One of the most popular communities provided by {{page_data.agentName}}

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
291
# of Listings
3
Avg # of Bedrooms
$448
Avg. $ / Sq.Ft.
$1,026,604
Med. List Price

Browse Annapolis Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

291 Properties Found. Page 9 of 20.

Experience luxury and convenience at The Residence at Park Place!! This two-bedroom, two-bathroom condo has been used as a second residence so lightly used! It remains in pristince condition. The open floor plan seamlessly integrates living and dining room areas creating a spacious and bright cheerful setting/home environment. The gourmet kitchen offers granite countertops, breakfast bar, stainless steel applicances, a gas range and plenty of oak cabinetry in addition to a separate pantry. The primary suite feautres a walk-in closet and a serene ensuite bath with a double vanity and tub/shower. The second bedroom offers a spacious walk-in closet, ensuite bath and a upscale Murphy bed which includes a sofa and coffee table professionally installed. Enjoy the convenience of in-unit laundry and the rarity of two assigned garge parking spaces. The community's resort-style amenities include a secure lobby with concierge service, indoor and outdoor pools, hot tub, a fitness center, a party room, a library, a garden area, outdoor dining and a dog park. With dining, shopping, entertainment and historic downtown just minutes away, this is a premier Annapolis living at its finest!
#MDAA2113228

ANNAPOLIS

5 PARK PLACE 507

2 Beds

2 Baths

1,277 Sq.Ft.

$675,000

MLS#: MDAA2113228

Welcome to 212 Duke of Gloucester- a prime development opportunity in the heart of historic Annapolis-- Steps away from Church circle, this 2300 sqft split level property built in 1946 is ready for your vision. This property is ideal for visionary investors or developers seeking to create a signature residential, commercial, or mixed-use project. While the zoning is C2P which allows both professional offices and residential, this property now has approval from the City of Annapolis to move forward with plans to develop into a single- or two-unit residential dwelling. The upper level, with natural light provided by the high vaulted ceilings and windows across the front facade could accommodate a luxurious 1- or 2-bedroom residential unit. The space has a large kitchen, an expansive multi-purpose room and large living area. The lower level currently includes a spacious reception area; 3 private offices & 1/2 bath and can easily be converted into another 1- or 2-bedroom apartment. Surrounded by historic charm, waterfront attractions, and top-tier dining and retail, this is a once-in-a-generation chance to make a lasting mark on downtown Annapolis. Sold as-is. Also listed for Commerical Sale: MDAA2120582
#MDAA2121808

ANNAPOLIS

212 DUKE OF GLOUCESTER STREET

None Beds

None Baths

2,300 Sq.Ft.

$675,000

MLS#: MDAA2121808

This Hillsmere Shores residence is conveniently located within walking distance of South River and Key School. The property features a flexible interior layout, including a main-level suite with a full bathroom and sitting area, currently utilized as a family room with a home office. A rear staircase offers secondary access to the updated kitchen, which showcases stainless steel appliances and granite countertops. Hardwood floors extend throughout the living and dining areas, as well as three bedrooms. The living room includes a fireplace, "as is" with an electric insert, while the dining area, with cabinetry—opens to a climate-controlled four-season room Bedroom level has 3 bedrooms one bedroom has "ensuite" access to the hallway full bathroom. The fenced rear yard features a firepit area, patio, expansive green space, established gardens, and a potting shed. Ample driveway and off-street parking. Hillsmere community offers the residents a voluntary community association ; access to a beach, marina, boat ramp, as well as an optional community pool membership. The location is within walking distance to the library and Quiet Waters Park, and is convenient to shopping, restaurants, gas stations, Historic Annapolis, and the U.S. Naval Academy.
#MDAA2120652

ANNAPOLIS

107 SPRING VALLEY DRIVE

4 Beds

2 Baths

2,525 Sq.Ft.

$658,000

MLS#: MDAA2120652

PRICE REDUCED! Discover the perfect blend of comfort and convenience at The Residence at Park Place in Annapolis. This two-bedroom, two-bathroom condo spans 1,292 square feet with an open layout and includes two secure garage parking spots. Ideally located just a short drive from Washington, D.C., Baltimore, and BWI Airport, it offers easy access to major hubs while being within walking distance of Historic Annapolis, the U.S. Naval Academy, and local dining favorites like Sailor Oyster Bar and Rams Head Tavern. Building amenities include a refreshing outdoor pool, a fitness center, and secure access, providing both convenience and peace of mind. Priced at below market, this property is an excellent opportunity to enjoy vibrant city living in one of Maryland’s most sought-after areas. The furnishings in the images have been virtually staged to help you picture the home’s full potential and layout possibilities. Contact your real estate professional for a private tour.
#MDAA2095846

ANNAPOLIS

5 PARK PLACE 430

2 Beds

2 Baths

1,292 Sq.Ft.

