Aerial view of a country home with a red roof surrounded by lawn and woods
Little girl lying in the grass at golden hour
Sunroom with slate floor, leather sofas and walls of windows
Brother and sister hugging and smiling outdoors
Drone view of an in-ground pool surrounded by tall evergreens

Real estate & family photography · Connecticut

Homes that sell.Moments that stay.

Listing photos that make buyers stop scrolling, and family portraits you’ll actually want to print — by Connecticut photographer Jake DeGennaro.

  • Real estate from $150
  • Family from $160
  • Listing photos in 24–48 hrs
Real estate · Aerial exterior 01 / 05

02 Selected work

From curb appeal to first birthdays

A few favorites from recent and past sessions. Tap any photo to view it full size.

See the full portfolio
Aerial
Newborn
Interior
Holiday
Exterior
Maternity
Interior
Milestone
Interior
Kids
Family
Exterior

03 For real estate pros

Why agents trust Dege Photo

Your listing photos are the first showing. Here’s what you can count on, every shoot.

  1. Listing-ready quality

    The best quality, MLS-compliant, high-resolution photography that highlights every property’s unique selling points.

  2. Agent-friendly service

    Professional, punctual, and courteous — with you and your clients and homeowners.

  3. Fast, reliable turnaround

    Real estate photos delivered within 24–48 hours, depending on the weekday of the shoot, to keep your listing schedule on track.

  4. Staging support

    Always glad to help with minor decluttering, repositioning, or last-minute touch-ups. Getting the perfect shot often means a little last-minute prep.

  5. Flexible scheduling

    Including next-day and off-hour availability to meet tight listing deadlines.

  6. Licensed for drone work

    Jake is licensed in the USA for commercial drone flight and aerial photography — perfect for acreage, lakefront and estate listings.

At a glance

$150Real estate packages start at
$160Family sessions start at
24–48 hrsTypical real estate delivery
100%Recommend on Facebook (29 reviews)
Mother and baby laughing on a wooden swing
Girl making a heart shape with her hands

04 For families

A photographer who’s been there with little ones

As a parent of three, Jake knows capturing a child’s personality can be stressful. He uses patience, flexibility, and experience as a parent and photographer to get great photos while making your session fun for everyone.

  • Choose your favorite Connecticut location
  • Families, maternity, engagements, holidays, milestones and more
  • Edited photos delivered in about 2 weeks

05 How it works

Booked, prepped, delivered

  1. Book your time

    Agents pick a slot on Jake’s Calendly. Families text, email, or send a quick request and Jake confirms the details.

  2. Get photo-ready

    Use the listing prep checklist. Can’t get to everything? Jake’s happy to help with final touches on arrival.

  3. Receive your photos

    Real estate in 24–48 hours. Family sessions in about 2 weeks.

Kind words

Agents and families keep coming back

Real reviews from Dege Photo clients, shared on degephoto.com. On Facebook, the page shows 100% recommend across 29 reviews.

Jake is my go-to for all my real estate photos. Very professional and always extremely flexible with scheduling.
K.S.Real estate client
I love the way our pictures came out! I had a hard time choosing which ones to print! Jake was professional and has an amazing eye to capture the best memories!
Kelly L.Waterbury, CT
Absolutely outstanding customer service. My son’s newborn photos were worth every cent. Jake truly puts his heart and soul into every photo taken. Working with a newborn can be difficult but he had patience like a saint.
Sara K.Newborn session, 2019
Jake was very experienced and took wonderful pictures of our entire family of 6 plus the dog. He was extremely patient while getting all the little ones to smile and cooperate. Highly recommend!
Lauren P.Fall 2020 session
Jake was truly a pleasure to work with! He was so laid back, organized and friendly. He made us feel comfortable. Jake edits pictures super fast and is truly accommodating. I’m so glad we went with Jake for our family photos!!!
Amy S.Holiday 2019 shoot
Jake is very easy to work with, his photos come out beautiful and he delivers them within a reasonable amount of time. I cannot recommend him enough and have gotten multiple photos taken per year since my 1st shoot with him.
Jessica T.Summer 2020 session
Jake is so easy going, which makes it that much easier! Small or large groups, he’s great, especially with the kids and we all know how hard it is to capture those smiles when they won’t sit still! Definitely recommend him and will be doing many future sessions!
Lindsay K.Holiday 2019 session
Have worked with Jake on 2 family photo shoots so far and there will be many more to come! He is very laid back and allows the kids to do things naturally to get the best shot! He also takes time to make sure you get every photo that you want.
Cara F.Holiday 2019 shoot

Read more or leave your own on Facebook reviews.

06 In motion

Property reels from the feed

Short videos posted to Dege Photo’s Instagram and Facebook.

Watch all reels

Lately on Instagram

@jakedegephoto

Where Jake shoots

Serving Connecticut, from Litchfield Hills to the shoreline counties

Dege Photo works with real estate professionals, homeowners and families throughout Litchfield, Fairfield, most of New Haven, and Hartford counties.

LitchfieldCounty
FairfieldCounty
New HavenCounty (most areas)
HartfordCounty

Including towns like

  • Waterbury
  • Torrington
  • Bristol
  • Harwinton
  • Naugatuck
  • Prospect
  • Thomaston
  • Watertown
  • Litchfield
  • Terryville
  • Northfield

Not sure if you’re in range? Just ask.

FAQ

Questions, answered

What areas do you serve?

Real estate professionals, homeowners, and families throughout Connecticut, including Litchfield, Fairfield, most of New Haven, and Hartford counties.

What types of photography do you offer?
  • Real estate listing photography
  • Family photography (including maternity, engagement, holiday, and more)
  • Architectural photography
  • Drone / aerial photography
  • Twilight and sunset shots
  • Commercial property photography
How do I book a photo shoot?

Real estate shoots can be booked online through Jake’s Calendly. For family photography, text 203-727-2860, email jakedegephoto@gmail.com, or send a session request.

What is your turnaround time?
  • Real estate photos: delivered within 24–48 hours, depending on the weekday of the shoot.
  • Family photos: delivered within approximately 2 weeks.
What should I do to prepare my home or listing for photos?

Clean and declutter, stage rooms for presentation, and move cars out of the driveway. There’s a full room-by-room prep checklist you can tick off, save, or print.

Do you offer virtual staging or floor plans?

Yes! Virtual staging, floor plans, and other add-ons are available upon request. Let Jake know what you need when booking.

What happens if it rains on the scheduled shoot day?

Jake monitors the weather closely. If bad weather could impact your shoot, he’ll reach out to reschedule or pivot to interior-only coverage. Gray skies? Don’t worry — they can be transformed into beautiful blue skies in editing.

Can I be on-site during the shoot?

You’re welcome to be present, but it’s not required. Just make sure the home is photo-ready and accessible.

What are your rates?

Real estate shoots start at $150. Family shoots start at $160. Text 203-727-2860 to discuss your project. Cash, check, Venmo, and PayPal are accepted.

Ready when you are

Let’s get your next shoot on the calendar.

Agents can book a listing shoot online in a couple of clicks. Families, send a quick request or call/text Jake at 203-727-2860.

Book a shoot