Location: Saddlebrook, Wesley Chapel
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29244 WHIPPORWILL LN, WESLEY CHAPEL, FL 33543
$1,000,000128 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$14,595
Elementary School: Wesley Chapel Elementary-PO
High School: Wesley Chapel High-PO
Tax Year: 2025
Middle School: Thomas E Weightman Middle-PO
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)
5331 SADDLEBROOK WAY, WESLEY CHAPEL, FL 33543
$1,100,00016 Days on yellowkey MLS ID: TB8516859
Bed: 6 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 3746 Built: 1984 Tax: $11,576 (2025)Community: Saddlebrook UnrecSingle Family
Taxes:$11,576
Remarks: Estate-sized property on 1.2 acres with an HOA of only about $130 month. Experience luxury, privacy, and space in this beautifully renovated 6-bedroom, 6.5-bath estate offering 3,746 square feet of living space on a sprawling 1.2-acre homesite. Nestled within the Saddlebrook community, this exceptional property combines modern upgrades with the tranquility of estate-style living. Move-in ready, Multigenerational living, Luxury estate in Saddlebrook, Rare opportunity, Privacy and space. Make your own property
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Rosa Jaico (813-377-6842)
5243 FOXHUNT DR, WESLEY CHAPEL, FL 33543
$785,000167 Days on yellowkey MLS ID: TB8462307
REDUCED by $10,900 (1.4%) on 06/21/2026
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: 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)
27211 LIRIOPE CT, WESLEY CHAPEL, FL 33544
$370,0007 Days on yellowkey MLS ID: TB8519439
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1825 Built: 2004Monthly Fee: $86 Tax: $5,303 (2025)Community: Saddlebrook Village WestSingle Family
Taxes:$5,303
Elementary School: Veterans Elementary School
High School: Cypress Creek High-PO
Middle School: Cypress Creek Middle School
Remarks: Welcome to this beautifully maintained four-bedroom, two-bath home offering 1,825 square feet of comfortable living space in the desirable Saddlebrook Village West community. Thoughtfully updated with a new roof, new air conditioner and new water heater, this home provides peace of mind and modern convenience for years to come. Go inside to discover an inviting open floor plan designed for everyday living and entertaining. The spacious family room flows seamlessly into the dining and living room combination, creating a bright and welcoming atmosphere. Hardwood flooring throughout the home adds warmth, elegance and easy maintenance. The heart of the home is the large kitchen, featuring rich wood cabinetry, stainless steel appliances, ample counter space, and an oversized pantry ideal for storage and organization. Retreat to the generously sized primary suite, complete with a large walk-in closet and an impressive en-suite bath featuring a relaxing garden tub, spacious walk-in shower and plenty of room to unwind after a long day. Three additional bedrooms offer flexibility for family, guests or a home office. Conveniently near shopping, dining, entertainment and major roadways, this move-in-ready home combines comfort, style and functionality in one exceptional package. Don't miss the opportunity to make this wonderful Saddlebrook Village West home your own!
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (813-217-5288)
Listing Agent: Andrea Simpson (813-624-5003)
5359 SADDLEBROOK WAY, WESLEY CHAPEL, FL 33543
$1,149,0005 Days on yellowkey MLS ID: TB8521314
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3200 Built: 1986Monthly Fee: $111 Tax: $4,948 (2025)Community: SaddlebrookSpa: YesSingle Family
Taxes:$4,948
Remarks: Renovated property looking to impress a buyer searching for a spectacular golf course view and a home that meets all your hearts desires. Not every home can do this for every buyer. But this view and this pool does it for the discriminating buyer. It has 4 bedrooms with 4 bathrooms, new wood floors installed downstairs, a lanai to enjoy the view while entertaining, and a study/den to work when you just have to. A kitchen when it's time to cook for the family and guests that you'll love to entertain for on those weekends, and a family room with those 10-foot-high bookcases you have always wanted, now you finally have a place for all your books. The fireplace gives you the ambiance you always have enjoyed even if you have the lower the A/C to enjoy it on those special occasions. Truly the home you have dreamed about waiting to come on the market, and here it is. The swimming pool and spa was recently renovated, the wood floors installed in 2025, A/C units installed in 2019, water softener and water heater in 2022, tile roof in 2008. The foyer highlights a solid oak staircase where if you choose to install a tube elevator it is always possible to add to this home. Saddlebrook has restaurants to enjoy without joining the amenities, and outside of Saddlebrook there are many places to go shopping either by golf cart or car. There are restaurants, nail shops, Wiregrass mall, The Grove Theaters, hospitals, urgent care, dog groomers, etc. Call to view before this is gone.
Listing is courtesy of: CENTURY 21 BILL NYE REALTY (813-782-5506)
Listing Agent: Liz Alonso (813-817-4910)
5144 PINE TREE LN, WESLEY CHAPEL, FL 33543
$489,000494 Days on yellowkey MLS ID: TB8351090
REDUCED by $10,000 (2.0%) on 06/18/2026
Bed: 4 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.
