John Annunziata

Licensed Real Estate Executive | Property Management | Creative Real Estate Solutions

About John Annunziata

I’m a licensed real estate professional and investment strategist based in Southwest Florida, specializing in sourcing, repositioning, and optimizing off-market residential properties. I help investors uncover undervalued and distressed assets across Cape Coral, Fort Myers, Naples, Lehigh Acres, and the greater SWFL region—and convert them into high-performing, income-producing investments.

With a background in strategic analysis and disciplined underwriting, I evaluate each opportunity through a performance-driven lens—focusing on risk, ROI, market velocity, and long-term growth indicators unique to the SWFL market. My approach spans the full investment lifecycle, including acquisition, due diligence, negotiation, value-add strategy, and execution through closing.

In addition to investment services, I offer property management designed specifically for investors, accidental landlords, and vacant properties. My team and I provide reliable oversight, tenant placement, asset protection, and monthly monitoring to ensure your properties remain profitable and well-maintained.

By combining deep local market knowledge with data-backed decision-making, I deliver scalable, profitable opportunities in high-growth Southwest Florida markets. I work with private investors, developers, and institutional partners seeking strong returns, creative deal structures, and long-term stability.

If you’re looking for a trusted SWFL professional who can help you acquire, optimize, and manage real estate assets with confidence, I’m here to help you scale with clarity and precision.

John Annunziata

About

John Annunziata

John Annunziata

Licensed Real Estate Executive
Property Management

I’m a licensed real estate professional and investment strategist based in Southwest Florida, specializing in sourcing, repositioning, and optimizing off-market residential properties. I help investors uncover undervalued and distressed assets across Cape Coral, Fort Myers, Naples, Lehigh Acres, and the greater SWFL region—and convert them into high-performing, income-producing investments.

With a background in strategic analysis and disciplined underwriting, I evaluate each opportunity through a performance-driven lens—focusing on risk, ROI, market velocity, and long-term growth indicators unique to the SWFL market. My approach spans the full investment lifecycle, including acquisition, due diligence, negotiation, value-add strategy, and execution through closing.

In addition to investment services, I offer property management designed specifically for investors, accidental landlords, and vacant properties, My team and I provide reliable oversight, tenant placement, asset protection, and monthly monitoring to ensure your properties remain profitable and well-maintained.

By combining deep local market knowledge with data-backed decision-making, I deliver scalable, profitable opportunities in high-growth Southwest Florida markets. I work with private investors, developers, and institutional partners seeking strong returns, creative deal structures, and long-term stability.

If you’re looking for a trusted SWFL professional who can help you acquire, optimize, and manage real estate assets with confidence, I’m here to help you scale with clarity and precision.

Real360 Property Management

At Real360, we don’t just manage properties—we protect investments, optimize performance, and create pathways for long-term growth. Our team combines 15+ years of asset management expertise with real-time technology and data-driven insights to give landlords more than peace of mind—we deliver results.

From tenant screening and rent collection to proactive maintenance and portfolio expansion, Real360 is built to handle the details that drain your time while amplifying the value of your real estate. With us, ownership becomes stress-free, transparent, and more profitable than ever before.

Real360 Property Management

At Real360, we don’t just manage properties—we protect investments, optimize performance, and create pathways for long-term growth. Our team combines 15+ years of asset management expertise with real-time technology and data-driven insights to give landlords more than peace of mind—we deliver results.

From tenant screening and rent collection to proactive maintenance and portfolio expansion, Real360 is built to handle the details that drain your time while amplifying the value of your real estate. With us, ownership becomes stress-free, transparent, and more profitable than ever before.

