5 Bedroom Homes for Sale in Brentwood, TN

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Welcome to your dedicated resource for 5 bedroom homes for sale in Brentwood, TN. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Brentwood, TN agent, Team Romines specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 5 Bedroom Homes for Sale in Brentwood, TN

$994,900

5 Beds ⋅ 4 Baths ⋅ 3234846 MLS ⋅ ACTIVE Status ⋅ 0.47 Acres ⋅ 37027 Zip Code

Perfectly positioned in a sought-after Brentwood location, this distinctive home offers character, space, and incredible potential to create something truly special. Vaulted ceilings and an abundance of windows fill the home with natural light, highlighting the newly refinished hardwood floors throughout the main level and the updated lighting that adds a fresh, modern touch. The renovated Kitchen is both stylish and functional, complemented by an updated pantry and beautifully refreshed bathrooms on the main and upper levels. The walk-out basement expands the living possibilities with a spacious Primary Suite featuring a cozy fireplace, generous bath, and numerous closets, creating an ideal private retreat for an older child, extended family member, or roommate living arrangement. Two additional rooms offer exceptional flexibility and would make wonderful spaces for a music room, dance studio, exercise room, or home office. Outdoors, the expansive two-tiered deck overlooks mature trees and peaceful lake views, creating the perfect setting to relax, entertain, or simply enjoy the natural surroundings. Far from a cookie-cutter design, this home is filled with personality, versatility, and endless opportunity to make it your own showpiece. Great Location with shops and restaurants just down the street and Windy Hill Park on Old Smyrna Rd. nearby!

5509 Cottonport Dr, Brentwood

$3,300,000

5 Beds ⋅ 5 Baths ⋅ 3231652 MLS ⋅ ACTIVE Status ⋅ 1.64 Acres ⋅ 37027 Zip Code

A private resort inspired retreat thoughtfully customized and continuously updated to offer effortless luxury and exceptional livability, designed to blur the lines between indoor and outdoor living nearly every room opens directly to the stunning pool and outdoor entertaining spaces, creating a seamless connection to the home serene surroundings. The resort style backyard serves as the heart of the property featuring a sparkling pool expansive lounge areas and a beautifully appointed guest house nestled against a peaceful natural backdrop. Whether hosting gatherings or enjoying quiet mornings the setting feels worlds away while remaining close to everything Nashville has to offer. Inside the home offers remarkable flexibility with multiple living areas dedicated office spaces ideal for today's work at home lifestyles, private home gym, generous entertaining spaces are balanced by comfortable everyday living all finished with custom details and timeless design throughout. A rare opportunity to own a turnkey sanctuary where luxury, functionality and resort style living come together in perfect harmony.

238 Pelham Dr, Brentwood

$1,899,000

5 Beds ⋅ 6 Baths ⋅ 3231645 MLS ⋅ ACTIVE Status ⋅ 0.25 Acres ⋅ 37027 Zip Code

Exclusive financing opportunities: preferred lender incentive 1% towards closing! Inquire for details. Welcome to 506 Stonewall Way, the newest edition at the new Stonewall Development in Brentwood with Sophisticated Luxury, Rare Expansive Yard Space, and an Unbeatable Location. This newly constructed masterpiece offers a perfect balance of comfort, style, and functionality just 12 minutes from Downtown Nashville and moments to Brentwood’s best shopping and dining. Step inside through a striking pivot front door and immediately feel the warm elegance of white oak hardwoods, designer lighting, and curated quartz surfaces throughout. The chef’s kitchen is a showpiece with panel-ready fridge and freezer, custom cabinetry, and generous storage that is ideal for everyday living and effortless entertaining. The light-filled main floor is an open kitchen/living setup with a recessed entertainment area with wetbar and access to the highly functional backyard oasis through accordion doors that open entirely, making the indoor/outdoor living dream a reality. The expansive primary suite is a sanctuary unto itself, boasting a spa-inspired bath with luxurious finishes and an oversized custom closet. Designed with convenience and lifestyle in mind, the home features the primary bedroom suite and office on the main level, additional office and 4 other bedrooms and a bonus room on the second level, and huge bonus/flex area on the 3rd floor. Whether you’re hosting in your open living area, relaxing in your serene backyard, or enjoying the easy commute to Nashville or Franklin, every detail has been crafted for refined, modern living. Gated community.

