Location: Saddlebrook, Wesley Chapel
Do Not Show Listings
5348 SADDLEBROOK WAY #2, WESLEY CHAPEL, FL 33543
$300,000365 Days on yellowkey MLS ID: TB8372282
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1688 Built: 1975Monthly Fee: $815 Tax: $3,194 (2024)Community: Saddlebrook Golf Country ClubTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,194
Elementary School: Wesley Chapel Elementary-PO
High School: Wesley Chapel High-PO
Tax Year: 2024
Middle School: Thomas E Weightman Middle-PO
Remarks: This beautifully maintained 3-bedroom, 2.5-bath townhome offers 1,688 square feet of comfortable living in the highly sought-after, gated community of Saddlebrook in the heart of Wesley Chapel. Currently being used as a short-term rental. If not a owner occupant purchase, make it yours as a rental investment. Step into a bright and welcoming space featuring a well-appointed kitchen with Corian countertops and a stainless-steel appliance package. The open layout flows effortlessly into the spacious living area and out to a rare two-story screened-in lanai—the perfect spot to relax and enjoy spectacular pond views. You’ll love waking up to the peaceful scenery from the private master bedroom balcony. Recent updates include beautifully refreshed master and guest bathrooms, adding a touch of modern luxury to this already charming home. Saddlebrook Resort offers a true resort lifestyle, with optional membership access to world-class amenities including golf, tennis, multiple pools, hot tubs, fitness center, spa, restaurants, and salons—all just steps from your door. Whether you're looking for a peaceful retreat or an active lifestyle, this townhome offers the best of both worlds.
Listing is courtesy of: ELITE BROKERS, LLC (813-312-3063)
Listing Agent: Greg Delarue (813-312-3063)
29130 BAY HOLLOW DR #3313, WESLEY CHAPEL, FL 33543
$280,0001 Day on yellowkey MLS ID: TB8494842
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1983Monthly Fee: $613 Tax: $2,903 (2025)Community: SaddlebrookSpa: NoCondo
Taxes:$2,903
Tax Year: 2025
Remarks: AN EXPANDED TWO-BEDROOM OVERLOOKING THE LAKESIDE VILLAGE POOL WITH AN EXPANDED PATIO AND WALKWAY TO THE GATE ENTRY TO THE POOL. JUST ONE OF THE FEATURES OF THIS BEAUTIFUL ONE-0F A-KIND PRISTINE READY MOVE-IN CONDOMINIUM WAITING FOR A COUPLE WHO WILL LOVE THIS VIEW AS MUCH AS THE OWNERS DO. THE OWNERS HAVE OWNED THIS PLACE FOR 10 YEARS AND HAVE PUT SO MUCH LOVE AND HAPPINESS IN IT THAT JUST WALKING IN YOU CAN FEEL THE JOY JUMPING OUT AT YOU. THE EXPANDED TWO-BEDROOM IS SO SPACIOUS AND BEING ON THE FIRST FLOOR IS THE BEST WITH THE HUGE PATIO TO ENJOY! YOU MUST COME SEE BECAUSE NO OTHER CONDO IS LIKE THIS ONE, IT TRULY IS ONE-OF-A-KIND! SEE YOU SOON.
Listing is courtesy of: CENTURY 21 BILL NYE REALTY (813-782-5506)
Listing Agent: Liz Alonso (813-817-4910)
4947 MILL POND RD #3104/3106, WESLEY CHAPEL, FL 33543
$245,000254 Days on yellowkey MLS ID: TB8411587
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1519 Built: 1981Monthly Fee: $807 Tax: $3,253 (2025)Community: Saddlebrook Condo Cl 02Condo
Taxes:$3,253
Remarks: Virtually Staged-“Luxury Grand Lifestyle" Ready to live Where Legends Trained! Now its your turn to live in this Elegant & tranquilizing Unique gated secured community in Wesley Chapel, Florida! 3 bedrooms & 3 Bath beautiful & newly renovated Condominium is for you! Visit this turn key spacious & very quite place for your privacy. All the appliances plus TV's are included. This place can be yours in a heartbeat. You will love this property and make it your own today! It’s a investment Galore with 24-hour Guard at Main and only entrance, PLUS Golf Course, 3 swimming pools, Tennis Courts, 3 Pickle ball courts, Basketball Court, Shuffleboard Court, Spa/hot tub, Trails & New Restaurant!
