Is a car needed in Monroe, CT?

As of early 2026, 97% of users say car is needed

Does Monroe, CT show holiday spirit?

As of early 2026, 92% of users say there's holiday spirit

Is parking easy in Monroe, CT?

As of early 2026, 90% of users say parking is easy

Are yards well-kept in Monroe, CT?

As of early 2026, 88% of users say yards are well-kept

Is Monroe, CT dog-friendly?

As of early 2026, 82% of users say it's dog friendly

Is there wildlife in Monroe, CT?

As of early 2026, 80% of users say there's wildlife

As of early 2026, 76% of users say it's quiet

Would people walk alone at night in Monroe, CT?

As of early 2026, 71% of users say people would walk alone at night

Do residents of Monroe, CT plan to stay at least 5 years?

As of early 2026, 63% of users say they plan to stay for at least 5 years

Are neighbors friendly in Monroe, CT?

As of early 2026, 61% of users say neighbors are friendly

Do kids play outside in Monroe, CT?

As of early 2026, 60% of users say kids play outside

Are there community events in Monroe, CT?

As of early 2026, 30% of users say there are community events

Are the streets well-lit in Monroe, CT?

As of early 2026, 17% of users say streets are well-lit

Is Monroe, CT walkable to grocery stores?

As of early 2026, 14% of users say it's walkable to grocery stores

What is the estimated monthly payment for 59 Countryside Drive?

Based on a $639,900 list price with 20% down at today's rates, the estimated monthly payment for 59 Countryside Drive in Monroe, CT is approximately $4,311 (about $3,335 principal & interest, $901 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.

What do residents say about Monroe?

Residents describe Monroe, CT as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See homes for sale in Monroe, CT .

What are the closest schools to 59 Countryside Drive?

The closest schools to 59 Countryside Drive in Monroe, CT are Fawn Hollow Elementary School (rated 9/10), Jockey Hollow School (Middle, rated 8/10), Masuk High School (rated 9/10).

What is 59 Countryside Drive estimated to be worth?

Trulia's estimated value for 59 Countryside Drive in Monroe, CT is $629,300 .

Does 59 Countryside Drive have air conditioning?

Yes, 59 Countryside Drive in Monroe, CT has air conditioning.

Does 59 Countryside Drive have laundry facilities?

Yes, 59 Countryside Drive in Monroe, CT has in-unit laundry.

FOR SALE

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 $4,256/mo*

Get Pre-Qualified

$639,900

Est. Mortgage $4,256/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

42 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!

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: 42

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 4 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

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

17MoM

Price History for 59 Countryside Drive

Date	Price	Event	Source
06/26/2026	$639,900	Listed For Sale	Smart MLS #24187003

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Property Tax and Assessment

Year	2025
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	$465,000	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

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

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FOR SALE
1.57 ACRES
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C21 Richter Monroe
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Derek Greene

Skip to first item

Additional Cost

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
Resident
5mo ago
"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
Resident
2y ago
"Great parks! Library host various events. Various committees have different events and festivals. I wish there were more connecting sidewalks. "
1
Flag
Danielle B.
Resident
5y ago
"Easy commute with multiple alternative routes with similar ETAs. Two out of three routes don't require any highway driving. "
0
Flag
Wulfranoflores
Visitor
6y ago
"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.
Resident
6y ago
"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
Resident
6y ago
"Very convenient to grocery stores , Home Depot, all the necessities close by , we love the area to live "
0
Flag
Johnny M.
Resident
7y ago
"Music in Wolfe park on Friday nights and dogs,walkers and families riding bikes together on the trails. "
1
Flag
Jeneen R.
Resident
7y ago
"Plenty of people have dogs in our neighborhood and I always see them out walking when the weather is nice."
0
Flag
Kevin N.
Resident
7y ago
"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
Resident
7y ago
"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
Resident
7y ago
"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.
Resident
7y ago
"Quiet, safe, friendly, beautiful, active, trump haters, good schools, music in the park, pickle ball courts, good wings and pizza restaurants. "
6
Flag
Lalemanfamily
Resident
7y ago
"I enjoy the small town character of Monroe, while having access to bigger city amenities within a 45-90 minute drive! "
1
Flag
Cherry4507
Prev. Resident
8y ago
"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.
Resident
8y ago
"Safety, good schools, friendly people, brewery, nice Congregational church, free concerts in the park Friday nights"
2
Flag
Nls10356
Resident
8y ago
"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
Flag
Ray K.
11y ago
"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
Flag
Leah
12y ago
"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
Flag
uptwolate
12y ago
"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!!"
0
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LGBTQ Local Legal Protections

Frequently asked questions about 59 Countryside Drive

What is the estimated monthly payment for 59 Countryside Drive?
Based on a $639,900 list price with 20% down at today's rates, the estimated monthly payment for 59 Countryside Drive in Monroe, CT is approximately $4,311 (about $3,335 principal & interest, $901 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
What do residents say about Monroe?
Residents describe Monroe, CT as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See homes for sale in Monroe, CT.
What are the closest schools to 59 Countryside Drive?
The closest schools to 59 Countryside Drive in Monroe, CT are Fawn Hollow Elementary School (rated 9/10), Jockey Hollow School (Middle, rated 8/10), Masuk High School (rated 9/10).
What is 59 Countryside Drive estimated to be worth?
Trulia's estimated value for 59 Countryside Drive in Monroe, CT is $629,300.
Does 59 Countryside Drive have air conditioning?
Yes, 59 Countryside Drive in Monroe, CT has air conditioning.
Does 59 Countryside Drive have laundry facilities?
Yes, 59 Countryside Drive in Monroe, CT has in-unit laundry.

Antonio Salerno, RE/MAX Heritage, (203) 605-1865

Agent Phone: (203) 605-1865

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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.

59 Countryside Drive
Monroe, CT 06468

$639,900