Jennifer Gregorski

Jennifer Gregorski Bay To Beltway Jennifer is an Annapolis-based agent, with vast experience selling in DC, Maryland & Northern Virginia markets. real estate markets.

With experience living and working across this region, Jennifer diligently connects the Chesapeake Bay and the D.C. Jennifer enjoys selling properties to a range of clients from first-time homebuyers to downsizers, at all price points. detail-and goal-oriented, Jennifer works enthusiastically to help provide the best possible real estate experience for her clients. Buyers and sellers alike appreci

ate her prompt communication, professionalism, and willingness to go above and beyond to ensure a smooth transaction for her clients.

Fully-renovated with a pool under $500k in Anne Arundel County!! Just listed on a quiet street in a charming neighborhoo...
04/24/2026

Fully-renovated with a pool under $500k in Anne Arundel County!!

Just listed on a quiet street in a charming neighborhood in Linthicum Heights, this Cape Cod has been completely updated!

• Open main level filled with natural light
• Kitchen with 42” white cabinetry, granite countertops, tile backsplash, gas range + pot filler, island seating
• Dedicated dining space off the kitchen
• 3-4 bedroom layout with flexible spaces
• 3 full bathrooms - all have been updated!
• Finished lower level with rec room, wet bar + guest space
• Fully fenced backyard oasis with patio, pool + shed
• New roof (2021)
• Oversized driveway for multiple cars
• Quiet street location

📍 511 Greenwood Road Linthicum Heights, MD
Offered at $499,000

Set along the water’s edge on 1.89 acres in Edgewater, this 3BR/2BA charming waterfront retreat offers a level of space ...
03/29/2026

Set along the water’s edge on 1.89 acres in Edgewater, this 3BR/2BA charming waterfront retreat offers a level of space and openness that is seldom found on the waterfront.

Currently operating as a successful VRBO, the property presents a strong income opportunity or the perfect weekend escape within reach of Washington, D.C.

A private dock with boat lift, jet ski lift, and kayak storage makes days on the water effortless, with quick access to the Chesapeake Bay and downtown Annapolis by boat.

An expansive deck with pergola and outdoor kitchen sets the stage for sunset dinners, crab feasts, and easy entertaining.

A unique waterfront property where space, lifestyle, and versatility come together.

📍 1211 Dixona Drive Edgewater, MD 21037
Offered at $1,050,000

03/27/2026

Welcome to Selby-on-the-Bay where water access living meets everyday convenience just minutes from Annapolis.

✨ Community highlights you won’t find just anywhere:
• Private beach + boat ramp
• Kayak storage + clubhouse
• Playground, sport courts + year-round neighborhood events
• True Chesapeake Bay lifestyle just blocks away

🏡 Home features:
• 3BR | 2.5BA on one of the larger lots in the neighborhood
• Open-concept floor plan with kitchen opening to family room
• Screened porch perfect for entertaining
• Two-story foyer + dedicated office
• Spacious primary suite with renovated bath + dual closets
• Updated laundry room with new washer/dryer
• Brand new stone patio
• Fully fenced, flat yard with mature trees
• Detached garage for extra storage + parking

📍 3700 Beach Drive Blvd Edgewater, MD 21037
Offered at $685,000

03/20/2026

Just listed ✨ A beautifully updated 5BR/3.5BA home tucked away in a quiet enclave with wooded views!

Highlights include:
• Private wooded setting on a .6 acre lot
• Open floor plan - gorgeous kitchen open to large family room
• Screened porch for seamless indoor-outdoor living
• Primary suite with cathedral ceilings, dual custom walk-in closets, and beautiful primary bathroom
• Finished lower level with 5th bedroom, full bath + storage room
• Custom multi-use walk-in cooler/refrigerator (perfect for wine, catering, or florals)
• Attached 2-car garage with epoxy floors + mudroom entry
• Additional detached garage with pass-through doors on both ends
• Fenced backyard with new hardscaping, hot tub patio, fire pit + basketball court

📍 704 Roane Hollow Lane Annapolis, MD 21401
Offered at $1,195,000

DM for details or to schedule a private showing!

