Brentwood Homes with Brentwood High School

Welcome to Brentwood, Tennessee, a charming suburban haven nestled in the heart of Williamson County. Known for its picturesque landscapes, family-friendly atmosphere, and vibrant community spirit, Brentwood is a place where modern conveniences meet the tranquility of nature. With its proximity to Nashville, residents enjoy easy access to the bustling city life while returning home to the serene beauty of their neighborhood.

Brentwood boasts an impressive array of amenities, including lush parks, upscale shopping, and delectable dining options. The city is renowned for its top-rated schools, making it an ideal location for families. Among these educational institutions, Brentwood High School stands out, offering a comprehensive curriculum and a wealth of extracurricular activities that foster both academic and personal growth. The school’s commitment to excellence has made it a cornerstone of the community, attracting families who value quality education.

The real estate landscape in Brentwood is as diverse as its residents, with homes that cater to a variety of lifestyles. From elegant estates to charming single-family homes, there’s something for everyone in this thriving city. Many properties are situated in friendly neighborhoods, often within walking distance to Brentwood High School, making it convenient for families with school-aged children.

If you’re looking for a place that combines the best of suburban living with a strong sense of community, Brentwood is the perfect choice. Explore the beautiful homes and discover why so many are proud to call this enchanting city their home. Come experience the warmth and charm of Brentwood, where community and comfort come together seamlessly.

Newest Brentwood Homes with Brentwood High School

$925,000

4 Beds ⋅ 3 Baths ⋅ 3516347 MLS ⋅ COMING SOON / HOLD Status ⋅ 0.47000000000000003 Acres ⋅ 37027 Zip Code

Great beginnings! Zoned for Scales and Brentwood Schools at this price is rare! Dream starter tucked away on dead end/cul-de-sac with privacy and convenience to I-65, Brentwood and Cool Springs shopping, YMCA, Brentwood Library. Primary suite down, 3 Large BR up, (custom built-in bunkbeds ), 1 bath and bonus room with built-ins for all the toys. Office nook or kids playroom in oversized hallway with window seats compliment this home. Lots of hardwoods and tile downstairs. Lovely renovations include primary bathroom, updated kitchen, new ceiling fans and fixtures throughout. All new windows, new water heater, new carpet upstairs, New Breaker box, Formal Dining Room, Formal LR, cozy den with Fireplace. Step outdoors to your private X-Large patio for entertaining and all your family gatherings. You will surely enjoy the brand new "Tree house"/Clubhouse or enjoy the space for storage/tool shed. Completely private backyard with wooded area and new concrete steps, new concrete wall and a sunken trampoline. Priced to sell, either an investor may make improvements or move in and make this lovely home your own. This home is priced to sell, TWO WORDS: SEE IT!

5117 Dorchester Cir, Brentwood

$2,495,000

5 Beds ⋅ 6 Baths ⋅ 3516155 MLS ⋅ COMING SOON / HOLD Status ⋅ 1.22 Acres ⋅ 37027 Zip Code

Gorgeous like-new construction in the heart of Brentwood, set on over an acre with no HOA. Walkable to the YMCA, Crockett Park, the Brentwood Library, and Williamson County Rec Center, all while being mere minutes from I-65, Cool Springs, or downtown Nashville. Built in 2023, this modern estate pairs vaulted, beamed ceilings, two fireplaces, designer lighting and fixtures, and rich natural materials with a floor plan made for real life. Inside, you'll find a chef's kitchen with professional appliances and a hidden pantry, a main-floor primary suite with its own fireplace and spa bath, a private home office, a main-level guest suite, a media room, and true indoor-outdoor living through custom glass sliding doors. Upstairs, two additional bedrooms each carry their own en-suite bath, plus a flexible fifth room that adapts to your needs — bedroom, additional office, or playroom. Step outside to a Brazilian tigerwood and glass deck overlooking a private, tree-lined lot where you'll feel immersed in nature. Homes this new, this private, and this close to everything are truly rare in Brentwood.

