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9444 Highwood Hill Rd, Brentwood
$1,329,900
4 Beds ⋅ 3 Baths ⋅ 3635617 MLS ⋅ ACTIVE Status ⋅ 0.42 Acres ⋅ 37027 Zip Code
Beautifully renovated all-brick home in the heart of Raintree Forest with 4 bedrooms and 3 baths on the main level! Fully remodeled primary bath with heated floors, high-end fixtures, soft-close cabinetry, tiled shower with frameless glass, and updated toilet; Expanded primary closet with custom lighting, new carpet, and hanging rods; Second full bath completely renovated with marble flooring; Third bath updated; Kitchen updates include new backsplash, lighting, and faucet; New roof and water heater; Gutter guards; Updated interior and exterior door hardware and locks; Sealed crawlspace; Expansive Trex deck and screened porch overlooking a park-like backyard; Spacious 2-car garage with one-step entry into the home. Too many upgrades to list! Great location, extensive updates, and convenient one-level living!

9444 Highwood Hill Rd, Brentwood
8336 Carriage Hills Dr, Brentwood
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 3630841 MLS ⋅ ACTIVE Status ⋅ 0.48 Acres ⋅ 37027 Zip Code
Welcome to this inviting home in the desirable Carriage Hills community of Brentwood! Situated on a spacious, level 0.48-acre lot, this 4-bedroom, 3.5-bath home offers 3,361 square feet of comfortable living space and exceptional outdoor amenities. A welcoming front porch sets the tone, while the thoughtfully designed floor plan offers flexibility for both everyday living and entertaining. The updated kitchen features stainless steel appliances, generous workspace, and convenient bar-stool seating along the pass-through to the living area. A charming breakfast nook provides the perfect spot for casual dining, while the formal dining room and separate formal living room just off the foyer offer elegant gathering spaces or the option for a dedicated home office. The main-level primary suite serves as a relaxing retreat, complete with a walk-in closet, double vanities, granite countertops, and a separate tub and shower. Upstairs, three additional bedrooms, two full baths, and a spacious bonus room over the garage provide plenty of room for family, guests, hobbies, or a media room. Enjoy your own backyard retreat! The in-ground swimming pool, expansive pool patio, and screened-in deck create wonderful spaces for summer gatherings, outdoor dining, and relaxing evenings. Step out and explore! Carriage Hills connects to Crockett Park, Brentwood's largest park, with paved walking and biking paths, a nature trail, playground, tennis courts, disc golf, and the popular Summer Concert Series. From there, Brentwood's paved multi-use trail system opens up miles of greenway for walking, biking, and rolling strollers, linking Crockett Park to River Park, Smith Park, Primm Park, the Brentwood YMCA, and beyond. Zoned for Kenrose Elementary, Woodland Middle School, and Ravenwood High School, and with easy access to I-65 this home puts everyday adventure and Brentwood convenience right at your doorstep.

8336 Carriage Hills Dr, Brentwood
9429 Weatherly Dr, Brentwood
$2,249,000
6 Beds ⋅ 6 Baths ⋅ 3624409 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 1.03 Acres ⋅ 37027 Zip Code
Listed under recent appraisal, this is the kind of Brentwood home where life unfolds on the porches, in the sunroom, around the pool & beneath a canopy of changing leaves. Set on a beautiful private lot within walking distance of Ravenwood High School, it offers that rare blend of space, privacy & true neighborhood living—Friday night football, fall afternoons, trick-or-treaters at the door & miles of nearby walking/biking trails. A circular drive creates a gracious first impression, while the backyard is made for gatherings with a swimming pool, turf with room for a putting green & expansive yard beyond offering space for a treehouse, Fido to run, a future pickleball court, pool house—or simply the backyard of your dreams! Think summer pool parties, Saturday cookouts, SEC football watching on the porch & crisp fall evenings with friends. You may even catch the glow of Ravenwood’s stadium through the trees & hear the distant sounds of the halftime band. Inside, the main level offers a private office, formal dining room, great room w/built-ins & fireplace, sunroom & beautifully remodeled kitchen w/induction cooktop, double ovens, new microwave, Thermador/GE appliances & vaulted breakfast nook. The oversized primary wing features a sitting area, 2nd fireplace, spa-like bath, 2 walk-in closets & private gym/flex room. A large second suite w/full bath & private entrance is ideal for multigenerational living, guests or a pool-access media/game room. Upstairs are 4 spacious bedrooms, 3 full baths, a playroom & second game/media room. The terrace level adds a mudroom, workshop & rare 6-car garage with room for cars, bikes, golf carts, sports gear, hobbies & storage. Recent updates include a full kitchen remodel, 2nd-floor powder room addition, new HVACs, tankless water heater, encapsulated crawlspace, new irrigation, updated lighting, epoxy garage floors & more. Dreaming of classic painted brick? We can do that too—the painters are ready!

