Is parking easy in Stratford, CT?

As of early 2026, 85% of users say parking is easy

Is Stratford, CT dog-friendly?

As of early 2026, 83% of users say it's dog friendly

Are yards well-kept in Stratford, CT?

As of early 2026, 82% of users say yards are well-kept

Is a car needed in Stratford, CT?

As of early 2026, 81% of users say car is needed

Does Stratford, CT show holiday spirit?

As of early 2026, 76% of users say there's holiday spirit

Does Stratford, CT have sidewalks?

As of early 2026, 72% of users say there are sidewalks

Would people walk alone at night in Stratford, CT?

As of early 2026, 64% of users say people would walk alone at night

Do kids play outside in Stratford, CT?

As of early 2026, 63% of users say kids play outside

Are the streets well-lit in Stratford, CT?

As of early 2026, 62% of users say streets are well-lit

Is Stratford, CT quiet?

As of early 2026, 61% of users say it's quiet

Do residents of Stratford, CT plan to stay at least 5 years?

As of early 2026, 58% of users say they plan to stay for at least 5 years

Are neighbors friendly in Stratford, CT?

As of early 2026, 56% of users say neighbors are friendly

Is Stratford, CT walkable to restaurants?

As of early 2026, 55% of users say it's walkable to restaurants

Is there wildlife in Stratford, CT?

As of early 2026, 54% of users say there's wildlife

Is Stratford, CT walkable to grocery stores?

As of early 2026, 44% of users say it's walkable to grocery stores

Are there community events in Stratford, CT?

As of early 2026, 33% of users say there are community events

FOR SALE

3D VIEW

33 Circle Drive
Stratford, CT 06614

1 Bed
1 Bath
576 sqft

$349,900

Est. Mortgage $2,363/mo*

Get Pre-Qualified

$349,900

Est. Mortgage $2,363/mo*

Get Pre-Qualified

1 Bed

1 Bath

576 sqft

We estimate this home will sell faster than 98% nearby.

Home Highlights

Parking

Open Parking

Outdoor

Deck

Climate Control

Heating & Cooling

Price/Sqft

$607

Listed

21 days ago

Local Information

Map ViewExplore the area around 33 Circle Drive.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

About this House

** INVESTOR Airbnb POTENTIAL ** Stratford is the PERFECT balance between suburban living and commuter convenience. The best things come in small packages and this WATERFRONT property is proof! 33 Circle Dr is a unique waterfront year round cottage on Cook's Pond in Stratford's North End. This charming home offers 1 bedroom with a secondary sleeping area, direct pond frontage, a deck overlooking the water and private access for kayaking, fishing and paddle sports. Offering a move-in-ready space with CENTRAL AIR and WOOD BURNING FIREPLACE designed to maximize comfort while keeping maintenance to a minimum. Whether you're searching for a peaceful weekend escape, a year-round waterfront retreat, or exploring investment opportunities, this unique property offers exceptional potential. Full unfinished basement for extra storage. Though the neighborhood feels secluded, it is only minutes from I95, Merritt Parkway, Metro-North Railroad, Shopping, Restaurants, Beaches & Golf. Close proximity to Boothe Memorial Park, Short Beach, and Long Beach.

We estimate this home will sell faster than 98% nearby.

Home Details for 33 Circle Drive

Interior Features
Interior Details Basement: Full,UnfinishedNumber of Rooms: 4Types of Rooms: Master Bedroom, Bathroom, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 1Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout Living Area: 576 Square Feet
Appliances & Utilities Appliances: Oven/Range, Microwave, Refrigerator, Electric Water Heater, Water HeaterLaundry: Main LevelMicrowaveRefrigerator
Heating & Cooling Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace
View Has a ViewView: Water

Exterior Features
Exterior Home Features Roof: AsphaltPatio / Porch: DeckOther Structures: Shed(s)Exterior: Stone WallFoundation: StoneNo Private Pool
Parking & Garage No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Off Street,Driveway,Private
Frontage WaterfrontWaterfront: Waterfront, Pond, Walk to Water, AccessOn Waterfront
Water & Sewer Sewer: Public Sewer
Finished Area Finished Area (above surface): 576 Square Feet

