Brentwood Homes with Brentwood High School

Brentwood Homes with Brentwood High School

Welcome to Brentwood, Tennessee, a charming city nestled in the heart of Williamson County, where suburban serenity meets urban convenience. Known for its picturesque landscapes, Brentwood boasts a blend of rolling hills, lush parks, and a strong sense of community. Just a short drive from the vibrant city of Nashville, residents enjoy easy access to cultural events, dining, and entertainment while relishing the tranquility of their suburban surroundings.

Brentwood is renowned for its top-notch educational institutions, and Brentwood High School stands out as a beacon of academic excellence. Families flock to this area not only for its beautiful homes but also for the stellar educational opportunities that Brentwood High School offers. With a reputation for high academic standards, a variety of extracurricular activities, and a supportive community, it’s no wonder that parents prioritize this school when choosing their family’s next home.

The real estate market in Brentwood features a diverse array of homes, from elegant estates to cozy single-family residences, catering to various tastes and budgets. Many properties are situated in family-friendly neighborhoods, complete with playgrounds, walking trails, and green spaces, perfect for fostering a strong sense of community.

In Brentwood, you’re not just buying a house; you’re investing in a lifestyle. With its perfect balance of suburban charm and proximity to Nashville, coupled with the excellence of Brentwood High School, this city truly offers something for everyone. Come explore the possibilities that await you in beautiful Brentwood, TN!

Newest Brentwood Homes with Brentwood High School

$1,795,000
3 Beds ⋅ 2 Baths ⋅ 3598996 MLS ⋅ ACTIVE Status ⋅ 1.9 Acres ⋅ 37027 Zip Code
A quintessential 1889 farmhouse in the heart of Williamson County, offering a rare combination of history, land, views, and convenience. Set on two private acres and bordered by nearly 200 acres of undeveloped farmland, this 3 bedroom, 3,400 square foot home feels worlds away while remaining centrally located between Franklin, Brentwood, and Green Hills, and less than five minutes from CPA. From its timeless exterior to the gracious front porch that looks as though it could grace the cover of Southern Living, this home captures the quintessential charm of a historic Southern farmhouse. The pastoral views are arguably some of the best in the area, with rolling countryside, historic stone wall and open farmland creating a sense of privacy increasingly difficult to find this close to Nashville. Rich with character and history, the property also includes an authentic 1800s log cabin featuring a stone fireplace built with rock sourced from the Harpeth River, hand hewn cedar stairs, and a loft. The main farmhouse retains the warmth and charm of its era with a wood burning fireplace, custom built ins, sunroom, generous living spaces, and a spacious vaulted bonus room. There is tremendous opportunity to thoughtfully update, expand, and make the home your own while preserving the character that makes it so special. Garden, gather on the porch, raise chickens, or simply enjoy the land and views surrounding you. A historic Williamson County property with room to evolve, where the charm of the country and the convenience of town rarely come together quite like this.

3045 Hillsboro Rd, Brentwood

$3,999,900
5 Beds ⋅ 8 Baths ⋅ 3598415 MLS ⋅ ACTIVE Status ⋅ 1.07 Acres ⋅ 37027 Zip Code
Welcome to this custom-built home located in private and quiet Edenbrook Estates with only eleven homes. This residence, on a tree-lined 1+ acre lot, if loaded with custom features throughout. Almost no expense was spared when custom building this dream residence! Upon entrance you have eight-foot iron-and-glass double doors with transoms and sidelights, gas lanterns, and a decorative concrete drive. A grand impact is made when you step inside to a herringbone wood entry with an art gallery wall for your favorite art piece. Uniquely, this residence has two home offices, one with a fireplace + built-ins. Open concept main living with extra windows for natural light, a kitchen with three islands, and an XL hidden pantry with counters for small appliances. The rare LaCornue oven and gas cooktop with matching hood make a statement in this kitchen! Breakfast room seats eight to ten. XL laundry with built-in hanging hidden drying racks, full cabinetry, wash sink, and a folding island. XL mudroom with cubbies and lockers. Main-level vaulted primary suite with custom wood beams, separate his-and-hers showers and water closets, and an extraordinary "her" closet with stackable washer/dryer and a connected office. Every bedroom is a full ensuite. Upper level has an exercise room with rubber flooring, mirrored walls, and a glass studio door and is prewired for a full media room. Finished walk-out basement can function almost as a separate residence or in-law suite: rec room, stunning modern bar with glass shelves and black tile, guest suite, kitchen, and a garage door opening to outdoor living. Elevator shaft is already in place so an elevator can be added easily. Outdoor living on both the main and lower levels: screened porch with a wood-burning fireplace, tongue-and-groove stained wood ceilings, built-in natural-gas grilling station, high-voltage electric heaters, and retractable screens on the lower patio. Full irrigation. Zoned for Ravenwood High School!

