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Award-winning architect Ryan Thewes brings bold modern design to this extraordinary residence, privately situated on 1.64 acres with sweeping Tennessee hill views. **Priced significantly below its recent appraised value, this is a rare opportunity to own a true architectural masterpiece at an exceptional value.** A dramatic two-story foyer makes an unforgettable first impression with a stunning backlit quartzite feature wall, while a commercial-grade glass elevator serves as both a functional centerpiece and architectural statement. Designed for effortless entertaining and everyday living, the open-concept floor plan centers around a chef's kitchen featuring custom Nashville Modern Cabinetry, paneled appliances, and a separate scullery. The living room is anchored by a 72-inch linear fireplace and opens seamlessly to multiple outdoor patios, creating an exceptional indoor-outdoor lifestyle. Upstairs, you'll find four spacious bedrooms, each with a private en suite bath, a second laundry room, an incredible movie theater, and additional outdoor living spaces. The expansive backyard offers the rare opportunity to create a private, resort-style retreat with ample room for a pool. An additional 680 square feet of finished flex space is ideal for a wine cellar, fitness studio, golf simulator, home office, or conditioned storage. Complete with an oversized three-car garage and extensive custom finishes throughout, this one-of-a-kind home showcases exceptional craftsmanship, innovative design, and luxury at every turn. A truly remarkable offering for buyers seeking distinctive architecture, privacy, and modern living in one unforgettable residence.

5 Beds ⋅ 9 Baths ⋅ 3316016 MLS ⋅ ACTIVE Status ⋅ 1.6400000000000001 Acres ⋅ 37215 Zip Code

Award-winning architect Ryan Thewes brings bold modern design to this extraordinary residence, privately situated on 1.64 acres with sweeping Tennessee hill views. **Priced significantly below its recent appraised value, this is a rare opportunity to own a true architectural masterpiece at an exceptional value.** A dramatic two-story foyer makes an unforgettable first impression with a stunning backlit quartzite feature wall, while a commercial-grade glass elevator serves as both a functional centerpiece and architectural statement. Designed for effortless entertaining and everyday living, the open-concept floor plan centers around a chef's kitchen featuring custom Nashville Modern Cabinetry, paneled appliances, and a separate scullery. The living room is anchored by a 72-inch linear fireplace and opens seamlessly to multiple outdoor patios, creating an exceptional indoor-outdoor lifestyle. Upstairs, you'll find four spacious bedrooms, each with a private en suite bath, a second laundry room, an incredible movie theater, and additional outdoor living spaces. The expansive backyard offers the rare opportunity to create a private, resort-style retreat with ample room for a pool. An additional 680 square feet of finished flex space is ideal for a wine cellar, fitness studio, golf simulator, home office, or conditioned storage. Complete with an oversized three-car garage and extensive custom finishes throughout, this one-of-a-kind home showcases exceptional craftsmanship, innovative design, and luxury at every turn. A truly remarkable offering for buyers seeking distinctive architecture, privacy, and modern living in one unforgettable residence.

4503 Wayland Dr, Nashville

Welcome to 1500 Chickering Road. A six-acre secluded sanctuary where once you pass through the gates you will find yourself passing a serpentine stream surrounded by daffodils and Lenten roses up the drive. Custom built in 2000 by world-renowned architect Bobby McAlpine, this extraordinary residence is a beautiful pairing of classic Italian structure fused with 1930s minimalism, resembling an ancient pavilion. The entrance loggia retains an antique open-air configuration. Dining, lounging, and cooking happen within a 70-foot-long cruciform-shaped shell, keeping with the pavilion-esque nature of the home. A pencil and ink mural by architectural painter David Braly covers the kitchen walls. Industrial-elegant factory sash windows and freestanding limestone columns blur the boundary between indoors and out, while an open-air bridge spans the space between the hilltop villa and the alfresco dining room. The main residence offers 4 bedrooms and 4 full and 1 half baths, complemented by a guest house with 1 bedroom and 2 full baths. Situated on 6.32 acres, the property includes a heated 46’ x 8’ saltwater pool, beautiful gardens, a small orchard of apples, pear, plum and peach trees, and three sprawling outdoor seating areas. Additional features include a European kitchen with 2 Wolf ovens, 2 gas fireplaces, stucco exterior, copper gutters, terracotta tile roof, limestone columns, and landscape design by nationally renowned landscape architect Ben Page. The office is currently being used as an additional bedroom.

