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Brentwood Tennessee Luxury Homes

Living in Brentwood, Tennessee, offers a mix of suburban tranquility and easy access to the vibrant city life of nearby Nashville. Known for its scenic rolling hills, well-maintained parks, and highly rated schools, Brentwood is an ideal location for families. The community is friendly and affluent, with a strong emphasis on outdoor activities and local events. Brentwood also features a range of upscale shopping and dining options, making it convenient for residents to enjoy high-quality amenities. Despite its growth, the town retains a peaceful, small-town charm that makes it a desirable place to live. Click Click here to see top rated schools in Brentwood.

Homes We Think You Will Love

$2,500,000
3514925 MLS ⋅ ACTIVE Status ⋅ 2 Acres ⋅ 37027 Zip Code
Tucked within the gates of Cielo, this beautiful 2-acre homesite offers the kind of setting that makes you start imagining what could be built here. Surrounded by the natural beauty of Brentwood, the property provides a generous canvas for creating a home that feels both private and connected to its surroundings. Mature trees and open space give the homesite a peaceful, established feel, with plenty of room to design the home and outdoor spaces you have always envisioned. Whether that means expansive porches, a pool, gardens, or simply room to enjoy the changing Tennessee seasons, this property offers the flexibility to create a retreat that is uniquely yours. Cielo is an exclusive gated community where privacy and space come together, yet everyday conveniences remain close at hand. Enjoy easy access to Brentwood and Cool Springs shopping, dining, and entertainment, along with convenient access to I-65 and downtown Nashville. Zoned for Williamson County’s award-winning schools, including Lipscomb Elementary, Brentwood Middle, and Brentwood High, this exceptional property offers more than just a place to build. It is an opportunity to put down roots, create something lasting, and enjoy a quieter side of Brentwood living without giving up the convenience of being close to it all.

515 Cielo Dr, Brentwood
$2,549,900
5 Beds ⋅ 7 Baths ⋅ 3243873 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 37027 Zip Code
Bring us an offer!! This homesite is truly one of a kind. Located in Arcadia, one of Brentwood’s premier luxury communities, this stunning Marabelle sits on an exceptional premium lot bordering a protected easement and backing to natural green space, providing rare privacy with no homes to be built beside or directly behind the property. The lot is also approved for a pool, offering the opportunity to create an incredible private outdoor retreat surrounded by nature. Inside, soaring ceilings, expansive windows, exposed wood beams and thoughtfully selected designer finishes create a home that feels both elevated and inviting. The chef’s kitchen anchors the main living space with an oversized waterfall island, upgraded appliance package, custom cabinetry and generous entertaining space. The dramatic great room showcases a floor-to-ceiling fireplace, custom built-ins and walls of windows overlooking the private setting. The primary suite is a retreat of its own, featuring wood-beamed ceilings, a spa-inspired bath with freestanding soaking tub, oversized walk-in shower, dual vanities and an expansive custom closet. Additional highlights include a dedicated home theater, upstairs entertaining area with wet bar, spacious secondary bedrooms, an upgraded laundry room with abundant cabinetry and a built-in dog wash. A 3-car garage with 8-foot doors, EV prewiring, extended driveway and extensive upgrades throughout complete the home. Zoned for highly sought-after Ravenwood High School and surrounded by Arcadia’s sidewalks and walking trails. The luxury, upgrades and space buyers expect at this price point—with the privacy, setting and pool-ready homesite that are much harder to find.

