1244 Winged Foot Dr, Upland, CA 91786
SOLD
AUG 11, 2026
Listed by Christopher Fox, NEST REAL ESTATE, (909) 921-4742 . Bought with NEST REAL ESTATE

$669,500

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 1,742 sqft

1244 Winged Foot Dr, Upland, CA 91786

Est. Refi. Payment $4,140/mo*
Refinance Your Home
Currently Off Market - Sold Aug 11, 2026 for $670,000 (3% below list price)

Home Value

Trulia Estimate
$670K
Since last month
Decreased$11K (-1.6%)
Since last year
Decreased$48K (-6.7%)
Since last sale
$300 (0%)
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 +48% in the last 10 years
MonthEstimated value
2026
August 2026$670K
July 2026$681K
June 2026$680K
May 2026$683K
April 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
1252 Winged Foot Dr, Upland, CA
0.01
Condo
$730,000
08/07/26
3
2
1,689
1255 Upland Hills Dr S, Upland, CA
0.08
Condo
$710,000
10/20/25
3
2
1,689
1256 Upland Hills Dr S, Upland, CA
0.11
Condo
$715,000
09/02/26
3
2
1,689
1182 Upland Hills Dr S, Upland, CA
0.16
Condo
$680,000
05/12/26
3
2
1,685
1259 Upland Hills Dr S, Upland, CA
0.07
Condo
$735,000
08/14/26
2
2
1,685
1188 Winged Foot Dr, Upland, CA
0.10
Condo
$710,000
08/20/26
2
2
1,685
1080 Pebble Beach Dr, Upland, CA
0.28
Condo
$790,000
06/30/26
3
2
1,776
1274 Upland Hills Dr N, Upland, CA
0.20
Condo
$825,000
10/29/25
3
2
1,994

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
1252 Winged Foot Dr, Upland, CA 91786
0.01
$730,000
3
2
1,689
Recently Sold
1272 Winged Foot Dr, Upland, CA 91786
0.05
$778,600
4
2.5
1,961
Off Market
1259 Upland Hills Dr S, Upland, CA 91786
0.07
$735,000
2
2
1,685
Recently Sold
1255 Upland Hills Dr S, Upland, CA 91786
0.08
$703,800
3
2
1,689
Off Market
1237 Upland Hills Dr S, Upland, CA 91786
0.08
$790,100
3
3
1,689
Off Market
1268 Upland Hills Dr S, Upland, CA 91784
0.11
$761,600
2
2.5
1,634
Off Market
1256 Upland Hills Dr S, Upland, CA 91786
0.11
$715,000
3
2
1,689
Recently Sold
1618 Mickelson Ct, Upland, CA 91784
0.10
$899,000
3
2.5
2,058
For Sale
1631 Palmer Ct, Upland, CA 91784
0.09
$888,000
3
2.5
2,126
Recently Sold
1627 Player Ct, Upland, CA 91784
0.10
$788,400
3
2.5
2,058
Off Market
1636 Palmer Ct, Upland, CA 91784
0.11
$996,100
3
2.5
2,058
Off Market

Local Information

  • Map ViewExplore the area around 1244 Winged Foot Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 1987
1,742 sqft
$385/sqft
2 Car Garage
HOA $465/mo

About this House

Welcome to 1244 Winged Foot Drive, nestled within a prestigious gated golf course community in Upland. This beautifully situated home offers breathtaking views of the lush fairways, tranquil golf course lake, and stunning mountain vistas to the north.



Featuring an attached two-car garage with direct access, the home opens to spacious formal living and dining areas—perfect for both entertaining and everyday living. The bright, inviting kitchen includes a charming breakfast nook ideal for morning coffee. A convenient main-level bathroom adds functionality for guests.



Upstairs, you’ll find three generously sized bedrooms, including a thoughtfully designed Jack-and-Jill en suite bathroom connecting two of the secondary bedrooms, offering both comfort and privacy.



Enjoy the lifestyle this community provides—just a short golf cart ride to nearby restaurants, amenities, and leisure. Whether you’re taking in the scenery or enjoying the peaceful surroundings, this is truly a perfect place to call home.
1244 Winged Foot Dr, Upland, CA 91786 is a 3 bedroom, 3 bathroom, 1,742 sqft condo built in 1987. It last sold for $670,000 on Aug 11, 2026 (3% below the $689,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $669,500, with a rent estimate of $3,220/month.

Home Details for 1244 Winged Foot Dr

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Bedroom
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 1742 Square Feet
Appliances & Utilities
Laundry: In Garage
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Family RoomHas a Fireplace
Windows, Doors, Floors & Walls
Common Walls: 1 Common Wall
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoEntry Location: 1
View
Has a ViewView: Golf Course, Mountain(s)

Exterior Features

Exterior Home Features
No Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Pool
Pool: In Ground, Association
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Surface & Elevation
Elevation Units: Feet

Days on Market

Cumulative Days on Market: 90

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: ResidentialProperty Subtype: CondominiumStructure Type: HouseArchitecture: House
Building
Not a New ConstructionAttached To Another StructureNo Additional Parcels
Property Information
Parcel Number: 1045131300000

Price & Status

Price
List Price: $689,000Price Per Sqft: $385/sqft
Status Change & Dates
Off Market Date: Mon Jul 06 2026

Active Status

MLS Status: Closed

Media

Location

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

Community

Community Features: Curbs, Golf, SidewalksNot Senior CommunityUnits in Building: 611

HOA

HOA Name: UPLAND HILLS ESTATESHOA Phone: 949-833-2600HOA Name (second): Golf CourseHOA Fee (second): 25HOA Fee Frequency (second): MonthlyAssociation for this Listing: California Regional MLSHas an HOAHOA Fee: $465/Monthly

Lot Information

Lot Area: 2000 sqft

Listing Info

Special Conditions: Standard, Trust

Offer

Contingencies: NONEListing Terms: Cash, Conventional, FHA, VA Loan

Miscellaneous

Mls Number: CV26068754Living Area Range Units: Square FeetAttribution Contact: 909-921-4742Activation Date: Sun Apr 05 2026Back On Market Date: Wed May 13 2026Common Interest: CondominiumStart Showing Date: Sun Apr 05 2026Universal Property Id: US-06071-N-1045131300000-R-N

Additional Information

HOA Amenities: Dog Park,Pickleball,Pool,Spa/Hot Tub,Tennis Court(s)Source Internet Entire Listing Display

Price and Tax history

DateEventPrice
Aug 11, 2026
Source: CRMLS #CV26068754
Sold
$670,000
Jul 7, 2026
Source: CRMLS #CV26068754
Pending
$689,000
May 13, 2026
Source: CRMLS #CV26068754
PendingToActive
$689,000
May 11, 2026
Source: CRMLS #CV26068754
Pending
$689,000
May 4, 2026
Source: CRMLS #CV26068754
PriceChange
$689,000
Price decreased by 4%

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

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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 1244 Winged Foot Dr

  • What is 1244 Winged Foot Dr estimated to be worth?
    Trulia's estimated value for 1244 Winged Foot Dr in Upland, CA is $669,500.
  • What is the price history for 1244 Winged Foot Dr?
    1244 Winged Foot Dr in Upland, CA last sold for $670,000 in August 2026.
  • 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 1244 Winged Foot Dr have air conditioning?
    Yes, 1244 Winged Foot Dr in Upland, CA has air conditioning.
  • Does 1244 Winged Foot Dr have a pool?
    Yes, 1244 Winged Foot Dr in Upland, CA has a pool.

Explore by feature - Pet Friendly

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