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1300 Cinderella Road Road, Lookout Mountain
$639,900
4 Beds ⋅ 3 Baths ⋅ 1545840 MLS
Welcome to 1300 Cinderella Road, a beautifully updated 4-bedroom, 3-bath home in one of Lookout Mountain's most sought-after neighborhoods. Just steps from Fairyland Elementary, Starbucks, and Rock City, this property offers the perfect blend of convenience and community. The thoughtful floor plan highlights a split-bedroom layout with three spacious bedrooms and two full baths on one side, while the brand-new private primary suite occupies the opposite wing, complete with dual walk-in closets and a beautiful bath. Large windows fill the home with natural light, creating a warm and inviting atmosphere throughout the living spaces. The updated kitchen flows seamlessly to the screened porch and spacious fenced yard, making this home perfect for both everyday living and entertaining. A large attic provides excellent storage space. Even more recent upgrades include a new roof, a newly paved driveway, and an encapsulated crawl space--offering both comfort and long-term durability. With its modern updates, functional design, and walkable location, this move-in ready home is a rare find in Fairyland.

1300 Cinderella Road Road, Lookout Mountain

104 S Bragg Avenue, Lookout Mountain
$3,495,000
5 Beds ⋅ 5 Baths ⋅ 1545631 MLS
A Distinctive New Residence on Lookout Mountain, Tennessee Set among mature trees on more than an acre of private grounds, this exceptional new residence offers a rare opportunity to experience timeless architecture, refined craftsmanship, and the understated luxury of a thoughtfully designed home in the heart of Lookout Mountain. With construction underway, the residence presents a unique opportunity for a discerning buyer to personalize select finishes and details before completion, creating a home that reflects their own taste while benefiting from a carefully considered architectural vision. For those seeking the quality and character of a custom home without beginning the building process from the ground up, this is an opportunity to make a distinctive residence truly their own. Classic architectural detailing and carefully selected materials establish a sense of enduring elegance. Curated European lighting, exquisite millwork, sophisticated finishes, and an abundance of windows bring warmth, natural light, and a quiet sense of luxury to the interiors. Approximately 5,000 square feet of thoughtfully planned living space balances gracious everyday living with effortless entertaining. Designed with gatherings in mind, the home offers inviting spaces for hosting family and friends, a beautifully appointed kitchen with a separate scullery, and a vaulted screened porch with a fireplace that extends the living experience outdoors. Whether hosting an intimate dinner or a larger gathering, the home offers an elegant and welcoming backdrop for entertaining throughout the seasons. The main level features two bedrooms, including a beautifully appointed primary suite. The upper level offers three additional en-suite bedrooms, providing comfortable accommodations and privacy for family members and guests. A central loft creates a flexible gathering space, while a generously sized playroom features abundant windows overlooking the beautiful, wooded backyard, filling the space with natural light and bringing the surrounding landscape indoors. Together, these spaces create an inviting and versatile retreat for family living. An additional 1,000 square feet of unfinished space over the garage offers the flexibility to create a private workout space or other tailored amenity. The wooded grounds provide ample room for a pool and additional outdoor living spaces, allowing the next owner to further shape the property to suit their lifestyle. Despite its private setting, the home is within walking distance of Lookout Mountain Elementary, The Commons, and the mountain's local shops and dining. A rare opportunity to secure a beautifully crafted new home, personalize select details before completion, and enjoy the enduring appeal of timeless design, curated interiors, and exceptional privacy on Lookout Mountain.

