Dandridge Homes with Two Stories

Dandridge Homes with Two Stories

Welcome to Dandridge, Tennessee, a charming town nestled in the heart of Jefferson County. Renowned for its picturesque landscapes and rich history, Dandridge is the second oldest town in Tennessee, boasting a delightful blend of small-town charm and modern conveniences. As you stroll through its quaint streets, you’ll discover beautifully preserved historic buildings, vibrant local shops, and friendly faces that make this community truly special.

Dandridge is perfectly situated near the stunning Douglas Lake, offering residents an abundance of outdoor activities such as fishing, boating, and hiking. With the Great Smoky Mountains just a short drive away, adventure seekers and nature lovers will find themselves in paradise. The town is also conveniently located between Knoxville and Asheville, making it an ideal spot for those who appreciate a peaceful lifestyle while still being close to urban amenities.

For families and individuals seeking spacious living, Dandridge features a variety of two-story homes that perfectly blend comfort and style. These homes provide ample space for growing families, with multiple bedrooms and expansive living areas that cater to both relaxation and entertainment. Imagine enjoying cozy evenings in a spacious living room or hosting gatherings in your beautifully designed backyard.

With its welcoming atmosphere, stunning natural surroundings, and a wonderful selection of two-story homes, Dandridge is not just a place to live—it's a place to thrive. Discover your dream home in this enchanting town, where every day feels like a retreat!

Newest Dandridge Homes with Two Stories

$524,900
3 Beds 2 Baths 313768 MLS ACTIVE Status
Beautiful 1870 historic home in the heart of downtown Dandridge, Tennessee--the second-oldest town in the state. Thoughtfully renovated to preserve its character while embracing modern living, this one-of-a-kind home offers the perfect blend of history and modern convenience. Located just one-quarter mile from Douglas Lake, enjoy easy access to the lakeside walking trail, public boat launch, and fishing platform. Stroll just one block to historic downtown where you'll find the iconic Tinsley-Bible Drug Store, Martha's Market (the original Gass General Store), unique shops, restaurants, and the historic Shepards Inn, known for hosting four U.S. Presidents and its popular Thursday lunches. The home features spacious bedrooms with a full bath and convenient hallway laundry area. The main level offers a large enclosed gathering room that is 338 sq. ft. perfect for entertaining, along with an expansive deck for outdoor dining and relaxing. Enter kitchen passing through butler's quarters including pantry making it ideal for preparing meals for both small gatherings and large celebrations with a kitchen including abundant cabinetry in three separate work areas, and a large center island, The private primary suite offers generous space with an en-suite bath, walk-in closet, and additional flex area to fit your lifestyle. Outside, you'll love the beautiful shaded front lawn, perfect for creating an outdoor patio or entertaining space. The backyard offers peaceful hillside views and plenty of room to enjoy the outdoors. A detached garage/workshop provides endless possibilities for storage, hobbies, a workshop, or additional recreational space. Whether you're searching for a primary residence, weekend retreat, or investment opportunity, this rare historic downtown property offers timeless charm, modern updates, and an unbeatable location near Douglas Lake and all that downtown Dandridge has to offer. Don't miss your opportunity to own a piece of Tennessee history!

