2365 Winepol Loop, San Jose, CA 95125
OFF MARKET

2365 Winepol Loop
San Jose, CA 95125

Fairgrounds
  • 2 Beds
  • 2 Baths
  • 1,340 sqft

$785,500

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $4,822/mo*
Refinance Your Home

$785,500

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $4,822/mo*
Refinance Your Home
2 Beds
2 Baths
1,340 sqft

Home Value

Trulia Estimate
$786K
Since last month
Decreased$6K (-0.7%)
Since last year
Decreased$59K (-7%)
Since last sale
Increased$108K (+16%)
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 +21% in the last 10 years
MonthEstimated value
2026
August 2026$783K
July 2026$789K
June 2026$803K
May 2026$807K
April 2026$830K
March 2026$852K
February 2026$849K
January 2026$819K
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
2105 Lindsey Ct, San Jose, CA
0.04
Condo
$850,000
03/05/26
2
2
1,144
2117 Lindsey Ct, San Jose, CA
0.05
Condo
$840,000
03/13/26
2
2
1,144
2296BB Almaden Rd, San Jose, CA
0.58
Condo
$675,000
01/15/26
2
2
1,163
342 Olive Hill Dr, San Jose, CA
0.03
Condo
$858,000
11/20/25
2
2
1,340
1853 Almaden Rd #320, San Jose, CA
0.64
Condo
$733,000
05/22/26
2
2
1,416
1853 Almaden Rd #209, San Jose, CA
0.64
Condo
$724,500
03/20/26
2
2
1,119
1853 Almaden Rd #205, San Jose, CA
0.64
Condo
$760,000
09/25/25
2
2
1,153
1853 Almaden Rd #224, San Jose, CA
0.64
Condo
$665,000
06/25/26
2
2
906
245 Esfahan Ct, San Jose, CA
0.88
Condo
$860,000
09/05/25
2
3
1,347
501 Sanger Way, San Jose, CA
0.43
Condo
$775,000
06/05/26
3
1
895

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
2382 Winepol Loop, San Jose, CA 95125
0.02
$915,000
3
3
1,480
Recently Sold
2358 Winepol Loop, San Jose, CA 95125
0.01
$903,600
2
2.5
1,368
Off Market
2342 Winepol Loop, San Jose, CA 95125
0.02
$877,700
2
2.5
1,368
Off Market
2113 Winepol Loop, San Jose, CA 95125
0.04
$983,400
3
3
1,480
Off Market
2209 Winepol Loop, San Jose, CA 95125
0.03
$891,000
2
2
1,340
Off Market
342 Olive Hill Dr, San Jose, CA 95125
0.03
$858,000
2
2
1,340
Recently Sold
394 Olive Hill Dr, San Jose, CA 95125
0.05
$898,200
2
2.5
1,368
Off Market
390 Olive Hill Dr, San Jose, CA 95125
0.05
$890,000
2
2.5
1,368
Recently Sold
2299 Winepol Loop, San Jose, CA 95125
0.04
$776,000
2
2
1,144
Off Market
330 Olive Hill Dr, San Jose, CA 95125
0.04
$1,036,500
3
3
1,480
Off Market
2105 Lindsey Ct, San Jose, CA 95125
0.04
$850,000
2
2
1,144
Recently Sold
2121 Sunstruck Ct, San Jose, CA 95125
0.05
$1,023,000
3
3
1,731
Off Market

Local Information

  • Map ViewExplore the area around 2365 Winepol Loop.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
2005
Living Area
1,340 sqft
Price/Sqft
$586
Parking
Garage

About this House

This condo is located at 2365 Winepol Loop, San Jose, CA. 2365 Winepol Loop is in the Fairgrounds neighborhood in San Jose, CA and in ZIP code 95125. This property has 2 bedrooms, 2 bathrooms and approximately 1,340 sqft of floor space. This property has a lot size of 1306 sqft and was built in 2005.
2365 Winepol Loop, San Jose, CA 95125 is a 2 bedroom, 2 bathroom, 1,340 sqft condo in Fairgrounds, built in 2005. It last sold for $675,000 on Jun 2, 2017. It is currently off market. The Trulia Estimate is $785,500, with a rent estimate of $3,680/month.

