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Middletown Homes for Sale

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  • /39

    $1,000,000

    • 2 Beds
    • 2.5 Baths
    • 1,534 Sq Ft

    3460 Columbia St, San Diego, CA 92103

    Breathtaking Views and Timeless Charm in Mission Hills! Prepare to be captivated the moment you enter this exceptional townhome that truly lives like a single-family residence. Tucked behind a charming and private front courtyard, this home welcomes you with warmth, elegance, and panoramic views that stretch across the San Diego Bay, Point Loma, and the sparkling Downtown skyline—visible from

    Agent Photo

    Andrea Flint-Gogek

    Tranquility Real Estate Services

    (833) 365-3995

    3460 Columbia St, San Diego, CA 92103
  • /67

    $1,079,998 Open Sun 12PM - 3PM

    • 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 3 bedrooms and 3 full bathrooms, this residence is perfect for those seeking comfort and style with OWNED SOLAR to keep electricity bills low! The

    Agent Photo

    Ryan Dick

    Compass

    (866) 884-6952

    3519 Andrews St, San Diego, CA 92103
  • /26

    $1,399,000

    • 3 Beds
    • 2 Baths
    • 1,662 Sq Ft

    3448 Goldfinch St, San Diego, CA 92103

    A true time capsule tucked in San Diego's beloved Mission Hills neighborhood, this gem has been lovingly preserved. Three spacious bedrooms give you flexibility for family, guests or that home office you've been dreaming of. The stone fireplace anchors the living room and is perfect for cool San Diego evenings. A bonus living space lies just beyond the kitchen offering even more space for

    Del Raymond Coldwell Banker West

    3448 Goldfinch St, San Diego, CA 92103
  • /58

    $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
  • /67

    $2,799,900

    • 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
  • /42

    $2,150,000

    • 5 Beds
    • 3.5 Baths
    • 1,827 Sq Ft

    1320 Bush St, San Diego, CA 92103

    Located in the prestigious and historic neighborhood of Mission Hills San Diego, this fully remodeled Craftsman-style duplex offers a perfect balance of timeless architectural character, modern upgrades, and scenic surroundings. Thoughtfully updated from top to bottom, this turnkey income property delivers exceptional flexibility for homeowners, multi-generational living, or investors in one of

    Jim Holbrook Performance Estates & Homes

    1320 Bush St, San Diego, CA 92103
  • /40

    $2,550,000

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

    3231 Hawk St, San Diego, CA 92103

    Experience elevated modern living in the heart of Mission Hills at this one-of-a-kind, fully reimagined residence. Encompassing 4 bedrooms, 3.5 bathrooms, and over 3,200 square feet of thoughtfully curated living space, this architectural showpiece has undergone a complete transformation with over $400,000 in bespoke upgrades. From the moment you arrive, the striking facade sets the tone with

    Adrian Quijano eXp Realty of California, Inc.

    3231 Hawk St, San Diego, CA 92103
  • /52

    $1,895,000

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

    1694 Torrance St, San Diego, CA 92103

    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 multi-generational living.

    David Genzler David Genzler, Broker

    1694 Torrance St, San Diego, CA 92103
  • /46

    $2,500,000

    • 3 Beds
    • 2.5 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
  • /35

    $995,000 Open Sun 1PM - 4PM

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

    1034 W Quince St, San Diego, CA 92103

    Enjoy harbor & downtown views from stunning, light-filled townhome in charming South Mission Hills/Mid-Town pocket neighborhood. Great walkability! Minutes 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 countertops. Formal dining area perfect for

    Lynda Gualtier Berkshire Hathaway HomeServices California Properties

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

    $1,688,000 Open Sat 1PM - 6PM

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

    3505 Ibis St, San Diego, CA 92103

    NEW garage epoxy. NEW backyard landscaping. NEW roof. NEW AC. NEW kitchen appliances. NEW flooring. NEW cabinetry. NEW bathtub and showers. NEWLY painted interior and exterior walls. This single-story, move-in ready 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.

