644 AUTUMN OAKS LOOP, Winter Garden, FL 34787
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Property image
FOR SALE
3D VIEW

$749,995

Original price: $759,995
  • 5 Beds
  • 3 Baths
  • 3,102 sqft

644 AUTUMN OAKS LOOP, Winter Garden, FL 34787

Est. Mortgage $5,568/mo*
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We estimate this home will sell faster than 92% nearby.

Home Highlights

Single-Family Home
Built in 2005
$242/sqft
2 Car Garage
HOA $146/mo

Local Information

  • Map ViewExplore the area around 644 AUTUMN OAKS LOOP.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Reduced: Nestled in the sought-after golf cart district just minutes from Historic Downtown Winter Garden, this spacious 5-bedroom, 3-bath smart home in Winter Oaks offers the perfect blend of comfort, style, and convenience. A rear-entry garage enhances the home's exceptional curb appeal, while the thoughtfully designed floor plan is ideal for both everyday living and entertaining. The first floor features formal living and dining rooms, a bedroom that also makes an ideal home office, a full bath, a separate laundry room, and a beautifully appointed kitchen with 42-inch cabinetry, granite countertops, stainless steel appliances, and a sunny breakfast area. Upstairs, the private primary suite provides a peaceful retreat with tray ceilings, a private balcony, an oversized walk-in closet, dual vanities, a garden tub, and a separate walk-in shower. Three additional bedrooms complete the second floor. Step outside to enjoy the fenced backyard featuring an expansive screened outdoor living area and a private plunge pool/spa, creating your own backyard oasis. Additional highlights include a new roof, tankless water heater, 16-camera security system, landscape lighting, and optional furnishings, including a baby grand piano. Residents of Winter Oaks enjoy exceptional community amenities, including a resort-style pool, playground, scenic walking trail, tranquil ponds with fountains, and a charming entrance highlighted by a restored historic water tower. Just one mile from the award-winning Winter Garden Farmers Market, Plant Street's popular shops and restaurants, the West Orange Trail, and convenient SR-429 access, this home offers an exceptional opportunity to enjoy one of Central Florida's most desirable lifestyles.
Last check for updates: about 14 hours ago
Listing Provided by: Marc Burke, (407) 394-4628
CONDO METROPOLIS, LLC, (407) 901-5161
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6429028
Also Listed on Stellar MLS.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511
We estimate this home will sell faster than 92% nearby.

Home Details for 644 AUTUMN OAKS LOOP

Interior Features

Interior Details
Number of Rooms: 8Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 3102 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Electricity Connected, Fiber Optics, Natural Gas ConnectedAppliances: Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, WasherDishwasherDisposalDryerLaundry: InsideMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Ceramic Tile
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Ceramic Tile
View
No View

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: CoveredExterior: Balcony, Irrigation SystemFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Alley Access
Pool
Pool: In GroundPool
Frontage
Road Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 21Days on Market: 40

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, Metal Frame, StuccoNot a New ConstructionNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Parcel Number: 222227939700640

Price & Status

Price
List Price: $749,995Price Per Sqft: $242

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: WINTER GARDENCommunity: WINTER OAKS
School Information
Elementary School: Tildenville ElemJr High / Middle School: Lakeview MiddleHigh School: West Orange High

Agent Information

Listing Agent
Listing ID: O6429028

Building

Building Area
Building Area: 3874 Square Feet

Community

Not Senior Community

HOA

HOA Name: Speciality Management CompanyHOA Phone: 407-647-2622Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $146/Monthly

Lot Information

Lot Area: 6600 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, Other

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6429028Showing Advance Notice: 24Showing Considerations: Pet(s) on PremisesShowing Requirements: 24 Hour Notice, Appointment Only, Call Listing AgentUniversal Property Id: US-12095-N-222227939700640-R-N

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 "
    0
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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 ."
    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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    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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  • 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
    Flag
  • 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

Market trends in Winter Garden

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$585K
$1.67KMoM
Sale-to-List Price
98.1%
0.2%MoM
Price per sq ft
$251
$4MoM
Available listings
742
21MoM

