299 High Street, Naugatuck, CT 06770
SOLD
SEP 3, 2026

$508,500

Trulia Estimate
  • 6 Beds
  • 3 Baths
  • 2,497 sqft

299 High Street, Naugatuck, CT 06770

Est. Refi. Payment $3,668/mo*
Refinance Your Home
Currently Off Market - Sold Sep 3, 2026 for $530,000 (6% above list price)

Home Value

Trulia Estimate
$509K
Since last month
Increased$18K (+3.6%)
Since last year
Increased$129K (+32.3%)
Since last sale
$200 (0%)
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 +226% in the last 10 years
MonthEstimated value
2026
September 2026$530K
August 2026$507K
July 2026$512K
June 2026$456K
May 2026$448K
April 2026$443K
March 2026$441K
February 2026$447K
January 2026$440K
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
53 Meadow Street, Naugatuck, CT
0.42
Multi-Family Home
$455,000
12/04/25
6
3
2,268
66 Oak Street, Naugatuck, CT
0.16
Multi-Family Home
$335,000
12/17/25
6
2
2,298
69 Johnson Street, Naugatuck, CT
0.23
Multi-Family Home
$410,000
02/25/26
5
3
2,547
83 Meadow Street, Naugatuck, CT
0.41
Multi-Family Home
$315,000
07/29/26
3
3
2,705

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
295 High Street, Naugatuck, CT 06770
0.01
$352,600
Studio
-
1,520
Off Market
302 High Street, Naugatuck, CT 06770
0.02
$469,900
9
3
2,294
Off Market
0 May Street, Naugatuck, CT 06770
0.02
-
-
-
-
Off Market
6 May Street, Naugatuck, CT 06770
0.03
$272,600
2
1
960
Off Market
70 Hill Street, Naugatuck, CT 06770
0.04
$296,400
2
1
1,155
Off Market
14 May Street, Naugatuck, CT 06770
0.04
$419,500
3
2.5
1,952
Off Market
64 Hill Street, Naugatuck, CT 06770
0.06
$341,300
3
1
1,344
Off Market
18 Carroll Street, Naugatuck, CT 06770
0.07
-
7
3.5
2,427
Off Market
3 Maple Terrace, Naugatuck, CT 06770
0.07
$300,000
2
2
1,820
Recently Sold
56 Hill Street, Naugatuck, CT 06770
0.07
$303,500
2
1
1,127
Off Market
122 Hill Street, Naugatuck, CT 06770
0.07
$327,500
Studio
2
2,092
Off Market

Local Information

  • Map ViewExplore the area around 299 High Street.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family
Built in 1864
2,497 sqft
$212/sqft
1 Car Garage

About this House

Welcome to this spacious and well-maintained 3-family home in the heart of Naugatuck, offering an outstanding opportunity for both owner-occupants and investors alike! The second-floor apartment is move-in ready, making it the perfect option for an owner looking to offset their mortgage with rental income. This updated unit features new carpeting, an updated kitchen, and a bright, comfortable layout. The first-floor apartment offers 3 generously sized bedrooms with beautiful hardwood floors, an updated kitchen, and a renovated bathroom. Major exterior improvements include a new roof (2024), new vinyl siding (2025), a new privacy fence (2020), and a fully fenced backyard. Enjoy outdoor living with a welcoming front porch, a rear patio, and a balcony overlooking the attached one-car garage. The property also offers ample off-street parking and beautiful city views. Inside, the oversized basement with high ceilings provides exceptional storage space or endless possibilities for a workshop, recreation area, or future finished bonus space. Additional updates include two newer hot water heaters, while the second and third-floor apartments are heated with electric heat. Whether you're looking to live in one unit while generating rental income or add a solid asset to your investment portfolio, this well-maintained property offers space, flexibility, and tremendous value!
299 High Street, Naugatuck, CT 06770 is a 6 bedroom, 3 bathroom, 2,497 sqft multi-family built in 1864. It last sold for $530,000 on Sep 3, 2026 (6% above the $499,900 asking price). More recently, it was listed as a rental in August 2013 with an asking price of $600 per month. That rental listing was removed on October 31, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $508,500, with a rent estimate of $1,889/month.
Last check for updates: about 15 hours ago
Listed by Daniel Zandvliet, (203) 565-8822
Coldwell Banker Realty 2000, (203) 706-1222
Bought with: Sarah Joyner, (203) 451-9845, Compass Connecticut, LLC, (203) 489-6499
Source: Smart MLS, MLS#24189575