145 W Meeting Street, Dandridge

$2,395,000
313599 MLS ACTIVE Status
Rare opportunity to acquire a turnkey-style equestrian property with extensive existing infrastructure on 26.55± acres in Dandridge, East Tennessee. Designed and utilized around substantial horse operations, this unique offering provides an exceptional foundation for an equestrian entrepreneur, trainer, breeder or operator seeking to establish or relocate an enterprise without starting with undeveloped acreage. The centerpiece is an approximately 60' x 110' indoor riding and training arena with sand footing, viewing platform, PA system and oversized powered access doors. Directly adjoining the arena is an additional 70' x 60' covered exercise and horse-handling facility equipped with a Priefert circular horse walker, pens, gates, squeeze chute and supporting handling infrastructure--providing approximately 10,800 SF of combined covered riding, training, exercise and handling space. The main stable complex is purpose-built for serious horse care and includes multiple oversized stalls, individual equine waterers, feed troughs, overhead fans, horse wash area, tack and feed rooms, plus two large padded foaling/livery stalls. An attached bunkhouse incorporates a kitchen, full bath, laundry, heating and cooling. A separate approximately 1,200 SF secondary stable/work facility provides additional stalls, horse-handling space, office/work area and storage. The outdoor infrastructure is equally extensive, with six individually fenced paddocks, approximately 8 acres of grazing pasture, established corral and handling areas, multiple pole barns, shelters, feeding areas and water troughs. Supporting the operation is an approximately 2,275 SF maintenance/equipment building with four powered overhead doors, workshop features and substantial machinery/equipment storage, together with additional farm buildings and an operational greenhouse. The property also offers an approximately 3,000 SF restored circa-1907 five-bedroom farmhouse, creating the opportunity to live on-site while operating the property. A separate approximately 1,200 SF garage and extensively equipped kitchen/preparation facility provides additional flexibility. An impressive 8+ acre stocked pond with dock and fountain/aeration feature creates a distinctive centerpiece to the estate. This is not simply acreage with horse facilities added--it is an established equestrian property where the arena, stabling, breeding/foaling facilities, horse walker, covered exercise areas, paddocks, pasture, handling facilities, equipment buildings and supporting infrastructure have already been assembled in one location. Ideal for buyers seeking an established platform for a horse breeding, training, boarding, riding or other equestrian-based enterprise, subject to buyer verification of requirements applicable to their particular intended operation.

1917 Valley Home Road, Dandridge

$2,395,000
5 Beds 2 Baths 313556 MLS ACTIVE Status
A truly exceptional opportunity for the serious equestrian buyer! Set on 26.55 beautiful East Tennessee acres in Dandridge, this remarkable property brings together a restored circa-1907 farmhouse, an expansive 8+ acre stocked pond, and a level of established horse infrastructure rarely found together in this area. This is far more than a home with a barn. It is a comprehensively developed equestrian estate where the residence, land, water, arena, stabling, paddocks, exercise facilities and supporting farm infrastructure have already been brought together in one location. For the buyer searching for a horse breeding, training, riding or private equestrian property in East Tennessee, look no further as you're not going to find better than this! At the heart of the equestrian operation is an impressive 60' x 110' indoor arena with sand footing, viewing platform, PA system and oversized powered access doors. Directly behind the arena is an additional 70' x 60' covered exercise and horse-handling area featuring a Priefert circular horse walker, pens, gates and handling equipment. The extensive main stable complex has been thoughtfully configured for horse care, breeding and training, offering multiple oversized stalls, specialized padded foaling/livery stalls, individual equine waterers, feed troughs, overhead fans, horse wash area, tack and feed rooms, plus an attached bunkhouse with kitchen, full bath, laundry, heating and cooling. A separate secondary stable/work facility provides additional stalls, office/work space, storage and horse-handling areas. Outside, the equestrian infrastructure continues with six individually fenced paddocks, approximately 8 acres of grazing pasture, corral and handling areas, a large pole barn, multiple additional barns and shelters, feed and equipment storage, water troughs, maintenance facilities and an operational greenhouse. Much of the infrastructure needed to manage horses on a significant scale is already in place. Overlooking the property is an extensively restored 4-bedroom farmhouse of approximately 3,000 SF, combining the character of its 1907 origins with substantial updates throughout. A large wraparound-style deck provides a wonderful place to enjoy the peaceful farm setting and views toward the property's spectacular stocked pond, complete with dock and fountain/aeration feature. Additional improvements include a substantial maintenance and equipment building with four powered overhead doors and an approximately 1,200 SF detached garage and commercial-style kitchen/preparation building, adding even greater versatility to an already extraordinary property. Private showings available for qualified buyers. Extensive photographs, aerial property layout, main property film and individual walk-through videos of the farmhouse and equestrian facilities are available by contacting the listing broker..

