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

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

Welcome to the enchanting region of Yucaipa, Calimesa, and Oak Glen, nestled in the heart of Southern California! This picturesque area is known for its stunning mountain views, lush landscapes, and a vibrant community spirit that welcomes all who seek a serene lifestyle. With a rich history and a growing population, this region offers a perfect blend of small-town charm and modern convenience.

Yucaipa is celebrated for its beautiful parks, hiking trails, and a plethora of outdoor activities, making it a haven for nature lovers and adventure seekers alike. Just a stone's throw away, Calimesa boasts a quaint downtown area filled with local shops and eateries, while Oak Glen is famous for its apple orchards and seasonal festivities, offering a delightful escape into nature's bounty.

For those who cherish an active lifestyle, this region is particularly appealing with its biking community features. Imagine riding along scenic trails that wind through the local parks and neighborhoods, where you can soak in the breathtaking views and fresh air. The well-planned bike paths not only promote a healthy lifestyle but also foster a sense of camaraderie among residents, making it easy to meet fellow biking enthusiasts.

Whether you’re looking for a charming single-family home, a cozy cottage, or a spacious estate, the real estate options in Yucaipa, Calimesa, and Oak Glen cater to a variety of tastes and preferences. Embrace the opportunity to live in a region that celebrates community, nature, and an active lifestyle. Come discover your dream home in this idyllic Southern California gem!

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

11938 Stovall, Yucaipa
$599,000
4 Beds ⋅ 3 Baths ⋅ IG26233525 MLS ⋅ Active Status
Welcome to Chapman Heights! This spacious two-story home offers 4 bedrooms, 3 bathrooms, and approximately 2,061 square feet of comfortable living space. The thoughtfully designed floor plan features a welcoming living room, formal dining area, and a separate family room with a cozy fireplace—perfect for everyday living and entertaining. The updated kitchen offers ample cabinetry, updated countertops, a center island, a walk-in pantry, and recessed lighting. A desirable updated downstairs bedroom and full bathroom provide flexibility for guests, multigenerational living, or a home office. Upstairs, the primary suite features a walk-in closet and an updated en-suite bathroom with dual sinks, a separate soaking tub, and a shower. Additional bedrooms offer versatile space to accommodate a variety of needs. Enjoy the convenience of an indoor laundry room, a two-car garage, and a private backyard with patio space for outdoor dining or relaxing. Located in the sought-after Chapman Heights community, this home offers convenient access to local schools, shopping, Yucaipa Valley Golf Club, Yucaipa Regional Park, and nearby freeway access. Don’t miss the opportunity to make this inviting home your own! SELLER-PAID BUYER INCENTIVES AVAILABLE! From assistance with closing costs to a potential interest rate buydown, seller contributions may help bring your homeownership goals within reach. Subject to buyer qualification, lender approval, seller contribution limits, and acceptable terms.

11938 Stovall, Yucaipa
39370 Clearwater Drive, Yucaipa
$470,000
1 Beds ⋅ 2 Baths ⋅ IG26228554 MLS ⋅ Active Status
Located in the heart of picturesque Oak Glen, this charming mountain retreat offers the perfect blend of rustic character, comfort, and privacy. Ideally located near renowned apple orchards, boutique shopping, quaint restaurants, and year-round seasonal attractions, this beautifully maintained home features 1 bedroom, 1.75 bathrooms, and 1,052 sq. ft. of inviting living space on an expansive 15,300 sq. ft. lot with room for potential expansion. A welcoming brick walkway with decorative planters leads to the spacious wraparound deck, creating the perfect setting to relax and enjoy the serene mountain surroundings. Inside, the home showcases soaring vaulted wood-beamed ceilings, plantation shutters, central heating and air conditioning, and newly installed rodent-resistant aluminum flex ducting beneath the home. The spacious living room is warm and inviting with a cozy wood-burning stove, while the adjoining kitchen features wood cabinetry, tile countertops, and premium Bosch stainless steel appliances including a built-in oven, cooktop with vent hood, and microwave. The Samsung refrigerator, washer, and dryer are all included. The light-filled dining area opens to the front deck through elegant French doors, creating seamless indoor-outdoor living. The generously sized bedroom offers direct access to the back deck through a glass slider and includes a private ensuite bathroom with vanity area, walk-in shower, and an ideal cedar-lined walk-in closet with built-in storage. A full guest bathroom completes the interior. Step outside to the peaceful back deck and take in the breathtaking forest and mountain views. Additional amenities include a detached 2-car garage, 1-car carport, driveway parking for up to 4 additional vehicles, and a storage shed. Whether you are looking for a full-time residence, weekend getaway, or investment opportunity, this Oak Glen gem offers the very best of mountain living while still being conveniently close to shopping, services, and the nearby US Forestry Service Station. A rare opportunity you do not want to miss!

