Crestline Area (286) Homes with Two Levels Stories

Welcome to the Crestline Area, a hidden gem nestled in the heart of San Bernardino County, California. Known for its breathtaking natural beauty, Crestline offers a perfect blend of rustic charm and modern convenience. Surrounded by the majestic San Bernardino Mountains and serene Lake Gregory, this region is a haven for nature lovers and outdoor enthusiasts alike. With its crisp mountain air and stunning views, Crestline is not just a place to live; it’s a lifestyle.

The homes in Crestline are as inviting as the community itself, with many featuring charming two-level stories that maximize both space and comfort. These multi-level homes provide an ideal setting for families, offering ample room for relaxation and entertaining. Imagine cozy evenings spent in your spacious living room, or hosting friends and family in your beautifully designed kitchen that flows seamlessly into the dining area. The two-level layout allows for distinct living spaces, ensuring everyone has their own sanctuary while still being connected.

Crestline’s real estate market is diverse, with properties ranging from quaint cabins to modern family homes, all designed to make the most of the stunning surroundings. Whether you’re looking for a weekend retreat or a permanent residence, Crestline’s homes with two levels provide the perfect backdrop for creating lasting memories.

Discover the charm of Crestline, where every day feels like a vacation. Experience the warmth of the community, the beauty of nature, and the comfort of a two-story home that truly feels like your own sanctuary in the mountains. Your dream home awaits in Crestline!

Newest Crestline Area (286) Homes with Two Levels Stories

$345,000

2 Beds ⋅ 2 Baths ⋅ IV26209927 MLS ⋅ Active Status

Welcome to 22903 Waters Dr in beautiful Crestline! This well-maintained two-story mountain home offers 2 bedrooms and 2 bathrooms, combining comfort, charm, and beautiful mountain surroundings. Enjoy your morning coffee or unwind in the inviting front sitting area while taking in the scenic mountain views. The home offers a cozy mountain atmosphere with a comfortable layout and plenty of character. Conveniently located near Valley of Enchantment Elementary School and within the Rim of the World Unified School District, with Mary P. Henck Intermediate and Rim of the World High School serving the surrounding area. Whether you're looking for a full-time residence, weekend getaway, or mountain retreat, this charming Crestline home is ready to welcome you.

22903 Waters Drive, Crestline

$1,100,000

5 Beds ⋅ 4 Baths ⋅ IV26208574 MLS ⋅ Active Status

Entertainer's Paradise! Exceptional 5-Bedroom Estate on approximately 3.5 acres with Unparalleled Entertaining Spaces. Set on an impressive 3.5 acre property, this extraordinary estate offers over 5,000 square feet of beautifully designed living space, an abundance of amenities, and exceptional indoor-outdoor living. The thoughtfully designed floor plan features 5 Bedrooms and 3.5 bathrooms, including an expansive primary suite and an additional bedroom conveniently located on the main level. upstairs three additional bedrooms provide generous space for family and guests. Beyond the bedrooms the home offers a dedicated Office, Workout room, and Media room, creating the flexibility to accommodate today’s lifestyle. The property truly shines outdoors, with extensive spaces designed for entertaining and enjoying the surrounding grounds and gorgeous mountains. A spectacular 30"x60" Covered patio features a built-in bar, fire pit, roll up doors, a dedicated outdoor BBQ and cooking area - an impressive setting for everything from casual gatherings to large scale entertaining. Beautiful green lawns extended across both the front and rear of the home providing plenty of recreation, relaxation and outdoor activities. Separate covers fire pit/conversation area in the front of the home. For the car enthusiast, hobbyist, or anyone needing substantial storage, the property offers an attached garage, a separate detached garage with a loft, and a large utility shed. This exceptional property offers a rare combination of space, versatility, privacy, and lifestyle amenities, all while remaining commuter-friendly with convenient access to Highway 18 and located approximately five minutes from Lake Gregory and the heart of Crestline.

919 Venus Way, Crestline

$497,000

3 Beds ⋅ 2 Baths ⋅ IG26208152 MLS ⋅ Active Status

Enjoy lake and desert views and a tree-lined setting from this well-maintained 3-bedroom, 2-bath home. Offering 1,504 square feet of living space, it features a generously sized primary bedroom, granite kitchen countertops, and a large deck for taking in the scenery. The 9,382-square-foot lot also includes a detached one-car garage and a large driveway with plenty of parking. The owner has made many improvements including earthquake bracing and bolting the foundation, installing a mini split heater/air conditioner, installing new leach lines with sump pump, recently panting the exterior. All the work is done, come enjoy the moounatin autumn on the awesome deck!

