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5-Bedroom Homes for Sale in Brentwood, TN with Private Pool

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  • /93

    $4,900,900 Open Sun 12PM - 5PM

    • 6 Beds
    • 7.5 Baths
    • 6,912 Sq Ft

    8104 Turning Point Dr, Brentwood, TN 37027

    Contract Fell Thru - Back on Market!! Location, Location, Location - Exquisite Luxury Awaits – Pool & Pool Bath Included! Nestled in the heart of the prestigious Primm Farm, this breathtaking custom home by Award-Winning Arnold Homes is the pinnacle of elegance and comfort. From the moment you arrive, the porte-cochere with striking stone elements sets the tone for the grandeur within. Step

    Agent Photo

    Susan Gregory

    Onward Real Estate

    (629) 348-8167

    8104 Turning Point Dr, Brentwood, TN 37027
  • /97

    $4,750,000

    • 6 Beds
    • 8 Baths
    • 6,843 Sq Ft

    8106 Turning Point Dr, Brentwood, TN 37027

    Location, Location, Location! Backyard POOL oasis! Discover your dream home in the prestigious and highly sought-after Primm Farm community. Currently under construction by Award-Winning Artisan Homes, this custom-designed residence is the epitome of luxury and thoughtful design. Featuring 6 spacious bedrooms, this home includes a fully finished basement complete with a bedroom, full bath, media

    Agent Photo

    Susan Gregory

    Onward Real Estate

    (615) 903-0411

    8106 Turning Point Dr, Brentwood, TN 37027
  • /65

    $6,324,900

    • 6 Beds
    • 9 Baths
    • 8,003 Sq Ft

    1101 Mccall Ct, Brentwood, TN 37027

    This stunning 8,000+ sq ft custom estate by Hidden Valley Homes is located in Brentwood's exclusive gated ANNA Community. Featuring 6 bedrooms, 6 full baths, 3 half baths, and stunning floor plan. This home is designed for both elegance and comfort. Zoned for Brentwood’s highly-rated schools, it’s a rare opportunity in a sought-after location. Enjoy resort-style outdoor living with a pool, lanai

    Agent Photo

    Erin Krueger

    Compass Tennessee, LLC

    (615) 461-4035

    1101 Mccall Ct, Brentwood, TN 37027
  • /100

    $7,499,900

    • 5 Beds
    • 9 Baths
    • 8,527 Sq Ft

    8102 Turning Point Dr, Brentwood, TN 37027

    This custom luxury home by award-winning Arnold Homes is a masterpiece of elegance and functionality. A covered porch with an iron swing door welcomes you into an expanded foyer, which flows seamlessly into the open living and dining areas. Three sets of double doors provide breathtaking views of the rear covered porch, pool, and putting green. Designed for the ultimate culinary experience, the

    Agent Photo

    Susan Gregory

    Onward Real Estate

    (629) 300-5798

    8102 Turning Point Dr, Brentwood, TN 37027
  • /90

    $5,199,000

    • 5 Beds
    • 7 Baths
    • 6,876 Sq Ft

    8107 Turning Point Dr, Brentwood, TN 37027

    This custom home by award-winning Arnold Homes is under construction in the highly sought-after Primm Farm. Featuring a courtyard entry that connects to both the main entry and office, the home welcomes you with an open-concept design. A wet bar overlooks the Great Room and Dining Room, while the spacious kitchen boasts an industrial stove and oven, a separate refrigerator and freezer, and

    Agent Photo

    Susan Gregory

    Onward Real Estate

    (629) 284-0917

    8107 Turning Point Dr, Brentwood, TN 37027
  • /99

    $6,999,999

    • 5 Beds
    • 7 Baths
    • 7,622 Sq Ft

    8101 Turning Point Dr, Brentwood, TN 37027

    Your Dream Home Awaits – Pool and Greenhouse Included! Step into timeless elegance in the prestigious Primm Farm community, in this exclusive enclave of just 24 estate homesites. This magnificent masterpiece, built by Award Winning Landon Development, is the epitome of refined living, offering an unparalleled blend of luxury, comfort, and charm. From the moment you enter, you’ll be captivated by

    Agent Photo

    Susan Gregory

    Onward Real Estate

    (629) 465-4167

    8101 Turning Point Dr, Brentwood, TN 37027
  • /75

    $3,850,000

    • 5 Beds
    • 7 Baths
    • 5,707 Sq Ft

    5432 Granny White Pike, Brentwood, TN 37027

    Stunning Contemporary build in Brentwood Built by Fry Classic Construction on nearly an acre lot. Tucked near Oak Hill and Richland Country Club, backing to Radnor Lake, this stunning 5,707 sq. ft. home on nearly an acre offers luxury, privacy, and modern convenience. This stunning home features 5 bedrooms, 5 full baths, 2 half baths, and pool house, stunning pool & spa. The gourmet kitchen

