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$1,750,000

21 Chesapeake Lndg Annapolis, MD 21403

4 beds
3 full, 1 partial
2,232 sqft
$784 / sqft
Townhouse

Property details

About 21 Chesapeake Lndg

Welcome to 21 Chesapeake Landing, the epitome of Eastport’s waterfront lifestyle. Nestled at the tip of the Eastport Peninsula in a premier gated community, this exceptional four-level townhome with amazing water views offers luxury living in one of Annapolis’s most sought-after enclaves. This lovingly-maintained home has been thoughtfully designed with meticulous, craftsman-level upgrades. The result is a seamless blend of elegance, comfort, and timeless design. At the heart of the home is a spectacular chef’s kitchen: A generous center island invites casual gatherings, while warm-toned custom cabinetry, complete with artful display nooks, add depth and functionality. Sleek stainless-steel appliances pair beautifully with the honed-granite countertops, to provide ample prep space for the most discerning gourmet. A private deck just off the kitchen is perfectly positioned for effortless outdoor grilling. The open-concept layout is both flexible and inviting. Island seating flows naturally into the adjacent dining area, which overlooks the living room and captures water views beyond. Rich, gleaming hardwood floors span the main, bedroom, and loft levels, adding warmth and sophistication throughout. On the ground level, beautifully finished neutral tile flooring provides a clean and durable foundation for everyday living. The living room is a true retreat, enhanced by 9-foot ceilings and a gas fireplace that adds instant ambiance with the flip of a switch. Expansive sliding glass doors open onto a newly expanded deck; an ideal setting for savoring water views, or simply relaxing with evening libations. It’s also a front-row seat for the 4th of July, New Year’s Eve fireworks displays and the annual Blue Angels Airshow; a spectacular bonus that makes this home truly unique. Upstairs, the graciously sized owner’s suite welcomes you with dramatic vaulted ceilings and abundant natural light. Glass doors provide yet another opportunity to connect with the view. The recently renovated spa-inspired ensuite bath is a sanctuary in itself, featuring a glass-enclosed shower and soaking tub that doubles as a steam room complete with folding chairs to relax and reap the therapeutic benefits a sauna provides. Dual vanities, high-end fixtures, and generous storage, all finished in calming, modern tones complete the experience. Two additional bedrooms offer versatility and comfort; ideal for guests, family, or as a dedicated art studio, home gym, or private home office. The ground-level living space adds even more flexibility. Outfitted with a full bath and a custom kitchenette—including a refrigerator, sink, microwave, and built-in storage. This area can be completely closed off from the rest of the home, making it a perfect in-law suite or private guest quarters. Additional amenities include a one-car garage, an extra driveway parking space, a large paver patio, and the freedom to lock, leave, and travel with peace of mind. Outside your front door, the Eastport lifestyle unfolds. Take a leisurely stroll to local waterfront restaurants, pubs, and boutique shops. Catch a water taxi to historic downtown Annapolis, or launch your kayak or paddleboard from nearby Horn Point Beach Park. Eastport offers the charm of a coastal village with the energy of a thriving maritime hub, just across Spa Creek from the U.S. Naval Academy and all the culture, history, and amenities of downtown Annapolis. As a resident of Chesapeake Landing, you also have the option to join, for a fee, the private Annapolis Maryland Yacht Club, located within the gates of the community, featuring a pool, marina, and clubhouse. 21 Chesapeake Landing is more than a home, it’s a lifestyle. This is a rare opportunity to experience the best of Annapolis in a setting that’s both refined and relaxed. Don’t miss this opportunity to make it yours!

Highlights

Home typeTownhouse
HeatingHeat Pump
StatusActive
(ACTIVE)
CoolingCentral Air
Size2,232 sqft
Year built1979
ParkingGarage - Front Entry,Garage Door Opener,Inside Access, Attached Garage,Driveway
MLS #MDAA2117644
Garage1 space
FireplaceDouble Sided, Gas/Propane
ViewOther, Marina, River

Summary

  • Partial Bathrooms: 1
  • Full Bathrooms: 3
  • Appliances: Microwave, Range, Dishwasher, Disposal, Ice Maker, Self Cleaning Oven, Oven, Electric Range, Stainless Steel Appliances, Washer/Dryer Stacked, Double Oven, Range Hood
  • Basement: No
  • Flooring Type: Hardwood, Ceramic Tile
  • Interior: Bathroom - Soaking Tub, Bathroom - Stall Shower, Bathroom - Walk-In Shower, Breakfast Area, Built-Ins, Ceiling Fan(s), Combination Kitchen/Dining, Dining Area, Floor Plan - Open, Kitchen - Eat-In, Kitchen - Island, Primary Bedroom - Bay Front, Recessed Lighting, Skylight(s), Upgraded Countertops, Wood Floors, Entry Level Bedroom, Kitchen - Table Space, Kitchenette, Primary Bath(s), Sauna, Stove - Wood, Window Treatments
  • Fireplace: Double Sided, Gas/Propane
  • Total Bedroom Count: 4
  • Garage Space: 1 space
  • Parking: Garage - Front Entry,Garage Door Opener,Inside Access, Attached Garage,Driveway
  • View: Other, Marina, River
  • Architectural Style: Coastal, Contemporary
  • Heating: Heat Pump
  • Cooling: Central Air
  • List Price: $1,750,000
  • Price/SqFt: $784
  • Annual Tax Amount: $10,124
  • Tax Year: 2022
  • Directions: Put 1 Chesapeake Lndg into GPS to be directed to the Main Gate and the end of Chesapeake Avenue. Upon Entering the Community, drive straight and make a left, home is directly in front on left-hand side. Gate Code will be supplied in showing instructions.
  • Year Built: 1979
  • Living Area: 2,232 SqFt
  • Municipality: Annapolis
  • MLS Number: MDAA2117644
  • MLS Name: BRIGHT
  • Office Name: Long & Foster Real Estate, Inc.
  • Office Phone: (410) 260-2800
  • Listing Agent: Stephanie M Snyder
  • Agent Phone: (410) 972-9727
  • Agent Email: stephmariesnyder@gmail.com

IDX Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which participates, and is provided by BRIGHT through a licensing agreement.