Listing is courtesy of: COLDWELL BANKER REALTY (813-977-3500)
Listing Agent: Rita Anand (646-246-3146)
5214 VILLAGEBROOK DR, WESLEY CHAPEL, FL 33544
$500,00028 Days on yellowkey MLS ID: TB8485653
1 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2626 Built: 2002Monthly Fee: $85 Tax: $287 (2025)Community: Saddlebrook Village WestSpa: NoSingle Family
Taxes:$287
Elementary School: Veterans Elementary School
High School: Cypress Creek High-PO
Middle School: Cypress Creek Middle School
Remarks: Under contract-accepting backup offers. Welcome to 5214 Villagebrook Drive, a BEAUTIFULLY UPDATED home with STUNNING, PRIVATE BACKYARD VIEW in Westbrook Estates, one of Wesley Chapel’s most prime locations! Offering 2626 square feet of living area and a HIGHLY FUNCTIONAL LAYOUT. With four bedrooms plus a DEN/STUDY there is room for the whole family! Step inside the double front doors to high ceilings, large windows and LVP flooring throughout the home. The spacious office is located towards the front of the home and features double glass French doors and gas fireplace. The dining room is perfect for hosting meals with family and friends and has a convenient pass through to the kitchen. The LARGE KITCHEN is the star of the home with upgraded cabinets, crown molding, granite countertops, NATURAL GAS 6 BURNER COOK TOP with griddle, double oven, built in microwave, double spice racks, stainless steel appliances, kitchen island and large breakfast bar overlooking the family room and backyard. Treat yourself to a chef’s kitchen complete with POT FILLER, an abundance of cabinets & countertop space, pull out pantry drawers, and pot & lid pull out drawer. Enjoy the custom electric fireplace with built-in shelving and triple sliding glass doors that showcase the brick paver patio and private backyard. Expansive primary suite primary suite features views to the backyard, private patio access, two walk in closets and updated ensuite bathroom with dual vanities, separate tub and shower. Secondary bedrooms and bathrooms are in a separate wing of the home. The back secondary bedroom can function as another primary bedroom with its walk-in closet and ensuite bathroom. Major updates to this home include roof (2021), AC (2022), tankless water heater (2021), windows & sliders (2019), plus water softener. Step outside to a large, private backyard with brick paver patio. Additional features include an oversized 2-car garage and NO flood zone. Westbrook Estates offers many amenities including a community pool, basketball court, tennis court and playground with LOW HOA and NO CDD! Conveniently located near shopping, dining, schools and quick access to I-75! Schedule your showing today!
