2008 Chesapeake Rd, Annapolis, MD 21409
Property image
Property image
FOR RENT
NEW - 12 HRS AGO
PET FRIENDLY

$6,200/mo

  • 5 Beds
  • 4 Baths
  • 3,197 sqft

2008 Chesapeake Rd, Annapolis, MD 21409

Cost and fees breakdown
Price may not include required fees and charges.

Home Highlights

Single-Family Home
Attached Garage
Dogs & Cats Allowed
Dishwasher
Washer, Dryer
$6,200 deposit
Central, Heat Pump & Central Air

Local Information

  • Map ViewExplore the area around 2008 Chesapeake Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Professional photos coming. Experience elevated coastal living just steps from the Chesapeake Bay in this exceptional Colonial residence in the coveted Tydings on the Bay community. Perfectly positioned on a premium cul-de-sac lot across from the water, this home offers over 4,200 square feet of refined living space with no HOA. A grand two-story foyer introduces elegant formal living and dining spaces, leading into a beautifully reimagined chef's kitchen and a light-filled family room with rich hardwood flooring and a sophisticated fireplace. A thoughtfully renovated main-level bedroom formerly an office paired with a full bath provides ideal flexibility for guests or multigenerational living. Designed for seamless indoor-outdoor living, the home opens to a screened porch, expansive deck, and patio with a built-in fire feature, all overlooking a large fenced yard that extends to protected wooded parkland. Upstairs, four generously sized bedrooms include a luxurious primary suite with a fully renovated spa-like bath, private sitting room, and dual walk-in closets. The lower level has been transformed into a fully functional private living space, complete with its own entrance, bedroom, new full bath, and a full kitchen with new appliances perfect for guests. With a total of six bedrooms and full bathrooms on every level, this home offers exceptional versatility without compromising style or comfort. Residents enjoy optional membership to Podickory Point Marina, with access to a beach, pool, pavilion, and marina. Ideally located near Route 50 with easy access to Annapolis, Washington, D.C., Baltimore, and BWI Airport, this home delivers a rare combination of coastal lifestyle and everyday convenience. Located within the highly regarded Broadneck School District.

12 month lease minimum, NO smoking, pet policy is per pet. Tenants responsible for exterior maintenance and interior maintenance like light bulbs, furnace filters and he like.
Contact this Building
(202) 550-5848

Details for 2008 Chesapeake Rd

Interior Features

Heating & Cooling
Heating: Central, Heat PumpAir ConditioningHeating Fuel: Central
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Days on Market

Days on Market: Just Listed

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearCats, small dogs allowedDeposit: $6,200

Exterior Features

Parking & Garage
GarageParking: Attached Garage, On Site
Report this Listing

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Costs and Fees

Required monthly rent & fees
  • Base rent
    $6,200/mo
Optional monthly rent & fees
  • Pet rent
    $50/mo
Required one-time fees
  • Security deposit
    $6,200
  • Application fee
    $49
  • Administrative fee
    Contact for details
Pricing is subject to change. All calculations are estimates and provided for informational purposes only. Actual amounts may include additional mandatory or optional fees. Please consult the community manager for a complete breakdown of all rental costs.
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Rental Market Trends in Annapolis

Last updated Sep 2026
Trulia Rent Estimate$6,539/mo
Average rent
$2.5K
$195MoM
Available listings
173
View rental market trends in Annapolis, MD

Around this home

What Locals Say about Annapolis

At least 470 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 83 % Say car is needed

