Sell Your Heritage Landing Home with the Team That Actually Built This Market

Selling in Heritage Landing isn’t the same as selling in a random suburb. You’re not just listing a house—you’re selling a bundled golf, resort-style lifestyle with layers of HOA, membership, and buyer expectations baked in.

That’s why who you list with matters.

Our team has been involved in over 800 transactions in Heritage Landing alone and has specialized in bundled golf and resort communities from Naples to Venice for more than 20 years. We’ve lived as residents and owners in these communities, we’ve worked on-site for the developer, and we know exactly what makes buyers say yes—and what makes deals fall apart.

This page is your playbook for how we position you to win as a seller.

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Why List Your Heritage Landing Home with Crimaldi & Associates

When you list your Heritage Landing home, you want:
- The right price
- The right buyer
- A deal that actually makes it to the closing table

We check all three boxes because we’re not guessing. We’ve been here since the beginning.

- 800+ transactions in Heritage Landing – We’ve seen every floorplan, building, view, and situation. We know what sells, what sticks, and what buyers will pay a premium for.

- Former on-site sales reps for Lennar at Heritage Landing – We were here from day one, representing the builder, walking buyers through models, explaining HOA and bundled golf memberships, and matching people with the right product types.

- Decades in bundled golf & resort communities – For 20+ years, we’ve focused on this niche from Naples to Venice. We’ve personally called six different bundled golf communities home over the years—but always as specialists.

You’re not just hiring a listing agent. You’re hiring the team that knows this product, this buyer pool, and this community lifecycle inside and out.

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A Network That Brings You Buyers
(Not Just “Exposure”)

Most agents can stick your home on the MLS and hope. That’s not a strategy.

We leverage a massive, real-world network that we’ve spent decades building:

Deep client base = built-in referral engine
Every closed deal in Heritage Landing and beyond adds to our database of owners, past buyers, snowbirds, investors, and their friends and family. When your home hits the market, we’re not starting from zero—we’re putting it in front of a warm audience that already knows and trusts us.

Extensive Realtor network across SW Florida
Buyer types in this niche often move between similar bundled golf communities—from Naples to Bonita to Punta Gorda to Venice and Lakewood Ranch. Over 20+ years, we’ve cultivated relationships with agents who specialize in these same lifestyle communities. When one of their buyers is ready to leave Bonita National, Treviso Bay, Fiddler’s Creek, Wellen Park, Calusa, or Webbs Reserve for something like Heritage Landing, we’re on their radar.

Cross-community awareness
Because we live and work in this niche, we’re constantly talking to people who are in “research mode” about which bundled golf community is next. That means when we list your Heritage Landing home, we know which external market to pull from—not just who already lives here.Your listing doesn’t just get “eyes.” It gets the right eyes.
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Fortune 500 Sales & Marketing Power Working for You

Most “marketing plans” are just MLS, photos, and an open house. That’s table stakes.

Our background includes VP-level roles and Fortune 500–caliber sales training, and we bring that discipline directly to your listing:

Strategic pricing and positioning
We don’t just pick a number and hope. We position your home in the market based on buyer psychology, current inventory, seasonality, and what we know buyers respond to in Heritage Landing specifically.

AI-powered and data-driven marketing
We use modern tools—including AI-assisted ad targeting, copy refinement, and audience analysis—to make sure your listing isn’t just pretty; it’s placed in front of the right people, at the right time, on the right platforms.

Multi-channel exposure that actually matters
Your home is presented with:Professional photography and curated staging suggestionsCompelling listing copy (that speaks to lifestyle, not just stats)Targeted digital campaigns and email blasts to our database and partner agentsStrategic use of social channels, video, and, where appropriate, targeted print or local outreach.

Fortune 500 experience isn’t a buzzword—it’s the engine behind how we plan, pitch, and negotiate your sale.

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Strategy-First: We Understand Community Lifecycles

Most agents can stick your home on the MLS and hope. That’s not a strategy.

In bundled golf and resort communities, timing is everything. There are better and worse times to:
- Buy
- Sell
- Invest
- Trade up
- Shift from “vacation home” to “primary residence”
- Exit into another community

We’ve spent over two decades specializing in these communities—and we’ve personally called six of them home. That gives us an intimate understanding of the lifecycle of a community:

- When early-phase buyers start turning over
- When amenities or HOA changes shift demand
- When new nearby communities change buyer patterns
- When certain product types peak in desirability (and when they cool off)

We don’t just list your home. We help you build a strategy around:
- Is now the right time to sell?
- Are you better off trading up within Heritage Landing?
- Does it make sense to move into a different bundled golf community?

We’ll talk through your goals—equity, lifestyle, timelines—and help you choose the path that best fits the bigger picture. And if a move to a community like Wellen Park Golf & Country Club, Calusa, or Webbs Reserve is on your radar, we’ll help you execute that transition, too.
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Full-Service Property Management: Selling, Holding, or Hybrid? We’ve Got You.

One of your biggest decisions as an owner is whether to sell now or hold and rent. That’s where having RentSWFL on the same team changes the game.

