Set on a private, wooded 1.37± acre lot in Harmony Woods, this beautifully maintained home offers a warm, inviting layout with abundant natural light and thoughtful updates throughout. A welcoming front porch leads into the main level with hardwood floors, detailed trim work, and easy flow from the kitchen and breakfast area to the living room with a wood-burning fireplace. Full-view doors open to a spacious screened-in porch and adjoining deck overlooking the fenced backyard and mature trees. The spacious first-floor primary suite includes direct access to the screened porch, a private primary bathroom with two granite-topped vanities, a jetted soaking tub, a tiled walk-in shower, a private water closet, and a walk-in closet with attic access. Upstairs you’ll find three additional bedrooms, a full bath, and a bright bonus room offering flexible use. A fully finished third-floor loft provides exceptional additional living space—ideal for a family room, game room, or creative studio. Fresh interior paint, newly painted exterior shutters, and a new roof add to the move-in-ready presentation. The home benefits from meaningful system updates, including a recently replaced HVAC unit and a new well pump. A peaceful setting convenient to both Easton and Denton, this property offers space, privacy, and a beautifully maintained home ready for its next owner.
Sold for $533,900
$533,900
5585 Harmony Woods Dr, Preston, MD 21655
4beds
3,442sqft
Single Family Residence
Built in 2006
1.37 Acres Lot
$534,100 Zestimate®
$155/sqft
$2,913 Estimated rent
Home value
$534,100
Estimated sales range
Not available
$2,913/mo
Zestimate® history
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List your homeWhat's special
Wood-burning fireplacePrivate water closetTiled walk-in showerMature treesDetailed trim workFresh interior paintHardwood floors
Zillow last checked:
Listing updated:
Listed by:
Georgi Chauvin 410-443-9242,
Benson & Mangold, LLC
Bought with:
Elizabeth Tryon, 5008483
Coldwell Banker Realty
Source: Bright MLS,MLS#: MDCM2006520
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 2
- Main level bedrooms: 1
Rooms
- Room types: Bedroom 2, Bedroom 3, Family Room, Bedroom 1, Bathroom 1, Bonus Room, Half Bath
Bedroom 1
- Level: Main
Bedroom 1
- Level: Upper
Bedroom 2
- Level: Upper
Bedroom 3
- Level: Upper
Bathroom 1
- Level: Main
Bathroom 1
- Level: Upper
Bonus room
- Features: Ceiling Fan(s)
- Level: Upper
Family room
- Features: Skylight(s), Window Treatments, Recessed Lighting, Lighting - Ceiling, Flooring - Carpet, Ceiling Fan(s)
- Level: Upper
Half bath
- Level: Main
Heating
- Heat Pump, Electric
Cooling
- Other, Heat Pump, ENERGY STAR Qualified Equipment, Central Air, Electric
Appliances
- Included: Microwave, Dryer, ENERGY STAR Qualified Washer, ENERGY STAR Qualified Dishwasher, Exhaust Fan, Extra Refrigerator/Freezer, Water Heater, Washer, Stainless Steel Appliance(s), Refrigerator, Oven/Range - Electric, Self Cleaning Oven, Water Treat System, Electric Water Heater
- Laundry: Washer In Unit, Dryer In Unit
Features
- Open Floorplan, Formal/Separate Dining Room, Eat-in Kitchen, Kitchen - Table Space, Primary Bath(s), Walk-In Closet(s), 9'+ Ceilings
- Flooring: Carpet, Ceramic Tile, Wood
- Windows: Screens
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Wood Burning, Screen, Mantel(s)
Interior area
- Total structure area: 3,442
- Total interior livable area: 3,442 sqft
- Finished area above ground: 3,442
- Finished area below ground: 0
Property
Parking
- Total spaces: 7
- Parking features: Garage Faces Side, Garage Door Opener, Inside Entrance, Oversized, Driveway, Attached
- Attached garage spaces: 2
- Uncovered spaces: 5
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Pool features: None
- Fencing: Wood
Lot
- Size: 1.37 Acres
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 0604026675
- Zoning: R1
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional,Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Crawl Space
- Roof: Architectural Shingle
Condition
- New construction: No
- Year built: 2006
Utilities & green energy
- Sewer: Private Septic Tank
- Water: Well
