Hendersonville TN Real Estate - Hendersonville Homes for Sale - Homes For Sale in Hendersonville TN, $2,000,000 - $5,000,000

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Homes For Sale in Hendersonville TN, $2,000,000 - $5,000,000

All Listings $200,000 - $300,000 $300,000 - $400,000
$400,000 - $500,000 $500,000 - $600,000 $600,000 - $700,000
$700,000 - $800,000 $800,000 - $900,000 $900,000 - $1,000,000
$1,000,000 - $2,000,000 $2,000,000 - $5,000,000 $5,000,000 - $10,000,000
New Listings First
11 Properties Found.
1 of 100 images
  • Price: $2,399,000
  • 344 Raintree Dr
  • MLS #: 3259946
  • Status: For Sale
  • City: Hendersonville
  • Subdivision: Meadows Of Indian Lake Sec 3 Ph 4
  • County: Sumner County, TN
  • Bedrooms: 5
  • Bathrooms: 4.50
  • Type: Residential
  • Elementary: Indian Lake Elementary
  • Middle: Robert E Ellis Middle
  • High: Hendersonville High School

Luxury living on the Peninsula! This Stunning Custom Home,built by Hannah Custom Homes,truly has it all.Situated on a rare one-acre lot with beautiful views of Old Hickory ...

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New Construction Intel

New Construction promoted by The Ashton Real Estate Group

1 of 57 images
  • Price: $4,500,000
  • 413 Private Dr
  • MLS #: 3255493
  • Status: For Sale
  • City: Hendersonville
  • Subdivision: Cherokee Woods Sec 4 Pt 2
  • County: Sumner County, TN
  • Bedrooms: 3
  • Bathrooms: 2.00
  • Type: Residential
  • Elementary: Indian Lake Elementary
  • Middle: Robert E Ellis Middle
  • High: Hendersonville High School

Don't miss out on this premier lot available on Old Hickory Lake. The estimated 550' of shoreline and large adjoining Corps of Engineers property helps create a beautiful,...

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1 of 60 images
  • Price: $2,475,000
  • 132 Circle Dr
  • MLS #: 3247407
  • Status: For Sale
  • City: Hendersonville
  • Subdivision: J B Curtis
  • County: Sumner County, TN
  • Bedrooms: 5
  • Bathrooms: 3.50
  • Type: Residential
  • Elementary: Walton Ferry Elementary
  • Middle: V G Hawkins Middle School
  • High: Hendersonville High School

Welcome to "Waypoint"- a destination for gathering, rest and reorienting. Perfectly positioned on a rare 1-acre sewer homesite with breathtaking main channel views and a b...

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1 of 98 images
  • Price: $2,799,000
  • 192 Cherokee Rd
  • MLS #: 3233183
  • Status: For Sale
  • City: Hendersonville
  • Subdivision: Cherokee Woods Sec 4 Pt 1 Resub 1 2
  • County: Sumner County, TN
  • Bedrooms: 5
  • Bathrooms: 6.50
  • Type: Residential
  • Elementary: Nannie Berry Elementary
  • Middle: Robert E Ellis Middle
  • High: Hendersonville High School

192 Cherokee Rd is the kind of waterfront property that rarely hits the market—blending timeless mid-century character with luxury lake living on Old Hickory Lake. Perfectl...

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1 of 39 images
  • Price: $3,500,000
  • 309 Hurt Rd
  • MLS #: 3230587
  • Status: For Sale
  • City: Hendersonville
  • Subdivision: Hartman Farm Divisio
  • County: Sumner County, TN
  • Bedrooms: 4
  • Bathrooms: 6.00
  • Type: Residential
  • Elementary: Dr. William Burrus Elementary at Drakes Creek
  • Middle: Knox Doss Middle School at Drakes Creek
  • High: Beech Sr High School

Tucked away at the end of a quiet road, this custom-built estate offers luxury, privacy, and exceptional outdoor living on 6.6 acres. Built in 2021, the property provides a...

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1 of 75 images
  • Price: $2,899,900
  • 106b Timber Hills Rd
  • MLS #: 3225268
  • Status: For Sale
  • City: Hendersonville
  • Subdivision: Timberhills
  • County: Sumner County, TN
  • Bedrooms: 3
  • Bathrooms: 4.50
  • Type: Residential
  • Elementary: Beech Elementary
  • Middle: T. W. Hunter Middle School
  • High: Beech Sr High School

This custom-built estate is situated on over five private acres and features 4 bdrms (only percs for 3 bedrooms) 4 1/2 baths, with several spaces designed for both everyday...

