Treeolowphoto

Treeolowphoto 📸 Photo + video based in Annapolis, shooting all around the Chesapeake. Treeolowphoto | Annapolis event, portrait & drone photography.
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Real estate listings, drone, portraits, events, and cinematic content for local businesses. 📩 Message me for a quote or to check a date. Sunsets, stories, and real moments across the Chesapeake Bay.

📍 Annapolis, MD
✉️ [email protected]

DM to book or click “Contact/Message.” Fast turnaround.

09/03/2026
Navy football is back this Saturday, so consider this your warning about West Street traffic and also your reminder that...
09/03/2026

Navy football is back this Saturday, so consider this your warning about West Street traffic and also your reminder that fall in Annapolis is genuinely great. 🏈

Seven days, seven reasons to get everybody in the car:

Thursday 9/3 — September Sunsets at the Maritime Museum park campus. Live music by the water, food trucks, room for kids to run, and it’s free. 6 to 8 PM. This is basically Annapolis doing September correctly.

Friday 9/4 — Hands-on school skills at the Eastport-Annapolis Neck Library, 10 to 11 AM, ages 3 to 5 with a caregiver. If they learn something and think they’re just playing, everybody wins.

Saturday 9/5 — Navy vs. Towson at Navy-Marine Corps Memorial Stadium, 3:30 PM. If you do one big outing this week, make it this one.

Sunday 9/6 — First Sunday Arts Festival on West Street. 150+ vendors, food trucks, live music, closed streets, 11 AM to 5 PM. One of the easiest “just walk around and see what happens” days downtown.

Monday 9/7 — Labor Day nature walk at Fort Smallwood Park, 12 to 1 PM. Get outside, burn some energy, go home before everybody melts down.

Tuesday 9/8 — Toddler hike at Quiet Waters Park, 11 to 11:30 AM. Short, outside, toddler-sized.

Wednesday 9/9 — Dinner Under the Stars on West Street, 5 to 10 PM. Sometimes bedtime has to take one for the team.

Save this one for the week. And tell me what I left off — what should make next week’s Dad’s Guide?

I went looking for something else this week and fell down a rabbit hole. Annapolis committed $105.8 million to housing l...
09/03/2026

I went looking for something else this week and fell down a rabbit hole. Annapolis committed $105.8 million to housing last Wednesday and I almost missed it entirely.

This photo is the Annapolis I get paid to shoot. Everything I'm about to tell you is happening about a mile outside this frame.

The project is Robinwood. 150 homes on Tyler Avenue, going on fifty years old. The plan rebuilds it into 214 affordable homes. That's not a swap, it's an actual net gain of 64 places for families to live in a city where median rent runs north of two thousand a month. That's good news and I want to say so plainly.

For scale: we're spending $87.8 million on the City Dock seawall. Robinwood is eighteen million more than that.

And it isn't even the big one. Eastport Terrace and Harbour House together are 357 public housing units on 29 acres, built in 1953 and 1964. The plan rebuilds the whole site as roughly 722 mixed-income units, with all 357 replaced. The housing authority says it has four projects financed already and three more coming in the next eighteen months.

That is the largest rebuild of public housing this city has attempted in my lifetime. I've lived here a long time and I didn't know the scope of it until this week. That's on me, but I don't think I'm the only one.

City Dock got five years of meetings, a hundred-person committee, lawsuits, op-eds, and a groundbreaking with shiny shovels. Robinwood got a press release on a Wednesday.

The promise attached to all of this is that nobody gets displaced. Residents move out during construction, and they have the right to come home when their phase is finished. That's real, it's federal, and it's built into how the financing works.

We've done it before, too. In 2020 they took down Newtowne 20, built in 1971. Residents were moved out with first priority to return. In 2022 it reopened as Wilbourn Estates. 78 units for 78 units, plus a clubhouse, a basketball court, and a playground. Promise made, promise kept.

The part that gives me pause is what came after. In February of last year the Housing Authority was in serious financial trouble and needed a $3.3 million bailout from the state, the county, and the city to keep going. It was carrying a $2 million deficit, and more than 100 of its roughly 790 units were sitting empty, a lot of them because code violations had made them unlivable.

They've been working their way back from that, and by all accounts these new projects are part of how. I hope it works. I want it to work.

But a nine-figure promise is only as good as the attention we pay to it, and right now almost none of us are paying any.

So here's one small question I'd genuinely like answered, and I'm asking, not accusing. Last October, when the state awarded funding, 58 new apartments were planned and 14 of them were designated for people experiencing homelessness. Last week's announcement lists the bedroom counts but doesn't mention those 14.

Are they still in there? I'd love to hear that they are.

Financing on phase one doesn't close until summer 2027. That's almost a year out. There's plenty of time for the rest of us to actually learn something about this.

And if you live at Robinwood, or Harbour House, or Eastport Terrace, or you grew up in any of them, I'd rather hear from you than talk at you. This is the part of Annapolis I can't shoot from a drone.

