8585 WINNING FIELDS ROAD, NEW PORT RICHEY, FL, 34655
Active3 days on marketListed Aug 3, 2026MLS #W7888181
About this home
8585 WINNING FIELDS ROAD
Welcome to Bryant Square! This 2021 Lennar-built Massachusetts model combines thoughtful design, modern finishes, and an unbeatable location—all in pristine, move-in ready condition. With 5 bedrooms, 3.5 baths, and a 2-car garage, there’s plenty of room to live, work, and unwind. Step inside to a bright and open layout. To the left, the kitchen is a chef’s dream, showcasing a gas range, quartz countertops, microwave, and a large island with seating for four. To the right, the dining area comfortably accommodates a full dining set. Continue into the spacious living room, accented with elegant crown molding and finished with sleek 12x24 ceramic tile. The primary suite is located on the main floor, featuring dual sinks, a walk-in closet, and a private bath designed for relaxation. The oversized screened, tiled porch offers the perfect extension of the living space, ideal for entertaining or simply enjoying the Florida breeze. Thoughtful details like double-pane windows, a gas tankless water heater and dryer, and a whole-house water softener enhance efficiency and convenience. A tucked-away desk area and half bath on the main level add extra flexibility. Upstairs, you’ll find four additional bedrooms, each with generous closet space, plus two full baths and a versatile loft that can serve as a media room, home office, or second living area. Bryant Square residents enjoy resort-style amenities—a clubhouse with a large pool, lounge areas, shaded tables, BBQ facilities, winding walking paths, and recreation spaces for outdoor activities. Located just minutes from hospitals, colleges, shopping, and dining, with Tampa only 40 minutes away and pristine Gulf beaches such as Honeymoon Island and Fred Howard Park close by, this home offers both comfort and convenience.
Facts & features
The home at a glance
5
Bedrooms
3.5
Bathrooms
2,466
Sqft
0.11 ac
Lot size
2
Garage
2021
Year built
Two
Levels
$203
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.
$4,020 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
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
Estimated payment
$4,020/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. 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
−4%
$/sqft vs New Port Richey actives
$203 vs $200
Days on market
3 vs 48 typical
Where $203/sqft sits among the 400 New Port Richey 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 New Port Richey
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know New Port Richey. See the full New Port Richey guide →
NEW PORT RICHEY 34655 — neighborhood snapshot
Population
47,696
Median age
45.7
Median income
$85,107
Median home value
$353,000
Avg household
2.53
Households w/ children
5,515
For the school run
Pasco County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The New Port Richey market
$280K → $280K
New Port Richey median sold, yr/yr
96.3%
Sale-to-list ratio (12 mo)
220 of 400
New Port Richey actives have cut their price
Median sold price, New Port Richey, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 56% above the NEW PORT RICHEY 34655 median. See the full New Port Richey market guide →
Paper trail
This home's history
Reality check
What actually sold near 8585 WINNING FIELDS ROAD
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Apr ’26$465,000
8742 WINNING FIELDS ROAD · same community
4 bd · 2.5 ba · 2,334 sqft · $199/sqft · 141 DOM
Sold · Dec ’25$525,000
8651 WINNING FIELDS ROAD · same community
4 bd · 2.5 ba · 2,775 sqft · $189/sqft · 42 DOM
Sold · Jul ’26$645,000
2735 YELLOWHAMMER WAY · same community
5 bd · 4.5 ba · 3,282 sqft · $197/sqft · 62 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
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 8585 WINNING FIELDS ROAD — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 8585 WINNING FIELDS ROAD — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
8585 WINNING FIELDS ROAD FAQs
What would the monthly payment be for 8585 WINNING FIELDS ROAD?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $4,020/mo — principal and interest, the actual property-tax bill, the $51/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 8585 WINNING FIELDS ROAD?+
The association fee works out to $51 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 8585 WINNING FIELDS ROAD?+
The most recent tax bill on record (2025) was $7,735. 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 8585 WINNING FIELDS ROAD?+
The listing reports pets: Cats OK, Dogs OK. 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 New Port Richey?+
At $500,000, this home is listed about 79% above the New Port Richey median of $280,000. The market section on this page shows how the area is trending.
Which schools are assigned to 8585 WINNING FIELDS ROAD?+
Trinity Oaks Elementary School (elementary), Seven Springs Middle School (middle), James W. Mitchell High School (high) — Pasco County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$500,000 runs 56% above the NEW PORT RICHEY 34655 median — but at 2,466 sqft it's also nearly twice the size of the typical New Port Richey listing.
02Fresh on the market
Only 3 days on market in a New Port Richey market that averages 48 — if it fits, move quickly.
03Strong assigned schools
Trinity Oaks Elementary School, Seven Springs Middle School, James W. Mitchell High School — Seven Springs Middle School rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of F I GREY & SON RESIDENTIAL · Manny Pontoriero. MLS #W7888181.
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.
Never miss a listing
New New Port Richey homes, in your inbox
Like 8585 WINNING FIELDS ROAD but not quite? A daily digest of every new listing in New Port Richey — straight from the MLS, hours after it goes live. Unsubscribe anytime.
Just watching this one home? Ask David to ping you on any price or status change →