$658,000

MLS#: MDAA2095846

Rare opportunity in Homewood of Annapolis! On an oversized lot in one of the city's most sought-after neighborhoods, this 3-bedroom, 2-bathroom offers extra space for outdoor living, gardening, or future expansion. Step inside to find an inviting, oversized wraparound enclosed porch—perfect for morning coffee, evening cocktails, or a cozy reading nook year-round. Warm hardwood floors and plenty of space for the whole family, this home is ready for you to make it your own. A detached garage and private driveway, providing coveted off-street parking and extra storage. In the heart of Homewood—just minutes from downtown Annapolis, the Naval Academy, parks, restaurants, and commuter routes. Don’t miss your chance to own a prime piece of Annapolis!
#MDAA2121600

ANNAPOLIS

21 WOODLAWN AVENUE

3 Beds

2 Baths

2,114 Sq.Ft.

$654,900

MLS#: MDAA2121600

REDUCED AND PRICED TO SELL! STEP INTO LUXURY AT THE YACHT CLUB CONDOMINIUMS OVERLOOKING BEAUTIFUL SPA CREEK AND THE GORGEOUS GROUNDS OF ST MARYS CATHEDRAL. This 1 Bedroom, 1 Bath Condo boasts Stainless Steel Appliances, a Wood Burning Fireplace and spectacular views from your private deck. Enjoy the ultimate Annapolis Lifestyle where you can dine dockside, paddleboard at sunrise, take a dip in the waterside pool or catch the water taxi to downtown Annapolis. Step inside to this immaculate unit and call it home. The Community Amenities elevate the experience with a clubroom, fitness area with shower facilities, waterside pool, grilling area, deep water marina access, assigned parking, laundry area, secure storage area and pet-friendly! This unit is being sold furnished, don't wait, schedule your tour today! Condo bylaws require a 15 day right of refusal before settlement. Possibility of buying a boat slip directly out front at marina. This complex allows long and short term rentals.
#MDAA2121698

ANNAPOLIS

301 BURNSIDE STREET C 202

1 Beds

1 Baths

513 Sq.Ft.

$650,000

MLS#: MDAA2121698

Lovely Brick home in private Water Community of Hillsmere Estates that offers 5 Bedroom, 2.5 Baths* Main Level sun-filled Living Room and Dining Room have beautiful refinished HWD Floors * LR has a brick woodburning FP and a bank of front windows with Plantation Shutters* The spacious Sun Room offers Plantation Shutters on all windows, a tiled floor and French Doors at either end opening to the side deck and brick patio* The updated kitchen has S/S appliances, built-in microwave, Quartz counters, recessed lighting & table space* Primary BR has Powder Room, lighted ceiling fan and slider door with access to patio* Lower Level has a family room with FP & mantel, additional kitchen with toaster, microwave, S/S appliances, refrigerator, movable island, counter-top burners* Shed* Fenced in rear yard with landscaping* Two bedrooms and full bath* Laundry Room with plenty of shelving* The Community Swimming Pool (you would need to join) and Soccer field is right across the street* This Community has an Volunteer Improvement Association for a yearly fee of $25 but not required* This Community has super amenities that include the private beach with pavilions for picnicing, boat ramp, etc. A Must See*
#MDAA2123236

ANNAPOLIS

130 GREAT LAKE DRIVE

5 Beds

2 Baths

2,014 Sq.Ft.

$647,000

MLS#: MDAA2123236

Waterfront Condo with exceptional water views: Experience the ease of a lock-and-leave condo lifestyle combined with the luxury of a 30' deeded boat slip (C2) on Back Creek which flows into the Severn River. Relax or entertain on the expansive outdoor deck where you and your guests can take in exceptional water views. This recently updated condo has all the improvements a buyer is looking for. The elegant white kitchen features beautiful granite countertops and solid wood cabinetry. Recessed lighting throughout the living space with higher base boards and crown molding. Luxury vinyl plank flooring throughout with upgraded insulation for sound. Bohan construction enhanced this unit with a private laundry room with full size washer and gas dryer, double sinks in the primary bathroom with plantation shutters in both bedrooms, barn door access to the oversize closet, sun shower and handheld faucets in the oversized Walkin shower with porcelain tile. The second bedroom could be used as office space, exercise room, TV or space for quietly reading a book. There is ample storage space in the condo along with a storage cage on the lower level where you can keep your boating supplies and a rack for your bicycle. Severn House offers fantastic amenities, including rentable canoe, kayak, and paddle board racks, EV charging stations, waterside park, and outdoor grilling areas. The waterfront pavilion by the community pool also features tables for outdoor dining and entertainment. Located just minutes from Eastport and Downtown Annapolis, residents can easily enjoy vibrant shops, renowned restaurants, and cultural attractions. Please note that pets are not allowed in this community. Gas and water are included in the condo fees. Don’t miss this rare opportunity to enjoy the waterfront living in a stylish, move-in-ready home!
#MDAA2121628

ANNAPOLIS

778 FAIRVIEW AVENUE E 778 E

2 Beds

1 Baths

1,100 Sq.Ft.

