Brentwood Homes with Trail(s) Community Features

Welcome to Brentwood, Tennessee—a charming suburban oasis that perfectly blends small-town warmth with big-city convenience. Nestled just a short drive from the vibrant heart of Nashville, Brentwood boasts a rich tapestry of lush landscapes, top-tier schools, and a thriving community spirit. Known for its picturesque parks and welcoming neighborhoods, Brentwood is an ideal place for families, professionals, and retirees alike.

One of the standout features of Brentwood is its extensive network of scenic trails and parks, making it a haven for outdoor enthusiasts. The city is home to several well-maintained trails that wind through beautiful wooded areas and alongside serene lakes, providing residents with ample opportunities for hiking, biking, and leisurely strolls. Imagine waking up to the sound of birds chirping, stepping outside your front door, and finding yourself just moments away from nature’s embrace.

Homes in Brentwood are designed with community in mind, often featuring charming front porches and spacious backyards that encourage neighborly gatherings and outdoor fun. Many properties are situated within communities that prioritize connectivity, offering easy access to trails that weave through the neighborhood, promoting an active lifestyle for residents of all ages.

In addition to its natural beauty, Brentwood also boasts a vibrant local scene, with delightful shops, restaurants, and cultural attractions just around the corner. Whether you’re enjoying a peaceful evening at a local café or attending a community event, you’ll quickly discover why Brentwood is not just a place to live, but a place to thrive. Come experience the charm of Brentwood, where community and nature come together in perfect harmony!

Newest Brentwood Homes with Trail(s) Community Features

$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

$2,649,990

5 Beds ⋅ 6 Baths ⋅ 3518769 MLS ⋅ ACTIVE Status ⋅ 0.6000000000000001 Acres ⋅ 37027 Zip Code

A TRUE MASTERPIECE IN ARCADIA — PRIVATE .6 ACRE IN BRENTWOOD — READY FOR MOVE IN! A total WOW from the moment you arrive, designed to impress at every turn. Step inside and experience soaring ceilings, clean architectural lines, expansive walls of windows, and open, light-filled spaces that create a seamless flow—perfectly curated for both everyday living and unforgettable gatherings. Whether entertaining a crowd or enjoying a quiet evening at home, every space is designed to elevate the experience. Enjoy game day like never before in the main-level game room and dedicated media room, designed for comfort, fun, and effortless entertaining. From watching the big game on the big screen to hosting movie nights or gathering with friends around the pool table, these spaces deliver the ultimate retreat for recreation and relaxation—right in the heart of the home. Upstairs, you’ll find three additional bedrooms, each with its own private en-suite bath, along with a second game room offering even more space for entertainment, a home gym or playroom. An incredible walk-in storage area with direct access to the one-car garage adds both convenience and future potential. A true masterpiece — this home showcases architectural excellence, sophisticated design, and flawless attention to detail, creating a home that feels both luxurious and livable. Located in a highly sought-after Brentwood corridor, ARCADIA offers a rare blend of privacy and convenience, with lush green spaces, scenic walking trails, and access to top-ranked Williamson County schools. This is more than a home—it’s a statement of modern luxury living, where design, comfort, and functionality come together in perfect harmony. Don’t miss this opportunity to own a brand-new Partners In Building home in one of Brentwood’s most desirable locations.

1835 Dartmouth Drive, Brentwood

$2,244,900

5 Beds ⋅ 6 Baths ⋅ 3515215 MLS ⋅ ACTIVE Status ⋅ 0.54 Acres ⋅ 37027 Zip Code

A new phase of homesites has been released in Arcadia offering opportunties to build an Elmsdale as well as other plans on this homesite. Located in Brentwood among rolling hills and trees, this community is zoned for Ravenwood High School. Many conveniences as well as interstate access are only ten minutes away. The Elmsdale is a favorite for its' tall ceilings and outdoor living. Home Office, Guest suite and Primary bedroom are located on the main level.

1817 Wisdom Drive, 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

$1,185,000

4 Beds ⋅ 4 Baths ⋅ 3515117 MLS ⋅ COMING SOON / HOLD Status ⋅ 0.49 Acres ⋅ 37027 Zip Code

Welcome to 2209 Brookhaven Court — a beautifully upgraded home tucked away on a private, wooded lot in the highly desirable Brookfield community of Brentwood. Situated on nearly half an acre at the end of a quiet cul-de-sac, this exceptional 4-bedroom, 3.5-bath home offers 3,361 square feet of thoughtfully designed living space with an ideal combination of comfort, privacy and entertaining potential. The main level features a spacious primary suite, dedicated home office, inviting living spaces and a beautifully updated kitchen featuring custom cabinetry, granite countertops and a large center island. Upgraded Pella windows and newer wood flooring add to the home's warmth and character, while the thoughtfully designed floor plan provides plenty of space for everyday living and entertaining. Downstairs, a dedicated theater room creates the perfect space for movie nights, complete with a high-definition projector and 7.1 Dolby Digital surround sound. Additional storage is found throughout the home, including a spacious walk-in crawl space. Step outside and discover your own private retreat. The backyard is surrounded by mature trees and features a 5-foot steel fence, hardscaped patio, outdoor fireplace and covered deck — creating an exceptional setting for morning coffee, weekend gatherings or relaxing evenings outdoors. A 3-car attached garage provides plenty of room for vehicles, storage and hobbies. Located in the established Brookfield community, residents enjoy access to two swimming pools, a clubhouse, playgrounds and miles of walking trails, all while being conveniently located near Brentwood's highly regarded schools, shopping, dining, parks and everyday amenities. Exceptional location, beautiful upgrades, private outdoor living and an impressive array of community amenities make 2209 Brookhaven Court a home you won't want to miss.

