Yucaipa/Calimesa/Oak Glen (269) Homes with Traditional Style

Welcome to the enchanting region of Yucaipa, Calimesa, and Oak Glen, where the charm of traditional homes meets the breathtaking beauty of Southern California. Nestled in the San Bernardino Mountains, this picturesque area is known for its stunning landscapes, friendly neighborhoods, and a rich tapestry of community life.

Yucaipa offers a delightful blend of suburban tranquility and outdoor adventure. With its rolling hills, lush parks, and proximity to the San Bernardino National Forest, residents can enjoy hiking, biking, and exploring nature just minutes from their front doors. Calimesa, a quaint city adjacent to Yucaipa, boasts a tight-knit community atmosphere, where local events bring residents together and foster lasting friendships. Meanwhile, Oak Glen is renowned for its apple orchards and stunning vistas, providing a serene escape for those seeking a slice of rural charm.

In this beautiful region, traditional-style homes are a hallmark of the local architecture. These homes exude warmth and character, often featuring inviting front porches, classic gabled roofs, and well-manicured gardens. Inside, you’ll find spacious layouts that are perfect for family gatherings and cozy evenings by the fireplace. Many of these homes are situated on tree-lined streets, enhancing the overall appeal of the neighborhoods.

Whether you’re a first-time homebuyer or looking to settle down in a peaceful community, Yucaipa, Calimesa, and Oak Glen offer a unique blend of traditional charm and modern convenience. Come discover your dream home in this captivating corner of California, where every day feels like a breath of fresh mountain air.

Newest Yucaipa/Calimesa/Oak Glen (269) Homes with Traditional Style

$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

$545,000

4 Beds ⋅ 3 Baths ⋅ BB26147893 MLS ⋅ Active Status

Tucked away on a peaceful residential street, this beautifully maintained traditional home offers the perfect balance of warmth, functionality, and outdoor space. With a spacious backyard and a quiet neighborhood setting. This inviting residence features 4 bedrooms and 3 bathrooms within approximately 1,450 square feet of thoughtfully designed living space. Every square foot has been carefully utilized to create a comfortable and efficient floor plan that feels both welcoming and functional. Natural light fills the home, complementing the cozy traditional design and creating a bright, airy atmosphere throughout. The living room is centered around a charming fireplace, providing the perfect gathering place to relax with family and friends or unwind after a long day. Central air conditioning ensures year-round comfort, making every season enjoyable. The well-designed kitchen flows seamlessly into the dining and living areas, creating an ideal layout for entertaining or everyday living. Each bedroom offers comfortable accommodations, while the three full bathrooms provide convenience and flexibility for a variety of living arrangements. Situated on an 8,712-square-foot lot, the property truly shines outdoors. The expansive backyard offers endless possibilities for customization. With plenty of room to personalize, the backyard provides the opportunity to expand your outdoor lifestyle while enjoying the privacy and tranquility of the neighborhood. Adding even more value is the 3-car garage, offering abundant parking, storage, or space. Conveniently located near local schools, neighborhood parks, small retail shops, and restaurants, this home provides easy access to everyday essentials while maintaining the peaceful atmosphere of a quiet residential community. Its location offers the perfect combination of convenience and relaxation; with its traditional charm, spacious outdoor setting, desirable amenities, and inviting atmosphere, this is a property you'll be proud to call home. *Some images in this listing have been virtually staged*

185 Vista, Calimesa

$599,999

3 Beds ⋅ 2 Baths ⋅ CV26132951 MLS ⋅ Active Under Contract Status

Located on a quiet cul-de-sac in the desirable Chapman Heights golf community of Yucaipa, this beautifully updated single-story home sits on a prime, oversized lot and features an inviting open floor plan. The heart of the home is the stylish remodeled kitchen, showcasing quartz countertops, a farmhouse sink, recessed lighting, and modern cabinetry that flows seamlessly into the dining and living areas. Cozy up by the living room fireplace while enjoying the fresh interior paint, new light fixtures, and luxury laminate flooring that runs throughout the home for a cohesive, move-in-ready feel. The expansive primary bedroom is a true retreat, offering a generous ensuite sitting area that can flex as a nursery, office, workout space, or lounge—whatever you need. With direct access to the backyard from the primary suite, indoor-outdoor living is effortless. 2 other bedrooms are spacious, and the Bathrooms have been nicely updated with new vanities and light fixtures. Indoor Laundry and direct garage access. Whether you’re entertaining or simply relaxing, you’ll love coming home to this thoughtfully updated property in one of Yucaipa’s most sought-after golf course communities.

