37027 Homes with Hillsboro Comp High School

Welcome to the charming community of Brentwood, TN, nestled in Davidson County and boasting the coveted zip code 37027. This vibrant suburb is known for its picturesque landscapes, family-friendly atmosphere, and top-notch amenities, making it an ideal place to call home.

Brentwood is renowned for its excellent school system, with Hillsboro Comp High School serving as a prominent educational institution in the area. Families appreciate the commitment to academic excellence and the diverse extracurricular programs offered, ensuring that students receive a well-rounded education. The close-knit community surrounding the school fosters a supportive environment, where parents and educators work together to nurture the next generation of leaders.

The real estate market in Brentwood is as diverse as its residents, featuring everything from charming single-family homes to luxurious estates. Many properties are set against the backdrop of rolling hills and lush greenery, providing a serene escape from the hustle and bustle of city life. Whether you’re seeking a cozy starter home or a sprawling residence with ample space for entertaining, you’ll find a variety of options to suit your needs.

With its proximity to Nashville, Brentwood offers a perfect blend of suburban tranquility and urban convenience. Residents enjoy easy access to shopping, dining, and entertainment, while also relishing the peaceful lifestyle that comes with living in this picturesque community. Experience the warmth and charm of Brentwood, TN, where your dream home awaits in the heart of a thriving neighborhood!

Newest 37027 Homes with Hillsboro Comp High School

$6,999,999

7 Beds ⋅ 8 Baths ⋅ 3510725 MLS ⋅ COMING SOON / HOLD Status ⋅ 2 Acres ⋅ 37027 Zip Code

Welcome to 1809 Old Hickory Blvd—an exceptional Brentwood estate where thoughtful design, quality craftsmanship, and effortless livability come together. Built by Rogers Build, this 10,792-square-foot Craftsman offers 6 bedrooms and 8 well-appointed baths, delivering both scale and comfort in all the right ways. Inside, you’re greeted by marble floors, a grand foyer, and natural light that carries throughout the home. The kitchen is as functional as it is beautiful, anchored by a handmade-in-France Lacanche range, SubZero columns, two sinks with dishwashers, and a marble-clad wine bar. A full scullery and seamless flow into the main living spaces make it ideal for both everyday living and entertaining. The primary suite is a true retreat, featuring a spa-like bath, soaking tub, and a spacious walk-in closet. A dedicated home office adds flexibility for today’s lifestyle, while the outdoor living is designed to be enjoyed year-round. The screened-in porch opens to a private, professionally landscaped backyard complete with a custom pool, pool house, and expansive patio—ideal for both hosting and unwinding. Well-designed, meticulously maintained, and move-in ready, this is a home that lives as well as it looks.

1809 Old Hickory Blvd, Brentwood

$6,900,000

6 Beds ⋅ 12 Baths ⋅ 3333551 MLS ⋅ ACTIVE Status ⋅ 2.56 Acres ⋅ 37027 Zip Code

Motivated Seller Make Offer! Location and Craftmanship! Photos show the rooms now and then virtually staged. This home has it all on 2.5 private acres in gated community and seller is motivated. Home has 6 bedrooms with their own bath frig and microwave. total of 8 full and 4 half baths. Maid quarters with bedroom, full bath, kitchen & pantry. In-law suite with full kitchen, living room, bedroom and full bath with heated floors. Pre-wired for natural gas generator. Wine room off kitchen. 250k imported granite from Africa, Brazil & Europe. Elevator to all 3 floors. Extra wide staircases. Storm/safe room 12" concrete walls, electric, air filtration. 4 car garage that can fit a school bus and has commercial doors. Home also has storm water collection system, gym, 11'6" ceilings in lower level, theater room with top of the line equipment, I-beam construction entire structure, 200K Marvin windows, Roman Corinthian era decor, oversized decorative moldings, custom chandelier with lift, custom Parthenon style pool and pool house, 8 stone fireplaces never used, custom bar in kitchen, kitchen has warming drawers 2 dishwashers and is an entertainers dream, huge back deck overlooking private pool. This home is great for multi-generational living, or hosting guests and entertaining. This square footage and location along with the price are a rare find in Brentwood!

