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

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

$799,900
4 Beds ⋅ 2 Baths ⋅ OC26155196 MLS ⋅ Active Status
Upper Yucaipa Corner-Lot Home with Owned Solar & Nearly 12,000 Sq Ft Lot Welcome to one of Upper Yucaipa’s most desirable neighborhoods, where spacious lots, pride of ownership, and a peaceful setting create the perfect place to call home. Situated on a premium corner lot, this beautifully maintained single-story residence offers 2,277 square feet of thoughtfully designed living space with 4 bedrooms, 2 bathrooms, owned solar, and an expansive 11,900-square-foot lot. Designed for both comfortable everyday living and effortless entertaining, the open floor plan welcomes you with abundant natural light and inviting living spaces. The spacious family room is centered around a cozy fireplace and flows seamlessly into the kitchen, where a large center island, generous counter space, and abundant cabinetry create the perfect gathering place for family and friends. The private primary suite offers a relaxing retreat with a spacious walk-in closet and an ensuite bath, while three additional bedrooms provide flexibility for family, guests, or a dedicated home office. Step outside and discover one of this home’s most impressive features—an expansive backyard that offers both privacy and endless possibilities. Beautifully landscaped and thoughtfully designed, it provides plenty of room to create the outdoor oasis you’ve always envisioned. Whether you dream of a custom pool, outdoor kitchen, sports court, garden retreat, or expanded entertaining space, the possibilities are nearly endless. The covered patio creates the perfect setting for morning coffee, weekend barbecues, and relaxing evenings with family and friends. Additional highlights include plantation shutters throughout, owned solar for improved energy efficiency, an indoor laundry room, attached two-car garage, and mature landscaping that enhances the home’s outstanding curb appeal. Ideally located just minutes from parks, hiking trails, shopping, dining, and convenient commuter routes, this exceptional property offers the perfect balance of comfort, privacy, and convenience in one of Upper Yucaipa’s most sought-after neighborhoods. Move-in ready and meticulously maintained, this is a rare opportunity to own a home that combines generous living space, an oversized lot, and timeless appeal in an outstanding location.

35579 Country Creek Drive, Yucaipa
$720,000
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
$745,000
4 Beds ⋅ 3 Baths ⋅ IG26066527 MLS ⋅ Active Under Contract Status
Back on market at no fault of the seller's. Welcome to this beautiful two-story home in the popular Chapman Heights community of Yucaipa. This home sits in a great location with amazing views of the golf course and has been updated over the last three years. As you walk in, you’ll notice the high ceilings and open feel right away. The home has 4 bedrooms and 3 bathrooms, including a bedroom and full bathroom downstairs, perfect for guests or family. Upstairs, the primary bedroom has its own fireplace and a private balcony with great views. The primary bathroom includes a soaking tub, separate shower, and a large walk-in closet with natural light. Many updates have already been done for you, including new paint inside and outside, new flooring throughout the entire home (including the stairs), and an updated kitchen with new countertops, backsplash, and appliances. The home also has brand new high-efficiency A/C units to help keep you comfortable. The kitchen offers plenty of counter space, double ovens, a pantry, and easy access to the laundry room. Other features include ceiling fans, plantation shutters, and crown molding. Upstairs also includes a loft and an office area. The backyard is great for relaxing or entertaining, with newer pavers, a large covered patio, and peaceful golf course views. The front yard has also been updated with newer landscaping. The home also includes finished garage spaces that can be used for a gym, workshop, or extra storage. Located close to parks, shopping, restaurants, hiking trails, and schools, this home is move-in ready and in a great neighborhood. *Some photos have been digitally staged and virtually enhanced.*

11907 Southwind Way, Yucaipa
$1,177,420
5 Beds ⋅ 4 Baths ⋅ IV26048800 MLS ⋅ Active Status
Wildwood Estates Where Your Dream Farmhouse Style Home Comes to Life, Lot 11 isn’t just a parcel of land—it’s the beginning of something extraordinary. In this beautifully designed 3,849 SQFT home 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 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. The open-concept kitchen & great rm, oversized quartz island and custom cabinetry, this space is built for entertaining! Our standard kitchen appliance package includes 48” professional-grade range & double ovens, a 40” built-in refrigerator, wall oven, microwave & a commercial vented hood. You’re not just cooking here; you’re hosting, gathering & living—perfect for California’s lifestyle. A deep Roman tub, an oversized walk-in shower w/ bench seating & rain head, & walls lined w/ designer tile create a daily escape. Your wrap around walk-in closet is built for both utility & indulgence. Upstairs, you’ll find 4 spacious bedrooms & large bonus—perfect for a game rm, home theater, or creative studio. 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, From countertops to flooring, paint colors to cabinetry, this house is thoughtfully designed with every detail working together to create a space that feels both stylish and welcoming. Pictures are of our model...This home has UPGRADED cabinets, quartz counter tops with full back splash bath finishes and 16' triple slider to the back yard and more. This is a quick close home. Don't miss out only a few left. This is our Plan 3 on Lot 11