11748 Fairway Drive, Yucaipa

$559,000

3 Beds ⋅ 2 Baths ⋅ IG26136631 MLS ⋅ Active Status

Home Sweet Home is Real!! Especially when you become the new owner of this upgraded and meticulously cared for home! From the minute you pull up the driveway and are welcomed by the beautiful roses and cozy front porch, you will know you are home! Situated in a lovely neighborhood far enough away from the freeway yet close enough for convenience. True pride of ownership is reflected throughout this 3 bedroom 2 bath single story home. The open floor plan with high ceilings welcomes in the natural light. Just completed upgrades include beautiful lightwood tone laminate vinyl plank flooring throughout. Interior and exterior painting. Quartz countertops in the kitchen, stainless steel appliances, and several bathroom upgrades. The backyard is paradise! Calm, private, soothing, lush landscaping..a true retreat. Stamped concrete patio, vinyl fencing all around. Additionally, the roof is just 5 years old. Everything is in place to make this home yours....you don't want to miss it!

33542 Pecan, Yucaipa

$645,000

5 Beds ⋅ 3 Baths ⋅ IG26124456 MLS ⋅ Active Status

Welcome to this beautifully designed newer-construction home located in one of Yucaipa's desirable communities. Offering approximately 2468 square feet of living space, this spacious residence features 5 bedrooms and 3 bathrooms, providing plenty of room for growing families, multigenerational living, or first time home. Step aside to discover an open-concept floor plan filled with natural light, a modern kitchen that flows seamlessly into the dining and living areas and thoughtfully designed spaces ideal for both everyday living and entertaining. A convenient downstairs bedroom and full bath adds flexibility for guests or extended family. The generous primary suite offers a private retreat with ample space, while additional bedrooms provide comfort and versatility. Enjoy the benefits of a newer home with contemporary finishes, energy efficient features and low maintenance living. Conveniently located near parks, shopping, dining, and commuter routes, this move in ready home combines modern style, comfort, and convenience in the heart of Yucaipa. FULLY LANDSCAPED FRONT AND BACK, LOW BILLS DUE TO TANKLESS WATER HEATER AND PAID IN FULL SOLAR PANELS. Your next chapter starts here-schedule your showing today!

31962 Chagall, Yucaipa

$3,750,000

7 Beds ⋅ 7 Baths ⋅ SW26123615 MLS ⋅ Active Status

A rare opportunity to own one of Yucaipa's premier legacy estates, offering 50+ acres of privacy, natural beauty, exceptional amenities & future potential. Bordering Wildwood Canyon State Park along the side & rear boundaries, this remarkable property combines luxury living, equestrian facilities, detached guest accommodations & unmatched recreational opportunities amid majestic oak trees & panoramic views. The impressive 9,400± square foot custom residence has been beautifully remodeled with new carpet, fresh interior paint, an updated kitchen, new appliances, stylish lighting fixtures & new bathroom flooring. Designed for entertaining on a grand scale, the home features a spectacular great room with a full bar & expansive gathering spaces. The chef's kitchen showcases a Viking range, oversized granite breakfast bar, butler's pantry & 2 large pantries. The home offers 6 bedrooms & 7 bathrooms, including an exceptional primary suite with a fireplace, wet bar, dual bathrooms, two enormous walk in closets & 2 private balconies overlooking the surrounding mountains. Spa inspired primary baths feature steam sauna showers, while one includes a luxury jetted soaking tub for two with breathtaking views. A private office with its own balcony & closet offers flexibility as a potential additional bedroom. Bathrooms throughout the home feature custom antique vanities with granite countertops. Indoor & outdoor living blend seamlessly with multiple view decks, including one with a fireplace, perfect for entertaining & enjoying the spectacular views. Equestrian amenities include a well appointed barn with 8 stalls & individual turnouts, tack room, storage room, air conditioned office, riding arena, & fenced pastures. Additional improvements include a detached guest house, multiple garages & workshops & a 1,200+ square foot attached garage. The dedicated RV area features four full hookup sites with 50 amp service, concrete pads, picnic tables, in ground BBQs & a separate septic system. The acreage offers potential for additional homesites, creating opportunities for a multigenerational compound, private retreat, or future expansion. With an electric gated entrance, exceptional privacy & direct access to Wildwood Canyon State Park, this one of a kind estate offers a lifestyle rarely found in Southern California. An extraordinary offering where luxury, land, recreation & privacy come together in one of Yucaipa's most exceptional properties.

