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

263

# of Listings

3

Avg # of Bedrooms

$418

Avg. $ / Sq.Ft.

$859,302

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

263 Properties Found. Page 6 of 18.

This is the one you've been waiting for! First open house scheduled for Sunday, November 23, 2025 from 2-4pm. Come visit this well maintained, 5 bedroom, 3 and 1/2 bath gorgeous home located on 1.43 acres in the sought after community of The Ridges! This lovely home is situated in a wooded wonderland while still being close to all that Annapolis has to offer! As you enter, you'll immediately note the beauty and warmth of the gleaming hardwood floors throughout the main level. The floor plan provides for a spacious formal dining room and separate living room which has a charming bay window that overlooks the backyard. You'll next discover the bright and inviting kitchen with plenty of room for preparing a gourmet meal! The center island is a great place for hanging out, while the breakfast table area is fantastic for casual dining. Your attention is then drawn to the huge family room with soaring ceilings and a lovely wood burning fireplace that's perfect for those cozy winter nights. Sliding glass doors are to your left, and what a treat they reveal! An amazing screened in porch awaits you and is sure to be a favorite spot for enjoying the pleasures of the outdoor world. Back inside, a bonus room presents options to be a guest room, office, or library- you choose! Rounding out the main level is a cute half bath for convenience. Ascending the stairs, you'll turn to the left to enter your spacious primary bedroom suite! Vaulted ceilings with hardwood floors will impress you upon entering this room. You'll next be drawn into the spectacular primary bath, remodeled just weeks ago! Featuring a show stopping soaking tub, double sink vanity, new LVP flooring, paint, toilet, and lighting - this room wows! Back into the hallway, you'll find three additional bedrooms with a full hall bath to service them. Going further, you'll enter an oversized loft that overlooks the family room making it a great space for a TV room, playroom, or another option for an office! Next, you'll head back downstairs to explore the lower level. You'll first enter an enormous recreation room with endless options for use! Make it a game room with space for a pool table, bar, or movie theatre. You'll also find a 5th bedroom with an ensuite full bath on this level, as well as two large storage rooms for seasonal items. An attached two car garage with space for shelving, along with parking pads for additional guests, rounds out all this house has to offer. 2025 updates include refreshing the deck and screened in porch, as well as remodeling the primary bathroom. Roof replaced 2015, water heater 2017, Goodman HVAC unit 2017, well pump replaced 2018, kitchen remodeled 2018, driveway replaced 2019. Minutes to restaurants, shopping, and downtown Annapolis, this is a perfect location for all your needs.
*All inforamtion deemed reliable but should be independantly verified for accuracy.

ANNAPOLIS

621 WOOD LOT TRAIL ROAD

5 Beds

3 Baths

3,970 Sq.Ft.

$894,900

MLS#: MDAA2128064

PRICE ADJUSTED on this wonderful 4-bedroom home! Welcome to one of Annapolis’ most sought-after waterfront communities, where residents enjoy a waterfront pool, and a private marina and boat ramp that’s just minutes to the Chesapeake Bay by boat. This beautifully updated four-bedroom home at 1141 Mainsail Drive in Anchorage is situated just down the block from all these amazing amenities and sits on a spacious one-third acre lot framed by mature trees and manicured landscaping.
Inside, the home features a bright open floor plan with gorgeous hardwood floors, crown & chair-rail moldings, and large windows that fill the space with natural light. The chef’s kitchen boasts stainless steel appliances, quartz countertops, and an inviting breakfast area that opens to a cozy family room with a double-sided brick fireplace. The sliding glass doors that open to the back deck make grilling and al fresco dining a breeze. A formal living and dining room offer flexibility for entertaining, and the main level also includes a powder room and access to the oversized two car garage.
Upstairs, the primary suite includes a private bath with a renovated walk-in shower and updated fixtures. Three additional bedrooms are ample in size and there’s a second renovated bathroom. There is a wonderful office nook overlooking the front yard. The finished lower level, with Pergo flooring, provides a spacious recreation and/or office space with room for storage and a workshop area. Outdoors, the circular driveway provides a gracious entry and leads to an attached two-car garage. The beautifully landscaped backyard is private and offers plenty of space for enjoyment in addition to the brick patio.
Residents of Anchorage enjoy an unparalleled lifestyle centered around the community’s marina, pool, and social events, all while being just minutes from downtown Annapolis, Quiet Waters Park, and top-rated schools. Whether boating on Lake Ogleton, gathering at the waterfront picnic area, or simply enjoying evening walks around the neighborhood, life in Anchorage feels like a year-round retreat.

