Colonial

320 CHESTER AVENUE

ANNAPOLIS , MD 21403

MLS#: MDAA2128698

$779,000

Status: Active
Listing number: MDAA2128698
Listing provided by: Long & Foster Real Estate, Inc.
Listing agent phone: None
Last update: 7 days ago
On site: 8 days ago
Browse Properties
EASTPORT - Residential

Property

Beds

2

Full Baths

2

1/2 Baths

None

Year Built

1920

Sq.Footage

1,176

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.

Features & Amenities

Interior

  • Other Interior Features

    Ceiling Fan(s)

  • Total Bedrooms

    2

  • Bathrooms

    2

  • Above Grade Finished Area

    1176.0

  • Basement YN

    NO

  • Cooling YN

    YES

  • Cooling

    Ceiling Fan(s), Wall Unit(s), Electric

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Electric

  • Main Level Bedrooms

    1

  • Pet friendly

    N/A

Exterior

  • Garage

    No

  • Construction Materials

    Frame

  • Parking

    On Street

  • Patio and Porch Features

    Deck

  • Pool

    Yes

  • Pool Features

    None

  • Waterfront YN

    NO

Area & Lot

  • Lot Size(acres)

    0.08

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Colonial

Price

  • Sales Price

    $779,000

  • Tax Amount

    9345.0

  • Sq. Footage

    1, 176

  • Price/SqFt

    $662

HOA

  • Association

    NO

School District

  • Elementary School

    CALL SCHOOL BOARD

  • Middle School

    CALL SCHOOL BOARD

  • High School

    CALL SCHOOL BOARD

Property Features

  • 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

CALL SCHOOL BOARD

Middle School

CALL SCHOOL BOARD

High School

CALL SCHOOL BOARD

Listing Courtesy of John J Collins , Long & Foster Real Estate, Inc.

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 ChristyIssler

Broker | Owner

ChristyIssler

Call Christy today to schedule a private showing.

(235) 551-212

christy@charisrealty.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.
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.

320 CHESTER AVENUE

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

Related Properties

Welcome home to completely renovated 529 Tayman Drive, an impeccably renovated residence blending modern luxury with prime Hillsmere convenience. Situated on a large/spacious, fenced-in corner lot, this 3-bedroom 2.5-bathroom with a finished basement offers a lifestyle of comfort and ease. Step inside and be captivated by the two-story vaulted living room, a sun-drenched space designed for both relaxation and grand entertaining. The gourmet kitchen is a chef’s dream, featuring sleek quartz countertops and all-new appliances. The primary bedroom is a true retreat, offering a spa-like en-suite bathroom for ultimate relaxation. The finished basement provides ample flexible space for a media room, home gym, or play area. With no detail overlooked, this home is entirely move-in ready. Upgrades include a new roof, new siding, a new composite deck and porch, a new HVAC system, a new water heater, and a new French drain waterproofing system. The backyard has a pour concrete pad with electrical service for a large shed or hot tub! As if the home itself weren't enough, the location is unbeatable—just one block from the Key School and a short walk from the community beach. Discover the best of Hillsmere living.
#MDAA2127754

ANNAPOLIS

529 TAYMAN DRIVE

3 Beds

2 Baths

3,400 Sq.Ft.

