4239 WOODLAND RETREAT BOULEVARD, NEW PORT RICHEY, FL, 34655
Active190 days on marketListed Feb 12, 2026MLS #TB8470560
About this home
4239 WOODLAND RETREAT BOULEVARD
WATER VIEW LOT offering an expansive 425-ft serene view across the pond to a beautiful tree-lined conservation area within the gated community of The Woodlands at Longleaf. Built in 2021 by Homes by WestBay, this award-winning single-story home showcases exceptional natural light, thoughtful design, and over $40,000 in additional upgrades—you must see it in person to truly appreciate the quality and craftsmanship. A paver driveway leads to an oversized covered front porch, perfect for relaxing or welcoming guests. Step through the etched-glass entry and enjoy a dramatic sightline straight through the home to the stunning pond and conservation view beyond. Soaring 12-ft tray ceilings, elegant architectural details, and a 25-ft wall of sliding glass doors create a breathtaking front-to-back visual. Large windows throughout flood the home with natural light, enhancing the open-concept grand room with decorative ceiling beams and designer finishes. The gourmet kitchen features espresso cabinetry, marbled granite countertops, GE Café appliances, 5-burner gas cooktop, custom backsplash, and an oversized island ideal for gathering and entertaining. Dimmable lighting, plantation shutters, premium fixtures, and smart-home features add both comfort and sophistication. The private owner’s retreat occupies its own wing with lanai access, dual walk-in closets, and a spa-inspired bath complete with soaking tub and floor-to-ceiling tiled shower. In addition to the owner’s suite, the home offers three spacious guest bedrooms—all with walk-in closets—plus a dedicated office/den with double doors. The home is positioned and pre-wired for a future oversized pool and spa with gas and power stub-outs plus convenient pool bath access. Additional features include tankless gas water heater, whole-house water filtration and softener, full Ring security system, smart garage openers, epoxy-finished 3-car garage with overhead storage, and automated landscape lighting. Resort-style amenities include two clubhouses, two pools with spa, tennis and basketball courts, golf-cart friendly streets, scenic ponds throughout the community, and miles of paved walking and biking trails. Located within top-rated school zones and close to shopping and dining. Room sizes are approximate and should be verified by buyer. Ask for the complete detailed list of builder and post-construction upgrades.
Facts & features
The home at a glance
4
Bedrooms
3
Bathrooms
2,853
Sqft
0.22 ac
Lot size
3
Garage
2021
Year built
One
Levels
$270
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.
$5,670 /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
$5,670/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
+11.5%
$/sqft vs New Port Richey actives
$270 vs $202
Days on market
190 vs 55 typical
Where $270/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 → $275K
New Port Richey median sold, yr/yr
96.4%
Sale-to-list ratio (12 mo)
246 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 141% 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 4239 WOODLAND RETREAT BOULEVARD
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Feb ’26$939,000
4122 NATURAL VISTA COURT · same community
4 bd · 3 ba · 3,179 sqft · $295/sqft · 202 DOM
Sold · Oct ’25$950,000
4287 WOODLAND RETREAT BOULEVARD · same community
4 bd · 3 ba · 3,411 sqft · $279/sqft · 71 DOM
Sold · Apr ’26$995,000
4243 GLADE WOOD LOOP · same community
5 bd · 4 ba · 3,900 sqft · $255/sqft · 5 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
Julian Rivera
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 4239 WOODLAND RETREAT BOULEVARD — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 4239 WOODLAND RETREAT BOULEVARD — before you fall in love.
See it in person
Schedule a tour
Live availability from Julian's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
4239 WOODLAND RETREAT BOULEVARD FAQs
What would the monthly payment be for 4239 WOODLAND RETREAT BOULEVARD?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $5,670/mo — principal and interest, the actual property-tax bill, the $141/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 4239 WOODLAND RETREAT BOULEVARD?+
The association fee works out to $141 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 4239 WOODLAND RETREAT BOULEVARD?+
The most recent tax bill on record (2025) was $11,135. 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 4239 WOODLAND RETREAT BOULEVARD?+
The listing reports pets: Cats OK, Dogs OK, 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 New Port Richey?+
At $769,500, this home is listed about 170% above the New Port Richey median of $284,900. The market section on this page shows how the area is trending.
Which schools are assigned to 4239 WOODLAND RETREAT BOULEVARD?+
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
Five things that matter here
01Positioned at the premium end
$769,500 runs 141% above the NEW PORT RICHEY 34655 median — but at 2,853 sqft it's also nearly twice the size of the typical New Port Richey listing.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Time on market is leverage
190 days on market against a New Port Richey median of 55 — sellers in this position are usually ready to negotiate.
04Strong 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.
05The price has already moved
Listed at $858,900, now $769,500 — a $89K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of FUTURE HOME REALTY INC · Laura Button. MLS #TB8470560.
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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