Oak Glen Homes with One Level Stories

Welcome to Oak Glen, a hidden gem nestled in the heart of San Bernardino County, California. This picturesque community is renowned for its stunning natural beauty, with rolling hills, lush orchards, and breathtaking mountain views that create a serene backdrop for your dream home. Oak Glen is a haven for outdoor enthusiasts, offering a variety of activities such as hiking, apple picking, and exploring the many trails that wind through the San Bernardino National Forest.

One of the standout features of Oak Glen is its charming, family-friendly atmosphere. The community is known for its warm, welcoming residents and a strong sense of community spirit, making it an ideal place to raise a family or enjoy a peaceful retirement. With a rich history and a blend of rustic charm and modern conveniences, Oak Glen provides the perfect balance of tranquility and accessibility.

For those searching for the perfect home, Oak Glen boasts a variety of one-level story homes that cater to a diverse range of lifestyles. These single-story residences offer convenience and ease of living, making them an excellent choice for families, retirees, or anyone who prefers to avoid stairs. With spacious layouts, beautiful outdoor spaces, and often breathtaking views, these homes provide the ideal setting for relaxation and entertaining.

Whether you’re sipping your morning coffee on a sun-drenched patio or hosting gatherings with family and friends in your expansive backyard, one-level homes in Oak Glen offer the perfect canvas for creating lasting memories. Discover the charm of Oak Glen today, and find your dream single-story home in this enchanting community!

Newest Oak Glen Homes with One Level Stories

$699,900

3 Beds ⋅ 2 Baths ⋅ IG26197328 MLS ⋅ Active Status

Some homes are updated. This rare property was restored - patiently, properly, and with more than $200,000 in owner upgrades - to a standard that lives like new construction. Set along Harris Road in the heart of Oak Glen, Southern California's storied apple country, the residence rests beneath towering oaks and cedars where the air runs cooler, the light runs golden, and the seasons still announce themselves - blossoms in spring, harvest in autumn, snowfall in winter - all just minutes from Yucaipa and about an hour from Ontario International. Inside, genuine hardwood floors - not laminate, the real thing - ground a light-filled floor plan. The formal living room is the heart of it all, rising to a soaring vaulted ceiling with an exposed beam, where a striking prow of brand-new dual-pane picture windows climbs to the peak - framing the forest like living artwork and filling the room with alpine light from morning to dusk. The showpiece kitchen was rebuilt for every season: custom soft-close cabinetry, stainless steel appliances, a tankless water heater, and a designer backsplash that catches the natural light - ready for all the baking apple season inspires. The primary suite rises beneath its own soaring ceiling, where a picture window composes the mountain backdrop and a French door opens to your private patio; the updated primary bath is spacious and comfortable, and the fully remodeled guest bath carries the same craftsman's discipline. A pellet stove wraps the home in radiant warmth for roughly $100-$250 a season, and a whole house fan draws down crisp mountain evenings all summer - four-season comfort, engineered simply. The grounds have been finished, not merely maintained: a freshly poured concrete patio, pebble-stone landscaping that stays beautiful without demanding your weekends, and a front lawn that leads you to the garden beds - then on to the detached studio-workshop with a future ADU in its bones (buyer to verify): gym, office, or guest quarters. Los Rios Rancho, the historic village, and the orchards are moments away - and apple season, Oak Glen at its most magical, is just beginning. Homes on Harris Road rarely change hands. This one has been made ready for its next generation. Own your piece of Oak Glen today!

38998 Harris Road, 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

$3,870,000

3 Beds ⋅ 3 Baths ⋅ IG26080819 MLS ⋅ Active Status

This 60-acre estate is a rare Southern California sanctuary where nature meets luxury. On scenic Oak Glen Road, gateway to Oak Glen, at 3,600 ft elevation, the property enjoys 4 distinct seasons, crisp mountain air, and a profound sense of peace, less than an hour from ONT. From the moment you pass through the gate, the outside world fades and a private, self-contained oasis-serene, secure, and breathtakingly beautiful unfolds. Varied terrain, mature trees, open skies, and abundant wildlife create a setting that feels worlds away yet fully connected to modern convenience. A 2,600 sq ft single-story ranch residence is designed for seamless indoor-outdoor living. Expansive windows frame views from every room—capturing sunrises, sunsets, and distant city lights. Stone and wood finishes complement an open, flowing layout, creating a refined yet relaxed living experience rooted in authenticity. Water is the defining luxury of this property. Two flowing creeks wind through the land, and beneath 2 bridges. A private half acre lake, stocked with fish and visited by migratory birds, is ideal for fishing, swimming, paddle recreation, or simply unwinding on the beach. Located within the Yucaipa Valley AVA, it offers potential for vineyards, winery, or a wedding venue. Ag amenities are in place, including a classic 24’x100’ four-stall barn with an attached bunkhouse with reclaimed barn doors, granite countertops, a sleeping loft, and full bath that provides guest or staff accommodation. Additional amenities: a 30’x100’ open pole barn, 30’x80’ hay barn, pipe and cable perimeter fencing, a 24’x70’ historic shop building with a storied past. and a 70-foot-round pen. Graded roads wind throughout the property, invite exploration by horseback, vehicle, or quiet walks through nature. 3 private water wells provide natural water for residential and ag use—an increasingly valuable asset. Ag Preserve zoning with Williamson Act benefits provides lower taxes, while the absence of HOA restrictions allows for flexibility, privacy, and control. With panoramic views in every direction and endless possibilities, this property offers a rare opportunity to create a true legacy estate, whether as a private retreat, multi-generational compound, working ranch, vineyard estate, or an inspired escape from the pace of city life. This is more than a property—it is a private world, a sanctuary of water and land, and one of Southern California’s most compelling opportunities.

37547 Oak Glen Road, 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

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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.