Seller's Agent in 2025
Brad Kappel
TTR Sotheby's International Realty
(410) 279-9476
44 in this area
415 Total Sales
417 Second St Annapolis, MD 21403
Eastport Neighborhood
5
Beds
3.5
Baths
4,722
Sq Ft
0.27
Acres
Highlights
- Cabana
- Eat-In Gourmet Kitchen
- Commercial Range
- Rooftop Deck
- City View
- 4-minute walk to Horn Point Park
About This Home
As of October 2025Perfectly sited on over a quarter-acre gated lot on Second Street, this meticulously maintained Eastport estate offers 4,500+ square feet of luxurious living space and extensive oak flooring in one of Annapolis’ most coveted neighborhoods. Enjoy the tranquility of suburban-style privacy with the walkability of downtown living - just steps to water access, acclaimed restaurants, shopping, and marina life.
Inside, generous proportions define the main level. A spacious living room and elegant formal dining room open to the expansive deck and pool area, while a chef’s kitchen boasts a quartzite island, high-end appliances, and a casual eat-in space. The main level also features an updated laundry room, chic powder room, and a dramatic family room with vaulted wood ceilings, gas fireplace, and sliding doors to the outdoor oasis.
Upstairs, the serene primary suite features vaulted ceilings, a walk-in closet, and a spa-inspired bath with heated floors, a rainfall shower, double vanity, and heated towel rack. Three additional oversized bedrooms and a stylish hall bath complete the second floor. The third level offers breathtaking views of Historic Annapolis and the Naval Academy from the rooftop balcony - perfect for fireworks or Blue Angel flyovers - and includes a family room, kitchenette, full bath, and bedroom.
The fully finished lower level is made for entertaining, with a rec room, custom bar (complete with kegerator and refrigerated drawers), a flexible bonus room ideal for a wine cellar or storage, and a workshop.
Step outside to your private resort: a heated in-ground pool and spa with motorized cover, a pergola with adjustable louvers, lush landscaping, and a park-like front yard. Additional features include Hardie siding, composite decking, updated windows and gutters (all completed in 2019), a two-car garage, and a gated driveway.
This is a rare Eastport offering where timeless elegance, thoughtful updates, and premier location come together. Welcome Home!
Last Agent to Sell the Property
(410) 279-9476 brad.kappel@sothebysrealty.com TTR Sotheby's International Realty Listed on: 09/17/2025
Co-Listed By
(443) 924-7231 aclark@ttrsir.com TTR Sotheby's International Realty License #5005384
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $23,704
Year Built
- Built in 1988 | Remodeled in 2016
Lot Details
- 0.27 Acre Lot
- Property is Fully Fenced
- Privacy Fence
- Decorative Fence
- Landscaped
- Extensive Hardscape
- Level Lot
- Back and Front Yard
- Property is in excellent condition
- Property is zoned R2 - NC
Parking
- 2 Car Attached Garage
- 4 Driveway Spaces
- Front Facing Garage
- Garage Door Opener
- Off-Street Parking
Property Views
- City
- Garden
Home Design
- Colonial Architecture
- Block Foundation
- Slab Foundation
- Architectural Shingle Roof
- Cement Siding
- HardiePlank Type
Interior Spaces
- Property has 4 Levels
- Traditional Floor Plan
- Wet Bar
- Built-In Features
- Crown Molding
- Vaulted Ceiling
- Ceiling Fan
- Skylights
- Gas Fireplace
- Double Pane Windows
- Low Emissivity Windows
- Double Hung Windows
- Sliding Windows
- Window Screens
- Sliding Doors
- Insulated Doors
- Family Room Off Kitchen
- Formal Dining Room
- Wood Flooring
Kitchen
- Eat-In Gourmet Kitchen
- Kitchenette
- Breakfast Area or Nook
- Double Self-Cleaning Oven
- Commercial Range
- Six Burner Stove
- Range Hood
- Built-In Microwave
- Freezer
- Ice Maker
- Dishwasher
- Stainless Steel Appliances
- Kitchen Island
- Upgraded Countertops
- Disposal
- Instant Hot Water
Bedrooms and Bathrooms
- 5 Bedrooms
- En-Suite Bathroom
- Walk-In Closet
Laundry
- Laundry Room
- Laundry on main level
- Stacked Washer and Dryer
Partially Finished Basement
- Interior Basement Entry
- Water Proofing System
- Sump Pump
- Workshop
- Basement Windows
Home Security
- Alarm System
- Carbon Monoxide Detectors
- Fire and Smoke Detector
Pool
- Cabana
- Heated In Ground Pool
- Heated Spa
Outdoor Features
- Balcony
- Rooftop Deck
- Exterior Lighting
- Shed
Schools
- Eastport Elementary School
- Annapolis Middle School
- Annapolis High School
Utilities
- Forced Air Heating and Cooling System
- Humidifier
- Vented Exhaust Fan
- Tankless Water Heater
- Natural Gas Water Heater
Community Details
- No Home Owners Association
- Eastport Subdivision
Listing and Financial Details
- Tax Lot A
- Assessor Parcel Number 020600090051901
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Sep 17, 2025
Closed on
Oct 22, 2025
Sold by
Laurence Gregory Kaufmann Revocable Trus and Marilou Ellen Kaufmann Revocable Trust
Bought by
Daniels Timothy L and Daniels Deborah L
Seller's Agent
Brad Kappel
TTR Sotheby's International Realty
Buyer's Agent
Steven Knopf
Engel & Völkers Annapolis
List Price
$2,695,000
Sold Price
$2,555,000
Premium/Discount to List
-$140,000
-5.19%
Views
105
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
47.92%
Original Mortgage
$1,916,250
Outstanding Balance
$1,916,250
Interest Rate
6.13%
Mortgage Type
New Conventional
Estimated Equity
$761,648
Purchase Details
Closed on
Nov 17, 2023
Sold by
Kaufmann Laurence Gregory and Kaufmann Marilou Ellen
Bought by
Laurence Gregory Kaufmann Revocable Trust and Marilou Ellen Kaufmann Revocable Trust
Purchase Details
Listed on
Feb 5, 2015
Closed on
Mar 20, 2015
Sold by
Rodriguez Cortes Luis and The Luis Rodriguez Cortes Revo
Bought by
Kaufmann Laurence Gregory and Kaufmann Marilou Ellen
Seller's Agent
Anne Harrington
Coldwell Banker Realty
Buyer's Agent
Karen Britton
Long & Foster Real Estate, Inc.
