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$4,175 (USD)
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Annapolis Area Rental Home

Rented

20 Shaw Street Annapolis, MD 21401

3 Bed
3 Baths
1500 sqft
Imagine walking one block to a delightful waterside park and launching a kayak or hopping on a water taxi? Or walk two blocks to a hot new Annapolis restaurant or a classic rock and roll concert? Nestled in the heart of downtown Annapolis in the highly sought-after neighborhood of Murray Hill, this charming Colonial, originally built in 1925 and extensively remodeled in 2016, offers the perfect blend of historic character with modern updates, and an unmatched in-town waterfront lifestyle. Just one block from Spa Creek and Acton's Landing Waterfront Park & seasonal water taxi service, as well as a short stroll to Annapolis' renowned restaurants, shops, and cultural attractions. A picturesque front porch welcomes you and your guests and provides the perfect perch for morning coffee, evening cocktails, or simply watching the neighbors stroll by. Enter into a lovely living room with gleaming hardwoods anchored with a gorgeous gas fireplace. The open floor plan provides easy flow into the gorgeous chef's kitchen featuring a huge granite island, GE Café stainless steel appliances, a charming butler's pantry, and a half bath. Enjoy a private enclosed patio with ample space for a dining table, grill, and comfortable seating area—ideal for dining al fresco and entertaining guests. The second floor offers two bedrooms, a full bath, and a spacious landing perfectly suited for a home office, reading nook, or flex space. The third-floor primary suite serves as a private retreat with large windows, abundant natural light, and a Juliet balcony overlooking the neighborhood. Additional updates include a new furnace in 2023. Heating is provided by a combination of oil heat and heat pump, while natural gas serves the fireplace and hot water heater. The large unfinished basement provides laundry, mechanicals, and exceptional storage space. Additional conveyances include an interior fire sprinkler system, exterior irrigation system, two wine coolers, and five wall-mounted smart TVs. ATTENTION VA BUYERS: this home has an ASSUMABLE VA 2.37% interest rate- a very nice option in this 6+% mortgage interest environment! All in all 20 Shaw offers a rare opportunity to own a beautifully updated historic home in one of the city's most beloved neighborhoods, just a stone's throw to a wonderful waterfront park, as well as Annapolis' best restaurants & shops - downtown living at its finest!
Listing Courtesy of BRIGHT IDX / Listed By: Katharine "Kate" Hopkins, Coldwell Banker Realty
$885,000 (USD)
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Annapolis Area Residential Home

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117 Sunset Drive Annapolis, MD 21403

3 Bed
3 Baths
2400 sqft
Experience the best of the Annapolis maritime lifestyle in this beautifully renovated coastal-inspired home, ideally located in the sought-after Hillsmere Shores community one block from the marina, private beach, waterfront playground/parks, community pool, and boat ramp. Thoughtfully redesigned with high-end finishes throughout, this turnkey home offers the perfect blend of style, flexibility, and everyday comfort.The bright, open main level is designed for gathering, featuring a beautifully updated white kitchen with quartz countertops, stainless appliances, custom backsplash, generous workspace, and seamless flow into a dining and seating area accented by shiplap details and French doors opening to an expansive entertaining deck overlooking the oversized, fully fenced backyard. The spacious primary suite includes a sitting area, custom California Closets walk-in, and a bathroom with 4' vanity, an extra large Smart Mirror/Medicine Cabinet and marble shower.The walkout lower level offers exceptional flexibility with a large room currently enjoyed as a family room but could easily serve as a fourth bedroom, complete with fireplace, closet, full egress, and direct access to a private covered deck with hot tub. Two additional bedrooms, both with California Closet systems, a beautifully renovated full bath with double vanity, extended tub and an updated laundry room complete this level.A bonus feature of this house is the separate, flex space adjacent to the garage with its own beautifully renovated powder room, mini-split HVAC, large deck, with endless possibilities as a home office, fitness studio, media room, teen hangout, creative workspace, or guest overflow.Outside, the oversized fenced-in back yard provides rare privacy and room to play, entertain, or garden, complemented by multiple outdoor living areas and a detached shed/workshop with power and air conditioning. The large two car garage features Flow Wall storage system, epoxy floor coating, and an EV charging plug as well as direct access to the rear yard. Extensive renovations throughout include the kitchen, baths, roof, siding, windows, HVAC, flooring, lighting, garage, landscaping, and countless custom details, creating a truly move-in-ready home.Enjoy one of Annapolis' most beloved waterfront communities with a voluntary HOA, private beach on the South River, marina, community pool, playgrounds, and year-round neighborhood events—all just minutes from Downtown Annapolis.
Listing Courtesy of BRIGHT IDX / Listed By: Katharine "Kate" Hopkins, Coldwell Banker Realty
$430,000 (USD)
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Annapolis Area Residential Home