39370 Clearwater Drive, Yucaipa
34006 Oro Fino Court, Yucaipa
$725,000
4 Beds ⋅ 3 Baths ⋅ IG26226869 MLS ⋅ Coming Soon Status
COMING SOON! 34006 Oro Fino Ct - A Beautifully-Updated Home on a Quiet Cul-de-Sac in Yucaipa's Desirable Chapman Heights Community! You're going to love all of the recent upgrades (gorgeous laminate floors throughout the entire home; fabulous kitchen remodel with new cabinetry, quartz countertops and lighting and hardware from Restoration Hardware & stainless steel Kitchen Aid appliances; quartz counters in all baths and in laundry; louvered shutters and electric blinds; Tesla type 3 charger; & more!), so check back soon for more details, photos and the virtual tour! This fantastic home is worth the wait!

34006 Oro Fino Court, Yucaipa
35244 Ivy, Yucaipa
$595,000
3 Beds ⋅ 2 Baths ⋅ IV26224377 MLS ⋅ Active Under Contract Status
A RARE FIND WITH ENDLESS POTENTIAL ON OVER HALF AN ACRE IN YUCAIPA! Bring your vision and make this charming Yucaipa classic your very own! Tucked away in a quiet, well-established neighborhood, this property offers a solid, well-cared-for home with incredible space, structure, and character—all on an expansive parcel over half an acre. Featuring 3 bedrooms and 2 bathrooms across nearly 1,600 sq. ft., this floor plan offers a comfortable and practical layout. At the center of the home is a warm, inviting kitchen equipped with included appliances, ample cabinet storage, and a layout designed for everyday living and family meals. Surrounding the living spaces is a traditional floor plan filled with natural light, offering a comfortable place to move right in while leaving plenty of room to personalize finishes over time. Step outside to your private backyard oasis featuring a covered patio, mature fruit trees, and incredible open space. Whether you dream of building a huge workshop, adding an ADU, parking your RV/toys, or creating the ultimate outdoor garden and entertainment space, this property gives you the rare acreage to make it happen! Fantastic Neighborhood & Community Lifestyle! Living on Ivy Ave puts you right near the heart of Yucaipa's best local spots: Local Dining & Historic Uptown: Minutes from Uptown Yucaipa’s historic district, featuring local favorites like Bourbon Street Sweet & Savory, Tipsy Tacos, local craft breweries, and cozy morning coffee shops. Top-Rated Schools: Located within the highly regarded Yucaipa-Calimesa Joint Unified School District and close to premier charter options like Inland Leaders Charter School and Competitive Edge Charter Academy. Recreation & Outdoor Fun: Spend weekends exploring Yucaipa Regional Park (boating, fishing, and splash pads!), hiking the scenic Flag Hill Trails, or taking a short drive up to Oak Glen for seasonal apple picking and mountain air. Plus, easy freeway access makes commuting to Redlands, Loma Linda, or Palm Springs seamless. Homes on over a half-acre lot with this kind of solid potential and location do not come along often. Whether you are an end-user looking to customize your forever home or searching for a great property with room to grow, this is an opportunity you don't want to miss—schedule your private tour today!

35244 Ivy, Yucaipa
11869 Greenbluff Way, Yucaipa
$674,900
3 Beds ⋅ 3 Baths ⋅ IG26216697 MLS ⋅ Active Status
Welcome to this beautifully UPDATED AND REMODELED SINGLE STORY POOL HOME in the sought-after Chapman Heights community, located near golf courses and the scenic foothills of Yucaipa. This home offers 3 bedrooms, 3 bathrooms, and 2,150 square feet on a 9,293 square foot lot. High ceilings, crown molding, ceiling fans, and a light, soft color palette create an airy feel throughout. Recent updates include NEWER FLOORING THROUGHOUT, FULLY UPDATED KITCHEN WITH NEW APPLIANCES, CABINETRY, COUNTERS, LIGHTING, etc. UPDATED BATHROOMS, FRESH INTERIOR PAINT (2026) AND EXTERIOR PAINT (2024), making this home truly turnkey. The open floor plan connects the kitchen, dining area, and living room. The new kitchen includes all appliances, a center island, and a pantry, and opens to the living room with its cozy fireplace. The dining area sits adjacent to the kitchen. A versatile room offers the option of a formal living room, flex space, home office, or create a fourth Bedroom. The spacious primary suite features private access to the pool patio, a large walk-in closet, and a spa-like bathroom with a separate shower and tub. A front guest bedroom has its own private bathroom, and a hall bathroom is conveniently located near the third guest bedroom. Additional highlights include a separate laundry room and a three-car garage with abundant storage space. The backyard is designed for easy enjoyment, with a sparkling pool and spa and drought-tolerant landscaping, plus a blank-canvas hillside behind the pool just waiting for your horticultural imagination to bloom!

