Redlands (268) Homes with Cottage Style

Welcome to Redlands, California—a charming city nestled in the heart of San Bernardino County. Known for its lush landscapes, historic architecture, and vibrant community, Redlands offers a unique blend of suburban tranquility and urban convenience. With a rich history dating back to the late 1800s, this picturesque city is adorned with beautiful tree-lined streets, stunning parks, and a thriving downtown area filled with boutique shops and delightful eateries.

One of the most enchanting features of Redlands is its collection of cottage-style homes. These quaint residences exude character and charm, often characterized by their cozy layouts, decorative gables, and vibrant gardens. Perfectly suited for those seeking a warm and inviting atmosphere, these homes reflect the timeless appeal of traditional craftsmanship. Picture yourself sipping coffee on a sun-drenched porch or hosting gatherings in a whimsical backyard—cottage-style living in Redlands opens the door to a serene lifestyle.

Beyond the aesthetic allure, living in Redlands means being part of a close-knit community that celebrates both its history and its future. Residents enjoy access to excellent schools, a variety of recreational activities, and a calendar full of local events. Whether you’re exploring the nearby San Bernardino Mountains or enjoying a leisurely stroll through the historic district, Redlands is a place where you can truly feel at home.

If you’re considering a move to this vibrant region, the cottage-style homes of Redlands offer not just a place to live, but a lifestyle filled with warmth, charm, and community spirit. Discover your dream home in Redlands today!

Newest Redlands (268) Homes with Cottage Style

$2,350,000

5 Beds ⋅ 5 Baths ⋅ IG26186345 MLS ⋅ Active Under Contract Status

Nestled behind private gates on nearly an acre of lushly landscaped grounds along one of Redlands’ most prestigious tree-lined avenues, 731 W Highland Avenue is a landmark 1929 estate. This historic property seamlessly blends old-world charm with timeless French-cottage elegance. Together with the storybook guest cottage, the property offers over 5,500 square feet of refined living space, including five total bedrooms. Highlighted by a spacious main-floor primary suite in the main residence, rich hardwood and limestone flooring, custom cabinetry, and granite and marble countertops. Inside, enjoy a formal living room centered around an original wood-burning fireplace, an elegant dining room with built-ins, a full basement wine cellar, and an open-concept family room connecting to a chef’s kitchen with a Viking range and Sub-Zero refrigeration. The detached guest cottage includes its own private driveway, complementing the property's main entrance and four-car garage. The resort-style grounds feature a pool and spa with a waterfall, a courtyard fountain, mountain views, a soft water filtration system, and an assortment of fruit trees. We warmly invite you to come visit and experience the unique charm of this magnificent estate for yourself.

731 W Highland Avenue, Redlands

$750,000

4 Beds ⋅ 2 Baths ⋅ IG26151865 MLS ⋅ Active Status

Offered for the first time in nearly fifty years, the Dr. James P. Squires Home is a two-story Queen Anne built in 1889 and a 1978 Redlands Area Historical Society Heritage Award recipient. Per the Historical Society, the house was constructed of one-inch redwood for Dr. Squires, who arrived in Redlands in 1887 and opened the city's first recorder's court in February 1889 as Judge and Justice of the Peace. The architecture is textbook Queen Anne and remarkably intact: steeply pitched cross gables, textured fishscale shingles set against clapboard siding below, fan-and-spindle ornament in the gable peaks, paired upper-story windows, and a covered porch with turned posts and railing running the full width of the front elevation. The porch is deep enough for seated use and shaded by mature trees. Approximately 1,600 square feet with four bedrooms and two baths. The formal living room is anchored by a bay window grouping and opens through cased passages to adjoining rooms, flexible for dining, study, or den. Period detail survives throughout: tall rosette casings, deep baseboards, built-in shelving flanking the front rooms, stained glass accents, and an enclosed staircase to the upper level. In keeping with its era, the house was originally heated by cast iron stoves rather than fireplaces. The kitchen offers granite counters, a double-basin sink set beneath a window to the side yard, oak flooring, generous cabinetry, a ceiling fan, and a service door with glazed upper panel. The 6,480 square foot lot is framed by mature hedging, with a gated private drive running the depth of the property to a detached two-car garage at the rear. Brick-edged walkways and established landscaping complete the setting. Properties of this vintage, provenance, and architectural integrity reach the market rarely, and this one arrives with its documented history intact. Buyer to verify all information, including square footage, permits, lot dimensions, and any applicable historic preservation requirements.

