Houses for Sale in 37027

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  /26

  $999,000

  • 5 Beds
  • 4.5 Baths
  • 5,408 Sq Ft

  6509 Windy Hill Ct, Brentwood, TN 37027

  It will be hard to find a better price for the square footage! This beautiful, custom built home has an open floor plan waiting for you! Located in a 19-home wonderful neighborhood, there are too many upgrades to mention... new roof, all new HVAC systems, insulated garage doors, tankless water heater, and so much more! The huge basement, with its own kitchenette, could serve as a teenager

  Wesley Whitson eXp Realty

  6509 Windy Hill Ct, Brentwood, TN 37027
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  /45

  $3,695,000

  • 8 Beds
  • 7.5 Baths
  • 7,459 Sq Ft

  1423 Richland Woods Ln, Brentwood, TN 37027

  Discover a world of wonder in this beautiful home with custom built-in sleeping nooks, hidden doors & even a ninja warrior room. Conveniently located across Richland Country Club with gorgeous mountain views, this home beckons with incredibly large room sizes, storage galore, two separate water closets in the primary, along with two walk-in closets & a 2nd laundry. Generac home generator was

  Tammy Graffam Benchmark Realty, LLC

  1423 Richland Woods Ln, Brentwood, TN 37027
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  /50

  $664,500

  • 4 Beds
  • 2.5 Baths
  • 2,839 Sq Ft

  441 Highpoint Terrace, Brentwood, TN 37027

  PRICE DROP Discover this charming home in serene Jackson Valley, a single-street subdivision offering unmatched privacy with no through traffic. This stunning home with four large bedrooms features a luxurious primary suite on the main level. The open-concept design includes a striking stacked-stone fireplace, built-ins, hardwood floors, granite countertops, and soaring cathedral ceilings in the

  Jane Alger Pilkerton Realtors

  441 Highpoint Terrace, Brentwood, TN 37027
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  /43

  $589,900

  • 4 Beds
  • 3.5 Baths
  • 2,916 Sq Ft

  7044 Oak Brook Terrace, Brentwood, TN 37027

  Amazing Brentwood home with finished walk-out basement! 4 BR, 3.5 BA; New roof! Private backyard with new concrete patio, accented with brick - overlooks woods and a creek; Primary suite with updated bathroom featuring an oversized tiled shower, new lighting, built-in linen cabinet; Walk-in closets in all bedrooms; Basement level features a bedroom, full bath and bonus room w/ huge storage

  Jill Arnold Compass Tennessee, LLC

  7044 Oak Brook Terrace, Brentwood, TN 37027
• 

  

  

  /49

  $1,224,000

  • 4 Beds
  • 3.5 Baths
  • 4,668 Sq Ft

  2533 Benington Place, Nolensville, TN 37135

  Beautiful Benington being offered for the first time by the original owner with show stopping entry of double doors to a 20' high foyer and spiral staircase! 2025 updates include: new roof, new stainless appliances and Sherwin Williams paint throughout, refinished sand and finish hardwood floors, and private metal fenced backyard. One block walk to the pool! Primary on the main with 3 more

  Debra Waters Benchmark Realty, LLC

  2533 Benington Place, Nolensville, TN 37135
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  /99

  $3,400,000

  • 5 Beds
  • 5.5 Baths
  • 5,833 Sq Ft

  1601 Windy Ridge Dr, Brentwood, TN 37027

  Step into modern luxury with this fully custom home crafted by Castle Homes in the highly sought-after Voce neighborhood. This home is situated at 1601 Windy Ridge Drive, directly across from the prestigious Richland Country Club. This exquisite residence is designed for those who appreciate fine craftsmanship and attention to detail.As you enter the home, you'll be greeted by the warmth

  Chelsey Rojas Compass RE

  1601 Windy Ridge Dr, Brentwood, TN 37027
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  /62

  $4,500,000

  • 6 Beds
  • 8.5 Baths
  • 10,273 Sq Ft

  295 Jones Pkwy, Brentwood, TN 37027

  New Roof coming 9/22/2025!!! Magnificent home has Luxury size bedrooms all with full baths, kitchen open to den with stack stone fire place, 2 Bonus rooms, theater room, workout rm, plus a wine cellar, it's RESORT like living in your own backyard with private pool, hot tub, outdoor kitchen,putting green and full pool bath, a TRUE 4 car garage, PERFECT condition & ready for NEW owner! You don't

