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An artist's hilltop retreat in the heart of Brentwood! Tucked away among mature trees at the top of a scenic hill, this one-of-a-kind home offers exceptional privacy and a setting that feels worlds away. The expansive upper back deck is artistically built around a magnificent shade tree, creating an unforgettable and immersive outdoor living space reminiscent of a luxury treehouse.Inside, rustic-chic design elements blend warmth and character, highlighted by a stunning floor-to-ceiling stone fireplace that anchors the main living area.The lower level features a whimsical art studio with endless possibilities as a creative space, home office, workshop or retreat. The kitchen features generous workspace and overlooks the peaceful wooded surroundings.The home's architecture artfully balances function and form, providing the new owner with an expansive canvas for personal updates. This is a rare opportunity to own a property where nature, privacy and original design come together just minutes from everything Brentwood has to offer!

4 Beds ⋅ 4 Baths ⋅ 3520516 MLS ⋅ ACTIVE Status ⋅ 0.39 Acres ⋅ 37027 Zip Code

An artist's hilltop retreat in the heart of Brentwood! Tucked away among mature trees at the top of a scenic hill, this one-of-a-kind home offers exceptional privacy and a setting that feels worlds away. The expansive upper back deck is artistically built around a magnificent shade tree, creating an unforgettable and immersive outdoor living space reminiscent of a luxury treehouse.Inside, rustic-chic design elements blend warmth and character, highlighted by a stunning floor-to-ceiling stone fireplace that anchors the main living area.The lower level features a whimsical art studio with endless possibilities as a creative space, home office, workshop or retreat. The kitchen features generous workspace and overlooks the peaceful wooded surroundings.The home's architecture artfully balances function and form, providing the new owner with an expansive canvas for personal updates. This is a rare opportunity to own a property where nature, privacy and original design come together just minutes from everything Brentwood has to offer!

1405 Robert E Lee Ln, Brentwood

Private and secluded culdesac setting in Brentwood's Southern Woods community. Enjoy award winning Brentwood Schools, convenient location to Brentwood and Nolensville shopping, an all brick exterior, two car garage with extra parking, and turnkey move in condition living! 816 Chestnut court offers a versatile layout with up to four total bedrooms - and an option for two generous primary suites - one upstairs and one down - , designated dining room, two main floor living rooms (or office / bonus room), built-ins, gleaming hardwoods throughout, gas cooking in kitchen, an oversized back deck, walk-in attic storage and more! No HOA, however option to join neighborhood amenities.

4 Beds ⋅ 4 Baths ⋅ 3519097 MLS ⋅ ACTIVE Status ⋅ 0.7000000000000001 Acres ⋅ 37027 Zip Code

Private and secluded culdesac setting in Brentwood's Southern Woods community. Enjoy award winning Brentwood Schools, convenient location to Brentwood and Nolensville shopping, an all brick exterior, two car garage with extra parking, and turnkey move in condition living! 816 Chestnut court offers a versatile layout with up to four total bedrooms - and an option for two generous primary suites - one upstairs and one down - , designated dining room, two main floor living rooms (or office / bonus room), built-ins, gleaming hardwoods throughout, gas cooking in kitchen, an oversized back deck, walk-in attic storage and more! No HOA, however option to join neighborhood amenities.

816 Chestnut Ct, Brentwood

This property previously went under contract at $884,900. The sale did not close becuase the buyer was unable to sell their home. Immaculate, light-filled, and truly move-in ready, this beautifully maintained 4-bedroom, 3-bath home offers an exceptional combination of space, comfort, and convenience in the heart of Brentwood. The thoughtfully designed floor plan features two bedrooms and two full baths on the main level, including a spacious primary suite—providing flexibility and easy everyday living. At the heart of the home, the bright white kitchen features granite countertops and flows seamlessly into the main living spaces, where rich hardwood floors and abundant natural light create a warm, inviting atmosphere. Upstairs, you'll find two additional bedrooms along with a generously sized bonus room that's perfect for a media room, playroom, home office, or additional gathering space. The standout feature is the incredible 30' x 15' screened-in porch with a fireplace—an impressive outdoor living space designed to be enjoyed throughout the year. Just beyond, a second patio and fully fenced backyard offer plenty of room for entertaining, pets, and play, while mature woods provide a peaceful, private backdrop. A two-car garage, generous storage, and a quiet setting add even more to this home's appeal. With a versatile floor plan, beautiful indoor and outdoor living spaces, and a sought-after Brentwood location, this home has so much to offer. Schedule your private showing today! Seller will consider owner financing with 40% downpayment

