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Middletown Homes for Sale

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  • /34

    $1,050,000

    • 2 Beds
    • 2.5 Baths
    • 1,674 Sq Ft

    3033 India St Unit 8, San Diego, CA 92103

    Just steps from Little Italy and minutes from Balboa Park, the Moddom Lofts place you at the intersection of San Diego’s most vibrant neighborhoods. Surrounded by acclaimed restaurants, art galleries, parks, and the waterfront, this modern-industrial residence delivers a lifestyle defined by walkability, culture, and coastal beautyJust steps from Little Italy and minutes from Balboa Park, the

    Agent Photo

    Sam Powell

    Regal Properties

    (866) 885-4666

    3033 India St Unit 8, San Diego, CA 92103
  • /67

    $1,249,998 Open Mon 4PM - 6PM

    • 3 Beds
    • 3 Baths
    • 1,553 Sq Ft

    3519 Andrews St, San Diego, CA 92103

    Welcome to 3519 Andrews St, a stunning condo-townhouse nestled in the vibrant heart of the Mission Hills/Middletown area of San Diego, CA. This spacious 1,553 square foot home offers an ideal blend of modern living and urban convenience. With three bedrooms and three full bathrooms, this residence is perfect for those seeking comfort and style with Owned Solar to keep electricity bills low! You

    Agent Photo

    Ryan Dick

    Compass

    (888) 784-8109

    3519 Andrews St, San Diego, CA 92103
  • /72

    $1,249,998 Open Mon 4PM - 6PM

    • 3 Beds
    • 3 Baths
    • 1,553 Sq Ft

    3521 Andrews St, San Diego, CA 92103

    Welcome to 3521 Andrews St, a stunning condo-townhouse nestled in the vibrant heart of the Mission Hills/Middletown area of San Diego, CA. This spacious 1,553 square foot home offers an ideal blend of modern living and urban convenience. With three bedrooms and three full bathrooms, this residence is perfect for those seeking comfort and style with Owned Solar to keep electricity bills low! You

    Agent Photo

    Ryan Dick

    Compass

    (866) 582-7040

    3521 Andrews St, San Diego, CA 92103
  • /27

    $325,000

    • Studio
    • 1 Bath
    • 377 Sq Ft

    2850 Reynard Way Unit 6, San Diego, CA 92103

    Just blocks from the heart of Little Italy and nestled between the vibrant energy of Bankers Hill and the quiet charm of South Mission Hills, this ground-floor condo offers easy urban living with a local, tucked-away feel. Step inside to an open-concept layout: wood-style flooring, kitchen with wood cabinetry, and a seamless flow to the private, enclosed front patio framed by greenery and

    Josh Taylor Compass

    2850 Reynard Way Unit 6, San Diego, CA 92103
  • /43

    $1,625,000

    • 4 Beds
    • 3 Baths
    • 1,910 Sq Ft

    2805 State St, San Diego, CA 92103

    Welcome to Mission Hills! This charming, 3 unit bungalow craftsman offers unlimited options! Current unit mix offers a 2 bed, 1 bath main house. A 1 bed, 1 bath unit attached to the main house, and a studio unit above the 2 car garage. Views of the bay, downtown, and canyon from the studio unit and potential for HUGE VIEWS with additional building. Located in the coveted tier 3, 6.5 FAR location

    Jackson Archie Pacific Plains Realty

    2805 State St, San Diego, CA 92103
  • /29

    $925,000

    • 2 Beds
    • 2.5 Baths
    • 1,280 Sq Ft

    1657 Guy St, San Diego, CA 92103

    Modern Living with Stunning Views in the heart of San Diego’s sought-after Mission Hills neighborhood. This modern 2-bedroom, 2.5-bathroom home offers 1,280 square feet of thoughtfully designed living space, perfectly blending form and function. Enjoy sweeping views of Point Loma and San Diego Bay from your private perch above the city, all while being just minutes from the vibrant energy of one

    Gregg Phillipson Keller Williams Realty

    1657 Guy St, San Diego, CA 92103
  • /75

    $1,995,000

    • 3 Beds
    • 3 Baths
    • 2,157 Sq Ft

    3439 Ibis St, San Diego, CA 92103

    Welcome to this exceptional contemporary home in Mission Hills, newly built in 2013 with architectural brilliance and green efficiency in mind. Privately nestled in a quiet enclave, the home showcases clean modern lines, an open floor plan, and expansive glass sliders off the dining area that create seamless indoor-outdoor living. A bright and spacious primary suite upstairs captures stunning

    Charlie Baker Redfin Corporation

    3439 Ibis St, San Diego, CA 92103
  • /73

    $4,395,000 Open House 5/08

    • 4 Beds
    • 3.5 Baths
    • 4,600 Sq Ft

    3515 Union St, San Diego, CA 92103

    Welcome to 3515 Union St, an architectural masterpiece nestled in the heart of Mission Hills—one of San Diego’s most prestigious and storied neighborhoods. This custom-built smart home offers the ultimate fusion of sophistication, comfort, and elevated living across more than 4,600 square feet of intelligently designed space, all with sweeping panoramic views of San Diego Bay, Point Loma, and the

    Laura Valente Pacific Palace Realty, Inc.

