Location: Wesley Chapel , 33544
Do Not Show Listings
27236 HOLLYBROOK TRL, WESLEY CHAPEL, FL 33544
$520,000Listed 06/23/2026 3:34PM MLS ID: TB8522497
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2233 Built: 2003Monthly Fee: $87 Tax: $6,545 (2025)Community: Union ParkSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,545
Elementary School: Veterans Elementary School
High School: Cypress Creek High-PO
Tax Year: 2025
Middle School: Cypress Creek Middle School
Remarks: Welcome to this beautifully maintained home located in the highly sought-after Union Park community in Wesley Chapel. This residence offers a functional open-concept layout designed for both everyday living and entertaining. The spacious kitchen flows seamlessly into the main living and dining areas, creating a bright and inviting atmosphere filled with natural light. The primary suite provides a comfortable retreat with a well-appointed ensuite bathroom and generous closet space. Additional bedrooms are well-sized and versatile, ideal for family, guests, or a home office setup. Step outside to enjoy a private backyard setting with peaceful views and no direct rear neighbors, offering a relaxing outdoor space perfect for morning coffee or evening gatherings. Residents of Union Park enjoy resort-style amenities, including community pools, fitness centers, walking trails, playgrounds, and clubhouse access, all within a vibrant and well-maintained master-planned community. Conveniently located near shopping, dining, top-rated schools, and major highways, this home offers easy access to Tampa, Wiregrass Mall, Tampa Premium Outlets, and The Grove. Don’t miss the opportunity to own in one of Wesley Chapel’s most desirable communities! NOTE: The house is currently fully furnished. The house can be sold furnished for an additional price, negotiable with the seller.
Listing is courtesy of: NATIONWIDE REALTY SOLUTIONS LL (813-385-6021)
Listing Agent: Monty Rifaie (813-777-1854)
8512 ORCHARD GRASS ST, WESLEY CHAPEL, FL 33544
$415,000243 Days on yellowkey MLS ID: TB8439738
REDUCED by $9,900 (2.3%) on 06/23/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2043 Built: 2021Monthly Fee: $69 Tax: $3,611 (2024)Community: Park Mdws Ph 1Single Family
Taxes:$3,611
Elementary School: Quail Hollow Elementary-PO
Tax Year: 2024
Remarks: ** Price Improved ** Location, location, location! New exterior paint (05/2026) Beautifully upgraded 4-bedroom, 3-bathroom one-story home with a 2-car garage, located in the highly desirable Park Meadows community of Wesley Chapel. Built in 2021, this home offers modern design and thoughtful enhancements throughout, including custom wood trim, 8-foot doors, updated light fixtures and ceiling fans, and brand-new interior paint. With no carpet anywhere, the home features elegant tile flooring and luxury plank flooring throughout for a sleek and low-maintenance lifestyle. The open-concept Seagate floor plan showcases a spacious living area, vaulted dining space, and a stylish kitchen equipped with stainless steel appliances, a large kitchen island, ample cabinetry, a walk-in pantry, and a breakfast bar—perfect for everyday living and entertaining. Step outside to the covered lanai and enjoy a private, fully fenced yard ideal for relaxing or play. The owner’s suite includes a vaulted ceiling, an oversized walk-in closet, and a spa-like en-suite bath with dual vanities and a walk-in shower. Two bedrooms share a full bath tucked behind an arched hallway, while the fourth bedroom is near the third full bath—perfect for guests or a home office. Smart home features include a NEST thermostat and WiFi-enabled garage door opener. Located directly across from the community park and pool, this home offers scenic views and unmatched access to amenities. Park Meadows is a low-HOA, no CDD community positioned off Old Pasco Road, across from Cypress Creek Middle and High Schools, with easy access to I-75 via the new Overpass Road interchange. With high-end finishes, fresh updates, and a prime location, this home is move-in ready and waiting for you—schedule your private showing today!
Listing is courtesy of: ARK REALTY (813-679-7717)
Listing Agent: Gabe Galdos (813-679-7717)
8308 GREENWAY AVE, WESLEY CHAPEL, FL 33544
$549,9906 Days on yellowkey MLS ID: TB8520227
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2409 Built: 2023Monthly Fee: $86 Tax: $6,673 (2025)Community: Park Mdws Ph 2Single Family
Taxes:$6,673
Remarks: Some homes check the boxes—this one creates a lifestyle. Nestled on a private pond and conservation homesite, this stunning pool home offers a backyard retreat where tranquil water views and Florida sunsets become part of your daily routine. With no rear neighbors, a sparkling pool, and inviting outdoor living spaces, every day feels like a getaway. Loft could be an easy conversion to a 4th bedroom with a closet already in place. Also with the versatile office space down stairs. Enjoy the added value of NO CDD fees and a low HOA, all while being conveniently located directly across from Cypress Creek Middle and High School and just seconds from major highways for an easy commute. Combining privacy, natural beauty, and exceptional convenience, this home offers the perfect balance of peaceful living and modern accessibility. Come experience the Florida lifestyle you've been searching for.
