Yucaipa/Calimesa/Oak Glen (269) Homes with Garage Faces Side Parking features

Welcome to the picturesque region of Yucaipa, Calimesa, and Oak Glen, nestled in the heart of San Bernardino County, California. This charming area is renowned for its stunning natural beauty, friendly communities, and a plethora of outdoor activities that make it an ideal place to call home.

Yucaipa, with its vibrant downtown and family-friendly atmosphere, offers a delightful blend of modern conveniences and small-town charm. You'll find an array of shops, restaurants, and parks that cater to all ages. Just a stone's throw away, Calimesa boasts a serene environment, perfect for those seeking a quieter lifestyle while still enjoying easy access to local amenities. Meanwhile, Oak Glen is famous for its apple orchards and breathtaking mountain landscapes, providing a perfect escape for nature lovers and outdoor enthusiasts.

One of the standout features of homes in this region is the side-facing garages, which not only enhance curb appeal but also provide ample space for parking and outdoor activities. These thoughtfully designed homes offer a practical solution for families and individuals alike, ensuring that vehicles are easily accessible while maintaining a clean and organized front yard.

Whether you’re looking for a cozy retreat with a view, a spacious family home, or a charming cottage, Yucaipa, Calimesa, and Oak Glen have something for everyone. Come explore this enchanting region where community spirit thrives, and your dream home awaits!

Newest Yucaipa/Calimesa/Oak Glen (269) Homes with Garage Faces Side Parking features

$1,050,000

4 Beds ⋅ 4 Baths ⋅ IG26195990 MLS ⋅ Active Under Contract Status

Nestled in the highly desirable Hidden Meadows neighborhood of Yucaipa, this stunning custom single-story residence offers space, quality, and thoughtful design throughout. Situated on over half an acre, the property features 4 bedrooms, 2 full bathrooms and 2 half bathrooms (One half bath located in the garage), and approximately 2,819 square feet of living space. The spacious floor plan includes a formal living room, formal dining room, and an expansive family room ideal for both everyday living and entertaining. The large kitchen is appointed with a center island, stainless steel appliances, custom white cabinetry, recessed lighting, and a picture window looking out to the backyard. The primary suite offers a private retreat complete with a fireplace and seating area. The upgraded primary bathroom features dual vanities, a soaking tub, and a large walk-in shower with windows providing natural light and backyard views. Interior finishes include custom tile work, laminate wood flooring, large baseboards, and window shutters. Outdoor amenities include a full-length covered patio across the rear of the home, a detached patio area with fireplace, an additional detached gazebo, mature landscaping, block walls, and wrought-iron fencing. Car enthusiasts and hobbyists will appreciate the oversized garage offering approximately 1,440 square feet of space, providing exceptional parking, workshop potential, and storage capacity. Plus the RV parking behind the wrought iron gate! A rare opportunity to own a spacious custom home on a large lot in one of Yucaipa’s most sought-after communities. Don't wait, this one isn't expected to last long!

