Stahley Thompson Homes is your premier choice for Annapolis luxury Real Estate. Being partnered with TTR Sotheby’s International Realty®, our Annapolis Luxury Real Estate Agents team is accomplished and respected real estate specialists who work hard to serve our clients best interests. Our goal is to provide you the world class service and property exposure you expect when working with TTR Sotheby’s International Realty®.

Waterfront Properties around Annapolis MD

View the newest waterfront homes for sale in Annapolis, Riva, Severna Park, Davidsonville & Arnold listed in the last 30 days.

1224 River Bay Road has panoramic Chesapeake Bay views, across to Gibson Island in one direction and the Eastern Shore in the other. The spacious yard includes a gazebo for picnics and steps down the seawall to the beach. An open floor plan means maximum water views. Enjoy the screened porch on the main level or the upper level deck. The super master bedroom suite upstairs includes a waterside porch, recently-remodeled bathroom, and walk-in closet. Two more bedrooms, one of which has a waterside balcony, share a hall bath. Laundry is located on the second floor. A 4th bedroom and full bath is on the main level. This home is located in Cape St. Claire, which offers a clubhouse, marinas, boat ramp, and playground. Schools for this property include Cape St. Claire elementary, Magothy River middle, and Broadneck high school. Take the LIVE VIDEO TOUR! $1,097,500 ACTIVE

1224 River Bay Road Annapolis, Maryland

4 Beds 3 Baths 2,064 SqFt 0.280 Acres

Open House Saturday 4/10 1-3pm * Waterfront Living at it's finest in Severna Park * Deep Water with Private Pier on Cypress Creek * This home features 6 Bedroom 5 Full Bathroom and 2 Half Bathrooms, Re-Built in 2009. Open Floor Concept with gorgeous water views and decks on every level, gourmet chefs kitchen with stainless steel appliances and ample counter space, hardwood flooring throughout entire house, each bedroom features a private bathroom, owners suite with 2 walk in closets and walk in shower with soaking tub with water views, 2 car attached garage and separate building that could be a cottage or office. See Pics and videos. $1,400,000 ACTIVE

742 Cypress Road Severna Park, Maryland

6 Beds 7 Baths 3,435 SqFt 0.290 Acres

RARE OPPORTUNITY TO RENOVATE OR BUILD THAT DREAM HOUSE ON THE WATER YOU HAVE ALWAYS WANTED. PRIVATE 300FOOT PIER WITH BOAT HOUSE. STUNNING VIEWS OF THE MAGOTHY. A CHANCE LIKE THIS ONLY COMES ALONG ONLY A VERY FEW TIMES . THE VALUE IS IN THE LAND. THE HOUSE IS BEING SOLD AS IS. PUBLIC WATER AND SEWER AT SITE. PLEASE DO NOT WALK THE SITE WITH OUT APPOINTMENT. 2 HOUR NOTICE FOR SHOWINGS. $1,240,000 ACTIVE