    3515 Union St, San Diego, CA 92103
  • /75

    $1,788,000

    • 4 Beds
    • 2.5 Baths
    • 2,078 Sq Ft

    2855 Union St, San Diego, CA 92103

    A Rare Gem in One of San Diego’s Most Desirable Neighborhoods Discover the perfect blend of modern sustainability and timeless charm in this stunning hillside retreat. Tucked away in one of San Diego’s most sought-after communities, this exceptional home is designed for both eco-conscious living and everyday comfort. Custom Solar Shingle Roofing and Tesla Powerwall provide energy efficiency and

    Ryan McCall Real Broker

    2855 Union St, San Diego, CA 92103
  • /27

    $789,000

    • 2 Beds
    • 2.5 Baths
    • 1,032 Sq Ft

    1313 Terracina Ln, San Diego, CA 92103

    Welcome to your new oasis at 1313 Terracina Lane, where comfort and convenience dapple the landscape like the sun on the San Diego harbor! This treasured townhome offers 2 bedrooms, 2.5 bathrooms, HVAC, an attached garage w/laundry, and HOAs of $240/mo! Freshly painted and new carpeting just installed this week. This home is ready for you to move in and whip up culinary masterpieces on the gas

    Nicolle Mackey Compass

    1313 Terracina Ln, San Diego, CA 92103
  • /31

    $1,595,000

    • 3 Beds
    • 2.5 Baths
    • 1,542 Sq Ft

    1663 Puterbaugh St, San Diego, CA 92103

    Welcome to this renovated custom home in South Mission Hills, where sophistication meets breathtaking views of the ocean and Little Italy. Every detail has been meticulously curated, featuring top tier materials and finishes that combine style and functionality. The open, light-filled floor plan includes a kitchen with white oak cabinetry, Taj Mahal-inspired quartz countertops, a custom stone

    Sofia Azizi Compass

    1663 Puterbaugh St, San Diego, CA 92103
  • /51

    $3,495,000

    • 4 Beds
    • 4.5 Baths
    • 3,598 Sq Ft

    1339 W Pennsylvania Ave, San Diego, CA 92103

    Welcome to 1339 W Pennsylvania Ave, the ultimate dream home in the heart of Mission Hills—San Diego’s most charming and sought-after neighborhood. If you close your eyes and imagine the perfect home, this is it. Nothing else compares. This breathtaking residence is a flawless blend of modern luxury, warmth, and style, with a brand-new, resort-style backyard that will leave you in awe. Designed

    Mia Tidwell Compass

    1339 W Pennsylvania Ave, San Diego, CA 92103
  • /56

    $3,190,000

    • 5 Beds
    • 3 Baths
    • 2,419 Sq Ft

    3243-45 Columbia St, San Diego, CA 92103

    How often do you get an opportunity to have your cake and eat it too? Check out this one-of-a-kind opportunity to own a luxury resort in the middle of the city AND earn a hefty six figure income … guaranteed. (new par) Turnkey Luxury Vacation Rental Villa with Guaranteed $300,000 Annual Gross Income – Incredibly Rare Opportunity!Discover the ultimate investment in San Diego with

    Carl Wuestehube Tri-Star Realty

    3243-45 Columbia St, San Diego, CA 92103
  • /7

    $1,050,000

    • Land
    • 0.11 Acre
    • $9,417,040 per Acre

    0 Reynard Way Unit PTP2501425, San Diego, CA 92103

    Location, Location. Mission Hills Opportunity. Bring your Build Vision. 4858 square foot lot. 66.48' front access to Reynard Way, with 92.28' on north, 110.20' on south and 33.98' at back. Level Lot w/gentle slope. Close to Downtown, Little Italy, SD Bay, Airport, Hillcrest and so much more.