2209 Brookhaven Ct, 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

$799,900

3 Beds ⋅ 3 Baths ⋅ 3512686 MLS ⋅ ACTIVE Status ⋅ 0.26 Acres ⋅ 37027 Zip Code

Welcome to 1077 Beech Tree Lane, located in the desirable Cottonport neighborhood! Offering over 3,000 square feet, this spacious Brentwood home features hardwood floors, a formal living room and dining room, and a light-filled great room with soaring ceilings and a gas fireplace. The kitchen offers quartz countertops, stainless steel appliances, abundant cabinetry, and a large peninsula with additional seating. Upstairs, one of the guest bedrooms features its own loft, providing a unique and flexible space for an office, playroom, or additional living area. Step outside to a large deck surrounded by mature trees, creating a peaceful setting for relaxing or entertaining. Additional highlights include a two-car garage and a roof that was replaced approximately two years ago. Enjoy everything Cottonport has to offer, including a pool, tennis courts, playground, and walking trails, all while being conveniently located near Brentwood shopping and dining with easy access to I-65 and Nashville.

1077 Beech Tree Ln, Brentwood

$1,699,000

5 Beds ⋅ 8 Baths ⋅ 3512590 MLS ⋅ ACTIVE Status ⋅ 0.4 Acres ⋅ 37027 Zip Code

This custom-built Executive Home perfectly combines timeless design, thoughtful functionality, and a vibrant community lifestyle. From the arched solid-wood doors, you are welcomed by soaring ceilings, rich hardwood flooring, natural light, and fresh paint across both the main and lower levels. The main level is designed for sophisticated entertaining and everyday living, featuring a home office, a formal dining room, and a stunning great room with a gas fireplace and dramatic cathedral ceilings. Architectural beauty shines throughout, highlighted by custom moulding, classic wainscoting, refined crown molding, and premium plantation shutters on all windows. The chef's kitchen features freshly painted cabinetry and seamless flow to the expansive deck. New deck stairs provide easy access to a large, flat backyard and custom patio with a built-in firepit - perfect for roasting marshmallows and making memories after walking the neighborhood path to the community pond for catch-and-release fishing with the kids. The main-level owner’s suite provides a private retreat with new hardwood flooring and a beautifully renovated primary bath showcasing new porcelain tile throughout, a sleek glass shower surround, and updated modern hardware. Upstairs, you will find three additional bedrooms alongside a bright, versatile loft -ideal for a reading nook or study area. The fully finished lower level offers soaring ceilings and exceptional flexibility, including an open family room with a wet bar, a bedroom with a private full bath, and an additional half bath (an ideal setup for a nanny or in-law suite). A separate flex space easily functions as a media room, home gym, or a billiards room (and the pool table stays!). Premium updates ensure peace of mind, including a new roof (2023), two new HVAC units servicing the main and lower levels, brand-new smoke detectors throughout, an oversized three-car garage, and abundant storage.

9505 Wicklow Rd, 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

$2,112,900

4 Beds ⋅ 5 Baths ⋅ 3509962 MLS ⋅ ACTIVE Status ⋅ 0.46 Acres ⋅ 37027 Zip Code

This is a to be built listing of the Belterra. Home does not yet exist however can be built in the Brentwood community of Arcadia. Nestled among trees and the rolling hillsides of Brentwood, you would never know that you are 25 minutes to downtown Nashville and ten minutes to upscale shopping and dining. Zoned for highly rated Ravenwood High in Williamson county. The Belterra offers spacious and open, mostly one level living with a Game room, two bedrooms and large unfinished storage on the second level. A fifth bedroom or Media room can be added for an additional investment. Entertaining is an aspect of this home which is very much enjoyed by formal Dining and oversized casual dining spaces. Spacious yet warm Family room is located at the back of the home and is open to an inviting outdoor living area. The Family Ready room is a game changer! A Primary and Guest suite are located on the main level.

1611 Wisconsin Avenue, Brentwood

$2,190,900

8 Beds ⋅ 6 Baths ⋅ 3501384 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 37027 Zip Code

This is a to be built listing-No actual home exists. The Marabelle plan can be built upon this homesite and others in our newly released phase two of Arcadia! This floorplan is the same as our community model home which is open daily. Pricing includes homesite premium and elevation E. The Marabelle is the community model home which is open daily. Phase two of Arcadia has just been released. Chose from a variety of half acre and up homesites! Arcadia is located among the trees and hillsides of Brentwood and is zoned for Ravenwood High.

1708 Wisdom Drive, Brentwood

$2,183,900

5 Beds ⋅ 6 Baths ⋅ 3501383 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 37027 Zip Code

This is a to be built listing-No actual home exists. The Elmsley plan can be built upon this homesite and others in our newly released phase two of Arcadia! Pricing includes homesite premium and elevation E. Community sales office and model home are open daily. Phase two of Arcadia has just been released. Chose from a variety of half acre and up homesites! Please contact Susie Coles at 615-939-3666 for hours or to make a

1815 Dartmouth Drive, Brentwood

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