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110 Rose Pointe Pl, Hendersonville
$4,995,000
5 Beds ⋅ 5 Baths ⋅ 3527590 MLS ⋅ UNDER CONTRACT - SHOWING Status ⋅ 0.47000000000000003 Acres ⋅ 37075 Zip Code
Experience exceptional Old Hickory Lake waterfront living at 110 Rose Pointe Place, a custom luxury home in Hendersonville's gated Bell Harbor community. Positioned on Drakes Creek with sweeping, unobstructed views across the water to historic Rock Castle, this exquisite residence was designed to make the lake the centerpiece of everyday living. Expansive disappearing glass doors connect the great room to a true resort-style outdoor retreat featuring an infinity-edge pool and elevated spa, covered living area, outdoor kitchen with pizza oven, gas fireplace and fire pit. Beyond the pool, enjoy direct lake access from the shared dock with a 10,000-lb HydroHoist boat lift and two personal watercraft ports. Inside, hardwood floors, custom millwork and exposed beams complement a gourmet kitchen with Wolf appliances, Cambria quartz, Carrara and Calacutta marble, walk-in pantry and climate-controlled 120-bottle wine wall. The main-level primary suite offers heated marble bath floors, custom closets and a hidden reinforced safe room, while a separate main-level guest suite provides additional privacy. Upstairs features three additional bedrooms, media/theater room, oversized home gym, private office with lake views and abundant storage. Two separate two-car garages provide capacity for parking for up to six vehicles. Whole-home audio, Lutron lighting, automatic great room shades and a whole-home generator add convenience. A remarkable combination of Hendersonville luxury real estate, Old Hickory Lake waterfront, boating, resort-style outdoor living and custom craftsmanship, all in one unforgettable setting. Home has active contract and accepting back up offers.

110 Rose Pointe Pl, Hendersonville
Long Hollow Pike & New Shackle, Hendersonville
$4,500,000
2640671 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 124.07 Acres ⋅ 37075 Zip Code
Super location - 124.07 acres, SW corner of Long Hollow Pike and New Shackle Island Road, just minutes from Hendersonville, Gallatin, and Nashville. Beautiful setting, mature trees, approx. 4000 ft. road frontage, across the street from Beech schools. Family-owned for generations. Backs up to Timber Hills Subdivision, near Carriage Hills and Victoria Place Subdivisions.

Long Hollow Pike & New Shackle, Hendersonville
925 Weeping Willow Rd Unit #D, Hendersonville
$1,900,000
6 Beds ⋅ 5 Baths ⋅ 3152969 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 11 Acres ⋅ 37075 Zip Code
Luxury Live Auction! Bidding to start from $1,900,000.00! Tucked away on 11 gated, private, wooded acres, this striking modern estate offers a rare blend of architectural beauty, luxury amenities, and peaceful seclusion. https://nashvillemediaco.hd.pics/925D-Weeping-Willow-Rd With its bold exterior, soaring windows, and warm interior glow, this home makes an unforgettable first impression. Inside, you’ll find 5 bedrooms, office, and 3.5 baths, including a main-level primary suite designed for comfort and privacy with an incredible master closet. The open-concept kitchen and living space are ideal for gathering, anchored by an indoor fireplace and framed by expansive windows that bring the outdoors in. A spacious bonus room with its own half bath provides the perfect flex space—ideal for a media room, playroom, or guest retreat. Step outside and experience a true backyard oasis. Designed for both relaxation and entertaining, the outdoor space features a heated pool and hot tub (only 4 years old), a gas fire pit, outdoor shower, and a covered porch with a stunning fireplace—perfect for cozy evenings year-round. The property also includes a fully detached garage apartment with a private bath, offering incredible versatility for guests, extended family, or rental income. The garage is equipped with both heating and cooling, making it functional in every season.

