4404 Upland St, La Mesa, CA 91941
Property image
Property image
OFF MARKET

$1,044,400

Trulia Estimate
as of Aug 31, 2026
  • 3 Beds
  • 2 Baths
  • 3 Beds
  • 2 Baths

4404 Upland St, La Mesa, CA 91941

Home Highlights

Property Type
Single-Family Home
Parking
Garage

Local Information

  • Map ViewExplore the area around 4404 Upland St.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

This is a fully furnished, 3 bedroom, 2 bath home in La Mesa. This unique, "avant-garde" home has a style all its own! Filled with fine art yet undeniably cozy, this 3 bed, 2 bath gem will provide the perfect retreat for you and your family. Located just a stone's throw from Downtown La Mesa, across the street from a new park (complete with Pickle Ball courts!) and close proximity to the trolley, you'll be hard pressed to find a more central spot in eastern San Diego!
This unique, "avant-garde" home has a style all its own! Filled with fine art yet undeniably cozy, this 3 bed, 2 bath gem will provide the perfect retreat for you and your family. Located just a stone's throw from Downtown La Mesa, across the street from a new park (complete with Pickle Ball courts!) and close proximity to the trolley, you'll be hard pressed to find a more central spot in eastern San Diego!
4404 Upland St, La Mesa, CA 91941 is a 3 bedroom, 2 bathroom single-family home. It last sold for $690,000 on Apr 22, 2019 (14,275% above the $4,800 asking price). More recently, it was listed as a rental in September 2023 with an asking price of $5,800 per month. That rental listing was removed on October 5, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,044,400, with a rent estimate of $3,909/month.

Home Details for 4404 Upland St

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Short Term LeaseAvailable: now

Interior Features

Appliances & Utilities
DishwasherMicrowaveRefrigerator
Heating & Cooling
Air ConditioningCooling System: Air Conditioner, Ceiling Fan
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Parking & Garage
GarageParking: Garage, On Site

Comparable Sales for 4404 Upland St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4294 Panorama Dr, La Mesa, CA
0.28
Single-Family Home
$899,900
11/20/25
3
2
1,753 sqft
4621 Miramonte St, La Mesa, CA
0.33
Single-Family Home
$950,000
09/08/25
3
2
1,864 sqft
4210 Black Mountain Rd, La Mesa, CA
0.29
Single-Family Home
$1,089,000
01/12/26
3
1.5
1,545 sqft
8615 Mariposa St, La Mesa, CA
0.11
Single-Family Home
$1,588,500
02/27/26
3
2.5
2,547 sqft
8686 Echo Dr, La Mesa, CA
0.23
Single-Family Home
$885,000
11/26/25
4
3
2,072 sqft
8530 Rockledge Rd, La Mesa, CA
0.31
Single-Family Home
$1,035,000
12/02/25
4
2
1,740 sqft
4298 Panorama Dr, La Mesa, CA
0.32
Single-Family Home
$685,000
02/18/26
3
1
1,092 sqft
4635 4th St, La Mesa, CA
0.38
Single-Family Home
$1,175,000
05/18/26
3
2
1,236 sqft
8587 Alpine Ave, La Mesa, CA
0.32
Single-Family Home
$740,000
03/24/26
3
1
908 sqft
8417 Lemon Ave, La Mesa, CA
0.45
Single-Family Home
$975,000
12/24/25
3
2
1,210 sqft

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Around this home

What Locals Say about La Mesa

At least 451 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 81 % Say car is needed

