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238 Pelham 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

5113 W Concord Rd, Brentwood
$360,000
3228669 MLS ⋅ ACTIVE Status ⋅ 0.89 Acres ⋅ 37027 Zip Code
Rare opportunity to build your custom dream home in one of Brentwood's most sought-after neighborhoods! This perfectly positioned .89-acre wooded lot is located in the heart of Brentwood Hills in Williamson County, just 5 minutes from I-65 with easy access that avoids eastbound Concord Rd traffic. Property Highlights: NO HOA, City water and sewer at the street, Zoned for top-ranked Brentwood schools (Scales Elementary, Brentwood Middle, Brentwood High), Mature trees throughout providing privacy and natural beauty, Sloped terrain with flat building area approximately halfway up the hill, 199' x 301' lot dimensions with 198' of road frontage. Due to the grades being 25% - this makes this lot a protected hilltop. Prime Location: 5 minutes to downtown Brentwood, 7 minutes to Brentwood Middle, Brentwood High, and Brentwood Academy, 15 minutes to downtown Franklin, 20 minutes south of Nashville, 25 minutes to airport. Nestled in Brentwood Hills, adjacent to Heathrow Hills and Woodway subdivisions, near Fountainhead Subdivision Building Information: Buyers will need to contact the City of Brentwood for setback regulations and to submit building plans for approval. Bring your vision and your architect to craft a custom-designed residence that takes advantage of this wooded, elevated setting and complements this established community. Important Details: 2014 land survey available (see photos) Neighbor's driveway extends approximately 5' over property line but can be resolved with easement Heavily wooded lot - boots recommended for property walks Seller is ready to sell This is your chance to create something truly special in one of Williamson County's most desirable locations. The combination of excellent schools, convenient location, mature landscaping, and no HOA restrictions makes this an exceptional opportunity for the right buyer.

5113 W Concord Rd, Brentwood

537 Grand Oaks Dr, 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

1007a Highland Rd, Brentwood
$4,199,990
4 Beds ⋅ 7 Baths ⋅ 3226029 MLS ⋅ ACTIVE Status ⋅ 20.97 Acres ⋅ 37027 Zip Code
Welcome to one of Brentwood’s most extraordinary hidden retreats—an Old World European estate privately nestled atop nearly 21 breathtaking acres in the heart of Williamson County. Opportunities of this caliber are exceedingly rare, combining the serenity of a mountain escape with the convenience of one of Tennessee’s most sought-after locations. Beyond the gated entrance, a winding drive reveals a residence rich in character, craftsmanship, and timeless design. Inspired by the warmth and elegance of a European country manor, the home showcases reclaimed wood beams, artisan stonework, antique architectural elements, soaring ceilings, and handcrafted details that create a sense of history and permanence rarely found in newer construction. Walls of windows frame panoramic views of rolling hills, wooded valleys, and Tennessee sunsets, while multiple decks and outdoor living spaces invite you to experience the landscape from every angle. Whether enjoying morning coffee above the treetops or entertaining beneath the stars, the setting is nothing short of spectacular. The nearly 21-acre estate offers endless opportunities for outdoor recreation and exploration. Hike private trails, ride ATVs through the woods, cultivate expansive gardens, or simply enjoy the privacy and freedom that only acreage of this magnitude can provide. Unlike many large tracts, the property also features generous usable yard space for recreation, gatherings, and future possibilities. Inside, every room feels intentionally connected to the surrounding landscape. The dramatic great room is anchored by a floor-to-ceiling stone fireplace and soaring beamed ceilings. The chef’s kitchen blends rustic elegance with functionality, while the primary suite serves as a private sanctuary featuring spa-inspired amenities, remarkable views, and a sense of tranquility usually reserved for luxury resorts. A truly one-of-a-kind Brentwood estate that offer some of the most breathtaking views in Middle Tennesse.

