100 Trailside Dr, Monroe, CT 06468
OFF MARKET

100 Trailside Dr
Monroe, CT 06468

    (on 0.80 acres)

    Home Value

    Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

    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
    298 Guinea Road, Monroe, CT
    0.37
    Single-Family Home
    $525,000
    09/29/25
    4
    2
    1,728
    272 Pastors Walk, Monroe, CT
    0.44
    Single-Family Home
    $380,000
    04/22/26
    4
    2
    1,648
    10 Winton Farm Road, Newtown, CT
    0.44
    Single-Family Home
    $940,000
    11/10/25
    4
    3.5
    3,519
    3 Daves Lane, Newtown, CT
    0.60
    Single-Family Home
    $600,000
    03/11/26
    4
    2.5
    2,072
    19 Castle Meadow Road, Newtown, CT
    0.64
    Single-Family Home
    $386,000
    12/19/25
    3
    1
    912
    51 Birchwood Rd, Monroe, CT
    0.69
    Single-Family Home
    $330,000
    04/03/26
    3
    1.5
    1,688
    44 Chadwick Court, Monroe, CT
    0.64
    Single-Family Home
    $1,200,000
    04/02/26
    5
    3.5
    4,336
    34 Birchwood Road, Monroe, CT
    0.75
    Single-Family Home
    $595,000
    12/30/25
    3
    4
    3,328
    49 Bear Hills Road, Newtown, CT
    0.85
    Single-Family Home
    $530,000
    08/28/25
    3
    2
    2,046
    66 Summit Drive, Monroe, CT
    0.86
    Single-Family Home
    $974,000
    04/01/26
    4
    3
    3,874

    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
    24 Aspen Lane, Monroe, CT 06468
    0.14
    $999,900
    4
    2.5
    3,676
    Off Market
    25 Aspen Drive, Monroe, CT 06468
    0.16
    $919,500
    4
    2.5
    3,185
    Off Market
    LOT 22 Aspen Lane, Monroe, CT 06468
    0.16
    $933,000
    4
    2.5
    3,610
    Off Market
    45 Aspen Drive, Monroe, CT 06468
    0.17
    $854,100
    4
    2.5
    3,266
    Off Market
    LOT 17 Aspen Lane, Monroe, CT 06468
    0.20
    $905,500
    4
    2.5
    3,356
    Off Market
    LOT 15 Aspen Lane, Monroe, CT 06468
    0.20
    $928,900
    4
    2.5
    3,350
    Off Market
    LOT 13 Aspen Lane, Monroe, CT 06468
    0.21
    $896,200
    4
    2.5
    3,121
    Off Market
    LOT 11 Aspen Lane, Monroe, CT 06468
    0.21
    $932,800
    4
    2.5
    3,378
    Off Market
    LOT 14 Aspen Lane, Monroe, CT 06468
    0.22
    $895,700
    4
    2.5
    3,300
    Off Market
    LOT 12 Aspen Lane, Monroe, CT 06468
    0.23
    $880,200
    4
    2.5
    3,000
    Off Market
    25 Winton Farm Road, Newtown, CT 06470
    0.20
    $1,390,000
    4
    5.5
    7,136
    Off Market
    275 Guinea Road, Monroe, CT 06470
    0.25
    $774,000
    4
    2.5
    2,585
    Off Market

    Local Information

    • Map ViewExplore the area around 100 Trailside Dr.
    • Schools2 Elementary Schools1 Middle School1 High School
    • Shop & Eat
    -- mins to
    Commute Destination

    Home Highlights

    Lot Size
    0.8 acres

    About this House

    100 Trailside Dr is in Monroe, CT and in ZIP code 06468. This property has a lot size of 0.80 acres.
    100 Trailside Dr, Monroe, CT 06468 is a unknown. It is currently off market. The Trulia Estimate rent is $2,359/month.

    Home Details for 100 Trailside Dr

    Property Information

    Property Type / Style
    Property Type: Unknown

    Lot Information

    Lot Area: 0.80 acres

    Price and Tax history

    YearProperty taxTax assessment
    2016
    $2,947
    $84,200
    Home facts updated by county records

    Market trends in Newtown

    Last updated July 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    $742K
    $79K    MoM
    Sale-to-List Price
    102.0%
    0.8%    MoM
    Price per sq ft
    $290
    $7    MoM
    Available listings
    98
    9    MoM
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    Around this home

    What Locals Say about Newtown

    At least 120 Trulia users voted on each feature.