815 Chamois, Crestline

$575,000

3 Beds ⋅ 3 Baths ⋅ IG26205465 MLS ⋅ Active Status

Tucked among the trees of Crestlines sought-after San Moritz area, 306 Darfo Dr is the kind of home that makes you want to stay awhile. With sweeping mountains, forests, and Lake Gregory views that just made the 4th of July a whole lot better. This beautifully cared for mountain retreat blends cozy cabin character with thoughtful modern updates. With 3 bedrooms, 2.5 bathrooms, an attached garage, additional parking, indoor laundry, and a third-floor bonus space the seller already has the plans for is ready to become a game room, gym, or creative retreat, there's room for both everyday living and unforgettable mountain weekends. Inside, warm wood floors, dramatic wood beamed ceilings, and stone fireplaces create an inviting atmosphere, while large windows bring the surrounding scenery right into the home. The recently remodeled kitchen features custom cabinetry, granite countertops, stainless steel appliances, and an island that makes gathering around the kitchen feel effortless. The spacious primary retreat is its own cozy escape, complete with a fireplace, remodeled bathroom featuring a soaking tub and walk in shower, and a private deck overlooking the trees and views. The updates continue outside and behind the scenes. Recent improvements include solar air conditioning, a mini split system, and electrical upgrades including a solar battery backup, offering the comfort and functionality of a thoughtfully upgraded mountain home. SHORT TERM RENTAL OPPORTUNITY! This home is currently operated as a short term rental (Airbnb), offering buyers the opportunity to continue utilizing the property as a vacation rental. Come for the views. Stay for the feeling. This is mountain living with a little extra magic.

306 Darfo, Crestline

$439,900

3 Beds ⋅ 1 Baths ⋅ PW26207647 MLS ⋅ Active Status

Welcome to your turnkey mountain escape, where modern comfort, peaceful forest surroundings, and the charm of Crestline Creek Cottage come together just minutes from Lake Gregory. This inviting home features two bedrooms, one bathroom, a beautifully updated kitchen, bathroom, plus a spacious loft offering the flexibility of a potential third sleeping area, home office, or game room. Unlike many mountain properties, the home offers ample on-site parking and easy access with only a few steps leading to the front door. Step outside to an inviting outdoor area perfect for barbecuing, entertaining, or simply relaxing among the serene forest views and soothing sounds of the seasonal creek below. The home is fiber-internet ready and conveniently located near shopping, dining, hiking, and year-round lake activities. The sale includes the adjacent vacant lot, offering additional privacy and exciting possibilities for future use. Ideal as a full-time residence, weekend getaway, or potential vacation rental, this beautiful mountain retreat is ready to enjoy.

25005 Basel Drive, Crestline

$679,500

3 Beds ⋅ 3 Baths ⋅ IG26205737 MLS ⋅ Active Status

Welcome to your mountain retreat! This beautifully updated 3-bedroom, 2-bathroom home is ideally located in the sought-after San Moritz area, positioned directly across from Lake Gregory with exceptional water views. Here, you can enjoy the best of lake living with local trails, paddleboarding, kayaking, fishing, and special summer events, or simply relax on the spacious deck while taking in the scenery. And on July 4th holidays your front deck gives you a front row seat for the exceptional fireworks display. The large, landscaped, and fully fenced backyard provides plenty of space for outdoor entertaining, pets, and gardening. Thoughtfully designed for comfortable living, the home combines style and convenience with recent updates throughout, including thermopane windows, central AC, a whole-house Generac generator, and level parking for up to three vehicles. It is also just a short distance from town, Goodwin's Market, local shops, and some of the best restaurants on the mountain.

24379 San Moritz, Crestline

$349,000

2 Beds ⋅ 2 Baths ⋅ IG26205462 MLS ⋅ Active Status

Level Entry Upgraded Getaway in the Pines! Seller has made improvements for YOU so you can move right in. Roof installed in 2023, Generac Generator to ensure your lights stay on when the power goes out! Tankless Water heater, and Air conditioning as well as central heat and dual paned windows. Seller has lovingly updated but it's time to move on. Main floor has a half bath, and living room with a wood burning stove and the kitchen with granite countertops. This level has a beautiful tree views with composite decking for low maintenance mountain living. Down the stairs are two bedrooms with a full bath as well as a storage space with washer and dryer. Out the back door is a large cement patio, terraced backyard and a dog run. Steps down from the back of the house you'll find an additional she shed- previously used as a yoga studio and another large shed for all the things mountain life requires. Just minutes from Lake Gregory and Crestline and perched in the trees in a serene location.

