Dandridge Homes with Two Stories

Welcome to Dandridge, Tennessee – a charming town nestled between the majestic Smoky Mountains and the shimmering waters of Douglas Lake. Known for its rich history and stunning natural beauty, Dandridge offers a unique blend of small-town charm and outdoor adventure. As one of the oldest towns in Tennessee, Dandridge is steeped in history, with beautifully preserved architecture and a vibrant downtown area that boasts quaint shops, delightful eateries, and friendly locals who take pride in their community.

When it comes to real estate, Dandridge has much to offer, particularly for those seeking the spaciousness and versatility of two-story homes. These homes are perfect for families and individuals alike, providing ample living space, multiple bedrooms, and the luxury of privacy. Imagine coming home to a beautifully designed two-story residence that captures the essence of Southern living, complete with charming porches and expansive backyards ideal for entertaining or relaxing under the Tennessee sun.

Dandridge’s two-story homes often feature modern amenities while retaining a classic aesthetic, making them perfect for both new buyers and those looking to settle down in a peaceful yet vibrant community. With easy access to outdoor activities such as hiking, fishing, and boating, as well as proximity to larger cities like Knoxville, Dandridge is not just a place to live; it’s a lifestyle.

Explore the enchanting homes of Dandridge, where every two-story residence tells a story, and discover why this hidden gem in Tennessee is the perfect place to call home.

Newest Dandridge Homes with Two Stories

$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

$1,369,900

3 Beds ⋅ 4 Baths ⋅ 313222 MLS ⋅ ACTIVE Status

Discover exceptional lakefront property on Douglas Lake in Dandridge. Situated on approximately 1.66 acres, this spacious 3-bedroom, 3.5-bath home offers approximately 3,819 square feet of living space with expansive lake and mountain views. The interior features generous living areas, abundant natural light, and a versatile upstairs bonus room that can accommodate a variety of needs. Outdoor amenities include a private swimming pool, lakefront access, and a boat dock, providing multiple options for enjoying the property's waterfront setting. A large four-car garage offers substantial space for vehicles, recreational equipment, watercraft, or storage. Conveniently located in the Dandridge area with access to major highways, shopping, dining, entertainment, and nearby attractions, this property combines substantial acreage, waterfront amenities, and convenient access to the surrounding East Tennessee region. Schedule a showing to experience the property and its lakefront setting firsthand.

1964 Harbor Hills, 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

$745,000

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

$849,000

4 Beds ⋅ 4 Baths ⋅ 312557 MLS ⋅ ACTIVE Status

Welcome to 705 Waters Edge, a rare opportunity to own a beautifully maintained waterfront home in the exclusive gated community of Bouldercrest Villas. Experience the best of Douglas Lake living without the hassle of constantly adjusting your dock with fluctuating water levels. This spacious 4-bedroom, 4-bathroom home offers more than 3,000 square feet of thoughtfully designed living space across two levels, combining comfort, functionality, and gorgeous lake and mountain views. Inside, the main level features a desirable open-concept floor plan with a spacious living room highlighted by soaring vaulted ceilings, expansive windows that fill the home with natural light, and a seamless flow into the kitchen and dining area--perfect for entertaining family and friends. The main floor also includes a generous primary suite with a private bath, a second bedroom currently utilized as an office with elegant double French doors, an additional full bathroom, a conveniently located laundry room, and an expansive covered patio overlooking the beautifully landscaped backyard. Just below the patio, you'll find your own private fire pit with seating, creating the perfect place to gather with family and friends while enjoying peaceful evenings under the stars. Upstairs, you'll find a private guest suite complete with its own en suite bathroom, a fourth bedroom, a large bonus room offering endless possibilities for a media room, playroom, or additional sleeping space, and a fourth full bathroom. Life at Bouldercrest Villas is designed to be as carefree as it is enjoyable. The property includes one deeded boat slip and lift, while the proactive Homeowners Association handles dock adjustments as lake levels change--allowing you to spend more time enjoying the water and less time maintaining it. Residents also enjoy exceptional community amenities, including a lakeside pavilion perfect for gatherings, a fire pit overlooking Douglas Lake and the surrounding mountains, a pickleball court, beautifully maintained common areas, and lawn maintenance, providing a truly low-maintenance lifestyle. Whether you're looking for a primary residence or a weekend retreat, this exceptional home offers the perfect blend of comfort, convenience, and waterfront living. Schedule your private showing today and discover why Bouldercrest Villas is one of Douglas Lake's most desirable waterfront communities.