  Whitney Musser Fridrich & Clark Realty

  295 Jones Pkwy, Brentwood, TN 37027
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  /39

  $1,250,000

  • 4 Beds
  • 3 Baths
  • 3,262 Sq Ft

  5107 Longstreet Dr, Brentwood, TN 37027

  Welcome to your dream home in Brentwood! Nestled on over an acre, this stunning hillside lot has a beautiful updated home that is packed with stunning features. Inside, you’ll find soaring vaulted ceilings, a huge flex room that can be a 5th bedroom, workout area, or entertainment space, and a luxurious primary bath with heated floors. This home also boasts a second kitchen and in-law suite with

  Kristen Redmond Compass

  5107 Longstreet Dr, Brentwood, TN 37027
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  /63

  $1,300,000

  • 4 Beds
  • 5 Baths
  • 4,880 Sq Ft

  7018 Willowick Dr, Brentwood, TN 37027

  Welcome to a state-of-the-art residence nestled in hills of Brentwood, TN. Spanning an impressive 3 stories on an over half acre lot, this home is a testament to modern efficiency and smart living. Experience unparalleled energy efficiency with triple-pane windows, Energy Star-rated skylights, and appliances, complemented by LED lighting throughout. The home features meticulously sealed air ducts

  Sarah Kilgore MERIT Real Estate Advisors

  7018 Willowick Dr, Brentwood, TN 37027
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  /44

  $3,689,000

  • 7 Beds
  • 8 Baths
  • 7,192 Sq Ft

  700 Princeton Hills Dr, Brentwood, TN 37027

  Gated entry private 7 bedroom home~WALK to BMS/BHS! Secondary bedrooms have FRESH PAINT, NEW CARPET & RENOVATED BATHS! Plenty of pool days left to enjoy the renovated gunite pool and spa with gorgeous traverine pool apron~Backyard connects to neighborhood trail & backs up to green space/common area~20' ceilings entry, great room, informal dining& primary bedroom~9' everywhere else~Main level

  Patricia Myatt Benchmark Realty, LLC

  700 Princeton Hills Dr, Brentwood, TN 37027
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  /43

  $989,000

  • 4 Beds
  • 2.5 Baths
  • 2,477 Sq Ft

  1518 Lipscomb Dr, Brentwood, TN 37027

  Don’t miss the best value in Brentwood — this beautifully updated, all-brick, one-level home offers the perfect blend of privacy, space, and modern updates on over one acre of park-like grounds. Properties like this, in this location, at this price — simply don’t come around often!Step inside to discover a stunning renovated kitchen, updated bathrooms, and an open, flowing floor plan

  Michael Waggoner Benchmark Realty, LLC

  1518 Lipscomb Dr, Brentwood, TN 37027
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  /65

  $2,195,000

  • 5 Beds
  • 5.5 Baths
  • 4,806 Sq Ft

  1931 Parade Dr, Brentwood, TN 37027

  No detail was missed in this former Drees model home. Nestled in the highly sought-after Traditions neighborhood and zoned for Ravenwood High School, this beautifully designed residence offers stunning views and open plan living with casual gathering places and inviting sunlit spaces. Builder upgrades throughout, include sand and finish hardwood flooring in main living areas, 8-foot doors and

  Preston Rowland Zeitlin Sotheby's International Realty

  1931 Parade Dr, Brentwood, TN 37027
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  /32

  $787,000

  • 4 Beds
  • 3 Baths
  • 2,997 Sq Ft

  824 Pisgah Park, Brentwood, TN 37027

  Welcome to 824 Pisgah Park, a beautifully maintained home in the gated Brentwood Chase community. This 4-bedroom, 3-bath home with an optional 5th bedroom or office plus bonus room offers nearly 3,000 sq ft of versatile living space designed for comfort and functionality.The main level features a light-filled great room with a cozy fireplace, formal dining, and a renovated kitchen with