506 Stonewall Way, Brentwood

$3,563,790

5 Beds ⋅ 7 Baths ⋅ 3231277 MLS ⋅ ACTIVE Status ⋅ 0.6 Acres ⋅ 37027 Zip Code

Introducing your dream home by Insignia Homes! This stunning 5-bedroom, 5-full bath residence features an additional 2 half baths and a spacious 3-car garage, all within an expansive 5,869 sq. ft. layout. Enjoy the luxury of a huge backyard, perfect for entertaining or adding your own private pool oasis. Experience the perfect blend of elegance and comfort in this exceptional property!

1707 Southwick Dr, Brentwood

$3,585,000

5 Beds ⋅ 7 Baths ⋅ 3229413 MLS ⋅ ACTIVE Status ⋅ 0.92 Acres ⋅ 37027 Zip Code

Exquisite French Provincial-inspired estate built by Legends Homes in 2017, situated on nearly an acre in the highly sought-after Annandale neighborhood. Blending executive luxury with a warm, relaxed lifestyle, this exceptional residence offers elegant living spaces and thoughtfully designed amenities throughout. The main level features an owner’s suite, private guest suite (currently the gym), dedicated office/study, and a dream chef’s kitchen with luxury Thermador appliances, walk-in pantry, butler’s pantry, and a centrally located bar perfect for entertaining. Premium finishes include Visual Comfort lighting, Newport Brass sinks and faucets, and Waterworks hardware throughout the main level. Seamless indoor-outdoor living awaits on the covered porch with fireplace and automatic roll-down screens. Upstairs, you'll find three spacious ensuite bedrooms, a large bonus room with wet bar, and a dedicated media room. The resort-style backyard is truly a 10 out of 10, showcasing a stunning pool and spa, fire pots, fire pit, sun shelf, and a private wooded backdrop with breathtaking northern views. With countless custom features and impeccable craftsmanship throughout, this remarkable Annandale residence offers the very best of Brentwood luxury living. Verifiable proof of funds or pre-approval letter is required prior to confirming any showing appointment.

206 Jones Pkwy, Brentwood

$2,100,000

5 Beds ⋅ 7 Baths ⋅ 3226529 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 1.26 Acres ⋅ 37027 Zip Code

FEATURING STUNNING UPDATES AND PRICED TO SELL! In the exclusive Highlands of Belle Rive, 537 Grand Oaks Drive has been refreshed throughout, presenting a pristine estate that rises above the rest—offering the pinnacle of Brentwood luxury and design. This remarkable 6,605-square-foot residence features five bedrooms, five bathrooms, and two half baths, perfectly suited for refined living. The home showcases ALL NEW hardwood flooring and plush carpeting, along with fresh paint and updated baseboards that create a crisp, cohesive, and modern finish. Comfort and efficiency are elevated with a BRAND NEW HVAC system and a NEW washer and dryer, adding everyday convenience to its elevated design. Each bathroom has been stylishly refreshed with updated fixtures, modern vanities, and contemporary finishes. A grand two-story entryway leads into light-filled living, dining, and formal spaces that balance elegance with comfort. The updated kitchen flows seamlessly to the screened-in porch overlooking the heated saltwater pool—an ideal setting for entertaining and relaxation. The main-level primary suite offers a tranquil retreat with a spa-inspired bath, while a fenced backyard provides privacy and practicality. The lower level offers flexible living quarters for guests or in-laws plus abundant storage, and includes a four-car garage with an electric vehicle charging station for added convenience. Upstairs, a private library provides a quiet retreat. Nestled on a beautifully landscaped street, this fully renovated estate embodies elevated Brentwood living at its finest.

