$1,415,178Average Value$791Average Price per Sq Ft11Homes For Sale
One of San Diego's historic hillside communities
Middletown has come a long way from its founding in 1850. Its hillside location, overlooking San Diego Bay, made it a natural landing point for many Italian and Portuguese fishermen. By the early 1900s, its water views and proximity to the developing city center led to its transformation from a humble fishing village to a home for Craftsman and Spanish Revival mansions. "People are drawn to the historic nature of this area. There are so many homes built over 100 years ago that are still just as pretty as the day they were finished," says Joe Carta of Joe Carta Realty, who's been selling in San Diego since the 1980s. As the city grew, it added a layer of urban convenience to this primarily residential neighborhood. Carta says, "This area is infused with commercial districts, which feels unique for a neighborhood this old to have walkable restaurants and cafes."
An elevated view of Middletown overlooking San Diego Bay shows the proximity to downtown as well
Architectural styles vary in Middletown; however, Spanish influence is ubiquitous.
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1920s homes and contemporary hillside mansions
Despite its city location, homes on the steep streets of Middletown sit on relatively spacious lots with grassy front and backyards full of palms and other coastal foliage. Different waves of architecture can be seen throughout the neighborhood, but the 1920s homes are the most prominent. They take the form of small bungalows, larger Craftsman with ornate woodwork and grand Spanish Revivals with breezy verandas and red-tile roofs. These historic homes aren't on the market often, but when they are, they range from $1 million to $2 million. The neighborhood hasn't physically grown over the years, but it's seen the addition of newer homes, like 1980s contemporary designs with white-stucco exteriors, rounded walls and cylindrical extensions wrapped with tall windows. These designs vary from midsize homes to walled hillside mansions with water views that can cost $1 million to $3 million. Large duplexes in the neighborhood can cost $1 million to $2 million. There are also condos ranging from $500,000 to $1 million for luxury units overlooking the bay.
Some homes in Middletown have a view of the San Diego Bay.
Craftsman style homes feature soaring A-frame roofs.
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A-rated San Diego Unified School District
The neighborhood is part of the San Diego Unified School District, which Niche grades an A overall. Students may go to the Grant School, graded an A-minus, for kindergarten through eighth grade. They finish at A-minus rated Point Loma High, about 4 miles west of most homes. Point Loma students can explore professions through career-focused classes like Introduction to Engineering and Principles of Biomedical Science.
Elevate learning at Grant K-8, where every day unfolds a new adventure.
An entrance view to Point Loma High School located in Point Loma Heights.
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Gelato shops and seafood markets on India Street
Residents can walk down the hill to India Street, which offers a row of restaurants on the neighborhood's west side. Spots like Gelato Vera Caffe keep the neighborhood's Italian roots alive. Folks often enjoy an espresso at the sidewalk tables. Blue Water Seafood Grill & Market takes advantage of the proximity to the bay by serving traditional seafood dishes made with the fresh catch they sell at their seafood counter. Shakespeare Pub is a casual British-inspired bar that's become a popular place to watch soccer matches. For fine dining, the Wine Vault & Bistro offers a fixed menu with wine pairings. Some of the city's hottest eateries, such as Farmer's Bottega and Harley Gray Kitchen & Bar, are just north of the neighborhood on Goldfinch Street. There's also a Vons near these restaurants for groceries, less than a mile from many homes.
Many food choices line the streets of India Street located in Middletown such as Rubicon Deli.
Customers enjoy delicious seafood from Blue Water Seafood Market & Grill in Middletown.
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Harper's Topiary Garden and nearby parks
Middletown's streets are home to some impressive greenery. Most notable is Harper's Topiary Garden, a grand arrangement of hedges in somebody's front yard. Years ago, the owners of this hillside Union Street mansion decided to take advantage of their steep, spacious front lawn by filling it with over 50 tall hedges that are hand-trimmed into different figurines. People come from all over the city to see the display. Residents often visit Pioneer Park for recreation just north of the neighborhood, across West Washington Street. It has a playground, ample lawn space and a paved walking loop shaded by large trees. Mission Hills Park offers more walking trails across from Pioneer Park. Balboa Park—the city's most prominent recreation space—is 4 miles east. This 1,200-acre park is also home to the San Diego Zoo. Plus, Ocean Beach is 6 miles west.
