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Middletown Homes for Sale

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  • /67

    $1,079,998

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

    3519 Andrews St, San Diego, CA 92103

    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 3 bedrooms and 3 full bathrooms, this residence is perfect for those seeking comfort and style with OWNED SOLAR to keep electricity bills low and a HUGE BONUS you have

    Agent Photo

    Ryan Dick

    Compass

    (866) 884-6952

    3519 Andrews St, San Diego, CA 92103
  • /40

    $849,000

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft

    2930 Columbia St Unit F, San Diego, CA 92103

    This updated corner condo offers features you rarely find in one place: panoramic views of the bay and downtown skyline, a private two car garage with a large bonus room, high ceilings, and abundant natural light. From the moment you step inside, the sense of openness is undeniable. Walls of windows frame the harbor and cityscape, while the living room with its cozy fireplace flows into a bright

    Jared Nelson Compass

    2930 Columbia St Unit F, San Diego, CA 92103
  • /75

    $1,798,999

    • 4 Beds
    • 3 Baths
    • 1,994 Sq Ft

    3109 Hawk St, San Diego, CA 92103

    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, elegance, and income potential—just minutes from the City's top dining, shopping, and cultural spots. Inside the sun-soaked main residence, a

    Keegan Wetzel Real Broker

    3109 Hawk St, San Diego, CA 92103
  • /9

    $899,000

    • Land
    • 0.11 Acre
    • $8,062,780 per Acre

    0 Reynard Way Unit PTP2508262, San Diego, CA 92103

    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.

    Carl Lemke Coldwell Banker West

    0 Reynard Way Unit PTP2508262, San Diego, CA 92103
  • /39

    $899,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 3 Baths
    • 1,248 Sq Ft

    1670 Guy St Unit B, San Diego, CA 92103

    Perched above the city in one of San Diego’s most desirable Midtown locations, this stunning residence offers panoramic views that stretch across the entire San Diego Bay, from Coronado Island to Downtown and beyond. Experience the beauty of the skyline, ocean, and harbor from every room in the home, day and night. Inside, you’ll find fresh updates throughout, including new paint and flooring

    Seth Robinson Keller Williams La Jolla

    1670 Guy St Unit B, San Diego, CA 92103
  • /29

    $4,250,000

    • 3 Beds
    • 3 Baths
    • 5,152 Sq Ft

    2519 Columbia St, San Diego, CA 92103

    Experience the perfect blend of historic charm and modern sophistication at Columbia Studios, a fully gated 12-unit property in the highly desirable Bankers Hill neighborhood of San Diego. The offering includes a beautifully renovated 1938 building featuring spacious one- and two-bedroom units, alongside a brand-new, all-electric studio building completed in 2025. Each unit offers premium

    Aziz Zakkout Zakkout Real Estate Services

    2519 Columbia St, San Diego, CA 92103
  • /42

    $1,895,000

    • 2 Beds
    • 2 Baths
    • 1,620 Sq Ft

    1405 Torrance St, San Diego, CA 92103

    South Mission Hills Spanish Beauty! Single-level architectural gem featuring a dramatic entry, welcoming front porch, gracious living room, formal dining room, den/library, breakfast nook, and laundry room with a new Miele washer and dryer. Abundant natural light fills the home, especially in the breakfast nook and sunroom, which glow beautifully in the morning. Ten-foot barrel ceilings and rich

    Elizabeth Callaway Compass

    1405 Torrance St, San Diego, CA 92103
  • /14

    $1,625,000

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

    2805 State St, San Diego, CA 92103

    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

    Jack Archie Luxury Coast Grp Barry Estates

    2805 State St, San Diego, CA 92103
  • /8

    $1,980,000

    • 4 Beds
    • 4 Baths
    • 2,250 Sq Ft

    1705 Glenwood Dr Unit 15, San Diego, CA 92103

    Four Luxury Renovated Units with Large Private Yards & Garages - ADU Potential! We are pleased to present 1705-1715 Glenwood Dr, an extensively renovated four-unit investment property located in the highly sought-after Mission Hills neighborhood in San Diego. The property was fully renovated in 2025 and features a desirable make up of one bedroom units all with large private outdoor yards and