11869 Greenbluff Way, Yucaipa
12789 8th, Yucaipa
$725,000
2 Beds ⋅ 2 Baths ⋅ IG26220208 MLS ⋅ Active Status
Two separate residences, two separate addresses, one fully renovated property just minutes from downtown Yucaipa. Live in one and rent the other to help offset your mortgage, or enjoy the flexibility of a private space for guests, a home office, or a second household. Each one bedroom, one bathroom unit has its own living space, its own entrance address, and its own mailbox, with approximately 891 square feet downstairs and 509 square feet upstairs. Nearly every major component of this property was replaced in 2023. Each unit features an updated kitchen with new cabinets, countertops, sinks, stoves, microwaves, garbage disposals, and all-new plumbing, plus a new refrigerator in the upstairs unit. Both bathrooms have been fully remodeled with new plumbing and ventilation. Inside you’ll find new flooring and baseboards, fresh paint, updated electrical outlets and lighting, four new fans, and new window blinds. The big-ticket items are done: new roof, new gutters, new exterior doors and windows including a sliding door, new heating and air conditioning and new electric water heaters for both units, and a newly lined sewer line. Each unit has its own washer and dryer hookups and dedicated storage in the garage, behind new garage doors. Outside, enjoy fresh exterior paint, new fencing, an all-new driveway with new concrete front and back, and new landscaping with a sprinkler system. Looking ahead, each address is grandfathered to allow its own ADU, giving you room to grow. Seller and agent make no guarantees regarding development potential; buyer to conduct their own due diligence with the city. Both units are currently occupied.

12789 8th, Yucaipa
35353 Cabrini Drive, Yucaipa
$975,000
5 Beds ⋅ 3 Baths ⋅ IV26219092 MLS ⋅ Active Status
WELCOME HOME TO YOUR OWN PRIVATE RESORT AND ENTERTAINER'S DREAM HOME!! Discover this exceptional custom home where spacious interiors, distinctive features, and an incredible outdoor retreat come together to create a truly special Southern California lifestyle. This two-story property features 5 bedrooms, 3 bathrooms, a 4-car garage, and a resort-style pool & spa on a large lot with NO HOA. Step inside to hardwood floors and a welcoming staircase that lead into generous living spaces. The formal living and dining areas feature cathedral ceilings and a fireplace, creating a welcoming setting for entertaining and special occasions. The kitchen features granite countertops and tile flooring, while the family room offers a second fireplace, oak cabinetry, a wet bar, wine cooler, surround sound, and direct access to the backyard—perfect for everyday living and hosting guests. A convenient downstairs bedroom and 3/4 bathroom provide excellent flexibility for guests or home office. Spacious laundry room with hookups and storage. A central vacuum system adds everyday convenience throughout the home. Upstairs, the primary suite offers a walk-in closet with a mirrored ceiling and dedicated vanity. The primary bathroom features a soaking tub and shower equipped with multiple sprayers for a spa-inspired experience. The four-car garage features durable epoxy flooring, providing ample room for vehicles, storage, or a versatile studio space with mirrored walls and a ballet stretch bar, ideal for a home gym or creative pursuits. OUTSIDE, YOUR BACKYARD OASIS AWAITS! The heated pool and spa feature a cascading waterfall spill, multicolor underwater lighting, and a pool vacuum system. Whether hosting summer parties or unwinding beneath the stars, this outdoor setting delivers an unforgettable experience. A large trex deck and park-sized gazebo create inviting spaces for barbecues, birthdays, celebrations, and relaxed evenings. You will enjoy the expansive grounds with refreshed landscaping and a gated dog run. Imagine weekends spent lounging poolside, gathering beneath the gazebo, or unwinding in the spa after a long day. With its generous accommodations, versatile spaces, and exceptional outdoor amenities, this property offers room to entertain, recharge, and enjoy life your way. A HOME THIS SPECIAL DESERVES TO BE EXPERIENCED IN PERSON! Photos can only tell part of the story. Come tour the home, and appreciate its unique features. Welcome Home!

