1344 Winston Ct, Upland, CA 91786
Property image
Property image
OFF MARKET

$725,200

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,293 sqft

1344 Winston Ct, Upland, CA 91786

Est. Refi. Payment $4,440/mo*
Refinance Your Home
Currently Off Market - Sold Nov 9, 2018 for $435,000

Home Value

Trulia Estimate
$725K
Since last month
Decreased$1K (-0.2%)
Since last year
Increased$8K (+1.1%)
Since last sale
Increased$290K (+66.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +63% in the last 10 years
MonthEstimated value
2026
August 2026$725K
July 2026$727K
June 2026$726K
May 2026$724K
April 2026$723K
March 2026$723K
February 2026$718K
January 2026$712K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1370 N 3rd Ave, Upland, CA
0.09
Single-Family Home
$825,000
11/03/25
3
2
1,434
1307 N 5th Ave, Upland, CA
0.09
Single-Family Home
$675,000
09/26/25
3
1
1,213
1346 N Shelley Ave, Upland, CA
0.13
Single-Family Home
$859,000
07/14/26
3
2
1,600
574 Doreen Ct, Upland, CA
0.24
Single-Family Home
$821,000
08/17/26
3
2
1,378
1361 N 3rd Ave, Upland, CA
0.11
Single-Family Home
$835,000
12/10/25
4
2
1,880
1219 Winston Ct, Upland, CA
0.18
Single-Family Home
$800,000
05/15/26
4
2
1,746
1477 Winston Ct, Upland, CA
0.34
Single-Family Home
$790,000
12/19/25
3
2
1,505
1193 Winston Ct, Upland, CA
0.20
Single-Family Home
$700,000
09/30/25
3
1
1,420
1428 E Winston Ct, Upland, CA
0.22
Single-Family Home
$267,000
05/29/26
4
2
1,802
922 N 4th Ave, Upland, CA
0.46
Single-Family Home
$600,000
03/26/26
3
2
1,374

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
1329 Winston Ct, Upland, CA 91786
0.05
$803,900
3
2
1,434
Off Market
1356 Winston Ct, Upland, CA 91786
0.04
$846,700
5
4
2,080
Off Market
1307 N 5th Ave, Upland, CA 91786
0.09
$668,900
3
1
1,213
Off Market
524 E Cabernet Ct, Upland, CA 91786
0.08
$701,900
3
2.5
1,707
Off Market
1370 N 3rd Ave, Upland, CA 91786
0.09
$825,000
3
2
1,434
Recently Sold
1361 N 3rd Ave, Upland, CA 91786
0.11
$835,000
4
2
1,880
Recently Sold
1313 N 3rd Ave, Upland, CA 91786
0.12
$899,400
4
2.5
1,853
Off Market
1276 Winston Ct, Upland, CA 91786
0.13
$736,700
3
1
1,335
Off Market
1380 N 3rd Ave, Upland, CA 91786
0.12
$845,500
4
2
1,779
Off Market
1346 N Shelley Ave, Upland, CA 91786
0.13
$859,000
3
2
1,600
Recently Sold
1366 N Shelley Ave, Upland, CA 91786
0.14
$907,600
3
2
1,750
Off Market
1392 N 3rd Ave, Upland, CA 91786
0.14
$719,900
3
2
1,370
Off Market

Local Information

  • Map ViewExplore the area around 1344 Winston Ct.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1955
Living Area
1,293 sqft
Price/Sqft
$561
Parking
Garage

About this House

Mid Century home with style and charm ! Located on a beautiful street in the in the heart of Upland. This Home features an open floor plan with newer Windows through-out, Newer Roof and A/C. The Den features a fireplace, sliding glass patio door and a closet, this flexible space could be used as a Den or a bedroom. Nice kitchen with tile counter-tops and wood laminate flooring, indoor pantry plus indoor laundry with extra space for an office area. Nice, large low maintenance yard for Family Gathering. Alley access to detached Garage with room for RV parking.
1344 Winston Ct, Upland, CA 91786 is a 3 bedroom, 2 bathroom, 1,293 sqft single-family home built in 1955. It last sold for $435,000 on Nov 9, 2018. More recently, it was listed as a rental in July 2017 with an asking price of $2,000 per month. That rental listing was removed on September 27, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $725,200, with a rent estimate of $3,519/month.