  • 75 % Say there's holiday spirit

  • 73 % Say parking is easy

  • 73 % Say there are sidewalks

  • 70 % Say yards are well-kept

  • 68 % Say people would walk alone at night

  • 68 % Say kids play outside

  • 66 % Say streets are well-lit

  • 65 % Say it's quiet

  • 63 % Say there's wildlife

  • 57 % Say it's walkable to restaurants

  • 57 % Say neighbors are friendly

  • 51 % Say they plan to stay for at least 5 years

  • 49 % Say there are community events

  • 48 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Very dog friendly neighborhood. But not a lot of green space other than other peoples’ yards. "
    0
    Flag
  • Shannon Chatlos
    "If you like coastal living and a laid-back lifestyle, and are willing to pay for it, this a wonderful place to live."
    0
    Flag
  • Sylvie Bracke
    "It’s a very dog friendly place - I just can’t help wondering why some people don’t clean up after their pets? It’s a nice neighborhood with high end properties & I don’t get that dissonance."
    0
    Flag
  • Erin
    "Safe. On water. Paths in woods. Friendly. Dog play area. Lots of open spaces. Areas are walkable, clean. "
    0
    Flag
  • Halljanie68
    "Community Pool convenient shopping. Easy access to major routes 50/95 Easy access to downtown Annapolis "
    0
    Flag
  • Sheila Wilson
    "A lot of traffic on forest drive very hard to come onto the street. It need a red light or stop sign. Before a serious accident happens. People speed over 40mph"
    0
    Flag
  • Diana H.
    "I’m not sure, I don’t own a dog. Plenty walk by my dead end street house daily though and the neighborhood seems safe for both dogs and owners. "
    0
    Flag
  • Paul Eric Watson
    "Love the urban feel. Lots of history and near the water is a bonus. Very walkable and always something going on. "
    5
    Flag
  • Trulia User
    "Access to Route 50, the Bay Bridge, and Sandy Point State Park. Thirty minutes to Baltimore. Forty minutes to Washington D.C."
    2
    Flag
  • Trulia User
    "It’s a great neighborhood for kids and dogs Lots of walking areas, parks, water park and boat to downtown Annapolis "
    2
    Flag
  • Trulia User
    "It’s a tad busy commute rush hour traffic is something to consider small town lots of people takes about 10-15 min or so to get from one side of town to the other without traffic "
    1
    Flag
  • Trulia User
    "Great school public and private well maintained parks great public libraries close downtown Annapolis shopping for everything is conveniently close "
    0
    Flag
  • Trulia User
    "Lots of families with dogs. Poop bag stations throughout the neighborhood. Lots of woods to walk thru and sidewalks too. "
    1
    Flag
  • Trulia User
    "Nothing is special about my neighborhood. So quiet and nobody talks to anybody. The play area was demolished so no kids can hang out to play."
    4
    Flag
  • Trulia User
    "This is an excellent neighborhood for families and the neighbors are wonderful. Cape St. John gives you access to everything in Annapolis with the tranquility of living along the river."
    0
    Flag
  • Trulia User
    "While Truxton is dog friendly it would be nice to have a dedicated dog park closer than Quiet Waters. "
    0
    Flag
  • Trulia User
    "Wonderful family neighborhood. This neighborhood is very convenient to Hway 50 and all of the Annapolis area. The people here are terrific neighbors."
    0
    Flag
  • Trulia User
    "Good to walk. And parks are nice to play with kids. Stores are close by. And dog walkers all around. "
    0
    Flag
  • Trulia User
    "Summer beach parties, puppy happy hours, annual sock burning, lots of parks and the people are wonderful!"
    0
    Flag
  • Trulia User
    "the history Open napolis is amazing the people around here are kind and friendly and the schools are phenomenal"
    0
    Flag
  • Singletonad
    "the public school system in Annapolis needs to get significantly stronger overall. The private school system here is quite reliable."
    0
    Flag
  • Keren_molina
    "Lovely place and definitely good place to live and have a dog and a lot sores to go buy stuff ..........."
    5
    Flag
  • Singletonad
    "There is no community dog run here and no sidewalks so it can feel awkward letting your dog poop in someone else's yard even if you pick it up. The vast majority of neighbors are dog friendly, but not all, and that is their perogative."
    0
    Flag
  • Raddisob07
    " N/A school are great parking is great close to everything ppl are friendly and been living in Annapolis all my life "
    4
    Flag
  • Tery_hodges
    "I walk my son to elementary school. We can walk to many restaurants and “tourist” shops but do have to drive to get to a grocery store."
    2
    Flag
  • Stephanie.ward0715
    "I've been around this area for years. People are friendly and always willing to help each other. The restaurant's and shopping are also a plus. Everything you are looking for is 5 minutes away."
    0
    Flag
  • Raddisob07
    "None that I know of. The community should definitely do more collaborative events at least at least Quarterly they are family friendly."
    5
    Flag
  • Stella
    "Feel good living here Parking so easy Location very good Many things nearby Old town and new town "
    3
    Flag
  • Jennifer B.
    "It's super quiet and funny, I've leving here for 1 year and I feel safe my neighbors are nice.. Down town is amazing.. ❤️ "
    0
    Flag
  • Kwisniewski805
    "Holiday events and many boating events. There are street fairs, food markets, holiday markets. Community is very close. "
    0
    Flag
  • Cara M. E.
    "I teach at a school that is less than 10 minutes from my house. But there are times that Forest Dr gets incredibly backed up, or there is an accident that causes the road to be shut down. "
    1
    Flag
  • Beth S.
    "Bad area is close by, so kids need to understand boundaries. Private schools are important here, so save your money. Sports are good here, with lots of good coaching."
    0
    Flag
  • Linda D.
    "I've been visiting a dear close friend - helping them recuperate from serious surgery. traffic is atrocious- I miss living in the rural countryside area!"
    0
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  • Liza
    "The schools in Annapolis are not as good as they are in Severna Park which is where I grew up originally. But Annapolis has many great amenities including local places to eat and shop."
    0
    Flag
  • Rodwellsantos6
    "I like it this community is pretty good as so matters fact for elders we looking to buy in this areas I don’t know frankly about this gorgeous homes we will see."
    0
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  • Jeffrey H.
    "Lived here for 4 years. Loved the area, including the park across the street. Hate the maintenance of the building including the attention to detail of maintenance of property. "
    0
    Flag
  • jfh4k0
    "Local traffic is not too bad. Beach traffic and rush hour traffic to DC and Baltimore is pretty terrible. "
    2
    Flag
  • Nadja Maril
    "I lived in this neighborhood over 20 years and walk downtown with my dog every morning for coffee. On pretty days we visit City Dock and admire the views and the boats."
    1
    Flag
  • Markkimethanmolly
    "We’ve lived here for 18 years, and everyone is very friendly. Our neighborhood is very safe and quiet."
    0
    Flag
  • Debwill64
    "There is a bus stop close enough to walk to but I have to drive to DC. The bus only goes to Annapolis and maybe Baltimore, not sure though."
    0
    Flag