    Agent Photo

    Erin Krueger

    Compass Tennessee, LLC

    (615) 703-6829

    5432 Granny White Pike, Brentwood, TN 37027
  • /62

    $5,499,900

    • 5 Beds
    • 7 Baths
    • 6,231 Sq Ft

    8100 Turning Point Dr, Brentwood, TN 37027

    An incredible opportunity to own a masterfully crafted estate by Award-Winning Arnold Homes in the exclusive Primm Farm community—where history meets modern luxury. With only 24 homesites, this sought-after neighborhood offers a private retreat unlike any other. Perched at the end of a serene cul-de-sac, this elevated homesite backs to mature trees, providing the ultimate in peace and privacy.

    Agent Photo

    Susan Gregory

    Onward Real Estate

    (615) 640-4329

    8100 Turning Point Dr, Brentwood, TN 37027
  • /12

    $6,500,000

    • 6 Beds
    • 8 Baths
    • 7,500 Sq Ft

    6020 Eastmans Way, Brentwood, TN 37027

    Nearly 2 acres in the heart of Brentwood! 1-2 months to finalize plans and selections, 6-8 months for your dream home to be completed.Or, choose from one of our other available lots! Call today with any question and for lot availability.

    Alex Helton Compass RE

    6020 Eastmans Way, Brentwood, TN 37027
  • /9

    $5,350,000

    • 5 Beds
    • 7 Baths
    • 7,395 Sq Ft

    1714 Southwick Dr, Brentwood, TN 37027

    *RARE opportunity to own a BRAND NEW 2025 PARADE HOME! Not only does this home have all the highest level finishes, it also has a backyard oasis with a custom gunite pool and separate spa,an outdoor kitchen, all-weather porch and a separate fire pit! Indoors offers an open-concept floor plan with 11-12' ceilings throughout, as well as soaring vaulted ceilings in the Great Room & Dining Room.

    Mary Kocina Fridrich & Clark Realty

    1714 Southwick Dr, Brentwood, TN 37027
  • /20

    $7,750,000

    • 6 Beds
    • 10 Baths
    • 10,913 Sq Ft

    5218 Meadowlake Rd, Brentwood, TN 37027

    A showcase of stunning architectural design, this home is set to impress with its thoughtfully planned interiors and attention to every detail. Three recessed half-round doors create a grand entry into the expansive gathering areas, including the great room with 21’ ceilings and the keeping room overlooking the outdoor reflection pool. The upscale kitchen is a chef’s dream, complete with a

    Cameron Hunt Benchmark Realty, LLC

    5218 Meadowlake Rd, Brentwood, TN 37027
  • /96

    $5,299,900

    • 6 Beds
    • 5.5 Baths
    • 8,427 Sq Ft

    1884 Barnstaple Ln, Brentwood, TN 37027

    Experience the pinnacle of luxury in this custom-built estate, located in Brentwood’s prestigious Morgan Farms. With breathtaking views of rolling hills and access to top-tier schools, every inch of this residence defines excellence and elegance. Designed for both opulence and entertaining, the open layout features a chef’s kitchen with Miele appliances and a striking soapstone bar complete with

    Tom Champion Compass RE

    1884 Barnstaple Ln, Brentwood, TN 37027
  • /69

    $5,495,000

    • 5 Beds
    • 7 Baths
    • 6,476 Sq Ft

    850 Anna James Ct, Brentwood, TN 37027

    An extraordinary opportunity to seamlessly transition into this private enclave of custom designed homes in the heart of Brentwood. OMAN offers convenience, prestige and privacy with timeless beauty inside & out, modern comforts designed for everyday living all with a scenic view we have come to appreciate in Williamson County. A versatile floor plan with all the amenities & conveniences expected

    Janis Martin Keller Williams Realty Nashville/Franklin

    850 Anna James Ct, Brentwood, TN 37027
  • /62

    $4,500,000

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

    295 Jones Pkwy, Brentwood, TN 37027

    SPRING is Here!!! 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 want to MISS

    Whitney Musser Fridrich & Clark Realty

    295 Jones Pkwy, Brentwood, TN 37027
  • /52

    $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
  • /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
  • /44

    $2,475,000

    • 5 Beds
    • 4.5 Baths
    • 4,378 Sq Ft

    1122 Oman Dr, Brentwood, TN 37027

    Exceptional retreat just minutes from Radnor Lake. Tucked away on nearly 3 acres of mature trees, this residence blends privacy with sophistication. Recently reimagined with designer finishes and bespoke details, it offers a one-of-a-kind living experience you won’t find anywhere else. Full primary bath and closet redo includes custom closet, heated floor, steam room, in-closet 2nd washer/dryer