Green energy
- Energy efficient items: HVAC
Community & HOA
Community
- Security: Security System
- Subdivision: Harmony Woods
HOA
- Has HOA: No
Location
- Region: Preston
Financial & listing details
- Price per square foot: $155/sqft
- Tax assessed value: $456,500
- Annual tax amount: $5,045
- Date on market: 11/19/2025
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 6/29/2026 | Sold | $533,900$155/sqft |
Source:  Bright MLS #MDCM2006520 Report a problem | ||
| 5/14/2026 | Pending sale | $533,900$155/sqft |
Source: Bright MLS #MDCM2006520 Report a problem | ||
| 5/5/2026 | Contingent | $533,900$155/sqft |
Source: Bright MLS #MDCM2006520 Report a problem | ||
| 4/21/2026 | Price change | $533,900-2.8%$155/sqft |
Source: Bright MLS #MDCM2006520 Report a problem | ||
| 11/19/2025 | Listed for sale | $549,000+15.6%$160/sqft |
Source: Bright MLS #MDCM2006520 Report a problem | ||
| 11/13/2023 | Listing removed | -- |
Source: Bright MLS #MDCM2000522 Report a problem | ||
| 11/12/2021 | Sold | $475,000+0.5%$138/sqft |
Source: Bright MLS #MDCM2000522 Report a problem | ||
| 11/2/2021 | Pending sale | $472,500$137/sqft |
Source: Bright MLS #MDCM2000522 Report a problem | ||
| 10/8/2021 | Contingent | $472,500$137/sqft |
Source: Bright MLS #MDCM2000522 Report a problem | ||
| 10/1/2021 | Listed for sale | $472,500+60.7%$137/sqft |
Source: Bright MLS #MDCM2000522 Report a problem | ||
| 4/11/2011 | Sold | $294,000-18.2%$85/sqft |
Source: Public Record Report a problem | ||
| 9/4/2010 | Price change | $359,500-4.1%$104/sqft |
Source: NRT MidAtlantic #CM7102358 Report a problem | ||
| 2/22/2010 | Price change | $375,000-9.6%$109/sqft |
Source: NRT MidAtlantic #CM7102358 Report a problem | ||
| 10/10/2009 | Price change | $415,000-2.4%$121/sqft |
Source: NRT MidAtlantic #CM7102358 Report a problem | ||
| 7/8/2009 | Listed for sale | $425,000+286.4%$123/sqft |
Source: NRT MidAtlantic #CM7102358 Report a problem | ||
| 9/9/2005 | Sold | $110,000$32/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,045 +2.3% | $456,500 +1.1% |
| 2024 | $4,930 +1.1% | $451,500 +1.1% |
| 2023 | $4,876 +7.3% | $446,500 |
| 2022 | $4,542 +7.9% | $446,500 +15.8% |
| 2021 | $4,209 +8.6% | $385,433 +8.6% |
| 2020 | $3,876 +3.4% | $354,900 |
| 2019 | $3,748 +3.5% | $354,900 +7% |
| 2018 | $3,621 +3.6% | $331,633 +3.6% |
| 2017 | $3,494 -0.8% | $320,000 +1.7% |
| 2016 | $3,522 | $314,700 +1.7% |
| 2015 | $3,522 | $309,400 +1.7% |
| 2014 | $3,522 | $304,100 |
| 2013 | -- | $304,100 |
| 2012 | -- | $304,100 -14.5% |
| 2011 | -- | $355,600 -21.5% |
| 2010 | -- | $453,102 +4.9% |
| 2009 | -- | $432,006 +5.1% |
| 2008 | -- | $410,910 +7.7% |
| 2007 | -- | $381,552 +772.9% |
| 2006 | -- | $43,713 +40% |
| 2005 | -- | $31,220 |
Find assessor info on the county website
Neighborhood: 21655
Nearby homes
- $376,600-- bd2 ba1.4k sqft5591 Harmony Woods Dr, Preston, MD 21655Off Market
- $459,800-- bd2 ba2.3k sqft5581 Harmony Woods Dr, Preston, MD 21655Off Market
- $30,100-- bd-- ba-- sqftHarmony Woods Dr, Preston, MD 21655Off Market
- $263,7003 bd2 ba1.5k sqft5605 Newton Rd, Preston, MD 21655Off Market
- $382,500-- bd2 ba1.6k sqft5597 Harmony Woods Dr, Preston, MD 21655Off Market
- $399,0003 bd2 ba1.7k sqft5576 Harmony Woods Dr, Preston, MD 21655Sold
- $496,5004 bd3 ba2.5k sqft5582 Harmony Woods Dr, Preston, MD 21655Off Market
- $459,0003 bd3 ba2.5k sqft5577 Harmony Woods Dr, Preston, MD 21655Sold
Nearby schools
GreatSchools rating
- 9/10Preston Elementary SchoolGrades: PK-5Distance: 3.8 mi
- 6/10Colonel Richardson Middle SchoolGrades: 6-8Distance: 5.6 mi
- 4/10Colonel Richardson High SchoolGrades: 9-12Distance: 5.5 mi
Schools provided by the listing agent
- Elementary: Preston
- Middle: Colonel Richardson
- High: Colonel Richardson
- District: Caroline 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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Estimated market value
$534,100
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Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$534,100
- Maryland
- Caroline County
- Preston
- 21655
- 5585 Harmony Woods Dr
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