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9429 Weatherly Dr, Brentwood
$2,249,000
6 Beds ⋅ 6 Baths ⋅ 3624409 MLS ⋅ COMING SOON Status ⋅ 1.03 Acres ⋅ 37027 Zip Code
OPEN SUNDAY 10/25 1-4. 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 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
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 3612041 MLS ⋅ ACTIVE Status ⋅ 0.32 Acres ⋅ 37027 Zip Code
Walking trail to Williamson County's top-ranking award-winning schools, Crockett Park, Smith Park, and approximately a 10-minute drive from Cool Springs shopping and dining. Freshly painted throughout, this light-filled, all-brick home features hardwood floors and walls of windows. The thoughtfully designed main level brings everyday living, working, entertaining, and recreation together on one floor. A dedicated office with a French door, a spacious living room, a high-ceiling gathering room, two fireplaces, and an oversized recreation room filled with natural light from three sides. Complete with built-in speakers, a closet, and a writing desk, the recreation room offers a flexible space for play, hobbies, entertaining, working from home, or occasional guest accommodations. Upstairs, all bedrooms are conveniently located on the same level, while 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 a 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 a beautiful back lawn bordered by mature trees for serenity and privacy, complemented by professionally maintained landscaping. 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). Community amenities include a pool and clubhouse.

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
$1,185,000
4 Beds ⋅ 3 Baths ⋅ 3594142 MLS ⋅ ACTIVE Status ⋅ 0.4 Acres ⋅ 37027 Zip Code
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. Continue forward into the 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, and convenient to Woodland Middle School, with easy access to Cool Springs and 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

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

1881 Traditions Cir, Brentwood
$1,995,000
4 Beds ⋅ 5 Baths ⋅ 3190066 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 37027 Zip Code
Welcome to Traditions. Tucked into one of Brentwood’s most desirable communities & award winning Williamson county school zones, 1881 Traditions Circle offers an exceptional blend of elegance, comfort, and modern living. This beautifully crafted home comes with endless upgrades and a thoughtfully designed interior that balances sophistication with everyday functionality. Step inside to discover an open, light-filled floor plan featuring high ceilings, rich finishes, and spacious living areas perfect for both relaxing and entertaining. The gourmet kitchen with butler’s pantry serves as the heart of the home, complete with premium appliances, ample cabinetry, and a large island that flows seamlessly into the main living space. With two bedrooms and a den on the main living area, the primary suite provides a private retreat, featuring a luxurious en-suite bath and generous closet space. Additional bedrooms are well-sized and versatile, ideal for family or guests, each with their own bath. Every detail throughout the home reflects quality craftsmanship and thoughtful attention to detail with intricate wainscoting in both the study and formal dining, Seaglass Oak hardwood floors throughout the residence, 2" Silestone counters in the kitchen and butlers pantry, 8-foot double iron entry doors, upgraded lighting and wiring packages, a 4-car garage, and a utility room featuring laundry and a built-in dog bathing area along with ample storage. The large game room features a premium wet bar for social activities and movie nights. Outside, enjoy a large, flat and level ½ acre lot featuring a cozy covered patio with fireplace within a peaceful neighborhood atmosphere. Located just minutes from and zoned for top-rated schools such as Ravenwood, shopping, dining, and parks, this home combines convenience with upscale suburban living. Buyers can also receive a $5,000 credit towards buyer closing costs if using the preferred lender!

1881 Traditions Cir, Brentwood

9224 Sydney Ln, Brentwood
$1,375,000
4 Beds ⋅ 4 Baths ⋅ 3171243 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 0.68 Acres ⋅ 37027 Zip Code
Excellent opportunity to get into the prestigious Inglehame Farms community, located just 5 minutes from Cool Springs, zoned for Williamson County's award winning school district, including top-ranked Ravenwood High School, and masterfully designed with lush greenery, sidewalks, underground utilities, clubhouse and pool, and direct walking access to the Brentwood trail system and parks. Positioned on a sprawling and level corner lot, this stately all brick, upgraded Yardley floorpan, built by Drees, provides serene views of the rolling Tennessee hills and radiates Southern charm. Featuring upper and lower front porches, a newer roof, 4 bedrooms with the primary suite on the main level, a designated office, soaring ceilings, abundant natural light, spacious chef’s kitchen with butler's pantry and breakfast room, cozy hearth room, generous bonus and media rooms, 3-car garage, mature landscaping, deck, irrigation, underground pet fence, peach, pear, apple and cherry trees in the back yard and so much more.

9224 Sydney Ln, 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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