Yucaipa/Calimesa/Oak Glen (269) Homes under $2 million

Yucaipa/Calimesa/Oak Glen (269) Homes under $2 million

Welcome to the enchanting region of Yucaipa, Calimesa, and Oak Glen, nestled in the heart of Southern California! This charming area is a hidden gem that offers a unique blend of suburban tranquility and breathtaking natural beauty. With its picturesque landscapes, rolling hills, and stunning mountain views, it’s no wonder that this locale is becoming a sought-after destination for homebuyers.

Yucaipa, known for its friendly community atmosphere, boasts a variety of amenities including parks, shopping centers, and excellent schools. The city is rich in recreational opportunities, with numerous hiking trails and outdoor activities that invite you to explore the stunning San Bernardino National Forest. Just a short drive away, Calimesa offers a quaint small-town vibe with a tight-knit community feel, perfect for families and retirees alike.

Oak Glen, famous for its apple orchards and seasonal festivities, provides a delightful escape into nature. Here, you can enjoy apple picking, local farm markets, and scenic drives that showcase the area’s stunning fall foliage.

For those seeking a home in this idyllic region, you’ll be pleased to find a diverse selection of properties under $2 million. Whether you’re looking for a cozy single-family home, a spacious ranch-style retreat, or a charming cottage, Yucaipa, Calimesa, and Oak Glen have something for everyone. With affordable options and a welcoming community, this area is perfect for anyone looking to settle down in a serene environment without sacrificing modern conveniences. Discover your dream home in this beautiful corner of California today!

Newest Yucaipa/Calimesa/Oak Glen (269) Homes under $2 million

11064 Ramona Street, Yucaipa
$1,293,200
4 Beds ⋅ 3 Baths ⋅ IG26232270 MLS ⋅ Coming Soon Status
Single-story custom home • 4 bedrooms • 2.5 baths • Expansive 0.55-acre lot • Yucaipa North Bench. Welcome to 11064 Ramona Street, a beautifully updated, move-in-ready home offering approximately 3,569 square feet of single-level living, mountain views and an exceptional setting for indoor-outdoor entertaining. A dramatic entry opens to the formal living room with soaring 16-foot ceilings, while the inviting floor plan features four bedrooms, two and a half bathrooms, a remodeled kitchen, spacious gathering areas, ceiling fans and plantation shutters throughout. The primary suite is thoughtfully situated apart from the secondary bedrooms and features a remodeled bath with a new soaking tub. The guest bath was also remodeled in 2025. Step outside to your own California retreat! An expansive covered patio with fireplace, electric drop-down shades, outdoor TV and surround sound creates a beautiful outdoor living room. Enjoy the in-ground pool and spa, low-maintenance artificial turf, landscaped grounds and mountain vistas. The remarkably usable, level lot offers a generous side yard currently equipped with a batting cage and basketball area, plus substantial space for RV parking. Additional highlights include an oversized, finished three-car garage, laundry room with sink, three air-conditioning condensers with Nest thermostats, updated plumbing supply lines, security system and a Generac whole-home generator that automatically responds to power outages. Located in Yucaipa's desirable North Bench at approximately 2,881 feet in elevation, this property enjoys an elevated foothill setting above the valley and access to the emerging Yucaipa Valley wine region, officially designated an American Viticultural Area in 2024. Enjoy Oak Glen's apple orchards and seasonal activities, Yucaipa Regional Park, Wildwood Canyon State Park and scenic hiking trails, with convenient access to Highway 38 for mountain getaways toward Big Bear Lake. No HOA fees. A rare combination of single-level convenience, modern updates, generous outdoor space and effortless California living.

