18

Middletown Homes for Sale

Section Image
  • /74

    $1,275,000

    • 2 Beds
    • 3 Baths
    • 1,949 Sq Ft

    3033 India St Unit 6, San Diego, CA 92103

    This striking three-level loft, where modern design meets sweeping views of the San Diego Bay and Downtown skyline. From the moment you step inside, soaring ceilings and architectural details set the tone for a home that feels both sophisticated and effortlessly livable. Custom floating stairs lead you through thoughtfully designed spaces, beginning with a versatile first-floor family room or

    Sidnev Muldrow Compass

    3033 India St Unit 6, San Diego, CA 92103
  • /21

    $1,550,000 Open Sat 1PM - 4PM

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

    3505 Ibis St, San Diego, CA 92103

    Welcome to this beautifully reimagined single-story residence, where timeless charm meets modern elegance in one of San Diego’s most desirable locations.Situated on a premium corner lot with no HOA, this fully renovated home offers approximately 2,000 sq. ft. of thoughtfully designed living space, featuring 3 bedrooms and 2.5 bathrooms. The bright, open-concept layout is filled with natural

    Hanson Yang Real Broker

    3505 Ibis St, San Diego, CA 92103
  • /33

    $699,000 Open Sat 2PM - 4PM

    • 2 Beds
    • 2 Baths
    • 894 Sq Ft

    3145 Union St Unit 1, San Diego, CA 92103

    This stylish 2-bedroom, 2-bath condominium is located in the highly sought-after Mission Hills community and offers spectacular panoramic views of the bay, ocean, and city from a desirable corner unit. The open concept layout features a large kitchen with slab countertops, stainless steel appliances, wood floors, crown molding, custom baseboards, plush carpeting, recessed lighting, a cozy

    Kevin Hall Berkshire Hathaway HomeServices California Properties

    3145 Union St Unit 1, San Diego, CA 92103
  • /29

    $1,199,900

    • 3 Beds
    • 2 Baths
    • 1,506 Sq Ft

    3476 Reynard Way, San Diego, CA 92103

    Smart buy in one of San Diego’s most sought-after central locations! This updated single-story 3BR/2BA Mission Hills detached home is ideally situated between Little Italy, Bankers Hill and Mission Hills, offering a blend of urban lifestyle and city convenience without the higher price tag, HOA fees or condo compromises. Whether a primary residence, San Diego getaway, short or long-term rental

    Stephanie Jezek eXp Realty of Southern California, Inc.

    3476 Reynard Way, San Diego, CA 92103
  • /13

    $890,000

    • Land
    • 4,856 Sq Ft
    • $7,982,063 per Acre

    3640 Reynard Way, 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. SAN DIEGO COMPLETE COMMUNITES MAP TEIR 2 / 8.0 FAR.

    Carl Lemke Coldwell Banker West

    3640 Reynard Way, San Diego, CA 92103
  • /70

    $1,700,000

    • 4 Beds
    • 3 Baths
    • 2,210 Sq Ft

    1654 Linwood St, San Diego, CA 92103

    1654 LINWOOD STREET AND 1648 WINDER STREET PRESENT AN OUTSTANDING OPPORTUNITY TO ACQUIRE TWO DETACHED HOMES ON ONE PARCEL. THE MAIN HOUSE IS 1,210 SQUARE FEET, AND THE OTHER HOME IS ABOUT 1,000 SQUARE FEET. FRONT HOME HAS NICE VIEWS OF THE HARBOUR/BAY. THE ZONING ACCORDING TO THE CITY OF SAN DIEGO WEBSITE, IS MR 2-5. THE FLOOR-TO-AREA- RATIO IS 8.0. THIS INDICATES THAT A BUILDING OF 45.936 SQUARE

    Gregory Scafidi Berkshire Hathaway HomeServices California Properties

    1654 Linwood St, San Diego, CA 92103
  • /14

    $515,000

    • 2 Beds
    • 1 Bath
    • 726 Sq Ft

    2850 Reynard Way Unit 30, San Diego, CA 92103

    Tremendous value for a rarely available 2-bedroom, single-level top-floor unit in a prime spot between Bankers Hill, Little Italy, and Mission Hills. You’re right in the middle of it all with easy access to everything San Diego has to offer. The layout is open and functional, with a spacious primary bedroom, in-unit stackable washer/dryer, and a large private balcony. The kitchen has been updated

    sam shuck Golden Empire Realty

    2850 Reynard Way Unit 30, San Diego, CA 92103
  • /43

    $1,975,000

    • Land
    • 14,244 Sq Ft
    • $6,039,755 per Acre

    3065 Reynard Way, San Diego, CA 92103

    Mixed use investment and redevelopment opportunity in the Bankers Hill / Mission Hills corridor. The property consists of two legal parcels totaling approximately 14,246 square feet with 6,222 square feet of existing improvements, currently occupied by a diverse mix of creative, studio, wellness, and service oriented tenants. Provides in place income with the ability to reposition rents while

