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Opportunity awaits to design and build your dream residence on this rare, level 0.64-acre property spanning two combined lots. Framed by mature hardwoods and enhanced by a thoughtful survey designating the ideal homesite, the land offers privacy while respecting the natural stream buffer. Located in the heart of Fairyland, this homesite provides community and convenience--just a short walk to Fairyland School, Starbucks, golf, tennis, athletic fields, walking trails, a commercial center, the fire hall and more. Please schedule your private showing today.

1544287 MLS

Opportunity awaits to design and build your dream residence on this rare, level 0.64-acre property spanning two combined lots. Framed by mature hardwoods and enhanced by a thoughtful survey designating the ideal homesite, the land offers privacy while respecting the natural stream buffer. Located in the heart of Fairyland, this homesite provides community and convenience--just a short walk to Fairyland School, Starbucks, golf, tennis, athletic fields, walking trails, a commercial center, the fire hall and more. Please schedule your private showing today.

1212 Cinderella Road, Lookout Mountain

$749,900

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.

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

$39,000

This is a landlocked piece of property nestled in an established neighborhood.

1542382 MLS

This is a landlocked piece of property nestled in an established neighborhood.

00 Fort Trace Drive, Lookout Mountain

$339,000

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.

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

$360,000

This property offers several excellent possibilities for your family. Whether you need an in-law apartment, a multi-generational space, a separate area for a college student, or the option to generate long-term or short-term rental income, this home can accommodate your needs. The main house features 3 bedrooms, 1.5 baths, hardwood floors, and a kitchen equipped with a gas stove and dishwasher, totaling approximately 1,524 square feet. It also includes a deck perfect for enjoying morning coffee or grilling, alongside a yard for outdoor space. Additionally, there is a separate studio apartment offering approximately 440 square feet with an open floor plan includes kitchen with stove and refrigerator, and full bath. The property is conveniently located near the town of Lookout Mountain and close to Covenant College and Cloudland Canyon State Park.

3 Beds ⋅ 3 Baths ⋅ 1539825 MLS

This property offers several excellent possibilities for your family. Whether you need an in-law apartment, a multi-generational space, a separate area for a college student, or the option to generate long-term or short-term rental income, this home can accommodate your needs. The main house features 3 bedrooms, 1.5 baths, hardwood floors, and a kitchen equipped with a gas stove and dishwasher, totaling approximately 1,524 square feet. It also includes a deck perfect for enjoying morning coffee or grilling, alongside a yard for outdoor space. Additionally, there is a separate studio apartment offering approximately 440 square feet with an open floor plan includes kitchen with stove and refrigerator, and full bath. The property is conveniently located near the town of Lookout Mountain and close to Covenant College and Cloudland Canyon State Park.

1294 Highway 157, Lookout Mountain

$345,000

Welcome to 51 Krupski Loop, a beautifully renovated home on Lookout Mountain, Georgia. Offering 1,594 square feet, this move in ready property features 3 bedrooms and 3 full bathrooms with updates throughout. The former carport has been converted into a spacious primary suite, creating a more functional floor plan. Major improvements include a new roof, new HVAC system, new water heater, all new appliances, and other extensive renovations, making this home ready for its next owner. Conveniently located near Covenant College, this home is just minutes from hiking, mountain biking, scenic overlooks, and the many outdoor activities that make Lookout Mountain such a sought after destination. Downtown Chattanooga is also just a short drive away. Whether you're searching for a primary residence, a weekend retreat, or an investment opportunity, this property offers plenty of potential. Its location and updates make it an excellent option for a long term rental or short term rental, subject to local regulations and buyer verification.

3 Beds ⋅ 3 Baths ⋅ 1539601 MLS

Welcome to 51 Krupski Loop, a beautifully renovated home on Lookout Mountain, Georgia. Offering 1,594 square feet, this move in ready property features 3 bedrooms and 3 full bathrooms with updates throughout. The former carport has been converted into a spacious primary suite, creating a more functional floor plan. Major improvements include a new roof, new HVAC system, new water heater, all new appliances, and other extensive renovations, making this home ready for its next owner. Conveniently located near Covenant College, this home is just minutes from hiking, mountain biking, scenic overlooks, and the many outdoor activities that make Lookout Mountain such a sought after destination. Downtown Chattanooga is also just a short drive away. Whether you're searching for a primary residence, a weekend retreat, or an investment opportunity, this property offers plenty of potential. Its location and updates make it an excellent option for a long term rental or short term rental, subject to local regulations and buyer verification.

51 Krupski Loop, Lookout Mountain

1573 Georgia 157 30750, Lookout Mountain

$349,000

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.

