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Long Hollow Pike & New Shackle, Hendersonville
$4,500,000
2640671 MLS ⋅ PENDING 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
246 Rockland Rd, Hendersonville
$1,800,000
3314397 MLS ⋅ PENDING 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 ⋅ PENDING Status ⋅ 1.53 Acres ⋅ 37075 Zip Code
N/A

1474 Saundersville Rd, Hendersonville
118 High Pt, Hendersonville
$1,599,900
4 Beds ⋅ 4 Baths ⋅ 3624318 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 0.51 Acres ⋅ 37075 Zip Code
Enjoy sweeping views of Old Hickory Lake, sunrise views over Harbor Island, and yacht club regattas to watch from home. The layout includes a main-level primary suite, first-floor office/study, and upstairs bonus room. Elegant tile in the foyer complements the updated hardwood flooring throughout the rest of the home. A gas fireplace and generous storage add to the interior features. Thoughtful additions for lake living include a laundry room with a utility sink and a tiled area with drainage for hanging wet lake clothes, a wide two-car garage with an additional nook for a Sea-Doo/jet ski or workspace, and a large basement/crawlspace storage area beneath the deck for lake gear, outdoor equipment, and seasonal items. The deep-water dock includes a 5,000-pound pontoon lift that can be easily converted for a V-hull boat. Nearby marinas and fuel docks, just minutes away, include Blue Turtle Bay, Drakes Creek, Creekwood, and Anchor High marinas. Waterfront dining options include Sam’s Sports Grill (Blue Turtle Bay Marina) and The Rudder (Anchor High Marina). Stark Knob Boat Ramp is conveniently less than a 10-minute drive (3.6 miles away) for the rare times you need to trailer your boat. Zoned for Indian Lake Elementary, Robert Ellis Middle, and Hendersonville High School. This home has been meticulously maintained. Recent improvements include new TimberTech decking on all decks, steps, and dock in 2025, and a new 26 kW whole-home standby generator installed in 2026 for backup power during outages. Both HVAC systems were replaced in approximately 2021.

118 High Pt, Hendersonville
1548 Anderson Rd, Hendersonville
$1,599,000
4 Beds ⋅ 4 Baths ⋅ 3623810 MLS ⋅ PENDING Status ⋅ 3.46 Acres ⋅ 37075 Zip Code
One owner home custom built by James Wallace. 4,094 sq ft of beautifully maintained living space on 3.46 park-like acres in a prime location! This pristine, move-in ready home features four main level bedrooms, one bedroom is currently used as a study, three full baths, walk in closets, walk in attic, tray and coffered ceilings, tile and wood flooring throughout. The spacious living/family room open to the kitchen, has a fireplace and built in shelving, while the screened in porch has a wood burning fireplace-perfect for relaxing and entertaining year round. The large back patio overlooks the peaceful, beautifully landscaped grounds. The fabulous primary suite includes two walk-in closets, and a luxurious bath with double vanities, a large shower, soaking tub with heated tile floors, True luxury! Additional features include an encapsulated crawl space with a dehumidifier, whole house air purification and water purification systems, a large 3 car garage with epoxy flooring. conveniently located near Vietnam Veterans Boulevard/Hwy 386, shopping, dining, entertainment, great schools,Old Hickory Lake and golf courses, all just 25 minutes from Nashville. Lovingly maintained by the owner, who is downsizing, this exceptional home is ready for its next chapter.

1548 Anderson Rd, Hendersonville
1482 Saundersville Rd, Hendersonville
$1,582,451
4 Beds ⋅ 5 Baths ⋅ 3132975 MLS ⋅ PENDING Status ⋅ 2.03 Acres ⋅ 37075 Zip Code
N/A

1482 Saundersville Rd, Hendersonville
102 Bluegrass Dr, Hendersonville
$1,500,000
3223711 MLS ⋅ ACTIVE UNDER CONTRACT 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 Dr, Hendersonville
1370 Anderson Rd, Hendersonville
$1,492,067
4 Beds ⋅ 5 Baths ⋅ 3297792 MLS ⋅ PENDING Status ⋅ 1.25 Acres ⋅ 37075 Zip Code