1917 Valley Home Road, Dandridge

$1,600,000
2 Beds 2 Baths 313328 MLS ACTIVE Status
A beautiful Douglas Lakefront opportunity awaits! Two adjoining parcels 3426 and 3412 Caywood Road, are being sold together, offering approximately 4.51 combined acres, beautiful lake views, extensive improvements, and everything needed to embrace the lake lifestyle. Best of all, there's no HOA, and the community boat launch has no launch fees! The home at 3426 Caywood Road sits on approximately 1.46 acres and has been used as the sellers' vacation retreat rather than a full-time residence. It features beautiful original hardwood flooring upstairs, additional finished living space downstairs, and two laundry rooms for added convenience. Durable, low-maintenance fiber-cement/Hardie board siding provides excellent resistance to moisture, rot, insects, fire, and changing weather conditions. The completely finished basement offers two additional sleeping areas, a living room, dining area, kitchen, and new dishwasher--providing fantastic space for entertaining and overnight guests. The main kitchen features a brand-new garbage disposal installed in July 2026. Enjoy cozy indoor-outdoor living with a pass-through propane fireplace serving both the primary bedroom and upper deck. A second propane fireplace adds warmth and ambiance to the upstairs living room. Major improvements include the finished basement completed in 2020, a new roof and boat dock added in 2023, and more than $75,000 invested in a gorgeous Trex composite deck completed in 2025. Brand-new outdoor ceiling fans make the deck an inviting place to relax, entertain, and enjoy the Douglas Lake views. In March 2025, the entire crawlspace was encapsulated from the ground to just below the floor joists and equipped with a dehumidifier system. The adjoining 3.05-acre parcel at 3412 Caywood Road adds space, storage, and exciting possibilities. It features an impressive two-story, 32' x 26' boat garage built in 2024, complete with a 10-foot-high by 16-foot-wide garage door and a lift hoist. Water-hose connections are conveniently available at both the boat garage and boat dock. The parcel has also been approved for a one-bedroom septic system. Bring your boat, lake toys, and dreams, your community boat launch, private boat dock, impressive garage, expansive outdoor living space, and unforgettable Douglas Lake views are already waiting! Two separate parcel numbers convey together for approximately 4.51 combined acres. Buyer and buyer's agent to verify all information, including acreage, septic approval, permitted uses, square footage, sleeping-area classifications, and improvement details.

3426-3412 Caywood Road, Dandridge

$629,900
3 Beds 4 Baths 313021 MLS ACTIVE Status
UNRESTRICTED LAKE FRONT ACREAGE!! This unique lake front home sits on the tranquil shores of Douglas Lake with 5.17 acres and over 1100' of shoreline! This home has been lovingly updated with quality and charm! The back portion of the house was added in 2010. Each floor has an owner's suite and every bedroom has a walk-in closet! The upstairs has an open concept providing a wonderful area for gatherings! The floor plan flows seamlessly from the Great Room to the dining room on to the large chef's kitchen and out to the extra large covered deck (which is the owners and my favorite spot)!! There's another full bathroom near the great room. A bonus room on the ground floor can be used as additional sleeping quarters or transformed back into a garage! There is a half bathroom on the ground floor that can easily be turned back into a full bathroom. The owners preferred a large closet be added where the shower once was. Enjoy a gas fireplace in the dining room and an electric fireplace in the Great Room for added warmth and ambiance. The refrigerator and stove are both new and convey. The septic system was pumped just 3 months ago. The property is well suited for a mini farm for a couple of horses, chickens, goats, a garden, and room to have a camper! A nature trail through the wooded area leads to the vast water frontage! This is a deep water cove right off of the Muddy Creek channel of Douglas Lake! A dock was once on the property, so obtaining a dock permit should not be an issue. Environmental stated that to divide the property to add another dwelling is a possibility if the soils were evaluated and supported an additional septic system. The sellers have put love and care into this home and have maintained it beautifully, but are selling it ''as is.'' The owner is in the process of getting an estimate for a new HVAC. She has never used the current one that is in the addition since she has owned the house. All information is deemed reliable; however, buyers are encouraged to verify all information as it was taken from public records and the seller. Drone photography was used.