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

$2,400,000

Set on nearly six acres in the heart of Lookout Mountain's most established residential community, 301 McFarland is one of the original estates of the Fairyland tract -- a stone-and-stucco residence built in the 1920s during the era Garnet and Frieda Carter envisioned the mountain as a place 'where Spring spends the summer.' Today, the property remains exactly what made Fairyland singular from the beginning: a private, walkable, landscape-driven compound, minutes from downtown Chattanooga, Rock City, and Covenant College. The main house spans 3,507 square feet across four full levels with five bedrooms and three full baths. Formal living and sitting rooms are anchored by original stone fireplaces, leaded-glass French doors, and deep wood casings -- a quiet, low-key elegance that newer construction simply cannot reproduce. A third original stone fireplace anchors the lower-level apartment at the base of the staircase. The walkout lower level functions as a fully independent two-level apartment, with its own private entrance opening to a bedroom, living space, and full bath at the upper basement level, and a second lower level holding kitchen, living, and office. A configuration ideally suited to multi-generational living, hosted guests, or a long-term private residence within the residence. Two additional houses sit on the property -- each a complete residence in its own right, with a full kitchen, living room, bedrooms, and full bath. Both are structurally solid with good bones: original hardwood floors, sound construction, and characterful details like an interior stone half-wall in one of them. Both are offered in honest, as-is condition -- ready for a buyer's cosmetic vision rather than priced as turnkey. Outdoors, a fenced in-ground pool sits within a private clearing carved out of mature woodland, surrounded by stacked-stone retaining walls and original landscape features. The offering also includes an additional parcel of land -- bringing the total assembly to appr approximately 5.89 acres across two parcels, a configuration virtually unheard-of inside Lookout Mountain's city limits. Fairyland Elementary, the assigned school, has been recognized by the Georgia Department of Education with a Platinum Award for Greatest Gains and is ranked among the top public elementary schools in the state. Downtown Chattanooga is a 15-minute drive; Rock City and Lula Lake Land Trust are minutes away on foot or bike. 301 McFarland is a generational holding. A property of this scale, with this provenance, in this location, comes available perhaps once in a decade.

5 Beds ⋅ 2 Baths ⋅ 1535188 MLS

Set on nearly six acres in the heart of Lookout Mountain's most established residential community, 301 McFarland is one of the original estates of the Fairyland tract -- a stone-and-stucco residence built in the 1920s during the era Garnet and Frieda Carter envisioned the mountain as a place 'where Spring spends the summer.' Today, the property remains exactly what made Fairyland singular from the beginning: a private, walkable, landscape-driven compound, minutes from downtown Chattanooga, Rock City, and Covenant College. The main house spans 3,507 square feet across four full levels with five bedrooms and three full baths. Formal living and sitting rooms are anchored by original stone fireplaces, leaded-glass French doors, and deep wood casings -- a quiet, low-key elegance that newer construction simply cannot reproduce. A third original stone fireplace anchors the lower-level apartment at the base of the staircase. The walkout lower level functions as a fully independent two-level apartment, with its own private entrance opening to a bedroom, living space, and full bath at the upper basement level, and a second lower level holding kitchen, living, and office. A configuration ideally suited to multi-generational living, hosted guests, or a long-term private residence within the residence. Two additional houses sit on the property -- each a complete residence in its own right, with a full kitchen, living room, bedrooms, and full bath. Both are structurally solid with good bones: original hardwood floors, sound construction, and characterful details like an interior stone half-wall in one of them. Both are offered in honest, as-is condition -- ready for a buyer's cosmetic vision rather than priced as turnkey. Outdoors, a fenced in-ground pool sits within a private clearing carved out of mature woodland, surrounded by stacked-stone retaining walls and original landscape features. The offering also includes an additional parcel of land -- bringing the total assembly to appr approximately 5.89 acres across two parcels, a configuration virtually unheard-of inside Lookout Mountain's city limits. Fairyland Elementary, the assigned school, has been recognized by the Georgia Department of Education with a Platinum Award for Greatest Gains and is ranked among the top public elementary schools in the state. Downtown Chattanooga is a 15-minute drive; Rock City and Lula Lake Land Trust are minutes away on foot or bike. 301 McFarland is a generational holding. A property of this scale, with this provenance, in this location, comes available perhaps once in a decade.

301 Mcfarland Road, Lookout Mountain

$1,776,000

Private mountain estate, sitting on 4.22 acres of lush manicured grounds. Here you have privacy yet convenience of proximity to town. Main level primary suite provides retreat. The convenience of adjacent office adds to this part of the home. Living space that circulates well when you entertain. Throughout the home you find room for everyone and privacy for all. The terrace level offers a whole separate section for living an opportunity for multi-generational enjoyment. Floor Plans Available. Property is sited for a pool. Come check out the details and make it yours.

5 Beds ⋅ 6 Baths ⋅ 1535015 MLS

Private mountain estate, sitting on 4.22 acres of lush manicured grounds. Here you have privacy yet convenience of proximity to town. Main level primary suite provides retreat. The convenience of adjacent office adds to this part of the home. Living space that circulates well when you entertain. Throughout the home you find room for everyone and privacy for all. The terrace level offers a whole separate section for living an opportunity for multi-generational enjoyment. Floor Plans Available. Property is sited for a pool. Come check out the details and make it yours.

