Middletown Real Estate

Middletown is a charming neighborhood located in Mission Hills, San Diego County, California. Situated between the Pacific Ocean and the San Diego River, this area is brimming with natural beauty and outdoor activities. Residents of Middletown can enjoy a variety of local amenities, including a variety of restaurants, shops, and entertainment venues. The area is also home to a number of parks and recreational facilities, such as the Mission Hills Park, which offers a wide range of activities for families and individuals.

Middletown's real estate market is booming, with homes ranging from cozy one-bedroom condos to luxurious multi-million dollar estates. The area is one of the most desirable locations in San Diego County, and offers a variety of housing options for those looking to buy or rent. Home prices in the area range from affordable starter homes to luxurious multi-million dollar properties.

The Middletown area is well-connected, with easy access to major highways and freeways. The area is also close to a number of public transportation options, making it easy to get around without a car. The area also offers easy access to a variety of schools, shopping centers, and other amenities.

Middletown is an ideal place for anyone looking for a safe and vibrant neighborhood to call home. With its beautiful scenery, convenient location, and vibrant real estate market, Middletown is an ideal place to live, work, and play.

Newest Listings in Middletown

$2,095,000

8 Beds ⋅ 4 Baths

Rare 4-unit investment opportunity with breathtaking panoramic city, bay, and harbor views. Consistently rented with strong income potential, this property features four 2-bedroom, 1-bath units, each with its own one-car garage, plus a community laundry room. Designed for low-maintenance ownership in an unbeatable location, two units have been remodeled with modern updates, while the remaining units offer additional upside potential. Tenants enjoy spectacular views and convenient access to San Diego Airport, Downtown, Bankers Hill, Little Italy, Balboa Park, freeways, dining, shopping, and more. An exceptional opportunity for investors seeking stable cash flow, long-term growth, and a highly desirable San Diego rental location. The property's prime location may also present short-term rental opportunities (airbnb is allowed in the area). Don’t miss this rare investment offering.

3062-68 Columbia St, Mission Hills

$4,499,000

4 Beds ⋅ 4 Baths

Welcome to 3515 Union Street, a stunning architectural residence in the heart of Mission Hills, one of San Diego’s most coveted neighborhoods. Spanning approximately 4,600 square feet, this exceptional 4-bedroom, 3.5-bath home offers an elevated living experience defined by scale, light, and breathtaking views. Step inside to soaring 20-foot ceilings that create a dramatic first impression, complemented by expansive windows that flood the home with natural light and frame sweeping views of the city and beyond. The open-concept layout is both grand and inviting, designed for seamless entertaining and comfortable everyday living. The chef’s kitchen flows effortlessly into the main living and dining areas, while multiple indoor-outdoor transitions allow you to fully enjoy Southern California living. Spacious bedrooms provide privacy and comfort, with a luxurious primary suite that serves as a true retreat. Set on a prime street in Mission Hills, this home combines tranquility with convenience—just minutes from top dining, boutique shopping, downtown, and the airport. The neighborhood’s timeless charm, tree-lined streets, and prestigious reputation make it one of San Diego’s most desirable places to call home. With its rare size, volume, and view orientation, 3515 Union Street presents a unique opportunity to own a standout property in a premier location.

3515 Union St, Mission Hills

$1,995,000

8 Beds ⋅ 4 Baths

SELLER TO ENTERTAIN ALL OFFERS !!! 2831–2837 Columbia Street offers investors a rare opportunity to acquire a four-unit apartment building in one of San Diego’s most sought-after urban neighborhoods. Perfectly positioned between Mission Hills, Bankers Hill, and Little Italy, the property delivers the ideal balance of strong in-place income, long-term appreciation, and unbeatable tenant appeal. With immediate access to Downtown San Diego, Balboa Park, the San Diego International Airport, and all major freeways, this asset combines location, lifestyle, and investment strength. The property consists of four spacious and modernized two-bedroom, one-bathroom apartments, each featuring premium in-unit amenities including its own washer/dryer and air conditioning (2 units), ensuring maximum comfort and convenience for tenants. In addition, every apartment comes with a separate oversized storage area—a highly desirable feature in this competitive rental market. Importantly, tenants are responsible for all utilities under their rental agreements, minimizing operating expenses and streamlining management for ownership. One of the most striking features of the property is its incredible, unobstructed views of Downtown San Diego and the San Diego Bay. This unique vantage point not only enhances the tenant living experience but also positions the property as a premier rental offering, creating consistently strong demand and long-term tenant retention.

2831-37 Columbia St, Mission Hills

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