2221 Winepol Loop, San Jose, CA 95125
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Property image
OFF MARKET

2221 Winepol Loop
San Jose, CA 95125

Fairgrounds
  • 2 Beds
  • 2 Baths
  • 1,144 sqft

$893,500

Trulia Estimate
as of Jul 24, 2026
Est. Refi. Payment $5,493/mo*
Refinance Your Home

$893,500

Trulia Estimate
as of Jul 24, 2026
Est. Refi. Payment $5,493/mo*
Refinance Your Home
2 Beds
2 Baths
1,144 sqft

Local Information

  • Map ViewExplore the area around 2221 Winepol Loop.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2005
Living Area
1,144 sqft
Price/Sqft
$781
Parking
Garage

About this House

Amazing location in the Communications Hill close to everything : Downtown San Jose, Willow Glen,10 miles from Apple Park New Campus, 3 miles from the proposed future Google Headquarters in Downtown San Jose. Easy access to 87, 85, 280, shops,restaurants at the Plant and Light Rail - super convenient EZ living. Open floor plan with a large room to entertain, kitchen with lots of storage, granite countertops, gas stove, stainless steel large sink and faucet, custom plantation shatters,recessed lighting throughout. Master Bedroom has a large walk in closet and a spacious master bath with oversized shower. the second bedroom has a large closet. Great out door patio for a BBQ or a quiet reading time.Oversized 2-car attached tandem garage with extra storage. Community offers running track and several playgrounds.
2221 Winepol Loop, San Jose, CA 95125 is a 2 bedroom, 2 bathroom, 1,144 sqft single-family home in Fairgrounds, built in 2005. It last sold for $799,000 on Oct 13, 2018. It is currently off market. The Trulia Estimate is $893,500, with a rent estimate of $3,731/month.

Home Details for 2221 Winepol Loop

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 4Types of Rooms: Dining Room
Appliances & Utilities
DryerWasher

Exterior Features

Exterior Home Features
Roof: Tile
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2005Year Updated: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Lot Information

Lot Area: 1942 sqft

Price History for 2221 Winepol Loop

DatePriceEventSource
10/13/2018$799,000Sold
N/A
09/20/2018$799,000PendingAgent Provided
08/30/2018$799,000PriceChange
Agent Provided
08/16/2018$850,000Listed For SaleAgent Provided
08/04/2006$552,000Sold
N/A

Market trends in San Jose

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.43M
$7.33KMoM
Sale-to-List Price
102.2%
0.6%MoM
Price per sq ft
$887
$9MoM
Available listings
1598
82MoM
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Property Tax and Assessment

Year2025
Tax$12,209
Assessment$780,000
Home facts updated by county records

Comparable Sales for 2221 Winepol Loop

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
215 Olive Hill Dr, San Jose, CA
0.12
Single-Family Home
$1,235,000
05/22/26
3
3
2,162
354 Heritage View Ter, San Jose, CA
0.30
Single-Family Home
$1,200,000
02/09/26
2
2.5
1,690
2386 Azevedo Pkwy, San Jose, CA
0.29
Single-Family Home
$1,235,000
08/26/25
2
2.5
1,690
363 Bella Ridge Ter, San Jose, CA
0.30
Single-Family Home
$1,030,000
04/13/26
3
3
1,620
328 Heritage View Ter, San Jose, CA
0.26
Single-Family Home
$1,305,000
02/05/26
3
2.5
1,776
238 Monte Vista Dr, San Jose, CA
0.19
Single-Family Home
$1,310,000
06/29/26
3
2.5
2,584
2427 Azevedo Pkwy, San Jose, CA
0.33
Single-Family Home
$1,300,000
10/21/25
3
2.5
1,884
2427 Azevedo Py, San Jose, CA
0.33
Single-Family Home
$1,300,000
10/21/25
3
2.5
1,884
347 Bella Ridge Ter, San Jose, CA
0.28
Single-Family Home
$1,300,000
03/24/26
4
4
1,787
2467 Nightingale Dr, San Jose, CA
0.73
Single-Family Home
$1,395,000
05/12/26
3
2
1,270

Nearby homes

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Assigned Schools

These are the assigned schools for 2221 Winepol Loop.
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.

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

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Homes for sale near 2221 Winepol Loop

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Off Market Homes Near 2221 Winepol Loop

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