1833 Dartmouth Dr, Brentwood
$2,599,000
4 Beds ⋅ 7 Baths ⋅ 3519030 MLS ⋅ ACTIVE Status ⋅ 0.85 Acres ⋅ 37027 Zip Code
Set beneath a canopy of mature trees in the prestigious, guard-gated Governors Club, this beautifully maintained estate offers timeless Southern character, gracious living spaces, and an exceptional opportunity to create something truly special. A sweeping front porch sets the tone, overlooking the picturesque golf course and offering the kind of setting made for quiet mornings, evening conversations, and an unhurried way of life. Inside, more than 7,000 square feet unfolds across a warm, traditional floor plan with generous room sizes, abundant natural light, and beautiful architectural detail throughout. The main-level primary suite provides a private retreat, while multiple living and gathering spaces offer an effortless backdrop for both everyday life and entertaining. Upstairs, a spacious bonus room provides wonderful flexibility, and the finished basement expands the possibilities even further with room for entertaining, recreation, fitness, guests, or hobbies. With four generously sized bedrooms, four full baths, and three half baths, the home has been exceptionally well cared for and offers a wonderful foundation for its next chapter. Move in and enjoy its classic warmth as it is, or thoughtfully update over time to create a home uniquely your own. Outside, the mature landscape and beautiful treed homesite create a sense of privacy and permanence that is increasingly difficult to find. And within Governors Club, residents enjoy a coveted lifestyle centered around championship golf, clubhouse dining, fitness, resort-style pools, tennis, and an active social community. Timeless architecture, remarkable space, and an irreplaceable setting come together in a home filled with possibility—an exceptional opportunity to make your mark within one of Middle Tennessee’s most sought-after communities.

27 Colonel Winstead Dr, Brentwood
$2,599,900
5 Beds ⋅ 8 Baths ⋅ 3148747 MLS ⋅ ACTIVE Status ⋅ 0.53 Acres ⋅ 37027 Zip Code
Set on a picturesque half-acre homesite backing to mature trees, this stunning custom residence by Aspen Construction offers the perfect blend of luxury, comfort, and flexibility. The thoughtfully designed home features soaring vaulted ceilings, two spacious bedrooms on the main level, and a large bonus room ideal for entertaining, recreation, or additional living space. Each bedroom includes its own private bath and walk-in closet, offering comfort and privacy for family and guests alike. The gorgeous primary suite is a true retreat, highlighted by a spa-like bath, and large dual closets. Designer finishes elevate every corner, while the impressive 20x15 covered porch with a cozy fireplace creates the perfect outdoor retreat overlooking a backyard with plenty of room for a future pool. A well-appointed working pantry adds both beauty and functionality to the gourmet kitchen. Located in the highly sought-after school district of Crockett Elementary, Woodland Middle, and Ravenwood High, this exceptional property offers luxury living in a prime location. If this thoughtfully designed floor plan doesn’t quite meet your vision, pick another Aspen lot and build your dream home from the ground up or tailor an existing plan to suit your lifestyle.

9405 Dewaal Ridge, Brentwood
$2,600,000
5 Beds ⋅ 6 Baths ⋅ 3268427 MLS ⋅ ACTIVE Status ⋅ 0.46 Acres ⋅ 37027 Zip Code
This exceptional residence is tucked away on a private cul-de-sac lot backing to a lush canopy of trees in the prestigious Witherspoon community. Every corner of the home feels fresh and inviting thanks to a recent update featuring new paint throughout, designer lighting, and plush new carpet in the upstairs bedrooms. The heart of the home is a true gourmet kitchen equipped with professional KitchenAid appliances, a massive 48 inch refrigerator, and a dedicated sonic ice machine for the ultimate hosting experience. High-end finishes like decorative beams and rustic barn doors add a layer of sophisticated character to the open living spaces. On the main level, you will find a serene primary suite alongside a flexible guest suite. This additional main floor room is currently styled as a professional office but easily serves as a fifth bedroom with its own bathroom. With five bedrooms and five and a half bathrooms total, the layout offers plenty of space and privacy for everyone. The outdoor living area is equally impressive, boasting a covered deck that leads down to a beautiful flagstone patio. This exterior oasis is complete with a full outdoor kitchen, making it the perfect spot for alfresco dining against a wooded backdrop. A spacious three car garage provides ample storage and parking. Residents will appreciate the location within the highly regarded Williamson County school zone.

1510 Beckham Dr, Brentwood
$2,649,990
5 Beds ⋅ 6 Baths ⋅ 3530017 MLS ⋅ ACTIVE Status ⋅ 0.6000000000000001 Acres ⋅ 37027 Zip Code
PARTNERS IN BUILDING — PRIVATE .6-ACRE BRENTWOOD ESTATE | MOVE-IN READY!