We are so excited to be hosting a Home Buyer Seminar next week! 🏡✨ and I will be walking through the home buying process...
02/17/2026

We are so excited to be hosting a Home Buyer Seminar next week! 🏡✨

and I will be walking through the home buying process step-by-step and we’re bringing in a trusted mortgage lender and title attorney so you can get all of your real estate, financing, and closing questions answered in one place.

Whether you’re a first-time buyer, moving up, or just starting to think about it, we’d love to see you there. Virtual option available as well!

Please share with anyone you know that may need some home buying guidance in 2026!

Register here or send me a DM:
https://www.eventbrite.com/e/home-buyers-seminar-annapolis-md-virtual-option-available-tickets-1980476711156?aff=ebdssbdestsearch

Selling your own house *hits different*! 🏡 Charlie and I unexpectedly fell in love with another Edgewater property and w...
02/04/2026

Selling your own house *hits different*! 🏡

Charlie and I unexpectedly fell in love with another Edgewater property and we aren’t going far!! Now it’s time to find buyers for our home that we have absolutely adored. ❤️

Reasons we love it:
- The fireplace: a true statement piece, wood-burning with classic brick
- The open floor plan has been perfect for entertaining and everyday
- SO many windows and natural light, all with custom plantation shutters or blinds
- Lots of character throughout, from the wide-plank pine floors to the wainscoting
- A corner lot (.29 acres) featuring a semi-circular driveway, carport, and two sheds
- And of course… the Loch Haven neighborhood. Incredible neighbors, a community beach, marina, boat ramp, and some of the best neighborhood events around

Offered at $665,000

Message me for any questions or more details!!

12/18/2025

Bay to Beltway Holiday giveaway time!!!🎄 🎁 ✨
We are giving one lucky winner the choice of two prize packages….

Jen’s Experience Package:
• One night stay at the Maryland Inn in Downtown Annapolis
• Dinner for two at Osteria 177
• A boat cruise to get you out on the water

Chris’s Bay-to-Beltway Dining Package:
Chris picked these spots because they are favorites you can enjoy both near the Bay and all around the Beltway. A perfect tie-in to our brand and the neighborhoods we love serving:
• Timber Pizza gift card ($50)
• Call Your Mother Deli gift card ($50)
• Capo Italian Deli gift card ($50)
• Ruth Chris Steak House gift card ($200)

How to enter:
1) Follow either or
2) Like this post and Comment “Experience” or “Food’ for which package you want to win
3) Bonus entry if you share this reel to your stories and tag one of us.

This giveaway will be open until 5pm time on 12/23/25. A winner will be chosen that evening by a random selector and announced on our stories. Thanks for being a part of our community!! Good luck and Happy Holidays!!

Price improvement to $850,000! ✨ Come see why Prospect Bay is one of the Eastern Shore’s favorite communities - golf co...
11/13/2025

Price improvement to $850,000! ✨

Come see why Prospect Bay is one of the Eastern Shore’s favorite communities - golf course, marina, clubhouse dining, pool, pickleball, playgrounds & more!

Located 30 minutes from Annapolis, MD.
📍 4 Bunkers Court Grasonville, MD 21638

10/22/2025

Q4 Real Estate Market Update — DC, MD & VA 🏡

We’re in the home stretch of 2025, and the market continues to reward smart strategy.

📈 For sellers: Homes that show beautifully and are priced right are still moving, even as we head into the holidays. Buyers are selective, so condition and presentation matter more than ever.

💰 For buyers: You may find opportunities now that you won’t see come spring — with less competition, motivated sellers, and more room to negotiate.

🎥 Tune in as we break down what we’re seeing across the DMV — from the Beltway to the Bay — and how to position yourself for success this quarter!

10/19/2025

Join us for Homestead Garden’s Fall Festival! Bay to Beltway is treating our clients, family, friends and local neighbors to free admission. Kids will enjoy hayrides, pony rides and barnyard animals. Adults can sample local wines, enjoy the beer farm and browse all Homestead has to offer.

Sunday, October 26th - from 10am-1pm we will be handing out wristbands, but stay as long as you wish!

If you would like to join….comment on this post or send us a DM! We will set aside your wristband!

Address

1910 Towne Centre Boulevard Suite 250
Annapolis, MD
21401

Telephone

+12408880903

Website

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