Off market mar 2021 for $1.2M

$1,813,584

Est. refi paymentEst. refi $8,039/mo

•

3,500

sq ft

2027 Chesapeake Rd, Annapolis, MD 21409

About this home

Stunning Waterfront Home on the Chesapeake Bay! Relaxed lifestyle! Major renovations and updates in 2013-2018 including all 4-5 bedrooms, 4 full bathrooms, kitchen, and the detached Private Guesthouse (#2 unit)!! The Main house has an open & airy floor plan with hardwood flooring throughout, a large family room with a fireplace, a light-filled living room, and a private office/library next to a full bath. The bright updated kitchen features Quartz countertop/center island, SS appliances including 2 ovens/2 dishwashers, table space, and a Wet Bar. The master suite has a Loft and features a deluxe bathroom (Jacuzzi tub & sep shower), walk-in closets, soaring ceilings, and lots of windows looking out on the Chesapeake Bay. 3 other upper-level bedrooms have water views and share an oversized 2nd full bathroom with enclosed W/ D. The Detached Guest House with a secondary kitchen is perfect for entertaining or as an in-law suite, and includes a breakfast nook, full bath, and living area! Builder occupied & rebuilt from 2003 through 2012, this property boasts 3,500 finished s. f. (including the detached guest house); 10' ceilings * Lots of windows and light * Large Sun Deck * Front Porch * Upper-level Deck * Sidewalk * Separate Entrance to In-Law Suite * Side door * Brick Driveway/Parking lot; and more! Enjoy spectacular waterfront sunrises with a private pier. The entire shoreline is protected with stone rip-rap. The Podickory Point Yacht & Beach Club is few blocks away offering memberships providing access to pool/tennis, beach, deep water marina, and bar, and facilitating beaching sailboat or catamaran; 5-minute walk to Sandy Point State Park for Beach & Wildlife; Minutes' access to Rt 50. (Tenant is in moving out process; all items are in working condition; as-is conditions; 1-year home warranty provided; closing date 3/1 or after)

Single-familyProperty Type

2003Year Built

0.3 acresLot Size

$518Est. Price/Sq.Ft.

Listed by Austin Hsu • United Realty, Inc.

•301-738-7900 (broker)

•unitedrealtymd@gmail.com (broker)

Listed by Vivian Hsieh • United Realty, Inc.

•301-738-7900 (broker)

•unitedrealtymd@gmail.com (broker)

Bought with Lori Gough • Long & Foster Real Estate, Inc.

•410-224-0600 (broker)

Redfin checked: 3 minutes ago

•Source:BRIGHT MLS #MDAA456606

Redfin Estimate

$1,813,584

$515K since sold in March 2021$86K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 95.6% higher than the average sale price ($927K) of 6 comparable homes.

SOLD JUL 1, 2026
$910,000
A
5 beds3.5 baths3,729 sq ft
707 Buoy Ct, Annapolis, MD 21409
SOLD AUG 28, 2026
$720,000
B
4 beds3.5 baths2,920 sq ft
1275 Swan Dr, Annapolis, MD 21409
SOLD MAY 28, 2026
$979,000
C
5 beds4.5 baths4,752 sq ft
1610 Stern Ct, Annapolis, MD 21409
BOUGHT WITH REDFIN AUG 21, 2026
$905,000
D
5 beds3.5 baths4,170 sq ft
909 White Marlin Way, Annapolis, MD 21409
SOLD SEP 24, 2026
$1,350,000
E
4 beds3.5 baths2,581 sq ft
1072 Little Magothy Vw, Annapolis, MD 21409
SOLD AUG 14, 2026
$700,000
F
4 beds3.5 baths2,521 sq ft
1153 Hampton Rd, Annapolis, MD 21409