11064 Ramona Street, Yucaipa
10961 Desert Lawn Drive Unit 331, Calimesa
$250,000
2 Beds ⋅ 2 Baths ⋅ NP26234413 MLS ⋅ Active Status
Another beautiful home sitting on a great lot with no one living directly behind you. This gorgeous home has 2 bedrooms, 2 baths, a den, dining room, utility room with a 9-cupboard pantry with pull outs! It features Plantation Shutters throughout, wood and tile floors, fireplace with stack stone, remodeled kitchen w/ granite counter tops and newer cabinets with pull outs. The kitchen appliances are stainless steel and are included with the home. The eat in kitchen has an extended island that is absolutely beautiful with granite countertop! Lots of counter space as well as storage, there are cabinets everywhere. The Den has French doors which open up to a 12X20 room addition featuring ceiling fans, air conditioning, tile floors, insulated ceiling and access to the back yard as well as garage. The primary bedroom accommodates a king size bed with room for additional furniture, attached is the primary bath with double sinks, jacuzzi tub, 60" separate shower and a linen closet. The guest bedroom is great for your guest, not too big and not too small, the guest bathroom is right across the hall. The inset ceiling in the living room really adds a beautiful touch along with the ornate ceiling fans and light fixtures that remain with the home. There is a security door in the front of the home as well as the room addition, the front entryway does not have any steps, there is a ramp for easy access. In this 55+ community you can enjoy a relaxing lifestyle with the many amenities it has to offer.

10961 Desert Lawn Drive Unit 331, Calimesa
34950 Michael Lane, Yucaipa
$530,000
2 Beds ⋅ 2 Baths ⋅ IG26231405 MLS ⋅ Active Status
You won't want to miss this one! Beautiful 2bd/2ba single-story home situated on a spacious 8,520 sq ft lot in Yucaipa! This charming home offers 1,484 sq ft of living space and a variety of great features, including central heat & air, dual-pane windows, a wood-burning fireplace, ceiling fans, and an attractive galley kitchen! One of the highlights of this property is the HUGE bonus room featuring beautiful wood-paneled walls and exposed wood-beam ceilings, offering a fantastic space for entertaining, a family room, game room, or just relaxing! Outside you'll find a welcoming covered front porch, an expansive covered rear patio, a beautifully maintained backyard with lush green grass, block wall and vinyl fencing, mountain views, and plenty of room to entertain or enjoy the outdoors! Additional features include an attached 2-car garage, RV parking, a large concrete driveway with ample parking space, a storage shed, and NO HOA! This property has so much to offer! Schedule a showing today, you're going to love what you see!

34950 Michael Lane, Yucaipa
12435 5th, Yucaipa
$759,000
5 Beds ⋅ 3 Baths ⋅ IV26234315 MLS ⋅ Active Status
Situated on a unique and expansive corner lot this property allows each dwelling to have its own private parking areas as well as outdoor space. The interior of the property has recently been updated with fresh paint, quartz countertops and luxury vinyl plank flooring allowing you to move in or lease the space right away. In the larger dwelling you'll find a spacious family room with fireplace, large galley kitchen with quaint breakfast nook, indoor laundry room and three very spacious bedrooms. There is a primary bedroom with full en-suite bath and a hall bathroom with a walk-in shower. The smaller of the dwellings features a living room, spacious kitchen, full bathroom and two nicely sized bedrooms. The current owners have taken great care of the property and have had great rental history during their ownership. This property is located just a few minutes drive to downtown Yucaipa, known for it's quaint boulevard, great restaurants and incredible mountain views. It's also just a short drive to the beautiful Yucaipa Regional Park and of course all of the wonderful towns and villages in our local San Bernardino mountains.

12435 5th, Yucaipa
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
12435 5th, Yucaipa
$759,000
IV26233986 MLS ⋅ Active Status
Situated on a unique and expansive corner lot this property allows each dwelling to have its own private parking areas as well as outdoor space. The interior of the property has recently been updated with fresh paint, quartz countertops and luxury vinyl plank flooring allowing you to move in or lease the space right away. In the larger dwelling you'll find a spacious family room with fireplace, large galley kitchen with quaint breakfast nook, indoor laundry room and three very spacious bedrooms. There is a primary bedroom with full en-suite bath and a hall bathroom with a walk-in shower. The smaller of the dwellings features a living room, spacious kitchen, full bathroom and two nicely sized bedrooms. The current owners have taken great care of the property and have had great rental history during their ownership. This property is located just a few minutes drive to downtown Yucaipa, known for it's quaint boulevard, great restaurants and incredible mountain views. It's also just a short drive to the beautiful Yucaipa Regional Park and of course all of the wonderful towns and villages in our local San Bernardino mountains.

