149 E Bay View Dr, Annapolis, MD 21403
Property image
Property image
OFF MARKET

149 E Bay View Dr
Annapolis, MD 21403

  • 4 Beds
  • 4 Baths
  • 4,000 sqft (on 0.34 acres)

$2,209,700

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $12,907/mo*
Refinance Your Home

$2,209,700

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $12,907/mo*
Refinance Your Home
4 Beds
4 Baths
4,000 sqft
(on 0.34 acres)

Local Information

  • Map ViewExplore the area around 149 E Bay View 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
1968
Lot Size
0.34 acres
Living Area
4,000 sqft
Price/Sqft
$552
Parking
Garage

About this House

Exceptional Annnapolis waterfront home with pool, pier and boat lift, newly priced at under 2 million. Custom built with unique touches and high end finishes inside and out. Mahogany and hardi siding offset the beautiful architectural design on the exterior. The home is situated on the lot to offer privacy and capture sparkling waterviews from almost every room. The newly planted privacy bushes along the driveway offer a welcoming entrance. The charming walkway was made from the original bricks of the Hillsmere home. Spacious waterfront balconies with slate floors are just part of the elegance. With views of the South River and Smith Creek, this home features 2 owners suites with luxury spa baths, gorgeous hickory hardwoods, a remodeled kitchen with upscale Bosch appliances, Delta fixtures, and custom lighting throughout. An entertainer's dream, cook in the gourmet kitchen and watch guests enjoy their fine dining with windows bringing in the waterviews. Perfectly flowing, the separate dining area has views of the gorgeous fireplace and bright living room with shiplap ceilings. Sit by the pool or retreat to the backyard oasis, perfect for relaxing, gardening or watching the boats come in. This exceptional Hillsmere home comes with its own updated private pier with boat lift . It's the perfect layout with a main level bedroom and full bath, two bedrooms, including a main owner's bedroom with spa bath on the upper level, and another owners suite with spa bath on the top level. Private access to the basement through the attached garage for midsize/smaller car with workshop, is ideal. Perfectly located near downtown Annapolis and convenient to Baltimore/D.C. Listing agent must accompany. No sign on property. 2021-12-16
149 E Bay View Dr, Annapolis, MD 21403 is a 4 bedroom, 4 bathroom, 4,000 sqft single-family home built in 1968. It last sold for $1,910,000 on Dec 16, 2021. It is currently off market. The Trulia Estimate is $2,209,700, with a rent estimate of $5,332/month.

Home Details for 149 E Bay View Dr

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Baseboard, Forced Air, Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Other, Carpet, Hardwood
Appliances & Utilities
DishwasherDryer
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Asphalt, OtherExterior: Other, BrickFoundation Type: Piers
Pool
Pool
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1968
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.34 acres

Price History for 149 E Bay View Dr

DatePriceEventSource
12/16/2021$1,910,000Sold
Bright MLS #MDAA2010738
11/21/2021$1,999,999PendingEngel & Volkers #MDAA2010738
11/21/2021$1,999,999ContingentBright MLS #MDAA2010738
11/17/2021$1,999,999PriceChange
Bright MLS #MDAA2010738
11/08/2021$2,199,999PendingToActiveBright MLS #MDAA2010738
11/01/2021$2,199,999PendingEngel & Volkers #MDAA2010738
11/01/2021$2,199,999ContingentBright MLS #MDAA2010738
10/29/2021$2,199,999PriceChange
Bright MLS #MDAA2010738
10/26/2021$2,499,999PriceChange
Bright MLS #MDAA2010738
10/21/2021$2,699,999Listed For SaleBright MLS #MDAA2010738
11/07/2019$700,000Sold
N/A
10/04/2019$750,000PendingAgent Provided
10/20/2018$750,000PriceChange
Agent Provided
09/01/2018$775,000PriceChange
Agent Provided
04/26/2018$799,500PriceChange
Agent Provided
12/13/2017$825,000PriceChange
Agent Provided
09/08/2017$839,900PriceChange
Agent Provided
05/18/2017$850,000PriceChange
Agent Provided
03/23/2017$875,000PriceChange
Agent Provided
02/21/2017$899,900Listed For SaleAgent Provided
08/18/2016$899,900ListingRemovedAgent Provided
05/26/2016$899,900PriceChange
Agent Provided
01/18/2016$999,900Listed For SaleAgent Provided
12/09/2015$999,900ListingRemovedAgent Provided
11/13/2015$999,900Listed For SaleAgent Provided
09/02/1998$424,000Sold
N/A

Market trends in Annapolis

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$632K
$6.37KMoM
Sale-to-List Price
100.0%
Price per sq ft
$319
$6MoM
Available listings
357
21MoM
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Property Tax and Assessment

Year2025
Tax$16,060
Assessment$1,400,467
Home facts updated by county records

Comparable Sales for 149 E Bay View Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
161 E Bay View Dr, Annapolis, MD
0.11
Single-Family Home
$925,000
01/09/26
4
3.5
3,142
124 E Bay View Dr, Annapolis, MD
0.15
Single-Family Home
$1,025,000
07/08/26
4
3
4,061
129 E Bay View Dr, Annapolis, MD
0.16
Single-Family Home
$1,306,000
07/24/26
3
3
2,852
527 Lee Cir, Annapolis, MD
0.40
Single-Family Home
$1,250,000
09/29/25
4
3
3,250
122 E Bay View Dr, Annapolis, MD
0.16
Single-Family Home
$1,030,000
05/07/26
3
2.5
2,465
100 Sunset Dr, Annapolis, MD
0.32
Single-Family Home
$995,000
09/30/25
4
3
2,944
110 Kuethe Dr, Annapolis, MD
0.22
Single-Family Home
$689,900
07/13/26
4
3.5
1,809
107 W Bay View Dr, Annapolis, MD
0.48
Single-Family Home
$1,765,000
07/13/26
6
3.5
5,068
133 Lake View Dr, Annapolis, MD
0.51
Single-Family Home
$1,350,000
06/04/26
5
5
4,308
101 Huse Dr, Annapolis, MD
0.25
Single-Family Home
$785,000
04/30/26
4
2.5
2,016

Nearby homes

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Assigned Schools

These are the assigned schools for 149 E Bay View Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
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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

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Homes for sale near 149 E Bay View Dr

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Off Market Homes Near 149 E Bay View Dr

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Frequently asked questions about 149 E Bay View Dr

  • What is 149 E Bay View Dr estimated to be worth?
    Trulia's estimated value for 149 E Bay View Dr in Annapolis, MD is $2,209,700.
  • What is the price history for 149 E Bay View Dr?
    149 E Bay View Dr in Annapolis, MD last sold for $1,910,000 in December 2021.
  • 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 $632K. That is up $6.37K from the prior month.
  • Does 149 E Bay View Dr have air conditioning?
    Yes, 149 E Bay View Dr in Annapolis, MD has air conditioning.
  • Does 149 E Bay View Dr have a pool?
    Yes, 149 E Bay View Dr in Annapolis, MD has a pool.