1189 Highview Dr, Annapolis, MD 21409
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PENDING

1189 Highview Dr
Annapolis, MD 21409

  • 4 Beds
  • 2 Baths
  • 2,500 sqft

$550,000

Est. Mortgage $3,262/mo*
Get Pre-Qualified

$550,000

Est. Mortgage $3,262/mo*
Get Pre-Qualified
4 Beds
2 Baths
2,500 sqft

Home Highlights

Parking
4 Open Spaces
Outdoor
Porch, Patio, Deck
HOA
$1/Monthly
Price/Sqft
$220
Climate Control
Heat Pump, Electric & Central Air, Heat Pump
Listed
43 days ago

Local Information

  • Map ViewExplore the area around 1189 Highview Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

YOU'LL HAVE IT MADE IN THE SHADE HERE! 2026 UPDATES include BRAND NEW HEAT PUMP, NEW ROOF & SKYLIGHTS W/REMOTE OPERATED MINI-BLINDS, NEW WASHER & DRYER, NEW LUXURY VINYL PLANK. Brand new price. Brand new pictures. Brand new staging. Take a second look. Skylights and two story living space keep the inside bright while outside you'll feel 10 degrees cooler in the shaded oasis of your lushly landscaped yard. Charming cedar sided chalet style set in the wooded and beach access community of Cape St Claire. Enter into a dramatic cathedral ceiling living and dining space with skylights, looking through to a three season clerestory windowed addition where you will welcome family and friends. Sliders from the tall window surrounded sun room open onto a deck with room for feasts and relaxing. Memories are made here. An island and deep pantry in the kitchen with a plant window for your herbs to thrive provide plenty of storage. Generous bedroom and updated bath on the main level offer convenience and privacy. Upstairs two bedrooms are separated by a second full bath. Extensive landscaping with perennials lets you enjoy nature's blooms with little fuss. A fenced garden on the sunny side of the house is waiting to provide perfect tomatoes, cukes, peppers or vivid flowers for your table. Clever tall medicine cabinet hides behind mirror on wall inside main level bath. 2026 UPDATES include BRAND NEW HEAT PUMP, NEW ROOF W/ROMOTE OPERATED SKYLIGHTS, NEW WASHER & DRYER, NEW LUXURY VINYL PLANK. Replaced and stained cedar siding on one wall and trim throughout exterior. Entry porch has been refreshed as well as decking replaced on deck off sunroom and walkway decking. Well water system just serviced. County sewer so no septic worries.
Last check for updates: about 1 hour ago
Listing courtesy of Sherry Young, (301) 206-9193
RE/MAX Executive, (443) 274-1900
Source: Bright MLS, MLS#MDAA2150576
Also Listed on Bright MLS.

Home Details for 1189 Highview Dr

Interior Features

Interior Details
Basement: Connecting Stairway,Rear Entrance,Walk-Out Access,FinishedNumber of Rooms: 7Types of Rooms: Dining Room, Family Room, Game Room, Kitchen, Living Room, Sun Florida Room
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: 2500 Square Feet
Appliances & Utilities
Utilities: Underground Utilities, Fiber Optic, CableAppliances: Microwave, Oven/Range - Electric, Cooktop, Refrigerator, Ice Maker, Self Cleaning Oven, Stainless Steel Appliance(s), Washer, Dryer, Disposal, Dishwasher, Electric Water HeaterDishwasherDisposalDryerLaundry: Has Laundry,Lower Level,In BasementMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Heat Pump,ENERGY STAR Qualified Equipment,ElectricHas CoolingAir Conditioning: Central Air,Ceiling Fan(s),Heat Pump,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Wood Burning, Wood Burning StoveHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Skylight(s), Vinyl Clad, Green House, Double Hung, Double Pane Windows, Transom, Window TreatmentsDoor: Sliding GlassFlooring: Luxury Vinyl, Ceramic Tile, Carpet
Levels, Entrance, & Accessibility
Stories: 3Levels: ThreeAccessibility: NoneFloors: Luxury Vinyl, Ceramic Tile, Carpet
View
Has a ViewView: Trees/Woods
Security
Security: Carbon Monoxide Detector(s), Motion Detectors, Smoke Detector(s), Security System

