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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

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

1204 Aladdin Road, Lookout Mountain
$749,900
4 Beds ⋅ 3 Baths ⋅ 1543306 MLS
Located in desirable Fairyland on Lookout Mountain, this 4-bedroom, 3-bath home offers 3,104 square feet on .63 acres spanning three original city lots. A second driveway with ramp leads to the new back deck, providing convenient no-step access. Inside, all three bathrooms have been updated, the kitchen features vaulted ceilings and high-end stainless steel appliances, and the basement offers plenty of storage. Recent improvements include new upstairs HVAC, roof approximately five years old, windows approximately 6-7 years old, exterior paint completed in 2025, a tankless water heater installed in 2020, a three-year-old deck, and driveway resurfaced in 2025. Upstairs is currently used as a primary bedroom, office, and gym, offering flexible space to suit a variety of needs. An additional basement room also offers potential for future finished living space, a home office, gym, or hobby room. A spacious Lookout Mountain property with updated interiors, garage parking, outdoor living, easy access, and room to grow.

1204 Aladdin 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

154 G Founding Way, Lookout Mountain
$359,000
2 Beds ⋅ 2 Baths ⋅ 1542215 MLS
CHARMING COTTAGES. ICONIC MOUNTAIN LIVING... Welcome to 154-G Founding Way located in the highly sought-after mountain community The Cottages at Brow Wood. This newer built home sits on a premium lot offering privacy and beautiful surrounding views. This beauty is BETTER THAN NEW! The current owners added just about every upgrade the builder offered including hardwood flooring, crown molding, kitchen island, tray ceilings, gorgeous granite tops, there are many upgrades & functional fixtures throughout this lovely home. Discover refined cottage living, breathtaking surroundings and a lifestyle designed to savor every moment! Enjoy the convenience of Chattanooga's vibrant attractions & amenities at your fingertips. The area also offers exceptional coffee spots, breweries, art district and a fine dining scene. 'Elevated living has a new address: Cottages at Brow Wood' Schedule your private tour today!

154 G Founding Way, Lookout Mountain

184 Middle Road, Lookout Mountain
$335,000
3 Beds ⋅ 2 Baths ⋅ 1541621 MLS
Welcome to 184 Middle Road, a beautifully designed modern craftsman cottage offering the ultimate one-level mountain lifestyle on coveted Lookout Mountain, Georgia. This 3 bedroom, 2 bath home is tucked away on a scenic, serene lot surrounded by towering mature trees, perfectly balancing peaceful privacy with everyday convenience. Your tour begins with entry to an airy, open-concept floor plan designed for effortless living and entertaining, anchored by a functional kitchen with rich granite countertops, a large center island, an abundance of cabinet space, and stainless steel appliances. The split-bedroom layout ensures maximum privacy, highlighted by a spacious primary suite with its own private elevated deck, the perfect spot for morning coffee or evening stargazing, and a convenient staircase leading directly down to the sprawling, fully fenced backyard. The large, shade-filled backyard offers a safe haven for pets, play, or gardening under a canopy of mature trees. While you will feel worlds away in your private mountain oasis, you are only minutes from Lookout Mountain's premier amenities, including nearby hiking trails and scenic Lula Lake Land Trust for outdoor adventure, mountain favorites like Mountain Market, Massey's Kitchen, and Canopy Coffee and Wine Bar for local dining and coffee, and less than a 25-minute drive to the bustling heart of downtown Chattanooga. Whether you are seeking a full-time mountain residence, a low-maintenance retreat, or a lucrative rental asset, this Lookout Mountain gem is a rare opportunity for the buyer ready to enjoy mountain living without sacrificing convenience, so call today to schedule your private tour. Information is deemed reliable but not guaranteed. Buyer to verify any and all information they deem important.

184 Middle Road, Lookout Mountain

89 Alexander Way, Lookout Mountain
$230,000
4 Beds ⋅ 3 Baths ⋅ 1539971 MLS
This amazing updated home on a Private lot on top of Lookout Mountain, features 4 bedrooms and 3 full bathrooms. Sitting on Flat level .63 acre lot. Kitchen and Living are are open concept. Stainless steel appliances. Butcher block countertops. LVP throught the home. Metal roof with new gutters. All 4 bedrooms are large in size. The Master is on front left side with nice size on suite full bathroom. 2 bedrooms to the right that share a full bath and an additonal bedroom in the back of the home with a full on suite bath as well. Laundry room off the kitchen. French doors leading out to the back deck to enjoy the summer and fall weather! This home is ideal for the Lineman in Training in Trenton Ga. It is also minutes from Covenant College! Motivated Seller!! Seller will give up to $10,000 in buyer concessions at closing.