    Clay Kelton eXp Realty

    1122 Oman Dr, Brentwood, TN 37027
  • /63

    $3,499,000

    • 6 Beds
    • 7 Baths
    • 6,947 Sq Ft

    5566 Hill Rd, Brentwood, TN 37027

    Welcome to 5566 Hill Rd, an exceptional Brentwood estate offering nearly 7,000 sq ft of refined living space on 2 private, flat acres. Thoughtfully designed for both everyday living and grand-scale entertaining, this gated property features a heated pool and spa by Waterscapes, a tiki bar, and a fully equipped pool house with kitchen and guest suite. Inside the main home, you'll find four

    Sam Coleman-Dancer Compass

    5566 Hill Rd, Brentwood, TN 37027
  • /100

    $3,934,900

    • 5 Beds
    • 4.5 Baths
    • 5,561 Sq Ft

    5116 Williamsburg Rd, Brentwood, TN 37027

    Luxury, comfort, and convenience meet at 5116 Williamsburg Rd in the sought-after Meadowlake community of Brentwood. From the moment you arrive, the beautiful white brick exterior, welcoming covered front porch, and inviting entry foyer set the tone for the elegance inside. Just off the foyer, the formal dining room features a shiplap accent wall, creating a seamless connection to the home’s

    Lisa Culp Taylor Onward Real Estate

    5116 Williamsburg Rd, Brentwood, TN 37027
  • /60

    $1,650,000 Open Sun 2PM - 4PM

    • 5 Beds
    • 4.5 Baths
    • 4,682 Sq Ft

    9312 Chesapeake Dr, Brentwood, TN 37027

    Situated on a sprawling 1.12-acre lot in the prestigious Saratoga Hills community, this 4,680 sq ft, 5-bedroom, 4.5-bath home has been meticulously reimagined from top to bottom, seamlessly blending modern luxury with timeless character. Nearly every surface is brand new, from the designer kitchen to the spa-worthy bathrooms, while treasured original details, such as the warm wood ceiling beams

    Yingxin Wang eXp Realty

    9312 Chesapeake Dr, Brentwood, TN 37027
  • /86

    $1,950,000

    • 5 Beds
    • 4.5 Baths
    • 5,918 Sq Ft

    9503 Wicklow Rd, Brentwood, TN 37027

    Welcome to 9503 Wicklow Road, a standout Brentwood residence that beautifully blends classic architecture with sleek, modern updates—all thoughtfully designed for multigenerational / in-law / au pair living and long-term comfort.This 5-bedroom, 4.5-bathroom home offers space and flexibility across three finished levels. The main-level owner’s suite is a true retreat, featuring a recently

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

    9503 Wicklow Rd, Brentwood, TN 37027
  • /100

    $1,994,900 Open Sun 2PM - 4PM

    • 5 Beds
    • 4.5 Baths
    • 5,956 Sq Ft

    6224 Waxwood Ct, Brentwood, TN 37027

    Discover this Belle Rive Beauty in the heart of West Brentwood on a spacious flat yard with a pool. Located on a desirable cul-de-sac near top-rated Williamson Co. Schools, Deerwood Arboretum & Nature Center, and Granny White Park. This meticulously maintained home includes a brand new roof, new interior paint throughout the entire home, new insulation, new attic solar vents, and custom steel

    Amanda Ohlweiler Brentview Realty Company

    6224 Waxwood Ct, Brentwood, TN 37027
  • /68

    $2,999,999 Open Sun 2PM - 4PM

    • 5 Beds
    • 5.5 Baths
    • 4,591 Sq Ft

    8126 Boiling Springs Place, Brentwood, TN 37027

    Experience refined contemporary living in this stunning 2025-built masterpiece by Arnold Homes, ideally situated in the highly sought-after Primm Farm community of Brentwood. Over 4,591 square feet, this home showcases impeccable design, high-end finishes, and thoughtfully crafted spaces throughout.Step inside to discover an expansive open-concept layout tailored for both relaxation and

    Amber Stormberg Stormberg Group at Compass

    8126 Boiling Springs Place, Brentwood, TN 37027
  • /45

    $3,749,900

    • 5 Beds
    • 8.5 Baths
    • 7,874 Sq Ft

    653 Chiswell Ct, Brentwood, TN 37027

    Resort-style elegance meets unparalleled functionality in this one-of-a-kind Brentwood estate. Designed for refined living and unforgettable entertaining. Located in one of the area’s most prestigious neighborhoods, less than half a mile to Brentwood Country Club and Granny White Park as well as Brentwood Middle and High Schools. This custom-built contemporary home stuns with grand-scale rooms, a

    Ronnie Lee Booth III Compass

    653 Chiswell Ct, Brentwood, TN 37027
  • /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
  • /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
  • /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
  • /63

