Yucaipa/Calimesa/Oak Glen (269) Homes with On Street Parking features

Welcome to the picturesque region of Yucaipa, Calimesa, and Oak Glen, nestled in the heart of Southern California! This charming area is renowned for its stunning mountain views, lush landscapes, and a tight-knit community that embodies the essence of small-town living. Just a short drive from the bustling cities of San Bernardino and Riverside, residents enjoy the perfect blend of tranquility and convenience.

Yucaipa is celebrated for its beautiful parks, hiking trails, and a vibrant downtown area filled with local shops and eateries. The annual events, like the Yucaipa Music and Arts Festival, bring the community together, showcasing local talent and fostering a sense of belonging. Meanwhile, Calimesa offers a serene atmosphere with its spacious lots and friendly neighborhoods, making it an ideal place for families and retirees alike. Just a stone’s throw away, Oak Glen is famous for its apple orchards, inviting visitors to pick their own fruit and savor the beauty of nature throughout the seasons.

For those seeking homes in this delightful area, you’ll find a variety of properties that offer on-street parking, providing convenience and accessibility for residents and guests alike. Whether you’re looking for a cozy cottage or a spacious family home, the real estate opportunities here cater to diverse lifestyles and budgets.

Experience the warm community spirit, stunning natural beauty, and the perfect blend of modern amenities in Yucaipa, Calimesa, and Oak Glen. This region is more than just a place to live – it’s a place to call home!

Newest Yucaipa/Calimesa/Oak Glen (269) Homes with On Street Parking features

$1,249,000

5 Beds ⋅ 4 Baths ⋅ CV26189602 MLS ⋅ Active Status

37191 Wildwood View, Yucaipa

$548,990

3 Beds ⋅ 3 Baths ⋅ IG26184586 MLS ⋅ Active Status

Located in the Cedar Glen community of Chapman Heights - 3 bedroom, 2.5 bathroom single-family residence. Kitchen features island with counter space for meal preparation and seating, recessed lighting, and open floor plan connecting kitchen, dining and living areas. Upstairs features loft / bonus area suitable for office, relaxation area, or additional living space. Property includes primary suite with private bathroom, additional bedrooms with walk in closets. 2-car garage and yard area. Home has the amenities offered by Chapman Heights; walkways, trails, parks, well maintained landscaping throughout. Conveniently located near Yucaipa Valley golf club, restaurants, shopping, entertainment and freeway access.

33795 King, Yucaipa

$799,900

4 Beds ⋅ 2 Baths ⋅ OC26155196 MLS ⋅ Active Status

BACK ON MARKET — BUYER COULD NOT PERFORM! SPECIAL FINANCING OPPORTUNITY — QUALIFIED BUYERS MAY PURCHASE WITH LESS THAN 1% DOWN! This property qualifies for a special financing program offering an up to $20,000 GRANT that does not need to be repaid and may be applied toward the buyer’s down payment. Program also features NO PMI and competitive interest rates for qualified buyers. This is a true grant—not a second loan. Program eligibility and loan qualification requirements apply. Contact the listing agent for program and lender details. Upper Yucaipa | Corner Lot | Owned Solar | Nearly 12,000 Sq Ft Lot Welcome to one of Upper Yucaipa’s most desirable neighborhoods! This beautifully maintained single-story home offers 2,277 sq ft with 4 bedrooms, 2 bathrooms, owned solar, and an impressive 11,900 sq ft corner lot. Step inside to a bright, open floor plan filled with natural light. The spacious family room features a cozy fireplace and flows into the kitchen with a large center island, abundant cabinetry, and generous counter space—perfect for everyday living and entertaining. The private primary suite features a spacious walk-in closet and ensuite bath, while three additional bedrooms offer flexibility for family, guests, or a home office. The backyard is where this home truly shines! Enjoy beautiful landscaping, a custom waterfall, expansive covered patio, and plenty of room for a future pool, outdoor kitchen, sports court, or additional entertaining space. Additional features include plantation shutters throughout, indoor laundry, attached two-car garage, mature landscaping, and owned solar to help reduce energy costs. Conveniently located near parks, hiking trails, shopping, dining, and commuter routes. A rare opportunity to own an exceptional Upper Yucaipa home with space, privacy, owned solar, and an outstanding financing opportunity. Schedule your private showing today!

