Oak Glen Real Estate

Oak Glen Real Estate

Located in San Bernardino County, California, Oak Glen is a charming and picturesque city that offers a unique blend of natural beauty and small-town charm. Nestled in the foothills of the San Bernardino Mountains, Oak Glen is known for its stunning landscapes, apple orchards, and outdoor recreational opportunities.

With its close proximity to Los Angeles, Oak Glen is an ideal destination for those seeking a peaceful retreat away from the hustle and bustle of the city. The city's serene atmosphere and breathtaking views make it a popular choice for nature lovers, hikers, and outdoor enthusiasts.

One of the main attractions in Oak Glen is its apple orchards. The city is famous for its apple harvest, and visitors can enjoy picking their own apples, indulging in delicious apple pies and cider, and exploring the various farm stands and markets that dot the area. Additionally, Oak Glen hosts an annual Apple Butter Festival, showcasing the region's rich agricultural heritage.

Apart from its natural beauty, Oak Glen also offers a range of activities for visitors and residents alike. From hiking and mountain biking in the nearby San Bernardino National Forest to exploring the historic Oak Glen Schoolhouse Museum, there is something for everyone to enjoy.

Whether you are looking for a peaceful weekend getaway or a permanent residence surrounded by nature, Oak Glen offers a unique and idyllic setting that is sure to captivate your heart. Experience the beauty and charm of this hidden gem in San Bernardino County, California.

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-bedroom, 3-bath, 2,013 sq.ft. home that 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 beauty of the mountains, this property offers the peaceful feel of mountain living without the long mountain drive. Start your mornings with a warm cup of coffee on the spacious covered porch, relaxing in a rocking chair while listening to the soothing sounds of the stream and taking in the surrounding scenery. Inside, you'll find luxury vinyl flooring, a spacious primary bedroom, and a versatile bonus room just beyond the primary bathroom. The bonus room offers endless possibilities and could be used as additional closet space, storage, a home office, or whatever best suits your needs. The inviting kitchen features shaker-style cabinetry and butcher block countertops, creating a warm and comfortable space for everyday living and entertaining. With solar and a private water well, the property is well suited for those looking to enjoy a more self-sufficient lifestyle while having plenty of room to spread out and enjoy the land. Take in the apple orchards, listen to the stream, relax on the porch, and experience all the charm and beauty that makes Oak Glen such a special place to call home.

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
Start Your Search

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.