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$549,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 3,442 Sq. Ft.
  • 2 Car Garage

Next open house:

Open House: 11:00 AM - 1:00 PM

Saturday 1/17 11:00 AM - 1:00 PM

5585 Harmony Woods Drive,Preston, MD 21655

5585 Harmony Woods DrivePrestonMD21655

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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.

Full Property Details for 5585 Harmony Woods Dr

General

  • Price: $549,000
  • Taxes: $5,045 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDCM2006520
  • Updated: 12/17/2025
  • Added to Site: 58 day(s) ago

Interior

  • Number of Rooms: 9
  • Rooms/Areas: Bedroom 2, Bedroom 3, Family Room, Bedroom 1, Bathroom 1, Bonus Room, Half Bath
  • Interior Features: Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Eat-In, Kitchen - Table Space, Primary Bath(s), Walk-in Closet(s), Water Treat System, Wood Floors
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Wood, Screen, Mantel(s)
  • Appliances: Built-In Microwave, Dryer - Front Loading, ENERGY STAR Clothes Washer, ENERGY STAR Dishwasher, Exhaust Fan, Extra Refrigerator/Freezer, Water Heater, Washer - Front Loading, Stainless Steel Appliances, Refrigerator, Oven/Range - Electric, Oven - Self Cleaning
  • Flooring: Carpet, Ceramic Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Upper Floor Baths: 1
  • Upper - Full Baths: 1
  • Main Floor Baths: 2
  • Main - Full Baths: 1
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 3
  • Bedrooms Main & Up: 1

Other Rooms

  • Laundry: Washer In Unit, Dryer In Unit

Additional Information

  • Security/Safety: Security System

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 7
  • Parking Type: Driveway, Attached Garage
  • Garage Description: Garage - Side Entry, Garage Door Opener, Inside Access, Oversized

Location

  • County: CAROLINE
  • Subdivision: HARMONY WOODS
  • Driving Directions: From Dover Bridge Rd, turn onto Harmony Rd (Rt. 578). Continue straight, then turn left onto Newton Rd. Follow Newton Rd to 2nd entrance of Harmony Woods Rd and turn right. Property on left.

School Information

  • School District: Caroline County Public Schools
  • Elementary School: Preston
  • Middle School: Colonel Richardson
  • High School: Colonel Richardson

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Other, Heat Pump(s), Energy Star Cooling System, Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Private Septic Tank
  • Water: Well

Structural Information

  • Architectural Style: Traditional, Colonial
  • Structure Type: Detached
  • Construction: Vinyl Siding
  • Foundation: Crawl Space
  • Roof: Architectural Shingle
  • Walls/Ceilings: 9'+ Ceilings
  • Windows: Screens
  • Stories/Levels: 3
  • Stories Description: Main, Upper 1, Upper 2
  • Square Feet: 3,442
  • Sq. Ft. Source: Assessor
  • Living Area: 3,442 Sq. Ft.
  • Finished Above Grnd: 3,442 Sq. Ft.
  • Year Built: 2006
  • Year Built Source: Estimated

Lot Features

  • Lot Size (Acres): 1.37
  • Lot Size (Sq. Ft.): 59,677
  • Lot Size Source: Estimated
  • Zoning: R1
  • Fencing (Description): Wood

Green Features

  • Energy Efficient: HVAC

Financial Considerations

  • Price Per Sq. Ft.: $159.5
  • Assessment Year: 2025
  • County Tax: $4,985
  • County Tax Freq: Annually
  • Tax w/Assessment: $456,500
  • Tax Amount: $5,045
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 3442

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 14

Listed by Benson & Mangold, LLC, Georgi A Chauvin

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Listing agent

— 5585 Harmony Woods Dr —

  • Georgi A Chauvin

    Benson & Mangold, LLC

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5585 Harmony Woods Dr

School District:Caroline County Public Schools, Denton, MD
NameGradesDistance
Preston Elementary School
225 Main Street, Preston, MD 21655
PK-53.7 mi
Colonel Richardson Middle School
25390 Richardson Road, Federalsburg, MD 21632
6-85.6 mi
Colonel Richardson High School
25320 Richardson Road, Federalsburg, MD 21632
9-125.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5585 Harmony Woods Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/19/2025
Listed
$549,000
15.58%
MLS
11/12/2021
Sold
$475,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5585 Harmony Woods Dr

Year
Property Taxes
Change
Tax Assessment
Change
2023
$4,876
—
$456,500
1%
2023
$4,876
—
$451,500
1%
2023
$4,876
7%
$446,500
7%
2022
$4,542
30%
$415,967
8%
2017
$3,494
-11%
$385,433
9%
2021
$3,936
3%
$354,900
3%
2020
$3,808
3%
$343,267
4%
2019
$3,681
4%
$331,633
4%
2018
$3,554
2%
$320,000
2%
2017
$3,497
2%
$314,700
2%
2016
$3,439
4%
$309,400
2%
2015
$3,320
2%
$304,100
—
2014
$3,259
—
$304,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Benson & Mangold, LLC, Georgi A Chauvin

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5585 Harmony Woods Drive, Preston, MD 21655 (MLS# MDCM2006520) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 5585 Harmony Woods Drive is currently listed for $549,000 and was received on November 19, 2025. Want to learn more about 5585 Harmony Woods Drive? Do you have questions about finding other Single Family real estate for sale in Preston? You can browse all Preston real estate or contact a Coldwell Banker agent to request more information.

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