101 Steffey Dr, Annapolis, MD 21403
Property image
Property image
OFF MARKET

$770,200

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 2,720 sqft (on 0.28 acres)

101 Steffey Dr, Annapolis, MD 21403

Refinance Your Home
Currently Off Market - Sold Nov 17, 2023 for $650,000

Home Value

Trulia Estimate
$770K
Since last month
Decreased$2K (-0.3%)
Since last year
Increased$8K (+1.1%)
Since last sale
Increased$121K (+18.6%)
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 +58% in the last 10 years
MonthEstimated value
2026
August 2026$771K
August 2026$770K
July 2026$773K
June 2026$780K
May 2026$786K
April 2026$782K
March 2026$783K
February 2026$758K
January 2026$767K
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
520 Harbor Dr, Annapolis, MD
0.08
Single-Family Home
$800,000
06/12/26
4
3
2,600
529 Tayman Dr, Annapolis, MD
0.11
Single-Family Home
$700,000
12/09/25
3
2.5
2,800
600 Tayman Dr, Annapolis, MD
0.11
Single-Family Home
$895,000
04/29/26
4
2.5
2,304
107 Spring Valley Dr, Annapolis, MD
0.18
Single-Family Home
$645,000
10/16/25
4
2
2,020
116 Carroll Dr, Annapolis, MD
0.12
Single-Family Home
$849,990
11/06/25
5
2.5
2,000
100 Carroll Dr, Annapolis, MD
0.23
Single-Family Home
$600,000
07/31/26
4
2
1,935
107 Lake View Dr, Annapolis, MD
0.36
Single-Family Home
$780,000
05/08/26
4
3.5
1,904
106 Pinecrest Dr, Annapolis, MD
0.33
Single-Family Home
$780,000
10/10/25
5
3
2,458
110 Kuethe Dr, Annapolis, MD
0.42
Single-Family Home
$689,900
07/13/26
4
3.5
1,809

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
600 Tayman Dr, Annapolis, MD 21403
0.11
$895,000
4
2.5
2,304
Recently Sold
101 Fogle Dr, Annapolis, MD 21403
0.14
$1,996,600
6
5
3,774
Off Market
520 Harbor Dr, Annapolis, MD 21403
0.08
$800,000
4
3
2,600
Recently Sold
529 Tayman Dr, Annapolis, MD 21403
0.11
$700,000
3
2.5
2,800
Recently Sold
103 Fogle Dr, Annapolis, MD 21403
0.16
$1,652,500
3
2.5
3,200
Off Market
116 Carroll Dr, Annapolis, MD 21403
0.12
$858,000
5
2.5
2,000
Off Market
114 Carroll Dr, Annapolis, MD 21403
0.13
$755,800
3
2.5
2,100
Off Market
611 Harbor Dr, Annapolis, MD 21403
0.17
$904,000
6
3
3,072
Off Market
506 Forest Hl, Annapolis, MD 21403
0.14
$880,900
4
2.5
3,660
Off Market
613 Harbor Dr, Annapolis, MD 21403
0.19
$826,900
4
2.5
2,188
Off Market
107 Spring Valley Dr, Annapolis, MD 21403
0.18
$651,400
4
2
2,020
Off Market

Local Information

  • Map ViewExplore the area around 101 Steffey Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1969
0.28 acre lot
2,720 sqft
$283/sqft