$625,000

MLS#: MDAA2121628

Enjoy luxury condo living in this first-floor 2-bedroom, 2-bath home. Featuring gleaming hardwood floors, spacious and bright layout, and a stylish kitchen, this residence combines comfort and convenience. Park Place offers exceptional amenities including 24/7 concierge service, a pool, fitness center, meeting and party rooms, library, and a rear outdoor patio with a kitchen and grilling area—perfect for entertaining. The unit comes with a storage space as well as parking. Additional perks include a dog park and easy access to restaurants and shopping. A fabulous in-town location you won’t want to miss!
#MDAA2123662

ANNAPOLIS

5 PARK PLACE 107

2 Beds

2 Baths

1,272 Sq.Ft.

$625,000

MLS#: MDAA2123662

Price adjustment!!!!! Discover your slice of paradise in the heart of Annapolis! This exceptional property combines two complete homes with productive fruit trees, creating the ultimate in flexible living. Main Home (3BR/2BA): Beautiful hardwood floors flows through the large living room and bedrooms, while the spacious kitchen with Island connects to a separate dining area - perfect fro daily living and entertaining. Three comfortable bedrooms and two full baths complete this well designed space. In-Law suite Addition (1BR/2BA - 1200 sq ft): This isn't just and addition - It's a complete second home! Features include a large living room, Full eat-in kitchen, bedroom, two full baths, and generous laundry room. The crown jewel? An incredible 8x28 Sunroom with natural gas fireplace - your year round sanctuary with garden views. Separate entrance ensures complete privacy. Step outside to your personal orchard featuring mature pear, apple, cherry, plum and chestnut trees, plus established grapevines. Imagine morning coffee in the sunroom or out the back patio surrounded by blooming fruit trees and harvesting your own fresh produce each season. Entertaining made effortless with a sprawling 650 sq ft deck - perfect for everything from intimate dinners to large gatherings. The outdoor space flows seamlessly with nature's bounty at your fingertips. Two separate driveways ensure privacy and convenience, with circular drive serving the main house (multiple car capacity) and a dedicated 4 - car driveway for the In-law suite. Storage and workspace solved with a generous 12x24 detached garage and 8x14 shed - plenty of room for vehicles, tools, hobbies and seasonal storage. Prime Annapolis location puts you in the heart of Maryland's historic capital where waterfront charm continues to fuel demand and properties remain strong. Just a mile from downtown Annapolis for all your dining and shopping needs. Walk to Truxtun park and the Pip Moyer center that houses a gym, basketball courts, and an indoor track. You can also walk to the newly renovated tennis court and Pickleball courts with lights. Around the corner is the Truxtun park pool, Public Boat ramp and fishing pier.
#MDAA2118498

ANNAPOLIS

399 HILLTOP LANE

4 Beds

4 Baths

3,808 Sq.Ft.

$620,000

MLS#: MDAA2118498

*TO BE BUILT / READY TO BE CUSTOMIZED. CONSTRUCTION STARTING SOON* Starting at a base price of $600k. Reach out to Chase Kincer today for customization options! In addition to the builder's warranty, there is a 5-year roof warranty. Listing Photos are just for representation purposes of the same spec house.
#MDAA2116188

ANNAPOLIS

14 DORSEY AVENUE A

4 Beds

2 Baths

2,037 Sq.Ft.