Home Value

Trulia Estimate
$733K
Since last month
Increased$17K (+2.4%)
Since last year
Increased$52K (+7.5%)
Since last sale
Increased$126K (+20.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +109% in the last 10 years
MonthEstimated value
2026
September 2026$736K
August 2026$737K
July 2026$719K
June 2026$716K
May 2026$708K
April 2026$711K
March 2026$712K
February 2026$705K
January 2026$694K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
627 AUTUMN OAKS LOOP, Winter Garden, FL
0.05
Single-Family Home
$720,000
01/12/26
5
3
3,000
724 CHASE OAKS COURT, Winter Garden, FL
0.14
Single-Family Home
$715,000
11/19/25
5
3
3,092
638 AUTUMN OAKS LOOP, Winter Garden, FL
0.01
Single-Family Home
$580,000
08/03/26
3
2.5
2,044
337 SUNSET OAKS RD, Winter Garden, FL
0.13
Single-Family Home
$640,000
04/23/26
4
3
2,186
623 BENDING OAK TRAIL, Winter Garden, FL
0.19
Single-Family Home
$530,000
04/03/26
5
2.5
2,234
913 BENDING OAK TRAIL, Winter Garden, FL
0.40
Single-Family Home
$530,000
07/17/26
5
3
2,212
909 BRANDY OAKS LOOP, Winter Garden, FL
0.29
Single-Family Home
$575,000
09/16/25
6
3.5
2,422
832 EAGLE VISTA WAY, Winter Garden, FL
0.41
Single-Family Home
$606,000
12/22/25
4
3
2,409
740 GARDEN WEST TERRACE, Winter Garden, FL
0.24
Single-Family Home
$1,200,000
03/13/26
5
4
2,890

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
662 AUTUMN OAKS LOOP, Winter Garden, FL 34787
0.03
$499,000
3
2.5
1,808
Off Market
638 AUTUMN OAKS LOOP, Winter Garden, FL 34787
0.01
$580,000
3
2.5
2,044
Recently Sold
908 CHAPEL OAKS COURT, Winter Garden, FL 34787
0.06
$433,300
2
2
1,297
Off Market
336 SUNSET OAKS ROAD, Winter Garden, FL 34787
0.11
$502,400
3
2
1,766
Off Market
337 SUNSET OAKS RD, Winter Garden, FL 34787
0.13
$640,000
4
3
2,186
Recently Sold
627 AUTUMN OAKS LOOP, Winter Garden, FL 34787
0.05
$720,000
5
3
3,000
Recently Sold
729 CLIMBING OAKS COURT, Winter Garden, FL 34787
0.11
$538,400
4
2
1,972
Off Market
909 CHAPEL OAKS COURT, Winter Garden, FL 34787
0.09
$598,200
4
3
2,308
Off Market
724 CHASE OAKS COURT, Winter Garden, FL 34787
0.14
$715,000
5
3
3,092
Recently Sold
728 CLIMBING OAKS COURT, Winter Garden, FL 34787
0.12
$563,900
4
2.5
1,980
Off Market
708 CANOPY OAKS COURT, Winter Garden, FL 34787
0.15
$600,800
4
2.5
2,208
Off Market

Price and Tax history

DateEventPrice
Aug 26, 2026
Source: Stellar MLS #O6429028
PriceChange
$749,995
Price decreased by 1%
Aug 14, 2026
Source: Stellar MLS #O6429028
PriceChange
$759,995
Price decreased by 2%
Aug 5, 2026
Source: Stellar MLS #O6429028
Listed For Sale
$775,995
Nov 21, 2022
Source: N/A
Sold
$610,000
Sep 14, 2021
Source: N/A
Sold
$450,000

LGBTQ Local Legal Protections

Marc Burke, CONDO METROPOLIS, LLC, (407) 901-5161
Agent Phone: (407) 394-4628

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Frequently asked questions about 644 AUTUMN OAKS LOOP

  • What is the estimated monthly payment for 644 AUTUMN OAKS LOOP?
    Based on a $749,995 list price with 20% down at today's rates, the estimated monthly payment for 644 AUTUMN OAKS LOOP in Winter Garden, FL is approximately $5,455 (about $4,049 principal & interest, $1,331 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 644 AUTUMN OAKS LOOP compare to homes in Winter Garden?
    644 AUTUMN OAKS LOOP in Winter Garden, FL is listed at $749,995, about 28% above the $585K median sale price in Winter Garden.
  • What do residents say about Winter Garden?
    Residents describe Winter Garden, FL as dog-friendly, pedestrian-friendly, and easy to park in. See homes for sale in Winter Garden, FL.
  • What are the closest schools to 644 AUTUMN OAKS LOOP?
    The closest schools to 644 AUTUMN OAKS LOOP in Winter Garden, FL are Lakeview Middle School (rated 4/10), Tildenville Elementary School (Pre-K, rated 9/10), West Orange High School (rated 7/10).
  • Does 644 AUTUMN OAKS LOOP have air conditioning?
    Yes, 644 AUTUMN OAKS LOOP in Winter Garden, FL has air conditioning.
  • Does 644 AUTUMN OAKS LOOP have a pool?
    Yes, 644 AUTUMN OAKS LOOP in Winter Garden, FL has a pool.
644 AUTUMN OAKS LOOP, Winter Garden, FL 34787 is a 5 bedroom, 3 bathroom, 3,102 sqft single-family home built in 2005. This property is currently available for sale and was listed by Stellar MLS on Aug 5, 2026. The MLS # for this home is MLS# O6429028.