About this House

Large 4 Bedroom 4 Full Bathroom home in the Hillsmere Community with over 2,700 finished square feet. Includes a private connected fully functional one bedroom in-law suite/apartment with separate first floor entrance, full size kitchen, living room, dining area, washer/dryer, and fireplace. The connected apartment works perfect for earning extra rental income or providing a private home for extended family. The main home has a large open kitchen and family room perfect for entertaining. All three bedrooms in the main home have full ensuite bathrooms. Fantastic screened-in rear deck with steps to a fully fenced backyard with beautiful landscaping. Includes granite kitchen counters, stainless steel appliances, main floor fireplace, large backyard shed, off street parking for four cars, Bose speakers preinstalled in the main level family room, and plenty of storage space. The home sits on a quiet street walking distance to the Hillsmere Community community beach, boat ramp, playground, swimming pool and Key School. Short 15 minute drive to the Naval Academy and downtown Annapolis, 30 minute drive to Washington DC and Baltimore.
101 Steffey Dr, Annapolis, MD 21403 is a 4 bedroom, 4 bathroom, 2,720 sqft single-family home built in 1969. It last sold for the $650,000 asking price on Nov 17, 2023. More recently, it was listed as a rental in October 2020 with an asking price of $2,995 per month. That rental listing was removed on November 13, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $770,200, with a rent estimate of $4,088/month.
Last check for updates: about 3 hours ago
Listed by Sanford Collins, (443) 742-4180
HomeSmart
Bought with: Ms. Amber Krause, (443) 783-7244, TTR Sotheby's International Realty
Source: Bright MLS, MLS#MDAA2064348

Home Details for 101 Steffey Dr

Interior Features

Interior Details
Basement: Exterior Entry,Rear Entrance,Side Entrance,Sump Pump,FinishedNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 2Number of Bathrooms: 4Number of Bathrooms (full): 4Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2720 Square Feet
Appliances & Utilities
Utilities: Cable Available, Multiple Phone LinesAppliances: Cooktop, Dishwasher, Disposal, Exhaust Fan, Extra Refrigerator/Freezer, Ice Maker, Instant Hot Water, Microwave, Oven/Range - Electric, Refrigerator, Electric Water HeaterDishwasherDisposalLaundry: Washer/Dryer Hookups OnlyMicrowaveRefrigerator
Heating & Cooling
Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,Heat Pump,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Mantel(s)Spa: BathHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Window: Bay/Bow, Double Pane Windows, Screens, Window TreatmentsDoor: Storm Door(s)Flooring: Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: Split Foyer, TwoAccessibility: NoneFloors: Wood
View
No View
Security
Security: Electric Alarm, Monitored, Motion Detectors

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: ScreenedFencing: Back YardOther Structures: Above Grade, Below GradeFoundation: SlabNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: Off Street
Pool
Pool: Community
Frontage
Waterfront: RiverNot on Waterfront
Water & Sewer
Sewer: Public SewerWater Body: South River
Finished Area
Finished Area (above surface): 1564 Square FeetFinished Area (below surface): 1156 Square Feet

Property Information

Year Built
Year Built: 1969Year Renovated: 2003
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Detached
Building
Construction Materials: Brick Front, Vinyl SidingNot a New Construction
Property Information
Parcel Number: 020241290001206

Price & Status

Price
List Price: $650,000
Status Change & Dates
Off Market Date: Tue Nov 21 2023Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: ANNAPOLISCommunity: Hillsmere Shores
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: 2720 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.28 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2064348Above Grade Unfinished Area: 1564

Additional Information

HOA Amenities: Beach Access,Boat Dock/Slip,Pool Mem Avail,Pool,Tot Lots/Playground,Water/Lake Privileges,Common Grounds

Price and Tax history

DateEventPrice
Nov 17, 2023
Source: Bright MLS #MDAA2064348
Sold
$650,000
Oct 9, 2023
Source: Bright MLS #MDAA2064348
Contingent
$650,000
Oct 4, 2023
Source: Bright MLS #MDAA2064348
PriceChange
$650,000
Price decreased by 2%
Sep 27, 2023
Source: Bright MLS #MDAA2064348
PendingToActive
$665,000
Sep 20, 2023
Source: Bright MLS #MDAA2064348
Contingent
$665,000

Market trends in Annapolis

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

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 101 Steffey Dr

  • What is 101 Steffey Dr estimated to be worth?
    Trulia's estimated value for 101 Steffey Dr in Annapolis, MD is $770,200.
  • What is the price history for 101 Steffey Dr?
    101 Steffey Dr in Annapolis, MD last sold for $650,000 in November 2023.
  • 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 101 Steffey Dr have air conditioning?
    Yes, 101 Steffey Dr in Annapolis, MD has air conditioning.
  • Does 101 Steffey Dr have a pool?
    Yes, 101 Steffey Dr in Annapolis, MD has a pool.

Explore by feature - Pet Friendly

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