Welcome to this hidden gem situated on a premium 3.29 ACRE LOT in one of Central Florida’s premier EQUESTRIAN estate community with a LOW HOA – Pickett Downs. This 5 BEDROOM, 3.5 BATH POOL HOME, combines modern comfort with country charm, offering a tranquil setting for those looking for a slice of country living. With 3,903 heated SF, a 2 CAR SIDE-LOAD GARAGE and plenty of storage space, this spacious two-story layout is designed for both comfortable living and easy entertaining.
Volume ceilings and an abundance of natural light enhance the home’s inviting atmosphere, while the split-bedroom layout provides privacy and functionality.
Generous living spaces include a formal dining room, a welcoming family room centered around a wood-burning fireplace, and a versatile bonus room ideal as a home office, media room, game room, or lounge. Completing this remarkable property is a detached block shed and an impressive list of updates that make this home truly MOVE-IN READY – 2020 ROOF; 2 A/C units with UV Lights 2021 & 2022; 2 Hot Water Heaters 2020; Windows by Andersen 2021; Diamond Bright Pool Resurfacing 2016; Pool Deck Refinishing 2024; Pool Pump 2026, Garage Door 2025, Refrigerator, Stove and Microwave 2026; Dishwasher 2023; Exterior painting 2020; carpet, ceiling fans, garage lights 2026; primary bedroom deck railing replacement 2023. The property has also been maintained with several service agreements and added peace-of-mind features. Radon testing was completed in 2023 with results well below actionable limits. The well and water softener equipment are under a quarterly service and maintenance agreement with KLR Well Drilling, the A/C units are under a maintenance agreement with American Air & Heat, and pest control plus a transferable termite bond are in place with Turner Pest Control
The spacious primary suite serves as a private retreat, featuring two custom walk-in closets, direct access to a balcony, and an en-suite bath complete with dual sinks, a soaking tub, and a walk-in shower. Four additional generously sized bedrooms provide plenty of comfort and privacy for family members and guests.
The interior laundry room offers added convenience with a washer and dryer, utility sink, and abundant cabinet storage. The kitchen, with a timeless appeal, features custom cabinetry, plenty of counter space, and a breakfast bar, while the adjoining dining nook overlooks the pool and expansive backyard, creating a serene setting for everyday meals.
The outdoor space is an entertainer’s dream with the pool, a large screened patio and acres of green space—ideal for expanding, customizing, or simply enjoying peaceful, secluded surroundings. The lifestyle here extends well beyond the property itself, with deeded access to a bridle trail, access to Lake Pickett with a private boat ramp and dock, and convenient access to Downtown Oviedo’s shopping, dining, and local favorites. If you are looking for space, natural beauty, and outdoor recreation while still being close to everyday conveniences, this home presents a rare opportunity to enjoy an elevated Florida lifestyle in a desirable Chuluota community! **This house comes with a REDUCED RATE through the seller’s preferred lender. This is a lender-paid rate buydown that reduces the buyer’s interest rate and monthly payment.**
Volume ceilings and an abundance of natural light enhance the home’s inviting atmosphere, while the split-bedroom layout provides privacy and functionality.
Generous living spaces include a formal dining room, a welcoming family room centered around a wood-burning fireplace, and a versatile bonus room ideal as a home office, media room, game room, or lounge. Completing this remarkable property is a detached block shed and an impressive list of updates that make this home truly MOVE-IN READY – 2020 ROOF; 2 A/C units with UV Lights 2021 & 2022; 2 Hot Water Heaters 2020; Windows by Andersen 2021; Diamond Bright Pool Resurfacing 2016; Pool Deck Refinishing 2024; Pool Pump 2026, Garage Door 2025, Refrigerator, Stove and Microwave 2026; Dishwasher 2023; Exterior painting 2020; carpet, ceiling fans, garage lights 2026; primary bedroom deck railing replacement 2023. The property has also been maintained with several service agreements and added peace-of-mind features. Radon testing was completed in 2023 with results well below actionable limits. The well and water softener equipment are under a quarterly service and maintenance agreement with KLR Well Drilling, the A/C units are under a maintenance agreement with American Air & Heat, and pest control plus a transferable termite bond are in place with Turner Pest Control
The spacious primary suite serves as a private retreat, featuring two custom walk-in closets, direct access to a balcony, and an en-suite bath complete with dual sinks, a soaking tub, and a walk-in shower. Four additional generously sized bedrooms provide plenty of comfort and privacy for family members and guests.
