744 Lakeside Dr, Bridgeport, CT 06606
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OFF MARKET

744 Lakeside Dr
Bridgeport, CT 06606

North End
  • 3 Beds
  • 2 Baths
  • 1,821 sqft

$517,000

Trulia Estimate
as of Jul 16, 2026
Est. Refi. Payment $3,401/mo*
Refinance Your Home

$517,000

Trulia Estimate
as of Jul 16, 2026
Est. Refi. Payment $3,401/mo*
Refinance Your Home
3 Beds
2 Baths
1,821 sqft

Local Information

  • Map ViewExplore the area around 744 Lakeside Dr.
  • Schools2 Preschool Schools2 Elementary Schools2 Middle Schools5 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Description

Waterview's, location & living space- this home checks all boxes! Welcome to the sought-after Lake Forest section of Bridgeport. This rare single-family rental opportunity is now available and ready for immediate occupancy. Enjoy fantastic water views from the comfort of your home in this spacious home. The hardwood floors add a classic touch, while the fireplace's focal point creates an inviting atmosphere. Offering eight rooms, three beds, 1.5 baths, and over 2,000 square feet (includes sunroom) of living space! Setting this home apart from the rest are the additional rooms off of the kitchena den with vaulted ceilings that leads to an enclosed sunroom. Natural gas for heat and a newly installed central air system for cooling! Don't miss out on this incredible rental opportunity in the Lake Forest neighborhood- come see it today! Proximity to nearby hospitals, Metro North Train Stations & easy access to commuter roads. Please note: tenant will have access to garage and can enter the main level through the lower level staircase but will not have access to the basement and outdoor shed. Tenant will have attic access which is equipped for storage.
744 Lakeside Dr, Bridgeport, CT 06606 is a 3 bedroom, 2 bathroom, 1,821 sqft single-family home in North End, built in 1956. It last sold for $220,000 on Dec 22, 2022. More recently, it was listed as a rental in May 2025 with an asking price of $3,000 per month. That rental listing was removed on June 1, 2025. It is currently off market. The Trulia Estimate is $517,000, with a rent estimate of $3,186/month.

Home Highlights

Parking
None
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 744 Lakeside Dr

Interior Features

Interior Details
BasementNumber of Rooms: 7Types of Rooms: Recreation Room
Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other
Parking & Garage
Parking: None

Property Information

Year Built
Year Built: 1956
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 10454 sqft

Price History for 744 Lakeside Dr

DatePriceEventSource
06/01/2025$2,850ListingRemovedSmart MLS #24090402
05/28/2025$2,850PriceChange
Smart MLS #24090402
05/12/2025$3,000Listed For RentSmart MLS #24090402
04/28/2025$3,000ListingRemovedSmart MLS #24090402
04/27/2025$3,000Listed For RentSmart MLS #24090402
01/14/2023ListingRemovedZillow Rentals
12/27/2022$2,575Listed For RentZillow Rentals
12/22/2022$220,000Sold
N/A

Market trends in Bridgeport

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$328K
$5.08KMoM
Sale-to-List Price
100.0%
Price per sq ft
$252
$5MoM
Available listings
204
12MoM
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Property Tax and Assessment

Year2025
Tax$9,139
Assessment$210,329
Home facts updated by county records

Comparable Sales for 744 Lakeside Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
291 Frenchtown Road, Bridgeport, CT
0.23
Single-Family Home
$399,000
03/27/26
3
1.5
1,584
563 Lakeside Drive, Bridgeport, CT
0.16
Single-Family Home
$444,444
03/31/26
3
2
1,152
390 Dexter Drive, Bridgeport, CT
0.28
Single-Family Home
$430,000
08/07/25
3
1.5
1,175
52 Ridgebrook Drive, Bridgeport, CT
0.15
Single-Family Home
$550,000
11/17/25
3
2.5
2,121
74 Village Lane, Bridgeport, CT
0.38
Single-Family Home
$430,000
04/08/26
3
2
1,428
11 Linda Drive, Bridgeport, CT
0.34
Single-Family Home
$410,000
05/05/26
3
2
1,518
235 Lakeside Dr, Bridgeport, CT
0.36
Single-Family Home
$368,000
05/18/26
4
2
1,850
75 Linda Drive, Bridgeport, CT
0.36
Single-Family Home
$495,000
07/21/25
3
2
2,070
450 Frenchtown Road, Bridgeport, CT
0.03
Single-Family Home
$450,000
10/23/25
5
2.5
3,004
12 Pine Point Drive, Bridgeport, CT
0.25
Single-Family Home
$525,000
08/28/25
4
1.5
2,085

Nearby homes

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Assigned Schools

These are the assigned schools for 744 Lakeside Dr.
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.

Neighborhood Overview

North End
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about North End

At least 301 Trulia users voted on each feature.

