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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
268
# of Listings
3
Avg # of Bedrooms
$429
Avg. $ / Sq.Ft.
$928,196
Med. List Price

Browse Annapolis Real Estate Listings

88 Properties Found. Page 2 of 6.

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.
#MDAA2130056

ANNAPOLIS

1217 HAMPTON ROAD

4 Beds

2 Baths

4,450 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
#MDAA2120506

ANNAPOLIS

730 CRISFIELD WAY

5 Beds

4 Baths

5,151 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.
#MDAA2123152

ANNAPOLIS

2175 GLENCREST CIRCLE - TAFT MODEL

4 Beds

2 Baths

3,480 Sq.Ft.

$849,990

MLS#: MDAA2123152

New on site 2 days ago
Back on the market and priced to sell!!! Welcome Home to spectacular 722 Coybay Drive! This elegant brick-front Colonial is located in the amenity-rich Kingsport community, offering both luxury and convenience. Featuring 5 bedrooms, 3 full baths, and 2 half baths, this home provides abundant living space, for you and all guests, and entertaining. Inside, enjoy a well-designed layout with spacious living areas, a gourmet kitchen, and refined finishes throughout. The primary suite is a true retreat with a luxurious bath, while additional bedrooms offer flexibility for home offices, hobbies, or guest rooms. Outside, the property boasts a beautifully maintained exterior and access to the community’s top-notch amenities, including a pool, trails, and recreational areas. Located close to shopping, dining, and commuter routes, this home perfectly blends elegance with everyday convenience. Downtown Annapolis is just a short walk or Uber ride away. Don't miss your chance to tour, schedule your showing today and experience the charm and sophistication of 722 Coybay Drive!

***The current owner had this home staged as a PT Air B&B getting $1000 per evening stay. Have an investor looking for luxury living in the Air B&B arena, look no further.***
#MDAA2132520

ANNAPOLIS

722 COYBAY DRIVE

5 Beds

3 Baths

5,387 Sq.Ft.

$824,999

MLS#: MDAA2132520

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.
#MDAA2129594

ANNAPOLIS

3123 ARUNDEL ON THE BAY ROAD - TAFT MODEL

4 Beds

2 Baths

3,480 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.
#MDAA2124628

ANNAPOLIS

2175 GLENCREST CIRCLE - GEORGETOWN MODEL

3 Beds

2 Baths

1,757 Sq.Ft.

$799,990

MLS#: MDAA2124628

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.

$799,000

MLS#: MDAA2112456

Nestled in the serene enclave of Rolling Knolls, this exquisite contemporary residence offers a harmonious blend of luxury and comfort, set against a backdrop of lush trees and tranquil woods. Spanning an impressive 0.85 acres, the property is a private retreat, perfectly situated at the end of a peaceful cul-de-sac, ensuring both seclusion and a sense of community. Step inside to discover an inviting open floor plan that seamlessly connects the living spaces, ideal for both entertaining and everyday living. Fully Remodeled 2025. Including  but not limited to a Brand new roof,Kitchen, Flooring, Appliances,Siding,Windows, bathrooms, and much much more! The well-appointed kitchen flows effortlessly into the dining area, creating a perfect setting for gatherings with loved ones. The layout is thoughtfully designed, featuring an entry-level bedroom that offers convenience and flexibility, while the formal dining room adds a touch of sophistication for special occasions. Retreat to the luxurious primary bath.  Additional bathroom features include a stall shower and a tub-shower combination, ensuring comfort and convenience for all. The fully finished basement presents endless possibilities, whether it be a home gym, entertainment area, or additional living space. With ample storage and a dedicated laundry area, this home is designed for modern living. Outside, the expansive lot is a nature lover's dream, with mature trees providing shade and privacy. The peaceful surroundings create a serene escape, perfect for enjoying morning coffee or evening sunsets. The oversized attached garage and private paved driveway offer ample parking and easy access. This property is not just a home; it's a lifestyle. Experience the tranquility of wooded views and the luxury of spacious living in a community that values privacy and nature. Embrace the opportunity to make this exceptional residence your own, where every detail has been crafted for comfort and elegance.
#MDAA2131464

ANNAPOLIS

524 RIDGE ROAD

4 Beds

3 Baths

2,944 Sq.Ft.

$799,000

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.
#MDAA2128698

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.
#MDAA2130058

ANNAPOLIS

110 MARQUISE LANE

3 Beds

2 Baths

2,942 Sq.Ft.

$769,000

MLS#: MDAA2130058

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!
#MDAA2127738

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 606

2 Beds

2 Baths

1,682 Sq.Ft.

$755,000

MLS#: MDAA2127738

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

$739,900

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

$739,900

MLS#: MDAA2018258

Welcome to the gated community of Chesapeake Harbour, offering a stress-free lifestyle!
This second-floor condo features two balconies. The large wrap-around balcony provides stunning views of the marina, while the second balcony, located off the kitchen, offers views of the bay.
Inside, the main level features an open-concept living area and a spacious kitchen with stainless steel appliances and abundant cabinet and counter space. The primary suite is also located on this level.
Up the beautiful spiral staircase, you will find a loft/bedroom and an additional sitting area.
Chesapeake Harbour provides residents with a swimming pool, tennis courts, a beach, and much more. You are also within walking distance of the marina, shopping, and restaurants.
#MDAA2131544

ANNAPOLIS

2106 CHESAPEAKE HARBOUR DRIVE 202

2 Beds

2 Baths

1,688 Sq.Ft.

$735,000

MLS#: MDAA2131544

Eastport Hidden Gem ! Walk to downtown annapolis .. Priced to sell . 
Welcome to this spacious 3-level home in the sought-after Ambridge community—one of the largest homes and lots in the neighborhood! This beautifully maintained 4-bedroom, 2.5-bath residence offers exceptional living space inside and out. Step inside to a gorgeous kitchen, a formal dining room, and a cozy fireplace perfect for gatherings. The fully finished basement includes a convenient kitchenette, ideal for guests or entertaining. A 1-car garage provides ample parking and storage. Outside, enjoy the massive hardscaped patio—a true backyard retreat. Perfectly located just minutes from Downtown Annapolis, major commuter routes Rt 50 & Rt 97, and the United States Naval Academy, this home combines comfort, space, and an unbeatable location. Don’t miss it!
#MDAA2129486

ANNAPOLIS

934 LANGDON COURT

4 Beds

2 Baths

3,648 Sq.Ft.

$725,000

MLS#: MDAA2129486

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