Location: Saddlebrook, Wesley Chapel
Do Not Show Listings
4947 MILL POND RD #3104/3106, WESLEY CHAPEL, FL 33543
$245,000302 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,253
Elementary School: Wesley Chapel Elementary-PO
High School: Wesley Chapel High-PO
Tax Year: 2025
Middle School: Thomas E Weightman Middle-PO
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)
5425 SADDLEBROOK WAY, WESLEY CHAPEL, FL 33543
$1,250,0006 Days on yellowkey MLS ID: TB8509012
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 2998 Built: 1983Monthly Fee: $112 Tax: $10,737 (2025)Community: Saddlebrook UnrecSpa: YesSingle Family
Taxes:$10,737
Remarks: Renovated 4-bedroom, 5-bathroom pool home with 2,998 square feet on a half-acre lot in the gated Saddlebrook Resort community in Wesley Chapel, Florida. No CDD fee. The interior was rebuilt down to the studs in 2012, giving this home modern systems and finishes inside a well-established Saddlebrook setting. The 23,745-square-foot lot offers privacy and outdoor space that's rare to find inside the resort, and the home sits walkable to the clubhouse and resort amenities. The family room features vaulted ceilings and a fireplace, creating an open and airy gathering space. Custom built-ins run throughout the home, from the living room cabinetry to the office and bedroom closets, delivering exceptional storage in every room. A whole-home Bose speaker system runs through the interior living areas and continues outside to the pool deck, ready for entertaining. The chef's kitchen features a cooktop, a built-in Hitachi grill, high-end stainless appliances, a wine fridge, and a walk-in pantry with custom shelving. Storage is a real selling point throughout this home, from the oversized pantry to the closets and built-ins. The primary suite is the standout. It includes two full bathrooms, a setup that's hard to find at this price point. Three additional bedrooms each function as private suites with attached full bathrooms and walk-in closets. One of the bedrooms is currently used as a home office. The flexible layout offers options for a private guest wing, a dedicated office, or separate living quarters. Step outside to a private saltwater pool with a spacious screened lanai, professional landscaping, and plenty of room to lounge or host. The half-acre lot provides backyard space that most Saddlebrook homes don't have. The outdoor living area is built for Florida weather and quiet mornings with coffee. Major systems are dialed in. The primary AC was replaced in 2021, and the second AC unit was replaced in 2026, giving the next owner peace of mind on the two biggest mechanical expenses in a Florida home. The attached 2-car garage adds direct entry and additional storage. Saddlebrook Resort sits at the door with championship golf, the Saddlebrook Tennis program, a full-service spa, a fitness center, and resort pools available through separate membership. The on-site restaurants are open to the public, so residents can enjoy resort dining without a membership. The home sits minutes from The Shops at Wiregrass, Tampa Premium Outlets, BayCare Hospital, Interstate 75, and downtown Tampa. With no CDD fee, this is a rare opportunity to own a renovated pool home on a half-acre lot inside Saddlebrook, Wesley Chapel, FL.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-907-8200)
Listing Agent: Whitney Lohr (813-394-0759)
29244 WHIPPORWILL LN, WESLEY CHAPEL, FL 33543
$1,000,000100 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 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.