89 Alexander Way, Lookout Mountain

1573 Georgia 157 30750, Lookout Mountain
$349,000
4 Beds ⋅ 2 Baths ⋅ 1538597 MLS
Discover the perfect blend of mountain living, versatility, and income potential with this home! Situated on approximately 1.36 partially wooded acres, this unique property features a charming 2-bedroom, 1-bath main home along with a separate 2-bedroom, 1-bath apartment above the detached two-bay garage--ideal for multi-generational living, guests, or generating rental income. The main home offers beautiful hardwood floors, an inviting open floor plan, and a spacious kitchen with a center island that flows effortlessly into the dining and keeping room. A vaulted wood ceiling, abundant natural light, and a peaceful sunroom create warm, comfortable living spaces you'll enjoy year-round. Step outside to the expansive rear deck overlooking a tranquil natural setting where you can relax to the sounds of a seasonal creek. The detached garage provides plenty of room for vehicles, storage, or a workshop, while the upstairs apartment offers privacy with its own deck and separate utility metering, making it an excellent opportunity for long-term tenants, short-term rentals, or extended family. Located just 10 minutes from the heart of Lookout Mountain and only 25 minutes to downtown Chattanooga, you'll enjoy the peace and privacy of mountain living without sacrificing convenience. Whether you're looking for a primary residence with additional income, an investment property, or a flexible family retreat, this one-of-a-kind property offers endless possibilities.

1573 Georgia 157 30750, Lookout Mountain

588 W Brow Road, Lookout Mountain
$3,750,000
5 Beds ⋅ 6 Baths ⋅ 1532489 MLS
Incredible Arts and Crafts style home masterfully constructed in 1913 on the western bluff of Lookout Mountain TN. The home is perfectly situated on a 1.8 acre lot to take advantage of the commanding sunset, valley, and TN River views. A railroad trestle (original to the home) supports the amazing rear viewing deck. This is a wonderful home for entertaining with gracious foyer, living and dining rooms, and library. The home features exquisitely crafted woodwork throughout the formal rooms, 8 fireplaces, Ludowici tile roof, and an enclosed brow side rear porch/living room. There are 5 bedrooms, 5 full baths, and a powder room. The fireside master bedroom has a sitting area, custom dressing room, and adjoining enclosed porch for added living space. A wide gallery hall spans the upstairs. There are front and back stairways and very ample storage. Two of the bedrooms have connecting ante rooms, and each bedroom has its own bath. The brow side kitchen with large picture window features updated appliances, custom cabinetry, and an adjoining breakfast room. A fully floored walk-up attic provides storage galore and leads to a workout room. The full basement features bedroom and bath, two workshops, wine storage room, and laundry room. A circular drive leads to the home and attached 3 car garage. The grounds are beautifully landscaped and include a large fenced area for pets. This property offers so much-great neighborhood and community, unparalleled craftsmanship, historical significance, as well as comfortable spaces for modern family living! Please call for more information on this remarkable property and to schedule a private showing.

588 W Brow Road, 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

34 Founding Way Unit C, Lookout Mountain
$365,000
2 Beds ⋅ 2 Baths ⋅ 1532280 MLS
Welcome to Cottages at Brow Wood! This well designed neighborhood offers the ease of single family living with open concept townhomes. This unit has 2 bedrooms, one of which can be used as a den, 2 full bathrooms, kitchen with the addition of an island, large living room that opens onto a covered porch. There is also a flex room which could be an office, workout room or a cosy reading room. A private, fenced courtyard offers space for a grill, seating and planting beds. A hallway from the kitchen has laundry hookups and leads to the 2 car garage. An attic pull down has good storage space with added insulation. Upgrades to this unit include the kitchen island, screened door to the garage, shelving in the closests, glass shower door in primary bathroom and accessibility bars and custom made window blinds. All appliances will remain including the refrigerator and washer/dryer.

