Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$495,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 2,883 Sq. Ft.
  • 2 Car Garage
  • Updated 5 days ago
See This Home
Save This Home
See This Home
Save This Home
Love golf? Love the beach life? Welcome to Plantation Lakes! Come enjoy easy, laid-back living in this popular golf course community just a short drive to the Delaware beaches. This home offers plenty of space to spread out, featuring 3 bedrooms and 2 full baths on the main level, including a comfortable owner's suite with a walk-in closet and private owner's bathroom. The spacious living room is perfect for relaxing or gathering with friends, and the kitchen features granite countertops plus a cozy breakfast area for everyday meals. The partially finished basement offers additional living space with a bedroom and full bath, and its own living room with cabinetry plus an outside entrance. Step outside and you'll really fall in love - a paved patio with a beautiful awning and fireplace creates the perfect space for entertaining or unwinding after a day at the beach. Living in Plantation Lakes isn't just about the home - it's about the lifestyle. Enjoy access to a championship golf course, pools, fitness center, walking trails, tennis and pickleball courts, and a vibrant clubhouse. Whether you're staying active, socializing with neighbors, or simply soaking in the relaxed coastal atmosphere, this community makes every day feel like a getaway.

Full Property Details for 29442 Glenwood Dr

General

  • Price: $495,000
  • HOA FEE: $168/month
  • Taxes: $842 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: DESU2107284
  • Updated: 3/26/2026
  • Added to Site: 7 day(s) ago

Interior

  • Interior Features: Bathroom - Tub Shower, Ceiling Fan(s), Entry Level Bedroom, Walk-in Closet(s), Breakfast Area, Bathroom - Stall Shower
  • Appliances: Dishwasher, Refrigerator, Microwave, Oven/Range - Electric
  • Flooring: Laminate Plank, Tile/Brick, Carpet

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Main Floor Baths: 2
  • Main - Full Baths: 2
  • Lower Floor Baths: 1
  • Lower - Full Baths: 1

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Main & Up: 3

Other Rooms

  • Laundry: Hookup

Additional Information

  • Shared Amenities: Club House, Fitness Center, Golf Course Membership Available, Tennis Courts, Tot Lots/Playground, Party Room, Pool - Outdoor
  • Shared Pool: Yes
  • Pool: Yes

Exterior

  • Porch/Patio/Deck: Patio(s)

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 4
  • Parking Type: Driveway, Attached Garage
  • Garage Description: Garage - Front Entry

Location

  • Area: Dagsboro Hundred (31005)
  • County: SUSSEX
  • Subdivision: PLANTATION LAKES
  • Driving Directions: Take Millsboro Highway to Plantation Lakes Blvd, then turn right onto Lumberton Drive, then turn right onto Glenwood Dr. the destination will be on your right.

School Information

  • School District: Indian River

Community

  • Association: Yes
  • Assoc. Name: ICON MANAGEMENT
  • Assoc. Fees Include: Trash, Pool(s), Common Area Maintenance, Recreation Facility, Snow Removal
  • Pets Allowed: Yes
  • Pets: No Pet Restrictions

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Natural Gas Available, Cable TV Available

Structural Information

  • Architectural Style: Ranch/Rambler
  • Structure Type: Detached
  • Construction: Frame, Aluminum Siding
  • Basement: Yes
  • Basement Desc.: Partially Finished
  • Foundation: Permanent
  • Stories Description: Lower 1, Main
  • Square Feet: 2,883
  • Sq. Ft. Source: Estimated
  • Living Area: 2,434 Sq. Ft.
  • Finished Above Grnd: 1,566 Sq. Ft.
  • Finished Below Grnd: 868 Sq. Ft.
  • Year Built: 2011
  • Year Built Source: Assessor
  • Property Condition: Good

Unit Information

Unit 1

  • Bathrooms-Lower: 1

Lot Features

  • Lot Size (Acres): 0.18
  • Lot Size (Sq. Ft.): 7,841
  • Lot Size Source: Assessor
  • Lot Dimensions: 70.00 x 115.00
  • Zoning: TN

Financial Considerations

  • Price Per Sq. Ft.: $316.09
  • Association Fee: $168
  • Assoc Fee Freq.: Monthly
  • Assessment Year: 2025
  • School Tax: $757
  • County Tax: $84
  • County Tax Freq: Annually
  • Tax Amount: $842
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 1566

Disclosures and Reports

  • Ownership: Fee Simple
  • Exclusions: washer and dryer
  • Inclusions: Free standing fireplace in the basement
  • Lot Number: 83

Listed by Iron Valley Real Estate at The Beach, Kara May

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 29442 Glenwood Dr —

  • Kara May

    Iron Valley Real Estate at The Beach

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 29442 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 ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 29442 Glenwood Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/25/2026
Listed
$495,000
28.57%
MLS
11/07/2023
Sold
$385,000
—
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 29442 Glenwood Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$866
30%
$25,950
—
2023
$664
4%
$25,950
—
2022
$641
1%
$25,950
—
2021
$635
7%
$25,950
—
2020
$592
—
$25,950
—
2019
$590
-1%
$25,950
—
2018
$593
-41%
$25,950
—
2017
$1,001
13%
$25,950
—
2016
$884
-3%
$25,950
—
2015
$911
3%
$25,950
—
2014
$885
-1%
$25,950
—
2013
$895
—
$25,950
—
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 29442 Glenwood Dr

$
Down Payment
%
$
%

$
$
$

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

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Iron Valley Real Estate at The Beach, Kara May

Similar Properties near 29442 Glenwood Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

29046 Eastmeadow Rd, Millsboro, DE 19966 - Photo 1
$496,040
Open House

29046 Eastmeadow Rd  Millsboro, DE 19966

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 2,520
    Sq. Ft.
Listed by Atlantic Five Realty, David Vasso
18567 Emerson Way, Georgetown, DE 19947 - Photo 1
$499,000

