Homes for Sale in 37027

• 

  

  

  /55

  $789,900

  $10K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,964 Sq Ft

  5308 Fredericksburg Way W, Brentwood, TN 37027

  Welcome to an incredible opportunity in the highly sought-after Fredericksburg neighborhood—where community charm meets everyday convenience. Enjoy a lifestyle enriched by sidewalks, a community pool, tennis courts, a pavilion, and a playground, all just steps from your door. This spacious and thoughtfully designed home offers 4 bedrooms, including a desirable guest suite on the main level, with

  Maria Holland RE/MAX Homes And Estates

  5308 Fredericksburg Way W, Brentwood, TN 37027
• 

  

  

  /98

  $2,649,990

  New Construction Open Fri 10AM - 4PM

  • 5 Beds
  • 5.5 Baths
  • 5,176 Sq Ft

  1835 Dartmouth Dr, Brentwood, TN 37027

  A TRUE MASTERPIECE IN ARCADIA — PRIVATE .6 ACRE IN BRENTWOOD — READY FOR MOVE IN! A total WOW from the moment you arrive, designed to impress at every turn. Step inside and experience soaring ceilings, clean architectural lines, expansive walls of windows, and open, light-filled spaces that create a seamless flow—perfectly curated for both everyday living and unforgettable gatherings. Whether

  Gina Sefton Parks Compass

  1835 Dartmouth Dr, Brentwood, TN 37027
• 

  

  

  /15

  $850,000

  • Land
  • 29,185 Sq Ft
  • $1,268,657 per Acre

  1525 Boreal Ct, Brentwood, TN 37027

  A rare opportunity to build your dream home in the heart of Brentwood! Tucked away on a quiet cul-de-sac in the original section of Reserve at Raintree Forest, this beautiful lot overlooks Hole #17 at The Governors Club—perfect for golf lovers. Surrounded by beautiful homes and zoned for top-rated schools, it’s the ideal mix of luxury and location. You're just minutes from great restaurants,

  Kate Mruczkowski Benchmark Realty, LLC

  1525 Boreal Ct, Brentwood, TN 37027
• 

  

  

  /8

  $3,650,000

  • Land
  • 23.83 Acres
  • $153,168 per Acre

  691 Green Hill Blvd, Brentwood, TN 37027

  Welcome to an unparalleled opportunity in the heart of Brentwood! This expansive 23.83-acre tract, conveniently situated just off of Old Smyrna Road, presents a prime location for your dream development project. This parcel is being sold as one tract and may be subdivided. With preliminary approval for up to three lots, each boasting generous acreage—3 acres, 3.10 acres, and 7.04 acres,

  Lisa Culp Taylor Onward Real Estate

  691 Green Hill Blvd, Brentwood, TN 37027
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  /65

  $1,499,900

  • 6 Beds
  • 6.5 Baths
  • 7,508 Sq Ft

  5858 Cloverland Dr, Brentwood, TN 37027

  Set on nearly two private acres in the highly desirable Brentwood area, this traditional estate offers generous space and exceptional flexibility with no HOA. A grand driveway welcomes you home and leads into an impressive foyer, creating a refined first impression. Expansive living areas flow effortlessly throughout, complemented by a formal dining room and a large kitchen equipped with double

  Katie Morrell Compass RE

  5858 Cloverland Dr, Brentwood, TN 37027
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  /57

  $1,595,000

  • 4 Beds
  • 4 Baths
  • 4,540 Sq Ft

  9224 Sydney Ln, Brentwood, TN 37027

  Indulge in all the illustrious Inglehame Farms community has to offer, located just 5 minutes from Cool Springs, zoned for Williamson County's award winning school district, including top-ranked Ravenwood High School, and masterfully designed with lush greenery, sidewalks, underground utilities, clubhouse and pool (just in time for summer!), and direct walking access to the Brentwood trail system

  Elizabeth Unger Compass

  9224 Sydney Ln, Brentwood, TN 37027
• 

  