Listing is courtesy of: FLORIDA EXECUTIVE REALTY (813-972-3430)
Listing Agent: Pete Radeka (813-760-1979)
29129 BAY HOLLOW DR #3202, WESLEY CHAPEL, FL 33543
$205,00042 Days on yellowkey MLS ID: TB8479070
REDUCED by $10,000 (4.7%) on 04/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1096 Built: 1982 Tax: $2,923 (2025)Community: Saddlebrook Condo Cl 05Condo
Taxes:$2,923
Remarks: SADDLEBROOK’S BEST VALUE… DON’T BLINK OR IT’S GONE! Welcome to resort style living in the highly sought after guard-gated Saddlebrook Golf and Tennis Resort community. This BEAUTIFULLY REMODELED 2 bedroom, 2 bath second floor condo offers STUNNING GOLF COURSE VIEWS and the lifestyle everyone is looking for. Step inside to a bright, open floor plan that feels spacious and inviting. The modern kitchen shines with stainless steel appliances, generous cabinetry, and a pantry for extra storage. A stackable washer and dryer are included and conveniently located in a dedicated laundry closet, adding everyday convenience. The spacious primary suite feels like a private retreat, complete with a large walk-in closet, double vanity, and walk-in shower. The guest bath also features a walk-in shower, giving the home a clean, updated, move in ready feel. Plantation shutters add timeless charm throughout. The private covered balcony overlooks the golf course, offering front row fairway views that are shaded, peaceful, and perfect for morning coffee or sunset relaxation year round. LOOKING FOR FLEXIBILITY? Live here full time, enjoy it seasonally, or rent it out with minimum one week rentals allowed, a rare and valuable opportunity. NEED FURNITURE? DONE! Available fully furnished for an additional price (Table and credenza do not convey). Just bring your suitcase and start living. Even better? CONDO DUES COVER INTERNET, CABLE, WATER, AND TRASH SERVICES, adding convenience and value. Saddlebrook is legendary for its two Arnold Palmer designed golf courses and an impressive 45 tennis courts, making it a true haven for sports enthusiasts. OPTIONAL MEMBERSHIP PACKAGES provide access to golf, tennis, pickleball, resort-style pools, fitness and recreation facilities, spa amenities, plus exclusive member savings on dining, retail, and spa services at the on-site amenities. Major updates provide peace of mind, including ROOF replaced in 2018, and A/C replaced in 2017. All of this just minutes from Wiregrass Mall, Tampa Premium Outlets, top restaurants, AdventHealth Hospital, I-75, grocery stores, and schools, and approximately 45 minutes to Tampa International Airport and Florida’s beautiful Gulf Coast beaches. At this price. In this community. With these views. This is the one buyers wait for and the one they regret missing. Schedule your private showing before someone else claims it.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTER (813-553-6869)
Listing Agent: Eva Rodighiero (813-230-2537)
29244 WHIPPORWILL LN, WESLEY CHAPEL, FL 33543
$1,000,00052 Days on yellowkey MLS ID: TB8473295
Bed: 4 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 5264 Built: 1974Monthly Fee: $111 Tax: $14,595 (2025)Community: Saddlebrook Unrec SubSingle Family
Taxes:$14,595
Remarks: Positioned on one of the largest homesites in the sought after Saddlebrook community, this two story residence offers a rare chance to create your ideal Florida retreat in a location that continues to grow in demand. Set along the golf course with sweeping fairway views, the 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 morning sunrises and relaxing evening views, creating a natural extension of indoor outdoor living. Saddlebrook is centered around the renowned Saddlebrook Resort, offering optional club membership with golf, tennis, dining, pools, and social experiences. Residents enjoy a tranquil, established neighborhood feel while remaining just a short drive to the Tampa Premium Outlets, shopping, restaurants, and major commuter routes. 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.
Listing is courtesy of: GULF SHORES REALTY ERA POWERED LLC (813-636-0700)
Listing Agent: Ali St Cyr (813-618-3776)
5243 FOXHUNT DR, WESLEY CHAPEL, FL 33543
$899,90091 Days on yellowkey MLS ID: TB8462307
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3418 Built: 2000Monthly Fee: $104 Tax: $11,945 (2024)Community: Saddlebrook UnrecSingle Family
Taxes:$11,945
Remarks: One or more photo(s) has been virtually staged. Discover a private retreat in Saddlebrook, one of Wesley Chapel’s most prestigious gated communities. Situated on a private 1.19-acre conservation lot with no rear neighbors, this 4-bedroom, 3-bath, 3-car garage home offers 3,418 sq ft with a desirable split-bedroom layout. Interior features include high ceilings, crown molding, plantation shutters, and spacious living areas. The open family room with wet bar flows seamlessly to the kitchen, complete with granite countertops, double wall ovens, cooktop, breakfast nook, and pool views. The primary suite offers a sitting area with gas fireplace, French doors to the lanai, dual walk-in closets, and a spa-style bath with soaking tub, separate shower, and dual vanities. Enjoy outdoor living with a screened, saltwater pool, waterfall, and covered lanai with outdoor cooking area. Additional highlights include dual HVAC systems, a large laundry/mud room, ample storage, and a newer roof (2024). Conveniently located near the community entrance with easy access to I-75, shopping, dining, hospitals, and top-rated schools. Optional resort membership provides access to golf, tennis, pickleball, fitness, spa, and dining amenities.