The interior laundry room offers added convenience with a washer and dryer, utility sink, and abundant cabinet storage. The kitchen, with a timeless appeal, features custom cabinetry, plenty of counter space, and a breakfast bar, while the adjoining dining nook overlooks the pool and expansive backyard, creating a serene setting for everyday meals.
The outdoor space is an entertainer’s dream with the pool, a large screened patio and acres of green space—ideal for expanding, customizing, or simply enjoying peaceful, secluded surroundings. The lifestyle here extends well beyond the property itself, with deeded access to a bridle trail, access to Lake Pickett with a private boat ramp and dock, and convenient access to Downtown Oviedo’s shopping, dining, and local favorites. If you are looking for space, natural beauty, and outdoor recreation while still being close to everyday conveniences, this home presents a rare opportunity to enjoy an elevated Florida lifestyle in a desirable Chuluota community! **This house comes with a REDUCED RATE through the seller’s preferred lender. This is a lender-paid rate buydown that reduces the buyer’s interest rate and monthly payment.**
Property Details
Price:
$998,000
MLS #:
O6414963
Status:
Active
Beds:
5
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
PICKETT DOWNS
Neighborhood:
32766oviedochuluota
Listed Date:
Jun 19, 2026
Finished Sq Ft:
3,903
Total Sq Ft:
6,044
Lot Size:
143,455 sqft / 3.29 acres (approx)
Year Built:
1991
See this Listing
Schools
Elementary School:
Walker Elementary
Middle School:
Chiles Middle
High School:
Hagerty High
Interior
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Engineered Hardwood, Tile
Heating
Central
Interior Features
Ceiling Fan(s), High Ceilings, PrimaryBedroom Upstairs, Skylight(s), Vaulted Ceiling(s), Walk-In Closet(s)
Laundry Features
Inside, Laundry Room
Levels
Two
Exterior
Attached Garage YN
1
Community Features
Dock, Fishing, Lake, Private Boat Ramp, Golf Carts OK, Horses Allowed
Construction Materials
Vinyl Siding, Wood Frame
Covered Spaces
2
Direction Faces
Southwest
Exterior Features
Balcony, French Doors, Garden, Rain Gutters, Sliding Doors, Storage
Garage Spaces
2
Lot Features
Landscaped
Other Structures
Storage
Patio And Porch Features
Covered, Deck, Front Porch, Rear Porch, Screened, Wrap Around
Roof
Shingle
View
Garden, Trees/Woods
Waterfront Features
Lake
Financial
HOA Fee
$850
HOA Fee Frequency
Annually
HOA Name
Pat Burdette, President
Tax Year
2025
Taxes
$4,936
Map
Community
- Address1238 WHIRLAWAY LANE OVIEDO FL
- SubdivisionPICKETT DOWNS
- CityOVIEDO
- CountySeminole
- Zip Code32766
Subdivisions in OVIEDO
- 1040 BIG OAKS BLVD, OVIEDO, FL 32765 IS BIG OAKS
- A REP OF PT OF ALAFAYA WOODS PH 19
- ACREAGE & UNREC
