CHARIS REALTY GROUP

Federal, Traditional

160 GREEN STREET

ANNAPOLIS, MD 21401

MLS#: MDAA2113866

$1,200,000

Status: Closed
Listing number: MDAA2113866
Listing provided by: Compass
Listing agent phone: None
Last update: 9 months ago
On site: 11 months ago
Browse Properties
ANNAPOLIS - Residential

Property

Beds

4

Full Baths

2

1/2 Baths

1

Year Built

1832

Sq.Footage

2,322

Step into a piece of Annapolis history with the Philip Clayton House, a cherished landmark dating back to 1834. Perfectly situated within walking distance to the City Dock, U.S. Naval Academy, and the vibrant shops and restaurants of Downtown Annapolis, this residence blends timeless character with everyday convenience. Over nearly two centuries, the home has undergone thoughtful renovations and expansions, preserving its historic charm while enhancing livability. You'll be captivated by the heart of pine floors, many original moldings, and multiple fireplaces that reflect its storied past. The spacious family room addition seamlessly opens to a private patio and fenced backyard—ideal for outdoor entertaining or peaceful relaxation. Inside, the home features 4 generously sized bedrooms and 2.5 bathrooms, offering comfortable accommodations for residents and guests alike. The large kitchen, complete with a central island, serves as a natural gathering space—perfect for family meals or entertaining. Currently operating as a successful VRBO, this property offers both residential appeal and investment potential. Don’t miss your chance to own a piece of Annapolis history!

Features & Amenities

Interior

  • Total Bedrooms

    4

  • Bathrooms

    2

  • 1/2 Bathrooms

    1

  • Above Grade Finished Area

    2322.0

  • Basement YN

    YES

  • Cooling YN

    YES

  • Cooling

    Central Air, Electric

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Natural Gas, Baseboard

  • Pet friendly

    N/A

Exterior

  • Garage

    No

  • Construction Materials

    Brick

  • Parking

    On Street, Other

  • Pool

    No

  • Waterfront YN

    NO

Area & Lot

  • Lot Size(acres)

    0.07

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Federal, Traditional

Price

  • Sales Price

    $1,200,000

  • Tax Amount

    $13,968

  • Sq. Footage

    2, 322

  • Price/SqFt

    $516

HOA

  • Association

    No

School District

  • Elementary School

    N/A

  • Middle School

    N/A

  • High School

    N/A

Property Features

  • Foundation Details

    Other

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Water Source

    Public

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 Denie E Dulin , Compass

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 Angela Morales

AGENT

Angela Morales

Call Angela today to schedule a private showing.

(443) 289-0378

angelagetsitsold@gmail.com


* 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.
Step into a piece of Annapolis history with the Philip Clayton House, a cherished landmark dating back to 1834. Perfectly situated within walking distance to the City Dock, U.S. Naval Academy, and the vibrant shops and restaurants of Downtown Annapolis, this residence blends timeless character with everyday convenience. Over nearly two centuries, the home has undergone thoughtful renovations and expansions, preserving its historic charm while enhancing livability. You'll be captivated by the heart of pine floors, many original moldings, and multiple fireplaces that reflect its storied past. The spacious family room addition seamlessly opens to a private patio and fenced backyard—ideal for outdoor entertaining or peaceful relaxation. Inside, the home features 4 generously sized bedrooms and 2.5 bathrooms, offering comfortable accommodations for residents and guests alike. The large kitchen, complete with a central island, serves as a natural gathering space—perfect for family meals or entertaining. Currently operating as a successful VRBO, this property offers both residential appeal and investment potential. Don’t miss your chance to own a piece of Annapolis history!

