Yucaipa/Calimesa/Oak Glen (269) Homes with Suburban Community features

Yucaipa/Calimesa/Oak Glen (269) Homes with Suburban Community features

Welcome to the enchanting region of Yucaipa, Calimesa, and Oak Glen, nestled in the heart of Southern California! This vibrant area is known for its stunning natural landscapes, friendly suburban communities, and a rich tapestry of outdoor activities that make it the perfect place to call home.

Yucaipa, with its charming downtown and family-friendly atmosphere, offers a variety of parks, schools, and shopping options. Residents enjoy a tight-knit community that hosts numerous events throughout the year, fostering connections and friendships. Calimesa, just a stone's throw away, boasts a tranquil vibe with beautiful neighborhoods and scenic views of the San Bernardino Mountains, making it ideal for those seeking a peaceful retreat without sacrificing convenience.

Oak Glen, famous for its apple orchards and picturesque hiking trails, provides a unique blend of rural charm and suburban comfort. The area is perfect for families, outdoor enthusiasts, and anyone looking to escape the hustle and bustle of city life while still being close to urban amenities.

Homes in this region are designed with suburban community features in mind. You'll find spacious backyards, friendly neighbors, and a wealth of local parks where children can play and families can gather. Whether you’re looking for a cozy single-family home or a modern estate, the real estate options here cater to diverse lifestyles and budgets.

Discover the allure of Yucaipa, Calimesa, and Oak Glen—where community spirit meets natural beauty, creating an idyllic backdrop for your next chapter. Embrace the lifestyle you’ve always dreamed of in this charming Southern California oasis!

Newest Yucaipa/Calimesa/Oak Glen (269) Homes with Suburban Community features

$775,000
4 Beds 4 Baths IG26158229 MLS Active Status
If you've been dreaming of luxury living in a resort-style community—without the luxury price tag—this is the one you've been waiting for. Welcome to The Reserve, one of Yucaipa's most sought-after communities, where every day feels like a vacation. Imagine starting your mornings with a friendly game of pickleball, spending warm afternoons relaxing by the sparkling community pool, and ending the day with neighbors and friends at the clubhouse. Step inside to discover an expansive and thoughtfully designed floor plan perfect for modern living. Just off the entry, you'll find a conveniently located downstairs bedroom and full bathroom, ideal for multigenerational living, overnight guests, or a private home office. Multiple living spaces, a formal dining room, and a spacious kitchen create the perfect setting for entertaining, while an additional downstairs powder room adds everyday convenience. Upstairs, an oversized loft offers endless possibilities. Whether you envision a media room, game room, children's play area, home gym, or an additional family room, this versatile space is ready to fit your lifestyle. Retreat to the luxurious primary suite, where breathtaking views of Yucaipa's rolling hills and mountain landscape provide a peaceful backdrop. The spa-inspired ensuite bathroom is designed for relaxation, featuring ample space to unwind after a long day. Completing the suite is an enormous walk-in closet with room for an extensive wardrobe, shoes, luggage, and more. Two additional upstairs bedrooms and another full bathroom provide plenty of room for family and guests. The immaculate two-car garage is every organizer's dream, complete with durable epoxy flooring and abundant built-in cabinetry for exceptional storage. Step outside to your private backyard oasis featuring a covered patio, perfect for alfresco dining, weekend barbecues, or simply relaxing in the shade while enjoying Southern California's beautiful weather. And when you're ready for even more fun, the incredible community amenities are just moments away. Cool off in the resort-style pool, challenge friends to a match on the tennis or pickleball courts, or gather at the clubhouse for community events and unforgettable evenings. If you've been searching for the perfect blend of luxury, comfort, and an active resort-style lifestyle, this exceptional home deserves a place at the top of your list!