4 Beds ⋅ 4 Baths ⋅ 3254927 MLS ⋅ ACTIVE Status ⋅ 6.32 Acres ⋅ 37215 Zip Code

Welcome to 1500 Chickering Road. A six-acre secluded sanctuary where once you pass through the gates you will find yourself passing a serpentine stream surrounded by daffodils and Lenten roses up the drive. Custom built in 2000 by world-renowned architect Bobby McAlpine, this extraordinary residence is a beautiful pairing of classic Italian structure fused with 1930s minimalism, resembling an ancient pavilion. The entrance loggia retains an antique open-air configuration. Dining, lounging, and cooking happen within a 70-foot-long cruciform-shaped shell, keeping with the pavilion-esque nature of the home. A pencil and ink mural by architectural painter David Braly covers the kitchen walls. Industrial-elegant factory sash windows and freestanding limestone columns blur the boundary between indoors and out, while an open-air bridge spans the space between the hilltop villa and the alfresco dining room. The main residence offers 4 bedrooms and 4 full and 1 half baths, complemented by a guest house with 1 bedroom and 2 full baths. Situated on 6.32 acres, the property includes a heated 46’ x 8’ saltwater pool, beautiful gardens, a small orchard of apples, pear, plum and peach trees, and three sprawling outdoor seating areas. Additional features include a European kitchen with 2 Wolf ovens, 2 gas fireplaces, stucco exterior, copper gutters, terracotta tile roof, limestone columns, and landscape design by nationally renowned landscape architect Ben Page. The office is currently being used as an additional bedroom.

1500 Chickering Rd, Nashville

Photos Coming Soon!! Tucked behind private gates on 2.21 acres in the heart of Forest Hills, this rare offering captures the perfect balance of seclusion and centrality. Set within one of Nashville’s most coveted communities, the estate delivers a true sense of retreat while remaining moments from the city’s most refined conveniences. Designed as a 1.5-story residence with all bedrooms thoughtfully positioned on the main level, the home offers the ease and functionality of single-level living while maintaining the added flexibility of expanded entertaining, guest, or recreational space above. Expansive living spaces unfold effortlessly, creating an environment equally suited for quiet everyday living or elevated entertaining. The surrounding acreage provides a level of privacy seldom found this close to the urban core, with mature trees, a gated entry, and a peaceful setting establishing a true estate experience. Just moments away, Radnor Lake State Park and the iconic Percy Warner Park and Edwin Warner Park offer a rare connection to nature, with scenic walking trails, protected wildlife, and miles of hiking, cycling, and equestrian paths, creating a serene, park-like extension of the property’s surroundings. The surrounding area is equally rich in lifestyle offerings, with premier golf at Richland Country Club, Hillwood Country Club, and Belle Meade Country Club, along with two of Nashville’s top public courses, Harpeth Hills Golf Course and Percy Priest Golf Course, all within close proximity. Despite its private, tucked-away feel, the property is minutes from Green Hills, 12 South, and Downtown Nashville, with effortless access to major thoroughfares and interstates. This is a location that allows you to move seamlessly between city life and serene retreat. This is more than a residence, it is a rare opportunity to own a private estate in the center of it all, where land, location, and lifestyle converge at the highest level.

5 Beds ⋅ 7 Baths ⋅ 3220038 MLS ⋅ ACTIVE Status ⋅ 2.21 Acres ⋅ 37027 Zip Code

Photos Coming Soon!! Tucked behind private gates on 2.21 acres in the heart of Forest Hills, this rare offering captures the perfect balance of seclusion and centrality. Set within one of Nashville’s most coveted communities, the estate delivers a true sense of retreat while remaining moments from the city’s most refined conveniences. Designed as a 1.5-story residence with all bedrooms thoughtfully positioned on the main level, the home offers the ease and functionality of single-level living while maintaining the added flexibility of expanded entertaining, guest, or recreational space above. Expansive living spaces unfold effortlessly, creating an environment equally suited for quiet everyday living or elevated entertaining. The surrounding acreage provides a level of privacy seldom found this close to the urban core, with mature trees, a gated entry, and a peaceful setting establishing a true estate experience. Just moments away, Radnor Lake State Park and the iconic Percy Warner Park and Edwin Warner Park offer a rare connection to nature, with scenic walking trails, protected wildlife, and miles of hiking, cycling, and equestrian paths, creating a serene, park-like extension of the property’s surroundings. The surrounding area is equally rich in lifestyle offerings, with premier golf at Richland Country Club, Hillwood Country Club, and Belle Meade Country Club, along with two of Nashville’s top public courses, Harpeth Hills Golf Course and Percy Priest Golf Course, all within close proximity. Despite its private, tucked-away feel, the property is minutes from Green Hills, 12 South, and Downtown Nashville, with effortless access to major thoroughfares and interstates. This is a location that allows you to move seamlessly between city life and serene retreat. This is more than a residence, it is a rare opportunity to own a private estate in the center of it all, where land, location, and lifestyle converge at the highest level.

5655 Granny White Pike, Brentwood

Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.