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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

911 Bluff Rd, Brentwood
$2,495,000
7 Beds ⋅ 7 Baths ⋅ 3205447 MLS ⋅ ACTIVE Status ⋅ 4.1 Acres ⋅ 37027 Zip Code
Welcome to 911 Bluff Rd. This is a truly unique property with a combination of privacy, acreage, and amenities that is hard to find in Brentwood — especially at this price point. Offering resort-style outdoor living, flexible living spaces, and quality construction, this home presents a rare opportunity in one of Middle Tennessee’s most desirable areas.This custom-built home offers seven bedrooms and five full bathrooms, along with an incredible lineup of amenities- sauna, home gym, pool, hot tub, fire pit, walking trail, gated drive, 2 laundry rooms, plenty of storage, and a private in-law suite. A large deck off the main level overlooks the pool, while the expansive front porch stretches across the front of the home, creating multiple spaces to enjoy the peaceful setting. The mid-level in-law suite offers excellent flexibility for guests or multi-generational living. Upstairs includes four bedrooms and two full bathrooms with plenty of space throughout. The basement is an entertainer’s dream with a game room, home gym, and sauna. The highlight of the property is the incredible backyard retreat, featuring a heated pool and hot tub. In the cooler months, relax by the fire pit while taking in the peaceful surroundings or soaking in the hot tub. A private walking trail just beyond the fire pit winds through the property and leads to the rear property line, adding to the sense of privacy and outdoor enjoyment.

911 Bluff Rd, Brentwood

1456 Witherspoon Dr, Brentwood
$6,750,000
6 Beds ⋅ 8 Baths ⋅ 3185696 MLS ⋅ ACTIVE Status ⋅ 1.65 Acres ⋅ 37027 Zip Code
A privately positioned 1.6-acre estate in Brentwood’s coveted Witherspoon community, this custom residence by Legend Homes is designed for those who value privacy, refined livability, and effortless everyday luxury. Featuring primarily one-level living with elevator access, the home offers a seamless balance of sophisticated entertaining and functional daily flow, complemented by integrated wellness amenities, a private guest suite, and a resort-style outdoor setting. Two beautifully appointed private living areas create a unique opportunity to tailor the home to your lifestyle - ideal for guest retreats, multigenerational living, or dedicated quarters for live-in support. An exceptional offering just minutes from the area’s most prestigious golf and country clubs.

1456 Witherspoon Dr, 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

1112 Franklin Rd, Brentwood
$9,750,000
10 Beds ⋅ 11 Baths ⋅ 3164768 MLS ⋅ ACTIVE Status ⋅ 9.07 Acres ⋅ 37027 Zip Code
Isola Bella, originally built in 1840, sits on a fully fenced 9 acres in the heart of Brentwood! This estate has a rich history and is listed on the National Register of Historic Sites. The main house and two additional houses comprise a total of 13,025 square feet. The original kitchen for this estate stands separately just a few feet from the back of the main house. A 6-stall barn stands ready for horses to return to this beautiful land. Isola Bella, a once in a generation opportunity, is now ready for a complete renovation allowing its new owner to write the next chapter in the history books for this grand estate. Due to the estate's large lot and unique historic significance, Isola Bella also qualifies to be considered by the City of Brentwood to be operated as a Bed And Breakfast. It may be possible to subdivide the 9 acres into separate residential lots.

1112 Franklin Rd, Brentwood

1830 Stryker Pl, Brentwood
$4,449,000
7 Beds ⋅ 11 Baths ⋅ 3056885 MLS ⋅ ACTIVE Status ⋅ 2.07 Acres ⋅ 37027 Zip Code
Welcome to an extraordinary opportunity in Brentwood—an exceptional, fully gated 2-acre estate positioned at the end of a quiet cul-de-sac. From the moment you arrive, the property’s multiple water features and tranquil koi pond set a soothing, resort-style ambiance that carries throughout the entire residence. This expansive retreat features seven private ensuite bedrooms, a seven-car garage, and a resort-inspired outdoor oasis complete with an in-ground pool, hot tub, and a beautifully designed firepit—perfect for elevated entertaining and year-round enjoyment. Inside, the home offers generous, flexible living spaces crafted for comfort and versatility. A walkout basement presents exceptional potential—ideal for an in-law suite, a dedicated home office, or even a professional recording studio. Whether hosting, working from home, or accommodating multi-generational living, the layout adapts effortlessly to a wide variety of lifestyles. Opportunities to own this level of acreage, privacy, and customization potential in Brentwood are exceedingly rare. This remarkable estate blends tranquility, luxury, and endless possibilities—all while being just minutes from premier schools, dining, and everyday conveniences.

