Southampton Neighborhood Overview
Overview
Southampton is a cherished, established residential neighborhood located on the Annapolis Neck Peninsula, just south of the bustling Forest Drive corridor and approximately two miles from downtown Annapolis. Its prime location offers a peaceful, community-oriented atmosphere while remaining conveniently close to the city's historic core, the United States Naval Academy, and the Chesapeake Bay. The neighborhood is characterized by mature hardwood trees, gently rolling hills, and a mix of mid-century architectural styles, creating a verdant and settled ambiance.
The community's history is rooted in its development during the mid-20th century, with many homes built from the 1950s through the 1970s. It was designed as a classic American suburb of its era, featuring winding streets, cul-de-sacs, and a strong emphasis on family living. Southampton is not a waterfront community itself, but its proximity to the South River and its numerous creeks means many residents enjoy easy access to boating and water activities, contributing to the quintessential Annapolis lifestyle.
Housing & Real Estate
The housing stock in Southampton is predominantly composed of single-family homes, ranging from classic brick Colonials and Cape Cods to rambling Ramblers and split-levels. Lot sizes are typically generous, with many properties featuring well-established landscaping and a sense of privacy. The architectural consistency and mature canopy give the neighborhood a cohesive and timeless appeal that has proven highly desirable in the Annapolis market.
Home prices in Southampton are in the upper-mid to high range for the area, reflecting the neighborhood's location, lot sizes, and enduring popularity. The market is primarily owner-occupied, with a relatively low percentage of rentals. Recent trends have seen significant appreciation, driven by high demand for established neighborhoods with character and an influx of buyers seeking more space and greenery. Tear-downs and substantial renovations are common, as new homeowners invest in modernizing these solidly built homes on valuable lots.
Schools & Education
Southampton is served by the Anne Arundel County Public School system, with students typically attending Hillsmere Elementary School, Annapolis Middle School, and Annapolis High School. The schools are well-regarded, with Hillsmere Elementary being a particular point of pride for the community due to its strong parent involvement and consistent performance. The neighborhood's family-friendly environment is a direct draw for parents invested in their children's public education.
For private education, residents have several options nearby, including St. Mary's Elementary and High School and Key School, both located in Annapolis. The proximity to downtown also places the neighborhood within easy reach of St. John's College and the United States Naval Academy, which offer community lectures, cultural events, and sporting activities that enrich the local educational landscape.
Parks & Recreation
Southampton is renowned for its access to green space and recreational amenities. The crown jewel is the 117-acre Quiet Waters Park, located directly adjacent to the neighborhood. This county park features miles of paved trails for walking, running, and biking, picnic areas, playgrounds, a dog beach, kayak rentals, and stunning views of the South River. It serves as the community's de facto backyard and is a central hub for outdoor activity throughout the year.
Within the neighborhood itself, residents enjoy the Southampton Recreation Association pool and club, a private, member-owned facility that offers swimming, tennis courts, and social events, fostering a strong sense of community. For water access, the nearby Hillsmere Shores community marina and the Annapolis City Marina provide options for boating enthusiasts. The neighborhood's winding streets are also popular for walking and jogging.
Local Dining & Shopping
While Southampton itself is strictly residential, its location is a major asset for daily conveniences and leisure. The nearby Forest Drive corridor offers a wide array of shopping and dining options. Residents frequent the Annapolis Towne Centre at Parole for national retailers, a major grocery store, and a variety of chain restaurants. For more local flavor, the nearby Bay Ridge and West Annapolis shopping areas provide boutique shops and cafes.
Grocery needs are met by a nearby Giant Food and Whole Foods Market. For dining, options range from casual favorites like Adam's Ribs and Sammy's Pizza to upscale experiences just a short drive away in Eastport or downtown Annapolis. The neighborhood's setting allows for a quiet home life with the vibrant commercial offerings of greater Annapolis just minutes away by car.