Listing is courtesy of: QUICKSILVER REAL ESTATE GROUP (813-288-0300)
Listing Agent: Dylan Lonsway, Pa (813-614-1960)
1737 VIRGINIA WILLOW DR, WESLEY CHAPEL, FL 33544
$885,00078 Days on yellowkey MLS ID: TB8494199
5 Days Off yellowkey (back on 6/23/2026)
REDUCED by $25,000 (2.7%) on 05/27/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3707 Built: 2015Monthly Fee: $133 Tax: $11,110 (2025)Community: Arbor Woods/Northwood Ph 2Single Family
Taxes:$11,110
Elementary School: Denham Oaks Elementary-PO
High School: Wiregrass Ranch High-PO
Middle School: John Long Middle-PO
Remarks: Welcome to luxury waterfront living in the gated community of Arbor Woods, now offered BELOW APPRAISED VALUE. This exceptional residence combines elegant design, high-end finishes, and resort-style outdoor living in one of Wesley Chapel’s most desirable locations. Boasting impressive functionality and timeless style, this expansive 4-bedroom plus office, 3 full bath, 2 half bath home was thoughtfully designed for both everyday comfort and unforgettable entertaining. With multiple living areas on both floors, a spacious upstairs loft, and stunning pond views, this home offers the flexibility and sophistication today’s luxury buyers are searching for. From the moment you arrive, the curb appeal impresses with a paver driveway, charming covered front porch, Hardie shake siding, stone accents, and beautifully maintained sidewalk-lined streets. Inside, refined details elevate every space, including crown molding, tray ceilings, designer lighting, shiplap feature walls, built-in speakers, a central vacuum system, and luxury flooring throughout with absolutely no carpet. The heart of the home is the oversized family room, where recessed sliding glass doors completely open to create seamless indoor-outdoor living while showcasing tranquil water views. The gourmet chef’s kitchen was designed to impress, featuring a large center island with breakfast bar seating, Monogram built-in double ovens, gas cooktop with pot filler, walk-in pantry, coffee station, and a spacious dining nook perfect for casual gatherings. For formal entertaining, enjoy a beautifully appointed dining room complete with elegant wainscoting and a statement chandelier. A private first-floor office offers the ideal work-from-home setup tucked away from the main living spaces. This home continues to impress with additional flexible living areas, including a dedicated media room and an enormous 18 x 19 second-floor loft featuring a wet bar, beverage refrigerator, and private half bath, ideal for a game room, theater, guest retreat, or multi-generational living. The luxurious first-floor primary suite serves as a peaceful retreat with private French door access to the lanai and a spa-inspired ensuite bath. One of the home’s most unique features is the adjacent bedroom currently transformed into a stunning custom designer closet with built-in organization and chandelier lighting, while still easily convertible back into a bedroom if desired. A Jack-and-Jill bath connects to the third bedroom, while the fourth bedroom and full bath are privately situated on the opposite side of the home, creating the perfect guest suite setup. Step outside into your own private Florida oasis. The expansive paver lanai overlooks serene pond views and was designed for year-round enjoyment with a fully equipped outdoor kitchen, fire pit, covered lounge space, open-air seating, and a charming waterfront swing that perfectly captures the Florida lifestyle. Residents of Arbor Woods enjoy gated security, community pool access, playgrounds, and a prime Wesley Chapel location just minutes from Tampa Premium Outlets, Wiregrass Mall, top-rated schools, dining, entertainment, and major highways for easy access to Tampa and surrounding areas. Luxury, location, space, and value all priced below appraised value for an incredible opportunity. Schedule your private showing today before this exceptional home is gone.
