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Huge price reduction, now 200k under appraisal! The Seller Has A 2.75% Assumable Mortgage On 865k Potentially Saving >$2,000 Per Month! Perched above a quiet cove just minutes from downtown Annapolis, this refined Southern Colonial offers a rare combination of privacy, flexibility, and water views that will never be obstructed. With the Chesapeake Bay Foundation Nature Sanctuary directly across the creek, the setting is defined by light, sky, and uninterrupted natural beauty.\n\n Graciously scaled living and entertaining spaces open to multiple covered porches and terraced gardens, all oriented toward the water. Inside, natural light fills the home through French doors and oversized windows, while detailed millwork, wide-plank hardwoods, and coffered ceilings create a sense of quiet sophistication. The kitchen is a true chef’s space — outfitted with custom cabinetry, a commercial-grade range, and generous work surfaces for hosting or day-to-day living.\n\n Beyond the main residence, two fully finished private living quarters are seamlessly integrated into the home’s layout — one tucked on its own wing with separate entry and kitchenette, the other on the walkout level with its own full kitchen, bath, living room, and water-facing porch. Whether used for extended family, guests, or professional hosting, these suites add rare versatility while preserving the elegance of the whole.\n\n The landscaped half-acre lot leads gently to a private dock and natural shoreline ideal for paddleboarding, kayaking, or simply enjoying the quiet.\n\n 3209 Henson is a property that lives beautifully in all seasons — offering timeless design, flexible spaces, and a lifestyle rooted in privacy, nature, and proximity to the best of Annapolis.

5 Beds ⋅ 6 Baths

Huge price reduction, now 200k under appraisal! The Seller Has A 2.75% Assumable Mortgage On 865k Potentially Saving >$2,000 Per Month! Perched above a quiet cove just minutes from downtown Annapolis, this refined Southern Colonial offers a rare combination of privacy, flexibility, and water views that will never be obstructed. With the Chesapeake Bay Foundation Nature Sanctuary directly across the creek, the setting is defined by light, sky, and uninterrupted natural beauty.\n\n Graciously scaled living and entertaining spaces open to multiple covered porches and terraced gardens, all oriented toward the water. Inside, natural light fills the home through French doors and oversized windows, while detailed millwork, wide-plank hardwoods, and coffered ceilings create a sense of quiet sophistication. The kitchen is a true chef’s space — outfitted with custom cabinetry, a commercial-grade range, and generous work surfaces for hosting or day-to-day living.\n\n Beyond the main residence, two fully finished private living quarters are seamlessly integrated into the home’s layout — one tucked on its own wing with separate entry and kitchenette, the other on the walkout level with its own full kitchen, bath, living room, and water-facing porch. Whether used for extended family, guests, or professional hosting, these suites add rare versatility while preserving the elegance of the whole.\n\n The landscaped half-acre lot leads gently to a private dock and natural shoreline ideal for paddleboarding, kayaking, or simply enjoying the quiet.\n\n 3209 Henson is a property that lives beautifully in all seasons — offering timeless design, flexible spaces, and a lifestyle rooted in privacy, nature, and proximity to the best of Annapolis.

3209 Henson Ave, Annapolis

Listing courtesy of Real Broker, LLC. Contact:

Selling Office: Compass.

$1,135,000

As autumn unfolds and the holiday season approaches, discover a home where timeless elegance meets effortless waterfront living. This beautifully updated 4-bedroom, 2.5-bath residence offers a refined retreat in sought-after Bay Highlands, where clean, swimmable waters and serene views become part of your everyday life. Step outside to your private pier and enjoy mornings spent kayaking, paddleboarding, or taking a refreshing dip right from your backyard. Inside, sophisticated updates and thoughtful details create a seamless blend of comfort and luxury — from the brand-new 2024 kitchen and open-concept living spaces to the inviting stone fireplace perfect for cozy fall evenings. The main-level primary suite offers a spa-like escape with heated floors and a soaking tub, while upstairs, a private deck off one bedroom overlooks tranquil creek views. Outdoors, a spacious stone patio sets the stage for elegant entertaining and unforgettable holiday gatherings by the water. With a new 2023 roof (50-year warranty), Coastal HVAC system (2024), 10KW Wiesmann generator, and more, this home is fully turnkey and designed for peace of mind. Waterfront opportunities in Bay Highlands are rare — and this one delivers the complete package: style, lifestyle, and setting. Make this Annapolis retreat your own before the holidays and experience luxury waterfront living at its finest.