711 Chestnut, Redlands

$629,000

3 Beds ⋅ 1 Baths ⋅ IG26127892 MLS ⋅ Active Status

Welcome to this charming Downtown Redlands gem, ideally situated on a picturesque tree-lined street just moments from the heart of the city. So much character and timeless appeal, this darling home offers the perfect blend of historic charm and everyday comfort. Inside, light-filled living spaces create an effortless flow for both relaxing and entertaining, while keeping the charm. One of the property's greatest features is its unbeatable location. Enjoy the convenience of being just a short stroll from Downtown Redlands, where you'll find local restaurants, boutiques, coffee shops, community events, parks, and the vibrant State Street district. Redlands is celebrated for its historic architecture, walkable downtown, tree-lined streets, and small-town charm with modern amenities. This home offers, newer electrical, new A/C and ducting throughout the house new driveway, refinished cabinets, newer water heater and much more. Whether you're enjoying a morning walk beneath mature shade trees, meeting friends for dinner downtown, or simply relaxing at home, this property offers a lifestyle that's hard to find and easy to love. A rare opportunity to own a charming home in one of Redlands' most sought-after neighborhoods—don't miss it!

618 Cypress Circle, Redlands

$825,000

5 Beds ⋅ 3 Baths ⋅ CV26050248 MLS ⋅ Active Under Contract Status

**MAJOR PRICE IMPROVEMENT! NOW OFFERED AT $825,000. Seller is highly motivated—bring your best offer!** This beautifully renovated South Redlands home with a sparkling pool and spa offers approximately 2,400 sq. ft. of upgraded living space, a flexible layout, and future expansion potential. Located in one of South Redlands’ most desirable neighborhoods, this charming cottage-style home blends timeless character with modern finishes and a spacious, functional floor plan designed for today’s lifestyle. Step inside to a bright and inviting interior featuring new luxury waterproof flooring, fresh interior and exterior paint, new baseboards and trim, updated interior doors and fixtures, newer windows, and a newer roof—creating a clean, cohesive, move-in-ready feel throughout. The fully remodeled kitchen is a standout, featuring shaker-style cabinetry, elegant quartz countertops, a stylish tile backsplash, and upgraded stainless steel appliances—perfect for everyday living and entertaining. The bathrooms have also been tastefully updated with modern vanities, new shower tile, glass enclosures, updated plumbing fixtures, and contemporary lighting for a fresh, spa-inspired finish. The home offers a flexible layout with multiple bedrooms that can accommodate guests, multi-generational living, a home office, or additional flex space. An upstairs bedroom is ideally positioned above the existing downstairs bathroom, presenting future potential for an additional bathroom and enhanced functionality, subject to buyer investigation and applicable permits. Step outside to a private backyard retreat designed for Southern California living, complete with lush landscaping, mature greenery, and a sparkling pool and spa—an inviting setting for relaxing, entertaining, and enjoying warm Redlands days. **This new price creates an exceptional opportunity for buyers seeking a renovated South Redlands home with a pool, generous living space, and long-term potential. Seller is ready to make a deal—don’t miss this one.** Conveniently located near schools, parks, shopping, dining, and historic Downtown Redlands, this home offers an exceptional combination of location, upgrades, charm, and value.

527 W Palm, Redlands

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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.