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

Welcome to the enchanting region of Yucaipa, Calimesa, and Oak Glen, nestled in the heart of Southern California. Known for its stunning natural landscapes and a welcoming community, this area is the perfect blend of rural charm and modern convenience. With picturesque views of the San Bernardino Mountains and lush greenery, residents can enjoy outdoor activities year-round, from hiking and biking to horseback riding along scenic trails.

One of the standout features of this region is its Homes with Horse Trails community. For equestrian enthusiasts, this area offers an unparalleled lifestyle, where riding trails are just steps away from your front door. Imagine waking up to the gentle sounds of nature, saddling up your horse, and embarking on a peaceful ride through the rolling hills and open spaces. The community is designed with the horse lover in mind, providing ample space for stables and riding arenas, making it an ideal location for both seasoned riders and those new to the equestrian world.

Beyond the horse trails, Yucaipa, Calimesa, and Oak Glen boast a vibrant local culture. Enjoy charming boutiques, delightful eateries, and community events that bring neighbors together. The region also offers excellent schools and family-friendly parks, ensuring a nurturing environment for all ages.

Whether you're seeking a serene retreat or an active lifestyle, the Yucaipa/Calimesa/Oak Glen area is a hidden gem that promises a fulfilling living experience. Come discover your dream home in this captivating region, where adventure and tranquility await!

Newest Yucaipa/Calimesa/Oak Glen (269) Homes with Horse Trails Community 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

$435,000

3 Beds ⋅ 1 Baths ⋅ IG26147590 MLS ⋅ Active Status

Discover this 3-bedroom, 1.5-bath home offering comfort, efficiency, and exceptional potential. The home features an upgraded high-efficiency HVAC system with a HEPA air filtration system, providing cool, clean indoor air and enhanced year-round comfort. Step outside to enjoy the spacious backyard, complete with a durable Alumawood patio cover—perfect for outdoor dining, entertaining, relaxing, or creating your own backyard oasis. With plenty of room for gardening, play, pets, or future improvements, the outdoor space offers endless possibilities. Located on a quiet no-outlet street, this property provides added privacy with minimal through traffic while being just minutes from shopping, restaurants, grocery stores, entertainment, live music venues, parks, schools, and other everyday amenities. Its convenient location offers easy access to everything you need while maintaining a peaceful neighborhood setting.

35082 Rachel Lane, Yucaipa

$899,900

4 Beds ⋅ 4 Baths ⋅ IG26137329 MLS ⋅ Active Status

Set high in Chapman Heights, this 4-bedroom, 3.5-bathroom home offers one of the area's most sought-after features—a spacious downstairs primary suite—along with multiple living areas, generous bedroom sizes, beautiful views from the upper level, and a backyard with room to create your dream outdoor retreat. Step inside to formal living and dining rooms that provide plenty of space for entertaining, holiday gatherings, or simply spreading out. Toward the rear of the home, the layout opens into a large great room where the kitchen, dining area, and family room come together to create the heart of the home. The family room features a cozy gas fireplace and direct access to the backyard patio. The kitchen is designed with both function and style in mind, offering beautiful granite countertops, rich dark cabinetry, stainless steel appliances including a double wall oven, gas cooktop, microwave, and dishwasher, a large center island, and an oversized walk-in pantry. A standout feature of the home is the downstairs primary suite. Highly desired by today's buyers, this layout provides privacy, convenience, and the flexibility to enjoy single-story living while still having plenty of room upstairs for family, guests, or a home office. The suite offers a spacious bedroom, double sided walk-in closet, and an ensuite bathroom with dual sinks, a jetted tub, and separate walk-in shower. Upstairs you'll find a large loft with a walk-in closet, three generously sized secondary bedrooms—each with walk-in closets of their own—and two full bathrooms featuring dual sinks and shower/tub combinations. From the upper level, enjoy beautiful views of the surrounding hills and neighborhood. Additional features include hardwood flooring throughout most of the downstairs, neutral paint, tile flooring in the kitchen and bathrooms, a downstairs laundry room, three separate A/C systems serving the downstairs, upstairs, and primary suite, an EV-ready 220-volt outlet in the garage, and an oversized water heater that is less than one year old. Outside, a full-length pergola spans the rear patio, creating a comfortable space for outdoor dining and relaxation. The expansive backyard offers plenty of room for a pool, play area, garden, or future outdoor entertaining space. Ideally located near Chapman Heights Golf Club, local parks, shopping, dining, and commuter routes, this home combines a highly desirable floor plan with the opportunity to make it your own.

33369 Gold Mountain Road, Yucaipa

$799,999

6 Beds ⋅ 4 Baths ⋅ IV26126966 MLS ⋅ Active Status

Income Opportunity! Exceptional investment opportunity or perfect owner-occupied triplex situated on a spacious 22,000+ sq. ft. lot in the heart of Yucaipa. The main unit offers 3 bedrooms and 2 bathrooms, featuring an open floor plan and comfortable living spaces. The second unit includes 2 bedrooms and 1 bathroom, ideal for extended family or additional rental income. The third unit is a 1-bedroom, 1-bathroom layout, perfect for guests or as a studio rental. Property highlights solar panels, ample parking, and expansive outdoor space with room for gardens, storage, or potential future enhancements. Conveniently located near schools, parks, and shopping, this property combines residential comfort with excellent investment potential. Whether you’re looking to live in one unit and rent out the others or add a strong income-producing asset to your portfolio, this versatile Yucaipa triplex delivers long-term value and flexibility. Agent and Buyers to do their due diligence, for sq ft, etc.

36041 Highland, Yucaipa

$994,000

5 Beds ⋅ 4 Baths ⋅ IV26110493 MLS ⋅ Active Status

Beautiful home located in the desirable Whisper Ranch Community. Large family home features many built in custom cabinets, built in bookshelves in the family room, plus the bonus study/computer 3-desk area upstairs. The house will accommodate a large family with 5 bedrooms (1 downstairs currently used as an entertainment room), and 3 and 1/2 bathrooms. The dual staircase has a formal entry and an informal access. In addition to the downstairs family room, there is an upstairs family room/loft area. Dual fireplaces are located in the Master bedroom/bathroom, formal living room/dining room and the main family room has a traditional fireplace. 18 ft ceilings in the entryway. The downstairs bedroom/entertainment room has French doors and plantation shutters. This open floor plan has a gourmet kitchen with built in stainless stove, arched granite surround, granite counter tops, large island with 2nd sink, 2 stainless steel dishwashers, instant hot water dispenser, trash compactor, large step-in pantry, informal eating area. 4 1/2 car garage with custom storage, soft water system and newly installed water heater. The master suite has a large bathtub, walk in shower, and huge custom closet. All rooms and stairs have recently been replaced with wood floors in most of the home. Home comes with leased over-sized solar system large enough for addition of pool and electric car. No Mello Roos, No HOA, Turnkey.

