Active Adult 55+ Homes for Sale in Brentwood, TN

Advanced Search Market Reports Home Value Connect

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.

< Back to all Homes for Sale in Brentwood, TN

Search Brentwood, TN by Lifestyle

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

$3,250,000

3245359 MLS ⋅ ACTIVE Status ⋅ 5.77 Acres ⋅ 37027 Zip Code

BRING ALL OFFERS!! Priced to negotiate. Seller is motivated. This is actually for 1181 and 1177 Waller Rd two connected lots at the corner of Sunset and Waller that add up to 5.77 Build-Ready Acres in the Williamson County section of Brentwood. Paradise in one of Middle Tennessee's most sought-after areas. This flat, build-ready land provides the perfect canvas for your dream home or a family compound. City water, city sewer, and electricity available at the road. Surrounded by elegant, established developments yet free from restrictive HOAs, this property gives you the freedom to design and build exactly what you want—with no monthly fees, square footage requirements or limitations. Opportunities like this are rare. Spacious, non-HOA land in a prime location doesn’t come along often. Bring your vision—and your offers—today!

1181 Waller Rd, Brentwood

$4,595,000

5 Beds ⋅ 7 Baths ⋅ 3244887 MLS ⋅ ACTIVE Status ⋅ 0.56 Acres ⋅ 37027 Zip Code

Experience exceptional luxury and effortless living in this stunning custom home nestled on a private lot within the prestigious gated community of Windstone. Offering 4,788 square feet on the main level alone, this extraordinary residence is defined by its grand proportions, soaring ceilings, and thoughtfully designed spaces that create an atmosphere of elegance and abundance. Designed with entertaining in mind, the expansive open floor plan centers around an enormous chef's kitchen that flows seamlessly into the breathtaking vaulted great room and out to the covered patio, where indoor and outdoor living become one. Step outside to your own private oasis featuring an exquisite resort-style pool, beautifully appointed pool house, and both front and rear covered porches—perfect for hosting guests or enjoying peaceful moments in complete privacy. The welcoming front porch also captures beautiful views that enhance the home's remarkable setting. The spacious primary suite is a true retreat, offering a luxurious spa-inspired bath with an oversized walk-in shower and an exceptional custom-designed dressing room complete with a built-in vanity. Every bedroom is its own private suite, with two bedroom suites conveniently located on the main level, providing ideal accommodations for family and guests alike. Meticulously maintained and extensively updated, the home features new Pella windows, fresh interior and exterior paint, and all HVAC systems replaced within the past few years, offering both beauty and peace of mind. Beautifully crafted and impeccably decorated, this one-of-a-kind residence offers a lifestyle rarely found. Located within Brentwood's most sought-after school district and one of the area's premier gated communities, this remarkable home combines timeless elegance, exceptional craftsmanship, and unparalleled comfort in a setting that truly has it all.

835 Windstone Blvd, Brentwood

115 Shadow Springs Dr Unit 115, Brentwood

$1,329,900

3 Beds ⋅ 4 Baths ⋅ 3244746 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 37027 Zip Code

OPEN HOUSE EVERYDAY FROM 10:00am - 5:00pm. Discover the epitome of empty nester/active adult living, featuring refined, LOW-MAINTENANCE luxury living with a PRIMARY on the MAIN LEVEL at Shadow Springs—an EXCLUSIVE GATED community of 32 sophisticated townhomes in the heart of highly sought-after Brentwood, TN community. Only a few remaining. This stunning modern transitional residence blends timeless elegance with contemporary flair, creating an intimate yet effortlessly luxurious retreat you'll be proud to call home. Drive through the SECURE BUTTERFLYMX GATED ENTRY (complete with smart technology for seamless access and peace of mind) into a world of thoughtful design and premium finishes. This home will be located on the END providing lots of green space access from your COVERED PATIO AREA which includes a GAS HOOK UP for your grill. This home will also include PRIMARY on MAIN LEVEL, 2-CAR GARAGE, designer selected PREMIUM TILE, ENGINEERED HARDWOOD FLOORING, LUTRON AUTOMATED LIGHTING throughout, HEATED FLOORING in the PRIMARY BATHROOM, POP-UP ELECTRICAL OUTLETS in the kitchen island, POT FILLER, TANKLESS GAS WATER HEATER with RECIRCULATING PUMP for instant hot water, GAR FIREPLACE, GAS HEAT, GAS RANGE/STOVE, and so much more. The oversized main-level primary suite offers rare convenience and privacy, perfect for effortless everyday living or graceful hosting. An open, flowing floor plan seamlessly connects living spaces, ideal for both relaxed family moments and sophisticated entertaining. The expansive covered patio, accessed from both the primary bedroom and the living room, extends your living area outdoors, providing a serene backdrop for grilling out, morning coffee, evening gatherings, or year-round enjoyment.

