237 Fairwind Dr, Montgomery, IL 60538
Property image
Property image
OFF MARKET

$296,200

Trulia Estimate
  • 2 Beds
  • 1.5 Baths
  • 1,342 sqft

237 Fairwind Dr, Montgomery, IL 60538

Est. Refi. Payment $2,135/mo*
Refinance Your Home
Currently Off Market - Sold Apr 27, 2016 for $139,900

Home Value

Trulia Estimate
$296K
Since last month
Decreased$2K (-0.8%)
Since last year
Increased$8K (+2.7%)
Since last sale
Increased$156K (+111.7%)
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 +108% in the last 10 years
MonthEstimated value
2026
August 2026$296K
July 2026$299K
June 2026$300K
May 2026$296K
April 2026$294K
March 2026$290K
February 2026$282K
January 2026$279K
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
1924 Lakeside Dr, Montgomery, IL
0.12
Single-Family Home
$285,000
10/07/25
2
1.5
1,440
36 Fallcreek Cir #0, Montgomery, IL
0.16
Single-Family Home
$275,000
12/05/25
2
2
1,179
106 Hamlet Cir, Montgomery, IL
0.25
Single-Family Home
$324,547
10/24/25
3
1.5
1,338
114 Heathgate Rd, Montgomery, IL
0.26
Single-Family Home
$277,000
10/24/25
3
1.5
1,164
145 Heathgate Rd, Montgomery, IL
0.35
Single-Family Home
$260,000
09/24/25
3
1
1,096
136 Heathgate Rd, Montgomery, IL
0.30
Single-Family Home
$290,000
11/25/25
3
1
1,164
1707 Deer Run Dr, Montgomery, IL
0.17
Single-Family Home
$335,000
10/28/25
3
2
1,821
46 Ingleshire Rd, Montgomery, IL
0.27
Single-Family Home
$321,500
03/03/26
3
1
1,428
106 Braeburn Dr, Montgomery, IL
0.36
Single-Family Home
$289,000
11/25/25
3
1
1,164
27 Winrock Rd, Montgomery, IL
0.37
Single-Family Home
$315,000
05/04/26
3
1.5
1,332

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
220 Fairwind Dr, Montgomery, IL 60538
0.05
$388,700
3
3
1,694
Off Market
1950 Lakeside Dr, Montgomery, IL 60538
0.06
$331,700
3
2.5
1,451
Off Market
216 Fairwind Dr, Montgomery, IL 60538
0.05
$354,100
2
2
1,688
Off Market
204 Fairwind Dr, Montgomery, IL 60538
0.06
$351,700
2
2
1,544
Off Market
1909 Lakeside Dr, Montgomery, IL 60538
0.08
$364,900
2
2
1,607
Off Market
36 Hunter Dr, Montgomery, IL 60538
0.08
$422,000
4
2.5
2,100
Off Market
1900 Lakeside Dr, Montgomery, IL 60538
0.11
$354,500
3
2
1,600
Off Market
223 Williamsburg Ct, Montgomery, IL 60538
0.12
$272,000
2
2.5
1,634
Recently Sold
231 Williamsburg Ct, Montgomery, IL 60538
0.13
$273,100
2
1.5
1,040
Off Market
1916 Lakeside Dr, Montgomery, IL 60538
0.12
$348,600
3
2
1,549
Off Market
1924 Lakeside Dr, Montgomery, IL 60538
0.12
$291,500
2
1.5
1,440
Off Market
1928 Lakeside Dr, Montgomery, IL 60538
0.12
$277,300
2
1
1,078
Off Market

Local Information

  • Map ViewExplore the area around 237 Fairwind Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1996
Living Area
1,342 sqft
Price/Sqft
$221

About this House

This single-family home is located at 237 Fairwind Dr, Montgomery, IL. 237 Fairwind Dr is in Montgomery, IL and in ZIP code 60538. This property has 2 bedrooms, 2 bathrooms and approximately 1,342 sqft of floor space. This property has a lot size of 5742 sqft and was built in 1996.
237 Fairwind Dr, Montgomery, IL 60538 is a 2 bedroom, 2 bathroom, 1,342 sqft single-family home built in 1996. It last sold for $139,900 on Apr 27, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $296,200, with a rent estimate of $2,222/month.

Home Details for 237 Fairwind Dr

Interior Features

Heating & Cooling
Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Interior Details
Types of Rooms: Dining RoomCeiling Fan
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Tile, Carpet

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: VinylPatio

Property Information

Year Built
Year Built: 1996
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 5742 sqft

Price and Tax history

DateEventPrice
Apr 27, 2016
Source: MRED as distributed by MLS GRID #09154432
Sold
$139,900
Apr 12, 2016
Source: Agent Provided
Pending
$139,900
Apr 5, 2016
Source: Agent Provided
PendingToActive
$139,900
Mar 22, 2016
Source: Agent Provided
Pending
$139,900
Mar 4, 2016
Source: Agent Provided
Listed For Sale
$139,900

Market trends in Montgomery

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$341K
$5.33KMoM
Sale-to-List Price
100.7%
0.4%MoM
Price per sq ft
$202
$4MoM
Available listings
59
2MoM

Around this home

What Locals Say about Montgomery

At least 225 Trulia users voted on each feature.