9429 Weatherly Dr, Brentwood
1878 Traditions Cir, Brentwood
$2,299,900
5 Beds ⋅ 7 Baths ⋅ 3623976 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 0.5 Acres ⋅ 37027 Zip Code
Welcome to 1878 Traditions Circle, where an extraordinary backyard setting meets sophisticated living in Brentwood's sought-after Traditions community. Situated on a beautifully landscaped, level half-acre lot, the private backyard offers exceptional space for outdoor living and the possibility of a future pool. Backing to a maintained green-space/pipeline easement with a wooded backdrop and no homes immediately behind, the property enjoys an unusually open setting. The covered porch with fireplace and retractable screens is the perfect place to relax and take it all in. Inside, thoughtful design and refined finishes create an inviting balance of elegance and everyday comfort. Filled with natural light, the open floor plan showcases soaring ceilings, exposed wood beams and a sleek contemporary fireplace. The chef's kitchen features an oversized island, premium appliances, abundant cabinetry and seamless flow into the living and dining areas. Entertaining is effortless with a dedicated wine bar featuring a wine refrigerator and ice maker, plus a separate coffee bar. The oversized laundry room doubles as an impressive butler's pantry with its own island, refrigerator and generous storage. The luxurious main-level primary suite offers dual walk-in closets, separate vanities, an oversized shower and a dressing area. A guest bedroom also occupies the main level, while three additional bedrooms are upstairs. A study with custom built-ins, media room and upstairs game room with kitchenette provide versatile spaces for work, relaxation and entertaining. Additional highlights include a mudroom, dog wash and water filtration system. Zoned for Ravenwood High School. Buyer or Buyer's agent to verify all pertinent information. Room sizes are approximate.

1878 Traditions Cir, Brentwood
9472 Highwood Hill Rd, Brentwood
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 3612041 MLS ⋅ ACTIVE Status ⋅ 0.32 Acres ⋅ 37027 Zip Code
Walking trail to Williamson County's top-ranking schools and parks. Freshly painted throughout, this light-filled, all-brick home features hardwood floors and walls of windows. The main level has a dedicated office, a spacious living room, a high-ceilinged gathering room, two fireplaces, and a large recreation room with built-in speakers, a closet, and a writing desk that can serve as an occasional guest bedroom. Upstairs, the primary suite is privately positioned apart from the secondary bedrooms. The kitchen includes granite countertops, Bosch stainless steel appliances, a gas range with hood vented to the exterior, and another writing desk. An oversized pantry has a second full-size refrigerator. Two staircases add everyday convenience, and a walk-in crawl space provides additional storage. Enjoy a screened patio overlooking the back lawn bordered by mature trees. Recent updates include a new downstairs HVAC system (August 2026), gathering room windows (August 2025), recreation room windows (June 2023), a water heater (September 2022), and a screened patio door (September 2026).

