Homes for Sale in Village Of Chesapeake Harbour, Annapolis, MD
Find the newest home listings in the Village of Chesapeake Harbor, Maryland today! The Village of Chesapeake Harbor is a neighborhood that is located on the shores of the Chesapeake Bay and offers ideal water access. The community thrives on water sporting activities such as boating. The Village of Chesapeake Harbor’s homes are high in value and due to the location to the water, it is a well-sought neighborhood. For more information on real estate for sale in the Village of Chesapeake Harbor, Maryland, schedule a showing, call us today, or send an email!
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Homes For Sale in Village Of Chesapeake Harbour, Annapolis, MD

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Village of Chesapeake Harbor, Annapolis, Real Estate Market
The community of the Village of Chesapeake Harbor dates back to 1985 and has continued to develop over the years. The homes primarily consist of condominiums, townhouses, and single-family homes. Homeowners enjoy waterfront living and the convenience of water access.
The homes for sale in the Village of Chesapeake Harbor offer one to four bedrooms and one to five bathrooms. They range in size from 1,023 square feet to 2,400 square feet of living space. The price of the homes are between $493,000 to over $1 million and offer many desirable upgrades and designer finishes.
Village of Chesapeake Harbor, Annapolis, Community Amenities
The community of the Village of Chesapeake Harbor boasts a variety of amenities for the residents. The primary draw is the Chesapeake Harbor Marina, which is located near the mouth of the Severn River. The Marina offers boaters well-maintained docks and fully yacht services.
Additional amenities to the Village Chesapeake Harbour Community include an onsite restaurant with dock bar and entertainment, two swimming pools with bay views, a private sand beach, fishing piers, tennis courts, picnic area, walking, and biking trails, kayak launch, fitness center, two bathhouses, and 81 wet slips.
The community is ideally located within Annapolis and is a short trip away from other popular destinations such as Baltimore’s Inner Harbor, St. Michael’s, Oxford, Cambridge, and Solomon’s Island.
Village of Chesapeake Harbor, Annapolis, School Information
Village of Chesapeake Harbor falls under the jurisdiction of the Anne Arundel County Public Schools District. The district is home to top-rated schools and excellent education that will prepare students well for higher education. The students fall between the grades of pre-kindergarten through grade 12. There are a number of exciting extracurricular activities and enrichment programs are available for students.
Anne Arundel County Public Schools is the public school district serving Anne Arundel County, Maryland. With over 80,000 students, the AACPS school system is the 5th largest in Maryland and the 46th largest in the United States.
The Anne Arundel County Public School system is an award-winning organization employing more than 5,766 teachers in 124 schools. AACPS primarily consists of 79 elementary schools (Pre-K or K, through grade 5), 19 middle schools (grades 6–8), and 12 high schools (grades 9-12). AACPS maintains 2 centers of applied technology, 3 charter and contract schools, 3 special education centers, 1 alternative high school, 1 middle school learning center, and 1 center for emotionally impaired students known as the Phoenix Center.
There is a handful of wonderful schooling option available to students who reside in the Village of Chesapeake Harbor including:
Georgetown East Elementary School
111 Dogwood Road, Annapolis, MD
Pre Kindergarten - Grade 5
Student Enrollment: 287
Annapolis Middle School
1399 Forest Dr, Annapolis, MD
Grade 6 - Grade 8
Student Enrollment: 1,056
Eastport Elementary School
420 Fifth St, Annapolis, MD
Pre-Kindergarten - Grade 5
Student Enrollment: 249
Annapolis High School
2700 Riva Rd, Annapolis, MD
Grade 9 - Grade 12
Student Enrollment: 2,200
St Annes School Of Annapolis
3112 Arundel on the Bay Road, Annapolis, MD
Pre Kindergarten - Grade 8
Student Enrollment: 195
The Key School
534 Hillsmere Drive, Annapolis, MD
Kindergarten-Grade 12
Student Enrollment: 662
*Disclaimer: Always check with your local school district to confirm enrollment and attendance eligibility.