925 Weeping Willow Rd Unit #D, Hendersonville
246 Rockland Rd, Hendersonville
$1,800,000
3314397 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 1 Acres ⋅ 37075 Zip Code
10,000 square feet of Commercial Flex Space. Five units are 2000 sf each with 500 sf of office space in front and 1500 sf of warehouse space in back with 10' roll up door. His and Hers bathrooms. Warehouse space is not conditioned. Prime location in west Hendersonville close to HWY 386 and 65 and 20 minutes to Nashville. Newer built construction 2009. Tornado hit Rockland Rd recently and new metal roof installed. Great tenants want to stay except one will be vacating in the next few months.

246 Rockland Rd, Hendersonville
1474 Saundersville Rd, Hendersonville
$1,626,310
5 Beds ⋅ 4 Baths ⋅ 3133000 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 1.53 Acres ⋅ 37075 Zip Code
N/A

1474 Saundersville Rd, Hendersonville
1482 Saundersville Rd, Hendersonville
$1,582,451
4 Beds ⋅ 5 Baths ⋅ 3132975 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 2.03 Acres ⋅ 37075 Zip Code
N/A

1482 Saundersville Rd, Hendersonville
102 Bluegrass Drive, Hendersonville
$1,500,000
3223711 MLS ⋅ UNDER CONTRACT - SHOWING Status ⋅ 2.63 Acres ⋅ 37075 Zip Code
Offering 2.63 acres of General Commercial zoned land with excellent development potential. The property has completed Phase I Environmental and Geotechnical testing, with reports available upon request. A tree survey and erosion control plan have also been completed and are available upon request. The parcel is currently staked to illustrate the opportunity for a potential two-lot configuration consisting of approximately 1.5 acres and 1.1 acres. Seller is open to selling individual parcels, the entire tract, or discussing a build-to-suit opportunity. Ideal opportunity for commercial development in a growing area.

102 Bluegrass Drive, Hendersonville
1370 Anderson Rd, Hendersonville
$1,492,067
4 Beds ⋅ 5 Baths ⋅ 3297792 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 1.25 Acres ⋅ 37075 Zip Code

1370 Anderson Rd, Hendersonville
127 Jones Ln, Hendersonville
$1,475,000
5 Beds ⋅ 5 Baths ⋅ 3530315 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 0.5 Acres ⋅ 37075 Zip Code
Experience the perfect blend of style and comfort in our stunning Jameson model home, fully furnished and now available for leaseback in the beautiful Oak Creek Estates community. This thoughtfully designed home features spacious open-concept living, designer finishes, and high-end details throughout. Enjoy two owners suites on the first floor, a study upstairs with attached balcony, and a lounge in the front of the home that screams, "Nashville!", all in one of Hendersonville’s most desirable neighborhoods.

127 Jones Ln, Hendersonville
1464 Saundersville Rd, Hendersonville
$1,466,658
5 Beds ⋅ 5 Baths ⋅ 3190403 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 2.44 Acres ⋅ 37075 Zip Code

1464 Saundersville Rd, Hendersonville
109 The Landings, Hendersonville
$1,399,000
4 Beds ⋅ 3 Baths ⋅ 3189508 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 0.56 Acres ⋅ 37075 Zip Code
Beautiful lakefront home with private covered dock, deep-water access and situated on a quiet peninsula cul-de-sac! This extraordinary Old Hickory Lake retreat offers one of the most breathtaking views in the area. Tucked discreetly from the road and incredibly private! Ready for move-in or the perfect opportunity for a beautiful mid-century modern renovation. Freshly painted throughout the interior, and filled with possibility, the home is bathed in natural light and features an updated primary suite, three additional spacious bedrooms, and a modernized main kitchen. Three full bathrooms, dual fireplaces, and a versatile bonus room—perfect as a fifth bedroom, gym, or office—add to its comfort and flexibility, while a walk-out basement with a full secondary kitchen and expansive bonus space lends itself to entertaining or multi-generational living. Outdoors, an expansive yard offers room for growth and the newly installed teak deck invites you to unwind while overlooking the private covered dock with electricity, boat lift with year-round deep water access and unforgettable, sweeping lake views! Two-car covered parking attached to the home for weather-protected access, in addition to a spacious driveway with multiple additional spaces for vehicles and toys. Surrounded by natural beauty, with frequent sightings of deer, otters, native birds, and even nesting eagles, every day feels immersed in tranquility. ***Priced significantly below recent appraisal*** - this is a really solid mid-century opportunity, with so much upside and potential - ready for its next chapter!