4 Beds ⋅ 3 Baths

As autumn unfolds and the holiday season approaches, discover a home where timeless elegance meets effortless waterfront living. This beautifully updated 4-bedroom, 2.5-bath residence offers a refined retreat in sought-after Bay Highlands, where clean, swimmable waters and serene views become part of your everyday life. Step outside to your private pier and enjoy mornings spent kayaking, paddleboarding, or taking a refreshing dip right from your backyard. Inside, sophisticated updates and thoughtful details create a seamless blend of comfort and luxury — from the brand-new 2024 kitchen and open-concept living spaces to the inviting stone fireplace perfect for cozy fall evenings. The main-level primary suite offers a spa-like escape with heated floors and a soaking tub, while upstairs, a private deck off one bedroom overlooks tranquil creek views. Outdoors, a spacious stone patio sets the stage for elegant entertaining and unforgettable holiday gatherings by the water. With a new 2023 roof (50-year warranty), Coastal HVAC system (2024), 10KW Wiesmann generator, and more, this home is fully turnkey and designed for peace of mind. Waterfront opportunities in Bay Highlands are rare — and this one delivers the complete package: style, lifestyle, and setting. Make this Annapolis retreat your own before the holidays and experience luxury waterfront living at its finest.

1230 Crummell Ave, Annapolis

Listing courtesy of RE/MAX Advantage Realty. Contact:

Selling Office: Curtis Real Estate Company.

$785,000

OFFER DEADLINE - 7 PM on Sunday, August 23rd. Immaculate interior and amazing waterviews from both levels - gaze at the water from the kitchen, dining room and primary bedroom! Just one house over, jump on the water with the community boat ramp and kayak rack/launch. Nestled in the desirable Bay Highlands community of Annapolis, this charming 3-bedroom, 2.5-bath single-family home offers comfort, functionality, and valuable updates throughout. Step inside to a welcoming layout designed for everyday living and entertaining, featuring spacious living areas and plenty of natural light. Recent improvements provide peace of mind, including all-new exterior doors and premium ProVia doors on the rear of the home, enhancing both energy efficiency and curb appeal. The fully encapsulated crawlspace is equipped with a new dehumidifier and sump pump, helping to maintain a dry, healthy environment year-round. Outside, you'll find a yard perfect for relaxing, entertaining, or enjoying time with pets, thanks to the installed invisible fence system. (Note - the property faces the water but does not have a pier.) Located just minutes from downtown Annapolis, marinas, parks, shopping, dining, and major commuter routes, this home offers the perfect blend of neighborhood charm and convenient access to everything the Chesapeake Bay lifestyle has to offer. Don't miss this opportunity to own a well-maintained home in one of Annapolis' sought-after waterfront communities.

3 Beds ⋅ 3 Baths

OFFER DEADLINE - 7 PM on Sunday, August 23rd. Immaculate interior and amazing waterviews from both levels - gaze at the water from the kitchen, dining room and primary bedroom! Just one house over, jump on the water with the community boat ramp and kayak rack/launch. Nestled in the desirable Bay Highlands community of Annapolis, this charming 3-bedroom, 2.5-bath single-family home offers comfort, functionality, and valuable updates throughout. Step inside to a welcoming layout designed for everyday living and entertaining, featuring spacious living areas and plenty of natural light. Recent improvements provide peace of mind, including all-new exterior doors and premium ProVia doors on the rear of the home, enhancing both energy efficiency and curb appeal. The fully encapsulated crawlspace is equipped with a new dehumidifier and sump pump, helping to maintain a dry, healthy environment year-round. Outside, you'll find a yard perfect for relaxing, entertaining, or enjoying time with pets, thanks to the installed invisible fence system. (Note - the property faces the water but does not have a pier.) Located just minutes from downtown Annapolis, marinas, parks, shopping, dining, and major commuter routes, this home offers the perfect blend of neighborhood charm and convenient access to everything the Chesapeake Bay lifestyle has to offer. Don't miss this opportunity to own a well-maintained home in one of Annapolis' sought-after waterfront communities.

1203 Bay Highlands Dr, Annapolis

Listing courtesy of Redfin Corp. Contact:

Selling Office: Coldwell Banker Realty.

$750,000

PRICE ADJUSTMENT!!!! A life on the water that inspires! This cheerful contemporary home in sought-after Bay Highlands perfectly blends upscale living with relaxed coastal charm. With tall ceilings, abundant natural light, and beautifully landscaped grounds, it offers approximately 3,000 square feet of thoughtfully designed space that feels both open and inviting. Built in 1988 and freshly updated with new HVAC, fresh paint, and modern finishes, this home features three spacious bedrooms and two and a half baths. The kitchen is a true standout—equipped with stainless steel appliances, upgraded countertops, and plenty of space for casual dining. Skylights and expansive double-pane windows fill the home with natural light and capture serene views of Oyster Creek. The main level offers effortless flow between the kitchen, living, family, and sunroom spaces—all designed for easy entertaining or quiet evenings overlooking the water from the spacious rear deck. Upstairs, the primary suite is a retreat of its own, featuring a walk-in closet, sleek spa bath with walk-in shower, and a private balcony that opens to peaceful creek views. Two additional bedrooms provide flexibility for guests, a home office, or a creative studio. The finished daylight lower level extends your living space with a cozy TV room, workshop area, and walkout access—ideal for hobbies or recreation. Step outside to discover your own backyard oasis: lush landscaping, hardscaping designed for easy entertaining, and wide-open views of Oyster Creek thanks to the lot backing to community open space. With parking for three to four cars, a community dock for kayaking and paddleboarding, and proximity to Quiet Waters Park, Eastport, and downtown Annapolis, this property offers a lifestyle of connection, recreation, and tranquility all in one. Bay Highlands is truly one of Annapolis’ hidden treasures—an established waterfront community where neighbors gather, kids play freely, and every sunrise feels special. Imagine the magic of moving in just in time to create new memories and holiday traditions in this peaceful, picturesque setting. 1193 Bay Highlands Drive—more than a home, it’s a place to celebrate life on the Chesapeake and make every day feel like a getaway.

