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$1,299,000
6 Beds ⋅ 4 Baths ⋅ 1542510 MLS
Custom-built in 2019 by respected local builder John Gildernew Construction, this exceptional 6-bedroom, 4-bath home is located in the desirable Maggie Bluff community, just past Covenant College on Lookout Mountain. Offering a flexible, accessibility-minded floor plan, the home is well suited for main-level living, multigenerational households, working from home, and entertaining. Inside, the open-concept main level features beautiful hardwood floors and wide, easy-flow living spaces. A dedicated office with custom built-ins is conveniently located just off the entry. The main-level primary suite provides the ease of one-level living, while an additional bedroom suite with a Murphy bed creates a welcoming space for guests, extended family, or a second office. The two-car garage also offers space for a future accessibility ramp if desired. The kitchen opens seamlessly to the living area and is complemented by an impressive butler's pantry with generous storage and prep space. A separate galley provides the perfect setting for a coffee bar, beverage center, or additional serving area. The screened porch extends the living space outdoors and offers a peaceful place to enjoy morning coffee, quiet afternoons, and cool fall evenings. Upstairs, a second primary suite provides added privacy and flexibility. Three additional bedrooms, a full hall bath, another dedicated office, a spacious bonus room ideal for a media room, playroom, or home gym, and an upstairs laundry room complete the second level. Connections are also available for a future main-level laundry area. The wooded property is filled with mature trees and beautiful natural rock formations, creating privacy and plenty of room to explore. The generous area to the left of the home offers possibilities for thoughtfully expanding the usable outdoor space while preserving the property's natural setting. Additional quality features include an encapsulated crawl space, an extensive French drain and downspout drainage system designed to direct water away from the foundation, and energy-efficient LP TechShield radiant-barrier roof decking that helps reduce attic heat. With dual primary suites, two home offices, multiple living and recreation spaces, peaceful wooded surroundings, and a thoughtfully designed floor plan, this custom Lookout Mountain home offers exceptional space and versatility for every season of life.

60 Maggie Bluff, Lookout Mountain
$500,000
4 Beds ⋅ 4 Baths ⋅ 1542007 MLS
Panoramic views, privacy, acreage, and exceptional versatility come together at 365 Meadowbrook Lane in Middleton Estates. Set on 2.45 acres, this beautifully maintained 4 bedroom, 4 full bath home offers a rare combination of peaceful surroundings and convenient access to Chattanooga, approximately 25 to 30 minutes away. Designed to showcase its stunning setting, the main level features soaring cathedral style windows that fill the home with natural light. The open living and dining areas create an inviting space for everyday living and entertaining, while the well appointed kitchen offers a center island with bar seating and direct access to the glass enclosed sun porch. Open the screens and enjoy the perfect indoor outdoor setting for morning coffee, entertaining, or taking in the scenery. The primary suite provides a private retreat with direct access to the expansive back deck, where a newly installed hot tub awaits. Two additional bedrooms, two full bathrooms, and a generously sized laundry room complete the main level. The fully finished basement adds incredible flexibility with a private entrance and interior access. This separate living area includes a full kitchen, living room, large bedroom, full bathroom, laundry area, and bonus room. Perfect for guests, multigenerational living, an in law suite, home office, or potential rental opportunity. Outside, the large upper deck takes full advantage of the breathtaking valley views. A two car garage and spacious workshop with exterior access provide plenty of room for storage, hobbies, or projects. A Generac whole home generator adds valuable peace of mind. Residents of Middleton Estates enjoy a tranquil community setting with access to a beautiful 5 acre pond and open green space. With its incredible views, flexible living spaces, generous acreage, and prime location, this is a property that offers both the serenity of the mountains and the convenience of being close to the city!