1305 Twin Springs Dr, Brentwood

$7,499,000

3514946 MLS ⋅ ACTIVE Status ⋅ 25.58 Acres ⋅ 37027 Zip Code

Extraordinary opportunity to own 25.58 +/- acres of pristine Tennessee countryside, ideally positioned where rural beauty meets convenience of Brentwood, Franklin and Nashville. The property features two preliminary soil sites, each suitable for 4–5 bedroom residences, creating exceptional potential for a private estate, family compound, or future development. Gently rolling land, mature trees and extensive road frontage (1,588 +/- feet) provide both beauty and flexibility. With no HOA, the land is well-suited for horses, cattle and more. Currently enrolled in Greenbelt for tax advantages, it offers the perfect balance of investment and lifestyle. Just minutes from premier shopping and dining at The Mall at Green Hills, historic downtown Franklin and easy access to Nashville International Airport, this is a rare opportunity to create a legacy property in one of Middle Tennessee’s most desirable locations. Electric and water at property.

9318 Old Smyrna Rd, Brentwood

$2,350,000

3514924 MLS ⋅ ACTIVE Status ⋅ 2 Acres ⋅ 37027 Zip Code

Welcome to Cielo, a premier gated community in the heart of desirable Brentwood, where the opportunity to build something truly your own begins with the land itself. Set on 2.0 acres, this exceptional homesite offers a rare combination of mature trees, open pasture, and a peaceful sense of privacy. The property offers a serene backdrop for your future home, with plenty of room to create outdoor spaces that feel connected to the land. As the seasons change, so does the scenery, from lush summer greens to the rich colors of Tennessee fall. There is something special about having space to breathe while still being close to everything. Here, you can enjoy the quiet of your own 2-acre retreat while remaining just minutes from Brentwood and Cool Springs shopping, dining, and entertainment, with convenient access to I-65 and downtown Nashville. The property is zoned for Williamson County’s award-winning schools, including Lipscomb Elementary, Brentwood Middle, and Brentwood High. Cielo offers more than a homesite—it offers the chance to create a home rooted in privacy, nature, and timeless Brentwood living, all within the security and exclusivity of a gated community.

513 Cielo Dr, Brentwood

$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

$3,950,000

3514926 MLS ⋅ ACTIVE Status ⋅ 2.4 Acres ⋅ 37027 Zip Code

Behind the gates of Cielo, one of Brentwood’s newest and most exclusive communities, awaits a beautiful opportunity to put down roots and create a home designed entirely around your vision. This spacious 2.4-acre homesite offers the kind of setting that makes you slow down and imagine what could be—long summer evenings outdoors, room for gardens and gathering spaces, and a home that feels tucked away from the pace of everyday life. Surrounded by the natural beauty of Middle Tennessee, the property provides a peaceful canvas for building your dream home while still enjoying privacy and space. Mature surroundings and the changing seasons bring a sense of character to the land, creating a setting that feels both timeless and distinctly Tennessee. And while the atmosphere feels quiet and removed, convenience is never far away. Brentwood, Cool Springs, and their many shopping, dining, and entertainment options are just minutes away, with easy access to I-65 for commuting into downtown Nashville. Zoned for Williamson County’s award-winning schools, including Lipscomb Elementary, Brentwood Middle, and Brentwood High, this exceptional homesite brings together privacy, location, and possibility. At Cielo, you’re not simply purchasing land—you’re choosing the place where your next chapter gets to take shape.

