39 Williamsburg Drive, Monroe, CT 06468
OFF MARKET

39 Williamsburg Drive
Monroe, CT 06468

  • 4 Beds
  • 3 Baths
  • 2,888 sqft (on 1.10 acres)

$750,300

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $4,969/mo*
Refinance Your Home

$750,300

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $4,969/mo*
Refinance Your Home
4 Beds
3 Baths
2,888 sqft
(on 1.10 acres)

Home Value

Trulia Estimate
$750K
Since last month
$100 (0%)
Since last year
Increased$39K (+5.5%)
Since last sale
Increased$50K (+7.2%)
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 +91% in the last 10 years
MonthEstimated value
2026
August 2026$750K
July 2026$750K
June 2026$745K
May 2026$740K
April 2026$728K
March 2026$730K
February 2026$730K
January 2026$717K
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
215 Wheeler Road, Monroe, CT
0.37
Single-Family Home
$775,000
04/30/26
4
3
3,595
40 Winthrop Place, Monroe, CT
0.39
Single-Family Home
$595,000
06/30/26
3
3
2,219
115 Williamsburg Drive, Monroe, CT
0.33
Single-Family Home
$580,000
06/26/26
3
2.5
1,632
27 Osborn Lane, Monroe, CT
0.32
Single-Family Home
$574,000
12/30/25
3
2
2,018
136 Wheeler Road, Monroe, CT
0.61
Single-Family Home
$555,000
09/12/25
3
2.5
2,752
67 Hillside Lane, Monroe, CT
0.79
Single-Family Home
$690,000
05/15/26
4
2.5
2,546
223 Wheeler Road, Monroe, CT
0.35
Single-Family Home
$535,000
08/19/26
4
2
1,608
36 Spinning Wheel Road, Monroe, CT
0.60
Single-Family Home
$560,000
04/30/26
3
2.5
2,324
7 Canterbury Lane, Monroe, CT
0.75
Single-Family Home
$815,000
04/01/26
4
2.5
3,583

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
134 Walnut Street, Monroe, CT 06468
0.10
$588,800
3
2
1,994
Off Market
34 Old Tannery Road, Monroe, CT 06468
0.15
$626,100
4
2
1,960
Off Market
78 Williamsburg Drive, Monroe, CT 06468
0.19
$924,400
4
3
3,572
Off Market
97 Shelton Road, Monroe, CT 06468
0.27
$627,300
3
2
2,280
Off Market
85 Walnut Street, Monroe, CT 06468
0.26
$637,000
3
2
1,376
Off Market
116 Williamsburg Drive, Monroe, CT 06468
0.33
$686,400
4
2.5
1,680
Off Market
249 Wheeler Road, Monroe, CT 06468
0.34
$668,400
5
3
2,322
Off Market
115 Williamsburg Drive, Monroe, CT 06468
0.33
$580,000
3
2.5
1,632
Recently Sold
37 Osborn Lane, Monroe, CT 06468
0.30
$673,400
3
3
1,935
Off Market
223 Wheeler Road, Monroe, CT 06468
0.35
$535,000
4
2
1,608
Recently Sold
43 Osborn Lane, Monroe, CT 06468
0.31
$727,800
3
2.5
1,938
Off Market

Local Information

  • Map ViewExplore the area around 39 Williamsburg Drive.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1962
Lot Size
1.1 acres
Living Area
2,888 sqft
Price/Sqft
$260
Parking
2 Car Garage

About this House

Welcome home this beautiful colonial set on level lot on quiet street in Monroe. A lovely 50 foot wide 0pen front porch welcomes you to this charming home. Large living room with Bay Window, dining room, kitchen with new stainless appliances. Large family room has fireplace. Two bedrooms and a den complete first floor. Second level has large sitting area, primary suite with walk in closet,full bath and laundry. New washer and dryer and walk in shower. Two additional large bedrooms and large full bath complete second floor. There is a pull down attic for storage and a full basement with a hatchway. 2 car garage with new garage doors and recently paved driveway. Beautiful flat yard with deck, patio and fire pit. There is a new solar powered shed with rain barrel. The roof and solar panels were installed in 2022. The solar panels are owned and convey with the house 200 Amp electric panel with generator interlock switch. Hot air gas furnace and water heater. Two central air units. A lovely and well maintained home.
39 Williamsburg Drive, Monroe, CT 06468 is a 4 bedroom, 3 bathroom, 2,888 sqft single-family home built in 1962. It last sold for $700,000 on Mar 26, 2025 (8% above the $649,900 asking price). It is currently off market. The Trulia Estimate is $750,300, with a rent estimate of $5,089/month.
Last check for updates: about 2 hours ago
Listed by Joanne Begg, (203) 257-5065
Berkshire Hathaway NE Prop., (203) 924-1000
Bought with: Antonio Stella, (203) 219-0839, eXp Realty, (866) 828-3951
Source: Smart MLS, MLS#24067925

Home Details for 39 Williamsburg Drive

Interior Features

Interior Details
Basement: Full,Unfinished,Sump Pump,Storage Space,ConcreteNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Den, Dining Room, Family Room, Kitchen, Living Room, Loft, Office
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2888 Square Feet
Appliances & Utilities
Utilities: Underground UtilitiesAppliances: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Gas Water Heater, Water HeaterDishwasherDryerLaundry: Upper LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Wrap Around, Porch, Deck, PatioOther Structures: Shed(s)Exterior: Rain GuttersFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 8Parking: Attached,Paved,Driveway
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2888 Square Feet

Property Information

Year Built
Year Built: 1962
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 175408

Price & Status

Price
List Price: $649,900
Status Change & Dates
Off Market Date: Fri Feb 07 2025Possession Timing: Negot

Active Status

MLS Status: Closed

Location

Direction & Address
City: MonroeCommunity: Monroe Center
School Information
Elementary School: MonroeHigh School: Masuk

Building

Building Area
Building Area: 2888 Square Feet

Community

Community Features: Golf

HOA

No HOA

Lot Information

Lot Area: 1.1 Acres

Miscellaneous

BasementMls Number: 24067925Attic: Partially Finished, Pull Down StairsAbove Grade Unfinished Area: 2888

Additional Information

Golf

Price and Tax history

DateEventPrice
Mar 26, 2025
Source: Smart MLS #24067925
Sold
$700,000
Feb 7, 2025
Source: Smart MLS #24067925
Pending
$649,900
Jan 28, 2025
Source: Berkshire Hathaway HomeServices New England Properties #24067925
Contingent
$649,900
Jan 22, 2025
Source: Smart MLS #24067925
Listed For Sale
$649,900
Feb 28, 2020
Source: Smart MLS #170260514
Sold
$404,000

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
    Flag

LGBTQ Local Legal Protections

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.

Frequently asked questions about 39 Williamsburg Drive

  • What is 39 Williamsburg Drive estimated to be worth?
    Trulia's estimated value for 39 Williamsburg Drive in Monroe, CT is $750,300.
  • What is the price history for 39 Williamsburg Drive?
    39 Williamsburg Drive in Monroe, CT last sold for $700,000 in March 2025.
  • 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 39 Williamsburg Drive have air conditioning?
    Yes, 39 Williamsburg Drive in Monroe, CT has air conditioning.
  • Does 39 Williamsburg Drive have laundry facilities?
    Yes, 39 Williamsburg Drive in Monroe, CT has in-unit laundry.

Explore by feature - Air Conditioning

6 rentals with air conditioning in Monroe, CT

Explore by feature - Washer/dryer

6 rentals with a washer/dryer in Monroe, CT

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Off Market Homes Near 39 Williamsburg Drive

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