100 Williamsburg Dr, Monroe, CT 06468
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Property image
OFF MARKET

100 Williamsburg Dr
Monroe, CT 06468

  • 3 Beds
  • 2 Baths
  • 2,942 sqft (on 1.02 acres)

$704,300

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $4,665/mo*
Refinance Your Home

$704,300

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $4,665/mo*
Refinance Your Home
3 Beds
2 Baths
2,942 sqft
(on 1.02 acres)

Home Value

Trulia Estimate
$704K
Since last month
Decreased$3K (-0.4%)
Since last year
Increased$76K (+11.9%)
Since last sale
Increased$314K (+79.6%)
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 +112% in the last 10 years
MonthEstimated value
2026
August 2026$709K
July 2026$712K
June 2026$722K
May 2026$714K
April 2026$706K
March 2026$703K
February 2026$672K
January 2026$675K
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
115 Williamsburg Drive, Monroe, CT
0.08
Single-Family Home
$580,000
06/26/26
3
2.5
1,632
134 Walnut Street, Monroe, CT
0.30
Single-Family Home
$555,000
08/22/25
3
2
1,994
27 Osborn Lane, Monroe, CT
0.27
Single-Family Home
$574,000
12/30/25
3
2
2,018
40 Winthrop Place, Monroe, CT
0.22
Single-Family Home
$595,000
06/30/26
3
3
2,219
136 Wheeler Road, Monroe, CT
0.38
Single-Family Home
$555,000
09/12/25
3
2.5
2,752
22 Plumer Ln, Monroe, CT
0.44
Single-Family Home
$995,000
10/31/25
3
2
2,400
223 Wheeler Road, Monroe, CT
0.33
Single-Family Home
$535,000
08/19/26
4
2
1,608
142 Old Tannery Rd, Monroe, CT
0.60
Single-Family Home
$410,000
12/16/25
3
2
1,420
115 Wheeler Road, Monroe, CT
0.47
Single-Family Home
$575,000
04/16/26
3
2
1,298
17 Gray Street, Monroe, CT
0.45
Single-Family Home
$592,500
08/10/26
3
2
1,857

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
78 Williamsburg Drive, Monroe, CT 06468
0.07
$924,400
4
3
3,572
Off Market
115 Williamsburg Drive, Monroe, CT 06468
0.08
$580,000
3
2.5
1,632
Recently Sold
116 Williamsburg Drive, Monroe, CT 06468
0.09
$688,900
4
2.5
1,680
Off Market
85 Walnut Street, Monroe, CT 06468
0.18
$639,800
3
2
1,376
Off Market
39 Williamsburg Drive, Monroe, CT 06468
0.25
$753,200
4
3
2,888
Off Market
40 Winthrop Place, Monroe, CT 06468
0.22
$595,000
3
3
2,219
Recently Sold
27 Osborn Lane, Monroe, CT 06468
0.27
$574,000
3
2
2,018
Recently Sold
134 Walnut Street, Monroe, CT 06468
0.30
$588,800
3
2
1,994
Off Market
37 Osborn Lane, Monroe, CT 06468
0.30
$676,600
3
3
1,935
Off Market
43 Osborn Lane, Monroe, CT 06468
0.32
$731,000
3
2.5
1,938
Off Market
215 Wheeler Road, Monroe, CT 06468
0.32
$775,000
4
3
3,595
Recently Sold
50 Walnut Street, Monroe, CT 06468
0.31
$536,373
4
2
1,781
Off Market

Local Information

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

Home Highlights

Property Type
Single-Family Home
Year Built
1970
Lot Size
1.02 acres
Living Area
2,942 sqft
Price/Sqft
$239
Parking
Garage

About this House

Tastefully updated & well maintained Expanded Ranch is Move In Ready! Hardwood floors throughout main floor with 3 Bedrooms & 1 Full Bath. Gas Heat, City Water and Central Air. Spacious living area filled with light and airy rooms especially in the family room with its cathedral, wooden ceiling and beams. Enjoy cozy nights with the beautiful fireplace. Bay window boasts views of the 1+ acre level property. Dining area and joined living room make for easy entertainment space right off the kitchen. Check out the bonus breezeway between 2 car attached garage and home that also has a cathedral ceiling, easy maintenance tile flooring, french doors, sliding doors to patio, and filled with natural light (separate electric zone heat). A flexible design can be found in the lower level fully finished basement. Rec room, play room, home office, home gym or even make it a 4th bedroom. Use your imagination to design the perfect space. Second Full Bath in finished basement. Additional features include an attic with blown-in insulation, 200 amp electric panel and a generator hook up transfer switch. Close to Whitney Farms Golf Course. Park-like grounds. Quiet street close to neighboring Trumbull and Shelton make this a highly desirable location.
100 Williamsburg Dr, Monroe, CT 06468 is a 3 bedroom, 2 bathroom, 2,942 sqft single-family home built in 1970. It last sold for $395,000 on May 18, 2020. It is currently off market. The Trulia Estimate is $704,300, with a rent estimate of $4,101/month.

Home Details for 100 Williamsburg Dr

Interior Features

Heating & Cooling
Heating: Baseboard, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 10
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Vinyl
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1970
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 1.02 acres

Price and Tax history

DateEventPrice
May 18, 2020
Source: Smart MLS #170273594
Sold
$395,000
Mar 21, 2020
Source: Agent Provided
Pending
$379,900
Mar 17, 2020
Source: Agent Provided
Listed For Sale
$379,900
Dec 16, 2011
Source: Smart MLS #98516178
Sold
$361,000
Oct 1, 2011
Source: Agent Provided
Listed For Sale
$379,000

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

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
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LGBTQ Local Legal Protections

Frequently asked questions about 100 Williamsburg Dr

  • What is 100 Williamsburg Dr estimated to be worth?
    Trulia's estimated value for 100 Williamsburg Dr in Monroe, CT is $704,300.
  • What is the price history for 100 Williamsburg Dr?
    100 Williamsburg Dr in Monroe, CT last sold for $395,000 in May 2020.
  • 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.
  • Does 100 Williamsburg Dr have air conditioning?
    Yes, 100 Williamsburg Dr in Monroe, CT has air conditioning.
  • How big is the lot at 100 Williamsburg Dr?
    The lot at 100 Williamsburg Dr in Monroe, CT is about 1 acre.

Explore by feature - Air Conditioning

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