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose.

BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors. ©2025 BrightMLS. All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/15/2025, 12:45:38 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Price information

Property sales

DateEventPrice
Sep 09, 2008
Home Sold
$835,000
Dec 21, 2004
Home Sold
$830,000
Nov 08, 1999
Home Sold
$374,900

Tax history

YearAssessmentProperty Tax
2024$874,400$-
2023$748,300$-
2022$718,533$10,124
2021$688,767$9,043

History based on county public records data.

Nearby schools

3

Eastport Elementary School

Public District PK-5

0.4 mi

420 Fifth St

6

Annapolis Elementary School

Public District PK-5

0.6 mi

180 Green St

3

Georgetown East Elementary School

Public District PK-5

1.5 mi

111 Dogwood Rd

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $144,271. Typical income of Annapolis, MD residents is between $100k-200k annually. Most families are single, no kids. Typical level of education for residents in this area is post secondary degree.

How much money do the neighbors make?

10%
<35k
16%
35k-100k
42%
100k-200k
32%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

53%
Single, No Kids
4%
Single, with Kids
36%
Married, No Kids
7%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

5%
<11 yrs old
3%
12-17 yrs old
14%
18-34 yrs old
51%
35-64 yrs old
27%
65+ yrs old

What do the neighbors do for fun?

  • Men's TennisMen's Tennis
  • Skiing/snowboardingSkiing/snowboarding
  • PGA/LPGAPGA/LPGA

Where do the neighbors shop?

  • BloomingdalesBloomingdales
  • NordstromNordstrom
  • Chico'sChico's

Where do the neighbors go to eat?

  • Bonefish GrillBonefish Grill
  • California Pizza KitchenCalifornia Pizza Kitchen
  • StarbucksStarbucks

What do the neighbors drive?

  • LexusLexus
  • BMWBMW
  • CadillacCadillac

What do the neighbors listen to?

  • NewsNews
  • Talk/PersonalityTalk/Personality
  • ClassicalClassical
All data provided by Home Junction and Claritas

Similar homes for sale

Frequently asked questions

Living in Annapolis, MD

Transportation in Annapolis includes a variety of options for residents and visitors. The city's public transit system provides connections to key areas, and the presence of ride-sharing services offers additional flexibility. Annapolis is known for its walkable downtown, while other areas are more car-dependent. Major roads and highways facilitate travel in and out of the city, and ongoing infrastructure projects aim to improve traffic flow and accessibility.

The community benefits from a robust educational system, with a number of public and private schools serving the area, as well as higher education institutions like St. John's College. Annapolis is equipped with several healthcare facilities, offering a range of services from routine care to specialized medical treatments. The city also hosts a public library system that serves as a resource for residents. Retail and dining options are plentiful, with establishments ranging from boutique shops to nationally recognized chains, many of which reflect the local seafood cuisine.

Annapolis is celebrated for its historic charm and maritime heritage. The city prides itself on being the state capital and the home of the United States Naval Academy. Community events such as the Annapolis Boat Shows and the Maryland Seafood Festival showcase the city's connection to the Chesapeake Bay. The area's character is further defined by its walkable downtown area, which features a blend of antique shops, art galleries, and waterfront dining.

Annapolis offers a diverse array of housing options, with single-family homes being a significant part of the market. Architectural styles range from colonial to contemporary, reflecting the city's rich history and modern growth. The housing market is dynamic, with a mix of historic homes and newer developments. While the majority of residents own their homes, a substantial portion of the population opts for rental properties, including apartments and townhouses.

About 21 Chesapeake Lndg

The listing price of 21 Chesapeake Lndg property is $1,750,000.

The property 21 Chesapeake Lndg is a townhouse located in Annapolis, Maryland, 21403.

Active Listing: 21 Chesapeake Lndg is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 21 Chesapeake Lndg are: Eastport Elementary School (GreatSchools Rating 3/10), Annapolis Elementary School (GreatSchools Rating 6/10), Georgetown East Elementary School (GreatSchools Rating 3/10), Wiley H. Bates Middle School (GreatSchools Rating 5/10), Annapolis Middle School (GreatSchools Rating 2/10), Central Middle School (GreatSchools Rating 8/10), Annapolis High School (GreatSchools Rating 3/10), Broadneck High School (GreatSchools Rating 8/10), South River High School (GreatSchools Rating 9/10).

According to the records, the last property tax for 2022 is $10,124 (source: MLS/based on county public records data).

The last sale was on September 9, 2008 for $835,000 (source: MLS/tax record).

The property at 21 Chesapeake Lndg has 4 bedrooms and 3 full and 1 half bathrooms.

The property 21 Chesapeake Lndg is 2,232 SqFt (source: MLS/tax record).

The year of construction for 21 Chesapeake Lndg is 1979.

This home is located at 21 Chesapeake Lndg in Annapolis, MD and zip code 21403. This 2,232 square foot home was built in 1979. Features: 4 bedrooms, 4 bathrooms. It has been listed on Rocket Homes since June 11, 2025 and is currently priced at $1,750,000.

In June 2025 in Annapolis, MD there were 63.5% more homes for sale than in May. Listings spent 64 days on the market in June 2025, and had a median list price of $699,900 during the same period.

From Rocket Homes Real Estate and based on county public records data.

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