1501 Circle Dr, Annapolis, MD 21409
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Property image
OFF MARKET

1501 Circle Dr
Annapolis, MD 21409

  • 4 Beds
  • 2 Baths
  • 2,914 sqft (on 0.40 acres)

$1,572,400

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $9,181/mo*
Refinance Your Home

$1,572,400

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $9,181/mo*
Refinance Your Home
4 Beds
2 Baths
2,914 sqft
(on 0.40 acres)

Home Value

Trulia Estimate
$1.57M
Since last month
Decreased$9K (-0.6%)
Since last year
Increased$422K (+36.7%)
Since last sale
Increased$446K (+39.6%)
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 +65% in the last 10 years
MonthEstimated value
2026
August 2026$1.57M
July 2026$1.58M
June 2026$1.6M
May 2026$1.59M
April 2026$1.62M
March 2026$1.61M
February 2026$1.55M
January 2026$1.48M
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
1507 Circle Dr, Annapolis, MD
0.04
Single-Family Home
$840,000
09/19/25
4
3
2,600
1519 Winchester Rd, Annapolis, MD
0.23
Single-Family Home
$880,200
05/14/26
5
3
2,375
45 Sierra Ln, Arnold, MD
0.25
Single-Family Home
$780,000
07/16/26
4
3
2,707
25 Cascade Rd, Arnold, MD
0.32
Single-Family Home
$765,000
07/17/26
4
2
2,464
36 Sierra Ln, Arnold, MD
0.27
Single-Family Home
$750,000
12/19/25
4
3
2,110
184 Severn Way, Arnold, MD
0.27
Single-Family Home
$960,000
05/13/26
3
2
960
165 Severn Way, Arnold, MD
0.25
Single-Family Home
$800,002
03/20/26
2
2
2,066
1438 Ridgeway E, Arnold, MD
0.25
Single-Family Home
$715,000
05/22/26
3
3
1,947
1516 Briarcliff Rd, Arnold, MD
0.49
Single-Family Home
$1,300,000
08/14/26
4
3.5
3,035
155 Ridgeway Cir, Arnold, MD
0.19
Single-Family Home
$650,000
07/10/26
4
2
1,632

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
1505 Circle Dr, Annapolis, MD 21409
0.03
$2,285,300
4
3.5
3,260
Off Market
1507 Circle Dr, Annapolis, MD 21409
0.04
$853,200
4
3
2,600
Off Market
1520 Circle Dr, Annapolis, MD 21409
0.12
$740,900
3
2
1,584
Off Market
157 Edgeway, Arnold, MD 21012
0.12
$1,278,500
4
3
1,935
Off Market
1501 Severncroft Rd, Annapolis, MD 21409
0.19
$1,321,300
3
2.5
3,855
Off Market
1511 Winchester Rd, Annapolis, MD 21409
0.22
$663,000
3
2.5
1,992
Off Market
155 Ridgeway Cir, Arnold, MD 21012
0.19
$650,000
4
2
1,632
Recently Sold
1519 Winchester Rd, Annapolis, MD 21409
0.23
$880,200
5
3
2,375
Recently Sold
1517 Winchester Rd, Annapolis, MD 21409
0.23
$915,700
4
3
2,662
Off Market
1504 Severncroft Rd, Annapolis, MD 21409
0.23
$3,004,500
5
5.5
6,225
Off Market
1465 Ridgeway, Arnold, MD 21012
0.22
$552,500
3
2
1,560
Recently Sold

Local Information

  • Map ViewExplore the area around 1501 Circle Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1966
Lot Size
0.4 acres
Living Area
2,914 sqft
Price/Sqft
$540
Parking
Open Parking
HOA
$22/Monthly

About this House

Welcome to your dream waterfront retreat on a cul-de-sac overlooking the picturesque Severn River! This magnificent residence offers a luxury coastal living experience in the coveted neighborhood of Winchester on the Severn. Nestled in a protected cove, this home boasts a private dock and private beach with access to a community beach, providing the perfect blend of serenity and social charm. The community beach offers a boat ramp, a pavilion open to the neighborhood, a brand new playground, direct view of the Annapolis Blue Angel's show, fishing and crabbing pier, marina, dog beach. Looking for a pool? Chase Creek Swim Club is a short walk away. Flood insurance is NOT required. Calling all boat and paddle board enthusiasts! The private dock is in 6 feet of water and ready for your boat, or 2! Whether by boat or car, you're just minutes away from the cultural hub of downtown Annapolis. Indulge in the myriad of dining options, partake in local events, and immerse yourself in the entertainment that makes Annapolis a truly special place to call home. Welcome to your new waterfront lifestyle — where every upgrade tells a story, every view is a masterpiece, and every moment is an opportunity to revel in the unparalleled charm of living by the water's edge. Upgrades include: updated primary bathroom 2024, dock pillars rebuilt 2024, asphalt and epoxy on driveway 2024, select window replacement 2024, landscaping 2024, washer/dryer replacement 2023, HVAC replacement and Ductless mini-split installation in 2022, roof replacement 2019, kitchen appliance replacement (microwave, dishwasher, store) 2019, rebuilt chimney 2019, refinished hardwoods 2019, whole house paint 2019, water heater replacement 2018, updated kitchen coutnertops, whole house generator, window replacements 2005, attic abatement and new insulation, french drain installation in front and side of home.
1501 Circle Dr, Annapolis, MD 21409 is a 4 bedroom, 2 bathroom, 2,914 sqft single-family home built in 1966. It last sold for $1,125,000 on May 13, 2024 (2% below the $1,150,000 asking price). More recently, it was listed as a rental in November 2014 with an asking price of $2,900 per month. That rental listing was removed on April 19, 2016. It is currently off market. The Trulia Estimate is $1,572,400, with a rent estimate of $3,871/month.
Last check for updates: about 19 hours ago
Listed by Shannon Smith, (410) 212-3007
Next Step Realty
Listing Team: W Home Group
Bought with: Betty Batty, (301) 832-7609, Compass
Source: Bright MLS, MLS#MDAA2081986