  • 75 % Say there are sidewalks

  • 72 % Say parking is easy

  • 72 % Say there's holiday spirit

  • 69 % Say it's walkable to restaurants

  • 67 % Say it's walkable to grocery stores

  • 66 % Say people would walk alone at night

  • 65 % Say yards are well-kept

  • 55 % Say it's quiet

  • 53 % Say neighbors are friendly

  • 51 % Say kids play outside

  • 51 % Say they plan to stay for at least 5 years

  • 50 % Say there's wildlife

  • 50 % Say streets are well-lit

  • 29 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Kambramcclish63
    "Excellent access to every major SD freeway in all directions from my home"
    1
    Flag
  • Trulia User
    "I have spent a good part of my life in La Mesa, my grandparents settling here in 1957. I live in their house. I graduated from Helix in ‘81, my niece from Grossmont in 2 weeks. Other than getting a little crowded, La Mesa is a centrally located, youthful, and social community, great to raise a family."
    2
    Flag
  • Marcus Bravo
    "Local farmers markets and Lake murray firework show on the 4th of July. Various other events in the community as well. "
    0
    Flag
  • Bjqms5cvkj
    "Local farmers market on Friday. Oktoberfest, winter open house,classic car shows every summer in downtown la Mesa. Great Halloween in Rolando Blvd every year. "
    0
    Flag
  • Zedrick.miller
    "All of the city parts that they have around the La Mesa area. Plus the lakes So you can do a lot of walking"
    0
    Flag
  • Trulia User
    "Low noises, good neighbors, clean, close to everything, etc. is family oriented. Good places to go. "
    0
    Flag
  • Jesscorral7195
    "The houses are all well kept and unique. You are by plenty of shopping and grocery stores. The downtown area is very nice "
    0
    Flag
  • Trulia User
    "Several neighbors with same-aged kids so we have lots of get-togethers and play dates. Trick or treating is also good. "
    0
    Flag
  • Meagan Rourke
    "Close to most freeways. Easy commute with little to no traffic in most areas. The area has side streets that can get you most places "
    0
    Flag
  • Ramelep
    "Eucalyptus park is great and the views of the cross make for a great backdrop. There aren’t any events that stand out. Really it’s the quiet neighborhood and the views that make it grand."
    1
    Flag
  • Sean Dudley
    "Not bad at all. Close to highways and easy access to downtown. I have never had an issue getting around since the 52 is typically the only highways that has any serious traffic during rush hour."
    1
    Flag
  • Trulia User
    "They would love the friendly neighborhoods, easy access to parks and trails. And pet stores for food and accessories."
    1
    Flag
  • Trulia User
    "It is a safe environment, good access to shopping, hospital, schools, freeway, it is quiet and people are friendly."
    4
    Flag
  • Trulia User
    "the views, the people, the schools, the history, community events, unique homes, wildlife, unincorporated, no water usage limits, central to anything you could need. "
    2
    Flag
  • Trulia User
    "Fairly easy due to most of my commute being against traffic. I use two highways and I live next to one of them."
    1
    Flag
  • Trulia User
    "Its quiet, the neighbors are friendly, and all the local stores provide everything I need so I rarely venture out of my area."
    1
    Flag
  • Trulia User
    "There is a lot of grass and sidewalks. Also Lake aMurray is right around cv the corner. Most people’s pets are friendly. "
    1
    Flag
  • Trulia User
    "not sure about event's i only live here for 6 months.but is a great neighborhood to live in, safe and beautiful."
    0
    Flag
  • Trulia User
    "I can easily get to any part of San Diego in 20 minutes. There is no traffic going south from here. "
    0
    Flag
  • Chad T.
    "Great location with an amazing downtown! We are able to walk to get brunch on the weekends and enjoy the small town feel. Oktoberfest is amazing and the restaurants are all great! "
    0
    Flag
  • Kerri B.
    "lots of dog parents, dog friendly businesses. Most apartments accept small dogs. "
    4
    Flag
  • Gabe
    "Lots of dog walkers everyday. All-day long. 7 days a week. It’s unrelenting. You better lice dogs if you plan on living here"
    4
    Flag
  • Tia G.
    "This is a great community. Home prices are reasonable and everybody is friendly. The schools rank very high and downtown La Mesa has really good restaurants."