    Nate Pepper CBRE

    1705 Glenwood Dr Unit 15, San Diego, CA 92103
  • /17

    $2,395,000

    • 8 Beds
    • 4 Baths
    • 3,000 Sq Ft

    3025-37 Columbia St, San Diego, CA 92103

    BRING ANY AND 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

    Josh Browar The Browar Group

    3025-37 Columbia St, San Diego, CA 92103
  • /58

    $2,399,999

    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    3231 Hawk St, San Diego, CA 92103

    Welcome to your dream home in one of San Diego’s most coveted neighborhoods. This fully reimagined 4-bedroom, 3.5-bath residence offers over 3,200 sq ft of designer-curated living, with $400,000+ in premium upgrades throughout. From its striking curb appeal to the sleek white oak pivot door, every detail has been crafted to impress. Inside, enjoy luxury vinyl plank flooring, Taj Mahal quartzite

    Angel Flores ShoppingSDHouses

    3231 Hawk St, San Diego, CA 92103
  • /19

    $1,575,000

    • 4 Beds
    • 3 Baths
    • 1,700 Sq Ft

    3318-20 Union St, San Diego, CA 92103

    BRING ANY AND ALL OFFERS! Introducing 3318–3320 Union Street, a rare and highly coveted two-unit multifamily asset in one of San Diego’s most desirable urban enclaves. Perfectly combining privacy, modern luxury, and investment appeal, this property represents a trophy small asset for discerning investors seeking a stable, high-quality addition to their portfolio. The property features two

    Josh Browar The Browar Group

    3318-20 Union St, San Diego, CA 92103
  • /54

    $1,299,000

    • 4 Beds
    • 3 Baths
    • 1,769 Sq Ft

    1570 Linwood St, San Diego, CA 92103

    Welcome to 1570 Linwood Street, a beautifully remodeled 4 bedroom, 3 bathroom home in the highly sought after Mission Hills neighborhood. With 1,769 sq. ft. of living space on a generous 5,001 sq. ft. lot, this property combines stylish comfort with exceptional investment potential. From the moment you arrive, you’ll be captivated by the sweeping views of the San Diego Bay, ocean, and sparkling

    Rose Butler Fiv Realty Co

    1570 Linwood St, San Diego, CA 92103
  • /68

    $2,499,900

    • 5 Beds
    • 6 Baths
    • 4,626 Sq Ft

    1295 W Redwood St, San Diego, CA 92103

    Welcome to 1295 W Redwood St, a rare South Mission Hills/Middletown gem offering exceptional space, versatility, and breathtaking views. This expansive residence boasts a flexible floor plan with multiple living, dining, and family rooms, a dedicated office, and generous flex spaces. A spacious front terrace leads to the formal entry, opening to a grand living room with a fireplace and water

    Chad Dannecker Compass

    1295 W Redwood St, San Diego, CA 92103
  • /59

    $2,975,000

    • 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
  • /33

    $995,000

    • 3 Beds
    • 3 Baths
    • 1,750 Sq Ft

    1034 W Quince St, San Diego, CA 92103

    This stunning townhome checks all the boxes! Priced $35,000 below the most recent comp in the complex. Bay & downtown views. Charming South Mission Hills/Mid-Town pocket neighborhood. Great walkability to Little Italy & North Mission Hills. New hickory floors & paint in living areas. 175+ bottle wine room plus 250 bottle Vino Temp wine fridge. Remodeled kitchen with stainless appliances & quartz

    Lynda Gualtier Berkshire Hathaway HomeServices California Properties

    1034 W Quince St, San Diego, CA 92103
  • /24

    $1,575,500 Open Sat 12PM - 5PM

    • 3 Beds
    • 2.5 Baths
    • 1,972 Sq Ft

    3505 Ibis St, San Diego, CA 92103

    HUGE PRICE REDUCTION!!! Welcome to this cozy, move-in ready single-story home. This home has been fully reimagined, blending timeless charm with modern elegance.Set on a prime corner lot with no HOA, the 3-bedroom, 2.5-bath residence offers nearly 2,000 sq. ft. of living space with an open floor plan designed for today’s lifestyle. The light-filled living areas flow seamlessly, highlighted by

