CHARIS REALTY GROUP

Traditional, Transitional

996 HEADWATER ROAD

ANNAPOLIS, MD 21403

MLS#: MDAA2143898

$1,150,000

Status: Active
Listing number: MDAA2143898
Listing provided by: Engel & Volkers Annapolis
Listing agent phone: None
Last update: 2 hours ago
New on site today
Browse Properties
KITTY CREEK - Residential

Property

Beds

4

Full Baths

3

1/2 Baths

1

Year Built

1986

Sq.Footage

2,288

Nestled in the serene enclave of Kitty Creek, located right off the South River with easy access to the Chesapeake Bay; this recently updated home offers the perfect blend of luxury, comfort, and waterfront living. Inside, you’re welcomed by refinished hardwood floors and abundant natural light. The updated kitchen features new GE stainless steel appliances and opens to a cozy living room with a wood-burning fireplace and direct access to the deck; ideal for dining under the stars overlooking the peaceful backyard and creek. A main-level laundry/mudroom with side entrance and ramp adds everyday convenience.The primary suite is a true retreat, featuring a waterfront-facing design with a private balcony and updated en-suite bath. Three additional bedrooms with new carpet offer flexibility for guests, a home office, or growing needs. The fully finished walkout lower level provides a private in-law suite with its own entrance, full kitchen, large updated bath, and laundry hookup; perfect for extended stays or entertaining. Outside, enjoy 50 feet of waterfront with a private dock slip, kayak rack, and a spacious .41-acre lot offering plenty of room to relax, garden, or play. Ideally located with easy access to Annapolis, BWI, and DC, this home offers the best of peaceful waterfront living in Annapolis and everyday convenience.

Features & Amenities

Interior

  • Other Interior Features

    Ceiling Fan(s), Recessed Lighting

  • Total Bedrooms

    4

  • Bathrooms

    3

  • 1/2 Bathrooms

    1

  • Above Grade Finished Area

    1700.0

  • Basement YN

    YES

  • Cooling YN

    YES

  • Cooling

    Central Air, Ceiling Fan(s), Electric

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Fireplace Insert, Electric, Heat Pump

  • Pet friendly

    N/A

Exterior

  • Garage

    No

  • Construction Materials

    HardiPlank Type

  • Parking

    Driveway

  • Pool

    No

  • Waterfront YN

    YES

  • View

    Water, Creek/Stream

Area & Lot

  • Lot Features

    Waterfront

  • Lot Size(acres)

    0.41

  • Lot Size(square feet)

    17860.0

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Traditional, Transitional

Price

  • Sales Price

    $1,150,000

  • Tax Amount

    $8,067

  • Zoning

    waterfront

  • Sq. Footage

    2, 288

  • Price/SqFt

    $502

HOA

  • Association

    Yes

  • Association Fee

    $230

  • Association Fee Frequency

    Annually

  • Association Fee Includes

    N/A

School District

  • Elementary School

    N/A

  • Middle School

    N/A

  • High School

    N/A

Property Features

  • New Construction

    NO

  • Foundation Details

    Concrete Perimeter

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Water Source

    Well

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

ANNE ARUNDEL

Elementary School

Middle School

High School

Listing Courtesy of Amanda Joelle Greenfield , Engel & Volkers Annapolis

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent Cindy Wilhelm

AGENT

Cindy Wilhelm

Call Cindy today to schedule a private showing.

(301) 514-3797

cindy@wolfeteam.net


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
Nestled in the serene enclave of Kitty Creek, located right off the South River with easy access to the Chesapeake Bay; this recently updated home offers the perfect blend of luxury, comfort, and waterfront living. Inside, you’re welcomed by refinished hardwood floors and abundant natural light. The updated kitchen features new GE stainless steel appliances and opens to a cozy living room with a wood-burning fireplace and direct access to the deck; ideal for dining under the stars overlooking the peaceful backyard and creek. A main-level laundry/mudroom with side entrance and ramp adds everyday convenience.The primary suite is a true retreat, featuring a waterfront-facing design with a private balcony and updated en-suite bath. Three additional bedrooms with new carpet offer flexibility for guests, a home office, or growing needs. The fully finished walkout lower level provides a private in-law suite with its own entrance, full kitchen, large updated bath, and laundry hookup; perfect for extended stays or entertaining. Outside, enjoy 50 feet of waterfront with a private dock slip, kayak rack, and a spacious .41-acre lot offering plenty of room to relax, garden, or play. Ideally located with easy access to Annapolis, BWI, and DC, this home offers the best of peaceful waterfront living in Annapolis and everyday convenience.