$750,000

MLS#: MDAA2127754

**Pristine Beauty...Move-in-Ready 4-Level, End of Row Townhome in the Community of Parkeside Preserve in Annapolis, MD *****The True Definition of Luxury Living with all the Bells & Whistles! This Incredible Home Features 4 Finished Levels with 4 Bedrooms, 3 Full & 1 Half Bathrooms, 2 Car Garage, which features High Grade Epoxy Flooring, Custom bi-level Stone Accent Walls; Ample Storage, and a convenient TESLA Charger! *****Enter on the Main Level either from the Front Door or Garage and Enjoy Entertaining in Your Spacious Family Room with Lots of Natural Light and the Convenience of a Full Bathroom and additional Storage area! *****The 2nd Level features a Spacious Open Floor Plan - Also Great for Entertaining! The Gourmet Kitchen provides Unparalleled Convenience Combined with Casual Comfort and Elegance. Plenty of Counter space with a Kitchen Island and Breakfast Bar; Sep Coffee/Bar Nook, Huge Walk-in Pantry and Half Bath! *****Stainless Steel Appliances; Refrigerator with Water Filtration system; Soft Close Cabinetry. *****Ascend to the Owner's Suite for Ultimate Convenience of your daily routine. Deluxe Bathroom, Sep Water Closet, and a Huge Walk-in Closet; *****Two (2) additional well-appointed Bedrooms and a Shared Hall Bathroom offering Comfort and Privacy. Both rooms feature 9' Ceilings. *****Sep Laundry area and Hallway Linen Closet. *****Venture to the 4th level (use as a 4th Bedroom, Home Office/Flex Area, Serene Retreat) and Enjoy Evenings Under the Stars! Watch the Blue Angels Fly Over as well as July 4th Fireworks! *****Back to the Main Level for a little down time and Enjoy Sitting under your Covered Front Porch and Soak in the Peaceful Surroundings! *****Added Perks: In addition to a TESLA Charger, there's a 'Flo by Moen' device which monitors the Water pressure, Temperature, Flow rate in real-time, and offers Leak Detection and alerts. *****BEST OF ALL ... Enjoy the Benefits of a ‘Flash Heater System’ that provides UNLIMITED Hot Water for the Shower! *****Energy Star Certified Appliances; and Custom Window Blinds; and a Ring System *****Call Me for Details about available GRANT/down Payment Funds; ZERO down payment with NO Mortgage Insurance Loan; FHLB Money for a LIMITED TIME with Higher Amounts to HELP Buyers! *****Click the MOVIE Icon Next to the Photos to Navigate through each Level of this Gorgeous Home!
#MDAA2118974

ANNAPOLIS

113 TREBLIS WAY

4 Beds

3 Baths

2,348 Sq.Ft.

$724,999

MLS#: MDAA2118974

Welcome to Kingsport , a water privileged community packed with beautiful homes and all the modern conveniences. This stunning 5BR/4.5BA luxury home is ready for new beginnings. Grand residence featuring hardwood foyer, formal oval dining room, living room, and main-level office. Gourmet kitchen with custom island cooktop, dual wall ovens, granite counters, and abundant cabinetry opens to the family room with vaulted ceilings, plantation shutters, and gas fireplace. The additional room off the foyer is perfect for the home office. The upper level includes a primary suite with spa bath and dual walk-in closets, en-suite second bedroom, plus two additional bedrooms with shared bath. The finished lower level offers a rec room with a wet bar, guest suite, playroom and an abundance of storage. Fully fenced yard with paver patio and raised garden bed. Property backs up to woods and walking paths. The community offers a pool, multiple playgrounds, hiking and biking trail, kayak launch and storage. The community pier situated at the end of Crab Creek is the perfect place to unwind, go fishing or have a picnic. Close proximity to all commuter routes and minutes from downtown Annapolis
#MDAA2120506

ANNAPOLIS

730 CRISFIELD WAY

5 Beds

4 Baths

5,151 Sq.Ft.

$865,000

MLS#: MDAA2120506

Ameri-Star Homes is pleased to offer this incredible opportunity for a to-be-built, craftsman-style home situated on a beautiful almost half acre lot with walkout basement condition in the well-established neighborhood of Rolling Knolls, in Annapolis. *Builder is paying $5,000 TOWARDS CLOSING COSTS with use of builders approved lender and title company. Our exciting Taft model is appointed with an abundance of features that you deserve, 9-foot ceilings main level, engineered hardwood floors on the entire first floor, granite or quartz countertops in the kitchen, upgraded cabinets with soft close doors and drawers, ceramic-clad baths and laundry room floor, stainless appliances, washer and dryer package, stone accents on the exterior, architectural roof shingles, upgraded craftsman style moldings, craftsman newel posts with oak rails with black iron pickets, a garage door opener with wifi, a sodded lawn and generous landscaping package and so much more. ALL STANDARD! A home that you certainly will be proud to drive up to. There is 2,580 square feet of above grade living space to enjoy and plenty of room for expansion including adding an optional finished rec room, an optional basement bedroom and optional full bathroom in the basement at an additional cost. This location is a convenient commute to Baltimore and Washington DC and just minutes to historic Annapolis, Maryland. This is a rare opportunity for new construction in the Annapolis area. The images illustrated in this listing may be representative of the builder’s work in likeness and quality and may show optional features that are available. Prices, terms, conditions, and availability are subject to change without prior written notice. Other plans are available for this lot, including a rancher plan.
#MDAA2123152

