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$12,500,000
ACTIVE Status ⋅ 4 Beds ⋅ 5 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
$4,200,000
ACTIVE Status ⋅ 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
ACTIVE Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 3247224 MLS ⋅ ACTIVE Status ⋅ 1.1 Acres ⋅ 37215 Zip Code
Timeless French Country elegance in the heart of Forest Hills. 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.

2127 Chickering, Nashville
$2,999,000
ACTIVE Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 3217251 MLS ⋅ ACTIVE Status ⋅ 6.11 Acres ⋅ 37215 Zip Code
Timeless Forest Hills estate that sits on 6.11 private acres — a luminous retreat where mornings begin with mist curling through the hills and sunlight filtering through mature trees. Wake to soft light on wide porches that frame sweeping brow and valley views. Inside, enjoy classic detail and abundant natural light unfold across two levels with dual primary suites, five bedrooms, and generous rooms for quiet mornings or warm gatherings. A large recreation room for the kids to play, formal dining, cozy den with bookcases, and wood‑burning fireplace in the living room invite relaxed, graceful living. Outside feels like a storybook: a productive garden and chicken coop, a whimsical treehouse tucked among the oaks, and a circular aggregate drive that welcomes you home. With move‑in readiness or room to add your own touches, this property blends private sanctuary and endless possibility. Come experience misty mornings, lantern‑soft evenings, and the rare promise of a Forest Hills estate that feels like a dream you can finally call your own.

1607 Otter Creek Rd, Nashville
$7,650,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 3231651 MLS ⋅ ACTIVE Status ⋅ 1.53 Acres ⋅ 37215 Zip Code
Widely regarded as offering one of the finest views in Nashville, this completely renovated residence combines breathtaking scenery with luxurious modern living. The home offers two private primary suites with expansive closets and spa-inspired baths, a chef’s kitchen designed for gathering, and outdoor amenities including raised garden beds and a wood-fired pizza oven. Wellness takes center stage with a heated saltwater pool featuring swim jets, a cold plunge, sauna, and steam shower, creating a gated private retreat that feels worlds away while remaining close to the heart of the city. A rare combination of spectacular views, refined design, and resort-caliber amenities.

1819 Laurel Ridge Dr, Nashville
$22,500,000
ACTIVE Status ⋅ 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
$5,700,000
ACTIVE Status ⋅ 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
$22,500,000
ACTIVE Status ⋅ 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
$6,250,000
ACTIVE Status ⋅ 5 Beds ⋅ 8 Baths ⋅ 3189913 MLS ⋅ ACTIVE Status ⋅ 1.07 Acres ⋅ 37215 Zip Code
Welcome to 3910 Wayland Drive, where luxury meets comfort on a desirable, level 1-acre lot. This meticulously renovated estate features an open floor plan tailored for entertaining, anchored by a true chef’s kitchen. Designed for the culinary enthusiast, the kitchen boasts a massive center island, a huge walk-in pantry, Sub-Zero/Wolf/Miele appliances including wine refrigerator and warming drawer, a sophisticated butler’s pantry, perfect for seamless hosting and organization.The home offers 5 bedrooms, 2 on the main level and 3 upstairs, each thoughtfully designed with its own en suite bath and walk-in closet. The expansive upstairs also features two bonus rooms and a dedicated exercise room, providing endless possibilities for recreation and wellness. Storage is never an issue with tons of storage space throughout the home. Retreat to the private primary suite, a true sanctuary featuring dedicated his and her closets.The outdoor oasis is equally impressive, featuring a sweeping porch with retractable screens, outdoor kitchen and fireplace, overlooking a sparkling pool, pool bath, and lush grounds. Complete with a 4-car garage and premium finishes throughout, this home offers the ultimate lifestyle in a prime location.

3910 Wayland Drive, Nashville
$23,500,000
ACTIVE Status ⋅ 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
$2,950,000
ACTIVE Status ⋅ 6 Beds ⋅ 6 Baths ⋅ 3132367 MLS ⋅ ACTIVE Status ⋅ 2 Acres ⋅ 37215 Zip Code
A beautiful, established estate in the heart of Forest Hills, this exceptional property offers timeless architecture, thoughtful updates, and remarkable opportunity on two private acres. With craftsmanship, scale, and presence that stand apart from much of today’s new construction, this is a luxury estate in the right location. Designed for both elegant entertaining and comfortable everyday living, the home features six bedrooms, five full baths, and one half bath. The main level includes a true primary suite and an additional guest suite, while a second primary suite upstairs offers rare flexibility for multigenerational living or long term guests. The sixth bedroom is ideal for a gym, nursery, or hobby room. Refined finishes, abundant natural light, expansive walk in attic storage, central vacuum, and exceptional storage throughout reflect the quality of a thoughtfully built home. The kitchen is well appointed with Bosch stainless steel appliances, two dishwashers, a warming drawer, and a wet bar with ice maker. Notable improvements include a new roof with copper gutters, four zoned HVAC, tankless water heater, whole house water filtration, instant hot water at the kitchen sink, and full yard irrigation. Outdoor living is anchored by an exceptional screened in porch with approximately 320 square feet of additional living space not included in the stated square footage. Overlooking mature trees and a private backyard, it offers a serene setting for nearly year round enjoyment. Back on the market due solely to a change in the buyer’s plans, the home passed inspection and presents a renewed opportunity for the next owner. Ideally located near top hospitals, leading schools, and key Nashville corridors, this move in ready Forest Hills estate is one of the strongest values in the area on a price per square foot basis. *Some photos edited for marketing purposes, including pool

1810 Tyne Blvd, Nashville
$3,890,000
ACTIVE Status ⋅ 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
ACTIVE Status ⋅ 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
ACTIVE Status ⋅ 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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