    • 96 % Say car is needed

    • 91 % Say yards are well-kept

    • 89 % Say parking is easy

    • 88 % Say there's wildlife

    • 81 % Say there's holiday spirit

    • 79 % Say it's quiet

    • 74 % Say people would walk alone at night

    • 73 % Say it's dog friendly

    • 62 % Say neighbors are friendly

    • 56 % Say they plan to stay for at least 5 years

    • 51 % Say kids play outside

    • 37 % Say there are community events

    • 26 % Say it's walkable to restaurants

    • 20 % Say streets are well-lit

    • 14 % Say there are sidewalks

    • 12 % Say it's walkable to grocery stores

    Sourced by Trulia users. Learn more about our methodology.
    • Jason Aaron
      "Easy 15 minute drive to 95. And 5 mins from 84. No traffic. Great safe town. Wonderful schools……………."
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    • Rajdurno
      "People walk their dogs in this neighborhood all the time. Some dogs are behind an electric fence so not sure how safe that is."
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    • Jim Knipe
      "Perfect place to own a dog Walking the area with a dog you will meet your neighbors. It is a very friendly area "
      0
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    • Colie Mierzejewski
      "Dog owners would have a warm welcome because of the parks and trails that are in Fairfield hills and the various activities there are"
      0
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    • Trulia User
      "Lots of dogs but not many routs to walk with sidewalks. Local dog parks are wonderful and close by. "
      0
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    • Koellmer7
      "This is a area is a mix of elderly and young and new coming family’s it seems each year the the neighborhoods a are quiet and friendly "
      2
      Flag
    • Carolyn C. F.
      "Beautiful houses, friendly people, great schools, well kept lawns, beautiful outdoor recreational spaces."
      0
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    • Frank
      "great neighborhood, safe, good people nice shops great places to eat. nice to walk on sidewalks. beautiful at nice and very nice by the river. it's a great place to raise children "
      1
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    • Sandquistm
      "Very warm and welcoming town, like the lighting of the Christmas trees and lanterns on side of road. "
      2
      Flag
    • Jim K.
      "Rural area to walk your dogs people love dogs so you are welcome here. Have a nice walk with your dog "
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    • Sgermain929
      "I have lived in Newtown for almost 3 years now and I love it. People are very friendly and there is a true community feel. I highly recommend Newtown for families. "
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    • Mo V.
      "It takes me 10 minutes to get to the point in the highway that is right below my house - I wish they’d put another exit in. Aside of that, easy access to highway and close to schools. "
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    • Melissa J.
      "schools are excellent. parks are well maintained. public pool is still clorinated, hopefully will switch to salt water"
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    • Nborrello
      "We now have a new community center in town with three pools. We also have a youth academy with a gym for everyone. "
      2
      Flag
    • Bill
      "Great community for new parents — the town is very child friendly with many different events talking place throughout the year."
      1
      Flag
    • Bill B.
      "Annual sandy hook fire department lobster fest, lighting of the Sandy Hook Christmas Tree, and the Lions Club Duck Race"
      0
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    • BB
      "Family friendly, great schools, excellent activities for kids....safe neighborhood, easy access to NYC and Boston."
      20
      Flag
    • M
      "I've lived in this neighborhood for 3 years and it's great--very safe and family friendly! Its like going back in time to when people were friends!"
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    • Donna N.
      "Newtown is a wonderful place to live and raise a family. There is plenty of open space and forest walking trails plus the bridle trails. We have very good neighbors and friends!!"
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    • Roger F.
      "Newtown is a very friendly town. Kid friendly. Many activities for our youth!! It’s a very family oriented town!! People are awesome! "
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    • prrican59
      " Safe and quiet neighborhood. No speeding cars to worry about when the children play. Excellent place to live."
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    • prrican59
      "Nice, quiet, beautiful. Love it! Best place to live in Connecticut I wouldn’t live anywhere else. Love this place! "
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    • Joshua D.
      "I do not have a commute. I work from home for the past 5 years. However getting around town is tough. There is a ton of traffic in town over the past 2 years "
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    • John G.
      "Very difficult. There is Traffic on all highways and they need to expand the highway. Local roads are usually ok. "
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    • Tara B.
      "There are many nearby parks and trails where people bring their dogs regularly. Homes tend to have large yards "
      4
      Flag
    • Sonodee24
      "The spacious front yards are a plus for dog owners. Cars drive too fast in my neighborhood which is dangerous for people who want to walk their dogs. "
      0
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    • Rob B.
      "Newtown is an all-American neighborhood and a wonderful place to call home. There are many parks and areas for recreation and the schools are great. Lots of mature trees and beauty all around. "
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    • Rob B.
      "Newtown is an all-American town with a small-town feel. Lots of history and character here with a low crime rate and lots of natural beauty all around. A wonderful place to raise your kids and call home. "
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    Homes for sale near 100 Trailside Dr

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    Off Market Homes Near 100 Trailside Dr

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    Frequently asked questions about 100 Trailside Dr

    • Is Monroe a buyer's or seller's market?
      Monroe is currently a balanced market, based on recent for-sale activity.
    • What's the median sale price in Monroe?
      The median sale price in Monroe is $742K. That is up $79K from the prior month.
    • What do residents say about Monroe?
      Residents describe Monroe, CT as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Monroe, CT.
    • What are the closest schools to 100 Trailside Dr?
      The closest schools to 100 Trailside Dr in Monroe, CT are Middle Gate Elementary School (rated 8/10), Newtown High School (rated 9/10), Newtown Middle School (rated 7/10).