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Annapolis

One of the most popular communities provided by Maryland Sandbox

Annapolis

About Annapolis

Nestled on the shores of the Chesapeake Bay, Annapolis, Maryland, is a charming and historic community that seamlessly blends waterfront beauty with rich maritime heritage. As the state capital and home to the United States Naval Academy, Annapolis boasts a vibrant downtown area filled with unique shops, gourmet restaurants, and stunning colonial architecture. Residents and visitors alike can enjoy picturesque strolls along the scenic harbor, where sailboats and yachts bob in the water. With its engaging cultural scene, including art galleries, theaters, and annual festivals, Annapolis offers a lively atmosphere for all ages. The community takes pride in its top-rated schools, making it an ideal place for families. Outdoor enthusiasts can explore numerous parks, nature trails, and waterfront activities, while history buffs can immerse themselves in the city's storied past at landmarks such as the Maryland State House. Whether you're seeking a lively urban environment or a peaceful retreat by the bay, Annapolis is a vibrant community that truly has something for everyone.
One of the most popular communities provided by Maryland Sandbox
392
# of Listings
3
Avg # of Bedrooms
$455
Avg. $ / Sq.Ft.
$1,133,620
Med. List Price

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392 Properties Found. Page 11 of 27.

If you're looking for a charming home in the sought out neighborhood of Eastport. This home has beautiful hardwood floors and spacious back yard - perfect for entertaining. Ready for the next home owner to make it their own! Great water views of Seashell Marina and Butlers Marina. For the love of nature and water views you will be right at home! The home will need some TLC. Seller is sharing their architectural designs but due to unforeseen circumstances they did not move forward. Don't miss your chance to own in this charming home in the highly desirable community of Eastport! Cash offers require 10% EMD or $1,000 minimum, whichever is greater, and all financed offers require 1% minimum, whichever is greater. Offers will be reviewed as they are received. Property sold as is.
#MDAA2113318

ANNAPOLIS

316 CHESTER AVENUE

2 Beds

2 Baths

1,200 Sq.Ft.

$850,000

MLS#: MDAA2113318

Ameri-Star Homes is pleased to offer this incredible opportunity for a to-be-built, craftsman-style home situated on a beautiful 9,000 square foot lot in the sought-after waterfront community of Cape St. Clare in Annapolis. (There are two lots at this location). *Builder is paying $5,000 TOWARDS CLOSING COSTS with use of builders approved lender and title company. This exciting Taft model is appointed with an abundance of features that you deserve, 9-foot ceilings main level, engineered hardwood floors on the entire first floor, granite countertops, upgraded cabinets with soft close doors and drawers, ceramic-clad baths and laundry room, stainless appliances, washer and dryer package, stone accents on the exterior, architectural roof shingles, upgraded craftsman style moldings, craftsman newel posts with oak rails with black iron pickets, a garage door opener with wifi, a sodded lawn and generous landscaping package and so much more. ALL STANDARD! A home that you certainly will be proud to drive up to. There is 2,580 square feet of above grade living space to enjoy and plenty of room for expansion including adding an optional finished rec room, an optional basement bedroom and optional full bathroom in the basement at an additional cost. Come home and enjoy the exciting amenities that this incredible water privileged community has to offer. Just two and a half blocks from the water. Looking for Lifestyle? This water privileged community has all the lifestyle that you want, including 3 community beaches, access to community docks, fishing / crabbing pier, picnic area, boat launches, playgrounds, baseball fields, basketball courts, marinas, boat ramp and slips, community clubhouse and outdoor pool (with membership). All Boats, Kayaks, Canoes and all watercraft are welcome! This location is a convenient commute to Baltimore and Washington DC. This is a rare opportunity for new construction in the Cape St. Claire community. The images illustrated in this listing may be representative of the builder’s work in likeness and quality and may show optional features available. Prices, terms, conditions, and availability are subject to change without prior written notice. Existing home at this location will be demoed. Sale is contingent upon builder obtaining a variance.
#MDAA2113422

ANNAPOLIS

1094 LINDEN TREE DRIVE - TAFT MODEL

4 Beds

2 Baths

2,580 Sq.Ft.

