Under contract-accepting backup offers. 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.
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.
Property Details
Price:
$799,900
MLS #:
O6411497
Status:
Active Under Contract
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINGFIELD RESERVE PH 1
Neighborhood:
32779longwoodwekivasprings
Listed Date:
May 29, 2026
Finished Sq Ft:
4,440
Total Sq Ft:
5,698
Lot Size:
46,323 sqft / 1.06 acres (approx)
Year Built:
1984
See this Listing
Schools
Interior
Appliances
Other
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Ceramic Tile, Hardwood
Heating
Central
Interior Features
High Ceilings, Primary Bedroom Main Floor, Walk-In Closet(s)
Laundry Features
Inside, Laundry Room
Levels
One
Exterior
Attached Garage YN
1
Construction Materials
Brick, Stucco, Wood Siding
Covered Spaces
3
Direction Faces
South
Exterior Features
Sidewalk, Sliding Doors
Garage Spaces
3
Open Parking YN
1
Parking Features
Driveway
Roof
Tile
Spa Features
Above Ground
Financial
HOA Fee
$623
HOA Fee Frequency
Semi-Annually
HOA Name
Sentry Management
HOA Phone
4077886700
Tax Year
2025
Taxes
$11,518
Map
Community
- Address1808 WINGFIELD DRIVE LONGWOOD FL
- SubdivisionWINGFIELD RESERVE PH 1
- CityLONGWOOD
- CountySeminole
- Zip Code32779
Subdivisions in LONGWOOD
- ACREAGE & UNREC
- ALAQUA LAKES
- ALAQUA LAKES PH 5
- ALAQUA LAKES PH 5B
- ALAQUA PH 3
- BEASON SUB
- BELLA VISTA
- BRADLEYS ADD
- BRANTLEY COVE
- BRANTLEY COVE NORTH
- BRANTLEY HALL ESTATES
- BRANTLEY HARBOR
- CAMBRIDGE SQUARE A CONDO
- CASALUNA TOWNHOMES
- CENTRAL PARK
- CIARA CREEK EXECUTIVE CENTRE
- CLUBSIDE AT SABAL POINT A CONDO
- COLONY THE
- COLUMBUS HARBOR
- COR JESU
- CROWN OAKS
- CROWN OAKS 1ST ADD
- CROWN POINT BY THE SPGS
- CRYSTAL CREEK UNIT 1
- CUTLER COVE
- CYPRESS LANDING AT SABAL POINT
- DANBURY MILL UNIT 1
- DANBURY MILL UNIT 4
- DES PINAR ACRES
- DEVONSHIRE
- DUNN LEGACY
- ENTZMINGERS ADD NO 1
- FAIRWAY VILLAS
- FARMERS ADD
- FOREST OAKS VILLAGE
- FOREST PARK ESTATES
- FOREST SLOPES-505
- GLENROSE LEA
- GOVERNORS POINT PH 1
- GOVERNORS POINT PH 2
- GOVERNORS POINT PH 3 SEC 1
- GOVERNORS POINT PH 3 SEC 2
- GRANDVIEW AT LAKE WILDMERE
- GROVE ESTATES
- HANOVER POINTE REP – REP
- HANOVER POINTE REPLAT – REPLAT
- HENSONS ACRES
- HIDDEN COVE
- HIDDEN OAK ESTATES
- HIGHCROFT POINTE TWNHMS
- HIGHLAND ESTATES
- HOPKINS ESTATES
- IRENDALE
- JENNIFER ESTATES
- KNOLLWOOD 3RD ADD AMD
- LAKE BRANTLEY CLUB PH 2
- LAKE BRANTLEY ISLES 2ND ADD
- LAKE BRANTLEY ISLES AMD
- LAKE BRANTLEY TERRACE
- LAKE SEARCY SHORES
- LAKE WAYMAN HEIGHTS
- LAKE WAYMAN HEIGHTS HWY ADD
- LAKE WAYMAN HEIGHTS LAKE ADD
- LAKEWOOD POINTE OFFICE PARK A LAND SITE CONDO
- LLOYDS TERRACE
- LONGDALE
- LONGWOOD
- LONGWOOD GREEN REP
- LONGWOOD HILLS
- LONGWOOD NORTH
- LONGWOOD PARK
- LONGWOOD PLANTATION
- LONGWOOD SQUARE
- MANDARIN SEC 5
- MANDARIN SEC 7
- MARKHAM MEADOWS
- MARKHAM PLACE
- MEADOW RIDGE
- MEADOWLANDS
- MEADOWRIDGE ESTATES
- MEREDITH MANOR GOLF VIEW ESTATES SEC
- MOLNARS ADD TO LONGWOOD
- MONTEREY NORTH
- MONTEREY SOUTH
- MOORINGS THE
- NELSON COURT
- NORTH COVE
- NORTHRIDGE
- PALM SPGS SUB
