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

$1,627,800

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 3,827 sqft (on 0.56 acres)

743 Rolling View Dr, Annapolis, MD 21409

Est. Refi. Payment $9,918/mo*
Refinance Your Home
Currently Off Market - Sold Jul 15, 2025 for $1,600,000

Home Value

Trulia Estimate
$1.63M
Since last month
Increased$5K (+0.3%)
Since last year
Increased$32K (+2%)
Since last sale
Increased$28K (+1.7%)
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 +109% in the last 10 years
MonthEstimated value
2026
September 2026$1.63M
August 2026$1.62M
July 2026$1.64M
June 2026$1.62M
May 2026$1.62M
April 2026$1.6M
March 2026$1.61M
February 2026$1.6M
January 2026$1.57M
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
0.13
Single-Family Home
$1,450,000
07/17/26
3
2.5
2,731
0.16
Single-Family Home
$1,180,000
08/14/26
5
3
2,920
0.53
Single-Family Home
$1,875,000
06/10/26
5
3
3,124
0.17
Single-Family Home
$865,000
05/07/26
4
2.5
2,594
0.07
Single-Family Home
$612,500
12/22/25
4
3
1,980
0.37
Single-Family Home
$1,420,000
05/07/26
5
5.5
6,079
0.19
Single-Family Home
$650,000
06/04/26
3
2
2,218
0.07
Single-Family Home
$485,000
12/05/25
3
2.5
2,016
0.77
Single-Family Home
$1,450,000
03/31/26
3
3
3,629

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
0.06
$415,900
2
1
910
Off Market
0.07
$612,500
4
3
1,980
Recently Sold
0.13
$1,450,000
3
2.5
2,731
Recently Sold
0.07
$485,000
3
2.5
2,016
Recently Sold
0.09
$475,000
2
1
1,448
Recently Sold
0.13
$889,800
4
3
2,993
Off Market
0.12
$595,000
3
2.5
1,925
Recently Sold
0.17
$2,500,800
6
5.5
6,450
Off Market
0.13
$550,000
4
2.5
1,828
For Sale
0.16
$1,180,000
5
3
2,920
Recently Sold
0.17
$865,000
4
2.5
2,594
Recently Sold

Local Information

  • Map ViewExplore the area around 743 Rolling View Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1960
0.56 acre lot
3,827 sqft
$425/sqft
Garage
HOA $1/mo

About this House

What's unique:Propane fireplaceFenced yardOver half an acreComposite wraparound deckWood beam detailsWaterfront community
Welcome to 743 Rolling View Drive in the coveted waterfront community of Cape St Claire. This beautifully maintained home offers over 3,800 square feet of finished living space, including 4 bedrooms, 3.5 bathrooms, and a potential 5th bedroom in the basement. Set on over half an acre with expansive views of Deep Creek leading to the Magothy River, this is a rare opportunity for spacious, move-in-ready waterfront living. The main level features an open-concept layout with large windows framing serene water views. A custom chef’s kitchen anchors the space with Quartz and natural wood countertops, stainless steel appliances—including a double wall oven, induction cooktop, microwave, refrigerator, and dishwasher—and radiant heated floors. The kitchen flows seamlessly into the main living and dining areas, accented by hardwood flooring and wood beam details. A propane fireplace adds warmth to the adjacent library, which also includes built-in shelving and a full bath—ideal for guests or flexible living. A main-level bedroom includes a built-in Murphy bed, offering excellent functionality as an office or guest suite. Upstairs, the primary suite is a luxurious retreat with two walk-in closets and a spa-like en suite bath featuring radiant heated floors, a clawfoot soaking tub, dual vanities, and a custom mosaic tile shower with artistic tilework, including heron and rockfish detailing. Two additional bedrooms, a full hallway bath, and a convenient top-floor laundry room complete the upper level. The finished basement provides additional living space with tile flooring, a wet bar with mini fridge and storage, a half bathroom, walk-out access to the backyard, and a flexible space that could serve as a 5th bedroom or office. The mudroom entry off the detached two-car garage includes custom cubbies, heated flooring, and a built-in commercial-grade ice maker—perfect for stocking coolers or entertaining. Dual-zone HVAC ensures year-round comfort, and the roof and windows have been updated in recent years and remain in excellent condition. A whole-house generator offers added peace of mind. Outdoor living is just as impressive: a composite wraparound deck with trellis, custom stone patio with built-in fire pit, and mature landscaping create a peaceful backdrop. Follow the custom paver walkway with concrete steps down to a private pier equipped with two boat lifts, a kayak launch, water and electric hookups, and a waterfront storage shed with power. A screened-in porch at the top of the steps with electricity offers the perfect setting to unwind after a day on the water. The home also features a fenced yard, invisible pet fence, and a long driveway with ample parking. Community amenities include three private beaches, three marinas, multiple parks, a rentable clubhouse, a local shopping center, and seasonal events such as the 4th of July celebration and the Strawberry Festival. Located in the Blue Ribbon Broadneck School District, this home delivers the very best of Annapolis waterfront living. Special Buyer Incentive! Get a Lower Rate – On Us! If you choose to work with the seller’s preferred lender, you’ll receive a 1% Temporary Rate Buydown for the First Year that means lower monthly payments for you—at no cost to you as the buyer! Take advantage of this limited-time opportunity to make your new home even more affordable. Ask me for details during your visit today!
743 Rolling View Dr, Annapolis, MD 21409 is a 4 bedroom, 4 bathroom, 3,827 sqft single-family home built in 1960. It last sold for $1,600,000 on Jul 15, 2025 (3% below the $1,650,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,627,800, with a rent estimate of $4,368/month.
Last check for updates: about 5 hours ago
Listed by Joe Smith, (410) 991-9414
Next Step Realty
Bought with: Leslee Borman, (443) 618-3004, Berkshire Hathaway HomeServices PenFed Realty
Source: Bright MLS, MLS#MDAA2109136