Listing is courtesy of: KING & ASSOCIATES REAL ESTATE LLC (352-458-0291)
Listing Agent: Johanna Navarro (813-299-9870)
3227 WATERMARK DR, WESLEY CHAPEL, FL 33544
$750,00034 Days on yellowkey MLS ID: TB8510937
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2870 Built: 2012Monthly Fee: $11 Tax: $3,677 (2025)Community: Seven OaksSpa: NoSingle Family
Taxes:$3,677
Elementary School: Seven Oaks Elementary-PO
Remarks: Welcome to Watermark in Seven Oaks! This beautiful 4-bedroom, 3-bath, saltwater pool home offers an open and functional floor plan with stylish upgrades throughout. As you enter through the front door, you’re welcomed by a private office with French doors on one side and a spacious formal dining room on the other. The heart of the home features a large kitchen overlooking the living room with a built-in fireplace, plus an additional eat-in dinette open to the pool area perfect for everyday living and entertaining. Step outside to your private backyard oasis featuring a covered lanai, saltwater pool, a separate cabana area with outdoor kitchen including a Green Egg and grill, mature landscaping, fenced yard for added privacy, and extra green space to enjoy. The spacious primary suite showcases tray ceilings, crown molding, dual walk-in closets, and a luxurious en-suite bath with dual granite vanities, garden tub, and walk-in shower. Three additional bedrooms and two full baths provide flexibility for family and guests, with one bath conveniently serving as a pool bath. Additional features include a side-entry garage with storage space, utility room with extra storage, irrigation system, water softener (2023), and numerous recent updates including a new AC (2024), pool salt cell and pool pump (2024), and French drain installation (2024). Enjoy living in one of Wesley Chapel’s most sought-after communities with access to Seven Oaks’ resort-style amenities including a stunning clubhouse, multiple pools, waterslide, fitness center, tennis courts, pickleball/basketball courts, playgrounds, and scenic walking trails. Conveniently located near top-rated schools, shopping, dining, and major roadways.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-907-8200)
Listing Agent: Stacy Fast (813-382-6520)
27335 ROSELING CT, WESLEY CHAPEL, FL 33544
$835,0007 Days on yellowkey MLS ID: TB8519196
0 Days Off yellowkey (back on 6/23/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3622 Built: 2007Monthly Fee: $160 Tax: $10,738 (2025)Community: Seven Oaks Prcl S-4A/S-4B/S-5BSingle Family
Taxes:$10,738
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. **WELCOME HOME!** Some homes check a few boxes. This one checks them all. Perfectly positioned on a private conservation homesite within the gated community of Seven Oaks, this beautifully updated home offers a rare combination of space, privacy, luxury, and peace of mind in Wesley Chapel. Offering over **3,600 square feet of living space, 5 bedrooms, 3 full bathrooms, and a 3-car garage**, this home was designed for the way families live today. The moment you step outside, you’ll understand what makes this property so special. The gorgeous **Pebble Tec pool**, surrounded by beautiful travertine decking, creates a true backyard retreat overlooking peaceful conservation views with no rear neighbors. Adding to the resort-style experience is a gas/propane-powered hot tub and outdoor grill, creating the ultimate setup for entertaining or relaxing in total comfort under the Florida sunshine year-round. Inside, you’ll find bright, open living spaces filled with natural light, soaring ceilings, and an inviting layout. The updated kitchen serves as one of the true highlights of the home, featuring stunning **custom quartz countertops**, stainless steel appliances, abundant cabinetry, and a generous workspace that beautifully elevates the entire space. One of the most appealing aspects of this home is the peace of mind it provides. Major improvements have already been completed, including a **NEW ROOF (2024), UPDATED KITCHEN (2022), A/C REPLACED (2020), and FRESH INTERIOR PAINT (2026)**. The home also features a two-zone HVAC system for enhanced comfort and energy efficiency, along with a UV light installed in the upstairs air handler to help reduce allergens and improve indoor air quality. The spacious owner’s suite provides a relaxing retreat, while the additional bedrooms and flexible living spaces offer room for guests, home offices, fitness space, or hobbies. Beyond the property itself, Seven Oaks continues to be one of Wesley Chapel’s most sought-after master-planned communities. Residents enjoy resort-style pools, water slides, splash parks, fitness facilities, tennis courts, playgrounds, sports fields, and walking trails. You'll enjoy easy access to top-rated schools, AdventHealth Wesley Chapel, The Shops at Wiregrass, Tampa Premium Outlets, and Interstate 75. As an added bonus, the sellers are including **seller are offering ONE FULL YEAR OF PROFESSIONAL HOUSE CLEANING SERVICE with an accepted full-price offer**, giving the next owner more time to enjoy the home and less time worrying about chores. Schedule your private showing today and experience for yourself what makes this home so special.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Jakea Cates (813-802-9689)
9020 SHENANDOAH RUN, WESLEY CHAPEL, FL 33544
$670,0001 Day on yellowkey MLS ID: TB8521153
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2402 Built: 2000Monthly Fee: $95 Tax: $9,104 (2025)Community: Homesteads SaddlewoodSpa: NoSingle Family
Taxes:$9,104
Remarks: Custom Pool Home on 2.27 Acres in the Gated Homesteads of Saddlewood! Nestled on a private homesite with a serene conservation area beyond the back yard, this custom residence offers the perfect blend of space, privacy, and Florida living.
Listing is courtesy of: RE/MAX PREMIER GROUP (813-929-7600)
Listing Agent: Wayne Gabriel (813-781-9529)
26611 CHIMNEY SPIRE LN, WESLEY CHAPEL, FL 33544
$275,000100 Days on yellowkey MLS ID: TB8486987
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1588 Built: 2005Monthly Fee: $430 Tax: $4,314 (2025)Community: Bay At Cypress CreekTownhouse
Taxes:$4,314
Remarks: Beautiful 3 bedroom, 2.5 bath townhome with a one car garage and no carpet throughout, a great feature for those with allergies and for easy maintenance. The kitchen and bathrooms have been tastefully updated, offering a fresh and modern feel. The home also features a screened porch, perfect for relaxing and enjoying Florida living. Conveniently located just minutes from I 75 and the Tampa Premium Outlets, this property offers easy access to shopping, dining, and commuting. Residents can also enjoy the community pool just a short walk away. With no CDD fees, this well maintained townhome is move in ready and waiting for its new owner.
