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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

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

    3519 Andrews St, San Diego, CA 92103

    HUGE $120K PRICE REDUCTION!!! - 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

    Agent Photo

    Ryan Dick

    Compass

    (888) 784-8109

    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
  • /48

    $3,200,000

    • 5 Beds
    • 3.5 Baths
    • 3,323 Sq Ft

    3115 Goldfinch St, San Diego, CA 92103

    Tucked into the heart of Mission Hills, this sculptural residence redefines modern luxury with seamless indoor-outdoor flow, gallery-like design, and sun-drenched sophistication. You don’t just live here — you experience light, space, and movement like never before. Framed by expansive walls of glass, the open-plan layout blurs the lines between inside and out. A bold floating staircase anchors

    Prem Advani Compass

    3115 Goldfinch St, San Diego, CA 92103
  • /40

    $2,550,000 Open Fri 11AM - 1PM

    • 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

    $2,150,000

    • 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
  • /52

    $2,295,000 Open Sun 12PM - 3PM

    • 4 Beds
    • 4 Baths
    • 2,433 Sq Ft

    3160 Goldfinch St, San Diego, CA 92103

    Come take a look at this completely custom Mission Hills home! Tucked away at the end of a quiet cul-de-sac, this home offers the perfect mix of privacy, space, and thoughtful design. 4 spacious bedrooms and 4 full bathrooms (including three ensuite bathrooms!) span across a large 2,433 square foot two story layout which provides unmatched convenience and comfort. This home comes complete with

    Brandon Schuller Brandon S Schuller, Broker

    3160 Goldfinch St, 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
  • /57

    $2,990,000

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

    3610 Lark St, San Diego, CA 92103

    NEW PRICING represents an incredible opportunity for this extraordinary 3-story residence, elevated above San Diego Bay, on a nearly 15,000 sf lot. 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

    Christine Baker Willis Allen Real Estate

    3610 Lark St, San Diego, CA 92103
  • /27

    $795,000 Open Sat 11AM - 4PM

    • 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
  • /55

    $1,695,000 Open Sun 9:30AM - 1PM

    • 3 Beds
    • 3 Baths
    • 1,580 Sq Ft

    3686 Columbia St, San Diego, CA 92103

    Pride of Ownership. Beautiful two bedroom-two bath home with breathtaking views. Plus an additional 1BD/1BA rental income property. It has a beautiful backyard with deck for entering and exiting, private parking spaces (3-4 cars), close to Downtown, Old town, little Italy, Airport, Mission Hills, Hillcrest, Centrally Located. Seat outside the deck or just open the doors to enjoy the bays cool

    Leo Gonzalez FOSTER HAMILTON Real Estate

    3686 Columbia 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

    $2,100,000

    • 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
  • /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
  • /43

    $933,000

    • 2 Beds
    • 2 Baths
    • 1,112 Sq Ft

    2960 Union St Unit 304, San Diego, CA 92103

    VIEWS! Penthouse Living with Panoramic Views! Beautifully renovated top-floor condominium in sought-after Middletown, featuring mid-century modern design touches throughout. Enjoy Bay, Ocean, City Lights, fireworks, Banker's Hill, and canyon views from the living area, kitchen, private balcony, and primary suite. Highlights include an open floor plan, dual primary bedrooms, updated kitchen and

    Heather Reeves Origin

    2960 Union St Unit 304, San Diego, CA 92103
  • /29

    $1,590,000

    • 4 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
  • /24

    $440,000

    • 1 Bed
    • 1 Bath
    • 554 Sq Ft

    2850 Reynard Way Unit 10, San Diego, CA 92103

    Beautifully updated 1 bed 1 bath condo located just minutes from Little Italy, Bankers Hill, the beaches, major freeways, top-rated restaurants, and premier shopping destinations. This inviting home features brand-new interior paint, flooring, countertops, a stylish bathroom vanity, and modern appliances including a new oven, dishwasher, and a newer microwave and refrigerator—perfect for easy,

    Tyler Silva Silva Coast Realty

    2850 Reynard Way Unit 10, 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
  • /50

    $4,495,000

    • 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
  • /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 $425,000. If you put a 20% down payment of $85,000 and had a 30-year fixed mortgage with an interest rate of 6.63%, your estimated principal and interest payment would be $2,180 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $93K 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
$270,000
Median Single Family Sale Price
$334,950
Median 1 Bedroom Sale Price
$205,000
Average Price Per Sq Ft
$279
Number of Homes for Sale
4
Last 12 months Home Sales
31
Months of Supply
1.50
Median List Price
$425,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
-50%
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