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Back 29441 Glenwood Dr
Off Market

29441 Glenwood Dr

Millsboro DE 19966

4
4
2
5134 sq. ft.
8276 sq. ft.
Single-Family
Last sold for $485,000
Darron WhiteheadDarron Whitehead, last sold this property on 20 May 2026 after 218 days on market.

Overview

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!

Features

4 bedrooms
4 bathrooms
2 carspaces
2 garage spaces
5134 sq. ft. floor area
8276 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Millsboro over the last 12 months, the estimated median property value of 29441 Glenwood Dr is $532.5k.

Median value
$532.5k
Estimated value range
$51k - $1.6m
Median days on market
55
Estimated value trend
-7%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Millsboro. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 29441 Glenwood Dr

2026
Sold
$485,000
20 May 2026 by Darron Whitehead, of Whitehead Real Estate Exec.
2023
Sold
$429,200
02 May 2023 by JORDAN GARCIA, of Long & Foster Real Estate, Inc.
2022
Sold
$450,000
21 Mar 2022 by GARY BRITTINGHAM, of JACK LINGO MILLSBORO

Happy sellers in Millsboro

75%
75% of sellers in Millsboro reported that their sale price either exceeded or met their price expectations.

Millsboro stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 24 reviews in Millsboro over the last 12 months.

Local market activity for 4 bedroom single-family properties in Millsboro

In the last 12 months, 149 four-bedroom single-family properties similar to 29441 Glenwood Dr, have been sold.

This represents a 8% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Millsboro

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Jay Shinn

Jay Shinn is an award winning recommended agent for Millsboro.  They have 27 local sales and collected 9 local reviews across the last 12 months.

  •   5   (32 reviews)
  •  9 Reviews in Millsboro
  •  27 Sales in Millsboro
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Linda Bova

Sellers who recommend Linda Bova have praised them for being local expert, clear communication, reliable, responsive, supportive, friendly, and dedicated

  •   5   (160 reviews)
  •  9 Reviews in Millsboro
  •  16 Sales in Millsboro
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Sarah Russ

Sarah Russ is a recommended agent for Millsboro.  They have collected 4 local reviews across the last 12 months.

  •   5   (21 reviews)
  •  4 Reviews in Millsboro
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STACI WALLS

STACI WALLS is a recommended agent for Millsboro.  They have 23 local sales and collected 3 local reviews across the last 12 months.

  •   5   (32 reviews)
  •  3 Reviews in Millsboro
  •  23 Sales in Millsboro
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