Who Lives Here
Southampton attracts a diverse mix of residents, including young families drawn by the excellent elementary school and safe, leafy streets, mid-career professionals working in Annapolis, Washington, D.C., or at the nearby Naval Academy, and empty-nesters who appreciate the stability and community feel. There is a strong sense of neighborliness, with many residents participating in community events and an active civic association that watches over neighborhood interests.
The community vibe is one of understated, traditional comfort. Residents are often drawn to the balance Southampton offers: a serene, almost suburban retreat that is still authentically part of Annapolis. It appeals to those who value space, trees, and a tight-knit community atmosphere without sacrificing access to the cultural and maritime activities that define life in Maryland's capital city.
Top Real Estate Agents in Southampton, Annapolis
Merit Criteria — Agents must hold an active license verified by
Maryland Real Estate Commission (MREC), maintain a minimum 4.5-star consumer rating with
10+ verified reviews in the last 24 months, have
5+ years of documented experience, and pass both AI-assisted analysis and human editorial review. Fewer than 1% of licensed agents in covered markets qualify. No agent can pay for inclusion or ranking position.
11 agents met the full merit gate for Southampton, Annapolis, MD, selected from over 45,000 licensed Maryland professionals.
5.0 stars
254+ verified reviews
License: 1895575
Weinstein Realty Group
18+ years experience
Contact
Phone: (510) 343-7661
Email: [email protected]
Website: http://remyw.com/
Zillow: https://www.zillow.com/profile/remyweinstein
Why selected: Selected for his active community involvement through charitable initiatives and volunteer work, combined with an exceptional 5-star rating across 254 reviews and 18 years of dedicated market expertise.
This agent passed the full merit gate (4.5+ stars, 10+ verified reviews in 24 months, 5+ years experience). All listed agents meet the same qualification standard.
5.0 stars
139+ verified reviews
License: 1323184
Castaneda Team - Coldwell Banker
21+ years experience
Contact
Phone: (707) 592-4444
Email: [email protected]
Website: http://www.realestatemadesimple.org/
Zillow: https://www.zillow.com/profile/Jenny%20Castaneda
Why selected: Selected for her deep community involvement, including board positions and local engagement. She combines this with a 21-year track record of hands-on client service and strong performance metrics.
This agent passed the full merit gate (4.5+ stars, 10+ verified reviews in 24 months, 5+ years experience). All listed agents meet the same qualification standard.
5.0 stars
116+ verified reviews
License: 1351797
The Grubb Company
20+ years experience
Contact
Phone: (510) 593-8376
Email: [email protected]
Website: http://www.teamplowright.com/
Zillow: https://www.zillow.com/profile/Teamplowright
Why selected: Selected for her active involvement with local charitable initiatives and community development efforts. She leads a top-performing team with a perfect 5-star rating from 116 reviews and consistently ranks in the top 1% of agents regionally.
This agent passed the full merit gate (4.5+ stars, 10+ verified reviews in 24 months, 5+ years experience). All listed agents meet the same qualification standard.
5.0 stars
72+ verified reviews
License: 2235092
Red Oak Realty
38+ years experience
Contact
Phone: (510) 919-5499
Email: [email protected]
Website: https://www.ratooshgroup.com/
Zillow: https://www.zillow.com/profile/DevinRatoosh
Why selected: Selected for his deep community roots and leadership within the family-run Ratoosh Group, combined with a 5-star rating from 72 reviews and nearly 40 years of local market expertise.
This agent passed the full merit gate (4.5+ stars, 10+ verified reviews in 24 months, 5+ years experience). All listed agents meet the same qualification standard.
5.0 stars
63+ verified reviews
License: 802040
BHG Reliance Partners
45+ years experience
Contact
Phone: (510) 333-4460
Email: [email protected]
Website: http://glenbell.agent.rpeastbay.com/
Zillow: https://www.zillow.com/profile/glenbell
Why selected: Selected for his deep community engagement, including being a frequently quoted local market expert. This is supported by his years as a consistent Top Producer with a team renowned for its market knowledge.
