Five Oaks Homes & Real Estate - Lebanon TN

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Five Oaks Homes For Sale

Find the newest Five Oaks homes for sale & real estate in Lebanon below. The neighborhood of Five Oaks is located within the 37087 zip code of Lebanon. To request up-to-date information about Five Oaks properties for sale or to schedule a private home showing, connect with your Lebanon real estate professionals today!

Homes For Sale in Five Oaks Lebanon

New Listings First
25 Properties Found.
1 of 62 images
  • Price: $1,145,000
  • 123 Chesapeake Ct
  • MLS #: 3230281
  • Status: For Sale
  • City: Lebanon
  • Subdivision: Five Oaks Phase 2 Sec 3
  • County: Wilson County, TN
  • Bedrooms: 5
  • Bathrooms: 4.50
  • Type: Residential
  • Elementary: Coles Ferry Elementary
  • Middle: Walter J. Baird Middle School
  • High: Lebanon High School

Multigenerational living at its best in the prestigious Five Oaks Golf & Country Club community! This 5,900 sq ft home is tucked away on a quiet half-acre cul-de-sac lot, o...

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1 of 44 images
  • Price: $429,900
  • 1008 Callaway Dr
  • MLS #: 3228396
  • Status: For Sale
  • City: Lebanon
  • Subdivision: Five Oaks Ph5 Sec 2A2
  • County: Wilson County, TN
  • Bedrooms: 2
  • Bathrooms: 2.00
  • Type: Residential
  • Elementary: Coles Ferry Elementary
  • Middle: Walter J. Baird Middle School
  • High: Lebanon High School

Welcome to effortless living in The Grove at Five Oaks, a prestigious golf course community in the heart of Lebanon, TN—recently named the 12th fastest growing city in the ...

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1 of 73 images
  • Price: $849,900
  • 616 Ridgecrest Ln
  • MLS #: 3225534
  • Status: For Sale
  • City: Lebanon
  • Subdivision: Five Oaks Phase 3 Sec 1
  • County: Wilson County, TN
  • Bedrooms: 4
  • Bathrooms: 5.00
  • Type: Residential
  • Elementary: Coles Ferry Elementary
  • Middle: Walter J. Baird Middle School
  • High: Lebanon High School

Rarely do you find a home of this size with all four bedrooms conveniently located on the main level. Nestled in the highly sought-after Five Oaks golf course community in ...

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1 of 36 images
  • Price: $555,000
  • 1043 Callaway Dr
  • MLS #: 3223035
  • Status: For Sale
  • City: Lebanon
  • Subdivision: Five Oaks Ph5 Sec 2D
  • County: Wilson County, TN
  • Bedrooms: 3
  • Bathrooms: 3.00
  • Type: Residential
  • Elementary: Coles Ferry Elementary
  • Middle: Walter J. Baird Middle School
  • High: Lebanon High School

There's a version of the good life that looks like this: coffee on a screened patio while the morning light moves slow across the fairway, no lawn to mow, no exterior to ma...

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1 of 49 images
  • Price: $664,900
  • 1089 Callaway Dr
  • MLS #: 3221233
  • Status: For Sale
  • City: Lebanon
  • Subdivision: Five Oaks Ph5 Sec5
  • County: Wilson County, TN
  • Bedrooms: 4
  • Bathrooms: 3.50
  • Type: Residential
  • Elementary: Coles Ferry Elementary
  • Middle: Walter J. Baird Middle School
  • High: Lebanon High School

Sellers offering $5,000 towards closing costs! AND buyers can also get a 1 year buydown (or additional $5,500 credit) and a free appraisal with preferred lender! Welcome ...

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1 of 4 images
  • Price: $654,990
  • 1094 Callaway Drive
  • MLS #: 3220182
  • Status: Pending Sale (No Showings)
  • City: Lebanon
  • Subdivision: Five Oaks
  • County: Wilson County, TN
  • Bedrooms: 5
  • Bathrooms: 4.00
  • Type: Residential
  • Elementary: Coles Ferry Elementary
  • Middle: Walter J. Baird Middle School
  • High: Lebanon High School

GOLF COURSE VIEWS! Five Oaks Golf and Country Club! GENEROUS BUILDER INCENTIVE w/ preferred lender and title. Plus purchase a David Weekley home in the Nashville-area commu...