Pioneer Park features ample green space and a playground.
Harper's Topiary Garden located in Middletown is a must see for San Diego. It features intricate trimmed bushes with distinguished characters.
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San Diego International Airport next to the neighborhood
Commuters can take Interstate 5 for their daily drive, which runs down the neighborhood's west side. Downtown San Diego is 2 miles south on the 5. San Diego Naval Base is 6 miles south, and Naval Air Station North Island is 7 miles away across the Coronado Bridge from the base. Folks can also catch a bus to downtown at stops on Reynard Way. Scripps Mercy Hospital is the nearest major medical facility, about 2 miles northeast. The San Diego International Airport is just west of the neighborhood, no more than 2 miles from most homes.
An elevated view of Middletown shows the tidy neighborhood streets and lush landscapes.
San Diego International Airport is conveniently close by, just south of Middletown.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
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to let others know what life in this neighborhood is like.
Crime and Safety
1 - Low Crime, 10 - High Crime
Middletown
US
Homicide
3
4
Sexual Assault
4
4
Assault with Weapon
4
4
Robbery
4
4
Burglary
5
4
Motor Vehicle Theft
5
4
Larceny
6
4
Crime Score
4
4
Source: WhatIsMyCrimeRisk.com
Middletown Demographics and Home Trends
On average, homes in Middletown, San Diego sell after 43 days on the market compared to the national average of 55 days. The median sale price for homes in Middletown, San Diego over the last 12 months is $1,360,000, up 4% from the median home sale price over the previous 12 months.
VA/FHA Approved! $285 HOA!!! Attached garage and in unit washer and dryer. Welcome to this beautifully maintained 2-bedroom, 2.5-bath townhome in the heart of Mission Hills! Filled with natural sunlight, this bright and airy home offers the perfect blend of comfort and convenience all at an affordable price. Enjoy being just steps from local restaurants and minutes to Downtown, Little Italy,
Ashley ClarkeXp Realty of Southern California, Inc.
This striking three-level loft, where modern design meets sweeping views of the San Diego Bay and Downtown skyline. From the moment you step inside, soaring ceilings and architectural details set the tone for a home that feels both sophisticated and effortlessly livable. Custom floating stairs lead you through thoughtfully designed spaces, beginning with a versatile first-floor family room or
Welcome to this beautifully reimagined single-story residence, where timeless charm meets modern elegance in one of San Diego’s most desirable locations.Situated on a premium corner lot with no HOA, this fully renovated home offers approximately 2,000 sq. ft. of thoughtfully designed living space, featuring 3 bedrooms and 2.5 bathrooms. The bright, open-concept layout is filled with natural
Tucked within one of San Diego’s most desirable neighborhoods, this Mission Hills residence offers refined living with a rare blend of privacy, walkability, and timeless comfort. It features a spacious west-facing balcony with access from both the living room and primary bedroom, perfect for enjoying sunsets and indoor-outdoor living. The 2 bed, 2 bath home offers a formal entry, cozy fireplace,
Tucked away on a quiet cul-de-sac just moments from beloved cafés, restaurants, parks, and shops, this charming Craftsman blends undeniable period charm with thoughtful modern updates. Natural light fills the home through skylights and French doors, highlighting the character-filled details throughout—from the cozy fireplace and bay window seat to the warm new hardwood floors and recessed
Mission Hills, San Diego, a fantastic development opportunity, especially given its location and potential for stunning views. Here are some key points and considerations for potential buyers or developers: Location and Neighborhood: Mission Hills is known for its historic charm, scenic views, and vibrant community. Its proximity to Downtown San Diego and other urban areas makes it a desirable
MISSION HILLS DEVELOPEMNT OPPROTUNITY. 4858 SQFT LOT. LEVEL W/GENTLE SLOPE AT BACK. CLOSE TO DOWNTOWN, AIRPORT, BALBOA PARK, ZOO, LITLE ITALY AND MUCH MORE. POPULAR LOCATION UPPER REYNARD WAY JUST SOUTH OF GOLDFINCH & TORRANCE. SAN DIEGO COMPLETE COMMUNITES MAP TEIR 2 / 8.0 FAR.
