Middletown, CA homes for sale & real estate

Middletown, CA Homes for Sale

Totally transformed Ranch-style residence exudes relaxed sophistication. Panoramic bay and sparkling city views provide scenic backdrop for spacious indoor and outdoor living areas. Dramatic living room with box beam ceiling, wood floors and stone fireplace seamlessly transitions to elegantly appointed designer kitchen with adjacent dining areas. Entry level floorplan affords opportunity for single-story living with three bedrooms, including ensuite primary, three luxurious baths and stylish laundry room. Lower level with bedroom and bath present opportunities for home office, gym, wine cellar and indoor lounge area off pool and courtyard. This urban oasis is perfectly suited for entertaini

Middletown, CA Homes for Sale

Wake up to panoramic canyon views, step onto your private balcony with a coffee in hand, and feel the energy of Hillcrest just beyond your quiet, tree-lined street. This home is more than a place to live—it’s an escape woven into the heart of the city. Blending classic Spanish Craftsman charm with a modern, open flow, this home was completely rebuilt and expanded in 2015 with thoughtful design at every turn. Inside, natural light pours through oversized windows, high ceilings create an effortless sense of space, and the layout invites movement—whether it’s a quiet morning to yourself or a night spent hosting friends. Cozy up in front of the fireplace on a cold winter

Middletown, CA Homes for Sale

Move-in-ready home nestled in South Mission Hills at the foot of historic Banker’s Hill. First time on the market in over 57 years! Tax records reflect a 2 bedroom 1 bath, 1434 sq ft. , however, property shows as a 3 bedroom 2 bath, 1560 sq ft. on a 5,800 sq ft. lot. Generous size den, with closet, can be 3rd bedroom. Home upgraded with new beautiful LVP floors, primary and secondary bedrooms have original hardwood floors, new shaker kitchen cabinets and quartz countertops, upgraded recessed LED lighting in living room, family room, and kitchen, crisp new exterior and interior paint and a brand-new roof! Primary bedroom has ensuite bathroom with large walk-in closet (permits unknown)

Middletown, CA Homes for Sale

Rare Multi-Unit Opportunity in an Unbeatable Location! For the first time in generations, this exceptional three-unit property is available—a truly rare find in one of San Diego’s most sought-after locations! Nestled where Mission Hills, Bankers Hill, and Little Italy converge, this property offers the perfect blend of charm, convenience, and income potential. All units are 2-bedroom, 1-bath, consisting of a front house and rear duplex. A perfect opportunity for an owner-occupant to live in the front home while generating rental income from the duplex to offset the mortgage. Lovingly maintained by the same family for generations, this is a unique and rare investment in one of Sa

Middletown, CA Homes for Sale

A Rare Gem in North Arroyo Canyon – A Modern Retreat. Discover a truly unique home in one of San Diego’s most exclusive & tranquil enclaves—North Arroyo Canyon. Nestled in a lush, forest-like setting, this architectural gem offers views -city lights, San Diego Harbor, all while being just minutes from the heart of Downtown. Designed with style, space, and light in mind, this custom-built contemporary home boasts nearly 3,000 sq. ft. of open, airy living. Skylights & balconies flood the home with natural light, creating a seamless indoor-outdoor flow. Inside, you’ll find: 3 oversized bedrooms with ample closet space: 3.5 bathrooms designed for comfort and

Middletown, CA Homes for Sale

Iconic Mid-Century Modern in Bankers Hill. Designed by renowned architect Bruce Dammann, this property in Bankers Hill offers breathtaking city, ocean and bay views. The home showcases the seamless blend of indoor and outdoor living with expansive glass that floods the space with natural light. The spacious living areas transition effortlessly to outdoor terraces and zen-inspired gardens, creating a harmonious connection with the natural beauty surrounding it. Crafted with warm cedar wood, the home features an open-concept design perfect for today’s living and entertaining. Bright and airy living spaces are enhanced by skylights. Enjoy the benefits of sustainable living with solar pan