$849,990

MLS#: MDAA2113422

THIS HOME IS CURRENTLY UNDER CONSTRUCTION WITH THE EXPECTED COMPLETED DATE OF 9/30/25. There is still time to make interior design choices if you hurry!! Just one block from the water, this brand-new construction offers a stylish and versatile design. The open floor plan is perfect for modern living, seamlessly blending the kitchen, living, and dining areas. The updated kitchen features sleek stainless-steel appliances and beautiful quartz countertops, providing both functionality and elegance. On the main level, you'll enjoy the durability and beauty of luxury vinyl plank flooring. The bathrooms feature elegant ceramic tile, and the bedrooms are finished with plush carpeting for ultimate comfort. The carriage garage doors complete the look. This home promotes both style and practicality in every detail. Contact us today to make this your own! Disclaimer: All renderings/photos provided herein are for illustrative purposes only and are intended to showcase design options. Actual products, features, finishes, and layouts may vary. The images may depict optional features, upgrades, or configurations that are not included as standard or available in all homes.
#MDAA2119562

ANNAPOLIS

3447 ROCKWAY AVENUE

4 Beds

2 Baths

2,671 Sq.Ft.

$849,500

MLS#: MDAA2119562

Annapolis Hidden Gem in the Sought-After Anchorage Waterfront Community: Welcome to 3117 Port Way, a beautifully updated home nestled in the highly desirable Anchorage Waterfront community of Annapolis. This spacious 5-bedroom, 3-bathroom residence offers approximately 2,400 square feet of open-concept living space on a 0.34-acre lot, complete with a partially fenced backyard and invisible fence, ideal for pets or added privacy. This move-in-ready property combines modern comfort, thoughtful upgrades, and premium waterfront community living—an absolute gem in Annapolis! Step inside to discover a bright and airy layout enhanced by large windows that invite abundant natural light and offer tranquil views of the mature landscape. The modern kitchen is a chef’s delight, featuring quartz countertops, a gas range, white cabinetry, skylights, and stainless-steel appliances. Additional highlights include a 1-car garage, generous living and dining areas, and thoughtful updates throughout. The primary bedroom features its own en-suite bathroom, providing a private retreat within the home where you fall asleep hearing the horns of ships anchored on the Chesapeake Bay. The family room offers a cozy ambiance with a wood-burning fireplace and a rough-in for gas conversion, flanked by custom wall built-ins—perfect for displaying books, décor, or media. Throughout the upstairs bedrooms, primary bath, and lower-level bedrooms, you’ll find professionally installed solid wooden doors, adding a refined and durable touch. A laundry chute conveniently located in the hallway bathroom leads to a well-equipped laundry room with ample storage space and an adjacent separate utility room for added organization. The main level boasts gleaming hardwood floors, seamlessly connecting the living, dining, and kitchen areas in a cohesive open-plan layout. Comfort meets efficiency with a high-efficiency cooling system and hydronic gas heating for year-round comfort. Additional upgrades include a water treatment system with softener, a whole-house central vacuum system, and a gas generator. A new roof was installed in April 2025, adding value and durability, while the spacious backyard provides the perfect setting for entertaining, relaxing, or enjoying outdoor activities. Located in the highly sought-after Anchorage Waterfront community, residents enjoy exceptional amenities with an HOA fee of just $118/month, which includes access to a boat slip, marina, boat ramp, community pool, rack for kayaks and paddle boards and a half basketball court. Don’t miss the chance to own this hidden gem in one of Annapolis’s most coveted neighborhoods.
#MDAA2116652

ANNAPOLIS

3117 PORT WAY

5 Beds

3 Baths

2,288 Sq.Ft.

