Quick Annapolis MD MLS Search

Advanced Search

Browse All Eastport Properties for Sale

1106 Brashears Street, Annapolis image
1106 Brashears Street, Annapolis $435,000

Enjoy the ease of single-level living with a functional layout, while also benefiting from exceptional expansion potential—build up, build out, or create the outdoor spac...

  • 3 Beds
  • 2 Baths
Courtesy of Next Step Realty, LLC.

Listing courtesy of Next Step Realty, LLC.. Contact:

Selling Office: .

1007 Park Avenue, Annapolis image
1007 Park Avenue, Annapolis $1,057,600

Experience the Eastport Lifestyle in a Beautifully Rebuilt Home Don’t miss this exceptional opportunity — a previous contract fell through due to circumstances beyond th...

  • 3 Beds
  • 4 Baths
Courtesy of Keller Williams Select Realtors of Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

Selling Office: .

320 Chester Avenue, Annapolis image
320 Chester Avenue, Annapolis $725,000

Rare opportunity to own a charming 2-unit building in the heart of Eastport, offering water views from both units. Each residence features its own private entrance and de...

  • 2 Beds
  • 2 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

422 Third Street, Annapolis image
422 Third Street, Annapolis $2,800,000

Simultaneously Listed and SOLD

  • 4 Beds
  • 4 Baths
Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: .

215 Chester Avenue, Annapolis image
215 Chester Avenue, Annapolis $1,730,000

EXCITING PRICE IMPROVEMENT! SELLER HAS REDUCED THE PRICE-DON'T MISS THIS GREAT OPPORTUNITY. Immerse yourself in the quintessential Eastport lifestyle with this invitin...

  • 4 Beds
  • 4 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

1004 Moss Haven Court, Annapolis image
1004 Moss Haven Court, Annapolis $2,375,000

There is nothing else in Eastport like this beautiful, one floor living, attached garage, home with 4 bedrooms, 3 baths, large finished lower level and separate guest hou...

  • 4 Beds
  • 3 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

1019 President Street, Annapolis image
1019 President Street, Annapolis $235,000

Welcome to 1019 President Street, one of the most affordable opportunities in Annapolis and a great option for both owner-occupants and investors. This well-located prope...

  • 2 Beds
  • 1 Baths
Courtesy of Berkshire Hathaway HomeServices Homesale Realty

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

Selling Office: .

3 Chester Avenue, Annapolis image
3 Chester Avenue, Annapolis $1,660,000

Step into the heart of Eastport, where charm and convenience meet in this beautifully renovated Cape Cod. Just a short stroll from the water’s edge and downtown Annapolis...

  • 3 Beds
  • 3 Baths
Courtesy of Keller Williams Select Realtors of Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

Selling Office: .

105 Griscom Square Way, Annapolis image
105 Griscom Square Way, Annapolis $995,000

Welcome to Eastport Estates at Griscom Square, a brand-new construction community of just 11 luxury single-family homes, located within one mile of downtown Eastport! Eac...

  • 4 Beds
  • 4 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

27 Jeremys Way, Annapolis image
27 Jeremys Way, Annapolis $820,000

Nestled in Eastport’s coveted historic district, 27 Jeremys Way is a rarely available offering on the market and one of the original homes from Murphy’s Row—a surviving r...

  • 2 Beds
  • 2 Baths
Courtesy of Redfin Corp

Listing courtesy of Redfin Corp. Contact:

Selling Office: .

412 Jefferson Street, Annapolis image
412 Jefferson Street, Annapolis $1,175,000

Beautifully Appointed Eastport Home. Conveniently located in the heart of Eastport, Annapolis, this newer home offers the perfect blend of style, comfort, and walkabilit...

  • 3 Beds
  • 3 Baths
Courtesy of EXP Realty, LLC

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: .

742 Warren Drive, Annapolis image
742 Warren Drive, Annapolis $665,000

Updated, mid-century, 4 bed-, 2 bathroom home in desirable and quiet Eastport neighborhood with water privileges. Lots of professional interior & exterior pics coming nex...

  • 4 Beds
  • 2 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

316 Burnside Street Unit #101, Annapolis image
316 Burnside Street Unit #101, Annapolis — The Newport Condominium $403,750

Located in the highly desirable Newport Condominiums in Eastport, this move-in ready condo is tucked away on peaceful Burnside Street—a quiet cul-de-sac ending at a lovel...

  • 1 Beds
  • 1 Baths
Courtesy of Keller Williams Select Realtors of Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

Selling Office: .