1147 Jungfrau Drive, Crestline

$399,999

2 Beds ⋅ 2 Baths ⋅ IV26203534 MLS ⋅ Active Status

Just minutes from Lake Gregory, this black cabin rests quietly among tall pines and forest canopy. A peaceful two bedroom, two bath retreat on nearly half an acre lot. These larger lots are harder to come by. Each season brings its own magic, golden leaves whispering in the fall breeze, fresh snow transforming the land into a winter wonderland, and the first rains awakening the scent of pine and earth. Deer visit the back field to rest, as if they too feel the calm that lives here. A newly built gazebo offers the perfect space to gather and reconnect, while the spacious front deck shelter is ideal for morning coffee or soft evening conversations. This home has been lovingly cared for, and it’s ready for its next chapter—with someone who will feel just as at home in its stillness as the current owners did. Property boast tranquility with amazing forrest views. Large front wood deck perfect for relaxing, was recently re-enforced. Mountain living at is best! Lake during the summer and snow in the winter. 1st level offers a large bedroom with ship lap wood accent wall, and a step down level perfect for a seating area/retreat. Can also be used as a home office. The upstairs level welcomes you with an updated staircase featuring spanish style accent tiles. The living room comes with a cozy white washed stone fireplace, perfect for those snowy nights. Freshly painted walls, wood decorative shiplap ceilings and terra cota tile floors through out. Off of the living room is the kitchen, open to the dining room area with a built-in curio. Upgraded kitchen with quartz counter tops, spanish & subway backsplash and farmhouse style sink overlooking the garden window. Kitchen also offers a pantry for lots of storage and will include the stove. The primary suite is also located on this level with two separate closets, and attached with a recently remodeled bath. Second hall guest bathroom with laundry area. Beautiful chandeliers & ceiling fans through out. Brand new central HVAC system. Modern dual pane windows as well. Rear yard has a custom wood deck with a canopy for additional seating to enjoy the views. Beautiful curb appeal with two separate staircase entrance, stone accent. Exterior of the home was also painted 2 years ago. Recently added a custom built shed for additional storage. Property is in the San Moritz community close to Lake Gregory. Short 15 min drive to lake arrowhead & 20 min drive back down to the city. NO HOA's & low property taxes.

24834 Edelweiss Drive, Crestline

$224,000

2 Beds ⋅ 1 Baths ⋅ IG26200641 MLS ⋅ Active Status

Affordable, quiet, cozy mountain cabin nestled among lush forest. New windows, plumbing and new roof and gutters in 2025. Large, fenced backyard. Solid concrete and brick stairs up from road with nighttime lighting. Basement on lower level with laundry hookups, cement floor, windows and considerable storage space. Newly painted deck. Newly painted interior. Tidy kitchen with good counter space and cabinetry and new appliances. Upper “Jack n’ Jill” bedroom area. Suitable for full-time living or great mountain escape vacation home. Off-road parking for 2 to 3 cars. Very close to commuter roads (Hwy 138), Top Town and Lake Gregory recreational facilities. Easy to show. Owner is licensed real estate agent acting on his own behalf.

23719 Bowl Road, Crestline

$424,900

2 Beds ⋅ 2 Baths ⋅ IG26200603 MLS ⋅ Active Status

Charming cabin in the woods. This vintage cabin features 2 bedrooms plus a loft and 1.5 baths on a gently sloping lot in a great San Moritz neighborhood. The main level features a comfortable living room with original wood burning fireplace, tongue and groove paneling, wood beamed ceiling and updated flooring. Good sized kitchen with dishwasher, gas stove, breakfast bar and cozy dining area with slider out to the side deck. A full bathroom and separate laundry room complete the main level. Up the charming wood staircase you will find the secondary bedroom, loft and large primary bedroom with ensuite half bath. You can't beat the location and charm of this vintage cabin. Schedule your private showing today!

1069 Nesthorn Drive, Crestline

$365,000

3 Beds ⋅ 2 Baths ⋅ IG26200241 MLS ⋅ Active Status

One of the original charming San Moritz cabins located in the heart of the San Moritz area. Great family/pet friendly neighborhood. Enjoy the seasonal stream from the full length deck on the rear of the home. There’s near level entry to the front door. From the moment you walk in the front door, you’ll love the openness of this wonderful mountain cabin. The main level of the home features the kitchen, living room, one bedroom, and a full bathroom. The living room has a beautiful brick fireplace and an open beamed ceiling. Easy for one floor living. As you venture down to the lower level, there are two full bedrooms, a full bath, the laundry room, and access to the fenced yard in the rear. Tankless water heater also.

24948 Faulhorn Drive, Crestline

$449,000

4 Beds ⋅ 2 Baths ⋅ IG26197926 MLS ⋅ Active Status

If you're looking for amazing lake views and room for the whole family, this is it! This unique modified A-frame offers great parking for three or more cars and plenty of space to enjoy mountain living. As you make your way down to the home, you are welcomed by a large entry that leads into a spacious living room featuring soaring windows and breathtaking lake views. Step outside onto the newly built, sturdy deck — the perfect place to relax and take in the scenery. The large kitchen and dining area are also located on the main level, making it ideal for entertaining family and friends. The main floor also features a large primary bedroom with a full bath. Upstairs, you’ll find an open loft area that works perfectly as an office, reading nook, or additional sleeping space. Downstairs offers even more room with a spacious family room currently being used as a movie room, along with three additional bedrooms and another bath. Step out onto the lower deck and continue enjoying the beautiful lake and mountain views. There is also a large laundry area with plenty of storage potential. Whether you are looking for a vacation getaway or a full-time mountain home, this property offers space, comfort, and incredible views for everyone to enjoy.

320 Delle, Crestline

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Based on information from California Regional Multiple Listing Service, Inc. as of . This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.