  Anna Greer eXp Realty

  824 Pisgah Park, Brentwood, TN 37027
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  /52

  $2,650,000

  • 5 Beds
  • 5.5 Baths
  • 6,042 Sq Ft

  481 Sterns Crossing, Brentwood, TN 37027

  Welcome to 481 Sterns Crossing, an exceptional custom-built residence in one of West Brentwood’s most private and sought-after enclaves. Designed by Jack Herr & Associates, and built by Brentwood Builders, this timeless home blends architectural sophistication with serene Southern living—all set in a quiet, 21-home neighborhood with minimal turnover and a true sense of community.Priced

  Clay Kelton eXp Realty

  481 Sterns Crossing, Brentwood, TN 37027
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  /39

  $3,318,340

  • 5 Beds
  • 5.5 Baths
  • 5,529 Sq Ft

  1733 Briarmont Place, Brentwood, TN 37027

  Welcome to this gorgeous new construction build by Ford Classic Homes in the Rosebrooke community! This expansive 5,529 sq ft new build offers 5 bedrooms, 5 full and 1half baths, and multiple flex spaces across two levels. Features include a spacious main-level primary suite, open kitchen with large pantry, multiple living spaces, and a bonus room with sun deck. Enjoy covered outdoor porches, a

  Mary Kocina Fridrich & Clark Realty

  1733 Briarmont Place, Brentwood, TN 37027
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  /41

  $899,000

  • 4 Beds
  • 3 Baths
  • 3,400 Sq Ft

  260 Forest Trail, Brentwood, TN 37027

  Motivated Sellers! Beautiful home on large lot with mature trees. Newly remodeled kitchen with granite and new appliances. Home has been updated throughout and has been meticulously cared for. Spacious Master bedroom with vaulted ceilings and an upstairs loft. En suite Master bath with his and her closets, tile shower and freestanding tub. Office attached to the master bedroom. The formal dining

  Whitney Jones Benchmark Realty, LLC

  260 Forest Trail, Brentwood, TN 37027
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  /49

  $1,195,000

  • 4 Beds
  • 3 Baths
  • 2,596 Sq Ft

  1326 Holly Tree Gap Rd, Brentwood, TN 37027

  Nestled on a sprawling 7-acre lot in the desirable Brentwood, TN, this property presents a unique opportunity for investors and those with a vision for remodeling. Enjoy the freedom of no HOA while relishing the privacy and space this expansive land offers. Situated conveniently close to downtown Franklin and I-65, this location provides both tranquility and easy access to urban amenities. Don't

  Joseph Baldwin Keller Williams Realty

  1326 Holly Tree Gap Rd, Brentwood, TN 37027
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  /5

  $1,000,000

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  1529 Hyde Ln, Brentwood, TN 37027

  Discover an Exceptional Opportunity to own 5.96 acres of Pristine Land in the highly sought-after Brentwood, Tennessee. Nestled in a Prestigious & Peaceful setting! This Property offers the perfect blend of Privacy, Natural Beauty, & convenience. Prime location! Situated in one of Brentwood's most desirable areas, offering easy access to Nashville, Franklin & Cool Springs!. Perfect for a Custom

  Christy Kirk Synergy Realty Network, LLC

  1529 Hyde Ln, Brentwood, TN 37027
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  /36

  $1,059,000

  • 4 Beds
  • 3.5 Baths
  • 3,382 Sq Ft

  2108 Willowmet Dr, Brentwood, TN 37027

  Modern style meets southern allure in this Brentwood charmer, ideally positioned across from the serene Owl Creek Park. Featuring 4 bedrooms and 3 1/2 baths, this home blends elegance and livability with an open, light-filled layout and thoughtful design throughout. The exterior boasts a covered front porch, cozy backyard deck, and freshly whitewashed brick, offering a modern aesthetic. Inside,

  John Houston Onward Real Estate

  2108 Willowmet Dr, Brentwood, TN 37027
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  /66

  $2,650,000

  • 3 Beds
  • 2.5 Baths
  • 2,482 Sq Ft

  9824 Split Log Rd, Brentwood, TN 37027

  7.12 Acres inside the Brentwood City Limits ~ Several Possibilities for this Beautiful Piece of Land Zoned R2 (Residential) ~ The 1989 Built Home is currently on Septic with Sewer Connection directly behind ~ Backs to the Rosebrooke Community ~ The Home Features 3 Bedrooms + 2.5 Baths ~ Interior Expansion Opportunities on the 2nd Floor (30'x26') AND in the Unfinished Basement (30'x27.) ~