1007a Highland Rd, Brentwood

822 Windstone Blvd, 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

512 Grand Oaks Dr, 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

5201 Heathrow Hills Dr, Brentwood
$2,495,000
6 Beds ⋅ 6 Baths ⋅ 3211845 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 1.06 Acres ⋅ 37027 Zip Code
Upscale Louisiana raised cottage is the dream home you have been waiting for. From the welcoming arms of the covered porch inviting you in to the large receiving foyer to the private and tastefully landscaped courtyard with plunge pool we have what you need. The large gourmet kitchen features a keeping room with working fireplace and opens into a family room with wet bar, working fireplace and heart pine floors throughout the home. 2 en suite bedrooms on the main include the spacious primary suite with carrerra marble bath. Above the 3 car garage is a rec room and kitchenette overlooking the courtyard as well as a large ensuite bedroom.The second floor also boasts heart pine floors throughout as well as updated baths. This is true Southern home and designed as homage to Louisiana and the premiere architect of LA raised cottage, A. Hays Town

5201 Heathrow Hills Dr, Brentwood

5116 Herschel Spears Cir, Brentwood
$1,900,000
4 Beds ⋅ 5 Baths ⋅ 3169577 MLS ⋅ ACTIVE Status ⋅ 0.38 Acres ⋅ 37027 Zip Code
Prime location meets timeless elegance in this all-brick sanctuary, perfectly positioned on a highly sought-after cul-de-sac lot overlooking the 3rd and 8th fairways of Brentwood Country Club. Enjoy breathtaking golf course views and serene living at its finest. This beautifully maintained 4-bedroom, 5-bathroom home offers a thoughtfully designed floor plan that blends comfort, functionality, and classic charm. The oversized kitchen features a spacious eat-in area and is equipped with premium appliances, including a Sub-Zero refrigerator, Viking gas cooktop, custom drawer microwave, and double ovens—ideal for both everyday living and entertaining. The home boasts hardwood flooring throughout both levels, fresh interior paint, and abundant natural light. Each bedroom includes a private en-suite bath and walk-in closet, with custom built-ins featured in three of the bathrooms for added convenience and storage. The primary suite is a true retreat, complete with a custom California Closet system and new windows. Additional upgrades include a tankless water heater, plantation shutters throughout, and a fully renovated garage featuring vented air, custom built-in cabinetry, plantation shutters , and professionally installed epoxy flooring system. Designed for both formal and casual living, the home includes a formal living room and dining room, a spacious great room with a fireplace on the main level, and a large bonus room upstairs with a second fireplace. A dedicated flex space is perfect for a home office. The impressive two-story foyer and family room create a grand entrance, while the newly added patio awning enhances outdoor living and entertaining. This exceptional property offers unmatched quality, space, and views—truly a rare opportunity in one of Brentwood’s most desirable locations.

5116 Herschel Spears Cir, Brentwood

7094 Anna Dr, Brentwood
$6,999,999
6 Beds ⋅ 6 Baths ⋅ 3167581 MLS ⋅ ACTIVE Status ⋅ 0.56 Acres ⋅ 37027 Zip Code
Amazing Opportunity to Purchase this Luxury New Construction Home Nearing Completion in the Gated Community of Anna in Brentwood. Spacious Open Floor Plan Flooded with Light from the Walls of Windows. Living Room with F/P Ajoining the Formal Dining Room Open to the Huge Back Porch with Outdoor Kitchen. Quiet Study/Office w/2 story Ceiling off the Entry with French Doors. Huge Chef's Kitchen with Double Islands Ajoining the Large Hearth Room with Wood Burning F/P. Primary Bedroom Suite with Luxurious Bath, Huge Shower, Oversized Soaking Tub and Large Vanity with Make-Up Area. The 2 Walk-In Closets are Grand. 2nd Bedroom w/Bath on Main Level. Upstairs there are 3 Ensuite Bedrooms, Bonus Room with Wall of Windows, Exercise Room and 2 Flex Rooms Each 22X16 Over the 2 Two Car Garages. The Spacious Private Back Yard is Perfect for A Pool. Builder is offering a pool incentive. This Home has an Elevator.