Home Details for 743 Rolling View Dr

Interior Features

Interior Details
Basement: Side Entrance,Sump Pump,Full,Partially FinishedNumber of Rooms: 11Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Half Bath, Kitchen, Library, Living Room, Storage Room
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 1Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 3827 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Dishwasher, Disposal, Dryer, Exhaust Fan, Humidifier, Ice Maker, Microwave, Oven/Range - Electric, Refrigerator, Washer, Cooktop, Double Oven, Electric Water HeaterDishwasherDisposalDryerLaundry: Upper LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Heat Pump,ElectricHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: EquipmentHas a Fireplace
Windows, Doors, Floors & Walls
Door: Storm Door(s)Flooring: Wood
Levels, Entrance, & Accessibility
Stories: 3Levels: ThreeAccessibility: NoneFloors: Wood
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Roof: FiberglassPatio / Porch: Deck, PatioFencing: ElectricOther Structures: Above Grade, Below GradeExterior: Extensive Hardscape, Rain GuttersFoundation: BlockNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 8Parking: Garage Door Opener,Off Street,Detached
Pool
Pool: None
Frontage
WaterfrontWaterfront: Private Dock Site, Private AccessOn Waterfront
Water & Sewer
Sewer: Public SewerWater Body: Deep Creek
Farm & Range
Frontage Length: Water Frontage Ft: 104
Finished Area
Finished Area (above surface): 2861 Square FeetFinished Area (below surface): 966 Square Feet

Property Information

Year Built
Year Built: 1960
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Contemporary
Building
Construction Materials: FrameNot a New Construction
Property Information
Not Included in Sale: Tv Enclosure In Master Bedroom, Refrigerator In Garage, Fire Safe In BasementIncluded in Sale: Tv In Master, Small Fridge Downstairs And Refrigerated Drawers In Kitchen Ice Maker In Mudroom, Freezer Chest In Boat House. Whole House GeneratorParcel Number: 020316516360200

Price & Status

Price
List Price: $1,650,000
Status Change & Dates
Off Market Date: Tue Jul 15 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Location

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

Building

Building Area
Building Area: 3827 Square Feet

Community

Not Senior Community

HOA

HOA Fee Includes: OtherHOA Name: CAPE ST CLAIRE IMPROVEMENT ASSOCIATION (CSCIA)Has an HOAHOA Fee: $10/Annually

Lot Information

Lot Area: 0.56 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2109136Water ViewWater View: WaterAbove Grade Unfinished Area: 2861

