Redlands Homes with Cottage Style

**Discover the Charm of Redlands, CA: Your Cottage-Style Haven**

Nestled in the heart of San Bernardino County, Redlands is a picturesque city that beautifully blends historic charm with modern convenience. Known for its warm climate, vibrant community, and rich cultural heritage, Redlands is a hidden gem in Southern California that offers an ideal setting for families, retirees, and anyone seeking a serene lifestyle.

One of the most enchanting aspects of Redlands is its collection of cottage-style homes. These charming residences exude character and warmth, often featuring quaint architectural details such as gabled roofs, inviting front porches, and lush gardens. The cottage-style homes in Redlands are perfect for those who appreciate a cozy atmosphere and a sense of nostalgia. With a variety of layouts and sizes, these homes cater to diverse tastes and lifestyles, making them a popular choice among homebuyers.

Living in Redlands means embracing a community that values connection and engagement. The city boasts a thriving downtown area filled with boutique shops, delightful cafes, and local eateries, all within walking distance from many cottage-style neighborhoods. Residents can enjoy outdoor activities in the nearby San Bernardino National Forest or take leisurely strolls through the historic districts, where tree-lined streets and beautifully preserved homes create a captivating backdrop.

Whether you're drawn to the charm of cottage-style living or the vibrant community spirit, Redlands offers a unique blend of comfort and convenience. Discover your dream home in this enchanting city and experience the delightful lifestyle that awaits you in Redlands, CA!

Newest Redlands 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

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.