142 Lee Dr, Annapolis, MD 21403
Property image
Property image
OFF MARKET

$583,500

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,276 sqft (on 0.26 acres)

142 Lee Dr, Annapolis, MD 21403

Est. Refi. Payment $3,438/mo*
Refinance Your Home
Currently Off Market - Sold Jan 24, 2025 for $535,000

Home Value

Trulia Estimate
$584K
Since last month
Increased$27K (+4.9%)
Since last year
Increased$51K (+9.7%)
Since last sale
Increased$48K (+9%)
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 +55% in the last 10 years
MonthEstimated value
2026
August 2026$583K
July 2026$556K
June 2026$549K
May 2026$545K
April 2026$544K
March 2026$547K
February 2026$542K
January 2026$534K
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
129 Meade Dr, Annapolis, MD
0.13
Single-Family Home
$585,000
07/01/26
4
2
1,679
406 Edgemere Dr, Annapolis, MD
0.29
Single-Family Home
$585,000
12/01/25
4
2.5
2,200
404 Edgemere Dr, Annapolis, MD
0.30
Single-Family Home
$575,000
09/18/25
4
2.5
2,360
1028 Sandpiper Ln, Annapolis, MD
0.18
Single-Family Home
$1,300,000
01/08/26
3
2.5
2,552
117 Pinecrest Dr, Annapolis, MD
0.45
Single-Family Home
$445,000
03/06/26
4
3
1,160
406 Holly Dr, Annapolis, MD
0.33
Single-Family Home
$420,000
08/14/26
3
1.5
1,368
84 Great Lake Dr, Annapolis, MD
0.45
Single-Family Home
$555,000
09/26/25
4
2
1,998
503 Harbor Dr, Annapolis, MD
0.48
Single-Family Home
$529,000
04/10/26
3
3
1,920
108 Huse Dr, Annapolis, MD
0.39
Single-Family Home
$825,000
03/18/26
3
2
2,060

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
131 Groh Ln, Annapolis, MD 21403
0.05
$595,200
3
2
1,550
Off Market
514 Beach Dr, Annapolis, MD 21403
0.07
$723,800
4
2.5
1,507
Off Market
529 Lee Cir, Annapolis, MD 21403
0.08
$2,615,000
6
5.5
5,918
Recently Sold
527 Lee Cir, Annapolis, MD 21403
0.09
$1,263,100
4
3
3,250
Off Market
503 Beach Dr, Annapolis, MD 21403
0.10
$504,300
3
1
1,362
Off Market
518 Beach Dr, Annapolis, MD 21403
0.09
$1,240,500
5
3
4,322
Off Market
437 Edgemere Dr, Annapolis, MD 21403
0.11
$924,000
4
2.5
2,444
Off Market
3101 Ervin Ct, Annapolis, MD 21403
0.13
$702,600
3
2.5
1,808
Off Market
129 Meade Dr, Annapolis, MD 21403
0.13
$585,000
4
2
1,679
Recently Sold
3109 Ervin Ct, Annapolis, MD 21403
0.16
$785,000
2
2.5
1,801
Recently Sold
427 Edgemere Dr, Annapolis, MD 21403
0.17
$636,700
3
3
2,100
Off Market

Local Information

  • Map ViewExplore the area around 142 Lee Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1966
Lot Size
0.26 acres
Living Area
2,276 sqft
Price/Sqft
$256
Parking
3 Open Spaces
HOA
$2/Monthly

About this House

HILLSMERE! And, a short walk to the Marina just off of Beach Drive! This adorably welcoming Rancher has so many wonderful features, I'm going to do my best to list them all... Okay, ready? A wide staircase with a wrought iron railing painted in nautical blue (to match the shutters); hardwood floors; custom built-ins; chair rail; Andersen slider; ceramic tile; Corian counters; dovetail cabinetry; separate pantry; skylight; roof (2010); gutter guard system; Andersen windows; remodeled hall bath (2012); plantation shutters; walk-in closets; a 12'x14' primary bedroom suite addition; primary bath; 13'x15' screened porch; rec room; wood stove; tile half bath; more built-ins; laundry area with utility sink; cedar closet; workshop area; bonus space under main level addition; water heater (2014); sump pump; new well drilled (2004); water conditioning system; above ground oil tank (recently topped off); carrier furnace; 10'x12' shed (2015) with storage area above and electricity; level backyard; and, trees were recently trimmed (2023). See what I mean?! I can't wait for you to see it for yourself! Oh, and, if you are not familiar with Hillsmere Shores... this is from its web site: Residents of Hillsmere Shores enjoy a private marina with direct access to the South River, multiple playgrounds, waterfront pavilions [with picnic tables and grills], a sandy beach and community pool. Hillsmere Shores is within walking distance to Quiet Waters Park, the Eastport-Annapolis library branch, Hillsmere Elementary School, PAL Park and the Bay Ridge Plaza shopping center. And, the site offered even more: Newly improved foot path; Swimming area with nettle protection (when needed); Volleyball court; Outdoor shower/rinse station; Benches; Rain gardens; Plenty of open, grassy space (perfect for flying kites!); and, a Little Free Library.
142 Lee Dr, Annapolis, MD 21403 is a 3 bedroom, 3 bathroom, 2,276 sqft single-family home built in 1966. It last sold for $535,000 on Jan 24, 2025 (4% below the $560,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $583,500, with a rent estimate of $3,496/month.
Last check for updates: about 5 hours ago
Listed by Jenn Klarman, (240) 832-2486
Long & Foster Real Estate, Inc.
Bought with: Parker Jones, (410) 980-0110, Engel & Volkers Annapolis
Source: Bright MLS, MLS#MDAA2091638