    Hanson Yang Real Broker

    3505 Ibis St, San Diego, CA 92103
  • /18

    $2,895,000

    • 5 Beds
    • 5 Baths
    • 4,292 Sq Ft

    2715 Columbia St, San Diego, CA 92103

    * REDDUCED * SELLER CARRY* We are pleased to offer 2715 Columbia Street, a five-unit property located in the highly desirable Mission Hills neighborhood. The 1,100 SF, open floor plan front home was fully remodeled in 2025, has incredible view of the San Diego Bay, in unit laundry and central HVAC. To the rear of the property is four brand new units built in 2025. The building features two one

    Sean Bascom South Coast Commercial, Inc.

    2715 Columbia St, San Diego, CA 92103
  • /12

    $1,750,000

    • 2 Baths
    • 2,685 Sq Ft

    3206-16 Reynard Way, San Diego, CA 92103

    3206-16 Reynard Way is located in Mission Hills on a residential street with easy access to restaurants, shopping and freeways. The 6 well laid out studios are contained in 2 structures built in 1957 totaling 2,685 square feet with a parking space for each unit. Situated on an 8,067 square foot lot, there is development potential with the RM-3-7 zoning as well as upside in the current rents.

    Benn Vogelsang NorthMarq Multifamily

    3206-16 Reynard Way, San Diego, CA 92103
  • /52

    $1,795,000

    • 3 Beds
    • 3 Baths
    • 2,850 Sq Ft

    1694 Torrance St, San Diego, CA 92103

    Huge Price Drop! Panoramic Views & Separate ADU Potential! Experience elevated San Diego living in this beautifully maintained residence showcasing unobstructed views of the bay, ocean, and city lights. Designed for flexibility and style, the downstairs level offers a spacious living room, oversized bedroom, kitchen area, and private entrance—ideal for a separate ADU, guest suite, or

    David Genzler David Genzler, Broker

    1694 Torrance St, San Diego, CA 92103
  • /50

    $2,399,000

    • 3 Beds
    • 3 Baths
    • 2,702 Sq Ft

    1695 Neale St, San Diego, CA 92103

    Breathtaking Views, Prime Location & Entertainer’s Dream! Perched on the canyon's edge in a quiet cul-de-sac, this stunning 3 bed, 2.5 bath home offers 2,702 sqft of thoughtfully designed living space with panoramic ocean, city, bay, and evening light views. Step inside to soaring ceilings and an open, airy layout that welcomes natural light throughout. The heart of the home is a chef’s

    Jessa Goolsby Goolsby Realty Group

    1695 Neale St, San Diego, CA 92103
  • /14

    $1,299,900

    • Land
    • 0.33 Acre
    • $3,903,733 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

Why Live in 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 somewhat walkable and somewhat bikeable with good transit options. 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.
How much do you need to make to afford a house in Middletown?
The median home price in Middletown is $1,380,000. If you put a 20% down payment of $276,000 and had a 30-year fixed mortgage with an interest rate of 6.17%, your estimated principal and interest payment would be $6,740 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $289K 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 92103, 92110, 92101, 92108 and 92109.
What are the most popular neighborhoods near Middletown, San Diego, CA?
The most popular neighborhoods near Middletown, San Diego, CA are Mission Hills, Bankers Hill, Hillcrest, Little Italy and Old Town.

Home Trends in Middletown, CA

Housing Trends

Median Sale Price
$1,250,000
Median Single Family Sale Price
$1,962,500
Median Townhouse Sale Price
$1,375,000
Median 2 Bedroom Sale Price
$880,000
Median Studio Sale Price
$297,000
Average Price Per Sq Ft
$818
Number of Homes for Sale
13
Last 12 months Home Sales
39
Months of Supply
4.00
Median List Price
$1,380,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-10%
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