Active Adult 55+ Homes for Sale in Brentwood, TN

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Welcome to your dedicated resource for active adult 55+ 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, The Huggett Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the active adult 55+ properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Active Adult 55+ Homes for Sale in Brentwood, TN

$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

$5,175,000

10 Beds ⋅ 12 Baths ⋅ 3231271 MLS ⋅ ACTIVE Status ⋅ 1.13 Acres ⋅ 37027 Zip Code

With new builds of this size taking upwards of 2+ years, this magnificent estate is completely move-in ready and represents an exceptional value for its scale. Perfectly situated, the property provides a rare combination of absolute privacy and urban convenience—tucked away to feel miles away from it all, yet located only 15 minutes from downtown Nashville and 20 minutes from the airport. Since its acquisition in 2022, the property has undergone over $1 million in premium upgrades. Recent Improvements: Climate Control: 7 of the 8 HVAC systems replaced with ultra-efficient units (featuring 10-year parts and labor warranties). Brand-new hot water heaters. Roof & Infrastructure: 5-year-old roof paired with premium copper gutters. Automation & Sound: Fully upgraded Control4 automation system featuring whole-house audio, underwater pool audio, fire and security systems. Elevator: Brand-new mechanical systems and modern controls. Pool Restoration: Complete overhaul with modern, high-efficiency mechanical and control equipment. Fully renovated primary suite: A 300 gallon water storage system provides endless water for the Kohler and Mr. Steam shower systems, expanded and updated closets, private gym/wellness area. Fully renovated kitchen: Expansive pantry with refrigerator, kitchen has full size refrigerator and freezer. Fully renovated primary garage: Built in pet grooming station, built in 72" commercial refrigerator and freezer, multiple closets and endless cabinets provide amble storage. Estate Features: Expansive first floor primary. 2 full indoor and 2 outdoor kitchens. 10 seat movie theater with full bar. 4 laundry's Sports bar entertainment room with 150" projection, 5 tv's , a custom 14-foot climbing wall, outdoor entertainment with 12 person spa and 6 person cedar sauna. Featuring 6 garage spaces with a 12-car capacity utilizing car lifts, 8-car driveway parking. And Much More! A comprehensive list of these high-end improvements is available upon request.

1255 Morning Glory Ct, Brentwood

$730,000

4 Beds ⋅ 3 Baths ⋅ 3230435 MLS ⋅ ACTIVE Status ⋅ 0.28 Acres ⋅ 37027 Zip Code

MOTIVATED SELLERS! Due To Unforseen Circumstances, Sellers Are Willing To Accept A Loss! This Is A Rare Opportunity To Own The Former Model Home Of Banbury Crossing. Lovingly Maintained By The Original Owners, This Residence Reflects Pride Of Ownership Throughout And Offers An Exceptional Blend Of Comfort, Quality, And Location. Nestled Among Mature Trees And Surrounded By Some Of Brentwood's Finest Amenities, Residents Enjoy Convenient Access To Beautiful Parks, Premier Public And Private Golf Courses, Upscale Dining, Shopping, And Everyday Conveniences. Located Just Minutes From I-65, The Brentwood Corporate Corridor, And Cool Springs Business District, With Downtown Nashville Approximately 15–20 Minutes Away, This Home Offers Both Tranquility And Accessibility. The Private Backyard Is A True Retreat, Extending To A Peaceful Wooded Tree Line That Creates A Sense Of Seclusion Rarely Found At This Price Point. The Current Owners Have Especially Appreciated The Quiet Atmosphere Of Both The Neighborhood And Outdoor Living Space. Residents Also Enjoy Access To Outstanding Community Amenities, Including A Clubhouse, Swimming Pool, And Tennis Courts. Recent Improvements Provide Additional Peace Of Mind, Including A Brand-New Water Heater Installed In May 2026 And A New Upstairs HVAC System Replaced In 2026. The Spacious Bonus Room Offers Incredible Flexibility And Can Easily Serve As A Home Office, Media Room, Playroom, Fitness Area, Or Additional Gathering Space.With An Acceptable Offer, The Washer/Dryer Will Remain With The Home, Adding Even More Value. **Buyers Should Also Ask About Our Preferred Lender's 1% Credit That May Be Applied Toward Closing Costs Or An Interest Rate Buydown.** This Is An Exceptional Opportunity To Own A Beautifully Maintained Home In One Of Brentwood's Most Sought-After Neighborhoods. Contact Myself Today To Schedule Your Private Tour. *Dining Room Chandelier Does Not Remain With Sale*.

