16396 Grey Pine Dr, Winter Garden, FL 34787
OFF MARKET

16396 Grey Pine Dr
Winter Garden, FL 34787

  • 5 Beds
  • 3 Baths
  • 2,231 sqft

$616,900

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $4,276/mo*
Refinance Your Home

$616,900

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $4,276/mo*
Refinance Your Home
5 Beds
3 Baths
2,231 sqft

Local Information

Map showing home location
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-- mins to
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Description

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 $3267.90, which includes base rent and required services. Base rent varies based on selected lease term. Apply for select homes by 7/25 to get your first month of base rent free. *For a detailed price breakdown, please refer to each listing.

This home is part of Silverleaf Oaks, a thoughtfully planned community. Learn More about what Silverleaf Oaks has to offer.

Silverleaf Oaks features newly built 3 to 5-bedroom, 2.5 to 3-bathroom homes with three thoughtfully designed floor plans. Located just outside Orlando, this community blends modern living with unmatched convenience. Each home offers Smart Home technology, granite countertops and 2-car garages, combining style and functionality. Residents enjoy easy access to nearby retailers, scenic trails and public lagoons in Winter Garden. Silverleaf Oaks offers the perfect balance of comfort, location and value.

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, Garage, Granite Countertops, Long Lease Terms, New Construction, Pet Friendly, Smart Home, W/D Hookups, and professionally managed by Invitation Homes.

 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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from July 03, 2025
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Home Highlights

Parking
Attached Garage
Outdoor
No Info
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HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 16396 Grey Pine Dr

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For DetailsAvailable: now

Exterior Features

Parking & Garage
Parking: Attached, On Site

Price History for 16396 Grey Pine Dr

DatePriceEventSource
06/28/2025$3,170ListingRemovedZillow Rentals
06/25/2025$3,170PriceChange
Zillow Rentals
05/07/2025$3,310Listed For RentZillow Rentals
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Comparable Sales for 16396 Grey Pine Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6505 Breeze Filled Ln, Winter Garden, FL
0.10
Single-Family Home
$570,000
07/25/25
4
2.5
1,913
16354 Grey Pine Dr, Winter Garden, FL
0.05
Single-Family Home
$535,990
05/28/25
3
2.5
1,628
6436 Tabebuia Pkwy, Winter Garden, FL
0.14
Single-Family Home
$609,290
07/22/25
3
2.5
1,896
16347 Bright Leaf Rd, Winter Garden, FL
0.28
Single-Family Home
$816,250
12/22/25
5
3
2,922
17010 Hamlin Oasis Loop, Winter Garden, FL
0.36
Single-Family Home
$550,000
07/18/25
4
3
2,083
16311 Bright Leaf Rd, Winter Garden, FL
0.22
Single-Family Home
$1,058,290
07/07/25
5
3.5
3,643
16520 Silver Brook Way, Winter Garden, FL
0.38
Single-Family Home
$545,000
10/20/25
4
2.5
2,114
16508 Silver Brook Way, Winter Garden, FL
0.40
Single-Family Home
$510,000
11/14/25
4
2.5
2,114
5133 Citrus Leaf Blvd, Winter Garden, FL
0.32
Single-Family Home
$900,000
09/30/25
5
3.5
2,943
5313 Citrus Leaf Blvd, Winter Garden, FL
0.46
Single-Family Home
$657,000
08/12/25
4
3
2,080

Nearby homes

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Assigned Schools

These are the assigned schools for 16396 Grey Pine 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.

What Locals Say about Winter Garden

At least 510 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

  • 60 % 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.
  • 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 ."
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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 "
    0
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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
    Flag
  • 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! "
    0
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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"
    0
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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
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  • Dawnddavidson1
    "Great little town if you live in the north side near old Winter Garden. Quaint small town feel with plenty to do. Surrounding area is overdeveloped like everywhere in central Florida. Schools could be better. Real estate is inflated, but the town is desirable. Everything you need is close; no need to go to Orlando for much. "
    0
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  • 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
    Flag
  • 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
    Flag
  • Jason M.
    "We see people walk their dogs all the time. The neighborhood has dog stations for easy to dispose of waste. "
    0
    Flag
  • 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. "
    0
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  • John D. H.
    "average, plenty of bus access, no major traffic issues. normal boring vanilla winter garden. lahdeedah"
    0
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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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  • Tony S.
    "I work 8 miles from my home. I am fortunate to live near my work. Disney is a huge employer in the area."
    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
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16396 Grey Pine Dr, Winter Garden, FL 34787 is a 5 bedroom, 3 bathroom, 2,231 sqft single-family home. This property is not currently available for sale. The current Trulia Estimate for 16396 Grey Pine Dr is $616,900.