5440 Whippoorwill Dr, Kalamazoo, MI 49009
OFF MARKET

5440 Whippoorwill Dr
Kalamazoo, MI 49009

  • 4 Beds
  • 5 Baths
  • 3,964 sqft (on 1.05 acres)

$677,300

Trulia Estimate
as of May 14, 2026
Est. Refi. Payment $4,191/mo*
Refinance Your Home

$677,300

Trulia Estimate
as of May 14, 2026
Est. Refi. Payment $4,191/mo*
Refinance Your Home
4 Beds
5 Baths
3,964 sqft
(on 1.05 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Fantastic Colony Woods Home Situated On A Beautiful Park-Like 1+ Ac Parcel W/Stream. This Home Is Not A Drive By, You Must Get Inside. Current Owners Have Made Many Improvements Incl A 976 Sqft Addition, Prof Landscaping W/Gardens & Water Feature, Newer Roof, 75 Gal Water Heater, Furnace, A/C, Etc. This 5,400 Fin Sqft Home Is Better Than New. The Ml Offers A Foyer W/Slate Flrs, Master Suite W/3 Closets, Formal Lr & Dr, Den W/Full Ba Next To It(Would Also Make A Nice Guest Bedroom), Lg Fr W/Vlt Ceil, Stone Wood Burning Fp, Beautiful Windows & Open To The Gourmet Kirchman Kit W/All The Bells & Whistles-Sub Zero, Bosch, Convection Oven, Prep Sink In Large Center Island, Granite, & A Gorgeous Cherry Butlers Area W/Wet Bar, Icemaker & Ref An Addl Fr Or Study, Large Mudroom & Ba. Upstairs You'll Find 3 Brs & Updated Full Ba. The Bsmt Is Fin W/ More Storage Space Than Any Home I've Seen! 9' Ceils W/Egress Under Addition, Bar W/Ref Great Fr & Rr Areas. For Addl Info, Go To Www.Pprmi.Com.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 5440 Whippoorwill Dr

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Forced AirCooling System: OtherHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1.5

Property Information

Year Built
Year Built: 1971
Property Type / Style
Property Type: Single Family Home

Exterior Features

Parking & Garage
GarageParking: Garage Attached

Lot Information

Lot Area: 1.05 acres

Price History for 5440 Whippoorwill Dr

DatePriceEventSource
07/31/2008$450,000Sold
N/A
05/29/2008$474,900Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$8,370
Assessment$597,400
Home facts updated by county records

Comparable Sales for 5440 Whippoorwill Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5512 Bobwhite Ave, Kalamazoo, MI
0.16
Single-Family Home
$575,000
09/24/25
5
3.5
4,411
5201 Colony Woods Dr, Kalamazoo, MI
0.21
Single-Family Home
$600,000
06/20/25
4
2.5
4,135
5420 Whippoorwill Dr, Kalamazoo, MI
0.02
Single-Family Home
$1,125,000
12/23/25
4
6
6,533
5217 Green Pine Ln, Kalamazoo, MI
0.49
Single-Family Home
$430,000
09/08/25
4
3.5
3,715
5727 Bobwhite Ave, Kalamazoo, MI
0.40
Single-Family Home
$530,000
04/13/26
5
4.5
4,621
5551 Saddle Club Dr, Kalamazoo, MI
0.30
Single-Family Home
$862,375
08/01/25
4
3.5
4,176
5326 Saddle Club Dr, Kalamazoo, MI
0.38
Single-Family Home
$485,000
08/07/25
4
4.5
3,271
7895 Deerpath Rd, Kalamazoo, MI
0.24
Single-Family Home
$495,028
10/21/25
4
2.5
3,080
5183 Colony Woods Dr, Kalamazoo, MI
0.23
Single-Family Home
$159,525
07/14/25
4
3
4,030
8420 S 12th St, Portage, MI
0.51
Single-Family Home
$450,000
02/13/26
4
3
3,900

Assigned Schools

These are the assigned schools for 5440 Whippoorwill 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 Kalamazoo

At least 986 Trulia users voted on each feature.

