Oak Glen Real Estate

Oak Glen Real Estate

Welcome to Oak Glen, a hidden gem nestled in the picturesque San Bernardino County of California. Known for its breathtaking landscapes and serene atmosphere, Oak Glen is a charming community that seamlessly blends natural beauty with a rich agricultural heritage.

Surrounded by the majestic San Bernardino Mountains, Oak Glen is a haven for outdoor enthusiasts. The area boasts an array of hiking trails, apple orchards, and lush forests, making it the perfect destination for those who appreciate nature and enjoy a peaceful lifestyle. The changing seasons bring vibrant colors to the landscape, with stunning fall foliage and fragrant blossoms in spring, creating a picturesque backdrop for residents and visitors alike.

Oak Glen is renowned for its apple orchards, where families can pick their own fruit and savor the sweet taste of freshly made cider. The community celebrates its agricultural roots with seasonal festivals, drawing in visitors from all over Southern California. The quaint charm of local shops and eateries adds to the inviting atmosphere, offering a delightful mix of homemade goods and artisanal products.

Beyond its natural beauty, Oak Glen is conveniently located just a short drive from major urban centers like Redlands and Riverside, providing residents with easy access to shopping, dining, and entertainment options. The close-knit community fosters a friendly and welcoming environment, making it an ideal place to raise a family or enjoy a tranquil retirement.

Whether you’re looking to escape the hustle and bustle of city life or seeking a picturesque location to call home, Oak Glen offers a unique blend of rural charm and modern convenience. Come explore this enchanting community and discover the lifestyle that awaits you in Oak Glen!

Newest Listings in Oak Glen

$775,000
4 Beds ⋅ 3 Baths ⋅ IG26208302 MLS ⋅ Active Status
Welcome to the highly sought after Oak Glen lifestyle! This beautiful 4-bed, 3-bath, 2,013 sq. ft. home sits on a secluded 2.81 acres and features solar, a private water well, and a peaceful stream running through the property. Surrounded by beautiful apple orchards and the mountains, this property offers the peaceful feel of mountain living without the long mountain drive. Start your mornings with a cup of coffee on the spacious covered porch, settle into a rocking chair, and enjoy the soothing sounds of the stream and the beauty of your surroundings. Inside, you’ll find luxury vinyl flooring, a spacious primary suite, and a versatile bonus room just beyond the primary bathroom. This flexible space can be used as additional closet space, storage, a home office, hobby room, or whatever fits your lifestyle. The inviting kitchen features shaker-style cabinetry and butcher block countertops, creating a warm and welcoming space for everyday living, family gatherings, and entertaining. The garage has been walled in to create additional usable interior space, while the original garage door fixtures remain in place, offering flexibility for future use or conversion back to a garage if desired. With solar, a private water well, 2.81 acres, and a stream, there is plenty of room to enjoy a more self-sufficient and relaxed lifestyle. And if you’ve always dreamed of a little more room for your country living adventures, bring the horses, chickens, goats, cows, and all the fun that comes with them! Enjoy the space to garden, explore, relax, or simply take in the fresh mountain air. Spend your days surrounded by apple orchards, listening to the stream, relaxing on the porch, and enjoying the freedom that comes with having room to spread out. This is Oak Glen living at its best peaceful, private, and full of possibilities, all while being conveniently close to town.

38203 Potato Canyon, Oak Glen
$599,900
2 Beds ⋅ 2 Baths ⋅ IG26194625 MLS ⋅ Active Status
A Rare Opportunity in the Heart of Majestic Oak Glen. Some properties simply give you a place to live. Others give you a story, a setting and possibilities that are difficult to recreate. Tucked away among the towering trees and natural beauty of Oak Glen, this extraordinary property offers approximately 2.6 acres and two uniquely charming units, creating an opportunity unlike almost anything else you will find in this treasured mountain community. From the moment you enter, there is a feeling that this property is special. Mature oak trees create a breathtaking canopy, the peaceful setting feels worlds away from the city below, and the two distinctive units blend naturally into their surroundings. Whether envisioned as a private family compound, multigenerational retreat, guest accommodations, artist's getaway, investment opportunity or something entirely different, the possibilities here are remarkable. And then there is the history. Oak Glen has been a special part of Southern California since the 1800s, known for its orchards, ranches, mountain landscape and generations of families who have worked to preserve its rural character. This property seems to capture that same spirit one-of-a-kind, rooted in the land and impossible to duplicate. Among its most fascinating features is an enormous heritage oak tree that the seller states has been identified as the largest oak tree in San Bernardino County, creating a natural centerpiece that must truly be experienced in person. Water is another extraordinary feature. The seller reports the private well is considered one of the strongest-producing wells in Oak Glen, an impressive feature for a mountain property and one buyers will certainly want to explore further. The property also offers a shared septic system, propane, additional storage and areas of usable land that invite you to imagine what could come next. There appears to be additional space toward the upper portion of the property that may offer future possibilities, subject of course to county requirements and buyer investigation. This isn't a property that can be fully appreciated by reading about it, you need to walk the land, hear the quiet, stand beneath the magnificent oak and experience Oak Glen for yourself. For the buyer looking for something truly different, this may be one of those rare properties that only comes along once.

