409 Winston Way, Upland, CA 91786
OFF MARKET
Listed by Uriel Ojeda, PAK HOME REALTY . Bought with Century 21 Masters

$872,200

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 1,773 sqft

409 Winston Way, Upland, CA 91786

Est. Refi. Payment $5,362/mo*
Refinance Your Home
Currently Off Market - Sold Apr 12, 2024 for $828,000

Home Value

Trulia Estimate
$872K
Since last month
Increased$6K (+0.7%)
Since last year
Increased$42K (+5.1%)
Since last sale
Increased$44K (+5.3%)
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 +65% in the last 10 years
MonthEstimated value
2026
August 2026$872K
August 2026$872K
July 2026$866K
June 2026$867K
May 2026$870K
April 2026$869K
March 2026$874K
February 2026$865K
January 2026$862K
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
1547 Winston Ct, Upland, CA
0.11
Single-Family Home
$960,000
10/09/25
4
2
1,847
589 E Monitor Ct, Upland, CA
0.20
Single-Family Home
$841,000
11/05/25
3
2
1,664
1618 Winston Way, Upland, CA
0.17
Single-Family Home
$960,000
06/25/26
3
2
1,710
1528 N 1st Ave, Upland, CA
0.21
Single-Family Home
$825,000
06/18/26
3
2
1,648
1679 N 2nd Ave, Upland, CA
0.33
Single-Family Home
$870,000
11/07/25
4
2
1,846
1477 Winston Ct, Upland, CA
0.23
Single-Family Home
$790,000
12/19/25
3
2
1,505
655 Doreen Ct, Upland, CA
0.35
Single-Family Home
$882,000
07/06/26
4
2
1,758
689 E Cumberland St, Upland, CA
0.34
Single-Family Home
$869,000
02/26/26
4
2
1,634
1685 Francis Ave, Upland, CA
0.30
Single-Family Home
$990,000
06/22/26
3
2
1,867

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
425 Winston Way, Upland, CA 91786
0.03
$979,400
3
2
2,083
Off Market
1572 Winston Way, Upland, CA 91786
0.07
$925,100
4
2
1,773
Off Market
1547 Winston Ct, Upland, CA 91786
0.11
$951,500
4
2
1,847
Off Market
533 Woodhaven Ct, Upland, CA 91786
0.11
$1,038,400
4
3.5
2,632
Off Market
454 E Merrimac St, Upland, CA 91784
0.13
$899,500
3
2
1,710
Off Market
470 E Merrimac St, Upland, CA 91784
0.14
$991,300
4
2
2,607
Off Market
217 E Aster St, Upland, CA 91786
0.14
$907,600
3
2
1,550
Off Market
1618 Winston Way, Upland, CA 91784
0.17
$960,000
3
2
1,710
Recently Sold
130 E Aster St, Upland, CA 91786
0.19
$916,000
4
2
1,923
Off Market
1528 N 1st Ave, Upland, CA 91786
0.21
$825,000
3
2
1,648
Recently Sold
1477 Winston Ct, Upland, CA 91786
0.23
$790,000
3
2
1,505
Recently Sold

Local Information

  • Map ViewExplore the area around 409 Winston Way.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1980
1,773 sqft
$492/sqft
2 Car Garage

About this House

Welcome to 409 Winston Way. Nestled in tranquility, this meticulously maintained property epitomizes pride of ownership, evident from the lush landscaping that envelops the entryway to the striking solid oak front door. Upon crossing the threshold, you're greeted by a spacious entryway that leads to a sunken great room, setting the stage for seamless entertaining. To your left, you'll find the heart of the living space—an open family room adorned with a cozy brick fireplace, creating a warm and inviting atmosphere. This seamless transition leads to the country-style kitchen, featuring a spacious peninsula with countertop seating, perfect for casual dining or a gathering spot for family and friends. The thoughtful design encourages a harmonious flow between the family room and the kitchen, making it an ideal space for both everyday living and entertaining. On the opposite side you'll find four generously sized bedrooms adorned with ample closet space, providing comfort and privacy. As you step through the French doors from your great room to the backyard, an entertainer's paradise unfolds. A covered patio with skylights beckons outdoor relaxation, extending to a spacious yard along the side, perfect for hosting events or simply enjoying the serenity. The property is cocooned in complete block walls, ensuring privacy and a sense of seclusion. On the opposite side you'll find an in ground spa (heater & jets need servicing). The outdoor space is not only a feast for the eyes but also a treat for your taste buds. Abundant fruit trees, including Fiji apples, mandarins, avocados, and lemons, providing a delightful harvest for those who appreciate homegrown goodness. This home is situated at the end of a tranquil cul-de-sac of only a few homes which provides minimal traffic. Great location close to Historical Euclid Ave, schools/churches, golf, shopping and restaurants at The Colonies. Come see for yourself, you will not be disappointed.
409 Winston Way, Upland, CA 91786 is a 4 bedroom, 2 bathroom, 1,773 sqft single-family home built in 1980. It last sold for $828,000 on Apr 12, 2024 (3% below the $850,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $872,200, with a rent estimate of $3,927/month.

