Oak Glen Real Estate, Homes and Condos for sale

All Oak Glen homes currently listed for sale in Oak Glen as of 10/17/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Oak Glen homes for sale or other Oak Glen real estate, please contact us and one of our knowledgeable Oak Glen REALTORS® would be pleased to assist you.


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$7,950,000
40288 PINE BENCH Road, Oak Glen CA 92399
5
BEDS
9
BATHS
16,000
SQFT
$497
$/SQFT
49.79
ACRES
2003
BUILT
"Showings by Appt. Sitting tall amongst the surrounding mountains at 6,000 feet, this gorgeous mountain chalet has stunning panoramic views of the SoCal landscape. As the highest individually owned mountaintop compound in Southern California, Eagle Crest Mountain Estate is 845 acres of natural luxury. Beautiful natural stone is present indoors and out, bringing a cozy feel to this beautiful home. The interior features impressive vaulted wood ceilings in the bedrooms and public living spaces, abundant large windows, and stone fireplaces. With a 17-seat home theater and concession stand, wine cellar and a gym, this chalet offers all the amenities you need. The heated garage offers 6 bays-perfect for a car enthusiast or for guests. Enjoy the views from the wraparound deck with an outdoor kitchen which overlooks the ponds, water features, and backcountry landscape. Outside, diverse wildlife dances between the Redwood and Sequoia trees, and a 5.5-m"
* PRICE INCREASED - $6,900,000 TO $7,950,000 
$2,699,000
40174 Pine Bench Road, Oak Glen CA 92399
4
BEDS
3
BATHS
3,443
SQFT
$784
$/SQFT
26.66
ACRES
2000
BUILT
"Custom Stone and Fire Retardant built home! Motivated seller awaiting your offer! Double Beveled Glass door entry that opens into a spacious foyer brilliantly lit by a stunning chandelier, etched in gold leaf that is a special feature carried though-out the home. The property offers 3443 square feet, with a total of 4738 which includes the 4-vehicle garage, coated epoxy floors, and custom cabinetry. There are 3 spacious bedrooms and 3 full bathrooms, with an additional Loft upstairs, which can be used as a 4th bedroom, office or private sitting room, that leads to a private terrace with views that capture the majestic mountains and forest, the perfect area to watch the sunsets in the evenings. The residence has been fully upgraded with custom waterproof hardwood floors through-out and offers a very spacious and open floor plan with an inviting grand room, custom stone fireplace, and full bar. The master suite is spacious with a stone fireplace, custom window treatments that will open with the touch of a button to allow the natural light to come in. While enjoying the whirlpool bath or seamless shower, you can escape to paradise with the endless views of the mountain tops and beautifully landscaped grounds that lead to the lower gardens, spectacular aquatic garden with cascading waterfall and dock. This home also offers a commercial-grade garage, that is fully equipped with electrical, plumbing and can be easily converted to a separate guest house or private office."
$1,849,000
40330 Pine Bench Road, Oak Glen CA 92399
4
BEDS
3
BATHS
4,554
SQFT
$406
$/SQFT
22.41
ACRES
1996
BUILT
"MOUNTAIN RETREAT / PRIVATE COMPOUND WITH ULTIMATE PRIVACY, 22.41 MULTI-USE ACRES ADJACENT TO SAN BERNARDINO NATIONAL FOREST, GATE GUARDED, SPECTACULAR 50 MILE VIEWS OF RIVERSIDE AND SAN BERNARDINO COUNTIES! THIS PROPERTY PRICED TO SELL TODAY AT 50% OF IMPROVEMENT COST!!! THIS IS A ONE-OF-A-KIND MOUNTAIN HIDEAWAY, IN THE PINES BEHIND SECURITY GATES FOR ULTIMATE PRIVACY, PERFECT FOR CORPORATE OR SPIRITUAL RETREATS, WEDDINGS, PARTIES, CUSTOM LIVING, HOBBYIST, ENTHUSIAST, CONTRACTOR, SECLUSION, OUTWARD BOUND .MUST SEE, BREATHTAKING VIEWS AND NATURE. IMPROVEMENTS INCLUDE: 4500 SQ.FT. CUSTOM HOME WITH HUGE 4 CAR GARAGE, LARGE POND STOCKED WITH FISH, KOI POND AND STREAM, COVERED PATIO AND DECKS FOR ENTERTAINING, BUILT IN BBQ AND DEEP PIT BBQ / 45 X 60 SHOP BUILDING WITH GUEST FACILITIES, TROPHY ROOM, DRIVE IN AND DRIVE OUT ROLL UP DOORS / 35 X 50 SHOP BUILDING FOR EQUIPMENT WITH DRIVE IN AND DRIVE OUT ROLL-UP DOORS / COMPLETE HORSE FACILITIES INCLUDING PADDOCKS, LOAFING SHEDS, STALLS WITH TURN-OUTS, APPLE ORCHARD, MAJESTIC OAK TREES AND PINES."