Discover the perfect blend of character, flexibility, and modern comfort in this beautifully refreshed Mission Hills triplex. Ideal for an owner-occupier, this versatile property offers the opportunity to live in one unit and generate rental income from the others—all in one of San Diego’s most desirable neighborhoods. The property includes a 2-bedroom, 1-bath main home, a 1-bedroom, 1-bath
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Gregory ScafidiBerkshire Hathaway HomeServices California Properties
High Performing Short Term Rental - $130k in Revenue and ADU. Perfect year-end bonus depreciation purchase! Bring any and all offers to Sellers. Perched atop a scenic hillside in coveted South Mission Hills, 3109 Hawk Street blends modern comfort with timeless San Diego charm. This fully renovated luxury home offers panoramic canyon views from three expansive patios and a rare mix of tranquility,
1330-1334 Sassafras Street is a clean three-unit apartment building in one of San Diego’s most sought-after urban neighborhoods. Well located between Mission Hills, Bankers Hill, and Little Italy, the property delivers the ideal balance of strong in-place income and long-term appreciation. Immediate access to Downtown San Diego, Balboa Park, the San Diego International Airport, and all major
Walk to brunch, dining and culture from this remodeled single-story 3BR/2BA Mission Hills home, ideally located between Little Italy, Bankers Hill and Mission Hills, offering an unbeatable blend of urban lifestyle & city convenience without the higher price tag! Minutes to Balboa Park, Downtown and the airport, with quick access to the city’s best shopping & entertainment. Whether a primary
Stephanie JezekeXp Realty of Southern California, Inc.
New studio, one and two bedroom apartment homes located in historic Mission Hills.Modern living. Built for community. Introducing Rainford, San Diego's premier upscale apartment community, nestled in the charming and historic Mission Hills neighborhood. Rainford beautifully captures a timeless turn of the century aesthetic, blending influences from both the Art Nouveau and Craftsman
Gorgeous Mission Hills fully furnished townhome w/ bay & downtown views. 2 bedroom 2.5 bath with large bonus loft for third bedroom or office. Bright natural light throughout, extra storage space, designer finishes, fireplace, 2 car attached garage, in unit washer/dryer, central AC, dual master bedrooms, chef's kitchen w/stainless steel appliances & quartz countertops, & balcony perfect for
Located in the Old Town/Mission Hills area of San Diego, we are sited in a wooded area overlooking Lindberg Field and San Diego Harbor, and above the India Street colony near Washington and India Streets. We feature small, unfurnished studios and studio alcoves. The alcoves are larger studios with separate living room and bedroom set-ups. We are at the top of a big hill, but are close to all
This recently remodeled Spacious 2 bed 2 bath 1074 sq ft condominium is located in Middletown just four blocks from Little Italy. Located near San Diego Bay, Little Italy, and Downtown, as well as convenient freeway access. The unit was remodeled with no expense spared with new cabinetry, quartzite countertops, Full size stacked in unit laundry, central AC and heat, vinyl plank flooring and sound
Welcome to University Crest Apartments, a brand-new, fully renovated community offering modern 1-bedroom / 1-bathroom residences designed with comfort, style, and convenience in mind. Each apartment features contemporary finishes, updated interiors, and a clean, modern feel perfect for today’s San Diego lifestyle.Residents also enjoy the added convenience of tandem parking and a
1 MONTH FREE!!! This remodeled unit is a large 1,050 sq ft 2 bed 2 bath condominium. It is a corner unit less than a 10 minute walk to Little Italy and close access to freeways. The unit features new calcutta quarts counter tops, vinyl plank flooring, new shower and baths, sound proof windows and doors, central air conditioning and heat, one off street parking, and views of down town and San
Property Id: 2091767MISSION HILLS 1BR | 1000SF | GATED | JACUZZI | PARKING | EV$2,695 / MonthMission Hills - Minutes to Downtown & Little ItalyRare oversized 1 bedroom (approx. 1000 sq ft) in a private gated duplex in Mission Hills. Only one neighbor inside the property.If you're searching for a large Mission Hills apartment with parking, EV charging and modern
Downstairs unit with a postcard view of downtown San Diego, Coronado, Lindbergh Field, and even as far as Point Loma, Balboa Park, and Mission Bay. Located around the corner from Little Italy, downtown's historic Gas-lamp district, Balboa Park and Waterfront park. Seeking 4-6 month lease but prefer longer. ONLY $50 for all utilities including water, electric, trash, gas, internet,
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