- PINE VIEW
- RANDS ADD TO LONGWOOD
- RAVENSBROOK
- RESERVE AT ALAQUA
- RESERVE AT LAKE WILDMERE – PH 1
- RESIDENCES AT SABAL POINT A CONDO
- RESIDENCES AT SABAL POINT A CONDOMINIUM
- RETREAT AT LAKE BRANTLEY
- SABAL POINT AMD
- SABAL POINT AT SABAL GREEN
- SABAL POINT SABAL CREEK AT
- SABAL POINT SABAL GLEN AT
- SABAL POINT SABAL TRAIL AT
- SABAL POINT SABAL VIEW AT
- SABAL POINT TIMBER RIDGE AT UNIT 1
- SABAL VIEW
- SAN MARCO VILLAS A CONDO
- SANDALWOOD
- SANDY LANE RESERVE PH 2
- SANLANDO SPGS
- SHADOW HILL
- SHADOWBAY UNIT 1
- SKY LARK UNIT 2 REP
- SLEEPY HOLLOW 1ST ADD
- SPREADING OAK VILLAGE REV BLK B
- SPRING HAMMOCK
- SPRINGS GLENWOOD VILLAGE SEC 1 REV THE
- SPRINGS LANDING THE ESTATES AT
- SPRINGS THE DEERWOOD ESTATES
- SPRINGS WHISPERING PINES SEC 1
- SPRINGS WHISPERING PINES SEC 2
- SPRINGWOOD VILLAGE
- SWEETWATER CLUB ESTATES
- SWEETWATER CLUB UN 1-A
- SWEETWATER CLUB UNIT 1
- SWEETWATER CLUB UNIT 1-A
- SWEETWATER CLUB UNIT 1B
- SWEETWATER CLUB UNIT 3
- SWEETWATER CLUB UNIT 4
- SWEETWATER CLUB UNIT 7
- SWEETWATER COVE
- SWEETWATER OAKS
- SWEETWATER OAKS SEC 02
- SWEETWATER OAKS SEC 03
- SWEETWATER OAKS SEC 04
- SWEETWATER OAKS SEC 05
- SWEETWATER OAKS SEC 06
- SWEETWATER OAKS SEC 07
- SWEETWATER OAKS SEC 13
- SWEETWATER OAKS SEC 18
- SWEETWATER SPGS
- TERRA OAKS
- THE SPGS GLENWOOD VILLAGE SEC 2
- THE SPRINGS
- THE SPRINGS GLENWOOD VILLAGE SEC 2
- TIBERON COVE
- TIBERON HILLS PH 3
- WEKIVA CLUB ESTATES SEC 06
- WEKIVA CLUB ESTATES SEC 08
- WEKIVA COVE PH 1
- WEKIVA HILLS SEC 02
- WEKIVA HILLS SEC 08
- WEKIVA HILLS SEC 09
- WEKIVA HUNT CLUB
- WEKIVA HUNT CLUB 1 FOX HUNT SEC 1
- WEKIVA HUNT CLUB 2 FOX HUNT SEC 2
- WEKIVA HUNT CLUB 3 FOX HUNT SEC 3
- WEKIVA HUNT CLUB CONDO
- WEKIVA LANDINGS
- WEKIVA VILLAS CONDO
- WEKIVA VILLAS ON THE GREEN 2
- WEST BRANTLEY LAKE ROAD HEIGHTS
- WEST WILDMERE
- WESTLAKE MANOR UNIT 2B
- WHISPERING WINDS
- WILDMERE
- WILDMERE AMD
- WILDMERE RESURVEY OF BLK 4
- WINDSOR AT SABAL WALK A CONDO
- WINDTREE WEST
- WINDTREE WEST UNIT 2
- WINGFIELD NORTH 2
- WINGFIELD RESERVE
- WINGFIELD RESERVE PH 1
- WINGFIELD RESERVE PH 3
- WINSOR MANOR 1ST ADD
- WOODLANDS
- WOODLANDS SEC 2
- WOODLANDS SEC 3
- WOODLANDS SEC 4
Market Summary
Current real estate data for Single Family in LONGWOOD as of Sep 10, 2026
171
Single Family Listed
78
Avg DOM
281
Avg $ / SqFt
$860,851
Avg List Price
Property Summary
- Located in the WINGFIELD RESERVE PH 1 subdivision, 1808 WINGFIELD DRIVE LONGWOOD FL is a Single Family for sale in LONGWOOD, FL, 32779. It is listed for $799,900 and features 4 beds, 4 baths, and has approximately 4,440 square feet of living space, and was originally constructed in 1984. The current price per square foot is $180. The average price per square foot for Single Family listings in LONGWOOD is $281. The average listing price for Single Family in LONGWOOD is $860,851. To schedule a showing of MLS#o6411497 at 1808 WINGFIELD DRIVE in LONGWOOD, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of ACME REAL ESTATE FLORIDA LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1808 WINGFIELD DRIVE
LONGWOOD, FL