12435 5th, Yucaipa
34875 Maplewood, Yucaipa
$874,000
5 Beds ⋅ 3 Baths ⋅ IG26233199 MLS ⋅ Coming Soon Status
VOILA! Welcome to this beautifully renovated 4-5-bedroom, 3-bath home, with owned solar and no HOA, offering an exceptional combination of stylish updates, generous living spaces, and resort-style outdoor living! Extensively remodeled within the past three years, this impressive residence features a stunning new kitchen, beautifully updated bathrooms, new flooring and carpeting, and enhanced landscaping throughout. A grand formal entry with soaring ceilings creates a dramatic first impression. The luxurious primary bathroom is a true showstopper, featuring a spectacular spa-inspired bathtub and shower room complete with a soaking tub and dual showerheads. A downstairs fifth bedroom, currently converted into a home office with decorative shelving, provides a versatile space for working from home or accommodating changing household needs. Upstairs, an expansive bonus room/loft offers extraordinary flexibility, featuring three built-in desks, a built in entertainment center and ample space for multiple activities. Currently enjoyed as an exercise area, second family room, and children's library and study center, this wonderful space offers endless possibilities for recreation, relaxation, and productivity. The generously sized indoor laundry room is another standout feature, offering an abundance of cabinetry and valuable storage space. Step outside to your own private backyard retreat! Enjoy a sparkling inground swimming pool and spa, beautifully upgraded landscaping, and a spacious Alumawood-style covered patio with ceiling fans. Whether entertaining guests, enjoying outdoor dining, or simply relaxing poolside, this inviting setting is designed for Southern California living at its finest. It even has an outdoor bathroom! (not part of the 3 interior bathrooms ) A special touch to the exterior are permanent programmable LED roofline lights, allowing you to change colors with a remote control to complement the seasons, or simply enjoy elegant white accent lighting year-round. No need to install and remove holiday lights each season! Also a 220 Volt outlet for car charging. Just a few blocks from Yucaipa Regional Park, residents can enjoy fishing lakes, scenic trails, playgrounds, picnic areas, pedal boating, disc golf, and a seasonal swimming lagoon with waterslides. Beautifully updated, thoughtfully designed, and offering exceptional indoor and outdoor living spaces, this is a home you'll be proud to call your own!

34875 Maplewood, Yucaipa
35535 Avenue D, Yucaipa
$474,999
2 Beds ⋅ 1 Baths ⋅ IG26233766 MLS ⋅ Coming Soon Status
Dream starter home on over a quarter acre in Yucaipa with incredible flexibility for both today and the future. This property features two separate driveways, including one that provides access toward the rear of the lot, creating excellent potential for additional parking, work vehicles, recreational vehicles, or future improvements. The spacious lot and large detached garage make this an especially attractive opportunity for a business owner, hobbyist, or anyone needing extra vehicle and storage space. The home itself has been recently remodeled and is move-in ready, with central AC added, updated electrical, a remodeled bathroom, and an opened-up kitchen layout that creates a more functional open-concept living space. Kitchen appliances are included, making the transition even easier for the next owner. A large detached garage with an attached sunroom adds even more usable space and possibilities. With a generous lot, flexible access, recent improvements, and room to expand, this property offers the rare opportunity to enjoy a beautifully updated home now while still having the space and potential to grow it into exactly what you need in the future.

