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
318
# of Listings
3
Avg # of Bedrooms
$463
Avg. $ / Sq.Ft.
$1,069,668
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

50 Properties Found. Page 3 of 4.

Discover easy, low maintenance living in this updated two bedroom, two bath condo nestled among the treetops of sought after Heritage Harbour, one of Annapolis’s premier 55+ communities. The home features fresh paint and new flooring throughout the main living areas, plus a remodeled kitchen with modern countertops, sleek cabinetry, and newer appliances. Major system updates include a replaced HVAC, water heater, washer, and dryer, so you can move right in and enjoy peace of mind. Relax on your private balcony surrounded by nature, or take advantage of convenient building amenities including an elevator, game room, and indoor/outdoor pools. Heritage Harbour residents enjoy resort-style amenities: a community lodge with a fitness room, billiards room, library, and gathering spaces; golf, tennis, pickleball, water access, boat storage, an additional community pool, and nearby shops and restaurants. Minutes from Downtown Annapolis and the Chesapeake Bay, this location offers comfort, convenience, and community all in one.
#MDAA2122918

ANNAPOLIS

930 ASTERN WAY 405

2 Beds

2 Baths

1,464 Sq.Ft.

$379,900

MLS#: MDAA2122918

Welcome to Heritage Harbour, Annapolis’ premier 55+ community offering resort-style living and unmatched amenities. This 2-bedroom, 2-bath condo is priced to sell and provides a wonderful opportunity to make it your own. Inside, the unit offers a bright and spacious layout filled with natural light. The living room and both bedrooms open onto a private balcony with serene views of trees and woods—the perfect spot for morning coffee or evening relaxation. The condo needs a bit of TLC, but it has great bones and is priced accordingly. Features of Unit #203: Open floor plan with excellent natural light Balcony access from both bedrooms and living room Convenient parking space in the secured garage Large private storage unit located right in front of your parking space Easy in-and-out access within the garage Community Amenities at Heritage Harbour: 9-hole golf course & pro shop Indoor & outdoor swimming pools Fitness center with aerobics & exercise classes Tennis courts, pickleball, and bocce ball Community lodge with auditorium, dining room, billiards, and library Walking and biking trails throughout the neighborhood Dock & waterfront access on the South River Kayak/canoe racks and launch areas Woodworking shop & craft rooms On-site security & professional management Social clubs, classes, and community events year-round This is a chance to enjoy all the benefits of Heritage Harbour’s lifestyle at a fantastic value. With a little updating, this condo could be the perfect home for your next chapter. Don’t miss out—schedule your showing today!
#MDAA2121676

ANNAPOLIS

803 COXSWAIN WAY 203

2 Beds

2 Baths

1,190 Sq.Ft.

$379,900

MLS#: MDAA2121676

Introducing a distinctive opportunity for visionary entrepreneurs and investors: a commercial/residential property brimming with potential, situated ideally for both business and pleasure. Formerly a boutique dress shop, this structure is primed for a creative transformation, making it a unique investment. The property houses two Bedrooms/Offices, two full bathrooms, and robust hardwood flooring throughout, presenting a promising canvas for renovation. Strategically located, this property is in close proximity to essential amenities and community .Public transportation is conveniently accessible with the Riva Road & Forest Drive bus station less than 700 meters away, enhancing the location. Additional features include a rear deck perfect for relaxation or casual gatherings, a useful rear shed for extra storage, and a generous off-street parking area that can accommodate up to 12 vehicles. Despite being sold as-is, with no repairs from the seller, the property's inherent potential and dual-use capability as both a residential and commercial space make it a lucrative deal. Capitalize on the chance to customize this space into a thriving business venture or a mixed-use development that promises both rental income and renovation possibilities. Dive into this project and shape it into your vision of success! Property is being sold AS-IS, Seller will make no repairs. All offers must have $1000 deposit and proof of deposit. Buyer responsible for all due diligence on condition of home. So much potential! Make this your today!!
#MDAA2127802

ANNAPOLIS

40 OAK COURT

2 Beds

2 Baths

1,061 Sq.Ft.