109 Woodward Hills Pl, Brentwood

$3,850,000

5 Beds ⋅ 7 Baths ⋅ 3331277 MLS ⋅ ACTIVE Status ⋅ 0.92 Acres ⋅ 37027 Zip Code

Stunning contemporary build in Brentwood built by Fry Classic Construction on nearly an acre gated lot. Tucked near Oak Hill and Richland Country Club, backing to Radnor Lake, this stunning 5,707 sq. ft. home offers luxury, privacy, and modern convenience. This stunning home features 5 bedrooms, 5 full baths, 2 half baths, and pool house, with a stunning pool & spa. The gourmet kitchen boasts JennAir appliances, a 6-burner gas range, a waterfall island, and a walk-in pantry with a wine cooler. The primary suite is a private retreat with double vanities, a soaking tub, a walk-in shower, and two spacious walk-in closets. Upstairs, a bonus room with a projector, blackout shades, and half bath adds versatility, while secondary bedrooms feature en-suite baths. Outdoor living is elevated with a heated saltwater pool, hot tub, covered patio with a gas fireplace and retractable screen, and a full outdoor kitchen. An attached 2-car garage, along with an additional 12 ft tall, fully conditioned, attached tandem garage that fits 4 cars comfortably, with the ability to accommodate up to 6 provides ample parking for a total of 8 vehicles. Smart home automation via Control4, a whole-home water filtration system, wine cellar, Hunter Douglas shades, Ring security, and a tankless water heater enhance everyday living. Nestled in a prime location tucked far off the road giving ultimate privacy. This home seamlessly blends elegance, comfort, and convenience. A rare opportunity for luxurious living in one of Nashville’s most coveted areas.

5432 Granny White Pike, Brentwood

$280,000

2 Beds ⋅ 2 Baths ⋅ 3319351 MLS ⋅ ACTIVE Status ⋅ 0.01 Acres ⋅ 37027 Zip Code

Welcome to 719 Fox Ridge Dr. in the heart of Brentwood! This well-maintained 2-bedroom, 1.5-bath townhome offers 1,116 square feet of comfortable, low-maintenance living in one of Middle Tennessee's most desirable locations. Step inside to find a bright, inviting interior with newer windows and a functional layout designed for everyday living. The kitchen comes fully equipped, with all appliances conveying, making this home truly move-in ready. The HVAC system and water heater have both been updated in recent years, providing added peace of mind. Enjoy the convenience of an HOA that covers all exterior maintenance, allowing you to spend more time enjoying everything Brentwood has to offer. Whether you're a first-time buyer, downsizing, or looking for an investment in a prime location, this home checks all the boxes. Ideally located just minutes from shopping, dining, parks, and major interstates, you'll have easy access to both Brentwood and Nashville while enjoying the benefits of a highly sought-after community. Don't miss this opportunity to own an affordable home in Brentwood for $280,000! Up to 1% lender credit on the loan amount when buyer uses Seller's Preferred Lender.

719 Fox Ridge Dr, Brentwood

$1,595,000

4 Beds ⋅ 4 Baths ⋅ 3312645 MLS ⋅ ACTIVE Status ⋅ 1.1 Acres ⋅ 37027 Zip Code

Priced under the 2023 purchase price for immediate value and equity. Come see the best value in Brentwood today! Seclusion without the sacrifice — privacy without the commute. Set on just over an acre in the rolling hills of Brentwood, this fully renovated home offers more than 4,300 square feet of light-filled living, surrounded by mature trees that create a rare sense of privacy just minutes from everything. Renovated from floor to ceiling in 2022, the home includes a new roof, HVAC, and updated mechanicals, delivering true move-in-ready living with long-term peace of mind. The kitchen is anchored by premium Monogram appliances and opens into generous living and entertaining spaces designed for both everyday use and hosting. The layout offers flexibility with four bedrooms and four full baths, thoughtfully distributed across both levels — ideal for guests, multigenerational living, or private work-from-home setups. Each bedroom features custom closets and well-considered finishes. The finished lower level provides an additional living area perfect for a media room, recreation space, or private retreat. The backyard has been shaped to create usable outdoor space while maintaining the natural setting, offering a balance of function and privacy that’s increasingly hard to find in this area. Located minutes from Radnor Lake, Maryland Farms, and Green Hills, with easy access to shopping, dining, and daily conveniences. No HOA. Ask about our preferred lender incentives, offering up to 1% of loan amount toward closing costs.