1830 Stryker Pl, Brentwood

128 Woodward Hills Pl, Brentwood
$3,800,000
6 Beds ⋅ 8 Baths ⋅ 3044876 MLS ⋅ ACTIVE Status ⋅ 1.48 Acres ⋅ 37027 Zip Code
Nestled within the exclusive, gated enclave of Woodward Hills, this masterfully designed estate offers an unparalleled blend of architectural artistry and modern luxury. This residence is a true masterpiece, featuring hand-hewn limestone from the historic Avon Conley Farm in Woodbury, TN. Every inch of this home exudes elegance, with interiors curated by nationally renowned artisans, Faux Design and Jay Bernard, whose exceptional work brings depth and sophistication to every space. The primary suite ceiling transforms from a serene daytime sky into a celestial nightscape, while the intricately painted dome above the grand spiral staircase creates a breathtaking focal point in the foyer. Designed for both entertaining and relaxation, this home boasts an abundance of indoor and outdoor living spaces. The grand entry foyer leads to a chef’s kitchen outfitted with premium stainless-steel appliances, while five fireplaces throughout add warmth and grandeur. The primary suite on the main level is a true retreat, featuring a spa-like bath with a Mother of Pearl ceiling, a footed tub, and exquisite tilework. Upstairs, a state-of-the-art media room seamlessly connects to the billiards lounge via a sophisticated wet bar, complete with a beverage center, microwave, and dishwasher. The third floor offers a private exercise studio, ensuring convenience and luxury at every level. Stepping outside, the estate transforms into a private resort-style oasis. A covered porch and a stunning pool with a custom-built slide and spa create the perfect setting for outdoor enjoyment. The outdoor kitchen, featuring a built-in gas grill, is ideal for al fresco dining, while the pool house with its own fireplace invites cozy gatherings under the stars. Every detail of this exceptional residence has been crafted to offer a harmonious blend of sophistication, comfort, and exclusivity. An extraordinary opportunity to own a home where art, design, and luxury living converge in perfect balance.

128 Woodward Hills Pl, Brentwood

1101 Mccall Ct, Brentwood
$6,999,000
6 Beds ⋅ 9 Baths ⋅ 2891469 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 0.803 Acres ⋅ 37027 Zip Code
This stunning 8,000+ sq ft custom estate by Hidden Valley Homes is located in Brentwood's exclusive gated ANNA Community. Featuring 6 bedrooms, 6 full baths, 3 half baths, and stunning floor plan. This home is designed for both elegance and comfort. Zoned for Brentwood’s highly-rated schools, it’s a rare opportunity in a sought-after location. Enjoy resort-style outdoor living with a pool, lanai with grilling station, and a dedicated pool bath. Inside, the great room opens to the outdoor spaces with pocket sliders, while the main-level primary suite features dual walk-in closets and a private trellis garden. The chef’s kitchen includes a large island with hidden storage, a walk-in pantry, and flows seamlessly into the living and entertaining spaces, including a bourbon bar and game room. Additional highlights include a wine room, 2 study rooms, an elevator, insulated4 car garage, and a bonus room with loft. The home also features 2 fireplaces, gas lanterns, and a lush, sodded yard with Rain Bird irrigation. Beautiful brick and James Hardie exterior, this home offers unmatched quality and timeless design. Completion December 2025 - January 2026. Some photos edited for marketing purposes.

1101 Mccall Ct, 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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