35579 Country Creek Drive, Yucaipa

$705,000

5 Beds ⋅ 3 Baths ⋅ 219150121DA MLS ⋅ Active Status

Luxury, comfort, and unforgettable entertaining come together in this beautifully upgraded Calimesa home. Built in 2017, this spacious 5-bedroom, 3-bath residence has been thoughtfully enhanced with premium finishes throughout, including plank-style tile flooring, crown molding, custom stone accent walls, upgraded lighting, and designer touches that create a warm yet sophisticated feel.The open-concept design flows effortlessly into an expansive kitchen featuring a large center island that overlooks the living room with a cozy fireplace, making it the perfect gathering space.What truly sets this home apart is the incredible backyard designed for entertaining. Host family and friends around the fully equipped outdoor kitchen complete with a BBQ, flat-top griddle, sink, hidden lighting, and a motorized TV that rises from the countertop with the touch of a button. Gather around one of two custom fire pits and simply enjoy Calimesa's scenic surroundings from your own private retreat.Additional highlights: Custom home theater, upgraded garage with epoxy flooring, overhead storage, built-in shelving, solar, stacked stone exterior accents, and custom paver hardscaping.This isn't just a home, it's a place where everyday living feels like a getaway.

102 Knoll Crest Drive, Calimesa

$1,123,110

5 Beds ⋅ 4 Baths ⋅ IV26129641 MLS ⋅ Active Status

Where Your Dream Farmhouse Style Home Comes to Life in a peaceful cul-de-sac @ Wildwood Estates, Lot 20 isn’t just a parcel of land—it’s the beginning of something extraordinary. A beautifully designed 3,849 SQFT home is about to take shape. You’ll be welcomed by the open skies over the mountains, & a neighborhood that feels miles away from city noise—but just minutes from every convenience. The entryway stretches long & elegant, that leads you through tall decorative doors & into a space flooded w/ natural light. A formal dining room for holiday meals & Sunday dinners, w/ swinging galley doors to a butler’s pantry & walk-in storage. Step further into the heart of the home: the open-concept kitchen & great room. Oversized quartz island, custom cabinetry in the finish of your choice. Space is built for entertaining—w/ a 48” professional-grade range & double ovens, a 40” built-in refrigerator, wall oven, microwave, & even a commercial vented hood. You’re not just cooking here; you’re hosting, gathering, & living. Beyond the kitchen, wide glass sliders open to a covered rear patio—perfect for California’s indoor-outdoor lifestyle. Imagine dinner al fresco under soft string lights or morning coffee w/ views of the San Bernardino mountains. When the day winds down, you retreat to your downstairs primary suite w/ a sliding barn door that opens to a bathroom designed like a private spa. A deep Roman tub, an oversized walk-in shower w/ bench seating & optional rain head, & walls lined w/ designer tile create a daily escape. Your wraparound walk-in closet is generous & built for both utility & indulgence. Upstairs, you’ll find four spacious bedrooms & a large bonus/teen room—perfect for a game room, home theater, or creative studio. The subfloors & staircase have been thoughtfully upgraded for sound insulation, so even a house full of activity feels serene. This home doesn’t just look good—it lives smart: Owned solar panels, Dual-pane windows, fully insulated attic (top & bottom), 7¼” baseboards, No HOA, RV-potential accessible side yard w/clean-out, Vinyl privacy fencing around a backyard big enough for a pool, ADU, or workshop. The best part? There’s still time to choose your finishes. From countertops to flooring, paint colors to cabinetry—you can personalize every inch to fit your vision. Photos & Virtual rendering shown are of the model home & not subject property. Lot 20

35888 Wildwood Crest Drive, Yucaipa

$685,000

3 Beds ⋅ 3 Baths ⋅ TR26045132 MLS ⋅ Active Status

Picture yourself coming home to a place where every day feels just a little more peaceful. Nestled on a premium corner lot with no rear neighbors in the highly sought-after Overlook at Summerwind Trails community, this beautifully upgraded 2022 Richmond American home offers privacy, natural light, and the perfect setting to create lasting memories. From the moment you step inside, the open-concept design invites you to gather. Whether you're hosting friends around the oversized quartz island, preparing meals in the chef-inspired kitchen with premium appliances and soft-close cabinetry, or simply enjoying a quiet evening together, every space was designed for comfortable living. With over $70,000 in builder upgrades, luxury waterproof wood-look flooring throughout, 9-foot ceilings, 8-foot doors, and elegant finishes, this home feels welcoming from the moment you enter. At the end of the day, retreat to your spacious primary suite, where a spa-like bathroom with a soaking tub, separate shower, dual vanities, and a custom-organized walk-in closet creates the perfect place to relax and recharge. Step outside and imagine what's next. The covered patio, complete with built-in speakers, is ready for morning coffee, weekend barbecues, or evenings under the stars. The private backyard is a blank canvas, and professionally designed landscape renderings and complete backyard blueprints by a licensed landscape designer are included with the home, making it easy to bring your outdoor vision to life. Additional features include a tankless water heater, central A/C, leased solar, dual-pane windows, upgraded fixtures, a two-car garage, and front-yard drip irrigation for added comfort and efficiency. Conveniently located approximately 0.2 miles from Summerwind Trails K-8 School and close to parks and community amenities, this beautifully upgraded home offers an exceptional opportunity to enjoy comfort, style, and modern living.

1224 Joshua Tree Road, Calimesa

$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.