    Hanson Yang Real Broker

    3505 Ibis St, San Diego, CA 92103
  • /20

    $733,300

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

    1313 Terracina Ln, San Diego, CA 92103

    Discover your new home at 1313 Terracina Lane, San Diego! This delightful 2 bedroom, 2.5 bath residence offers 1,032 square feet of well-designed space. Recently staged and attractively priced, it features central AC, gas stove, and attached garage w/full sized washer and dryer! Benefit from the oversized finished garage with built-in storage and laundry. With the lowest HOA fees in the area at

    Nicolle Mackey Compass

    1313 Terracina Ln, San Diego, CA 92103
  • /27

    $795,000

    • 1 Bed
    • 1 Bath
    • 532 Sq Ft

    1617 Chalmers St, San Diego, CA 92103

    This light and bright detached home in Mission Hills is ready for a new owner! As you enter through a charming Dutch split-door, you’re greeted by laminated wood flooring throughout, LED lighting, stainless steel appliances, quartz countertops, two mini-split AC units, an upgraded 200A electrical panel, Trex deck and cable railing on the patio in front, beautiful redwood panelling in the secluded

    Myles Dalton-Steinhardt Willis Allen Real Estate

    1617 Chalmers St, San Diego, CA 92103
  • /9

    $950,000

    • Land
    • 0.11 Acre
    • $8,520,179 per Acre

    0 Reynard Way Unit PTP2505859, San Diego, CA 92103

    Mission Hills Opportunity. Development Opportunity. 4858 square foot lot. Level Lot w/gentle slope. Close to Downtown, Little Italy, SD Bay, Airport, Hillcrest and so much more. Popular Location at Northern point of Reynard Way, just south of Goldfinch. 92103

    Carl Lemke Coldwell Banker West

    0 Reynard Way Unit PTP2505859, San Diego, CA 92103
  • /40

    $1,996,000

    • 8 Beds
    • 5 Baths
    • 3,200 Sq Ft

    2948-54 Reynard Way, San Diego, CA 92103

    Welcome to Mission Hills and this outstanding investment opportunity! This 5-Unit property offers major investment potential. Centrally located, within minutes of Hillcrest, Little Italy, Balboa Park, and Downtown Gaslamp. Experience the best of urban living near restaurants, popular coffee shops, fun bars, large parks, and vibrant nightlife! This multi-unit property offers two 1-bedroom units

    Doug Canaris Coldwell Banker West

    2948-54 Reynard Way, 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
  • /75

    $1,799,000

    • 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
  • /29

    $1,549,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    3635 Kite St, San Diego, CA 92103

    The outdoor spaces are truly love at first sight. Nestled just blocks from the vibrant shops and restaurants of Mission Hills, this beautifully updated Mission Revival-style home blends timeless charm with modern upgrades. The spacious kitchen, featuring a prep island that opens to the living area, is perfect for entertaining or enjoying serene treetop views. The remodeled bathrooms offer a

    Jorge Verdugo Seller's Corner Real Estate

    3635 Kite St, San Diego, CA 92103
  • /70

    $1,095,000

    • 3 Beds
    • 2.5 Baths
    • 1,832 Sq Ft

    3531 Columbia St, San Diego, CA 92103

    This gorgeous 3-bedroom, 2.5-bathroom home is perched on the western slopes of Mission Hills, offering panoramic views from its spacious living and dining rooms. The primary suite and a generous deck, adjoining the main living area, also boast stunning views. The main living area features floor-to-ceiling windows, a cozy fireplace, and cathedral ceilings, with new LVP flooring throughout the

    Jeff Pastore Alta Pacific Realty

    3531 Columbia St, San Diego, CA 92103
  • /35

    $1,325,000

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

    1570 Linwood St, San Diego, CA 92103

    Back on market due to no fault of the seller. Welcome to your modern Midtown retreat, nestled in the heart of San Diego, where breathtaking ocean views and coastal elegance converge. This stunning South Mission Hills property offers a rare opportunity to experience the quintessential Southern California lifestyle, with views of the Pacific Ocean, Coronado, Cabrillo, and Downtown serving as your

    Donald Konomos California Real Estate Company

    1570 Linwood St, 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
  • /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

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 fairly 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 $1,399,000. If you put a 20% down payment of $279,800 and had a 30-year fixed mortgage with an interest rate of 6.5%, your estimated principal and interest payment would be $7,070 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $303K 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, Hillcrest, Bankers Hill, Little Italy and Old Town.

Home Trends in Middletown, CA

Housing Trends

Median Sale Price
$1,250,000
Median Single Family Sale Price
$1,737,500
Median Townhouse Sale Price
$1,730,000
Median 2 Bedroom Sale Price
$880,000
Median Studio Sale Price
$297,000
Average Price Per Sq Ft
$841
Number of Homes for Sale
16
Last 12 months Home Sales
48
Months of Supply
4.00
Median List Price
$1,399,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-4%
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