574 Wayward Dr, Annapolis, MD 21401
Property image
Property image
OFF MARKET

$635,800

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 3,111 sqft (on 0.47 acres)

574 Wayward Dr, Annapolis, MD 21401

Est. Refi. Payment $3,763/mo*
Refinance Your Home
Currently Off Market - Sold Jan 2, 2025 for $560,000

Home Value

Trulia Estimate
$636K
Since last month
Increased$28K (+4.6%)
Since last year
Increased$78K (+14%)
Since last sale
Increased$76K (+13.5%)
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 +28% in the last 10 years
MonthEstimated value
2026
August 2026$636K
August 2026$634K
July 2026$608K
June 2026$575K
May 2026$572K
April 2026$570K
March 2026$573K
February 2026$569K
January 2026$560K
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
602 Wayward Dr, Annapolis, MD
0.06
Single-Family Home
$505,000
12/01/25
3
3
1,936
524 Ridge Rd, Annapolis, MD
0.15
Single-Family Home
$450,000
12/12/25
4
2.5
2,304
2178 Glenfield Rd, Annapolis, MD
0.28
Single-Family Home
$515,000
07/13/26
4
3
1,814
565 Wayward Dr, Annapolis, MD
0.14
Single-Family Home
$725,000
01/07/26
3
2
3,874
617 Wayward Dr, Annapolis, MD
0.18
Single-Family Home
$599,000
08/14/26
3
2
1,920
1961 Sigfrid Ct, Annapolis, MD
0.23
Single-Family Home
$689,000
11/04/25
4
3
2,828
622 Sean Dr, Annapolis, MD
0.54
Single-Family Home
$770,000
12/22/25
5
3.5
3,754
2019 Valley Rd, Annapolis, MD
0.42
Single-Family Home
$470,000
04/30/26
2
2.5
1,850
2177 Glencrest Cir, Annapolis, MD
0.20
Single-Family Home
$550,000
09/22/25
3
1
1,534
994 Epping Forest Rd, Annapolis, MD
0.72
Single-Family Home
$730,000
01/23/26
4
2.5
2,240

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
602 Wayward Dr, Annapolis, MD 21401
0.06
$505,000
3
3
1,936
Recently Sold
Address Not Disclosed, Annapolis, MD 21401
0.14
$725,000
3
2
3,874
Recently Sold
524 Ridge Rd, Annapolis, MD 21401
0.15
$450,000
4
2.5
2,304
Recently Sold
1982 Valley Rd, Annapolis, MD 21401
0.16
$679,300
5
3
2,492
Off Market
617 Wayward Dr, Annapolis, MD 21401
0.18
$599,000
3
2
1,920
Recently Sold
2177 Glencrest Cir, Annapolis, MD 21401
0.20
$555,900
3
1
1,534
Off Market
529 Ridge Rd, Annapolis, MD 21401
0.23
$579,400
3
2.5
2,040
Off Market
2175 Glencrest Cir, Annapolis, MD 21401
0.23
$950,000
5
3.5
3,081
For Sale
1961 Sigfrid Ct, Annapolis, MD 21401
0.23
$695,500
4
3
2,828
Off Market
2198 Thoreau Ct, Annapolis, MD 21401
0.24
$515,100
5
2
1,814
Off Market
2180 Glenfield Rd, Annapolis, MD 21401
0.27
$540,100
3
2
1,264
Off Market

Local Information

  • Map ViewExplore the area around 574 Wayward Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1975
0.47 acre lot
3,111 sqft
$204/sqft
2 Car Garage