1225 Paradise Lane, Dandridge

$850,000
4 Beds 3 Baths 312932 MLS ACTIVE Status
Welcome home to the perfect blend of luxury, comfort, and privacy in a peaceful Douglas Lake community! Nestled on 5 private wooded acres, this exceptional property offers the ideal setting for nature lovers while providing access to outstanding lake amenities. The main level features 3 bedrooms and 2 bathrooms, while the fully finished walk-out basement adds incredible versatility with an additional bedroom or office, full bathroom, spacious living area, wet bar, and golf simulator--creating the perfect space for entertaining or hosting guests. The inviting primary suite boasts a vaulted ceiling that fills the room with natural light and includes a luxurious en-suite bath with dual vanities, dual walk-in closets, a large soaking tub, and a custom walk-in tiled shower. The open-concept living room and kitchen are designed for effortless entertaining and are anchored by a stunning floor-to-ceiling stone gas log fireplace. The kitchen features stone countertops, a large walk-in pantry, under-cabinet lighting, and ample workspace. A desirable split-bedroom floor plan offers two additional bedrooms with generous closets, while the guest bathroom showcases a beautifully tiled custom shower. The spacious laundry room includes a utility sink, and the oversized two-car garage provides plenty of room for parking and storage. Step outside to the partially covered deck, perfect for grilling, entertaining, or simply relaxing while enjoying the peaceful wooded surroundings. The walk-out basement opens to a spacious backyard with scenic views and endless opportunities to enjoy the outdoors. Community amenities include a private boat launch, first-come, first-served covered boat slips, a fire pit, and a covered picnic pavilion, making it easy to embrace the Douglas Lake lifestyle. Horses are also permitted, adding even more possibilities for this remarkable property. With its private 5-acre setting, exceptional entertaining spaces, finished basement, wet bar, golf simulator, and sought-after lake community amenities, this home offers an incredible opportunity to enjoy East Tennessee living at its finest. Schedule your private tour today!

964 Deerwood Drive, Dandridge

$1,400,000
4 Beds 4 Baths 312788 MLS ACTIVE Status
A timeless expression of elegance, craftsmanship, and refined mountain living awaits in this extraordinary custom brick estate nestled in the foothills of the Great Smoky Mountains. Tucked within the prestigious Gates subdivision, this exceptional 4-bedroom, 4-bath residence offers an impressive blend of classic architecture, luxurious finishes, and thoughtfully curated living spaces, all just minutes from Sevierville, Pigeon Forge, Gatlinburg, and Great Smoky Mountains National Park. From the moment you enter the grand foyer, the home's architectural presence is unmistakable. Soaring 12-foot ceilings, a graceful curved Juliet staircase, and rich Brazilian cherry hardwood flooring create a stunning first impression while setting the tone for the impeccable craftsmanship found throughout. Formal living and dining rooms are anchored by a striking double-sided fireplace framed with custom built-in cabinetry, offering sophisticated spaces designed for both intimate evenings and grand entertaining. The main-level owner's suite is a private sanctuary, complete with a spa-inspired bath showcasing a tongue-and-groove ceiling, generous walk-in closets, and an atmosphere of comfort and relaxation. Designed to inspire culinary creativity, the custom kitchen features extensive cabinetry, a spacious butler's pantry, and seamless flow into the keeping room and breakfast area, where a second fireplace creates an inviting backdrop for gathering with family and guests. Just beyond, the screened porch offers a peaceful setting to enjoy morning coffee, evening conversations, or the quiet beauty of the surrounding landscape. Every detail has been carefully considered for both luxury and convenience. The main level also includes a beautifully appointed laundry room with custom cabinetry and a utility sink, along with direct access to the attached three-car garage. Upstairs, three generously sized bedrooms--including two with private ensuite baths--provide exceptional accommodations, while an expansive recreation room opens onto a spacious Trex deck. A dedicated theater room with a tongue-and-groove ceiling offers the ultimate destination for movie nights and unforgettable entertaining. The tall lower-level crawl space provides abundant storage or workshop potential. Additional amenities include a buried propane tank and a gas line already installed for an outdoor grilling area. Surrounded by the natural beauty of East Tennessee, this remarkable residence delivers a lifestyle defined by elegance, comfort, and enduring quality. Combining timeless design with exceptional functionality, this is more than a home--it is a destination where every space has been thoughtfully created for gracious living, memorable entertaining, and lasting enjoyment.