705 Waters Edge, Dandridge

$1,200,000

3 Beds ⋅ 3 Baths ⋅ 312444 MLS ⋅ ACTIVE Status

Welcome to Douglas View Estates, an extraordinary 40-acre greenbelt private retreat offering breathtaking, year-round views of the mountains and Douglas Lake. This one-of-a-kind property combines natural beauty, outdoor adventure, and refined comfort--creating the ultimate East Tennessee sanctuary. Surrounded by abundant wildlife, the property features a serene, spring-fed pond that regularly attracts deer, rabbits, turkeys, raccoons, bald eagles, wood ducks, and red-tailed hawks. Whether you enjoy hunting, hiking, fishing, or ATV riding, this expansive acreage provides endless opportunities to explore and unwind in your own mountain haven. A private concrete drive leads to a custom-built, three-bedroom, three-bath residence thoughtfully designed with a spacious open floor plan. Each of the home's two levels functions as a fully equipped living space, complete with its own kitchen, living room, fireplace, and deck--ideal for multi-generational living or hosting guests. The main level showcases a stunning living room highlighted by double eight-foot sliding glass doors and a dramatic floor-to-ceiling stacked stone gas fireplace. A hand-hewn chestnut mantel and custom cabinetry--crafted from a century-old barn that once stood on the property--add warmth and historic charm. The light-filled dining area flows seamlessly into a beautifully appointed kitchen featuring custom cabinetry, a gas range, bar seating, and a center island with a built-in wine cooler. The spacious primary suite offers a luxurious ensuite bath and convenient access to a private hot tub for ultimate relaxation. The lower level is equally impressive, featuring a cozy wood-burning fireplace, full kitchen, large-screen TV, and recreation space complete with a ping pong table--perfect for entertaining. An oversized 2.5-car garage provides ample storage for vehicles, outdoor equipment, and recreational gear. Every season brings its own magic to Douglas View Estates. Fall showcases vibrant red and gold maples with stunning views of English Mountain. Spring welcomes blooming dogwoods, redbuds, rhododendrons, and mountain laurels, along with butterflies and hummingbirds. Summer invites outdoor adventure by the pond and wooded trails, while winter reveals expanded lake views and snow-dusted mountain scenery. Start your mornings with coffee as mist rises over the valley, and end your days with spectacular sunsets over the lake, followed by twinkling city lights and brilliant stargazing. Located in the desirable Chestnut Hill area near Dandridge, Douglas View Estates offers a rare combination of privacy, luxury, and natural beauty. Experience this remarkable property for yourself--and discover the place you'll want to call home.

2278 Lower Rinehart Road, Dandridge

$374,999

3 Beds ⋅ 3 Baths ⋅ 311639 MLS ⋅ ACTIVE Status

Welcome home to this beautiful newer construction in the heart of Dandridge! Featuring 3 spacious bedrooms, 2.5 bathrooms, and a versatile bonus room perfect for a home office, playroom, or guest space, this home offers the flexibility today's buyers are looking for. The open-concept design seamlessly connects the kitchen, dining, and living areas, creating the perfect space for everyday living and effortless entertaining. The well-appointed kitchen features granite countertops, ample cabinetry, and all appliances included. Each bedroom offers generous space and large walk-in closets, with additional linen storage throughout the home. Ideally located just minutes from Douglas Lake, schools, shopping, and convenient access to I-40, you'll enjoy both comfort and convenience. Complete with a 2-car garage and concrete driveway, this move-in-ready home is ready for you to make it your own. Schedule your private showing today!

4023 Wesoga Drive, Dandridge

$423,000

3 Beds ⋅ 3 Baths ⋅ 311159 MLS ⋅ ACTIVE Status

Welcome to your brand-new dream home in the highly sought-after Dandridge Golf & Country subdivision! This stunning residence blends modern style with timeless comfort, featuring sleek stainless steel appliances, vaulted ceilings in the great room, and a cozy electric fireplace that's perfect for gathering on cool evenings. The main-level primary suite is a true retreat, boasting a spacious walk-in closet, tiled walk-in shower, double vanity, and elegant finishes. Upstairs, you'll find two additional bedrooms and a full bath--ideal for family or guests. A spacious two-car garage offers plenty of storage, while thoughtful design touches throughout create a warm, inviting atmosphere that's ready for your personal style. With its prime location, exceptional craftsmanship, and modern amenities, this home is a must-see. Schedule your private tour today and experience the best of Dandridge living!

340 Battlefield Drive, Dandridge

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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 .