Location: Homesteads Saddlewood, Wesley Chapel
Do Not Show Listings
27708 SANTA ANITA BLVD, WESLEY CHAPEL, FL 33544
$875,0002 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,287
Elementary School: Quail Hollow Elementary-PO
High School: Cypress Creek High-PO
Tax Year: 2025
Middle School: Cypress Creek Middle School
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)
9046 SHENANDOAH RUN, WESLEY CHAPEL, FL 33544
$799,90056 Days on yellowkey MLS ID: TB8500561
REDUCED by $25,100 (3.0%) on 05/29/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3160 Built: 2004Monthly Fee: $95 Tax: $5,583 (2025)Community: Homesteads SaddlewoodSingle Family
Taxes:$5,583
Remarks: Lovely estate home located in Phase II of the Homesteads of Saddlewood! Soaring ceilings and amazing conservation views greet you as you enter the front door. The common living areas form the hub of an open-concept floor plan, with bedrooms thoughtfully split in three different directions for privacy. At the heart of the home are the Kitchen and Living Room.
Listing is courtesy of: RE/MAX PREMIER GROUP (813-929-7600)
Listing Agent: Wayne Gabriel (813-781-9529)
8140 PIMLICO PL, WESLEY CHAPEL, FL 33544
$765,000117 Days on yellowkey MLS ID: TB8476811
REDUCED by $10,000 (1.3%) on 06/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2136 Built: 1992Monthly Fee: $90 Tax: $8,707 (2025)Community: Homesteads SaddlewoodSingle Family
Taxes:$8,707
Elementary School: None
High School: None
Middle School: None
Remarks: Experience refined living in the gated Homesteads of Saddlewood, where this beautifully updated chalet-style residence sits on a scenic 2-acre wooded, waterfront cul-de-sac lot. Designed with exceptional attention to detail, this 3-bedroom, 2-bath home offers a blend of architectural character and modern enhancements in a private natural setting. A spacious 32' x 11' front porch welcomes you into an impressive interior featuring soaring cathedral ceilings, a custom staircase, and an open layout ideal for both everyday living and elevated entertaining. The great room, complete with a fireplace, connects seamlessly to the renovated kitchen and formal dining room. The main level includes two well-appointed bedrooms, while the entire second floor serves as a dedicated primary suite. This expansive 21' x 29' retreat includes a walk-in closet and a thoughtfully updated bathroom with a separate soaking tub, glass-enclosed shower, and dual vanities. Outdoor living is enhanced by a screened pool and spa overlooking the wooded landscape, creating a peaceful backdrop for relaxation. The property also provides direct access to approximately 7,000 acres of the Cypress Creek Well Fields, offering exceptional opportunities for walking, trail riding, and equestrian enjoyment. Saddlewood combines a quiet, natural environment with convenient proximity to major shopping, dining, medical facilities, entertainment venues, and I-75 for travel to Tampa and Orlando. No CDD fees. All information is deemed reliable but not guaranteed. Buyers are responsible for verifying all measurements and property details.
Listing is courtesy of: WILD REALTY & INV. CO., INC. (813-991-7717)
Listing Agent: Johnny Wild (813-991-7717)
8600 SHENANDOAH RUN, WESLEY CHAPEL, FL 33544
$599,99979 Days on yellowkey MLS ID: TB8492515
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2218 Built: 1998Monthly Fee: $90 Tax: $5,467 (2025)Community: Homesteads SaddlewoodSingle Family
Taxes:$5,467
Remarks: Brazilian walnut ceilings, high end designs, and a chef’s kitchen wrapped in striking stonework give this Saddlewood estate a look and feel that is anything but ordinary. Set on 2.01 acres inside one of Wesley Chapel’s gated equestrian communities, this custom-built 3 bedroom, 2 bath home presents the kind of privacy, aesthetic, and breathing room that is getting harder to find. The approach immediately sets an inviting tone with an expansive front lawn, mature trees, and a classic covered front porch that feels quiet, tucked away, and welcoming. From there, the home opens into a striking main living area where the Brazilian walnut carries across both the floors and ceilings, bringing warmth, depth, and a custom finish rarely seen at this price point. Oversized windows pull in natural light and frame peaceful views of the property, while the open layout keeps the living, dining, and kitchen spaces connected in a way that feels polished and effortless. At the heart of it all, the kitchen delivers a commanding presence and exceptional performance. A dramatic stone backdrop, sleek vent hood, granite counters, custom maple and cherry cabinetry, a stainless island, and a high-end appliance package featuring Sub-Zero, Wolf, and Thermador come together in a space that feels elevated, intentional, and ready for everything from casual mornings to full-scale entertaining. Generous seating at the oversized bar and an efficient, well-planned layout make it as functional as it is visually impressive. The primary suite is a standout feature, offering a spacious retreat with Australian cypress flooring, beautiful natural light, and enough extra room for a sitting area, office nook, or private workout space. The ensuite bath continues the custom feel with dual sinks, a large walk-in shower, and upscale finishes that give the room a clean, modern edge. This home’s secondary bedrooms are comfortably sized and well placed on the opposite side of the residence, with a nearby bathroom that has dual sinks and a tub/shower combination. Paired with refined finishes, it is a clean, spa-like space that serves guests and everyday living with ease. The outdoor setting transitions into a more natural backdrop with a deep tree line creating a wooded view behind the home with no rear neighbors in sight. A designated fire pit area anchors the yard and offers a great place to gather and unwind, while the remaining acreage leaves room to shape and personalize over time to fit your lifestyle. Additional highlights include a whole-house generator, low HOA, no CDD, and a 2 car side-entry garage. Located in The Homesteads of Saddlewood, residents enjoy gated entry and access to miles of equestrian and nature trails connected to the scenic 3,000-acre Cypress Creek Preserve. All of this is just minutes from I-75, The Grove, KRATE, Tampa Premium Outlets, Wiregrass, dining, hospitals, and top-rated schools, with John Hopkins Children’s Hospital also planned nearby. This is the kind of property that feels different the moment you arrive, with custom materials, a memorable interior, and desirable acreage in one of Wesley Chapel’s most loved gated communities. Schedule your private showing and experience it today!
Listing is courtesy of: KING & ASSOCIATES REAL ESTATE LLC (352-458-0291)
Listing Agent: Johanna Navarro (813-299-9870)
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