Welcome to easy, resort-style living in the gated community of Saddlebrook. Offered fully furnished and thoughtfully updated, this spacious 3-bedroom, 2.5-bath townhome is tucked against a peaceful conservation backdrop, creating a private retreat in the heart of Wesley Chapel. Enjoy the flexibility of a short term rental with generous annual income, or as a private residence. Inside, an open-concept living and dining area flows into a beautifully renovated kitchen with modern finishes and appliances. Sliding glass doors extend the living space outdoors, while two private back porches offer quiet spots for morning coffee, evening cocktails, or simply taking in the lush surroundings. Upstairs, all three bedrooms provide comfortable separation from the main living areas, including a spacious primary suite with its own private balcony. Updated, spa-inspired bathrooms with walk-in showers complete the home's fresh, elevated feel. In-home laundry, ample living space, and furnishings included with the sale make this an exceptionally turnkey opportunity. Located within Saddlebrook's distinctive golf-cart-friendly setting, residents enjoy 24-hour gated security, beautiful walking areas, and convenient access to the resort's renowned golf, racquet sports, dining, and spa offerings, with certain amenities available separately through the resort. Just minutes from I-75, the home is also convenient to The Shops at Wiregrass, Tampa Premium Outlets, The Grove, AdventHealth, restaurants, entertainment, and everything the rapidly growing Wesley Chapel area has to offer. Whether you're searching for a full-time residence, seasonal Florida escape, or furnished getaway, this is an opportunity to enjoy the relaxed Saddlebrook lifestyle from day one.
For sale
Price cut: $35K (9/16)
$260,000
5444 SADDLEBROOK WAY #2, WESLEY CHAPEL, FL 33543
3beds
1,688sqft
Condominium
Built in 1975
-- sqft lot
$-- Zestimate®
$154/sqft
$841/mo HOA
What's special
Fully furnishedThoughtfully updatedTwo private back porchesBeautiful walking areasAmple living spacePeaceful conservation backdropIn-home laundry
- 39 days
- 468
- 36
Zillow last checked:
Listing updated:
Listed by:
Justin Smith 407-579-0425,
SMITH & ASSOCIATES REAL ESTATE 727-342-3800,
Roy Fillyaw 202-716-2353,
SMITH & ASSOCIATES REAL ESTATE
Source: Stellar MLS,MLS#: TB8542162
Originating MLS: Suncoast Tampa

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Walk-In Closet(s)
- Level: Second
Bedroom 2
- Features: Built-in Closet
- Level: Second
Bedroom 3
- Features: Built-in Closet
- Level: Second
Dining room
- Level: First
Family room
- Level: First
Kitchen
- Level: First
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Range, Washer
- Laundry: Inside, Laundry Room
Features
- Ceiling Fan(s), High Ceilings, Open Floorplan, Other, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat
- Flooring: Carpet, Luxury Vinyl, Tile
- Windows: Window Treatments
- Has fireplace: No
- Furnished: Yes
Interior area
- Total structure area: 1,880
- Total interior livable area: 1,688 sqft
Property
Parking
- Total spaces: 1
- Parking features: Carport
- Carport spaces: 1
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Patio, Rear Porch
- Exterior features: Balcony, Garden, Lighting, Private Entrance, Sidewalk, Storage
- Has view: Yes
- View description: Trees/Woods
Lot
- Features: Landscaped, Level, Near Golf Course, Sidewalk
- Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped, Wooded
Details
- Parcel number: 082620003C007000020
- Zoning: 00R2
- Special conditions: None
Construction
Type & style
- Home type: Condo
- Architectural style: Colonial,Mediterranean
- Property subtype: Condominium
Materials
- Stucco
- Foundation: Slab
- Roof: Tile
Condition
- Completed
- New construction: No
- Year built: 1975
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected, Public, Street Lights, Water Connected
Community & HOA
Community
- Features: Deed Restrictions, Gated Community - Guard, Golf Carts OK, Golf, Sidewalks
- Security: Gated Community
- Pet fee: $0 monthly
- Subdivision: SADDLEBROOK GOLF & COUNTRY CLUB
HOA
- Has HOA: Yes
- Amenities included: Gated, Maintenance, Security
- Services included: 24-Hour Guard, Maintenance Structure, Maintenance Grounds
- HOA fee: $841 monthly
- HOA name: Vanguard Management Group Association
Location
- Region: Wesley Chapel
Financial & listing details
- Price per square foot: $154/sqft
- Tax assessed value: $229,330
- Annual tax amount: $2,880
- Date on market: 8/27/2026
- Cumulative days on market: 35 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Asphalt
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/30/2026 | Listed for sale | $260,000$154/sqft |
Source: | ||
| 9/24/2026 | Pending sale | $260,000$154/sqft |
Source: | ||
| 9/16/2026 | Price change | $260,000-11.9%$154/sqft |
Source: | ||
| 8/27/2026 | Listed for sale | $295,000+28.8%$175/sqft |
Source: | ||
| 12/8/2024 | Listing removed | $229,000+1.8%$136/sqft |
Source: | ||
| 12/8/2023 | Listing removed | -- |
Source: | ||
| 12/10/2021 | Sold | $225,000-1.7%$133/sqft |
Source: Public Record Report a problem | ||
| 10/19/2021 | Pending sale | $229,000$136/sqft |
Source: | ||
| 10/12/2021 | Listed for sale | $229,000+47.7%$136/sqft |
Source: | ||
| 12/8/2019 | Listing removed | $1,425$1/sqft |
Source: CENTURY 21 Bill Nye Realty, Inc. #T3206750 Report a problem | ||
| 11/14/2019 | Price change | $1,425-5%$1/sqft |
Source: CENTURY 21 Bill Nye Realty, Inc. #T3206750 Report a problem | ||
| 10/26/2019 | Listed for rent | $1,500$1/sqft |
Source: CENTURY 21 Bill Nye Realty, Inc. #T3206750 Report a problem | ||
| 4/25/2005 | Sold | $155,000$92/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,876 +2.6% | $201,300 +2.9% |
| 2024 | $2,803 +4% | $195,630 +4.9% |
| 2023 | $2,694 +27.2% | $186,430 +52.5% |
| 2022 | $2,119 -2.8% | $122,228 -3.5% |
| 2021 | $2,180 +3.1% | $126,675 +3.1% |
| 2020 | $2,116 +4% | $122,833 +9.8% |
| 2019 | $2,035 | $111,920 -12% |
| 2018 | $2,035 +4.3% | $127,154 +2.1% |
| 2017 | $1,952 +3.7% | $124,498 -0.3% |
| 2016 | $1,882 +33.3% | $124,895 +63.4% |
| 2015 | $1,412 +0.8% | $76,447 -1.6% |
| 2014 | $1,401 | $77,655 +5.2% |
| 2013 | -- | $73,796 -1.5% |
| 2012 | -- | $74,920 -1.5% |
| 2011 | -- | $76,045 -1.5% |
| 2010 | -- | $77,170 -23.9% |
| 2009 | -- | $101,450 -20.8% |
| 2008 | -- | $128,056 -1.4% |
| 2007 | -- | $129,883 -1.4% |
| 2006 | -- | $131,710 +11% |
| 2005 | -- | $118,616 +0% |
| 2004 | -- | $118,574 +35.9% |
| 2003 | -- | $87,271 +9.7% |
| 2002 | -- | $79,589 -1.7% |
| 1999 | -- | $80,970 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: Saddlebrook
Nearby schools
Schools provided by the listing agent
- Elementary: Wesley Chapel Elementary-PO
- Middle: Thomas E Weightman Middle-PO
- High: Wesley Chapel High-PO
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.