    Carl Lemke Coldwell Banker West

    0 Reynard Way Unit PTP2501425, San Diego, CA 92103
  • /57

    $3,260,000

    • 4 Beds
    • 5 Baths
    • 4,013 Sq Ft

    3610 Lark St, San Diego, CA 92103

    Elevated above San Diego Bay, this extraordinary 3-story residence, on a nearly 15,000 sf lot, is a masterpiece of modern luxury and design. Boasting sweeping 180-degree views, this home seamlessly blends sophistication with a tranquil sense of retreat—all while being moments from the heart of the city. You're welcomed by dramatic floor-to-ceiling windows that frame breathtaking water views and

    Christine Baker Willis Allen Real Estate

    3610 Lark St, San Diego, CA 92103
  • /41

    $4,995,000

    • 7 Beds
    • 8 Baths
    • 3,918 Sq Ft

    3430 Kite St, San Diego, CA 92103

    Experience timeless luxury in this exceptional new construction Mission Hills estate, offering a 4-bedroom main house and a 3-bedroom guest house, with views stretching from Bankers Hill to the Pacific Ocean. This unique property blends modern functionality with enduring elegance, providing both privacy and ample space for gatherings. Crafted by local artisans, the home features high-end natural

    Weston Clark Compass

    3430 Kite St, San Diego, CA 92103
  • /14

    $1,499,900

    • Land
    • 0.33 Acre
    • $4,504,353 per Acre

    0 Bush St Unit (35-38) 240005385, San Diego, CA 92103

    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

    Javin Hope The Agency

    0 Bush St Unit (35-38) 240005385, San Diego, CA 92103

About Middletown

Middletown in San Diego is a neighborhood characterized by its steep streets and spacious lots adorned with coastal foliage. The area showcases a variety of architectural styles, with 1920s bungalows, Craftsman homes, and grand Spanish Revivals being the most prominent. Newer additions include 1980s contemporary designs and luxury condos with bay views. Residents enjoy a range of dining options on India Street, such as Gelato Vera Caffe, Blue Water Seafood Grill & Market, and Shakespeare Pub. For fine dining, the Wine Vault & Bistro offers a fixed menu with wine pairings. Nearby, Goldfinch Street features popular eateries like Farmer's Bottega and Harley Gray Kitchen & Bar. Harper's Topiary Garden, a unique display of over 50 hand-trimmed hedges, is a local highlight. Pioneer Park and Mission Hills Park provide recreational spaces with playgrounds, walking trails, and shaded areas, while Balboa Park, home to the San Diego Zoo, is 4 miles east. Ocean Beach is 6 miles west. Middletown is part of the highly rated San Diego Unified School District, with students attending Grant School and Point Loma High. The neighborhood is conveniently located near Interstate 5, offering a 2-mile commute to downtown San Diego and proximity to the San Diego International Airport.

Frequently Asked Questions

Is Middletown a good place to live?
Middletown is a good place to live. Middletown is considered fairly walkable and somewhat bikeable with good transit options. Middletown is a neighborhood with a crime score of 4, on par with the average neighborhood in the U.S. Middletown has 6 parks for recreational activities. It is very dense in population with 16.4 people per acre and a median age of 43. The average household income is $127,008 which is above the national average. College graduates make up 58.3% of residents. A majority of residents in Middletown are renters, with 57.4% of residents renting and 42.6% of residents owning their home. A local real estate agent serving Middletown can help you decide if this neighborhood is the right one for you. Learn more on our Middletown neighborhood guide.
Is Middletown, CA a safe neighborhood?
Middletown, CA is a safe neighborhood and is on par with the average neighborhood in the United States. It received a crime score of 4 out of 10.
How much do you need to make to afford a house in Middletown?
The median home price in Middletown is $1,395,000. If you put a 20% down payment of $279,000 and had a 30-year fixed mortgage with an interest rate of 6.83%, your estimated principal and interest payment would be $7,300 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $313K a year to afford the median home price in Middletown. The average household income in Middletown is $127K.
What are the best public schools in Middletown?
The best public schools that serve Middletown are:
What are the best private schools in Middletown?
The best private schools that serve Middletown are:
What are the most popular zip codes in Middletown, San Diego, CA?
The most popular zip codes in Middletown, San Diego, CA include 92101, 92037, 92021, 92071 and 92040.
What are the most popular neighborhoods near Middletown, San Diego, CA?
The most popular neighborhoods near Middletown, San Diego, CA are Hillcrest, Mission Hills, Bankers Hill, Little Italy and Old Town.

Home Trends in Middletown, CA

Home Trends

Median Price (12 Mo)
$1,355,000
Median Single Family Price
$1,942,500
Median Townhouse Price
$1,700,000
Median 2 Bedroom Price
$882,500
Median 1 Bedroom Price
$548,000
Median Studio Price
$325,000
Average Price Per Sq Ft
$841
Number of Homes for Sale
14
Last 12 months Home Sales
59
Months of Supply
2.80
Median List Price
$1,395,000
Median Discount From 1st List Price
2%
Median Home Sale Price YoY Change
3%
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