160 GREEN STREET

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

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

OPEN HOUSE Saturday & Sunday 1:00-4:00 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

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

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

Waterfront Views - Annapolis Roads Community! AMAZING BRAND NEW WATER VIEW HOME in a desirable Annapolis, MD location! This stunning 5 bedroom, 3 full bathroom residence offers all the amenitiew of Annapolis Roads and lock and leave lifestyle. Situated in the sought-after Annapolis Roads community, the home occupies a premium 20,125 sq ft corner lot and features a 2-car side load garage. Special features include: Fabulous proposed deck along rear of home for low maintenance enjoyment of sights and sounds Included two year lawn maintenance 9-foot ceilings and LVP hardwood floors throughout Gourmet kitchen with stainless steel appliances, 42-inch maple cabinets, and granite countertops A spacious great room centers around an inviting gas fireplace Formal dining room, living room Main level 6th bedroom/den/office option, full bathroom Conveniently located laundry room near the garage entrance 5 bedrooms and 3 full bathrooms Expansive primary suite with a bonus room perfect for an office, gym, or reading room Luxurious primary bathroom showcasing a quartz double bowl vanity, ceramic tile throughout, soaking tub and a large glass shower A secondary suite bedroom and bath are located down the hall Three additional bedrooms and a full bathroom complete this level For future expansion, the home includes a 1,717 sq ft unfinished basement ready for customization.
#MDAA2138416

ANNAPOLIS

2644 CLAIBOURNE ROAD

6 Beds

4 Baths

3,702 Sq.Ft.

$1,384,000

MLS#: MDAA2138416

She’s one and a half years young. She’s flawless. And she’s the one buyers keep hoping hits the market—but almost never does. Welcome to 141 Stilly Way, a fully upgraded, privately owned resale in Parkside Preserve where the work is already done, the upgrades are already in place, and the wait is completely eliminated. This is not a builder sale. This is the finished product—refined, elevated, and move-in ready without the stress, delays, or added expense of building. From the moment you walk in, the home delivers—light-filled, expansive, and intentionally designed for the way people actually want to live today. The main level flows effortlessly, anchored by a stunning designer kitchen with premium cabinetry, quartz countertops, tiled backsplash, under-cabinet lighting, and a chef’s appliance package with double wall ovens, gas cooktop, and stainless hood, all opening to a warm and inviting family room with a gas fireplace and peaceful wooded backdrop. Upstairs, the primary suite feels like a true retreat with a spa-inspired bath and oversized walk-in closet, while the additional bedrooms offer space, comfort, and flexibility. The fully finished lower level creates the perfect extension of the home—ideal for entertaining, guests, a gym, or movie nights. And beyond the home itself, the lifestyle is exactly what today’s buyers are chasing—a newer community filled with friendly neighbors, sidewalks, and a true sense of connection, paired with resort-style amenities including a pool, clubhouse, fitness center, playgrounds, and walking trails. Step outside your door and you’re minutes to Quiet Waters Park with its waterfront trails, dog park, and outdoor concerts, as well as the charm of Annapolis—from historic streets and boutique shopping to waterfront dining, marinas, and endless Chesapeake Bay adventures. Morning coffee on your deck, evening walks through the neighborhood, weekends on the water, and nights out in town—this is the lifestyle people move here for. And here’s the reality—homes like this, in this condition, in this location, without the builder process, do not sit. If you’ve been waiting for the right one, this is it.
#MDAA2139818

ANNAPOLIS

141 STILLY WAY

5 Beds

4 Baths

5,140 Sq.Ft.