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953 Windwhisper Lane Annapolis, MD 21403

2 Bed
2 Baths
1174 sqft
Welcome to 953 Windwhisper Lane in the desirable Mariners Point community of Annapolis. This beautifully updated single-level duplex offers easy living with 2 bedrooms, 2 full baths, vaulted ceilings, and a bright open layout filled with natural light. Bamboo flooring runs throughout the home with no carpet, and the spacious family room features a wood-burning stacked stone fireplace and soaring ceilings for a warm yet airy feel.The updated kitchen and baths make this home truly move-in ready, while the primary suite offers the convenience of main-level living with vaulted ceilings and a private bath. Outside, enjoy beautifully maintained landscaping, a custom built stone fire-pit perfect, a freshly painted deck, charming shed, and a private fenced backyard designed for relaxing and entertaining. • Roof 2021 • HVAC/Heat pump 2023 • Hot Water Heater 2022 • New Gutters 2022 •Mariners Point residents enjoy a community pool and clubhouse, all just minutes from Quiet Waters Park, Thomas Point Park, Eastport, downtown Annapolis, and the waterfront amenities along Bay Ridge and Forest Drive including nearby beaches, marinas, dining, and shopping. Easy commuter access and off-street parking complete the package.A rare opportunity to find a move-in ready Annapolis home with single-level living at this price point.
Listing Courtesy of BRIGHT IDX / Listed By: Katharine "Kate" Hopkins, Coldwell Banker Realty
$534,000 (USD)
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Annapolis Area Condominium

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2010 Quay Village Court 201 Annapolis, MD 21403

2 Bed
2 Baths
1489 sqft
Impressive price reduction makes this unit the best value in Chesapeake Harbour! Watch sunrises over the Chesapeake Bay from this airy condo in amenity-rich Chesapeake Harbour. Updated and larger than many other two-bedroom units, this second-floor condo includes a spacious loft - ideal as a family room, home office, or third bedroom. The vaulted living room ceiling, skylights, and sliding doors bring the outdoors in while showcasing bucolic views of the water and nearby woods. The primary suite offers its own sliding doors to the deck, a walk-in closet with extra storage, and an en-suite bath. A second bedroom includes a full wall of closets and west-facing windows that capture the afternoon light. Additional highlights include a modern kitchen with glass doors opening to a front deck, stainless steel appliances, hardwood floors, and a wood-burning fireplace. Recent seller improvements include a new HVAC system (2025) and a stacked washer and dryer (2023).Chesapeake Harbour, a popular gated community just outside historic Annapolis, offers turn-key living and exceptional amenities including outdoor swimming pools, tennis courts, walking trails, and private beaches. The community is also home to the Beacon Waterfront Restaurant and the Chesapeake Harbour Marina, managed by Trident Marine Group. The marina offers wet slips, transient slips, lifts, and concierge services.Come enjoy the Annapolis waterfront lifestyle, peaceful Chesapeake Bay views, and turn-key living in this resort-like setting.
Listing Courtesy of BRIGHT IDX / Listed By: Ttr Sotheby's International Realty
$925,000 (USD)
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Annapolis Area Residential Home

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707 Pilot House Drive Annapolis, MD 21401

