Annapolis MD Homes for Rent
- Type:
- Townhouse
- Sq.Ft.:
- 1,496
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.09 Acres
- Year built:
- 1977
- Baths:
- 3.00
- MLS#:
- MDAA2131320
- Subdivision:
- Whispering Woods
ADDITIONAL INFORMATION
Welcome to this bright and spacious end-unit townhome in Whispering Woods. Fresh paint and brand-new carpet set the stage for a welcoming feeling as soon as you walk in. The new roof (to be installed by December 19th) will bring peace of mind for years to come. On the main level, the home opens up beautifully. The large kitchen offers plenty of room to cook, gather, and enjoy casual meals at the counter and adjacent dining area. The living room is warm and welcoming, anchored by a wood-burning fireplace that makes the whole level feel cozy. The back patio provides ample space for relaxing and barbecuing. The location truly works for any lifestyle. Just off US-50 and Bay Dale Road, you can reach Baltimore, Washington, the Bay Bridge, the Eastern Shore, and all the best parts of Annapolis with ease.
$974,990
106 Stilly Way Annapolis, MD 21403
- Type:
- Single Family-Detached
- Sq.Ft.:
- 4,594
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.15 Acres
- Baths:
- 5.00
- MLS#:
- MDAA2125928
- Subdivision:
- Parkside Preserve
ADDITIONAL INFORMATION
This stunning home is move-in ready and boasts high-end upgrades throughout. It features a first-floor owner's suite, plus three additional bedrooms on the second level, along with two full bathrooms and a spacious loft. The gourmet kitchen is a chef’s dream, complete with custom cabinetry and an open-concept design. The impressive two-story family room with soaring ceilings creates a dramatic focal point, while the finished basement rec room, featuring a wet bar with a refrigerator and sink, is perfect for entertaining. Experience luxury living at its finest—schedule your tour today! Photos for illustration purposes only. Agent must attend first visit.
$1,595,000
48 Murray Avenue Annapolis, MD 21401
- Type:
- Single Family-Detached
- Sq.Ft.:
- 2,580
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.08 Acres
- Year built:
- 1900
- Baths:
- 4.00
- MLS#:
- MDAA2129582
- Subdivision:
- Murray Hill
ADDITIONAL INFORMATION
Thoughtfully updated home, preserving the character and charm of Murray Hill while offering the comfort, efficiency, and style of new construction. 4 Bed 3.5 Bath 2,580 Sf 3,340 Sf Lot Large Backyard 1 Parking Space Home: Full Gut Renovation, Open Main Living Layout, Custom Tiled Wood Burning Fireplace w/ Mantle, Large Jeld-Wen Windows w/ Lots of Natural Light Throughout, Recessed LED Lighting Throughout, 9 Ft Ceilings, Hard Wired Security System, Klipsch Built-In Speaker System, Dual Zoned High Efficiency Carrier HVAC w/ Ecobee Smart Thermostat, High Efficiency Heat Pump Water Heater, Closets w/ Custom Built-Ins, Elfa Closet System in Primary Suite, Original Heart Pine Hardwood Flooring Throughout First Floor, Laundry Closet w/ Custom Built-Ins & LG Full Size Washer & Dryer, Powder Bath on Main level, Bluestone Entrance Sidewalk & Steps, Rear Property Access from Morris Street Kitchen: Large Island w/ Storage & Seating for 3, Ample Cabinetry w/ Soft-Close Hardware, Built-In Custom Pantry, Gloss Tile Backsplash, Quartz Countertops, Brushed Brass Finishes, Kitchen Aid Stainless Steel Appliances, French Door Refrigerator, Induction Range w/ Zephyr Exhaust Hood, Full-Size Dishwasher, Built-In Microwave Drawer Baths: Frameless Glass Enclosed Shower w/ Separate Handheld Shower Head, Built-In Niche, Separate Soaking Tub & Large Double Vanity in Primary Suite, Quartz Topped Vanities w/ Storage, Tiled Shower Walls & Flooring Basement: Rear Yard Access, Private Backyard Entrance, Family Room w/ Wet Bar, Wine Fridge, & Floating Shelves, Additional Bedroom & En Suite Bathroom w/ Glass Enclosed Shower Neighborhood: Murray Hill is one of Annapolis’ most sought-after neighborhoods, known for its tree-lined streets, classic architecture, and easy walkability to downtown. With Spa Creek on one side and City Dock just a short stroll away, residents enjoy a perfect blend of historic charm and a waterfront lifestyle.
- Type:
- Single Family-Detached
- Sq.Ft.:
- 1,176
- Status:
- Active
- Beds:
- 2
- Lot size:
- 0.08 Acres
- Year built:
- 1920
- Baths:
- 2.00
- MLS#:
- MDAA2128698
- Subdivision:
- Eastport
ADDITIONAL INFORMATION
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.