$376,000

MLS#: MDAA2127802

Introducing a distinctive opportunity for visionary entrepreneurs and investors: a commercial/residential property brimming with potential, situated ideally for both business and pleasure. Formerly a boutique dress shop, this structure is primed for a creative transformation, making it a unique investment. The property houses two bedrooms/offices, two full bathrooms, and robust hardwood flooring throughout, presenting a promising canvas for renovation. Strategically located, this property is in close proximity to essential amenities and community features. Public transportation is conveniently accessible with the Riva Road & Forest Drive bus station less than 700 meters away, enhancing the location's connectivity. Additional features include a rear deck perfect for relaxation or casual gatherings, a useful rear shed for extra storage, and a generous off-street parking area that can accommodate up to 12 vehicles. Despite being sold as-is, with no repairs from the seller, the property's inherent potential and dual-use capability as both a residential and commercial space make it a lucrative deal. Capitalize on the chance to customize this space into a thriving business venture or a mixed-use development that promises both rental income and renovation possibilities. Dive into this project and shape it into your vision of success! Property is being sold AS-IS, Seller will make no repairs. All offers must have $1000 deposit and proof of deposit. So much potential! Make this your today!!
#MDAA2127800

ANNAPOLIS

40 OAK COURT

None Beds

None Baths

1,061 Sq.Ft.

$376,000

MLS#: MDAA2127800

Welcome to your next home! Located in Annapolis, this townhouse at 93 Clay St offers spacious living with its four bedrooms and three bathrooms. Designed in the stylish End Unit Attach/Row House architecture, this residence provides a blend of modern comforts and classic appeal. Inside, you're greeted with a seamless flow of carpet and laminate floors, providing a cozy yet elegant atmosphere throughout the home. The central air conditioning ensures year-round comfort, complemented by efficient electric heating. This home is perfectly equipped for modern living, featuring a convenient in-unit washer and dryer, making laundry days a breeze. The layout promotes both privacy and open living, ideal for entertaining guests or enjoying quiet family evenings. Each bedroom offers ample space, ensuring everyone has their own retreat. The bathrooms are designed with functionality in mind, providing a perfect start to your day or a relaxing end. 93 Clay St is ready to welcome you home. Don't miss the opportunity to make this delightful townhouse your own!
#MDAA2117410

ANNAPOLIS

93 CLAY STREET

4 Beds

2 Baths

2,022 Sq.Ft.

$375,000

MLS#: MDAA2117410

Welcome to 122 Roselawn Road, a beautifully renovated single-family home in the heart of Annapolis, MD. This 2-bedroom, 1-bathroom gem offers the perfect blend of modern upgrades and timeless charm. Step inside to discover fresh finishes and an open layout, making this home warm and inviting. Enjoy cooking in the gourmet kitchen featuring stainless steel appliances, ample cabinet space, and sleek countertops. The cozy living spaces are perfect for relaxing or entertaining guests. The large fenced backyard for outdoor gatherings, or creating your dream garden. Prime location situated in a peaceful neighborhood, yet close to shopping, dining, and everything Annapolis has to offer. This home is ready for you to move in and start creating memories Schedule your showing today and make 122 Roselawn Road your new address!..
#MDAA2098698

ANNAPOLIS

122 ROSELAWN ROAD

2 Beds

1 Baths

700 Sq.Ft.

$360,000

MLS#: MDAA2098698

Price Reduced!!! Welcome to your new home! This beautifully maintained property offers an open-concept floor plan filled with natural light and updates throughout! The heart of the home features a well-appointed kitchen with quality cabinetry and stainless steel appliances and an adorable eat-in breakfast nook. Recent updates include newer flooring, fresh paint, and an upgraded bathroom, making this home completely move-in ready. Enjoy morning coffee or evening unwinding on your walk-out deck. The community is unmatched in convenience and amenities. Perfectly located near major commuting routes, downtown Annapolis, Annapolis Mall, and Town Centre, you’ll have shopping, dining, and entertainment at your fingertips. Located in the highly regarded West Annapolis Elementary School District. Enjoy resort-style living with access to a swimming pool, fitness center, tennis courts, and scenic walking paths, all right outside your door. This home has been meticulously cared for and offers the perfect combination of comfort, style, and location. Don’t miss the opportunity to make it yours!
#MDAA2124784

ANNAPOLIS

2026 GOV THOMAS BLADEN WAY 203

2 Beds

1 Baths

1,006 Sq.Ft.