  /6

  $1,899,900

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,806 Sq Ft

  St. Andrews III Plan at Calistoga, Brentwood, TN 37027

  Luxury Meets Comfort – The St. Andrews III Plan. Welcome to Calistoga, where elegance, convenience, and timeless design come together in the popular St. Andrews III Plan. Offering mostly one-level living, this brand-new estate home is designed for effortless luxury and everyday comfort. Step into the impressive chef’s kitchen, where ceiling-height cabinetry, a grand island, a butler’s pantry, and

  Turnberry Homes Builder

  9830 Sam Donald Rd Unit 38325704, Brentwood, TN 37027
• 

  

  /21

  $384,500

  $11K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,724 Sq Ft

  8318 Oak Knoll Dr, Brentwood, TN 37027

  Check out this Stunning 3 beds, 2.5 bath and one car garage remodel! From gorgeous engineered hardwood and quartz countertops to the high-tech wi-fi mirrors in the spa-styled baths, every inch of this condo is brand new and ready for you to enjoy stylish lifestyle entertaining friends and family. Other features include New Stainless Steel appliances, tiled floors and Quartz countertops in all

  Amir Roshan Covenant Real Estate Services

  8318 Oak Knoll Dr, Brentwood, TN 37027
• 

  

  /57

  $7,995,000

  • 5 Beds
  • 8 Baths
  • 8,131 Sq Ft

  1409 Montmorenci Pass, Brentwood, TN 37027

  Set on over six acres in the coveted Cartwright Close community, this remarkable estate blends timeless elegance with contemporary luxury. Set high above the street with stunning architectural details, this residence is as distinctive as it is welcoming. Step inside to the warm and inviting Entry Hall, uniquely flanked by dual Executive Offices. The open-concept main living area features soaring

  Michelle Maldonado Compass RE

  1409 Montmorenci Pass, Brentwood, TN 37027
• 

  

  /90

  $4,299,000

  $101K PRICE DROP

  • 5 Beds
  • 7 Baths
  • 6,112 Sq Ft

  1702 Southwick Dr, Brentwood, TN 37027

  Welcome to the pinnacle of Brentwood living in RoseBrooke, where every day feels like a stay at a world-class resort. This architectural masterpiece offers a lifestyle defined by seamless luxury and sophisticated comfort.Your private backyard oasis is anchored by a stunning 40' x 20' saltwater gunite pool, featuring a waterfall spa and tanning ledge. Whether you’re hosting summer soirées on

  Craig Edwards WEICHERT, REALTORS - The Andrews Group

  1702 Southwick Dr, Brentwood, TN 37027
• 

  

  /53

  $1,900,000

  • 3 Beds
  • 4 Baths
  • 3,804 Sq Ft

  1024 Redmond Ct, Brentwood, TN 37027

  If you’ve been holding out for a home with real substance, privacy, and breathing room, this is the one. Set on 2.6 acres in a natural setting, the approach says it all: as you wind up the long private drive, the trees part, and this one-of-a-kind home comes into view, with its French-inspired architecture perched confidently on the hill. Importantly, this home is specifically positioned on the

  Kevin Martelli Onward Real Estate

  1024 Redmond Ct, Brentwood, TN 37027
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  /88

  $3,125,000

  • 5 Beds
  • 5.5 Baths
  • 5,772 Sq Ft

  1063 Sunset Rd, Brentwood, TN 37027

  Set within the prestigious Magnolia Vale neighborhood in Brentwood, this fully renovated home is where refined design meets private resort living.Meticulously maintained, the home has been thoughtfully reimagined with custom details throughout—pairing a clean, modern aesthetic with timeless materials and finishes.The outdoor living experience is exceptional. A resort-style saltwater pool

  Jaime Vlassopulos Compass

  1063 Sunset Rd, Brentwood, TN 37027
• 

  