9472 Highwood Hill Rd, Brentwood
1864 Charity Dr, Brentwood
$2,224,900
5 Beds ⋅ 6 Baths ⋅ 3597508 MLS ⋅ ACTIVE Status ⋅ 0.46 Acres ⋅ 37027 Zip Code
Nestled in one of Brentwood’s most desirable communities & award winning Williamson County school zones, this former Tennessee Valley Homes model home offers an exceptional blend of sophistication, upgrades, and ease of living. This meticulously maintained homed offers over $200k in thoughtful upgrades that blend function with sophistication that include the exterior freshly painted in Summer 2025 and a brand new roof in July 2026 (due to a storm claim). Incredible indoor/ outdoor living, an open, light-filled floor plan featuring high ceilings, beautiful finishes, and space galore for entertaining. Gourmet kitchen complete with Bosch and Cafe appliances and massive island that flows seamlessly into the main living space. Scullery kitchen with second dishwasher, garbage disposal, and laundry. Luxurious primary suite down in addition to a spacious office and second ensuite bedroom. Three additional ensuite bedrooms up, along with flex spaces that are stylish and versitle-- ideal for family, guests, additional office, gym, or music room. Every detail has been thoughtfully curated to create a home that lives comfortably and luxuriously. Outside, enjoy a lushly landscaped private backyard featuring a stunning screened in porch with fireplace, functional outdoor kitchen, and hot tub. Home is across from serene green space that will never be built on, and has a private mailbox versus community mail center that serves parts of the Traditions neighborhood. Storage has been thoughtfully tucked in multiple spaces throughout the home, to include built in garage storage racks. Located just minutes from top-rated schools, shopping, dining, and parks-- this home is an absolute gem. Welcome home to upscale refined living in the heart of Brentwood. Preferred lender 1-1 rate buy-down incentive!

1864 Charity Dr, Brentwood
8358 Carriage Hills Dr, Brentwood
$1,149,000
4 Beds ⋅ 3 Baths ⋅ 3594142 MLS ⋅ ACTIVE Status ⋅ 0.4 Acres ⋅ 37027 Zip Code
NEW PRICE & OPEN HOUSE, Sunday, Nov 15th, 2-4 pm! Welcome home to this turnkey, meticulously maintained all-brick-and-stone home in Carriage Hills — a fully renovated kitchen and bathrooms, a level fenced yard, and easy access to walking trails, all in the heart of Brentwood. Enjoy a covered front porch overlooking a large, level front yard — perfect for watching the kids play from your porch. Unwind on the back patio, complete with bench seating in the fully fenced backyard. Fencing was thoughtfully designed so kids can walk to friends' homes next door. Step inside to a 2-story foyer w/ 15' ceilings, a stunning staircase, and hardwood flooring throughout the first floor. To your left is the office; to your right, a large formal dining area. Eat-in kitchen, completely renovated within the last two years with a new island, custom cabinetry featuring a pull-out shelf pantry and pull-out trash, new countertops, and a full suite of new appliances — including a range hood and under-island microwave (the Bosch dishwasher isn't brand new, but it's a fantastic appliance). All bathrooms have also been fully renovated, with quartz and marble (primary) vanities for a cohesive, elegant feel. The main level also offers a spacious family room with a gas fireplace & brick chimney, and a laundry/mud room finished in new tile across from the updated half bath. Upstairs, all 4 bedrooms feature plantation shutters. Primary suite includes 2 separate walk-in closets & spa-like bath w/ double vanities, separate tub & shower, and a private WC. 2 additional bedrooms offer walk-in closets. A generous bonus room over the garage — with dedicated HVAC system — offers flexible space for family fun. Additional upgrades: Triple-pane windows throughout, specialized blinds on patio doors, full radon remediation, transferrable home warranty. Roof replaced in 2021. Located directly across from Ravenwood High School, near Kenrose Elementary & Woodland Middle. Easy access to Cool Springs & I-65.

8358 Carriage Hills Dr, Brentwood
1790 Northumberland Dr, Brentwood
$1,820,000
4 Beds ⋅ 4 Baths ⋅ 3546947 MLS ⋅ ACTIVE Status ⋅ 0.51 Acres ⋅ 37027 Zip Code
Welcome to 1790 Northumberland Drive, where timeless design, gracious spaces, and effortless indoor-outdoor living come together in one of Brentwood’s most desirable communities. From the moment you arrive, the home makes a lasting impression with its beautiful brick and stone exterior, mature landscaping, and inviting presence. Inside, soaring ceilings and a dramatic two-story great room create an unforgettable gathering space, anchored by a stone fireplace and surrounded by natural light. The gourmet kitchen is designed for both everyday living and entertaining, while the private primary suite offers a peaceful retreat at the end of the day. Step outside and the story continues with an expansive screened-in porch featuring a fireplace—an ideal setting for morning coffee, lingering dinners, or gathering with friends. Beyond, a private pool and fire pit create a backyard designed for unforgettable Tennessee evenings. Thoughtfully landscaped grounds provide beauty and privacy, while the home's 4,600+ square feet offer generous space for both comfortable living and entertaining. With 4 bedrooms, 3.5 baths, a 3-car garage, and an exceptional location in Brentwood, this is more than a home—it is a place to gather, unwind, and create the moments that become family memories. A rare opportunity to experience refined living in one of Brentwood's most sought-after settings.

