Homes for Sale in Overlook, Annapolis, MD

Find the newest home listings in The Overlook, Annapolis today! The Overlook is a neighborhood in Annapolis, Maryland. Living in one of these townhomes or condos takes the stress out of everyday living as the Home Owners Association will provide the upkeep of your property, without you having to lift a finger. The Overlook is conveniently located near beautiful parks, shopping, and restaurants. For more information on real estate for sale in The Overlook, Annapolis, schedule a showing, call us today, or send an email! 

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Homes For Sale in Overlook, Annapolis, MD

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The Overlook, Annapolis, Real Estate Market

This neighborhood is primarily comprised of spacious, garden-style Townhomes and Condominiums that feature white picket fences and balcony views, with easy access to Rt. 50 and I97. The Townhomes and Condos were developed between 1990 and they steadily grew in size until 1999.

Homes for sale in The Overlook offer between two and three bedrooms and two and three bathrooms. They are modest in size ranging from 1,010 square feet to 1,694 square feet of living space. These homes range in price from $168,000 to $260,000 with the average price being $216,000.

The Overlook, Annapolis, Community Amenities

The Overlook offers an array of amenities that includes a pool where the annual pool party takes place and residents can mix and mingle with their neighbors. There are a number of parks, shopping opportunities, libraries, sports fields, and a vast array of dining options nearby. Just minutes away is Quiet Waters Park, Annapolis City Dock, and the Truxton Park Recreation Center.

Annapolis has fantastic recreational activities that the whole family will enjoy doing. The United States Naval Academy is the top attraction in Annapolis. The “noon meal formation” is when the midshipmen march in formation and cannot be missed. There is the option to take a self-guided tour or taking advantage of the guided walking tour, which provides much information regarding the naval history. Ego Alley is another must-see attraction. This is the perfect destination to watch the boats and people go by.

The Overlook, Annapolis, School Information

The Overlook falls under the jurisdiction of the Anne Arundel County Public Schools District. Students throughout the city enjoy welcoming an inclusive learning environment along with many extracurricular programs and activities. The educational district creates an environment where all students meet their fullest potential through a stimulating academic program.

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 Overlook including:

Hillsmere Elementary School
3052 Arundel on the Bay Road, Annapolis, MD
Pre Kindergarten - Grade 5
Student Enrollment: 411
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 Overlook. 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.

The Downs: The Downs is a neighborhood in Annapolis, Maryland. Surrounded on three sides by water, residents of the Downs enjoy easy access to the Severn River and the Chesapeake Bay. Homes in the community tend to be large with some of the homes overlooking the water. A family-friendly neighborhood, The Downs has well-appointed homes, friendly neighbors, and is a great location within Annapolis.

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

Living in Annapolis is no doubt one of the best decisions anyone could ever make. The capital city of Maryland which is finely located at the Chesapeake Bay is a lovely and peaceful place for all its residents. Regardless of whatever might have taken you here, this city has it all to make your stay cheerful and fulfilled. Filled with all kinds of natural resorts from luxurious parks to beautiful lakes and interesting flowing rivers, the city is just the right place to live and grow.

Talking about natural and beautiful resorts, the city of Annapolis has over 30 modern parks that range from bigger ones to smaller ones, all of which are fully maintained and care for by the city's Parks and Recreation Department. Whether you are looking for a nice place to host engagement or it is just you and your partner and friends, there is always a right pick for you. In case you want to try some places out, these parks will certainly catch your attention:

• Ellen O. Moyer Nature Park
• Susan Campbell Park
• Truxtun Community Park
• Post Office Park
• Bywater Park

Similarly, as a resident of Annapolis, visiting these parks and enjoying their beauty can't be completed without trying their incredible trail networks. Perfect for walking, hiking, or just leisurely strolling around while you appreciate the nature it offers. These trails are greenish to give you a natural feeling. It is advisable to check some of these trails out:

• Poplar Park and Trail
• Naval Academy Stadium Trail
• Spa Creek Trail

The magnificence of Annapolis doesn't end with parks and trails alone. Other attractive amenities are available that keep the residents living a pleasant city life. For one, there are various shopping centers around the city.

Depending on what you want, there are huge shopping malls to cater to wholesale purchases, and there are street groceries stores that can be quickly bumped into for urgent needs. Whether it is provision packs or boutique stocks, this city lacks none of it. One can visit some of the popular shopping centers in Annapolis like:

• Annapolis Harbour Center
• Westfield Annapolis
• Village Green Shopping Center
• Gateway Village
• Riva Shopping Center
• Annapolis Town Center

Another important side attraction to living in Annapolis is the presence of various dishes and cuisines that cater to all kinds of cravings. Whether ethnic foods, seafood, or just the popular and tasty plates you want to have, Annapolis is simply the city that provides them all. The restaurants are luxurious in tastes, and surely offer the intimate and wonderful experience of any meal session. You might want to try these lovely restaurants out to get yourself acquainted:

• Adams Taphouse and Grille
• Davis’ Pub
• Carroll’s Creek Cafe
• Luna Blu Ristorante Italiano
• Wild Country Seafood

While it is true that Annapolis has all it takes to make its residents enjoy the city to the fullest, there could be some times when you may feel the need to get some specific things outside the city. And when that time comes, there are nearby places that can easily provide you what you need. For example, Baltimore is a nearby city, and it offers further choices in terms of retails and wholesale.

Regarding distance, Baltimore is within a 20 miles radius of Annapolis, and it is known to be a place of finding many social amenities quickly, including lovely restaurants, shopping malls, and infotainment venues, etc.

Maryland's capital city is also a nice place for any sports lover and music enthusiast. Whether it is live games in a stadium you want to watch to support your favorite team, or it is the music concert you want to check out to see your favorite artists, the city got you covered in all aspects.

In case you are heading out of the city for a work function, business, or family purpose, there are major roadways available to make your intercity drive easier and faster. For example, passing through Interstate 595 quickly connects you to cities like Washington and Maryland’s eastern shores. While heading through Interstate 97, which switches with I-595, provides the fastest way to in and out of Baltimore.

There is also a functioning and well-run public transportation system that can serve those without personal vehicles. Carefully managed by the Annapolis Department of Transportation (ADOT), the bus services enable residents to get to their choice of destination easily including places like residential, commercial, medical, education, industrial areas, etc.

If what you are looking for is a city to call home, choosing Annapolis is certainly the best decision for you. A place that has a cool atmosphere, nice topography, good educational system, quality housing, top-notch health care facilities, among others.

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