15 - Upper Eastside Properties

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Santa Barbara 1600 Santa Barbara Street

Poised at the crossroads of Santa Barbara's Upper East and downtown and across from Alice Keck Park gardens, and now for sale for the 1st time in its 85-year history, the McCormick House is a unique treasure and legacy estate opportunity. Built in 1940 in a Minimal Traditional design with enduring elegance by architect Chester Carjola for the purpose of a wellness center, the structure was converted to a residence in the 1950's, then used since the 1970's as an art education center. Zoned for residential or multi-family on 0.72 acres, the ~12,500+/-SF structure is ready to be re-imagined as a one-of-a-kind grand estate, moments from parks, theaters and dining. This is a rare opportunity to own a piece of Santa Barbara's architectural and philanthropic heritage - while shaping its future.$6,750,000

$6,750,000
4 Beds
5 Baths
Berkshire Hathaway HomeServices California Properties

Santa Barbara 9 E Quinto Street

For buyers seeking easy stair-free turnkey living in a central Santa Barbara location, this single-story newer renovation at the top of the Upper East will check all the boxes! The custom Spanish contemporary home features an open floorplan with generous-sized rooms, French oak hardwood floors throughout, a recently re-built kitchen, gorgeous remodeled designer bathrooms, old world-style fireplaces in the living room and primary suite, and many other sparkling newer luxury finishes. The property was finished off with new low-maintenance attractive landscaping, central A/C, and automated systems. Perfect as a 2nd home or for a full-time in-town relaxed lifestyle. A joy to see and move right in!$3,195,000

$3,195,000
3 Beds
2 Baths
2,157 SqFt
Berkshire Hathaway HomeServices California Properties

Santa Barbara 22 E Islay Street

This classic Colonial, perfectly positioned in Santa Barbara's coveted Upper East side, checks every box. Just a short stroll from theaters, shopping, and fine dining, the home radiates the timeless charm of its era. Inside, discover period details: rich hardwood floors, a cozy wood-burning fireplace, and elegant crown molding, along with delightful nooks tucked throughout. The main level features a formal dining room, a spacious office, and a welcoming kitchen with a breakfast nook. A laundry room and a convenient powder room complete the first floor. Upstairs, you'll find three generous bedrooms and two baths, and access to a balcony overlooking the private backyard. Outside, the compact garden offers a tranquil, low-maintenance retreat, while the detached two-car garage features a versatile additional room and bathroom - perfect for a home office or guest suite. This home is ready and waiting for the buyer who's looking for that charming downtown Santa Barbara location and a classic Colonial that is ready and waiting.$2,815,000

$2,815,000
3 Beds
4 Baths
2,262 SqFt
Sotheby's International Realty

Santa Barbara 1811 Prospect Avenue

A Sanctuary on Santa Barbara's Upper Eastside- There is a specific kind of magic found in the Upper Eastside--a place where the scent of the nearby Rose Gardens carries on the coastal breeze and the silhouette of the Santa Barbara Mission stands as a timeless neighbor. Tucked within this historic enclave, 1811 Prospect Avenue isn't just a home; it is a lovingly preserved sanctuary that bridges the artistry of the past with the effortless luxury of today. SEE TEXT OVERFLOW A Masterclass in Craftsmanship... As you arrive, the home greets you with the tactile beauty of extensive sandstone masonry, a tribute to Santa Barbara's architectural heritage. Stepping inside, the world slows down. The single-level floorplan unfolds with a rare sense of warmth, grounded by exquisite wood craftsmanship that whispers of quality and care. In the heart of the home, a chef's kitchen and spa-like bathrooms have been reimagined for the modern epicurean. Outfitted with top-tier appliances and high-end finishes, these spaces offer a turnkey lifestyle where the only thing left to do is pour a glass of local wine and settle in. Where Every Detail Matters... Life here is lived both inside and out. Slide open the doors to find stamped concrete patios enveloped by privacy walls, creating an outdoor living room perfect for candlelit dinners or a quiet book under the California sun. While the aesthetic is rooted in tradition, the infrastructure looks firmly toward the future. Whether you are charging your car at the 50-amp EV station, enjoying the whisper-quiet central AC, or hosting friends with the luxury of five off-street parking spots--a rarity for this coveted neighborhood--the home handles the logistics of modern life with quiet efficiency. At the Center of it All... To live here is to be part of a vibrant cultural tapestry. Your morning routine might include a stroll through the Natural History Museum grounds or a coffee at the world-renowned El Encanto Hotel. Situated within the prestigious Roosevelt School district and just moments from the Rose Gardens & Mission, the location offers a perfect balance: the tranquility of a residential retreat with the pulse of downtown Santa Barbara just minutes away. 1811 Prospect Avenue is more than a property; it is a legacy of care, a masterpiece of masonry, and a front-row seat to the best of the American Riviera lifestyle. Your Santa Barbara story begins here.$2,595,000