- Type:
- Condo
- Sq.Ft.:
- 1,732
- Status:
- Active
- Beds:
- 2
- Year built:
- 2007
- Baths:
- 2.00
- MLS#:
- MDAA2128398
- Subdivision:
- Four Seasons
ADDITIONAL INFORMATION
Come Home for the Holidays! New Price-- Let's Make A Deal!!! Fall in love with this inviting 2-bedroom condo featuring a cozy office, 2 bathrooms, and 1732 SF of beautiful space. Enjoy high ceilings, oversized windows, and elegant crown moldings. The kitchen, with its 42" cabinets, granite counters, and stainless steel appliances, is a dream. The primary bedroom offers a charming bay window, walk-in closet, and dual vanity bathroom. Guests will feel at home in the second bedroom and full bath. The versatile office can be your sanctuary. Relax on the main-level patio with green space perfect for pets. The spacious garage is oversized and provides additional storage space. Enjoy this warm and vibrant Four Seasons St. Margarets community. Connect with friends with weekly games, clubs, and holiday parties. Work out at the gym located in the community center or swim laps in the outdoor pool. A convenient location your new home is near walking trails, stores, restaurants, and just 12 minutes from downtown Annapolis.
$1,175,000
412 Jefferson Street Annapolis, MD 21403
- Type:
- Single Family-Detached
- Sq.Ft.:
- 2,631
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.12 Acres
- Year built:
- 2005
- Baths:
- 3.00
- MLS#:
- MDAA2127072
- Subdivision:
- Eastport
ADDITIONAL INFORMATION
Beautifully Appointed Eastport Home. Conveniently located in the heart of Eastport, Annapolis, this newer home offers the perfect blend of style, comfort, and walkability. Set on a premium corner lot, the property features a desirable detached garage and wonderful curb appeal. The main level showcases an open floor plan anchored by a gourmet kitchen with granite countertops, stainless steel appliances, and custom cabinetry with crown molding. A private office provides the perfect space for working from home, while the formal dining room is ideal for hosting dinners. The sitting room across from the office offers an inviting retreat—perfect for curling up with your favorite book or simply unwinding in comfort. A spacious family room with a gas fireplace is the perfect gathering space, complemented by a full bathroom for added convenience. Gleaming wood floors run throughout, tying the spaces together with warmth and elegance, while a wet bar and expansive deck extend the home’s entertaining potential outdoors. Upstairs, the luxurious primary suite boasts a sitting area and spa-like bath, offering a private retreat at the end of the day. Two additional ample-sized bedrooms and another full bathroom provide comfort and flexibility for family or guests, while the conveniently located upper-level laundry makes everyday living a breeze. An unfinished basement with rough in could be finished with a recreation room, bedroom and a full bathroom. Endless possibilities. With easy access to Eastport’s vibrant restaurants and just a short walk to downtown Annapolis, this home is a must-see for those seeking both convenience and elegance.
$1,175,000
13 Elliott Road Annapolis, MD 21403
- Type:
- Single Family-Detached
- Sq.Ft.:
- 3,292
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.23 Acres
- Year built:
- 2025
- Baths:
- 4.00
- MLS#:
- MDAA2123968
ADDITIONAL INFORMATION
Perfectly situated just minutes from the heart of Downtown Annapolis, yet tucked away for privacy, this 4 br, 3.5 bath NEW CONSTRUCTION coastal inspired home with a 2 car garage and optional detached guest cottage by Whitehall Building & Company offers the best of both worlds—convenience and tranquility. With over 3,400 square feet of finely crafted living space across three levels, every detail has been thoughtfully designed to deliver both comfort and sophistication. Step inside and be greeted by soaring 10-foot ceilings, expansive wide-plank flooring, and an open-concept layout ideal for both everyday living and elegant entertaining. The chef’s kitchen is the centerpiece of the home, featuring a grand center island, quartz countertops with matching backsplash, premium stainless steel appliances, and abundant storage. Flowing seamlessly into the breakfast area and spacious family room, this home is designed for hosting unforgettable gatherings. A versatile flex room offers the perfect space for a formal dining room, private home office, or cozy reading retreat. Additional main-level highlights include a custom mudroom, walk-in pantry, and stylish powder room. The upper level is a true sanctuary, boasting a luxurious primary suite with a generous walk-in closet and spa-inspired bath complete with dual vanities, a frameless glass shower, and a freestanding soaking tub. Two additional bedrooms share a beautifully appointed guest bath, while a convenient second-floor laundry room adds ease to daily living. The lower level provides endless possibilities, including a spacious recreation room, full bath and optional 5th bedroom—perfect for overnight guests or extended family. For those seeking even more flexibility, an optional detached guest house is available, offering a private one-bedroom suite with full bath, living room, and kitchenette—an ideal space for visitors, multigenerational living, or an au pair. All of this in an enviable location just minutes from the U.S. Naval Academy, fine dining, boutique shopping, waterfront attractions, and major commuter routes. Don’t miss the opportunity to personalize your finishes and create the luxury home of your dreams in the heart of Annapolis. Permits are almost fully approved and delivery of your new home is only 8 months away.