Days on Market
Days on Market: 21

Property Information
Year Built Year Built: 1935
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cottage
Building Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information Parcel Number: 366236

Price & Status
Price List Price: $349,900Price Per Sqft: $607
Status Change & Dates Possession Timing: Asap

Active Status
MLS Status: Active

Location
Direction & Address City: Stratford
School Information Elementary School: Per Board of EdHigh School: Per Board of Ed

Agent Information
Listing Agent Listing ID: 24188441

Building
Building Area Building Area: 576 Square Feet

HOA
No HOA

Lot Information
Lot Area: 4791.6 sqft

Miscellaneous
BasementMls Number: 24188441Attic: Access Via HatchWater ViewWater View: WaterAttribution Contact: (845) 519-4046Above Grade Unfinished Area: 576Activation Date: Fri Jul 10 2026

Last check for updates: about 3 hours ago

Listing courtesy of Shannon Muscara, (845) 519-4046

RE/MAX One, (845) 519-4046

Source: Smart MLS, MLS#24188441

Also Listed on Smart MLS.

Market trends in Stratford

Last updated June 2026

Avg. sale price

$410K

$833MoM

Sale-to-List Price

101.1%

1.1%MoM

Price per sq ft

$283

$6MoM

Available listings

168

8MoM

Price History for 33 Circle Drive

Date	Price	Event	Source
07/10/2026	$349,900	Listed For Sale	Smart MLS #24188441

04/29/2022	$239,900	Sold	Smart MLS #170462109
Recording Date 04/29/2022 County Transfer Tax N/A Total Transfer Tax N/A
03/08/2022	$239,900	Contingent	Smart MLS #170462109

02/17/2022	$239,900	Pending	RE/MAX International #170462109

01/20/2022	$239,900	Listed For Sale	Smart MLS #170462109

04/06/2001	$85,000	Sold	N/A
Recording Date 04/06/2001 County Transfer Tax N/A Total Transfer Tax N/A
04/03/1998	$61,000	Sold	Smart MLS #98002199
Recording Date 04/03/1998 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$4,040
Assessment	$100,490

Home facts updated by county records

Comparable Sales for 33 Circle Drive

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
1462 Cutspring Road, Stratford, CT	0.16	Single-Family Home	$475,000	10/31/25	3	2	1,447
40 Pumpkin Ground Road, Stratford, CT	0.05	Single-Family Home	$635,000	08/06/25	3	2.5	1,822
160 Cheshire Street, Stratford, CT	0.20	Single-Family Home	$450,000	12/12/25	3	2	2,025
170 Pumpkin Ground Road, Stratford, CT	0.14	Single-Family Home	$569,900	03/30/26	3	1.5	2,340
1725 Cutspring Road, Stratford, CT	0.11	Single-Family Home	$575,000	08/22/25	3	2.5	2,250
290 Pumpkin Ground Road, Stratford, CT	0.22	Single-Family Home	$585,000	01/16/26	3	2.5	2,036
175 Twin Oaks Terrace, Stratford, CT	0.29	Single-Family Home	$579,000	11/24/25	4	2	2,018
120 Barton Drive, Stratford, CT	0.60	Single-Family Home	$475,000	04/14/26	3	1.5	1,176
195 Post Oak Road, Stratford, CT	0.81	Single-Family Home	$551,000	06/11/26	3	1	1,465

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

FOR SALE
0.65 ACRES
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3 bd
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11 Circle Drive,
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LOT 4 Pumpkin Ground Road,
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Coldwell Banker Realty
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Est. $680,700
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40 Pumpkin Ground Road,
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Est. $478,900
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Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 33 Circle Drive.

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 Stratford

At least 557 Trulia users voted on each feature.