5473 BLUE HERON LN, WESLEY CHAPEL, FL 33543
$695,0007 Days on yellowkey MLS ID: TB8520132
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2605 Built: 1991Monthly Fee: $193 Tax: $9,241 (2024)Community: SaddlebrookSingle Family
Taxes:$9,241
Remarks: Here is your beautiful home—your chance to own a single-family property in the highly desirable Saddlebrook community, comes with beautiful updates. This impeccably maintained residence provides plenty of space for you and your family, complemented by a large backyard featuring lush landscaping, mature trees, and more than enough room to build a large pool, should you desire to create your own backyard oasis." As you enter through the elegant double doors, you are immediately greeted by soaring ceilings and an open, inviting floor plan. The spacious dining and living room combination features a charming decorative mantel and large sliding doors that open to the tranquil back porch, perfect for relaxing or entertaining. This home includes a highly sought-after split floor plan, ensuring maximum privacy for the homeowners. On the right wing, you'll find the expansive master suite, complete with a luxurious en-suite bath featuring a soaking tub, walk-in shower, and a brand new double vanity. (2026) The master bath also includes a spacious walk-in closet. On the opposite side of the home, two additional large bedrooms and a fully updated beautiful bathroom with a shower(2026) provide plenty of space for family or guests. At the heart of the home, the beautiful kitchen is, equipped with granite countertops, shaker cabinets, a gas range, and a central island with a breakfast bar. The kitchen features updated stainless steel appliances, including a new fridge and dishwasher (2022). The open concept design seamlessly flows into the family room, creating the perfect space for daily living and entertaining. Step outside to the picturesque backyard with a screened-in porch, providing a peaceful retreat after a busy day. This outdoor oasis is perfect for gatherings, with ample space for family and friends to enjoy. he home features several recent upgrades, including a brand-new gas tankless water heater (2024), new A/C system (2022), brand new vanities in both bathrooms, (2026) brand new walk in shower in the guest bathroom (2026)and enhanced landscaping with mature shrubs, new plants, and decorative stones around the perimeter. There is also ADT security system and video door bell included. Living in Saddlebrook Resort will elevate your lifestyle with its exceptional amenities. The resort boasts three 9-hole championship golf courses, 45 professional tennis courts, pickleball courts, three swimming pools, a European health spa, three excellent restaurants, a fitness center, and much more. The community is gated with 24/7 security, providing peace of mind for its residents. Enjoy dining at the resort hotel while taking in beautiful views of the golf course and natural trails, perfect for sipping your morning coffee. Saddlebrook is conveniently located just minutes from Wiregrass Mall, Tampa Premium Outlets, The Grove, St. Leo University, the USF campus, and both Lagoons. With quick access to I-75, you’ll find world-famous beaches, Tampa International Airport, Busch Gardens, hospitals, schools, and recreational centers all within reach. A membership is required to use the amenities at Saddlebrook, which include the swimming pool, fitness center, and tennis courts and golf. you can enjoy the community’s beautiful natural habitat, walking or running among the wildlife and cypress trees. The location is also fantastic—close to restaurants, schools, hospitals, shopping and dining in the booming town of Wesley Chapel. Call today to schedule your viewing
Listing Agent: Esraalpaytac Orhon (813-507-3955)
5150 VILLAGEBROOK DR, WESLEY CHAPEL, FL 33544
$479,0008 Days on yellowkey MLS ID: TB8519731
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2390 Built: 2002Monthly Fee: $86 Tax: $3,705 (2025)Community: Saddlebrook Village WestSingle Family
Taxes:$3,705
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this beautifully updated 4-bedroom, 2-bathroom home with a 3-car garage, ideally situated on a premium conservation lot with no rear neighbors. Offering approximately 2,395 square feet of living space, this move-in ready home combines comfort, privacy, and numerous recent upgrades. The spacious floor plan features updated kitchen and bathrooms, providing a modern and inviting atmosphere throughout. Major improvements include brand-new energy-efficient windows and patio door installed in May 2026, a Rinnai tankless water heater installed in June 2024, and a roof replaced in March 2019 with wind mitigation features that may help reduce insurance costs. Additional upgrades include a whole-house water softener, a new washer, and a highly efficient gas dryer installed in 2025. The screened patio overlooks a peaceful conservation area, creating the perfect setting for relaxing or entertaining while enjoying the privacy of having no rear neighbors. Conveniently located near shopping, dining, schools, hospitals, and major highways, this home offers the perfect combination of location, upgrades, and value. Documentation and invoices for major improvements are available upon request.
Listing Agent: Alcides Martinez (813-263-8602)
27338 HOLLYBROOK TRL, WESLEY CHAPEL, FL 33544
$510,00042 Days on yellowkey MLS ID: TB8507755
2 Days Off yellowkey (back on 5/29/2026)
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
Remarks: Under contract-accepting backup offers. 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)
5425 SADDLEBROOK WAY, WESLEY CHAPEL, FL 33543
$1,250,00034 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)
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