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29244 WHIPPORWILL LANE, WESLEY CHAPEL, 33543

$900,000

4

Beds

4

Baths

5,264 ft2

Property Size

1974

Year Built

About The Property

PREFERRED LENDER CREDIT AVAILABLE (UP TO $5,000)! Positioned on one of the largest homesites within the ICONIC Saddlebrook Resort in Wesley Chapel, this 1-acre property offers access to a premier resort community that has recently undergone a $92 million renovation, elevating its amenities and lifestyle experience. Ideally situated on the 3rd hole of the Cypress course. This GORGEOUS CUSTOM HOME offers a rare chance to create your ideal Florida retreat in the most sought-after location in Wesley Chapel!

Set along the golf course with sweeping fairway views, this estate home features 4 bedrooms, 4 bathrooms, and a spacious layout ready to be reimagined. A 4-car garage provides exceptional storage, workshop space, or room for a collector’s vehicles, which is an uncommon feature within the community. Whether you choose to renovate and customize the existing structure or design and build a new vision from the ground up, the setting provides the perfect foundation. An expansive second-floor balcony captures peaceful sunrises and relaxing evening views, creating a natural extension of indoor-outdoor living.
Saddlebrook residents enjoy the newly reimagined Super Pool, a tropical retreat featuring a lagoon-style design, modern cabanas, expansive lounge areas, and an open-air bar perfect for relaxing or entertaining. The resort offers exceptional dining experiences, from casual poolside options to refined restaurants featuring fresh, locally inspired cuisine. Golf is at the heart of Saddlebrook, with 27 scenic holes set among lush fairways, along with a new 13-acre driving range designed by legendary architect Rees Jones, complete with putting, chipping, and practice bunkers. Additional resort amenities include a renowned golf academy, world-class tennis and pickleball facilities, a state-of-the-art training center, and expert instruction for all skill levels?. Optional membership affords unlimited golf & amenities that include over 40 multi-surface tennis courts, resort-style pools (3), fitness center, volleyball, basketball, pickleball courts, and discounts at the pro shops and restaurants. Enjoy low HOA fees of only $312 per quarter, making this luxury lifestyle even more accessible. Situated just minutes from top-rated schools, premier shopping, and dining. Nearby highlights include: The Grove, Wiregrass Mall, Tampa Premium Outlets, AdventHealth Wesley Chapel, BayCare Wesley Chapel, and is only a 35-minute drive to Tampa International Airport.

Opportunities like this are increasingly hard to find. A prime homesite, golf course views, generous garage space, and flexible potential all in one of Wesley Chapel’s most recognizable resort communities.

Property Details

Property Id: 729089
Price: $900,000
Property Size: 5,264 ft2
Property Lot Size: 1 ft2
Rooms: 9
Bedrooms: 4
Bathrooms: 4
AssociationFee: 334
AssociationFeeFrequency: Quarterly
BathroomsFull: 4
BuildingAreaTotal: 7694
ConstructionMaterials: Brick
Cooling: Central Air
CoveredSpaces: 4
CumulativeDaysOnMarket: 169
DaysOnMarket: 169
DirectionFaces: Northeast
Directions: Take Oakley Blvd to Wesley Chapel Blvd. Use the left 2 lanes to turn left onto Wesley Chapel Blvd. Take Saddlebrook Way to Whippoorwill Ln.
ElementarySchool: Wesley Chapel Elementary-PO
FireplaceFeatures: Family Room
Flooring: Carpet, Tile
Furnished: Unfurnished
GarageSpaces: 4
Heating: Central
HighSchool: Wesley Chapel High-PO
InternetAddressDisplayYN: 1
InternetEntireListingDisplayYN: 1
LaundryFeatures: Inside
Levels: Two
ListAOR: Suncoast Tampa
ListAgentFullName: Ali St Cyr
ListOfficeName: GULF SHORES REALTY ERA POWERED LLC
ListingContractDate: 2026-01-30
ListingId: TB8473295
ListingTerms: Cash, Conventional
LivingAreaSource: Public Records
LivingAreaUnits: Square Feet
LotSizeArea: 1
LotSizeSquareFeet: 43560
LotSizeUnits: Acres
MLSAreaMajor: 33543 - Zephyrhills/Wesley Chapel
MiddleOrJuniorSchool: Thomas E Weightman Middle-PO
MlsStatus: Active
ModificationTimestamp: August 4, 2026 at 09:20pm
OnMarketDate: 2026-02-16
OriginalListPrice: 1000000
OriginatingSystemName: Stellar MLS
Ownership: Fee Simple
PetsAllowed: Yes
PhotosChangeTimestamp: July 27, 2026 at 06:47pm
PhotosCount: 43
PostalCode: 33543
Roof: Shingle
Sewer: Public Sewer
SpecialListingConditions: None
StateOrProvince: FL
StreetName: WHIPPORWILL
StreetNumber: 29244
StreetSuffix: LANE
Utilities: Public
WaterSource: Public
YearBuilt: 1974
Zoning: R2

Amenities and Features

Outdoor Details
Garage Attached
Other Features
1
Built-In Oven
Ceiling Fan(s)
Cooktop
Dishwasher
Has Cooling System
Has Fireplace
Has Garage
Has Heating System
Home Owners Association
Outdoor Grill
PrimaryBedroom Upstairs
Range Hood
Refrigerator
Sliding Doors

Map Location

Property Map

Mortgage Calculator

Payment Calculator

$4,614.48
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 3,489.48

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Disclaimer

Property ID - | 729089

All listings featuring the Stellar MLS logo are provided by My Florida Regional MLS DBA Stellar MLS. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by MLS.

©2025 My Florida Regional MLS DBA Stellar MLS. All rights reserved.

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Selinda Moore