9512 Edenbrook Ct, Brentwood

$1,899,000
5 Beds ⋅ 5 Baths ⋅ 3597999 MLS ⋅ ACTIVE Status ⋅ 1.11 Acres ⋅ 37027 Zip Code
Completely Renovated and Elevated 5 Bedroom Home in Wonderful Wildwood! Everything is New! Down to the Studs! Architect Designed Open Floorplan filled with light from all new Sierra Pacific H3 Fusion Tech Windows! Top of the Line Warm Finishes abound! Engineered Hardwood Floors throughout ! New Custom rift cut White Oak Cabinetry! State of the Art Kitchen Appliances with Beautiful Quartz Countertops & Huge Island! 48in. SKS Refrigerator with Craft Icemaker & rift cut White Oak Paneled French Doors ! 48 in Thermador dual fuel Pro Grand Range! Large Butler Pantry with ample custom cabinets and dual Thor Cooling Drawers! Stunning Dining Room with Custom Wood Paneled Ceiling with LED backlighting & views of the Little Harpeth River! Main floor Private Primary Bedroom Suite with a Gorgeous Bathroom! Heated Marble floors, Marble Shower, Soaking Tub, Quartzite counters & LED ceiling backlighting! 2 Large Custom Walk in Closets with LED backlighting! Huge Bonus Room and Office! 4 More Bedrooms and 3.5 Completely New Bathrooms! 2 Laundry Rooms, 1 up & 1 down! Check out the Huge Trex Deck off the Kitchen for Outdoor Entertaining overlooking the Little Harpeth River! Welcome Home to One of the most sought after Brentwood neighborhoods in the Award Winning Scales Elementary, Brentwood Middle & High School District with the option to join the nearby Wildwood Pool & Tennis Club! Property requires flood insurance substantially reduced since the complete elevation. SEE THE 3D TOUR & PROPERTY WEBSITE ATTACHED BELOW!

1901 Harpeth River Dr, Brentwood

$2,250,000
5 Beds ⋅ 7 Baths ⋅ 3597813 MLS ⋅ ACTIVE Status ⋅ 0.46 Acres ⋅ 37027 Zip Code
Rare opportunity for golf-course living in the heart of Brentwood. Set along the newly renovated fairways of Brentwood Country Club, this stately all-brick residence enjoys beautiful views of the 18th fairway, framed by greenery and water backdrops. The recently reimagined course, renovated by noted golf-course architect Bill Bergin, creates an exceptional setting for three levels of elevator-accessible living and multiple outdoor entertaining spaces. Offering five en-suite bedrooms—including two on the main level—two dedicated offices/flex spaces, a five-car tandem garage and whole-home generator, the residence provides remarkable flexibility for everyday living, entertaining and multigenerational needs. The main level features a dramatic two-story living room with fireplace, spacious primary suite with updated accessibility-minded bath and direct access to the new composite deck, formal dining room, office/library, en-suite guest bedroom, and kitchen with a light-filled breakfast area overlooking the golf course. Upstairs are two additional en-suite bedrooms with large walk-in closets, a custom wine room with hand-painted mural, generous finished and unfinished walk-in storage, and elevator access. The walk-out terrace level offers a secondary living area with wet bar/kitchenette, en-suite bedroom, private office or exercise room, and direct access to a covered patio with a ceiling drainage system for added protection from the elements. Timeless in character and exceptional in scale, the home offers an exciting opportunity to enjoy today while personalizing for the future. With golf-course and water views, a versatile three-level floor plan, elevator, five-car garage and coveted Brentwood location, 5215 Country Club Drive presents a distinctive opportunity to create a legacy home in Brentwood Country Club.