109 The Landings, Hendersonville
1000 Morchella Private Way, Hendersonville
$1,390,000
5 Beds ⋅ 6 Baths ⋅ 3246673 MLS ⋅ UNDER CONTRACT - SHOWING Status ⋅ 0.84 Acres ⋅ 37075 Zip Code
Quaint, Gated Community in Hendersonville! 5 Bedroom, 5 1/2 Baths, 3-car Garage, and 3 fireplaces. 2 Bedroom Suites on main level. Peaceful setting, yet very close to shopping like Target and Costco. Inviting outdoor patio addition in 2025 has Hot Tub, Kitchen with outdoor grill, stone Fireplace and mood lighting. The stately exterior has nice architectural details, landscaped grounds on almost an acre with irrigation system, fenced backyard and a welcoming entryway. Soaring ceilings, rich wood finishes and windows create natural light and a warm open atmosphere. Formal and casual dining spaces ideal for both entertaining and making memories. Spacious gourmet Kitchen with a large center island, 2 ovens, and Subzero Refrigerator. Extra Cabinets flow through to the cozy nook. Newer Quartz Countertops. A large, luxurious office space is centered around a stacked stone fireplace. Primary suite has Palladiom ceiling and spa-like bath. A sweeping staircase takes you to generous sized Bedrooms with walk-in closets and a full Bath to accompany all bedrooms. 5th Bedroom is 15x14. Closets are walk-in and plentiful as well as attic storage. Awesome Bonus Room over 3-car garage. Updates include: NEW ROOF in April 2026. Outdoor Patio addition, Fenced backyard, landscape, front door remodel, paint on all walls, Bookcase wall in Family Room, Quartz countertops, Light Fixtures throughout, Free-standing tub in Primary Suite, Laundry Room Cabs and drop zone, New HVAC unit, New Hot Water Heater, cabinet hardware and Central Vacuum. Designed for luxury, comfort and size, this home offers an enduring sense of sophistication for generations to enjoy!

1000 Morchella Private Way, Hendersonville
no property photo
$1,385,344
5 Beds ⋅ 5 Baths ⋅ 3214378 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 0.56 Acres ⋅ 37075 Zip Code

146 Firefly Ln, Hendersonville
1508 Saundersville Rd, Hendersonville
$1,382,371
5 Beds ⋅ 3 Baths ⋅ 3158859 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 1.75 Acres ⋅ 37075 Zip Code
N/A

1508 Saundersville Rd, Hendersonville
149 Firefly Lane, Hendersonville
$1,376,459
4 Beds ⋅ 4 Baths ⋅ 3205364 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 0.58 Acres ⋅ 37075 Zip Code

149 Firefly Lane, Hendersonville
no property photo
$1,368,649
4 Beds ⋅ 5 Baths ⋅ 3178742 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 0.7000000000000001 Acres ⋅ 37075 Zip Code
FOR COMPS ONLY. The beautiful Jameson from Schell Brothers! Oak Creek Estates is the only community in Hendersonville offering ½-acre homesites in the most convenient location for accessing all that Sumner County has to offer. This charming community features a creek running through the heart of it and boasts tree-lined homesites with single-family floor plans designed to maximize natural light. Each home incorporates our patented Schellter Technology. Plus, you can personalize your floor plan to suit your lifestyle, with thousands of choices available to make your home truly unique.