- ALAFAYA TRAIL SUB
- ALAFAYA WOODS
- ALAFAYA WOODS PH 03
- ALAFAYA WOODS PH 04
- ALAFAYA WOODS PH 06
- ALAFAYA WOODS PH 07
- ALAFAYA WOODS PH 09
- ALAFAYA WOODS PH 1 – UNIT A
- ALAFAYA WOODS PH 10
- ALAFAYA WOODS PH 11
- ALAFAYA WOODS PH 12A
- ALAFAYA WOODS PH 12B
- ALAFAYA WOODS PH 15
- ALAFAYA WOODS PH 16
- ALAFAYA WOODS PH 2
- ALAFAYA WOODS PH 22
- ALAFAYA WOODS PH 5
- ALAFAYA WOODS PH 8
- ALEXANDRIA BLVD BUS PARK
- ALLENS 1ST ADD TO WASHINGTON HEIGHTS
- ALOMA BEND TR 3
- ALOMA BEND TR 3A
- ALOMA WOODS
- ALOMA WOODS PH 1
- ALOMA WOODS PH 2
- ALOMA WOODS PH 4
- ARBORVIEW PARK
- ARBORVIEW PARK REP
- ASHFORD PARK TWNHMS REP ONE
- AULIN SQUARE
- BEAR CREEK
- BELLEVUE
- BENTLEY COVE
- BENTLEY WOODS
- BEVERLY HILL
- BIG OAKS
- BLACK HAMMOCK
- BRENTWOOD LANDING
- BRIGHTON PARK AT CARILLON
- BRIGHTON PARK AT CARILLON PH 2
- BROOKMORE ESTATES PH 3
- BROOKS LANDING
- CARDINAL GLEN
- CARILLON TR 105 PH 2 AT
- CARILLON TR 107 AT
- CARILLON TR 301 AT
- CASSA-VILLA HEIGHTS
- CEDAR BEND
- CEDAR GLEN OF ALOMA WOODS
- CLAYTON CROSSING
- CLAYTON CROSSING TWNHMS
- CLAYTON CROSSING TWNHMS FIRST AMD
- CLAYTON CROSSING TWNHMS SECOND AMD
- CLIFTON PARK
- COBBLESTONE
- COMMERCIAL ZONING
- COPPER CHASE
- CREEKWOOD UNIT 1
- CYPRESS HEAD AT THE ENCLAVE
- DUNHILL UNIT 1
- EKANA GREEN
- ESTATES AT ALOMA WOODS PH 1
- FLORIDA GROVES COMPANYS FIRST ADD TO BLACK HAMMOCK
- FOSTERS GROVE AT OVIEDO PH 2
- FOX RUN
- FOXCHASE PH 1
- FOXCHASE PH 2
- FRANCISCO PARK
- FRANCISCO PK
- GENOVA WOODS SEC 2 5 ACRE DEV
- GREYSTONE
- GROVE HILL
- HAMMOCK RESERVE
- HAMPTONS – SECOND REP
- HAWK’S OVERLOOK
- HAWTHORNE GLEN TWNHMS
- HEATHERBROOKE ESTATES REP
- HIDEAWAY COVE AT OVIEDO PH 1
- HUNTERS POINTE AT HUNTERS RESERVE A CONDO
- HUNTERS RESERVE
- HUNTERS RESERVE 2 A CONDO
- HUNTERS RESERVE A CONDO
- HUNTERS STAND AT CARILLON
- HUNTINGTON PH 2
- ISLES OF OVIEDO
- JACKSON HEIGHTS
- JAMESTOWN
- JOLSON OFFICE SUB
- KENMURE
- KINGS LANDING AT LAKE JESSUP
- KINGSBRIDGE EAST VILLAGE UNIT 1
- KINGSBRIDGE EAST VILLAGE UNIT 3A
- KINGSBRIDGE PH 1A
- KINGSBRIDGE WEST
- KINGSBRIDGE WEST PH 1A
- LAFAYETTE FOREST
- LAKE CHARM COUNTRY ESTATES
- LITTLE CREEK
- LITTLE CREEK PH 2A
- LITTLE CREEK PH 3A
- LITTLE LAKE GEORGIA TERRACE
- LIVE OAK RESERVE
- LIVE OAK RESERVE UNIT FOUR
- LIVE OAK RESERVE UNIT ONE
- LIVE OAK RESERVE UNIT THREE
- LIVE OAK RESERVE UNIT TWO
- LOT 114 OVIEDO GARDENS
- LOT 48 ALAFAYA WOODS PH 5 PB 35 PGS 62 TO 64
- LUKAS LANDING
- MADISON CREEK
- MADISON PLACE TWNHMS
- MAGNOLIA CORPORATE CENTER A CONDO FIRST AMD
- MEAD MANOR UNIT 2
- MEAD MANOR UNIT 3
- MIDWAY NEAR OVIEDO
- MILLS COVE
- MILTON SQUARE
- MINERAL SPRING PARK AMD OF 1ST ADD
- MITCHELL CREEK
- NO NAME
- NORTH CHULUOTA
- OAK MANOR
- OAK RIDGE
- OVIEDO CENTER
- OVIEDO FOREST
- OVIEDO FOREST PHASE 2
