


$775,995
644 Autumn Oaks Loop
Winter Garden, FL 34787
Listing updated: August 5, 2026 at 3:09 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveAug 5, 2026
- Listed$775,995Aug 5, 2026
- Price increased$775,995
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Winter Oaks
- County
- Orange
- Year built
- 2005
- Living area
- 3,102 sq ft
- Price/sq ft
- $250
- Building area
- 3,874 sq ft (Public Records)
- Lot size
- 6,600 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0215H)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $8,987 (2025)
- Parcel #
- 22-22-27-9397-00-640
- Zoning
- PUD
- MLS #
- O6429028
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Interior Details
- Bedrooms
- 5
- Full bathrooms
- 3
- Flooring
- Ceramic Tile
- Appliances
- Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer
- Interior features
- Ceiling Fans(s), Open Floorplan, Smart Home, Walk-In Closet(s), Window Treatments
- Laundry
- Inside
- Stories / Levels
- Two
- Direction faces
- South
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Alley Access
HOA & Financial
- HOA fee
- $146 / Monthly
- Monthly HOA
- $146/mo
- Total monthly fees
- $146/mo
- Total annual fees
- $1,752
- HOA name
- Speciality Management Company
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 6 Months
- Listing terms
- Cash, Conventional, Other
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- Balcony
- Construction materials
- Block, Metal Frame, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Electricity Connected, Fiber Optics, Natural Gas Connected
Community
- Pets allowed
- Cats OK, Dogs OK
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | 16x12 |
| Dining Room | First | 12x12 |
| Bedroom 4 | Second | 12x11 |
| Bedroom 3 | Second | 14x12 |
| Bedroom 2 | First | 12x12 |
| Primary Bedroom | Second | 22x15 |
| Bedroom 5 | First | 12x12 |
| Living Room | First | 15x25 |
Listing Details
- Listing date
- 2026-08-03
- On market date
- 2026-08-05
- Original list price
- $775,995
- Occupant type
- Owner
- MLS area
- 34787 - Winter Garden/Oakland
- Listing AOR
- Orlando Regional
- Status changed
- 2026-08-05
- Tax legal description
- WINTER OAKS 53/118 LOT 64
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From downtown Orlando: Take FL-408 West. Merge onto FL-429 North toward Apopka. Take Exit 24 for Plant Street (FL-438) toward Winter Garden. Turn left (west) onto Plant Street and continue through downtown Winter Garden for about 2 miles. Turn right onto Sunset Oaks Road (entrance to the Winter Oaks community). Turn right onto Autumn Oaks Loop. Continue on Autumn Oaks Loop to 644 Autumn Oaks Loop, which will be on your right.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of August 5, 2026 at 3:09 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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