$2,595,000
2 Beds
2 Baths
1,410 SqFt
Compass

Santa Barbara 512 E Arrellaga Street

Discover this hidden-in-plain-sight Santa Barbara treasure - a historic piece of architecture owned by the same family for over 80 years, for sale for the 1st time since 1944! The home appears seemingly lost in time at the edge of the Upper East as it rises to the Lower Riviera, now available for the next owner to revive the home to a new splendor. Built around 1912 in a Vernacular Craftsman style, the rustic board-and-batten wood exterior is immediately distinctive on the 1st story, with a Greene & Greene-style shingling and design motif on the 2nd story. A church-like window graces the front of the home and upon entering you are greeted by a wood-paneled 2-story cathedral style grand living room. A large traditional dining room and upstairs bedrooms continue the rich paneled interior décor, which can be preserved and incorporated, or re-imagined differently in a buyer's renovation. The nearly 3,000 square-foot home has been approved to be eligible for Mills Act status, to potentially significantly reduce the property taxes and help offset some of the upgrade expenses. A pleasant surprise is the ocean views from the expansive 2nd story terrace, as well as a generous-sized backyard with mature trees. The premier location is only 6-7 blocks to downtown's Theater/Arts District with its acclaimed performing arts venues and numerous fine dining restaurants, and within 2-3 blocks to notable City parks. For the buyer who yearns for an historic home with its own special identity, 512 East Arrellaga offers an intriguing opportunity to bring the magic back to life!$2,350,000

$2,350,000
3 Beds
2 Baths
2,974 SqFt
Berkshire Hathaway HomeServices California Properties

Santa Barbara 515 E Islay Street A

Located in the highly sought after Upper Eastside, this beautifully re-imagined townhome offers refined coastal living with modern design, just blocks from the beloved Mission & Rose Garden. The 2BR/2.5BA home has been thoughtfully renovated, showcasing newer surfaces and upgraded systems. The interior design reflects a clean, California esthetic, highlighted by a striking fireplace, custom bookcase/work area and a coved wooden ceiling that adds architectural character. Each spacious bedroom is en suite for privacy. There is a separate dining room and generous kitchen outfitted with high-end appliances, elegant quartzite countertops and custom cabinetry. A private deck and additional patio extend the living space, perfect for enjoying Santa Barbara's climate and entertaining. The staircase has beautiful wooden ceilings, custom railings and a skylight with a peak of the ocean. Oak plank floors have been newly installed in the living areas of the home. The residence features a private entry and attached two-car garage, blending convenience with a sense of seclusion. Recent improvements include a security system, newer roof, exterior painting, HVAC and electrical panel, all offering added peace of mind. This turnkey residence combines luxury, location, and lifestyle.$2,195,000

$2,195,000
2 Beds
3 Baths
1,624 SqFt
Barbara Green, Broker

Santa Barbara 1217 N Salsipuedes Street B

Lower Riviera European Charm. An exclusive La Muralla residence with elevated finishes throughout. Set beyond a long, private approach, this light-filled residence offers a rare sense of seclusion within one of Santa Barbara's most central and desirable neighborhoods. Tucked within an intimate, architecturally cohesive community, the home feels peacefully removed while remaining moments from downtown, the Upper East, and the city's cultural destinations. South-facing and thoughtfully designed, the nearly 2,000-square-foot, tri-level home features three bedrooms and two-and-a-half bathrooms with expansive windows framing tranquil views of the surrounding barranca. The setting provides exceptional privacy and a calming connection to nature which is an increasingly rare offering so close to Santa Barbara's vibrant amenities. The main level living spaces are warm and refined, anchored by a gas fireplace and enhanced by motorized roller shades for effortless light control. The kitchen is ideal for both daily living and entertaining, featuring Italian Bertazzoni appliances, quartz countertops, a walk-in pantry, Thor wine cooler, and a WaterDrop tankless reverse osmosis water system. Outdoor living is seamlessly extended by a tiled upper balcony and lower balcony finished with bamboo thermo decking and railings. The upper level primary suite serves as a peaceful retreat with custom wardrobe cabinetry and a spa-inspired bath featuring a semi-frameless shower enclosure, walk-in shower, and soaking tub. Additional highlights include Invisible Smart Locks for keyless entry and an ADT security system with camera. Offering a combination of privacy, thoughtful upgrades, and proximity to Santa Barbara's cultural and lifestyle amenities, this exceptional home offers elevated living in a setting that feels both tranquil and connected.$2,145,000

$2,145,000
3 Beds
3 Baths
1,911 SqFt
Berkshire Hathaway HomeServices California Properties

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Listing information last updated on June 12th, 2026 at 5:18pm PDT.