Home Details for 299 High Street

Interior Features

Interior Details
Basement: FullNumber of Rooms: 12
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2497 Square Feet
Appliances & Utilities
Appliances: Gas Water HeaterLaundry: In Basement,Common Area
Heating & Cooling
Heating: Baseboard,Hot Water,Electric,Natural GasHas CoolingAir Conditioning: Ceiling Fan(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa
No Fireplace
View
Has a ViewView: City

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Porch, Deck, PatioFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 5Parking: Attached,Paved,Driveway,Asphalt
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2497 Square Feet

Property Information

Year Built
Year Built: 1864
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi FamilyArchitecture: 3updown - Unit(s) per Floor
Building
Construction Materials: Aluminum SidingNot a New ConstructionAttached To Another StructureDoes Not Include Home Warranty
Property Information
Parcel Number: 2265795

Price & Status

Price
List Price: $499,900Price Per Sqft: $212/sqft
Status Change & Dates
Off Market Date: Wed Jul 15 2026Possession Timing: Immediate

Active Status

MLS Status: Closed

Location

Direction & Address
City: Naugatuck
School Information
Elementary School: Per Board of EdHigh School: Naugatuck

Building

Building Area
Building Area: 2497 Square Feet

HOA

No HOA

Lot Information

Lot Area: 4791.6 sqft

Miscellaneous

BasementMls Number: 24189575Attic: NoneAttribution Contact: (203) 565-8822Above Grade Unfinished Area: 2497Activation Date: Sun Jul 12 2026

Price and Tax history

DateEventPrice
Sep 3, 2026
Source: Smart MLS #24189575
Sold
$530,000
Jul 15, 2026
Source: Smart MLS #24189575
Pending
$499,900
Jul 12, 2026
Source: Smart MLS #24189575
Listed For Sale
$499,900
Apr 9, 2025
Source: Smart MLS #24078997
ListingRemoved
$389,900
Apr 3, 2025
Source: Smart MLS #24078997
Listed For Sale
$389,900

Market trends in Naugatuck

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$357K
$733MoM
Sale-to-List Price
101.0%
Price per sq ft
$237
$0MoM
Available listings
69
3MoM

Around this home

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 Naugatuck

At least 363 Trulia users voted on each feature.

