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
164
# of Listings
2
Avg # of Bedrooms
$502
Avg. $ / Sq.Ft.
$965,657
Med. List Price

Browse Annapolis Real Estate Listings

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67 Properties Found. Page 3 of 5.

Welcome to this beautifully updated 3-bedroom, 2.5-bath Colonial nestled in the highly sought-after Arundel on the Bay community in Annapolis. This sun-drenched home features a bright and open floor plan with contemporary doors and trim, new replacement windows, and gleaming hardwood floors throughout the main level. The gourmet kitchen is a chef’s delight, showcasing 42" white shaker cabinets, absolute black countertops, brand-new stainless-steel appliances, and direct access to a screened-in porch—perfect for relaxing or entertaining. Upstairs, you'll find three spacious bedrooms and two updated full baths. The primary suite offers a beautifully appointed custom shower designed for comfort and style. Located in a waterfront community, Arundel on the Bay provides an array of amenities including a private pier, boat slips, beach access, boat ramps, playground, and scenic walking trails. Enjoy a serene yet convenient lifestyle just minutes from downtown Annapolis, shopping, and top-rated restaurants, with easy commutes to Washington, D.C., and Baltimore.
#MDAA2127094

ANNAPOLIS

3410 NEWPORT AVENUE

3 Beds

2 Baths

1,654 Sq.Ft.

$650,000

MLS#: MDAA2127094

Welcome to 807 Eastern Point Road, a beautifully maintained home located in the highly sought-after 55+ community of Heritage Harbour in Annapolis. Set on a desirable corner lot with generous outdoor space and an extended driveway, this home offers a rare combination of flexible living, thoughtful updates, and a prime location within one of the area’s most amenity-rich communities. With 2,814 square feet of total living space, this home provides plenty of room to spread out and make it your own. The layout is both functional and inviting, designed to accommodate everyday comfort while still offering space for entertaining, hobbies, or future expansion. The main level welcomes you with a spacious, light-filled living room that immediately feels warm and inviting. Just beyond, a versatile secondary living area off the kitchen can serve as a formal sitting room, additional dining space, or a casual gathering area—giving you the flexibility to tailor the home to your lifestyle. The dining area flows into the kitchen, which features brand-new quartz countertops and convenient access to the one-car garage. One of the standout features of this home is the main-level bedroom and full bathroom, ideal for guests, multigenerational living, or a private home office. Step outside from the dining area onto the rear deck, perfect for morning coffee, outdoor meals, or simply enjoying the peaceful surroundings. Upstairs, you’ll find three comfortable bedrooms and two full bathrooms, all finished with brand-new carpet throughout the entire level. The upper floor provides a private retreat for rest and relaxation, with well-proportioned rooms and a layout that feels both practical and cozy. The unfinished basement spans the full footprint of the home, offering exceptional potential. Whether you envision a recreation space, home gym, workshop, or additional finished living area, this level provides a blank canvas to bring your ideas to life. The laundry is currently located here and can easily be reconfigured if desired. Additional highlights include a recently updated HVAC system, ample driveway parking, and a corner lot that provides extra yard space and a sense of openness rarely found. Living in Heritage Harbour means enjoying a vibrant, resort-style lifestyle. Residents have access to indoor and outdoor pools, a fitness center, tennis and pickleball courts, a nine-hole golf course, walking paths, water access for kayaking, a community lodge, and a wide range of clubs and social activities. All of this is just minutes from Annapolis’ historic district, the Naval Academy, shopping, dining, and major commuter routes. With its flexible layout, generous square footage, recent updates, and prime setting within Heritage Harbour, 807 Eastern Point Road offers an exceptional opportunity to enjoy comfort, convenience, and community—all in one place.
#MDAA2134648

ANNAPOLIS

807 EASTERN POINT ROAD

5 Beds

3 Baths

1,694 Sq.Ft.

$650,000

MLS#: MDAA2134648

Stunning Top Floor | Private Wooded Views | Designer Finishes Experience the perfect balance of high-end finishes and natural surroundings in this 6th-floor residence at The Reserve. This unit backs directly to woods, offering a level of privacy rarely found in a condo. Inside, authentic Brazilian cherry floors run throughout the living space, complemented by professionally installed custom closets that maximize storage and organization. A curated kitchen and spa-like bathrooms make this condo a one of a kind. Located in Heritage Harbour, a highly sought-after active 55+ community known for its social lifestyle, exceptional amenities and extremely convenient location. The secure building provides a quiet, safe community where you can relax and enjoy gorgeous sunsets in the sunroom or take advantage of the active community spaces. The Reserve delivers a refined, maintenance-free living experience in a secure picturesque setting. Enjoy the ease of luxury “lock-&- leave” living complete with deeded parking space and storage room, in the heart of Annapolis.
#MDAA2134680

ANNAPOLIS

940 ASTERN WAY 607

2 Beds

2 Baths

1,945 Sq.Ft.