996 HEADWATER ROAD

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

I agree to receive email communication and understand I can unsubscribe at any time.

I agree to be contacted by Charis Realty Group via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

Related Properties

Spacious and elegant, this 4-bedroom, 4.5-bath home offers approximately 4,400 sq. ft., with the option to expand to 5,300 sq. ft. with a fourth level. The gourmet kitchen features double wall ovens (upper with air-fry), a 36" gas cooktop, and choice of cabinetry or stainless steel hood. Enjoy a sunroom, cozy fireplace, 9-foot ceilings on all levels, and a finished basement with full bath. Energy-efficient upgrades include a tankless water heater and two-zone HVAC. Private setting near Quiet Waters Park. Fully furnished model available. Estimated move-in July/August.
#MDAA2134880

ANNAPOLIS

113 STILLY WAY

4 Beds

4 Baths

4,700 Sq.Ft.

$1,079,990

MLS#: MDAA2134880

Welcome Home! Every aspect well planned and thought out for comfort and making wonderful memories. This beauty is sited on one of (if not the most) coveted lots when the builder developed this communtiy. Manicured and landcaped and all ready for Spring! The full front porch welcomes you into the sweeping 2 story foyer, from there, make your way through the first level of this home and take it all in! Kitchen with oversized island, Viking gas range and stunning cabinetry. Exit here or from extended family room onto the composit deck overlooking stone patio and extensive hardscaping and landscaping, just imagine evenings by the fire out here! Make your way upstairs where you will find the primary suite, complete with its luxury led bath, mini fridge, soaking tub and stone shower with dual heads and frameless shower door as well as a California Closet. 3 more bedrooms and 2 full baths, to include a Jack and Jill round out the upstairs along with a laundry room with natural light pouring in from the full sized window and additional cabinetry! When you make your way to the lower level, you will find a great space complete with a bar/second kitchen area for entertaining, guests or even possibly au pair? Round this space out with an additional full bath and a room designed and finished with a hobby or craft area, imagine your hobbies here! A home such as this with such carefully thought out exterior and interior spaces, featuring so many comfort features as well as asthetics is a find! When the sellers purchased this home, the builders tag line was... Your Home, Your Way, and these sellers embraced that! Make sure to go through the side door on the 3 car garage, where you will find your self in a fenced courtyard with shed and a 55KW Cummins Onan natural gas automatic transfer switch generator that has been regularly maintainted by Cummins since its installation! Seller may consider sale of some personal items, ie pool table, please inquire with any specifics. Roof replaced approximately 5 years ago, 50 year roof.
#MDAA2141818

ANNAPOLIS

720 FANTAIL COURT

4 Beds

4 Baths

6,214 Sq.Ft.

$1,300,000

MLS#: MDAA2141818

Located just moments from the shoreline, 509 Chesapeake Ave presents a rare opportunity to secure a 4-bedroom, 2-bath single-family home in one of Annapolis’s most desirable waterfront-adjacent areas. Whether you’re an investor searching for your next project or a homeowner ready to create your dream coastal retreat, this property offers incredible potential. The home features a spacious layout with four bedrooms and two full baths, providing a solid foundation for renovation and value-add improvements. With the right vision, this property could be transformed into a stunning primary residence, vacation home, or resale opportunity. Positioned just steps from the water, enjoy the lifestyle perks of boating, dining, and all that Annapolis waterfront living has to offer. The location alone makes this a standout opportunity—properties this close to the water with this much upside are hard to find. Ideal for buyers looking to renovate, customize, and build equity in a prime location. Bring your contractor, your vision, and unlock the full potential of this Annapolis gem.
#MDAA2140184

ANNAPOLIS

509 CHESAPEAKE AVENUE

4 Beds

2 Baths

1,800 Sq.Ft.