5622 Hillview Dr, Brentwood

$240,000

1 Beds ⋅ 1 Baths ⋅ 3298156 MLS ⋅ ACTIVE Status ⋅ 0.02 Acres ⋅ 37027 Zip Code

Welcome home! A cozy fireplace welcomes you into the living room of this second floor condo nestled in the heart of Brentwood. Expect beautiful flooring and an abundance of natural light throughout. You’ll find butcher block counter tops in the kitchen and the master bedroom features a walk-in closet. This property is the perfect combination of affordability and proximity with shopping, restaurants, and I-65 just moments away. A short drive will bring you to both Downtown Nashville and Radnor Lake. The Brentwood Trace community also offers an in-ground pool and clubhouse.

5815 Brentwood Trce, Brentwood

$2,450,000

4 Beds ⋅ 5 Baths ⋅ 3276580 MLS ⋅ ACTIVE Status ⋅ 1.54 Acres ⋅ 37027 Zip Code

Tucked away at the end of a quiet cul-de-sac in coveted Forest Hills, this gated architectural retreat offers the rare combination of complete privacy and effortless access to Nashville’s finest amenities. Backing to a wooded hillside and neighboring Richland Country Club, the home feels like a secluded escape while remaining minutes from Green Hills, Belle Meade, and Brentwood.Recently updated with exceptional attention to detail, the residence blends timeless craftsmanship with modern sophistication. A dramatic spiral staircase, glass doorknobs, rich hardwood floors, soaring ceilings, custom coffered millwork, and walls of windows create a stunning sense of warmth and connection to the surrounding landscape. The open floor plan is designed for both everyday living and elegant entertaining, flowing seamlessly to expansive outdoor spaces featuring multiple gathering areas, a sparkling pool, large deck, and a private guest house. Surrounded by nature, these spaces offer a true resort-like retreat for relaxing or hosting guests. The chef’s kitchen showcases marble countertops, premium appliances, an oversized island, and an expansive dining area. A screened porch provides the perfect setting for morning coffee or evening gatherings while enjoying the peaceful wooded views. The main-level primary suite is a private sanctuary with serene views, access to the upper deck and hot tub, and a calming connection to nature. Upstairs, three spacious bedrooms, a Jack-and-Jill bath, powder room, large loft, and flexible bonus room provide exceptional space for family, guests, or a home gym/media room. A Juliet balcony and additional walls of windows continue the home’s breathtaking indoor-outdoor connection.The detached guest house offers a living area, wet bar, full bath, and flexible office or bedroom space—ideal for guests, multigenerational living, or a private retreat.

1244 Cliftee Dr, Brentwood

$799,900

3272218 MLS ⋅ ACTIVE Status ⋅ 0.68 Acres ⋅ 37027 Zip Code

Tear down and built your own, or remodel this 1942 cottage! This lot is situated on the corner of Old Hickory and River Oaks Rd. Home is listed in Residential MLS #3171577

1307 Old Hickory Blvd, Brentwood

$1,500,000

3 Beds ⋅ 4 Baths ⋅ 3263958 MLS ⋅ ACTIVE Status ⋅ 1.01 Acres ⋅ 37027 Zip Code

This French Revival at 5430 Camelot Road has long been known as one of the area’s most distinctive private retreats. Now ready for its next owner, it delivers effortless living that makes every day feel like a getaway. Step through the striking entry and the home opens with light. Seven sets of Energy Star French doors—newly installed—flood the interiors and overlook the 20' × 40' Roman pool. A private greenhouse and layered outdoor spaces of perennial butterfly gardens complete the backdrop. The Great Room is an expansive, free-flowing space that merges den, dining, designer wet bar, walk-in pantry, and a serious kitchen into one seamless entertaining zone. Granite counters, a brand-new LG Smart double oven, Viking cooktop, and generous storage make it as functional as it is impressive.The primary suite is pure retreat. A zen-inspired two-person shower anchors the spa-like bath, joined by double sinks, a room heater, heated towel bar, abundant storage, and two closets—an 11' × 16' in-bath closet built for the wardrobe enthusiast, plus a second 6' × 6' walk-in with wall safe. Secondary bedrooms each enjoy updated en-suite baths (one with a tub) and efficiently planned closets. A flex room off the kitchen easily adapts to whatever you need. One bay of the two-car garage was previously a fully sound-insulated recording studio—ready to remain or revert with minimal effort. Architectural details include a rare Mansard-style roof with Dutch siding, finished wood, marble, and LVP flooring throughout, marble bath floors, granite in the kitchen and primary bath, and marble in the secondary baths. Washer/dryer, piano and craft table remain. (The outdoor DCS grill is currently non-functional.) Achosa One-Year Home Warranty (Prime Plan w/pool coverage, valued at $875). Recently appraised at $1.56M. This is the rare home that feels both storied and completely ready for its next chapter. Come see why they call it Hollywood Hills.