1835 Dartmouth Drive, Brentwood
$2,689,000
5 Beds ⋅ 7 Baths ⋅ 3068693 MLS ⋅ ACTIVE Status ⋅ 0.65 Acres ⋅ 37027 Zip Code
* MOVE IN READY JULY 2026 * This custom built home offered by Hewn Custom Home Design has traditional charm and modern conveniences as well as a vaulted ceiling Primary bedroom, an en-suite Secondary bedroom and an Office on the main level. It also features 12 foot ceilings in the Family room with a cozy fireplace, a chef's Kitchen with a working pantry equipped with an ice-maker, sink and beverage cooler and an enormous covered outdoor living space. The second floor features 3 more en-suite Bedrooms and baths, a Bonus room and a Flex room which is large enough to serve many functions. You can still make some selections depending on which stage of construction the home is in at contract.

9407 Dewaal Rdg, Brentwood
$2,699,000
5 Beds ⋅ 6 Baths ⋅ 3221506 MLS ⋅ ACTIVE Status ⋅ 0.97 Acres ⋅ 37027 Zip Code
Classic White Farmhouse with Wrap Around Rocking Chair Front Porch on a Private Well Landscaped 1 Acre Lot. The Entry Hall Opens to a Study/Office with Double French Doors, Built In Cabinetry & Illuminated Bookcases. The Banquet Size Dining RM has Wood Paneling and Overlooks the Front Porch. The Large Family RM has a F/P w/Custom Mantel, Built In Cabinetry & Vaulted Ceiling and is Open to the Chef's Kitchen with Island Seating. The Breakfast RM has Views of the Large Covered Back Porch with Stone Floor and a Built In Grill & Beer Keg. The Butler's Pantry/Catering Kitchen has a Dishwasher, Double Ovens and Custom Cabinetry. There is an Elevator to All 3 Levels. The Primary Suite has a Vaulted Ceilings, Luxe Bath and a Walk In Closet that Opens to the Laundry RM. Upstairs There are 3 Bedrooms and 2 Full Baths. The Terrace Level has a Great RM, 2nd Kitchen and an Awesome Guest Suite with Private Bath. There is an Oversized 3 Car Garage and Ample Driveway Parking. The Lower Level Patio and Putting Green Overlook the Expansive Private Backyard.

504 Doubleday Lane, Brentwood
$2,699,900
6 Beds ⋅ 7 Baths ⋅ 3172828 MLS ⋅ ACTIVE Status ⋅ 0.56 Acres ⋅ 37027 Zip Code
$25,000 Buyer Incentive! Luxury Living in the Heart of Brentwood’s Sought-After Raintree Community. Step into timeless elegance with this custom-built masterpiece, designed for both grand entertaining and everyday comfort. The open-flow layout seamlessly connects each space, creating a warm and inviting atmosphere where memories are made. The main-level master suite is a true retreat, boasting dual walk-in closets and a spa-like ambiance. A private guest bedroom on the main level ensures comfort for visitors, while the media room, laundry, and coffee bar provide ultimate convenience. Upstairs, a spacious bonus room with a wet bar offers endless possibilities for relaxation and entertainment. Thoughtfully designed mudroom cubbies keep everything organized, making daily life effortless. Embrace the beauty of indoor-outdoor living, where multiple doors open to a large covered porch with a fireplace, creating the perfect setting for gatherings. Wired for future heaters, this space is ready to be enjoyed year-round. The expansive backyard, backing to serene common area, offers both privacy and tranquility—a rare find in such a coveted location. This home is more than a place to live—it’s an experience, a statement, and a lifestyle. Don’t miss the opportunity to make it yours! Call agent for more details or to schedule an appointment to see this home.

1586 Eastwood Dr, Brentwood
$2,699,900
5 Beds ⋅ 7 Baths ⋅ 3242570 MLS ⋅ ACTIVE Status ⋅ 0.5700000000000001 Acres ⋅ 37027 Zip Code
ASPEN CONSTRUCTION has brought their standard high-end finishes to this home perfectly situated at the end of a cul-de-sac that backs to privacy! Pics showing a completed home are of a comparable high-quality Aspen Construction home. Room for a pool in the rear of the home with privacy! ASPEN CONSTRUCTION homes are standard with finishes that are typically considered upgrades. Full yard irrigation including all landscape beds, solid core doors, prewired for stereo sound throughout and on the patio, tankless water heater with a recirculation pump for "on-demand" hot water, 2 fireplaces that can be either wood-burning or gas logs, Thermadore high-end appliances, decorative border on the concrete driveway, custom built-ins, and much more.