1370 Anderson Rd, Hendersonville
1006 Pintail Pl, Hendersonville
$1,475,700
4 Beds ⋅ 4 Baths ⋅ 3619157 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 0.39 Acres ⋅ 37075 Zip Code
Welcome to a beautifully maintained, highly upgraded home where thoughtful improvements and exceptional care shine throughout. Meticulously cared for and continually enhanced since purchase, this home offers an impressive list of updates designed for comfort, efficiency, and lasting value. The interior features new hardwood flooring throughout the second floor, updated LED lighting, a stunning new brick fireplace in the library and TV room, and extensive renovations throughout the kitchen and bathrooms, including new appliances, quartz countertops, and updated tile. The completely renovated primary suite and upgraded primary closet add an extra touch of luxury. Major system improvements provide added peace of mind, including 26kw entire home generator, high-efficiency HVAC , a whole-home humidifier and dehumidifier, a tankless water heater, and a whole-home irrigation system. Additional upgrades include insulated garage doors, a new automatic patio screen, and numerous pool improvements. Step outside to your own private outdoor oasis! The backyard is designed for relaxing and entertaining, featuring a beautiful swimming pool with a new liner, updated pool equipment, a salt generator, and a concrete sidewalk. Whether enjoying a quiet afternoon poolside or hosting friends and family, this outdoor retreat offers the perfect setting to make the most of Tennessee living. With an extensive history of quality upgrades, meticulous maintenance, and inviting indoor and outdoor spaces, this exceptional property offers the perfect combination of comfort, functionality, and lifestyle. A rare opportunity to enjoy a home where so much has already been thoughtfully improved and cared for.

1006 Pintail Pl, Hendersonville
127 Jones Ln, Hendersonville
$1,475,000
5 Beds ⋅ 5 Baths ⋅ 3530315 MLS ⋅ PENDING 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 ⋅ PENDING Status ⋅ 2.44 Acres ⋅ 37075 Zip Code

1464 Saundersville Rd, Hendersonville
100 Lakecrest Cir, Hendersonville
$1,400,000
3 Beds ⋅ 4 Baths ⋅ 3304719 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 0.35 Acres ⋅ 37075 Zip Code
Experience lakefront living at its finest in this stunning Old Hickory Lake retreat, where breathtaking water views steal the show from nearly every room. A dramatic two-story living room with 25-foot ceilings and floor-to-ceiling windows fills the home with natural light while framing panoramic lake views you'll never tire of. The chef's kitchen flows seamlessly into the main living space and out to a spacious patio, creating the perfect setting for entertaining or simply soaking in the scenery. The main-level primary suite is a true retreat overlooking the water and is complemented on the first floor by a dedicated home office, elegant formal dining room, large laundry room, and a functional layout designed for everyday living. Upstairs, you'll find two generous guest bedrooms, abundant storage, and a versatile flex space ideal for a bonus room, media room, gym, or playroom. The walkout lower level was designed for entertaining, featuring a full wet bar, expansive recreation space, and direct access to a screened-in porch where the lake views continue. Step into the large fenced backyard that gently leads to the shoreline, where Adirondack chairs await for peaceful mornings or sunset evenings by the water. Not to mention this home is equipped with smart technology throughout allowing you control of the irrigation system, garage doors, pedestrian door, fans, lighting, blinds, thermostats and speakers from anywhere. Located in a protected no-wake cove, you'll enjoy calm waters perfect for swimming, paddleboarding, or relaxing at your own waterfront oasis. When adventure calls, hop in your boat and cruise to dinner at Sam's Grill or The Rudder for dining on the water. Luxury, comfort, and an unbeatable waterfront lifestyle come together in this exceptional Hendersonville home on Old Hickory Lake.

100 Lakecrest Cir, Hendersonville
no property photo
$1,385,344
5 Beds ⋅ 5 Baths ⋅ 3214378 MLS ⋅ PENDING Status ⋅ 0.56 Acres ⋅ 37075 Zip Code

146 Firefly Ln, Hendersonville
1508 Saundersville Rd, Hendersonville
$1,382,371
5 Beds ⋅ 3 Baths ⋅ 3158859 MLS ⋅ PENDING Status ⋅ 1.75 Acres ⋅ 37075 Zip Code
N/A

1508 Saundersville Rd, Hendersonville
149 Firefly Ln, Hendersonville
$1,376,459
4 Beds ⋅ 4 Baths ⋅ 3205364 MLS ⋅ PENDING Status ⋅ 0.58 Acres ⋅ 37075 Zip Code

149 Firefly Ln, Hendersonville
no property photo
$1,368,649
4 Beds ⋅ 5 Baths ⋅ 3178742 MLS ⋅ PENDING Status ⋅ 0.7 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 ⋅ PENDING Status ⋅ 1.25 Acres ⋅ 37075 Zip Code

1378 Anderson Rd, Hendersonville
670 W Main St W, Hendersonville
$1,300,000
2865884 MLS ⋅ PENDING 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 Main St W, Hendersonville
361 Reddenwood Rd, Hendersonville
$1,280,747
5 Beds ⋅ 5 Baths ⋅ 3612261 MLS ⋅ PENDING Status ⋅ 0.52 Acres ⋅ 37075 Zip Code