$650,000

MLS#: MDAA2134680

Welcome to 709 Skippers Lane, a rare and versatile Live/Work townhome in the sought‑after Village Greens community—one of the only homes in the development offering this unique zoning flexibility. With 3,016 sq. ft. of beautifully finished space, this contemporary residence blends upscale living with the opportunity to operate a boutique business, studio, or professional office right from home. Step inside to discover a thoughtfully upgraded interior featuring designer touches, abundant natural light, and an open-concept layout ideal for modern living. The gourmet kitchen, spacious dining area, and inviting living room create a warm and functional environment perfect for everyday comfort or entertaining. The home offers three spacious bedrooms, two full baths, and two half baths, including a serene primary suite with generous closet space and a well-appointed en‑suite bath. Every level has been meticulously maintained, reflecting pride of ownership throughout. A new AC unit was installed in Oct 2025. The garage is painted and that floor has high temp epoxy. The street-level commercial space—previously home to a boutique yarn and knitting shop—opens the door to endless possibilities. Whether you envision a specialty retail shop, creative studio, office, or an expanded living area, this flexible zone empowers you to live, work, and play without compromise. Perfectly positioned just minutes from historic downtown Annapolis, major commuter routes, shopping, dining, and the waterfront, this home offers the ideal blend of convenience and charm.
#MDAA2132646

ANNAPOLIS

709 SKIPPERS LANE

3 Beds

2 Baths

3,016 Sq.Ft.

$649,999

MLS#: MDAA2132646

HAPPY NEW YEAR!! WELCOME HOME TO YOUR beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip & Waterfront Pool.This 3-bed, 2-bath end-unit condo in sought-after Severn House Condominiums blends coastal charm with modern luxury. Nearly every detail has been refreshed or rebuilt—new electrical, premium hardwood flooring throughout, added in-unit laundry, and a fully renovated kitchen featuring butcher-block countertops, stainless-steel appliances, gas range with vent hood, built-in microwave, and designer recessed lighting throughout the home. Custom built-ins include a butler’s pantry and laundry cabinetry for smart, hidden storage.A full wall of sliding glass doors opens to a spacious deck offering peaceful seasonal views of Back Creek. The residence also includes a large deeded basement storage unit.Enjoy exclusive ownership of a deeded deep water 30+ foot boat slip—one of the few in Annapolis with direct vehicle access, allowing you to drive right to the dock for easy loading and unloading.Located in the heart of Eastport, Severn House offers a waterfront pool, beautifully maintained grounds, and the area’s most protected deep-water marina. Sidewalks lead to Downtown Annapolis, the U.S. Naval Academy, and the city’s famed restaurants and shops.This turnkey waterfront condo perfectly balances luxury, comfort, and location—schedule your private showing today.
#MDAA2133864

ANNAPOLIS

755 FAIRVIEW AVENUE 755 D

3 Beds

2 Baths

1,295 Sq.Ft.

$639,950

MLS#: MDAA2133864

Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere ideal for gatherings or quiet evenings. The primary suite features a generous walk-in closet and a spa-style bath with high-end finishes. Additional features include a full-size washer and dryer, included window treatments, ample storage, and reserved parking. As part of the new Element at Mill Creek community, you’ll enjoy low condo fees, resort-style amenities, and the ease of low-maintenance living in a brand-new home. Inquire today about available floor plans and pricing—your perfect new home is waiting!
#MDAA2134484

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 112

2 Beds

2 Baths

1,621 Sq.Ft.

$624,410

MLS#: MDAA2134484

*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

Welcome to 102 Vanguard Lane, an elegant gated community offering a home with refined finishes and comfort in the heart of Annapolis. Rich hardwood floors throughout the main level, while the kitchen impresses with granite countertops and a brand-new refrigerator. Custom plantation shutters & blinds; upgraded lighting & more! Exterior w/ Hardiplank siding & beautiful deck off kitchen that includes an amazing indoor/outdoor fireplace! This beautifully updated home showcases brand-new paint and new carpet throughout, creating a pristine, move-in-ready experience. Thoughtfully refreshed and designed for both everyday luxury and memorable gatherings, this home offers an exceptional lifestyle just minutes from Annapolis dining, shopping, and waterfront attractions. A rare opportunity to enjoy comfort, style, and location—all in one exceptional property.
#MDAA2134520

ANNAPOLIS

102 VANGUARD LANE

4 Beds

3 Baths

2,000 Sq.Ft.

