Waterfront & Inland Homes for Sale in Southern Md

CAITLIN VALLANDINGHAM | INFINITAS REALTY GROUP | C: 240.925.7466

Live where you play.
Work where it matters.

From boat ramps to backroads, Southern Maryland isn’t just a summer destination — it’s home. Whether you're buying, selling, or relocating, I help families, service members, and locals navigate the real estate tide with confidence and care.

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WHY CHOOSE SOUTHERN MARYLAND?

1. Waterfront Living Without the Hassle

From the Patuxent River to the Chesapeake Bay, enjoy boating, fishing, and peaceful views—without big-city traffic or tourist crowds.

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2. Small-Town Vibe, Real Community

Charming downtowns, strong schools, and a pace of life that makes space for what matters—family, friends, and front porches.

3. Military Friendly & Commuter Smart

Home to NAS Pax River and a short drive to D.C. metro hubs, it’s ideal for both defense families and those seeking balance between work and home.

Meet Caitlin

Realtor | Real-Life Local | Connector of People, Homes, and Waterfront Dreams

Welcome—I’m Caitlin Vallandingham, a Southern Maryland native, lifelong water lover, and full-time real estate pro who knows a great home is about more than square footage. It’s about lifestyle, location, and living with intention.

With 25+ years supporting NAS Patuxent River and 18 in real estate, I bring sharp project management, negotiation savvy, and heart-led service to every deal. I know the schools, the ballfields, the dock-and-dine spots, and the marinas that make weekend boating easy.

Outside real estate, I help run our family biz, BoatWerx—our marine mechanic shop that keeps local boaters water-ready. It’s more than work; it’s how we live. That same passion fuels how I help clients find homes that match their rhythm—whether that’s deep water out back or a cul-de-sac near good coffee.

My promise?
No pressure. No fluff. Just the real deal—personalized guidance, straight-up communication, and a strategy built to move you forward.

Whether you’re a lifelong local, a first-time buyer, or PCSing into or out of Southern Maryland, I’m here to help you make confident, informed moves—with hustle and heart.

Let’s find your next chapter.
(And if there’s a boat lift out back? Even better.)

Your home. Your lifestyle. Your Neighborhood Realtor.

Get In Touch

Exploring Southern Maryland

Anchored by NAS Patuxent River and home to both Patuxent and Potomac-facing villages, St. Mary’s blends maritime heritage, rural charm, and walkable arts hubs like Leonardtown. From the waterfront escapes of Piney Point to the countryside of Mechanicsville, it’s a favorite for military families, defense contractors, and anyone who loves life near the water.

Bonus: Crab feasts and river breezes.

Browse St. Mary's

From the boardwalk buzz of Chesapeake and North Beach to the wooded retreats of Prince Frederick and the quiet coves of Solomons and Lusby, this county is built for boaters, nature lovers, and anyone craving a slower pace with easy Bay access.

Bonus: It’s a direct shot across the water to the Eastern Shore for weekend getaways.

Browse Calvert

With expanding commuter routes and easy access to D.C. and Northern Virginia, Charles is ideal for those who want space without sacrificing convenience. From the growing town of La Plata to the quiet escapes of Indian Head and Bryans Road, you’ll find room to breathe, tight-knit communities, and plenty of homes with land.

Bonus: New construction options are everywhere.

Browse Charles

BUYING

Today’s buyers want more than four walls—they want spaces that fit how they work, unwind, host, and recharge. Whether that’s a backyard for crab feasts, a bonus room for remote work, or water access for weekend escapes, I’ll help you find a home that fits life, not just listings.

What You Can Expect Working with Me

Expert insight into Southern Maryland neighborhoods, waterfront access, and real market trends
Real-world guidance on HOA rules, dock regulations, and pier permitting
Trusted lender connections for VA, USDA, FHA, Conventional, and local first-time buyer programs
A clear, step-by-step buying roadmap—from consult to keys in hand
Concierge-level support throughout inspections, negotiations, and closing

How Much Home Can You Afford?
That depends—on your income, your debt, your savings, and your long-term goals. But here’s the good news: you don’t need to figure it out alone. I’ll connect you with local lenders who specialize in matching buyers with the right programs—whether it’s zero down, grant support, or flexible financing options. We’ll find out what you can comfortably afford, then build a plan around it.

Not sure where to start? Ask about our free Mortgage Match-Up Session to explore what you qualify for.

What the Buying Process Really Looks Like:
1. Consult & Pre-Approval – Define your goals and budget with clarity
2. Home Search – Tour properties and compare real-time options
3. Offer & Negotiation – Submit a strategic offer, with terms that work
4. Inspections & Appraisal – Know what you’re buying, down to the details
5. Close & Move In – Final walk-through, closing day, and beyond

I’ll walk you through every step, personally.

