753 Rolling View Dr, Annapolis, MD 21409
Property image
Property image
OFF MARKET

$1,137,000

Trulia Estimate
as of Aug 27, 2026
  • 4 Beds
  • 3 Baths
  • 3,038 sqft
  • 4 Beds
  • 3 Baths
  • 3,038 sqft

753 Rolling View Dr, Annapolis, MD 21409

Home Highlights

Property Type
Single-Family Home
Living Area
3,038 sqft
Price/Sqft
$374
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 753 Rolling View Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Enjoy stunning views and all the Annapolis lifestyle has to offer from your waterfront haven on the Broadneck Peninsula! This recently renovated, 4 BR / 3 BA home is nestled on a quiet, tree-lined street and seamlessly blends indoor and outdoor living all year round.

Situated on tranquil Deep Creek (just off the Magothy River and Chesapeake Bay) the property boasts a newly refinished private pier with direct water access, multiple boat slips, and expansive attached deck overlooking the water. Inside you'll find an open floorplan, updated kitchen & bathrooms, spacious bedrooms, main floor den/office, and water views from nearly every room.

Perks extend to the many amenities that come with living in the coveted community of Cape St. Claire access to private beaches, marina, boat ramp, playground, clubhouse & more. Take a quick boat ride to nearby Donnelly's Dockside for crabcakes and live music, run errands at Cape St. Claire Shopping Center, or make the 15 min drive into Downtown Annapolis! Proximity to RTs 2/50/97 also make for reasonable commutes to Baltimore, DC or the Eastern Shore.

Recent upgrades include a new roof, windows, board & batten siding, gutters, composite decking, LVP flooring, and a fresh coat of paint throughout. All appliances and major systems have been replaced within the last 5 years. Available immediately, 9 month lease minimum. Welcome home!

9 month lease minimum; Tenant pays utilities; Pets considered on a case-by-case basis
753 Rolling View Dr, Annapolis, MD 21409 is a 4 bedroom, 3 bathroom, 3,038 sqft single-family home. More recently, it was listed as a rental in March 2026 with an asking price of $6,750 per month. That rental listing was removed on April 1, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,137,000, with a rent estimate of $3,825/month.

Home Details for 753 Rolling View Dr

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: Central AirHeating Fuel: Heat Pump
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Exterior Home Features
Lawn
Parking & Garage
Parking: Attached Off Street, On Site

Community

Other
Playground

Additional Information

Playground

Comparable Sales for 753 Rolling View Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
786 Rolling View Dr, Annapolis, MD
0.03
Single-Family Home
$612,500
12/22/25
4
3
1,980 sqft
975 Phillips Dr, Arnold, MD
0.12
Single-Family Home
$1,450,000
07/17/26
3
2.5
2,731 sqft
1176 Green Holly Dr, Annapolis, MD
0.21
Single-Family Home
$865,000
05/07/26
4
2.5
2,594 sqft
1178 Idylewild Dr, Annapolis, MD
0.06
Single-Family Home
$485,000
12/05/25
3
2.5
2,016 sqft
844 Harbor View Ter, Annapolis, MD
0.22
Single-Family Home
$1,180,000
08/14/26
5
3
2,920 sqft
1176 Idylewild Dr, Annapolis, MD
0.04
Single-Family Home
$250,000
05/19/26
5
3
1,421 sqft
1138 Ramblewood Dr, Annapolis, MD
0.17
Single-Family Home
$595,000
03/20/26
3
2.5
1,925 sqft
935 Marine Dr, Annapolis, MD
0.36
Single-Family Home
$625,000
08/19/26
4
2.5
2,480 sqft
1181 Ramblewood Dr, Annapolis, MD
0.32
Single-Family Home
$670,000
12/30/25
4
2.5
1,888 sqft
721 Fairway Dr, Annapolis, MD
0.41
Single-Family Home
$375,000
12/04/25
4
3
2,080 sqft

Nearby homes

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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
    Flag
  • 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
    Flag
  • 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

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Apr 1, 2026
Source: Bright MLS #MDAA2134892
ListingRemoved
$6,750
Mar 14, 2026
Source: Bright MLS #MDAA2134892
Listed For Rent
$6,750
Nov 14, 2024
Source: Zillow Rentals
ListingRemoved
$6,000
Nov 8, 2024
Source: Zillow Rentals
Listed For Rent
$6,500
Jan 16, 2011
Source: Agent Provided
ListingRemoved
$839,900

Frequently asked questions about 753 Rolling View Dr

  • What is 753 Rolling View Dr estimated to be worth?
    Trulia's estimated value for 753 Rolling View Dr in Annapolis, MD is $1,137,000.
  • Is Annapolis a buyer's or seller's market?
    Annapolis is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Annapolis?
    The median sale price in Annapolis is $646K. That is up $11.67K from the prior month.
  • What do residents say about Annapolis?
    Residents describe Annapolis, MD as dog-friendly, easy to park in, and pedestrian-friendly. See recently sold homes in Annapolis, MD.
  • Does 753 Rolling View Dr have air conditioning?
    Yes, 753 Rolling View Dr in Annapolis, MD has air conditioning.
  • Does 753 Rolling View Dr have laundry facilities?
    Yes, 753 Rolling View Dr in Annapolis, MD has in-unit laundry.

Homes for rent near 753 Rolling View Dr

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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
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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