Listing Agent: Katerina Villa- Garcia (813-476-1059)
27416 BREAKERS DR, WESLEY CHAPEL, FL 33544
$570,000182 Days on yellowkey MLS ID: TB8458657
REDUCED by $19,900 (3.4%) on 04/29/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2812 Built: 1995Monthly Fee: $13 Tax: $8,838 (2025)Community: NorthwoodSingle Family
Taxes:$8,838
Remarks: Price Just dropped!!!! Welcome to your new pool home! This stunning 5-bedroom, 2.5-bathroom, 2-car garage home is located in the highly sought-after Northwood community in Wesley Chapel. (Bonus: the half bath already has plumbing in place and can easily be converted into a full bath!) As you enter the foyer, you’re greeted by soaring ceilings and an abundance of natural light. To the right, you’ll find a spacious formal living and dining room combination—perfect for hosting gatherings. The beautifully remodeled eat-in kitchen (2020) features updated white cabinetry with a built-in wine rack, gorgeous granite countertops, a breakfast bar, stylish lighting, and stainless steel appliances. The open floor plan flows seamlessly into the family room, creating the perfect space for entertaining. The family room opens through large sliding glass doors to a spacious screened lanai and private pool area, all overlooking a serene pond view—ideal for relaxing mornings and peaceful evenings. Need a home office or guest suite? You’re covered! A flexible room is conveniently located on the first floor just off the family room, near the half bath. Upstairs, enjoy NEW flooring and fresh paint throughout. The oversized primary suite features a sitting area, two walk-in closets, dual vanities, a garden tub, and a separate shower. You’ll also find two additional bedrooms plus a large flex room with two closets—perfect as a fifth bedroom, media room, or playroom to suit your needs. Residents enjoy access to community amenities including a pool, tennis courts, playground, and recreation center. Conveniently located near SR 56, I-75, The Shops at Wiregrass, Tampa Premium Outlets, University of South Florida, and top-rated hospitals. This is a MUST SEE—schedule your private showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Melodie Cooper (813-789-8413)
27221 SEA BREEZE WAY, WESLEY CHAPEL, FL 33544
$565,00026 Days on yellowkey MLS ID: TB8511930
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3243 Built: 1996Monthly Fee: $13 Tax: $7,846 (2025)Community: NorthwoodSpa: NoSingle Family
Taxes:$7,846
Remarks: A can't-miss opportunity in Wesley Chapel’s premier Northwood community! Situated perfectly on a quiet cul-de-sac, this impressive 5-bedroom, 2.5-bathroom home greets you with a grand entry and soaring staircase that sets a stunning tone the moment you step inside. The main floor boasts elegant hardwood floors, sophisticated separate living and dining spaces, a convenient half-bath, and a highly functional downstairs bedroom—perfect for guests, a home office, or a playroom. At the heart of the home, the kitchen is flooded with beautiful natural light and comes fully equipped with brand-new, sleek black appliances that make the space look incredibly modern and sharp. The kitchen also provides tons of storage space with a pantry closet and additional closet space and can we say cabinets everywhere! Just nearby, the dedicated downstairs laundry room includes a highly convenient utility sink along with quality overhead cabinets above the washer and dryer space for excellent extra storage. Step into the family room and open the 3-piocketed sliding glass doors to reveal an incredible outdoor living setup. The patio runs the full length of the house, leading into a stunning glass-enclosed extended screen room equipped with electrical outlets (currently utilized as an enviable home gym). This sunroom looks out onto a beautifully landscaped, mature backyard complete with a dedicated outdoor play area. Head upstairs on brand-new carpeting to find gorgeous luxury vinyl flooring and four additional, generously sized bedrooms. The oversized primary suite is a true sanctuary, complete with a private, tucked-away seating area, a deep garden tub made for soaking, and a separate shower. Love the outdoors? The extended sunroom is a fitness or relaxation lover's dream (currently utilized as an enviable home gym), opening up to a beautifully landscaped, mature backyard complete with a dedicated outdoor play area. Location & Lifestyle Bonus: Enjoy the perks of an extremely low HOA fee while living just minutes away from Wesley Chapel’s premier shopping (like the Wiregrass Mall and Premium Outlets), top-tier restaurants, and quick, easy access to the interstate for a seamless commute. This turnkey property checks every single box for space, style, and convenience. Don't wait—schedule your private showing today and step into your dream home!
