153 Cypress Dr, Bolingbrook, IL 60440
Property image
Property image
OFF MARKET

153 Cypress Dr
Bolingbrook, IL 60440

  • 4 Beds
  • 1.5 Baths
  • 1,318 sqft

$309,100

Trulia Estimate
as of Aug 5, 2026
Est. Refi. Payment $2,231/mo*
Refinance Your Home

$309,100

Trulia Estimate
as of Aug 5, 2026
Est. Refi. Payment $2,231/mo*
Refinance Your Home
4 Beds
1.5 Baths
1,318 sqft

Local Information

  • Map ViewExplore the area around 153 Cypress Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1962
Living Area
1,318 sqft
Price/Sqft
$235
Parking
Garage
HOA
None

About this House

Charming ranch-style home offering true one-level living featuring 4 bedrooms and 1.5 baths. The full bath, conveniently shared with the primary bedroom, has been recently refreshed, along with the updated half bath. This home features numerous recent upgrades including a brand new roof and stove (2025), attic insulation (2023), and updated electric, furnace, hot water tank, and A/C (2022). You'll love the custom decorative wood walls that add character throughout. The bright and airy family room provides a welcoming space to relax. Additional updates include newer windows and a modern laundry area. Enjoy the spacious front and back yards, complete with a raised garden bed, storage sheds, and a privacy fence. There's ample parking on the extended concrete driveway, plus a 2.5-car detached garage with overhead storage and a pull-down staircase inside the home for even more storage options. Great location with easy access to I-55, parks, schools and shopping.
153 Cypress Dr, Bolingbrook, IL 60440 is a 4 bedroom, 2 bathroom, 1,318 sqft single-family home built in 1962. It last sold for $295,000 on May 21, 2025 (2% above the $289,000 asking price). It is currently off market. The Trulia Estimate is $309,100, with a rent estimate of $3,149/month.

Home Details for 153 Cypress Dr

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: NoneNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1318 Square Feet
Appliances & Utilities
Appliances: Range, Refrigerator, Washer, DryerDryerLaundry: Gas Dryer Hookup,In UnitRefrigeratorWasher
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Gas & Electric
Electric: Circuit Breakers
Levels, Entrance, & Accessibility
Stories: 1Accessibility: No Disability Access
View
No View
Security
Security: Carbon Monoxide Detector(s)

Exterior Features

Exterior Home Features
Patio / Porch: PorchFencing: FencedOther Structures: Shed(s)
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Concrete,Garage Door Opener,On Site,Garage Owned,Detached,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1962
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Vinyl SidingNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 1202152030090000

Price & Status

Price
List Price: $289,000
Status Change & Dates
Off Market Date: Sat Apr 19 2025Possession Timing: Close Of Escrow

Location

Direction & Address
City: Bolingbrook
School Information
Elementary School: Bernard J Ward Elementary SchoolElementary School District: 365UJr High / Middle School: Hubert H Humphrey Middle SchoolJr High / Middle School District: 365UHigh School: Bolingbrook High SchoolHigh School District: 365U

Community

Community Features: Park, Curbs, Sidewalks, Street Lights, Street Paved

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 7854 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: 12338656Attic: Pull Down Stair, UnfinishedActivation Date: Thu Apr 17 2025

Additional Information

ParkCurbsSidewalksStreet LightsStreet PavedMRD SHARE WITH CLIENTS: YesSource Internet Entire Listing DisplayMRD REMARKSINTERNET: YesSource Internet Address Display
Last check for updates: about 11 hours ago
Listed by Peggy Sersen, (224) 699-5002
Redfin Corporation
Bought with: Becky Bossard, (773) 720-0703, Schulz Properties, Ltd.
Source: MRED as distributed by MLS GRID, MLS#12338656

Price History for 153 Cypress Dr

DatePriceEventSource
05/21/2025$295,000Sold
MRED as distributed by MLS GRID #12338656
04/22/2025$289,000ContingentMRED as distributed by MLS GRID #12338656
04/17/2025$289,000Listed For SaleMRED as distributed by MLS GRID #12338656
05/18/2022$272,500Sold
MRED as distributed by MLS GRID #11375691
04/23/2022$245,000ContingentMRED as distributed by MLS GRID #11375691
04/19/2022$245,000Listed For SaleMRED as distributed by MLS GRID #11375691
01/13/2018$157,000Sold
N/A
12/08/2017$164,900PendingAgent Provided
12/08/2017$164,900PriceChange
Agent Provided
11/10/2017$169,900PendingToActiveAgent Provided
09/05/2017$169,900PendingAgent Provided
08/30/2017$169,900Listed For SaleAgent Provided
03/21/2012$124,900ListingRemovedAgent Provided
03/16/2012$124,900Listed For SaleAgent Provided
11/01/2011$115,000Sold
N/A
06/07/2011$118,900PriceChange
Agent Provided
05/13/2011$119,900PriceChange
Agent Provided
03/22/2011$124,900Listed For SaleAgent Provided
07/12/2002$132,000Sold
N/A
07/02/1998$103,500Sold
N/A