Because we offer full-service property management, we can help you:
- Run real numbers on renting vs. selling
- Turn your Heritage Landing home into an income-producing asset while you wait for the right time to move or sell
- Attract and screen high-quality tenants who respect your home and the community
- Recoup carrying costs (HOA, taxes, memberships) until you’re ready for your next step

Our management arm makes us especially strong at:
- Connecting buyers and sellers of investment properties
- Helping “future residents” purchase now, rent in the meantime, and transition into the home later
- Solving “I’d buy it, but…” objections with clear, practical strategies

Because we understand both retail buyers and investors, we’re able to frame your property in a way that makes sense to both groups—and unlock deals that other agents might miss.

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We Keep Deals Alive: Inspection, HOA, and Legal Nuance

Getting an offer is one thing. Getting to the closing table is another.

Heritage Landing has layers—HOA rules, condo docs, golf membership details, estoppels, and more. Deals often fall apart after inspections or during the HOA/doc review period if the agent doesn’t know how to navigate those conversations.

We do.

Construction expertise during inspections
Joe’s construction background is a huge advantage for our sellers. When inspection reports land (and they always do), we can:

  • Separate cosmetic noise from legitimate structural concerns
  • Help you avoid overpaying on repair credits
  • Propose smart, targeted solutions that keep the buyer satisfied without blowing up your net. This often saves sellers thousands and keeps deals together that might have otherwise died.

Deep familiarity with condo & HOA law and processes
We’ve handled enough transactions to know:

  • Where buyers typically overreact to docs or disclosures
  • How to explain assessments, reserves, and community projects in a calm, factual, buyer-friendly way
  • When a “deal-killer” issue is actually solvable with the right language or documentation

Overcoming buyer and seller objections
Because we know the lifestyle, the numbers, and the long-term value, we’re able to reframe concerns and negotiate solutions instead of watching good deals fall apart over misunderstandings.


Our job isn’t just to get you into contract. It’s to hold that contract together all the way to funded and closed.

A Full Team Behind You (Not a One-Person Show)

Behind every “For Sale” sign we put up is a team handling details you should never have to stress over.

When you list with us, you get support with:

Property presentation & prep

  • Recommendations on paint, accessories, minor improvements
  • Guidance on decluttering and room-by-room staging
  • Ensuring your home photographs and shows beautifully—in person and online

Professional listing management

  • Scheduling photography and video
  • Inputting and maintaining your listing across platforms
  • Managing showing requests and feedback

Contract processing & paperwork

  • Drafting and managing contract documents
  • Tracking timelines and contingencies
  • Coordinating with title, lenders, and the HOA/condo association

Repairs, cleaning & transitions

  • Coordinating cleaners, handymen, and trades as needed
  • Helping with utility transfers and practical move-out logistics
  • Managing HOA paperwork, estoppels, and other community-specific requirements

You get the benefit of a well-oiled system designed specifically for communities like Heritage Landing—not a solo agent trying to juggle everything.

Our Trade Up Program: Your Next Move Just Got Smarter

Our Trade-Up Program for Heritage Landing sellers is designed to make your next move work harder for you. When you list your home with us and also have our team represent you in the purchase of your next property—whether it’s a new construction home or a resale, here in Heritage Landing or anywhere else we serve in Southwest Florida—you’ll benefit from a preferred commission rate on the sale.

It’s a built-in advantage for sellers who want one trusted team to handle both sides of their transition: sell strategically now, then move confidently into what’s next.

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Ready to Talk About Selling Your Heritage Landing Home?

If you’re even thinking about selling in the next 6–12 months—whether you plan to move up within Heritage Landing, trade into another bundled golf community, or simply unlock equity—it’s worth having a strategy conversation now.

Let’s talk about your goals, your timeline, and the best path forward for your Heritage Landing home.
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Frequently asked questions

Who is the best agent to sell my Heritage Landing home?
When is the best time to sell in a bundled golf community like Heritage Landing?
Should I sell my Heritage Landing home or rent it out for a few years?
What if my buyer is nervous about HOA fees or assessments?
How do you help me during the inspection and repair phase?

Meet the Heritage Landing Experts

JOE
Founder and Lead Agent

John has been in the real estate industry for over 15 years and has a deep understanding of the local market. His commitment to his clients and his passion make him the go-to agent for both buyers and sellers.

"TENNIS" TERRI
Senior Sales Agent

Emily's extensive knowledge of the market and her strong negotiation skills make her a valuable asset to our team. She takes pride in helping clients find their dream homes and is dedicated to achieving the best results.

CYDNI
Property Specialist

Sarah's attention to detail and her ability to match clients with the perfect property are unmatched. She's known for her personalized approach and her commitment to ensuring that every client's needs are met.

Lorenda Blas headshot - RentSWFL. Heritage Landing, Wellen Park Golf and Country Club, and bundled golf rental specialist.
LORENDA
Investment Expert

Michael specializes in real estate investments and has a keen eye for identifying opportunities. Whether you're a first-time investor or looking to expand your portfolio.

ALISA
Co-Founder
Marketing Mastermind

Jane ensures that our listings shine in the market. Her marketing strategies, coupled with her strong communication skills, help our clients' properties stand out, attracting both buyers and sellers.

ERROL
Property Specialist

Zara's attention to detail and her ability to match clients with the perfect property are unmatched. She's known for her personalized approach and her commitment to ensuring that every client's needs are met.