517 Cielo Dr, Brentwood

$3,999,999

5 Beds ⋅ 8 Baths ⋅ 3514148 MLS ⋅ COMING SOON / HOLD Status ⋅ 1.31 Acres ⋅ 37027 Zip Code

Privately located at the end of Lipscomb Drive, creating a serene setting with no through traffic, 1528 Lipscomb Drive was designed to feel timeless, inviting, and lived in from the start. Set behind a striking mix of brick and stone, the home blends classic architecture with softer, more organic interiors. Warm white oak, natural stone, custom millwork, and oversized windows fill every space with natural light. Inside, nearly 7,109 square feet unfolds with soaring ceilings, curated lighting, and rooms that feel both elevated and comfortable. The kitchen was designed to be the heart of the home with white oak cabinetry, a large waterfall island, integrated appliances, a hidden scullery, and beautiful stone details throughout. The dining and living spaces flow together, centered around a stone fireplace, custom built-ins, and large sliding doors leading to the 863-square-foot covered outdoor living porch. The main level primary suite feels like a true retreat, with vaulted ceilings, a sitting area and fireplace, and a spa-like bath featuring a steam shower, soaking tub, custom vanity, and warm designer finishes. A stackable washer and dryer in the primary closet adds convenience alongside full laundry rooms on both the main and second levels. Upstairs includes additional bedroom suites, a library, bonus room with wet bar, office nook, and unfinished flex space for a future bedroom suite, golf simulator, media room, gym, or playroom. Designed for entertaining, the outdoor living spaces include an outdoor kitchen, fireplace, room for a future pool, and a football field-size backyard. Every part of the home feels intentional—classic, warm, and designed to age beautifully over time. Estimated completion is December 2026. Home is currently available for presale with opportunities for semi-customization depending on contract date and stage of construction. All specifications, finishes, and timelines are subject to change.

1528 Lipscomb Dr, Brentwood

$1,945,000

5 Beds ⋅ 4 Baths ⋅ 3514109 MLS ⋅ ACTIVE Status ⋅ 0.64 Acres ⋅ 37027 Zip Code

Welcome to 6104 Wendover Glen, where space, privacy, and everyday livability come together in one of Brentwood’s most desirable settings. Tucked at the end of a quiet cul-de-sac and surrounded by mature trees, this home offers the kind of indoor-outdoor lifestyle that is increasingly hard to find. The thoughtfully designed floor plan provides room to gather, work, entertain, and unwind, with five bedrooms, multiple living spaces, and flexible bonus areas that can evolve with your needs. At the heart of the home, the renovated kitchen opens to inviting living spaces and overlooks the expansive backyard, creating an effortless connection between indoors and out. A screened porch extends the living space and offers a peaceful spot for morning coffee, outdoor dinners, or evenings overlooking the private, tree-lined yard. Generous bedrooms, abundant storage, a two-car garage, and numerous thoughtful updates make the home as functional as it is welcoming. Ideally located near Granny White Park with convenient access to Brentwood’s schools, shopping, dining, and everyday amenities, 6104 Wendover Glen offers the space and setting to enjoy Brentwood living at its best.

6104 Wendover Gln, Brentwood

$874,900

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

$2,500,000

5 Beds ⋅ 5 Baths ⋅ 3512761 MLS ⋅ COMING SOON / HOLD Status ⋅ 0.79 Acres ⋅ 37027 Zip Code

The starting price is designed to generate strong buyer interest and competitive offers and is not reflective of the home's recent appraised value. This Brentwood beauty offers the rare combination of exceptional space, extensive recent renovations & an outdoor setting designed for enjoying all seasons. With more than 8,000 sq.ft. of beautifully finished living space, this 5 bedroom home provides room to comfortably live, entertain & gather, while significant improvements make it truly move-in ready.   A welcoming front porch opens to a gracious 2 story foyer, flanked by formal living and dining rooms. The main level features 2 gas fireplaces, a beautifully renovated kitchen with island seating, breakfast nook & new Bosch dishwasher, plus a spacious great room with window seat and beverage bar. A newly renovated mudroom, laundry room & powder room add everyday function & style.   The main-level primary suite is a true retreat with a newly renovated bathroom and walk-in closet. Upstairs, spacious secondary bedrooms feature new carpet & abundant storage. The fully finished walk-out basement expands the living space with a guest suite, kitchen, living room, game room & generous walk-in storage—perfect for guests, entertaining or flexible living. Outside, the nearly 1 acre lot features a covered porch, decks, screened porch, pool deck, custom brick walkway & mature landscaping. Major recent improvements include all 4 new HVAC systems, fresh interior and exterior paint, new lighting throughout, new pool pumps, tankless water heater & newer roof.   Enjoy close proximity to Tower Park & Crockett Park, Concord YMCA, Brentwood Library & Rec Center, Cool Springs and more!   Showings are encouraged during the following Open House times: 8/20, 12–2 PM | 8/23, 2–3 PM | 8/25, 10–11 AM | 8/28, 5–6 PM.