85 % Say parking is easy
83 % Say it's dog friendly
82 % Say yards are well-kept
81 % Say car is needed
76 % Say there's holiday spirit
72 % Say there are sidewalks
64 % Say people would walk alone at night
63 % Say kids play outside
62 % Say streets are well-lit
61 % Say it's quiet
58 % Say they plan to stay for at least 5 years
56 % Say neighbors are friendly
55 % Say it's walkable to restaurants
54 % Say there's wildlife
44 % Say it's walkable to grocery stores
33 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Maria Cintron
Visitor
5mo ago
"it is very quiet nice neighborhood, friendly neighbors. Nice looks quite clean. it is very quiet nice neighborhood, friendly neighbors."
0
Flag
Trulia User
Visitor
7mo ago
"Easy access to major highways and routes and public transportation and commuter trains and airports!"
0
Flag
Bigdaye
Resident
11mo ago
"High school isn’t too great. There are lots of stores to get your needs. People’s around here are generally friendly. "
0
Flag
Ellie
Resident
11mo ago
"There are many community events like fairs and music events. The neighborhood is clean and most neighbors are respectful of one another for the most part. "
0
Flag
Hmmm Bon
Resident
1y ago
"100% need a vehicule to get around Town. Rt 8 is nearby, so not far from all ammineties. That is it"
0
Flag
Jerryyambo2
Resident
1y ago
"Great commute you have 95 and metro north take all away to grand central. You also have Merritt parkways "
0
Flag
Keshamariamcclain
Resident
1y ago
"It is quiet and pet friendly. The neighborhood comes alive on holidays. Everyone looks out for their neighbors "
0
Flag
Boyd238
Resident
2y ago
"There is city bus from Bridgeport that comes thru my area. The train station is about 2 miles from my house in Stratford."
0
Flag
Keshamariamcclain
Resident
2y ago
"Everyone seems to have a dog. Very pet friendly neighborhood. For the most part everyone picks up after their dog. "
0
Flag
Boyd238
Resident
2y ago
"There are neighbors who walk there dogs in my neighborhood. Also there is a large dog park near my home. "
0
Flag
Giof777
Resident
2y ago
"It is a community with a lot of security and tranquility and very peaceful A very happy city and I like that I feel very happy for my children because it’s a very good place for them to grow up"
4
Flag
Trulia User
Visitor
4y ago
"I don’t know I always visited over there and it’s not a lot of grass or land it’s just sidewalks and the road "
1
Flag
Nancyamilan
Resident
5y ago
"Plenty of grassy areas near sidewalks for bathroom breaks must keep leashed due to traffic on main roads great dog park in town"
0
Flag
Solebo.kristeena
Resident
5y ago
"I enjoy living jn Stratford. It is a central location with everything you need within a 5 minute drive."
1
Flag
Shannon M.
Resident
5y ago
"There’s a lot of parks & beaches to visit. Tons of pedestrian friendly main roads & neighborhoods. Some parts might not have sidewalks but roads are usually not too narrow. "
15
Flag
Anna
Resident
5y ago
"I’ve lived here for 3 years plus and it’s a great neighborhood to start/have a family and walking distance for necessities"
3
Flag
Laura G.
Resident
5y ago
"Family friendly close to elementary school and high school park nearby shopping close short distance to major highways"
5
Flag
Yevgeni G.
Resident
5y ago
"Good schools in this little town. Kids are nice as well. Most owners of dogs pick up after their pets."
0
Flag
Anna
Resident
5y ago
"Music on the green during the summer and movie night at short beach Farmers market on Monday’s And tons of church fairs and animal adoption fairs Lots of outdoor eating with music a perfect way to enjoy summer to its fullest "
4
Flag
Keshamariamcclain
Resident
6y ago
"not big on public transportation in this area. Metro north train is the main transportation. People drive everywhere. "
1
Flag
Keshamariamcclain
Resident
6y ago
"All dogs are welcomed and everyone picks up after their dog. Dog owners are friendly. Almost every household seems to have a dog."
3
Flag
Tgbadamassi
Resident
6y ago
