$1,392,000 Unparalleled mountain retreat in the gated community of Lookout Highlands. (4 bds/4bths) All finishes completed in 2026, this architectural masterpiece effortlessly blends modern sophistication with warm cabin elements. Sitting on 6.62 private, wooded acres, this estate offers a secluded ''forest island'' feel while boasting rare dual-street access with two private driveways for ultimate convenience. Every inch of this 3,438 square foot home showcases exceptional craftsmanship, modern day comforts, and high-end finishes designed for lavish entertaining and serene daily living. The Great Room: Anchored by a striking stone, pass-through fireplace and designer lighting, the main living area frames stunning lines of sight straight through to the mature, beautifully preserved forest backdrop. Chef's Kitchen & Butler's Pantry: A true gathering hub featuring custom cabinetry, a massive island with seating, wolf gas/electric range with a custom hood, and an in-counter microwave. The adjacent butler's pantry features charming half-glass doors, extensive storage, and a full fridge size freezer. The kitchen refrigerator is 100% refrigeration space. Primary Suite: A secluded wing offering a true resort-style retreat, complete with a massive luxury walk-in closet system and a spa-like en-suite bath. Flexible Accommodations: On the main wing, a second bedroom with an adjacent full bath currently serves as a grand executive office. On the opposite wing, two additional upstairs bedrooms flank a private balcony living room, offering the perfect balance of privacy and connectivity. Elite Bathrooms: All 4 full bathrooms have been meticulously designed, featuring floor-to- ceiling custom tile and premium cabinetry. Three baths feature dual shower heads, and the front-of-house bathroom includes a custom setup perfect for a luxury dog-washing station. The owners transformed the oversized, fully climate-controlled garage into an extension of the luxury home itself. 4 Beds ⋅ 4 Baths ⋅ 1537841 MLS Unparalleled mountain retreat in the gated community of Lookout Highlands. (4 bds/4bths) All finishes completed in 2026, this architectural masterpiece effortlessly blends modern sophistication with warm cabin elements. Sitting on 6.62 private, wooded acres, this estate offers a secluded ''forest island'' feel while boasting rare dual-street access with two private driveways for ultimate convenience. Every inch of this 3,438 square foot home showcases exceptional craftsmanship, modern day comforts, and high-end finishes designed for lavish entertaining and serene daily living. The Great Room: Anchored by a striking stone, pass-through fireplace and designer lighting, the main living area frames stunning lines of sight straight through to the mature, beautifully preserved forest backdrop. Chef's Kitchen & Butler's Pantry: A true gathering hub featuring custom cabinetry, a massive island with seating, wolf gas/electric range with a custom hood, and an in-counter microwave. The adjacent butler's pantry features charming half-glass doors, extensive storage, and a full fridge size freezer. The kitchen refrigerator is 100% refrigeration space. Primary Suite: A secluded wing offering a true resort-style retreat, complete with a massive luxury walk-in closet system and a spa-like en-suite bath. Flexible Accommodations: On the main wing, a second bedroom with an adjacent full bath currently serves as a grand executive office. On the opposite wing, two additional upstairs bedrooms flank a private balcony living room, offering the perfect balance of privacy and connectivity. Elite Bathrooms: All 4 full bathrooms have been meticulously designed, featuring floor-to- ceiling custom tile and premium cabinetry. Three baths feature dual shower heads, and the front-of-house bathroom includes a custom setup perfect for a luxury dog-washing station. The owners transformed the oversized, fully climate-controlled garage into an extension of the luxury home itself. 454 Highland Forest Circle, Menlo