$358,000

MLS#: MDAA2124784

Step into this beautifully renovated Annapolis charmer — completely updated from the ground up in 2018! Every detail has been thoughtfully designed for comfort and style, from the **custom kitchen with quartz countertops and stainless steel appliances** to the **gleaming hardwood floors** and **spa-inspired bath**. The home features **newer roof and windows**, efficient systems, and modern finishes throughout, offering a true move-in-ready experience. Outside, enjoy a **large fenced yard**, **above-ground pool**, and **screened-in rear porch** — perfect for entertaining or relaxing all year long. Located within walking distance to **shopping, restaurants, and downtown Annapolis**, this home delivers unbeatable convenience and charm. Why rent when you can own this thoughtfully renovated gem for less?
#MDAA2127172

ANNAPOLIS

27 DORSEY AVENUE

2 Beds

1 Baths

672 Sq.Ft.

$349,900

MLS#: MDAA2127172

Welcome to your new home in Whispering Woods! This charming duplex offers practical living with off-street parking and a two-car driveway. The main level has an open-concept living room, kitchen, and dining area, complete with a half bath and shared laundry. Enjoy direct access to a ground-level deck, a spacious fenced yard, and a storage shed. Upstairs you’ll find the master bedroom with a walk-in closet, a second bedroom with ample storage, and a full bathroom. The home features elegant engineered wood flooring, with tile in wet areas. Enjoy recent, extensive upgrades in this home. Highlights include a new Kenmore washer/dryer and fully renovated bathroom with new tub, tile, flooring, vanity and toilet. Completed in 2022. Exterior improvements feature a 2023 French Drain, and concrete driveway with retaining wall, and a ground-level deck. Partial new fence placed in 2025. For those of whom commute for work or play. You'll find the location of this home is conveniently located. With easy access to RT 50, I-97, and I-95, making commutes to Annapolis, Washington D.C., and Baltimore effortless.
#MDAA2127724

ANNAPOLIS

1553 STAR PINE DRIVE

2 Beds

1 Baths

1,060 Sq.Ft.

$346,000

MLS#: MDAA2127724

One level living at it's best! Spacious Windgate condo showcases private main building door with intercom system, 2 Master Bedrooms with walk-in closets, laundry off kitchen, cozy gas fireplace in Living Room with access to private patio. New fridge, washer & dryer in '24 and brand new paint and flooring throughout! Conveniently located to major commuter routes, dining, shopping & more!
#MDAA2128112

ANNAPOLIS

2000 PHILLIPS TERRACE 4

2 Beds

2 Baths

1,113 Sq.Ft.

$335,000

MLS#: MDAA2128112

A SECOND $10,000 price drop. Seller wants it SOLD! Tucked into one of Annapolis' best water-access condo communities, 794C Fairview Avenue offers the ideal blend of waterfront lifestyle and low-maintenance living. This impeccably kept one-bedroom, one-bath condo comes with a deeded 30-foot boat slip on the sought-after Back Creek—included in the condo fee and ready for your next adventure. The slip features a finger pier, making it easy to board and disembark. Not planning to boat? The slip can also be sold to a neighboring homeowner. Inside, the home is clean, bright, and move-in ready, with a full-size private deck that backs to trees—offering peace, privacy, and a daily dose of nature. The Severn House community brings even more to the table: a waterfront pool, kayak and paddleboard storage, easy access to Back Creek, and beautifully maintained grounds. And because the condo fee covers everything from groundskeeping to building insurance, this home really is maintenance-free. Enjoy a relaxed walk or bike ride to Eastport and all that downtown Annapolis has to offer—this is waterfront living without the hassle. Welcome to the Good Life!
#MDAA2124180

ANNAPOLIS

794 FAIRVIEW AVENUE C 794 C

1 Beds

1 Baths

756 Sq.Ft.

$329,900

MLS#: MDAA2124180

New on site today
Fully renovated in 2002, plumbing, electric, kitchen, baths, laundry on 2nd floor (bedroom level). Renovation provided excellent closet space, nice size kitchen, living room. Water view of College Creek from 2nd floor! Recorded plat and deed indicate the lot goes to the shores of College Creek! Laundry on 2nd floor (bedroom level). Walk-up floored attic is a bonus that can be finished or used for storage. Walk to downtown historic district, only 3 1/2 blocks to Calvert Street! Access to Rideout St in back beyond rear fence gate (see subdivision drawing).
#MDAA2128414

ANNAPOLIS

192 CLAY STREET

2 Beds

1 Baths

1,244 Sq.Ft.

