Brentwood Homes with Woodland Middle School Junior High School

Welcome to Brentwood, Tennessee, a charming suburb nestled in the heart of Williamson County. Known for its picturesque landscapes, Brentwood offers a perfect blend of suburban tranquility and urban convenience. With its lush parks, top-notch amenities, and a strong sense of community, it’s no wonder that Brentwood is one of the most sought-after places to live in the Nashville metropolitan area.

One of the standout features of Brentwood is its commitment to education, making it an ideal location for families. Homes in this vibrant community are served by the highly regarded Williamson County School District, which includes the esteemed Woodland Middle School. This junior high school is renowned for its dedicated faculty, innovative programs, and a supportive environment that fosters academic excellence and personal growth. Parents can rest easy knowing their children are receiving a top-tier education in a nurturing setting.

Brentwood's real estate market boasts a diverse array of homes, from charming single-family residences to luxurious estates, catering to various tastes and budgets. Many properties are conveniently located near schools, parks, and shopping areas, ensuring that everything you need is just a stone's throw away. The community’s commitment to maintaining green spaces and recreational facilities enhances the quality of life, making it a wonderful place to raise children.

Whether you’re drawn to the friendly atmosphere, the excellent schools, or the beautiful homes, Brentwood, TN, is a delightful place to call home. Explore the opportunities that await you in this vibrant community and discover your dream home today!

Newest Brentwood Homes with Woodland Middle School Junior High School

$2,599,000

4 Beds ⋅ 7 Baths ⋅ 3519030 MLS ⋅ COMING SOON / HOLD 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

$5,500,000

3518949 MLS ⋅ ACTIVE Status ⋅ 49.49 Acres ⋅ 37027 Zip Code

Build your own private oasis on 49.49 acres within minutes to Cool Springs and Downtown Nashville! One or two estate homes could be built w/current easement that's in place. Property currently has green belt taxes and is in a conservation easement.

Dartmouth Dr, Brentwood

$5,500,000

3518950 MLS ⋅ ACTIVE Status ⋅ 50 Acres ⋅ 37027 Zip Code

Build your own private oasis on 50 acres within minutes to Cool Springs and Downtown Nashville! One or two estate homes could be built w/current easement that's in place. Property currently has green belt taxes and is in a conservation easement.

Dartmouth Dr, Brentwood

$11,000,000

3518952 MLS ⋅ ACTIVE Status ⋅ 99.49 Acres ⋅ 37027 Zip Code

Build your own private oasis on 100 acres within minutes to Cool Springs and Downtown Nashville! One or two estate homes could be built w/current easement that's in place. Property currently has green belt taxes and is in a conservation easement.

Dartmouth Dr, Brentwood

$2,599,999

6 Beds ⋅ 8 Baths ⋅ 3510999 MLS ⋅ ACTIVE Status ⋅ 0.41000000000000003 Acres ⋅ 37027 Zip Code

A custom Grove Park build on a quiet cul-de-sac inside The Governors Club, Brentwood's guard-gated Arnold Palmer golf community. Just over 8,000 finished square feet on a lush, private lot, with a new roof (2025) and a main level built for true single-floor living — primary suite plus a guest suite, each with a full bath. The chef's kitchen opens to generous living and dining space, with hardwood floors, multiple fireplaces, and two bonus rooms that flex to whatever you need. Two screened porches extend the season outdoors, one with a wood-burning fireplace. The walkout lower level handles the entertaining: wine cellar, media room, exercise room, and recreation space with step-free access to the backyard. Professional landscape lighting and programmable year-round exterior lighting carry the curb appeal past sunset. Three-car garage. Zoned Crockett Elementary, Woodland Middle, and Ravenwood High. Golf, tennis, pool, and clubhouse dining available through Governors Club membership.