$972,000

MLS#: MDAA2140184

Striking modern craftsman located in Eastport! This beautifully constructed home boasts 3 levels of living space including the finished basement with great room, bonus room and full bath. The inviting front porch with balcony above welcomes you as you step onto the property. The high ceilings, plethora of windows for natural light and wide open floor plan set the tone for this wonderful home. The main level features a thoughtful layout and elegant details including a formal living room and dining room which flows to the stunning 2 story Family room with coffered ceiling. The adjacent breakfast nook and gourmet kitchen boasts a massive island; perfect for entertaining. The sunroom off the kitchen is an ideal location to relax or entertain and offers a smooth transition to access the outdoor patio; perfect for alfresco dining. Head upstairs to enjoy the spacious Primary bedroom ensuite with coved ceiling, walk-in closet and luxurious spa-like bathroom. 3 additional bedrooms on this level, one with a spacious balcony overlooking the front yard, provides plenty of space for family and friends. The quaint community of Green Acres provides a community waterfront common area to gather, swim, fish, launch a kayak or tie up a small vessel. The close proximity to downtown Eastport encourages you to stroll the artful and nautical streets to amenities like; five-star restaurants, pubs and shopping. Not to mention you are merely steps away from downtown Annapolis and Naval Academy by either walking across the Spa Creek drawbridge or motoring in the water taxi. From this location, you are also close to some of the Bay's best cruising and fishing areas. Attractive destinations such as Baltimore's Inner Harbor, St. Michael's, Oxford, and Solomon's Island are only a short cruise away. Annapolis offers the perfect balance of small-town charm and big world sophistication. Located just 5 miles to Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft.Meade/NSA and Washington, DC. Welcome Home!
#MDAA2136882

ANNAPOLIS

819 JANICE DRIVE

4 Beds

3 Baths

4,043 Sq.Ft.

$1,125,000

MLS#: MDAA2136882

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.
#MDAA2131620

ANNAPOLIS

2942 SOUTHAVEN DRIVE

4 Beds

2 Baths

2,142 Sq.Ft.

$949,900

MLS#: MDAA2131620

Welcome to 1717 Porters Hill Road, a light-filled contemporary home designed around volume and a seamless connection to its natural surroundings. Framed by expansive windows and soaring architectural lines, the home offers a fresh, airy interior where natural light moves beautifully throughout the day. Inside, the main living spaces unfold with an open floor plan that feels both modern and inviting. Wide-plank flooring and warm wood accents create a clean, elevated backdrop, while dramatic windows and vaulted ceilings bring a sense of scale and calm. The living area is anchored by walls of glass that open to the surrounding decks, offering a peaceful, almost treehouse-like setting. The home offers three bedrooms and two full bathrooms, including a convenient main-level bedroom that provides flexibility for guests, a home office, or single-level living. The kitchen is bright and streamlined, featuring white cabinetry, stainless steel appliances, a classic tile backsplash, and generous counter space. The relation to the main living and dining areas makes everyday living easy, while also creating an effortless flow for entertaining. Upstairs, two additional bedrooms share a hall bath, providing a thoughtful layout with private spaces tucked away from the main gathering areas. Outdoor living is equally inviting, with an expansive deck wrapping around the home and overlooking Luce Creek. With 163 ft of waterfrontage, the sense of privacy is unmatched and offers ample opportunity to enjoy the surroundings. Super private location, but it’s a short drive to downtown Annapolis and commute routes.
#MDAA2142352

ANNAPOLIS

1717 PORTERS HILL ROAD

3 Beds

2 Baths

1,800 Sq.Ft.