$325,000

MLS#: MDAA2128414

Rare Opportunity – Serene .62-Acre Homesite Near Downtown Annapolis Build the custom home of your dreams on this peaceful, wooded .62-acre lot tucked away on a private gravel lane. With a flat topography, access to public sewer, and significant preliminary engineering already completed, this property offers a rare blend of natural beauty and readiness for development. Enjoy the tranquility of a quiet, wooded setting while staying just minutes from downtown Annapolis. You're close to shopping, dining, marinas, and cultural amenities—yet worlds away from the hustle and bustle.
#MDAA2117728

ANNAPOLIS

3268 KITTY DUVALL DRIVE

None Beds

None Baths

0.62 acres

$324,000

MLS#: MDAA2117728

This townhome in Fairwinds is a lovely gem in a community conveniently located near shopping, grocery, and restaurants. Newer paint and carpet, ready to move in. Open concept family and dining rooms. Kitchen features stainless appliances, granite counters and updated cabinets. Private patio with concrete spaces for dining outside as well as spaces to plant your favorite garden - gate access to parking in rear if you don't want to use the parking lot on Georgetown Rd. Storage shed attached to home with room for bicycles and personal items. The community has a pool, tennis court, and playground.
#MDAA2127212

ANNAPOLIS

7 GEORGETOWN COURT

3 Beds

1 Baths

1,086 Sq.Ft.

$314,900

MLS#: MDAA2127212

Welcome to Spa Cove Living! Discover affordable elegance in this beautifully updated 2-bedroom, 2-bath condo in the sought-after Landings at Spa Creek community. This move-in ready home offers the perfect blend of comfort, convenience, and Annapolis lifestyle. Wow Price at $305,000 with Low Condo Fee Includes Heat/Cooking, Water, Trash & Club House Amenities with short walk to Spa Creek Water Taxi Step inside to find a sunlit open floor plan, freshly painted interiors, and new carpet throughout. The chef’s kitchen features sleek quartz countertops, modern wood cabinetry, and stainless-steel appliances—ideal for entertaining or quiet nights in. The spacious living and dining areas open seamlessly to a private balcony with serene wooded and courtyard views. The primary suite is a true retreat with an updated full bath and dual vanities, while the large second bedroom boasts two closets and easy access to the hall bath and laundry. Additional highlights include reserved parking, two private storage units, and Gas Heat, Trash and Water included in the Condo Fee. At Spa Cove, you’ll enjoy resort-style amenities: Sparkling pool with Sunning Deck Clubhouse with Fireplace, Kitchen, and Library Nearby New Pickleball/Tennis Courts Walking Paths, Canoe/Kayak Storage, Boat Ramp & Pier Water Taxi Access to Downtown Annapolis Directly Across the Street, Truxtun Park offers 80+ Acres of Recreation—Hiking Trails, Ball Fields, Playgrounds, a Skate Park, and the brand-new 80,000 sq. ft. Recreation Center with Indoor Gym, Climbing Wall, and Fitness Facilities. All this Just Minutes from Downtown Annapolis, the City Dock, U.S. Naval Academy, Shopping, Dining, and Commuter Routes (Rt. 50 & I-97). Why rent when you can own in Annapolis for $305K! Don’t Miss this Opportunity—Schedule Your Private Showing Today and Experience the Best of Spa Creek Living!
#MDAA2125874

ANNAPOLIS

1004 PRIMROSE ROAD 203

2 Beds

2 Baths

1,020 Sq.Ft.

$305,000

MLS#: MDAA2125874

1 2 3 4
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

What is 3 + 4 ?

Reason for contacting?

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

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