Local Legal Protections

LGBTQ • Source of Income

Price and Tax history

DateEventPrice
Sep 15, 2026
Source: Zillow Rentals
Listed For Rent
$6,200
Sep 15, 2026
Source: Bright MLS #MDAA2146206
ListingRemoved
$6,200
May 21, 2026
Source: Bright MLS #MDAA2146206
Listed For Rent
$6,200
Jun 6, 2022
Source: Bright MLS #MDAA2032860
Sold
$950,000
May 22, 2022
Source: Bright MLS #MDAA2032860
Pending
$915,000
Stu Greenwell
Phone Number: (202) 550-5848

Frequently asked questions about 2008 Chesapeake Rd

  • What income do you need to rent 2008 Chesapeake Rd?
    Most landlords look for monthly gross income of about 3× rent, or roughly $225K per year to rent 2008 Chesapeake Rd in Annapolis, MD at $6,200/mo.
  • What is the pet policy at 2008 Chesapeake Rd?
    2008 Chesapeake Rd in Annapolis, MD allows cats and small dogs.
  • How does the rent for 2008 Chesapeake Rd compare to similar 4+ bedroom houses in Annapolis?
    2008 Chesapeake Rd in Annapolis, MD rents about 31% above the area average for 4+ bedroom houses in Annapolis ($4,730/mo).
  • What are the closest schools to 2008 Chesapeake Rd?
    The closest schools to 2008 Chesapeake Rd in Annapolis, MD are Broadneck High School (rated 9/10), Cape St. Claire Elementary School (Pre-K, rated 8/10), Magothy River Middle School (rated 10/10).
  • Does 2008 Chesapeake Rd have laundry facilities?
    Yes, 2008 Chesapeake Rd in Annapolis, MD has in-unit laundry.
  • Does 2008 Chesapeake Rd have a garage?
    Yes, 2008 Chesapeake Rd in Annapolis, MD has an attached garage.

Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
$223,200 PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.

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2008 Chesapeake Rd, Annapolis, MD is a 5 bedroom, 4 bathroom, 3,197 sqft single-family home. 2008 Chesapeake Rd was listed for rent for $6,200/month on Sep 15, 2026. This property is pet friendly.