Listing is courtesy of: COLDWELL BANKER REALTY (813-977-3500)
Listing Agent: Amy Schreiber (813-406-9646)
6431 GENTLE BEN CIR, WESLEY CHAPEL, FL 33544
$325,000319 Days on yellowkey MLS ID: TB8414086
REDUCED by $20,000 (5.8%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1638 Built: 2003Monthly Fee: $160 Tax: $5,023 (2024)Community: Fairways Quail Hollow Ph 02Single Family
Taxes:$5,023
Remarks: This spacious one owner home is a 3 bedroom, 2 bathroom, 2 car garage home with an extra-large covered/screened lanai with ceiling fan, great for hosting guest or enjoying your morning coffee in comfort. Nestled in the desirable Fairways at Quail Hollow community. This home features 1638 sqft of living space, kitchen with breakfast bar. Your appreciate the generous amount of natural light this house offers. Split bedrooms, walk-in closet in master bedroom. Roof replaced 12/2014, windows 3/2015, hot water tank 10/2017, air conditioner 6/2018, tile throughout 8/2019. HOA includes lawn, landscape maintenance, exterior painting and pest treatment. Wesley Chapel has numerous restaurants, lots of shopping centers, an outdoor mall- The Shops at Wiregrass, a large Premium Outlet Mall, movie theaters, ice rink, hospitals, medical facilities, & so much more!
Listing is courtesy of: VANDERLEELIE & ASSOC.RE ESTATE (813-245-2068)
Listing Agent: Bonifacio Tejedor (813-477-2982)
27708 SANTA ANITA BLVD, WESLEY CHAPEL, FL 33544
$875,0006 Days on yellowkey MLS ID: TB8519886
Bed: 3 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 3431 Built: 2002Monthly Fee: $95 Tax: $8,287 (2025)Community: Homesteads Saddlewood Ph 02Single Family
Taxes:$8,287
Remarks: Virtually Staged. COUNTRY LIVING IN THE HEART OF WESLEY CHAPEL! Nestled on 1.58 acres in the gated equestrian community of Homesteads of Saddlewood, this custom-built estate offers the perfect blend of privacy, elegance, and country charm. Surrounded by majestic oak trees and abundant wildlife, this 3-bedroom, 3-bath residence spans 3,431 square feet of living space and features a thoughtfully designed floor plan with soaring ceilings, elegant architectural details, and abundant natural light that enhances every space. The heart of the home is an inviting kitchen and family room combination, complete with quartz countertops, solid wood cabinetry, stainless steel appliances, and a cozy gas fireplace. The first-floor primary suite is a private retreat featuring a spa-inspired bath with a garden tub and separate walk-in shower. Upstairs, a spacious bonus/media room and two generously sized bedrooms provide flexibility for family and guests. Speakers installed throughout the home create a seamless audio experience for everyday living and entertaining. Step outside to your own private oasis, where a screened pool and heated spa invite year-round enjoyment. A rare oversized 4-car garage, including a separate workshop, offers endless possibilities for car enthusiasts, hobbyists, or additional storage. Zoned for horses and located just minutes from shopping, dining, and major roadways, this exceptional property delivers the serenity of estate living with the convenience of Wesley Chapel at your doorstep. Thoughtfully and extensively updated, the home offers true peace of mind with a long list of recent improvements. Upgrades include new flooring throughout the entire first floor, fully remodeled first-floor bathrooms, brand-new interior paint, and new appliances. Major system enhancements include a new septic tank and drain field, new well system with reservoir components, new water softener, and a light-duty commercial water heater. The pool system has been modernized with a new electric pool heater, new pool pump, and recently replaced pool screens, along with a new irrigation timer. Interior updates continue with new white oak stair treads and railings, creating a warm architectural focal point. Brand new carpet on second floor. Energy efficiency shines through with low electric bills, supported by efficient windows and upgraded insulation. Don’t let this one slip away, schedule your private showing now!
Listing is courtesy of: COMPASS FLORIDA LLC (727-380-2067)
Listing Agent: Genevieve Cherrier (813-943-7895)
5240 GATO DEL SOL CIR, WESLEY CHAPEL, FL 33544
$315,0003 Days on yellowkey MLS ID: TB8521589
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1438 Built: 2001Monthly Fee: $285 Tax: $2,587 (2025)Community: Lexington Oaks Village 25 26Spa: NoSingle Family
Taxes:$2,587
Remarks: Nestled within the gated Pimlico Village of the highly desirable Lexington Oaks Golf Course Community is this MAINTENANCE-FREE, move-in-ready detached villa offering comfortable, low-maintenance living just steps from the community pool. Maintenance-free living includes periodic roof replacement, exterior painting, pressure washing from the sidewalks to the front door, and landscaping maintenance, allowing you to enjoy a carefree lifestyle. This well-maintained home features a freshly painted interior and exterior, 2 bedrooms, 2 bathrooms, and a 2-car garage, with an open floor plan designed for both everyday living and entertaining. Vaulted ceilings enhance the spacious living and dining areas, while the thoughtfully designed layout provides privacy between the primary and secondary bedrooms. The bright and airy, spacious kitchen features warm honey oak cabinetry, white appliances, and a cozy eat-in dining area, creating the perfect space for casual meals and morning coffee. Step outside to the screened-in lanai, an ideal space to relax, unwind, and enjoy the Florida lifestyle year-round. Additional upgrades include a whole-home Culligan reverse osmosis water filtration system for enhanced water quality and peace of mind. Major updates have already been completed, including a new roof in 2021, an HVAC system in 2018, and a water heater in 2021, providing added value and confidence for years to come. This move-in-ready villa combines comfort, convenience, and low-maintenance living in one of Wesley Chapel's most desirable locations. Conveniently located near Interstate 75, major shopping centers, restaurants, healthcare facilities, and highly regarded schools. Schedule a private showing today!