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New Construction Intel

New Construction promoted by The Ashton Real Estate Group

1 of 48 images
  • Price: $744,900
  • 508 Five Oaks Blvd
  • MLS #: 3217379
  • Status: For Sale
  • City: Lebanon
  • Subdivision: Five Oaks 1
  • County: Wilson County, TN
  • Bedrooms: 4
  • Bathrooms: 3.50
  • Type: Residential
  • Elementary: Coles Ferry Elementary
  • Middle: Walter J. Baird Middle School
  • High: Lebanon High School

Welcome to this well maintained all-brick home in the highly sought after Five Oaks Golf & Country Club community. This home offers a spacious kitchen complete with a large...

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REDUCED Photo for MLS 3215439 in 64 Trevino Lane Lebanon, TN - 37087
1 of 36 images
  • Price: $589,990
  • 64 Trevino Lane
  • MLS #: 3215439
  • Status: For Sale
  • City: Lebanon
  • Subdivision: Five Oaks
  • County: Wilson County, TN
  • Bedrooms: 3
  • Bathrooms: 3.00
  • Type: Residential
  • Elementary: Coles Ferry Elementary
  • Middle: Walter J. Baird Middle School
  • High: Lebanon High School

Five Oaks Golf and Country Club! $7500 BUILDER INCENTIVE w/ preferred lender and title. PLUS purchase a David Weekley home in the Nashville-area community of The Preserve a...

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REDUCED Photo for MLS 3215442 in 1104 Callaway Drive Lebanon, TN - 37087
1 of 13 images
  • Price: $599,990
  • 1104 Callaway Drive
  • MLS #: 3215442
  • Status: For Sale
  • City: Lebanon
  • Subdivision: Five Oaks
  • County: Wilson County, TN
  • Bedrooms: 4
  • Bathrooms: 3.50
  • Type: Residential
  • Elementary: Coles Ferry Elementary
  • Middle: Walter J. Baird Middle School
  • High: Lebanon High School

Five Oaks Golf and Country Club! $7500 BUILDER INCENTIVE w/ preferred lender and title. Plus purchase a David Weekley home in the Nashville-area community of The Preserve a...

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REDUCED Photo for MLS 3215449 in 1096 Callaway Drive Lebanon, TN - 37087
1 of 17 images
  • Price: $639,990
  • 1096 Callaway Drive
  • MLS #: 3215449
  • Status: For Sale
  • City: Lebanon
  • Subdivision: Five Oaks
  • County: Wilson County, TN
  • Bedrooms: 5
  • Bathrooms: 3.00
  • Type: Residential
  • Elementary: Coles Ferry Elementary
  • Middle: Walter J. Baird Middle School
  • High: Lebanon High School

Five Oaks Golf and Country Club. $7500 BUILDER INCENTIVE w/ preferred lender and title. PLUS purchase a David Weekley Quick Move-in Home in the Nashville-area community of...

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Five Oaks real estate market statistics: As of June 13, 2026 there are 25 active properties for sale in Five Oaks with an average listing price of $883,219. The highest-priced property listing is $3,900,000, while the lowest priced property can be purchased for $429,900. Properties in Five Oaks have an average price of $238 per square foot, based on listings with an average of 3.9 bedrooms, 3.4 bathrooms, and 3,667 square feet of living space.

Five Oaks Real Estate Agents

Thinking about the purchase of a home in Five Oaks? Allow our Lebanon real estate team to guide you through the purchase of your next Five Oaks property or expertly negotiate the sale of your current residence. As local RE/MAX agents, we're experts on the market dynamics unique to Five Oaks real estate.

Contact The Ashton Real Estate Group of RE/MAX Advantage to learn more about buyer or seller representation. Planning to sell your Five Oaks home? Connect with us to discover the possible resale value of your Five Oaks property!

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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 June 13th, 2026 at 4:39am CDT.