$1,095,000

MLS#: MDAA2139818

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

New on site 1 day ago
This unique Annapolitan Contemporary home is located in the quiet wooded enclave of WOODLORE. Which is one of the most coveted hidden gems offering an exceptional blend of refined living and natural beauty.  Just minutes from HISTORIC DOWNTOWN ANNAPOLIS, DC, & Baltimore. Clean lines, soaring ceilings, beautiful color palette and thoughtful design around EVERY corner.... TONS of WINDOWS & strategically placed skylights impart a cool serenity vibe as you look out over your own secluded, landscaped 1.08 acre sanctuary- FABULOUS CHEFS' KITCHEN (2025)  featuring large CENTER ISLAND oozes STYLE and FUNCTION with TWO-TONED cabinets, Granite Countertops & LOTS of Purpose-Driven STORAGE.  Custom Cabinetry paneled appliances blend in seamlessly while splashes of stainless-steel, including propane fueled Gas RANGE & sleek PULL-OUT microwave DRAWER create contrast and interest. Warm and inviting Family Room with Fireplace right off of the Kitchen creates the perfect space to stay connected and be part of every conversation, which flows into the amazing SUN ROOM with serene views and gorgeous natural sunlight. Great for entertaining or relaxing with a good book or just enjoying nature's beauty or warmth of the fireplace. Sliders going to the rear deck and to the POOL. Separate DINING ROOM has French doors out to the rear deck & step-down to STUNNING LIVING ROOM with wall of windows that showcase the rich honey-colored HARDWOOD floors. The main-level OFFICE offers everyday convenience, perfect for working from home or managing daily tasks without navigating stairs.  Not to mention the recently updated beautiful Half BATHROOM on the main level. PLUS convenient LAUNDRY/STORAGE room on the main level. Upstairs, the Primary Bedroom boasts expansive Walk-In Closet, and luxurious Spa-like Bathroom with SAUNA, Soaking Tub, and Separate Shower with Steam, is sure to provide respite from stresses of the day. Two additional bedrooms and another beautifully updated Full Bathroom.  Downstairs, you will find an AWESOME MULTI- functional LIVING SPACE/EXCERCISE ROOM/FAMILY ROOM....1 GUEST BEDROOM/ FULL BATHROOM with Sliders to the Patio.  In addition, there is a large BONUS STORAGE/Utility area along with closets galore that will dazzle any highly organized individual. THE icing on THE CAKE (AND NATURALIST'S/ ENTERTAINER'S DREAM....) has to be this home's EXTRAORDINARY setting featuring INGROUND GUNITE, SALT-WATER, HEATED POOL , WATERFALL FEATURE, and lighting that ALL easily controlled from your cell phone.  A MASTER-GARDENER created a rolling array of mature showy perennial gardens providing year-round color and interest that back to protected woods that cannot be developed. Expansive TREX multi level decking meets you at the back doors and spills out into the pool area. With all of this in your own backyard, there's NO NEED to vacation or even leave this peaceful sanctuary in the woods. Where convenience meets tranquility as this home is ideally situated. If it's EXCITEMENT you crave, you are centrally located to incredible historic culture, food, entertainment & so much more with HISTORIC DOWNTOWN ANNAPOLIS, WASHINGTON DC, Baltimore, the BEACHES of Maryland's Eastern Shore. This is more than just a home; it's an exciting opportunity to live your best life enjoying family and friends. MUST SEE!
#MDAA2142528

ANNAPOLIS

1718 WOODLORE ROAD

4 Beds

3 Baths

2,522 Sq.Ft.

$1,250,000

MLS#: MDAA2142528

Discover luxurious living in this exceptional 5-bedroom, 4-bathroom home nestled on a full acre in an exclusive water access community. This meticulously crafted residence seamlessly blends elegant design with modern comfort, offering the perfect retreat for those seeking both tranquility and sophistication. The expansive one-acre lot offers endless possibilities for outdoor enjoyment, including gardening, relaxing on the rooftop deck, or sitting under the ceiling fans on the large front porch. Each of the five spacious bedrooms offers comfort and style, while four full bathrooms feature premium tile work, modern vanities, and spa-like amenities. All the while, enjoying the water access community amenities that offer boating, fishing, and waterfront recreation just moments from your doorstep. Easy access to local restaurants, shopping, and major roadways.
#MDAA2140440

ANNAPOLIS

767 BON HAVEN DRIVE

5 Beds

4 Baths

3,255 Sq.Ft.

$1,175,000

MLS#: MDAA2140440

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

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

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