2288 Winepol Loop, San Jose, CA 95125
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OFF MARKET

2288 Winepol Loop
San Jose, CA 95125

Fairgrounds
  • 3 Beds
  • 3 Baths
  • 1,480 sqft

$1,192,900

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $7,246/mo*
Refinance Your Home

$1,192,900

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $7,246/mo*
Refinance Your Home
3 Beds
3 Baths
1,480 sqft

Local Information

  • Map ViewExplore the area around 2288 Winepol Loop.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Welcome to Your new community at Winepol Loop in the Communications Hill Neighborhood of San Jose

$4,195.00 monthly rent

Walking distance to The Plant Shopping Center Click Here
A must see gorgeous executive home; no details have been overlooked in this home. Opportunities such as this do not come very often come see this oasis for yourself

Contact me for an exclusive showing Home is available for For Immediate Move In

Home Amenities Include:
Stunning Tri-level floor plan
Three Bedrooms & Three and Bathroom floor-plan
Executive home with all modern conveniences
Freshly painted two-tone designer paint throughout
Magnificent Kitchen w/Gas range
Newly upgraded light tone designer cabinets in kitchen
Berber carpeting throughout 3rd level/bedrooms
Tastefully completed cabinetry & granite counter tops
Spacious & bright living room & separate dining area on 2nd level
Luxurious master suite w/his & hers basin
Newer washer/dryer located on upper level
HVAC system w/heating & cooling w/climate control
Private 2 car garage w/brand new water heater

Leasing Terms:
1 year or longer lease preferred/No Short Term Leases
$4,195.00 monthly rent
$3,900.00 security deposit
Security deposit & 1st month's rent to secure property
Tenant pays all utilities/owner pays HOA/Garbage
No pets allowed
Application fee is $35.00 per adult applicant
Contact us for an application today
Online payment options available

calbre#01722632

WEEKEND SHOWINGS AVAILABLE/TEXT FOR INFORMATION Please come contact me for an exclusive viewing of this beautiful home.

Leasing Terms:
1 year lease
$4,195.00 monthly rent
$3,900.00 security deposit
Security deposit/1st month's rent to secure property
Tenant pays all utilities/owner pays HOA/Garbage
No pets allowed
Application fee is $35.00 per adult applicant
Contact us for an application today
Online payment options for monthly rent
2288 Winepol Loop, San Jose, CA 95125 is a 3 bedroom, 3 bathroom, 1,480 sqft single-family home in Fairgrounds. It last sold for $616,500 on May 25, 2006 (14,596% above the $4,195 asking price). More recently, it was listed as a rental in April 2026 with an asking price of $4,195 per month. That rental listing was removed on April 23, 2026. It is currently off market. The Trulia Estimate is $1,192,900, with a rent estimate of $4,371/month.

Home Highlights

Parking
Attached Garage
Outdoor
No Info
A/C
Cooling only
HOA
None
Price/Sqft
No Info
Listed
87 days ago

Home Details for 2288 Winepol Loop

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
DishwasherDryerWasher
Heating & Cooling
Air ConditioningCooling System: Central Air
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Parking & Garage
GarageParking: Attached Garage, On Site

Price History for 2288 Winepol Loop

DatePriceEventSource
04/23/2026$4,195ListingRemovedZillow Rentals
04/10/2026$4,195Listed For RentZillow Rentals
08/20/2022ListingRemovedZillow Rental Manager
08/09/2022$3,995PriceChange
Zillow Rental Manager
07/30/2022$4,250Listed For RentZillow Rental Manager
03/10/2021ListingRemovedN/A
06/17/2017$3,500ListingRemovedN/A
05/20/2017$3,500PriceChange
N/A
05/11/2017$3,550Listed For RentN/A
08/22/2012$2,795ListingRemovedAgent Provided
08/15/2012$2,795Listed For RentAgent Provided
05/25/2006$616,500Sold
N/A

Market trends in San Jose

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.42M
$100KMoM
Sale-to-List Price
102.8%
0.8%MoM
Price per sq ft
$880
$36MoM
Available listings
1675
62MoM
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Property Tax and Assessment

Year2025
Tax$13,086
Assessment$842,505
Home facts updated by county records

Comparable Sales for 2288 Winepol Loop

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
215 Olive Hill Dr, San Jose, CA
0.13
Single-Family Home
$1,235,000
05/22/26
3
3
2,162
363 Bella Ridge Ter, San Jose, CA
0.32
Single-Family Home
$1,030,000
04/13/26
3
3
1,620
328 Heritage View Ter, San Jose, CA
0.28
Single-Family Home
$1,305,000
02/05/26
3
2.5
1,776
238 Monte Vista Dr, San Jose, CA
0.21
Single-Family Home
$1,310,000
06/29/26
3
2.5
2,584
2427 Azevedo Pkwy, San Jose, CA
0.35
Single-Family Home
$1,300,000
10/21/25
3
2.5
1,884
2427 Azevedo Py, San Jose, CA
0.35
Single-Family Home
$1,300,000
10/21/25
3
2.5
1,884
2386 Azevedo Pkwy, San Jose, CA
0.31
Single-Family Home
$1,235,000
08/26/25
2
2.5
1,690
354 Heritage View Ter, San Jose, CA
0.32
Single-Family Home
$1,200,000
02/09/26
2
2.5
1,690
668 Curtner Ave, Campbell, CA
0.34
Single-Family Home
$1,850,000
09/26/25
3
2.5
1,730
347 Bella Ridge Ter, San Jose, CA
0.30
Single-Family Home
$1,300,000
03/24/26
4
4
1,787

Nearby homes

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Assigned Schools

These are the assigned schools for 2288 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 parking is easy

  • 41 % Say neighbors are friendly

  • 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 2288 Winepol Loop

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Off Market Homes Near 2288 Winepol Loop

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