36335 Canyon Terrace, Yucaipa

$888,000

5 Beds ⋅ 3 Baths ⋅ IG26106814 MLS ⋅ Active Under Contract Status

Improved Price! Welcome Home to 36246 Canyon Terrace Drive in Yucaipa’s Prestigious Whisper Ranch (NO HOA!). Meticulously-maintained one-owner home ~ Thoughtfully upgraded inside and out ~ Premium view lot with no neighbors behind which offers beautiful views of the local mountains, city lights, and the mature oak trees which span from the back of the property to the hiking trail below. There’s so much to discover inside and out, but let’s start in the backyard which begins with a covered patio retreat with remote-controlled floor-to-ceiling privacy screens to enclose it when desired with a TV & heater for year-round enjoyment. Artists, hobbyists, do-it-yourselfers, & those who just like a space to call their own have 2 great options here - a studio on one side of the yard & a larger workshop by the 3-car garage (both have windows, finished walls & lights). Enjoy the low maintenance yard with abundant concrete patio areas, high-end artificial lawn, & delicious navel orange trees. Inside, in addition to the features expected in Whisper Ranch homes, we have abundant upgrades starting with the gorgeous contemporary kitchen remodel with slab granite countertops with waterfall edges on the island, soft-close KraftMaid cabinetry with customized inserts, stainless steel appliances (including a slide-in gas range with a split convection oven & a super-quiet dishwasher), attractive tile backsplash, & a double porcelain sink. Next, is the fabulous new flooring - engineered hardwood adorns most of the main floor. All 5 bedrooms (3 beds upstairs/2 down) have new luxurious carpet with plush padding to warm your toes on those chilly winter nights. In summer, the 3-year-new 5-Ton Lennox AC & new ducting keeps you cool with maximum efficiency. The family room & primary suite offer glass doors with encased blinds & Phantom screens. Counters in the 3 baths, laundry room, & on the linen cabinet are topped with more gorgeous granite. Most window coverings are upgraded & many also have solar shade screens installed for energy efficiency. Premium wall mount LiftMaster shaft garage door openers. Exterior holiday lights on a timer installed for convenience. New water heater in 2025. Whisper Ranch is known for rolling hills with sidewalks in front surrounded by hiking trails to explore along the perimeter! Please view the photos, floor plan & virtual tours for more details, then contact your trusted real estate advisor to tour it and make it your very own. You deserve this!

36246 Canyon Terrace Drive, Yucaipa

$184,900

2 Beds ⋅ 2 Baths ⋅ IG26093846 MLS ⋅ Active Status

Welcome to easy, low-maintenance living in the desirable 55+ El Dorado Palms Estates! Tucked at the end of a cul-de-sac near the community entrance, this beautifully updated 2-bedroom, 2-bath manufactured home is truly move-in ready and full of charm. Step inside to a bright and airy living room featuring vaulted ceilings, neutral carpeting, and an abundance of natural light. The updated kitchen is a standout—complete with Corian countertops, a stylish subway tile backsplash, refreshed cabinetry, and all appliances included. The center island with gas range, pendant lighting, and bar seating makes it perfect for both everyday living and entertaining. The kitchen flows seamlessly into the dining area and an additional bonus room—ideal for a home office, craft room, or maybe a piano— complete with a ceiling fan and sliding door access to the nearby front porch area. Down the hall, you’ll find the secondary bedroom, complete with a ceiling fan, walk-in closet, and convenient access to the updated full bath featuring a tiled shower and granite vanity. The primary bedroom also offers its own walk-in closet, ceiling fan, and an ensuite bath with a tiled walk-in shower and granite vanity. Enjoy laminate wood flooring throughout the main living areas, with neutral carpeting in the living room and bedrooms. Additional upgrades include a newer A/C unit, attached carport with storage shed, and convenient ramp access if needed. Residents of El Dorado Palms Estates enjoy an active lifestyle with fantastic amenities including a clubhouse, pool, spa, sauna, billiards room, library, fitness center, computer center, and more—all with free clubhouse Wi-Fi. Affordable living with space rent (land not included) makes this an excellent opportunity to enjoy comfort, community, and convenience. Don’t miss your chance to call this one home!

