165 Williamsburg Dr, Monroe, CT 06468
OFF MARKET

165 Williamsburg Dr
Monroe, CT 06468

  • 4 Beds
  • 2.5 Baths
  • 2,040 sqft (on 1.13 acres)

$662,000

Trulia Estimate
as of Jun 4, 2026

$662,000

Trulia Estimate
as of Jun 4, 2026
4 Beds
2.5 Baths
2,040 sqft
(on 1.13 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

GET READY GET SET GO THIS IS THE ONE ON A CUL D SAC READY FOR THE NEW FAMILY TO ENJOY WALKING DISTANCE TO HARVEY PETE POND THIS HOME FEATURES ALL HARD WOOD FLOORING MAIN LEVEL FAMILY ROOM WITH CENTRAL FIREPLACE, ALL GOOD SIZED ROOMS PLENTY OF SPACE FOR EVERYONE ATTACHED 2 CAR GARAGE AND MAIN LEVEL LAUNDRY MASTER BEDROOM WITH 2 WALK IN CLOSETS HIS AND HERS MASTER BATH AND 3 ADDITONAL BEDROOMS ALL GOOD SIZED FOR THE GROWING FAMILY
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 165 Williamsburg Dr

Interior Features

Heating & Cooling
Heating: Baseboard, GasAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 8
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1977
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.13 acres

Price History for 165 Williamsburg Dr

DatePriceEventSource
09/04/2019$248,850Sold
Smart MLS #170161972
08/01/2019$249,900PriceChange
Agent Provided
07/26/2019$259,900Listed For SaleAgent Provided
06/07/2019$259,900ListingRemovedAgent Provided
05/03/2019$259,900PriceChange
Agent Provided
04/26/2019$267,900Listed For SaleAgent Provided
03/06/2019$267,900ListingRemovedAgent Provided
02/06/2019$267,900PriceChange
Agent Provided
01/06/2019$0Listed For SaleAgent Provided
06/30/1989$137,500Sold
N/A

Market trends in Monroe

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
40
6MoM
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Property Tax and Assessment

Year2025
Tax$10,032
Assessment$349,900
Home facts updated by county records

Comparable Sales for 165 Williamsburg Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
136 Wheeler Road, Monroe, CT
0.19
Single-Family Home
$555,000
09/12/25
3
2.5
2,752
40 Winthrop Place, Monroe, CT
0.31
Single-Family Home
$610,000
02/17/26
3
3
2,219
115 Wheeler Road, Monroe, CT
0.22
Single-Family Home
$575,000
04/16/26
3
2
1,298
27 Osborn Lane, Monroe, CT
0.50
Single-Family Home
$574,000
12/30/25
3
2
2,018
19 Pamela Drive, Monroe, CT
0.28
Single-Family Home
$905,000
01/05/26
4
3
4,386
16 Craig Drive, Monroe, CT
0.57
Single-Family Home
$705,000
11/14/25
5
3
2,197
134 Walnut Street, Monroe, CT
0.63
Single-Family Home
$555,000
08/22/25
3
2
1,994
137 Greenwood Lane, Monroe, CT
0.60
Single-Family Home
$745,000
03/04/26
4
2.5
2,698
120 Gray Street, Shelton, CT
0.65
Single-Family Home
$632,500
10/07/25
3
2.5
2,462
215 Wheeler Road, Monroe, CT
0.49
Single-Family Home
$775,000
04/30/26
4
3
3,595

Nearby homes

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Assigned Schools

These are the assigned schools for 165 Williamsburg Dr.
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

  • 79 % 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

  • 60 % 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!!"
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165 Williamsburg Dr, Monroe, CT 06468 is a 4 bedroom, 3 bathroom, 2,040 sqft single-family home built in 1977. This property is not currently available for sale. 165 Williamsburg Dr was last sold on Sep 4, 2019 for $248,850. The current Trulia Estimate for 165 Williamsburg Dr is $662,000.