35353 Cabrini Drive, Yucaipa
12789 8th, Yucaipa
$725,000
IG26219179 MLS ⋅ Active Status
Fully renovated duplex just minutes from downtown Yucaipa, featuring two completely separate one bedroom, one bathroom units, each with its own living space and its own address, plus room to grow. The upstairs unit offers approximately 509 square feet and the downstairs unit approximately 891 square feet, for roughly 1,400 square feet total. Nearly every major component of this property was replaced in 2023, so the heavy lifting is already done. Each unit features an updated kitchen with new cabinets, countertops, sinks, stoves, microwaves, garbage disposals, and all-new plumbing, plus a new refrigerator in the upstairs unit. Both bathrooms have been fully remodeled with new plumbing and ventilation. Throughout, you’ll find new flooring and baseboards, fresh interior paint, updated electrical outlets and lighting, four new fans, and new window blinds. The big-ticket items are covered: new roof, new gutters, new exterior doors and windows including a sliding door, new heating and air conditioning and new electric water heaters for both units, and a newly lined sewer line. Each unit has its own washer and dryer hookups and dedicated storage in the garage, behind new garage doors. Outside, enjoy fresh exterior paint, new fencing, an all-new driveway with new concrete front and back, new landscaping with a sprinkler system, and new mailboxes for each unit. The upside goes beyond the renovation. Each address is grandfathered to allow its own ADU, creating the potential to turn this property into a fourplex. Seller and agent make no guarantees regarding development potential; buyer to conduct their own due diligence with the city. Both units are currently occupied, making this a turnkey opportunity for an investor and a property positioned for future growth.

12789 8th, Yucaipa
10961 Desert Lawn Drive Unit 365, Calimesa
$269,900
3 Beds ⋅ 2 Baths ⋅ NP26211902 MLS ⋅ Active Status
3 Bedrooms with no back neighbors!!! This home has the desired Jack & Jill plan which separates the primary bedroom from the 2 guest bedrooms. The primary bedroom is quite large, it has a king-size bed, dressers, nightstands etc. It also has a walk-in closet and attached primary bath which has a separate tub and 60” shower. The other 2 bedrooms and guest bath are separated by the living room, kitchen and family room. if you have guest and want some privacy this plan is divine. The living room is upon entry, the dining area and kitchen are just steps away. The breakfast bar is a great substitute for having a quick bite instead of using the dining set. The main kitchen appliances remain with the home as well as the washer and dryer. The step-down family room can certainly accommodate quite a bit of furniture and company if needed, think of the possibilities! Ther are grab bars for convenience if needed to the family room. The guest bedrooms are roomy and well maintained which is separated by the guest bathroom. There are French doors that lead out to the enclosed patio room which at this point is an office and exercise room combines. From there the fenced in backyard and patio area is right out the doorway. The 2 car garage has built in cabinets which a few of them do stay with the home and last but not least, this home has 15 solar panels which are included!

10961 Desert Lawn Drive Unit 365, Calimesa
11620 Calvin Street, Yucaipa
$325,000
2 Beds ⋅ 1 Baths ⋅ IG26166490 MLS ⋅ Active Status
Welcome to Sun Park I, a highly desirable 55+ active-adult community in beautiful Upper Yucaipa! This charming and exceptionally well-maintained single-story home offers two bedrooms, one full bathroom, a spacious living room, and abundant natural light throughout. The inviting kitchen features tile countertops and an eat-in dining area. Recent improvements include new carpet, fresh interior and exterior paint, newer dual-pane windows, and a newer composition roof. Enjoy the screened sunroom, separate laundry room with a utility sink, and a low-maintenance backyard with mature shade trees and privacy hedging. The single-car garage includes a workbench and additional storage, while rain gutters add everyday convenience. The low HOA provides wonderful amenities, including a swimming pool, clubhouse, putting green, and scenic walking paths. Ideally located near shopping, golf courses, parks, trails, the regional park, community center, and performing arts center—all surrounded by beautiful mountain views. With low property taxes and an easy-care lifestyle, this lovely home is ready to welcome its next owner!

