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$3,999,900
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

$12,500,000
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

$3,999,900
4 Beds 6 Baths 3247707 MLS ACTIVE Status 1 Acres 37215 Zip Code
Situated on a private one-acre lot in Forest Hills, this thoughtfully designed residence showcases exceptional craftsmanship, designer finishes, and seamless indoor-outdoor living. The recently completed backyard retreat is truly extraordinary, featuring a resort-style pool and spa, koi pond, outdoor kitchen, covered porch, and extensive professional landscaping with irrigation. The main level is designed for both everyday living and entertaining, anchored by a light-filled family room that opens to the chef’s kitchen. The kitchen is thoughtfully appointed with a large center island, Wolf appliances, ceiling-height custom cabinetry, a spacious walk-in pantry, and a dreamy breakfast nook- the kitchen blends beauty and functionality. The luxurious primary suite offers peaceful backyard views and a spa-inspired bath, complete with an oversized walk-in closet and the convenience of a washer and dryer. Additional main-level highlights include a dedicated office with a custom wet bar and a sophisticated dining room featuring custom oak built-ins and designer wall covering. Upstairs, three generously sized en-suite bedrooms, a spacious bonus room, and a dedicated theater room provide abundant flexibility for family living and entertaining, laundry room, and great storage. Additional amenities include a three-car garage and a drop zone with water filtration station, and integrated indoor and outdoor surround sound. Ideally located just minutes from Green Hills and Brentwood, with convenient access to Radnor Lake State Park, Percy Warner Park, Sequoia Swim & Tennis Club, and several of Nashville’s premier private schools, this exceptional property offers a rare combination of luxury, privacy, and lifestyle in one of the city’s most coveted neighborhoods. Homes of this caliber—offering resort-style outdoor living, timeless design, and a premier Forest Hills location—rarely come to market.

2108 Timberwood Pl, Nashville

$2,600,000
5 Beds 5 Baths 3247224 MLS ACTIVE Status 1.1 Acres 37215 Zip Code
Timeless French Country elegance in the heart of Forest Hills. Mortar-washed all brick home with copper gutters are highlights of this classic architecture. Nestled against a scenic wooded hillside, this private retreat offers exceptional outdoor living spaces—fully fenced to secure kids and pets—and designed for both quiet relaxation and effortless entertaining. Thoughtfully updated with a beautifully renovated kitchen and luxurious owner’s suite, the home combines classic architecture with modern comfort. Main-level owner’s and guest suites provide convenience and flexibility, while high-end finishes, abundant storage, and a well-designed floor plan enhance everyday living. Three of the four bedrooms are ensuite. A rare opportunity to enjoy privacy, sophistication, and natural beauty just minutes from Green Hills shopping, dining, and amenities and easy access to Brentwood retail district as well! Walking distance to Sequoia Swim & Tennis Club!

2127 Chickering, Nashville

$22,500,000
3230187 MLS ACTIVE Status 21.45 Acres 37215 Zip Code
Please See Documents for Link to Website for full property details. Located in the heart of Forest Hills along Hillsboro Pike, this 21.45 - acre property offers one of the largest private estate opportunities currently available in Nashville. Set behind mature hardwoods and an expansive rolling lawn, the land provides exceptional privacy while maintaining convenient access to Green Hills, Brentwood and downtown Nashville. THE EXISTING RESIDENCE IS A TEAR DOWN, creating a true blank canvas for a custom luxury estate. Several high-value improvements remain, making this property uniquely positioned for immediate vision and development. Limited Service Listing-Buyer and/or buyer's agent to verify all information.

5840 Hillsboro Pike, Nashville

$22,500,000
2 Baths 3200277 MLS ACTIVE Status 21.45 Acres 37215 Zip Code
See Link to Website for full property details. https://www.hillsboropikeluxuryliving.com. Located in the heart of Forest Hills along Hillsboro Pike, this 21.45 - acre property offers one of the largest private estate opportunities currently available in Nashville. Preliminary concept drawings by architecturally trained designer Ray Booth of the acclaimed McALPINE firm are available as a source of inspiration. Buyers also have the opportunity to engage Ray Booth and the McALPINE team to help design and realize their dream home. Set behind mature hardwoods and an expansive rolling lawn, the land provides exceptional privacy while maintaining convenient access to Green Hills, Brentwood and downtown Nashville. THE EXISTING RESIDENCE IS A TEAR DOWN, creating a true blank canvas for a custom luxury estate. Several high-value improvements remain, making this property uniquely positioned for immediate vision and development. Limited Service Listing-Buyer and/or buyer's agent to verify all information.