$3,950,000
411 Ridgely Avenue Annapolis, MD 21401
- Type:
- Single Family-Detached
- Sq.Ft.:
- 5,950
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.68 Acres
- Year built:
- 1996
- Baths:
- 5.00
- MLS#:
- MDAA2115056
- Subdivision:
- West Annapolis
ADDITIONAL INFORMATION
Coveted West Annapolis Waterfront property with deep water floating dock! Recently updated with fresh paint, refinished floors and new carpeting throughout. Experience elegance and grace in this stunning 4 story home that is sure to captivate. The contemporary architecture and voluminous spaces mixed with traditional finishes and floor plan creates a wonderful combination. Expertly designed and built additions include the glass enclosed lanai with elevator and guest room above in 2006, Living room, 2 car garage and bird's nest with balcony completed in 2009, gourmet Kitchen was expanded and beautifully updated in 2015. Upon entry, the soaring foyer is awe-inspiring and the elegant living room, with built-in bar, sets the tone. With 3 custom bars and multiple gathering areas, this home is perfect for entertaining. The gourmet kitchen is a chef's dream, featuring a large island and top-of-the-line finishes and breakfast nook, which flows seamlessly into the spacious family room with walls of windows overlooking Weems Creek. The adjacent library/den boasts mahogany built-ins and flooring, gas fireplace and views; a perfect place to curl up with a book. This home offers three ensuite bedrooms for ultimate comfort and privacy. The master bedroom is a sanctuary with a vaulted ceiling, custom built-ins, enormous walk in closet for 2 and the best views in the house. Wake up every morning and enjoy the activity on the sparkling waters of the creek and the Severn River. The spacious guest room suite with glass breezeway from the main house boasts an elevator directly into the room, creating a truly private oasis for guests and family. This floor also includes an additional bedroom or theater room with adjacent hall bath; providing flexible living options. The fourth floor features a unique bird's nest with elevator access and a wrap-around deck offering panoramic views of Weems Creek and the Severn River. With three elevators throughout the house, accessibility to all four levels is effortless. The exquisite sunroom with folding glass doors epitomizes indoor/outdoor living. Simply open 2 sides of the room to the outdoors and let the party flow onto the sprawling rear deck. The wrap-around IPE deck and multiple level seating areas are ideal for taking in the incredible views from every vista. The lush landscaping and stone stairs lead to the water's edge and the private pier with deep-water floating dock with multiple slips can accommodate a 50ft yacht. Be sure to not miss the stone patio on the way down; ideal for relaxing as the sun sets. This property truly captures the essence of waterfront living by blending luxury and comfort in an unparalleled setting. Welcome Home!
$1,400,000
133 Lake View Drive Annapolis, MD 21403
- Type:
- Single Family-Detached
- Sq.Ft.:
- 4,308
- Status:
- Active
- Beds:
- 5
- Lot size:
- 0.33 Acres
- Year built:
- 2002
- Baths:
- 5.00
- MLS#:
- MDAA2131598
- Subdivision:
- Hillsmere Estates
ADDITIONAL INFORMATION
Absolutely transformed with a recently completed interior remodel this stunning contemporary home boasts panoramic water views across Lake Hillsmere and out to the South River; located in the coveted Hillsmere Shores community. With 5 bedrooms that all provide newly updated private baths, over 4,000 sqft of living space, 9'+ ceilings, freshly renovated first floor office, multiple decks including a unique, spacious 360 sqft roof garden accessed from the third floor bedroom suite and lounge area, this home is perfect for entertaining gatherings large or small. Enjoy the captivating views from almost every room! The brand new beautifully designed and appointed gourmet Kitchen features leathered countertops, stylish backsplash, high end appliances and fabulous butcher block island. A conveniently located main level Bedroom suite with full bath provides flexibility for one level living. The luxurious Primary bedroom suite includes a large adjacent living space with panoramic uninterrupted water views and fireplace. The private balcony is the perfect location to unwind and watch the sunset over the South River and the luxurious primary bath is sure to please with 2 sinks, soaking tub, walk-in shower and large walk-in closet with windows offering natural light. The thoughtful layout and design throughout the home captures both an abundance of natural light and takes advantage of the views, while the open floor plan and gourmet Kitchen makes daily life and entertaining easy. Abundant outdoor living space including the wrap around porch, roof deck and covered balcony along with the backyard creates a private sanctuary within the community. Tucked in on a quiet street just a stroll away from the many community and surrounding amenities including the neighborhood Marina and boat ramp, community pool, community beach with pavilion, playground and picnic area, close proximity to public/private schools, restaurants/shopping and Quiet Waters Park with over 300 acres of beautiful parkland featuring trails winding through forests and grasslands, summer concerts and winter ice skating; year-round activities are always readily available. Additionally, it is conveniently located to access Downtown Annapolis, head over the Bay Bridge to the Eastern shore or jump on Rt. 50 to get back to Washington, D.C. Annapolis living at its best. Welcome Home!
