4 Windsor Rd, Monroe, CT 06468
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OFF MARKET

4 Windsor Rd
Monroe, CT 06468

  • 4 Beds
  • 2 Baths
  • 1,520 sqft (on 1 acre)

$616,800

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $4,118/mo*
Refinance Your Home

$616,800

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $4,118/mo*
Refinance Your Home
4 Beds
2 Baths
1,520 sqft
(on 1 acre)

Home Value

Trulia Estimate
$617K
Since last month
Decreased$12K (-1.9%)
Since last year
Increased$42K (+7.2%)
Since last sale
Increased$291K (+89.6%)
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 +100% in the last 10 years
MonthEstimated value
2026
August 2026$616K
July 2026$617K
June 2026$628K
May 2026$629K
April 2026$614K
March 2026$615K
February 2026$585K
January 2026$582K
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
30 Longview Road, Monroe, CT
0.39
Single-Family Home
$625,000
09/17/25
4
1.5
2,123
63 Far Horizon Drive, Monroe, CT
0.42
Single-Family Home
$530,000
12/05/25
3
1.5
2,204
17 Admiral Dr, Monroe, CT
0.11
Single-Family Home
$1,250,000
09/08/25
4
3
3,482
331 Elm Street, Monroe, CT
0.59
Single-Family Home
$550,000
08/19/25
4
2
2,368
129 Fan Hill Road, Monroe, CT
0.72
Single-Family Home
$492,500
11/26/25
3
1.5
1,674
6 Crossbow Lane, Monroe, CT
0.41
Single-Family Home
$725,000
01/09/26
4
3
3,082
142 Old Tannery Rd, Monroe, CT
0.88
Single-Family Home
$410,000
12/16/25
3
2
1,420
68 Longview Road, Monroe, CT
0.55
Single-Family Home
$650,000
06/16/26
4
2.5
2,594
91 Harvester Road, Monroe, CT
0.73
Single-Family Home
$660,000
12/29/25
4
2.5
2,144
30 E Maiden Ln, Monroe, CT
0.82
Single-Family Home
$250,000
10/02/25
3
1
1,666

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
232 Church Street, Monroe, CT 06468
0.11
$948,100
5
3.5
4,440
Off Market
452 Elm Street, Monroe, CT 06468
0.15
$612,100
4
2
1,764
Off Market
458 Elm Street, Monroe, CT 06468
0.16
$646,500
4
2.5
2,200
Off Market
45 Admiral Drive, Monroe, CT 06468
0.16
$1,208,900
4
3.5
4,636
Off Market
23 Lovers Lane, Monroe, CT 06468
0.17
$655,200
3
2
1,648
Off Market
246 Church Street, Monroe, CT 06468
0.16
$643,700
4
2.5
1,808
Off Market
57 Lovers Lane, Monroe, CT 06468
0.19
$574,900
3
2.5
1,920
For Sale
13 Surrey Lane, Monroe, CT 06468
0.20
$1,100,000
5
3
4,473
For Sale
485 Elm Street, Monroe, CT 06468
0.27
$635,100
5
2
2,412
Off Market
404 Elm Street, Monroe, CT 06468
0.26
$646,200
3
2.5
1,737
Off Market
130 Far Horizon Drive, Monroe, CT 06468
0.30
$684,600
4
1.5
1,988
Off Market
90 Far Horizon Drive, Monroe, CT 06468
0.30
$599,500
3
1.5
2,048
Off Market

Local Information

  • Map ViewExplore the area around 4 Windsor Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1964
Lot Size
1 acre
Living Area
1,520 sqft
Price/Sqft
$406
Parking
Garage

About this House

Beautiful 4 bedroom family home on the market for the first time. Lovingly cared for this open bright floor plan has lots of space. There are hardwood floors throughout...new runner in hallway and many upgrades. The eat in kitchen has beautiful cherry cabinets, doors are solid pine and both full baths have been remodeled. The exterior of the home has new double pane windows and new siding. Automatic door opener and steel garage doors have been added and the drive paved. The level acre is bordered by trickling stream and stone walls. Walk to historic town center and to business area. Great house in great location.
4 Windsor Rd, Monroe, CT 06468 is a 4 bedroom, 2 bathroom, 1,520 sqft single-family home built in 1964. It last sold for $325,000 on Jun 30, 2014. It is currently off market. The Trulia Estimate is $616,800, with a rent estimate of $4,043/month.

Home Details for 4 Windsor Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price and Tax history

DateEventPrice
Jun 30, 2014
Source: Smart MLS #99065064
Sold
$325,000
May 20, 2014
Source: Agent Provided
Listed For Sale
$339,900

Market trends in Monroe

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
80
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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
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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. "
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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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Apartments for Rent

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Explore by feature - Air Conditioning

9 rentals with air conditioning in Monroe, CT

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Homes for sale near 4 Windsor Rd

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Off Market Homes Near 4 Windsor Rd

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Frequently asked questions about 4 Windsor Rd

  • What is 4 Windsor Rd estimated to be worth?
    Trulia's estimated value for 4 Windsor Rd in Monroe, CT is $616,800.
  • What is the price history for 4 Windsor Rd?
    4 Windsor Rd in Monroe, CT last sold for $325,000 in June 2014.
  • Is Monroe a buyer's or seller's market?
    Monroe is currently a buyer's market, based on recent for-sale activity.
  • 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 recently sold homes in Monroe, CT.
  • How big is the lot at 4 Windsor Rd?
    The lot at 4 Windsor Rd in Monroe, CT is about 1 acre.
  • Does 4 Windsor Rd have a garage?
    Yes, 4 Windsor Rd in Monroe, CT has a garage.