59 Countryside Drive, Monroe, CT 06468
Property image
Property image
FOR SALE
1.25 ACRES

$589,900

Original price: $619,000
  • 3 Beds
  • 2.5 Baths
  • 1,720 sqft (on 1.25 acres)

59 Countryside Drive, Monroe, CT 06468

Est. Mortgage $4,008/mo*
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Home Highlights

Single-Family Home
Built in 1968
1.25 acre lot
$343/sqft
2 Car Garage

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

What's unique:Spacious bedroomsPeaceful cul-de-sac
Welcome to this well-maintained home, ideally situated near the end of a peaceful cul-de-sac in a highly desirable neighborhood. Enjoy exceptional privacy while remaining conveniently close to major commuting routes, shopping, and local amenities. Inside, the oversized living, dining, and kitchen areas provide plenty of space for everyday living and entertaining. Generously sized bedrooms offer comfort and flexibility, while the inviting family room features a cozy fireplace, perfect for relaxing at the end of the day. Additional highlights include a two-car garage with ample parking and storage, plus city water availability. Offering space, privacy, and a wonderful neighborhood setting, this is a rare opportunity you will not want to miss. Schedule your private showing today!
Last check for updates: about 8 hours ago
Listing courtesy of Antonio Salerno, (203) 605-1865
RE/MAX Heritage, (203) 605-1865
Source: Smart MLS, MLS#24203686
Also Listed on Smart MLS.

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: 19

Property Information

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

Price & Status

Price
List Price: $589,900Price Per Sqft: $343
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: 24203686

Building

Building Area
Building Area: 1720 Square Feet

HOA

No HOA

Lot Information

Lot Area: 1.25 Acres

Miscellaneous

BasementMls Number: 24203686Attic: Pull Down StairsAttribution Contact: (203) 605-1865Above Grade Unfinished Area: 1720

Around this home

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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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!!"
    0
    Flag

Market trends in Monroe

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$645K
$27.48KMoM
Sale-to-List Price
100.2%
0.5%MoM
Price per sq ft
$279
$7MoM
Available listings
64
16MoM

Home Value

Trulia Estimate
$583K
Since last month
Decreased$22K (-3.7%)
Since last year
Increased$88K (+17.7%)
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 +101% in the last 10 years
MonthEstimated value
2026
September 2026$583K
August 2026$605K
July 2026$627K
June 2026$663K
May 2026$539K
April 2026$530K
March 2026$531K
February 2026$516K
January 2026$518K
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
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
417 Moose Hill Road, Monroe, CT
0.58
Single-Family Home
$465,000
07/23/26
3
1
1,584
41 Alpine Road, Monroe, CT
0.78
Single-Family Home
$669,000
12/12/25
3
2.5
2,460
19 Crestwood Road, Monroe, CT
0.73
Single-Family Home
$590,000
09/17/26
4
2.5
2,080
35 Millo Drive, Monroe, CT
0.70
Single-Family Home
$775,000
11/07/25
3
3
3,339
40 Winthrop Place, Monroe, CT
0.88
Single-Family Home
$595,000
06/30/26
3
3
2,219
340 Moose Hill Road, Monroe, CT
0.88
Single-Family Home
$460,000
02/04/26
3
1.5
1,586
291 Wheeler Road, Monroe, CT
0.88
Single-Family Home
$775,000
08/28/26
3
2.5
2,173

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
390 Elm Street, Monroe, CT 06468
0.25
$639,600
3
2.5
2,747
Off Market
45 Admiral Drive, Monroe, CT 06468
0.28
$1,217,800
4
3.5
4,636
Off Market
3 Evergreen Rigde Lot#, Monroe, CT
0.26
$693,800
4
2.5
2,600
Off Market
224 Cross Hill Road, Monroe, CT 06468
0.27
$402,400
2
1
1,095
Off Market
404 Elm Street, Monroe, CT 06468
0.29
$637,600
3
2.5
1,737
Off Market
LOT 4 Evergreen Ridge Road, Monroe, CT 06468
0.29
$790,600
4
2.5
3,000
Off Market
14 Lois Circle, Monroe, CT 06468
0.30
$708,800
4
2.5
2,496
Off Market
331 Elm Street, Monroe, CT 06468
0.34
$592,300
4
2
2,368
Off Market
232 Church Street, Monroe, CT 06468
0.37
$935,400
5
3.5
4,440
Off Market
168 Cross Hill Road, Monroe, CT 06468
0.35
$1,007,800
5
3
4,150
Off Market
246 Church Street, Monroe, CT 06468
0.37
$639,300
4
2.5
1,808
Off Market

Price and Tax history

DateEventPrice
Sep 3, 2026
Source: Smart MLS #24203686
PriceChange
$589,900
Price decreased by 5%
Aug 17, 2026
Source: Smart MLS #24187003
PriceChange
$619,000
Price decreased by 3%
Jun 26, 2026
Source: Smart MLS #24187003
Listed For Sale
$639,900

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.

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Frequently asked questions about 59 Countryside Drive

  • What is the estimated monthly payment for 59 Countryside Drive?
    Based on a $589,900 list price with 20% down at today's rates, the estimated monthly payment for 59 Countryside Drive in Monroe, CT is approximately $4,108 (about $3,202 principal & interest, $831 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 59 Countryside Drive compare to homes in Monroe?
    59 Countryside Drive in Monroe, CT is listed at $589,900, about 9% below the $645K median sale price in Monroe.
  • 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).
  • 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.
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 Sep 3, 2026. The MLS # for this home is MLS# 24203686.