Home Details for 2365 Winepol Loop

Interior Features

Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 4
Heating & Cooling
Air Conditioning

Property Information

Year Built
Year Built: 2005Year Updated: 2006
Property Type / Style
Property Type: CondoArchitecture: Other

Exterior Features

Parking & Garage
GarageParking: Garage Attached

Lot Information

Lot Area: 1306 sqft

Price and Tax history

DateEventPrice
Jun 2, 2017
Source: N/A
Sold
$675,000
Jun 25, 2010
Source: N/A
Sold
$405,000
Aug 30, 2006
Source: N/A
Sold
$584,000

Market trends in Fairgrounds

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$919K
Sale-to-List Price
—
Price per sq ft
$630
Available listings
84
1MoM

Around this home

Neighborhood Overview

Fairgrounds
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Fairgrounds

At least 280 Trulia users voted on each feature.

  • 85 % Say there are sidewalks

  • 75 % Say it's dog friendly

  • 75 % Say car is needed

  • 62 % Say it's walkable to grocery stores

  • 60 % Say streets are well-lit

  • 59 % Say there's holiday spirit

  • 57 % Say it's walkable to restaurants

  • 54 % Say kids play outside

  • 54 % Say yards are well-kept

  • 50 % Say they plan to stay for at least 5 years

  • 47 % Say it's quiet

  • 46 % Say people would walk alone at night

  • 41 % Say neighbors are friendly

  • 40 % Say parking is easy

  • 33 % Say there's wildlife

  • 24 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Nancy Guevara
    "There is a lot of traffic, everywhere. The city has gotten a lot more congested over time. From San Jose to Mountain View 45min to an hour."
    0
    Flag
  • Trulia User
    "Keeping it a safe place for kids. Driving at the correct speed! Schools are near by! There is two sides too willow glen the good and the bad."
    0
    Flag
  • Trulia User
    "it's Bay area traffic. not too bad with 87 close but busy at rush hour. quick access to Downtown and a Willow Glen"
    0
    Flag
  • Trulia User
    "Easy connection to Caltrain and VTA Lightrail as well as buses. Schedules run late until midnights, even during weekends. Plenty of parking but wouldn’t recommend parking to late in the evening."
    0
    Flag
  • Trulia User
    "Overall quiet, safe neighborhood. Family friendly, close, neighborhood where neighbors care about their properties. "
    2
    Flag
  • Trulia User
    "we have block yard sales. we have fun all day. every body helps each other out. we look out for each others kids dogs cats house cars and packages. "
    1
    Flag
  • Trulia User
    "fourth of July the neighborhood watch especially the school events also the holidays around this area is very festive"
    0
    Flag
  • Trulia User
    "Knowing neighbors my whole life and nearby restaurants. Also traffic isn’t that bad. I’m close to the freeway "
    1
    Flag
  • Trulia User
    "There's a park near the entrance to the neighborhood, there are children's playgrounds, basketball court, and bbq pits & tables. There have been numerous small parties and some sports on the field. Many times, we have gathered on certain holidays to watch fireworks, enjoy a bonfire, pass by with walking cute & exotic dogs, and sometimes participate with HOA in Open House availabilities."
    0
    Flag
  • Trulia User
    "The park is great on Esfahan Dr. Lots of families in the area and people walking dogs. Most people try to walk keeping social distance in mind. "
    0
    Flag
  • Trulia User
    "lived near on alma , went to school in willow glen , it’s alright tight roads and some bumpy. Other than that some criminal activity has happened the past years. But a nice looking neighborhood. "
    4
    Flag
  • Trulia User
    "Tons of unhoused encampments. Sometimes they take dogs. Dogs go missing here all the time. Nextdoor is helpful to posting lost & found."
    0
    Flag
  • Ihuei801
    "I just moved in this area. It’s quiet and pretty. Easy access to downtown and restaurants.I am excited to live here."
    14
    Flag
  • Tinesha R. M.
