31261 CHESAPEAKE BAY DRIVE, WESLEY CHAPEL, FL, 33543
Active2 days on marketListed Oct 9, 2026MLS #TB8556302
About this home
31261 CHESAPEAKE BAY DRIVE
Virtually Staged. Experience luxury, privacy, and exceptional Florida living in The Ridge at Wiregrass Ranch, one of Wesley Chapel’s premier gated communities. Perfectly positioned on a private conservation homesite, this meticulously maintained residence features 3,970 square feet of living space, 4 bedrooms, 4 bathrooms, a private office, a separate entertainment/game room, an upstairs loft, and a 3-car split garage, all situated on an 8,520-square-foot lot. From the moment you arrive, the home makes an impressive statement with its tile roof, refined curb appeal, paver walkway, and grand double-door entry. Inside, a dramatic two-story foyer welcomes you with soaring ceilings and an elegant staircase accented by beautiful wood flooring. The expansive Great Room serves as the centerpiece of the home, showcasing 22-foot ceilings, beautiful bamboo wood flooring, abundant natural light, and oversized glass doors and windows overlooking the peaceful conservation setting. The thoughtfully designed open floor plan seamlessly connects indoor and outdoor living, creating an inviting atmosphere for everyday comfort and memorable gatherings. At the heart of the home is a beautifully appointed gourmet kitchen designed for both everyday living and effortless entertaining. Featuring French country-style cabinetry, granite countertops, a spacious center island, double ovens, a statement range hood, and a generous walk-in pantry, this kitchen combines timeless elegance with everyday functionality. Abundant cabinetry provides exceptional storage, while the open layout flows naturally into casual dining areas and the formal dining room, making it ideal for intimate dinners and larger gatherings. The first-floor primary suite provides a private retreat with large windows, an elegant tray ceiling, two spacious walk-in closets, and a beautifully appointed ensuite bath featuring dual vanities, a soaking tub, and a separate shower. Upstairs, discover three generously sized bedrooms, including one with a private ensuite bath and walk-in closet. A separate entertainment/game room, currently utilized as a fifth bedroom and guest retreat, provides exceptional versatility for entertaining, recreation, or accommodating overnight guests. While not classified as a fifth bedroom, this spacious room features additional wiring for sound and entertainment media, along with a built-in bar complete with cabinetry, granite countertop, and designated space for a wine refrigerator. An additional upstairs loft creates even more flexible living space, ideal for a secondary lounge, media area, or casual gathering space. Together, these thoughtfully designed spaces provide outstanding flexibility for relaxation, entertainment, and hosting guests. An exceptional location completes the experience. Conveniently situated near The Shops at Wiregrass, Tampa Premium Outlets, upscale shopping, dining, entertainment, and recreational destinations. Nearby healthcare facilities include Advent Health, BayCare, and Orlando Health. With convenient access to I-75, residents enjoy connections to Downtown Tampa, Tampa International Airport, universities, Gulf Coast beaches, and destinations throughout the greater Tampa Bay region. Welcome home to The Ridge at Wiregrass Ranch—where luxury meets lifestyle.
Facts & features
The home at a glance
4
Bedrooms
4
Bathrooms
3,970
Sqft
0.2 ac
Lot size
3
Garage
2018
Year built
Two
Levels
$263
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$7,690 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$7,690/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+21.9%
$/sqft vs Wesley Chapel actives
$263 vs $202
Days on market
2 vs 77 typical
Where $263/sqft sits among the 400 Wesley Chapel actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Wiregrass - The Ridge
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Wesley Chapel. See the full Wesley Chapel guide →
Wiregrass - The Ridge — neighborhood snapshot
Population
1,794
Median age
36
Median income
$127,857
Median home value
$424,600
Avg household
3
Households w/ children
295
For the school run
Pasco County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Wesley Chapel market
$440K → $433K
Wesley Chapel median sold, yr/yr
97.9%
Sale-to-list ratio (12 mo)
272 of 400
Wesley Chapel actives have cut their price
Median sold price, Wesley Chapel, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 208% above the WESLEY CHAPEL 33543 median. See the full Wesley Chapel market guide →
Paper trail
This home's history
Reality check
What actually sold near 31261 CHESAPEAKE BAY DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jun ’26$1,020,000
31321 CHESAPEAKE BAY DRIVE · same community
4 bd · 4 ba · 3,970 sqft · $257/sqft · 3 DOM
Sold · May ’26$675,000
31469 CHESAPEAKE BAY DRIVE · same community
3 bd · 3 ba · 2,451 sqft · $275/sqft · 0 DOM
Sold · Apr ’26$738,750
32350 FIREMOSS LANE
5 bd · 4 ba · 4,069 sqft · $182/sqft · 47 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Seth Cabrera - Rothschild
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 31261 CHESAPEAKE BAY DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 31261 CHESAPEAKE BAY DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Seth's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
31261 CHESAPEAKE BAY DRIVE FAQs
What would the monthly payment be for 31261 CHESAPEAKE BAY DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $7,690/mo — principal and interest, the actual property-tax bill, the $472/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 31261 CHESAPEAKE BAY DRIVE?+
The association fee works out to $472 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 31261 CHESAPEAKE BAY DRIVE?+
The most recent tax bill on record (2025) was $12,330. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 31261 CHESAPEAKE BAY DRIVE?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Wesley Chapel?+
At $1,045,000, this home is listed about 140% above the Wesley Chapel median of $435,000. The market section on this page shows how the area is trending.
Which schools are assigned to 31261 CHESAPEAKE BAY DRIVE?+
Dr. John Long Middle School (middle), Wiregrass Ranch High School (high), Sand Pine Elementary School (elementary) — Pasco County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Positioned at the premium end
$1,045,000 runs 208% above the WESLEY CHAPEL 33543 median — but at 3,970 sqft it's also nearly twice the size of the typical Wesley Chapel listing.
02Move-in furnished
The furniture conveys — a genuine head start for a second home or rental, and one less five-figure line item after closing.
03Fresh on the market
Only 2 days on market in a Wesley Chapel market that averages 77 — if it fits, move quickly.
04Strong assigned schools
Dr. John Long Middle School, Wiregrass Ranch High School, Sand Pine Elementary School — Dr. John Long Middle School rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of SAMJEN REALTY, LLC · Samuel Harris, III. MLS #TB8556302.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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