927 Shadowmoss Dr, Winter Garden, FL 34787
Property image
Property image
OFF MARKET

$599,000

Trulia Estimate
as of Sep 8, 2026
  • 5 Beds
  • 3 Baths
  • 2,544 sqft

927 Shadowmoss Dr, Winter Garden, FL 34787

Home Highlights

Single-Family Home
2,544 sqft
$235/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 927 Shadowmoss Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

This home has a modern suburban style with a warm olive-green exterior and white accents that highlight its architectural details. It has a prominent three-car garage with matching green doors framed in white, giving it a cohesive look. The house is set on a well-maintained lawn with tropical landscaping, including palm trees that give it a coastal vibe. The roof has a simple, sloped design, adding to the house's streamlined appearance. The arched entrance and decorative molding add a touch of elegance, making this home inviting and stylish. In this bright and inviting home featuring a warm blend of modern finishes and natural light throughout. The spacious living area showcases beautiful reddish-brown wood laminate flooring and large windows that fill the space with sunshine, along with sliding glass doors that open to the backyard perfect for indoor-outdoor living. Each bedroom offers light oak-style flooring, crisp white walls, and generous natural light, creating a clean and calming atmosphere ideal for rest or work. The bathroom is designed for functionality and comfort, featuring classic tiled floors, a full bathtub with a shower, and a sleek single-sink vanity. With its airy layout, neutral color palette, and welcoming feel, this home provides the perfect blank canvas to make your own. The near by schools Lake Whitney Elementary School, SunRidge Middle School, West Orange High School is where your kids would likely zone to. Great convenience for you and your kids. It is also Conveniently located near the winter garden Village shopping Plaza and not a far drive from the Disney theme parks. A community swimming pool near by and a advent health clinic just in case in any emergency. Anything that you could ever need is surrounded by this property.

There will be NO SMOKING ALLOWED
927 Shadowmoss Dr, Winter Garden, FL 34787 is a 5 bedroom, 3 bathroom, 2,544 sqft single-family home. It last sold for $248,100 on Dec 21, 2004 (8,170% above the $3,000 asking price). More recently, it was listed as a rental in December 2025 with an asking price of $3,200 per month. That rental listing was removed on February 18, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $599,000, with a rent estimate of $3,469/month.

Home Details for 927 Shadowmoss Dr

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Year

Interior Features

Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central Air, Wall Unit, Window Unit
Levels, Entrance, & Accessibility
Floors: Hardwood, Tile

Exterior Features

Parking & Garage
Parking: Attached, On Site

Comparable Sales for 927 Shadowmoss Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
638 ENGLISH LAKE DRIVE, Winter Garden, FL
0.29
Single-Family Home
$925,000
07/23/26
5
3.5
3,708 sqft
12456 WESTFIELD LAKES CIRCLE, Winter Garden, FL
0.58
Single-Family Home
$544,000
04/15/26
4
3
2,180 sqft
12444 WESTFIELD LAKES CIRCLE, Winter Garden, FL
0.56
Single-Family Home
$599,900
06/27/26
4
3
2,180 sqft
1125 ENGLISH GARDEN LANE, Winter Garden, FL
0.43
Single-Family Home
$755,000
10/07/25
5
3.5
3,663 sqft
12612 DALLINGTON TERRACE, Winter Garden, FL
0.59
Single-Family Home
$690,000
02/02/26
4
3
2,630 sqft
312 ENGLISH LAKE DRIVE, Winter Garden, FL
0.54
Single-Family Home
$875,000
12/03/25
4
3
2,833 sqft
1061 SPRING MILL DRIVE, Winter Garden, FL
0.57
Single-Family Home
$800,000
02/02/26
5
3
3,502 sqft
330 ENGLISH LAKE DRIVE, Winter Garden, FL
0.51
Single-Family Home
$1,000,000
08/13/26
4
3
3,047 sqft
12529 DALLINGTON TERRACE, Winter Garden, FL
0.50
Single-Family Home
$850,000
06/29/26
5
3.5
3,519 sqft
12463 WESTFIELD LAKES CIRCLE, Winter Garden, FL
0.56
Single-Family Home
$935,000
05/28/26
4
3
3,021 sqft

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Rental Market Trends in Winter Garden

Last updated Sep 2026
Trulia Rent Estimate$3,469/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."
    0
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  • 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
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  • 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
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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."
    0
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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. "
    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
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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"
    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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  • 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
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  • 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. "
    0
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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
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  • 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
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  • 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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LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Feb 18, 2026
Source: Stellar MLS #S5140417
ListingRemoved
$2,850
Feb 9, 2026
Source: Stellar MLS #S5140417
PriceChange
$2,850
Price decreased by 5%
Jan 15, 2026
Source: Stellar MLS #S5140417
PriceChange
$3,000
Price decreased by 6%
Dec 19, 2025
Source: Stellar MLS #S5140417
Listed For Rent
$3,200
Dec 19, 2025
Source: Zillow Rentals
ListingRemoved
$3,000

Frequently asked questions about 927 Shadowmoss Dr

  • What is 927 Shadowmoss Dr estimated to be worth?
    Trulia's estimated value for 927 Shadowmoss Dr in Winter Garden, FL is $599,000.
  • What is the price history for 927 Shadowmoss Dr?
    927 Shadowmoss Dr in Winter Garden, FL last sold for $248,100 in December 2004.
  • Is Winter Garden a buyer's or seller's market?
    Winter Garden is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winter Garden?
    The median sale price in Winter Garden is $583K. That is down $3.33K from the prior month.
  • Does 927 Shadowmoss Dr have air conditioning?
    Yes, 927 Shadowmoss Dr in Winter Garden, FL has air conditioning.
  • Does 927 Shadowmoss Dr have laundry facilities?
    Yes, 927 Shadowmoss Dr in Winter Garden, FL has in-unit laundry.

Homes for rent near 927 Shadowmoss Dr

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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
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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