Listing is courtesy of: KELLER WILLIAMS TAMPA PROPERTIES (813-264-7754)
Listing Agent: Vincent Moreno (813-777-3479)
26527 CASTLEVIEW WAY, WESLEY CHAPEL, FL 33544
$265,00075 Days on yellowkey MLS ID: TB8494929
1 Days Off yellowkey (back on 6/21/2026)
REDUCED by $13,000 (4.7%) on 05/22/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1545 Built: 2005Monthly Fee: $430 Tax: $3,562 (2025)Community: Bay At Cypress CreekTownhouse
Taxes:$3,562
Remarks: Under contract-accepting backup offers. CORNER unit. Conservation view. NO carpet. NO CDD. And yes… there’s more. 26527 Castleview Way, where location meets flexibility in one of Wesley Chapel’s most strategic pockets. Situated in the gated community of Bay at Cypress Creek, this townhome is just minutes from Tampa Premium Outlets, AdventHealth Center Ice, and direct access to I-75—putting you exactly where you want to be, without the chaos of being in the middle of it. And here’s where it gets interesting: potential rental flexibility with shorter term rentals adds an extra layer of opportunity (buyer to verify with HOA). Live in it, invest in it, or do both—this is the kind of property that adapts to your goals. Built in 2005, this residence offers 3 bedrooms, 2 full bathrooms, and 1 half bathroom with approximately 1,545 square feet of heated living space. The main level features an open living and dining area with reclaimed wood flooring, providing a seamless flow for everyday living and entertaining. The kitchen is equipped with stainless steel appliances, including a refrigerator, range, microwave, dishwasher, and ample cabinet space. Sliding glass doors lead to a screened-in lanai overlooking a private, tranquil green space with no rear neighbors. Upstairs, the primary suite includes a walk-in closet and an en-suite bathroom. Two additional bedrooms and a full bathroom provide flexibility for a variety of uses. Additional features include central air conditioning, ceiling fans, and an interior laundry area with washer and dryer included. No carpet. The community offers deed restrictions, a community pool, and maintenance services. HOA fees include internet, water, sewer, trash, and exterior maintenance, providing convenience and low-maintenance living. Conveniently located in Wesley Chapel, this property provides easy access to I-75, major retail centers, dining, and healthcare facilities.
Listing is courtesy of: TAMPA BAY KEY REALTY (813-285-3317)
Listing Agent: Corina Silva (813-285-3317)
27205 HAWKS NEST CIR, WESLEY CHAPEL, FL 33544
$484,00026 Days on yellowkey MLS ID: TB8512012
0 Days Off yellowkey (back on 6/21/2026)
REDUCED by $15,000 (3.0%) on 06/10/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2399 Built: 2015Monthly Fee: $211 Tax: $7,362 (2025)Community: Quail Woods Ph 2Single Family
Taxes:$7,362
Remarks: Under contract-accepting backup offers. Welcome to the highly sought-after Quail Woods gated community, where this beautifully maintained 2015-built home offers the perfect blend of style, comfort, and convenience—with NO CDD fees and a desirable split-bedroom floor plan. Featuring 4 bedrooms, 3 full bathrooms, and a spacious 3-car garage, this move-in ready residence showcases ceramic tile and engineered hardwood flooring throughout with absolutely no carpet. From the moment you arrive, the home’s impressive curb appeal stands out with stone accents, a freshly painted exterior (2026), tropical landscaping, in-ground landscape lighting, and a paver driveway. Elegant 8-foot decorative glass double doors welcome you into a bright and spacious interior designed for both everyday living and entertaining. At the heart of the home is the gourmet kitchen overlooking the great room and dining area, complete with 42” espresso cabinetry with crown molding, granite countertops, tile backsplash, a large center island with seating, and a separate breakfast nook. The spacious secondary bedrooms flexibility for guests, home office space, or larger furniture arrangements. Privately tucked away from the secondary bedrooms, the primary suite serves as a relaxing retreat featuring engineered hardwood flooring, abundant natural light, dual walk-in closets, and an ensuite bathroom with dual granite vanities, a garden tub, linen closet, and separate shower. Additional highlights include a laundry room with utility sink and added shelving, a whole-house water softener and filtration system, and oversized side storage space perfect for lawn equipment or additional storage needs. Step outside to enjoy your private backyard oasis featuring an enclosed paver lanai and additional patio sitting area ideal for relaxing or entertaining outdoors. HOA includes basic cable and internet, adding even more value. Conveniently located near I-75, shopping, dining, movie theaters, Super Target, The Grove at Wesley Chapel, KRATE at The Grove, and The Shops at Wiregrass. Major updates include Roof (2015), AC (2015), Water Heater (2021), Sprinkler System (2021), Exterior Paint (2026), and Whole-House Water Softener/Filtration System. This exceptional home is truly move-in ready and ideally located in one of Wesley Chapel’s most desirable gated communities.