Home Details for 1501 Circle Dr

Interior Features

Interior Details
Basement: Connecting Stairway,Full,Finished,Heated,Improved,Interior Entry,Exterior Entry,Rear Entrance,Walk-Out Access,Water Proofing SystemNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 1Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 2914 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Disposal, Dryer, Refrigerator, Cooktop, Washer, Ice Maker, Self Cleaning Oven, Air Cleaner, Microwave, Exhaust Fan, Extra Refrigerator/Freezer, Stainless Steel Appliance(s), Water Heater, Gas Water HeaterDishwasherDisposalDryerLaundry: Dryer In Unit,Lower Level,Washer In Unit,Mud RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central Air,Ceiling Fan(s),Air Purification System,Ductless,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Mantel(s), Brick, Wood BurningHas a Fireplace
Windows, Doors, Floors & Walls
Window: Double Hung, Insulated Windows, Screens, Skylight(s), Window TreatmentsFlooring: Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: Accessible EntranceFloors: Wood
View
Has a ViewView: River, Water

Exterior Features

Exterior Home Features
Roof: AsphaltOther Structures: Above Grade, Below GradeFoundation: PermanentNo Private Pool
Parking & Garage
Number of Carport Spaces: 1Number of Covered Spaces: 1Has a CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 1Parking: Asphalt,Attached Carport,Driveway,On Street
Pool
Pool: None
Frontage
WaterfrontWaterfront: None, RiverOn Waterfront
Water & Sewer
Sewer: Private Septic TankWater Body: Chase Creek
Farm & Range
Frontage Length: Water Frontage Ft: 100
Finished Area
Finished Area (above surface): 1714 Square FeetFinished Area (below surface): 1200 Square Feet

Property Information

Year Built
Year Built: 1966
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler
Building
Construction Materials: FrameNot a New Construction
Property Information
Parcel Number: 020390929076300

Price & Status

Price
List Price: $1,150,000
Status Change & Dates
Off Market Date: Mon May 13 2024Possession Timing: Negotiable

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: ANNAPOLISCommunity: Winchester On The Severn
School Information
Elementary School: ArnoldElementary School District: Anne Arundel County Public SchoolsJr High / Middle School: Severn RiverJr High / Middle School District: Anne Arundel County Public SchoolsHigh School: BroadneckHigh School District: Anne Arundel County Public Schools

Building

Building Area
Building Area: 3098 Square Feet

Community

Not Senior Community

HOA

Has an HOAHOA Fee: $260/Annually

Lot Information

Lot Area: 0.40 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2081986Water ViewWater View: River, WaterAbove Grade Unfinished Area: 1714

Price and Tax history

DateEventPrice
May 13, 2024
Source: Bright MLS #MDAA2081986
Sold
$1,125,000
Apr 22, 2024
Source: Bright MLS #MDAA2081986
Pending
$1,150,000
Apr 20, 2024
Source: Bright MLS #MDAA2081986
PriceChange
$1,150,000
Price decreased by 11%
Apr 12, 2024
Source: Bright MLS #MDAA2081986
Listed For Sale
$1,290,000
Jan 23, 2024
Source: Bright MLS #MDAA2074594
ListingRemoved

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
    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
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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

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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 1501 Circle Dr

  • What is 1501 Circle Dr estimated to be worth?
    Trulia's estimated value for 1501 Circle Dr in Annapolis, MD is $1,572,400.
  • What is the price history for 1501 Circle Dr?
    1501 Circle Dr in Annapolis, MD last sold for $1,125,000 in May 2024.
  • 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 1501 Circle Dr have air conditioning?
    Yes, 1501 Circle Dr in Annapolis, MD has air conditioning.
  • Does 1501 Circle Dr have laundry facilities?
    Yes, 1501 Circle Dr in Annapolis, MD has in-unit laundry.

Explore by feature - Pet Friendly

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