4318 Stonehenge Way, Dandridge

$409,900
5 Beds 4 Baths 312675 MLS ACTIVE Status
Welcome to life in Dandridge! Small town charm on the outside, but wow this place is HUGE on the inside. Busting at the beams with over 2600 square feet of living space, this 5 bedroom, 3 and one half bath home has space for everyone. Filled with warm welcomes and quite luxury-this entryway knows how to welcome you. From the covered front porch, to the foyer to dining area, to the open living room, kitchen and breakfast nook the flow is flawless. The living room has plenty of space for your oversized sofa and whatever other furniture your heart desires to keep the whole family indulged in conversation. Granite countertops, stylish backsplash, cozy breakfast nook, large pantry, and a kitchen island big enough for homework and charcuterie boards for entertaining guests and family. A retreat worth being called master bedroom, big enough for all your furniture, including your king size bed, with not one, but two walk-in closets and shelving, plus an en suite bathroom with walk-in shower. All this on the main level including a half bath and laundry room. Upstairs is calling with its own slice of luxury. This additional master bedroom brings, cozy, classy, and a walk-in closet ready for every season of life. Add an ensuite bath with a walk-in shower and suddenly you'll want 1 more minute in your private paradise. Because one bedroom upstairs simply wasn't enough, this home said ''Let's make THREE more!'' There are three additional bedrooms with walk-in closets and shelving for everything life throws at them. Plus, an extra bathroom upstairs helps keep the morning traffic jams to a minimum. The fenced in backyard is ready for your fur baby to get the zoomies, fetch championships, backyard BBQs, and kids burning off energy before bedtime. When it's time to tuck away the extras, there is a two car garage and an outbuilding standing by like the storage superhero it was born to be. Spacious, welcoming, and full of personality this home is ready to handle everything life brings-from kids running through the halls to dogs supervising dinner prep like tiny furry managers. Add in room for entertaining and game night with friends, and you've got a home that truly knows how to host. See this one today!

4034 Wesoga Drive, Dandridge

$724,900
2 Beds 3 Baths 312667 MLS ACTIVE Status
LAKE ACCESS! This exceptional property truly has it all! Nestled on 5+acres w/ Douglas Lake access and no restrictions on short-term rentals, this home offers space,comfort,and endless possibilities. The main home spans nearly 2000 sq ft, featuring an inviting open floor plan perfect for entertaining or family living. The spacious family room showcases a soaring vaulted ceiling and a striking stone gas fireplace, while the large kitchen offers abundant cabinetry, counter space, and a casual eat-in area.A formal dining room provides additional space for gatherings. The main level includes a convenient half bath and laundry room. Take the spiral staircase to the airy loft or use the back stairs to access the oversized primary suite, which features two walk-in closets, a luxurious ensuite bath with a large walk-in shower, dual vanities with generous storage and a private deck for morning coffee or evening relaxation. The second bedroom connects to the loft and a guest bath, perfect for visiting family or friends. Enjoy the outdoors year-round with covered porches on three sides of the home and a two-car attached garage. But that's not all--this property also includes a large detached 2 car garage with finished space above, currently used as an art and craft studio. It could easily be converted into guest quarters, an in-law suite or a rental space (would need proper permitting for septic).The detached building also features its own covered porch, perfect for soaking in the serene surroundings. Owners and guests enjoy private neighborhood boat launch access, making it easy to bring your kayak or paddleboard and spend the day on the water. Whether you're looking for a full-time residence, vacation home, or investment property --2501 Valley View Rd offers the perfect combination of privacy, flexibility, and location near Douglas Lake, the Smoky Mountains, and historic downtown Dandridge.(Septic believed to be for 2 bedroom)