    2
    Flag
  • Lyandra L.
    "It’s very calm and peaceful. Plus a lot of close place to go to nearby. I really like the feel of the neighborhoods and the look of the houses."
    0
    Flag
  • Dopey3492
    "love the area. lived in la mesa for 7yrs. enjoy grossmont center and the farmers market. love lake murray. made my home here ."
    1
    Flag
  • Moses M.
    "There isn’t a lot of traffic and neighborhoods are quiet. There isn’t a lot of traffic and neighborhoods are quiet. G"
    1
    Flag
  • Yeahgor V.
    "A lot of good well designed green parks with full equipped kid’s play grounds. La Mesa we are the strong community!"
    3
    Flag
  • Kristin
    "I’ve live in La Mesa for 6 years and I enjoy that it is beautiful here and near shops restaurants, Lake Murray and SDSU. The trolley is close by also. People are friendly and for the most part take care of their yard and are respectful. "
    0
    Flag
  • MARINA M.
    "Only 1 dog park so not a lot of places to let your dog off leash. But many parks and places to walk dogs on leash."
    0
    Flag
  • Jeffrey D. T.
    "Neighborhood has homeless people and thieves. Cars constantly get broken into here. People trying to take their dogs into every place and it is all too expensive."
    2
    Flag
  • Megan.ennesser
    "I work in Ramona so jumping on the 67 in the morning from the 8 is a breeze. I used to work in Scripps Ranch and the comings was less fun on the 15, mostly because more people were traveling in that direction. "
    1
    Flag
  • Christina C.
    "there are many different types of dogs in the area. there is also the occasional homeless harassment otherwise it's fine"
    1
    Flag
  • Jeffrey D. T.
    "Frequently hearing police pull people over. Seen at least three times cars broken into, including mine. Homeless people out and about and people not so friendly."
    1
    Flag
  • Christina C.
    "it's right next to most high way exits and entrances, multiple schools and two different trolley stations"
    0
    Flag
  • Joanette S.
    "Neighbors are very friendly and supportive. Very quiet with little to no car traffic. Lovely place to live"
    0
    Flag
  • Grace P.
    "I work in La Jolla and the commute is bad. It takes 25 minutes without traffic, but it ranges from 1 hr to 1 1/2 hours each way when I’m aiming to fit a 9-5 routine. I have to leave my house near Lake Murray at 6 am every day to avoid traffic, beware of this."
    1
    Flag
  • Vidar V.
    "you often see people walking their dogs and they always let you pet them. Sidewalks are clean and you very rarely see mess."
    0
    Flag
  • Roberto C.
    "Good neighborhood and little league. Easy freeway access as well. Would recommend to people with families."
    0
    Flag
  • Clcambruzzi
    "Many dog friendly areas all around town. People are always walking their dogs all around the neighborhood."
    0
    Flag
  • Idys O. G.
    "everything is closed and very quiet city. fell like your are peace and handle all the time. are very closed the school, hospital, market , train, bus freeways and are very nice weather here . "
    0
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Oct 5, 2024
Source: Zillow Rentals
ListingRemoved
$4,800
Sep 14, 2024
Source: Zillow Rentals
PriceChange
$4,800
Price decreased by 9%
Sep 6, 2024
Source: Zillow Rentals
PriceChange
$5,300
Price decreased by 2%
Aug 21, 2024
Source: Zillow Rentals
PriceChange
$5,400
Price decreased by 4%
Aug 16, 2024
Source: Zillow Rentals
PriceChange
$5,600
Price decreased by 3%

Frequently asked questions about 4404 Upland St

  • What is 4404 Upland St estimated to be worth?
    Trulia's estimated value for 4404 Upland St in La Mesa, CA is $1,044,400.
  • What is the price history for 4404 Upland St?
    4404 Upland St in La Mesa, CA last sold for $690,000 in April 2019.
  • Is La Mesa a buyer's or seller's market?
    La Mesa is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in La Mesa?
    The median sale price in La Mesa is $919K. That is up $5K from the prior month.
  • Does 4404 Upland St have air conditioning?
    Yes, 4404 Upland St in La Mesa, CA has air conditioning.
  • Does 4404 Upland St have a garage?
    Yes, 4404 Upland St in La Mesa, CA has a garage.

Homes for rent near 4404 Upland St

Skip to last item
Skip to first item

Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
Skip to last item
  • Results are loading
Skip to first item