OFF MARKET

Off market dec 2020 for $375K

$478,859

Est. refi paymentEst. refi $2,821/mo

•

2,238

sq ft

449 Woodside Rd, Millsboro, DE 19966

About this home

Sprawling ranch home in the lovely community of Winding Creek Village waiting for you to call HOME! Bright sunlight streaming through the Family room from the Enclosed Sunroom makes this home shine! The massive Owner's retreat is like none you've ever seen! Huge bedroom, Walk In Closet and full bathroom with dual vanities, soaking tub and oversized shower. There are two additional bedrooms and a spacious hall bath too. The kitchen has an attached breakfast room; both with tile flooring and lots of light! There's a formal dining room, as well. All of this sits on over 1/2 acre lot backing to trees with a saltwater inground pool to enjoy all summer! Community has a stocked pond and a boat dock too! Schedule your tour today! You won't be disappointed.

Single-familyProperty Type

1999Year Built

0.57 acresLot Size

$214Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Barbara Walker • Keller Williams Realty Central-Delaware

•302-677-0020 (broker)

•centraldelawarebroker@gmail.com (broker)

Bought with BEVERLY MARTA • RE/MAX Realty Group Rehoboth

•302-227-4800 (broker)

•dolores@rehobothre.com (broker)

Redfin checked: a few seconds ago

•Source:BRIGHT MLS #DESU171154

Redfin Estimate

$478,859

$104K since sold in December 2020$5,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 40.6% higher than the average sale price ($341K) of 6 comparable homes.

SOLD JUN 12, 2026
$525,000
A
3 beds2 baths2,016 sq ft
458 Woodside Rd, Millsboro, DE 19966
SOLD SEP 30, 2026
$340,000
B
3 beds2 baths2,084 sq ft
32595 Long Iron #3217, Millsboro, DE 19966
SOLD SEP 8, 2026
$313,000
C
3 beds2 baths1,890 sq ft
32589 Long Iron Way #3216, Millsboro, DE 19966
SOLD SEP 28, 2026
$165,000
D
3 beds2 baths1,920 sq ft
33288 Arrowood Cv #2726, Long Neck, DE 19966
SOLD AUG 10, 2026
$450,000
E
3 beds2 baths1,930 sq ft
34371 Owls Nest Rd, Lewes, DE 19958
SOLD AUG 20, 2026
$250,000
F
3 beds2 baths1,900 sq ft
32575 Long Spoon Way, Millsboro, DE 19966

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Earn from this home

Sell

$184,288

Est. take-home

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Refinance

Est. cash available

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Rent

$3,392/mo

Redfin rental estimate

List your home for rent

Market trends in 19966, DE

Last updated October 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-list price

97.6%

0.3% MoM

Median sale price

$327K

$3K MoM

Avg. days on market

89d

0 days MoM

Recently sold homes

300

0 MoM

New listings for sale

NEW 10 HRS AGO
$325,000
4 beds2 baths2,356 sq ft
1 John B Dr, Millsboro, DE 19966
(302) 601-4171
COMING SOON
27011 Sand Shrimp Ln #9987, Millsboro, DE 19966
$130,000
3 beds1 bath840 sq ft
27011 Sand Shrimp Ln #9987, Millsboro, DE 19966
(302) 644-2121
NEW
$425,000
3 beds2 baths1,854 sq ft
32253 Bayshore Dr, Millsboro, DE 19966
(302) 273-4998
NEW
$94,999
2 beds2 baths1,298 sq ft
25448 Crab Aly Aly W #1393, Millsboro, DE 19966
(302) 934-3970
$129,900
2 beds2 baths1,224 sq ft
29512 Salt Marsh Loop #48056, Millsboro, DE 19966
(302) 644-2121
$185,900
2 beds2 baths1,680 sq ft
35694 E Harbor Dr, Millsboro, DE 19966
(302) 644-2121
SHORT SALE
$340,000
3 beds1 bath1,170 sq ft
22 Comanche Cir, Millsboro, DE 19966
(888) 543-4829
$335,000
3 beds3.5 baths2,371 sq ft
35144 Wright Way, Millsboro, DE 19966
(302) 273-4998
3D WALKTHROUGH
$70,000
3 beds2 baths938 sq ft
21994 County Ave, Millsboro, DE 19966
(302) 273-4998
OPEN SAT, 11AM TO 1PM
$178,000
3 beds2 baths1,369 sq ft
26876 Diver Duck Dr, Millsboro, DE 19966
(410) 453-0500
See all

Provided by Redfin

Sale history for 449 Woodside Rd

Year

Property tax

Land + Additions

Assessment*

2026

$1,180 (−0.4%)