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Earn from this home

Sell

$780,400

Est. take-home

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Refinance

Est. cash available

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Rent

$6,588/mo

Redfin rental estimate

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Market trends in 21409, MD

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.1%

0.2% MoM

Median sale price

$652K

$22K MoM

Avg. days on market

31d

6 days MoM

Recently sold homes

7 MoM

New listings for sale

OPEN SAT, 10AM TO 12PM
$549,000
4 beds3.5 baths2,024 sq ft
218 Wintergull Ln, Annapolis, MD 21409
(410) 647-8000
NEW 26 HRS AGO
$550,000
5 beds2 baths2,387 sq ft
1230 Hilltop Dr, Annapolis, MD 21409
(410) 263-3400
$525,000
4 beds2 baths1,798 sq ft
911 Blue Ridge Dr, Annapolis, MD 21409
(443) 454-1470
$925,000
4 beds3.5 baths3,004 sq ft
1422 Bay Head Rd, Annapolis, MD 21409
(301) 702-4200
OPEN SUN, 1PM TO 3PM
$599,000
4 beds2 baths1,754 sq ft
626 Edwards Rd, Annapolis, MD 21409
(443) 906-3848
$520,000
3 beds2.5 baths1,709 sq ft
1030 Mountain Top Dr, Annapolis, MD 21409
(410) 531-0321
OPEN SAT, 12PM TO 2PM
$1,105,000
5 beds4.5 baths4,484 sq ft
507 Sunwood Ln, Annapolis, MD 21409
(410) 465-8300
See all

Provided by Redfin

Redfin agents who toured

Well done water front estate with sweeping views of the Chesapeake Bay. Open main floor plan with gourmet kitchen; walls of glass on the water side to take in the views; beautiful master retrest with loft; level lot with hardscaping; separate out...
8 years ago• May not reflect the current state of the home
Barbara McCaffrey
Redfin Premier agent

Sale history for 2027 Chesapeake Rd

Date

Event

Price

BRIGHT MLS #MDAA456606

Mar 15, 2021

Sold

$1,299,000

$371/sq ft

Feb 25, 2021

Pending

—

Jan 18, 2021

Contingent

—

Jan 12, 2021

Listed

$1,299,000

$371/sq ft

BRIGHT MLS #MDAA408934

Oct 30, 2019

Listing Removed

—

Aug 3, 2019

Listed

$1,230,000

$351/sq ft

BRIGHT MLS #MDAA400382

Aug 3, 2019

Listing Removed

—

Jun 4, 2019

Price Changed

$1,290,000

$369/sq ft

May 18, 2019

Listed

$1,390,000

$397/sq ft

BRIGHT MLS #1001625176

Sep 15, 2018

Listing Removed

—

Aug 21, 2018

Contingent

—

May 26, 2018

Listed

$1,290,000

$369/sq ft

MRIS #AA7998532

Mar 27, 2013

Sold

$821,000

$235/sq ft

Feb 22, 2013

Pending

—

Feb 13, 2013

Delisted

—

Jan 26, 2013

Listed

$228/sq ft

BRIGHT MLS #1003323528

Mar 27, 2013

Sold

$821,000

$235/sq ft

Feb 21, 2013

Listing Removed

—

Jan 26, 2013

Listed

$799,000

$228/sq ft

BRIGHT MLS #1009536634

Feb 25, 2012

Listing Removed

—

Feb 21, 2012

Listed

$850,000

$243/sq ft

Public Records

Feb 24, 1998

Sold

$232,000

$66/sq ft

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2025

$13,280 (−6.5%)

2024

$14,203 (+10.3%)

2023

$12,872 (+16.1%)

$937,500 + $308,200

$1,245,700

2022

$11,087 (+12.3%)

2021

$9,876 (+0.3%)

2020

$9,842

$602,100 + $296,100

$898,200

2019

$9,851 (−4.1%)

$602,100 + $296,100

$898,200

2018

$10,276 (+1.7%)

$734,800 + $234,900

$969,700

2017

$10,109 (+2.9%)

2016

$9,822 (−1.6%)

$627,600 + $278,600

$906,200

2015

$9,986 (−0.5%)

$627,600 + $278,600

$906,200

2014

$10,033 (−33.4%)

2013

$15,058 (+98.9%)

2012

$7,571 (+6.3%)

2011

$7,123

2010

$7,123 (+10.9%)

2009

$6,425

Tax history for 2027 Chesapeake Rd

Year

Property tax

Land + Additions

Assessment*

2025

$13,280 (−6.5%)