36442 Wildwood Canyon, Yucaipa

$375,999

2 Beds ⋅ 2 Baths ⋅ TR26098117 MLS ⋅ Active Status

Welcome to Mini Mansions — Calimesa's Beloved 55+ Community! This beautifully remodeled 1,250 sq. ft. home checks every box. Featuring 2 bedrooms, 2 full bathrooms, a bright golf course-view family room, electric fireplace, new roof, new maple flooring, and double-paned windows throughout. The kitchen offers ample cabinetry and all appliances included. Both bathrooms have been updated, with safety rail walk-in options for added comfort. Large interior laundry room, 1-car garage, and 1 additional parking space. Steps from the sparkling community pool. Minutes to shopping, dining, parks, and the charming historic downtown of neighboring Yucaipa. Close to Redlands, Loma Linda, San Gorgonio, and VA hospitals. Easy freeway access to the 10, 60 & 215 — with quick drives to Palm Springs, Big Bear, Las Vegas, and Los Angeles. The perfect home for downsizers and empty nesters seeking peace, community, and convenience. The only thing missing is you. Let's close!

199 Summit View Drive Unit B, Calimesa

$515,000

3 Beds ⋅ 2 Baths ⋅ BB26090820 MLS ⋅ Active Status

Sunlit comfort and a true sense of home come together at 34947 Avenue C in Yucaipa. Tucked into a well-established neighborhood, this inviting property offers a relaxed lifestyle with the charm and convenience that make everyday living easy and enjoyable. This welcoming home features 3 bedrooms and 2 bathrooms across approximately 1,739 sq ft of thoughtfully designed living space. The layout offers a natural flow between living areas, with abundant sunlight creating a bright, airy atmosphere throughout. The home provides the comfort and flexibility to fit a variety of lifestyles. Set on a generous 7,500 sq ft lot, the backyard offers plenty of room to create your own outdoor retreat. Imagine weekend barbecues, a play area, or a peaceful garden space—there’s ample opportunity to design it to suit your needs and make it an extension of your home. The location is ideal for owner-occupants, with nearby local schools, parks, and neighborhood conveniences just minutes away. Yucaipa is known for its strong sense of community, scenic surroundings, and access to outdoor recreation, giving residents the perfect balance of tranquility and accessibility. From nearby shopping and dining to local parks and walking trails, everything you need is within easy reach. With its comfortable layout, bright living spaces, and inviting neighborhood setting, 34947 Avenue C offers a wonderful opportunity to settle into a place that truly feels like home while still leaving room to make it your own. Some images in this listing have been digitally altered.

34947 Avenue C, Yucaipa

$524,990

3 Beds ⋅ 2 Baths ⋅ IG26033904 MLS ⋅ Active Status

Welcome to this beautifully updated single-story home situated on an expansive 14,725 sq. ft. lot in the heart of Yucaipa. Offering approximately 1,707 sq. ft. of living space, this 3-bedroom, 2-bath residence blends comfort, character, and functionality while being conveniently located near local shopping, dining, parks, schools, and charming Downtown Yucaipa with its popular restaurants, boutiques, and community events. Inside, you’ll find newly repainted interiors, upgraded flooring throughout, and spacious bedrooms designed for comfortable everyday living. The home features two separate living spaces that are thoughtfully connected through the central kitchen and dining areas, creating a seamless flow ideal for entertaining, gatherings, or flexible day-to-day living. The front living area offers welcoming space to relax and host guests, while the rear family room showcases dramatic vaulted beamed ceilings, a cozy fireplace, and French doors leading to the covered patio for effortless indoor-outdoor living. The kitchen is equipped with white GE appliances and offers comfortable flow into the dining and living areas. The spacious primary bedroom features its own en suite bathroom, creating a private retreat within the home. Ceiling fans in every bedroom add year-round comfort and efficiency, while the laundry room offers added convenience with its own utility sink. Additional upgrades include newly repainted exterior paint, along with the AC system, roof, and water heater, all replaced within the last 3–5 years. The attached two-car garage with extended driveway features a newer garage door, an additional utility sink, workbench area, and built-in cabinet storage, providing excellent functionality for hobbies, projects, or extra organization needs. Outside, the oversized backyard offers endless possibilities with room to garden, entertain, or expand, all enhanced by a beautiful mature magnolia tree that adds charm, shade, and character to the outdoor setting. This is a wonderful opportunity to enjoy single-story living on a large lot in one of Yucaipa’s desirable established neighborhoods. **Some photos have been virtually staged and/or digitally enhanced.

13555 3rd, 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.