104 S Bragg Avenue, Lookout Mountain

1017 E Brow Road, Lookout Mountain
$3,100,000
5 Beds ⋅ 5 Baths ⋅ 1545554 MLS
Stunning eastern brow and city lights views await at this gorgeous 5 bedroom, 4.5 bath home over a 5 room basement with fantastic outdoor living spaces, including a large pool with expansive patio and decks to take full advantage of one of the top panoramic settings on Lookout Mountain. Built in 1930, this home was definitely built for gathering and entertaining, and you will love that many of the original desirable features have been seamlessly melded with modern updates. Some favorite features include the hardwoods and tile throughout, dental and crown moldings, dramatic high ceilings, an abundance of windows and natural light, recessed and decorative lighting, spacious rooms, many built-ins, both formal and informal living spaces, updated baths, a 2nd primary bedroom on the main level, and a luxurious master retreat upstairs. Your tour begins with entry from the front brick porch to the dedicated foyer which leads you into the oversized, stunning living room with its one-of-a-kind panoramic view of the city -- with a wood burning fireplace and 2 sets of French doors to the rear balcony that spans the back of the house and access to the more intimate den. The grand dining room is equally impressive and also enjoys brow views and has access to the kitchen. The very large kitchen has been partially updated and can accommodate a breakfast area or keeping room with a gas fireplace and French doors to the side entry from the driveway and to the rear balcony. You will love the quartz center island and Viking appliances. There is also a handsome library with built-in shelving off the foyer, and a guest or 2nd primary bedroom and the full guest bath with curbless tile shower is just down the hall. The remainder of the bedrooms are on the upper level, including the primary suite with a spa-like primary bath that has two marble sinks, a soaking tub, and a spectacular tiled shower, as well as a dressing/sitting room with multiple closets and a gas fireplace. There is another bedroom which has a private bath, and two additional bedrooms that share the use of a bath. The 5th bedroom has built-in shelving with an adjacent closet in the hallway and would also make a great bonus or hobby room - or office if preferred. Now you go down to the fully heated and cooled, versatile daylight basement where you will find a rec room with a wet bar, half bath and a closet, a spacious laundry room with a sink and plenty of cabinetry, a storage room, a staging room and a workshop - both with access to a shared walk-in closet. The rec room and the workshop both have doors to the covered patio and pool area. Two pool storage closets are perfect for all your pool toys, and a raised deck area on the brow provides another strategic spot to take in the panoramic views of the river, city, and mountains. Simply a wonderful opportunity for the buyer seeking a Lookout Mountain brow opportunity, 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.

1017 E Brow Road, Lookout Mountain

100 Fairy Trail, Lookout Mountain
$1,425,000
4 Beds ⋅ 3 Baths ⋅ 1544817 MLS
Experience the allure of Lookout Mountain living, where an enchanting setting, enhanced seasonal views, and thoughtful updates create a home that feels both refined and inviting. Built by renowned George Getter, this brick residence sits on a private 1.4-acre lot offering winter views and lush wooded privacy in the summer. Inside, the home features four bedrooms and three full baths. The recently renovated primary ensuite includes a double vanity, heated marble floors, a standing shower, and a large marble soaking tub. The primary closet offers custom shelving along with three additional storage closets--plus two dedicated silver closets elsewhere in the home--ensuring exceptional storage throughout. The updated kitchen includes a keeping room with a cozy fireplace, perfect for relaxed evenings at home. A sunroom at the back of the house provides a peaceful spot to enjoy the views, while the formal living and dining rooms open directly onto the back deck, creating an effortless flow for everyday living and entertaining. The lower level offers an additional living room with fireplace, two more bedrooms, and a full bath--ideal for guests, teens, or multi-generational living. The garage features epoxy floors and a dedicated work area. Come see why 100 Fairy Trail might just be your next fairytale!

100 Fairy Trail, Lookout Mountain

1306 Elfin Road, Lookout Mountain
$699,000
5 Beds ⋅ 4 Baths ⋅ 1544339 MLS
This charming Fairyland home with a new roof sits on a level half-acre corner lot in the heart of Lookout Mountain. With 5 bedrooms and 4 baths, it pairs timeless character with generous living space. A stone-accented exterior opens to hardwood floors, a formal living room with fireplace, a separate dining room, and a second living area with a bay window and its own fireplace. The kitchen is the true heart of the home, featuring tile floors, a travertine backsplash, double wall ovens, and a gas range. It flows into a breakfast room and a brick-floored great room with yet another fireplace. The main-level primary suite offers a walk-in closet and a skylit bath with double vanity, soaking tub, and separate tiled shower. A second bedroom and full bath are also on the main floor, with three more bedrooms and two baths upstairs. Outside, a patio with pergola overlooks the backyard, perfect for grilling or unwinding. All of this is within walking distance of Fairyland Elementary, Lookout Mountain Club, Starbucks, and Rock City. New price: $699,000, sold as-is, $22K below a recent appraisal.

1306 Elfin Road, Lookout Mountain

8761 Scenic Highway, Lookout Mountain
$750,000
3 Beds ⋅ 3 Baths ⋅ 1542287 MLS
Income Producing Vacation Rental or Home of Your Dreams Perched along Scenic Highway on beautiful Lookout Mountain, this 3-bedroom, 2.5-bath home pairs breathtaking brow views with the comfort and character of mountain living. Step inside and you'll immediately see how the home was designed to take advantage of its incredible setting. Large windows frame the sweeping views, while the inviting living room features a fireplace that's perfect for cool mountain evenings. The main-level primary suite offers privacy and convenience with a spacious en-suite bath featuring a soaking tub, walk-in shower, separate vanities, heated floors, and a large walk-in closet. Upstairs, two additional bedrooms share a Jack-and-Jill bathroom, providing plenty of space for family or guests. Outside is where this home truly shines. Enjoy morning coffee from the covered main-level deck, gather with friends on the patio, or relax on the upper balcony while taking in the spectacular Lookout Mountain views. The patio also has electrical service available for a potential future hot tub. Recent improvements include a BRAND-NEW ROOF, freshly painted exterior, re-stained decks and refreshed railings. Furnishings may be included and are negotiable, offering the possibility of a more turnkey purchase. Whether you're looking for a primary residence, second home, mountain getaway, or investment property, this one is worth seeing. Come for the views. Stay for the lifestyle.