5840 Hillsboro Pike, Nashville

$23,500,000
5 Beds 7 Baths 3180591 MLS ACTIVE Status 4.8 Acres 37215 Zip Code
Rare opportunity to own a McAlpine Custom Home designed and created by Ray Booth. Nearly five acres in the prestigious Forest Hills area of Nashville. This well curated home is offered fully furnished. Completely private, gated and secure. At the heart of the home, the main living area is designed for both connection and comfort, offering three distinct yet harmonious seating areas complimented with european white oak floors, poplar ceilings, and richly textured plaster walls. The central dining space flows naturally from the kitchen and provides space for family dining or entertaining and a well-appointed true chef's kitchen anchors the home. Designed with uncompromising attention to detail- the kitchen is both functional and striking, with honed Italian quartzite, custom millwork, an eight-burner BlueStar commercial range, two high-end refrigerators, two dishwashers, an ice maker, and an elegant butler’s pantry finished in high-gloss Fine Paints of Europe with custom backlit cabinetry - european linestone flooring throughout . Dual glass-paned doors, and a dramatic window that lifts into the ceiling blur the line between the kitchen to the screened porch. Luxury finishes include hand-painted Gracie wallcoverings, a spa-like primary suite with Moroccan-style plaster and Italian marble, and Waterworks fixtures. Upstairs, four well-appointed guest bedrooms provide privacy and comfort, along with a spacious secondary owner’s suite and an upper-level lounge or office. The lower level is equally compelling, featuring a theater/recreation room, a conditioned wine room, and abundant storage—ensuring the home functions as effortlessly as it inspires. Outdoor spaces rival those of luxury resorts, with a screened porch, oversized salt water pool, guest house with an upstairs guest suite, twin pool baths with outdoor showers, a private gym, a climate-controlled three-car garage, and a pickleball court provide seamless indoor-outdoor entertaining spaces.

5623 Hillsboro Pike, Nashville

$3,890,000
7 Beds 6 Baths 3112670 MLS ACTIVE Status 2 Acres 37220 Zip Code
Gated and fenced, this private and secure Traditional Low Country brick masterpiece will exceed expectations. With over 11,000 square feet of heated and cooled living space, you can meet the needs of your large family, or provide a new home for your growing Collections. Whether you want gallery space for display, archive drawer storage space to assist in organization, or abundant shelving a community library would appreciate, opportunities abound. The principal suite and four bedrooms on the main level, when coupled with an additional two bedrooms upstairs allows you to host the entire family. The German SieMatic kitchen, known for it's timeless design and precision engineering, will make entertaining a dream. Don't miss the dog wash, wine 'cave', extra kitchen, several offices, commercial laundry and three garage bays. A four-stop, fully automatic elevator makes the entire home accessible. New roof (2025), 60kW generator, 16-zone irrigation system, fully encapsulated crawlspace, and spray foam insulation. Big broad porches, front and back expand the living areas. In addition, the proximity to Radnor Lake State Park will be life-changing. Visit the over 1,300 acres of protected natural area known for hiking, wildlife viewing and you will understand the appeal of this in-town escape. Forest Hills.

1228 Mary Helen Dr, Nashville

$22,000,000
6 Beds 9 Baths 3001028 MLS ACTIVE Status 6 Acres 37205 Zip Code
Flower Magazine 2025 Show House along with 23 high profile interior designers in conjunction with Pfeffer Torode Architecture and Maker Construction Co., have completely transformed this iconic home. Every aspect of the house has been renovated—every bathroom, every door, all trim and molding, all new hardwood floors, a brand new kitchen, and every cabinet and bath fixture have been replaced. A stunning new scullery kitchen has been added, along with all new HVAC, ductwork, and electrical systems. The exterior has been refreshed with beautiful new landscaping. If you think you know this house, it’s completely different today. A must-see! Come experience how these designers have created a true showplace.

1358 Page Rd, Nashville

$3,995,000
7 Beds 7 Baths 2927556 MLS ACTIVE Status 2.29 Acres 37215 Zip Code
You will be impressed! Over 2 Acres in Forest Hills* Impeccably maintained* 10' ceilings* Beautiful Chef worthy granite large center island kitchen~ Frigidaire Professional column refrigerator & freezer, GE Profile microwave, GE Monogram appliances include: double ovens w/convection, 6-eye gas cooktop w/griddle & dishwasher* 2 story Great room w/ FP & built-in bookcases* 2 main level bedrooms including owner's suite* 2 Private offices* Laundry rooms on 2 floors* 4 Fireplaces* Enjoy the serenity of this cul-de-sac location from your screen porch* 4 car garage* Incredible basement with 2nd kitchen, living room, gym, 14' ceilings, 2 bedrooms/ 1 bath* Secret hide-a-way room* Multiple unfinished storage rooms* Walk-in attic for future expansion* Excellent closet space throughout* THIS HOME IS NICE!

1236 Saxon Dr, Nashville

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