$380,000 Welcome to an enchanting property that truly feels like it could inspire a Nicholas Sparks novel. Picturesque and peaceful, this two-bedroom cottage is nestled under a canopy of trees and offers a pace of life reminiscent of a time when hospitality was endless. Situated on approximately four acres, the setting is nothing short of magical. The surrounding woods create an extraordinary sense of privacy and tranquility, making the home feel as though it is tucked away in its own secluded haven. Sunlight filters through the mature hardwoods, creating a storybook atmosphere where every season brings its own beauty. The home features hardwood floors and large windows that bring charm and character to every room. It is the perfect setting for long weekends spent overlooking the brow, tending to the flower beds, or dining on the porch. Whether you are looking for a primary residence or a weekend retreat, this unique property provides panoramic views and a stunning backdrop for lasting memories. While the home retains all the charm of years gone by, it also boasts some recent updates. The roof is only 5 years old and the hot water heater was replaced in 2020. Come see this mountain top gem today, and explore its potential for you and your real estate aspirations. 2 Beds ⋅ 1 Baths ⋅ 1536289 MLS Welcome to an enchanting property that truly feels like it could inspire a Nicholas Sparks novel. Picturesque and peaceful, this two-bedroom cottage is nestled under a canopy of trees and offers a pace of life reminiscent of a time when hospitality was endless. Situated on approximately four acres, the setting is nothing short of magical. The surrounding woods create an extraordinary sense of privacy and tranquility, making the home feel as though it is tucked away in its own secluded haven. Sunlight filters through the mature hardwoods, creating a storybook atmosphere where every season brings its own beauty. The home features hardwood floors and large windows that bring charm and character to every room. It is the perfect setting for long weekends spent overlooking the brow, tending to the flower beds, or dining on the porch. Whether you are looking for a primary residence or a weekend retreat, this unique property provides panoramic views and a stunning backdrop for lasting memories. While the home retains all the charm of years gone by, it also boasts some recent updates. The roof is only 5 years old and the hot water heater was replaced in 2020. Come see this mountain top gem today, and explore its potential for you and your real estate aspirations. 5347 Sunset Drive, Rising Fawn
$348,500 Tucked away on Lookout Mountain, this beautifully handcrafted cabin offers the kind of peace and charm most people only find on vacation. Just minutes from Cloudland Canyon and McLemore Golf Resort, the setting alone is enough to make you slow down, and once you step inside, it only gets better. Vaulted ceilings and thoughtful design create an open, airy feel, while custom cabinetry and granite countertops add a refined touch to the rustic character. The layout features two bedrooms plus a loft, giving you flexibility for guests, a home office, or additional sleeping space. A stackable washer and dryer are neatly tucked into a laundry closet for convenience without sacrificing space. Outside is where this property truly shines. A screened back porch invites you to unwind without the bugs, while the wraparound porch gives you front row views of the surrounding woods. There is even an outdoor shower, along with a hot tub that is perfect for relaxing under the stars. A storage shed and custom handcrafted carport add both function and charm. Designed with energy efficiency and low maintenance in mind, this home allows you to spend more time enjoying your surroundings and less time worrying about upkeep. Whether you are looking for a full time escape, a second home, or a short term rental opportunity, this property checks all the boxes. If living like you are on vacation is the goal, this one delivers. 2 Beds ⋅ 2 Baths ⋅ 1534072 MLS Tucked away on Lookout Mountain, this beautifully handcrafted cabin offers the kind of peace and charm most people only find on vacation. Just minutes from Cloudland Canyon and McLemore Golf Resort, the setting alone is enough to make you slow down, and once you step inside, it only gets better. Vaulted ceilings and thoughtful design create an open, airy feel, while custom cabinetry and granite countertops add a refined touch to the rustic character. The layout features two bedrooms plus a loft, giving you flexibility for guests, a home office, or additional sleeping space. A stackable washer and dryer are neatly tucked into a laundry closet for convenience without sacrificing space. Outside is where this property truly shines. A screened back porch invites you to unwind without the bugs, while the wraparound porch gives you front row views of the surrounding woods. There is even an outdoor shower, along with a hot tub that is perfect for relaxing under the stars. A storage shed and custom handcrafted carport add both function and charm. Designed with energy efficiency and low maintenance in mind, this home allows you to spend more time enjoying your surroundings and less time worrying about upkeep. Whether you are looking for a full time escape, a second home, or a short term rental opportunity, this property checks all the boxes. If living like you are on vacation is the goal, this one delivers. 15 Sassafras Trail, Rising Fawn