  Chip Kerr Kerr & Co. Realty

  9824 Split Log Rd, Brentwood, TN 37027
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  /30

  $1,965,000

  • 5 Beds
  • 4.5 Baths
  • 5,619 Sq Ft

  9562 Yellow Finch Ct, Brentwood, TN 37027

  Huge price reduction! Custom built home in a gated community with features including sand & finish hardwood floors, solid doors, incredibly large bedroom sizes & generous closet space throughout. Entertain with style in the massive kitchen, then take the party outdoors to dine alfresco, roast marshmallows in the stone fireplace, take a dip in the hot tub that stays and spot cardinals & yellow

  Jennifer Klein Benchmark Realty, LLC

  9562 Yellow Finch Ct, Brentwood, TN 37027
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  /32

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 2,318 Sq Ft

  109 Lenham Dr, Brentwood, TN 37027

  Welcome to this stunning 3-bedroom, 2.5-bath home in one of Brentwood’s most desirable communities. Situated on a premium lot, this home features a spacious layout with thoughtful design and high-end finishes throughout. The primary suite is conveniently located on the main level, offering privacy and comfort. You'll love the open-concept great room, anchored by a cozy fireplace and filled with

  William Wilson William Wilson Homes

  109 Lenham Dr, Brentwood, TN 37027
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  /70

  $6,950,000

  • 6 Beds
  • 12 Baths
  • 13,730 Sq Ft

  109 Woodward Hills Place, Brentwood, TN 37027

  Location! location! Spectacular in design, quality, and attention to detail, this exquisite European inspired home was built by a builder for his personal residence. Perfect for entertaining, the home offers an open foyer with elegant domed ceiling, large scale rooms/living areas, 8 fireplaces, all en-suite bedrooms, a luxurious in-law suite, maid's quarters with kitchen, theater room, exercise

  Joy Flynn Pilkerton Realtors

  109 Woodward Hills Place, Brentwood, TN 37027
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  /55

  $2,350,000

  • 4 Beds
  • 5.5 Baths
  • 5,743 Sq Ft

  922 Dorset Dr, Brentwood, TN 37027

  Gorgeous custom built traditional home in Dorset Park. This small pocket neighborhood provides easy access to I-65, Maryland Farms, Granny White Park and Radnor Lake. Also, very close proximity to Brentwood Academy and Richland Country Club. This handsome home features primary and guest suites on the main level, formal dining room, home office, great room open to gourmet kitchen with top of the

  Hagan Stone Parks Compass

  922 Dorset Dr, Brentwood, TN 37027
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  /50

  $1,895,000

  • 4 Beds
  • 6 Baths
  • 4,639 Sq Ft

  8224 Victory Trail, Brentwood, TN 37027

  Welcome to this stunning 4-bedroom, 3-bath home perfectly located just minutes from I-65, shopping, dining, top-rated schools, walking trails, parks, the public library, and the highly sought-after Crockett Park. The spacious Owner’s Suite is conveniently located on the main level, offering both comfort and privacy. Enjoy relaxing or entertaining in the backyard oasis with a sparkling swimming

  Catherine Baughn Coldwell Banker Southern Realty

  8224 Victory Trail, Brentwood, TN 37027
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  /31

  $614,999

  • 4 Beds
  • 3.5 Baths
  • 2,440 Sq Ft

  8073 Warbler Way, Brentwood, TN 37027

  --Large Price Improvement - Step into this modern 4-bedroom, 3.5-bath home where style meets space in a vibrant, two-year-old design. From quartz countertops and pewter cabinets to a flexible bonus room and finished garage, every inch is thoughtfully designed for modern living.Located in Brentwood’s Autumn View community near Concord and Nolensville Rd, enjoy peace and privacy with

  James Bruce Mark Spain Real Estate

  8073 Warbler Way, Brentwood, TN 37027
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  /87

  $2,450,000

  • 4 Beds
  • 5 Baths
  • 4,572 Sq Ft

  1136 Haverhill Dr, Brentwood, TN 37027

  Location, Location, Location! Just 1 mile from the library and YMCA, 1.5 miles from I-65, 3.5 miles from Cool Springs Mall, and only 11 miles from downtown Nashville, this beautifully remodeled Tuscan-style home offers unparalleled convenience with 24/7 access via east-bound Concord traffic. Behind a custom iron front door lies a masterpiece of craftsmanship, where refined details like custom

