59 Countryside Drive, Monroe, CT 06468
Property image
Property image
FOR SALE
OPEN SUN, 12-2PM
1.25 ACRES

59 Countryside Drive
Monroe, CT 06468

  • 3 Beds
  • 2.5 Baths
  • 1,720 sqft (on 1.25 acres)

$639,900

Est. Mortgage $4,283/mo*
Get Pre-Qualified

$639,900

Est. Mortgage $4,283/mo*
Get Pre-Qualified
3 Beds
2.5 Baths
1,720 sqft
(on 1.25 acres)

Home Highlights

Parking
2 Car Garage
Outdoor
Deck
Climate Control
Heating & Cooling
Price/Sqft
$372
Listed
29 days ago

Local Information

  • Map ViewExplore the area around 59 Countryside Drive.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Discover the home you've been searching for in a peaceful cul-de-sac within a highly desired community. Offering easy access to all major commutes, this private, well-cared-for residence is ideally positioned as the next-to-last house on the street-providing exceptional privacy and a true neighborhood feel. Step inside to find an oversized living, dining, and kitchen area perfect for everyday living and entertaining. The spacious bedrooms offer comfort and flexibility, while the versatile family room with a cozy fireplace creates the ideal space to relax and unwind. Additional highlights include a two-car garage for convenient parking and storage. City water is available. This is the home that meets your needs today and will continue to serve you beautifully into the future. Don't miss this rare opportunity-schedule your private showing today!

Open House

Sunday, July 26
12:00 PM to 2:00 PM

Home Details for 59 Countryside Drive

Interior Features

Interior Details
Basement: FullNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room, Rec Play Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1720 Square Feet
Appliances & Utilities
Appliances: Electric Cooktop, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Lower LevelRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckOther Structures: Shed(s)Foundation: Concrete Perimeter, RaisedNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1720 Square Feet

Days on Market

Days on Market: 29

Property Information

Year Built
Year Built: 1968
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: CedarNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 174652

Price & Status

Price
List Price: $639,900Price Per Sqft: $372
Status Change & Dates
Possession Timing: Immediate

Active Status

MLS Status: Active

Location

Direction & Address
City: Monroe
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Agent Information

Listing Agent
Listing ID: 24187003

Building

Building Area
Building Area: 1720 Square Feet

HOA

No HOA

Lot Information

Lot Area: 1.25 Acres

Miscellaneous

BasementMls Number: 24187003Attic: Pull Down StairsAttribution Contact: (203) 605-1865Above Grade Unfinished Area: 1720
Last check for updates: about 18 hours ago
Listing courtesy of Antonio Salerno, (203) 605-1865
RE/MAX Heritage, (203) 605-1865
Source: Smart MLS, MLS#24187003
Also Listed on Smart MLS.

Market trends in Monroe

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
80
17MoM

Price History for 59 Countryside Drive

DatePriceEventSource
06/26/2026$639,900Listed For SaleSmart MLS #24187003

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Property Tax and Assessment

Year2025
Tax$8,452
Assessment$294,800
Home facts updated by county records

Comparable Sales for 59 Countryside Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
175 Cross Hill Road, Monroe, CT
0.35
Single-Family Home
$650,000
08/14/25
3
2.5
2,094
331 Elm Street, Monroe, CT
0.34
Single-Family Home
$550,000
08/19/25
4
2
2,368
63 Far Horizon Drive, Monroe, CT
0.54
Single-Family Home
$530,000
12/05/25
3
1.5
2,204
222 Elm Street, Monroe, CT
0.72
Single-Family Home
$575,000
10/29/25
3
1.5
1,512
16 Mon Tar Drive, Monroe, CT
0.38
Single-Family Home
$865,000
09/10/25
4
2.5
4,231
417 Moose Hill Road, Monroe, CT
0.58
Single-Family Home
$455,000
07/23/26
3
1
1,584
72 Twin Brook Terrace, Monroe, CT
0.77
Single-Family Home
$565,000
08/14/25
3
2
1,500
30 Longview Road, Monroe, CT
0.72
Single-Family Home
$625,000
09/17/25
4
1.5
2,123
41 Alpine Road, Monroe, CT
0.78
Single-Family Home
$669,000
12/12/25
3
2.5
2,460

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 59 Countryside Drive.
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 Monroe

At least 69 Trulia users voted on each feature.