$600,000

MLS#: MDAA2134520

New snow storm price! Welcome home to this spacious four bedroom, two full bath colonial in sought after Cape St Claire situated on a corner lot. This property is ready for you to move right in. Walk onto original hardwood floors in the living room at the entry, with a cozy wood burning fireplace and pass through to the kitchen, hardwoods are also on the other side of the main level in the dining and family rooms. The kitchen has French doors leading to the sunroom and there's a full bath to finish off the main level. Upstairs find four bedrooms, all with brand new carpet, and a full bath with new flooring as well. The basement is waiting for someone to finish it to their needs and taste, and does have an areaway walkout to the backyard. Out back find a fully fenced yard, with secure parking inside the sliding gate. A huge deck and level yard are great for entertaining.---HVAC replaced in 2022 roof replaced in 2023.******* Cape St Claire amenities include, beaches, fishing/crabbing pier, boat ramp, playgrounds, marina, & more.*** Broadneck School District.*** Close to shops and restaurants. ***Mins from Downtown Annapolis, and easy access for commuter routes to Washington, Baltimore, and close to Ft Meade.----- Great location, minutes from downtown Annapolis, and good commuter location with quick access to Rt 50 & I-97 close to Washington or Baltimore
#MDAA2134016

ANNAPOLIS

1207 HAMPTON ROAD

4 Beds

2 Baths

2,412 Sq.Ft.

$599,000

MLS#: MDAA2134016

Big price reduction for this beautifully maintained 3 level end unit garage townhome in the sought after community of Admirals View. This sunny and spacious 3 BR, 4 BA residence offers the perfect combination of comfort, style and convenience. Step inside to find gleaming hardwood floors on lower and main levels, complemented by neutral carpeting on the upper level. The bright, open kitchen features granite countertops, stainless steel appliances, abundant cabinetry, laundry, and a French door leading to the deck, ideal for morning coffee. Thoughtful details are found throughout including elegant millwork, decorative windows and custom window treatments. The lower level provides additional living space and gas fireplace, perfect for a family room, home office or guest area. Situated in a quiet, secluded townhome community yet conveniently located off Admiral Cochran Drive, this home offers easy access to commuter routes, shopping, dining and all that Annapolis has to offer. A rate opportunity to own a stylish, well appointed home in a prime location. Don't miss out.
#MDAA2131964

ANNAPOLIS

328 BULWARK ALLEY

3 Beds

2 Baths

2,000 Sq.Ft.

$598,500

MLS#: MDAA2131964

Waterfront living at its finest. Welcome to this marina-front gem in the highly sought-after, 24-hour gated Chesapeake Harbour community. This beautifully renovated 1-bedroom, 1.5-bath terrace-level condo offers effortless coastal living paired with resort-style amenities and some of the most breathtaking views in Annapolis. Seller will hold a private note. Completely rehabbed from top to bottom, this home features all-new flooring, fresh paint, updated electrical fixtures and lighting, and full renovations of the kitchen, bathrooms, and separate laundry room. The kitchen shines with brand-new stainless-steel appliances (with warranties in place) and allows the buyer to select a few personal finishing touches. The buyer can still choose kitchen cabinet hardware, Bathroom Mirrors, and master bathroom light, stove cook top to be repaired/replaced. Storm Door screens and blinds to be repaired/replaced. Please be sure to register at the main gate- combo will be supplied after the showing is scheduled. Home Warranty is negotiable. From the updated kitchen or your private patio, enjoy sweeping marina views stretching all the way to the Bay Bridge. Take in unforgettable sunrises and sunsets, watch boats glide by, and admire the Bay Bridge glowing at night—all set to the soothing rhythm of the Chesapeake Bay. Chesapeake Harbour Amenities Include: On-site dining at Beacon Waterfront Galley & Bar Two bay-view swimming pools and a private sandy beach Scenic walking and biking trails Fishing piers, kayak launch, tennis and pickleball courts, playgrounds, and picnic areas EV charging stations, ample parking, and 24-hour gated security Chesapeake Harbour Marina features 81 wet slips with water, electric, WiFi, and a full-service yacht facility Ideally located just minutes from Historic Downtown Annapolis with easy access to Baltimore and Washington, D.C., Chesapeake Harbour is a true waterfront hidden gem. This exceptional home offers the perfect blend of luxury, lifestyle, and convenience. Don’t miss the opportunity to own one of the premier marina-view residences in Chesapeake Harbour.
#MDAA2131520

ANNAPOLIS

7036 HARBOUR VILLAGE COURT T1

1 Beds

1 Baths

1,000 Sq.Ft.