537 Grand Oaks Dr, Brentwood

$4,692,000

5 Beds ⋅ 7 Baths ⋅ 3225248 MLS ⋅ ACTIVE Status ⋅ 1.27 Acres ⋅ 37027 Zip Code

Discover the ultimate in luxury living, meticulously designed for those who demand nothing but the best. Nestled in the coveted Windstone community with breathtaking Tennessee hillside views, this home offers a functional layout with no wasted space. The main level features two bedrooms, including a lavish primary suite with two luxurious baths off the master bedroom and a convenient planning center with laundry. The heart of the home is the chef’s kitchen, equipped with high-end appliances, double islands, and a pot filler, seamlessly connecting to a spacious dining area and wet bar. The main level also boasts a great room and family room, both offering direct access to the kitchen, along with a private study featuring French doors, built-in cabinetry, and a wood-trimmed ceiling. Step outside to enjoy the expansive outdoor living area with a screened-in patio and an adjacent patio. Designer finishes, tray ceilings, luxury light fixtures, and hardwood floors throughout enhance the home’s sophisticated ambiance. Upstairs, a turret with a winding staircase leads to additional spaces designed for entertainment and relaxation. The massive media room offers a spacious seating area, wet bar, game table nook, and built-in office space. A versatile bonus room completes this level, providing endless possibilities for customization. The home’s grand entrance, surrounded by well-manicured landscaping, features a wide driveway that accommodates guest parking and a grand staircase for an impressive welcome. Located within a prestigious gated community, this home combines timeless elegance with modern conveniences. Every detail has been carefully curated to create a one-of-a-kind residence that you’ll be proud to call home.

822 Windstone Blvd, Brentwood

$1,349,900

5 Beds ⋅ 4 Baths ⋅ 3216555 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 0.41 Acres ⋅ 37027 Zip Code

Welcome to this beautiful 4,151-square-foot all-brick home nestled in an upscale gated community surrounded by rolling hills and a championship golf course. Designed for both everyday comfort and elegant entertaining, this spacious residence features an open-concept great room with soaring vaulted ceilings, a formal dining room, and a bright breakfast nook that flows seamlessly into the expansive kitchen. A convenient butler’s pass adds both charm and functionality. The thoughtfully designed floor plan includes a sunken media room, perfect for movie nights and game-day gatherings, along with an 11' x 11' private office ideal for working from home. Generous living spaces create a warm and inviting atmosphere throughout. Step outside to enjoy the private backyard, complete with a brick patio and mature trees that provide beauty and privacy year-round. The three-car garage offers ample storage and convenience. Residents enjoy exceptional community amenities including a swimming pool, tennis courts, pickleball courts, playground, and the security and exclusivity of gated living. This spacious home offers the perfect blend of comfort, space, privacy, and resort-style amenities in one of the area's most desirable neighborhoods.

13 Ironwood Ln, Brentwood

$2,450,000

5 Beds ⋅ 7 Baths ⋅ 3216410 MLS ⋅ ACTIVE Status ⋅ 0.71 Acres ⋅ 37027 Zip Code

Tucked inside the highly sought-after Highlands of Belle Rive in Brentwood, this stately all-brick residence offers an exceptional blend of space, comfort, and thoughtful updates. Boasting over 6,000 sf, this beautifully maintained home features 5 spacious bedrooms, including a primary suite on the main level, office,along with 5 full baths & 2 half baths designed for both everyday living and effortless entertaining. Inside, you’ll find generous walk-in closets, abundant storage, and custom built-ins throughout. The home is adorned by three fireplaces—two gas and one wood-burning—adding charm and versatility to multiple living spaces. Recent renovations include updated bathroom sinks, countertops, toilets, and stylish light fixtures, along with new exterior lighting that enhances curb appeal. The home has been meticulously cared for, featuring a new roof installed in August 2020, followed by new gutters with gutter guards, and a freshly painted exterior. Newer windows makes for more efficient utility costs. A partially finished basement provides flexible space for recreation, hobbies, or future expansion. Step outside to enjoy a large new deck overlooking a peaceful, wooded backyard offering both privacy and a perfect setting for gathering or quiet mornings. Situated on a .70-acre lot, the property also includes a 3-car garage. Adding even more value and peace of mind, the home has been continuously covered by a transferable Sears Home Warranty. To make the transition effortless for the next owner, the seller has gone the extra mile—windows have been professionally cleaned, tile has been steam cleaned, and carpets have been freshly cleaned, making this home truly and easy choice. This is a rare opportunity to own a beautifully updated, well-maintained home in one of Brentwood’s most coveted communities. Tucked inside the highly sought-after Highlands of Belle Rive in Brentwood, this stately all-brick residence offers an exceptional blend of space,