115 Shadow Springs Dr Unit 115, Brentwood

$1,925,000

4 Beds ⋅ 5 Baths ⋅ 3243932 MLS ⋅ ACTIVE Status ⋅ 1.28 Acres ⋅ 37027 Zip Code

This is a home you buy for all the right reasons: LOCATION, LOT, FLOOR PLAN, and QUALITY. The most important factors in selecting a home are all beautifully offered here. Tucked away at the back of an established neighborhood, this property offers a peaceful, private setting while being zoned for Brentwood schools and conveniently located near several private schools. Set on a beautiful 1.28-acre lot, the home features mature trees, lush landscaping, and plenty of flat, usable yard space with exceptional privacy. The flexible floor plan checks every box for today’s lifestyle, with the option for a primary suite on either the main level or upstairs, formal living and dining rooms, den, bonus room, recently renovated eat-in kitchen with high-end finishes and appliances, multiple living spaces, home office options, and separate guest quarters ( OPTION for 5th BEDROOM).And even expansion space. Note: not all rooms could be included in the MLS (including an additional 18x14 room) — see attached floor plan. The daylight lower level is ideal for guest quarters, a bonus room, workout room & home office or all of these options with expansion space and the ability to turn the half bath into a full bath via closet that is already plumbed for a shower. Soaring ceilings, beautiful hardwood floors, 4 fireplaces, detailed trim work, a spacious covered deck, recently renovated primary suite and kitchen, 3-car garage, and exceptional craftsmanship throughout complete the home. Buyer or buyer's agent to confirm all information.* some images virtually staged and /or rendering for inspiration as noted under images*

923 Stuart Ln, Brentwood

$1,799,999

6 Beds ⋅ 6 Baths ⋅ 3242746 MLS ⋅ ACTIVE Status ⋅ 0.78 Acres ⋅ 37027 Zip Code

PRICED $100K UNDER Recent Appraisal. Located in a highly desirable Brentwood neighborhood west of Interstate 65, this exceptional opportunity presents a beautifully renovated home on over 0.75 acres. Positioned conveniently within walking distance of Brentwood High School, the property harmoniously combines contemporary design with classic Brentwood aesthetics.This extensively updated residence spans over three-quarters of an acre. The modernized interior features a main-level office, an intimate wine lounge, and a living area characterized by ceiling-height windows and a gas fireplace that seamlessly integrates into the renovated kitchen. A primary suite on the first floor includes a second fireplace, while the upper level offers four spacious bedrooms. The expansive basement boasts ten-foot ceilings, custom blackout drapery for home theater setup, and an additional guest suite with an attached lounge, providing well-suited independent living quarters. Exterior spaces prioritize versatility, featuring a traditional front porch, a large rear deck, a screened lower patio, and a fully fenced backyard. The property is complemented by a three-car garage equipped with epoxy flooring. Although the lot is sloped, a pool contractor has been engaged, and the possibility of adding a pool is available. The pool concept is shown in pictures.

716 Split Rail Dr, Brentwood

$2,650,000

5 Beds ⋅ 7 Baths ⋅ 3242570 MLS ⋅ ACTIVE Status ⋅ 0.57 Acres ⋅ 37027 Zip Code

ASPEN CONSTRUCTION has brought their standard high-end finishes to this home perfectly situated at the end of a cul-de-sac that backs to privacy! Pics showing a completed home are of a comparable high-quality Aspen Construction home. Room for a pool in the rear of the home with privacy! ASPEN CONSTRUCTION homes are standard with finishes that are typically considered upgrades. Full yard irrigation including all landscape beds, solid core doors, prewired for stereo sound throughout and on the patio, tankless water heater with a recirculation pump for "on-demand" hot water, 2 fireplaces that can be either wood-burning or gas logs, Thermadore high-end appliances, decorative border on the concrete driveway, custom built-ins, and much more.