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
$815,000139 Days on yellowkey MLS ID: TB8462307
REDUCED by $34,500 (4.1%) on 05/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3418 Built: 2000Monthly Fee: $104 Tax: $11,945 (2024)Community: Saddlebrook UnrecSpa: NoSingle Family
Taxes:$11,945
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. !!! BEST DEAL IN SADDLEBROOK !!! 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)
5454 SADDLEBROOK WAY #2, WESLEY CHAPEL, FL 33543
$169,900387 Days on yellowkey MLS ID: TB8370107
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1688 Built: 1975 Tax: $3,136 (2024)Community: Saddlebrook Golf Country ClubCondo
Taxes:$3,136
Elementary School: None
High School: None
Middle School: None
Remarks: NEW OPPORTUNITY- READY FOR A QUICK CLOSING Saddlebrook Golf & Country Club Resort Marks First Milestone in Expansive $92 Million Revitalization. This LARGE 3-bedroom, 2.5-bath offers incredible value with a little TLC needed, in this 24 hour guarded and gated community. FIRST FLOOR has an open floor plan with a generous living / dining area, kitchen island leading into the screened patio overlooking a large open green area with mature trees .. SECOND FLOOR, Three Bedrooms split plan, two full baths, overlooks a peaceful, manicured landscape, includes a mini-balcony... The 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, resort pools, hot tubs, full-service spa, fitness center, and on-site restaurants.... Arnold Palmer not only played but he designed the two 18-hole golf courses at Saddlebrook Resort, which also serves as the headquarters for the Arnold Palmer Golf Academy. Other Famous Athletes that played at Saddlebrook: Pete Sampras, Martina Hingis, PGA Tour players K.J. Choi, Keegan Bradley, Akshay Bhatia, and Sungjae Im. 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.... And Yes, you can rent it out.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Michael Frangedis, Pll (727-543-5055)
5434 KEMKERRY RD, WESLEY CHAPEL, FL 33543
$495,000404 Days on yellowkey MLS ID: TB8374667
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2063 Built: 1988Monthly Fee: $977 Tax: $7,412 (2024)Community: SaddlebrookVilla
Taxes:$7,412
Remarks: Experience TURN KEY LIVING and live the RESORT LIFESTYLE at 5434 Kemkerry Road in sought after Fairway Village of Saddlebrook! Beautiful villa on the 10th FAIRWAY of PALMER GOLF COURSE offering 3 bedrooms, 3 full bathrooms, 2 car garage + golf cart garage! Perfectly nestled in lush landscaping, the long driveway and side load garage make for an inviting, private entry. With 2063 square feet of living area, you’ll find the living spaces & bedrooms here are large! Inviting foyer opens into an expansive great room amplified by soaring vaulted ceilings and well placed windows allowing light to pour in. There’s plenty of room to gather with friends and family around the wood burning fireplace while enjoying serene views of the golf course from all main living areas as well as the primary bedroom! The large dining room has its own defined space while still open to the kitchen and great room, giving this home the perfect flow and space for entertaining while also offering views of the fairway. The kitchen features ample custom cabinetry with granite countertops, under-mount sink, stainless steel appliances, recessed lighting with LED bulbs, breakfast bar and eat in space perfect for quick and casual meals. Large sliding glass doors lead out to an open deck perfect for relaxing and unwinding after a long day. The generous primary suite has rigid core flooring (better than LVP) and features golf views with its own private entry to the deck in the back. You’ll love the beautiful shutters that adorn the sliding glass doors and the three closets! Primary bathroom has dual sinks, a walk in shower and soaking tub. The generous adjacent bedroom can easily function as another primary suite complete with walk in closet and ensuite bathroom with new walk in shower enclosure. Third bedroom has a new built in closet and has an adjoining bathroom with dual access from the hallway and bedroom. All three bedrooms are fitted with shutters and all bathrooms have new toilets and shower heads. Enjoy a LOW MAINTENANCE LIFESTYLE as the HOA fee covers the roof, grounds, landscape maintenance, exterior pest control, exterior insurance, pool maintenance for the Fairway Village pool and clubhouse along with the 24 hour guard gated entrance! Take advantage of Saddlebrook Resort and Spa’s specialty memberships for golf, tennis and swimming. Saddlebrook features TWO Arnold Palmer signature golf courses, 43 tennis courts, a 500,000 gallon Superpool, superb conference and meeting facilities & award winning restaurants! The spa offers plenty of ways for you to relax and spoil yourself! Saddlebrook is undergoing an exciting $92 million dollar transformation and renovation of its golf course, amenities & infrastructure. Conveniently located near I-75 with quick access to hospitals, shopping, dining & short commute to the airport and downtown Tampa! Schedule your showing today!