9 Winged Foot Pl, Brentwood

$2,299,000

5 Beds ⋅ 6 Baths ⋅ 3516314 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. Exterior freshly painted in Summer 2025. 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

$4,249,900

6 Beds ⋅ 8 Baths ⋅ 3515183 MLS ⋅ ACTIVE Status ⋅ 0.75 Acres ⋅ 37027 Zip Code

Exquisite Luxury Awaits! Nestled in the heart of the prestigious Primm Farm community, this breathtaking custom home by Award-Winning Arnold Homes is the pinnacle of elegance and comfort. From the moment you arrive, the porte-cochère with striking stone elements sets the tone for the grandeur within. Step inside and be captivated by the curved staircase while the open formal dining room and private office with a French door creates an inviting yet sophisticated ambiance. The heart of the home is the expansive kitchen and gathering room, seamlessly flowing into an outdoor oasis - a screened porch with a stone fireplace, separate grilling station, and private pool bath overlooking the resort style pool with tanning ledge and hot tub - perfect for unforgettable moments with family and friends. At day’s end, retreat to the Primary Suite, a haven of tranquility with spa-inspired features and an oversized custom closet. A guest suite on the main level ensures comfort for visitors, while the upper and lower utility rooms, a bonus room, and a separate media room offer endless versatility. With six spacious bedrooms, including a private-access suite from the single car garage, this home is designed for both luxury and practicality. Every detail reflects the superior craftsmanship and timeless elegance that define Primm Farm’s finest homes. A rare opportunity to own a masterpiece - welcome home!

8104 Turning Point Dr, Brentwood

$1,449,000

5 Beds ⋅ 6 Baths ⋅ 3514624 MLS ⋅ ACTIVE Status ⋅ 0.34 Acres ⋅ 37027 Zip Code

One of the best values in Brentwood! Zoned for highly sought-after Ravenwood High School and conveniently located near I-65, the airport, shopping & dining, this 6,400 sq. ft. all-brick home offers exceptional space and versatility. The main level features an owner's suite with a beautifully renovated bath, plus a second en suite bedroom ideal for guests or multigenerational living. An oversized family room with a built-in bar sets the stage for entertaining, movie nights, and game days. Extensive millwork, custom built-ins, and an integrated audio system add warmth and character throughout. Upstairs, you'll find three additional bedrooms, including an en suite, along with substantial unfinished walk-in storage ready for future expansion. The finished walk-out basement is truly a home within a home, with step-free access directly from the driveway and garage, a full bath, kitchenette, multiple living areas, and fitness room ideal for extended family, guests or home office. Additional unfinished basement space offers more flexibility, making an ideal workshop, craft room, recording studio, or storage area to suit your needs. Recent updates include newly refinished solid hardwood floors, a new roof, and three new HVAC systems. The expansive screened porch is a true standout, filling the space with natural light while overlooking a beautifully landscaped backyard and built-in fire pit, irrigation system, and exterior landscape lighting. The three-car garage features epoxy flooring and is pre-wired for an EV charger. Enjoy Fountainbrooke amenities including a neighborhood pool and walking trails. Space, updates, location and value-this Brentwood home has it all! Sellers are receptive to reasonable offers and invite interested buyers to take advantage of this opportunity by submitting their highest and best offer.