31801 Oak Wood Circle, Yucaipa

$599,000
5 Beds 3 Baths IG26161154 MLS Active 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

$149,990
2 Beds 2 Baths IG26158600 MLS Active Status
~~EXCEPTIONAL HOME~PRIDE OF OWNERSHIP SHOWS THROUGHOUT~GREAT CORNER LOT WITH MOUNTAIN VIEWS LOCATED IN YUCAIPAS HIGHLY REQUESTED 55+ COMMUNITY OF HIDDEN VILLAGE, LOW SPACE RENT ONLY $519~UPGRADES INCLUDE... EARTHQUAKE BRACING, NEW DUAL PANE WINDOWS & SLIDER DOOR INSTALLED IN 2025 (FRONT 2 WINDOWS EXCLUDED) NEW AC INSTALLED IN 2020 BY RUSSELLS, NEW VINYL FLOORS INSTALLED IN 2023 THROUGHOUT LIVING ROOM, DINING ROOM, BOTH BEDROOMS, PRIMARY BATH VANITY AREA PLUS GUEST BATH, REAL HARDWOOD FLOORS WERE PREVIOUSLY INSTALLED IN THE KITCHEN~~FAMILY ROOM AND ADD-ON ROOM~BRIGHT LIVING ROOM WITH CEILING FAN~FULL SIZE DINING ROOM WITH BUILT-IN HUTCH~GORGEOUS GALLEY KITCHEN WITH GRANITE COUNTERS WITH PLENTY OF CABINETS AND COUNTER SPACE PLUS BREAKFAST BAR, NEW DISPOSAL IN 2025 PLUS NEW TILED ACCENT WALL BEHIND THE COOKTOP ~ ~SPACIOUS FAMILY ROOM WITH CEILING FAN !!~PRIMARY BEDROOM IS KING SIZE WITH MIRRORED DOORS~PRIMARY BATH IS EXCEPTIONALLY LARGE WITH MIRRORED WALK-IN CLOSET, DUAL VANITY, PLUS TUB/SHOWER WITH ENCLOSURE~ GUEST BEDROOM IS QUEEN SIZE AND HAS SEMI WALK-IN CLOSET~ GUEST BATH HAS LOW PROFILE SHOWER WITH ENCLOSURE PLUS SKYLIGHT~LAUNDRY AREA OFF OF FAMILY ROOM BEHIND MIRRORED DOORS, NEWER STACKABLE WASHER/DRYER INCLUDED~GORGEOUS CALIFORNIA ROOM...PERFECT FOR A SITTING AREA OR HOBBY ROOM/OFFICE~PERFECTLY LANDSCAPED, NICE FENCED AREA FOR A DOG PLUS DOGGIE DOOR, PLUS A PRIVATE PATIO AREA IN THE BACK~2 VEHICLE CARPORT~~~RAMP~~~2 SHEDS~~ ***CALL FOR A TOUR, YOU WILL DEFINITELY BE IMPRESSED***

12582 2ND Street Unit 32, Yucaipa

$749,000
4 Beds 3 Baths IG26151364 MLS Active Under Contract Status
4 Bed 3 Bath Main Home + Detached Duplex Opportunity + Bonus Storage Structure on 0.45 Acres Welcome to this versatile residential property offering three separate living units on a spacious 0.45-acre lot in desirable Yucaipa. The centerpiece is a beautifully maintained single-story main residence featuring 2,382 sq ft, 4 bedrooms, and 3 bathrooms. Enjoy an open-concept layout with a spacious kitchen featuring a large island, seamlessly flowing into the living room — perfect for entertaining and everyday living. Outstanding Income, Multi-Generational, or Flexible Living Potential: Detached from the main house but attached to each other, you’ll find two fully functional living units (approx. 700 sq ft 1BR/1BA and 1,000 sq ft 2BR/2BA). Both include their own kitchens and laundry rooms, creating a duplex-style setup ideal for extended family, long-term rental income, or guest quarters. Additionally, there is a bonus structure currently used as storage with a 3/4 bath — perfect for a workshop, extra storage, hobbies, or future conversion. Note on Permitting: The accessory units and storage structure are permitted per seller, but not as ADUs. Buyer to verify all permits, compliance, zoning, and potential for legalization. (strong potential under California ADU laws such as AB 2533 for qualifying pre-2020 structures). Recent Upgrades & Features: Fully paid solar system — enjoy low or no electric bills, New air conditioning system, Recent termite work completed, Ample parking, including dedicated RV parking with cleanout, Generous 0.45-acre lot ideal for gardening, toys, or outdoor enjoyment. This rare, multi-unit opportunity provides privacy, functionality, and excellent income potential once properly permitted as ADUs. Ideal for investors, multi-generational families, or anyone seeking flexibility in a convenient Yucaipa location.

34119 Avenue I, Yucaipa

Start Your Search

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.