- Type:
- Single Family-Detached
- Sq.Ft.:
- 2,317
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.88 Acres
- Year built:
- 1964
- Baths:
- 3.00
- MLS#:
- MDAA2130062
- Subdivision:
- Annapolis
ADDITIONAL INFORMATION
Sale includes brick rancher and 2 separate parcels - 341 and 343 Dubois Rd - totaling 1.3 acres. Located in picturesque and highly desirable Annapolis, MD, this property presents a range of possibilities depending on your vision. Potential uses include: 1) renovate the current structure - all brick rancher +/- 2,000 sqft included in the sale - HOME NEEDS TOTAL RENOVATION and will not pass conventional financing appraisal/condition requirements 2) demo the current structure and build one large home spanning both lots or 3) complete subdivision process with AA County and potentially build one home on each lot. Buyer to complete their own due diligence and confirm all potential uses. Multiple current, successful perc tests have been completed. Extensive engineering has been completed by current owner to build one large estate home on both parcels. Property sold strictly AS-IS. Lot lines in photos are approximate and not meant to represent a survey or exact boundaries. Potential to-be-built home listed under MDAA2129980. Call listing agent with questions.
- Type:
- Townhouse
- Sq.Ft.:
- 1,792
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.03 Acres
- Year built:
- 1999
- Baths:
- 4.00
- MLS#:
- MDAA2129732
- Subdivision:
- Annapolis Walk
ADDITIONAL INFORMATION
Nestled in the charming Annapolis Walk community, this delightful townhouse offers a perfect blend of comfort and modern living. With 1,792 square feet (excl. the lower level) of thoughtfully designed space, the layout has a welcoming, warm and inviting atmosphere. Step inside to discover a spacious entry foyer, garage access and an en-suite bedroom/rec room that leads to the fenced rear yard. As you enter the middle level, you'll be amazed at the open floorplan and spacious room sizes for everyday living. The cozy living area featuring a gas fireplace is perfect for gathering with loved ones on chilly evenings with deck access for outdoor entertainment. The open layout seamlessly connects the living room to the dining area, creating an inviting space for entertaining or simply enjoying everyday life. Large windows fill the home with natural light, enhancing the welcoming ambiance. The kitchen is a functional haven, ready for culinary adventures. Ample counter space and cabinetry provide plenty of room for meal prep, storage and a kitchen table, making it easy to whip up your favorite dishes. This home boasts four spacious bedrooms, providing plenty of room for relaxation and personalization. The primary suite is a true retreat, featuring a built in corner fireplace and a full bathroom for added privacy and convenience. Each additional bedroom offers versatility, whether you envision a guest room, home office, or playroom. With three full bathrooms and an additional half bath, morning routines and guest visits are a breeze. The convenience of an attached garage with inside access adds to the ease of daily living, while the paved driveway ensures ample parking for you and your guests. The community amenities, including a clubhouse and playground, provide opportunities for recreation and socializing, enhancing the sense of community. Outside, the low-maintenance vinyl siding allows you to spend more time enjoying your home and less time on upkeep. This home offers just the right amount of outdoor space for gardening or relaxing without the burden of extensive maintenance. This home is not just a place to live; it's a place to create lasting memories. Experience the comfort and convenience of Annapolis Walk, where every detail has been designed with your needs in mind. Don't miss the opportunity to make this charming townhouse your own! This property is convenient to all that Annapolis has to offer.
- Type:
- Single Family-Detached
- Sq.Ft.:
- 1,002
- Status:
- Active
- Beds:
- 2
- Lot size:
- 0.34 Acres
- Year built:
- 1991
- Baths:
- 1.00
- MLS#:
- MDAA2124512
- Subdivision:
- Cape St John
ADDITIONAL INFORMATION
Step into an unparalleled opportunity to own a piece of Cape St. John — all for under $500,000! This rare gem offers the perfect blend of coastal charm, modern upgrades, and an enviable location in one of the area’s most beloved waterfront communities. Welcome to your dream retreat! Just a short stroll from your door, you’ll find one of the community’s best private beaches, complete with a sandy shoreline, kayak storage, boat ramp, designated swimming area, and dock along the majestic South River. This home packs a big punch for its price, featuring numerous upgrades on a beautifully maintained and usable .34-acre lot with seasonal water views. Imagine sipping your favorite beverage on the inviting front porch, surrounded by mature trees that provide privacy and a serene landscape setting. Location couldn’t be better — just minutes from Mike’s Crab House, Routes 50 and 97, and only 15 minutes from historic Annapolis, while shopping and everyday conveniences are just a short drive away. Why settle for a townhouse when you can have a private lot and single-family home, with multi-million-dollar waterfront estates just a few houses down? Don’t let this rare opportunity slip away — Cape St. John living awaits!