600 Sixth Street, Annapolis image
600 Sixth Street, Annapolis $2,200,000

Welcome to Eastport living at its finest—where timeless coastal design meets understated luxury just one block from the water. Perfectly situated on the highly sought Eas...

  • 3 Beds
  • 4 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

4 President Point Drive Unit #A3, Annapolis image
4 President Point Drive Unit #A3, Annapolis — The Point Condo $625,000

Stunning sunsets and year-round magnificent water views are the backdrop for this top floor corner unit at sought-after President Point. The large deck overlooks Spa Cre...

  • 2 Beds
  • 1 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

759 Fairview Avenue Unit #759 F, Annapolis image
759 Fairview Avenue Unit #759 F, Annapolis — Severn House Condo $548,000

Welcome to Severn House! A RARE FIND. No renovation headaches for the next owner. Recently renovated in 2025, this unit is fresh, clean and bright. The remodeling wo...

  • 2 Beds
  • 2 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

120 Chesapeake Ave, Annapolis image
120 Chesapeake Ave, Annapolis $1,379,000 ▼

Walk to everything !!! Less than 3 blocks to restaurants, marinas, water taxi, street end parks, brew pub, pools, museums and more. Downtown historic Annapolis is a sho...

  • 2 Beds
  • 3 Baths
Courtesy of Keller Williams Select Realtors of Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000

541 Second Street, Annapolis image
541 Second Street, Annapolis $1,470,000

A Rare Find in the Heart of Eastport! Built in 2006 with timeless Eastport charm, this beautifully maintained home offers the perfect blend of traditional style and mode...

  • 4 Beds
  • 3 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: .

1002 Tyler Ave, Annapolis image
1002 Tyler Ave, Annapolis $540,000 ▼

Location Location location!! Modern rancher style home located near everything Annapolis has to offer! It's just minutes to Downtown Annapolis. The House is much bigger t...

  • 5 Beds
  • 2 Baths
Courtesy of Smart Realty, LLC

Listing courtesy of Smart Realty, LLC. Contact: 3012525515

417 Second Street, Annapolis image
417 Second Street, Annapolis $2,555,000

Perfectly sited on over a quarter-acre gated lot on Second Street, this meticulously maintained Eastport estate offers 4,500+ square feet of luxurious living space and ex...

  • 5 Beds
  • 4 Baths
Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: .

301 Burnside Street Unit #A 202, Annapolis image
301 Burnside Street Unit #A 202, Annapolis — Yacht Club Condo $635,000

The luxury waterfront lifestyle is awaiting you on Spa Creek in Eastport. This updated unit has the exterior wall opened up for a picture window to let in natural light, ...

  • 1 Beds
  • 1 Baths
Courtesy of Coldwell Banker Chesapeake Real Estate Company

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

Selling Office: .

1109 Van Buren Street, Annapolis image
1109 Van Buren Street, Annapolis $545,000

**Offer deadline Monday, 9/8/2025 at 5:00 PM Seller reserves the right to accept offer at any time** Welcome to 1109 Van Buren Street, an adorable 3-bedroom, 2-bathroom C...

  • 3 Beds
  • 2 Baths
Courtesy of Compass

Listing courtesy of Compass. Contact:

Selling Office: .

316 Burnside Street Unit #406, Annapolis image
316 Burnside Street Unit #406, Annapolis — Newport Condominium $372,500

Stunning, to the studs, complete renovation completed in 2021!! You will simply not find a better condo in a better location at this amazing price!! The renovation was m...

  • 1 Beds
  • 1 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: .

315 Adams Street, Annapolis image
315 Adams Street, Annapolis $1,100,000

This property is located on a lovely street in Eastport with proximity to downtown Annapolis, Naval Academy, restaurants and marinas. Built in 1940, this home retains th...

  • 3 Beds
  • 3 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

1115 Tyler Avenue, Annapolis image
1115 Tyler Avenue, Annapolis $670,000

Welcome to Willow Cottage, a charming, history-rich Craftsman nestled in Eastport, just minutes from all the culture, dining, and waterfront beauty of historic downtown A...

  • 4 Beds
  • 4 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: .

827 Janice Drive, Annapolis image
827 Janice Drive, Annapolis $1,135,000

Move-In Ready! Construction is completed! Luxury, water access, and walkability converge at this extraordinary custom-built residence by Cedar Square Homes—nestled in t...