512 Grand Oaks Dr, Brentwood

$4,750,000

5 Beds ⋅ 7 Baths ⋅ 3214109 MLS ⋅ ACTIVE Status ⋅ 0.91 Acres ⋅ 37027 Zip Code

Thoughtfully curated with an elevated organic-modern aesthetic, this exceptional residence blends timeless architecture with richly layered designer finishes. Custom white oak cabinetry, antique brass hardware, dramatic stone selections, bespoke lighting, and artisan-inspired details create a home that feels both refined and deeply livable. The chef’s kitchen is anchored by a professional-grade appliance suite, oversized island, scullery pantry, and custom bar, while the luxurious primary retreat offers a spa-quality bath, dual custom closets, and vaulted architectural detailing. Exceptional indoor-outdoor living with covered porch, outdoor kitchen, and resort-style pool.

1621 Rosebrooke Dr, Brentwood

$1,525,000

5 Beds ⋅ 6 Baths ⋅ 3208385 MLS ⋅ ACTIVE Status ⋅ 0.47 Acres ⋅ 37027 Zip Code

Welcome to this stunning traditional estate in the heart of Brentwood, nestled in sought-after Williamson County. Offering over 4,300 square feet of beautifully designed living space, this 5-bedroom, 5.5-bath residence perfectly blends timeless charm with modern comfort. From the moment you enter, you’ll appreciate the classic architectural details, warm finishes, and thoughtfully designed floor plan ideal for both everyday living and elegant entertaining. The main level features two spacious bedrooms and two full baths, providing convenience and flexibility for guests or multi-generational living. The expansive primary suite offers a private retreat with a spa-inspired bath and generous walk-in closets. Upstairs, you’ll find three additional bedrooms, each with its own bath, along with a versatile bonus room perfect for movie nights or a playroom. A dedicated office and a separate workout room create ideal spaces for working from home and maintaining an active lifestyle. The heart of the home opens to a private, oversized patio complete with a cozy outdoor fireplace — the perfect setting for relaxing evenings or hosting gatherings — all while overlooking the breathtaking rolling hills of Tennessee. Additional highlights include a spacious 3-car garage, abundant storage, and beautifully appointed living areas filled with natural light. Experience refined Southern living in one of Middle Tennessee’s most desirable communities — where privacy, space, and scenic views come together seamlessly.

9514 Glenfiddich Trce, Brentwood

$1,699,000

5 Beds ⋅ 6 Baths ⋅ 3190590 MLS ⋅ ACTIVE Status ⋅ 0.72 Acres ⋅ 37027 Zip Code

New AMAZING price!! More than $300k under appraisal! Thoughtfully designed floorplan with lots of flexibility for a single family or a multi-generational family. Classic weeping mortar brick exterior and lots of fresh paint on the interior. Dramatic study with a 12-foot ceiling and hardwood flooring throughout the main living areas. The kitchen features a gas stove, warming drawer and newer KitchenAid appliances. The spacious bonus room is located just steps away from the Kitchen. Lots of additional main level living with a gathering room adjacent to the kitchen and a living room, both w/ fireplaces. The living room has bookcases & a 19-ft ceiling. Primary suite is conveniently located on the main level & offers plantation shutters, dual vanities with granite countertops, two walk-in closets, a soaking tub & a separate glass-enclosed shower. Upstairs, you’ll find three additional bedrooms, all with en-suite baths. The basement offers lots of fabulous space and incredible options, whether used as additional living space or transformed into an in-law suite. There are custom sliding doors for privacy, a full bath with a beautifully tiled sink, a kitchenette, & direct access to a covered porch & the garage. Wine enthusiasts will appreciate the dedicated wine cellar. The three-car garage is complete with extra space for storage or workshop. Significant updates include a brand-new roof, HVAC systems replaced in 2023 & 2025, & water heaters updated in 2017. Private, flat backyard is beautifully landscaped, irrigated & perfectly suited for a future pool. The neighborhood pool & playground are just steps away. Charming neighborhood with roundabouts and generously sized homesites.This home was custom built by builder Steve Cates. Amazing location with convenient access to the greenway at Primm Park, I-65, & all the shopping, dining, & amenities of Cool Springs. An exceptional value and fabulous opportunity to imagine all the possibilities in this Brentwood home!

1716 Montclair Blvd, 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.

5 Bedroom Homes for Sale in Brentwood, TN

All 5 Bedroom Homes for Sale in Brentwood, TN

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