264 Pepper St, Monroe, CT 06468
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Property image
OFF MARKET

264 Pepper St
Monroe, CT 06468

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

$604,900

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $4,040/mo*
Refinance Your Home

$604,900

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $4,040/mo*
Refinance Your Home
3 Beds
1.5 Baths
2,259 sqft
(on 1 acre)

Home Value

Trulia Estimate
$605K
Since last month
Decreased$17K (-2.8%)
Since last year
Increased$51K (+9.2%)
Since last sale
Increased$313K (+107.8%)
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 +83% in the last 10 years
MonthEstimated value
2026
August 2026$603K
July 2026$609K
June 2026$621K
May 2026$620K
April 2026$606K
March 2026$596K
February 2026$572K
January 2026$571K
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
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
77 Bart Road, Monroe, CT
0.49
Single-Family Home
$331,500
12/10/25
2
1
918
73 Field Rock Road, Monroe, CT
0.42
Single-Family Home
$870,000
07/06/26
4
2.5
3,391
12 Woodacre Ln, Monroe, CT
0.68
Single-Family Home
$680,000
07/13/26
3
2.5
2,940
29 Field Rock Road, Monroe, CT
0.58
Single-Family Home
$725,000
08/07/26
4
2.5
2,989
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
95 Bart Road, Monroe, CT
0.57
Single-Family Home
$730,000
07/29/26
4
3
2,628
188 Jockey Hollow Road, Monroe, CT
0.72
Single-Family Home
$625,000
09/02/25
3
2.5
2,850

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
574 Cutlers Farm Road, Monroe, CT 06468
0.16
$513,800
3
1
2,006
Off Market
307 Pepper Street, Monroe, CT 06468
0.23
$773,500
4
3
2,970
Off Market
41 Ridge Dale Road, Monroe, CT 06468
0.34
$604,900
3
1
1,232
Off Market
27 Rolling Ridge Road #27, Monroe, CT 06468
0.36
$436,400
1
1.5
1,878
Off Market
7 Hannah Lane, Monroe, CT 06468
0.36
$1,199,900
5
4.5
5,052
For Sale
67 Harmony Lane, Monroe, CT 06468
0.36
$687,100
3
2.5
2,304
Off Market
13 Wells Road, Monroe, CT 06468
0.39
$806,400
3
3
2,948
Off Market
15 Rolling Ridge Road #15, Monroe, CT 06468
0.39
$378,300
1
1.5
1,181
Off Market
24 Deepwood Circle #24, Monroe, CT 06468
0.39
$458,400
2
1.5
1,766
Off Market
6 Deepwood Circle #6, Monroe, CT 06468
0.40
$455,000
1
1.5
2,166
Recently Sold
73 Field Rock Road, Monroe, CT 06468
0.42
$870,000
4
2.5
3,391
Recently Sold
75 Ridge Dale Road, Monroe, CT 06468
0.41
$712,700
3
3
3,018
Off Market

Local Information

  • Map ViewExplore the area around 264 Pepper St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1900
Lot Size
1 acre
Living Area
2,259 sqft
Price/Sqft
$268
Parking
Garage

About this House

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
264 Pepper St, Monroe, CT 06468 is a 3 bedroom, 2 bathroom, 2,259 sqft single-family home built in 1900. It last sold for $290,400 on Dec 13, 2019. It is currently off market. The Trulia Estimate is $604,900, with a rent estimate of $4,093/month.

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 and Tax history

DateEventPrice
Dec 13, 2019
Source: Smart MLS #170171644
Sold
$290,400
Nov 26, 2019
Source: Agent Provided
Pending
$310,000
Sep 6, 2019
Source: Agent Provided
PriceChange
$310,000
Price decreased by 2%
Aug 8, 2019
Source: Agent Provided
PriceChange
$317,000
Price decreased by 1%
Aug 6, 2019
Source: Agent Provided
PriceChange
$320,000
Price decreased by 4%

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
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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
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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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Apartments for Rent

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Explore by feature - Air Conditioning

9 rentals with air conditioning in Monroe, CT

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Homes for sale near 264 Pepper St

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Off Market Homes Near 264 Pepper St

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Frequently asked questions about 264 Pepper St

  • What is 264 Pepper St estimated to be worth?
    Trulia's estimated value for 264 Pepper St in Monroe, CT is $604,900.
  • What is the price history for 264 Pepper St?
    264 Pepper St in Monroe, CT last sold for $290,400 in December 2019.
  • 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 264 Pepper St have laundry facilities?
    Yes, 264 Pepper St in Monroe, CT has in-unit laundry.
  • How big is the lot at 264 Pepper St?
    The lot at 264 Pepper St in Monroe, CT is about 1 acre.