09/02/2026

Storm stacking up over the Severn right now. Panned from the Academy across to the bridge and the whole sky went dark in about four minutes, but the sun still found a gap underneath it.

Anybody on the other side of the bridge getting it yet?

Nobody’s kids behave for family photos. That’s not a problem, that’s the whole point.Let the toddler be a toddler. Let s...
09/01/2026

Nobody’s kids behave for family photos. That’s not a problem, that’s the whole point.

Let the toddler be a toddler. Let somebody refuse to smile, let the siblings mess with each other, let Dad make the terrible joke. Somewhere in all that is your actual family, and that’s the part I want to photograph.

We’ll still get the one where everybody’s looking at the camera. Grandma needs that one. But I also want the way your kid grabs your face when you pick her up, and the laugh they make when someone says something they probably shouldn’t.

Opening up September and October family sessions around Annapolis.

📸 $150, 45-minute session
• 45 minutes, because the good stuff usually happens after the first ten
• Bring everybody. I don’t charge per person.
• No photo limit. If I shot it and I love it, you get it.
• Fully edited gallery in under 5 days
• No print packages, no upsell. That’s the whole price.
October fills up fast for holiday cards. September is wide open.
Message me and I’ll get you the details.

09/01/2026

Everybody heads downtown for sunset. I went the opposite direction and had the whole thing to myself.

This is about 40 minutes of real time squeezed into 16 seconds, most of it spent standing on a dock getting eaten alive by mosquitoes. Fair trade.

Think you know this spot? Drop your guess below and I’ll tell you if you’re close. A few of you will get it.

And if you want the real list, comment SUNSET and I’ll send you my five favorite golden hour spots around Annapolis, including two you can walk to with kids and no hike involved.

📍 Annapolis, MD

08/30/2026

They understood the assignment

08/30/2026

We live where other people vacation, and today we actually acted like it.

We spend most of our time walking Annapolis, so this afternoon we swapped the brick sidewalks for the water and took the boys out on the Harbor Queen.

Seeing this town from the water never really gets old. The Naval Academy, the sailboats, the skyline, and two little guys who were fully convinced that riding a big boat is the greatest thing a person can do.

Some of my favorite Annapolis shots aren't the ones I plan. They're just me documenting the place we get to call home.

If you've lived here a while, when's the last time you actually got out on the water? Be honest.

📍 Annapolis, Maryland
⛴️ Harbor Queen with Watermark

08/27/2026

Seven days in Annapolis. Seven reasons to actually put shoes on the kids.

🎺 Instrument Petting Zoo with the Navy Band, free, Riviera Beach Library
⚓ Navy Women's Soccer under the lights at Glenn Warner
⛵ River Days at the Maritime Museum, free, my pick of the week
🧱 LEGO Challenge at Severna Park Library, and someone else supplies the LEGOs

Plus a downtown City Dock morning with no plan at all, because not every Sunday needs an itinerary.

Save this so you're not standing in the kitchen at 5 PM asking "what do you guys want to do."

What did I miss? Drop it below and I'll put it in next week's guide.

Every week I go looking for the answer to the only question that matters on a weeknight: is this actually worth putting ...
08/27/2026

Every week I go looking for the answer to the only question that matters on a weeknight: is this actually worth putting shoes on three kids for?

Here’s what made the cut in Annapolis this week, August 27 through September 2.

🗓️ THURSDAY 8/27 — Navy Women’s Soccer vs. Maryland
Glenn Warner Soccer Facility, 7:00 PM. Outdoor, loud, and much easier than asking a five-year-old to sit through nine innings of anything.

🎺 FRIDAY 8/28 — Instrument Petting Zoo with the U.S. Naval Academy Band
Riviera Beach Library, 10:30 to 11:30 AM. Free, and the kids are encouraged to touch everything. That almost never happens.

⛵ SATURDAY 8/29 — River Days at the Annapolis Maritime Museum
Free, on the Park Campus. Full Chesapeake day, family activities, waterfront. This is my pick of the week.

☀️ SUNDAY 8/30 — Downtown Annapolis and City Dock
No plan required. Breakfast, walk Ego Alley, look at boats, let the kids wander. Not every Sunday needs an itinerary.

🎸 MONDAY 8/31 — Say Goodbye to Summer Music & Movement
Eastport-Annapolis Neck Library, 6:30 to 7:00 PM, ages 0 to 5. Thirty organized minutes before bedtime counts as a parenting victory.

⚾ TUESDAY 9/1 — Baysox vs. Portland
Prince George’s Stadium. Minor league baseball, kid-friendly, way less stress than Camden Yards.

🧱 WEDNESDAY 9/2 — LEGO Challenge
Severna Park Library, 4:00 to 5:00 PM. Someone else supplies the LEGOs. Enough said.

Save this one so you’re not scrolling Facebook at 5 PM trying to figure out what to do.

And if I missed something, drop it in the comments. Local events, church festivals, park days, whatever your family is actually doing. I’ll pull from the comments for next week’s guide.

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Annapolis, MD
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