$594,000

MLS#: MDAA2131520

Welcome to 2707 Judson Place in Riva Woods. This inviting home sits on a private, fenced corner lot in one of Annapolis’s most peaceful communities. Thoughtfully updated, it offers spacious indoor living and a modern outdoor retreat. Inside, two large open living areas feature hardwood floors and abundant natural light. The kitchen includes stainless steel appliances, pantry storage, and a cozy eat-in nook framed by big front windows. A 21x21 heated sunroom adds versatility, perfect for a gym, playroom, workshop, or studio. Upstairs, three bedrooms and two full baths provide comfort and flexibility. The primary suite offers a walk-in closet and custom built-in storage. The lower level provides another bright gathering space with direct access to the backyard. Outside, a brand-new two-level patio creates a perfect setting for entertaining or relaxing, while simplified landscaping adds beauty with minimal upkeep. Highlights include energy-efficient windows, a newer roof with upgraded gutters, two floored attics for storage, and ample driveway parking. Conveniently located near schools, shopping, dining, and Historic Annapolis, this home combines everyday ease with a tranquil setting. With a voluntary HOA, 2707 Judson Place is ready to welcome its next owners.
#MDAA2126274

ANNAPOLIS

2707 JUDSON PLACE

3 Beds

2 Baths

2,156 Sq.Ft.

$590,000

MLS#: MDAA2126274

Lovely and spacious 3-bedroom townhome in the sought-after Admirals View community! This beautifully maintained home features 2 full baths and 2 half baths, a gourmet kitchen with granite countertops, stainless steel appliances, double ovens, and an extra-large pantry. Enjoy effortless indoor/outdoor living with a deck off the kitchen, perfect for grilling and entertaining. The open main level offers gorgeous hardwood floors, a gas fireplace, and a large family room filled with natural light. The upper level includes a generous primary suite with a soaking tub, huge walk-in closets, built-ins, and a California Closet system for exceptional organization. Additional highlights include a new washer and dryer, an attached garage, and abundant storage throughout. Ideally located minutes to downtown Annapolis and close to major highways including Rt. 97 and Rt. 50, offering an easy commute to D.C., Baltimore, and surrounding areas. Truly a fantastic opportunity to own in one of the area’s most desirable locations!
#MDAA2132398

ANNAPOLIS

321 BULWARK ALLEY

3 Beds

2 Baths

2,000 Sq.Ft.

$585,000

MLS#: MDAA2132398

Elegant brick and siding split-foyer residence offering 4 bedrooms and 3 renovated full bathrooms on a beautifully sized 0.21-acre lot. The thoughtfully designed upper level features a sun-filled living room, formal dining area, well-appointed brand new kitchen with new appliances, and seamless access to the rear deck—perfect for refined indoor-outdoor living. Three spacious bedrooms and two full baths complete the main level. The lower level is highlighted by a private primary suite with a generously renovated full bathroom, providing an ideal owner’s retreat or guest quarters, along with a spacious family/recreation room, laundry area, and mechanical room. Luxury vinyl flooring extends throughout both levels, complemented by windows in excellent condition. Major updates include the roof and HVAC system. Serviced by well and public sewer. A well-maintained home offering comfort, privacy, and timeless appeal.
#MDAA2134820

ANNAPOLIS

721 FAIRWAY DRIVE

4 Beds

3 Baths

1,820 Sq.Ft.

$585,000

MLS#: MDAA2134820

Location Location location!! Modern rancher style home located near everything Annapolis has to offer! It's just minutes to Downtown Annapolis. The House is much bigger than it looks. A beautiful fenced in backyard with a composite decking awaits for outdoor entertaining. This house also features 5 bedrooms and two full bath. This home is almost 2,000 sf. finished. Entire home was fully renovated in 2025. The finished basement features a laundry room, family room, 2 spacious bedrooms, and one full bathroom. The whole top level features 3 bedrooms, one full bath, open concept style kitchen with island that opens to the dining space and large living room. New HVAC, plumbing and electrical system. Move-in ready, fully furnished!! This home really offers a wonderful opportunity to enjoy Annapolis living — just minutes from shopping, dining, and commuter routes.
#MDAA2130284

ANNAPOLIS

1002 TYLER AVENUE

5 Beds

2 Baths

1,920 Sq.Ft.

$580,000

MLS#: MDAA2130284

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