11620 Calvin Street, Yucaipa
37297 Ironwood Drive, Yucaipa
$1,125,000
4 Beds ⋅ 3 Baths ⋅ IG26203563 MLS ⋅ Active Status
WELCOME TO THIS BEAUTIFUL LOW MAINTENANCE HIGH LUXURY SINGLE STORY HOME SITUATED IN THE HIGHLY SOUGHT-AFTER NEIGHBORHOOD OF HIDDEN MEADOWS! THOUGHTFULLY DESIGNED, 4 BEDROOM, 2.5 BATH RESIDENCE OFFERS ELEVATED FINISHES, EXCEPTIONAL FUNCTIONALITY, AND ENERGY-CONSCIOUS FEATURES. GRAND ENTRANCE WITH AN OPEN CONCEPT, WOOD BEAMS, BEAUTIFUL FLOOR-TO-CEILING STONE FIREPLACE, AND A WINE BAR FEATURING AN INTEGRATED KITCHENAID UNDERCOUNTER WINE FRIDGE. GORGEOUS CERAMIC LUXURY VINYL FLOORING AND SOLID CORE MOHAGANY INTERIOR DOORS THROUGHOUT. THE WELL-APPOINTED KITCHEN IS DESIGNED TO BALANCE MAXIMUM FUNCTIONAL EFFICIENCY WITH STYLISH, HIGH-QUALITY, SELF-CLOSE CABINETRY AND DRAWERS, GRANITE COUNTERTOPS, BACKSPLASH AND HIGH-END APPLIANCES; 48-INCH THOR GAS RANGE, 47 INCH KITCHENAID REFRIGERATOR, DISHWASHER, AND TRASH COMPACTOR. ADDITIONAL FEATURES INCLUDE DUAL POT FILLERS, AND A HEAVY-DUTY APPLIANCE LIFT, GENEROUS CUSTOM STORAGE, AND WALK-IN PANTRY. LUXURY PRIMARY BEDROOM AND SPA-QUALITY BATHROOM WITH CUSTOM TILE, SPACIOUS DUAL SINK VANITY, AND A GORGEOUS WALK IN SHOWER. FULLY PAID-OFF SOLAR PANEL SYSTEM PAIRED WITH TWO TESLA BACKUP BATTERIES, A WHOLE-HOUSE FAN, TWO ATTIC ACCESS DOORS WITH PULL-DOWN STAIRS OFFERING ADDED CONVENIENCE AND ACCESSIBILITY. OUTDOOR LIVING SPACE TAKES CENTER STAGE WITH A GORGEOUS ARIZONA ROOM WITH TREX DECKING AND BREATHTAKING VIEWS OVERLOOKING THE GORGEOUS MOUNTAINS NEARBY. A WELL-DESIGNED BACKYARD WITH FRUIT TREES AND GARDEN BEDS. FRUIT TREES INCLUDE LIME, MEYER LEMONS, FIG, BLOOD ORANGE AND APPLE. BACKYARD HAS A LARGE TUFF SHED WITH CABINETS AND WORK BENCH. PROPERTY ALSO OFFERS RV PARKING AND THREE-CAR GARAGE WITH WORK AREA AND CABINETRY ON BOTH SIDES. MUST SEE TO TRULY APPRECIATE ALL THAT THIS BEAUTIFUL HOME HAS TO OFFER!

37297 Ironwood Drive, Yucaipa
36284 Poplar, Yucaipa
$1,055,000
4 Beds ⋅ 3 Baths ⋅ IG26201629 MLS ⋅ Active Status
Welcome to the exclusive Whisper Ridge community, where privacy, elegance, and exceptional craftsmanship come together. This impressive 4-bedroom, plus an office & 3-bath estate offers 3,113 sq. ft. of beautifully designed living space on an expansive 34,000 sq. ft. lot, with beautiful hills creating a private backdrop. An impressive double-door entry crafted in richly stained wood welcomes you into elegant living and dining areas featuring soaring ceilings, expansive windows, and beautiful bamboo flooring. The spacious family room showcases a stunning stone fireplace with mantel and built-in cabinetry, flowing seamlessly into the gourmet kitchen with granite island featuring 2 sinks and premium JennAir appliances, including A double oven and built in wine fridge. The luxurious primary suite offers French doors to the patio and a cozy fireplace. The spa-like primary bath features a walk-in shower, jetted tub, tiled dual sinks, generous walk-in closets, and abundant storage. Plantation shutters and ceiling fans throughout add comfort and style. The beautifully landscaped grounds are designed for entertaining, featuring a large covered patio, outdoor lighting, fire pit, fountain, spa, mature fruit trees, and a gorgeous front patio with another impressive waterfall. A spacious 3-car garage offers insulated doors, extensive built-ins, and a custom workbench, plus RV parking with full hookups. Alarm system and outdoor camera surveillance complete this exceptional private estate. A truly special property offering privacy, luxury, and an exceptional lifestyle—this is a must-see to fully appreciate all it has to offer!

36284 Poplar, 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.

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