8761 Scenic Highway, Lookout Mountain

118 Fleetwood Drive, Lookout Mountain
$2,650,000
5 Beds ⋅ 5 Baths ⋅ 1532374 MLS
**PHOTOS UPDATED 11-7** French Normandy-inspired architecture meets thoughtfully designed living in this exceptional new construction home on Lookout Mountain. Offered at $2,650,000, this five-bedroom, four-and-a-half-bath residence features distinctive architectural details, generous gathering spaces, and a flexible layout. A striking combination of stone and light siding introduces interiors accented by elaborate ceiling treatments, substantial crown molding, and beautifully crafted cabinetry. The great room centers around a fireplace flanked by arched built-ins and natural wood shelving, while expansive windows bring in abundant natural light. The kitchen makes a memorable impression with two oversized islands, richly toned wood cabinetry, statement lighting, and a sculpted custom hood. A very large butler's pantry provides additional space for storage, preparation, and entertaining, while the spacious laundry room adds everyday convenience. A bedroom positioned off the garage entrance offers a sense of privacy from the main living areas, creating an inviting option for guests, extended family, or a private retreat. Throughout the home, generous bedrooms and beautifully detailed baths complement the spacious gathering areas. Outdoor living is equally inviting, with a covered porch featuring a warm wood ceiling and a substantial brick fireplace--the perfect setting for relaxing or gathering with friends. Now further along in construction, this distinctive residence offers a compelling opportunity to enjoy a thoughtfully crafted new home in a sought-after Lookout Mountain setting. Hi 1st floor 2,008 Sq.Ft. 2nd floor 2,045 Sq.Ft. (Rec Room is 446 sq.ft) Total Sq.Ft. 4,308 Sq.Ft. Front Porch 168 Sq.Ft. Rear Porch 532 Sq.Ft. (Fireplace/Screened Area) Garage 771 Sq.Ft.

118 Fleetwood Drive, Lookout Mountain

1115 E Brow Road, Lookout Mountain
$1,100,000
4 Beds ⋅ 5 Baths ⋅ 1525403 MLS
City lights, mountain and river views from the eastern brow of this Lookout Mountain, TN home. Custom built in 2017, this all brick, 4 bedroom, 4.5 bath home boasts premium finishes and thoughtful details, including dental moldings, marble countertops, hardwoods and tile throughout, 5 fireplaces, multiple built-ins, pocket doors, window seats with storage, decorative and recessed lighting, an open floor plan, a driveway with carport, and great outdoor living spaces to take advantage of the fantastic setting and views. Your tour begins with the marble tiled foyer that has pocket doors to the dining room on the left and the library or den on the right. The library has a cozy fireplace and built-in shelving on all 4 sides. The formal dining room has a bay window to the covered front porch and pocket doors to the foyer and great room. The great room has a gas fireplace and is open to both the breakfast area and the kitchen and has access to the powder room, coat closet and steps to the upper levels. The kitchen has a level island, marble subway tile, stainless appliances, a walk-in pantry and access to the rear deck with steps down to the lower patios and the carport. The breakfast area has access to the covered portion of the rear deck, providing a nice flow for both entertaining and everyday living. Head up to the 2nd level where you will find a landing with a built-in window seat, as well as 3 bedroom suites - all with fireplaces. The primary suite also has a covered balcony, a dressing room with a make-up vanity, built-in drawers and cabinets, and a closet, as well as the primary bath with a bidet, claw-footed tub and separate shower. The other two bedrooms on this level have built-in desks and bathrooms with tub/shower combos. The upper level is versatile with the landing that open to a bonus room with a laundry closet and a dry bar with beverage fridge on one side, and a hall bath and 4th bedroom or office on the other. All of this, and you are walking distance to Point Park, close to Lookout Mountain Elementary School, and approximately 15 minutes from downtown Chattanooga, so please call for more information and to schedule your private showing today. Information is deemed reliable but not guaranteed. Buyer to verify any and all information they deem important.

1115 E Brow Road, Lookout Mountain

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