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$525,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 5,134 Sq. Ft.
  • 2 Car Garage
  • Updated 5 days ago
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Welcome to 29441 Glenwood Dr, a well-kept Colonial-style home located in the highly sought-after Plantation Lakes community. This spacious 4-bedroom, 3.5-bathroom residence offers 3,784 square feet of living space, including a fully finished basement designed for both relaxation and entertainment. Step inside to discover a bright, open layout perfect for modern living with all new flooring and paint. The finished basement includes a media space (projector system available to remain for an additional charge) and a pool table that conveys with the sale-ideal for game nights or gatherings. Upstairs, you'll find generously sized bedrooms with all new carpet and paint, and thoughtfully designed bathrooms that blend comfort and style. The property also features a 2-car attached garage with brand-new garage doors/openers that are smart home compatible, offering convenience and plenty of storage. Living in Plantation Lakes means having the ability to enjoy resort-style living with exceptional community amenities: swimming pools, a clubhouse, tennis courts, a tot lot (kid play area), walking and biking trails, and a beautiful golf course. Additional updates over the last 2 years include: new refrigerator, new washer and dryer. This home perfectly combines classic charm, ample space, and access to top-tier community features-making it an incredible find in Millsboro. Schedule your private tour today and experience all that 29441 Glenwood Dr has to offer!

Full Property Details for 29441 Glenwood Dr

General

  • Price: $525,000
  • HOA FEE: $160/month
  • Taxes: $3,021 (2024)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: DESU2098212
  • Updated: 12/17/2025
  • Added to Site: 97 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Upper Floor Baths: 2
  • Upper - Full Baths: 2
  • Main Floor Baths: 1
  • Main - 1/2 Baths: 1
  • Lower Floor Baths: 1
  • Lower - Full Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 4

Additional Information

  • Shared Pool: Yes
  • Pool: Yes
  • Equipment: See Remarks

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Type: Attached Garage
  • Garage Description: Additional Storage Area, Built In, Covered Parking

Location

  • Area: Dagsboro Hundred (31005)
  • County: SUSSEX
  • Subdivision: Plantation Lakes
  • Driving Directions: Rt 24 to main entrance of the Plantation Lake community, right into single family home section, first right on to Glenwood Dr, home will be on the left.
  • City Limits: Yes

School Information

  • School District: Indian River

Community

  • Association: Yes

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Detached
  • Construction: Frame, Aluminum Siding
  • Basement: Yes
  • Basement Desc.: Sump Pump, Walkout Stairs, Partially Finished
  • Foundation: Block
  • Stories Description: Lower 1, Main, Upper 1
  • Square Feet: 5,134
  • Sq. Ft. Source: Estimated
  • Living Area: 5,134 Sq. Ft.
  • Finished Above Grnd: 3,784 Sq. Ft.
  • Finished Below Grnd: 1,350 Sq. Ft.
  • Year Built: 2010
  • Year Built Source: Assessor

Unit Information

Unit 1

  • Bathrooms-Lower: 1

Lot Features

  • Lot Size (Acres): 0.19
  • Lot Size (Sq. Ft.): 8,276
  • Lot Size Source: Assessor
  • Lot Dimensions: 75.00 x 115.00
  • Zoning: TN

Financial Considerations

  • Price Per Sq. Ft.: $138.74
  • Association Fee: $160
  • Assoc Fee Freq.: Monthly
  • Assessment Year: 2025
  • School Tax: $712
  • City/TownTax: $2,230
  • City/TownTax Freq: Annually
  • County Tax: $79
  • County Tax Freq: Annually
  • Tax Amount: $3,021
  • Tax Year: 2024
  • Tax Total Finished Sq. Ft.: 2417

Disclosures and Reports

  • Ownership: Fee Simple
  • Exclusions: Small refrigerator (basement)
  • Inclusions: Pool table (basement), barstools x2 (kitchen/sunroom), gray swivel chair (sunroom), dining room table (one leaf), dining room chairs x8.
  • Lot Number: 83

Listed by Whitehead Real Estate Exec., Darron Whitehead

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Listing agent

— 29441 Glenwood Dr —

  • Darron Whitehead

    Whitehead Real Estate Exec.

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 29441 Glenwood Dr

School District:Indian River School District
NameGradesDistance
East Millsboro Elementary School
29346 Iron Branch Road, Millsboro, DE 19966
PK-51.8 mi
Millsboro Middle School
302 East State Street, Millsboro, DE 19966
6-81.3 mi
Sussex Central High School, Georgetown, DE
26026 Patriots Way, Georgetown, DE 19947
8-123.3 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 29441 Glenwood Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/13/2025
Listed
$525,000
22.32%
MLS
5/02/2023
Sold
$429,200
—
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 29441 Glenwood Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$816
-44%
$34,750
—
2023
$1,459
2%
$34,750
—
2022
$1,436
3%
$34,750
—
2021
$1,394
6%
$34,750
—
2020
$1,318
-1%
$34,750
—
2019
$1,325
-1%
$34,750
—
2018
$1,338
-1%
$34,750
—
2017
$1,349
13%
$34,750
—
2016
$1,191
-3%
$34,750
—
2015
$1,227
1%
$34,750
—
2014
$1,209
-1%
$34,750
—
2013
$1,222
—
$34,750
—
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.

Estimate the Cost for 29441 Glenwood Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

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NMLS#: 1598647

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Listed by Whitehead Real Estate Exec., Darron Whitehead

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29441 Glenwood Drive, Millsboro, DE 19966 (MLS# DESU2098212) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 29441 Glenwood Drive is currently listed for $525,000 and was received on October 13, 2025. Want to learn more about 29441 Glenwood Drive? Do you have questions about finding other Single Family real estate for sale in Millsboro? You can browse all Millsboro real estate or contact a Coldwell Banker agent to request more information.

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