9494 Grand Haven Dr, Brentwood
$2,700,000
5 Beds ⋅ 6 Baths ⋅ 3071464 MLS ⋅ ACTIVE Status ⋅ 0.59 Acres ⋅ 37027 Zip Code
Bathed in light and warmth, this home is more than a house-it's a home. From the moment you step through the arched iron door into the luminous foyer, graced with a stunning 2-tiered drum fixture, you're wrapped in a sense of calm and elevated style. Gaze out over beautiful views of the neighborhood and rolling hillsides, and feel instantly at home. Just off the entry, a charming Study beckons—complete with French doors for privacy, built-in bookcases with detailed bead board, and soft sconce lighting, offering the perfect retreat for focus or reflection. The heart of the home, the Kitchen, seamlessly blends form and function with a white oak island and creamy cabinetry perimeter. A hand-plastered vent hood creates an artful centerpiece above the 6-burner gas cooktop with griddle, accented by a convenient pot filler. This space flows effortlessly into the Family Room, where a stone fireplace anchors the room between custom built-ins with glass-front uppers. Overhead, a striking wood beam ceiling adds warmth and character. Behind the scenes, a thoughtfully designed working pantry awaits—with elegant cream cabinetry, quartz countertops, a round gold sink, plus an oven, microwave, and wine & beverage fridge—making hosting a breeze. Both the spacious Primary and Guest Suites are peaceful sanctuaries with impressive vaulted ceilings and bead board detail, adding dimension. Upstairs, the Bonus Room transforms to fit your needs—whether it's hosting guests or game nights. A built-in bunk bed with cozy sconces and durable engineered flooring make it both fun and functional. Tucked away, the Media Room invites you to unwind with rich gray paneled walls, ambient sconces, and a playful plaid carpet—perfect for family movie marathons. Step outside to a covered porch made for entertaining—complete with a fireplace, bead board ceiling, built-in grill, and fridge—all overlooking a backyard generous enough for a future pool. This home is not only inviting but comfortable.

1580 Eastwood Dr, Brentwood
$2,750,000
5 Beds ⋅ 6 Baths ⋅ 3506070 MLS ⋅ ACTIVE Status ⋅ 2.119 Acres ⋅ 37027 Zip Code
Set on over two gated acres, this Brentwood estate offers something genuinely hard to find - space, privacy, and a home that's been completely reimagined, all within minutes of everything the area has to offer. A stocked pond, mature trees, and open pasture give the property a calm that doesn't feel manufactured. A nearby rail line, where trains pass slowly and quietly just a couple of times a day, adds a brief rhythmic presence that somehow makes the whole place feel more grounded - more like a countryside retreat than a suburb. Inside, every detail has been reconsidered - clean architectural lines, custom cabinetry, and designer lighting that strikes a balance between elevated and livable. The chef's kitchen flows openly into the main living spaces, designed as much for connection as cooking, with a well-appointed butler's pantry tucked nearby to keep entertaining seamless. Flexible spaces throughout give the home real versatility: a generous bonus room ready for a home theater or game-day setup, a walk-out lower level with its own entrance perfect for a gym, guest suite, or studio, and an upstairs bonus space with a wet bar ideal for winding down or hosting on your own terms. An adjacent 2.643-acre parcel with pond frontage is available for separate purchase (MLS # 3165796) - a rare opportunity to expand, build, or simply own the land next door. Both parcels are currently fully enclosed within a single fenced perimeter. Should the buyer choose not to acquire the adjacent lot, the seller will have the home parcel fully fenced prior to closing. Seller's Title Company: Hollingshead Title & Escrow | Cortney Jacks | processors@hollingshead-law.com (616) 549-1933

1115 Wilson Pike, 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.