39922 Pine Bench Road, Oak Glen
$1,690,000
3 Beds ⋅ 4 Baths ⋅ IG26189600 MLS ⋅ Active Status
Tucked away on 3.5 acres of serene Oak Glen paradise, this private sanctuary offers a rare retreat where towering Cedar, Redwood, Oak, and Aspen trees embrace a home that masterfully bridges the gap between rugged mountain charm and contemporary sophistication. Accessed by a long, private gated driveway that promises total seclusion, the residence welcomes you with an awe-inspiring 31-foot-high ceiling, where rustic beams and an intricate Herringbone pattern create an unforgettable architectural statement. Inside, the home honors its unique heritage while incorporating thoughtful modern enhancements, including brand-new flooring, contemporary fixtures, updated baths, new roof, decks and stucco with attention to detail that elevates the comfort and design of its 3735 square feet of living space. At the heart of the home, a massive stone fireplace anchors the living area, creating an inviting gathering spot, while a wood stove on the main floor ensures cozy efficiency during chilly mountain evenings. Culinary enthusiasts will adore the European-style kitchen, complete with custom cabinetry, granite countertops, and top-tier appliances from Miele, Bosch, and Sub-Zero, all framed by a wall of windows that pulls the vibrant landscape inside. The lower level offers a sprawling 26x30 game room featuring its own entrance and a second floating hearth fireplace, providing the perfect venue for entertainment. The primary suite enjoys large windows for viewing, built-in storage and an updated bath with a new walk-in shower. Outside, wraparound viewing decks invite you to savor the breathtaking panoramas of city lights, tranquil meadows, and rugged mountains. Off the kitchen patio is a large detached room that could be a great office or gym. The garage has new epoxy flooring and a bath, along with a tall garage door. The covered entry parking is convenient for all seasons. Fruit trees dot the property, and the usable land invites you to bring your big ideas and future plans to live the good life in "The Glen."

39155 Harris, Oak Glen
$1,000,000
OC26183814 MLS ⋅ Active Status
DEVELOPMENT LAND The subject property includes two combined parcels totaling approximately 59.90 acres: • Mile-High Ranch Road: ±38.94 Acres • 13557 Mile-High Ranch Road: ±20.96 Acres

13557 Mile High Ranch, Oak Glen
$14,500,000
3 Beds ⋅ 5 Baths ⋅ 25615027 MLS ⋅ Active Status
Step into a storybook setting... an extraordinary One-of-a-Kind Castle nestled in the beautiful mountain community of Oak Glen, California. This magical Estate is tucked away in a forest yet conveniently located, offering easy access and feeling worlds apart from the city. Just 11 minutes from Yucaipa, about an hour from Lake Arrowhead and only 90 minutes from Los Angeles, it's a rare find that blends convenience with absolute privacy. Designed as a true Castle showplace, the property features an impressive grand entertaining lounge... perfect to accommodate large gatherings, celebrations or quiet evenings in regal style. With its timeless design and beautiful natural setting, this remarkable property offers a rare blend of nostalgia, unique character and privacy. One of a Kind!! Oh, So Magical!! Attention Actors, Producers, and Writers... Your Dream Come True Property!!

38838 Birch Creek Lane, Oak Glen
$14,500,000
3 Beds ⋅ 5 Baths ⋅ IV25253989 MLS ⋅ Active Status
Step into a storybook setting... an extraordinary One-of-a-Kind Castle nestled in the beautiful mountain community of Oak Glen California. This magical Estate is tucked away in a forest yet conveniently located, offering easy access and feeling worlds apart from the city. Just 11 minutes from Yucaipa, about an hour from Lake Arrowhead and only 90 minutes from Los Angeles, it is a rare find that blends convenience with absolute privacy. Designed as a true Castle showplace, the property features an impressive grand entertaining Lounge... perfect for large gatherings, celebrations, or quiet evenings in regal style. With its timeless design and beautiful natural setting, this remarkable property offers a rare blend of nostalgia, unique character, and privacy. One of a Kind! Oh So Magical!! Attention Actors, Producers, Writers...Your Dream Come True Property. Approximately 6.73 Acres.

38838 Birch Creek, Oak Glen
$1,850,000
4 Beds ⋅ 6 Baths ⋅ IG25201041 MLS ⋅ Active Status
Nestled on a knoll across from the Oak Tree Mountain shops, in the heart of the quaint apple community of Oak Glen, you will find The Peddlers Pack. This is two multi use commercial zoned properties with two homes, retail space, out buildings, a guest cabin and an outside activity area all privately situated on 4.2 Acres. The sign at the road brings the happy tourists up a tree lined drive to a retail shop, or shops of approximately 980 ft.². The original 1923 Homestead has been updated and improved over the years but the charm and rustic character has been maintained. The layout boasts beautiful open beam ceilings, large living and family rooms, an open kitchen with commercial grade stove, two bedrooms and a big bonus room that is an easy additional bedroom. The character and charm of this home would tie in well as additional commercial space of 1685 ft.². This sale includes two parcels, the retail space and home on 3 acres with a large storage building and a guest cabin with a kitchenette and a three-quarter bath. Outdoor events can take place on the mostly level acreage with an encircling graded drive way. The adjoining 1.2 acre lot 39001 Harris Rd, has a 2136 sf home built in 1997. This home is single story with a loft, two bedrooms and an office, high ceilings and viewing decks. The combined 4.2 acreage is zoned commercial with residential use. This is a terrific spot for a business, a family compound or both. Each property has its own separate systems and both have their own well with holding tanks. This property is charming and private, yet in the heart of the Oak Glen tourist community. The opportunities are endless., Retail, outdoor venue, wine tasting, lodging and so much more. Oak Glen is rich in history, it enjoys four seasons, clean air and the mountain feel without the drive. Just 45 minutes to the Palm Springs International Airport and the Ontario International Airport. Bring your creativity and your entrepreneurial spirit and see what "The Glen has to offer."

39065 Oak Glen Road, Oak Glen
$315,000
EV22227209 MLS ⋅ Active Status
Price reduced!! Beautiful Oak Glen zoned OG/RL-5 property just under 10 Acres! This property is catercorner to National Forest land. It has several potential building sites on the property. Owner may carry with acceptable down payment. Check with San Bernardino County for possible uses.

Ivy, Oak Glen
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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.