4 Bed
5 Baths
4797 sqft
Welcome to this exceptional Kingsport 4 BR, 5 BA home with over 4600+ SF of beautifully designed finished living space tailored for both everyday comfort and unforgettable entertaining. Thoughtfully enhanced by its original owners, the home features over $150K in state of the art, commercial grade electronics, seamlessly integrating lighting, whole-home audio, and premium theatre systems throughout. The state of the art whole house Savant control system includes an 11 zone whole house audio and 7 zone video matrix switching system that integrates scene control with audio, video, lighting, thermostats, and cameras. The house also includes a commercial grade network system complete with wireless access points on each level. The lower level is a true showpiece boasting a stunning Rec Room anchored by a custom 8' bar complete with granite countertops, sink, beverage refrigerator, ice maker and draught cocktail system, along with generous bar seating - perfect for hosting gatherings of any size. Brand new carpeting throughout the lower level. Movie nights reach a whole new level in the impressive 17' x 18' soundproofed 4K Home Theatre Room, with luxury stadium seating and top-tier screen & projector technology with 7.2.4 Dolby Atmos sound for an immersive cinematic experience. A summary of the home automation system is in documents.The main level features inviting two story foyer, home office with built ins, formal Living and Dining Rooms and stunning cherry Kitchen with granite and stainless appliances, double ovens, gas cooking in center island and large pantry. The dramatic 2 story Family Room is a true centerpiece of the home highlighted by soaring floor to ceiling windows that flood the space with natural light and a second home theater system complete with in-wall speakers and Frame TV. Recently updated with plush new carpeting, the room also features a cozy gas fireplace and elegant custom built-in cabinetry creating the perfect balance of warmth and sophistication. Upstairs, the hallway showcases rich hardwood flooring, leading to an exquisite Primary Suite and beautifully renovated Owners Bath that offers a spa-like experience with large walk in travertine shower featuring shower head, a rain shower and body sprays, soaking tub and dual walk in closets. All additional Bedrooms on the upper level are comfortably appointed with carpeting. This home features a fully insulated 2 car garage and newly installed insulated garage doors. Outdoors the rear paver patio provides a serene and inviting setting for entertaining, complete with a fully fenced yard, a striking water feature and 13' awning, perfect for relaxing or hosting guests in comfort.Ideally located in the sought-after Kingsport community, this home is just minutes from Downtown Annapolis, offering convenient highway access along with exceptional neighborhood amenities including beautiful outdoor pool, walking trails, tot lots and water access on Crab Creek with pier and kayak launch. Kingsport is just minutes to easy access to Rt. 50/97, Washington DC, Fort Meade, and Baltimore.
Listing Courtesy of BRIGHT IDX / Listed By: Maureen "Moe" Farley, Coldwell Banker Realty
$1,225,000 (USD)
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Annapolis Area Townhome

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2154 Chesapeake Harbour Drive Annapolis, MD 21403

3 Bed
4 Baths
2350 sqft
Open House Saturday, April 18th . No public signage permitted - please contact listing agent for details. This marina-front townhome offers beautiful views of the Chesapeake Harbour marina and the Chesapeake Bay, with an open, light-filled floor plan that embraces the waterfront setting. Sunlight fills the main level, where refinished hardwood floors and open living and dining spaces create a natural gathering place for both relaxed everyday living and entertaining. The kitchen has been enhanced with a center island with a Quartz countertop that adds both function and casual seating, along with a new refrigerator. Removal of the knee wall between the dining and living rooms allows the space to feel more connected and open. Hardwood flooring continues up the stairs and throughout the upper hallway and primary suite, while custom glass stair panels add a clean, modern architectural element that enhances the home’s sense of openness. Brand new carpet on the stairs to the lower level adds comfort and warmth. The primary suite offers a calm and comfortable retreat, complemented by a shiplap accent wall and thoughtful finishes. The loft level is currently designed as a custom walk-in closet and dressing room with built-ins, providing exceptional storage while easily adaptable as a bedroom, home office, or private space. Life in Chesapeake Harbour offers a truly special waterfront lifestyle, with 24-hour gated security, two outdoor pools, tennis courts, a sandy beach, scenic walking and jogging paths, an on-site marina, and waterfront dining. Whether enjoying quiet mornings by the water or the convenience of being just minutes from downtown Annapolis, this home offers the ease and beauty of marina-front living in one of Annapolis’ most desirable gated communities.
Listing Courtesy of BRIGHT IDX / Listed By: Engel & Volkers Annapolis
$655,000 (USD)
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Annapolis Area Residential Home

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7056 Bembe Beach Road Annapolis, MD 21403

3 Bed
3 Baths
1851 sqft
Escape to coastal serenity at 7056 Bembe Beach Road, a beautifully maintained rancher offering the perfect blend of quiet, private living and premier access to the Annapolis waterfront. This immaculate, turn-key home is situated just a block from the water, providing a seamless transition from your front door to the shores of the Chesapeake. This residence is thoughtfully designed for comfort and longevity, featuring true Single-Level Living: The main floor hosts three spacious bedrooms, including a primary suite, two full baths, and a convenient laundry room. A versatile lower level offers a third full bath and ample space for a potential fourth bedroom, home office, or recreation area. Equipped with a Geothermal heating system and a brand-new roof featuring a 50-year transferable warranty for ultimate peace of mind. A stunning, large screened-in back porch comes complete with removable vinyl panels and a wood stove, transforming it into a cozy four-season retreat. The property is set on a sprawling landscaped yard that emphasizes privacy and peace. The large, lush yard offers plenty of room for gardening, entertaining, or simply enjoying the quiet neighborhood atmosphere. A high-quality, custom-built shed provides extra storage or a workshop space. Located in one of Annapolis's most sought-after pockets, you are surrounded by natural beauty and local favorites but you still enjoy the modern convenience of being on public water and sewer. Just a short walk to the new public Annapolis Carrs Beach and a single block from the water. Moments away from the Annapolis Maritime Museum & Park, a 12-acre waterfront Park Campus featuring hiking trails and public paddle-craft launches. Experience world-class boating facilities at Safe Harbor Port Annapolis and enjoy artisanal treats at the Black Market Bakers (formerly Black Market Cafe). A quick drive or bike ride connects you to local favorites like Annapolis Smokehouse & Tavern and the scenic Quiet Waters Park.
Listing Courtesy of BRIGHT IDX / Listed By: Katharine "Kate" Hopkins, Coldwell Banker Realty
$1,799,000 (USD)
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Annapolis Area Residential Home