  /40

  $1,595,000

  • 4 Beds
  • 2.5 Baths
  • 3,633 Sq Ft

  1305 Arrowhead Dr, Brentwood, TN 37027

  Best curb appeal in the neighborhood! The double porch and the circular drive welcome you into this immaculate home. The home is situated on the 1 acre lot so as to maximize the huge backyard. All hdwd on the main with recently renovated kitchen and baths are going to make you say WOW! The primary suite enjoys 3 walk in closets as well as an oversized tile shower with invisible glass door, the

  Dee Russell Compass

  1305 Arrowhead Dr, Brentwood, TN 37027
• 

  

  /3

  $299,900

  Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,116 Sq Ft

  5811 Brentwood Trace Unit 5811, Brentwood, TN 37027

  Whether you're a first-time home-buyer, downsizing, or looking for a fantastic investment opportunity, this move-in-ready condo combines comfort, convenience, and location in one of Brentwood’s most sought-after communities. New windows and newer HVAC, new toilets, and a new hot water heater. New flooring. upstairs.. re-tiled 1/2 bath. New SS Refriiigerator. Convenient to downtown Nashville,

  Patricia Sanchez Realty One Group Music City

  5811 Brentwood Trace Unit 5811, Brentwood, TN 37027
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  /37

  $649,900

  • 3 Beds
  • 2.5 Baths
  • 2,288 Sq Ft

  905 Chick Ct, Brentwood, TN 37027

  Welcome to this beautiful home, perfectly situated on a peaceful cul-de-sac where privacy and tranquility set the tone. From the moment you arrive, you’ll appreciate the inviting curb appeal and the effortless flow from indoors to the exceptional outdoor living space. A spacious covered back porch opens to a dedicated entertaining area complete with a built-in fire pit—ideal for year-round

  Cory Holman Parks Compass

  905 Chick Ct, Brentwood, TN 37027
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  /92

  $1,399,000

  $76K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,103 Sq Ft

  9411 Highwood Hill Rd, Brentwood, TN 37027

  Nestled in the highly desirable Highland Park community of Brentwood, this beautifully appointed home offers a rare combination of flexibility, low-maintenance living, and timeless design in one of the area’s most sought-after locations. Featuring two primary suites—one on the main level and one upstairs—all bedrooms are ensuite, creating an ideal layout for multi-generational living, guests, or

  Jackie Adams RE/MAX 1ST Choice

  9411 Highwood Hill Rd, Brentwood, TN 37027
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  /62

  $2,200,000

  • 5 Beds
  • 6 Baths
  • 5,883 Sq Ft

  1046 Weston Ct, Brentwood, TN 37027

  This stunning Brentwood home is located on a quiet cul-de-sac on a .99-acre lot in a beautiful private setting in the Lansdowne neighborhood. The owner’s private suite boasts an attached office/sitting room and dual large walk-in closets. The primary bath features a large soaking tub, separate vanities & oversized shower. Sitting room & dining are located off either side of the foyer. Head to the

  Meghan Siebe Siebe Realty

  1046 Weston Ct, Brentwood, TN 37027
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  /35

  $4,891,015

  New Construction $155K PRICE INCREASE

  • 5 Beds
  • 7 Baths
  • 7,505 Sq Ft

  1669 Heartwood Ln, Brentwood, TN 37027

  Introducing Your Dream Home: A Stunning New Construction Built by Ford Classic Homes! Nestled in a serene setting, this exquisite 7,505 sq. ft. residence boasts a **private backyard** that backs up to majestic, mature trees, providing an enchanting escape right at your doorstep. Open Concept Floor Plan:Flow seamlessly from the dining room with its elegant wet bar to the expansive great room

  Mary Kocina Fridrich & Clark Realty

  1669 Heartwood Ln, Brentwood, TN 37027
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  /7

  $1,250,000

  • Land
  • 2.81 Acres
  • $444,840 per Acre

  1565 Sunset Rd, Brentwood, TN 37027

  Largest lot available in Rosebrooke! 2.81 acre lot in a beautiful Brentwood community offering pool and clubhouse. Easy access to walking/bike trails. Nice views and level lot with gated drive. Rare chance to build your dream home!