Listing is courtesy of: COLDWELL BANKER REALTY (727-581-9411)
Listing Agent: Martha Thorn (727-432-9019)
29130 BAY HOLLOW DR #3309, WESLEY CHAPEL, FL 33543
$259,900184 Days on yellowkey MLS ID: TB8435115
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1096 Built: 1983Monthly Fee: $632 Tax: $2,466 (2023)Community: SaddlebrookCondo
Taxes:$2,466
Tax Year: 2023
Remarks: Beautifully renovated ground-floor two-bedroom condo in the highly desired, guard-gated Saddlebrook Golf Resort Community! Offered fully furnished with TVs, exquisite décor, and a well-equipped kitchen featuring wood cabinets, stone countertops, and stainless-steel appliances. Each bedroom includes its own updated ensuite bathroom, plus a convenient laundry closet with stacked front-load washer and dryer. Step onto your private patio overlooking the pool while you enjoy your morning coffee or evening relaxation. Lakeside Village offers flexible residency options, whether you’re a year-round resident or interested in short-term rentals. Excitement is building as Saddlebrook is undergoing a $92 million revitalization of its iconic 480-acre resort, introducing an entirely new and elevated experience with Brew, a stylish café; a Pool Bar & Kitchen serving frozen cocktails; a lively Sports Tavern; and Rare 1981, an upscale dining concept-all coming soon! The resort will also feature redesigned guest rooms and a newly reimagined golf experience with three interchangeable nine-hole tracks, plus 43 tennis courts and 8 pickleball courts for every level of play. Enjoy 24-hour guard-gated security and an unbeatable location close to I-75, The Grove, Wiregrass Mall, Tampa Premium Outlets, restaurants, hospitals, and more. Membership opportunities are available. Contact Saddlebrook Resort directly for more information on joining and enjoying exclusive access to golf, tennis, pickleball, spa, dining, and more. Don’t miss this opportunity to live or invest in luxury and excitement at Saddlebrook!
Listing Agent: Molly Nye (813-389-1800)
27338 HOLLYBROOK TRL, WESLEY CHAPEL, FL 33544
$545,00058 Days on yellowkey MLS ID: TB8475016
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2910 Built: 2002Community: Saddlebrook Village WestSingle Family
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Welcome to this beautifully renovated 4-bedroom, 3-bathroom home with a 2-car garage, offering flexible living spaces and a thoughtful layout designed for comfort and functionality. With two versatile bonus rooms, this home easily accommodates a home office, den, media room, or playroom, making it ideal for modern living. Recent upgrades and renovations (2026) include fully renovated kitchens and bathrooms with new faucets, cabinets and quartz countertops, along with a brand-new pool pump and pool cell. Additional recent improvements include a new roof (2024), new lanai screen (2024), new ceiling fans in three bedrooms and the living room (2024), a new washer (2024), a new A/C unit (2023), fresh interior paint (2023), updated sliding glass doors (2023), refreshed exterior door paint (2023), and a tankless water heater (2018). The home features a functional and inviting floor plan with hardwood flooring, luxury vinyl plank, and tile throughout. Upon entry, an office or reading nook sits to the left, while a formal dining room is located to the right. The hallway opens into a spacious kitchen and living room with an additional dining area, all overlooking the backyard and filled with natural light. The primary suite includes an en-suite bathroom with dual vanities, a soaking tub, a separate shower, a private toilet closet, and a large walk-in closet. Bedrooms two and three share a Jack-and-Jill bathroom with dual vanities and a private toilet and shower. The fourth bedroom is adjacent to the third full bathroom, which also provides access to the pool area and includes a large closet and additional storage under the stairs. Upstairs, a bonus den offers additional living space and includes its own A/C unit for year-round comfort. Additional features include a walk-in pantry, dedicated laundry room, gas stove, wood-burning fireplace, and a driveway accommodating up to four vehicles. Touring the home, you’ll appreciate the privacy and peaceful setting. The west-facing lanai overlooks a serene lake, conservation area, playground, and tennis/basketball courts, with no rear neighbors. The backyard and outdoor living space provide a calm, open feel that’s perfect for relaxing, entertaining, or enjoying sunsets. Located in a desirable cul-de-sac community with low HOA fees and no CDD, residents enjoy access to a community pool and quick access to I-75 and Highway 54. The home is conveniently located near The Grove, The Krates, Tampa Premium Outlets, Wiregrass Mall, and additional dining, shopping, and entertainment options. Veterans Elementary School is within safe walking distance and features PCSO crossing guards for added peace of mind. Whether you’re looking for space, privacy, convenience, or a move-in-ready home with extensive updates, this property delivers. Be sure to view the 3D Matterport tour for a full virtual walk-through.