Buyer FAQs
Do I need to be pre-approved before I start looking?
Yes—it helps focus your search, strengthens your offer, and shows sellers you're serious.

Can I buy a home with no down payment?
Yes! VA and USDA loans offer 100% financing for eligible buyers, but they’re not the only path. Maryland and many counties—like Charles, St. Mary’s, and Calvert—offer down payment assistance and grant programs that can significantly reduce or even eliminate your upfront costs. Let’s explore what you qualify for—you might be closer than you think.

What should I know about buying waterfront homes?
From water depth and navigability, to pier conditions, shoreline restrictions, and what it means to build or renovate in a Critical Area—I’ll help you spot the red flags, understand what’s allowed, and find the property that fits your lifestyle (and your boat).

I’m relocating—can you help from a distance?
Absolutely. I’m a certified Military Relocation Professional (MRP®) and work with service members, contractors, and families PCS-ing in or out of the area.

Ready to Start Your Search?

Browse Listings Schedule Buyer Consultation

SELLING

It’s more than a sale—it’s about timing, strategy, and showing your home at its best. Whether you're upsizing, relocating, or cashing in on equity, I help sellers make confident moves with less stress and stronger results.

What You Can Expect Working with Me

Professional photography included with every listing (no extra charge)
Strategic staging & prep guidance to highlight what buyers care about most
Custom marketing plans including social media ads, open houses, and email campaigns
Maximum online exposure across Bright MLS, Zillow, Realtor.com, and beyond
Data-backed pricing strategies to position your home competitively from Day 1
Clear communication & negotiation expertise every step of the way

My Selling Approach: Proven. Repeatable. Results-Driven.
I don’t just list homes—I launch them. My tailored approach is designed to create excitement, generate showings, and get top-dollar offers.

1. Prep & Position – Tackle the right updates, declutter, and stage for max impact
2. List & Launch – Go live with standout photos and compelling copy
3. Market & Monitor – Watch buyer behavior, adjust strategy as needed
4. Negotiate & Close – Navigate offers, inspections, and settlement with confidence
5. Local Know-How = Smart Decisions

From waterfront homes and rural properties to family-friendly neighborhoods near NAS Pax River, I know what makes buyers move in your market. I’ll help you lean into those strengths so your listing stands out.

Bonus Services You Won’t Get Everywhere

Pre-listing consult with repair & contractor recommendations
Smart timing strategies (spring launch? summer military PCS window?)
Targeted marketing to military, investor, and waterfront buyers
Trusted referrals for junk removal, landscapers, painters, and more

Want to Know What Your Home is Worth?

Request Free Home Valuation Book Your Selling Strategy Session

Testimonials

Here's what my clients have to say:

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Caitlin Vallandingham made the home purchasing process no-sweat for my Husband and I. From day 1, Caitlin was extremely responsive and had great suggestions for homes to view based on what we were looking for. Throughout negotiations and closing, Caitlin was there quickly handling any issues and answering all our many questions. She was right by our side through the whole process. If the time ever comes when we’ll be looking for a new home, there isn't any question who my Realtor will be.

-Traci B. | BUYER

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Caitlin Vallandingham made the home purchasing process no-sweat for my Husband and I. From day 1, Caitlin was extremely responsive and had great suggestions for homes to view based on what we were looking for. Throughout negotiations and closing, Caitlin was there quickly handling any issues and answering all our many questions. She was right by our side through the whole process. If the time ever comes when we’ll be looking for a new home, there isn't any question who my Realtor will be.

-Lisa P. | BUYER

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Making the decision to relocate to a new state meant needing to buy and sell a home at the same time. I’d never sold a home before, and it was overwhelming; Caitlin was a lifesaver. Her knowledge of the market enabled me to price my home competitively and I received multiple offers! She was with me every step of the way from staging to closing, always responsive, and helped me to navigate through the selling process with ease. I'd hire Caitlin again in a heartbeat. So my advice to you is, call Caitlin!

-Tracy S. | SELLER

Bringing the Focus Back to the Client Experience

Infinitas Realty Group was founded to raise the standard of what it means to be a Real Estate Professional. With a service-first approach grounded in transparency, empathy, and market expertise, we believe your trust deserves our unwavering best.

Caitlin Vallandingham | Infinitas Realty Group

Realtor® | MRP® | MD Lic# 623707
Helping Southern Marylanders find home—whether it's a dock out back or a driveway out front.

📍 Office: 17651 Whitestone Drive, Tall Timbers, MD 20690
📞 Cell: 240.925.7466 | Office: 240.925.2224
🌐 caitlin.thesouthernmdhomefinder.com

Live where you play.Work where it matters.