Surrounding Neighborhoods
There are a variety of neighborhoods that are similar to the Village of Chesapeake Harbor. They include:
Rugby Hall Estate: Rugby Hall Estate is a water-privileged community located just outside Annapolis on the Severn River. The neighborhood has an enclave of classic, older homes and new residences on spacious lots that overlook the Severn River’s Round Bay. This unique community has no street lights, so it is quiet and dark at night except for the chirping of the crickets. There are several great amenities for the resident to enjoy, including shopping dining, and entertainment venues that are just minutes away.
Round Bay: Named after a body of water on where it sits, Round Bay is a small water-privileged community in Severna Park, Maryland. This is a tight-knit community where neighbors have come to depend on each other. The small neighborhood holds many functions throughout the year where they can socialize and just have fun! Round Bay is a unique and charming community and a wonderful area to raise a family.
South River Landing: South River Landing is a gated, waterfront community located near the historic city of Annapolis, Maryland. With many amenities and services provided, it gives homeowners a carefree, coastal lifestyle. The unique lifestyle homes make South River Landing a hidden jewel on a peninsula flanked by the South River, Almshouse Creek, and Warehouse Creek.
Ulmstead Estates: The prestigious water-privileged Ulmstead Estates community sits on a peninsula overlooking the Magothy River. The neighborhood sits North of Annapolis and is a well sought-after community. This area has beautiful sunsets at the beach with lots of amenities for residents to enjoy.
South River Colony: South River Colony is an award-winning master-planned neighborhood that is located in Davidsonville, Maryland, a few miles outside of Annapolis. This community has an eclectic mix of homes that will be sure to fit all lifestyles. The neighborhood has prime shopping, delectable dining options, medical offices, and more, making the South River Colony a great location. With convenience, beauty, and a hometown community feel, the South River Colony offers its residents the best of everything.
Living in Annapolis
The capital of Maryland is Annapolis, a beautiful and idyllic town located on the Chesapeake Bay. The city offers a lot of things to do and places to see which makes it an attractive town to visit for residents and visitors alike.
The Parks and Recreation Department maintains a total of 30 community parks spread out throughout the city. These 30 parks cover 70 acres of green, luscious natural landscape with a few waterfront locations. The parks offer ample space for residents and visitors to gather and partake in the beautiful scenery which includes water views.
Popular parks in Annapolis include:
- Post Office Park
- Truxtun Community Park
- Ellen O. Moyer Nature Park
- Bywater Park
- Susan Campbell Park
There are numerous trails that you can walk or hike through located in the parks. You can get lost and be one with nature within these trail networks which include:
- Naval Academy Stadium Trail
- Spa Creek Trail
- Poplar Park and Trail
Shopping centers are plentiful in the city to satisfy your retail therapy inclinations. Annapolis offers everything from specialty retail stores to unique boutiques. Regardless of what you’re looking for, you will find it in these popular shopping complexes including:
- Gateway Village
- Annapolis Harbour Center
- Westfield Annapolis
- Riva Shopping Center
- Annapolis Town Center
- Village Green Shopping Center
Annapolis also boasts of impressive dining options. You can find anything that your heart desires from decadent fresh seafood to exotic entrees. Depending on what you are craving for, you can get anything from quick fast bites to an intimate, fine-dining experience. Several restaurants that you can check out include:
- Davis’ Pub
- Adams Taphouse and Grille
- Wild Country Seafood
- Luna Blu Ristorante Italiano
- Carroll’s Creek Café
Annapolis is a city with boundless options and a lot of amenities. But if there is anything that you can’t seem to find in the city, Baltimore is located 20 miles away and also offers a whole myriad of things to do and places to explore.
Baltimore is home to world-famous restaurants, malls, and entertainment venues. Sports fans can easily get tickets to any sporting event and music lovers can easily access concerts playing in the arena.
If you are considering venturing out in the city, there are major roadways that you can take and are conveniently located no matter where you are in Annapolis. These roadways will give you easy access to Baltimore and Washington DC. You can reach Interstate 595 just outside of city limits and from there you can hop on to Interstate 97 which is the fastest way to get to Baltimore.
The public transit system is well-organized and managed by the Annapolis Department of Transportation (ADOT). The system is divided into 8 routes which will take you to shop, medical facilities, and recreational areas.
The friendly atmosphere that emanates from Annapolis makes it attractive to residents and visitors alike. Other positive attributes of the city include a world-class educational system and quality housing surrounded by an ideal coastal location.
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