7094 Anna Dr, Brentwood

1447 Franklin Rd, Brentwood
$3,500,000
3164911 MLS ⋅ ACTIVE Status ⋅ 14.3 Acres ⋅ 37027 Zip Code
14+ Acres in Brentwood Hills | A Rare Estate Opportunity Set among the rolling hills of one of Williamson County's most sought-after locations, this extraordinary 14+ acre offering presents a rare opportunity to create a private estate residence in the heart of Brentwood Hills. With nearly 500 feet of road frontage, gently elevated topography, and sweeping hillside views, the property offers an exceptional setting for luxury living surrounded by natural beauty. The land provides the flexibility to create a distinctive residence while preserving the privacy and character that make this area so desirable. The combination of usable acreage, scenic vistas, and substantial road frontage is increasingly difficult to find in Brentwood, making this a truly exceptional offering. The landscape unfolds with rolling terrain, mature natural surroundings, and multiple potential homesites that take advantage of the property's elevated setting and panoramic views. Utilities, including sewer, water, and electric, are available at the street, providing a clear path from vision to reality. Ideally located just minutes from Brentwood's premier shopping, dining, and schools, while offering convenient access to Franklin and Nashville, this is a rare opportunity to secure a significant piece of land in one of Middle Tennessee's most prestigious and tightly held luxury enclaves.

1447 Franklin Rd, Brentwood

5218 Meadowlake Rd, Brentwood
$8,250,000
6 Beds ⋅ 10 Baths ⋅ 3147976 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 1 Acres ⋅ 37027 Zip Code
A showcase of stunning architectural design, this home is set to impress with its thoughtfully planned interiors and attention to every detail. Three recessed half-round doors create a grand entry into the expansive gathering areas, including the great room with 21’ ceilings and the keeping room overlooking the outdoor reflection pool. The upscale kitchen is a chef’s dream, complete with a scullery and walk-in pantry, as well as a breakfast nook and formal dining room. Following the rear gallery leads to the club room with vaulted ceilings, expansive windows, and a pub room. Adjacent to this is the separate exercise room and access to the four-car garage. The lavish primary suite features a fireplace wall dressed in chic wallpaper, vaulted ceilings, and a private back porch. The en suite bath includes two water closets, a zero-entry marble steam shower, and generous his-and-her walk-in closets. Also on the main level are a guest bedroom with an en suite bath and a study with vaulted ceilings and a stunning half-round window seen from the front elevation. Outside, a covered porch with a fireplace and full kitchen sets the stage for entertaining beside the premium in-ground pool and spa. On the second level, a beautiful catwalk leads to the remaining bedrooms, which each have an en suite bath and walk-in closet. There is also a bonus room, bunk room, and additional laundry room upstairs. Zoned for Williamson County Schools, this home offers easy access to the amenities of Brentwood, Cool Springs, Franklin, and Nashville.

5218 Meadowlake Rd, Brentwood

2151 Hillsboro Valley Rd, Brentwood
$5,750,000
4 Beds ⋅ 5 Baths ⋅ 3147532 MLS ⋅ ACTIVE Status ⋅ 3 Acres ⋅ 37027 Zip Code
3 acres in Brentwood on a dreamy, quiet street zoned for Scales elementary, Brentwood Middle & Brentwood High ~ Beautifully renovated, blending modern comfort with timeless charm ~ Open Floorplan w/ inviting flow & natural light ~ Spacious living area w/ dramatic beams perfect for both everyday living & entertaining ~ Resort style gunite pool & spa built by Rondo pools w/ tanning ledge ~ 4 bedrooms ~ 4 full baths ~ Bunk Room ~ 3 Car Garage w/ insulated doors ~ Carport ~ Barn ~ Guest quarters ~ Multiple laundry space ~ Wood floors throughout ~ 2 wood burning fireplaces ~ Drop Zones ~ Separate primary retreat w/ his & her closets ~ Updated bathrooms ~ Ample storage ~ Cedar closet ~ Private scenic yard ~ Outdoor kitchen ~ Heated, screened porch designed for year round use ~ Kitchen is gorgeous & functional w/ generous counter space, walk in pantry, built in fridge /freezer, ice maker, double ovens, gas range, beverage fridge, microwave in island, undercabinet lighting and tiled backsplash ~ Foam insulated Barn with flexible, multi‑purpose functionality ~ Private, yet conveniently location to shopping, private schools - CPA, BA, Currey Ingram ~ Practical Layout ~ NO HOA ~ Turnkey and impeccably maintained ~ Abundant parking ~ This home lives LARGE!