330 Fountainbrooke Dr, Brentwood

$3,475,000

5 Beds ⋅ 6 Baths ⋅ 3513523 MLS ⋅ ACTIVE Status ⋅ 0.67 Acres ⋅ 37027 Zip Code

Set on a premier homesite with fairway frontage on the second hole, this fully renovated home seamlessly blends luxury, comfort, and functionality. Every detail has been thoughtfully elevated, featuring all new flooring, designer lighting, fresh interior and exterior paint, and beautifully updated bathrooms with new vanities, fixtures, and heated toilets in both the primary suite and basement. The main living areas are enhanced by an enlarged fireplace, custom dining room trim, and added storage including a spacious coat and shoe closet. The completely reimagined kitchen is a true showpiece, boasting marble countertops, a custom designer hood sourced from Chicago, Sub-Zero refrigeration, Thermador appliances, dual spice cabinets, and a plumbed coffee station. An elevator services all three levels, adding everyday convenience. The upper-level attic has been transformed into a private, versatile retreat ideal as a sixth bedroom, office, or studio, complete with a full bath, fireplace, bar, and custom Murphy door bookcases. Featuring nearly 1,000sf of unfinished space. The fully renovated lower level is an exceptional guest retreat, featuring a double-sided fireplace, refined kitchenette with quartz countertops, two bedrooms, a theater room, and walk-out access to the back patio for seamless indoor-outdoor living. Major updates include a roof replaced in 2024, new gutters, updated HVAC systems, a new tankless water heater and a whole-home generator. Outdoor spaces have been refreshed with a refinished patio, updated front entry and deck, and a private setting backing to the golf path with no future neighbor to one side. Additional highlights include a Vantage lighting system, EV charger, new basement windows, and all appliances remaining. This is a rare opportunity to own a meticulously upgraded home in an exceptional setting.

217 Governors Way, Brentwood

$2,190,000

5 Beds ⋅ 7 Baths ⋅ 3512484 MLS ⋅ ACTIVE Status ⋅ 0.5700000000000001 Acres ⋅ 37027 Zip Code

Located in Brentwood's highly desirable Traditions community and zoned for Ravenwood High School, this exceptional residence combines timeless design, luxurious finishes, and everyday functionality. The main-level owner's retreat offers a private sanctuary complete with a spa-inspired bath featuring a freestanding soaking tub, an oversized walk-through shower, and an expansive walk-in closet. A private guest suite with a full bath provides comfortable accommodations for visitors, while a dedicated study and an inviting family room with exposed wood beams create warm and sophisticated living spaces. Designed for both entertaining and daily living, the chef's kitchen features a large center island, premium finishes, a fully equipped working pantry, and an additional walk-in pantry. Just beyond the main living area, a covered porch with a gas fireplace overlooks tranquil, tree-lined green space, creating the perfect setting for relaxing or gathering with family and friends. Upstairs, three generously sized bedroom suites each include their own private baths. A spacious game room with a wet bar opens to a second-story covered porch, while a dedicated media room with sliding barn doors provides the ideal space for movie nights and entertaining. Perfectly positioned on a coveted corner lot at the end of a quiet cul-de-sac, the property also includes a fenced backyard and full-yard irrigation. This is a rare opportunity to enjoy luxury living in one of Brentwood's most sought-after communities. MLS Photo Disclosure: Some images used in this listing feature are AI-generated and are intended for illustrative purposes.

1920 Campfire Ct, Brentwood

$1,850,000

4 Beds ⋅ 5 Baths ⋅ 3510769 MLS ⋅ ACTIVE Status ⋅ 0.51 Acres ⋅ 37027 Zip Code

Rare opportunity to own a beautifully renovated, mostly ONE-LEVEL all-brick home in the heart of Brentwood, offering timeless elegance, modern updates, and an unbeatable location just a short stroll from Crockett Park. Set on a level half acre lot, this 4,174 sq ft home offers 4 bedrooms, 3 full baths, and 2 half baths. The oversized master suite features a beautifully remodeled spa-like bath complete with separate his-and-hers water closets, creating a luxurious, retreat-like atmosphere. No detail overlooked: New and refinished hardwood floors throughout (no carpet anywhere), fresh interior and exterior paint, and a fully updated kitchen with all-new stainless steel appliances. Enjoy seamless indoor-outdoor living with a glassed-in sunroom overlooking the private, tree-lined backyard. Additional premium features include a 3.5-car garage, irrigation system, central vacuum system, tankless water heater, gutter guards, powered attic vents, and professional landscape lighting. Brentwood Glen, one of Brentwood's most sought-after communities, is known for its low HOA, picturesque walking trails, mature tree-lined streets, and exceptional landscaping in a prime location just minutes from Cool Springs and I-65. In addition, for a small annual fee you can access the neighboring, Concord Hunt subdivision pool! Luxury, location, and lifestyle! This one checks every box!

9067 Fallswood Ln, 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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