$799,900
1808 Wingfield Drive
Longwood, FL 32779
Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Garage spaces
Flood zone
About this home
Tucked away beneath a canopy of mature trees on an expansive homesite in one of Longwood's most established communities, this custom pool home offers a rare combination of privacy, character, and space. From the moment you arrive, the circular driveway, natural setting, and distinctive architecture create a memorable first impression. Inside, soaring wood-beamed ceilings, extensive hardwood flooring, and dramatic floor-to-ceiling stone fireplaces add warmth and architectural interest throughout the home. The spacious living areas are filled with natural light and designed for both everyday living and entertaining, with multiple gathering spaces and walls of glass overlooking the screened pool and lush backyard. The kitchen features abundant cabinetry, generous workspace, granite countertops, a center island, and a functional layout that flows seamlessly into the surrounding living areas. The primary suite offers a private retreat complete with a spa-inspired bath, oversized walk-in shower, soaking tub, and tranquil outdoor views. Step outside to enjoy the screened pool enclosure, expansive paver deck, and beautifully landscaped surroundings. The oversized lot provides exceptional privacy while still offering plenty of room to enjoy the outdoors. Conveniently located, this home offers easy access to Interstate 4, SR 434, shopping, dining, golf courses, and everyday conveniences. Residents enjoy proximity to popular destinations including Wekiwa Springs State Park, Cranes Roost Park, Altamonte Mall, and the shops and restaurants of Lake Mary. A unique opportunity to own a distinctive property with timeless architectural details, generous living spaces, and an exceptional Longwood location.
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 history1 days on market
- Status: ActiveMay 29, 2026
- Listed$799,900May 29, 2026
- Price increased$799,900
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 1
- Subdivision
- Wingfield Reserve Ph 1
- County
- Seminole
- Year built
- 1984
- Living area
- 4,440 sq ft
- Price/sq ft
- $180
- Building area
- 5,698 sq ft (Public Records)
- Lot size
- 46,323 sq ft
- Lot category
- 1 to less than 2
- Flood zone
- X (12117C0135F)
- Garage
- 3 spaces
- Pool
- Private pool
- Annual taxes
- $11,518 (2025)
- Parcel #
- 26-20-29-508-0000-0540
- Zoning
- A-1
- MLS #
- O6411497
Interior Details
- Bedrooms
- 4
- Full bathrooms
- 3
- Half bathrooms
- 1
- Flooring
- Carpet, Ceramic Tile, Wood
- Appliances
- Other
- Interior features
- High Ceilings, Primary Bedroom Main Floor, Walk-In Closet(s)
- Laundry
- Inside, Laundry Room
- Stories / Levels
- One
- Direction faces
- South
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 3
- Attached garage
- Yes
- Parking features
- Driveway
HOA & Financial
- HOA fee
- $623 / Semi-Annually
- Monthly HOA
- $104/mo
- Total monthly fees
- $104/mo
- Total annual fees
- $1,246
- HOA name
- Sentry Management
- CDD
- No
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Buyer to verify any lease restrictions
Exterior & Construction
- Exterior features
- Sidewalk, Sliding Doors
- Construction materials
- Brick, Stucco, Wood Siding
- Roof
- Tile
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Paved
Utilities
- Sewer
- Septic Tank
- Water source
- Public
- Utilities
- Private, Public
Community
- Pets allowed
- Yes
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | |
| Kitchen | First | |
| Primary Bedroom | First |
Listing Details
- Listing date
- 2026-05-28
- On market date
- 2026-05-29
- Original list price
- $799,900
- Occupant type
- Vacant
- MLS area
- 32779 - Longwood/Wekiva Springs
- Listing AOR
- Orlando Regional
- Status changed
- 2026-05-29
- Tax legal description
- LOT 54 WINGFIELD RESERVE PHASE 1 PB 24 PGS 79 & 80
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
Head east on E.E. Williamson Road. Turn left onto Wingfield Drive. Continue on Wingfield Drive through the community. The home will be on your left-hand side.
More homes like this
$899,000
1837 Wingfield Dr
Longwood, FL 32779
4 bd · 4 ba · 2,981 sqft
Wingfield Reserve Ph 1
MLS# O6398952
$1,400,000
1700 Alvarado Ct
Longwood, FL 32779
5 bd · 6 ba · 6,348 sqft
Wingfield Reserve Ph 1
MLS# O6385125
$525,000
273 Lake Griffin Cir
Casselberry, FL 32707
3 bd · 2 ba · 1,292 sqft
Lake Ellen Add To Casselberry
MLS# TB8502090
$575,000
209 Porchester Dr
Sanford, FL 32771
5 bd · 3 ba · 2,533 sqft
Kays Landing Ph 1
MLS# O6412526
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 May 30, 2026 at 6:52 AM 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.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA