242 E Bay St, Winter Garden, FL 34787
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FOR RENT
NEW - 2 DAYS AGO
APPLY INSTANTLY

$2,025/mo

  • 2 Beds
  • 1 Bath
  • 1,081 sqft

242 E Bay St, Winter Garden, FL 34787

Price may not include required fees and charges.
Cost and fees breakdown
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Home Highlights

Single-Family Home
No Pets
Washer, Dryer
$2,025 deposit
Central & Central Air

Local Information

  • Map ViewExplore the area around 242 E Bay St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Discover a charming piece of history in this delightful 1072 square foot house, built in 1902, nestled in the heart of Downtown Winter Garden, FL. This unique property showcases classic architectural details, blending vintage character with modern amenities. With two spacious bedrooms and a beautifully appointed bathroom, this home offers a cozy retreat for anyone seeking comfort and style. The inviting living spaces are bathed in natural light, providing an ideal atmosphere for relaxation or entertaining guests.

The kitchen features updated appliances and ample counter space, making it a pleasure to prepare meals and host gatherings. Step outside to enjoy a fenced back yard, perfect for outdoor activities or simply soaking up the Florida sunshine. Additionally, there is large detached Shed in the back for storage, a she shed or hobbies. The location is unbeatable, with easy walking access to Winter Garden's vibrant downtown area, where you can explore charming shops, delightful dining options, and scenic parks.

Smoking is not allowed in this pristine residence, ensuring a clean and fresh environment for all who enter. Experience the perfect blend of historic charm and modern convenience in this enchanting Winter Garden home. Don't miss your chance to reside in a piece of local history-schedule a viewing today and envision the possibilities that await in this captivating property!
**This unit is brought to you by Windsor Realty Group, Inc.**

1 year lease with Option to renew. Dogs considered on a case by case basis.
Contact this Building
(689) 225-0910

Details for 242 E Bay St

Interior Features

Heating & Cooling
Heating: CentralAir ConditioningHeating Fuel: Central
Appliances & Utilities
DryerWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Days on Market

Days on Market: 2 days on Trulia

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearDeposit: $2,025

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site
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Costs and Fees

Required monthly rent & fees
  • Base rent
    $2,025/mo
Required one-time fees
  • Security deposit
    $2,025
  • Application fee
    Contact for details
  • Administrative fee
    Contact for details
Pricing is subject to change. All calculations are estimates and provided for informational purposes only. Actual amounts may include additional mandatory or optional fees. Please consult the community manager for a complete breakdown of all rental costs.
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Rental Market Trends in Winter Garden

Last updated Sep 2026
Trulia Rent Estimate$2,012/mo
Average rent
$2.75K
$50MoM
Available listings
300
View rental market trends in Winter Garden, FL

Around this home

What Locals Say about Winter Garden

At least 513 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 88 % Say there are sidewalks

  • 86 % Say car is needed

  • 83 % Say parking is easy

  • 81 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 76 % Say it's quiet

  • 75 % Say streets are well-lit

  • 74 % Say people would walk alone at night

  • 72 % Say yards are well-kept

  • 61 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 54 % Say there's wildlife

