Upper Eastside Real Estate

Upper Eastside Real Estate

Welcome to the Upper Eastside of Santa Barbara, a charming neighborhood that beautifully blends historic charm with modern living. Nestled between the picturesque hills and the stunning coastline, the Upper Eastside is renowned for its tree-lined streets, vibrant community, and an array of architectural styles that reflect the rich history of the area.

One of the standout features of the Upper Eastside is its proximity to some of Santa Barbara's most iconic landmarks. Just a stone's throw away, you’ll find the Santa Barbara Mission, a stunning example of Spanish colonial architecture, and the lush gardens of Alice Keck Park Memorial Gardens, perfect for leisurely strolls or family picnics. The neighborhood is also conveniently located near the bustling downtown area, offering residents easy access to eclectic shops, gourmet restaurants, and vibrant cultural events.

Families are drawn to the Upper Eastside for its excellent schools and friendly atmosphere. The community prides itself on its strong sense of belonging, making it an ideal place for those looking to raise children or enjoy a peaceful retirement. The local parks and recreational areas provide ample opportunities for outdoor activities, from hiking to biking, ensuring that residents can enjoy the beautiful California weather year-round.

With its unique blend of history, community spirit, and beautiful surroundings, the Upper Eastside of Santa Barbara is more than just a neighborhood; it’s a lifestyle. Discover your dream home in this enchanting area and become part of a community that celebrates both the past and the future.

Newest Listings in Upper Eastside

2202 Anacapa Street, Santa Barbara
$2,600,000
3 Beds ⋅ 3 Baths
Gracious and spacious, Mid-Century Traditional in the sweet spot of the Upper East, embraced by native sandstone walls. From the formal entry, gleaming wide plank pegged oak floors lead to a dramatic living room with fireplace & built in cabinetry, opening to covered veranda and 600+ sq ft enclosed patio. Formal dining, bright and sunny kitchen and breakfast area, 3 roomy bedrooms and 3 full baths. Gorgeous natural daylight throughout the home. Attached 2 car garage with separate laundry room and storage. 3 blocks to the Rose Garden and Mission, 1 block to State St.

2202 Anacapa Street, Santa Barbara

Listing courtesy of Maizlish Realtors Inc..

2028 Anacapa Street, Santa Barbara
$3,185,000
4 Beds ⋅ 4 Baths
Upper East Elegance with Room to Reimagine. Tucked into a peaceful tranquil secluded setting on Santa Barbara's coveted Upper East Neighborhood, this 5-bedroom, 4-bath residence is surrounded by enchanting gardens and just moments from downtown, parks, shopping, and dining. The upstairs with its own outside entrance is ideal for dual living, multi-generational quarters, and abundant closet space throughout adds everyday practicality. Lots of potential to make it your own. An attached 2-car garage with access from Green Lane adds convenience.

2028 Anacapa Street, Santa Barbara

Listing courtesy of Berkshire Hathaway HomeServices California Properties.

2028 Anacapa Street, Santa Barbara
$3,185,000
5 Beds ⋅ 4 Baths
Upper East Jewel with Endless Potential. Set in one of Santa Barbara's most desirable neighborhoods, this spacious 5 bedroom, 4 bath residence offers a rare opportunity to create something truly special. Surrounded by gardens and tucked into a peaceful setting just moments from downtown, the home combines privacy, character, and versatility. The flexible floor plan lends itself to a variety of possibilities. The upstairs features its own exterior entrance, creating potential for dual living, multi-generational use, a private guest suite, home office, or creative studio. Generous closet space and an attached two car garage with convenient access from Green Lane add to the home's functionality. The property is ready for a thoughtful renovation and a fresh vision, but the bones, setting, and location make the effort well worth it. Restore the residence to its original grandeur, reimagine it for modern living, or take advantage of the existing layout to create a home uniquely suited to your needs. Just minutes from downtown Santa Barbara, parks, shopping, dining, and the best of the Upper East, this is a rare offering, private, timeless, and rich with possibility.

2028 Anacapa Street, Santa Barbara

Listing courtesy of Berkshire Hathaway HomeServices California Properties.

2016 State Street, Santa Barbara
$2,749,000
2 Beds ⋅ 2 Baths
Built in 1925, this Spanish-style residence carries the character that defined Santa Barbara's early architecture, with classic white-washed walls, a red tile roof, and arched details that have held up for a century. A second, fully separate house on the property adds room to live, host, and plan for what comes next. Both homes are single-story, so daily living is easy from front door to garden. The main residence offers 2 bedrooms 1.5 baths with interior features: e.g., original hardwood floors, beamed ceilings, fireplace, updated kitchen. The second house offers 1 bedrooms 1 baths and its own entrance, well suited for extended stays with guests, a studio, or rental income. The property's R-O (Restricted Office) and R-2 (Two-Unit Residential) zoning adds real flexibility. Owner-users, investors, and professionals can consider a range of options, from a two-home residential setup to a live/work arrangement or professional office use, subject to City of Santa Barbara approval. Buyer to verify permitted uses and permits.

2016 State Street, Santa Barbara

Listing courtesy of Berkshire Hathaway HomeServices California Properties.

622 E Valerio Street, Santa Barbara
$3,595,000
4 Beds ⋅ 3 Baths
Set in in one of Santa Barbara's most coveted locations, 622 East Valerio pairs timeless 1920s character with beautiful ocean, city, and mountain views. Located along the desirable Upper East and Riviera edge, this 4-bedroom, 3-bath residence offers approximately 3,175 square feet of inviting living space, complemented by finished dual-living space below the main level. Inside, original hardwood floors, high ceilings, and abundant natural light preserve the home's classic character, while thoughtfully updated kitchen and bath spaces bring a comfortable, modern sensibility. Generous living and dining areas, a fireplace, and a flexible floor plan create an easy setting for both everyday living and entertaining. Outside, the property has been transformed into a private retreat. Beautifully designed landscaping surrounds expansive decking, an in-deck pool and spa, creating a resort-like setting for relaxing, entertaining, and enjoying Santa Barbara's year-round climate. Multiple outdoor spaces take full advantage of the home's elevated setting and impressive views. The finished dual-living space below the main level adds another layer of flexibility for guests, extended living, a home office, a gym, or a media space. All of this in an exceptional location near the Mission, Roosevelt School, the Riviera, and downtown Santa Barbara, offering a rare combination of views, character, outdoor living, and convenience in the heart of the city.

622 E Valerio Street, Santa Barbara

Listing courtesy of Compass.

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