37420 Wildwood View, Yucaipa

$1,495,000

4 Beds ⋅ 5 Baths ⋅ OC26185539 MLS ⋅ Active Status

PANORAMIC MOUNTAIN AND VALLEY VIEWS | LIVES LIKE A SINGLE LEVEL | PRIVATE POOL & SPA | 4-CAR GARAGE | HUGE DRIVEWAY | CUL-DE-SAC STREET & MORE! Welcome to 34830 Olive Tree Lane. Perched on a quiet cul-de-sac, this stunning custom home delivers panoramic valley and mountain views along with an entertainer's layout that lives like a single story, every bedroom is on the main level. Step through the front courtyard into a light filled interior with soaring vaulted ceilings, a wide open floor plan, and walls of windows that frame the breathtaking scenery from nearly every room. A soft, neutral color palette flows throughout, complemented by luxury wood look vinyl plank flooring across the entire downstairs. The formal dining room and living room flank the entry, leading into a spacious great room designed for gathering. The completely remodeled kitchen is a showstopper, featuring a huge island with seating for seven, a sunny breakfast nook with front-row views, all new Forno stainless-steel appliances, a gas range and hood, microwave drawer, walk-in pantry, and soft close cabinetry with pots and pans drawers. The primary suite is tucked at the back of the home to soak in the best of the views, and its spa-like en-suite bath has been beautifully remodeled with a makeup counter, dual sink vanity, freestanding soaking tub, separate walk-in shower, and an oversized walk-in closet with custom organization. Two additional bedrooms share a convenient Jack-and-Jill bathroom on the same wing, while a fourth bedroom, full bathroom, and separate powder bath sit privately on the opposite side of the home, ideal for in-laws, guests, or a private home office. Upstairs, a massive loft currently set up as a game room offers a pool table, wet bar with counter seating, its own mini-split, and a powder bath...a true entertainer's dream. Outside is just as impressive: private pool and spa, outdoor BBQ with counter seating, and multiple patio and seating areas make the most of the expansive backyard's lush lawn, while the beautifully landscaped front yard adds to the home's curb appeal. Car enthusiasts and hobbyists will love the 4-car garage with Swiss track flooring and a mini-split A/C unit, plus a huge driveway that comfortably fits 9-10 vehicles. Topped off with energy-saving solar panels, this exceptional home offers luxury, privacy, and unforgettable views in one rare package. Welcome Home!

34830 Olive Tree, Yucaipa

$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

$599,000

5 Beds ⋅ 3 Baths ⋅ IG26161154 MLS ⋅ Active Under Contract Status

Nestled in the highly desirable upper Yucaipa area, this beautifully maintained custom tri-level home offers exceptional curb appeal, mountain views, and a spacious lot of over 1/4 acre. A long driveway, mature landscaping, RV parking, and a two-car attached garage create an impression while providing ample space for vehicles, toys, and guests. Inside, you'll find a light-filled interior featuring tasteful neutral colors, fresh interior paint, new carpet, and classic plantation shutters. The thoughtfully designed floor plan offers flexibility for a variety of lifestyles. The main level serves as the heart of the home with an inviting living room, formal dining area, and well-appointed kitchen—perfect for everyday living and entertaining. The lower level features a versatile bedroom complete with a wet bar, making it ideal as a guest suite, family room, game room, or private home office. A convenient laundry room and updated half bath complete this level. Upstairs, retreat to the spacious primary suite featuring a private balcony where you can enjoy peaceful mornings and beautiful views. The large primary bath includes dual vanities, a soaking tub, separate shower, and generous closet. Three additional bedrooms and a guest bathroom provide plenty of room for family and guests, with the guest bath also beautifully remodeled. Step outside to enjoy the expansive yard with lush lawn, mature trees, attractive landscaping, and plenty of room to entertain, garden, or even add a pool. The combination of privacy, usable outdoor space, and scenic surroundings makes this property truly special. With its custom design, flexible floor plan, tasteful updates, oversized lot, RV parking, and sought-after upper Yucaipa location, this home offers the perfect blend of comfort, functionality, and timeless appeal.

11666 Madison Street, Yucaipa

$254,900

2 Beds ⋅ 2 Baths ⋅ SW26149200 MLS ⋅ Active Under Contract Status

Welcome to Plantation on the Lake, Southern California’s premier 55+ retirement community! This well maintained 2 bed + office, 1-3/4 ba (walk-in shower in primary) offering the perfect blend of living space and functionality. Enjoy whole-house plantation shutters for added privacy and timeless style, along with high-efficiency ceiling fans throughout. The large eat in kitchen features a nice size island as well as a walk-in pantry and in the laundry room enjoy direct access to the attached "rare" oversized garage with room for cars, recreational vehicles, tools, and additional storage. Experience true resort-style living with an impressive array of amenities, including recreation centers, sparkling pools, relaxing hot tubs, fitness centers, pickleball courts, dog parks, libraries, billiards, card rooms, fire pits, and a full calendar of social activities and community events. Beautifully maintained grounds and a welcoming atmosphere make it easy to enjoy an active or peaceful lifestyle. Located near new shopping centers, everyday conveniences, and major freeways. This home offers exceptional value and convenience, including, refrigerator, range, washer and dryer.