- Type:
- Condo
- Sq.Ft.:
- 756
- Status:
- Active
- Beds:
- 1
- Year built:
- 1965
- Baths:
- 1.00
- MLS#:
- MDAA2124180
- Subdivision:
- Severn House
ADDITIONAL INFORMATION
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!
$1,375,000
1028 Sandpiper Lane Annapolis, MD 21403
- Type:
- Single Family-Detached
- Sq.Ft.:
- 2,552
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.22 Acres
- Year built:
- 1983
- Baths:
- 3.00
- MLS#:
- MDAA2125124
- Subdivision:
- Quay Harbour Community
ADDITIONAL INFORMATION
Stunning Waterfront Home with Private Pier and Direct Access to the Chesapeake Bay! This beautiful waterfront property is one of only 16 homes in the exclusive Quay Harbor community. Residents enjoy amenities like a tennis/pickleball court, overflow parking, a central gazebo, and a private, tree-lined entrance. The home offers tranquil water views and a private pier equipped with a 12,500 lb boat lift, water, and electricity—just minutes by boat from downtown Annapolis. Lovingly updated by its current owners, this home perfectly blends comfort, quality, and coastal charm. Key Features Include: Hardiplank siding and a 2-car garage, New Carrier Infinity Series 4-ton heat pump (2024), Brazilian Cherry hardwood floors and remodeled baths, Updated kitchen with water views and stainless steel appliances, including a double wall oven, microwave, warming drawer, gas cooktop, dishwasher, and a reverse osmosis system for drinking water. Kitchen opens to a relaxing deck with an awning, perfect for enjoying water views. Family room with gas fireplace and water views and deck access! Two-story foyer and open living and dining rooms! Convenient main-level laundry room! Upstairs, the spacious owner’s suite features vaulted ceilings, a walk-in closet, an updated bath, and additional storage. Start your mornings on the private waterfront coffee deck—an ideal spot to watch the sunrise. The home is fee simple and seller maintains home, yard, and pier. Condo association maintains road, sewer, tennis courts, extra parking and gazebo. Nestled on a quiet cul-de-sac in a picturesque community, this home offers the perfect combination of peaceful living and easy access to all that Annapolis has to offer. Convenient to Baltimore, Washington DC, Ft. Meade, and Andrews AFB too!
- Type:
- Single Family-Detached
- Sq.Ft.:
- 3,718
- Status:
- Active
- Beds:
- 5
- Lot size:
- 0.65 Acres
- Year built:
- 2018
- Baths:
- 5.00
- MLS#:
- MDAA2127002
ADDITIONAL INFORMATION
Experience timeless elegance in this exceptional colonial home, built in 2018 and sited on over two-thirds of an acre with protected conservation land ensuring lasting privacy. Thoughtfully and tastefully updated to reflect modern styles, every detail of this residence exudes sophistication, from its open floor plan to its refined finishes and light-filled interiors. The main level showcases a stunning great room with fireplace, a chef’s kitchen designed for culinary excellence with a quartz-topped island, custom cabinetry, generous eat-in space, a powder room, and a beautifully designed custom bar area perfect for entertaining. Upstairs, the lavish primary suite is a true retreat with a spa-inspired bath featuring a large shower and soaking tub, dual vanities, and two expansive custom walk-in closets. Three additional bedrooms and two full baths complete the level. The finished lower level offers a private guest suite with full bath and an expansive recreation space ideal for gatherings. Step outside to a resort-style sanctuary: a heated gunite saltwater pool with tanning ledge, integrated spa with cascading waterfall, retractable awning over the deck, and extensive hardscaping and landscaping. Additional features include an in-ground trampoline, playground, a large fully fenced and irrigated lawn, and a sizable custom shed for extra storage. An oversized attached two-car garage provides both practicality and convenience. Perfectly located - just a three-minute walk to Hillsmere Elementary, three miles from Historic Downtown Annapolis, and offering effortless access to Route 50, I-97, BWI, Fort Meade, and Washington, DC - this property seamlessly combines elegance, privacy, and convenience. Welcome Home!