3 Beds ⋅ 3 Baths

PRICE ADJUSTMENT!!!! A life on the water that inspires! This cheerful contemporary home in sought-after Bay Highlands perfectly blends upscale living with relaxed coastal charm. With tall ceilings, abundant natural light, and beautifully landscaped grounds, it offers approximately 3,000 square feet of thoughtfully designed space that feels both open and inviting. Built in 1988 and freshly updated with new HVAC, fresh paint, and modern finishes, this home features three spacious bedrooms and two and a half baths. The kitchen is a true standout—equipped with stainless steel appliances, upgraded countertops, and plenty of space for casual dining. Skylights and expansive double-pane windows fill the home with natural light and capture serene views of Oyster Creek. The main level offers effortless flow between the kitchen, living, family, and sunroom spaces—all designed for easy entertaining or quiet evenings overlooking the water from the spacious rear deck. Upstairs, the primary suite is a retreat of its own, featuring a walk-in closet, sleek spa bath with walk-in shower, and a private balcony that opens to peaceful creek views. Two additional bedrooms provide flexibility for guests, a home office, or a creative studio. The finished daylight lower level extends your living space with a cozy TV room, workshop area, and walkout access—ideal for hobbies or recreation. Step outside to discover your own backyard oasis: lush landscaping, hardscaping designed for easy entertaining, and wide-open views of Oyster Creek thanks to the lot backing to community open space. With parking for three to four cars, a community dock for kayaking and paddleboarding, and proximity to Quiet Waters Park, Eastport, and downtown Annapolis, this property offers a lifestyle of connection, recreation, and tranquility all in one. Bay Highlands is truly one of Annapolis’ hidden treasures—an established waterfront community where neighbors gather, kids play freely, and every sunrise feels special. Imagine the magic of moving in just in time to create new memories and holiday traditions in this peaceful, picturesque setting. 1193 Bay Highlands Drive—more than a home, it’s a place to celebrate life on the Chesapeake and make every day feel like a getaway.

1193 Bay Highlands Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Unrepresented Buyer Office.

$700,000

Welcome to this generously spacious 4-bedroom, 2.5-bathroom home that blends comfort, charm, and functionality in every room. With its expansive layout and thoughtfully updated features, this home offers the perfect setting for both relaxing and entertaining. You’ll love the bright recessed lighting, plantation shutters, ceiling fans, and stunning crown molding throughout. The updated bamboo floors add warmth and elegance, while the newly finished loft provides the ideal bonus space for a home office, playroom, or guest retreat. Each bedroom and bathroom is comfortably sized, offering plenty of room for everyone. The heart of the home—the kitchen—is sure to impress with its modern white shaker cabinets, stainless steel appliances, recessed lighting, and ample storage space that will inspire your inner chef. Step outside to your private deck, perfect for morning coffee or evening gatherings, all overlooking a peaceful wooded lot. Located in a welcoming waterfront community, enjoy exclusive access to the private playground on the beach and a dock with boat ramp just a block away—perfect for boating, kayaking, or simply enjoying the water.

4 Beds ⋅ 3 Baths

Welcome to this generously spacious 4-bedroom, 2.5-bathroom home that blends comfort, charm, and functionality in every room. With its expansive layout and thoughtfully updated features, this home offers the perfect setting for both relaxing and entertaining. You’ll love the bright recessed lighting, plantation shutters, ceiling fans, and stunning crown molding throughout. The updated bamboo floors add warmth and elegance, while the newly finished loft provides the ideal bonus space for a home office, playroom, or guest retreat. Each bedroom and bathroom is comfortably sized, offering plenty of room for everyone. The heart of the home—the kitchen—is sure to impress with its modern white shaker cabinets, stainless steel appliances, recessed lighting, and ample storage space that will inspire your inner chef. Step outside to your private deck, perfect for morning coffee or evening gatherings, all overlooking a peaceful wooded lot. Located in a welcoming waterfront community, enjoy exclusive access to the private playground on the beach and a dock with boat ramp just a block away—perfect for boating, kayaking, or simply enjoying the water.

1192 Bay Highlands Dr, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: RE/MAX Leading Edge.

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