$1,300,000

MLS#: MDAA2142352

Waterfront Home for Sale in Broadview Estates | South River Real Estate Discover an incredible waterfront investment opportunity in the highly sought-after Broadview Estates community. Nestled along the serene banks of the South River, this bi-level residence presents a rare chance to own a slice of paradise. Offered as an estate sale and sold strictly "as-is," this property boasts incredible bones—including a brand-new roof installed just last week! Whether you are looking for a fixer-upper or a blank canvas to build your dream luxury estate, this home is waiting for your vision and TLC. Property Highlights & Interior Features Spacious Layout: 4 large bedrooms, 3 full bathrooms, and a generous 3,111 +/- square feet of finished living space. Entertainer's Kitchen: An open floor plan seamlessly connects the kitchen and dining areas. Features include elegant ceramic tile flooring and high-end appliances (built-in microwave, electric wall oven, and sleek dishwasher). Cozy Living Areas: Natural light floods the space through bright skylights, while the main living areas are anchored by two beautiful wood-burning fireplaces. Relaxing Indoor Sauna: Unwind and detoxify in your very own indoor sauna, perfect for relaxing after a long day on the water or during brisk winter evenings. Master Suite Retreat: Complete with a spacious walk-in closet and a private en-suite bathroom. Walkout Basement: The fully finished lower level offers excellent versatility, featuring a connecting stairway and direct walkout access to the lush outdoors. Waterfront Oasis & Exterior Amenities Set on a sprawling 0.41-acre private, partly wooded lot, this property offers an unmatched waterfront lifestyle. While the home needs work to bring it back to its former glory, the outdoor potential is limitless. Custom Deck Potential: Envision building a brand-new custom rear deck to enjoy breathtaking, panoramic views of the creek and marina. Operational Outdoor Tram: Bypass the stairs and take the fully working outdoor tram straight down to the water! Private Dock Site: Enjoy direct, deep-water access perfectly equipped for boating, fishing, or soaking in the natural beauty of the South River. Broadview Estates Community Perks Living in Broadview Estates means exclusive access to premium community amenities. Residents enjoy a private marina club featuring convenient kayak storage and a launch, ensuring water enthusiasts have everything they need at their fingertips. With easy access to navigable waters, you can launch directly into a variety of activities, from a peaceful morning kayak ride to wakeboarding. This South River property is not just a residence; it's a lifestyle. Bring your contractor and your imagination, and don't miss the opportunity to make this spectacular waterfront estate your reality!
#MDAA2143526

ANNAPOLIS

377 BROADVIEW LANE

4 Beds

3 Baths

3,111 Sq.Ft.

$1,299,000

MLS#: MDAA2143526

VIRTUAL TOUR: https://my.matterport.com/show/?m=FRKRayZVZEv&mls= Buyer may keep all furnishings if desired, all items in garage will be removed prior to sale. Welcome to 3249 Arundel on the Bay Road — where coastal charm meets timeless character in one of Annapolis’ most sought-after waterfront communities. Nestled in the heart of Arundel on the Bay, this beautifully positioned home offers the rare opportunity to enjoy true Chesapeake Bay living with a blend of tranquility, charm, and convenience. Surrounded by water and embraced by a tight-knit community known for its private beaches, boat ramps, and breathtaking sunsets, this property delivers a lifestyle—not just a home. Step inside to discover a residence filled with natural light, warm finishes, and an inviting layout designed for both everyday living and effortless entertaining. The home features spacious living areas, well-appointed bedrooms, and thoughtful touches throughout that create a sense of comfort and functionality. Outside, enjoy serene outdoor living with space to relax, entertain, or simply take in the coastal breeze via backyard and 2nd floor deck. Whether you’re hosting gatherings, unwinding after a long day, or heading out for a walk along the water, this home offers the perfect backdrop. Living in Arundel on the Bay means access to exclusive community amenities, including private beaches, a boat ramp, fishing piers, playgrounds, and kayak storage—making it a dream for water enthusiasts and nature lovers alike. All of this, just minutes from historic downtown Annapolis, dining, shopping, and major commuter routes. Whether you’re seeking a full-time residence, a weekend retreat, or an investment opportunity in a highly desirable waterfront enclave, 3249 Arundel on the Bay Road is a rare find that captures the essence of coastal Maryland living. Don’t miss your chance to own a piece of the Bay lifestyle.
#MDAA2139224

ANNAPOLIS

3249 ARUNDEL ON THE BAY ROAD

4 Beds

3 Baths

2,800 Sq.Ft.