Listing is courtesy of: FLORIDA EXECUTIVE REALTY (813-972-3430)
Listing Agent: Pete Radeka (813-760-1979)
29130 BAY HOLLOW DR #3309, WESLEY CHAPEL, FL 33543
$219,900232 Days on yellowkey MLS ID: TB8435115
1 Days Off yellowkey (back on 5/18/2026)
REDUCED by $40,000 (15.4%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1096 Built: 1983Monthly Fee: $522 Tax: $2,822 (2025)Community: SaddlebrookCondo
Taxes:$2,822
Remarks: Under contract-accepting backup offers. 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 is courtesy of: CENTURY 21 BILL NYE REALTY (813-782-5506)
Listing Agent: Molly Nye (813-389-1800)
29300 BAY HOLLOW DR #3257, WESLEY CHAPEL, FL 33543
$315,00015 Days on yellowkey MLS ID: TB8506634
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1519 Built: 1983 Tax: $4,940 (2025)Community: SaddlebrookCondo
Taxes:$4,940
Remarks: Before reaching your destination, you’ll pass through the gates of Saddlebrook Resort where mature trees, lush landscaping, and tranquil water views create a peaceful resort-style setting. Tucked away near the end of a quiet private road in the desirable Lakeside area, this thoughtfully updated condo offers a unique and flexible layout ideal for full-time living, seasonal use, or income potential. The main side of the condo features 2 bedrooms and 2 full bathrooms with a spacious split-bedroom design, comfortable living and dining areas, curated finishes, solid wood cabinetry, luxury vinyl flooring, updated baths, indoor laundry, and a lanai designed to capture the breathtaking surroundings. The gorgeous pond frontage with sweeping golf course views creates the perfect backdrop for quiet morning coffee, potent evening cocktails, or lazy Sunday afternoons. Adding to the versatility, the condo also includes a separate private entrance leading to an additional oversized bedroom and full bathroom which is ideal for guests, multigenerational living, a private office, or rental income opportunities. Use all 3 bedrooms for yourself or rent one side while enjoying the other. Being sold furnished, this condo is move-in ready and perfect as a vacation getaway, seasonal retreat, or investment property. Photos can showcase the view, but they can’t fully capture the feeling of being here. With Saddlebrook’s gated resort atmosphere, golf course, tennis and pickleball facilities, fitness center, dining options, salon, boutique services, mature landscaping, private roads, and peaceful water and fairway views, this home truly feels like a daily escape. Owners can also enjoy the excitement of Saddlebrook’s ongoing $92 million revitalization featuring redesigned golf courses by Rees Jones, upgraded dining venues, refreshed accommodations, and enhanced resort amenities. Conveniently located near shopping, dining, I-75, Tampa Premium Outlets, AdventHealth, and everything Wesley Chapel has to offer. Whether you’re searching for a seasonal retreat, vacation getaway, investment opportunity, or low-maintenance Florida lifestyle, this is an incredible opportunity to own in one of Tampa Bay’s most recognizable golf and tennis communities. Call today for your private showing.
29130 BAY HOLLOW DR #3312, WESLEY CHAPEL, FL 33543
$265,00023 Days on yellowkey MLS ID: TB8503721
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1096 Built: 1983 Tax: $4,011 (2025)Community: SaddlebrookCondo
Taxes:$4,011
Remarks: Wake up to panoramic pool and golf course views from this beautifully furnished second floor condo in the heart of Saddlebrook Resort. This 2-bedroom, 2-bath residence offers one of the most spectacular vantage points in the community, overlooking the sparkling pool with sweeping golf course views beyond which makes it the perfect backdrop for your morning coffee or evening unwind. Inside, the light-filled layout features an open living and dining space designed to maximize the scenery, elegant plantation shutters throughout, and a furnished interior makes this an effortless full-time residence, seasonal retreat, or investment opportunity. The spacious primary suite offers tranquil views and a private bath, while the second bedroom provides flexibility for guests or a home office. Located behind the gates of the iconic Saddlebrook Resort, owners enjoy a setting known for its lush landscaping, resort lifestyle, and exciting revitalization underway. Saddlebrook’s $92 million transformation includes redesigned golf courses by Rees Jones, upgraded dining venues, refreshed accommodations, tennis and pickleball facilities, fitness amenities, and more. Conveniently located near shopping, dining, I-75, Tampa Premium Outlets, AdventHealth, and all that Wesley Chapel has to offer. Whether you’re looking for a vacation getaway, winter escape, or maintenance-free Florida lifestyle, this condo delivers incredible views, resort-style surroundings, and the opportunity to own in one of Tampa Bay’s most recognizable golf communities. Call today for your private showing.