  Stephen Brush Compass RE

  1136 Haverhill Dr, Brentwood, TN 37027
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  /60

  $4,269,000

  • 6 Beds
  • 8 Baths
  • 8,798 Sq Ft

  5106 Cornell Ct, Brentwood, TN 37027

  Experience the Best of Brentwood Living in Princeton Hills. Tucked away on a quiet cul-de-sac, just off Franklin Rd and Murray Ln, this stunning, extensively updated and renovated home offers the perfect blend of peaceful neighborhood charm and unbeatable convenience. Step through grand wooden French doors into an open floor plan featuring ionic columns, soaring ceilings, and rich hardwood

  Sean Simons Fridrich & Clark Realty

  5106 Cornell Ct, Brentwood, TN 37027
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  /41

  $1,080,000

  • 4 Beds
  • 3 Baths
  • 3,267 Sq Ft

  739 Rolling Fork Dr, Brentwood, TN 37027

  NEW PRICE on this Rare one level living. Seller is offering a $15,000 allowance, so bring your creative touches and make this home your own.Beautiful, Spacious 1.5 story 4 bedroom 3 bath home. Open floor plan that is easy to navigate with getaway zones. The four season Florida-Flex room for year round sun bathing and relaxation. A panoramic view of the well maintained fenced backyard with a

  Norma Drake Benchmark Realty, LLC

  739 Rolling Fork Dr, Brentwood, TN 37027
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  /99

  $2,299,000

  • 5 Beds
  • 7 Baths
  • 5,469 Sq Ft

  1911 Parade Dr, Brentwood, TN 37027

  Welcome home to this show stopping designer's dream. This Tennessee Valley built home, is nestled in the highly desirable Traditions community. No detail has been overlooked with immaculate trim work, finished hardwood and tile throughout, high end fixtures, and thoughtful floor plan. This massive chef's kitchen is fully equipped with ample counter space, top of the line appliances, oversized

  Natalie Stanley Keller Williams Realty Nashville/Franklin

  1911 Parade Dr, Brentwood, TN 37027
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  /90

  $1,500,000

  • 5 Beds
  • 5.5 Baths
  • 4,533 Sq Ft

  130 Brooksbank Dr, Nolensville, TN 37135

  REINTRODUCED AT A FRESH PRICE... Set in the rolling hills of Williamson County on the edge of Nolensville & Brentwood just off picturesque Split Log Road, this gracious custom-built home provides an elevated lifestyle and views for miles! From the moment you arrive, there’s a sense of peace as you encounter the exceptional build quality, sunlit spaces, soaring ceilings, custom millwork, and a

  Cheryl Farley CHORD Real Estate

  130 Brooksbank Dr, Nolensville, TN 37135
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  /47

  $1,575,000

  • 5 Beds
  • 3.5 Baths
  • 4,406 Sq Ft

  6 Portrush Ct, Brentwood, TN 37027

  Experience elevated living in one of Williamson County’s most desirable communities—where privacy, security, and connection come standard. Tucked behind the gates of the prestigious Governors Club, this beautifully crafted home delivers timeless design, generous living spaces, and an effortless indoor-outdoor flow. From the dramatic two-story foyer to the light-filled living room with soaring

  Nathan Throneberry LHI Homes International

  6 Portrush Ct, Brentwood, TN 37027
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  /99

  $5,500,000

  • 6 Beds
  • 8 Baths
  • 8,145 Sq Ft

  128 Woodward Hills Place, Brentwood, TN 37027

  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

  Lisa Culp Taylor Onward Real Estate

  128 Woodward Hills Place, Brentwood, TN 37027
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  /88

  $4,400,000

  • 5 Beds
  • 4.5 Baths
  • 8,348 Sq Ft

  720 Valhalla Ln, Brentwood, TN 37027

  Tucked away in the exclusive Valhalla gated community, with the verdant, rolling hills of Brentwood as a stunning backdrop, this home exemplifies the pinnacle of luxury and craftsmanship. Originally designed as the personal residence of a renowned developer, its prime location—boasting breathtaking views, a tranquil ambiance, and unmatched privacy—was no accident. The current owners have elevated