Exterior Features

Exterior Home Features
Roof: Composition Architectural ShinglePatio / Porch: Deck, Patio, PorchFencing: PartialOther Structures: Above Grade, Below GradeExterior: Bump-outsFoundation: BlockNo Private Pool
Parking & Garage
Open Parking Spaces: 4No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 4Parking: Asphalt,Surface,Driveway
Pool
Pool: None
Frontage
Responsible for Road Maintenance: City/CountyRoad Surface Type: Black Top, PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Farm & Range
Not Allowed to Raise Horses
Finished Area
Finished Area (above surface): 1700 Square FeetFinished Area (below surface): 800 Square Feet

Days on Market

Days on Market: 43

Property Information

Year Built
Year Built: 1983Year Renovated: 2015
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Colonial,Coastal,Cabin/Lodge,Chalet,Contemporary
Building
Construction Materials: Cedar, FrameNot a New ConstructionNo Additional Parcels
Property Information
Condition: Very GoodIncluded in Sale: Kitchen Island, Bedroom 4 Closet System, Coca Cola Lamp And Pool Table May Convey If Desired.Parcel Number: 020316590038387

Price & Status

Price
List Price: $550,000Price Per Sqft: $220
Status Change & Dates
Off Market Date: Sat Aug 08 2026Possession Timing: 31-60 Days CD, Negotiable, Close Of Escrow

Active Status

MLS Status: PENDING

Location

Direction & Address
City: ANNAPOLISCommunity: Cape St Claire
School Information
Elementary School: Cape St. ClaireElementary School District: Anne Arundel County Public SchoolsJr High / Middle School: Magothy RiverJr High / Middle School District: Anne Arundel County Public SchoolsHigh School: BroadneckHigh School District: Anne Arundel County Public Schools

Agent Information

Listing Agent
Listing ID: MDAA2150576

Building

Building Area
Building Area: 2588 Square Feet

Community

Not Senior Community

HOA

HOA Fee Includes: Fiber Optics Available, OtherHas an HOAHOA Fee: $10/Annually

Lot Information

Lot Area: 9100 sqft

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, FHA, FHA 203(b), VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2150576Above Grade Unfinished Area: 1700

Additional Information

HOA Amenities: Beach Access,Pier/DockSource Internet Automated Valuation Display: YSource Internet Consumer Comment: YSource Internet Entire Listing Display: YSource Internet Address Display: Y

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
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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!"
    0
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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."
    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

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

Home Value

Trulia Estimate
$546K
Since last month
Decreased$3K (-0.6%)
Since last year
Increased$22K (+4.2%)
Since last sale
Increased$240K (+78.8%)
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 +45% in the last 10 years
MonthEstimated value
2026
August 2026$545K
July 2026$548K
June 2026$554K
May 2026$562K
April 2026$552K
March 2026$549K
February 2026$543K
January 2026$538K
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
1044 Skyview Dr, Annapolis, MD
0.06
Single-Family Home
$504,000
12/03/25
3
2
1,828
1126 Skyway Dr, Annapolis, MD
0.15
Single-Family Home
$500,000
09/22/25
4
2
1,623
1023 Mountain Top Dr, Annapolis, MD
0.14
Single-Family Home
$415,000
01/23/26
4
2
1,404
1207 Hampton Rd, Annapolis, MD
0.28
Single-Family Home
$562,500
05/01/26
4
2
2,412
1122 Crestview Dr, Annapolis, MD
0.30
Single-Family Home
$485,000
06/22/26
4
2
2,212
1045 Saint Margarets Dr, Annapolis, MD
0.17
Single-Family Home
$525,000
04/15/26
4
2
1,678
1041 Skyview Dr, Annapolis, MD
0.13
Single-Family Home
$579,500
05/06/26
4
3
1,960
1052 Lido Dr, Annapolis, MD
0.25
Single-Family Home
$515,000
06/29/26
4
1.5
1,488
1162 Saint George Dr, Annapolis, MD
0.23
Single-Family Home
$530,000
03/31/26
4
2
1,643