$600,000

MLS#: MDAA2116188

COSMOPOLITAN ANNAPOLIS TOWNHOME BOASTING SKYLINE ROOFTOP DECK! ADMIRALS SQUARE DUAL ASPECT CORNER UNIT offering 2 levels of living with upscale detailing and finishes! 9-Foot ceilings, terrace-like walls of windows, a turnkey urban neutral palette, brick accent walls, and upgraded flooring to enhance any décor. The entry staircase will take you into an open concept Dining area and chef’s choice restaurant-inspired dining bar Kitchen showcasing sleek quartz & stainless steel surfaces. Adjoining the kitchen is a glass-encased living room with a gas fireplace to further enhance ambiance. Upstairs you’ll find a Generous Primary Bedroom Suite with 2-sided walk-in closet w/organizers & luxe spa Bath! The upper level also has two Additional bright ‘n’ airy Bedrooms (flexible use spaces) and a Full Bath with a double vanity. Stairs ascend to a PANORAMIC ROOFTOP VIEW DECK for alfresco dining and entertaining beneath sun & stars! Extended, rear access parking pad & 1-car garage. Minutes to Downtown City Dock harbor, the USNA, Westfield/Towne Centre Malls, eclectic restaurants & crab cake eateries, marinas/boating, and commuter RTs 50/97/2. NYC SOPHISTICATION IN TANDEM WITH RELAXED BAY LIVING!
#MDAA2121454

ANNAPOLIS

547 LEFTWICH LANE 88

3 Beds

2 Baths

2,600 Sq.Ft.

$600,000

MLS#: MDAA2121454

Major Price Adjustment!! Great opportunity in West Annapolis! Discover the charm of 111 Clay St, a delightful 1940s Colonial offering a fantastic chance to own near Annapolis Downtown District. This home features a huge front porch, Large windows that brings in tons of natural light, to an open floor plan. Newly updated a few short years ago, this home features modern functionality and original charms. A 3 BR's, 1.5 BA's layout w/ a huge sunken tub and separate shower, just great for relaxing. This is a prime location offering so many things to do locally. You're walking distance to arts, entertainment, local shops, and restaurants. Even Navy Football and Basketball events are within close proximity. Take a look at this rare opportunity to call this wonderful place home!
#MDAA2111920

ANNAPOLIS

111 CLAY STREET

3 Beds

1 Baths

1,872 Sq.Ft.

$599,000

MLS#: MDAA2111920

Welcome to this beautiful end unit located in Riva Trace. Perfect family home with three bedrooms and 2.5 baths and a full finished basement. The home not only has plenty of street parking but also has an oversized one car garage with a power door opener. Go around the back and you will find a custom patio and a deck off the family room.... very private!!! The kitchen features granite counter tops and newer appliances plus a built-in microwave. Walk out of the kitchen and you will find yourself in the familywith beautiful fireplace, separate formal dining room with hardwood floors and living room with a second fireplace! Take the steps upstairs to find a large master bedroom with HUGE walk-in closet and full bath. To more bedrooms and another full bath completes the upstairs. Downstairs features a large rec room with a full wet bar, a sauna, a workshop/office. Plus a washer and dryer. Seller replaced windows (double&triple pane) and sliding door off kitchen….1st class !!! Seller is providing a ONE YEAR Cinch/HMS home warranty to the lucky buyers at settlement.
#MDAA2120792

ANNAPOLIS

2942 WINTERS CHASE WAY

3 Beds

2 Baths

3,075 Sq.Ft.

$599,000

MLS#: MDAA2120792

Just in time for the school year! Enjoy all that this water- privileged community has to offer. This 4 BR home has been freshly painted and is ready to move into. Located just a few blocks from the waterfront and a short walk to the Key School, the property offers a large, level, landscaped lot, spacious 3-season room off dining room and kitchen, family room with FP, 1 car garage, and an oversized shed. Hillsmere Shores and Estates offers a community pool (membership needed), boat ramps, waterfront park, a private marina with boat slips & direct access to the South River. Adjacent to Quiet Waters Park, an amazing 400-acre county-owned park with walking & biking trails, dog park, pavilions for gatherings, and seasonal ice skating rink. Just a few short minutes to Eastport and downtown Annapolis which offer fine dining, shopping, and many fun activities. Hillsmere Shores is a Special Community Benefit District (SCBD). Each lot charged $285 per year, collected by the state but handed over to Hillsmere to offset common area maintenance. Cars need decals to access beach and marina parking lots (free decal).
#MDAA2122680

ANNAPOLIS

84 GREAT LAKE DRIVE

4 Beds

2 Baths

1,998 Sq.Ft.

$595,000

MLS#: MDAA2122680

1 ... 7 8 9 10 11 ... 20
Buyers resources
7 Reasons to Work with a Realtor
7 Principles For Home Buying Success
Getting a Mortgage To Buy a Home
Home Hazards Awareness
Key Items For Home Inspection
Questions When Buying a Condo
Questions When Choosing a Realtor
Sellers resources
8 reasons to work with a realtor
Calculating Capital Gains
Checklist for Better Showing
Cleaning Home For Sale
Improving Odds Of an Offer
Preparing Home for photoshoot
Selling Your Home for More $$

properties found. properties found. Page of .

- property

Send a message

Message successfully sent.

Your message

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to receive some additional information on this specific property or similar properties?

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here