  • 81 % Say it's dog friendly

  • 80 % Say car is needed

  • 77 % Say parking is easy

  • 77 % Say yards are well-kept

  • 68 % Say there are sidewalks

  • 64 % Say streets are well-lit

  • 64 % Say there's holiday spirit

  • 63 % Say it's walkable to grocery stores

  • 62 % Say it's walkable to restaurants

  • 58 % Say it's quiet

  • 56 % Say people would walk alone at night

  • 55 % Say neighbors are friendly

  • 55 % Say they plan to stay for at least 5 years

  • 53 % Say kids play outside

  • 44 % Say there's wildlife

  • 23 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • James Darby
    "Neighbors are wonderful. Our kids all play together. Sense of community. Don’t feel guilty if we forget to lock the doors at night. "
    0
    Flag
  • Scubali3
    "It’s great to walk the dogs in the neighborhood, but some neighbors do call Animal Control for barking dogs"
    1
    Flag
  • Tekenyam
    "Lots of people walk their dogs here. They are courteous to their neighbors and pick up behind their dogs. "
    0
    Flag
  • Trulia User
    "public transportation runs great and the commute isn't bad if you stay off main streets. I love Bridgeport "
    0
    Flag
  • Trulia User
    "Great neighborhood, Family, Children's park. Library Secret Heart University Tennis court, Grocery stores, Trumbull Mall. City Bus Line. Restaurants and much more. "
    0
    Flag
  • Trulia User
    "I’ve lived in this neighborhood all my life and it is very same and family oriented. Perfect place for colleges students, families, renters, elderly, pets. There are also a lot of schools pre-k- college all around us."
    9
    Flag
  • Trulia User
    "I lived here for about 4 year haven't had any issues, schools are close by and local supermarkets,pharmacy, gas stations etc."
    6
    Flag
  • Trulia User
    "Safe neighborhood to raise kids. Friendly people in the area..........................................."
    0
    Flag
  • Trulia User
    "Everyone walks their dog in this area. It’s very beautiful and quiet. I love it here. Everyone is very happy and extra nice. Families take long walks in the area. Public transportation is very close by. Theres a school and I see all the kids walking home from school. I feel very safe in this area."
    0
    Flag
  • Trulia User
    "It's dog friendly and you see neighbors walking their dogs all the time. Not only do they walk their dogs but, they are good about cleaning up the dogs waste. Very considerate neighbors. "
    0
    Flag
  • Trulia User
    "I lived here last one year and I like it. this area is very quit and well maintained. Public transportation is good."
    0
    Flag
  • Yessi .
    "The area is calm and quiet. People in the neighborhood are friendly. Businesses are friendly too. Great access to the hospital and local transportation. "
    6
    Flag
  • Lvadone
    "People walk their dogs and pick up after them always. Friendly atmosphere, pleasant surroundings, beautiful and lush vegetation and park like roadsides"
    2
    Flag
  • Omar M. D.
    "great access to public transportation. the neighbors are very friendly and look out each other's. Everyone keeps theirs surrounding clean and peaceful."
    1
    Flag
  • Wartrocity
    "Fireworks for the 4th of July is fun. Part taking in many gatherings and including the neighborhood is fun. "
    0
    Flag
  • D44ne
    "I've lived in and around this neighborhood for years. The people are friendly. There's lots of shops and access to public transportation. Very diverse community. Close to the mall, hospital, grocery stores, restaurants and schools, gas stations and mechanics "
    19
    Flag
  • Nicole
    "It’s mostly quiet and easy to find parking. Neighbors are very friendly, it’s a safe area for kids. There’s a near by park and library for kids."
    0
    Flag
  • Daj J.
    "I see people exercising. Walking the dog. They are being very friendly by speaking. They return packages to their rightful owner "
    4
    Flag
  • Lvadone
    "Enjoyable quiet neighborhood, pleasant environment, lush vegetation. Easy access to public transportation."
    1
    Flag
  • Lya D.
    "it's quiet and family oriented I've lived here for 15 years a d I like it. Bridgeportor are starting to travel here though so it's getting crowded "
    1
    Flag
  • Coachyvetteb
    "This area is very peaceful and well kept. Owners take Pride with their homes. I have my 2 boys living in the area and they both very pleased with their new home."
    0
    Flag
  • Kenny L.
    "I take the train in Bridgeport so don’t have to deal with the daily tariff on I-95. Its usually on time and limited delays."
    2
    Flag
  • Kelly C.
    "Best part of Bridgeport, I have 3 kids and school that my kids are assigned to is awesome. We really like to live in Bridgeport. "
    3
    Flag
  • Keicha H.
    "It has accessible transportations. Lots of near by highways I-95, route 8. Trumbull mall is at 5 min. Lots of near stores and supermarket.! "
    1
    Flag
  • Corey M.
    "ive lived here most of my life and never had a problem. its a good and safe area to live in and has good public and private school."
    0
    Flag
  • Ladaizhalangston1
    "My neighbors are very friendly and its extremely quite!!! I'm near everything! So many gast food restaurants and the mall is right down the street! I've been hear for a little over a year now "
    28
    Flag
  • Scubali3
    "I’ve lived here for a year and everything is easily accessible and the houses are well maintained and my neighbors are friendly"
    16
    Flag
  • Jen
    "It’s by the Merritt so it’s easy also the main roads are good to travel on and we’re by a university which is nice"
    2
    Flag
  • Dudest
    "It’s good and peaceful for the most part. Close to highways and shops. Is clean and rare to find a home not taken care of"
    13
    Flag
  • Iveth A.
    "I live in this neighborhood for four years Folks are very nice and neighborhood is ver quite It’s nice to live here"
    10
    Flag

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Apartments for Rent

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Homes for sale near 744 Lakeside Dr

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Off Market Homes Near 744 Lakeside Dr

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