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100 Scenic Highway 49, Lookout Mountain
$525,000
2 Beds ⋅ 2 Baths ⋅ 1542657 MLS
Fantastic opportunity in the Stonedge Condo community on Lookout Mountain! This walk-up, 2 bedroom, 2 bath unit boasts a traditional floor plan with a great flow, a private elevator, an attached single garage, brand new windows, a stackable washer and dryer and new foametix insulation in the attic. Entry to the condo is from a ground level shared front brick patio to the foyer which has access to the garage, elevator and also a rear covered patio area. As you reach the landing, there is a large guest bedroom and a full guest bath on the right with the living areas and primary suite to the left. The sunny kitchen features great cabinet storage, granite countertops, subway tile backslash, under-cabinet lighting, stainless and white appliances, the stackable washer/dryer, a buffet/folding counter and access to the formal dining room. The dining room is wonderfully spacious and opens to both the living room and the sunroom providing a nice flow for entertaining and everyday living. The living room has a cozy gas fireplace, while the sunroom with its tree house like setting will definitely become a favorite spot in the home. The primary bedroom has 3 closets, including a walk-in closet that has shared access to the primary bath. The primary bath has a quartz vanity and a tub/shower combo, and the guest bath also has a newer vanity with a separate shower. A floored attic offers additional storage. The community is located on the coveted eastern brow and offers a pool with stunning views and surrounding natural rock formations, a clubhouse, guest parking and is only 15 minutes from downtown Chattanooga, so please call for more information and to schedule your private showing. Day before notice is required. Information is deemed reliable but not guaranteed. Buyer to verify any and all information they deem important.

100 Scenic Highway 49, Lookout Mountain

60 Maggie Bluff, Lookout Mountain
$1,270,000
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

116 Dogwood Drive, Lookout Mountain
$1,699,999
4 Beds ⋅ 4 Baths ⋅ 1541751 MLS
Beautifully renovated and thoughtfully reimagined, 116 Dogwood Drive brings a fresh, elevated feel to a classic Lookout Mountain home. Set on approximately .8 acres along a quiet street in the heart of Lookout Mountain, Tennessee, this 4-bedroom, 4-bath home combines timeless character with sophisticated spaces designed for today's lifestyle. Inside, hardwood floors, high ceilings and a gracious foyer lead to both formal and casual living spaces. At the heart of the home, the renovated kitchen features marble countertops, an expanded island and high-end stainless steel appliances, opening to an impressive vaulted great room with custom built-ins, bar area, banquette seating and a fireplace. Four fireplaces throughout the home add warmth and character, including one in the spacious primary suite, now complemented by two walk-in closets. All bathrooms have also been renovated. Thoughtful improvements continue throughout, including hardwoods upstairs, engineered hardwoods in the finished lower level, updated interior lighting and custom cabinetry. Major updates include a new roof, new windows and updated HVAC systems, offering important improvements beyond the home's beautiful finishes. Outdoor living has also been enhanced with an expanded Trex deck, landscaping and inviting spaces to enjoy the mountain setting. Enjoy the Lookout Mountain lifestyle with neighborhood amenities, parks, outdoor recreation and Lookout Mountain Elementary close at hand, while downtown Chattanooga's dining, shopping, arts and entertainment are just down the mountain. Beautifully renovated, full of character and ideally situated, 116 Dogwood Drive offers the best of Lookout Mountain living with the conveniences of Chattanooga just minutes away. Full list of updates and improvements available.

116 Dogwood Drive, Lookout Mountain

184 Middle Road, Lookout Mountain
$339,000
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
$299,900
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

1294 Highway 157, Lookout Mountain
$360,000
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

508 Scenic Highway, Lookout Mountain
$995,000
4 Beds ⋅ 4 Baths ⋅ 1534652 MLS
Fantastic opportunity in the heart of Lookout Mountain, TN. This 4-bedroom, 3.5 bath cottage-style home is nestled on a private .7 +/- acre lot and enjoys a lush, wooded setting with a creek and access to the adjoining 5 +/- acre Natural Bridge Town Park, so it feels wonderfully secluded, yet you are within walking distance of Lookout Mountain Elementary School, The Commons community recreation center, and the town business district with such mountain treasures as Massey's Cafe, the Canopy Coffee Bar and the Mountain Market. Built in 1930, this inviting home has undergone several renovations over the years and now boasts both a primary suite on the main level, an oversized garage and multiple outdoor living spaces that take full advantage of the setting and add to the exterior appeal. You will be equally impressed with the interior which features heart of pine floors, wonderful built-ins, plantation shutters, spacious rooms and an inviting atmosphere which will immediately draw you in. Your tour of the main level begins with entry to the foyer which has access to a convenient mudroom and leads to the family room on the right, and the kitchen and dining on the left. The family room will quickly become a favorite spot in the house with its stacked stone woodburning fireplace and French doors to the expansive rear deck and patio with firepit which is perfect for everyday living and entertaining. The hallway to the kitchen has a pantry, powder room, built-in lockers and another door to the deck and the breezeway to the garage. The kitchen has great natural lighting, a raised breakfast bar, newer stainless appliances and is open to the dining room, which in turn has access to the office. The primary bedroom suite is on the opposite side of the main level and boasts a primary bath with a dual vanity, jetted tub, separate shower and a walk-in closet with washer/dryer hook-ups. The upper level has a full bath with a tiled shower and 2 additional bedrooms, one with an adjoining sunroom that makes a nice reading room or another office. Head downstairs to the daylight basement where you will find a bonus room with French doors to a deck overlooking the creek and terraced side yard, as well as a 4th bedroom and another full bath and could easily be utilized as an in-law suite if desired. If storage is important, then you will love the oversized garage which offers a single bay, a workshop area and amazing storage. This is truly a special property that is perfect for the discerning buyer seeking an inviting home with a quintessential mountain setting, 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. ***48 HR FIRST RIGHT OF REFUSAL PLEASE CONTINUE TO SHOW***

508 Scenic Highway, Lookout Mountain

1117 Mountain Terrace, Lookout Mountain
$1,365,000
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

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

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

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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Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.