553 Broadwater Road Arnold, Maryland

3 Beds 3 Baths 1,635 SqFt 0.330 Acres

This is your opportunity to own TWO waterfront homes (known as 1818 Woods Rd and 1816 Woods Rd) on a single 2+ acre lot in Annapolis! The primary residence is a true Mid-Century Modern home that has a cedar, brick, and glass exterior, an open floor plan, and an abundance of light from the tall Andersen windows and doors and multiple skylights. Its design truly takes advantage of the gorgeous views and the natural light. It has 3 bedrooms (possibly 4) and 3 bathrooms with the master suite encompassing the entire upper level. The secondary residence is a fully registered rental (generating rental income of $2,300/month currently) with 2-3 bedrooms and 3 baths over an oversized 3-car garage! This dwelling could continue as a rental or be used for caretakers, in-laws, or as a guest house. Both houses total over 5,900 SF of improved area - $250/SF, possibly the lowest $/SF of any other waterfront property in Annapolis! Bring your boats, yachts, and water toys and keep them at your oversized pier instead of paying slip fees. The property is nestled in the woods on over 2 acres of land that forms a point on Church Creek. No bridges to the Bay allows any mast height. What's not to love? The large wrap-around elevated deck has spectacular water views and approximately 1,500 SF, giving you a resort feeling every day. The approximately 500 linear feet of water frontage and the views to the South River are incredible. PLUS, 5’+ water depth at your own private deep-water pier. The dock is equipped with water and electricity and can accommodate 3 large boats and several small boats. If 5’ water depth isn’t enough, there is a dredging notice issued by the County in case one wanted to dock an extremely large boat at the pier. The pier also has a nice-sized screened dock house for storing all your water gear or picking crabs! The primary residence sits in the trees and has amazing views of the water from nearly EVERY ROOM. The main level is open with nautical themes and is perfect for entertaining and, personal enjoyment. The kitchen is equipped with a 48” refrigerator, gas cooking, a large center island, and a dining area that could easily accommodate 10 people. The office/reading room has ample shelving and, of course, water views. There is a full Victorian bath with a real claw-foot tub and water views. The master bedroom has wall-to-wall 8’ sliders on the most prominent water-facing view. The bedroom also features a room-sized water view walk-in closet, laundry, a wet bar including DW, skylights, and a sitting area. The lower level has 2 (possibly 3) bedrooms, a wet bar with DW, a living room, laundry, fireplace, full bath, and multiple outside access. And water views. This has the potential to even be another rental! This house has a brand-new septic system, tankless water heater, and master bedroom mini-split system. The secondary home at 1816 Woods Road was built in 1999 and has an open floor plan, nice water views, high ceilings, a stone-faced fireplace, and a Mid-Century Modern feel. The floorplan takes advantage of the views and maximizes the outdoor living space by providing approximately 700SF of decked area/outdoor living space. It has its own utility systems separate from the main residence which includes its own drilled well, septic system, electric service, and water conditioning system. The property is conveniently located 30 minutes from both Northeast DC and Baltimore. Literally, two traffic lights and you are on the highway. It is also located within a 10-minute drive from every store you can imagine and to downtown Annapolis. This is a prime location with everything you need in close proximity, but its location also allows you to feel secluded. Tucked into the woods at the end of a private road, you will find that this property is the escape you are looking for! $1,490,000 ACTIVE

1818 Woods Road Annapolis, Maryland

6 Beds 6 Baths 5,957 SqFt 2.080 Acres

Stunning water view home on the creek in a water community, minutes into historic Annapolis. Updated Kitchen, wooden floors which were recently sanded and refinished, full baths remodeled updated laundry room with new floors, fireplace redone, home was painted 2 years ago, HVAC 2 years old. Huge back deck off the kitchen and walkout basement as well with deck and entertaining area. Showings will start Saturday the 10th. This one is a beauty, don't miss your opportunity to own this special home. $609,900 ACTIVE

49 Windwhisper Lane Annapolis, Maryland

4 Beds 4 Baths 1,580 SqFt 0.120 Acres

From its privileged position on the South River, this extraordinary residence offers commanding views and water access by a private pier, dock, and five lifts that are all just steps away. Offering an exquisitely private setting and idyllic location, this waterfront property offers perfected recreation, relaxation, and luxury living all at once. Enjoy panoramic water views, spectacular sunsets from a wrap-around deck and a tram ride to the water s edge from every level. The walk-out lower level provides full daylight, private entry and water access. The expansive interior lower level has one luxury bedroom suite and a second could easily be added with plenty of full daylight living space to spare for a total of four bedrooms. Thoughtfully designed and completely remodeled by a local architect, this modified rancher now offers a light-filled open plan, nautical details, feature lighting and upgrades at every turn. Work at home, play at home, and find respite at home on the South River. Come home to perfected living, supreme privacy, endless amenities and luxury upgrades for living and entertaining at every turn. Seller is confident a pool can be built as well! $4,250,000 ACTIVE

2920 Southwater Point Drive Annapolis, Maryland

3 Beds 4 Baths 5,559 SqFt 1.780 Acres

Newest Properties around Annapolis Maryland

View the newest homes for sale in Annapolis, Riva, Severna Park, Davidsonville & Arnold listed in the last week.

Condo #405....PENTHOUSE....Elegant 2 BR, 2 bath penthouse condo located in the heart of downtown Annapolis. On-site parking with two dedicated parking spots. Large, private terrace perfect for morning coffee and evening cocktails. Gourmet kitchen featuring Kitchen Aid appliances, Kholer fixtures, large island, shaker cabinets, open shelving, and gas stove. Walk-in closets, wood floors, open floor plan with lots of natural light. Sophisticated details, thoughtful design, and superior craftsmanship throughout. Chic, low maintenance living at its finest. Please note the the sale is COFHOC. $875,000 ACTIVE