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116 Academy Street Annapolis, MD 21401

4 Bed
5 Baths
3828 sqft
Fresh New Exterior look! Fresh New Improved price! Newer Craftsman home located in sought after Murray Hill in the heart of downtown Annapolis. This spacious Craftsman home offers the rare combination of modern construction, architectural character, and true walkable in-town living. Built in 2014, the residence begins with a welcoming front porch and opens into a thoughtfully designed main level featuring high ceilings throughout and coffered ceilings accenting the front living and dining rooms — details that create warmth, scale, and presence rarely found in downtown homes.The open-concept kitchen flows seamlessly into the expansive family room, where a fireplace anchors the space and elevated ceiling heights enhance light and volume. Just beyond, a three-season sunroom sits behind accordion-style glass doors, offering the flexibility to fully integrate with the main living space or remain a separate seasonal retreat. From here, windows and exterior doors open to the rear yard, creating a graceful transition between interior comfort and outdoor living.A versatile main-level sitting room or study could potentially be a main level bedroom, with attached full bath, and dedicated laundry room providing flexibility for modern lifestyles. The finished lower level adds valuable living space with a wet bar, full bath, generous storage, and walk-out access — ideal for guests, recreation, or media use.Upstairs, the spacious primary suite features a walk-in closet and a well-appointed bath with separate soaking tub and shower. Three additional bedrooms complete the upper level, including one en suite and two connected by a Jack-and-Jill bath. With over 3500 square feet of finished living space, the home offers a level of scale and functionality that is far larger than it appears from the street — an exceptional rarity in Murray Hill — along with the added convenience of a two-car off-street parking pad.Enjoy a short stroll to Amos Garrett Waterside Park, catch a water taxi to City Dock or Eastport, walk to Main Street’s shops and restaurants, or dine under the stars on West Street. This coveted Murray Hill address delivers luxury, space, and lifestyle in one of Annapolis’ most sought-after neighborhood.
Listing Courtesy of BRIGHT IDX / Listed By: Katharine "Kate" Hopkins, Coldwell Banker Realty
$4,900,000 (USD)
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Queenstown Area Residential Home

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2452 Bennett Point Road Queenstown, MD 21658

4 Bed
5 Baths
6542 sqft
Experience luxury waterfront living at its finest at this stunning 2.7-acre estate on Greenwood Creek. Meticulously constructed on a double lot with over 300’ of shoreline, a private sandy beach, infinity-edge saltwater heated pool with water features & tanning ledge, and protected views across preserved land, this property is a rare find. Custom-built and completed in 2024, this home offers 10’ ceilings throughout, soaring to 21’ in the great room, 8” English oak floors, and walls of Anderson windows that showcase panoramic water views. The chef’s kitchen features dual islands, a Wolf 6-burner range with grill and griddle, stunning quartz countertops, Sub-Zero fridge, and a large butler’s pantry with prep sink and full-size fridge. The main level includes a luxurious waterside primary suite with spa bath and walk-in closet with island. Upstairs are 3 large ensuite bedrooms with custom finished closets, a private office, 26 ' x 55' bonus room, and multiple storage areas. The bonus room is very large, has closets and shares a bath jack and Jill style with the 3rd bedroom. Exterior highlights include new 120’ pier with 12K lb lift, floating jet ski dock, electric, water, and fish cleaning station. 6-car garage parking including detached garage with roughed-in guest house above. Mechanical features include 4 zone HVAC, 3 air handlers, 4 heat pumps and tankless water heater. There is propane for heat backup, water, pool and cooking and reverse osmosis system in Kitchen. The lower level is unfinished with 3200 SF with 9' ceilings and impressive fully sealed block system and plumbed for wet bar and full bath. An excellent location for boaters with a 10 minute ride from your dock to either St. Michaels or the Narrows. A special property with the most gorgeous sunsets imaginable. Golf, clubhouse and restaurant memberships available at nearby Prospect Bay.
Listing Courtesy of BRIGHT IDX / Listed By: Maureen "Moe" Farley, Coldwell Banker Realty