"Great place to live ... I move here recently fron NYC and think I made a great decision. I am enjoying my house and I feel very safe "
9
Flag
Diane P.
Resident
6y ago
"Safe family neighborhood surrounded by 3 beautiful beaches, fun get together,and everyone looks out for each other,their children and elderly. Very caring community"
1
Flag
Staceyannhenry223
Resident
6y ago
"I love living here! This s a friendly neighborhood with quite streets and a pond in my backyard. Great times!"
3
Flag
Janick C.
Prev. Resident
6y ago
"I’ve lived in Stratford for over four years now I am glad to say that I am moving this month you must be very careful where in Stratford do you live one side is very close to a bad part of the city of Bridgeport we are gunshots on a regular basis our cars have been robbedOver four times in the last two years the police officers or department are sticklers and no help and I am very glad that I am moving this month living in Stratford you may as well be living in the middle of Bridgeport"
0
Flag
Michael H.
Resident
6y ago
"I've live in Stratford for nearly a decade and its exactly what I like in a town.. not to much traffic, good rated schools for my children, convenient shopping, clean streets, nice people.. There's plenty more but I wont drone on."
0
Flag
Staceyannhenry223
Resident
6y ago
"I love my neighborhood people are great and I feel safe. I know my neighbors and we all get along well. The schools are great and the neighborhood is clean. We plan on purchasing a house somewhere in this neighborhood very soon. "
4
Flag
Passmb9
Resident
6y ago
"It’s an all around well diverse area, many local shops to eat as well as large chain retailers not to far out of the way"
1
Flag
Alexa H.
Resident
6y ago
"Stratford day is held in June then there’s the 4th of July at short beach and they have the fireworks there "
1
Flag
Deborah H.
Resident
6y ago
"There are many folks in the neighborhood walking their dogs. The neighbors are friendly and look out for one another. "
1
Flag
Mayra A.
Resident
6y ago
"No events that I know of. Should be more for kids and elderly. There is one event for pets. That’s all I can recall "
0
Flag
Samantha S.
Resident
6y ago
"Good neighborhood. quiet. pretty. safe. I lived here my whole life. Neighbors are also dependable. schools are closeby"
0
Flag
Hope W.
Resident
6y ago
"Me & my husband just moved to Stratford one year ago & so far we love the area. With his job relocating him to Stamford we decided to move to Stratford which was a great move."
0
Flag
Danishmoe77
Resident
6y ago
"There are weekly farmers markets and free community concerts at the town green. Neighbors are also friendly and help each other."
1
Flag
Aracelis V.
Prev. Resident
6y ago
"It’s a nice and peaceful place to live... schools shopping trains stations everything you need for living "
0
Flag
Erin K.
Resident
6y ago
"Overall nice place to raise a family. Schools need improvement but it's worth the investment. Great local amenities like new local businesses and restaurants show the area is only getting better. "
0
Flag
Cynthia D.
Resident
6y ago
"It’s location is great because it borders other towns and is close to highway and other transportation "
0
Flag
Alexa
Resident
6y ago
"Carnivals on Main Street are nice as well as special beach access for residents to the beach for 4th of July"
0
Flag
Stratford Cheerleader
Resident
6y ago
"It’s a very safe neighborhood, quite and serene. Kids can play freely in front of their houses. The schools are also great."
1
Flag
Kimberly L.
Resident
7y ago
"Events on the green. Due to it being near 4th of July, a nearby beach also hosts a band/ fireworks show. "
0
Flag

LGBTQ Local Legal Protections

Shannon Muscara, RE/MAX One, (845) 519-4046

Agent Phone: (845) 519-4046

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33 Circle Drive, Stratford, CT 06614 is a 1 bedroom, 1 bathroom, 576 sqft single-family home built in 1935. This property is currently available for sale and was listed by Smart MLS on Jul 3, 2026. The MLS # for this home is MLS# 24188441.

33 Circle Drive
Stratford, CT 06614

$349,900