  Valerie Roberts Fridrich & Clark Realty

  1565 Sunset Rd, Brentwood, TN 37027
• 

  

  /10

  $799,900

  New Construction Open Fri 10AM - 5PM

  • 3 Beds
  • 2.5 Baths
  • 1,905 Sq Ft

  117 Shadow Springs Dr Unit 117, Brentwood, TN 37027

  Introducing a beautifully designed maintenance free home w/ the PRIMARY SUITE on the MAIN LEVEL - Located in a GATED community Brentwood, TN. This home features an exquisite spa-like bath in the primary bathroom with an oversized shower and free-standing tub, perfectly blending luxury and functionality for modern living.Experience the spacious open-concept floor plan with dramatic ten-foot

  Christy Frewin Vastland Realty Group, LLC

  117 Shadow Springs Dr Unit 117, Brentwood, TN 37027
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  /29

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,495 Sq Ft

  911 Brentwood Point, Brentwood, TN 37027

  Welcome to your beautiful 3 bedroom, 2.5 bathroom home in the Heart of Cool springs! This well-maintained property features a brand new HVAC (2025), new roof (2022) for peace of mind. The home backs up to a serene wooded common area offering both privacy and beautiful views. Inside, the kitchen includes a stainless steel refrigerator and opens to a spacious living and dining area w/fireplace.

  Andrea Ladd Benchmark Realty, LLC

  911 Brentwood Point, Brentwood, TN 37027
• 

  

  /11

  $335,000

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft

  1006 Brentwood Point Unit 1006, Brentwood, TN 37027

  PRIME WILLIAMSON COUNTY LOCATION! MOVE-IN READY CONDO BACKING UP TO GREENSPACE FOR EXTRA PRIVACY. 2-bedroom, 1.5-bath condo offers the perfect blend of convenience, comfort, and low-maintenance living in the heart of Cool Springs. UNBEATABLE LOCATION: Just 1 mile to I-65, 2 miles to Cool Springs Galleria, 3.8 miles to The Factory at Franklin, and 4.1 miles to Historic Downtown Franklin. Zoned for

  Paula Piskie Covey Rise Properties LLC

  1006 Brentwood Point Unit 1006, Brentwood, TN 37027
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  /5

  $499,900

  $25K PRICE DROP

  • Land
  • 20,473 Sq Ft
  • $1,063,617 per Acre

  5500 Kelly Rd, Brentwood, TN 37027

  Lot 4 of the Kelly Glen Subdivision— a 20,000+ sqft R20-zoned corner lot at Franklin Pike Circle and Kelly Road. Build new construction in an established Brentwood corridor seeing active luxury development. Supports single or two-family development configurations, subject to Metro review and permitting. Adjacent lots also available individually or as a package deal. Buyer to verify all

  John Brittle Jr. Compass

  5500 Kelly Rd, Brentwood, TN 37027
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  /74

  $1,000,000

  $200K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,048 Sq Ft

  2002 Sunny Side Dr, Brentwood, TN 37027

  Best Schools in Williamson County! Grassland Elementary and Middle Schools and Franklin High School! Located in Quiet Sunny Side Estates near End of Cul-De-Sac. Formally Home of The Goldmine Recording Studio where Amy Grant Record Her First Album and the River Little Band and many others recorded many hit songs. Homesite over 1.23 acres. Home Fully Renovated in 2010! New Roof 2025. Primary

  Ron Jones Onward Real Estate

  2002 Sunny Side Dr, Brentwood, TN 37027
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  /2

  $999,000

  • Land
  • 2 Acres
  • $499,500 per Acre

  1256 Old Hickory Blvd, Brentwood, TN 37027

  Matt Smith Haury & Smith Cont.