2151 Hillsboro Valley Rd, Brentwood

5170 Colleton Way, Brentwood
$2,850,000
5 Beds ⋅ 6 Baths ⋅ 3134307 MLS ⋅ ACTIVE Status ⋅ 1.08 Acres ⋅ 37027 Zip Code
Beautiful brick home nestled in a stately, tree‑lined cul-de-sac. Hard-to-find features include: two gas stoves, three dishwashers, gorgeous new Subzero fridge, two bonus rooms, en-suite bedrooms, elevator & safe room. Great media room and bedroom in the walk out basement. Possible for an in law suite. Outside you will find classic curb appeal with a beautifully landscaped yard. Surrounded by mature trees & scenic views, this home offers a perfect blend of privacy & suburban comfort. Enjoy quiet mornings overlooking the peaceful vistas, afternoons lounging beneath the covered patio & evenings surrounded by the natural privacy of mature trees. With generous seating areas & elegant stonework, this home offers a serene setting perfect for peaceful downtime & memorable gatherings.

5170 Colleton Way, Brentwood

1015 Cartwright Close Dr, Brentwood
$1,199,900
3070342 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 8.5 Acres ⋅ 37027 Zip Code
Don’t miss the chance to own the last available homesite in Cartwright Close, one of Brentwood’s most desirable gated communities. Set on a breathtaking 8.5-acre parcel surrounded by rolling hills and mature trees, this rare offering provides the perfect canvas for your dream estate. Bring your own builder and vision to life. Tucked away in the peaceful countryside yet only minutes from everything, this private homesite offers unmatched tranquility without sacrificing convenience. Enjoy easy access to I-65, Cool Springs, historic Downtown Franklin, Brentwood amenities, and even downtown Nashville, all within a short drive. Whether you're seeking seclusion, luxury, or a place to create a lasting legacy, this homesite delivers. With its picturesque setting, prime location, and flexibility in builder choice, this is more than just a piece of land—it's a lifestyle opportunity. Come experience the unmatched charm and exclusivity of Cartwright Close before it’s gone for good!

1015 Cartwright Close Dr, Brentwood

1020 Cartwright Close Dr, Brentwood
$4,899,999
3034777 MLS ⋅ ACTIVE Status ⋅ 42.27 Acres ⋅ 37027 Zip Code
Exceptional 42 Acre Residential Land in Coveted Brentwood, TN! Discover an extraordinary opportunity to own over 42 acres of stunning residential land in one of Middle Tennessee’s most sought-after locations — Brentwood, 37027. Nestled amid lush natural surroundings, this hilltop property offers breathtaking panoramic views and a picturesque setting that perfectly blends privacy, convenience, and elegance. Accessed through the prestigious Cartwright Close gated community, this property combines seclusion and security with effortless proximity to Cool Springs, Brentwood, Franklin, Nashville, and I-65. Whether envisioning a single private estate or a luxury multi-home development, the possibilities here are unmatched. Located within a top-rated school zone, this land represents the ideal canvas for builders, developers, or those dreaming of creating a one-of-a-kind Tennessee retreat. Opportunities like this are rare — a chance to design and build in one of Middle Tennessee’s most coveted areas. Highlights: --42.27 acres with commanding hilltop views --Private, gated access through Cartwright Close --Ideal for one or multiple luxury homes --Convenient to Cool Springs, Brentwood, Franklin & Nashville --Zoned for highly regarded Williamson County schools --Serene, lush landscape offering both beauty and privacy

1020 Cartwright Close Dr, 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.

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