$1,825,000
39170 Oak Glen Road, Oak Glen CA 92399
4
BEDS
4
BATHS
5,983
SQFT
$305
$/SQFT
4.50
ACRES
2001
BUILT
"This beautiful custom, private gated home is nestled in the hills of the quaint apple community of Oak Glen. The traditional covered entrance, timber beams and natural materials create the surroundings for fine mountain living. Attention to detail and design is evident in the open beam ceilings, the rotundas and a layout that provides for authentic mountain entertaining. The living space is massive with several entertainment areas and a large wet bar. The kitchen boasts commercial grade appliances, double dishwashers Sub Zero Frig, walk-in pantry and an indoor, stainless steel BBQ. The office is impressive with exposed beams, built-ins and a closet for an easy additional bedroom. The master suite is spacious with a full sitting area, wet bar and luxurious spa style bath. The downstairs junior suite with separate entrance is spacious and comfortable. The craftsmanship and details are seen in the moldings, stone work, hand trawled finished walls, the hickory flooring, the beautiful staircase and fixtures. The attached, 4 car garage is finished with a pit, air, water, drains, cabinets, plenty of electrical and Mahogany garage doors. A beautiful deck made of Pau lope wood is shaded by one of many of the large Oak Trees. Detached 1440 sf garage/shop, several out buildings, a high producing well, generator, graded roads throughout the property and a setting that boasts Blue Spruce, Dogwoods, Japanese Maple and many other trees. The views are spectacular and the community inviting."
* PRICE LOWERED - $1,830,000 TO $1,825,000 
$1,450,000
10935 Lookout Circle, Oak Glen CA 92399
4
BEDS
3
BATHS
2,961
SQFT
$490
$/SQFT
2.76
ACRES
2001
BUILT
"This amazing one owner Victorian home built by a master craftsman offers something for everyone. The 1800 sq.ft. shop for the car collector, RV, toys, or wood working. The shop was featured in America's Best Home Workshops. 110 & 220v in all walls that are insulated. Complete with bath, shower, tool room, paint room, and lumber room. It's just amazing. Could easily be used for adding a guest house with all plumbing and electrical. This 4 bedroom 3 bath home has many custom features throughout. The kitchen with Quartz counters, Whitehaus custom sink, Heartland convection oven and stove will bring you back in time but with all the modern conveniences. Coffered ceilings, crown molding, new carpet, hardwood floors, Anderson doors and Magic Home windows. 2x6 construction with copper gutters and maintenance free vinyl siding. Wired for generator, well and various fruit trees 1 bedroom and full bath down stairs. The master with amazing view and bath. Claw foot jetted tub, fireplace and walk in closet. The beautiful 2.76 acres of meticulous greens and landscaping offers plenty of room for a beautiful wedding or just some family soccer or football.The park like setting also offers a beautiful gazebo complete with a lovely chandelier. 3 water features and last but not least an amazing tree house with water and electricity constructed with Poly Vinyl. Wine aficionados are flocking to Oak Glen for vineyard opportunities.there is plenty of room for vineyards. Make this your own winery."
$1,250,000
11520 Green Lane, Oak Glen CA 92399
5
BEDS
4
BATHS
4,814
SQFT
$260
$/SQFT
7.15
ACRES
1992
BUILT
"Hidden gem in Oak Glen. Quiet, serene, away from city noise and traffic yet close to everything. A perfect blend of Rustic Elegance, this custom-built home has 5 bedrooms, 4 bathrooms, over 4800 sq ft that will surprise and delight. Expanding over 7 plus acres, with a picturesque pond surrounded by majestic weeping willows, 2 gazebos , Aviary, fenced flower garden, patio with fountain, front porch with awesome views. For the equestrian or animal lover there is a small stable, arena, and round pen. Once inside, the foyer opens to a Great Room with hickory wood floors, wood stove, with windows and sliding doors that frame the outside beauty. Formal dining room with built-in cabinet. Gourmet kitchen equipped with Jenn-air 4 burner cooktop with grill, warming drawer, double ovens, granite counters, island, builtin desk, pantry and brick floor. Spacious master suite with 2 closets, retreat and office, opens to private bath featuring steam shower, jetted tub, his & her sinks. A total of 4 bedrooms and 3 updated bathrooms on the main level. Don t miss the oversized family room (Man cave) and game room (6th Bed) both with wood floors and private entrance. Upstairs has 2 additional rooms for storage, craft room, or? A perfect layout for multi-generational living! The property has a well with two 5K gallon water tanks and its own fire hydrant. Explore the possibilities for orchards, vineyards, venues, etc . Truly unique and must be experienced in person to fully appreciate."