1790 Northumberland Dr, Brentwood
Dartmouth Dr, Brentwood
$5,500,000
3518949 MLS ⋅ ACTIVE Status ⋅ 49.49 Acres ⋅ 37027 Zip Code
Build your own private oasis on 49.49 acres within minutes to Cool Springs and Downtown Nashville! One or two estate homes could be built w/current easement that's in place. Property currently has green belt taxes and is in a conservation easement.

Dartmouth Dr, Brentwood
Dartmouth Dr, Brentwood
$5,500,000
3518950 MLS ⋅ ACTIVE Status ⋅ 50 Acres ⋅ 37027 Zip Code
Build your own private oasis on 50 acres within minutes to Cool Springs and Downtown Nashville! One or two estate homes could be built w/current easement that's in place. Property currently has green belt taxes and is in a conservation easement.

Dartmouth Dr, Brentwood
Dartmouth Dr, Brentwood
$11,000,000
3518952 MLS ⋅ ACTIVE Status ⋅ 99.49 Acres ⋅ 37027 Zip Code
Build your own private oasis on 100 acres within minutes to Cool Springs and Downtown Nashville! One or two estate homes could be built w/current easement that's in place. Property currently has green belt taxes and is in a conservation easement.

Dartmouth Dr, Brentwood
1667 Kirkwood Pl, Brentwood
$1,435,000
6 Beds ⋅ 5 Baths ⋅ 3261046 MLS ⋅ ACTIVE Status ⋅ 0.35 Acres ⋅ 37027 Zip Code
Welcome to this exceptional Brentwood home offering timeless design, generous living spaces, and an unbeatable location. The spacious floor plan features a main-level primary suite, beautifully appointed living and entertaining areas, a finished basement, and an oversized 3-car garage with workshop space. Relax year-round on the screened back porch overlooking the private backyard. Thoughtful updates over the past two years provide peace of mind, including new upstairs and main-level HVAC systems, refrigerator, dishwasher, double ovens, washer and dryer, garage door openers, and new carpet throughout most of the home. The upstairs bathrooms have been beautifully renovated with new tiled showers, glass enclosures, and updated fixtures. Located in one of Brentwood's most desirable communities with convenient access to award-winning schools, shopping, dining, parks, and I-65, this move-in-ready home offers the perfect combination of comfort, quality, and location.

1667 Kirkwood Pl, Brentwood
9514 Glenfiddich Trce, Brentwood
$1,525,000
5 Beds ⋅ 6 Baths ⋅ 3208385 MLS ⋅ ACTIVE Status ⋅ 0.47 Acres ⋅ 37027 Zip Code
Welcome to this stunning traditional estate in the heart of Brentwood, nestled in sought-after Williamson County. Offering over 4,300 square feet of beautifully designed living space, this 5-bedroom, 5.5-bath residence perfectly blends timeless charm with modern comfort. From the moment you enter, you’ll appreciate the classic architectural details, warm finishes, and thoughtfully designed floor plan ideal for both everyday living and elegant entertaining. The main level features two spacious bedrooms and two full baths, providing convenience and flexibility for guests or multi-generational living. The expansive primary suite offers a private retreat with a spa-inspired bath and generous walk-in closets. Upstairs, you’ll find three additional bedrooms, each with its own bath, along with a versatile bonus room perfect for movie nights or a playroom. A dedicated office and a separate workout room create ideal spaces for working from home and maintaining an active lifestyle. The heart of the home opens to a private, oversized patio complete with a cozy outdoor fireplace — the perfect setting for relaxing evenings or hosting gatherings — all while overlooking the breathtaking rolling hills of Tennessee. Additional highlights include a spacious 3-car garage, abundant storage, and beautifully appointed living areas filled with natural light. Experience refined Southern living in one of Middle Tennessee’s most desirable communities — where privacy, space, and scenic views come together seamlessly.

9514 Glenfiddich Trce, Brentwood
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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.

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