    "Not the best area to raise small children as there are not local play grounds. Chateau La Salle is ideal foe a family"
    4
    Flag
  • Caballeroacr
    "Typical Bay Area traffic. About an hour (6 am, ETA 7) plus in the mornings to travel 30 or so miles north on the 101. "
    2
    Flag
  • Angelica R.
    "there are none. it is not one of those types of communities. everyone just sticks to themselves. communities like that are only on tv"
    8
    Flag
  • Valeraaay
    "Diverse community and everyone is happy with where they live. People are happy and help each other out"
    5
    Flag
  • Toni M.
    "I would not recommend the vicinity I currently live in to families. The criminal element is too pervasive for security for child ren and families."
    20
    Flag
  • Mammysboy17
    "It’s not a bad neighborhood people that live here are friendly. But lots of Rif-RAF and bums walking around. Lots of traffic work"
    18
    Flag
  • Raeidjan
    "safe community and surrounding areas lovely neighborhood as well as friendly people and good schools around the area "
    4
    Flag
  • James V.
    "There is nothing really attractive about the Area there is mostly commercial businesses .i live in a mobile home park."
    0
    Flag
  • Jack K.
    "Too much construction (extended). I. The direct flight path of the airport, and right next to the railroad tracks. You get used to it, and the homes are new and over 2k sq ft. Just depends if you can live life in paradise in the hood. "
    5
    Flag
  • Efrain V.
    "like to see people walking around the neighborhood with their dogs. it's sad when the renters don't let you have a dog. "
    2
    Flag
  • MT
    "Good area for families. Homeless person occasionally walk the area and do live adjacent to the main thoroughfare "
    1
    Flag
  • Csichley
    "Long drive in traffic driving myself solo in my car. 1 hour to go 35 miles at least, easily longer in afternoon. the commute and traffic is the major reason I want to leave the area. traffic getting to and from work and traffic on the weekends....you can't get a break. "
    0
    Flag
  • Aventu40
    "Friendly people and great service and quiet location for friends and family food here nice enjoy it thanks for the service "
    13
    Flag
  • Cary
    "Homeless encampments under overpasses and around property boundaries is a common issue. Wild animals (skunks, possoms, coyotes) come out at night. Be sure to bring your pets in at night if you love them."
    0
    Flag
  • Ladyrhiannonn
    "i was born and raised in san jose. I n general California has become very expensive and highly overated."
    7
    Flag
  • Richard G.
    "The area is dog friendly and has things for dogs to do."
    3
    Flag
  • Richard G.
    "Moderately easy access to the freeways and Main Street."
    0
    Flag
  • Richard G.
    "There are fun activities, carnival rides, and concerts at the fairgrounds."
    0
    Flag
  • Nicole G.
    "Lots of walking trails and other dog owners. There's wildlife for fun-loving dogs to chase and plenty of scenery for dog owners to enjoy."
    1
    Flag
  • Nicole G.
    "Downtown San Jose is just a five-minute drive away! It's congested, but close to major freeways and public transportation."
    0
    Flag
  • Nicole G.
    "It is expanding and becoming more family friendly with many newly constructed homes. Downtown Willow Glen is close by, and Communications Hill is great for walking and scenery."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 2365 Winepol Loop

  • What is 2365 Winepol Loop estimated to be worth?
    Trulia's estimated value for 2365 Winepol Loop in San Jose, CA is $785,500.
  • What is the price history for 2365 Winepol Loop?
    2365 Winepol Loop in San Jose, CA last sold for $675,000 in June 2017.
  • Is San Jose a buyer's or seller's market?
    San Jose is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in San Jose?
    The median sale price in San Jose is $919K.

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