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Active · Single Family

644 AUTUMN OAKS LOOP

WINTER GARDEN, FL 34787

Beds
5 beds
Baths
3 baths
Area
2,876 sqft
Single FamilyBuilt 20056,600 sqft lot2-car garageCentralCentral AirPool$270/sqft2 days on market

About this home

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.

Facts & features

Interior

Bedrooms
5
Bathrooms
3
Living area
2,876 sqft
Heating
Central
Cooling
Central Air
Flooring
Ceramic Tile
Stories
2
Features
Ceiling Fans(s), Open Floorplan, Smart Home, Walk-In Closet(s), Window Treatments
Appliances
Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker…

Exterior & lot

Lot size
6,600 sqft (0.15 ac)
Pool
Yes
Roof
Shingle
Construction
Block, Metal Frame, Stucco
Exterior
Balcony

Parking

Garage
2 spaces

Financial

HOA dues
$146 / monthly
Annual tax
$8,987 (2025)
Price / sqft
$270/sqft

Utilities

Water
Public
Sewer
Public Sewer
Utilities
BB/HS Internet Available, Electricity Connected, Fiber Optics, Natural Gas Connected

Property

Property type
Single Family
Year built
2005
Subdivision
WINTER OAKS
County
Orange

Assigned schools

Elementary
Tildenville Elem
Middle
Lakeview Middle
High
West Orange High

Listing

Status
Active
Days on market
Today
MLS #
MFR801266562
Source
Stellar MLS

Listed by Marcus Burke · CONDO METROPOLIS, LLC

Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.

RRENA ValiQRENA ValiQ is an estimated value, blended from public sale comps, neighbourhood trend and this listing’s own metrics. It is a reference, not a guaranteed or asking price. The final number moves on diligence, terms and timing.Estimate

Sample estimate — not an appraisal

$832k
+7.2% vs asking
$785k low$879k high

Based on 18 comparable sales within 2 miles of WINTER GARDEN, FL, this home is priced under RENA ValiQ.

Reference only. Estimates blend public sale comps, neighbourhood trend and the listing’s own metrics. Final price moves on diligence, terms and timing — RENA is your second read, not your agent.

Estimate your monthly cost

PITI + HOA
Estimated monthly payment$5,252/mo
Principal & interest
$4,130/mo
Property tax
$776/mo
Home insurance
$200/mo
HOA dues
$146/mo

Tax, insurance and HOA are editable estimates with Florida-typical defaults — Florida homeowners insurance in particular varies widely by location and elevation. Confirm exact figures with a lender and insurer.

Ask about this property

Answered from this listing’s own figures and the sales around it.

Price historySample data

Reference timeline for $775,995. Live MLS history swaps in with the Stellar feed.

DateEventPriceChange
2026-08Listing updated$775,995
2026-04Price changed$775,995−$38,800
2026-02Listed$814,795

NeighbourhoodSample data

Reference scores for WINTER GARDEN, FL. Schools, mobility and amenities feed live data once the dedicated provider connection lands.

Walk Score
50/ 100
Somewhat walkable
Transit Score
30/ 100
Some transit
Bike Score
80/ 100
Very bikeable
Elementary school
6/ 10
Above average
Middle school
6/ 10
Above average
High school
9/ 10
Top-rated

Location

Frequently asked questions

What would 644 AUTUMN OAKS LOOP, WINTER GARDEN cost per month?

About $5,207 a month: $3,924 principal and interest, $749 property tax, $388 insurance, $146 HOA. That assumes 20% down at 6.5% over 30 years.

Is 644 AUTUMN OAKS LOOP, WINTER GARDEN priced fairly?

Comparable sales nearby put it between $1,003,005 and $1,153,995, with $1,078,500 in the middle. That is from 8 properties of the same type and size within three miles, at a median of $375 a square foot.

How does 644 AUTUMN OAKS LOOP, WINTER GARDEN compare to nearby homes?

8 comparable properties within three miles. The nearest: 921 BENDING OAK TRAIL, WINTER GARDEN, FL at $529,900, 2,517 sq ft, 0.41 miles away; 650 MEDORA WAY, WINTER GARDEN, FL at $1,157,190, 2,902 sq ft, 0.62 miles away; 611 SIGLER DRIVE, WINTER GARDEN, FL at $899,760, 2,432 sq ft, 0.63 miles away.

How long has 644 AUTUMN OAKS LOOP, WINTER GARDEN been on the market?

It came on the market today.

Has the price of 644 AUTUMN OAKS LOOP, WINTER GARDEN changed?

The price has not moved since it was listed.

How big is 644 AUTUMN OAKS LOOP, WINTER GARDEN?

5 bed, 3 bath, 2,876 square feet. That is $270 a square foot.

What year was 644 AUTUMN OAKS LOOP, WINTER GARDEN built?

Built in 2005.

What is the HOA fee at 644 AUTUMN OAKS LOOP, WINTER GARDEN?

The association fee works out to $146 a month.

What are the property taxes at 644 AUTUMN OAKS LOOP, WINTER GARDEN?

Property tax works out to about $749 a month, $8,987 a year.

Is 644 AUTUMN OAKS LOOP, WINTER GARDEN still available?

It is still on the market.

Similar homes nearby

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