Listing is courtesy of: 10 STARS PROPERTY MANAGEMENT LLC (813-810-7099)
Listing Agent: Chant Karajian (813-810-7099)
29300 BAY HOLLOW DR #3258/3256, WESLEY CHAPEL, FL 33543
$260,000 MLS ID: TB8459608
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1519 Built: 1982Community: SaddlebrookCondo
Remarks: Discover the epitome of luxury living in the sought-after Saddlebrook community nestled in Wesley Chapel, Florida. This exquisite 3-bedroom, 3-bathroom home offers an unparalleled blend of elegance and comfort. Step inside to find yourself immersed in a world of sophistication, with recently updated features including a stunning kitchen adorned with modern finishes and top-of-the-line appliances, as well as beautifully renovated bathrooms designed for both style and functionality. As you explore further, you'll be captivated by the seamless flow of rich wood floors that grace every corner of this home, creating an ambiance of warmth and refinement. Whether you're hosting gatherings or simply unwinding in solitude, the spacious living areas provide the perfect backdrop for every occasion. Step outside to your private oasis, and viewa amidst lush landscaping, offering a tranquil retreat for relaxation and entertainment. And for golf enthusiasts, the prime location of this home presents a unique opportunity to indulge in the ultimate lifestyle experience, with breathtaking views and endless recreational possibilities right at your doorstep. Don't miss this rare chance to make this extraordinary property your own and experience the pinnacle of luxury living in Saddlebrook. Schedule your showing today and prepare to embark on a journey of timeless elegance and unparalleled comfort.
5454 SADDLEBROOK WAY #2, WESLEY CHAPEL, FL 33543
$171,000 MLS ID: TB8370107
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1688 Built: 1975Community: Saddlebrook Golf Country ClubCondo
Remarks: LARGE 3-bedroom, 2.5-bath residence offers incredible value within one of Tampa Bay’s most desirable gated golf communities.... Saddlebrook Golf & Country Club, Resort-style living with 24 hour guarded gated community. FIRST FLOOR, features an open floor plan with a generous living / dining area, kitchen island. It has screened patio overlooking a large open green area with mature trees .. SECOND FLOOR, THREE Bedrooms and two full baths, overlooks a peaceful, manicured landscape, includes a mini-private balcony... 24-hour guard-gated community provides peace of mind and exclusive access to world-class amenities. Membership options are available for those who wish to enjoy the championship golf courses, professional tennis facilities, multiple resort pools, hot tubs, full-service spa, fitness center, and on-site restaurants.... Additional highlights include:... In-unit laundry for convenience and privacy... Maintenance-free living in a premier resort community... Minutes from I-75, premium shopping, dining, and top medical centers... With a little upgrading, this home represents an exceptional value in a prime location....
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Michael Frangedis, Pll (727-543-5055)
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