10961 Desert Lawn (508 Poplar) Drive Unit 508, Calimesa

$849,900

4 Beds ⋅ 3 Baths ⋅ IG26122820 MLS ⋅ Active Status

A rare Upper North Yucaipa single-story home offering luxury craftsmanship, multi-generational comfort, and gated RV accommodations — all on a private lot with spectacular mountain and sunset views close to shopping, freeways, and local attractions. Set on one of the quietest streets in North Yucaipa, this beautifully maintained 4-bedroom, 3-bathroom home delivers a premium lifestyle with bright open living spaces, a spacious great room with a cozy fireplace, and a beautifully appointed chef’s kitchen offering the perfect blend of everyday practicality and upscale entertaining. Wide hallways, no interior thresholds, and a roll-in shower add high-end accessibility and long-term value. This home features two full primary suites, providing exceptional flexibility for multi-generational living, long-term guests, or private quarters for extended family. The main primary suite includes two walk-in closets and a spa-style bath, while the second suite offers its own private full bathroom and generous space. Outside, the property stands out with gated RV parking on both sides — one equipped with full hookups and the other with partial hookups for added versatility and value. The backyard is the showpiece of the home — a peaceful outdoor retreat with an expansive covered patio that captures spectacular mountain and sunset views, perfect for relaxing, dining, and enjoying Upper North Yucaipa’s natural beauty year-round. Located minutes from Oak Glen, the regional park, and Yucaipa’s shopping and dining — with quick access to the 10 and 210 freeways — this home blends luxury quality, comfortable lifestyle, and exceptional value in one of the area’s most desirable neighborhoods.

35102 Persimmon, Yucaipa

$1,485,000

3 Beds ⋅ 3 Baths ⋅ PW26105840 MLS ⋅ Active Status

78,843 square foot giant lot with a front and back entrance with two 40 x 60 all steel fully permitted warehouses with tons of storage on the lot Can drive heavy trucks and equipment in from the East and West entrances both with wide gates with reinforced heavy-duty concrete with over 100 yards of driveway space along with true RV parking and RV sewer hookup and water! Perfect for your race cars, campers, toys, automotive storage The roll up doors are extra tall and the warehouses are built like tanks. So much storage. Live in the residential home that is a 3-bedroom 3 bath complete with a bathroom in the Man Cave Garage. The garage is spacious and the garage door opens up to the lot for additional storage. So much you can do here. The grounds are well maintained and there is even an exotic rare catus garden. The warehouses have steel roofs and the over 15-foot steel doors are perfect for all of your storage needs. There is even an existing car lift. The house is the perfect place to have an onsite caretaker to watch over all of your stuff. Do not pay for RV storage ever again The house has an incredible open floor plan with a great kitchen with granite counter tops. Lots of storage and the neighborhood is fantastic. You could do almost anything with this giant lot. A great place to call home and store your boat and camper at the same time! So close to downtown Yucaipa. Close to the golf course, wilderness park and all of your favorite little coffee shops and walking trails. In between Thermal and the mountains are calling. Just a quick drive up the back side to Lake Arrowhead or Running Springs. Perfectly situation close to the Palm Springs airport or Ontario International airport and even the private Chino airport. Solid roof, great plumbing and good electrical. No need to look any further. You have found the perfect place to call home and work at the same time! Build that ADU you have always dreamed of or plant that giant garden. Room for the kids to play and a great space to come home to. Mint condition. The owner has kept this home in superior condition. Come on over and stay awhile and enjoy our Mountain view! Have your morning coffee out on the back porch or sit out under the front porch for pure serenity and peace. A property like this only comes up once in a great while. You can almost never find a beautiful home complete with giant 40 x 60 all steel warehouses that are FULLY PERMITTED. You could even store your planes here. Excellent investment.