2024

$14,203 (+10.3%)

2023

$12,872 (+16.1%)

$937,500 + $308,200

$1,245,700

2022

$11,087 (+12.3%)

2021

$9,876 (+0.3%)

2020

$9,842

$602,100 + $296,100

$898,200

2019

$9,851 (−4.1%)

$602,100 + $296,100

$898,200

2018

$10,276 (+1.7%)

$734,800 + $234,900

$969,700

2017

$10,109 (+2.9%)

2016

$9,822 (−1.6%)

$627,600 + $278,600

$906,200

2015

$9,986 (−0.5%)

$627,600 + $278,600

$906,200

2014

$10,033 (−33.4%)

2013

$15,058 (+98.9%)

2012

$7,571 (+6.3%)

2011

$7,123

2010

$7,123 (+10.9%)

2009

$6,425

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

13,100

Year renovated

—

Sq. Ft.

3,500

Year built

2003

Style

Single Family Residential

County

Anne Arundel County

APN

03 86312037460

Parking Spaces

—

Basement

Yes

Accessible

HOA Dues

—

Garage

Features

Views, Waterfront

Last updated by owner on Apr 3, 2023.

Property details

Parking

Parking Information
Brick Driveway
Parking Lot

Interior

Bedroom Information
# of Bedrooms On 1st Upper Level: 4
# of Bedrooms On Main Level: 1

Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 2
# of Bathrooms (Full) On Main Level: 2
# of Bathrooms (Full) On All Upper Levels: 2
# of Bathrooms (Full): 4

Interior Information
Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Icemaker, Oven - Double, Oven - Self Cleaning, Oven - Wall, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Washer, Water Heater
Door Features: Insulated, Six Panel, Sliding Glass
Interior Features: Attic, Breakfast Area, Kitchen - Island, Kitchen - Table Space, Dining Area, Kitchen - Eat-In, Recessed Lighting, Floor Plan - Open, CeilngFan(s), Chair Railings, Crown Moldings
Living Area Sq.Ft. Source: Estimated
Wall & Ceiling Types: Cathedral Ceilings

Room Information
Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Study, In-Law/auPair/Suite, Laundry, Loft, Storage Room, Utility Room, Workshop, Bathroom 2, Bathroom 3, Hobby Room, Master Bathroom
Laundry Type: Basement, Upper Floor

Fireplace Information
Has Fireplace
# of Fireplaces: 1

Basement Information
Basement: Yes
Daylight, Partial

Exterior

Property Information
Irrigation Water Rights
Horse: No
Improvement Assessed Value: $296,100
Ownership Interest: Fee Simple
Property Condition: Very Good
Year Built Source: Estimated
Year Major Reno/Remodel: 2018

Building Information
Builder Name: EXCELLENT
Construction Materials: Stucco
Other Structures: Above Grade
Outdoor Living Structures: Deck(s), Patio(s), Porch(es)
Pets Allowed: Yes
Pet Restrictions: Cats OK, Dogs OK
Roof: Composite
Structure Type: Detached
Window Features: Insulated, Double Pane, Screens, Skylights
Other Structures: 2nd House, Guest House

Exterior Information
Sidewalks

Pool Information
Community Pool

Lot Information
Navigable Water
Has Water View
Water Frontage In Feet: 50
Tidal Water: Yes

Land Information
Land Assessed Value: $602,100

Dock Information
Dock Type and Features: Material - Treated Lumber, Private, Pier, Sun Deck
Dock/Slip Conveyance: Deeded
# of Docks: 1
Dock/Slip Conveys: Yes

Above Grade Information
Finished Sq.Ft.: 3,500
Finished Sq.Ft. Source: Estimated

Financial

Tax Information
County Tax: $9,395
Tax Assessed Value: $898,200
Tax Year: 2021
Tax Annual Amount: $9,693

Assessments Information
Year Assessed: 2021

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C, Heat Pump(s)
Cooling Fuel: Electric
Heat Pump(s)
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: Septic Exists
Cable TV Available, Electric Available
Water Source: Well