  1256 Old Hickory Blvd, Brentwood, TN 37027
• 

  /2

  $1,849,900

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,860 Sq Ft

  The Henning Plan at Valley View Estates, Brentwood, TN 37027

  Heritage Homes Builder

  501 Doubleday Ln Unit 38368527, Brentwood, TN 37027
• 

  

  /4

  $6,999,999

  New Construction

  • 6 Beds
  • 5.5 Baths
  • 7,735 Sq Ft

  7094 Anna Dr, Brentwood, TN 37027

  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

  Laura Baugh Onward Real Estate

  7094 Anna Dr, Brentwood, TN 37027
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  /41

  $400,000

  • 2 Beds
  • 2 Baths
  • 1,105 Sq Ft

  311 Seven Springs Way Unit 104, Brentwood, TN 37027

  This ground floor unit is an absolute GEM! Beautifully updated condo in a gated, camera-monitored community offering maintenance-free, resort-style living and an unbeatable location! This 2 bedroom, 2 full bath unit features no shared walls for exceptional privacy, along with recent updates including new hardwood flooring, fresh interior paint, a new water heater, newer HVAC (approximately 3–5

  Gary Ashton The Ashton Real Estate Group of RE/MAX Advantage

  311 Seven Springs Way Unit 104, Brentwood, TN 37027
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  /82

  $969,999

  Open Sun 2PM - 4PM $25K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,180 Sq Ft

  104 Portsmouth Cove, Brentwood, TN 37027

  $10,000 Lower Price!! This freshly updated residence, nestled on a quiet cul-de-sac just 2 miles from Brentwood’s top shops and restaurants, blends modern upgrades with classic style. Step inside to discover sun-drenched living spaces featuring rich hickory hardwood floors throughout both levels—creating a warm, inviting atmosphere whether you’re relaxing or entertaining. The kitchen is a true

  Paul Richards Reliant Realty ERA Powered

  104 Portsmouth Cove, Brentwood, TN 37027
• 

  

  /47

  $1,350,000

  Open Sun 2PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 4,253 Sq Ft

  1830 Sonoma Trace, Brentwood, TN 37027

  Beautiful home with brick and stone exterior, attractive curb appeal & custom landscaping. Conveniently located for schools, shopping and restaurants. Inviting family room with fireplace, formal dining with custom paint and medallion, butler's panty with full height cabinets and granite top. Big kitchen with lots of cabinets, island and bar, granite tops and large walk-in pantry with built-ins.

  Stephanie Campbell Crye-Leike, Inc., REALTORS

  1830 Sonoma Trace, Brentwood, TN 37027
• 

  

  /82

  $1,399,900

  Coming Soon

  • 4 Beds
  • 4 Baths
  • 3,806 Sq Ft

  2608 Benington Place, Nolensville, TN 37135

  One of the Best Lots in Benington backing to Common Space and Built by Grove Park!* Primary and Guest Suite on the Main Floor* Large Walk-in Unfinished Area on the Second Floor for Future Expansion* Kitchen features: Double Oven, Built-in Microwave, Kitchen Island with low bar seating, Farmhouse Sink, Walk-in Pantry w/ Wood Shelving, and Breakfast Nook* Formal Dining w/ Butlers Pantry* Private

  Garrett Beasley Brentview Realty Company

  2608 Benington Place, Nolensville, TN 37135
• 

  

  /19

  $970,000

  $130K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,228 Sq Ft

  1961 Sunny Side Dr, Brentwood, TN 37027

  1961 Sunnyside Dr offers a prime opportunity in the heart of Brentwood. Situated on a quiet street with mature trees, this property features a spacious lot and excellent potential for renovation or new construction. Convenient to top schools, shopping, dining and I-65 with easy access to downtown Nashville.

  Christine Eisenberg Continental Real Estate Group, Inc.