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1 of 9 images
  • Price: $2,000,000
  • 103 West Ridge Dr
  • MLS #: 3211856
  • Status: For Sale
  • City: Hendersonville
  • Subdivision: Cherokee Woods Sec 7 Pt 3
  • County: Sumner County, TN
  • Bedrooms: 3
  • Bathrooms: 3.00
  • Type: Residential
  • Elementary: Indian Lake Elementary
  • Middle: Robert E Ellis Middle
  • High: Hendersonville High School

Spacious lakefront property offering a rare opportunity to own an exceptional homesite on the water. The standout feature of this property is the expansive, private lot wit...

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REDUCED Photo for MLS 3189475 in 103 Walnut Dr Hendersonville, TN - 37075
1 of 99 images
  • Price: $3,150,000
  • 103 Walnut Dr
  • MLS #: 3189475
  • Status: For Sale
  • City: Hendersonville
  • Subdivision: Lake Shore Estates Sec 2
  • County: Sumner County, TN
  • Bedrooms: 4
  • Bathrooms: 4.50
  • Type: Residential
  • Elementary: Lakeside Park Elementary
  • Middle: V G Hawkins Middle School
  • High: Hendersonville High School

Tucked into one of Hendersonville’s most desirable lake-access pockets, 103 Walnut Drive is a rare jewel box where refined design meets effortless lake living. This fully r...

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REDUCED Photo for MLS 3180596 in 112 Sterling Rd Hendersonville, TN - 37075
1 of 95 images
  • Price: $2,575,700
  • 112 Sterling Rd
  • MLS #: 3180596
  • Status: For Sale
  • City: Hendersonville
  • Subdivision: Martin R Curtis
  • County: Sumner County, TN
  • Bedrooms: 4
  • Bathrooms: 5.00
  • Type: Residential
  • Elementary: Walton Ferry Elementary
  • Middle: V G Hawkins Middle School
  • High: Hendersonville High School

This stunning luxury lakefront property overlooking Old Hickory Lake stands out for its exceptional construction and meticulous attention to detail. The residence features ...

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REDUCED Photo for MLS 3133972 in 1554 Latimer Ln Hendersonville, TN - 37075
1 of 93 images
  • Price: $3,290,000
  • 1554 Latimer Ln
  • MLS #: 3133972
  • Status: For Sale
  • City: Hendersonville
  • Subdivision: None
  • County: Sumner County, TN
  • Bedrooms: 6
  • Bathrooms: 4.50
  • Type: Residential
  • Elementary: Beech Elementary
  • Middle: T. W. Hunter Middle School
  • High: Beech Sr High School

Welcome to your private retreat on a breathtaking 9.1-acre estate that perfectly balances seclusion and convenience—just minutes from the heart of Hendersonville and all th...

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1 of 12 images
  • Price: $3,000,000
  • 1224 Stop 30 Road
  • MLS #: 3060287
  • Status: For Sale
  • City: Hendersonville
  • Subdivision: None
  • County: Sumner County, TN
  • Bedrooms: 3
  • Bathrooms: 2.50
  • Type: Residential
  • Elementary: George A Whitten Elementary
  • Middle: Knox Doss Middle School at Drakes Creek
  • High: Beech Sr High School

Beautifully Located 5.05 With Unlimited Potential! Centrally positioned in a highly sought-after and rapidly growing retail/commercial corridor of The Streets in Indian Lak...

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Hendersonville real estate market statistics: As of July 20, 2026 there are 11 active properties for sale in Hendersonville with an average listing price of $2,962,600. The highest-priced property listing is $4,500,000, while the lowest priced property can be purchased for $2,000,000. Properties in Hendersonville have an average price of $628 per square foot, based on listings with an average of 4.1 bedrooms, 4.2 bathrooms, and 5,321 square feet of living space.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of RealTracs Solutions. Real estate listings held by brokerage firms other than The Ashton Real Estate Group of RE/MAX Advantage are marked with the Internet Data Exchange Program logo or thumbnail logo and detailed information about them includes the name of the listing brokers.

Disclaimer: All information is believed to be accurate but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal.

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Listing information last updated on July 20th, 2026 at 8:24am CDT.