Market trends in Bolingbrook

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$384K
$16.32KMoM
Sale-to-List Price
100.4%
0.4%MoM
Price per sq ft
$214
$5MoM
Available listings
131
13MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax$5,135
Assessment$214,788
Home facts updated by county records

Comparable Sales for 153 Cypress Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
156 Cypress Dr, Bolingbrook, IL
0.04
Single-Family Home
$285,000
12/23/25
3
1.5
1,435
124 Delmar Dr, Bolingbrook, IL
0.09
Single-Family Home
$240,000
11/12/25
4
2
1,162
220 Edgehill Dr, Bolingbrook, IL
0.08
Single-Family Home
$315,000
07/10/26
3
2
1,162
140 Fairwood Dr, Bolingbrook, IL
0.14
Single-Family Home
$250,000
09/11/25
4
1.5
1,435
121 Cypress Dr, Bolingbrook, IL
0.11
Single-Family Home
$278,000
08/22/25
3
2
1,162
105 Rocklyn Ct, Bolingbrook, IL
0.23
Single-Family Home
$286,000
07/10/26
4
1.5
1,162
124 W Briarcliff Rd, Bolingbrook, IL
0.12
Single-Family Home
$245,000
02/13/26
3
1.5
1,115
221 Davis Ln, Bolingbrook, IL
0.21
Single-Family Home
$317,007
05/06/26
3
2
1,300
101 Edgehill Dr, Bolingbrook, IL
0.21
Single-Family Home
$295,000
06/16/26
3
1.5
1,320
212 Glengary Dr, Bolingbrook, IL
0.14
Single-Family Home
$293,000
02/27/26
3
1.5
1,435

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 153 Cypress Dr.
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 Bolingbrook

At least 571 Trulia users voted on each feature.