  1961 Sunny Side Dr, Brentwood, TN 37027
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  /84

  $1,350,000

  $45K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,426 Sq Ft

  8012 Knoll Ct, Brentwood, TN 37027

  Beautifully remodeled 1-acre home in the highly sought-after Brenthaven community, tucked away at the end of a quiet cul-de-sac offering the perfect blend of privacy, space, and convenience. Enjoy the stunning backyard from the screened-in porch or gather in the expansive open-concept family room—ideal for entertaining. The updated kitchen (2021) features modern finishes and flows seamlessly into

  Dean Brown Brown & Brown Realty

  8012 Knoll Ct, Brentwood, TN 37027
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  /76

  $1,799,900

  • 4 Beds
  • 5 Baths
  • 4,662 Sq Ft

  9531 Butler Dr, Brentwood, TN 37027

  **This home offers an assumable VA Mortgage!** The seller has an assumable $925,000 loan at a 4.125% rate for about 26 more years (May 2022 - June 2052) that can be assumed by the new buyer! The principal and interest payment each month is under $4,900! **This gorgeous estate home boasts amazing curb appeal, a wraparound driveway and a dream backyard! The home's floor plan lends itself well

  Gabrielle Dodson Compass RE

  9531 Butler Dr, Brentwood, TN 37027
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  /53

  $2,175,000

  Open Sun 2PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 5,248 Sq Ft

  1863 Burland Crescent, Brentwood, TN 37027

  Welcome to 1863 Burland Crescent — an exquisite residence in one of Brentwood’s most sought-after enclaves in Williamson County. This distinguished home sits privately on a sprawling half-acre lot, bordered by lush wooded creek and protected green space that ensures lasting tranquility and unmatched privacy. Step inside to an elegant open-concept main level designed for effortless living and

  Ivy Vick Compass

  1863 Burland Crescent, Brentwood, TN 37027
• 

  

  /44

  $475,000

  • 2 Beds
  • 2.5 Baths
  • 1,528 Sq Ft

  702 Vineland Ct, Brentwood, TN 37027

  Step into this beautifully renovated 2-bedroom townhouse that shines with natural light throughout. This rare find is 1 of only 4 of the newest builds in the community and offers a spacious 2-car attached garage with an oversized storage area above (that could be finished for a bonus room/office). Inside, you’ll find fresh updates including brand new carpet, designer lighting, and freshly painted

  Chandler Whitley Onward Real Estate

  702 Vineland Ct, Brentwood, TN 37027
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  /87

  $1,999,900

  Coming Soon

  • 5 Beds
  • 5 Baths
  • 4,495 Sq Ft

  9476 Highland Bend Ct, Brentwood, TN 37027

  Remodeled/Updated Mike Ford Build Executive Home in the Heart of Brentwood!* Beautiful Entry filled with Light and a Rounded Staircase that leads to the Second Level* This 5 Bedroom 5 Bath Home w/ 3 Car Garage is Situated on just over a 1/2 Acre on an Exterior Lot with Tons of Privacy* Primary Bedrooms and Guest Room (Currently being used as an Office with Custom Barn Door) are located on the

  Garrett Beasley Brentview Realty Company

  9476 Highland Bend Ct, Brentwood, TN 37027
• 

  

  /34

  $799,900

  $49K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 3,234 Sq Ft

  908 Stone Box Ct, Brentwood, TN 37027

  All-brick, traditional home in Stone Box Creek off Hill Rd. Zoned for Granbery Elementary. Primary BR suite down with walk-in closet & renovated bath featuring double vanities, water closet, separate shower & whirlpool tub. Hardwoods in foyer & eat-in kitchen with island, granite countertops, stainless appliances including refrigerator, built-in pantry with custom pull-out shelves & built-in

  Becky St John Pilkerton Realtors

  908 Stone Box Ct, Brentwood, TN 37027
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  /67

  $1,650,000

  • 4 Beds
  • 5 Baths
  • 3,637 Sq Ft

  1412 Arrowhead Dr, Brentwood, TN 37027

  Dee Russell Compass

  1412 Arrowhead Dr, Brentwood, TN 37027
• 

  /2

  Price To Be Determined

  New Construction

  • 5 Beds
  • 8.5 Baths
  • 6,400 Sq Ft

  The Lillian Plan at Valley View Estates, Brentwood, TN 37027

  Heritage Homes Builder

  501 Doubleday Ln Unit 38368715, Brentwood, TN 37027

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