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
1195 Highview Dr, Annapolis, MD 21409
0.04
$627,700
4
3
1,996
Off Market
1317 Swan Dr, Annapolis, MD 21409
0.04
$563,700
4
1.5
1,872
Off Market
1044 Skyview Dr, Annapolis, MD 21409
0.06
$504,000
3
2
1,828
Recently Sold
1184 Bayview Vis, Annapolis, MD 21409
0.06
$462,500
4
2
1,754
Off Market
1300 Cape Saint Claire Rd, Annapolis, MD 21409
0.10
$420,200
2
2
936
Off Market
1302 Cape Street Claire Rd, Annapolis, MD 21409
0.11
$538,800
3
2.5
-
Off Market
1302 Cape Saint Claire Rd, Annapolis, MD 21409
0.11
$660,100
3
2.5
2,020
Off Market
1284 Cape Saint Claire Rd, Annapolis, MD 21409
0.10
$795,300
4
2.5
2,460
Off Market
1180 Bayview Vis, Annapolis, MD 21409
0.10
$780,400
4
3.5
3,392
Off Market
1031 Saint Margarets Dr, Annapolis, MD 21409
0.10
$562,500
4
2
1,636
Off Market
1043 Skyview Dr, Annapolis, MD 21409
0.12
$826,600
5
3.5
3,213
Off Market
1023 Mountain Top Dr, Annapolis, MD 21409
0.14
$415,000
4
2
1,404
Recently Sold

Price and Tax history

DateEventPrice
Aug 8, 2026
Source: Bright MLS #MDAA2150576
Pending
$550,000
Jul 29, 2026
Source: Bright MLS #MDAA2150576
ListingRemoved
$550,000
Jul 4, 2026
Source: Bright MLS #MDAA2144128
PriceChange
$550,000
Price decreased by 2%
Jun 26, 2026
Source: Bright MLS #MDAA2144128
PriceChange
$559,900
Price decreased by 1%
May 2, 2026
Source: Bright MLS #MDAA2144128
Listed For Sale
$565,000

LGBTQ Local Legal Protections

Sherry Young, RE/MAX Executive, (443) 274-1900
Agent Phone: (301) 206-9193
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

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Frequently asked questions about 1189 Highview Dr

  • What is the estimated monthly payment for 1189 Highview Dr?
    Based on a $550,000 list price with 20% down at today's rates, the estimated monthly payment for 1189 Highview Dr in Annapolis, MD is approximately $3,322 (about $2,857 principal & interest, $390 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 1189 Highview Dr compare to homes in Annapolis?
    1189 Highview Dr in Annapolis, MD is listed at $550,000, about 15% below the $646K median sale price in Annapolis.
  • What do residents say about Annapolis?
    Residents describe Annapolis, MD as dog-friendly, easy to park in, and pedestrian-friendly. See homes for sale in Annapolis, MD.
  • What are the closest schools to 1189 Highview Dr?
    The closest schools to 1189 Highview Dr in Annapolis, MD are Broadneck High School (rated 9/10), Cape St. Claire Elementary School (Pre-K, rated 8/10), Magothy River Middle School (rated 10/10).
  • Does 1189 Highview Dr have air conditioning?
    Yes, 1189 Highview Dr in Annapolis, MD has air conditioning.
  • Does 1189 Highview Dr have a pool?
    Yes, 1189 Highview Dr in Annapolis, MD has a pool.
1189 Highview Dr, Annapolis, MD 21409 is a 4 bedroom, 2 bathroom, 2,500 sqft single-family home built in 1983. This property is currently available for sale and was listed by Bright MLS on Aug 8, 2026. The MLS # for this home is MLS# MDAA2150576.