Westwood, KY Homes for Sale with Acreage

Twin Leaf | A Landmark Glenview Estate Inspired by Monticello Perched atop nearly seven acres of rolling Kentucky countryside in prestigious Glenview, Twin Leaf is a timeless masterpiece of design and craftsmanship—an extraordinary estate inspired by Thomas Jefferson's Monticello. Privately tucked behind a gated entrance, the approach to the home winds gracefully up the hill, offering a sense of

Mac Barlow Kentucky Select Properties

Originally built in 1979, this Anchorage School District home has been completely reimagined — rebuilt, expanded, and finished to a level that reads as ground-up new construction. Custom All- Wood White Shaker Style Cabinetry, GE Monogram Appliances, Eagle Anderson windows, and a new roof installed June 2026 tell the story before you open a single door. At over 8,700 square feet, this home offers

Rosemary Nobles simpler.realestate

MOTIVATED SELLER! Take a look at this amazing Hills and Dales home. Right when you walk in, it opens up in the best way. Hardwood floors throughout, a clean, open layout, and a kitchen that really anchors the whole space. You've got granite countertops, a large butcher block island, and plenty of room to gather - whether it's a busy morning or a full house on the weekend. The first-floor primary

Andrew Dabney Semonin Realtors

Welcome to 5905 Mt. Pleasant Drive! This French Country Estate is situated on a pristine 3.19 acre lot in the Reserve Estates of Sleepy Hollow in Prospect. The floor plan is built around defined zones rather than a single open plan. As you walk through the grand entryway you cannot help but notice the two story foyer area. Flanked on either side are the office, that features gorgeous natural wood

Craig Thomas simpler.realestate

Rarely does an opportunity like this become available. Encompassing approximately 3.5 impeccably manicured, park-like acres in one of Louisville's most sought-after East End locations, this extraordinary property offers exceptional privacy, natural beauty, and endless possibilities. A winding tree-lined drive leads to an idyllic setting featuring an in-ground pool with pavilion, decorative pond

John Nitzken John Nitzken REALTORS

Tucked within one of Louisville's most coveted enclaves, this extraordinary custom estate redefines luxury at scale—offering more than 13,000 square feet of meticulously crafted living space. From the moment you approach along the circular drive, the property reveals its stature. A grand foyer unfolds with sightlines that capture the home's remarkable millwork, sweeping archways, and intricate

Jon Mand Lenihan Sotheby's Int'l Realty

house is a short term rental. please allow 48 hrs

Ludmila Hager 85W Real Estate

This property is sold together with 5220 Chamberlain Ln, offering a unique 3.439-acre development opportunity or estate home with additional residence. Discover an elegant estate home in an exclusive neighborhood, conveniently located near shopping and major interstates. This center hall residence features 4 bedrooms and 4.5 baths, welcoming you with a two-story foyer and turned staircase. The

Gant Hill Gant Hill & Associates, LLC

NO SIGN ON PROPERTY. PLEASE DO NOT ENTER WITHOUT AN APPOINTMENT. WOW! Here is a "once in a lifetime opportunity" to own 9.7+ acres with two residences, two barns, and a former smokehouse (now studio), surrounded by a conservation easement. The privacy is truly unbelievable! Entering the property and driving over the small Wolf Pen Branch bridge, one can barely comprehend that it is less than 15

Joanne Owen Kentucky Select Properties

Beautifully updated 4-bedroom, 3.5-bath Cape Cod tucked onto a private, wooded 1.2-acre corner lot with sweeping views of the Owl Creek golf course. Located in the heart of the highly sought-after Anchorage School District, this exceptional home pairs timeless character with effortless modern living. Designed for both everyday comfort and entertaining, the home is anchored by a stunning chef's

Amy O'Connor Homepage Realty

Your Anchorage Oasis is ready for you! 2002 Evergreen Road offers the best of both worlds with historic Anchorage charm and modern functionality. The property is privately tucked away on approximately two acres in the school district. The main floor sets up beautifully for entertaining, cooking, and relaxing with a "back of the house" mudroom entry and huge, light-filled living room as well as a