  • 97 % Say car is needed

  • 92 % Say there's holiday spirit

  • 90 % Say parking is easy

  • 88 % Say yards are well-kept

  • 82 % Say it's dog friendly

  • 80 % Say there's wildlife

  • 76 % Say it's quiet

  • 71 % Say people would walk alone at night

  • 63 % Say they plan to stay for at least 5 years

  • 61 % Say neighbors are friendly

  • 60 % Say kids play outside

  • 30 % Say there are community events

  • 17 % Say streets are well-lit

  • 14 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Timnorton7
    "Drive to NYC awful hour and a half to get into work. 1-4 hours to get home. Would have to drive to Fairfield or Bridgeport train station 30 minutes and hour 20 to grand central and 30 minutes downtown to commute by train."
    0
    Flag
  • Nicole Velez
    "Great parks! Library host various events. Various committees have different events and festivals. I wish there were more connecting sidewalks. "
    1
    Flag
  • Danielle B.
    "Easy commute with multiple alternative routes with similar ETAs. Two out of three routes don't require any highway driving. "
    0
    Flag
  • Wulfranoflores
    "is a great town for living here has a good shools great nearborhod is a good place for famly events you can walk or run for yours daily exersise and is very safe "
    2
    Flag
  • Kyle C.
    "Families with kids are common, parks, close knit community. Many town activities. Lots of great food nearby (Home Plate Deli, Gaetano’s, Soup Thyme)"
    0
    Flag
  • Larisabarrera
    "Very convenient to grocery stores , Home Depot, all the necessities close by , we love the area to live "
    0
    Flag
  • Johnny M.
    "Music in Wolfe park on Friday nights and dogs,walkers and families riding bikes together on the trails. "
    1
    Flag
  • Jeneen R.
    "Plenty of people have dogs in our neighborhood and I always see them out walking when the weather is nice."
    0
    Flag
  • Kevin N.
    "Dogs owners would love and hate Monroe. Monroe there is no sidewalks so walking on the main road in most cases, just wouldn’t be an option. Also, most of the traffic is on the main road so on your side street, you will have plenty of room and non action from cars to walk your dog"
    2
    Flag
  • Kwilliams1473
    "The schools are great, there is no “bad” part of town, there is an adorable farmers market in the summer, it’s very quaint feeling but not far away from many convinces "
    1
    Flag
  • jcbermud
    "Easy... With 25 down the road I can get to 95 or the Merritt very easily. We need a Trader Joe's though please! "
    1
    Flag
  • Johnny M.
    "Quiet, safe, friendly, beautiful, active, trump haters, good schools, music in the park, pickle ball courts, good wings and pizza restaurants. "
    6
    Flag
  • Lalemanfamily
    "I enjoy the small town character of Monroe, while having access to bigger city amenities within a 45-90 minute drive! "
    1
    Flag
  • Cherry4507
    "You definitely need a car because there isn’t any bus lines or trains that you can take to get where I gotta go "
    0
    Flag
  • Johnny M.
    "Safety, good schools, friendly people, brewery, nice Congregational church, free concerts in the park Friday nights"
    2
    Flag
  • Nls10356
    "It is very private,but people look out for one another. It is always very clean and beautiful. It is dog friendly. It is a convenient location "
    0
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  • Ray K.
    "Great family neighborhood with no HOA fees. Walk the gold course, fish in the river, or walk over to Stone Barn Sandtrap Grill and Bar for dinner or drinks and dancing. Walk home or ride golf cart. "
    0
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  • Leah
    "This quiet, upscale neighborhood is perfect for retirees, young couples, singles, or families. It is the safest area I have ever lived in. The schools are great, and you will be close to all the advantages of fairfield county without the extreme expense or frantic lifestyle. Enjoy the woods, the parks, the quiet neighborhoods, or the great local restaurants and shops. There are conveniently located grocery stores and service shops, that are not too crowded or large. I have enjoyed living here for many years, and it's by far my favorite area in the northeast. "
    0
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  • uptwolate
    "Redcoat (Red Coat) Lane and the surrounding area is filled with friendly, caring people at all stages of their lives including retirees and families with children of all ages. Monroe's schools are excellent and this area is within about a mile from Fawn Hollow Elementary School and Jockey Hollow Middle School. Masuk High School is only about two miles away. The Monroe Police Department is top notch and the Volunteer Fire Departments are well-trained and situated in several areas around the town for speedy access in case of need. The highway department keeps the local roads in great shape during winter storms and has been resurfacing and repaving many stretches of the worst roads during the summer. Although the immediate area has plenty of quiet roads for walking and running during periods of better weather, we also have a rails to trails area and several parks within a couple of miles that are very popular but would need to be driven to for easier access. There are also local shopping opportunities that are only a mile or two away either on Monroe Turnpike (Rte. 111) or Main Street (Rte. 25), which includes a multitude of gift shops, convenience stores, paint and hardware stores, book and card shops and even two competing grocery stores on Monroe Tpke and a Natural Foods store on Main Street. There are many drug stores, cleaners, barbers, hairstylists and restaurants galore from McD's to sports bars, Mexican, Oriental, Italian and American cuisine, including a new diner on Main Street, several Dunkin Donuts and, yes, we have a Starbucks!!! What more could you want? There are walk-in clinics and many doctors in town as well as a muriad of specialists just south of Monroe but still on Monroe Tpke. as you drive into Trumbull, where there is also a Home Depot and just a few miles further, the Trumbull Mall. There are churches of every denomination in town whose activities make for happy strawberry festivals in the spring and apple festivals at harvest time. Join us!!"
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LGBTQ Local Legal Protections

Antonio Salerno, RE/MAX Heritage, (203) 605-1865
Agent Phone: (203) 605-1865
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
59 Countryside Drive, Monroe, CT 06468 is a 3 bedroom, 3 bathroom, 1,720 sqft single-family home built in 1968. This property is currently available for sale and was listed by Smart MLS on Jun 26, 2026. The MLS # for this home is MLS# 24187003.