  • 86 % Say it's dog friendly

  • 84 % Say car is needed

  • 80 % Say parking is easy

  • 78 % Say yards are well-kept

  • 73 % Say there are sidewalks

  • 72 % Say kids play outside

  • 70 % Say there's holiday spirit

  • 60 % Say there's wildlife

  • 60 % Say people would walk alone at night

  • 56 % Say it's walkable to restaurants

  • 56 % Say neighbors are friendly

  • 56 % Say streets are well-lit

  • 53 % Say it's quiet

  • 49 % Say they plan to stay for at least 5 years

  • 49 % Say it's walkable to grocery stores

  • 31 % Say there are community events

Learn more about our methodology.
  • Anetpc
    "Sidewalks, lots of people walking their dogs, friendly neighbors. People are pretty good about not letting their dogs bark for a long time outside."
    0
    Flag
  • Anetpc
    "Lots of people walk their dogs, are friendly toward dogs, and drive cautiously around people walking their dogs."
    0
    Flag
  • Brandee Sherrow
    "Lots for food and art festivals in the summer time. Davis field is the perfect place to take your dog for a little play time."
    0
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  • Ashley Clark
    "The community park events such as the lighting of the park and any pokemon gaming groups, just fun things like such"
    0
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  • Nh6tjzkwjc
    "It’s very pet friendly and lots of dog parks around the area and people put out water for them as well "
    0
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  • Karen
    "You can walk with your kids carefully and in a contained fashion, as well as your dogs, with caution. While a country road, it’s still well traveled and at 45-55 mph."
    0
    Flag
  • David E Eiben
    "We have a lot of great things. Chili cook off, Oberon day, Kalamazoo marathon, activities in Bronson Park.."
    0
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  • T5q8ytkccd
    "That the school districts is great and honestly the neighbourhood is getting worse and I don’t like the future may hold "
    0
    Flag
  • M_wendell
    "Lots of room to run around. Friendly neighbors. Beautiful area for walking. Everyone is very friendly. "
    0
    Flag
  • Trulia User
    "There are fields and parks near by that are dog friendly. Also great walking area for dogs as well. "
    0
    Flag
  • M_wendell
    "Non existent. Car required. I work in Grand Rapids the commute is manageable. I would prefer to work in Kalamazoo, but jobs are not as plentiful. "
    0
    Flag
  • Richard Dortch
    "Lots of dog people here. People are normally dog friendly even if they don’t have dogs. This place could use a dedicated dog park though. "
    0
    Flag
  • Trulia User
    "you always see people walking there dogs but they aren't nice & neither is their dog. so as long as you stay away from them you'll be ok. not everyone is a dog Person."
    4
    Flag
  • Trulia User
    "There are arts events that happen often. I usually drive by kids and people playing cards in the summer. "
    0
    Flag
  • Trulia User
    "everyone watches out for each other like a big family and I miss all my neighbors and all my sons friends I hate we had to move "
    0
    Flag
  • Trulia User
    "You are close to stores, the river walk way is great for biking, walking, family time. Police Station and fire department not far, good schools. Most of the neighbors are nice and homes well maintained. All around great neighborhood."
    0
    Flag
  • Trulia User
    "I have lived in this area for 12 years and haven’t had any issues with neighbors. I need a smaller place due to the fact that my kids are grown now"
    2
    Flag
  • Trulia User
    "loving this neighborhood just to visit it and it's a good neighborhood to live in Neighbors wonderful housing love the landlords"
    1
    Flag
  • Trulia User
    "love the naborhood it's wonderful and quiet I would love to live over here it's only me and it's nice people over here"
    3
    Flag
  • Trulia User
    "I love the neighborhood hopefully I can get in touch with the landlord of this apartment home in communicate and see where it goes from there"
    0
    Flag
  • Trulia User
    "I was born here and knit the neighborhood very well. It's very small and easy to get around, I stay to myself and I'm laid-back "
    1
    Flag
  • Trulia User
    "people are nice, bus is on time, and drivers are pleasant 99.6%of the time 😊👽I like it just fine, thanks."
    0
    Flag
  • Trulia User
    "Very quiet and everyone is nice to one another There isn’t any party’s or any gun violence Everyone respects one another too"
    5
    Flag
  • Trulia User
    "I've lived in this neighborhood for almost 17 years. I know many of my neighbors and there's a sense of community. Some keep to themselves but many are friendly and social and help one another when there is a need. We keep a contact email list for the block for easy communication. "
    0
    Flag
  • Trulia User
    "Great neighborhood, lived here for years without any problems. it's a great place to start a family and the schools are close by."
    2
    Flag
  • Trulia User
    "Very diverse neighborhood and very safe to visit and live. A lot of neighborhood schools around the area. "
    1
    Flag
  • Trulia User
    "The tutors that come out and help the kids that can’t understand there work although it’s a pandemic "
    0
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  • Trulia User
    "The yards are small but the location is great. Very close to downtown and west main shopping. Great elementary and middle schools. "
    0
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  • Kidapa
    "We have annual garage sale, occasionally a block party dinner. In the norton dr/Homecrest ave area the neighbors are very close and are like part of a big famil%. We have seen a lot of younger families move in and are excited to see these families grow"
    1
    Flag
  • Aisha
    "I can get to both Interstate 94 and 131 in five minutes. It is a small quaint town where nice schools and nearby parks are in the community."
    1
    Flag
  • Haley F.
    "Pinewood Glen is a chil apt complex. Biking around here and walking is nice. Friendly people, not too many crazy cars."
    1
    Flag
  • Kidapa
    "Annual neighborhood garage sales, letters from the Milwood board updating us on water issues or misc issues"
    0
    Flag
  • Valeria T.
    "Needs to be more secure. Nice area and neighborhoods however there has been much activity that makes one questions the safety of the neighborhood "
    0
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  • Trulia User
    "This is a very friendly and safe neighborhood. It’s a good home base to raise your children! There are nearby convenience stores, gas stations, restaurants and schools. "
    0
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  • Rosalinda C.
    "I drive , I don’t use any public transportation, I have my own car that I use to go places . I know people who use it but they rather use uber "
    3
    Flag
  • Jmiltonk
    "its a easy commute. sometimes real late at night can be bit shady. the homeless are abundant in the area."
    1
    Flag
  • Sasha A.
    "It’s honestly a great part to live at you have a lot of local business connected on west main, great restaurants and few nearby elementary, middle, and high schools. It’s extremely quiet and people are friendly and outgoing."
    0
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  • Karen B.
    "This is a safe and quiet neighborhood. Houses and yards are wellcared for and Kalamazoo Promise qualified"
    0
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  • Sally L.
    "Hear gun shots every once in a while, I can't wait to relocate. We have had our cars broken into. But very nice neighbors. "
    3
    Flag
  • Mogillyy
    "this is a great area. I love living here - I always hear kids outside walking around the block, very family friendly. I would raise my family here long term - close to Kalamazoo Promise Schools. "
    0
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5440 Whippoorwill Dr, Kalamazoo, MI 49009 is a 4 bedroom, 5 bathroom, 3,964 sqft single-family home built in 1971. This property is not currently available for sale. 5440 Whippoorwill Dr was last sold on Jul 31, 2008 for $450,000. The current Trulia Estimate for 5440 Whippoorwill Dr is $677,300.