8218 Holly Rd, Brentwood

$1,725,000

4 Beds ⋅ 5 Baths ⋅ 3512541 MLS ⋅ ACTIVE Status ⋅ 1 Acres ⋅ 37027 Zip Code

An exceptional custom residence where timeless elegance meets resort-style living, this extraordinary home is designed for effortless entertaining and everyday enjoyment. The herringbone hardwood foyer, detailed trim, plantation shutters, crown molding, custom built-ins, and inviting gas fireplace establish a sophisticated sense of arrival, while beautifully appointed living spaces flow seamlessly throughout the main level. At the heart of the home, the gourmet kitchen pairs custom glazed cabinetry and abundant storage with granite countertops and an impressive suite of Wolf, Sub-Zero, Thermador, and Viking appliances, creating a setting equally suited to intimate meals and lively gatherings. The spacious primary suite opens directly to a private porch and features a custom walk-in closet and luxurious bath with marble countertops, travertine finishes, jetted tub, and oversized frameless shower. Additional bedrooms offer walk-in closets, updated baths, and flexible living spaces, while the vaulted upstairs bonus area—with custom built-ins, projector setup, and generous storage—provides the perfect space for movie nights, recreation, or relaxing together. Outside, everyday living takes on a vacation-like feel with a spectacular Gunite pool and spa surrounded by stone walkways, fountains, lush landscaping, landscape lighting, and full-yard irrigation. Multiple covered and open-air living areas, a stone fireplace, fire pit, and extensive patios create an exceptional backdrop for everything from poolside afternoons to memorable evenings under the stars. The beautifully appointed pool house, complete with a full bath and kitchenette, offers added versatility for guests and entertaining. A Symmetry residential elevator, three-car garage, Ring doorbell, Ring cameras around the home, and exceptional storage add comfort and convenience to this remarkable home. Note: 221 SF of the main level is the pool house with full bath.

9102 Gasserway Ct, Brentwood

$7,799,000

5 Beds ⋅ 8 Baths ⋅ 3508131 MLS ⋅ ACTIVE Status ⋅ 1.05 Acres ⋅ 37027 Zip Code

Stunning to be built new custom construction from Pantheon Development on a private lot in Brentwood’s highly sought after Meadowlake neighborhood. Located just minutes from Brentwood’s retail and restaurant core. This 8,686 square foot, highly customized estate is situated on a flat 1-acre lot, features a custom pool, 12-foot ceilings throughout, Wolf & Subzero appliances, 2 fire places, 5 bedrooms, 5 full baths, 3 half baths. Downstairs and upstairs master bedrooms. Gated front courtyard. Elevator. Prep kitchen. Sauna. Large media, exercise and bunk rooms upstairs. Separate breakfast and dining rooms. Upstairs and downstairs laundry. Oversized covered rear porch with recessed heaters. Separate covered outdoor kitchen pavilion. 4 car garage plus golf cart garage. Mud room. Dog wash room. Buyer has the opportunity to fully customize the interior design and the pool design. Builder has completed and is in process with over 20 homes in the Meadowlake neighborhood.

5214 Williamsburg Ct, 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.