  Jane Campbell Keller Williams Realty Nashville/Franklin

  720 Valhalla Ln, Brentwood, TN 37027
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  /99

  $3,999,999

  • 5 Beds
  • 7 Baths
  • 6,000 Sq Ft

  521 Mansion Dr, Brentwood, TN 37027

  Set on nearly an acre in one of Brentwood’s most sought-after neighborhoods, this stunning transitional-style home blends timeless design with today’s most desirable features. With over 6,000 square feet of living space, 5 bedrooms, 5 full and 2 half baths, and a layout built for both everyday living and entertaining—this one truly has it all.From the stone-accented exterior and arched

  Daniel Teague Benchmark Realty, LLC

  521 Mansion Dr, Brentwood, TN 37027
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  /87

  $2,750,000

  • 5 Beds
  • 7 Baths
  • 6,775 Sq Ft

  4 Colonel Winstead Dr, Brentwood, TN 37027

  Huge yard on almost 1 acre! Experience your new lifestyle in Brentwood's most prestigious neighborhood. Just a short drive from downtown Nashville, the Governors Club features gated entries with active security for your peace of mind. This timeless, renovated home showcases exquisite custom trim work, Vermont cherry hardwood floors, three fireplaces, and numerous built-ins.On the main floor,

  Stephen Brush Compass RE

  4 Colonel Winstead Dr, Brentwood, TN 37027
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  /42

  $3,347,250

  • 5 Beds
  • 7 Baths
  • 5,378 Sq Ft

  1627 Rosebrooke Dr, Brentwood, TN 37027

  New Construction by Insignia Homes in Brentwood's Luxury Community, Rosebrooke! This custom design features a Spacious Kitchen on front of the home overlooking an open, Two-story Vaulted Ceiling Great Rm & Dining Room. 5 Bdrms/5 Full/2 Half Baths, 3 Car Garage. Grand two-story Foyer. with Curved staircase 2 Laundry Rooms. Covered Outdoor Living Space with Fireplace and Outdoor Kitchen. Guest

  Mary Kocina Fridrich & Clark Realty

  1627 Rosebrooke Dr, Brentwood, TN 37027
• 

  

  /45

  $3,999,900

  • 6 Beds
  • 8 Baths
  • 6,000 Sq Ft

  5709 Cloverland Dr Unit A, Brentwood, TN 37027

  RARE opportunity to participate on the architectural design level with the developer for one of two homes being built at 5709 Cloverland Dr. The architecture is in the design phase with the award-winning Ryan Thewes and the buyer can contract now to customize the design as well as finishes and selections. The site will offer incredible views from the main level and second floor. The design will

  Martin Lovelace Benchmark Realty, LLC

  5709 Cloverland Dr Unit A, Brentwood, TN 37027
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  /54

  $3,495,000

  • 5 Beds
  • 6 Baths
  • 9,081 Sq Ft

  5 Camel Back Ct, Brentwood, TN 37027

  This gorgeous estate home has been through extensive renovations including new white oak wood floors, new master bathroom with steam shower, new secondary baths, new light fixtures! Upon entering you will see quartz countertops throughout, extensive crown moulding, gorgeous up to date kitchen and walls of windows which provide immaculate natural light throughout all 3 levels! Great entertaining

  Gabrielle Dodson Compass RE

  5 Camel Back Ct, Brentwood, TN 37027
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  /36

  $3,219,900

  • 5 Beds
  • 7 Baths
  • 5,213 Sq Ft

  1705 Southwick Dr, Brentwood, TN 37027

  This luxury home by Legend Homes is located in the prestigious Rosebrooke community in Brentwood! It offers 5,213 sq. ft. with 5 bedrooms, 5 full bathrooms, and 2 half bathrooms. The open-concept design features a grand great room with coffered ceilings, a chef’s kitchen with a large prep pantry, and a spacious primary suite with dual walk-in closets. The upper level includes three additional

  Mary Kocina Fridrich & Clark Realty

  1705 Southwick Dr, Brentwood, TN 37027

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