35218 Fir Avenue Unit 206, Yucaipa

$3,870,000

3 Beds ⋅ 3 Baths ⋅ IG26080819 MLS ⋅ Active Status

This 60-acre estate is a rare Southern California sanctuary where nature meets luxury. On scenic Oak Glen Road, gateway to Oak Glen, at 3,600 ft elevation, the property enjoys 4 distinct seasons, crisp mountain air, and a profound sense of peace, less than an hour from ONT. From the moment you pass through the gate, the outside world fades and a private, self-contained oasis-serene, secure, and breathtakingly beautiful unfolds. Varied terrain, mature trees, open skies, and abundant wildlife create a setting that feels worlds away yet fully connected to modern convenience. A 2,600 sq ft single-story ranch residence is designed for seamless indoor-outdoor living. Expansive windows frame views from every room—capturing sunrises, sunsets, and distant city lights. Stone and wood finishes complement an open, flowing layout, creating a refined yet relaxed living experience rooted in authenticity. Water is the defining luxury of this property. Two flowing creeks wind through the land, and beneath 2 bridges. A private half acre lake, stocked with fish and visited by migratory birds, is ideal for fishing, swimming, paddle recreation, or simply unwinding on the beach. Located within the Yucaipa Valley AVA, it offers potential for vineyards, winery, or a wedding venue. Ag amenities are in place, including a classic 24’x100’ four-stall barn with an attached bunkhouse with reclaimed barn doors, granite countertops, a sleeping loft, and full bath that provides guest or staff accommodation. Additional amenities: a 30’x100’ open pole barn, 30’x80’ hay barn, pipe and cable perimeter fencing, a 24’x70’ historic shop building with a storied past. and a 70-foot-round pen. Graded roads wind throughout the property, invite exploration by horseback, vehicle, or quiet walks through nature. 3 private water wells provide natural water for residential and ag use—an increasingly valuable asset. Ag Preserve zoning with Williamson Act benefits provides lower taxes, while the absence of HOA restrictions allows for flexibility, privacy, and control. With panoramic views in every direction and endless possibilities, this property offers a rare opportunity to create a true legacy estate, whether as a private retreat, multi-generational compound, working ranch, vineyard estate, or an inspired escape from the pace of city life. This is more than a property—it is a private world, a sanctuary of water and land, and one of Southern California’s most compelling opportunities.

37547 Oak Glen Road, Oak Glen

$1,199,000

4 Beds ⋅ 2 Baths ⋅ IG26073154 MLS ⋅ Active Status

Endless possibilities! Two parcels, on Yucaipa’s north bench, totaling 3.55 acres, hold limitless opportunities. Located at approximately 2900 ft elevation, surrounded by mountains, the unique microclimate offers cooler summer temperatures with occasional light dusting of snow in winter months. The terrain gently slopes allowing access/use of the entire property yet is elevated from the street for privacy. The uniquely designed multilevel home features a private living space with its own entrance (at its lowest level.) The mid-level includes the formal living space, kitchen and generous family room complete with a wood burning stove. Ascend to the upper level and you’ll find three additional bedrooms with one common bath. All powered by PAID FOR SOLAR. Also onsite is An approximately 1,440 sf manufactured structure, perfect for a home-based office. And, lastly, the rustic barn…the kind you see amongst pastures during your road trips. Bring all your RVs and toys, plant a vineyard, or build additional structures/ADUs. The possibilities are endless! Learn more about the Yucaipa Valley American Viticultural Area in the supplements.

10207 Juniper Avenue, Yucaipa

$1,295,000

5 Beds ⋅ 4 Baths ⋅ IV26069654 MLS ⋅ Active Under Contract Status

Welcome to your resort-like dream home, nestled in the highly sought-after Hidden Meadows Estates. Experience luxury outdoor living and refined indoor and outdoor comfort on an expansive fully landscaped lot with breathtaking mountain views. Imagine your own private resort-style backyard with newly refreshed pool and spa, lush greenery, ambient landscape lighting, expansive turf grass area, perfect for entertaining, play, or relaxation. Sit poolside on the large pool deck, unwind around the fire pit, or take in the calming sounds of the custom water wall feature. For sports enthusiast, the property boasts a private basketball court and a putting green complete with white sand bunkers. Take in the incredible mountain views from the stunning balcony/patio, thoughtfully designed for year-round comfort with electric bug blinds, overhead fans, and gas heating, perfect for both quiet evenings and hosting unforgettable gatherings. Additional outdoor features include RV parking with hookups behind a secure electric gate, as well as a private front courtyard enclosed by a custom steel gate for added charm and privacy. Inside, this 5-bedroom, 4-bathroom home has been completely remodeled and upgraded throughout, showcasing modern finishes and exceptional attention to detail. The flexible downstairs bedroom, currently used as an office, is ideal for guests or remote work. The home also features an indoor laundry room and a fully finished four-car garage with ample storage. Smart home automation enhances convenience and efficiency, while the paid solar system provides long-term energy savings. This exceptional property offers the perfect blend of luxury, functionality, and outdoor living, all in one of the area’s most desirable communities. Don’t miss this rare opportunity to make this Hidden Meadows dream home yours.