27338 HOLLYBROOK TRL, WESLEY CHAPEL, FL 33544
$510,00014 Days on yellowkey MLS ID: TB8507755
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2910 Built: 2002Monthly Fee: $86 Tax: $8,303 (2025)Community: Saddlebrook Village WestSpa: NoSingle Family
Taxes:$8,303
Elementary School: Veterans Elementary School
High School: Cypress Creek High-PO
Middle School: Cypress Creek Middle School
Remarks: Welcome to this renovated 4-bedroom, 3-bathroom home with a 2-car garage home! Offering flexible living spaces for a growing family, 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. The plumbing, irrigation passed with no problems when tested and the pool is leak free. 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 fully renovated en-suite bathroom with dual vanities, a soaking tub, a separate shower, a private toilet, 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 is an indoor/outdoor bathroom and provides access to the pool area. The fourth bedroom includes a large closet and additional storage closet. 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: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Beau Ramirez (813-450-9229)
4947 MILL POND RD #3103, WESLEY CHAPEL, FL 33543
$295,000194 Days on yellowkey MLS ID: TB8442766
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1519 Built: 1981 Tax: $1,843 (2024)Community: Saddlebrook CondoCondo
Taxes:$1,843
Remarks: YES, the "Grand Lifestyle" you have been waiting to live "is right here" OR maybe you are looking for the "Best Investment" yes, it is right here OR you can have both at the same time. PLUS, 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, vehicle restrictions. Condominium floorplan in with pictures and you will see how excellent the layout is. Its a dream lifestyle plus an investment with records of rent prices available. SMALL SIZE PETS 16 to 35lbs. OWNER FINANCING POSSIBLE.
Listing is courtesy of: THE KEYES COMPANY (954-475-9813)
Listing Agent: Michael Pappas (954-475-9813)
4770 FOX HUNT LN #B510, WESLEY CHAPEL, FL 33543
$155,00047 Days on yellowkey MLS ID: TB8496371
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1015 Built: 1981Monthly Fee: $522 Tax: $885 (2025)Community: Saddlebrook Condo Cl 01Condo
Taxes:$885
Remarks: SADDLEBROOK’S BEST VALUE… DON’T BLINK OR IT’S GONE! Welcome to resort-style living in the highly sought Guard Gated Saddlebrook Golf & Tennis Resort! This fully furnished, spacious 2-bedroom, 2-bath condo-hotel offers the perfect blend of comfort, convenience, and investment potential. Move-in ready – furniture included Flexible use live full-time, enjoy seasonally, or rent it out (minimum 1-week rentals allowed! Turnkey investment opportunity Enjoy world-class amenities including two Arnold Palmer-designed golf courses and 45 tennis courts a true paradise for active living! Whether you’re looking for a personal getaway or an income-producing property, this one checks all the boxes.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Keegan Siegfried (813-670-7226)
29130 BAY HOLLOW DR #3313, WESLEY CHAPEL, FL 33543
$280,00050 Days on yellowkey MLS ID: TB8494842
3 Days Off yellowkey (back on 5/4/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1983Monthly Fee: $613 Tax: $2,903 (2025)Community: SaddlebrookSpa: NoCondo
Taxes:$2,903
Remarks: AN EXPANDED TWO-BEDROOM OVERLOOKING THE LAKESIDE VILLAGE POOL WITH AN EXPANDED JUMBO PATIO AND WALKWAY TO THE POOL'S GATE. 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 BREATHTAKING 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. THIS EXPANDED (LB2) TWO-BEDROOM IS SO SPACIOUS AND BEING ON THE FIRST FLOOR MAKES IT EASY TO GET OUT AND ENJOY ALL THAT SADDLEBROOK HAS AVAILABLE. THE HUGE PATIO IS JUST BEGGING FOR YOU TO COME OUT AND BREATHE IN THE FRESH AIR ! YOU MUST COME SEE BECAUSE IT TRULY IS ONE-OF-A-KIND ! SEE YOU SOON. BECAUSE NO OTHER CONDO IS LIKE THIS ONE, IT TRULY IS ONE-OF-A-KIND! SEE YOU SOON.