5430 Camelot Rd, Brentwood

$2,399,000

5 Beds ⋅ 5 Baths ⋅ 3263458 MLS ⋅ ACTIVE Status ⋅ 1.12 Acres ⋅ 37027 Zip Code

Welcome to your beautiful Brentwood retreat with newly completed upgrades throughout! Nestled on 1.12 acres in the highly desirable Radnor Glen neighborhood, and just a stone’s throw from both Radnor Lake and Richland Country Club, this immaculate home offers a perfect blend of luxury and comfort with stunning views. Once inside you’ll find a sun-drenched open floor plan and soaring ceilings with fresh paint & refinished hardwood floors throughout, highlighted by a refreshed master suite featuring new carpet, upgrades in the primary bathroom, and private access to an expansive screened-in porch. The main floor also offers a gourmet kitchen, 2-story family room, vibrant south-facing sunroom, updated laundry room, dedicated wellness room with built-in sauna, and a large private office. Upstairs offers three spacious bedrooms, two full bathrooms, and walk-in storage. The fully-finished lower level has just been renovated down to the studs and includes a large home gym, additional living space, full bathroom, kitchenette/wet bar as well as a huge 3-car garage with a storm shelter, built-in safe, and a dumbwaiter. Outside features a newer roof (April 2024), mature trees, lush landscaping and thoughtfully designed terraces that provide large, flat lawn spaces for all types of recreational activities. Conveniently located near many of the local private schools, including BA, FRA, CPA, and more. Come experience this truly unique home that perfectly balances the tranquility of nature’s surroundings with the conveniences of in-town living.

1112 Radnor Glen Dr, Brentwood

$5,950,000

6 Beds ⋅ 10 Baths ⋅ 3245727 MLS ⋅ ACTIVE Status ⋅ 1.32 Acres ⋅ 37027 Zip Code

Premiere location. Unrivaled views. Modern luxury. Endless nature. The Utmost Privacy. Welcome to 1701 Woodsong. Set atop a lush private drive in one of Nashville’s most thoughtfully designed, beautifully landscaped communities, don't miss this one-of-a-kind modern oasis. Woodsong’s floor to ceiling windows offer peaceful hilltop views of the stunning Tennessee foliage & sunsets. Location is paramount offering access to shopping, dining, health/wellness & numerous educational options. Just steps from the neighborhood trail, nearby parks & Richland Country Club yet also a quick 20 minutes to the airport & all of Nashville. With a striking presence & impeccable craftsmanship, every detail of the home was curated with purpose. From the 1" windows, 2” countertops, transparent foyer & posh 2-tier sundeck with sand bottom pool, no element was overlooked. Whether you’re spending time in the family/entertainer's kitchen (dual sinks/dishwashers) or in the serene outdoor spaces, the options are effortless. Enjoy the main level primary wing with dual baths or head to the upper/lower levels with five additional bedrooms. Don’t miss the generous office suite(s), dual bonus rooms, inspiring glass gym, dual laundries & bonus kitchenette. Additional highlights include an elevator, an EV charger, a driveway built for 6 vehicles, tropical sun deck with pool, abundant storage & a storm safe area. This home is designed for today's ever-evolving lifestyle. At the end of the day, life should be easy like 1701 Woodsong. HOA includes clubhouse, trails and neighborhood common ground maintenance.

1701 Woodsong Dr, Brentwood

$425,900

2 Beds ⋅ 2 Baths ⋅ 3251073 MLS ⋅ ACTIVE Status ⋅ 0.02 Acres ⋅ 37027 Zip Code

Beautifully renovated condo in sought after location. (2) minutes from I65, Target, Kroger, etc. Two suites. One on main level and one on lower level. Main level has all day to day living including kitchen fully open to family room with gas fireplace and dining area. Tons of storage throughout unit. Engineered hardwoods throughout with a freshly carpeted bonus room on upper level. Bonus room great for TV hangout space or in-home gym. Abundant light into unit with skylight in foyer. (2) assigned parking spaces right in front of residence.

259 Glenstone Cir Unit #83, Brentwood

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