6561 Banbury Xing, Brentwood

$8,950,000

3229575 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 1.69 Acres ⋅ 37027 Zip Code

1005 Flagpole Court presents an exceptional leased investment opportunity in the heart of Brentwood’s highly sought-after Cool Springs submarket. The ±25,320 SF, two-story office/flex property is currently configured with five suites, including four leased spaces and one vacant suite, offering immediate cash flow with additional upside through lease-up potential. The offering is anticipated to trade at approximately a 6.75% cap rate. Constructed in 2007 on 1.69 acres, the property combines professional office functionality with flexible industrial features, including three dock-high doors, one drive-in door, 14’ clear heights, and 32 surface parking spaces. The versatile layout and C-3 zoning accommodate a wide range of tenants, making the asset attractive for long-term investment stability. Strategically located with convenient access to I-65 via Moores Lane and Cool Springs Blvd., the property benefits from its position within one of Brentwood’s premier business corridors. The surrounding area includes major corporate offices, retail destinations, restaurants, hotels, and luxury automotive dealerships including Porsche, BMW, Audi, and Lamborghini. With in-place income, leasing upside, and a strategically positioned location, 1005 Flagpole Court offers investors the opportunity to acquire a well-located office/flex asset in the heart of Cool Springs.

1005 Flagpole Ct, 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

$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

$449,000

3 Beds ⋅ 3 Baths ⋅ 3228471 MLS ⋅ ACTIVE Status ⋅ 0.05 Acres ⋅ 37027 Zip Code

Verified as a PUD so great lending options are available here. Gated move-In ready 2 level townhome with extensive updates in a desirable community why worry about replacing major systems when it's already been done for you? This beautifully updated townhome offers exceptional value with a new HVAC system, roof, wood flooring downstairs, stove, dishwasher, deck, and numerous lighting and plumbing fixtures—all replaced within the past five years. The water heater was replaced approximately seven years ago, making this a truly move-in ready home. From the moment you step inside, you'll appreciate the bright, open layout designed for today's lifestyle. The original half wall in the eat-in kitchen was thoughtfully removed to create a more spacious, open-concept floor plan that enhances the flow between the kitchen and living areas—perfect for everyday living and entertaining. Rich hardwood floors, elegant crown molding, and abundant natural light create a warm, inviting atmosphere throughout the main level. The kitchen features stainless steel appliances, ample cabinetry, and an effortless connection to the dining and living spaces, making it the heart of the home. Upstairs, the spacious primary suite offers a relaxing retreat with a vaulted ceiling, a large walk-in closet, and a private en-suite bath. Additional bedrooms provide flexibility for guests, or a home office. Step outside to your oversized deck overlooking mature landscaping—a peaceful setting for morning coffee, outdoor dining, or simply unwinding after a long day. Beyond your front door, enjoy the benefits of living in a gated community with outstanding amenities, including a swimming pool, playground, & pavilion. Conveniently located just minutes from I-65, shopping, restaurants, & everyday conveniences, you'll enjoy the perfect balance of privacy and accessibility.

437 Old Towne 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

641 Old Hickory Blvd Unit 410, Brentwood

$599,700

3 Beds ⋅ 3 Baths ⋅ 3226089 MLS ⋅ ACTIVE Status ⋅ 0.05 Acres ⋅ 37027 Zip Code

Exceptionally well-maintained, move-in ready home featuring a spacious, covered, screened porch ready for our upcoming fall days. Perfect for relaxing or entertaining. Primary suite on the main plus 2 additional bedrooms on 2nd floor. Major updates include new windows. Located near I-65, restaurants, grocery stores. Truly a MUST SEE!

641 Old Hickory Blvd Unit 410, 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

$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

$1,424,900

6 Beds ⋅ 7 Baths ⋅ 3225067 MLS ⋅ ACTIVE Status ⋅ 0.55 Acres ⋅ 37027 Zip Code

Executive All-Brick & Stone Home on Quiet Cul-de-Sac! Perched on a quiet cul-de-sac in Fountainbrooke, one of Brentwood's desirable communities, this stunning all-brick and stone executive home offers over 6,800 square feet of elegant living with sweeping views of the rolling Tennessee hills southwest of Nashville. This thoughtfully designed 3-level home features 6 bedrooms and 7 bathrooms, blending timeless sophistication with everyday comfort. The main level includes a private in-law suite, dedicated study, formal dining room, and a sun-drenched morning room ideal for morning coffee or peaceful evenings. Coffered ceilings, rich millwork, and a cozy fireplace add warmth, while over 50 newer replacement windows bring in natural light and improve energy efficiency. The chef's kitchen gleams with granite countertops, stainless steel appliances, generous cabinetry, and plenty of prep space. Upstairs, the luxurious owner’s suite boasts a spa-like bath with garden tub, separate tile shower, and oversized his-and-her closets, plus spacious secondary bedrooms. The finished basement is a standout, with a theater room, mini-bar, flexible living space, dedicated playroom, and plenty of space for a home gym, family game area, creative arts area or recording studio. Outside, relax on the large deck, covered patio, or by the custom stone firepit while enjoying the picturesque hillside views. Recent updates include the replacement windows, two new HVAC units, tankless water heater, and gutter guard system. Every detail reflects thoughtful care and timeless appeal. Perfect for multi-generational living, home office(s), entertaining, or simply spreading out; this special Brentwood home is a rare find. Too many wonderful features to list them all! 1% Seller paid point buy-down available with reasonable offer! Schedule your private showing today and fall in love! Welcome Home!

1603 Newstead Ter, 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.

Active Adult 55+ Homes for Sale in Brentwood, TN

All Active Adult 55+ Homes for Sale in Brentwood, TN

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