16366 Grey Pine Dr, Winter Garden, FL 34787
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Property image
FOR RENT
3D VIEW
PET FRIENDLY

$2,949/mo

  • 4 Beds
  • 2.5 Baths
  • 1,913 sqft

16366 Grey Pine Dr, Winter Garden, FL 34787

Available Sep 17
Cost and fees breakdown
Price may not include required fees and charges.

Home Highlights

Single-Family Home
Attached Garage
Dogs & Cats Allowed

Local Information

  • Map ViewExplore the area around 16366 Grey Pine Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare professional maintenance. Your estimated total monthly payment is $3046.90, which includes base rent and required services. Base rent varies based on selected lease term. Apply for select homes by 9/24 to get your first full month of base rent free. For a detailed price breakdown, please refer to each listing. Limited time offer subject to change or cancellation and application approval.

You're in for a treat! We're giving this house a makeover that includes brand-new luxury vinyl plank flooring to replace all carpet. These updates will enhance both the beauty and functionality of the home. There are so many possibilities to take advantage of in this lovely home. Please note the photos above reflect the current state of the home and do not yet include these improvements. Apply online today or contact your Invitation Homes Leasing Experience Specialist for more information!



At Invitation Homes, we offer pet-friendly, yard-having homes for lease with Smart Home technology in awesome neighborhoods across the country. Live in a great house without the headache and long-term commitment of owning. Discover your dream home with Invitation Homes.

Our Lease Easy bundle which includes Smart Home, Air Filter Delivery, and Utilities Management is a key part of your worry-free leasing lifestyle. These services are required by your lease at an additional monthly cost. Monthly fees for pets and pools may also apply.

Home Features and Amenities: Air Conditioning, Covered Porch, Garage, Kitchen Island, Long Lease Terms, Luxury Vinyl Plank, New Construction, Open Floorplan, Pet Friendly, Recessed Lighting, Smart Home, Stainless Steel Appliances, Tile, W/D Hookups, and professionally managed by Invitation Homes.

Neighborhood Features and Amenities: Community Pool

This Invitation Home is currently being renovated, but it will be available soon. You can still apply contact us for more details or apply now.

 Invitation Homes is an equal housing lessor under the FHA. Applicable local, state and federal laws may apply. Additional terms and conditions apply. This listing is not an offer to rent. You must submit additional information including an application to rent and an application fee. All leasing information is believed to be accurate, but changes may have occurred since photographs were taken and square footage is estimated. See InvitationHomes website for more information.

Beware of scams: Employees of Invitation Homes will never ask you for your username and password. Invitation Homes does not advertise on Craigslist, Social Serve, etc. We own our homes; there are no private owners. All funds to lease with Invitation Homes are paid directly through our website, never through wire transfer or payment app like Zelle, Pay Pal, or Cash App.

For more info, please submit an inquiry for this home. Applications are subject to our qualification requirements. Additional terms and conditions apply. CONSENT TO CALLS & TEXT MESSAGING: By entering your contact information, you expressly consent to receive emails, calls, and text messages from Invitation Homes including by autodialer, prerecorded or artificial voice and including marketing communications. Msg & Data rates may apply. You also agree to our Terms of Use and our Privacy Policy.
Contact this Building
Property Website
(352) 698-7680

Details for 16366 Grey Pine Dr

Days on Market

Days on Market: 8 days on Trulia

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For DetailsAvailable: Sep 17thCats, small dogs allowed

Exterior Features

Parking & Garage
GarageParking: Attached Garage, On Site

Media

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Costs and Fees

Required monthly rent & fees
  • Base rent
    $2,949/mo
  • Air Filter Delivery Fee
    $10/mo
  • Community Internet
    $38/mo
  • Smart Home with video doorbell
    $40/mo
  • Utility Billing Service Fee
    $10/mo
Required one-time fees
  • Security deposit
    Contact for details
  • 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$3,447/mo
Average rent
$2.8K
$100MoM
Available listings
342
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."
    0
    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 "
    0
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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
    Flag
  • 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."
    0
    Flag
  • Andres.toro
    "Mostly all good schools. A lot of parks (and a few others upcoming) and services are increasing in availability. "
    0
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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."
    0
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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. "
    0
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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
    Flag
  • 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
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  • 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 8, 2026
Source: Zillow Rentals
Listed For Rent
$2,949
Sep 4, 2025
Source: Zillow Rentals
ListingRemoved
$2,875
Aug 14, 2025
Source: Zillow Rentals
PriceChange
$2,875
Price decreased by 2%
Jul 17, 2025
Source: Zillow Rentals
PriceChange
$2,925
Price decreased by 2%
Jul 4, 2025
Source: Zillow Rentals
PriceChange
$2,995
Price decreased by 4%
Invitation Homes
Invitation Homes
Phone Number: 352-698-7680

Frequently asked questions about 16366 Grey Pine Dr

  • What income do you need to rent 16366 Grey Pine Dr?
    Most landlords look for monthly gross income of about 3× rent, or roughly $105K per year to rent 16366 Grey Pine Dr in Winter Garden, FL at $2,949/mo.
  • What is the pet policy at 16366 Grey Pine Dr?
    16366 Grey Pine Dr in Winter Garden, FL allows cats and small dogs.
  • How does the rent for 16366 Grey Pine Dr compare to similar 4+ bedroom houses in Winter Garden?
    16366 Grey Pine Dr in Winter Garden, FL rents about 34% below the area average for 4+ bedroom houses in Winter Garden ($4,500/mo).
  • What are the closest schools to 16366 Grey Pine Dr?
    The closest schools to 16366 Grey Pine Dr in Winter Garden, FL are Hamlin Elementary School (rated 10/10), Hamlin Middle School (rated 9/10), Horizon High School (rated 6/10).
  • Does 16366 Grey Pine Dr have a garage?
    Yes, 16366 Grey Pine Dr in Winter Garden, FL has an attached garage.
  • Is there a virtual tour of 16366 Grey Pine Dr?
    Yes, a virtual tour of 16366 Grey Pine Dr in Winter Garden, FL is available.

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
$106,164 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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16366 Grey Pine Dr, Winter Garden, FL is a 4 bedroom, 3 bathroom, 1,913 sqft single-family home. 16366 Grey Pine Dr was listed for rent for $2,949/month on Sep 8, 2026. This property is pet friendly.