  • 4 Beds
  • 5 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

97 Quarter Landing Rd Road, Annapolis image
97 Quarter Landing Rd Road, Annapolis $1,050,000

A rare gem in a peaceful oasis in the heart of Eastport. This classic 1930's home is set in among an enclave of seven homes that are nestled along the shores of Spa Creek...

  • 2 Beds
  • 3 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

1009 Moss Haven Court Unit #A, Annapolis image
1009 Moss Haven Court Unit #A, Annapolis $1,872,500

EASTPORT NEW CONSTRUCTION NEO-COLONIAL on President Point peninsula jutting into Spa Creek waterway, tributary of Annapolis City Dock Harbor and the Bay! A MAXIM BUILDIN...

  • 4 Beds
  • 5 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

394 Jefferson Street, Annapolis image
394 Jefferson Street, Annapolis $1,200,000

Move-in-ready Craftsman style home in the heart of Eastport! This captivating home includes 5 bedrooms, 3.5 baths, and over 3200 sq. ft. of meticulously finished living s...

  • 5 Beds
  • 4 Baths
Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: .

816 Bay Ridge Avenue, Annapolis image
816 Bay Ridge Avenue, Annapolis — Sailor's Quay $1,510,000

Welcome to 816 Bay Ridge Avenue, a beautifully maintained 4-bedroom, 4.5-bath home located in Eastport’s coveted Sailor’s Quay community. Offering over 3,300 square feet ...

  • 4 Beds
  • 5 Baths
Courtesy of Engel & Volkers Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

Selling Office: .

3 Chester Avenue, Annapolis image
3 Chester Avenue, Annapolis $1,715,000

Celebrate the Eastport lifestyle in this charming jewel box of a home just steps from everything Eastport/Annapolis has to offer. Enjoy three levels of well maintained an...

  • 3 Beds
  • 3 Baths
Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: .

1008 Boucher Avenue, Annapolis image
1008 Boucher Avenue, Annapolis — Blue Heron Cove $1,210,000

This impeccably-maintained 3 bedroom 3.5 bathroom gem in coveted Eastport is a tranquil haven set on beautifully landscaped grounds, just a short walk to downtown Annapol...

  • 3 Beds
  • 4 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

316 Burnside Street Unit #501, Annapolis image
316 Burnside Street Unit #501, Annapolis — Newport Condominium $525,000

Ideal Eastport living! This sweet one-bedroom “lock and leave” is steps from the water, features a breathtaking rooftop deck and pool, and is walkable to shops and restau...

  • 1 Beds
  • 1 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

1021 Park Avenue, Annapolis image
1021 Park Avenue, Annapolis $550,000

Multi-family/Multi-unit Eastport home. MAIN LEVEL UNIT: 3 bedrooms and 2 full baths (1 is en suite). Updated bathrooms and NEW kitchen with all new appliances. Large bonu...

  • 5 Beds
  • 3 Baths
Courtesy of EKB Realty

Listing courtesy of EKB Realty. Contact:

Selling Office: .

324 Adams Street, Annapolis image
324 Adams Street, Annapolis $1,595,000

Welcome to 324 Adams St — a beautifully updated 3BR, 3BA home in the heart of Eastport, just a short stroll from Spa Creek, downtown Annapolis, and beloved neighborhood c...

  • 3 Beds
  • 3 Baths
Courtesy of Hawkins Real Estate Company

Listing courtesy of Hawkins Real Estate Company. Contact:

Selling Office: .

313 Chesapeake Avenue, Annapolis image
313 Chesapeake Avenue, Annapolis $1,397,500

Step into timeless charm and refined living in the heart of Eastport. This beautifully maintained 3-bedroom, 2-bathroom Craftsman-style home offers over 3,400 square feet...

  • 3 Beds
  • 2 Baths
Courtesy of Keller Williams Flagship

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: .

718 Springdale Avenue, Annapolis image
718 Springdale Avenue, Annapolis $1,425,000

Discover amazing coastal charm in this stunning craftsman-style residence nestled in the heart of Eastport. Situated just a few houses from the waters of Back Creek, this...

  • 4 Beds
  • 4 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: .

2007 Bay Ridge Avenue, Annapolis image
2007 Bay Ridge Avenue, Annapolis $425,000

Priced to Sell: Charming Renovated Rancher in Sought-After Eastport. Welcome to 2007 Bay Ridge Avenue, a beautifully updated 4-bedroom, 1-level rancher nestled in the he...

