264 Pepper St, Monroe, CT 06468
OFF MARKET

264 Pepper St
Monroe, CT 06468

  • 3 Beds
  • 1.5 Baths
  • 2,259 sqft (on 1 acre)

$617,500

Trulia Estimate
as of May 17, 2026
Est. Refi. Payment $3,205/mo*
Refinance Your Home

$617,500

Trulia Estimate
as of May 17, 2026
Est. Refi. Payment $3,205/mo*
Refinance Your Home
3 Beds
1.5 Baths
2,259 sqft
(on 1 acre)

Local Information

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

Description

Circa 1761. This antique home was the residence of Timothy Blackman, own of a piece of history in Monroe. The pride of ownership is apparent this truly unique home has been updated thought the years. Better with age this charming antique retains many original features such as wide plank floors, bead board ceilings, plenty of built in's and 2 original fire places. This historical home sits on 1.01 flat acres with three out buildings, close to walking trails, Wolf Park and RT 25. Access through the mud room into the welcoming family room perfect for any gathering. Up a few steps into the kitchen the character continues, with bead board ceilings, and trim. Side doors from the kitchen and family rooms exit to the fully fenced side yard complete with pergolas and perennial gardens. Back inside the formal dining room showcases the original wide plank floors, corner built-ins and a gorgeous fireplace. The living room features a stunning large fireplace with original beam mantle. Enclosed 4 season sun porch has newer windows and electric heat. The 1/2 bath and den completes the main level. Upstairs you'll find the Master bedroom as well as a full bath and 2 additional bedrooms,the wide plank wood floors continue. Newer furnace and updated electrical have already been done for you. This home is ready for new owners, are you ready to create more history? SOLD AS IS
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
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 264 Pepper St

Interior Features

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

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: WoodPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Building

Fitness & Sports
Basketball CourtTennis Court

Price History for 264 Pepper St

DatePriceEventSource
12/13/2019$290,400Sold
Smart MLS #170171644
11/26/2019$310,000PendingAgent Provided
09/06/2019$310,000PriceChange
Agent Provided
08/08/2019$317,000PriceChange
Agent Provided
08/06/2019$320,000PriceChange
Agent Provided
07/02/2019$334,900PendingAgent Provided
05/21/2019$334,900PriceChange
Agent Provided
04/23/2019$344,900PriceChange
Agent Provided
04/04/2019$349,900PriceChange
Agent Provided
03/13/2019$359,900Listed For SaleAgent Provided
07/07/2006$415,000Sold
Smart MLS #98268011
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$10,856
Assessment$378,670
Home facts updated by county records

Comparable Sales for 264 Pepper St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
574 Cutlers Farm Road, Monroe, CT
0.16
Single-Family Home
$420,000
09/09/25
3
1
2,006
41 Ridge Dale Road, Monroe, CT
0.34
Single-Family Home
$450,000
10/14/25
3
1
1,232
91 Bart Road, Monroe, CT
0.55
Single-Family Home
$590,000
07/09/25
4
2
1,678
77 Bart Road, Monroe, CT
0.49
Single-Family Home
$331,500
12/10/25
2
1
918
161 Jockey Hollow Road, Monroe, CT
0.77
Single-Family Home
$430,000
03/17/26
3
1.5
1,986
21 Field Rock Road, Monroe, CT
0.61
Single-Family Home
$719,900
04/30/26
4
2.5
3,374
188 Jockey Hollow Road, Monroe, CT
0.72
Single-Family Home
$625,000
09/02/25
3
2.5
2,850
14 Little Diet Road, Monroe, CT
0.85
Single-Family Home
$370,000
12/30/25
3
1
1,008
108 Wells Road, Shelton, CT
0.84
Single-Family Home
$650,000
12/15/25
3
2.5
2,039
89 Benedict Rd, Monroe, CT
0.86
Single-Family Home
$680,000
12/15/25
3
3.5
3,476

Assigned Schools

These are the assigned schools for 264 Pepper St.
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

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

Apartments for Rent

Skip to last item
Skip to first item

Homes for sale near 264 Pepper St

Skip to last item
Skip to first item

Homes for rent near 264 Pepper St

Skip to last item
Skip to first item

Off Market Homes Near 264 Pepper St

Skip to last item
Skip to first item

Explore by feature

264 Pepper St, Monroe, CT 06468 is a 3 bedroom, 2 bathroom, 2,259 sqft single-family home built in 1900. This property is not currently available for sale. 264 Pepper St was last sold on Dec 13, 2019 for $290,400. The current Trulia Estimate for 264 Pepper St is $617,500.