18567 Emerson Way  Georgetown, DE 19947

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 1,986
    Sq. Ft.
Listed by RE/MAX Eagle Realty, Kevin Hensley and RE/MAX Eagle Realty, Megan Julia Donahue
30030 Knots Ln, Dagsboro, DE 19939 - Photo 1
$500,000

30030 Knots Ln  Dagsboro, DE 19939

  • Single Family
  • Active
  • Updated 11 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,441
    Sq. Ft.
Listed by Northrop Realty, Vincente Michael DiPietro
57 Beacon Cir, Millsboro, DE 19966 - Photo 1
$495,000

57 Beacon Cir  Millsboro, DE 19966

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 3,509
    Sq. Ft.
Listed by Keller Williams Realty, Russell G Griffin and Keller Williams Realty, Denise Crockett

Just Listed near 29442 Glenwood Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

214 Chapel of Ease St, Dagsboro, DE 19939 - Photo 1 Just Listed
$419,900

214 Chapel of Ease St  Dagsboro, DE 19939

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,456
    Sq. Ft.
Listed by Keller Williams Realty, Liza A. Orlando
29073 Ellis Point Ct, Dagsboro, DE 19939 - Photo 1 Just Listed
$1,425,000

29073 Ellis Point Ct  #46  Dagsboro, DE 19939

  • Single Family
  • Active
  • Updated 3 days ago
  • 5
    Beds
  • 6
    Total Baths
  • 4,864
    Sq. Ft.
Listed by Compass, Paul A. Sicari
33340 Substation Rd, Frankford, DE 19945 - Photo 1 Just Listed
$450,000
Open House

33340 Substation Rd  Frankford, DE 19945

  • Single Family
  • Active
  • Updated 20 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,482
    Sq. Ft.
Listed by Long & Foster Real Estate, Inc., John Howard
38876 Sandpiper Circle, Frankford, DE 19945 - Photo 1 Just Listed
$799,000

38876 Sandpiper Circle  Frankford, DE 19945

  • Condo
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,382
    Sq. Ft.
Listed by Hawkins Real Estate Company, Joseph E Hawkins

Price Reduced near 29442 Glenwood Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

31336 Dogwood Estates Dr, Dagsboro, DE 19939 - Photo 1 Price Reduced
-$10,900 (-2.22%)
$479,000

31336 Dogwood Estates Dr  Dagsboro, DE 19939

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,000
    Sq. Ft.
Listed by Long & Foster Real Estate, Inc., ASHLEY BROSNAHAN and Long & Foster Real Estate, Inc., Heather l Gates
37296 Spinney Ln, Dagsboro, DE 19939 - Photo 1 Price Reduced
-$10,000 (-1.27%)
$775,000

37296 Spinney Ln  Dagsboro, DE 19939

  • Single Family
  • Active
  • Updated 6 days ago
  • 5
    Beds
  • 4
    Total Baths
  • 2,753
    Sq. Ft.
Listed by Northrop Realty, Donna M Hardy
32291 Dogleg Way, Long Neck, DE 19966 - Photo 1 Price Reduced
-$25,000 (-4.61%)
$517,750

32291 Dogleg Way  #4021  Long Neck, DE 19966

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,248
    Sq. Ft.
Listed by Baywood Homes LLC, Daniel Maxwell Milliken and Baywood Homes LLC, Diane Sulkovsky
36628 Dew Way, Long Neck, DE 19966 - Photo 1 Price Reduced
-$20,000 (-4.12%)
$465,000

36628 Dew Way  Long Neck, DE 19966

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 4
    Total Baths
  • 2,486
    Sq. Ft.
Listed by Monument Sotheby's International Realty, JOSETTE CASTIGLIONE and Monument Sotheby's International Realty, Stephen Castiglione

Recent Sales near 29442 Glenwood Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

29225 Mayesville Way, Millsboro, DE 19966 - Photo 1 Sold
$427,500

29225 Mayesville Way  Millsboro, DE 19966

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 4,924
    Sq. Ft.
Listed by RE/MAX Town Center, Lisa C. Sabelhaus and RE/MAX Town Center, Drew Eric Synnestvedt
Sold by Keller Williams Realty, JENNIFER HUGHES
29478 Glenwood Dr, Millsboro, DE 19966 - Photo 1 Sold
$477,500

29478 Glenwood Dr  Millsboro, DE 19966

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,260
    Sq. Ft.
Listed by Redfin Corporation, Scott J Swahl
Sold by First Coast Realty LLC, Anthony L Lapinsky
25206 Lumberton Dr, Millsboro, DE 19966 - Photo 1 Sold
$475,000

25206 Lumberton Dr  Millsboro, DE 19966

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 4,368
    Sq. Ft.
Listed by Berkshire Hathaway HomeServices PenFed Realty, Amy J Kellenberger and Berkshire Hathaway HomeServices PenFed Realty, SHEILA SETZER
Sold by EXP Realty, LLC, Shanika Monica Clark
24759 Glendale Ln, Millsboro, DE 19966 - Photo 1 Sold
$477,740

24759 Glendale Ln  Millsboro, DE 19966

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,182
    Sq. Ft.
Listed by Long & Foster Real Estate, Inc., Jaime Hurlock
Sold by RE/MAX Realty Group Rehoboth, Richard A Trott Jr

29442 Glenwood Drive, Millsboro, DE 19966 (MLS# DESU2107284) is a Single Family property with 3 bedrooms and 3 full bathrooms. 29442 Glenwood Drive is currently listed for $495,000 and was received on March 25, 2026. Want to learn more about 29442 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.

Tour this property