401 Reddenwood Rd, Hendersonville
1378 Anderson Rd, Hendersonville
$1,368,394
3 Beds ⋅ 5 Baths ⋅ 3297801 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 1.25 Acres ⋅ 37075 Zip Code

1378 Anderson Rd, Hendersonville
141 Firefly Ln, Hendersonville
$1,347,430
5 Beds ⋅ 4 Baths ⋅ 3119262 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 1.09 Acres ⋅ 37075 Zip Code
For comps only

141 Firefly Ln, Hendersonville
180 Roberta Dr, Hendersonville
$1,325,000
5 Beds ⋅ 5 Baths ⋅ 3593586 MLS ⋅ UNDER CONTRACT - SHOWING Status ⋅ 0.46 Acres ⋅ 37075 Zip Code
Lake views, a dock, and room to spread out await at 180 Roberta Dr in Hendersonville’s Delray Park Estates. Situated on a 0.46-acre cul-de-sac lot, this home offers 5 bedrooms, 3 full baths, and 2 half baths, with 5,465 total square feet across the main level, upstairs, and full basement. A formal living room, separate dining room, main-level recreation room, and spacious 31x12 Sun room provide inviting spaces for everyday living and entertaining with great views of the lake. The main level includes two bedrooms and two full baths, while three additional bedrooms are located upstairs. Features include a gas fireplace, wood and tile flooring, a gas range, and a primary bath with a separate tub and shower. Step outside to enjoy the deck, lake views, and year-round lake access. A rear-entry two-car garage, circular concrete driveway, and no HOA complete this lakeside property.

180 Roberta Dr, Hendersonville
152 Cherokee Rd, Hendersonville
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 3513304 MLS ⋅ UNDER CONTRACT - SHOWING Status ⋅ 0.89 Acres ⋅ 37075 Zip Code
Wonderful Lake Front Home! With Pool! And Dock! Great for Entertaining. Enjoy Hendersonville, City by the Lake, and all that it has to offer. Lots of space upstairs and down. Downstairs has full living quarters, open Den area overlooking pool and brick paved patio area, great for Entertaining, In Law Suite, or extra family. Irrigation system for front yard, coming from Lake water. Beautiful large windows and view of the lake and pool from all rooms on back side of the house. Buyer/Buyer's Agent to verify all pertinent information.

152 Cherokee Rd, Hendersonville
670 W W Main St, Hendersonville
$1,300,000
2865884 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 3.12 Acres ⋅ 37075 Zip Code
3.1 acres consist of 2 parcel of land at front zoned 3.1 Acres commercial with additional if you wish another1.5 acres of land in the back zoned residential. Land is flat and manicured. Land#1 Has fully renovated house with 4 cars detached garage and workshop. Land# 2 has 5000 SF Building use to be a nursing home. Additional Land: a 1.5 acre residential corner lot flat land which could support commercial lot at front. Please check map 36°18'12.8"N 86°38'20.0"W

670 W W Main St, Hendersonville
400 Reddenwood Rd, Hendersonville
$1,245,433
4 Beds ⋅ 5 Baths ⋅ 3220601 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 0.5 Acres ⋅ 37075 Zip Code

400 Reddenwood Rd, Hendersonville
1470 Saundersville Rd, Hendersonville
$1,244,187
5 Beds ⋅ 5 Baths ⋅ 3133011 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 0.53 Acres ⋅ 37075 Zip Code
N/A

1470 Saundersville Rd, Hendersonville
2315 New Hope Rd, Hendersonville
$1,225,000
4 Beds ⋅ 4 Baths ⋅ 3333745 MLS ⋅ UNDER CONTRACT - SHOWING Status ⋅ 5.01 Acres ⋅ 37075 Zip Code
Enjoy a Gatlinburg setting watching the deer, turkeys, and hummingbirds while having all the conveniences of city. This home offers 4 bedrooms, 3 1/2 baths, all located on the main level. Beautiful open floor plan with recently renovated kitchen with large island having leathered granite, SS appliances and custom lighting. Gleaming refinished hardwood floors. Just off the living area thru the Pella French Doors, enjoy your outdoor kitchen area with wood fireplace, gas grill, Frig and custom made Louvered doors and shutters for easy access to the backyard. Here you will enjoy the private above ground pool and play area. This home is immaculate and move in ready. Home also features, unfinished basement with workout area and garage door to easy access to lawn equipment. While this setting feels a world away, you are perfectly positioned for a quick commute to local entertainment in Hendersonville and Nashville. Enjoy immediate access to premier dining, shopping, lake life, and everyday conveniences. This home delivers unmatched tranquility paired with perfect city accessibility. COME AND SEE! Buyer/Buyers agenty verify all information.