Home Details for 1344 Winston Ct

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet
Interior Details
Number of Rooms: 6Types of Rooms: Breakfast Nook, Dining Room, Family Room, Master Bath
Appliances & Utilities
DishwasherDisposal
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: OtherExterior: Stucco
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1955Year Updated: 1956
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 8184 sqft

Price and Tax history

DateEventPrice
Nov 9, 2018
Source: N/A
Sold
$435,000
Oct 15, 2018
Source: Agent Provided
Pending
$429,900
Oct 5, 2018
Source: Agent Provided
PriceChange
$429,900
Price decreased by 7%
Aug 19, 2018
Source: Agent Provided
Listed For Sale
$459,900
Sep 27, 2017
Source: Agent Provided
ListingRemoved
$2,000

Market trends in Upland

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$816K
$9.67KMoM
Sale-to-List Price
100.0%
0.3%MoM
Price per sq ft
$442
$7MoM
Available listings
200
26MoM

Around this home

What Locals Say about Upland

At least 652 Trulia users voted on each feature.

  • 90 % Say it's dog friendly

  • 89 % Say there are sidewalks

  • 82 % Say car is needed

  • 75 % Say yards are well-kept

  • 74 % Say there's holiday spirit

  • 68 % Say parking is easy

  • 63 % Say streets are well-lit

  • 63 % Say it's walkable to grocery stores

  • 62 % Say it's walkable to restaurants

  • 62 % Say it's quiet

  • 62 % Say people would walk alone at night

  • 58 % Say they plan to stay for at least 5 years

  • 58 % Say kids play outside

  • 52 % Say there's wildlife

  • 51 % Say neighbors are friendly

  • 25 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • A.corryn22
    "It's a really great community and area to raise or start a family. I also think it's great for an older couple or family. "
    0
    Flag
  • Trulia User
    "Very calm. And very friendly. Always felt safe and quiet the area was very quiet to downtown and other shopping centers"
    0
    Flag
  • Dauraluko
    "It is generally quiet, peaceful and safe. The neighbors hardly bother you. Kid friendly, safe for walks and relatively clean. "
    0
    Flag
  • Twitchboxing
    "Sometimes dog owners do not pick up after their animals. That’s itself is infuriating when I take a wrong step smh"
    0
    Flag
  • Guillermonperez
    "t's a good neighborhood to grow the kids and I'm sure above all welcome to be to upland God bless you"
    0
    Flag
  • Shannwally
    "The Lemon festival is one of the biggest events that we have in old town upland! They also do a harvest type Halloween festival and a forth of July parade. I also love that we are in between Rancho and Claremont because there’s more of a variety of events. But our most favorite thing about living in upland is mt baldy. We go up there every week"
    2
    Flag
  • Jasmine Parrilla
    "Well is a nice area but I been seeing a lot homeless little by little and I live in an apartment for 4 year and now they been stealing out side my porch and that’s because I live on the second floor and the lobby is closed but the new neighbors don’t close it sometimes and they come in and take stuff homeless people "
    4
    Flag
  • Akhernandez
    "Lots of parks and restaurants for kids. But there’s also several bars in the area. Also noticed an increase in homeless "
    4
    Flag
  • Sndayu
    "They would like the long trail made for pet owners as well as for people biking and exercising. They dislike some of the parts on the trail does not provide enough shades."
    0
    Flag
  • Kenda kershah
    "I like live in upland , it’s quite and clean , I like the mountains and trees and the weather. I hope to find a good home to buy because I want to live in upland "
    2
    Flag
  • Trulia User
    "Very clean and safe for dogs. There is a great park for walking dogs in this complex. I don’t own pets but many residents do and they seem very happy. "
    0
    Flag
  • Riverrat368
    "Good schools, local and convenient shopping. Parks and dog parks. Walking up Euclid is nice for families. "
    6
    Flag
  • Sherriandlaura
    "I have easy access to several freeways, and streets are simple to navigate. My commute is still very long but living out here makes it worth’s "
    1
    Flag
  • Manny T.
    "very friendly to dogs especially in the downtown area. Store owners leave out food or water for dogs "
    0
    Flag
  • Brandon B.
    "I’m not sure but Upland has always been a solid place to live. Very safe, great people, and peaceful."
    2
    Flag
  • Indy2118
    "People keep their dogs on leashes & clean up after them more often than not. People also seem happy "
    0
    Flag
  • High
    "Our particular neighborhood is green and quiet. Wide streets. Well manicure yards. Off a busier street but little noise. "
    0
    Flag
  • Kim J.
    "the downtown events such as fairs festivals and other community events so families can come out and get to know what's going on in the community and so family please can come out and get to know other families in the community. "
    0
    Flag
  • Shannon P.
    "Walking distance to anything and everything, schools restaurants, shopping, laundromats, churches, banks, pharmacies, parks, grocers, mall (when they reopen). All in such close proximity that you could walk to them if necessary)."
    0
    Flag
  • Celine W.
    "Nothing to not like everyone including the dogs are friendly and it’s a very safe and tolerable atmosphere "