  • 50 % Say it's walkable to grocery stores

  • 46 % Say it's walkable to restaurants

  • 43 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • jhp331
    "A rated schools and lots to do for families "
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  • Trulia User
    "Its great to live this area we have market and restauran near us . We can walk when we want in our neighboorhood. We have parks schools near us …"
    0
    Flag
  • Amanda
    "Great safe area for all ages and diversity. Good schools, lots of shopping, dining, nearby and more coming."
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    Flag
  • Ypgs9v7hpd
    "It is a nice area and the schools are nice. It is good area to raise children away from the tourists area and the city ."
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  • Ypgs9v7hpd
    "The only thing that is unique about this neighborhood is the people that are friendly and the kids get along great. The only downside of living here in Wintergarden is it’s not enough places to go out to eat and it is not enough places for kids to hang out or teenagers to hang out and the closest place for teenagers to hang out is at the Wintergarden Grove area where you have to take off the exit 9, which I think that’s a bit too far for them to hang out when they can remain closer, it would be better if they had a place to hang out within the neighborhood. Also, Price is over here for a living is very high so if you’re not making a decent amount of money, it is expensive even the apartments that are surrounding it. It’s expensive.."
    0
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  • Emilye Chasen
    "Downtown events occur all the time. Christmas, Halloween, 4th of July etc. Santa comes down my street"
    1
    Flag
  • Ypgs9v7hpd
    "I’ve living here for the last 3 yrs. It’s nice area, people are nice. It’s nice area to raise your family there."
    0
    Flag
  • Heather Kotyk
    "I work near the airport and the commute using the turnpike and I4 is about 25-30 minutes. Traffic is usually manageable and continuously is moving "
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  • Erin
    "There are many families in the neighborhood, a great playground and an A rated school nearby. There’s also a grocery store and pharmacy conveniently within a mile. "
    0
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  • Maria Rojas
    "Great place to have a family, lots of parks and activities for kids. Amazing schools and the community is very united. Most communities have hoa "
    0
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  • Rosa Aguilar
    "There’s lots of places, activities, parks, trails to take kids. There’s also lots of churches with daycare and city programs for children to take part in."
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  • Andres.toro
    "Mostly all good schools. A lot of parks (and a few others upcoming) and services are increasing in availability. "
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  • Logan Mahalek
    "The historic area of downtown winter garden boasts local shops and restaurants and also hosts a farmers market every weekend. There is also plenty of name brands within 15 minutes "
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  • Cfbranf3rd
    "I’m don’t have a commute, as I’m retired. I’m in Cypress Reserve, and Avalon Road can be a nightmare at school drop off/pick up times."
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  • Kelly
    "Beautiful, safe & friendly area. Winter Garden is a great place to raise a family! This is a very active area with tons of activities. Lots of wildlife & opportunities to get in touch with nature. Big, beautiful Florida birds and animals all around. Great restaurants too! "
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  • Geisha
    "In Winter Garden for the area's of Horizon West, Hamlin, Summerlake, Waterleight, The Grove is amazing is like living in a perfect community bubble completely recomend"
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  • Catherine Law
    "There is a private lake side park and a bbq area. Dogs poop trash and bags available. Dogs need to be on leash all the time. No many houses are fenced. "
    0
    Flag
  • Vanessaasantini
    "Wonderful , Safe, beatiful, peaceful, very good, clean, good school, nice and bog city Close to supermarket, gas station "
    2
    Flag
  • Aj2636
    "Halloween costume parties for kids. Community Easter egg hunts. Santa Claus visits on a fire truck. Community watch parties for football games. A soccer field, tennis courts, pickleball courts and basketball courts that allow the neighborhood to enjoy each other’s company. During COVID, we had live music performances in the park."
    0
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  • Cara Conley
    "The area is established and offers. Great amenities within 15 minutes. Clean and safe and welcoming."
    1
    Flag
  • Isaac Peterson
    "Very friendly and helpful neighbors, and the schools are awesome. Very safe "
    2
    Flag
  • Aj2636
    "I’ve lived here for 11 years. It’s close to shopping. The neighborhood feels comfortable with homes far apart from each other. Nice lakes nearby that most neighborhoods have access to. Hospital close-by for emergencies."
    1
    Flag
  • Felton.amanda
    "I lived here for 10 years and just now moving this month. The neighborhood is safe not a lot of crime just a few thieves here and there that steal packages from ppls door steps occasionally."
    1
    Flag
  • Dismiki24
    "Lots of dogs in our neighborhood but many don’t pick up after their dogs. There is a dog park nearby "
    0
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  • Jason M.
    "We see people walk their dogs all the time. The neighborhood has dog stations for easy to dispose of waste. "
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  • Megan E.
    "You will love it! Lots of dog owners and very kind. Lots of doggy poop bag stations as we all know! Great dog parks and trails to go on lovely long walks. "
    13
    Flag
  • Zimmiac
    "Everything is very nice ,and the persons are very nice ,very quite area and the schools are good also,parks and events as well very nice"
    0
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  • Lil D.
    "The people and shops are great. Love all the bike tails as well. Every Saturday they have the farmers market and quite enjoyable to go to and walk around. "
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  • John D. H.
    "average, plenty of bus access, no major traffic issues. normal boring vanilla winter garden. lahdeedah"
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  • Hollister M.
    "Lots of dogs. Most people are very polite about their dogs. People with cats do not keep them indoors and they roam the streets a lot. Most people pick up after their dogs and keep them on leashes."
    0
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  • Jim
    "It’s an amazing place to love. Doesn’t feel like living in Florida. I love living the country and still being close to Disney"
    6
    Flag
  • Cathy
    "Great it is safe and very homey the people are friendly and irs all clean. Very close to shopping places to eat and nice bars "
    5
    Flag
  • Jonathancrespo21
    "We have a neighborhood Facebook page open to everyone and we use this to communicate with each other regularly. We participate in food drives, raise money for special causes, and even sponsor dinners for our local police, firefighters, and nurses."
    0
    Flag
  • Chuckfink
    "Farmers market every Saturday. Monthly events downtown, car shows, Christmas party, local community theater. Things to do almost every week."
    0
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  • Valerie
    "Weekend Farmers Market. Beautiful downtown area. Older historic feeling. Very convenient with shops food and stores. Best city I've lived in since being here in Florida."
    0
    Flag
  • jay j
    "People love dogs. They are loving animals that make everyone happy when they see them. Most people now a days have dogs"
    0
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  • Nicola O.
    "Some neighbors don’t clean up after their pets or leave their pets on the balcony barking all night long, but there is a lot of open grass fields and dog stations all throughout. "
    0
    Flag
  • Candy H.
    "Winter Garden Farmer’s Market and shows going on at the Garden Theatre, along with more dog friendly mom and pop places."
    0
    Flag
  • Ryanm1995
    "They will love this neighborhood. Bright open space to walk around. We also have a lot of friendly dog in our neighborhood. "
    0
    Flag