34 Founding Way Unit C, Lookout Mountain

92-H Founding Way 24, Lookout Mountain
$415,000
3 Beds ⋅ 3 Baths ⋅ 1530083 MLS
Lookout Mountain, Georgia - Experience the tranquil beauty of Lookout Mountain at The Cottages at Brow Wood. If you're looking for a new construction home near Thrive at Brow Wood, this exclusive townhome community blends natural serenity with modern luxury. Nestled amidst mature trees, our open-concept floor plans offer expansive outdoor living, perfect for enjoying breathtaking mountain views. With Chattanooga's vibrant attractions just moments away--Lookout Mountain Country Club, Cloudland Canyon, and the Incline Railway--adventure and convenience are at your doorstep. Discover your elevated lifestyle at The Cottages at Brow Wood. The Waverleigh townhome plan is a dynamic layout that features a Sunroom, dining room, walk-in pantry, and a large kitchen looking into the great room. The kitchen is equipped with a large oversized island, tile backsplash, and under cabinet lighting this is sure to make cooking a joy.

92-H Founding Way 24, Lookout Mountain

106-B Founding Way 28, Lookout Mountain
$390,000
3 Beds ⋅ 3 Baths ⋅ 1519042 MLS
Lookout Mountain Luxury. The Cottages at Brow Wood: Experience the tranquil beauty of Lookout Mountain at The Cottages at Brow Wood. This exclusive townhome community blends natural serenity with modern luxury. Nestled amidst mature trees, our open-concept floor plans offer expansive outdoor living, perfect for enjoying breathtaking mountain views. With Chattanooga's vibrant attractions just moments away--Lookout Mountain Country Club, Cloudland Canyon, and the Incline Railway--adventure and convenience are at your doorstep. Discover your elevated lifestyle at The Cottages at Brow Wood. The Ashleigh townhome plan is a dynamic layout that features a bonus room, dining room, walk-in pantry, and a large kitchen looking into the great room. The kitchen is equipped with a large oversized island, tile backsplash, and under cabinet lighting this is sure to make cooking a joy. Downstairs you'll find the main bedroom, one additional guest bedrooms, laundry room, great room, dining room, & covered porch. Additionally upstairs offers a bonus room that could be used as a 3rd bedroom & full bath. This home provides the perfect blend of practicality and style that's sure to meet all of your needs. Book a tour today while it's still available!

106-B Founding Way 28, Lookout Mountain

106- D Founding Way 30, Lookout Mountain
$350,000
2 Beds ⋅ 2 Baths ⋅ 1518869 MLS
Welcome to The Cottages at Brow Wood atop picturesque and historic Lookout Mountain. This dynamic community offers comfort, convenience and low maintenance. Located just 10 and 15 minutes from Starbucks and Publix and 20 minutes to downtown Chattanooga. A charming exterior leads to a thoughtful one level design featuring two bedrooms and two bathrooms with an office and rear covered porch. The kitchen features elegant quartz counter-tops, white shaker panel cabinets with soft close drawers and doors, under cabinet lighting, classic subway tile backsplash and stainless steel applainces. The main bedroom features a trey ceiling and you will find a full tiled shower with bench in the main shower. Maintenance free and mountain living await you. Enjoy hiking, gold, and restaurants on Lookout Mountain just minutes away from this gorgeous neighborhood all while only 20 minutes to Chattanooga.

106- D Founding Way 30, Lookout Mountain

106-C Founding Way 29, Lookout Mountain
$395,000
3 Beds ⋅ 3 Baths ⋅ 1518868 MLS
Lookout Mountain Luxury. The Cottages at Brow Wood: Experience the tranquil beauty of Lookout Mountain at The Cottages at Brow Wood. This exclusive townhome community blends natural serenity with modern luxury. Nestled amidst mature trees, our open-concept floor plans offer expansive outdoor living, perfect for enjoying breathtaking mountain views. With Chattanooga's vibrant attractions just moments away--Lookout Mountain Country Club, Cloudland Canyon, and the Incline Railway--adventure and convenience are at your doorstep. Discover your elevated lifestyle at The Cottages at Brow Wood. The Waverleigh townhome plan is a dynamic layout that features a Sunroom, dining room, walk-in pantry, and a large kitchen looking into the great room. The kitchen is equipped with a large oversized island, tile backsplash, and under cabinet lighting this is sure to make cooking a joy. Downstairs you'll find the main bedroom, one additional guest bedrooms, laundry room, great room, dining room, & beautiful sunroom. Additionally upstairs offers a 3rd bedroom & full bath. This home provides the perfect blend of practicality and style that's sure to meet all of your needs. Book a tour today while it's still available!

106-C Founding Way 29, Lookout Mountain

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