$58,450 + $215,950

$274,400

2025

$1,184 (+2.0%)

$58,450 + $215,950

$274,400

2024

$1,161 (+0.1%)

$58,450 + $215,950

$274,400

2023

$1,160 (+1.6%)

$4,000 + $23,800

$27,800

2022

$1,142 (+3.1%)

$4,000 + $23,800

$27,800

2021

$1,108 (+66.6%)

$4,000 + $23,800

$27,800

2019

$665 (−1.5%)

$4,000 + $23,800

$27,800

2018

$675 (−1.3%)

$4,000 + $23,800

$27,800

2017

$684 (+16.5%)

$4,000 + $23,800

$27,800

2016

$587 (+0.3%)

$4,000 + $23,800

$27,800

2014

$585

$4,000 + $23,800

$27,800

Tax history for 449 Woodside Rd

Year

Property tax

Land + Additions

Assessment*

2026

$1,180 (−0.4%)

$58,450 + $215,950

$274,400

2025

$1,184 (+2.0%)

$58,450 + $215,950

$274,400

2024

$1,161 (+0.1%)

$58,450 + $215,950

$274,400

2023

$1,160 (+1.6%)

$4,000 + $23,800

$27,800

2022

$1,142 (+3.1%)

$4,000 + $23,800

$27,800

2021

$1,108 (+66.6%)

$4,000 + $23,800

$27,800

2019

$665 (−1.5%)

$4,000 + $23,800

$27,800

2018

$675 (−1.3%)

$4,000 + $23,800

$27,800

2017

$684 (+16.5%)

$4,000 + $23,800

$27,800

2016

$587 (+0.3%)

$4,000 + $23,800

$27,800

2014

$585

$4,000 + $23,800

$27,800

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

125 ft.

Lot depth

200 ft.

Lot size

0.57 Acres

Year renovated

—

Sq. Ft.

2,238

Year built

1999

Style

Single Family Residential

County

Sussex County

APN

234-24.00-266.00

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 24, 2026.

AR-1

Agricultural Residential District

The purpose of these districts is to provide for a full range of agricultural activities and to protect agricultural lands, as one of the county's most valuable natural resources, from the depreciating effect of objectional, hazardous and unsightly uses. They should also protect established agricultural operations and activities. These districts are also intended for protection of watersheds, water resources, forest areas and scenic values and, at the same time, to provide for low-density single-family residential development, together with such churches, recreational facilities and accessory uses as may be necessary or are normally compatible with residential surroundings. The AR regulations seek to prevent untimely scattering of more-dense urban uses, which should be confined to areas planned for efficient extension of public services.

Permitted uses

Include but are not limited to:

Greenhouse / nursery
Religious facility
Housing-Single unit
Golf related
Recreation-Other
Veterinary clinic
Agriculture
Park & open space

Property details

Parking

Parking Information
# of Attached Garage Spaces: 2
Garage Features: Garage - Side Entry, Garage Door Opener, Inside Access
# of Total Garage and Parking Spaces: 6
Has Garage
# of Garage Spaces: 2
Driveway - # of Spaces: 4
Asphalt Driveway
Attached Garage, Driveway

Interior

Bedroom Information
# of Bedrooms On Main Level: 3

Bathroom Information
# of Bathrooms (Full) On Main Level: 2
# of Bathrooms (Full): 2

Interior Information
Appliances: Built-In Microwave, Cooktop, Dishwasher, Dryer, Oven - Wall, Refrigerator, Washer, Water Heater - Tankless
Interior Features: Carpet, CeilngFan(s), Formal/Separate Dining Room, Wood Floors, Walk-in Closet(s), Upgraded Countertops
Living Area Sq.Ft. Source: Assessor

Room Information
Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Kitchen, Foyer, Breakfast Room, Sun/Florida Room, Great Room, Master Bathroom, Screened Porch

Fireplace Information
Has Fireplace
# of Fireplaces: 1
Gas/Propane

Basement Information
Basement: Yes
Partial

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 0
Ownership Interest: Fee Simple
Year Built Source: Assessor

Building Information
Building Name: NONE AVAILABLE
Construction Materials: Frame, Vinyl Siding
Other Structures: Above Grade, Below Grade
Structure Type: Detached
Other Structures: Shed

Exterior Information
Fencing: Vinyl

Pool Information
Personal Pool
In Ground

Lot Information
Lot Features: Backs to Trees
Lot Size Dimensions: 125.00 x 200.00
Lot Dimensions Source: Assessor
Tidal Water: No

Above Grade Information
Finished Sq.Ft.: 2,238
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
County Tax: $124
School Tax: $922
Tax Year: 2020
Tax Annual Amount: $1,046

