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Overview

5 bd3 ba3,102 sqft2 car garageSingle Family
TypeSingle Family
HOA$146/mo
Built2005
Lot6,600 sqft
Living area3,102 sqft
Price / sqft$242
Garage2 car

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About this home

Ceiling Fans(s)Open FloorplanSmart HomeWalk-in Closet(s)Window TreatmentsBalconyCooktopDishwasher

644 Autumn Oaks Loop is a 2005-built home in Winter Oaks, Winter Garden. Inside you'll find 5 bedrooms, 3 bathrooms, and 3,102 square feet of living space. Listed at $749,995 (about $242/sqft), 58 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $146 monthly.

From the listing

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.

The essentials

Built
2005
Price / sqft
$242
On market
68 days
Annual tax
$8,987
HOA
$146/mo
Flood zone
X · Low risk
Lot
6,600 sqft
Type
Single Family Residence

At a glance

Single family
Built 2005
Private pool
In Ground
2 car garage
Alley Access
6,600 sqft lot
Lot size
3,102 sqft
Living area

Payment

Est. monthly payment
$5,182/mo
Down payment (20%)
$149,999
Property taxes
$749/mo
HOA
$146/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
2005
Lot
6,600 sqft
Cooling
Central Air
Heating
Central
Parking
Alley Access
Pool
In Ground
Days on Market
68
Ceiling Fans(s)
Open Floorplan
Smart Home
Walk-in Closet(s)
Window Treatments
Balcony
Cooktop
Dishwasher
Disposal
Dryer
Gas Water Heater
Ice Maker
Microwave
Refrigerator
Tankless Water Heater
Washer
Elementary
Tildenville Elem
Middle
Lakeview Middle
High
West Orange High

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on file Flood Zone X
Annual Tax (2025)
$8,987
Parcel #
22-22-27-9397-00-640

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Winter Oaks
County
Orange
MLS Area
34787 - Winter Garden/Oakland
Lot Size
6,600 sqft
HOA
$146/mo
Speciality Management Company

Price history

Date
Event
Price
8/26/2026
Price change
Source: Stellar MLS #O6429028
$749,995-1.3%
$242/sqft
-
Price change
Source: Stellar MLS #O6429028
$759,995-2.1%
$245/sqft
8/3/2026
Listed for sale
Source: Stellar MLS #O6429028
$775,995
$250/sqft

Neighborhood

644 Autumn Oaks Loop
Winter Garden, FL, 34787 · 34787 - Winter Garden/Oakland

Market insights

Offer Insights

Choose an offer strength

List price: $749,995
$745,000 – $749,995
99.5% – 100% of listTops out right at the list price
80% of listList price
222 of the last 443 home closings in 34787 landed at this number or higher (50%). The median one sat 22 days before it went under contract, and this one is on day 68 after a $26,000 cut.

Sample: 443 closed home sales in 34787 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$5,181/mo
Principal & interest$3,912
Property taxes$749
Insurance$375
HOA$146
Down payment20% · $149,999
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA is the fee reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$749,995

$242 per sq ft

Beds and baths

5 beds, 3 baths

Size

3,102 sq ft

Time on market

68 days

Year built

2005

Monthly payment

About $5,182/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $8,987 annual tax bill, insurance, and the $146/mo HOA fee.

HOA fee

$146/mo

Managed by Speciality Management Company.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byCONDO METROPOLIS, LLCListing agent: Marc BurkeListing data from Stellar MLS, MLS# O6429028.

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