1395 Greenway Dr, Annapolis, MD 21409
OFF MARKET

1395 Greenway Dr
Annapolis, MD 21409

    Home Value

    Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

    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
    721 Fairway Dr, Annapolis, MD
    0.17
    Single-Family Home
    $375,000
    12/04/25
    4
    3
    2,080
    1196 Green Holly Dr, Annapolis, MD
    0.15
    Single-Family Home
    $535,000
    06/09/26
    3
    2
    1,560
    786 Rolling View Dr, Annapolis, MD
    0.21
    Single-Family Home
    $612,500
    12/22/25
    4
    3
    1,980
    1214 Ramblewood Dr, Annapolis, MD
    0.22
    Single-Family Home
    $925,000
    01/15/26
    5
    3.5
    3,257
    1176 Green Holly Dr, Annapolis, MD
    0.24
    Single-Family Home
    $865,000
    05/07/26
    4
    2.5
    2,594
    1178 Idylewild Dr, Annapolis, MD
    0.20
    Single-Family Home
    $485,000
    12/05/25
    3
    2.5
    2,016
    1266 Seabright Dr, Annapolis, MD
    0.29
    Single-Family Home
    $525,000
    05/15/26
    3
    2
    1,890
    1138 Ramblewood Dr, Annapolis, MD
    0.27
    Single-Family Home
    $595,000
    03/20/26
    3
    2.5
    1,925
    1176 Idylewild Dr, Annapolis, MD
    0.22
    Single-Family Home
    $250,000
    05/19/26
    5
    3
    1,421
    1181 Ramblewood Dr, Annapolis, MD
    0.27
    Single-Family Home
    $670,000
    12/30/25
    4
    2.5
    1,888

    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
    770 Windgate Dr, Annapolis, MD 21409
    0.04
    $662,000
    4
    3
    2,371
    Off Market
    774 Windgate Dr, Annapolis, MD 21409
    0.05
    $630,800
    4
    3
    1,792
    Off Market
    1392 Greenway Dr, Annapolis, MD 21409
    0.04
    $560,700
    4
    2
    1,928
    Off Market
    756 Windgate Dr, Annapolis, MD 21409
    0.10
    $507,200
    4
    2
    1,980
    Off Market
    795 Windgate Dr, Annapolis, MD 21409
    0.12
    $549,100
    4
    2.5
    1,708
    Off Market
    765 Windgate Dr, Annapolis, MD 21409
    0.12
    $629,900
    3
    3
    2,544
    Off Market
    785 Rolling View Dr, Annapolis, MD 21409
    0.14
    $488,600
    Studio
    3
    1,108
    Off Market
    1347 Poplar Hill Dr, Annapolis, MD 21409
    0.12
    $520,100
    4
    2
    1,715
    Off Market
    706 Fairway Dr, Annapolis, MD 21409
    0.11
    $610,000
    4
    2
    1,350
    Recently Sold
    712 Fairway Dr, Annapolis, MD 21409
    0.12
    $577,400
    4
    2.5
    2,856
    Off Market
    798 Windgate Dr, Annapolis, MD 21409
    0.14
    $693,800
    3
    2.5
    2,214
    Off Market
    1196 Green Holly Dr, Annapolis, MD 21409
    0.15
    $535,000
    3
    2
    1,560
    Recently Sold

    Local Information

    • Map ViewExplore the area around 1395 Greenway Dr.
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    About this House

    1395 Greenway Dr is in Annapolis, MD and in ZIP code 21409. This property has a lot size of 7000 sqft.
    1395 Greenway Dr, Annapolis, MD 21409 is a unknown. It is currently off market. The Trulia Estimate rent is $2,864/month.

    Home Details for 1395 Greenway Dr

    Property Information

    Property Type / Style
    Property Type: Unknown

    Interior Features

    Fireplace & Spa
    Fireplace

    Lot Information

    Lot Area: 7000 sqft

    Price and Tax history

    YearProperty taxTax assessment
    2025
    $482
    $18,200
    Home facts updated by county records

    Market trends in Annapolis

    Last updated July 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    $646K
    $11.67K    MoM
    Sale-to-List Price
    100.0%
    Price per sq ft
    $326
    $7    MoM
    Available listings
    355
    3    MoM
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    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. "
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    • 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
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    • 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."
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    • Erin
      "Safe. On water. Paths in woods. Friendly. Dog play area. Lots of open spaces. Areas are walkable, clean. "
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    • Halljanie68
      "Community Pool convenient shopping. Easy access to major routes 50/95 Easy access to downtown Annapolis "
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    • 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"
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    • 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. "
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    • 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
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    • 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
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    • Trulia User
      "Great school public and private well maintained parks great public libraries close downtown Annapolis shopping for everything is conveniently close "
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    • Trulia User
      "Lots of families with dogs. Poop bag stations throughout the neighborhood. Lots of woods to walk thru and sidewalks too. "
      1
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    • 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."
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    • Trulia User
      "While Truxton is dog friendly it would be nice to have a dedicated dog park closer than Quiet Waters. "
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    • 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."
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    • Trulia User
      "Good to walk. And parks are nice to play with kids. Stores are close by. And dog walkers all around. "
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    • Trulia User
      "Summer beach parties, puppy happy hours, annual sock burning, lots of parks and the people are wonderful!"
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    • Trulia User
      "the history Open napolis is amazing the people around here are kind and friendly and the schools are phenomenal"
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    • Singletonad
      "the public school system in Annapolis needs to get significantly stronger overall. The private school system here is quite reliable."
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    • Keren_molina
      "Lovely place and definitely good place to live and have a dog and a lot sores to go buy stuff ..........."
      5
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    • 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."
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    • Raddisob07
      " N/A school are great parking is great close to everything ppl are friendly and been living in Annapolis all my life "
      4
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    • 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
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    • 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."
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    • Raddisob07
      "None that I know of. The community should definitely do more collaborative events at least at least Quarterly they are family friendly."
      5
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    • Stella
      "Feel good living here Parking so easy Location very good Many things nearby Old town and new town "
      3
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    • 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.. ❤️ "
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    • Kwisniewski805
      "Holiday events and many boating events. There are street fairs, food markets, holiday markets. Community is very close. "
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    • 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
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    • 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."
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    • 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!"
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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."
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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."
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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. "
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    • jfh4k0
      "Local traffic is not too bad. Beach traffic and rush hour traffic to DC and Baltimore is pretty terrible. "
      2
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    • 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
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    • 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
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    Off Market Homes Near 1395 Greenway Dr

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    Frequently asked questions about 1395 Greenway Dr