785 Rolling View Dr, Annapolis, MD 21409
Property image
Property image
FOR SALE
3D VIEW
0.3 ACRES

$550,000

  • 4 Beds
  • 2.5 Baths
  • 1,828 sqft (on 0.30 acres)

785 Rolling View Dr, Annapolis, MD 21409

Est. Mortgage $3,256/mo*
Get Pre-Qualified
We estimate this home will sell faster than 94% nearby.

Home Highlights

Single-Family Home
Built in 1975
0.3 acre lot
$301/sqft
Open Parking
HOA $1/mo

Local Information

  • Map ViewExplore the area around 785 Rolling View Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Welcome to 785 Rolling View Drive… If you’ve been waiting for a home that gives you space, outdoor living, community amenities, and access to the water without the waterfront price tag, this is it!!! 4-bedroom, 2.5-bath split foyer sits in one of the Broadneck Peninsula’s most recognizable water-privileged communities. Off-street parking, covered front porch, and a comfortable layout designed for everyday living and entertaining. The main level features an open living room and dining room combination, with a separate kitchen equipped with stainless steel appliances, including a newer refrigerator, stove, microwave, and dishwasher. From the dining area, step outside onto the oversized deck—the perfect spot for summer gatherings, morning coffee, grilling, or simply enjoying the peaceful setting. Three bedrooms are located on the main level, including a primary bedroom with a walk-in shower, along with a full bath. The lower level includes a fourth bedroom, family/rec room with wood-burning fireplace, separate laundry room, half bath, and walkout access to the rear yard. The backyard offers a private, secluded feel backing to a ravine, creating a natural buffer and peaceful outdoor setting. Major updates include: newer roof, Central A/C, flooring and updates throughout (2026). Cape St. Claire. This isn’t just a neighborhood—it’s a lifestyle. Residents enjoy access to multiple community beaches, three marinas, boat ramps, parks, recreation facilities, piers, and countless ways to enjoy the water. Go boating, launch a kayak, spend the afternoon at the beach, fish from the pier, or simply enjoy everything this unique community has to offer. Shopping and restaurants are conveniently located within the community, while Annapolis is just a short drive away. Perfect for commuters; convenient access to Washington, D.C., Baltimore, and Fort Meade. Come see why 785 Rolling View Drive is more than just an affordable Annapolis home—it’s an opportunity to live the Cape St. Claire lifestyle. Schedule a private showing today!!!
Last check for updates: about 4 hours ago
Listing courtesy of Amie Hohn, (443) 506-8794
Douglas Realty, LLC, (410) 255-3690
Source: Bright MLS, MLS#MDAA2153914
Also Listed on Bright MLS.
We estimate this home will sell faster than 94% nearby.

Home Details for 785 Rolling View Dr

Interior Features

Interior Details
Basement: Connecting Stairway,Heated,Interior Entry,Exterior Entry,Rear Entrance,Space For Rooms,Walk-Out Access,WindowsNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 1828 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Dishwasher, Dryer, Exhaust Fan, Microwave, Cooktop, Washer, Disposal, Refrigerator, Stainless Steel Appliance(s), Electric Water HeaterDishwasherDisposalDryerLaundry: In BasementMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Ceiling,Heat Pump,ElectricHas CoolingAir Conditioning: Other,ElectricHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Flooring: Laminate, Other
Levels, Entrance, & Accessibility
Stories: 2Levels: Split Foyer, TwoAccessibility: 2+ Access ExitsFloors: Laminate, Other
View
Has a ViewView: Trees/Woods

Exterior Features

Exterior Home Features
Patio / Porch: Deck, PorchOther Structures: Above Grade, Below GradeExterior: Lighting, Sidewalks, Street LightsFoundation: Block, SlabNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking: Driveway,Off Street,On Street
Pool
Pool: None
Frontage
Waterfront: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Swimming Allowed, Waterski/Wakeboard, RiverNot on Waterfront
Water & Sewer
Sewer: Public SewerWater Body: Chesapeake Bay / Magothy River
Finished Area
Finished Area (above surface): 1108 Square FeetFinished Area (below surface): 720 Square Feet

Days on Market

Days on Market: 20

Property Information

Year Built
Year Built: 1975
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Detached
Building
Construction Materials: Brick, CPVC/PVC, OtherNot a New Construction
Property Information
Condition: Excellent, Very GoodIncluded in Sale: Washer, Dryer, Microwave, Refrigerator, Stove, Dishwasher, FireplaceParcel Number: 020316590003831

Price & Status

Price
List Price: $550,000Price Per Sqft: $301
Status Change & Dates
Possession Timing: 0-30 Days CD, 31-60 Days CD, Close Of Escrow

Active Status

MLS Status: ACTIVE

Media

Location

Direction & Address
City: ANNAPOLISCommunity: Cape St Claire
School Information
Elementary School: Cape St. ClaireElementary School District: Anne Arundel County Public SchoolsJr High / Middle School: Magothy RiverJr High / Middle School District: Anne Arundel County Public SchoolsHigh School: BroadneckHigh School District: Anne Arundel County Public Schools

Agent Information

Listing Agent
Listing ID: MDAA2153914

Building

Building Area
Building Area: 1828 Square Feet

Community

Not Senior Community

HOA

HOA Name: CAPE SAINT CLAIRE IMPROVEMENTHas an HOAHOA Fee: $10/Annually

Lot Information

Lot Area: 0.30 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, FHA, Negotiable, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2153914Above Grade Unfinished Area: 1108