35871 Wildwood Crest Drive, Yucaipa
$695,000
3 Beds ⋅ 3 Baths ⋅ TR26045132 MLS ⋅ Active Status
Welcome to this beautifully upgraded 2022 Richmond American home located in the highly desirable Overlook at Summerwind Trails community. Situated on a premium corner lot with no rear neighbors and a builder selected lot premium for the backyard view, this thoughtfully positioned south-facing home offers privacy, natural light, and modern design throughout. With over $70,000 in builder upgrades, the home showcases a modern open-concept floor plan perfect for entertaining. The spacious great room flows seamlessly into the upgraded kitchen, complete with quartz countertops, 41-inch upper cabinets, soft-close cabinetry throughout, a large center island, built-in oven with microwave combo, gas cooktop, designer stainless steel hood, dishwasher, refrigerator (included), and a pantry with custom owner-added shelving and drawers for enhanced storage. Wood-look waterproof luxury vinyl flooring runs throughout the entire home, including wet areas, complemented by upgraded 5-inch baseboards, 8-foot doors, and 9-foot ceilings. Ceiling fan prewires are installed in the great room and primary bedroom. The primary suite features a spacious closet with built-in organization system and a well-appointed bathroom with soaking tub, separate shower, dual sinks, quartz counters, and upgraded fixtures. Additional features include upgraded toilets in all bathrooms, tankless water heater, central AC and heat, energy-efficient dual-pane windows, leased solar panels, built-in speaker system in both the living area and covered outdoor patio, and a spacious two-car garage. The property includes front yard drip irrigation on timer, landscaped front yard, and a private backyard ready for your vision. Proposed Backyard Design Renderings: Backyard images are architectural landscape custom outdoor plan renderings created by a trusted licensed landscape design service. Renderings are for illustrative purposes only and do not represent existing conditions. The backyard is not currently built as shown. All backyard blueprints and digital renderings will be included with the sale of the home. Buyer to verify feasibility and permitting requirements. Located just 0.2 miles from Summerwind Trails K-8 School and near parks and community amenities. HOA is approximately $111 per month. This is a rare opportunity to own a highly upgraded, corner-lot home in one of the area’s most sought-after neighborhoods.

1224 Joshua Tree Road, Calimesa
$1,389,102
5 Beds ⋅ 4 Baths ⋅ IV26028978 MLS ⋅ Active Status
MODEL MODEL MODEL! Welcome to Wildwood Estates Where Your Dream Farmhouse Style Home Comes to Life Wildwood Estates, Lot 1 isn’t just a parcel of land—it’s the beginning of something extraordinary. In this beautifully designed 3,849 SQFT home 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 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. The open-concept kitchen & great rm, oversized quartz island and custom cabinetry, this space is built for entertaining! Our standard kitchen appliance package includes 48” professional-grade range & double ovens, a 40” built-in refrigerator, wall oven, microwave, & 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 patio—perfect for California’s lifestyle. This exquisite luxury backyard is designed as a private resort-style retreat, around a stunning custom pool paired with an elegant spillover spa. The elevated spa cascades gently into the pool below, creating a soothing waterfall effect and a tranquil soundtrack for outdoor living. Whether basking in the sun by day or enjoying the ambient lighting by night, thoughtfully crafted outdoor oasis offers the perfect balance of sophistication, comfort, and serene beauty. As the day winds down, retreat to your downstairs primary suite w/ 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 & rain head, walls lined w/ designer tile create a daily escape. Your wraparound walk-in closet is built for both utility & indulgence. Upstairs, you’ll find 4 spacious bdrms & large bonus—perfect for a game rm, 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 lives smart: with owned solar panels, Dual-pane windows, fully insulated attic (top & bottom), 7¼” baseboards, No HOA, RV-accessible side yard w/clean-out. From countertops to flooring, paint colors to cabinetry, this house is thoughtfully designed with every detail working together to create a space that feels both stylish and welcoming. This is our Plan 3 MODEL on Lot 1

35891 Wildwood Crest Drive, Yucaipa
$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.