Home Details for 409 Winston Way

Interior Features

Interior Details
Number of Rooms: 8Types of Rooms: Master Bedroom, Bathroom, Great Room, Kitchen, Living Room, Other, Retreat
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 1773 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Gas Oven, Gas Range, MicrowaveDishwasherLaundry: In GarageMicrowave
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Family Room, Gas, Wood BurningSpa: In Ground, See RemarksHas a FireplaceHas a Spa
Gas & Electric
Electric: 220 Volts For Spa
Windows, Doors, Floors & Walls
Window: Double Pane WindowsFlooring: LaminateCommon Walls: No Common Walls
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneEntry Location: MainFloors: Laminate
View
Has a ViewView: Mountain(s)

Exterior Features

Exterior Home Features
Roof: Flat TilePatio / Porch: Covered, Open, Patio, WoodNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageHas an Attached GarageParking Spaces: 2Parking: Direct Access,Driveway,Garage,RV Potential
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Surface & Elevation
Elevation Units: Feet

Days on Market

Cumulative Days on Market: 18

Property Information

Year Built
Year Built: 1980
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: Traditional
Building
Construction Materials: StuccoNot a New ConstructionNot Attached PropertyNo Additional Parcels
Property Information
Condition: TurnkeyParcel Number: 1045091150000

Price & Status

Price
List Price: $850,000
Status Change & Dates
Off Market Date: Mon Mar 04 2024

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Upland
School Information
High School District: Upland

Community

Community Features: Curbs, Street Lights, SidewalksNot Senior Community

HOA

Association for this Listing: California Regional MLS

Lot Information

Lot Area: 10000 sqft

Listing Info

Special Conditions: Standard

Offer

Contingencies: Contingent on owner securing a replacement property. Sellers are actively looking at properties out of state.Listing Terms: Cash, Conventional, FHA, Submit, VA Loan

Miscellaneous

Mls Number: CV24031228Living Area Range Units: Square FeetActivation Date: Thu Feb 15 2024Common Interest: NoneStart Showing Date: Thu Feb 15 2024Universal Property Id: US-06071-N-1045091150000-R-N

Additional Information

CurbsStreet LightsSidewalks

Price and Tax history

DateEventPrice
Apr 12, 2024
Source: CRMLS #CV24031228
Sold
$828,000
Mar 6, 2024
Source: CRMLS #CV24031228
Pending
$850,000
Feb 15, 2024
Source: CRMLS #CV24031228
Listed For Sale
$850,000
Oct 18, 1996
Source: N/A
Sold
$181,000

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

The multiple listing data appearing on this website, or contained in reports produced therefrom, is owned and copyrighted by California Regional Multiple Listing Service, Inc. ("CRMLS") and is protected by all applicable copyright laws. Information provided is for viewer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. All listing data, including but not limited to square footage and lot size is believed to be accurate, but the listing Agent, listing Broker and CRMLS and its affiliates do not warrant or guarantee such accuracy. The viewer should independently verify the listed data prior to making any decisions based on such information by personal inspection and/or contacting a real estate professional.
Based on information from California Regional Multiple Listing Service, Inc. as of 2026-09-06 16:36:26 PDT and /or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information

Frequently asked questions about 409 Winston Way

  • What is 409 Winston Way estimated to be worth?
    Trulia's estimated value for 409 Winston Way in Upland, CA is $872,200.
  • What is the price history for 409 Winston Way?
    409 Winston Way in Upland, CA last sold for $828,000 in April 2024.
  • 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 409 Winston Way have air conditioning?
    Yes, 409 Winston Way in Upland, CA has air conditioning.
  • Does 409 Winston Way have laundry facilities?
    Yes, 409 Winston Way in Upland, CA has laundry facilities.

Explore by feature - Pet Friendly

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