ANNAPOLIS

2175 GLENCREST CIRCLE - TAFT MODEL

4 Beds

2 Baths

3,480 Sq.Ft.

$849,990

MLS#: MDAA2123152

Tucked away in the exclusive gated community of The Vineyards of Annapolis, this all-brick townhome combines timeless elegance with modern comfort in a tranquil setting. Designed with both style and function in mind, the home welcomes you with an open-concept layout and expansive windows that bathe each room in natural light with gleaming floors throughout. Many new upgrades include brand new HVAC and washer dryer. The water heater is less than 3 yrs. old and the original roof has been replaced. Enjoy years not worrying about expensive deferred maintenance! At the heart of the home is a large, open kitchen with plenty of space for cooking, dining, and gathering — ideal for both everyday living and entertaining. The spacious living room, anchored by a cozy gas fireplace, offers the perfect blend of warmth and sophistication. Gorgeous custom architectural details and high-end finishes reflect craftsmanship at every turn. Upstairs, the expansive master bedroom provides a private retreat, complete with generous proportions and a serene atmosphere. Step outside onto the private deck, where the beauty of professionally landscaped grounds creates the perfect backdrop for entertaining or relaxing with a glass of wine. Enjoy the outdoors in your private hot tub. Residents of The Vineyards enjoy the peace of a secure, professionally managed community along with the beauty of meticulously maintained surroundings. Here, you’ll find not only luxury and comfort, but also a true sense of community. And when you’re ready to explore, the vibrant waterfront, boutique shopping, fine dining, and historic charm of downtown Annapolis are just minutes away. Conveniently located near major interstates and the park-and-ride, offering an easy and efficient commute. This home is more than a place to live—it’s a lifestyle of elegance, warmth, and connection.
#MDAA2127778

ANNAPOLIS

204 BURGUNDY LANE

3 Beds

3 Baths

3,000 Sq.Ft.

$689,900

MLS#: MDAA2127778

Welcome to this charming modern Craftsman-style home, offering 5 bedrooms and 3.5 bathrooms across three beautifully finished levels. Built in 2022, this home showcases timeless curb appeal and over 2,900 square feet of inviting living space filled with natural light. Step inside to an open and welcoming floor plan where the heart of the home is the stunning kitchen — featuring gorgeous countertops, a large center island, and stainless steel appliances. The kitchen opens to a cozy family room centered around a gas fireplace with a marble mantel, creating the perfect space for gatherings and relaxation. Upstairs, the spacious and airy primary suite offers abundant natural light, an ensuite bathroom with an oversized shower and soaking tub, and a generous walk-in closet. Three additional bedrooms, a full hall bathroom, and convenient upper-level laundry complete this floor, along with easy-access attic storage. The finished lower level expands your living and entertaining space with a large recreation room — ideal for a game room, home theater, or gym — plus a fifth bedroom, full bathroom, and walkout access to the backyard. A stylish bar area and additional storage complete this level. Outside, enjoy a serene retreat backing to trees. The deck invites you to unwind and take in the peaceful surroundings, complemented by a custom bluestone patio below, a fully fenced backyard, and all-new landscaping. Additional highlights include ADT security system, two-car garage, shed, and recently added gutter guards. Located in the Cape St. Claire community, residents enjoy easy access to the neighborhood playground, community beach, kayak racks, boat ramp, and clubhouse — bringing outdoor adventure and coastal charm right to your doorstep. All within the sought-after Broadneck school district and minutes from major commuter routes. Don’t miss the opportunity to make this home yours – schedule your private tour today!
#MDAA2128798

ANNAPOLIS

1214 RAMBLEWOOD DRIVE

5 Beds

3 Baths

3,438 Sq.Ft.