$8,750,000
125 S Winchester Road Annapolis, MD 21409
- Type:
- Single Family-Detached
- Sq.Ft.:
- 11,269
- Status:
- Active
- Beds:
- 5
- Lot size:
- 2.77 Acres
- Year built:
- 2003
- Baths:
- 7.00
- MLS#:
- MDAA2125880
- Subdivision:
- None Available
ADDITIONAL INFORMATION
This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 private piers to accommodate a variety of vessel sizes including a 100 ft slip, sprawling yard and sweeping views of the river and Naval Academy Bridge. Imagine waking each morning to the sun sparkling off the Severn, its reflection dancing across the water and spilling into a home designed to embrace the view at every turn. This extraordinary residence is both a private retreat and an entertainer’s dream, with expansive balconies and roof decks on every level, making indoor/outdoor living a breeze. Inside, soaring ceilings and walls of glass frame the ever-changing views like a living masterpiece, while the grand chef’s kitchen, stone-floored sunroom, and elegant dining spaces invite gatherings large and small. The primary suite is an entire level of indulgence, complete with soaring ceilings, a fireplace, spa-like bath, wet bar, expansive dressing room, laundry, and its own private balcony for starlit evenings. Additional ensuite bedrooms and a guest suite with kitchenette ensure comfort for family and friends, while the lower level—with wine cellar, kitchenette, and direct access to the pool—extends the living space to the outdoors. With a sandy beach and two private piers, one tucked into Crouches Cove and the other stretching into the Severn river, this estate offers not just a home but a lifestyle of breathtaking vistas on the water, boating adventures at your doorstep, and the unmatched beauty of Annapolis waterfront living. Located in the Blue-Ribbon Broadneck School district and just 5 miles to downtown Annapolis, convenient to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., the location provides the very best this region has to offer in a 30-mile radius. If you are looking for a truly special property with EPIC water views, resort like amenities and a great private setting, this is the property you have been waiting for. Welcome Home!
- Type:
- Condo
- Sq.Ft.:
- 1,449
- Status:
- Active
- Beds:
- 2
- Year built:
- 1996
- Baths:
- 2.00
- MLS#:
- MDAA2131588
- Subdivision:
- Admiral Reach At Harbour Gates
ADDITIONAL INFORMATION
Commuter's Dream Retreat: Open Concept Penthouse. Discover the perfect blend of convenience and luxury in this stunning 2-bedroom, 2-bathroom condo featuring an impressive architectural loft. The home defines modern living with its seamless open concept layout, enhanced by dramatic vaulted ceilings and abundant natural light. The spacious living area is anchored by a cozy fireplace and flows directly into a true gourmet kitchen, featuring a generous center island, premium stainless steel appliances and extensive counter space. Retreat to the primary suite which boasts a private en-suite bath and an essential walk-in closet. Enjoy year-round use of your private, covered balcony, perfect for relaxation. The invaluable flexible loft offers dedicated space for a secluded home office, additional bedroom space, or media room. Ample storage areas such as the walk in pantry and rare attic storage space complete the unit. Outside, enjoy a resort-like lifestyle with exceptional community amenities, including the sparkling outdoor pool, fitness center, basketball and tennis courts, and a spacious clubhouse. Perfectly positioned for commuters with quick, effortless access to Route 50/97, this top-floor sanctuary offers a peaceful retreat without sacrificing proximity. This condo is the complete, stylish package—schedule your private showing today and start living the balance!
- Type:
- Condo
- Sq.Ft.:
- 1,464
- Status:
- Active
- Beds:
- 2
- Year built:
- 1990
- Baths:
- 2.00
- MLS#:
- MDAA2122918
- Subdivision:
- Heritage Harbour
ADDITIONAL INFORMATION
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.
$3,995,000
1715 Porters Hill Road Annapolis, MD 21401
- Type:
- Single Family-Detached
- Sq.Ft.:
- 6,594
- Status:
- Active
- Beds:
- 4
- Lot size:
- 1.7 Acres
- Year built:
- 1945
- Baths:
- 6.00
- MLS#:
- MDAA2120604
- Subdivision:
- None Available
ADDITIONAL INFORMATION
Ideally situated on the banks of Luce Creek with sweeping views down the Severn River, 1715 Porters Hill Road is a unique heritage property with over a century of history. Set on a 1.7 acre lot with 265 ft of waterfrontage, the property includes a large, hard-to-find boathouse that provides both charm and utility for all your waterfront adventures. The private pier has 7+ ft water depth and can accommodate a large vessel as well as an assortment of smaller boats. The tram makes access to the water effortless, and the entire property enjoys an exceptional privacy. Steeped in its storied past yet thoughtfully updated for modern living, this retreat captures the perfect balance of historic charm and casual elegance. The heart of the home is a sunlit great room with original log walls and quarried stone fireplace, a vaulted ceiling, and expansive windows which frame water views at every turn. An adjoining den, with separate entrance option, is a perfect place to relax. This could easily become another main level bedroom with ensuite bathroom. The kitchen is striking under its vaulted ceiling accented by exposed beams. The custom cabinetry, GE Monogram stainless steel