E. Jordan King Pluris Realty

Check out this completely renovated 4 bedroom, 3 bath home nestled in the highly desirable Glenwood neighborhood! Offering just under 4,000 square feet of living space on a 1 acre lot, this home blends modern updates with charm and warmth, perfect for both relaxing and entertaining. The exterior boasts HardiePlank siding, a dimensional roof, and a stamped concrete walkway that creates a clean,

Jennifer O'Brien EXP Realty LLC

Nestled on 1.78 acres and just minutes from Pewee Valley, this beautifully and recently refreshed modern farmhouse blends timeless style and today's sought-after amenities. An open design features a spacious great room, a kitchen with quartz counters, oversized island, pantry and a generous dining area along with a guest bath. 1st floor primary suite has a spa-like bath, custom walk-in closet and

Beth Northup Kentucky Select Properties

Rare investment opportunity for a 1,000 sqft, 100-year old cottage in highly desirable Crestwood - just minutes from I-71 and I-265, the Paddock and Springhurst shopping areas, and Norton Commons. Kenwood Station, SOMS, and SOHS school district. Situated on over 1 acre, this property offers tremendous potential for redevelopment as a rental cottage, renovation for a precious new home, or a

Katie Wells Premier Homes Realty

Set among the trees in one of Indian Hills' most compelling natural settings, 62 Indian Hills Trail is a remarkable expression of mid-century modern architecture, thoughtfully reimagined for contemporary living. Originally built in 1962, the residence is defined by its extraordinary scale, strong architectural lines and an enduring connection between interior and landscape. With more than 9,300

John Lenihan Lenihan Sotheby's Int'l Realty

Nestled on a wooded acre lot on a quiet cul-de-sac within desirable Glenview Springs, this timeless walkout ranch offers the rare opportunity for brand new construction situated just moments from Lime Kiln Rd, River Rd, and the Brownsboro Rd corridor. Featuring top-of-the-line finishes in today's most coveted selections, Wescott Construction has created a thoughtfully designed floor plan to

Jon Mand Lenihan Sotheby's Int'l Realty

Introducing 11306 Bodley Drive, a one-of-a-kind Blacketer Built masterpiece that boasts a grand 19,000+ square feet of pristine property with approximately 5 acres with some of the finest features imaginable. Upon arrival, you are greeted with a beautiful circular driveway and porte-cochere. As you step inside you are greeted with a stunning two-story foyer which design sets the tone for the rest

Richard Waters Kentucky Select Properties

First time on the market in 24 years! Rare opportunity to purchase this charming 40-year-old and well cared for brick traditional home which checks a lot of boxes! Wonderful flat 1.6-acre quiet lot; total privacy at the end of a wooded dead-end street; first floor primary suite with office. Formal living and dining room and a large family room with fireplace. Four spacious 2nd floor bedrooms.

Joanne Owen Kentucky Select Properties

Situated on 3.3 acres in the award-winning Anchorage School District, this exceptional estate blends timeless character with modern luxury. A brief piece of local lore suggests the iconic "Happy Birthday" song may have originated here, adding another layer to the property's rich history. Lovingly renovated with designer finishes throughout, the 5-bedroom, 3.5-bathroom residence showcases soaring

Lizzie Cohen Homepage Realty

Situated on four separately deeded lots comprising 3.76 private acres, with frontage on Wolf Pen Branch and River Road, Somerset is a remarkable 1931 Dutch Colonial Revival estate where architectural significance, exceptional privacy, and thoughtful modernization come together in one of the city's most compelling settings. A winding approach reveals a timeless residence surrounded by rolling

Jon Mand Lenihan Sotheby's Int'l Realty

Welcome to the iconic Sherley Mansion at 2106 Homewood Drive, a one-of-a-kind estate situated on 5 breathtaking acres in one of Anchorage's most desirable locations and within the renowned Anchorage School District. Known for its timeless elegance and thoughtful renovations, this historic property seamlessly blends classic architecture with modern luxury. The main residence features 5 spacious

Jennifer Jorgensen Lenihan Sotheby's Int'l Realty