$925,000

MLS#: MDAA2128798

New on site 1 day ago
Welcome to 110 Marquise Lane, Annapolis, MD, located in the highly desired Timber Creek community! This well-kept 3-bedroom, 2.5-bath home shows true pride of ownership throughout. The inviting interior has been lovingly maintained and offers comfortable living spaces ready for you to move right in. Step outside to the covered porch with electric and Trex decking, a beautiful addition that overlooks the fully fenced backyard, perfect for entertaining, relaxing, or enjoying peaceful evenings outdoors. The home also features an unfinished basement, providing plenty of room for storage or future customization to suit your needs. Nestled in the sought-after Timber Creek neighborhood, this property offers the perfect blend of community charm and convenience, with easy access to downtown Annapolis, local parks, shopping, and commuter routes.
#MDAA2130058

ANNAPOLIS

110 MARQUISE LANE

3 Beds

2 Baths

2,942 Sq.Ft.

$769,000

MLS#: MDAA2130058

This 2 bedroom, 2 bath condo is move-in ready! Freshly painted, and brand new carpet in bedrooms. Park Place boasts numerous amenities that make it one of the best places to live in Annapolis. With an ideal location, you can walk everywhere in town to restaurants and shopping. When you enter the lobby, you will be greeted by the 24/7 staff at the front desk. The party room is perfect for larger gatherings and meetings with friends and neighbors. The Social Committee organizes plenty of events to join in and have fun with your neighbors if you feel like it. s. Grab a book from the library and relax on the back patio. The pool is fabulous, and there is a lifeguard on duty during the season. The dog park is perfect for your pet. Grills for your convenience are also located on the back patio! Walk to the Naval Academy Stadium minutes away and enjoy the lively Football season. Come and see why Park Place is the perfect place to call home!
#MDAA2122622

ANNAPOLIS

5 PARK PLACE 626

2 Beds

2 Baths

1,314 Sq.Ft.

$699,000

MLS#: MDAA2122622

This move-in-ready 4-bedroom home blends classic character with tasteful modern touches throughout. The kitchen features sleek surfaces and opens to a cozy dining area with a fireplace. Gleaming floors span the main level, including a versatile bonus room that could easily serve as a 5th bedroom. The main-level half bath has been updated and is prepped for an easy conversion to a full bath. Upstairs, the spacious primary suite offers ample room to add an additional bath if desired. Additional highlights include solid wood panel doors, custom trim work throughout, and a brand-new HVAC system complemented by newer mini-split units in the upstairs bedrooms for personalized comfort. The foundation has been recently waterproofed, offering peace of mind and a dry, well-maintained lower level. Outside, enjoy a freshly landscaped fenced yard and an oversized, fully refinished garage. The walk-up, unfinished basement includes a rough-in for another full bathroom—perfect for future expansion, recreation, or storage. All this, plus community water access, beach, and pier on the South River.
#MDAA2128432

ANNAPOLIS

508 HARBOR DRIVE

4 Beds

1 Baths

2,400 Sq.Ft.

$650,000

MLS#: MDAA2128432

Welcome to 228 Dubois Road in Annapolis Maryland** Updated Cape Cod on .81 Acres in Annapolis! Private Yard and Private Street**Every Level of this Home has been Updated**Main Level has Living Room & Kitchen**Also on Main Level are Two Bedrooms and a Full Bath**Sunroom on Side of Main Level**Upper Level has Private Main Bedroom w/Full Bath**There is a Smaller Room off of the Primary Bedroom that could be used to a Office/Den/Nursery**Lower Level has Family Room, Laundry, Full Bath and Another Bedroom**Large Spacious Yard has been Professional Landscaped**Roof and Gutters are 2024**HVAC is 2025** Close to ALL Annapolis has to Offer along with Major Routes to DC and Baltimore**
#MDAA2127442

ANNAPOLIS

228 DUBOIS ROAD

4 Beds

3 Baths

2,900 Sq.Ft.

$699,000

MLS#: MDAA2127442

- 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