Listing Agent: Liz Alonso (813-817-4910)
29129 S BAY HOLLOW DR S #3213, WESLEY CHAPEL, FL 33543
$250,000611 Days on yellowkey MLS ID: TB8305289
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1519 Built: 1982Monthly Fee: $848 Tax: $4,687 (2025)Community: SaddlebrookSpa: NoCondo
Taxes:$4,687
Remarks: HUGE REDUCTION !!! THIS IS A DOWNSTAIRS RENOVATED LAKESIDE VILLAGE 3 BEDROOM / 3 BATH CONDOMINIUM YOU CAN LIVE IN FULL-TIME AND WHEN YOU ARE NOT IN RESIDENCE YOU MAY LET SADDLEBROOK RENT IT FOR YOU OR YOU MAY RENT IT YOURSELF. IT IS ON THE FIRST FLOOR SO EASY ON THE BACK AND LEGS AND THE VIEW IS SENSATIONAL TOO. YOU HAVE GOLF COURSE AND WATER VIEWS SO WHAT COULD BE BETTER ? THE FLOORS ARE LARGE PORCELAIN TILES WITH CROWN MOLDING AND LARGE BASE BOARDS. THE KITCHEN HAS GRANITE OVERSIZED COUNTERTOPS PLUS EXTRA STORAGE BEHIND THE BREAKFAST STOOLS. A WINDOW IN THE KITCHEN BRINGS IN LIGHT WHICH SO MANY CONDOS DO NOT HAVE. THE WASHER AND DRYER ARE UPDATED TO A FULL-SIZED STACKED UNIT AND IT IS BEAUTIFUL. THE PLANTATION SHUTTERS AT THE SLIDING GLASS DOORS HAS THAT CLASSIC LOOK GIVING THE CONDO AN AIR OF CLASS AND BEAUTY MATCHING THE FURNITURE THE SELLER HAS SELECTED FOR THIS HOME. EVERY BEDROOM AND BATHROOM HAS BEEN UPDATED LEAVING NOTHING FOR YOU TO HAVE TO DO, BUT ENJOY THE SADDLEBROOK AMENITIES. THE LARGE BRICK PAVER LANAI IS SPECTACULAR OVERLOOKING THE GOLF COURSE AND WATER VIEWS. COME SEE FOR YOURSELF. RENTING IS NOT EVEN AN OPTION WHEN THIS IS AVAILABLE FOR YOU AT THIS PRICE TODAY. CALL ME TO VIEW.
4774 FOX HUNT LN #A108, WESLEY CHAPEL, FL 33543
$60,000132 Days on yellowkey MLS ID: TB8459937
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 786 Built: 1980Monthly Fee: $774 Tax: $626 (2024)Community: Saddlebrook Condo Cl 01Condo
Taxes:$626
Remarks: Furnished Saddlebrook 1/1 Condo with pool view. Come enjoy resort style living, become a member to enjoy 27 holes of Golf 43 Tennis courts and multiple pools. Saddlebrook is under a much needed renovation with new restaurants and new sports bar coming. Easy access to highways, dining, shopping and hospitals. This condo does not participate in the rental pool, so you can come and go as you please. . Any renovations will need to have approval of HOA. 24 hour manned gate.
Listing Agent: Todd Bennett (813-205-5731)
5144 PINE TREE LN, WESLEY CHAPEL, FL 33543
$499,000466 Days on yellowkey MLS ID: TB8351090
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2078 Built: 1976Monthly Fee: $117 Tax: $6,653 (2023)Community: Saddlebrook UnrecSingle Family
Taxes:$6,653
Tax Year: 2023
Remarks: Low HOA $120 monthly - High Value - Saddlebrook Luxury. Perfect as a primary residence, or vacation retreat. Enjoy this stunning 4 bedrooms 2 baths home located in the prestigious Saddlebrook Resort - a community known for its lush landscaping, world class golf, tennis, and tranquil surroundings. Each bedroom in this property offers comfort, privacy, and ample natural light.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Rosa Jaico (813-377-6842)
5348 SADDLEBROOK WAY #2, WESLEY CHAPEL, FL 33543
$300,000413 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
Taxes:$3,194
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)
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