$847,000

MLS#: MDAA2116652

Luxurious penthouse condo with tons of natural light and views overlooking the fountain and plaza! 1285 square feet of living space encompassing a spacious Living room with fireplace, Kitchen with granite counters and plenty of cabinet space and 2 spacious bedrooms with ensuite baths. Every room boasts views and sliding doors onto a juliet balcony, perfect for letting in the fresh air and the cool evening breeze. Neutral finishes throughout and recently new refrigerator (1.5 years old) and HVAC unit (2 years old) creates peace of mind and a move-in ready blank canvas. Simplify your life with easy lock and go living. Fabulous 24/7 live concierge services, secure and monitored building, designated parking space and storage area. Even bills are streamlined since most utilities are included in the monthly condo fee. Enjoy the plethora of amenities that the Residences at Park Place provides including outdoor pool, courtyard for entertaining and grilling, hot tub, dog park, party room with billiards table, fitness room and many social activities. Perfectly located within close proximity of everything Annapolis has to offer; walk to the shops and restaurants of West and Main Streets as well as the Historic District, City Dock and the Naval Academy. Traveling or commuting is just as convenient by easily accessing Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., or head over the Bay Bridge to the Eastern Shore for a quick beach vacation. Welcome Home!
#MDAA2112456

ANNAPOLIS

5 PARK PLACE 722

2 Beds

2 Baths

1,285 Sq.Ft.

$825,000

MLS#: MDAA2112456

Water privileged Watergate community in Annapolis! Spacious 4BR, 3 full bath colonial with great floor plan. Features include: hardwood floors through most of house; main level family room has also been used as in-law/au pair suite/flex space; masonry fireplace in liv rm, eat in kitchen, dining area, and screened porch for relaxing. Upper bedroom level includes primary suite with private bath and large walk in closet. Partially finished lower level great for storage and potential extra living space. Oversized two car garage and gorgeous level partially fenced back yard. Community has protected pier(with slips available), small beach, rec area, pavilion, BB court. Easy walking distance to 34 acre Thomas Point Park. This is an incredible opportunity for the right Buyer to bring this classic home into the present day with wanted updates and/or improvements.
#MDAA2119730

ANNAPOLIS

1507 GORDON COVE DRIVE

4 Beds

3 Baths

2,661 Sq.Ft.

$799,000

MLS#: MDAA2119730

Time for a Lifestyle Upgrade — Welcome to GrandView at Annapolis Town Center! Step into elegance with this spectacular "Everest" model on the 6th floor — a rare opportunity to own one of the most coveted floorplans in the building. This stunning, move-in-ready home shows like a designer model and boasts an array of luxurious upgrades designed for both comfort and style. Enjoy two spacious primary suites, a guest powder room, and a versatile office/den ideal for remote work or quiet relaxation. The open-concept living and dining area features soaring 10-foot ceilings, gleaming hardwood floors throughout (no carpet!) and custom lighting that create a sophisticated, yet warm atmosphere. The gourmet kitchen is a chef’s dream, equipped with granite countertops, high-end KitchenAid black stainless steel appliances, and rich cabinetry. Additional highlights include a large laundry room, large closets for optimal organization, a newer HVAC system, and a private balcony overlooking the vibrant boulevard — the perfect spot to enjoy a glass of wine and live music during the center’s summer concerts. Located on the highly sought-after retail side of the building, you’ll enjoy a true urban vibe with direct access to the best of Annapolis Town Center — Whole Foods, Target, top-rated restaurants, cafes, and boutique shops, all just steps from your door. GrandView amenities include: two assigned garage parking spaces, concierge service, state-of-the-art fitness center, rooftop pool with panoramic views and secure entry and elegant common spaces. Just minutes to Historic Downtown Annapolis, the Annapolis Mall, Anne Arundel Medical Center, and with easy access to Route 50 and I-97 for commuting to D.C. or Baltimore. Experience elevated living at GrandView — this is a MUST-SEE unit!
#MDAA2111666

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 606

2 Beds

2 Baths

1,682 Sq.Ft.

$795,000

MLS#: MDAA2111666

This stunning, unique residence embraces all of the cornerstones of the ideal Annapolis home, with so much more. Ideally situated in picturesque Romar Estates, the home exudes quality and style. Walk to the community water frontage that offers boat dockage with 4’mlw, ramp, kayak rack and picnic area, on scenic grounds gently rolling to the water's edge of Aberdeen Creek. 8 Romar Drive basks in a light-filled, spacious, open floorplan. The residence is graced with too many improvements to mention, including fully renovated and freshly-painted interiors, a new portico over the front entrance, a new Douglas fir front door, new dimensional-shingle roof, gutters and downspouts, new windows throughout, new HVAC system, new water treatment system, new well pump, new water heater, new garage door, new driveway and front walkway hardscape, new firelit stone patio area, New Chicken Palace with electric, and new fencing. The sun-dappled day porch delights in garden views. The outdoor living spaces are equally exciting as the interiors... the property has been freshened with new plantings, with mature gardens and trees lovingly tended seasonally. 8 Romar Drive is a location ideally located near Downtown Annapolis, all commuting thoroughfares and town amenities.
#MDAA2114830

ANNAPOLIS

8 ROMAR DRIVE

3 Beds

2 Baths

2,692 Sq.Ft.

