
1066 Highlands Dr, Naples FL 34103, NAPLES, FL, 34103
Active95 days on marketListed Apr 21, 2026MLS #A12005272
About this home
1066 Highlands Dr, Naples FL 34103
Experience the charm of this exceptional property nestled in the heart of the Naples area. Featuring three spacious bedrooms and two well-appointed bathrooms, this home boasts an open floor plan designed for comfortable living. Step outside to a relaxing patio, perfect for unwinding or entertaining guests. The property is impeccably maintained and includes modern upgrades such as a new refrigerator, electric range, elegant tile flooring throughout, and warm per wood floors in the bedrooms. Additional highlights include central air conditioning, and a roof replaced less than a decade ago. Don’t miss the opportunity to make this inviting residence your new home. Schedule your visit today!
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1977
Year built
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.
$3,869 /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
$3,869/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.
Where it sits
Inside Decker Highlands
Get to know Naples. See the full Naples guide →
Decker Highlands — neighborhood snapshot
Population
95
Median age
55
Median income
$38,000
Median home value
$402,300
Avg household
2
Households w/ children
6%
For the school run
Collier County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Naples market
$535K → $625K
Naples median sold, yr/yr
95.3%
Sale-to-list ratio (12 mo)
Median sold price, Naples, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 315% above the NAPLES 34103 median. See the full Naples market guide →
Paper trail
This home's history
Reality check
What actually sold near 1066 Highlands Dr
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Sep ’25$200,000
1084 Forest Lakes Dr # 201, Other City - In The State Of Florida FL 34105
2 bd · 2 ba · 1,164 sqft · $172/sqft · 151 DOM
Sold · Feb ’26$1,010,000
3430 GULF SHORE BOULEVARD N UNIT 3B
2 bd · 2 ba · 1,405 sqft · $719/sqft · 90 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 1066 Highlands Dr — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1066 Highlands Dr — 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
1066 Highlands Dr FAQs
What would the monthly payment be for 1066 Highlands Dr, Naples FL 34103?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,869/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 1066 Highlands Dr, Naples FL 34103?+
The most recent tax bill on record (2025) was $3,500. 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 1066 Highlands Dr, Naples FL 34103?+
The listing reports pets: More Than 20 Lbs. 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 Naples?+
At $539,977, this home is listed about 1% below the Naples median of $547,500. The market section on this page shows how the area is trending.
Which schools are assigned to 1066 Highlands Dr, Naples FL 34103?+
Sea Gate Elementary School (elementary), Naples High School (high), Gulfview Middle School (middle), Lorenzo Walker Technical High School (high) — Collier 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
$539,977 runs 315% above the NAPLES 34103 median.
02None views
The none view is part of what you're buying — views hold value independently of the structure.
03Time on market is leverage
95 days on market against a Naples median of 17 — sellers in this position are usually ready to negotiate.
04Strong assigned schools
Sea Gate Elementary School, Naples High School, Gulfview Middle School, Lorenzo Walker Technical High School — Sea Gate Elementary School rates 5 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of Homeland Capital Realty · Maria Cancio. MLS #A12005272.
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 Miami Association of REALTORS®.
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