    Nick Hernandez Top Gun CRE

    3065 Reynard Way, San Diego, CA 92103
  • /67

    $849,000

    • 2 Beds
    • 2 Baths
    • 1,125 Sq Ft

    909 Sutter St Unit 105, San Diego, CA 92103

    Ideally situated in the heart of Mission Hills, San Diego, this beautiful, updated corner unit offers comfort, privacy, and walkability. Just minutes from Downtown San Diego, Little Italy, and Hillcrest, and surrounded by top-rated restaurants, trendy cafés, and boutique shopping, this prime location delivers the best of San Diego lifestyle with convenient freeway access. This residence features

    Michelle Plastiras Pacific Sotheby's International Realty

    909 Sutter St Unit 105, San Diego, CA 92103
  • /22

    $4,100,000

    • 4,451 Sq Ft

    2519 Columbia St, San Diego, CA 92103

    Columbia Studios presents a newly delivered 12-unit multifamily investment opportunity on the edge of San Diego’s Little Italy, one of the city’s most walkable and supply-constrained urban neighborhoods. The property consists of a newly constructed 9-unit studio building (2025) and a fully renovated front structure featuring one two-bedroom and two one-bedroom residences, offering a balanced unit

    Carson Trujillo Whitewater CRE Inc

    2519 Columbia St, San Diego, CA 92103
  • /75

    $1,749,900

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

    3109 Hawk St, San Diego, CA 92103

    High Performing Short Term Rental - $130k in Revenue and ADU. Bring any and all offers to Sellers. 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

    Keegan Wetzel Real Broker

    3109 Hawk St, San Diego, CA 92103
  • /18

    $2,190,000

    • 8 Beds
    • 4 Baths
    • 2,860 Sq Ft

    2831-37 Columbia St, San Diego, CA 92103

    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 immediate access to Downtown San

    Josh Browar The Browar Group

    2831-37 Columbia St, San Diego, CA 92103
  • /2

    $4,150,000

    • 7,800 Sq Ft

    2901 Columbia St Unit 21, San Diego, CA 92103

    Discover a compelling value-add investment opportunity -- 11-unit residential Investment. Property perfectly positioned in the heart of Middletown, one of Metro San Diego's most sought-after and consistently resilient neighborhoods. This is your chance to acquire a property in a sub-market that continues to attract strong renter demand and long-term appreciation potential. RM-2-5 zoned corner lot

    Judy Preston JP Equity Real Estate Corp.

    2901 Columbia St Unit 21, San Diego, CA 92103
  • /24

    $2,150,000

    • 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 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 delight—featuring a 5-burner gas

    Jessa Goolsby Goolsby Realty Group

    1695 Neale St, San Diego, CA 92103
  • /2

    $1,395,000

    • 3 Beds
    • 2 Baths

    1716 Glenwood Dr, San Diego, CA 92103

    Steve Malley Steven Michael Malley

    1716 Glenwood Dr, San Diego, CA 92103
  • /30

    $899,000 Open Fri 4PM - 7PM

    • 2 Beds
    • 3 Baths
    • 1,288 Sq Ft

    1663 Guy St, San Diego, CA 92103

    This beautifully remodeled townhome offers a bright, airy interior with a modern design. Fully renovated in 2018, the home features a stunning kitchen with light oak custom cabinetry, quartz countertops, and stainless steel appliances. High-end finishes are showcased throughout, including walnut flooring, a modern staircase, and thoughtfully upgraded bathrooms with quartz counters, tiled showers

    Ali Alami Compass

    1663 Guy St, San Diego, CA 92103
  • /42

    $1,099,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,593 Sq Ft

    3184 Harbor Ridge Ln, San Diego, CA 92103

    Panoramic views of Point Loma, San Diego Bay, and the Pacific Ocean define this exceptional three-story end-unit townhouse. A dramatic entry opens to stunning water views and a light-filled living space designed for both comfort and entertaining. The home features only 1 common wall, 3 bedrooms, 2 bathrooms, a gourmet kitchen with premium appliances, and a spacious living/ dining area that opens

    Megan Conlin Coldwell Banker Realty

    3184 Harbor Ridge Ln, San Diego, CA 92103
  • /2

    $1,550,000

    • 4 Beds
    • 4 Baths

    1717 W Walnut Ave, San Diego, CA 92103

    Steve Malley Steven Michael Malley

    1717 W Walnut Ave, 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 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 $1,337,000. If you put a 20% down payment of $267,400 and had a 30-year fixed mortgage with an interest rate of 6.3%, your estimated principal and interest payment would be $6,620 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $284K a year to afford the median home price in Middletown. Learn how much home you can afford with our Home Affordability Calculator. 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
$1,360,000
Median Single Family Sale Price
$1,775,000
Median Townhouse Sale Price
$4,250,000
Median 2 Bedroom Sale Price
$864,500
Median Studio Sale Price
$297,000
Average Price Per Sq Ft
$779
Number of Homes for Sale
9
Last 12 months Home Sales
45
Months of Supply
2.40
Median List Price
$1,337,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
7%
How to Buy a Home How to Finance a Home How to Sell a Home