141 West Street Annapolis, Maryland

2 Beds 2 Baths 1,260 SqFt

1224 River Bay Road has panoramic Chesapeake Bay views, across to Gibson Island in one direction and the Eastern Shore in the other. The spacious yard includes a gazebo for picnics and steps down the seawall to the beach. An open floor plan means maximum water views. Enjoy the screened porch on the main level or the upper level deck. The super master bedroom suite upstairs includes a waterside porch, recently-remodeled bathroom, and walk-in closet. Two more bedrooms, one of which has a waterside balcony, share a hall bath. Laundry is located on the second floor. A 4th bedroom and full bath is on the main level. This home is located in Cape St. Claire, which offers a clubhouse, marinas, boat ramp, and playground. Schools for this property include Cape St. Claire elementary, Magothy River middle, and Broadneck high school. Take the LIVE VIDEO TOUR! $1,097,500 ACTIVE

1224 River Bay Road Annapolis, Maryland

4 Beds 3 Baths 2,064 SqFt 0.280 Acres

Open House Saturday 4/10 1-3pm * Waterfront Living at it's finest in Severna Park * Deep Water with Private Pier on Cypress Creek * This home features 6 Bedroom 5 Full Bathroom and 2 Half Bathrooms, Re-Built in 2009. Open Floor Concept with gorgeous water views and decks on every level, gourmet chefs kitchen with stainless steel appliances and ample counter space, hardwood flooring throughout entire house, each bedroom features a private bathroom, owners suite with 2 walk in closets and walk in shower with soaking tub with water views, 2 car attached garage and separate building that could be a cottage or office. See Pics and videos. $1,400,000 ACTIVE

742 Cypress Road Severna Park, Maryland

6 Beds 7 Baths 3,435 SqFt 0.290 Acres

Stunning NEWLY constructed home with 5-6 bedrooms (optional first-floor bedroom or office with full bath) and 4 full baths offers a combination of comfort and elegance. Prepare your favorite meals in the stunning chef's kitchen boasting marble countertops, stainless steel appliances and a large eat-in area! A gorgeous screened-in porch and deck are perfect for outdoor entertaining and are backed by a tranquil wooded area with winter water views of the headwaters of Blackwalnut Creek. The family room right off the kitchen offers the perfect place to gather in front of the welcoming gas fireplace! The upper level hosts 5 sleeping quarters, including an Owner's Suite featuring a walk-in closet and gorgeous master bath with shower and double vanity as well as a Jack & Jill bedroom/bathroom with individual sink areas. Large lower level with high ceilings and a sliding door to the backyard awaits your inspiration. The home boasts a 2-car garage with ample storage, large kitchen with a beautiful marble island and a screened-in porch! This home features a neutral color scheme, Hardiplank siding, luxury vinyl plank flooring and is ready to enjoy! $799,000 ACTIVE

3241 Arundel On The Bay Road Annapolis, Maryland

6 Beds 4 Baths 3,328 SqFt 0.310 Acres

Water privileged Community! Stunning fully updated home you won't want to leave! Open and light filled, this home features hardwoods throughout the main level. Beautiful new kitchen with quartz countertops and new cabinets! First floor master bedroom has newly remodeled master bath, walk in closet, soaking tub and separate shower. Very inviting lot with side entry garage, large deck for entertaining. The back yard is partially fenced and has lots of space for a firepit and room for sports! The basement is partially finished and has an In-law Suite with Full Kitchen and Bath. The community features 3 Beaches with water access...just short stroll Across the street to a small beach to launch your kayak or paddleboard! Community center with play area and firepit for gatherings. And Magothy Marina and Pool is just a short distance away. Severna Park Schools! Easy access to routes to Annapolis, Baltimore and DC. You will definitely want to call this one home! $689,000 ACTIVE

737 Oak Grove Circle Severna Park, Maryland

5 Beds 4 Baths 2,901 SqFt 0.430 Acres

Welcome home to this inviting colonial nestled on .41 acre lot in the Chartwood community of Severna Park. Hardwood flooring throughout the home, study/office and full bath on main level, and family room addition with vaulted ceiling, stacked stone fireplace, skylights offering loads of natural light, surround sound hard-wired speaker system, and large bay window overlooking the fully fenced backyard with mature landscaping, herb and flower gardens, in-ground pool and composite wood plank deck. Gather around the enormous kitchen island with premiere Yellow River granite in the remodeled custom designed gourmet kitchen even the most discerning chef will certainly enjoy featuring two-tone custom Cherry cabinets with a Maple glaze, 6 burner Wolf stove, stainless range hood, and double granite sink. Additional upgrades include replacement Anderson cottage style windows with Truscene screens, HVAC new in 2019, whole house water filter, replacement beaded vinyl siding, roof in 2011, and a cupola with copper roof. $685,000 ACTIVE

630 Hawick Drive Severna Park, Maryland

4 Beds 3 Baths 2,568 SqFt 0.410 Acres

Annapolis Real Estate Specialists

Stahley Thompson Homes is your premier choice for Annapolis and beyond real estate. We understand how to leverage the power of local expertise with the reach of the iconic Sotheby’s brand. Our agents have deep and far reaching knowledge of their local markets. The Sotheby’s International Realty network connects your real estate needs to a global network of over 17,000 sales associates located in approximately 800 offices in 61 countries and territories worldwide. Truly, this is the quintessential real estate brand. Put our connections and targeted reach to work for you today.

