106 Benedict Rd, Monroe, CT 06468
OFF MARKET

106 Benedict Rd
Monroe, CT 06468

  • 4 Beds
  • 2.5 Baths
  • 5,225 sqft (on 1.66 acres)

$1,006,300

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $6,570/mo*
Refinance Your Home

$1,006,300

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $6,570/mo*
Refinance Your Home
4 Beds
2.5 Baths
5,225 sqft
(on 1.66 acres)

Local Information

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

Description

You'll love this VERY PRIVATE Wedgewood Estates home. Bordering 93 acres of open space, this lovely, classic, and elegant center-hall Colonial welcomes visitors into a stunning tiled 2-story foyer. Continue through the foyer to the amazing kitchen with its oversized cooking/seating island, double wall ovens, gas cooktop, and tons of storage including a very cool pantry cabinet. Steps from the kitchen is the sunken family room with a wood-burning fireplace, floor-to-ceiling built-ins, and French doors leading out to the deck. Through double pocket doors, enter the formal living room with arched and bay windows. Also off the foyer is the dining room with chair rail and bay window. Walk from the dining room through the butler's pantry and you'll find the half bath, laundry room, and office. Upstairs are a hall bath and 4 generously-sized bedrooms, including the master suite with tray ceiling, full bath with jetted tub and large walk-in tiled shower, and huge walk-in closet. Up another flight of stairs is the walk-up attic with plenty of convenient and easily accessible storage space. Head down to the basement and enjoy ample, additional entertaining space divided into 3 spaces, each with plush carpeting. 2 large storage spaces are also found in the basement. If you like to spend time outdoors, exit through any of the three doors leading from the main floor to the multi-level wood deck overlooking the in-ground pool and large, private backyard. Move in and enjoy the good life! NOTE: Square footage is based on an Appraiser's Report, not on public records.
Floor plans are approximate.
Home is wired for generator, includes electric fence, security system.
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, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 106 Benedict Rd

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 10
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1993
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.66 acres

Price History for 106 Benedict Rd

DatePriceEventSource
06/05/2020$558,000Sold
Smart MLS #170272620
02/20/2020$564,900Listed For SaleAgent Provided
10/16/2019$575,000ListingRemovedAgent Provided
06/19/2019$575,000PriceChange
Agent Provided
04/29/2019$599,000Listed For SaleAgent Provided
03/09/1999$432,000Sold
Smart MLS #98029800
02/27/1996$390,000Sold
Smart MLS #96001699
12/14/1993$308,000Sold
N/A
10/23/1992$51,500Sold
N/A
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Property Tax and Assessment

Year2025
Tax$16,309
Assessment$568,860
Home facts updated by county records

Comparable Sales for 106 Benedict Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
89 Benedict Rd, Monroe, CT
0.10
Single-Family Home
$680,000
12/15/25
3
3.5
3,476
91 Harvester Road, Monroe, CT
0.38
Single-Family Home
$660,000
12/29/25
4
2.5
2,144
48 Crestwood Road, Monroe, CT
0.48
Single-Family Home
$500,000
06/30/25
4
2.5
2,268
21 Field Rock Road, Monroe, CT
0.55
Single-Family Home
$719,900
04/30/26
4
2.5
3,374
30 Longview Road, Monroe, CT
0.53
Single-Family Home
$625,000
09/17/25
4
1.5
2,123
6 Crossbow Lane, Monroe, CT
0.58
Single-Family Home
$725,000
01/09/26
4
3
3,082
65 Scenic Hill Ln, Monroe, CT
0.44
Single-Family Home
$950,000
09/11/25
3
3.5
3,039
73 Hannah Lane, Monroe, CT
0.47
Single-Family Home
$1,005,000
12/02/25
4
3
4,647
97 Flint Ridge Road, Monroe, CT
0.52
Single-Family Home
$512,500
08/27/25
3
1.5
1,656
108 Wells Road, Shelton, CT
0.55
Single-Family Home
$650,000
12/15/25
3
2.5
2,039

Nearby homes

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Assigned Schools

These are the assigned schools for 106 Benedict Rd.
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
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  • Larisabarrera
    "Very convenient to grocery stores , Home Depot, all the necessities close by , we love the area to live "
    0
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  • 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
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  • 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
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  • 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
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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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106 Benedict Rd, Monroe, CT 06468 is a 4 bedroom, 3 bathroom, 5,225 sqft single-family home built in 1993. This property is not currently available for sale. 106 Benedict Rd was last sold on Jun 5, 2020 for $558,000. The current Trulia Estimate for 106 Benedict Rd is $1,006,300.