—providing plenty of room to grow. Step outside to the spacious deck, perfect for relaxing under starlit skies or enjoying cool summer breezes in a peaceful, picturesque setting. An oversized 20x30 outbuilding adds incredible flexibility, ideal for use as a garage, workshop, hobby space, or additional storage. Being sold as-is, this property presents a fantastic opportunity for those with vision. With a little love and creativity, this home can truly shine.
Courtesy: Exp Realty Llc
Don't miss this unique opportunity to own a historic former plant nursery in the heart of Pewee Valley. Situated on a picturesque tract in Oldham County, this property offers a blend of charm, history, and untapped potential. The land features mature trees, open clearings, and remnants of its previous use, perfect for restoration or redevelopment. Whether you're looking to create a private estate, start a hobby farm, or reimagine the property for agricultural or residential use, this location offers endless possibilities. Enjoy the tranquility of country living with easy access to shopping, dining, and top-rated Oldham County schools. Zoned residential. Buyer to verify all zoning and development potential. Schedule your private showing today.
Pewee Valley is located in Kentucky. Pewee Valley, Kentucky has a population of 1,442. Pewee Valley is less family-centric than the surrounding county with 30.75% of the households containing married families with children. The county average for households married with children is 43.26%.
The median household income in Pewee Valley, Kentucky is $111,875. The median household income for the surrounding county is $109,815 compared to the national median of $69,021. The median age of people living in Pewee Valley is 50.4 years.
The average high temperature in July is 87.2 degrees, with an average low temperature in January of 23.9 degrees. The average rainfall is approximately 48.1 inches per year, with 10.7 inches of snow per year.