About this House

DRASTIC REDUCTION OF 70k GREAT OPPORTUNITY >>>>Welcome HOME to the sought after community of Rolling Knolls which is not only an amazing location but it gives so much serenity, yet your never to far from shopping or a night out (in minutes) to Downtown Annapolis... This spacious bi-level has potential galore! This home has tremendous square footage along with the hardwood floors in most rooms is a plus. Come Relax in the Sunroom that you can appreciate not only in summer but in winter months as well. Snuggle in the lower level family room by the woodstove/fireplace this winter. There is an enormous FLEX ROOM addition that could be another master suite, in-law or Au-pair suite, game room or used in so many different ways. Downstairs there is also a huge utility room for all your workshop needs. The private corner lot gives you ample space to sit on the patio with friends, garden or maybe add a pool. Lets not forget the oversized 2 car garage with loads of storage. You can bring your vision to this amazing opportunity an make it into your own with a little TLC this could be your DREAM HOME!!! New roof and hot water heater....This property will not last very long schedule your showing today!!
574 Wayward Dr, Annapolis, MD 21401 is a 4 bedroom, 3 bathroom, 3,111 sqft single-family home built in 1975. It last sold for $560,000 on Jan 2, 2025 (3% below the $579,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $635,800, with a rent estimate of $4,680/month.
Last check for updates: about 8 hours ago
Listed by Kathy Grimley, (410) 320-7936
RE/MAX Leading Edge
Bought with: Mark Weiss, (443) 926-3536, Long & Foster Real Estate, Inc.
Source: Bright MLS, MLS#MDAA2097564

Home Details for 574 Wayward Dr

Interior Features

Interior Details
Basement: PartialNumber of Rooms: 20Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Primary Bathroom, Bathroom 3, Breakfast Room, Den, Dining Room, Family Room, Foyer, Full Bath, Game Room, Kitchen, Laundry, Living Room, Office, Recreation Room, Sun Florida Room, Utility Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 3111 Square Feet
Appliances & Utilities
Appliances: Microwave, Dishwasher, Dryer, Exhaust Fan, Oven/Range - Electric, Range Hood, Refrigerator, Cooktop, Stainless Steel Appliance(s), Washer, Water Heater, Gas Water HeaterDishwasherDryerLaundry: Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,Natural GasHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Brick, Mantel(s), Wood Burning StoveHas a Fireplace
Windows, Doors, Floors & Walls
Window: Bay/Bow, SlidingDoor: Sliding Glass, Storm Door(s)Flooring: Ceramic Tile, Hardwood, Carpet, Wood
Levels, Entrance, & Accessibility
Stories: 4Levels: Bi-Level, FourAccessibility: NoneFloors: Ceramic Tile, Hardwood, Carpet, Wood
View
Has a ViewView: Trees/Woods

Exterior Features

Exterior Home Features
Roof: Architectural Shingle AsphaltPatio / Porch: PatioFencing: PartialOther Structures: Above Grade, Below Grade, OutbuildingExterior: Sidewalks, Extensive Hardscape, LightingFoundation: BlockNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Garage Faces Front,Storage,Garage Faces Rear,Inside Entrance,Oversized,Concrete,Attached
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: On Site Septic
Finished Area
Finished Area (above surface): 3111 Square Feet

Property Information

Year Built
Year Built: 1975
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Detached
Building
Construction Materials: FrameNot a New Construction
Property Information
Parcel Number: 020267102795900

Price & Status

Price
List Price: $579,000
Status Change & Dates
Off Market Date: Fri Jan 03 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Media

Location

Direction & Address
City: ANNAPOLISCommunity: Rolling Knolls
School Information
Elementary School: Rolling KnollsElementary 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: 3111 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.47 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Conventional, Cash, FHA, FHA 203(k)

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2097564Above Grade Unfinished Area: 3111

Additional Information

Source Internet Entire Listing Display: Y

Price and Tax history

DateEventPrice
Jan 2, 2025
Source: Bright MLS #MDAA2097564
Sold
$560,000
Dec 2, 2024
Source: Bright MLS #MDAA2097564
Contingent
$579,000
Nov 15, 2024
Source: Bright MLS #MDAA2097564
PriceChange
$579,000
Price decreased by 11%
Oct 26, 2024
Source: Bright MLS #MDAA2097564
Listed For Sale
$649,900

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

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
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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

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 574 Wayward Dr

  • What is 574 Wayward Dr estimated to be worth?
    Trulia's estimated value for 574 Wayward Dr in Annapolis, MD is $635,800.
  • What is the price history for 574 Wayward Dr?
    574 Wayward Dr in Annapolis, MD last sold for $560,000 in January 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 $646K. That is up $11.67K from the prior month.
  • Does 574 Wayward Dr have air conditioning?
    Yes, 574 Wayward Dr in Annapolis, MD has air conditioning.
  • Does 574 Wayward Dr have laundry facilities?
    Yes, 574 Wayward Dr in Annapolis, MD has in-unit laundry.

Explore by feature - Pet Friendly

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