$795,000

MLS#: MDAA2114830

Ameri-Star Homes is pleased to offer this incredible opportunity for a to-be-built, craftsman-style home situated on a beautiful 9,000 square foot lot in the sought-after waterfront community of Cape St. Clare in Annapolis. (There are two lots at this location - One has already sold). *Builder is paying $5,000 TOWARDS CLOSING COSTS with use of builders approved lender and title company. This exciting Sussex J model is appointed with an abundance of features that you deserve, 9-foot ceilings main level, engineered hardwood floors on the entire first floor, granite countertops, upgraded cabinets, ceramic-clad baths and laundry room, stainless appliances, washer and dryer package, stone accents on the exterior, architectural roof shingles, upgraded craftsman style moldings, craftsman newel posts with oak rails with black iron pickets, a garage door opener with wifi, a sodded lawn and generous landscaping package and so much more. ALL STANDARD! A home that you certainly will be proud to drive up to. There is 2,232 square feet of above grade living space to enjoy and plenty of room for expansion including adding an optional finished rec room, an optional basement bedroom and optional full bathroom in the basement at an additional cost. Come home and enjoy the exciting amenities that this incredible water privileged community has to offer. Looking for Lifestyle? This water privileged community has all the lifestyle that you want including 3 community beaches, access to community docks, fishing / crabbing pier, picnic area, boat launches, playgrounds, baseball fields, basketball courts, marinas, boat ramp and slips, community clubhouse and outdoor pool (with membership). All Boats, Kayaks, Canoes and all watercraft are welcome! This location is a convenient commute to Baltimore and Washington DC. This is a rare opportunity for new construction in the Cape St. Claire community. The images illustrated in this listing may be representative of the builder’s work in likeness and quality and may show optional features available. Prices, terms, conditions, and availability are subject to change without prior written notice.
#MDAA2098272

ANNAPOLIS

987 ST JOHNS DRIVE - SUSSEX MODEL

4 Beds

2 Baths

2,232 Sq.Ft.

$779,990

MLS#: MDAA2098272

Eastport Living | Waterfront Serenity Meets Walkable Lifestyle! Waterside Annapolis townhome --- Perfect for Active Buyers Looking to Live the Annapolis Lifestyle. Enjoy water views from 3 private balconies, and a community dock for small craft access to Spa Creek from Hawkins Cove. Gourmet kitchen with GE Monogram appliances and wine cooler. Over 2,000 sq. ft. of sunlit spaces, 3 fireplaces, and a sanctuary-like primary suite complete with a luxury spa sauna. Walk to yacht clubs, marinas, restaurants, and nightlife. Paddle downtown or drop in on a game of pickleball across the creek. Peaceful, private setting, low maintenance, fully walkable, and just 45 minutes to D.C.— an ideal Annapolis retreat for every season!
#MDAA2114452

ANNAPOLIS

1233 BOUCHER AVENUE

3 Beds

2 Baths

2,052 Sq.Ft.