  • 89 % Say there are sidewalks

  • 88 % Say it's dog friendly

  • 84 % Say car is needed

  • 81 % Say yards are well-kept

  • 80 % Say parking is easy

  • 74 % Say there's holiday spirit

  • 73 % Say kids play outside

  • 71 % Say it's quiet

  • 67 % Say people would walk alone at night

  • 65 % Say there's wildlife

  • 62 % Say streets are well-lit

  • 55 % Say it's walkable to restaurants

  • 54 % Say it's walkable to grocery stores

  • 54 % Say they plan to stay for at least 5 years

  • 48 % Say neighbors are friendly

  • 38 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "I’ve lived in this neighborhood for 34 yrs. It is quiet, friendly, well kept, and has many nearby amenities. "
    0
    Flag
  • A.C.
    "Hard working and respectful people. Great restaurants and schools, ample medical facilities, close to the city of Chicago and local attractions."
    0
    Flag
  • A.C.
    "Safe, family oriented, spacious, great schools and parks. Close to all kinds of shopping and great food."
    0
    Flag
  • Carlette King
    "There are many great schools, parks, shopping & restaurants. Great community for families. Peoplear friendly, grocery stores are are plentiful."
    0
    Flag
  • Zagaceta2010
    "Everything is very nice, tidy and quiet, we have all the supermarkets, churches and malls nearby, the people are very friendly with everyone, We would always like to live in this part of Illinois"
    0
    Flag
  • Trulia User
    "The library is amazing, the best thing the village has to offer. Plenty of activities and things to do at the library. Village has many parks for outdoor recreation for all ages. "
    0
    Flag
  • Michael Feder
    "Lots of dog owners around. Most part friendly and leashed. I feel safe walking with my dogs…………………….."
    0
    Flag
  • V64shdbysf
    "Safe neighborhood to walk your dog. Great parks to take your pets as well. And their is doggie parks too. Most neighborhoods have dogs. And most homes are fenced in for your pets. "
    1
    Flag
  • Laconia.unseld
    "Everything is close by and not a dare commute. Bolingbrook is known as a big circle but convenient so you can’t get lost "
    0
    Flag
  • Danielle Brody
    "There’s a nice forest preserve and the neighborhood we’re in is quiet and friendly. Kid-friendly as well. "
    1
    Flag
  • Avis Calhoun
    "I work in Chicago, so living neat I-55 gets me there in less than 30 minutes. I’m close enough to the expressway, but also close major roads like boughton road."
    0
    Flag
  • Unknown N.
    "Park district here is wonderful , pelican harbor does air of great events. The promenade has a lot of great events for the family. We have a lot of parks and places to visit a great place to grow. "
    2
    Flag
  • LaShay R.
    "People walk their dogs all the time. Dogs are welcome in this area. People also pick up behind their dogs in this area. "
    0
    Flag
  • Ferili89
    "It needs improvements for safety. We have been having some robberies lately, but for the most part, it is a safe place to live. "
    8
    Flag
  • Brandi H.
    "You often see people walking their dogs. Although there are quite a few fogs, there isn't a lot of barking."
    2
    Flag
  • Trulia User
    "its a great place too live with your family i lived here for a very long time its amazing................"
    1
    Flag
  • D.miller8991630
    "Fairly decent depending on traffic times but it’s fairly quick and there’s a lot of convenient places to shop right on the strip"
    0
    Flag
  • Carol J.
    "I have lived in this neighborhood for three years. But I’m getting ready to move. It is a nice really neighborhood."
    0
    Flag
  • Andrew S.
    "Halloween The Fourth of July ,Christmas, New Year’s Eve , Labor Day, memorial day, spring break and all of summer"
    5
    Flag
  • Noor A.
    "very diverse neighborhood, convienent living, humble residents and good schools, lots of parks and family friendly "
    0
    Flag
  • Jose V.
    "This is a good town to grow your family and to stay away from the big city with all accommodations of it. Also it’s close to major highways to get any big town around with 30 mins. The schools are good. The village hall have many activities over the summer. Park district have so many programs for kids young adults and adults. Ty j hi is is a great town to live in. I love Bolingbrook "
    0
    Flag
  • Caroljeansutton
    "Area is safe to walk dogs as long as on a leash. Homeowners would line the walkers to pick up after their dogs "
    0
    Flag
  • Adrian N.
    "Nice place to live. Safe quiet yet populated. Best of both worlds. Plenty of shopping and dinning. Love it. "
    0
    Flag
  • Alyssah S.
    "It’s a friendly area and nice places to walk and take your dogs. There is a nice field that the dogs can run "
    0
    Flag
  • Sandra L.
    "I just recently moved in. It seems like a nice neighborhood with lots of stores to shop around and eat in restaurants. "
    0
    Flag
  • Sharif F.
    "I don’t know any special events but I believe the mall in Bolingbrook have a special events going on with they serve food in summer time and there is this little program they give away free food and school supplies for kids in need"
    0
    Flag
  • Sebastianjacob
    "I have living in this neighborhood for five year and its great.cool place for families. a well planned city "
    0
    Flag
  • Xxstar L.
    "Its a great place for small families, if your have a 45k or 50k yearly income you can live comfortably. "
    0
    Flag
  • Patrick O.
    "I work locally. Commute to Naperville. Only takes 15 minutes. Similar commute time in the evening. I355 and I55 are close for traveling longer distances"
    0
    Flag
  • Sheree K. W.
    "Great neighborhood very family friendly great schools overall just a great community to live in abs raise a family "
    0
    Flag
  • Jennifer M. K.
    "Short and congested most days. Boughton rd is usually a heavy traffic area. Over by the Promande also is fairly congested. "
    0
    Flag
  • Kim.robinson1105
    "Every Halloween all the neighbors hand out candy on the driveway some burning fire pits. With everyone outside it feels safe for the kids. "
    2
    Flag
  • Unspecified
    "Dog owners will like the neighborhood. There as at least 1 dog in every other house on each block. As long as you don’t mind all the barking they will fit right in."
    3
    Flag
  • Sara.armeanu
    "The community is great! The park district is very involving if you take advantage of it. Parking is very much available and there are plenty of shopping places in the area."
    1
    Flag
  • Aide2618
    "It’s affordable beautiful clean Everyone is friendly great restaurants and shops great high school "
    0
    Flag
  • Aeogirls
    "i live there 20yrs. looking for a nice town home or ranch to purchase in 6 months. i really miss it. i highly recommend living in this affordable and safe neighborhood..love it!!"
    0
    Flag
  • Brianramos1bmf
    "Shopping and dining at the Promenade. Summer music events and Bolingbrook golf courses. Dog park and fishing at Whalen Park"
    0
    Flag
  • Deandria H.
    "I love it here great place to live. Great schools, lots of jobs, shopping fun and entertainment. fun in the sun and twenty five min from down town Chicago! good times."
    0
    Flag
  • Sandro C.
    "the variety of cultures. people from all over the world live in Bolingbrook and are very kind to each other."
    0
    Flag
  • Chowardstubbs
    "I’ve lived in the neighborhood when it was nothing but cornfields and watch it grew tremendously. It’s very diverse & creative in its own unique way. There is always room for improvement but it’s a community that definitely wants to grow together."
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

25 pet-friendly rentals in Bolingbrook, IL

Explore by feature - Garage

39 rentals with a garage in Bolingbrook, IL

Explore by feature - Air Conditioning

42 rentals with air conditioning in Bolingbrook, IL

Explore by feature - Pool

12 rentals with a pool in Bolingbrook, IL

Explore by feature - Washer/dryer

32 rentals with a washer/dryer in Bolingbrook, IL

Explore by feature - Outdoor Space

19 rentals with an outdoor space in Bolingbrook, IL

Homes for sale near 153 Cypress Dr

Skip to last item
Skip to first item

Off Market Homes Near 153 Cypress Dr

Skip to last item
Skip to first item
Based on information submitted to the MLS GRID as of 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Click here for more information