  • 88 % Say car is needed

  • 84 % Say it's dog friendly

  • 80 % Say parking is easy

  • 75 % Say there's holiday spirit

  • 70 % Say yards are well-kept

  • 66 % Say kids play outside

  • 64 % Say people would walk alone at night

  • 60 % Say it's quiet

  • 59 % Say there's wildlife

  • 55 % Say there are sidewalks

  • 52 % Say neighbors are friendly

  • 48 % Say it's walkable to restaurants

  • 48 % Say streets are well-lit

  • 46 % Say they plan to stay for at least 5 years

  • 45 % Say it's walkable to grocery stores

  • 30 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Debra Clark
    "Great community with close neighbors. A great place to raise a family with so much to do. "
    1
    Flag
  • Debra Clark
    "Good schools, low crime & very historic."
    0
    Flag
  • Scorpionrkg
    "it's not too bad. It's great as a funky air from the sewage treatment plant traffic is , congested, a few exits, but other than that a safe place"
    0
    Flag
  • 87fdxgjmrs
    "It is a great town to raise your children. Quiet and safe area. All stores are pretty close to each other "
    0
    Flag
  • Eavenharris
    "Been here for almost 5 years and never had a problem thus far. If it isn’t the calm neighborhoods. It’s the peace and quiet. "
    4
    Flag
  • Trulia User
    "quietly and friendly... just like me and my like. and the school around here are good as well. my kids are loving. hope I can find a good place here"
    2
    Flag
  • Ichef1961
    "Very easy no problems busy on the weekend as would be expected but still easy easy to get to route 8 and morning rush is manageable "
    8
    Flag
  • Crystal V.
    "I love the homey feeling. It feels cozy and quaint.very relaxing. I feel calm. It’s a bedroom town. Although things are not within walking distance it still is great. "
    2
    Flag
  • Ichef1961
    "I have lived here 12 years great place to raise kids and nice neighbors I would recommend anyone to move to Naugatuck "
    1
    Flag
  • Kaylin M.
    "There are many families around here. It’s a good community and there’s always something to do. The downtown area is perfect as well and has plenty of places to eat and shop. "
    4
    Flag
  • Amanda
    "Everyone in the neighborhood is very friendly. It’s a dead end so it’s great for kids riding bikes or walking."
    1
    Flag
  • Shane_ventura
    "Naugatuck is coming back. We have good local leadership, amazing restaurants and coffee shops. Lots of amazing local businesses."
    4
    Flag
  • Kaysee S.
    "Lots of kids are around and playing outside. Curtiss st specifically doesn’t have heavy traffic at all so they can play in the road without worry. There’s also a park right down the road!"
    0
    Flag
  • Kaylin M.
    "I moved here two years ago. It’s good for a “bang for your buck” neighborhood, but there’s not really a ton of things to do here. Neighborhoods vary. Some are very nice and some are unkept "
    1
    Flag
  • Kaylin M.
    "I always see people walking their dogs, and with zero issues. Most people pick up after themselves and there are many parks and dog parks in the area "
    1
    Flag
  • Richard2987
    "It's a calm neighborhood, easy going over all. Lots of nice houses and people walking around. many restaurants and shops. "
    1
    Flag
  • Brenda L.
    "Dogs are welcome and always see pees walking good place for dog owners. We can’t have any because the. Owner put new rugs in"
    0
    Flag
  • Mary M.
    "Lots of dogs around and there are always people walking the neighborhood .................... around "
    0
    Flag
  • Gabrielafbaitelli
    "Community Frequently has events specially on the summer. It’s a nicer neighborhood than waterbury but still not a safe neighborhood "
    0
    Flag
  • Kjford2789
    "Dogs must be on a leash even in your own yard. However in recent years there has been a dog park built. Many animal lovers live here with there pets. "
    0
    Flag
  • Chrisann D.
    "They would like the many areas that they can walk their dogs. There are multiple parks around to bring your dogs and they are all safe. "
    3
    Flag
  • Kaylin M.
    "Summer concerts on the green and the Portuguese fair at the end of the summer as well. There’s a duck race in the spring down the street from me"
    3
    Flag
  • Miqbal27
    "Very safe and quiet and the people are very nice. There are lots of kids living on the street. Your child can play. Also the best thing is that everyone is friendly there is lots of events which is fun for everyone."
    0
    Flag
  • Deerhunterdave
    "Great access to bus and train. Full access to shops and stores. Everything in walking distance from and in our neighborhood. Community is active in community events and activities. Quite enough for a busy reasonably populated area. Easy access to major roadways to all surrounding towns and cities. "
    3
    Flag
  • Sasha C. R.
    "I lived in this neighborhood for 4 years. Everyone is super friendly. Only a few minor crime issues in the 4 years. Everyone looks out for each other. "
    4
    Flag
  • Strawzbery3
    "This neighborhood is private and lots of trees. We are friendly with neighbors. I have a very long driveway, so trick or treaters don’t come down."
    0
    Flag
  • Steph
    "There is basically no public transport here and there aren’t enough jobs in the area to avoid commuting. I commute 40 minutes to work every day."
    0
    Flag
  • Kristina F.
    "Very good. Where I live I have very easy access to to route 8 and 84. If you hit the time right you can have minimal traffic, but rush hour can be a bit frustrating. "
    2
    Flag
  • Nataly b
    "Nice people friendly clean small town I love it great schools joyful town great community in general."
    3
    Flag
  • Kaysee S.
    "Everyone in the neighborhood is friendly. For the most part people keep to themselves but nobody is a straight up mean person or anything. I see dogs being walked all the time, there are street lights and sidewalks and some side streets that aren’t very busy. It is a lil billy in certain spots which is annoying to climb but there’s a small park by the river right before the route 8 S entrance by exit 27! Ideal for people on a budget looking for a safe neighborhood. "
    4
    Flag
  • Paulbeedle
    "Nice, quiet area. Town does alot for the people of Naugatuck by holding festivals and other events. Many trails to walk and many different foods to eat."
    0
    Flag
  • Snowangel8305
    "There are plenty of Sidewalks and the feeling of being in nature is amazing. Lots of wooded area and fields "
    2
    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 299 High Street

  • What is 299 High Street estimated to be worth?
    Trulia's estimated value for 299 High Street in Naugatuck, CT is $508,500.
  • What is the price history for 299 High Street?
    299 High Street in Naugatuck, CT last sold for $530,000 in September 2026.
  • Is Naugatuck a buyer's or seller's market?
    Naugatuck is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Naugatuck?
    The median sale price in Naugatuck is $357K. That is up $733 from the prior month.
  • Does 299 High Street have air conditioning?
    Yes, 299 High Street in Naugatuck, CT has air conditioning.
  • Does 299 High Street have laundry facilities?
    Yes, 299 High Street in Naugatuck, CT has laundry facilities.

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