13786 Staghorn Court, Yucaipa

$1,225,000

4 Beds ⋅ 3 Baths ⋅ IG26061388 MLS ⋅ Active Status

Over two acres in Oak Glen with a single story 2013 build, an attached four car garage, stables, and a separate guest home. Welcome to Snow Line Ranch! Located on a private street in the picturesque town of Oak Glen, this custom built home sits directly across from the protected Wildlands Conservancy. You approach the property and are greeted by stunning mountain views. This land was previously owned by Kevin Costner. Enter the home past the large front porch, or directly from the oversized four car garage (est. over 1200 sq ft) , which features even more storage space in a dedicated loft overhead. The great room in the center is the heart of the home. A sizable living area features a rock wall with a wood burning stove. This opens up to a foyer, dining, and a large kitchen. All of these rooms are filled with natural light from large double pane windows. High end touches included a conventional double oven, a walk in pantry, excellent counter space, and the farmhouse sink. You may actually enjoy dishes with this view! The spacious primary suite is off of the kitchen, with it's own walk-in closet and a sizable bath. There is a large shower and a soaking tub. There are three additional bedrooms opposite the family room, all with sizable closet space. One features French doors, and is currently in use as a home office. This home even has a basement (estimated at 432 square feet, and not included in the online square footage). Heading outside, there is a 2023 Park Model manufactured home with two additional bedrooms, kitchen, living space, and even laundry hookups (estimated at 392 square feet, and not included in the online square footage). With it's own permanent water, power and septic hookups, this is perfect for a home office, guest space, or extended live-in family. This private location on Raspberry means serene country living without the inconveniences of being too far off the grid. We are only 15 minutes from Stater Brothers Market in Upper Yucaipa, and just around the corner from local Oak Glen dining. There is a paid solar system - owners total Edison power bill in 2025 was less that $100. Sellers use Starlink for internet. The Generac propane generator and the Oak Glen Domestic Water Company Shares are also included in the sale.

11821 Raspberry, Oak Glen

$990,000

IG26053480 MLS ⋅ Active Status

Exceptional Bluff-Top Opportunity in Yucaipa – 2.5 Acres with Multiple Residences & Development Potential! Rare opportunity to own approximately 2.5 acres of prime view property perched on the bluff in the City of Yucaipa with stunning views, multiple residences, owned solar, and expansive land, this property presents a rare opportunity for investors, developers, or buyers seeking space, income potential, or multi-generational living, and long-term potential in one of Yucaipa’s most desirable bluff locations. This unique property features four doors (units) across three separate structures, per seller. Including a two-bedroom, one-bath main residence of approximately 1300 square feet, a two-bedroom, two-bath apartment, and two studio apartments, offering incredible versatility for multi-generational living, rental income, or future development potential. The main residence features a beautifully remodeled 2-bedroom, 1-bath turnkey home with beamed ceilings and an open-concept floor plan, creating a bright and inviting living space. The kitchen has been tastefully updated with granite and quartz countertops, complemented by new vinyl flooring throughout the structures. Additional highlights include a cozy fireplace, remodeled bath stainless steel appliances, kitchen island, large pantry, laundry closet, a bonus room/office with built-in desk and shelving, vinyl flooring throughout, and panoramic views. Enjoy beautiful sunsets and sunrise views from both the front and rear patios or the with a charming gazebo area perfect for relaxing or entertaining. The second detached building includes a beautifully remodeled 2-bedroom, 2-bath apartment, along with an attached studio unit featuring a kitchenette and private bathroom. Both units offer private patios, creating comfortable and private outdoor living spaces. A third detached conversion provides an additional studio, complete with a remodeled bathroom featuring a tile shower/tub combination, kitchenette, and its own private patio area. The property offers separate parking for each unit, along with a fully gated entrance for privacy and security. Residents also enjoy a communal in-ground pool that is fully gated, creating a shared recreational amenity. Additional property highlights include seller-owned solar systems, (Buyer to assume) on two of the residences, upgraded electrical service, and the convenience of being connected to city sewer. This property will not disappoint!

33574 Washington 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.