Local Legal Protections

LGBTQ • Source of Income

Price and Tax history

DateEventPrice
Sep 1, 2026
Source: Zillow Rentals
Listed For Rent
$2,025
Jul 27, 2024
Source: Zillow Rentals
ListingRemoved
Jul 15, 2024
Source: Zillow Rentals
Listed For Rent
$1,800
May 24, 2024
Source: Zillow Rentals
ListingRemoved
May 13, 2024
Source: Zillow Rentals
PriceChange
$1,800
Price decreased by 5%
Windsor Realty Group
Heather Fraga
Phone Number: 689-225-0910

Frequently asked questions about 242 E Bay St

  • What income do you need to rent 242 E Bay St?
    Most landlords look for monthly gross income of about 3× rent, or roughly $75K per year to rent 242 E Bay St in Winter Garden, FL at $2,025/mo.
  • How does the rent for 242 E Bay St compare to similar 2-bedroom houses in Winter Garden?
    242 E Bay St in Winter Garden, FL rents in line with the area average for 2-bedroom houses in Winter Garden ($1,995/mo).
  • What are the closest schools to 242 E Bay St?
    The closest schools to 242 E Bay St in Winter Garden, FL are Dillard Street Elementary School (Pre-K, rated 5/10), Lakeview Middle School (rated 4/10), West Orange High School (rated 7/10).
  • What do residents say about Winter Garden?
    Residents describe Winter Garden, FL as dog-friendly, pedestrian-friendly, and easy to park in. See apartments for rent in Winter Garden, FL.
  • Does 242 E Bay St have laundry facilities?
    Yes, 242 E Bay St in Winter Garden, FL has in-unit laundry.
  • Does 242 E Bay St have parking?
    Yes, 242 E Bay St in Winter Garden, FL has on-site parking.

Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
$72,900 PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.

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242 E Bay St, Winter Garden, FL is a 2 bedroom, 1 bathroom, 1,081 sqft single-family home. 242 E Bay St was listed for rent for $2,025/month on Sep 1, 2026.