appliances and generous island give the space so much functionality while maintaining the artisanal character. The kitchen opens to the dining area overlooking the water. The table is anchored by a craftsman-style light fixture, and the entire first and second floors have beautiful wood floors. Step outside and you’re embraced by nature: multiple porches and decks overlook lush, manicured grounds that lead down to the water’s edge. The main-level primary suite is a true sanctuary, designed for privacy and tranquility. The bedroom, with a vaulted ceiling, has a screened porch overlooking the water. Two expansive walk-in closets offer custom organization systems that would make a clothing connoisseur smile. The spa-like bathroom gets lots of natural light from the windows that frame the water, and the freestanding soaking tub is situated to enjoy this view. A dual-sink vanity, heated floors, generous walk-in shower with a built-in bench, and a spacious cosmetic area with dedicated seating make getting ready feel effortless and luxurious. A dedicated laundry area just off the hallway makes day-to-day living very easy. Part of the primary suite is a gracious office with gas fireplace and outdoor access. This is a totally flexible space: install a wall of bookshelves and you’d have a lovely library. Upstairs, there are two generously sized bedrooms. One has water views and a waterside balcony; the other overlooks the lush landscaping out front. There is a hall bathroom. A separate guest bedroom suite above the garage, complete with its own living area and luxe bathroom, is ideal for visiting friends and family who desire more privacy. The Historical Context: Originally built in the 1880s, this log house was one of three identical structures used as hunting lodges. It is the only one that remains. The construction of the log house is one of great craftmanship, including sizing each log to be approximately the same diameter as others. Lore has it that around the turn of the 20th century, the Naval academy wanted to acquire more land by the academy and traded this peninsula for land across from College Creek. The Naval Academy superintendent, Admiral David Porter, could be where the name Porter’s Hill derived from. In the 1920’s, the Whitehead family – three brothers known for running bootleg liquor to Baltimore and Washington during Prohibition — used the property as a place to entertain and stop on the way to Baltimore. In the 1940s, the brothers’ exploits caught up with them, and the State of Maryland confiscated the Porters Hill peninsula. Through a unique trade involving the Jones family’s gravel pit (now the site of the 895 Tunnel), this private waterfront enclave found its next chapter.
- Type:
- Townhouse
- Sq.Ft.:
- 1,904
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.05 Acres
- Year built:
- 1983
- Baths:
- 4.00
- MLS#:
- MDAA2125572
- Subdivision:
- Whispering Woods
ADDITIONAL INFORMATION
SELLERS HAVE FOUND HOME OF CHOICE! New carpet and ready for you to move-in!!! Bright and spacious kitchen, fully fenced backyard looking out at trees, cut-de-sac location with lots of newer perks! Special to this home unlike many in the community is your master bedroom with it's own private bathroom. You have a nice lower level with a bedroom and full bath too! There are some nice younger upgrades and updates such as the roof, windows, HVAC, water heater, stainless steel appliances, backyard patio and oversized shed! Wonderful upstairs layout with 3 bedrooms and 2 full bathrooms... powder room on your main level is a bonus as well. The lower level has plenty of natural light with the large walkout level slider and windowed family room. All sorts of parks and shopping are within minutes and you have easy access to 50 and just minutes to Downtown Annapolis, The Naval Academy and all sorts of shopping! Great location for travel to Ft. Meade, NSA, etc. You have the wonderful Broadneck School location here too!!
- Type:
- Condo
- Sq.Ft.:
- 1,272
- Status:
- Active
- Beds:
- 2
- Year built:
- 2007
- Baths:
- 2.00
- MLS#:
- MDAA2123662
- Subdivision:
- Park Place
ADDITIONAL INFORMATION
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!
- Type:
- Single Family-Detached
- Sq.Ft.:
- 1,888
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.21 Acres
- Year built:
- 1989
- Baths:
- 3.00
- MLS#:
- MDAA2131200
- Subdivision:
- Cape St Claire
ADDITIONAL INFORMATION
Beautifully Updated 4BR Colonial in Highly Sought-After Cape St. Claire! This move-in ready home has been thoughtfully modernized and offers an inviting, open flow throughout. The remodeled kitchen features updated flooring and a wall removed to create a bright, seamless connection to the family room—perfect for everyday living, hosting, and entertaining. From the kitchen, step directly onto the screened-in, covered back porch, an ideal spot to relax year-round, which leads to a spacious open deck and fenced backyard. Upstairs, you’ll find four generously sized bedrooms with great natural light, along with well-appointed bathrooms featuring ceramic tile. The finished basement provides additional flexible living space, perfect for a recreation room, home office, gym, or playroom. Located in the desirable Cape St. Claire community, residents enjoy private beaches, a boat ramp, fishing pier, playgrounds, marina, and more. Thoughtfully maintained and designed for comfort, this home offers the perfect blend of modern upgrades and coastal community living.