Additional Information

HOA Amenities: Beach Access,Clubhouse,Common Grounds,Community Center,Pier/Dock,Tot Lots/Playground,Water/Lake Privileges,Baseball Field,Basketball Court,Bike Trail,Boat Dock/Slip,Boat RampSource Internet Automated Valuation Display: YSource Internet Consumer Comment: YSource Internet Entire Listing Display: YSource Internet Address Display: Y

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
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  • Kwisniewski805
    "Holiday events and many boating events. There are street fairs, food markets, holiday markets. Community is very close. "
    0
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  • 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
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  • 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
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  • 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

Market trends in Annapolis

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$646K
$11.67KMoM
Sale-to-List Price
100.0%
Price per sq ft
$326
$7MoM
Available listings
355
3MoM

Home Value

Trulia Estimate
$546K
Since last month
Increased$47K (+9.4%)
Since last year
Increased$87K (+19%)
Since last sale
Increased$408K (+294.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +58% in the last 10 years
MonthEstimated value
2026
August 2026$547K
August 2026$546K
July 2026$500K
June 2026$508K
May 2026$499K
April 2026$497K
March 2026$497K
February 2026$483K
January 2026$476K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1178 Idylewild Dr, Annapolis, MD
0.06
Single-Family Home
$485,000
12/05/25
3
2.5
2,016
786 Rolling View Dr, Annapolis, MD
0.08
Single-Family Home
$612,500
12/22/25
4
3
1,980
1199 Ramblewood Dr, Annapolis, MD
0.27
Single-Family Home
$492,500
12/31/25
4
2.5
1,764
721 Fairway Dr, Annapolis, MD
0.29
Single-Family Home
$375,000
12/04/25
4
3
2,080
1196 Green Holly Dr, Annapolis, MD
0.17
Single-Family Home
$535,000
06/09/26
3
2
1,560
1138 Ramblewood Dr, Annapolis, MD
0.15
Single-Family Home
$595,000
03/20/26
3
2.5
1,925
1181 Ramblewood Dr, Annapolis, MD
0.24
Single-Family Home
$670,000
12/30/25
4
2.5
1,888
1176 Green Holly Dr, Annapolis, MD
0.15
Single-Family Home
$865,000
05/07/26
4
2.5
2,594
706 Fairway Dr, Annapolis, MD
0.25
Single-Family Home
$610,000
02/27/26
4
2
1,350

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
1178 Idylewild Dr, Annapolis, MD 21409
0.06
$485,000
3
2.5
2,016
Recently Sold
784 Rolling View Dr, Annapolis, MD 21409
0.08
$419,000
2
1
910
Off Market
786 Rolling View Dr, Annapolis, MD 21409
0.08
$612,500
4
3
1,980
Recently Sold
778 Windgate Dr, Annapolis, MD 21409
0.07
$425,000
4
2
1,431
For Sale
1183 Gateway Dr, Annapolis, MD 21409
0.11
$534,500
3
1.5
1,720
Off Market
774 Windgate Dr, Annapolis, MD 21409
0.09
$628,600
4
3
1,792
Off Market
743 Rolling View Dr, Annapolis, MD 21409
0.13
$1,621,900
4
3.5
3,827
Off Market
770 Windgate Dr, Annapolis, MD 21409
0.12
$657,200
4
3
2,371
Off Market
1176 Green Holly Dr, Annapolis, MD 21409
0.15
$865,000
4
2.5
2,594
Recently Sold
798 Windgate Dr, Annapolis, MD 21409
0.14
$690,500
3
2.5
2,214
Off Market
1138 Ramblewood Dr, Annapolis, MD 21409
0.15
$595,000
3
2.5
1,925
Recently Sold

Price and Tax history

DateEventPrice
Aug 14, 2026
Source: Bright MLS #MDAA2153914
Listed For Sale
$550,000
Sep 15, 1995
Source: N/A
Sold
$138,600

LGBTQ Local Legal Protections

Amie Hohn, Douglas Realty, LLC, (410) 255-3690
Agent Phone: (443) 506-8794
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

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Frequently asked questions about 785 Rolling View Dr

  • What is the estimated monthly payment for 785 Rolling View Dr?
    Based on a $550,000 list price with 20% down at today's rates, the estimated monthly payment for 785 Rolling View Dr in Annapolis, MD is approximately $3,352 (about $2,887 principal & interest, $390 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 785 Rolling View Dr compare to homes in Annapolis?
    785 Rolling View Dr in Annapolis, MD is listed at $550,000, about 15% below the $646K median sale price in Annapolis.
  • What do residents say about Annapolis?
    Residents describe Annapolis, MD as dog-friendly, easy to park in, and pedestrian-friendly. See homes for sale in Annapolis, MD.
  • What are the closest schools to 785 Rolling View Dr?
    The closest schools to 785 Rolling View Dr 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 785 Rolling View Dr have air conditioning?
    Yes, 785 Rolling View Dr in Annapolis, MD has air conditioning.
  • Does 785 Rolling View Dr have laundry facilities?
    Yes, 785 Rolling View Dr in Annapolis, MD has in-unit laundry.
785 Rolling View Dr, Annapolis, MD 21409 is a 4 bedroom, 3 bathroom, 1,828 sqft single-family home built in 1975. This property is currently available for sale and was listed by Bright MLS on Aug 13, 2026. The MLS # for this home is MLS# MDAA2153914.