$410,000 Tucked away on 3.23 private, wooded acres, this custom-built retreat at 171 W Bluff Rd in Menlo offers the perfect blend of privacy, nature, and community. A long, tree-lined driveway--accented with stone from the property--sets the tone as you arrive. Surrounded by mature trees, hemlocks, and seasonal wild azaleas, the home feels nearly hidden, creating a peaceful, secluded setting. Inside, the 1,150 sq ft, 2 bed, 2 bath layout is thoughtfully designed for easy one-level living. Soaring tongue-and-groove ceilings, large windows, and custom finishes--including built-ins and shiplap--fill the home with warmth, character, and natural light. The front porch and screened-in back porch are true highlights--perfect for morning coffee or quiet evenings listening to birds, frogs, and the sounds of nature. Located in a private community, you'll enjoy access to scenic hiking trails with waterfalls and creeks, multiple lakes for fishing, and a welcoming atmosphere with events like summer ice cream socials and fall gatherings at the pavilion. Just minutes from Cloudland Canyon State Park and about 45 minutes to Chattanooga, this home offers both seclusion and convenience, with nearby favorites like Canyon Grill and Lookout Mountain Pizza Company. If you're looking for a quiet escape with natural beauty, strong community, and timeless charm--this is it. 2 Beds ⋅ 2 Baths ⋅ 1533938 MLS Tucked away on 3.23 private, wooded acres, this custom-built retreat at 171 W Bluff Rd in Menlo offers the perfect blend of privacy, nature, and community. A long, tree-lined driveway--accented with stone from the property--sets the tone as you arrive. Surrounded by mature trees, hemlocks, and seasonal wild azaleas, the home feels nearly hidden, creating a peaceful, secluded setting. Inside, the 1,150 sq ft, 2 bed, 2 bath layout is thoughtfully designed for easy one-level living. Soaring tongue-and-groove ceilings, large windows, and custom finishes--including built-ins and shiplap--fill the home with warmth, character, and natural light. The front porch and screened-in back porch are true highlights--perfect for morning coffee or quiet evenings listening to birds, frogs, and the sounds of nature. Located in a private community, you'll enjoy access to scenic hiking trails with waterfalls and creeks, multiple lakes for fishing, and a welcoming atmosphere with events like summer ice cream socials and fall gatherings at the pavilion. Just minutes from Cloudland Canyon State Park and about 45 minutes to Chattanooga, this home offers both seclusion and convenience, with nearby favorites like Canyon Grill and Lookout Mountain Pizza Company. If you're looking for a quiet escape with natural beauty, strong community, and timeless charm--this is it. 171 W Bluff Road, Menlo
$625,000 Income Producing Air B&B. Two separate Units, a total of Four Bedrooms and Three Full Baths, providing Exclusive Boarding and Rental Possibilities. Located on the West Bluff with outstand Views of Rising Fawn. Breathtaking Sunrise and Sunset views in the Morning and Afternoon. Excellent Amenities and Furnishing to remain. Has a Player Piano that remains. Pump Organ is a family Possession and does not stay. Excellent Garden space with Grilling Area. Fully furnished, sewer and utilities in excellent condition. Only 6 miles to Cloudland Canyon, and convenient to Covenant College and Lookout Mountain Attractions. 4 Beds ⋅ 4 Baths ⋅ 1526968 MLS Income Producing Air B&B. Two separate Units, a total of Four Bedrooms and Three Full Baths, providing Exclusive Boarding and Rental Possibilities. Located on the West Bluff with outstand Views of Rising Fawn. Breathtaking Sunrise and Sunset views in the Morning and Afternoon. Excellent Amenities and Furnishing to remain. Has a Player Piano that remains. Pump Organ is a family Possession and does not stay. Excellent Garden space with Grilling Area. Fully furnished, sewer and utilities in excellent condition. Only 6 miles to Cloudland Canyon, and convenient to Covenant College and Lookout Mountain Attractions. 887 Sunset Drive, Rising Fawn