3739 WHIPPOORWILL BOULEVARD, PUNTA GORDA, FL, 33950
Active16 days on marketListed Sep 4, 2026MLS #C7530070
About this home
3739 WHIPPOORWILL BOULEVARD
WATERFRONT LUXURY AT ITS FINEST! Experience an exceptional Punta Gorda Isles lifestyle in this impeccably appointed 3-bedroom, 2-bathroom, 3-car garage waterfront residence in the highly desirable "Bird Section" of Punta Gorda on sailboat-access water with no fixed bridges. CLICK ON THE VIRTUAL LINK 1 FOR THE VIDEO AND CLICK VIRTUAL TOUR LINK 2 FOR THE 3D INTERACTIVE VIDEO. Designed for those who appreciate quality and effortless entertaining, this home seamlessly blends beautiful interiors with spectacular outdoor living. From the moment you arrive, the attention to detail is unmistakable. A beautifully landscaped yard, mature palm trees, custom curbing, and an elegant paver driveway create an impressive entrance to this exceptional residence. Step inside to discover a beautifully designed open-concept floor plan featuring luxury vinyl flooring, soaring tray ceilings, and expansive views of the saltwater pool, spa, and canal. The living room, dining area, and primary suite are all positioned to capture the breathtaking waterfront setting, bringing the beauty of the outdoors into everyday living. At the heart of the home is a chef-inspired kitchen designed to impress. Remodeled in 2024, it features an induction cooktop, stainless steel appliances, quartz countertops, and an oversized island with a sink and dishwasher. Abundant solid-wood cabinetry, soft-close drawers, under- and over-cabinet lighting, and a large pantry provide exceptional storage. The luxurious primary suite offers a peaceful retreat with direct views of the pool and canal, while the second bedroom offers direct access to the lanai and beautiful canal water views, creating a private and inviting space for family or guests. A third bedroom provides additional comfortable accommodations. Both bathrooms were thoughtfully remodeled in 2021 & 2022, adding to the home's elevated finishes and move-in-ready appeal. A dedicated laundry room with a utility sink and built-in cabinetry adds both convenience and functionality. When it's time to entertain, the zero-clearance lanai doors disappear to create a seamless transition from the interior to the expansive pavered lanai. Outside, the private resort-style setting takes center stage with a saltwater pool and spa overlooking the canal, along with a beautifully appointed outdoor kitchen featuring granite countertops, sink, and wine refrigerator. Whether you're hosting an evening gathering or enjoying a quiet morning by the water, this outdoor space was designed for the Florida lifestyle. For the boating enthusiast, this property delivers the ultimate in convenience. A 13,000-pound boat lift and sailboat-access waterfront with no fixed bridges provide a direct route to Charlotte Harbor and the Gulf of Mexico, making spontaneous sunset cruises, fishing excursions, and days on the water part of everyday life. Peace of mind comes standard with impact-rated windows throughout and an impact-rated front door, complemented by Storm Smart Kevlar WIFI and remote-controlled shades. Major improvements include a new roof in 2024 and new A/C in 2025, providing valuable peace of mind for years to come. The oversized 3-car garage provides ample room for vehicles, water toys, and storage. This is more than a home—it is a private waterfront retreat where luxury, craftsmanship, thoughtful updates, and the boating lifestyle come together in one exceptional Punta Gorda Isles setting.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
2,112
Sqft
0.25 ac
Lot size
3
Garage
2015
Year built
One
Levels
$568
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 — not generic estimates.
$8,434 /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
$8,434/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
+48.7%
$/sqft vs PUNTA GORDA ISLES SEC 14
$568 vs $386
Days on market
16 vs 63 typical
Where $568/sqft sits among the 25 homes for sale in PUNTA GORDA ISLES SEC 14
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 Punta Gorda Isles
Get to know Punta Gorda. See the full Punta Gorda guide →
Punta Gorda Isles — neighborhood snapshot
Population
10,031
Median age
68
Median income
$97,109
Median home value
$574,467
Avg household
2
Households w/ children
287
For the school run
Charlotte County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Punta Gorda market
$345K → $330K
Punta Gorda median sold, yr/yr
95.1%
Sale-to-list ratio (12 mo)
9 of 25
PUNTA GORDA ISLES SEC 14 have cut their price
Median sold price, Punta Gorda, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 345% above the PUNTA GORDA 33950 median. See the full Punta Gorda market guide →
Paper trail
This home's history
Reality check
What actually sold near 3739 WHIPPOORWILL BOULEVARD
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Dec ’25$660,000
1236 SWAN COURT · same community
3 bd · 2 ba · 2,123 sqft · $311/sqft · 11 DOM
Sold · Mar ’26$575,000
1453 WREN COURT · same community
3 bd · 2 ba · 2,131 sqft · $270/sqft · 53 DOM
Sold · Apr ’26$795,000
3439 NIGHTHAWK COURT · same community
3 bd · 2 ba · 2,072 sqft · $384/sqft · 121 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
Frederick Paige
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 3739 WHIPPOORWILL BOULEVARD — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 3739 WHIPPOORWILL BOULEVARD — before you fall in love.
See it in person
Schedule a tour
Live availability from Frederick's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
3739 WHIPPOORWILL BOULEVARD FAQs
What would the monthly payment be for 3739 WHIPPOORWILL BOULEVARD?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $8,434/mo — principal and interest, the actual property-tax bill 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.
What are the property taxes on 3739 WHIPPOORWILL BOULEVARD?+
The most recent tax bill on record (2025) was $16,187. 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 3739 WHIPPOORWILL BOULEVARD?+
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 Punta Gorda?+
At $1,200,000, this home is listed about 254% above the Punta Gorda median of $339,094. The market section on this page shows how the area is trending.
Which schools are assigned to 3739 WHIPPOORWILL BOULEVARD?+
Sallie Jones Elementary School (elementary), Charlotte High School (high), Punta Gorda Middle School (middle) — Charlotte 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
$1,200,000 runs 345% above the PUNTA GORDA 33950 median — but at 2,112 sqft it's also 26% larger than the typical Punta Gorda listing.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Strong assigned schools
Sallie Jones Elementary School, Charlotte High School, Punta Gorda Middle School — Sallie Jones Elementary School rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of KW PEACE RIVER PARTNERS · Brenda Yates. MLS #C7530070.
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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