ANNAPOLIS

1141 MAINSAIL DRIVE

4 Beds

2 Baths

2,776 Sq.Ft.

$890,000

MLS#: MDAA2128894

Stunningly Updated Historic District Charmer, One Block From The Water/Ego Alley!
Nestled near the top of iconic Cornhill Street—just steps from State Circle and the boutiques and restaurants of Maryland Avenue—this beautifully restored brick end-unit blends timeless Annapolis character with modern luxury.
Step inside to an inviting open floor plan filled with natural light and accented by gleaming heart pine floors. The highlight of the main level is the completely renovated gourmet kitchen, featuring quartz countertops, stainless steel appliances, custom cabinetry, and designer finishes—a perfect blend of elegance and functionality. The flexible living/dining space offers built-ins, a wood-burning fireplace, and seamless flow for everyday living or entertaining.
The second level offers two bright bedrooms and beautifully updated baths, including a primary bedroom with a wood-burning fireplace and private half bath. The third level features a spacious bedroom suite, providing additional privacy and versatility—ideal as a guest suite, office, or studio retreat.
Below it all, the home includes an unfinished lower level, perfect for storage, and a workshop.
Outdoor spaces abound: enjoy a professionally hardscaped, fully fenced private rear yard—ideal for quiet relaxation or hosting guests. And for the ultimate Annapolis experience, head up to the rooftop deck overlooking downtown Annapolis, where historic rooftops and seasonal waterfront peeks create an unforgettable backdrop.
This home has it all—historic charm, modern upgrades, unbeatable walkability, and exceptional outdoor living. A must-see in the heart of Annapolis!

ANNAPOLIS

54 CORNHILL STREET

3 Beds

1 Baths

1,376 Sq.Ft.

$875,000

MLS#: MDAA2130498

New Construction in Cape St. Claire. Current sales price is based on buyer getting a construction perm loan to purchase home. Please look at the documents section of the listing to see all standard features included with this home and all floor plans. Pictures shown in this listing are of a previous home built at 1216 Ramblewood Drive Annapolis, Md. also located in Cape St. Claire. Home is scheduled to be completed by April/May of 2026. This same floor plan will be constructed on this site. Please contact listing agent with any questions.

ANNAPOLIS

1217 HAMPTON ROAD

4 Beds

2 Baths

2,700 Sq.Ft.

$872,000

MLS#: MDAA2130056

Welcome to Kingsport , a water privileged community packed with beautiful homes and all the modern conveniences. This stunning 5BR/4.5BA luxury home is ready for new beginnings. Grand residence featuring hardwood foyer, formal oval dining room, living room, and main-level office. Gourmet kitchen with custom island cooktop, dual wall ovens, granite counters, and abundant cabinetry opens to the family room with vaulted ceilings, plantation shutters, and gas fireplace. The additional room off the foyer is perfect for the home office. The upper level includes a primary suite with spa bath and dual walk-in closets, en-suite second bedroom, plus two additional bedrooms with shared bath. The finished lower level offers a rec room with a wet bar, guest suite, playroom and an abundance of storage. Fully fenced yard with paver patio and raised garden bed. Property backs up to woods and walking paths. The community offers a pool, multiple playgrounds, hiking and biking trail, kayak launch and storage. The community pier situated at the end of Crab Creek is the perfect place to unwind, go fishing or have a picnic. Close proximity to all commuter routes and minutes from downtown Annapolis

ANNAPOLIS

730 CRISFIELD WAY

5 Beds

4 Baths

3,586 Sq.Ft.