12681 Bryant, Yucaipa

$1,225,000

4 Beds ⋅ 3 Baths ⋅ IG26061388 MLS ⋅ Active Under Contract Status

Over two acres in Oak Glen with a single story 2013 build, an attached four car garage, stables, and a separate guest home. Welcome to Snow Line Ranch! Located on a private street in the picturesque town of Oak Glen, this custom built home sits directly across from the protected Wildlands Conservancy. You approach the property and are greeted by stunning mountain views. This land was previously owned by Kevin Costner. Enter the home past the large front porch, or directly from the oversized four car garage (est. over 1200 sq ft) , which features even more storage space in a dedicated loft overhead. The great room in the center is the heart of the home. A sizable living area features a rock wall with a wood burning stove. This opens up to a foyer, dining, and a large kitchen. All of these rooms are filled with natural light from large double pane windows. High end touches included a conventional double oven, a walk in pantry, excellent counter space, and the farmhouse sink. You may actually enjoy dishes with this view! The spacious primary suite is off of the kitchen, with it's own walk-in closet and a sizable bath. There is a large shower and a soaking tub. There are three additional bedrooms opposite the family room, all with sizable closet space. One features French doors, and is currently in use as a home office. This home even has a basement (estimated at 432 square feet, and not included in the online square footage). Heading outside, there is a 2023 Park Model manufactured home with two additional bedrooms, kitchen, living space, and even laundry hookups (estimated at 392 square feet, and not included in the online square footage). With it's own permanent water, power and septic hookups, this is perfect for a home office, guest space, or extended live-in family. This private location on Raspberry means serene country living without the inconveniences of being too far off the grid. We are only 15 minutes from Stater Brothers Market in Upper Yucaipa, and just around the corner from local Oak Glen dining. There is a paid solar system - owners total Edison power bill in 2025 was less that $100. Sellers use Starlink for internet. The Generac propane generator and the Oak Glen Domestic Water Company Share are also included in the sale.

11821 Raspberry, Oak Glen

$1,094,400

3 Beds ⋅ 3 Baths ⋅ IV26017542 MLS ⋅ Active Status

Country living meets modern convenience in the charming small-town atmosphere of Yucaipa, California. This exceptional homesite is nestled on an estimated ½-acre plus lot in a quiet cul-de-sac above Yucaipa Creek, offering stunning mountain and valley views. This home features 3,147 SQFT, 3 spacious bedrooms, 3 bathrooms, and a 3 car garage. Designed with entertaining in mind, the open floor plan flows seamlessly from the large kitchen to the great room, connecting the front courtyard with a covered rear patio for year-round indoor-outdoor living. The chef-inspired kitchen includes: A large quartz island, Stainless Steel Appliances Package, including: 40" Built-in Refrigerator, 48" Range with Double Ovens, 48" hood, Wall Oven, Microwave, and Dishwasher. Interior Included Features 7 1/4" Baseboards, Wide entry Door, Tall Decorative Interior Doors, 10 Foot ceilings in main living areas and Primary Bedroom. The primary suite is a luxurious retreat, featuring: A sliding barn door leading to the spa-like bathroom, A Roman Tub, large walk-in shower with Bench seating and Designer Decorative Tile Walls, an oversized walk-in closet, Additional highlights: Owned solar panels for energy efficiency, High-quality dual-pane windows, Top and bottom insulated attic, and No HOA. RV-accessible side yard with clean-out installed. Expansive Vinyl privacy fenced backyard with room for a pool ADU, workshop, or anything else you envision. Pool can be built with the home if using builders pool company. Please note: Photos shown are of the model home, Lot 10 is a quick close home with lots of upgrades. Our most popular Plan 2 is almost sold out lot 10 is the only one left...Last one Don't miss out

35873 Wildwood Crest Drive, Yucaipa

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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.