List Price
$1,350,000
Sold Price
$1,300,000
Premium/Discount to List
-$50,000
-3.7%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
6.97%
Purchase Details
Closed on
Nov 11, 2014
Sold by
Rodriguez Cortes Luis and Blitz Isabel
Bought by
Rodriguez Cortes Luis and The Luis Rodriguez Cortes Revo
Purchase Details
Closed on
Mar 2, 2012
Sold by
Blitz Isabel
Bought by
Blitz Isabel and Rodriguez Cortes Luis
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$540,000
Interest Rate
3.62%
Mortgage Type
Adjustable Rate Mortgage/ARM
Purchase Details
Closed on
Sep 21, 1992
Sold by
Weizmann Howard C
Bought by
Blitz Isabel
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $2,555,000 | Eagle Title | |
| Deed | -- | None Listed On Document | |
| Deed | -- | None Listed On Document | |
| Deed | $1,300,000 | First Equity Title Corp | |
| Interfamily Deed Transfer | -- | None Available | |
| Interfamily Deed Transfer | -- | Bethesda Title & Escrow Llc | |
| Deed | $450,000 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,916,250 | New Conventional | |
| Previous Owner | $540,000 | Adjustable Rate Mortgage/ARM |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 10/24/2025 10/24/25 | Sold | $2,555,000 | -5.2% | $541 / Sq Ft | |
| 09/26/2025 09/26/25 | Pending | -- | -- | -- | |
| 09/17/2025 09/17/25 | For Sale | $2,695,000 | +107.3% | $571 / Sq Ft | |
| 03/20/2015 03/20/15 | Sold | $1,300,000 | -3.7% | $353 / Sq Ft | View Prior Sale |
| 02/25/2015 02/25/15 | Pending | -- | -- | -- | |
| 02/05/2015 02/05/15 | For Sale | $1,350,000 | -- | $367 / Sq Ft |
Source: Bright MLS
Tax History Compared to Growth
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $18,833 | $1,654,167 | -- | -- |
| 2024 | $18,833 | $1,441,033 | $0 | $0 |
| 2023 | $17,633 | $1,227,900 | $553,300 | $674,600 |
| 2022 | $17,009 | $1,207,167 | $0 | $0 |
| 2021 | $16,436 | $1,186,433 | $0 | $0 |
| 2020 | $16,436 | $1,165,700 | $522,400 | $643,300 |
| 2019 | $16,448 | $1,165,700 | $522,400 | $643,300 |
| 2018 | $16,138 | $1,165,700 | $522,400 | $643,300 |
| 2017 | $15,313 | $1,205,200 | $0 | $0 |
| 2016 | -- | $1,145,167 | $0 | $0 |
| 2015 | -- | $1,085,133 | $0 | $0 |
| 2014 | -- | $1,025,100 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Brad Kappel
-
Alex Clark
Seller Co-Listing Agent in 2025
Alex Clark
TTR Sotheby's International Realty
(443) 924-7231
3 in this area
48 Total Sales
-
Steven Knopf
Buyer's Agent in 2025
Steven Knopf
Engel & Völkers Annapolis
(443) 995-5805
1 in this area
90 Total Sales
-
Anne Harrington
Seller's Agent in 2015
Anne Harrington
Coldwell Banker (NRT-Southeast-MidAtlantic)
(410) 340-9961
40 in this area
73 Total Sales
-
K
Buyer's Agent in 2015
Karen Britton
Long & Foster
Map
Source: Bright MLS
MLS Number: MDAA2126566
APN: 06-000-90051901
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