  • 86 % Say parking is easy

  • 83 % Say car is needed

  • 82 % Say it's dog friendly

  • 80 % Say there are sidewalks

  • 79 % Say yards are well-kept

  • 75 % Say there's holiday spirit

  • 73 % Say kids play outside

  • 65 % Say it's quiet

  • 56 % Say people would walk alone at night

  • 55 % Say there's wildlife

  • 50 % Say neighbors are friendly

  • 47 % Say they plan to stay for at least 5 years

  • 44 % Say it's walkable to grocery stores

  • 39 % Say streets are well-lit

  • 37 % Say it's walkable to restaurants

  • 23 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Dezcharles8208
    "I often see people with dogs walking in the neighborhood. Everyone is friendly here and respectful."
    0
    Flag
  • Tisha H.
    "I don’t really know of many events that go on in Montgomery besides the Montgomery feast but I think we can have more events "
    0
    Flag
  • Elmer J.
    "Love it . Great feel to the area. Near all the major highways and what not what have you. Come try it "
    1
    Flag
  • Joseph A.
    "I don't think there is anything really unique about Montgomery. All of the subdivisions are very similar to each other as well as many others in neighboring areas. There is a disc golf course near by. All of these houses look identical. "
    1
    Flag
  • Kimberly Y.
    "My neighborhood has school walking distant antique downtown park’s walking paths and great shopping!"
    0
    Flag
  • Lindsay T. G.
    "Halloween is pretty big. Neighbors are kind and we have a beautiful park in the neighborhood! It’s a very dog friendly neighborhood with lots of people walking their dogs. Also kids play on the sidewalks. It’s a nice place. "
    0
    Flag
  • Pantherk488
    "our nieghborhood is a very relaxed enviorment. everyone minds there buisness. other than that not much going on."
    0
    Flag
  • Karen C.
    "I've been here since my son was in daycare. He's now in High School. lot's to to if you want, or keep to yourself."
    0
    Flag
  • Melissa M.
    "Block parties, community wide garage sales, community wide clean ups, school right in the neighborhood, clubhouse parties, parks"
    0
    Flag
  • Tom M.
    "Was one of the fastest growing communities in the state prior to the “Great Recession”. National builders have once again started to build albeit slowly. Construction quality could be marginal. Although, housing here presents a rather good value particularly for first time buyers and young families. "
    0
    Flag
  • Jami M.
    "I’ve lived in this neighborhood for 17 years. It’s a wonderful place to live. Very safe and close to everything. "
    0
    Flag
  • Flashconstruction
    "Montgomery fest, is small but quaint. love taking my kids and the fireworks are awesome. Phillips park is nearby and has an awesome Holiday lights display. "
    0
    Flag
  • Nelson S.
    "Taste of Montgomery is a nice way to meet neighbors. The great schools are such a bonus and, great library really gives the family wonderful programs. "
    0
    Flag
  • Lorraine G.
    "There is a true community feel, great schools, shopping, parks and recreation. Neighbors look out for each other. A rarity in today's world. "
    0
    Flag
  • Nelson S.
    "No bus route, no special needs transportation services. It would be great for those who need transportation outside of a car. "
    0
    Flag
  • Schultzdks
    "Food in walking distance stores as well nabors are quite lots of parks two public pools skate parks sidewalks bike paths or walking paths some low income families Big nabor hood"
    0
    Flag
  • Starskygirl
    "All my neighbors have dogs and it’s very friendly towards pets. They also pick up after their animals. "
    0
    Flag
  • Herochanning2
    "they are very active when it comes to social holidays and everyone minds they own business and stays to themselves "
    0
    Flag
  • Susan a.
    "I've lived in Montgomery/Oswego for 28 years. I went to Oswego School District when I was growing up and I thought there schools were great so I also wanted my kids to go to Oswego School District schools. The people and community are also great for the most part in this area. I look forward to Prairie Fest and the Christmas Walk every year and I'm never disappointed. "
    2
    Flag
  • Unknown N.
    "It's quiet at night and Stars shine bright like a diamond. it's as far as western development stop. it's a great town to raise a family as the school district is great."
    2
    Flag
  • Pantherk488
    "not much to say other than very quiet . overall a nice place to live. but not much happens here. not alot of kids in general area"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 237 Fairwind Dr

  • What is 237 Fairwind Dr estimated to be worth?
    Trulia's estimated value for 237 Fairwind Dr in Montgomery, IL is $296,200.
  • What is the price history for 237 Fairwind Dr?
    237 Fairwind Dr in Montgomery, IL last sold for $139,900 in April 2016.
  • Is Montgomery a buyer's or seller's market?
    Montgomery is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Montgomery?
    The median sale price in Montgomery is $341K. That is down $5.33K from the prior month.
  • Does 237 Fairwind Dr have air conditioning?
    Yes, 237 Fairwind Dr in Montgomery, IL has air conditioning.
  • Does 237 Fairwind Dr have laundry facilities?
    Yes, 237 Fairwind Dr in Montgomery, IL has in-unit laundry.

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