2315 New Hope Rd, Hendersonville
150 Firefly Ln, Hendersonville
$1,201,593
3 Beds ⋅ 3 Baths ⋅ 3168241 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 0.5 Acres ⋅ 37075 Zip Code

150 Firefly Ln, Hendersonville
133 Windmill Pointe Cir, Hendersonville
$1,190,000
5 Beds ⋅ 4 Baths ⋅ 3224897 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 1 Acres ⋅ 37075 Zip Code
Stunning custom lakefront home on Old Hickory Lake in the highly sought-after Windstar Bay community! This 2016-built residence offers approximately 4,308 sq ft of living space, 5 bedrooms, 4 full bathrooms, and a spacious 1-acre lot with breathtaking big-channel lake views and incredible sunsets. Enter through the welcoming foyer into an open-concept main level with soaring ceilings, abundant natural light, and beautiful hardwood flooring. Kitchen and baths offer a clear upside: budget roughly $250,000 to remodel them to luxury standard while keeping the layout, lake views, and flow. The kitchen has modern appliances, ample cabinetry, and a large eat-in island that flows into the expansive great room with a cozy gas fireplace — perfect for entertaining family and friends. A formal dining room with nearly 20’ ceilings provides elegant space for large gatherings. The main-level owner’s suite is a true retreat, with French doors opening onto the massive rear deck overlooking the lake. The oversized owner’s closet (11x12) sits next to the laundry room. A secondary main-level bedroom offers additional flexibility. Upstairs: three additional bedrooms with extra-large closets, a generous bonus room, and a Jack & Jill bathroom. The finished 9-foot ceiling walkout basement is an entertainer’s dream with a large rec room, bedroom, full bath, covered porch, workshop, and abundant storage. Step outside to your private lakefront paradise. Enjoy swimming, kayaking, fishing, or simply relaxing by the water. Rip rap shoreline installed in 2023. In November 2026 the Army Corps of Engineers is expected to release a map showing which areas may be eligible for a community dock (possible for Windstar Bay) or an individual dock (less likely). 2023–2025 upgrades: new architectural shingle roof (2025), hardwoods in owner’s bedroom and closet (2025), custom shutters and blackout shades (2025), new water softener (2025), whole-house backup generator (2024), rip rap (2023). Separate sewer.

133 Windmill Pointe Cir, Hendersonville
384 Reddenwood Rd, Hendersonville
$1,188,358
4 Beds ⋅ 5 Baths ⋅ 3221105 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 0.51 Acres ⋅ 37075 Zip Code

384 Reddenwood Rd, Hendersonville
381 Reddenwood Rd, Hendersonville
$1,179,427
4 Beds ⋅ 4 Baths ⋅ 3132899 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 0.54 Acres ⋅ 37075 Zip Code

381 Reddenwood Rd, Hendersonville
392 Reddenwood Rd, Hendersonville
$1,176,296
4 Beds ⋅ 4 Baths ⋅ 3132811 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 0.5 Acres ⋅ 37075 Zip Code
FOR COMPS ONLY. The beautiful Chesapeake from Schell Brothers! Oak Creek Estates is the only community in Hendersonville offering ½-acre homesites in the most convenient location for accessing all that Sumner County has to offer. This charming community features a creek running through the heart of it and boasts tree-lined homesites with single-family floor plans designed to maximize natural light. Each home incorporates our patented Schellter Technology. Plus, you can personalize your floor plan to suit your lifestyle, with thousands of choices available to make your home truly unique.

392 Reddenwood Rd, Hendersonville
388 Reddenwood Rd, Hendersonville
$1,172,230
4 Beds ⋅ 5 Baths ⋅ 3034828 MLS ⋅ UNDER CONTRACT - NOT SHOWING Status ⋅ 0.5 Acres ⋅ 37075 Zip Code
Welcome to the Bridgeport in Oak Creek Estates!

388 Reddenwood Rd, Hendersonville
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Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.