    $2,500,000

    • 5 Beds
    • 4.5 Baths
    • 4,868 Sq Ft

    8108 Vaden Dr, Brentwood, TN 37027

    This stunning and fully renovated Brenthaven home offers 5 bedrooms, 4.5 bathrooms, and 4,868 square feet of thoughtfully designed living space. Taken down to the studs in 2015–2016, this home was completely rebuilt with all-new framing, high-end finishes, and modern systems throughout. The open floor plan is ideal for everyday living and entertaining.The custom kitchen features built-in

    Chelsea Kiser Bradford Real Estate

    8108 Vaden Dr, Brentwood, TN 37027
  • /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
  • /63

    $2,595,000

    • 5 Beds
    • 4 Baths
    • 4,585 Sq Ft

    9580 Crockett Rd, Brentwood, TN 37027

    Back on the Market due to Buyer Financing Falling Through! Priced Below Appraisal! Welcome to 9580 Crockett Road, a rare and remarkable estate set on five acres in the heart of Brentwood. This one-of-a-kind property offers an unparalleled blend of space, luxury, and versatility with three distinct structures, an in-ground swimming pool, multiple outdoor living areas, and two additional storage

    Mike Matwijec Zeitlin Sotheby's International Realty

    9580 Crockett Rd, Brentwood, TN 37027
  • /67

    $9,500,000

    • 6 Beds
    • 8.5 Baths
    • 10,052 Sq Ft

    5102 Pickney Dr, Brentwood, TN 37027

    A true cornerstone of the Brentwood community – welcome to 5102 Pickney Drive! This timeless, colonial-style estate is situated on a coveted corner lot, offering an impressive 10,000+ sqft of living space across 3 acres of beautifully landscaped grounds. The grandeur of this home is immediately apparent as you approach, with stunning landscaping framing the entrance of this one-of-a-kind

    Steve Fridrich Fridrich & Clark Realty

    5102 Pickney Dr, Brentwood, TN 37027
  • /99

    $6,800,000

    • 7 Beds
    • 11 Baths
    • 19,427 Sq Ft

    55 Governors Way, Brentwood, TN 37027

    A GRAND RESIDENCE. Experience unparalleled luxury in this exceptionally spacious but cozy 19,427 square foot estate, a masterpiece of design and opulence in prestigious Governor’s Club. IMPECCABLE DETAILS. Boasting large stylish doors, stunning crown molding and accents, beautiful light fixtures, show-stopping floor design details, and a home layout that feels warm, every room has jaw dropping

    Jenny Telwar Zeitlin Sotheby's International Realty

    55 Governors Way, Brentwood, TN 37027
  • /66

    $6,990,000

    • 5 Beds
    • 7 Baths
    • 5,793 Sq Ft

    7091 Anna Dr, Brentwood, TN 37027

    Aaron Holladay Parks Compass

    7091 Anna Dr, Brentwood, TN 37027
  • /53

    $9,500,000 Coming Soon

    • 7 Beds
    • 8.5 Baths
    • 9,627 Sq Ft

    9636 Concord Rd, Brentwood, TN 37027

    Zoned for Brentwood Middle and High Schools! 786 Properties is thrilled to announce a new era in luxury living at Bella Collina. This stunning 9400sf new construction home, with a completion date of August 2025, offers 7 bedrooms, 8.5 baths, and breathtaking views of the beautiful hills of Brentwood, TN. Inside, you'll find soaring ceiling heights, a chef's kitchen, a luxurious primary suite with

    Rebecca Norris DiNapoli Compass RE

    9636 Concord Rd, Brentwood, TN 37027
  • /95

    $3,799,000

    • 5 Beds
    • 8 Baths
    • 6,109 Sq Ft

    6128 Lookaway Cir, Franklin, TN 37067

    2 ACRE PRIVATE PARADISE IN FRANKLIN! UPDATED PRICING!! NO LUXURY FEATURE LEFT OUT! New luxury newer construction Franklin TN (near cool springs) listing backing on premium 2+ acres homesite backing to treed forested common space with exquisite outdoor living with pool. Gated entrance is available. Zoned for topSchools Ravenwood, Clovercroft, & Woodlands. Experience truly exceptional,

    Barbara Ann Jeter luxeSOUTH Realty

    6128 Lookaway Cir, Franklin, TN 37067

Home Trends in Brentwood, TN

Housing Trends

Median Sale Price
$1,200,000
Median Single Family Sale Price
$1,477,517
Median Townhouse Sale Price
$422,900
Median 2 Bedroom Sale Price
$377,445
Median 1 Bedroom Sale Price
$275,000
Average Price Per Sq Ft
$381
Number of Homes for Sale
387
Last 12 months Home Sales
876
Months of Supply
5.30
Median List Price
$1,350,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
4%
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