2501 Valley View Road, Dandridge

$825,000
3 Beds 3 Baths 312615 MLS ACTIVE Status
Over $300,000 in Improvements. Unbeatable Location. Endless Possibilities. Welcome to 917 Crickett Drive in Dandridge, Tennessee a move-in-ready home offering 3,173 finished sqft, 3 bedrooms, 2.5 bathrooms, plus a newly completed approximately 750 sqft basement bedroom, along with an additional 638 sqft unfinished basement ready for storage, a workshop, or future expansion. Situated at the end of a quiet cul-de-sac on 1.78 beautifully improved acres, this exceptional property offers the perfect balance of convenience and outdoor living. Walk to Food City, restaurants, banking, and everyday essentials while being less than one mile from Douglas Lake and just minutes from Interstate 40, Sevierville, Pigeon Forge, Gatlinburg, the Great Smoky Mountains, and Knoxville. With over $300,000 in documented improvements, this home has been thoughtfully updated from top to bottom. Recent investments include a complete interior repaint, updated lighting and ceiling fans, new plumbing fixtures, a new garbage disposal, professionally serviced HVAC systems, serviced garage doors, updated exterior water faucets, septic access cleanouts, professional grading around the home, extensive landscaping, and the purchase and improvement of the adjoining lower acre lot allowing the next owner to simply move in and enjoy. Designed for both everyday living and entertaining, the main level features a spacious living room, separate den, dedicated craft room or home office with elegant glass doors, and a well-appointed kitchen with abundant cabinetry and generous prep space. A gas log fireplace creates a warm focal point, while the spacious primary suite offers a private balcony overlooking the backyard along with a luxurious ensuite featuring a garden tub and oversized walk-in shower. The finished oversized two-car garage on the main level provides exceptional everyday convenience, while the 638 sqft unfinished basement features a dedicated one-car garage with direct exterior access, abundant storage and workshop space, and beautiful custom hardwood basement stairs designed to seamlessly complement the home's interior showcasing the quality craftsmanship found throughout. Outdoor living is where this property truly shines. Relax in the above-ground swimming pool, gather around the fire pit, enjoy evening games on the lighted basketball court, or simply take in the beautifully landscaped grounds. Professional grading has expanded the property's usability, while the improved adjoining lower acre adds even more flexibility and long-term value. A fully equipped RV pad with 50-amp and 30-amp electrical service and septic hookup provides outstanding versatility for recreational vehicles, guests, or extended family. Properties offering this combination of over $300,000 in documented improvements, 1.78 acres, 3,173 finished sqft, flexible living space, an oversized two-car garage, lower-level garage, RV hookups, outstanding recreational amenities, and an unbeatable location just minutes from Douglas Lake are exceptionally rare. If you've been searching for a home where the major investments have already been made and every detail has been thoughtfully considered, 917 Crickett Drive deserves a place at the top of your list. Schedule your private showing today! Information is taken from tax records and is deemed reliable but not guaranteed. Buyer to verify all details to their satisfaction.

917 Crickett Drive, Dandridge

$599,000
3 Beds 4 Baths 312601 MLS ACTIVE Status
You'll fall in love with the peaceful setting and privacy of this Filet Lane lake cove, just seconds from the main channel of Douglas Lake. The home features log veneer construction, multiple decks, an attached garage, and concrete drive access to the lakeside dock. The deep-water cove is perfect for summer enjoyment. Inside, you'll find three sleeping quarters, three full baths, and a great room with a wood-burning fireplace open to the kitchen. There's a laundry closet and three sections of outdoor deck space -- plenty of room for cookouts and entertaining. A second fireplace is in the recreation/den. Be sure and ask your agent to show you the secret room featuring the wine closet. Lower deck access from the lower level perfect for adding a Hot Tub. Douglas Lake is located just off Interstate 40, Exit 417, in the quaint town of Dandridge, TN -- the most picturesque lake in the state, with over 500 miles of summer shoreline and 13 miles of length. Five additional lakes are within an hour of Exit 412 on I-40, and the Great Smoky Mountains enhance the landscape throughout the county. The home is located adjacent to Sevier (Gatlinburg, Pigeon Forge, Dollywood), Knox (home of the UT Vols), Hamblen, Greene, and Cocke Counties, which offer unique history, recreation, shopping, and seasonal annual events. This truly is the heart of East Tennessee. Enjoy low property taxes and no state income tax, plus the equivalent of three seasons of moderate weather -- including the best of the region's beautiful spring and fall. Come enjoy a peaceful, day-to-day small-town lifestyle surrounded by so much that enhances the best of living. Come on home!

429 Filet Lane, Dandridge

Start Your Search

Equal Housing Opportunity. All information contained herein deemed reliable but not guaranteed. Buyers should personally verify all information. All content Copyright 1998-2026 Great Smoky Mountains Association of Realtors. All rights reserved. Last updated .