  • 4 Beds
  • 1 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

704 Severn Avenue, Annapolis image
704 Severn Avenue, Annapolis $944,000

Welcome to 704 Severn Avenue, a beautifully maintained Cape Cod three-bedroom, three-full-bath home in the heart of Eastport. An ornamental cherry tree, 10-year-old annu...

  • 3 Beds
  • 3 Baths
Courtesy of Keller Williams Flagship

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: .

544 Second Street, Annapolis image
544 Second Street, Annapolis $802,000

Eastport Peninsula Opportunity. Easy access to Historic Annapolis, Naval Academy, restaurants, marinas, two blocks to the Maritime Museum. Situated on a corner lot, Se...

  • 4 Beds
  • 2 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

1009 Moss Haven Court, Annapolis image
1009 Moss Haven Court, Annapolis $950,000

Charming and expanded Cape Cod on one of Eastport’s most desirable streets! This beautifully upgraded home is perfect for downsizing without sacrificing outdoor living. A...

  • 3 Beds
  • 2 Baths
Courtesy of RE/MAX Concierge Realty

Listing courtesy of RE/MAX Concierge Realty. Contact:

Selling Office: .

623 Second Street, Annapolis image
623 Second Street, Annapolis $850,000

Welcome to 623 Second Street, a unique opportunity in exceptional Eastport! Located just a block from Back Creek, this charming two-bedroom, one and a half-bath home is s...

  • 2 Beds
  • 2 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

503 Burnside Street, Annapolis image
503 Burnside Street, Annapolis $839,000

Charming Eastport Bungalow in Prime Location just reduced! You can’t beat the location of this well maintained Eastport bungalow—lovingly cared for by the same family f...

  • 3 Beds
  • 2 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

604 6th Street, Annapolis image
604 6th Street, Annapolis $950,000

Charming 1920's Eastport Tradition home brimming with character and endless possibilities.This unique property offers a rare opportunity to renovate back into a stunning...

  • 2 Beds
  • 2 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

1808 Bay Ridge Avenue, Annapolis image
1808 Bay Ridge Avenue, Annapolis $510,000

OFFER DEADLINE MONDAY MAY 19 AT 12 NOON. Charming rancher in Eastport with huge, flat, fenced yard! This is your chance for that in-town Annapolis life you have been wa...

  • 4 Beds
  • 2 Baths
Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: .

306 Washington Street, Annapolis image
306 Washington Street, Annapolis $1,900,000

Enjoy living in the heart of Eastport, this charming colonial exudes classic elegance and modern sophistication. Just steps from local shops and dining, this walkable gem...

  • 4 Beds
  • 4 Baths
Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: .

208 Eastern Avenue, Annapolis image
208 Eastern Avenue, Annapolis $960,000

Eastport, quiet-neighborhood living at the center of everything! Come check out this beautiful water-view single-family home on a quiet street on the south side of the Ea...

  • 3 Beds
  • 4 Baths
Courtesy of Realty Advantage of Maryland LLC

Listing courtesy of Realty Advantage of Maryland LLC. Contact:

Selling Office: .

405 First Street, Annapolis image
405 First Street, Annapolis $1,725,000

Live the Eastport dream in this charming and spacious 4-level Cape Cod, located perfectly in the heart of Eastport with stunning water views of Spa Creek. Situated on a p...

  • 4 Beds
  • 4 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: .

414 Jefferson Street, Annapolis image
414 Jefferson Street, Annapolis $1,125,000

Stunning Eastport Craftsman light filled home with 9 foot ceilings & open floor plan. Designed to easily add an elevator. Gourmet kitchen with black granite counters & ...

  • 4 Beds
  • 4 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

908 Van Buren Street, Annapolis image
908 Van Buren Street, Annapolis $475,000

Welcome to your Eastport escape! This beautifully updated, move-in-ready home puts you right in the heart of one of Annapolis’ most vibrant neighborhoods—just minutes fro...

  • 2 Beds
  • 1 Baths
Courtesy of RE/MAX One

Listing courtesy of RE/MAX One. Contact:

Selling Office: .

Eastport Real Estate & Homes

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Eastport, Annapolis MD. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Address Search
Agent Headshot
(443) 988-0114
Contact Us

Annapolis Subdivisions

Browse Annapolis Homes by Property Type

Browse Annapolis Homes by Price Range

Browse Annapolis Homes by # of Bedroom

Annapolis Real Estate Market Reports

Useful Information

Mortgage Calculator

Amount of Loan
Annual Interest Rate
%
Term of Loan
Years

Does not include any taxes or fees.
Please consult a financial professional.