$865,000

MLS#: MDAA2120506

Ameri-Star Homes is pleased to offer this incredible opportunity for a to-be-built, craftsman-style home situated on a beautiful almost half acre lot with walkout basement condition in the well-established neighborhood of Rolling Knolls, in Annapolis. Our 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 or quartz countertops in the kitchen, upgraded cabinets with soft close doors and drawers, ceramic-clad baths and laundry room floor, 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. This location is a convenient commute to Baltimore and Washington DC and just minutes to historic Annapolis, Maryland. This is a rare opportunity for new construction in the Annapolis area. The images illustrated in this listing may be representative of the builder’s work in likeness and quality and may show optional features that are available. Prices, terms, conditions, and availability are subject to change without prior written notice. Other plans are available for this lot, including a rancher plan.

ANNAPOLIS

2175 GLENCREST CIRCLE - TAFT MODEL

4 Beds

2 Baths

2,580 Sq.Ft.

$849,990

MLS#: MDAA2123152

New on site 1 day ago

Charming 3-bedroom home offering filled with classic character in the desired Wardour neighborhood in West Annapolis. The living and dining rooms are flooded with natural light from an abundance of windows, creating a warm and inviting atmosphere. Hardwood floors grace both the main and upper levels. The large, unfinished basement provides excellent storage. Enjoy outdoor living in the spacious yard, partially fenced for added privacy. A wonderful opportunity to make this home your own. Close to town, shopping, Navy Stadium, and Route 50.

ANNAPOLIS

204 CLAUDE STREET

3 Beds

1 Baths

1,056 Sq.Ft.

$825,000

MLS#: MDAA2133204

Ameri-Star Homes is pleased to offer this incredible opportunity for a to-be-built, craftsman-style home situated on a one-of-a-kind, almost 1-acre homesite, in the sought-after Annapolis area. Our 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 and upper hallways, granite or quartz countertops in the kitchen, upgraded cabinets with soft close doors, drawers and crown molding, ceramic-clad baths and laundry room floor, stainless appliances including refrigerator, a washer and dryer package, stone accents on the exterior, a portico porch, architectural roof shingles, upgraded craftsman style moldings, craftsman newel posts with oak rails and black iron balusters, 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 by adding optional finished spaces in the basement including a rec room, bedroom, den / media room and a full bathroom at an additional cost. Come home and enjoy the Chesapeake lifestyle in the heart of Annapolis? This property is located just minutes to Oyster Creek, Fishing Creek and historic Annapolis with plenty of access to shopping and dining choices. You will enjoy a convenient commute to Baltimore and Washington DC. This is a rare opportunity for new construction on a large lot in this sought after area. 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. Other Models Are Available.

ANNAPOLIS

3123 ARUNDEL ON THE BAY ROAD - TAFT MODEL

4 Beds

2 Baths

2,580 Sq.Ft.

$799,990

MLS#: MDAA2129594

Ameri-Star Homes, one of the area’s premier homebuilders, is excited to be offering our spectacular craftsman style "Georgetown" Rancher Model on this beautiful almost half-acre lot in the well-established neighborhood of Rolling Knolls, IN Annapolis, MD. This exciting rancher plan offers 1,757 square feet of above grade finished living space, 3 bedrooms, 2 bathrooms with a 2-car garage. This to-be-built rancher style home features a maintenance-free exterior with architectural-grade roof shingles, a sodded yard with a generous landscaping package. A home that you certainly will be proud to drive up to. The interior of the Georgetown model boasts one level living at its best with an open and inviting floor plan featuring 9-foot ceilings with a large family room, separate dining room and a spectacular kitchen with a corner built-in pantry, stainless-steel appliances, upgraded cabinets with soft close doors and drawers, granite or quartz countertops and a washer and dryer package. This home includes 3 bedrooms and 2 full baths on the main level. There is plenty of room for expansion available in the basement area where you could option for a huge, finished rec room, 2 more bedrooms and another fully finished bathroom. The Primary Bedroom includes a vast walk-in closet, a luxury bath with ceramic tiled floor and shower walls, along with double vanity. This home is just waiting for you to make it yours! An easy commute to Baltimore, Washington DC, and historic Annapolis. This is a rare opportunity for new construction in the Rollings Knolls area. Make all your options and color selections at our design center. Let our skilled production team build your dream home. The pictures included with this listing show optional features and may be representative of likeness. Ask for details. Prices, terms, conditions, and availability is subject to change without prior written notice. Other Home Plans Are Available.