- OVIEDO GARDENS – A REP
- OVIEDO GARDENS – A REPLAT
- OVIEDO PARK TERRACE
- OVIEDO SQUARE
- OVIEDO TERRACE
- PALM VALLEY
- PARK PLACE AT ALOMA A REP
- PARKDALE PLACE
- PINEWOOD ESTATES
- RAVENCLIFFE
- REDBRIDGE AT CARILLON
- REMINGTON PARK
- RESIDENTIAL ZONING
- RETREAT AT LAKE CHARM
- RICHFIELD
- RIVER OAKS RESERVE PH 2
- RIVER RUN COACH HOMES
- RIVER WALK
- RIVERSIDE AT TWIN RIVERS UN 1
- RIVERSIDE AT TWIN RIVERS UN 2
- RIVERSIDE AT TWIN RIVERS UN 3A
- RIVERSIDE AT TWIN RIVERS UN 3C
- SANCTUARY
- SANCTUARY PH 1 VILLAGE 6
- SANCTUARY PH 1 VILLAGES 1, 2 & 3
- SANCTUARY PH 2 VILLAGE 10
- SANCTUARY PH 2 VILLAGE 9
- SAWGRASS SUB
- SEMINOLE TERRACE REP
- SENECA BEND
- SHED GROVE HOMES UNIT 1
- SLAVIA COLONY COS SUB
- SOUTH PARK OVIEDO
- SOUTHERN OAKS PH TWO
- STILLWATER PH 2
- TERRALAGO
- THE PRESERVE AT LAKE CHARM
- TIFFANY WOODS
- TOWNHOMES AT CITY PLACE
- TOWNS AT GREENLEAF
- TOWNS AT TUSKAWILLA COMMONS
- TRACT 105 PH III AT CARILLON
- TUSCAWILLA ESTATES
- TUSKA RIDGE UNIT 2
- TUSKA RIDGE UNIT 3
- TUSKA RIDGE UNIT 5
- TUSKA RIDGE UNIT 6
- TUSKA RIDGE UNIT 8
- TWIN RIVERS
- TWIN RIVERS MODEL HOME AREA
- TWIN RIVERS SEC 3A
- TWIN RIVERS SEC 4 UNIT 1
- TWIN RIVERS SEC 4 UNIT 2
- TWIN RIVERS SEC 6
- VILLAGE OF REMINGTON
- VILLAGES AT KINGSBRIDGE WEST TR B-2
- VILLAGES AT KINGSBRIDGE WEST TR C-1
- VILLAGES AT KINGSBRIDGE WEST TR D
- VILLAS AT LAKESIDE A CONDO
- VILLAS AT LAKESIDE A CONDOMINIUM
- WALDEN CHASE
- WASHINGTON PARK OVIEDO
- WAVERLEE WOODS UNIT 1
- WAVERLEE WOODS UNIT 3
- WESTHAMPTON AT CARILLON PH 2
- WESTWOOD SQUARE
- WHEALEY ACRES
- WHISPERING OAKS
- WHISPERING WOODS
- WILLA LAKE PH 1
- WINDSORMERE
- WOODLAND ESTATES
Market Summary
Current real estate data for Single Family in OVIEDO as of Jun 19, 2026
221
Single Family Listed
73
Avg DOM
266
Avg $ / SqFt
$716,427
Avg List Price
Property Summary
- Located in the PICKETT DOWNS subdivision, 1238 WHIRLAWAY LANE OVIEDO FL is a Single Family for sale in OVIEDO, FL, 32766. It is listed for $998,000 and features 5 beds, 4 baths, and has approximately 3,903 square feet of living space, and was originally constructed in 1991. The current price per square foot is $256. The average price per square foot for Single Family listings in OVIEDO is $266. The average listing price for Single Family in OVIEDO is $716,427. To schedule a showing of MLS#o6414963 at 1238 WHIRLAWAY LANE in OVIEDO, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.
Similar Listings Nearby
Courtesy of KELLER WILLIAMS REALTY AT THE PARKS. 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 Charles Rutenberg Realty include the name of the listing broker. Neither the listing company nor Charles Rutenberg Realty 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. 1238 WHIRLAWAY LANE
OVIEDO, FL