542 Turnberry Lane, Lookout Mountain

$1,365,000

Perched atop Lookout Mountain on a beautifully wooded, oversized lot, 1117 Mountain Terrace Rd offers the perfect blend of privacy, charm, and everyday convenience just minutes from downtown Chattanooga. This thoughtfully renovated Tudor style ranch is a true retreat, where timeless character meets modern comfort. Step inside to a welcoming foyer with hardwood floors throughout, flanked by a formal dining room and a classic living room, perfect for entertaining or relaxing at home. The heart of the home is the chef's kitchen featuring granite countertops, top of the line stainless appliances, an island, and breakfast bar, all opening to the inviting family room with custom built ins and a cozy fireplace. The main level also includes a guest bedroom with a full bath, plus a half bath and laundry. Upstairs, the primary suite is a private escape with a second fireplace, spacious bath, and dressing room. Two additional bedrooms each offer private en suite baths, along with a second laundry room and office space. Outside, enjoy a peaceful patio overlooking the private backyard, ideal for grilling and unwinding in the quiet mountain setting. Recent updates include fresh paint, new light fixtures, an expanded driveway, and a new retaining wall. Meticulously maintained and move in ready, this Lookout Mountain home is ready to welcome its next owners. Schedule your private showing today.

4 Beds ⋅ 5 Baths ⋅ 1533767 MLS

Perched atop Lookout Mountain on a beautifully wooded, oversized lot, 1117 Mountain Terrace Rd offers the perfect blend of privacy, charm, and everyday convenience just minutes from downtown Chattanooga. This thoughtfully renovated Tudor style ranch is a true retreat, where timeless character meets modern comfort. Step inside to a welcoming foyer with hardwood floors throughout, flanked by a formal dining room and a classic living room, perfect for entertaining or relaxing at home. The heart of the home is the chef's kitchen featuring granite countertops, top of the line stainless appliances, an island, and breakfast bar, all opening to the inviting family room with custom built ins and a cozy fireplace. The main level also includes a guest bedroom with a full bath, plus a half bath and laundry. Upstairs, the primary suite is a private escape with a second fireplace, spacious bath, and dressing room. Two additional bedrooms each offer private en suite baths, along with a second laundry room and office space. Outside, enjoy a peaceful patio overlooking the private backyard, ideal for grilling and unwinding in the quiet mountain setting. Recent updates include fresh paint, new light fixtures, an expanded driveway, and a new retaining wall. Meticulously maintained and move in ready, this Lookout Mountain home is ready to welcome its next owners. Schedule your private showing today.

1117 Mountain Terrace, Lookout Mountain

34 Founding Way Unit C, Lookout Mountain

$365,000

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.

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

$325,000

1.34 acre lot atop scenic Lookout Mountain in gated Lookout Crest community with privacy and views! Located minutes away from famed McLemore Club with its jaw-dropping No. 18 hole, Lula Lake Land Preserve with miles of hiking trails, stunning waterfalls, and mountain biking, Cloudland Canyon, Lookout Mountain Flight Park, Covenant College, Rock City and Ruby Falls. 30 minutes to downtown Chattanooga. 20 minutes to Trenton, Fort Oglethorpe and Chickamauga as well as I-75, I-59 and I-24. Lookout Crest has several high-end home on 1+ acre lots, waterfalls, community stocked ponds, EPB fiber optic internet and is zoned for the highly-regarded Fairyland Elementary School. The perfect location to build your second home, family home or for a staycation retreat! HOA is currently $600/year for lots and $800/year for dwellings. Schedule your private showing today! Buyers to verify acreage, restrictions, property corners, property lines and all matters deemed important to purchaser.

1368395 MLS

1.34 acre lot atop scenic Lookout Mountain in gated Lookout Crest community with privacy and views! Located minutes away from famed McLemore Club with its jaw-dropping No. 18 hole, Lula Lake Land Preserve with miles of hiking trails, stunning waterfalls, and mountain biking, Cloudland Canyon, Lookout Mountain Flight Park, Covenant College, Rock City and Ruby Falls. 30 minutes to downtown Chattanooga. 20 minutes to Trenton, Fort Oglethorpe and Chickamauga as well as I-75, I-59 and I-24. Lookout Crest has several high-end home on 1+ acre lots, waterfalls, community stocked ponds, EPB fiber optic internet and is zoned for the highly-regarded Fairyland Elementary School. The perfect location to build your second home, family home or for a staycation retreat! HOA is currently $600/year for lots and $800/year for dwellings. Schedule your private showing today! Buyers to verify acreage, restrictions, property corners, property lines and all matters deemed important to purchaser.

Lookout Crest Lane 1, Lookout Mountain