Neighborhood Factors

Market Conditions

  • Neighborhood Factors
    Price
    $1.14M
  • Neighborhood Factors
    Undervalued
    $13k
  • Neighborhood Factors
    Appreciation
    -1%

Middletown at a Glance

Middletown is ranked #48 of 110 neighborhoods in San Diego with an overall score of 3.3/5. Its standout factors are nearby merchants (3.7/5) and safety (3.7/5, 70th of 110 in San Diego), at a typical home price of $1.14M, which Houseberry currently rates as undervalued by about $13,000. The trade-offs are schools (3.3/5) and curb appeal (3.3/5), with prices running about 15% above the San Diego typical home price.

Middletown Reviews & Questions

Neighborhood Review
Key Words: India Street, Spanish Landing, Middletown Station

Middletown fills the slope and flats between Little Italy and Mission Hills in San Diego, with Interstate 5 running through it and San Diego International Airport along its western side. It is one of the city's oldest subdivisions, laid out in 1850 on 687 acres meant to link Old Town with the new town growing beside the bay. The housing tells that long story. Victorian houses from the 1880s, transitional homes with Mission and Craftsman touches, and Craftsman bungalows still turn up on the older streets of the area. Medium-density apartments and condos have filled in closer to the trolley line. Building the I-5 in the early 1960s split the neighborhood, and the freeway is still the dividing line between the hillside blocks and the flats near the water. India Street is the main place to eat. Shakespeare Pub has been pouring cask-conditioned real ale and frying award-winning fish and chips for years, and its screens carry soccer and rugby matches. Gelato Vero Caffe, open on India Street since 1984, is the coffee stop, serving espresso, gelato and pastries into the evening. On Harbor Island, Tom Ham's Lighthouse has been a landmark since 1971, built around a working Coast Guard beacon, and its seafood comes with a bayfront view. The bay edge is the outdoor side of Middletown. Spanish Landing Park and its small beach line North Harbor Drive across the water from Harbor Island, and Harbor Island Park follows the island's own shoreline. The Cancer Survivors Park sits at Spanish Landing too, a quiet place to sit by the water. Getting around is a strength. The Middletown trolley station on Palm Street, close to Kettner Boulevard, serves the Blue and Green lines, and an airport shuttle stop sits a few hundred feet away. The I-5 runs straight through, and both downtown and Old Town are a quick drive. Groceries mean a short trip into Mission Hills or Little Italy, since the neighborhood itself has no big supermarket. Noise is part of the deal. The airport and the freeway are both right here, and few streets escape the sound of one or the other. What you get in return is a central location where the trolley, the airport, the bay and India Street's dining are all within minutes.

See City Review for: San Diego

Top Neighborhoods in San Diego, CA

1st
Map placeholder for Carmel Valley, San Diego - not a photo of the neighborhood
Carmel Valley, San Diego, CA
Overall Score : 4.4
Farms and horse ranches once filled the valley floor that Carmel Valley now cove... See Full Page
2nd
Map placeholder for Del Mar Heights, San Diego - not a photo of the neighborhood
Del Mar Heights, San Diego, CA
Overall Score : 4.4
At the end of Mira Montana Drive, beside Del Mar Heights Elementary, a small cul... See Full Page
3rd
Map placeholder for Pacific Highlands Ranch, San Diego - not a photo of the neighborhood
Pacific Highlands Ranch, San Diego, CA
Overall Score : 4.4
Pacific Highlands Ranch is among the newest parts of San Diego, a stretch of hil... See Full Page

Middletown Amenities

  • Neighborhood Amenities
    Near good merchants

    3.7

  • Neighborhood Amenities
    Public Spaces

    3.4

  • Neighborhood Amenities
    Curb Appeal

    3.3

Overall Amenities score: 3.4

Middletown Weather

79%
of possible sunshine
Of all the daylight this spot gets in a year, 79% arrives as sunshine - clouds and fog block the rest.
Middletown ranks 92nd of 110 for sunshine in San Diego, and it out-suns about a quarter of the San Diego area. Its warmest month is August, averaging 76° highs, and it gets about 10 inches of rain a year.
Average daily high and low temperature
80°65°50°35°JFMAMJJASONDAug 76°
Avg highAvg low
Rank in San Diego
92nd of 110
Across the San Diego area
20th percentile
Rain per year
10 in
Warmest month
Aug 76° avg high
Summer day
64° → 74°F
Winter day
49° → 66°F
Sunshine and temperature figures are 30-year climate averages for this neighborhood's location.