    1
    Flag
  • Anaslvrnblck
    "Love my city! Have lived here for 13 years and don't want to move anywhere else. I love my no drama neighbors and my son loves play outside with his friends. We like the school district. Most shopping is walking distance. The city is very quiet and clean. Police department is quick to answer calls. I feel very safe here."
    0
    Flag
  • Innocent A.
    "Downtown upland festivals held by city and local business owners and local community events and overall support by law enforcement and fire department is well "
    0
    Flag
  • Alexis M.
    "The parks are small but well-maintained, and you can rent out some park spaces like at McCarthy park for birthday parties and things. Mostly quiet neighborhood! "
    3
    Flag
  • Nando243
    "Horrible only cause I travel everywhere but not during work hours it great. Overall it a good experience. "
    1
    Flag
  • Dyonnepeterson
    "Quiet no drama and very friendly neighbors. I would recommend this area to many people. If you are looking for a place that’s peaceful then Upland is the place for you"
    0
    Flag
  • Ja5923197
    "good people and good respects all store there nearby and school there very nice and street there good "
    0
    Flag
  • Shannon P.
    "Lemon festival is a gathering of vendors though the price of food and drinks are exorbitant. We are not far from Pomona fairplex where the county fair is held."
    0
    Flag
  • Meg R.
    "Upland is great in general however certain parts of upland are sketchy. If looking for a decent home in a nice area I would consider above foothill. People are nice, love all the different cultures, and and great for evening walks especially down Euclid. "
    1
    Flag
  • Krissyko57
    "Old neighborhood !! NOT well lit. City trees overgrown, sidewalks cracked uneven due to roots from overgrown trees. Constantly hear sirens, street racing, "
    1
    Flag
  • Riverrat368
    "I commute 39 min to work now. However I did work in Santa Monica and the Metrolink was very simple to use. The upland station is clean and safe. "
    0
    Flag
  • Jenellemillan7
    "It’s definitely a suburban area . Lots of people walk out with their kids / dogs it’s very historic looking but I love it . & there’s convenient stores all around "
    0
    Flag
  • Daisy M.
    "I've lived in this neighborhood for 20 years , I grew up here and back in the days it was great families everywhere kids enjoying themselves and now you see crazy drug addicts and lots of crime and rude people "
    0
    Flag
  • Rudy G.
    "It a quiet area, there’s gonna be crime everywhere but it’s not too bad here, always something going on in old town upland and it’s within walking distance, lots of places to eat out. 5 min walk to metro link station."
    2
    Flag
  • CRYSTAL
    "Fine a little backed up when school is in but other then that great I love it here I wouldn’t want to move away "
    0
    Flag
  • Kris L.
    "Small town that’s trying to clean up the homeless and crime issue. Has rustic old home feel. There’s evens down town that’s fun to attend with friends or family such as lemon festival, beer fest, etc."
    0
    Flag
  • D_wright04
    "The Lemon festival in downtown is fun and community centered. Upland is a family centered community "
    0
    Flag
  • Disappointed in upland
    "I live in an area in upland that has been forgotten. The apartments are not taken care of & the streets are falling apart. "
    0
    Flag
  • Kayleewytcherley
    "This neighborhood sucks there’s homeless walking on every street, I’ve seen hookers, and it’s not safe walking around at night or sometimes even during the day with out some form of protection "
    1
    Flag
  • Zami F.
    "We have festivals at downtown. Irish, lemon festival, Halloween and many others. We have a 5k too. We have a run trail and we can run up To the mountain on The Euclid path. "
    0
    Flag
  • Alyssa N.
    "Upland is a great place to live , I am happy to raise my three kids here ... schools and shops . They have nice parks Close to all freeways "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 1344 Winston Ct

  • What is 1344 Winston Ct estimated to be worth?
    Trulia's estimated value for 1344 Winston Ct in Upland, CA is $725,200.
  • What is the price history for 1344 Winston Ct?
    1344 Winston Ct in Upland, CA last sold for $435,000 in November 2018.
  • Is Upland a buyer's or seller's market?
    Upland is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Upland?
    The median sale price in Upland is $816K. That is up $9.67K from the prior month.
  • Does 1344 Winston Ct have air conditioning?
    Yes, 1344 Winston Ct in Upland, CA has air conditioning.
  • Does 1344 Winston Ct have a pool?
    Yes, 1344 Winston Ct in Upland, CA has a pool.

Explore by feature - Pet Friendly

59 pet-friendly rentals in Upland, CA

Explore by feature - Garage

77 rentals with a garage in Upland, CA

Explore by feature - Air Conditioning

117 rentals with air conditioning in Upland, CA

Explore by feature - Pool

59 rentals with a pool in Upland, CA

Explore by feature - Washer/dryer

79 rentals with a washer/dryer in Upland, CA

Explore by feature - Outdoor Space

32 rentals with an outdoor space in Upland, CA

Apartments for Rent

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Off Market Homes Near 1344 Winston Ct

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