Location

Homeowners Association Information
HOA/Condo/Coop Amenities: Pool - Outdoor, Pool Mem Avail, Picnic Area, Swimming Pool, Marina/Marina Club, Party Room

School Information
Elementary School: CAPE ST. CLAIRE
Middle Or Junior School: MAGOTHY RIVER
High School: BROADNECK
School District Name: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Elementary School Source: 3rd Party
Middle School Source: 3rd Party
High School Source: 3rd Party
School District Source: 3rd Party

Location Information
Outside City Limits
Directions: RT 50 TO COLLEGE PARKWAY EAST TO LOG INN ROAD (BECOMES TYDINGS RD). LEFT ON CHESAPEAKE TO HOME ON RIGHT (No sign); or Rt 50 East exit 32 toward Sandy State Park, 1st right on Log Inn Rd (stay straight), left Chesapeake Rd (No sign).
Location Type: Bayfront
Mean Low Water Feet: 4

Waterfrontage Information
Water Access Features: Boat - Powered, Canoe/Kayak, Fishing Allowed, Private Access, Swimming Allowed, Waterski/Wakeboard, Personal Watercraft (PWC), Sail
Water Access
Private Dock Site, Rip-Rap
On Waterfront
Water Oriented
Water Body Type: Bay
Water Body Name: Chesapeake Bay

Public facts

Beds: 5
Baths: 4.0
Sq. Ft.: 3,500
Stories: 2.0
Parking Spaces: —
Basement: Yes
Accessible: No
Lot Size: 0.3 acres
Style: Single Family Residential
Year Built: 2003
Year Renovated: —
County: Anne Arundel County
APN: 03 86312037460
HOA Dues: —
Garage: No
Features: Views, Waterfront

Home facts updated by owner on Apr 3, 2023

Around this home

Schools

Cape St. Claire Elementary School

Public PreK-5 • Assigned • 1.9mi

8/10

Magothy River Middle School

Public 6-8 • Assigned • 5.7mi

10/10

Broadneck High School

Public 9-12 • Assigned • 2.3mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

8/10 Heat Factor

7 days above 104° expected this year, 15 days in 30 years

6/10 Wind Factor

78% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Annapolis, MD • 21409

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.3 hours in June and 4.6 hours in December, which is comparable to the U.S. average for solar exposure.

9.3 hrs

4.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.72M – $2.09M

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Nearby similar homes

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New listings for sale in 21409

OPEN SAT, 10AM TO 12PM

$549,000

4 beds3.5 baths2,024 sq ft

218 Wintergull Ln, Annapolis, MD 21409

(410) 647-8000

NEW 26 HRS AGO

$550,000

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1230 Hilltop Dr, Annapolis, MD 21409

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OPEN SUN, 1PM TO 3PM

$599,000

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OPEN SAT, 12PM TO 2PM3D WALKTHROUGH

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Home values near 2027 Chesapeake Rd

Data from public records.

Address	Redfin Estimate
2008 Chesapeake Rd, Annapolis, MD 4 Beds \| 4 Baths \| 4397 Sq. Ft.	$1,156,060
2034 Chesapeake Rd, Annapolis, MD 3 Beds \| 2.5 Baths \| 3347 Sq. Ft.	$1,037,191

Address	Redfin Estimate
2042 Chesapeake Rd, Annapolis, MD 3 Beds \| 2 Baths \| 1364 Sq. Ft.	$654,438
2007 Chesapeake Rd, Annapolis, MD 3 Beds \| 2.5 Baths \| 2114 Sq. Ft.	$1,640,799

Address	Redfin Estimate
2035 Chesapeake Rd, Annapolis, MD 5 Beds \| 6.5 Baths \| 5160 Sq. Ft.	$2,742,994
2017 Chesapeake Rd, Annapolis, MD 5 Beds \| 3.5 Baths \| 4000 Sq. Ft.	$2,551,569

Property information provided by BRIGHT MLS when last listed in 2021. This data may not show owner updates. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 21409, MD

Redfin agents who toured

Sale history for 2027 Chesapeake Rd

Tax history for 2027 Chesapeake Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 21409

Home values near 2027 Chesapeake Rd

More real estate resources