5215 Country Club Dr, Brentwood

$5,995,000
7 Beds ⋅ 11 Baths ⋅ 3596968 MLS ⋅ ACTIVE Status ⋅ 1.83 Acres ⋅ 37027 Zip Code
Welcome to the ultimate private resort and entertainer’s compound—an extraordinary Brentwood retreat where recreation, relaxation, and unforgettable entertaining come together on nearly two secluded acres. Tucked away in one of Brentwood’s most private settings, this remarkable property feels worlds away, yet is just minutes from Nashville, Cool Springs, premier shopping, dining, and top-ranked schools. Designed for those who believe home should be a destination; the estate delivers an exceptional collection of resort-caliber amenities. Outdoors, a sparkling pool and spa anchor an expansive entertainment setting complete with a poolside pavilion, sport court, generous gathering spaces, and sweeping views—all surrounded by remarkable privacy. Inside, the experience continues with a state-of-the-art home theater, temperature-controlled wine cellar, and a spectacular loft retreat featuring soaring ceilings, exposed beams, and a custom kitchenette—creating distinctive spaces for movie nights, wine tastings, game days, celebrations, and weekends spent entirely at home. Beyond the amenities, the custom-built residence showcases exceptional craftsmanship, exquisite millwork, curated finishes, and beautifully appointed living spaces throughout. Seven luxurious bedroom suites, 8 full baths, and 4 powder rooms provide exceptional accommodations for owners and guests, while expansive gathering areas transition effortlessly from intimate evenings to large-scale entertaining. Private. Secluded. Exceptionally equipped. This is more than a luxury residence—it’s a self-contained resort designed for entertaining, recreation, and enjoying life without ever needing to leave home.

1004 Liberty Church Trl, Brentwood

$1,300,000
5 Beds ⋅ 5 Baths ⋅ 3596916 MLS ⋅ ACTIVE Status ⋅ 1.28 Acres ⋅ 37027 Zip Code
Here’s the thing about 6229 Milbrook: you don’t have to decide what it wants to be on day one. Sitting on nearly 1.3 acres in River Oaks, this classic Cape Cod is perfectly happy being exactly what it is—a charming, move-in-ready Brentwood home with five bedrooms, beautiful walnut and poplar hardwoods, a main-level primary suite, remodeled kitchen and baths, and the kind of backyard that’s getting harder and harder to find. Ooh, and a new roof! But this street tells another story, too. Milbrook has become a place where remarkable new homes are being built, with some reaching into the multi-million-dollar range. So buy the house because you love it. Renovate it because you can. Add the pool, open up the back, create the outdoor living space, build the garden you keep saving on Pinterest. Or dream much, much bigger. At just under 1.3 acres, there’s room here to do it. The property stretches back to a creek, with mature trees and an established setting that simply can’t be recreated overnight. Inside, the floor plan gives you flexibility too, including a main-level office and additional bonus/flex space. There’s character where you want it, updates where they matter, and plenty of opportunity if making something completely your own is the goal. And if your plan is eventually to start over? Take a drive down Milbrook and you’ll understand why this lot matters. Move in. Renovate. Expand. Build. Or do absolutely nothing for a while. That may be the best thing about 6229 Milbrook: you’re not buying someone else’s vision. You’re buying the opportunity to have your own.

6229 Milbrook Rd, 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.