4 Beds ⋅ 3 Baths ⋅ 3513370 MLS ⋅ ACTIVE Status ⋅ 0.24 Acres ⋅ 37027 Zip Code

This property previously went under contract at $884,900. The sale did not close becuase the buyer was unable to sell their home. Immaculate, light-filled, and truly move-in ready, this beautifully maintained 4-bedroom, 3-bath home offers an exceptional combination of space, comfort, and convenience in the heart of Brentwood. The thoughtfully designed floor plan features two bedrooms and two full baths on the main level, including a spacious primary suite—providing flexibility and easy everyday living. At the heart of the home, the bright white kitchen features granite countertops and flows seamlessly into the main living spaces, where rich hardwood floors and abundant natural light create a warm, inviting atmosphere. Upstairs, you'll find two additional bedrooms along with a generously sized bonus room that's perfect for a media room, playroom, home office, or additional gathering space. The standout feature is the incredible 30' x 15' screened-in porch with a fireplace—an impressive outdoor living space designed to be enjoyed throughout the year. Just beyond, a second patio and fully fenced backyard offer plenty of room for entertaining, pets, and play, while mature woods provide a peaceful, private backdrop. A two-car garage, generous storage, and a quiet setting add even more to this home's appeal. With a versatile floor plan, beautiful indoor and outdoor living spaces, and a sought-after Brentwood location, this home has so much to offer. Schedule your private showing today! Seller will consider owner financing with 40% downpayment

106 Buckhead Ct, Brentwood

~PRIME ACREAGE w/ the Added BONUS of A GREAT HOME! ~ Price Improved & Priced to Sell! 486 Sunnybrook Drive offers a rare opportunity to own prime acreage on a nearly one-acre homesite in Williamson County. Southern Woods is one of Brentwood’s most established and desirable neighborhoods. Situated on a quiet street, this home combines natural beauty, peaceful surroundings, and everyday convenience in an exceptional location. Sunnybrook is a structurally sound, 2 Story 4 - sided brick home that presents an excellent opportunity for buyers to personalize and update with desired modern renovations while benefiting from its raw value. Priced accordingly and offered with no additional repairs to be made by sellers, this home reflects tremendous value in today’s Brentwood market. Property can serve as your primary home, an immediate rental income stream, a guest house or temporary housing. Inside, the spacious layout is filled with natural light and designed for comfortable living and entertaining. The upper level features a generous primary suite along with three additional bedrooms, providing ample space for family and guests. Enjoy the tranquil backyard setting, where deer and other local wildlife are frequent visitors. Adding to the property’s unique charm, a year-round limestone-bottom creek borders the homesite, creating a serene and protected natural backdrop. Recent updates include rebuilt front and rear bay window surrounds (2025), fresh interior paint; walls, trim, and doors (2025), replaced soffit and fascia (2025), servicing of both HVAC systems with a new control board and coolant recharge for HVAC system #2. A transferable home warranty is also included for added peace of mind. Conveniently located just minutes from top-rated Williamson County schools, premier shopping and dining, and easy access to I-65, this property offers the perfect balance of privacy, nature, and accessibility. Brentwood living for under $900K.

4 Beds ⋅ 3 Baths ⋅ 3065400 MLS ⋅ ACTIVE Status ⋅ 0.92 Acres ⋅ 37027 Zip Code

~PRIME ACREAGE w/ the Added BONUS of A GREAT HOME! ~ Price Improved & Priced to Sell! 486 Sunnybrook Drive offers a rare opportunity to own prime acreage on a nearly one-acre homesite in Williamson County. Southern Woods is one of Brentwood’s most established and desirable neighborhoods. Situated on a quiet street, this home combines natural beauty, peaceful surroundings, and everyday convenience in an exceptional location. Sunnybrook is a structurally sound, 2 Story 4 - sided brick home that presents an excellent opportunity for buyers to personalize and update with desired modern renovations while benefiting from its raw value. Priced accordingly and offered with no additional repairs to be made by sellers, this home reflects tremendous value in today’s Brentwood market. Property can serve as your primary home, an immediate rental income stream, a guest house or temporary housing. Inside, the spacious layout is filled with natural light and designed for comfortable living and entertaining. The upper level features a generous primary suite along with three additional bedrooms, providing ample space for family and guests. Enjoy the tranquil backyard setting, where deer and other local wildlife are frequent visitors. Adding to the property’s unique charm, a year-round limestone-bottom creek borders the homesite, creating a serene and protected natural backdrop. Recent updates include rebuilt front and rear bay window surrounds (2025), fresh interior paint; walls, trim, and doors (2025), replaced soffit and fascia (2025), servicing of both HVAC systems with a new control board and coolant recharge for HVAC system #2. A transferable home warranty is also included for added peace of mind. Conveniently located just minutes from top-rated Williamson County schools, premier shopping and dining, and easy access to I-65, this property offers the perfect balance of privacy, nature, and accessibility. Brentwood living for under $900K.

486 Sunnybrook Dr, 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.