$1,095,000
39850 Swedlow Trail, Oak Glen CA 92399
5
BEDS
6
BATHS
4,510
SQFT
$243
$/SQFT
1.50
ACRES
2008
BUILT
"HUGE PRICE REDUCTION !! THIS ONE IS A MUST SEE! Peaceful Mountain Lifestyle Close to the City! Rooms, Views, Storage and So Much More .Located on a Private Road in the heart of the Oak Glen apple country. This home sits just above the Yuciapa and Beaumont cities giving you Freeway Access and all the Shopping Selection you need with the Peacefulness and Privacy of the Mountain Lifestyle. This stunning home was Made For Entertaining. All 3 floors have ample room and are perfectly laid out to accommodate any size family or party. The huge Basement area is complete with a Wine Cellar, Sauna and restroom. The main level is exquisite with 2 Fire Places, an Open Kitchen and a full bed and bathroom. The third floor features 4 additional bedrooms, all with Walk In Closets and in-room Full Bathrooms. Last, but certainly not least, is the Master which features it s own fire place, Extra Large Closet, Dual Sinks and Vanity Area. This home has a wonderfully inviting feel. Come see this beauty and relax for a moment in the fresh mountain air. You really have to see it for yourself !"
* PRICE LOWERED - $1,395,000 TO $1,095,000 
$990,000
39032 Harris Road, Oak Glen CA 92399
3
BEDS
4
BATHS
3,942
SQFT
$251
$/SQFT
3.18
ACRES
1989
BUILT
"Here is your chance to own an Oak Glen Beauty that has never been on the market! A stunning single story home and piece of the beautiful Oak Glen Ca. Enjoy the Oak Glen weather, and the seasons as you overlook the entire valley and the Oak Glen Preserve. This single story home is more then you can dream of! This open floor plan features floor to ceiling windows in every room that captures the natural light from the 360 degree picturesque views! Relax on the back patio as you watch the sun rise and set over the fully gated and landscaped 3.18 acres. The newly refinished pebble-tech pool and waterfall are sure to add to the peaceful ambiance. Invite your guests to stay at your own Oak Glen retreat in the 1 bedroom 1 bathroom separate mother-in-law quarter area with a private entrance. This home can be enjoyed as weekend retreat like living, a new Oak Glen wedding venue, vineyard, apple orchard, or your private sanctuary. Enjoy the freshness of the clean crisp air, your own well and extra bonus Oak Glen water shares. Nestle up next to one of the 2 potbelly stoves as over look the snow capped mountains. Once you enter the front gate you will instantly feel as if you are home with the comfortable elegance this home delivers. Don't miss out on the opportunity to own a one of a kind home. This opportunity, location, price, floor plan and amazing Views will not last on the market!"
* NEW LISTING 
$845,000
38211 Potato Canyon Road, Oak Glen CA 92399
3
BEDS
3
BATHS
2,486
SQFT
$340
$/SQFT
5.95
ACRES
1985
BUILT
"Come and claim your very own slice of country living in Oak Glen. Enjoy privacy in this home located at the end of a shared driveway, with just under 6 acres of land to spread out on! Featuring 3 bedrooms and 2.5 baths in 2486 sqft, this mountain home beckons with a great presence and warm appeal. Wonderfully laid out, the main level features hardwood floors, a formal dining room off a beautifully updated white kitchen, a charming formal sitting room and a family room overlooking a beautiful back yard. Upstairs the master bedroom is spacious while the two secondary rooms are great size as well. An additional bonus rooms is above the garage and could be used any way you choose. Some additional great features of this home include a private well, so no water bill for you!!! A seasonal stream running through the back of the property, and you have an apple orchard. Located just a few minutes from shopping and restaurants in Oak Glen, your new home feels secluded and private, yet not too far away from conveniences. Call to schedule your very own viewing today, you'll be happy you did."
* PRICE LOWERED - $875,000 TO $845,000 
$745,000
39208 Oak Glen Road, Oak Glen CA 92399
4
BEDS
2
BATHS
2,422
SQFT
$308
$/SQFT
2.00
ACRES
1945
BUILT
"Oak Glen Charm. Come enjoy this very special 1940's home with upgrades and updates. Experience the 4-seasons yet just minutes to the Inland Empire or the I-10 going towards the Palm Springs Desert. This unique home has character and charm thorough out and area for your own Apple Orchard, horses, organic garden and much more on this 87,120-sq. ft. lot. Knotty Pine living room and dining area while enjoying the Lodi Wood Stove, and Country kitchen that opens to your dining area. Fabulous Great room and Master bedroom loft with lovely views from all the windows, there is a separate guest house ready for your personal touches, a detached garage and enjoy the fabulous well water, yes, your own well. Lovely views surround you with this one-of-a-kind property and walking distant to the Oak Glen Village. Enjoy your coffee in the morning from your wrap around deck or take a break and walk to the Village and enjoy coffee with your local neighbors. Don't miss this home and the relaxed life style."
$429,900
38998 Harris Road, Oak Glen CA 92399
3
BEDS
2
BATHS
1,796
SQFT
$239
$/SQFT
0.24
ACRES
1945
BUILT
"WOW!! What a great opportunity to have a chance to own a beautiful secluded home in the Prestigious Oak Glen Ca. Situated on a 10,000+ Sqft lot with mountain views all around. This property is surrounded by Grande Estates, Which gives the new home owner an opportunity that is once in a lifetime! Property does need updating (TLC) but very good structure and bones. The potential of this property is almost limitless!! Call today for a private showing this property will not last!!"
* PRICE LOWERED - $429,999 TO $429,900 
 
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