For Sale

Cape Coral House For Sale_1229 NW37th PL

For Sale | Short Sale

1229 NW 37th PL.

Cape Coral, FL 33993

3 Beds + Office | 3 Baths | 2,138sqft

Asking: $485,000

Cape Coral House For Sale_1640 NW 38th ave

For Sale | Short Sale

1640 NW 38th Ave

Cape Coral, FL 33993

3 Beds + Office | 3 Baths | 2,138sqft

Asking: $485,000

Cape Coral House For Sale_211 NE 20TH ST

For Sale

211 NE 20th St

Cape Coral, FL 33909

3 Beds | 2 Baths | 1,756sqft

Asking: $329,999

2220 NE 5th Ave Cape Coral - Cape Coral House For Sale

For Sale

2220 NE 5th Ave

Cape Coral, FL 33909

3 Beds | 2 Baths | 1,756sqft

Asking: $329,999

For Rent

Cape Coral Apartment For Rent-407274-783_John Annunziata

Apartment | 1 Free Month

For Rent |  Available Now

Cape Coral, FL 33993

1 Bed | 1 Baths | 783sqft

$1,271/Month

Apartment | 1 Free Month

For Rent | Available Now

Cape Coral, FL 33993

2 Bed | 2 Baths | 1,010sqft

$1,346/Month

What My Client Say

Ricky Jeong Carpio
Ricky Jeong Carpio
My girlfriend and I were in desperate need of an apartment because the one we were moving into fell through due to un professionalism. I found John’s number on Craigslist and he responded within 10 minutes, I explained the situation to him and in 2 hours we had an appointment to view an apartment we fell in the love, we were approved immediately and the next day we had a home, If it wasn’t for his work ethic and speed we would be close to homelessness. I highly recommend this gentleman he’s great!!!
Alexis Whitehead
Alexis Whitehead
This was the fastest & probably the best experience I’ve ever had renting. Thank you John for everything 😊
Elena Vargas
Elena Vargas
Exceptional service from start to finish. John helped me acquire a property in SWFL that is already outperforming projections. What impressed me most was how thorough he was: comps, risk assessment, rent potential, repair estimates — all done before I even stepped foot on the property. He isn’t just an agent; he’s an actual strategist. I’ll be doing all my future deals with him.
Sue Lynn
Sue Lynn
john is definitely one of the most helpful indivudals i have come across.He is super attentive to detail and super understanding.
Rachel Paul
Rachel Paul
John is amazing! We toured a beautiful apartment and had the keys within a day. Crazy fast and super reliable. We love our new home and we are so grateful to find an agent who worked so hard for us.
Christopher Hale
Christopher Hale
I trust John with my portfolio, and that says everything. He understands creative financing, value-add strategies, and how to structure deals so they work for investors. He also manages one of my rentals, and the experience has been completely hands-off for me. Communication is excellent, tenants are well-screened, and my returns have improved. If you’re an investor in Florida, this is who you want on your team.
Mary Jane Brown
Mary Jane Brown
Great experience and am super happy with my new home. Amazing staff, and who doesn’t like a hot guy with a nice smile
Dolemite Jackson
Dolemite Jackson
Before I met John during my rental search I felt trapped and over looked I was in a really bad place and the covid-19 pandemic made matters even worst, the day I contact John regarding a rental I felt relived immediately he was very Informative and made no false promises he was literally the light for me. He worked with me and did what he could to assure me I was in good hands I greatly appreciate that fast forward to today I’m now a rental tenant. I have keys I have a unit and my kids have a home !!! Thanks John
Michael R. Donovan
Michael R. Donovan
John is hands-down the best real estate professional I've partnered with. As an investor, I need someone who understands both numbers and neighborhoods — and John delivers on both. He brought me off-market opportunities I never would’ve found on my own and handled everything from initial analysis to negotiation. His eye for value and his honesty are the two things that really set him apart. Highly recommended.
Gavin Pierce
Gavin Pierce
John is hands-down the best real estate professional I've partnered with. As an investor, I need someone who understands both numbers and neighborhoods — and John delivers on both. He brought me off-market opportunities I never would’ve found on my own and handled everything from initial analysis to negotiation. His eye for value and his honesty are the two things that really set him apart. Highly recommended.
Scroll to Top