35535 Avenue D, Yucaipa
13191 7th, Yucaipa
$599,900
2 Beds ⋅ 2 Baths ⋅ IG26233408 MLS ⋅ Active Status
Peaceful Rural Retreat with Remodeled Kitchen, Workshop & Unlimited Potential! The owner has put many hours into making this home a home! Welcome home to your private rural haven! Set on an expansive lot surrounded by quiet open space, this charming home combines modern updates with rustic warmth and exceptional functional space. Step inside to discover a beautifully remodeled kitchen featuring contemporary finishes and ample counter space, perfect for everyday meals and entertaining. The inviting family room anchored by a cozy fireplace serves as the central gathering space, while the oversized rear bedroom offers a true private retreat complete with its own rustic wood-burning stove for cool country evenings. With 2 spacious bedrooms, 2 full bathrooms, and additional flexible space easily converted into a 3rd bedroom or home office, this layout is ready to adapt to your lifestyle. Outside, hobbyists, mechanics, and creators will fall in love with the massive 900 sq. ft. garage featuring a dedicated workshop area and extra room for storage, equipment, or vehicle parking. The sprawling lot offers endless possibilities for outdoor living, gardens, or RV parking. Don’t miss this rare blend of comfort, space, and opportunity—schedule your tour today!

13191 7th, Yucaipa
33964 Avenue H, Yucaipa
$545,000
3 Beds ⋅ 3 Baths ⋅ IV26231528 MLS ⋅ Active Status
Welcome to this inviting 3-bedroom, 2.5-bath home in Yucaipa! Enjoy a versatile attached sunroom, a comfortable family room with a fireplace and existing gas line, and a well-equipped kitchen featuring a double oven, gas cooktop, over-the-range microwave, and dishwasher. Fresh interior and exterior paint and new carpet give the home a refreshed look. Central heating and air conditioning provide year-round comfort, while the garage offers convenient laundry hookups and a gas dryer connection. A gas water heater adds to the home's practical features. With flexible living space and appealing recent updates, this home is ready for its next owner to make it their own! *Listing agent will not represent any buyer in this transaction under any circumstances.*

33964 Avenue H, Yucaipa
35525 Wildwood Canyon Road, Yucaipa
$595,000
2 Beds ⋅ 1 Baths ⋅ OC26233027 MLS ⋅ Active Status
An opportunity to acquire approximately 8.45 acres across two parcels (5 acres and 3.45 acres) in the foothills of Yucaipa. Offering expansive mountain and valley views, the property features a relatively level upper portion with an existing road leading to the lower acreage. Its varied topography and scenic setting present potential for residential development, a private estate, or a long-term land investment. The property includes an approximately 844-square-foot, 2-bedroom, 1 bath residence, a separate approximately 500-square-foot structure, and a barn/workshop. With its substantial acreage, elevated views, and distinctive setting, this property presents an opportunity for builders, developers, and investors to explore its future potential.

35525 Wildwood Canyon Road, Yucaipa
53 Country Club, Calimesa
$700,000
5 Beds ⋅ 3 Baths ⋅ IV26233043 MLS ⋅ Active Status
Welcome to JP Ranch. This 5-bedroom, 3-bathroom, 2,808 sq ft home backs to a protected wildlife corridor, incredible views, where nothing can be built behind it. New upgraded kitchen, new downstairs flooring, and fresh paint throughout. Kitchen appliances and washer/dryer included. Fully owned 21-panel solar system with monitoring, specific energy use notifications, no lease, no lien, and no solar fees. Seller reports approximately $100 per year in electric costs. Owned solar is grandfathered under Edison’s prior net energy metering (NEM) program and currently generates energy credits. Downstairs bedroom with full bath, open living and dining areas, upstairs loft, laundry, and walk-in closets. Security cameras, doorbell, video/audio included. Smart home ready. Gated community with clubhouse, pool, spa, and dog park. HOA $212 per month. Seller offering $10,000 toward flooring and $5,000 toward curb appeal and backyard improvements. All information, square footage, room counts, HOA details, solar data, and credits are approximate and subject to buyer and buyer’s agent verification and due diligence. Buyer is advised to independently confirm all material facts, including remaining NEM credit eligibility and system transferability with the utility. Calimesa, 92320.

53 Country Club, Calimesa
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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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