Local Knowledge and Excellent Service

Whether you are looking to buy your next home or ready to sell, our team of highly successful, dedicated and accomplished sales agents are focused on providing you with the best service in the industry. Your home is unique, just like your lifestyle. Our agents, some of most consistently recognized high-end specialists in the luxury market, value the unique. Our knowledge of the local Annapolis real estate market combined with our sophisticated and artful approach to marketing allows us to unite extraordinary homes with extraordinary lives. Let our experience work for you.

Leadership Team

Jennifer Chino Maryland Real Estate Agent

Jennifer Chino

Team Leader

With an intimate knowledge and expertise of the local luxury market paired with the international reach of TTR Sotheby’s, she has become sought after for her passionate dedication to our clients.

John Chino Vice President, Business Development

John Chino

Business Development

Provides strategic direction related to new Real Estate business pursuits and overall business development efforts within the company. Manages social and search marketing campaigns to help drive results.

Brianna Walsh, Administrative Assistant

Brianna Walsh

Marketing Coordinator

Ensures our clients’ expectations, timelines and contract milestones are met. Manages social media and search marketing channels to ensure our properties receive the most exposure.

What Our Clients Are Saying

Jennifer is an easy-going, fun person to work with. Her knowledge of the Annapolis market and genuine interest in our needs and desires made buying our property a fantastic experience. She was patient, extremely attentive,and offered sound advice during the entire process. We couldn’t be happier with our investment or with the service we received from the entire team. We would certainly recommend Jennifer and StahleyThompson Homes to others.

Christopher J.

Jennifer continues to be an exceptional professional in Real Estate. My husband and I were very impressed with her diligence and devotion to us as our real estate agent in the selection and buying of our home. We were so delighted with Jennifer that we are using her services again as we search for additional property. We highly recommend the StahleyThompson Homes team to our friends and family without any hesitation.

Debbie S.
My lake home had been on the market for two full years without an offer so I made the decision to switch to the StahleyThompson Group. Within a month, Jennifer brought me an offer; a cash deal that wanted to close in two weeks, plus, the buyer wanted to purchase my furniture. At this point, I don’t plan to ever move again, but if I change my mind in the future, I’ll most definitely call StahleyThompson Homes.
Linda F.
Read More

Your Home May Be Worth More Than You Think.

Find Out Today

Lifestyles

Annapolis

Arnold

Edgewater

Riva

Severna Park

Stevensville

Make Your Move Today

Search and get info on the hottest rentals in Maryland.

Find Rentals
List Your Home for Rent

Defining Change

Our Annapolis Luxury Real Estate Agents work to create a dynamic new business driven exclusively by clients needs. Our agents consistently work with the most discerning clientele and desirable properties in Maryland.

Stahley Thompson Homes is defining a new real estate model. Our strength lies in our formula: straight, to the point yet still personal. Our property marketing is effective and we combine strategy with flair.

Above all else, we have hired the best staff and agents – their energy, creativity, dedication, imagination, teamwork and integrity is our key asset.

Downtown Annapolis Maryland Real Estate

Local Roots. Global Reach.

When a home is represented by Stahley Thompson Homes, it reaches the TTR Sotheby’s network of over 930 brokerages spanning 70 countries making us a truly global real estate brand.

Downtown Annapolis Maryland Real Estate

Our Brand Speaks Volumes

Extraordinary Brand, Extraordinary Service

Stahley Thompson Homes of TTR Sotheby’s International Realty sells exquisite homes in premier locations across the Mid-Atlantic. Through a combination of sophisticated marketing, unparalleled access, and an esteemed collection of affiliates, we’re able to unite luxury homes with the right buyer at the right price. Our team with TTR Sotheby’s International Realty, Inc. are skilled professionals with insightful local knowledge and deep expertise in luxury real estate.

Contact Us

team@stahleythompson.com | 410-941-7009

209 Main Street Annapolis, MD 21401

Click to Call