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Homes for Sale with a Pool in Brentwood, TN

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Welcome to your dedicated resource for homes for sale with a pool 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 with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in Brentwood, TN

$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
$499,000
3 Beds ⋅ 2 Baths ⋅ 3146632 MLS ⋅ ACTIVE Status ⋅ 37027 Zip Code
Conveniently located in Cool Springs and zoned for highly rated Williamson County Schools! This well maintained 3-bedroom, 2-full-bath condo offers comfortable one-level living with thoughtful extra space. The home features a second floor bonus room that’s perfect for a home office, playroom, or additional living area. The neutrally painted interior flows easily throughout, making everyday living and entertaining a breeze. Step outside to enjoy a private outdoor deck backing to quiet tree line with an attached storage area, providing the perfect spot for relaxing or keeping outdoor essentials organized. Residents also enjoy community amenities, a pool, clubhouse, and tennis court, creating a resort-style lifestyle right at home. With its prime location, functional layout, and excellent community amenities, this move-in ready condo offers comfort, convenience, and low-maintenance living.

508 Brentwood Pt, Brentwood
$2,499,899
5 Beds ⋅ 7 Baths ⋅ 3139171 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 37027 Zip Code
The Harper plan features a vaulted Family room, Primary suite and Dining room with white oak beams. Great room fireplace with built-in bookcases and cabinets. First floor has the Primary suite, Guest suite and office. The enormous kitchen has premium style driven appliances. There is a large covered outdoor living space off the Great room. The second floor features a Reading nook, 3 bedrooms with en-suite baths, a bonus room and a Media room.

1695 Hyneman Ct, Brentwood
$5,200,000
6 Beds ⋅ 8 Baths ⋅ 3137760 MLS ⋅ ACTIVE Status ⋅ 0.96 Acres ⋅ 37027 Zip Code
Experience the pinnacle of luxury living in one of Brentwood’s most sought-after neighborhoods! There is still time for the buyer to select certain finishes and design elements, allowing a unique opportunity to personalize this home and bring your vision to life alongside the builder’s curated design plan. Designed with both elegance and functionality in mind, this expansive estate showcases exceptional craftsmanship and thoughtfully curated spaces throughout. An impressive three-car garage, complemented by a separate single-car garage, provides elevated flexibility, while a private in-law suite ensures comfort and privacy for guests or extended family. The lavish primary suite is a true retreat, featuring separate his-and-her closets and a private outdoor courtyard complete with a hot tub and outdoor shower — your own serene escape. The gourmet kitchen is equally remarkable, offering a butler’s bar with wine closet, an additional prep pantry, and abundant space for entertaining. With a sparkling built-in pool set in a stunning, resort-inspired backyard retreat and an abundance of luxurious living spaces, this home seamlessly blends sophistication, comfort, and opportunity. Customize the details and create a one-of-a-kind masterpiece in one of Brentwood’s most prestigious locations. - Please note: This property is an active construction site. Showings are by appointment only, and entry is permitted only with prior authorization and accompanied access.

1420 Lipscomb Dr, Brentwood
$3,999,900
5 Beds ⋅ 7 Baths ⋅ 3123924 MLS ⋅ ACTIVE Status ⋅ 0.54 Acres ⋅ 37027 Zip Code
New Price! Exceptional value meets luxury living in this remarkable Brentwood estate, thoughtfully designed to elevate everyday life. Centered around wellness, comfort, and timeless design, this move-in-ready home offers an unmatched blend of sophisticated indoor and outdoor living. Escape to your private backyard oasis featuring a 40' x 20' saltwater gunite pool, oversized waterfall spa, marble pavers, expansive fire pit, covered living and dining areas, outdoor fireplace, motorized screens, and a fully equipped outdoor kitchen. Surrounded by mature landscaping, this tranquil retreat is designed for relaxation, entertaining, and year-round enjoyment. Inside, the gourmet kitchen is appointed with Wolf and Sub-Zero appliances, a Miele built-in coffee system, Scotsman ice maker, quartzite backsplash, and hidden walk-in pantry. The impressive great room showcases 19-foot coffered ceilings, while the main-level primary suite offers a spa-inspired bath with heated floors, freestanding soaking tub, walk-in shower, and dual walk-in closets. Upstairs, enjoy a dedicated fitness room and premium sauna, creating the ultimate wellness retreat at home. Thoughtful 2024 enhancements include home automation, advanced humidity control, and designer lighting, further elevating comfort and efficiency. Meticulously maintained by its original owner, this turnkey home offers a level of craftsmanship, customization, and completed improvements rarely found—even in new construction. Ideally located with quick access to Smith and Crockett Parks, Cool Springs, and Nolensville, this exceptional property delivers luxury without the project list. A must-see for discerning Brentwood buyers. Requests for showings should include proof of funds or lender pre-approval at the time of submission.

1702 Southwick Dr, Brentwood
$4,499,000
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
$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
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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.