9494 Grand Haven Dr, Brentwood

$660,000

4 Beds ⋅ 3 Baths ⋅ 3234906 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 37027 Zip Code

LOOKING FOR A PLACE THAT FEELS LIKE HOME IN A PREMIER BRENTWOOD LOCATION? CHECK THIS OUT! Warm, inviting, and surprisingly spacious, this Brentwood townhome is tucked into the heart of Cool Springs—just minutes from I-65, shopping, dining, and virtually every everyday convenience. Move-in ready and available for immediate occupancy, it offers exceptional space and value, along with distinctive features you simply don’t find in most townhomes. From the moment you step inside, you’ll notice the difference. Generously sized rooms create an easy flow from the formal living room to the spacious gathering room with gas fireplace, designated dining area, and bright white kitchen with breakfast bar, double ovens, and a generous pantry. From there, the living space continues right out to the screened porch. Upstairs are four bedrooms, including an oversized 20' x 13' fourth bedroom that gives you plenty of flexibility—use it as a bonus room, home office, media room, craft space, or guest room. And then there’s the screened porch—300 square feet of peaceful, covered outdoor living that may quickly become your favorite room in the house. Sip your morning coffee, dine outdoors, work from your laptop, entertain friends, or simply unwind and enjoy the setting—bug-free and protected from the elements, rain or shine. Need even more space? Two large storage rooms under the home offer possibilities rarely found in townhome living. Create a workshop, hobby space, home gym, or simply enjoy having room to store everything you don’t want taking over the garage. Situated on a larger corner lot just a short walk from the community pool, this home also offers a two-car garage and a truly walkable neighborhood setting. All this in the heart of Brentwood, zoned for highly acclaimed Williamson County Schools, including Brentwood Middle and Brentwood High School. More space. More flexibility. A great Cool Springs location. Come see why this one feels different.

1621 Old Fowlkes Dr, Brentwood

$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

$8,295,000

6 Beds ⋅ 9 Baths ⋅ 3232599 MLS ⋅ ACTIVE Status ⋅ 1.05 Acres ⋅ 37027 Zip Code

Stunning new custom construction from Pantheon Development in Brentwood’s highly sought after Meadowlake neighborhood. Located just minutes from Brentwood’s retail and restaurant core. This 9,900 square foot, highly customized estate is situated on a flat 1-acre lot, features a custom pool, 12-foot ceilings throughout, Wolf & Subzero appliances, 3 fire places, 6 bedrooms, 7 full baths, 2 half baths. Downstairs and upstairs master bedrooms. Prep kitchen. Large media, exercise and bunk rooms upstairs. Separate breakfast and dining rooms. Outdoor kitchen. Upstairs and downstairs laundry. Oversized covered rear porch with recessed heaters. Buyer has the opportunity to customize interior design and pool design. Builder has completed and is in process with over 20 estate homes in the Meadowlake neighborhood.

317 Robinhood Rd, 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

$2,225,000

6 Beds ⋅ 6 Baths ⋅ 3231611 MLS ⋅ ACTIVE Status ⋅ 0.88 Acres ⋅ 37027 Zip Code

Set within the stunning Tuscany Hills neighborhood of Brentwood, this exceptional residence (with a BRAND NEW roof!) offers over 5,500 square feet of thoughtfully designed living space, expansive gathering areas, and room for everyone to feel at home. Step inside to soaring ceilings, abundant natural light, and open-concept living spaces that create a warm and inviting atmosphere throughout. At the heart of the home, the chef's kitchen features extensive prep space, a large center island, and an impressive walk-in pantry, perfect for keeping daily life organized while entertaining with ease. The luxurious main-level primary suite provides a private retreat with a spa-inspired bath designed for relaxation. Also on the main floor, you'll find a dedicated office and a spacious guest suite, offering flexibility for work, visitors, or multigenerational living. Upstairs, three generously sized ensuite bedrooms provide comfort and privacy. Two of the bedrooms are connected by a private retreat, creating an ideal space for a playroom, study area, or lounge. A large media room (6th bedroom) and bonus room offer endless possibilities for movie nights, gaming, fitness, or recreation, while extensive unfinished attic space provides exceptional storage. Situated on a sprawling .88-acre homesite, the expansive backyard offers a rare opportunity to create the outdoor oasis of your dreams. Conceptual plans for a custom pool and outdoor living space are available, helping buyers envision the incredible potential of this oversized lot. A four-car garage provides abundant space for vehicles, hobbies, and storage. Zoned for sought-after Jordan Elementary (access to a convenient neighborhood walking path directly to the school!), Sunset Middle, and Ravenwood High School, this exceptional home combines luxury, flexibility, and room to grow in one of Williamson County's most desirable locations.

1745 Umbria Dr, Brentwood

Start Your Search

Prev
1
...
34
35
36
...
43
of 43
Next

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

How much is your home worth?

How much is your home worth?