Listing is courtesy of: KELLER WILLIAMS TAMPA PROP. (813-264-7754)
Listing Agent: Dinah Ibiam (801-787-9823)
27642 PLEASURE RIDE LOOP, WESLEY CHAPEL, FL 33544
$239,9994 Days on yellowkey MLS ID: W7886922
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1513 Built: 2005Monthly Fee: $426 Tax: $4,498 (2025)Community: Saddle Crk ManorTownhouse
Taxes:$4,498
Remarks: Welcome to 27642 Pleasure Ride Loop in Wesley Chapel, Florida, where comfort, style, and convenience come together in this beautifully maintained 3-bedroom, 2.5-bath home located in a desirable gated community. Offering over 1,500 square feet of thoughtfully designed living space, this home is perfect for families, first-time buyers, or anyone seeking low-maintenance Florida living. Step inside and be greeted by luxury vinyl plank flooring that flows throughout the main living areas, creating a warm and modern feel. The spacious open-concept living and dining areas are filled with natural light thanks to large windows and sliding glass doors that overlook the backyard, making the space ideal for everyday living and entertaining. The kitchen is designed with both function and style in mind, featuring newer stainless steel appliances, abundant cabinetry, and ample counter space for meal preparation and storage. A convenient half bath on the first floor adds to the home's practical layout. Upstairs, the impressive primary suite serves as a relaxing retreat with vaulted ceilings, abundant natural light, a large walk-in closet, decorative plant shelves, and a private ensuite bath complete with dual vanities and generous cabinet storage. Two additional bedrooms also feature vaulted ceilings, enhancing the spacious feel throughout the upper level. Two full bathrooms upstairs provide convenience for family and guests alike. The oversized 2-car garage includes additional shelving, offering plenty of storage space for tools, hobbies, and growing household needs. Residents enjoy the benefits of a gated community, including added security, a community pool, and scenic sidewalks perfect for morning walks or evening strolls. Conveniently located near shopping, dining, entertainment, top-rated schools, and major roadways, this Wesley Chapel gem offers the perfect blend of comfort, community, and accessibility. Don't miss your opportunity to make this beautiful home your own—schedule your private showing today!
Listing is courtesy of: CENTURY 21 ALLIANCE REALTY (352-686-0000)
Listing Agent: Scott Goldsborough (813-363-6745)
28809 BENNINGTON DR, WESLEY CHAPEL, FL 33544
$829,900223 Days on yellowkey MLS ID: TB8447899
0 Days Off yellowkey (back on 6/20/2026)
REDUCED by $5,000 (0.6%) on 05/21/2026
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 2924 Built: 1999 Tax: $3,530 (2024)Community: Plantation PinesSingle Family
Taxes:$3,530
Remarks: Under contract-accepting backup offers. Luxury Country Retreat Minutes from Wesley Chapel’s Best Shopping and Dining!!! Experience the perfect blend of serene country living and modern luxury in this beautifully remodeled estate, ideally located just 10 minutes from I-75 and premier destinations such as The Grove at Wesley Chapel, the new Target and The Crates, The Shops at Wiregrass, and Tampa Premium Outlets. Set on a fully fenced 3-acre lot, this property offers the freedom to bring your horses, goats, chickens, or any of your favorite outdoor toys—creating the lifestyle you’ve always dreamed of. Step inside the main residence and be welcomed by soaring high ceilings, an open-concept layout, and abundant natural light that fills every room. The home features 4 spacious bedrooms and 3 full bathrooms, including a luxurious owner’s suite and a private mother-in-law suite, ideal for multigenerational living or hosting long-term guests. The gourmet kitchen features a walk-in pantry and opens seamlessly to the living and dining areas—perfect for both everyday living and elegant entertaining. The elegant family room centers around a stunning gas and wood-burning fireplace, creating a warm and inviting ambiance. Double sliding doors open to an expansive courtyard oasis—the perfect setting for entertaining family and friends or unwinding with a glass of wine as you take in the tranquil sounds of nature. The courtyard features a built-in outdoor kitchen (appliances not included), offering endless potential for your custom touches. Meticulously updated in 2023, this home boasts modern comforts and peace of mind with upgrades including: New tankless water heater (2023), whole-house water filtration system (2023), all new appliances (2023), roof replaced in 2021, propane tank system serving the entire home. A standout feature of this property is the impressive 1,100-sqft detached garage, offering space for up to four vehicles, equipment, or recreational toys. Above the garage sits a brand-new, fully equipped guest apartment, complete with its own kitchen, bathroom, private entrance, and parking—ideal for guests, extended family, or potential rental income. (The full apartment square footage, 1,100 is not included in main house sqft). If you’ve been searching for that rare combination of luxury, space, privacy, and convenience, LOOK NO FURTHER!!!. This estate offers the best of both worlds—peaceful country charm just minutes from the heart of Wesley Chapel’s vibrant lifestyle!!!. SCHEDULE YOUR SHOWING TODAY!!!