$1,050,000

MLS#: MDAA2139224

Welcome to the heart of Annapolis and experience elegant downtown living at Acton’s Landing, just footsteps from the city’s vibrant waterfront, fine dining, shopping, and historic attractions. Perfectly positioned, this distinguished brick condominium building offers refined living with breathtaking views of the Maryland State Capitol and the Annapolis waterfront, placing the very best of the city right outside your front door. Step inside to a thoughtfully designed interior where custom crown molding throughout the main living space perfectly complements soaring 9‑foot ceilings. Recessed lighting, paired with abundant natural light, enhances the open and airy ambiance. Large windows and sliding glass doors frame stunning skyline views, creating a seamless connection between indoor and outdoor living. The chef’s kitchen features rich wood cabinetry, gleaming granite countertops, and generous space ideal for both everyday living and entertaining. The open floor plan flows effortlessly to a remarkable 800‑square‑foot terrace, offering multiple vantage points and adorned with thoughtfully placed flowers that create the feel of a private garden retreat. The primary suite offers a luxurious retreat with a spacious en‑suite bathroom featuring a soaking tub, separate shower, and elegant vanity. The guest suite is equally inviting, offering a private balcony—perfect for morning coffee or unwinding in the evening—along with a private bath featuring a granite vanity and walk‑in shower. Parking space and two storage units convey. Just steps from your front door, enjoy walkable access to the waterfront, fine dining, boutique shopping, and Annapolis’ historic landmarks, all while relishing the privacy and sophistication of Acton’s Landing. With premium finishes, expansive outdoor living spaces, breathtaking views, and an unbeatable downtown location, this exceptional residence captures the very essence of luxury Annapolis living.
#MDAA2143400

ANNAPOLIS

66 FRANKLIN STREET 403

2 Beds

2 Baths

1,349 Sq.Ft.

$1,298,000

MLS#: MDAA2143400

May 9 and May 10 Open Houses 12:00-3:00 are held at our showroom at 3 Church Circle in Annapolis. Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes. This listing is for an interior home on Lot 16. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your deposit now to lock in current pricing and have the ability to customize your home! Sales Center appointments are available now. Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor. A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor the spacious kitchen and luxurious owner's suite, privately situated on its own level, and the high-end materials and fixtures throughout. Live graciously and vertically on four generous levels, whisked up and down by your private elevator. This is Towne Row, your haven, your showplace, your new home. It's like none other in Annapolis. Features include: 3,100 Square Feet of Living Space, 3 Bedrooms + Den, 3 Full Baths, 2 Half Baths, Expansive Gourmet Kitchen With Walk-out Deck, Private Elevator, Elegant, Spacious Owner's Suite on Its Own Level, Quartz Countertops Throughout, Four Levels of Finished Living Space, Rooftop Deck With Space for Hot Tub, Two-car Garage, Energy Star & LEED Gold Certified Location, location, location. Living at Towne Row puts you in the heart of the bustling Annapolis Town Center corridor. You have instant access to an array of upscale and casual restaurants, boutiques and shops, favorite grocery stores, sophisticated fashion and home goods retailers, fitness clubs, movie theaters, and essential services. Plus, you'll be minutes from the Annapolis historic district, endless waterways, nearby marinas, and a short drive to Baltimore and Washington, D.C. It's luxury living and convenience beyond compare. Lot dimensions, floor plans, and square footage figures are approximate. Architectural renderings are samples only and may not reflect the exact product. Sellew Rd. has not been built and may not appear on some mapping apps. Map to 2555 Riva Rd. for the approximate location.
#MDAA2135970

ANNAPOLIS

109 SELLEW ROAD

3 Beds

3 Baths

3,100 Sq.Ft.

$1,250,000

MLS#: MDAA2135970

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

I agree to receive email communication and understand I can unsubscribe at any time.

I agree to be contacted by Charis Realty Group via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

I agree to receive communications and understand I can unsubscribe at any time.

I agree to be contacted by Charis Realty Group via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service