Additional Information

HOA Amenities: Other,Beach Access,Tot Lots/Playground,Community Center

Price and Tax history

DateEventPrice
Jul 15, 2025
Source: Bright MLS #MDAA2109136
Sold
$1,600,000
Jun 14, 2025
Source: Bright MLS #MDAA2109136
Contingent
$1,650,000
Jun 4, 2025
Source: Bright MLS #MDAA2109136
PriceChange
$1,650,000
Price decreased by 6%
May 15, 2025
Source: Bright MLS #MDAA2109136
Listed For Sale
$1,750,000
Apr 27, 2000
Source: N/A
Sold
$445,000

Market trends in Annapolis

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$643K
$1K
MoM
Sale-to-List Price
100.0%
Price per sq ft
$331
$6
MoM
Available listings
344
11
MoM

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. "
  • 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."
  • 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."
  • Erin
    "Safe. On water. Paths in woods. Friendly. Dog play area. Lots of open spaces. Areas are walkable, clean. "
  • Halljanie68
    "Community Pool convenient shopping. Easy access to major routes 50/95 Easy access to downtown Annapolis "
  • 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"
  • 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. "
  • Paul Eric Watson
    "Love the urban feel. Lots of history and near the water is a bonus. Very walkable and always something going on. "
  • Trulia User
    "Access to Route 50, the Bay Bridge, and Sandy Point State Park. Thirty minutes to Baltimore. Forty minutes to Washington D.C."
  • Trulia User
    "It’s a great neighborhood for kids and dogs Lots of walking areas, parks, water park and boat to downtown Annapolis "
  • 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 "
  • Trulia User
    "Great school public and private well maintained parks great public libraries close downtown Annapolis shopping for everything is conveniently close "
  • Trulia User
    "Lots of families with dogs. Poop bag stations throughout the neighborhood. Lots of woods to walk thru and sidewalks too. "
  • 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."
  • 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."
  • Trulia User
    "While Truxton is dog friendly it would be nice to have a dedicated dog park closer than Quiet Waters. "
  • 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."
  • Trulia User
    "Good to walk. And parks are nice to play with kids. Stores are close by. And dog walkers all around. "
  • Trulia User
    "Summer beach parties, puppy happy hours, annual sock burning, lots of parks and the people are wonderful!"
  • Trulia User
    "the history Open napolis is amazing the people around here are kind and friendly and the schools are phenomenal"
  • Singletonad
    "the public school system in Annapolis needs to get significantly stronger overall. The private school system here is quite reliable."
  • Keren_molina
    "Lovely place and definitely good place to live and have a dog and a lot sores to go buy stuff ..........."
  • 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."
  • Raddisob07
    " N/A school are great parking is great close to everything ppl are friendly and been living in Annapolis all my life "
  • 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."
  • 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."
  • Raddisob07
    "None that I know of. The community should definitely do more collaborative events at least at least Quarterly they are family friendly."
  • Stella
    "Feel good living here Parking so easy Location very good Many things nearby Old town and new town "
  • 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.. ❤️ "
  • Kwisniewski805
    "Holiday events and many boating events. There are street fairs, food markets, holiday markets. Community is very close. "
  • 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. "
  • 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."
  • 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!"
  • 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."
  • 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."
  • 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. "
  • jfh4k0
    "Local traffic is not too bad. Beach traffic and rush hour traffic to DC and Baltimore is pretty terrible. "
  • 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."
  • Markkimethanmolly
    "We’ve lived here for 18 years, and everyone is very friendly. Our neighborhood is very safe and quiet."
  • 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."

LGBTQ Local Legal Protections

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

Frequently asked questions about 743 Rolling View Dr

  • What is 743 Rolling View Dr estimated to be worth?
    Trulia's estimated value for 743 Rolling View Dr in Annapolis, MD is $1,627,800.
  • What is the price history for 743 Rolling View Dr?
    743 Rolling View Dr in Annapolis, MD last sold for $1,600,000 in July 2025.
  • 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 $643K. That is down $1K from the prior month.
  • Does 743 Rolling View Dr have air conditioning?
    Yes, 743 Rolling View Dr in Annapolis, MD has air conditioning.
  • Does 743 Rolling View Dr have laundry facilities?
    Yes, 743 Rolling View Dr in Annapolis, MD has in-unit laundry.

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