Middletown Photos

Schools Serving Middletown

School NameTypeGradesHouseberry School Score
Grant K-8 PrimaryK-8
Correia Middle Middle7-8
Roosevelt International Middle Middle6-8
San Diego High High9-12
Point Loma High High9-12

Click links for school listing

info at GreatSchools.org

Houseberry School Score Data

from CA Dept. of Education

Houseberry recommends using these scores as only a starting point, and conducting your own investigation into what schools fit best for your preferences. School boundaries are not guaranteed and may change. It is important to contact the appropriate school district to confirm enrollment eligibility before making any decision to move to a neighborhood.

Middletown Home Prices

Middletown FAQs

10 answers

Is Middletown a good place to live?

Middletown ranks 48th of 110 neighborhoods in San Diego with an overall Houseberry score of 3.3 out of 5. Its strongest factors are nearby merchants (3.7/5) and safety (3.7/5). The trade-offs are schools (3.3/5) and curb appeal (3.3/5) and a typical home price of $1.14M against the San Diego typical home price of $992.15k.

Is Middletown safe?

Middletown, San Diego scores 3.7 out of 5 on Houseberry's Safety Score, ranking 70th of 110 neighborhoods in San Diego.

What do homes in Middletown cost?

The typical home price in Middletown, San Diego is $1.14M, compared with $992.15k for San Diego as a whole. Houseberry currently rates it undervalued by about $13,000 against comparable neighborhoods.

Are home prices in Middletown rising or falling?

The typical home price in Middletown, San Diego is down about 0.8% over the past 12 months, at $1.14M. The full 12-month history is charted in the Typical Home Price section on this page.

Which schools serve Middletown?

Schools serving Middletown, San Diego include Grant K-8, Correia Middle, Roosevelt International Middle, San Diego High and Point Loma High.

What is the weather like in Middletown?

Middletown, San Diego receives 79% of its possible sunshine, 92nd of 110 in San Diego. Summer days run 64° to 74°F and winter days 49° to 66°F, August is the warmest month and rainfall averages about 10 inches a year.

Is Middletown walkable to shops and restaurants?

Middletown, San Diego scores 3.7 out of 5 for nearby merchants and 3.4 out of 5 for public spaces. Its overall amenities score is 3.4 out of 5, 50th of 110 in San Diego.

What is Middletown known for?

Middletown, San Diego is associated with India Street, Spanish Landing and Middletown Station.

How does Middletown compare to other San Diego neighborhoods?

Middletown ranks 48th of 110 neighborhoods in San Diego. It ranks 70th of 110 in San Diego for safety (3.7/5) and scores lowest on schools (3.3/5). The highest-ranked neighborhoods in San Diego are Carmel Valley and Del Mar Heights.

What are the downsides of living in Middletown?

Middletown, San Diego scores lowest on schools (3.3/5) and curb appeal (3.3/5). Its typical home price of $1.14M runs about 15% above the San Diego typical home price of $992.15k.

Follow this neighborhood for updates
Middletown Photos
Top Neighborhoods in San Diego, CA
1st
Map placeholder for Carmel Valley, San Diego - not a photo of the neighborhood
Carmel Valley, San Diego, CA
Overall Score : 4.4
Farms and horse ranches once filled the valley floor that Carmel Valley now cove... See Full Page
2nd
Map placeholder for Del Mar Heights, San Diego - not a photo of the neighborhood
Del Mar Heights, San Diego, CA
Overall Score : 4.4
At the end of Mira Montana Drive, beside Del Mar Heights Elementary, a small cul... See Full Page
3rd
Map placeholder for Pacific Highlands Ranch, San Diego - not a photo of the neighborhood
Pacific Highlands Ranch, San Diego, CA
Overall Score : 4.4
Pacific Highlands Ranch is among the newest parts of San Diego, a stretch of hil... See Full Page

Middletown Map

Loading map...

View Full Map

Contact Houseberry's 2026 Agent Pick for Middletown
Follow this neighborhood for updates