Home Details for 142 Lee Dr

Interior Features

Interior Details
Basement: Full,Improved,Rough Bath Plumb,Shelving,Space For Rooms,Sump Pump,Water Proofing System,Windows,Workshop,Connecting StairwayNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2276 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Refrigerator, Cooktop, Washer, Water Conditioner - Owned, Water Heater, Water Treat System, Electric Water HeaterDishwasherDisposalDryerLaundry: Has Laundry,Dryer In Unit,Washer In UnitMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Wood Burning, Insert, Wood Burning StoveHas a Fireplace
Windows, Doors, Floors & Walls
Window: Screens, Wood Frames, Replacement, Window Treatments, Skylight(s)Door: Six Panel, Insulated, Double Entry, Sliding GlassFlooring: Ceramic Tile, Hardwood, Laminate, Concrete, Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: NoneFloors: Ceramic Tile, Hardwood, Laminate, Concrete, Wood
View
Has a ViewView: Trees/Woods

Exterior Features

Exterior Home Features
Roof: Architectural Shingle AsphaltPatio / Porch: Porch, ScreenedOther Structures: Above Grade, Below GradeExterior: Sidewalks, Street LightsFoundation: BlockNo Private Pool
Parking & Garage
Open Parking Spaces: 3No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 3Parking: Asphalt,Driveway
Pool
Pool: None
Frontage
Waterfront: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard, RiverNot on Waterfront
Water & Sewer
Sewer: Public SewerWater Body: Duvall Creek / South River
Finished Area
Finished Area (above surface): 1288 Square FeetFinished Area (below surface): 988 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: Brick, Vinyl SidingNot a New Construction
Property Information
Condition: Very GoodParcel Number: 020241203594550

Price & Status

Price
List Price: $560,000
Status Change & Dates
Off Market Date: Fri Jan 24 2025Possession Timing: Immediate, Negotiable, Close Of Escrow

Active Status

MLS Status: CLOSED

Media

Location

Direction & Address
City: ANNAPOLISCommunity: Hillsmere Estates
School Information
Elementary School: HillsmereElementary School District: Anne Arundel County Public SchoolsJr High / Middle School: AnnapolisJr High / Middle School District: Anne Arundel County Public SchoolsHigh School: AnnapolisHigh School District: Anne Arundel County Public Schools

Building

Building Area
Building Area: 2664 Square Feet

Community

Not Senior Community

HOA

HOA Name: HILLSMEREHas an HOAHOA Fee: $25/Annually

Lot Information

Lot Area: 0.26 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2091638Above Grade Unfinished Area: 1288

Additional Information

HOA Amenities: Beach Access,Boat Ramp,Common Grounds,Picnic Area,Pier/Dock,Pool,Pool Mem Avail,Tot Lots/Playground,Water/Lake Privileges,Marina/Marina Club,Security

Price and Tax history

DateEventPrice
Jan 24, 2025
Source: Bright MLS #MDAA2091638
Sold
$535,000
Jan 4, 2025
Source: Long & Foster Broker Feed #MDAA2091638
Pending
$560,000
Dec 24, 2024
Source: Long & Foster Broker Feed #MDAA2091638
Contingent
$560,000
Nov 20, 2024
Source: Long & Foster Broker Feed #MDAA2091638
PriceChange
$560,000
Price decreased by 7%
Oct 4, 2024
Source: Bright MLS #MDAA2091638
PendingToActive
$599,000

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 142 Lee Dr

  • What is 142 Lee Dr estimated to be worth?
    Trulia's estimated value for 142 Lee Dr in Annapolis, MD is $583,500.
  • What is the price history for 142 Lee Dr?
    142 Lee Dr in Annapolis, MD last sold for $535,000 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 142 Lee Dr have air conditioning?
    Yes, 142 Lee Dr in Annapolis, MD has air conditioning.
  • Does 142 Lee Dr have a pool?
    Yes, 142 Lee Dr in Annapolis, MD has a pool.

Explore by feature - Pet Friendly

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