$750,000

MLS#: MDAA2114452

Don't miss this incredible opportunity to own a charming 5 bedroom (3 in main house, 2 in apartment) ranch-style home in the highly sought-after Parkwood community in Annapolis. Tucked away at the end of a private road and backing to the serene woods and Back Creek, this property offers a unique sense of privacy and tranquility with rental opportunity. The Parkwood community is a water-privileged haven, featuring a marina with a pier, multiple docks, and a convenient waitlist system for boat slips. You'll have front-row seats to exciting events like the Blue Angels and fireworks shows, all while being just steps away from the vibrant Eastport neighborhood and a short distance to the historic Downtown Annapolis, offering shopping, dining, entertainment, and the renowned Naval Academy. This sprawling home provides main-level living at its finest, with two well-designed additions that add extra space and versatility. The attached garage is a dream, accommodating up to four vehicles and boasting a recently updated apartment on the upper level. This apartment includes a great room, 2 bedrooms, a kitchen, and a full bath, making it an ideal in-law/guest suite, a haven for midshipmen, or a rental. Inside the main home, you'll find a cozy living room with crown molding and a brick-accented fireplace, creating the perfect gathering spot. The kitchen offers upgraded stone counters, a tile backsplash, slate flooring, and a convenient breakfast table space. The adjacent dining room features a built-in cabinet and buffet, adding convenience to your dining experiences. A wonderful family room addition is flooded with natural light through its beautiful windows, creating an inviting area for entertaining and hosting holiday gatherings. The primary bedroom boasts an en-suite bath, while two additional bedrooms and a full bath round out the living quarters. The breezeway between the house and garage is a versatile space that can serve as a recreation room or provide extra storage. This house is also equipped with a storage shed and Generac generator. With the perfect blend of comfort, convenience, and opportunity in one of Annapolis's most desirable communities, don’t miss this opportunity to make this house your home. Property Updates: Carpet, paint, HVAC, baths upgraded, electric panel box, family room windows, kitchen backsplash, apartment updates, and more!
#MDAA2096836

ANNAPOLIS

3 PARK LANE

5 Beds

3 Baths

3,235 Sq.Ft.

$750,000

MLS#: MDAA2096836

Amazing opportunity to own a beautiful parcel of land on desirable Shot Town Road area where large estates abound. Build a sprawling estate or subdivision potential giving three smaller estates.
#MDAA2113200

ANNAPOLIS

SHOT TOWN ROAD

None Beds

None Baths

7.83 acres

$750,000

MLS#: MDAA2113200

Commercially zoned C-1 pad site available adjacent to McDonald's and Wendy's. Just shy of 1 acre. Public Utilities. Great visibility from Rt. 50. Build your office building, a restaurant, retail center, mixed use building, residential apts or condos over ground floor commercial, etc. See documents section for more information.
#MDAA2018250

ANNAPOLIS

1440 WHITEHALL ROAD

None Beds

None Baths

0.92 acres

$749,900

MLS#: MDAA2018250

1.485 acre RLD zoned parcel/ lot available adjacent to McDonald's, Wendy's. Potential uses include daycare, veterinarian, assisted living, club, group home, kennel, plant nursery, produce stand, etc. All utilities are available. Easy access on and off of Rt. 50. Refer to documents section.
#MDAA2018258

ANNAPOLIS

1444 WHITEHALL ROAD

None Beds

None Baths

1.49 acres

$749,900

MLS#: MDAA2018258

Welcome to Grandview, an exceptional condo nestled in the vibrant Annapolis Towne Center! This unique unit offers a fantastic layout with two primary bedrooms, each boasting its own private ensuite bathroom, providing ultimate comfort and convenience. You'll also appreciate the thoughtful addition of a separate hall bathroom, ensuring guests have their own dedicated space. The spacious kitchen is a delight, featuring all brand new appliances ready for your culinary adventures. Elegant French doors open from the main living area into a versatile den, perfect for a home office, media room, or cozy retreat. The inviting living room is enhanced by a sophisticated tray ceiling and features a slider that opens to your private balcony, offering lovely views of the surrounding area. Practicality meets luxury with a separate laundry room complete with a brand new washer and dryer and ample cabinet space. This unit feels fresh and modern, having been newly painted throughout and showcasing upgraded light fixtures. Enjoy the beauty of newly installed wood flooring that flows seamlessly through the main living spaces. For added comfort and well-being, the HVAC system is equipped with an air purifier. Forget the parking hunt! This condo comes with a prime parking space conveniently located on the concierge level, #70, as well as an additional parking space, #287. For your storage needs, you'll find a dedicated storage unit, #17. Grandview amenities include concierge services, fitness center, roof top pool and lounge, club & library rooms, and a secure entry. Experience the best of Annapolis living with unparalleled convenience and a truly distinctive floor plan at Grandview!
#MDAA2116466

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 610

2 Beds

2 Baths

1,681 Sq.Ft.

$749,000

MLS#: MDAA2116466

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