ANNAPOLIS

2175 GLENCREST CIRCLE - GEORGETOWN MODEL

3 Beds

2 Baths

1,757 Sq.Ft.

$799,990

MLS#: MDAA2124628

Rare multi-family opportunity in the highly desirable Homewood community of Annapolis! This offering includes both 913 and 915 Ridgewood, being sold together for the listed price.

The property consists of a duplex with three total units, each deeded separately:

913 Ridgewood – Two 1-bedroom, 1-bath units

915 Ridgewood – One 3-bedroom, 1.5-bath unit

The entire duplex is included in this sale, providing an excellent opportunity for investors or those seeking rental income in a prime Annapolis location.

ANNAPOLIS

913 RIDGEWOOD STREET

5 Beds

None Baths

1,512 Sq.Ft.

$799,900

MLS#: MDAA2132682

Rare multi-family opportunity in the highly desirable Homewood community of Annapolis! This offering includes both 913 and 915 Ridgewood, being sold together for the listed price.

The property consists of a duplex with three total units, each deeded separately:

913 Ridgewood – Two 1-bedroom, 1-bath units

915 Ridgewood – One 3-bedroom, 1.5-bath unit

The entire duplex is included in this sale, providing an excellent opportunity for investors or those seeking rental income in a prime Annapolis location.

ANNAPOLIS

913 RIDGEWOOD STREET

3 Beds

1 Baths

1,512 Sq.Ft.

$799,900

MLS#: MDAA2132748

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!

ANNAPOLIS

5 PARK PLACE 722

2 Beds

2 Baths

1,285 Sq.Ft.

$799,000

MLS#: MDAA2112456

#MDAA2131464

ANNAPOLIS

524 RIDGE ROAD

4 Beds

3 Baths

2,944 Sq.Ft.

$789,000

MLS#: MDAA2131464

Rare opportunity to own a charming 2-unit building in the heart of Eastport, offering water views from both units. Each residence features its own private entrance and deck, perfect for enjoying the sights and sounds of small town living and serene surroundings. Thoughtfully designed, both units include a comfortable living area, full kitchen, spacious bedroom, full bath, and convenient in-unit laundry. Just a short walk to Historic Downtown Annapolis, this property is ideal for investors or enjoying one unit while renting the other. Experience the best of Eastport living—steps from restaurants, marinas, and the waterfront lifestyle. The downstairs is a licensed short-term rental, and the upstairs is a licensed long-term rental. May be subject to all future rentals.

ANNAPOLIS

320 CHESTER AVENUE

2 Beds

2 Baths

1,176 Sq.Ft.

$779,000

MLS#: MDAA2128698

Welcome to 110 Marquise Lane, Annapolis, MD, located in the highly desired Timber Creek community!
This well-kept 3-bedroom, 2.5-bath home shows true pride of ownership throughout. The inviting interior has been lovingly maintained and offers comfortable living spaces ready for you to move right in. Step outside to the covered porch with electric and Trex decking, a beautiful addition that overlooks the fully fenced backyard, perfect for entertaining, relaxing, or enjoying peaceful evenings outdoors.
The home also features an unfinished basement, providing plenty of room for storage or future customization to suit your needs. Nestled in the sought-after Timber Creek neighborhood, this property offers the perfect blend of community charm and convenience, with easy access to downtown Annapolis, local parks, shopping, and commuter routes.

ANNAPOLIS

110 MARQUISE LANE

3 Beds

2 Baths

2,066 Sq.Ft.

$769,000

MLS#: MDAA2130058

1 ... 4 5 6 7 8 ... 18

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 $$

Buyers resources

BUYERS RESOURCES

Sellers resources

SELLERS RESOURCES

properties found. properties found. Page of .

- property

Send a message

Message successfully sent.

First Name

Last Name

Email

Phone

MLS Property Number

Your message

What is 3 + 4 ?

Reason for contacting?

Buying a home

Selling a home

Other

I agree to receive email communication and understand I can unsubscribe at any time.

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

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

Accessibility Menu

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

Email address (Must be valid)

Already have an account ? Login here

Continue your home search

Email address

First name First Name

Last name Last Name

Phone number (Optional)

Password

I agree to receive communications and understand I can unsubscribe at any time.

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service