- Type:
- Condo
- Sq.Ft.:
- 1,272
- Status:
- Active
- Beds:
- 2
- Lot size:
- 0.03 Acres
- Year built:
- 2008
- Baths:
- 2.00
- MLS#:
- MDAA2126640
- Subdivision:
- Heritage Harbour
ADDITIONAL INFORMATION
Welcome to The Reserve at Heritage Harbour! This beautifully maintained 2-bedroom, 2-bath condo offers the perfect blend of comfort, convenience, and community. Featuring gleaming hardwood floors throughout, a spacious and well-equipped kitchen with gas appliances, and plenty of storage, this home is move-in ready. The light-filled floor plan flows effortlessly, and the enclosed porch with its own ceiling fan is a true highlight—you’ll love curling up here with a book, enjoying a cup of coffee, or entertaining friends year-round. Located in the highly sought-after 55+ community of Heritage Harbour, residents enjoy an incredible array of resort-style amenities. The community features both indoor and outdoor pools, a fully equipped fitness center, golf course, tennis courts, pickleball, and walking trails. The clubhouse offers gathering spaces including an auditorium, card room, billiards room, library, and activity rooms. A waterfront lodge, on-site dining options, and a private marina with boat slips add to the lifestyle that makes Heritage Harbour one of Annapolis’ premier active adult communities. Enjoy the peace of mind of living in a vibrant, welcoming neighborhood with endless opportunities for recreation and social connection—just minutes from shopping, dining, and historic downtown Annapolis.
- Type:
- Single Family-Detached
- Sq.Ft.:
- 2,142
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.59 Acres
- Year built:
- 1998
- Baths:
- 3.00
- MLS#:
- MDAA2131620
- Subdivision:
- South Haven Beach
ADDITIONAL INFORMATION
Just across the street from the water in Southaven, this Annapolis home offers the kind of space and flexibility that’s increasingly hard to find. Recently updated, the main level includes a renovated kitchen with quartz countertops, dual ovens, gas cooking, stainless steel appliances, and modern cabinetry. The main level also features a living room with built-in speakers, a dining room, an optional sitting room, a half bath, garage access, and a coat closet at the front entry. Upstairs are four well-sized bedrooms, two thoughtfully updated full baths designed with a clean, timeless aesthetic, and a laundry room. The walkout lower level remains unfinished and offers excellent storage, along with a bathroom rough-in for those who may wish to explore future expansion. Exterior updates include a newer roof and a recently paved driveway. The attached two-car garage supports everyday needs, while the detached three-car garage offers access to an unfinished upper-level space that provides additional room to tailor to personal needs. A back deck extends off the main level, with a second deck accessible from the unfinished space above the three-car garage. Community water access is located across the street. The Southaven community also offers a community pier and a kayak/paddleboard launch area. Set on a generous lot with ample storage and water access, 2942 Southaven Drive combines usability with the relaxed coastal character that makes this part of Annapolis so appealing.
$1,161,840
103 Stilly Way Annapolis, MD 21403
- Type:
- Single Family-Detached
- Sq.Ft.:
- 5,200
- Status:
- Active
- Beds:
- 5
- Lot size:
- 0.14 Acres
- Year built:
- 2025
- Baths:
- 6.00
- MLS#:
- MDAA2131540
- Subdivision:
- Parkside Preserve
ADDITIONAL INFORMATION
This expansive two-story home is designed for both everyday comfort and unforgettable entertaining. It opens with a formal dining room off the foyer, leading into a gourmet kitchen that flows effortlessly into the breakfast nook, morning room, and a cozy sitting area—perfect for lingering conversations or quiet mornings. The Great Room, complete with a charming fireplace, anchors the main level and overlooks a serene backdrop of mature woods for added privacy and relaxation. Upstairs, a spacious loft is surrounded by three secondary bedrooms and a luxurious owner’s suite with a spa-inspired bathroom. The lower-level recreation room adds even more room to grow, offering endless possibilities for work, play, or hosting.
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Annapolis Real Estate
The median home value in Annapolis, MD is $617,500. This is higher than the county median home value of $458,200. The national median home value is $338,100. The average price of homes sold in Annapolis, MD is $617,500. Approximately 52.91% of Annapolis homes are owned, compared to 38.84% rented, while 8.25% are vacant. Annapolis real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Annapolis real estate agent to arrange a tour today!
Annapolis, Maryland has a population of 40,581. Annapolis is less family-centric than the surrounding county with 27.76% of the households containing married families with children. The county average for households married with children is 33.77%.
The median household income in Annapolis, Maryland is $92,026. The median household income for the surrounding county is $108,048 compared to the national median of $69,021. The median age of people living in Annapolis is 37.5 years.
Annapolis Weather
The average high temperature in July is 87.1 degrees, with an average low temperature in January of 28.4 degrees. The average rainfall is approximately 45.3 inches per year, with 12 inches of snow per year.