This agent passed the full merit gate (4.5+ stars, 10+ verified reviews in 24 months, 5+ years experience). All listed agents meet the same qualification standard.
4.9 stars
59+ verified reviews
License: 1803424
My Urban Home Team - Keller Williams Realty
19+ years experience
Contact
Phone: (707) 738-7545
Email: [email protected]
Website: http://www.myurbanhometeam.com/
Zillow: https://www.zillow.com/profile/MyUrbanHomeTeam
Why selected: Selected for his deep community involvement through co-owning a residential renovation business that enhanced local neighborhoods. He combines a top 5% performance ranking with 59 reviews at 4.9 stars and an MBA's analytical expertise.
This agent passed the full merit gate (4.5+ stars, 10+ verified reviews in 24 months, 5+ years experience). All listed agents meet the same qualification standard.
5.0 stars
40+ verified reviews
License: 1424122
Hughes Realty Fine Homes
22+ years experience
Contact
Phone: (707) 373-5740
Email: [email protected]
Website: http://www.norcalfinehomes.com/
Zillow: https://www.zillow.com/profile/NorCalFineHomes
Why selected: Selected for his strong community connections and local network involvement, Anthony Banducci also demonstrates proven performance with 40 five-star reviews and over 20 years of market expertise.
This agent passed the full merit gate (4.5+ stars, 10+ verified reviews in 24 months, 5+ years experience). All listed agents meet the same qualification standard.
5.0 stars
35+ verified reviews
License: 1279048
Twin Oaks Real Estate, Inc
15+ years experience
Contact
Phone: (707) 746-8700
Email: [email protected]
Website: http://realtormariaj.com/
Zillow: https://www.zillow.com/profile/user9972025
Why selected: Selected for her 14-year dedication and leadership within the real estate community, Ana Maria Jensen combines a stellar 35 five-star review performance with a methodical, client-focused expertise.
This agent passed the full merit gate (4.5+ stars, 10+ verified reviews in 24 months, 5+ years experience). All listed agents meet the same qualification standard.
5.0 stars
32+ verified reviews
License: 2011381
Better Homes and Garden Real Estate
7+ years experience
Contact
Phone: (510) 776-3794
Email: [email protected]
Website: https://gillianperkins.rpeastbay.com/
Zillow: https://www.zillow.com/profile/realtorgillianp
Why selected: Selected for her deep community involvement, including board positions and local engagement. She combines this with a strong 8-year track record of exceeding client expectations in the East Bay market.
This agent passed the full merit gate (4.5+ stars, 10+ verified reviews in 24 months, 5+ years experience). All listed agents meet the same qualification standard.
5.0 stars
27+ verified reviews
License: 544137
Coldwell Homes Real Estate Group
18+ years experience
Contact
Phone: (708) 207-0738
Email: [email protected]
Website: https://www.annmariehickey.com/
Zillow: https://www.zillow.com/profile/Ann%20Marie%20Hickey
Why selected: Selected for her 17 years of dedicated market experience and strong community involvement, which is paramount in our ranking. She maintains a perfect 5-star rating across 27 reviews, demonstrating exceptional client satisfaction and reliable, results-oriented service.
This agent passed the full merit gate (4.5+ stars, 10+ verified reviews in 24 months, 5+ years experience). All listed agents meet the same qualification standard.
5.0 stars
20+ verified reviews
License: 1958173
Better Homes and Gardens
11+ years experience
Contact
Phone: (510) 907-0404
Email: [email protected]
Website: http://www.adriandiazhomes.com/
Zillow: https://www.zillow.com/profile/TownAgent
Why selected: Selected for his perfect 5-star rating across 20 reviews and standing in the top 3% of agents. His decade of expertise and Gold Award recognition demonstrate consistent superior performance and client advocacy.
This agent passed the full merit gate (4.5+ stars, 10+ verified reviews in 24 months, 5+ years experience). All listed agents meet the same qualification standard.