365 Meadowbrook Lane, Trenton
$568,000
3 Beds ⋅ 2 Baths ⋅ 1539509 MLS
More than just a house--this property offers space, versatility, and possibilities you simply don't find every day! Situated on approximately 1.2 acres, the main residence offers approximately 2,328 square feet with 2 full baths and an original 3-bedroom layout, with one bedroom currently converted into an expansive primary closet and another currently used as an office. The updated kitchen features custom cabinetry, while the spacious den provides plenty of room for gathering and relaxing. The primary suite offers direct access to a screened porch overlooking a small private pool and fenced backyard. The home also features an encapsulated crawl space. In addition to the oversized 2-car garage and side carport, the property includes approximately 1,200 square feet divided into two separate 1-bedroom apartments, each with a kitchen, living area, laundry space, and full bath--offering options for guests, extended living arrangements, or potential rental income, subject to applicable regulations. An impressive 2,500-square-foot outbuilding provides abundant room for vehicles, recreational equipment, tools, and storage, along with a kitchen and sitting area for entertaining and a large covered back porch. Raised garden beds, a chicken coop, spacious yard, and fenced backyard add even more to this truly unique property.

472 Beaver Drive, Trenton
$750,000
3 Beds ⋅ 2 Baths ⋅ 1537457 MLS
Million dollar views without the million dollar price tag. Welcome to your private mountain retreat on 4.38 breathtaking acres atop highly sought after Lookout Mountain. Tucked away at the end of a private driveway, this newly built home was thoughtfully designed to capture the incredible bluff, pond, and valley views from nearly every angle. Whether you're looking for a full time residence, a weekend escape, or a property with income potential, this one delivers a truly one of a kind lifestyle. As you arrive, you're welcomed by beautifully designed landscaping surrounding a flagstone fire pit, creating the perfect gathering space before you even step inside. A spacious covered front porch offers plenty of room for rocking chairs, morning coffee, and quiet evenings overlooking the peaceful surroundings. Inside, this 2 bed-2bath home's intentional design immediately stands out. Natural hallways create an effortless flow throughout the home while maintaining privacy between the living spaces. Both bedrooms are situated on opposite sides of the home, each featuring its own private en suite bathroom. The primary suite offers a spacious walk in closet, luxurious soaking tub, and tiled walk in shower, while the secondary bedroom features its own beautifully finished tiled shower, making it ideal for guests or family. The heart of the home is the stunning open living area, where soaring ceilings, abundant natural light, and a cozy gas wood stove create a warm and inviting atmosphere. The kitchen is equally impressive with leathered granite countertops, bar seating, generous cabinetry, and plenty of space for entertaining. Just beyond, the dining area was intentionally positioned to take advantage of the incredible views through two large windows, making every meal feel connected to the beauty that surrounds the home. Step outside onto the covered back deck featuring tile flooring, or enjoy the additional open deck that's perfect for grilling, entertaining, or simply soaking in the scenery. Below the home you'll find a large stand up crawlspace offering excellent storage, workshop potential, and easy access to utilities, along with an additional outdoor storage area. One of the property's standout features is the detached 330 square foot guest house.(included in total square footage) Complete with its own covered front porch, full kitchen, living area, sleeping space, laundry hookups, and private bath, it's the perfect setup for visiting family and friends, a private office or studio, or even a short term rental to generate additional income. Outside is where this property truly becomes unforgettable. The expansive bluff overlooks Rising Fawn with sweeping panoramic views that stretch for miles, while the large private pond creates an incredible backdrop unlike anything else on the market. Outdoor enthusiasts will love being just minutes from some of the area's best hiking, camping, rock climbing, hang gliding, and endless recreational opportunities that make Lookout Mountain one of the region's most desirable destinations. Additional features include full RV hookups with electric and water hookups already in place, offering even more flexibility for guests or your own adventures. Properties offering this level of privacy, modern construction, guest accommodations, and truly unforgettable views are incredibly rare. Come experience why this is more than just a home. It's a destination.

