Chesapeake Beach Coastal Retreat 🌊 Welcome to 5229 Breezy Point Rd, Chesapeake Beach, MD — your perfect escape by the water! ✨ 2 Bedrooms, 1 Bath ✨ Sleeps 5–6 comfortably ✨ Steps from the beach ✨ Fully renovated & move-in ready ✨ Breathtaking sunrises and sunsets Imagine waking up to the sound of the waves, sipping coffee while watching the sunrise over the Chesapeake Bay, and ending your evenings with stunning sunset skies just steps from your door. This charming coastal retreat offers the perfect blend of relaxation and modern comfort, making it ideal as a primary residence, weekend getaway, vacation home, or investment property. Enjoy beach walks, salty breezes, peaceful mornings, and the laid-back Chesapeake Beach lifestyle — all at an incredible value. Whether you're entertaining guests, escaping city life, or searching for your own slice of waterfront paradise, this home delivers the lifestyle everyone dreams about. You've got to come to this “Affordable Coastal Living Home With Private Beach Access — Without the Million-Dollar Price Tag.” Still being within commuting distance to DC/MD/VA areas At $370K, this listing hits a sweet spot for: first-time buyers, downsizers, weekend/vacation-home buyers military buyers using VA buyers priced out of Annapolis waterfront living, remote workers wanting lifestyle over square footage. Come take a look and Say Yes to this Address! (The furnishings may be negotiable)
Under contract
$370,000
5229 Breezy Point Rd, Chesapeake Beach, MD 20732
2beds
715sqft
Single Family Residence
Built in 1955
0.42 Acres Lot
$364,000 Zestimate®
$517/sqft
$-- HOA
What's special
Sound of the wavesSteps from the beachBreathtaking sunrises and sunsets
- 6 days
- 265
- 17
Zillow last checked:
Listing updated:
Listed by:
Felicia Watkins White 301-535-7639,
Samson Properties 7033788810
Source: Bright MLS,MLS#: MDCA2030436
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
- Main level bathrooms: 1
- Main level bedrooms: 2
Heating
- Heat Pump, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Electric Water Heater
Features
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 715
- Total interior livable area: 715 sqft
- Finished area above ground: 715
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: One
- Stories: 1
- Pool features: None
- Waterfront features: Bay
Lot
- Size: 0.42 Acres
Details
- Additional structures: Above Grade
- Parcel number: 0502037858
- Zoning: R
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cottage
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Crawl Space
Condition
- New construction: No
- Year built: 1955
Utilities & green energy
- Sewer: Private Septic Tank
- Water: Private
Community & HOA
Community
- Subdivision: Breezy Point
HOA
- Has HOA: No
Location
- Region: Chesapeake Beach
Financial & listing details
- Price per square foot: $517/sqft
- Tax assessed value: $268,867
- Annual tax amount: $3,232
- Date on market: 9/7/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Estimated market value
$364,000
$346,000 - $382,000
$1,714/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/10/2026 | Contingent | $370,000$517/sqft |
Source:  Bright MLS #MDCA2030436 Report a problem | ||
| 9/7/2026 | Listed for sale | $370,000+19.4%$517/sqft |
Source: Bright MLS #MDCA2030436 Report a problem | ||
| 11/26/2021 | Sold | $310,000+3.7%$434/sqft |
Source: Bright MLS #MDCA2002160 Report a problem | ||
| 10/19/2021 | Pending sale | $299,000$418/sqft |
Source:  RE/MAX International #MDCA2002160 Report a problem | ||
| 10/19/2021 | Contingent | $299,000$418/sqft |
Source: Bright MLS #MDCA2002160 Report a problem | ||
| 9/30/2021 | Listed for sale | $299,000$418/sqft |
Source: Bright MLS #MDCA2002160 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,044 +11% | $261,533 +2.9% |
| 2024 | $2,743 +24.9% | $254,200 +20.2% |
| 2023 | $2,197 +64.8% | $211,433 +58.7% |
| 2022 | $1,333 +1.9% | $133,200 +5.8% |
| 2021 | $1,308 +0.2% | $125,900 +0.7% |
| 2020 | $1,306 -4.3% | $125,067 -5% |
| 2019 | $1,364 +0.6% | $131,700 +1.9% |
| 2018 | $1,355 -1.4% | $129,200 |
| 2017 | $1,375 -18% | $129,200 |
| 2016 | $1,677 | $129,200 -0.5% |
| 2015 | $1,677 | $129,800 |
| 2014 | $1,677 | $129,800 |
| 2013 | -- | $129,800 -15.1% |
| 2012 | -- | $152,800 |
| 2011 | -- | $152,800 |
| 2010 | -- | $152,800 -13.9% |
| 2009 | -- | $177,540 +21.3% |
| 2008 | -- | $146,330 +27.1% |
| 2007 | -- | $115,120 +37.2% |
| 2006 | -- | $83,910 +6.2% |
| 2005 | -- | $79,010 +6.6% |
| 2004 | -- | $74,110 +7.1% |
| 2003 | -- | $69,210 +4.1% |
| 2002 | -- | $66,500 +4.2% |
| 2001 | -- | $63,790 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 20732
Nearby schools
Schools provided by the listing agent
- District: Calvert County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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