361 Reddenwood Rd, Hendersonville
400 Reddenwood Rd, Hendersonville
$1,245,433
4 Beds ⋅ 5 Baths ⋅ 3220601 MLS ⋅ PENDING Status ⋅ 0.5 Acres ⋅ 37075 Zip Code

400 Reddenwood Rd, Hendersonville
1470 Saundersville Rd, Hendersonville
$1,244,187
5 Beds ⋅ 5 Baths ⋅ 3133011 MLS ⋅ PENDING Status ⋅ 0.53 Acres ⋅ 37075 Zip Code
N/A

1470 Saundersville Rd, Hendersonville
385 Reddenwood Rd, Hendersonville
$1,211,239
3 Beds ⋅ 3 Baths ⋅ 3602684 MLS ⋅ PENDING Status ⋅ 0.54 Acres ⋅ 37075 Zip Code
*TO BE BUILT!* Spacious and thoughtful design in the highly desirable Oak Creek Estates! Welcome to the Shearwater one of Schell Brothers most popular plans. The Shearwater offers an open-concept floorplan with generous living spaces, abundant natural light, and seamless indoor-outdoor flow, perfect for both everyday living and entertaining. Experience quality craftsmanship in a community that blends privacy, convenience, and timeless design.

385 Reddenwood Rd, Hendersonville
150 Firefly Ln, Hendersonville
$1,201,593
3 Beds ⋅ 3 Baths ⋅ 3168241 MLS ⋅ PENDING Status ⋅ 0.5 Acres ⋅ 37075 Zip Code

150 Firefly Ln, Hendersonville
110 Meadowlake Ct, Hendersonville
$1,195,000
3501352 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 0.7 Acres ⋅ 37075 Zip Code
LAKE LOTS LIKE THIS DON'T BECOME AVAILABLE EVERY DAY! ESPECIALLY $155,000 BELOW APPRAISED VALUE! RECENTLY APPRAISED FOR $1,350,000. Trustees have listed it for 1,195,000. The level lot is more that 3/4 of an ACRE PLUS ADJOINING CORE PROPERTY MAKE a PARKLIKE YARD. NEW DECKING ON THE BOAT DOCK! SOLID Mid Century all brick one level, 3 bedroom, 2 bath, 2 car garage, sunroom, home on the lot. DO A LITTLE UPDATING, REMODLEING, OR START FROM SCRATCH AND BUILD A NEW HOME ! THE LOT alone is worth the price! THIS ONE IS A KEEPER - DON'T MISS IT!

110 Meadowlake Ct, Hendersonville
110 Meadowlake Ct, Hendersonville
$1,195,000
3 Beds ⋅ 2 Baths ⋅ 3232034 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 0.7 Acres ⋅ 37075 Zip Code
LAKE LOTS LIKE THIS DON'T COME AROUND EVERYDAY! ESPECIALLY $155,000 UNDER APPRAISED VALUE! RECENTLLY APPRPAISED FOR $1,350,000. LAKEFRONT lot with BOAT DOCK right off the main channel ! LOCATED ON A QUIET CUL -DE- SAC IN SOUGHT AFTER CHEROKEE WOODS, NO HOA, A+ schools, Mid Century Brick one story ranch, 3 bedrooms, 2 baths, 2 car garage, living room/dining room, den with beamed ceiling and real brick fireplace, sunroom off the kitchen, concrete drive and turn around. Update or Build New - The lot alone is worth the price!

110 Meadowlake Ct, Hendersonville
133 Windmill Pointe Cir, Hendersonville
$1,190,000
5 Beds ⋅ 4 Baths ⋅ 3224897 MLS ⋅ PENDING 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 ⋅ PENDING Status ⋅ 0.51 Acres ⋅ 37075 Zip Code

384 Reddenwood Rd, Hendersonville
381 Reddenwood Rd, Hendersonville
$1,179,427
4 Beds ⋅ 4 Baths ⋅ 3132899 MLS ⋅ PENDING Status ⋅ 0.54 Acres ⋅ 37075 Zip Code

381 Reddenwood Rd, Hendersonville
388 Reddenwood Rd, Hendersonville
$1,172,230
4 Beds ⋅ 5 Baths ⋅ 3034828 MLS ⋅ PENDING Status ⋅ 0.5 Acres ⋅ 37075 Zip Code
Welcome to the Bridgeport in Oak Creek Estates!

388 Reddenwood Rd, Hendersonville
404 Reddenwood Rd, Hendersonville
$1,133,041
4 Beds ⋅ 4 Baths ⋅ 3137040 MLS ⋅ PENDING Status ⋅ 0.55 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.

404 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.

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