1641 Sunset Drive, Rising Fawn
$3,500,000
5 Beds ⋅ 6 Baths ⋅ 1531300 MLS
Gentleman's Farm in Wildwood, GA approximately 25 minutes from downtown Chattanooga. This gorgeous property features a custom-built modern farmhouse with a gunite pool overlooking a pond and privately positioned on 178 +/- mostly wooded acres with creeks, trails and wildlife right out your front door. This 4 or 5 bedroom, 5.5 bath home has a versatile floor plan and was well designed not only for gathering and entertaining but also to take advantage of this gorgeous setting. The home exudes exterior appeal with its Hardie and brick, and wrap-around covered porches. Inside, you will be equally delighted to find that it has just been freshly painted and boasts engineered hardwoods and tile throughout, crown moldings, spacious rooms, an open floor plan, formal and informal living spaces, 2 bedroom suites on the main, including the primary, an oversized 2-bay garage, and a separate bonus or bedroom over the garage with a private bath and 2 large closets. Your tour begins with the inviting foyer that has French doors to the office or living room on the right and opens to the dining room on the left. The heart of the home is the gourmet kitchen that has a built-in breakfast area and is open to the great room with a stacked stone fireplace and French doors to the rear covered porch. The kitchen has a center island, granite countertops, tile backsplash, custom cabinetry, under-cabinet lighting, high-end stainless appliances and access to the butler's pantry with a sink, ice maker and a walk-in pantry. The hallway to the garage has a convenient powder room, a guest bedroom with a private bath, a laundry room and a separate mudroom with built-in bench and cubbies, tons of counterspace and cabinetry and a stainless utility sink. The primary suite is on the opposite side of the house and boasts French doors to the rear covered porch, a large walk-in closet with a 2nd set of washer and dryer hook-ups and a luxurious primary bath with separate vanities, a free- standing tub, a separate shower with tile and glass surround and a water closet with bidet attachment. The upper level has a central bonus or family room with French doors to a large office or playroom, plus 2 additional bedrooms, one with a private bath, and the other with access to the shared hall bath. A hidden door disguised as a bookshelf leads to the walk-out attic with a duplicate door on the other side which accesses the bonus suite over the garage, or you can access it from a separate staircase in the garage - perfect for extended guests desiring some privacy. The pool is just steps away and has an automated cover and a covered patio area with a refreshment center. Simply a wonderful opportunity for the discerning buyer seeking a luxury acreage property to call home. Showings are by appointment only and with advanced notice, as family members sometimes hunt at the property, so please call for more information and to schedule your private showing. Information is deemed reliable but not guaranteed. Buyer to verify any and all information they deem important.

670 Maine Avenue, Wildwood
$900,000
5 Beds ⋅ 4 Baths ⋅ 1523611 MLS
Welcome to 504 Wolf Run, a breathtaking A-frame stone and hardwood log cabin nestled in the sought-after Lookout Highlands community. Set on just under 5.5 acres, this property blends rustic craftsmanship with modern versatility—perfect for multi-family living or a beautiful residential retreat. The main home features five bedrooms and four bathrooms, showcasing warm wood finishes, vaulted ceilings, and the timeless charm of exposed beams. With three full kitchens, the layout offers incredible flexibility for hosting, extended family, or rental opportunities. Multiple expansive decks provide ideal spaces for outdoor living, while the in-ground pool, just needing a quick refresh, is ready to shine again. A separate guest house or living space adds even more value, offering privacy for visitors or potential income. Located within Lookout Highlands, residents enjoy a peaceful, gated mountain community with access to lakes for fishing and kayaking, scenic hiking trails leading to waterfalls, and a community pavilion for gatherings and events—all surrounded by natural beauty and modern conveniences like high-speed fiber internet. With its timeless log cabin design, flexible living spaces, and access to some of the area's most stunning scenery, 504 Wolf Run is more than a home—it's a lifestyle of comfort, connection, and mountain elegance.

504 Wolf Run, Cloudland