Assessments Information
Year Assessed: 2020

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Forced Air
Heating Fuel: Electric, Propane - Leased
Hot Water: Instant Hot Water, Propane
Sewer Septic: Low Pressure Pipe (LPP)
Water Source: Well
Municipal Trash: No

Location

Homeowners Association Information
HOA Fee: $350
HOA Fee Frequency: Annually

School Information
School District Name: INDIAN RIVER
School District Source: Listing Agent

Location Information
Outside City Limits
Sussex DE Quadrants: Between Rt 1 & 113
Directions: Use GPS

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 2,238
Stories: 1.0
Lot Size: 0.57 acres
Style: Single Family Residential
Year Built: 1999
Year Renovated: —
County: Sussex County
APN: 234-24.00-266.00

Home facts updated by county records on Aug 24, 2026

Around this home

Schools

K - 12
Preschool & daycare

Long Neck Elementary School

Public K-5 • Assigned • 1.3mi

5/10

Millsboro Middle School

Public 6-8 • Assigned • 7.4mi

4/10

Sussex Central High School

Public 9-12 • Assigned • 8.5mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

8/10 Heat Factor

7 days above 101° expected this year, 18 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Millsboro, DE • 19966

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.2 hours in June and 5.3 hours in December, which is comparable to the U.S. average for solar exposure.

9.2 hrs

5.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$455,000 – $551,000

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New listings for sale in 19966

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NEW

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SHORT SALE

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(888) 543-4829

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3D WALKTHROUGH

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Home values near 449 Woodside Rd

Data from public records.

Address	Redfin Estimate
456 Woodside Rd, Millsboro, DE 4 Beds \| 3.5 Baths \| 3142 Sq. Ft.	$844,626
460 Woodside Rd, Millsboro, DE 3 Beds \| 3 Baths \| 2018 Sq. Ft.	$402,314
444 Woodside Rd, Millsboro, DE 3 Beds \| 3 Baths \| 2104 Sq. Ft.	$435,344
453 Woodside Rd, Millsboro, DE 3 Beds \| 3 Baths \| 2256 Sq. Ft.	$449,986
455 Woodside Rd, Millsboro, DE 3 Beds \| 3 Baths \| 2013 Sq. Ft.	$452,864
446 Woodside Rd, Millsboro, DE 3 Beds \| 2 Baths \| 2347 Sq. Ft.	$500,755
339 Pond Rd, Millsboro, DE 3 Beds \| 4 Baths \| 2036 Sq. Ft.	$523,920

Address	Redfin Estimate
452 Woodside Rd, Millsboro, DE 3 Beds \| 4 Baths \| 2464 Sq. Ft.	$439,955
457 Woodside Rd, Millsboro, DE 3 Beds \| 3 Baths \| 2093 Sq. Ft.	$433,766
448 Woodside Rd, Millsboro, DE 4 Beds \| 4 Baths \| 3284 Sq. Ft.	$623,667
451 Woodside Rd, Millsboro, DE 4 Beds \| 3 Baths \| 1256 Sq. Ft.	$369,263
443 Woodside Rd, Millsboro, DE 3 Beds \| 2 Baths \| 1474 Sq. Ft.	$356,484
442 Woodside Rd, Millsboro, DE 3 Beds \| 2 Baths \| 2273 Sq. Ft.	$430,494
343 Pond Rd, Millsboro, DE 4 Beds \| 5 Baths \| 1570 Sq. Ft.	$472,639

Address	Redfin Estimate
450 Woodside Rd, Millsboro, DE 3 Beds \| 2 Baths \| 1675 Sq. Ft.	$370,471
459 Woodside Rd, Millsboro, DE 3 Beds \| 3 Baths \| 1698 Sq. Ft.	$412,036
458 Woodside Rd, Millsboro, DE 3 Beds \| 2 Baths \| 2016 Sq. Ft.	$507,517
447 Woodside Rd, Millsboro, DE 4 Beds \| 3 Baths \| 1216 Sq. Ft.	$386,171
445 Woodside Rd, Millsboro, DE 3 Beds \| 3 Baths \| 2654 Sq. Ft.	$477,438
461 Woodside Rd Apt 00, Millsboro, DE 3 Beds \| 2 Baths \| 2400 Sq. Ft.	$400,840
341 Pond Rd, Millsboro, DE 3 Beds \| 2 Baths \| 1800 Sq. Ft.	$402,689

Property information provided by BRIGHT MLS when last listed in 2020. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 19966, DE

Sale history for 449 Woodside Rd

Tax history for 449 Woodside Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 19966

Home values near 449 Woodside Rd

More real estate resources