995 Highpoint Dr
Annapolis, MD 21409
- 3 Beds
- 2.5 Baths
- 2,013 sqft
3 Beds
2.5 Baths
2,013 sqft
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1987
Living Area
2,013 sqft
Price/Sqft
$302
About this House
DRASTIC PRICE REDUCTION!**New Roof 4/21 w/skylights**Heat pump 2018**Kitchen 2015**Updated bathrooms**New porch 07/21**Paint updated**Gutters cleaned**Freshly landscaped**Wonderfully maintained & updated**Water privileged community on the Broadneck in Cape St. Claire**Waterproofing in basement has transferable warranty**New carpet in rec room and add'l room in basement provides space for home office!
995 Highpoint Dr, Annapolis, MD 21409 is a 3 bedroom, 3 bathroom, 2,013 sqft single-family home built in 1987. It last sold for $515,000 on Aug 23, 2022. It is currently off market. The Trulia Estimate is $607,300, with a rent estimate of $3,299/month.
Home Details for 995 Highpoint Dr
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Interior Details Basement |
Heating & Cooling Heating: Heat PumpAir ConditioningHeating Fuel: Heat Pump |
Levels, Entrance, & Accessibility Stories: 2 |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: Shake ShingleDeckExterior: Other |
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Year Built Year Built: 1987 |
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional |
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Units in Building: 1 |
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Lot Area: 9147 sqft |
Price History for 995 Highpoint Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 08/23/2022 | $515,000 | Sold | Bright MLS #MDAA2037812 |
| 07/23/2022 | $499,000 | Pending | RE/MAX International #MDAA2037812 |
| 07/23/2022 | $499,000 | Contingent | Bright MLS #MDAA2037812 |
| 07/19/2022 | $499,000 | PriceChange | Bright MLS #MDAA2037812 |
| 06/30/2022 | $525,000 | PriceChange | Bright MLS #MDAA2037812 |
| 06/25/2022 | $535,000 | Listed For Sale | Bright MLS #MDAA2037812 |
Market trends in Annapolis
Last updated June 2026
Avg. sale price
$632K
$6.37KMoM
Sale-to-List Price
100.0%
Price per sq ft
$319
$6MoM
Available listings
357
21MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $5,819 |
| Assessment | $460,100 |
Home facts updated by county records
Comparable Sales for 995 Highpoint Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.03 | Single-Family Home | $595,000 | 08/25/25 | 3 | 3 | 2,472 | |
0.08 | Single-Family Home | $555,000 | 03/18/26 | 4 | 3 | 2,190 | |
0.21 | Single-Family Home | $565,000 | 10/07/25 | 3 | 2.5 | 1,960 | |
0.14 | Single-Family Home | $585,000 | 09/12/25 | 4 | 3 | 1,844 | |
0.26 | Single-Family Home | $504,000 | 12/03/25 | 3 | 2 | 1,828 | |
0.12 | Single-Family Home | $562,500 | 05/01/26 | 4 | 2 | 2,412 | |
0.19 | Single-Family Home | $579,500 | 05/06/26 | 4 | 3 | 1,960 | |
0.18 | Single-Family Home | $610,000 | 06/04/26 | 4 | 3 | 2,062 | |
0.19 | Single-Family Home | $579,900 | 11/12/25 | 4 | 3 | 2,035 | |
0.23 | Single-Family Home | $585,000 | 10/31/25 | 4 | 2 | 2,068 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 995 Highpoint Dr.
What Locals Say about Annapolis
At least 469 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
52 % 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.
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