Listing is courtesy of: INVESTOR CORNER REALTY LLC (813-766-4266)
Listing Agent: Yuneisy Hernandez (813-997-2607)
27509 EDENFIELD DR, WESLEY CHAPEL, FL 33544
$449,00075 Days on yellowkey MLS ID: W7884638
REDUCED by $9,000 (2.0%) on 06/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2103 Built: 2004Monthly Fee: $11 Tax: $5,872 (2025)Community: Seven Oaks Prcl S-8B1Single Family
Taxes:$5,872
Remarks: **BIG Price Improvement! Come see it this Saturday!**. In the highly sought-after Seven Oaks community, this well-appointed home sits on a premium pond and conservation lot with no rear neighbors—the perfect blend of privacy, nature, and everyday luxury. From the moment you walk in, you’ll love the high ceilings, plantation shutters, no carpet anywhere, and flowing split floor plan designed for both comfort and style. The kitchen shines with granite countertops, generous storage, and a sunny eat-in space, while the spacious owner’s retreat feels like a private escape with new laminate wood flooring, a huge walk-in closet, and serene water and conservation views. The screened-in patio is the perfect place to unwind and take in the peaceful surroundings. Big-ticket peace of mind is already built in with a BRAND NEW A/C in 2026, and the seller will install a BRAND NEW ROOF with an acceptable offer. And then there’s the lifestyle—Seven Oaks delivers resort-style living at its best with a Fitness Center, impressive Clubhouse, Conference Room, Olympic-size lap pool, lagoon-style pool, splash pad, water slide, pool cabanas, movie theater, café, soccer field, covered playgrounds, nature trails, and tennis, basketball, and volleyball courts. All of this is just minutes from I-75, Wiregrass Mall, Tampa Premium Outlets, golf, medical centers, top-rated Wesley Chapel schools, and Tampa attractions like Busch Gardens and Adventure Island Water Park, with Epperson Lagoon less than 10 miles away. Come live the Florida Lifestyle.
Listing is courtesy of: HOMESMART (407-476-0461)
Listing Agent: Charisse Mathews (727-808-7639)
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
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)
25946 RISEN STAR DR, WESLEY CHAPEL, FL 33544
$465,00041 Days on yellowkey MLS ID: TB8508403
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2534 Built: 2003Monthly Fee: $8 Tax: $2,212 (2025)Community: Lexington Oaks Villages 27A & 31Single Family
Taxes:$2,212
Remarks: Welcome to the highly desirable Lexington Oaks Golf Club community. Perfectly positioned along the 8th hole, this beautifully maintained home offers tranquil GOLF COURSE VIEWS from the private screened lanai overlooking the tee box — the ideal setting to relax and enjoy Florida living. From the moment you arrive, you’ll appreciate the home’s exceptional curb appeal, highlighted by upgraded pavers, gutters, and mature palm landscaping that enhances the property’s inviting exterior. Elegant French front doors create a warm and impressive entrance into the spacious interior. Inside, the home features a desirable split floor plan that provides both privacy and functionality. Formal living and dining room areas offer the perfect spaces for entertaining guests or hosting special occasions, while the open-concept main living areas create a comfortable everyday flow. The kitchen is thoughtfully designed with plenty of cabinet space, granite countertops, stainless steel appliances, a breakfast bar, cooking island, and complemented by premium water systems, including a Flow-Tech system and reverse osmosis filtration. An indoor laundry room adds everyday convenience and practicality. The functional layout also features a desirable 3-car garage, offering ample space for storage and convenience. Recent major updates provide added peace of mind, including the roof and HVAC system, both replaced in 2022. Blink security cameras will also convey with the home. This exceptional golf course residence combines comfort, quality upgrades, and picturesque surroundings in one of Wesley Chapel’s established golf communities. Lexington Oaks is a deed-restricted golf community with many amenities including a championship 18-hole golf course, fitness center, heated pool, soccer, tennis, basketball & volleyball courts, playground, splash pad, clubhouse, and Omari's Bar & grill. Lexington Oaks is conveniently located near daycares, schools, hospitals, restaurants and several major shopping districts.
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